MXPA99003722A - Concentrated, fabric softening composition - Google Patents
Concentrated, fabric softening compositionInfo
- Publication number
- MXPA99003722A MXPA99003722A MXPA/A/1999/003722A MX9903722A MXPA99003722A MX PA99003722 A MXPA99003722 A MX PA99003722A MX 9903722 A MX9903722 A MX 9903722A MX PA99003722 A MXPA99003722 A MX PA99003722A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- dimethyl
- pentanediol
- hexanediol
- diol
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 248
- 239000004744 fabric Substances 0.000 title claims abstract description 80
- 239000002904 solvent Substances 0.000 claims abstract description 181
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 44
- 239000000194 fatty acid Substances 0.000 claims abstract description 44
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 43
- 239000002738 chelating agent Substances 0.000 claims abstract description 34
- 239000002979 fabric softener Substances 0.000 claims abstract description 25
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 11
- 230000003078 antioxidant Effects 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- -1 fatty acid esters Chemical class 0.000 claims description 359
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 122
- 239000004480 active ingredient Substances 0.000 claims description 72
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 53
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-Propanediol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 51
- 150000001875 compounds Chemical class 0.000 claims description 50
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 36
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000003795 chemical substances by application Substances 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 19
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 150000001450 anions Chemical group 0.000 claims description 17
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 10
- 235000019198 oils Nutrition 0.000 claims description 10
- 150000003626 triacylglycerols Chemical class 0.000 claims description 10
- 239000000828 canola oil Substances 0.000 claims description 9
- 235000019519 canola oil Nutrition 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 8
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 8
- 239000008158 vegetable oil Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 7
- 235000019774 Rice Bran oil Nutrition 0.000 claims description 6
- 235000019486 Sunflower oil Nutrition 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 6
- 239000008172 hydrogenated vegetable oil Substances 0.000 claims description 6
- 230000002829 reduced Effects 0.000 claims description 6
- 239000008165 rice bran oil Substances 0.000 claims description 6
- 239000002600 sunflower oil Substances 0.000 claims description 6
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-Methyl-2,4-pentanediol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 235000005713 safflower oil Nutrition 0.000 claims description 5
- 239000003813 safflower oil Substances 0.000 claims description 5
- 235000010469 Glycine max Nutrition 0.000 claims description 4
- 235000019483 Peanut oil Nutrition 0.000 claims description 4
- RUOJZAUFBMNUDX-UHFFFAOYSA-N Propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 4
- 235000019485 Safflower oil Nutrition 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 235000005687 corn oil Nutrition 0.000 claims description 4
- 239000002285 corn oil Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 239000000312 peanut oil Substances 0.000 claims description 4
- 150000003141 primary amines Chemical class 0.000 claims description 4
- MTNDZQHUAFNZQY-UHFFFAOYSA-N 2-Imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 3
- 240000007842 Glycine max Species 0.000 claims description 3
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 3
- 229960003330 Pentetic Acid Drugs 0.000 claims description 3
- 238000007112 amidation reaction Methods 0.000 claims description 3
- 238000009499 grossing Methods 0.000 claims description 3
- 150000003335 secondary amines Chemical class 0.000 claims description 3
- HGMITUYOCPPQLE-UHFFFAOYSA-N 3-Quinuclidinyl benzilate Chemical compound C1N(CC2)CCC2C1OC(=O)C(O)(C=1C=CC=CC=1)C1=CC=CC=C1 HGMITUYOCPPQLE-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 2
- 150000002193 fatty amides Chemical class 0.000 claims description 2
- 229940051250 hexylene glycol Drugs 0.000 claims description 2
- 239000010513 hydrogenated corn oil Substances 0.000 claims description 2
- 239000010512 hydrogenated peanut oil Substances 0.000 claims description 2
- 239000008173 hydrogenated soybean oil Substances 0.000 claims description 2
- 238000005956 quaternization reaction Methods 0.000 claims description 2
- 240000005801 Carthamus tinctorius Species 0.000 claims 1
- 235000003255 Carthamus tinctorius Nutrition 0.000 claims 1
- 239000001384 succinic acid Substances 0.000 claims 1
- 150000002009 diols Chemical class 0.000 abstract description 39
- 239000000463 material Substances 0.000 abstract description 29
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 20
- 230000000875 corresponding Effects 0.000 abstract description 6
- 125000001165 hydrophobic group Chemical group 0.000 abstract description 6
- 230000000670 limiting Effects 0.000 abstract description 6
- 230000036935 ClogP Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- YTCRRFFBEJJVLV-UHFFFAOYSA-N 2-butan-2-ylpropane-1,3-diol Chemical compound CCC(C)C(CO)CO YTCRRFFBEJJVLV-UHFFFAOYSA-N 0.000 description 222
- ZSCKAEOFRPCEES-UHFFFAOYSA-N 2-(3-methylbutan-2-yl)propane-1,3-diol Chemical compound CC(C)C(C)C(CO)CO ZSCKAEOFRPCEES-UHFFFAOYSA-N 0.000 description 106
- SLCVBVWXLSEKPL-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 48
- 229920000642 polymer Polymers 0.000 description 39
- 125000002091 cationic group Chemical group 0.000 description 38
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 35
- 239000000047 product Substances 0.000 description 32
- PFURGBBHAOXLIO-UHFFFAOYSA-N cyclohexane-1,2-diol Chemical compound OC1CCCCC1O PFURGBBHAOXLIO-UHFFFAOYSA-N 0.000 description 30
- 239000000126 substance Substances 0.000 description 27
- BTVWZWFKMIUSGS-UHFFFAOYSA-N 2-methylpropane-1,2-diol Chemical compound CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 26
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 26
- 239000002304 perfume Substances 0.000 description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 18
- JCYHHICXJAGYEL-UHFFFAOYSA-N 3-butoxypropane-1,2-diol Chemical compound CCCCOCC(O)CO JCYHHICXJAGYEL-UHFFFAOYSA-N 0.000 description 17
- ALQSHHUCVQOPAS-UHFFFAOYSA-N 1,5-Pentanediol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 16
- 125000003342 alkenyl group Chemical group 0.000 description 16
- 239000006185 dispersion Substances 0.000 description 16
- 239000004615 ingredient Substances 0.000 description 16
- 239000007788 liquid Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- 229920001296 polysiloxane Polymers 0.000 description 15
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 14
- 238000009472 formulation Methods 0.000 description 14
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical class CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 13
- 229910052799 carbon Inorganic materials 0.000 description 13
- 230000000694 effects Effects 0.000 description 13
- 238000006065 biodegradation reaction Methods 0.000 description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 12
- 239000007795 chemical reaction product Substances 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 12
- 150000002170 ethers Chemical class 0.000 description 12
- OGRCRHSHBFQRKO-UHFFFAOYSA-N heptane-1,4-diol Chemical compound CCCC(O)CCCO OGRCRHSHBFQRKO-UHFFFAOYSA-N 0.000 description 12
- NNYOSLMHXUVJJH-UHFFFAOYSA-N heptane-1,5-diol Chemical compound CCC(O)CCCCO NNYOSLMHXUVJJH-UHFFFAOYSA-N 0.000 description 12
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 12
- IOMHEFJNPZANMF-UHFFFAOYSA-N 2-methylheptane-2,6-diol Chemical compound CC(O)CCCC(C)(C)O IOMHEFJNPZANMF-UHFFFAOYSA-N 0.000 description 11
- 125000005466 alkylenyl group Chemical group 0.000 description 11
- 239000006071 cream Substances 0.000 description 11
- 239000004205 dimethyl polysiloxane Substances 0.000 description 11
- TXGJTWACJNYNOJ-UHFFFAOYSA-N hexane-2,4-diol Chemical compound CCC(O)CC(C)O TXGJTWACJNYNOJ-UHFFFAOYSA-N 0.000 description 11
- 229940035437 1,3-propanediol Drugs 0.000 description 10
- VKZRWSNIWNFCIQ-UHFFFAOYSA-N 2-[2-(1,2-dicarboxyethylamino)ethylamino]butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NCCNC(C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-UHFFFAOYSA-N 0.000 description 10
- AUGLSFONVIKZLA-UHFFFAOYSA-N 2-methylheptane-3,5-diol Chemical compound CCC(O)CC(O)C(C)C AUGLSFONVIKZLA-UHFFFAOYSA-N 0.000 description 10
- LPEVSCRXBSHMOZ-UHFFFAOYSA-N 2-propylbutane-1,4-diol Chemical compound CCCC(CO)CCO LPEVSCRXBSHMOZ-UHFFFAOYSA-N 0.000 description 10
- 229960004063 Propylene glycol Drugs 0.000 description 10
- CXQXSVUQTKDNFP-UHFFFAOYSA-N Simethicone Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 10
- 239000003599 detergent Substances 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 10
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 10
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 10
- 235000013772 propylene glycol Nutrition 0.000 description 10
- 239000011780 sodium chloride Substances 0.000 description 10
- 229940015975 1,2-hexanediol Drugs 0.000 description 9
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 9
- XSVKRMZQGLKDGT-UHFFFAOYSA-N 3,3,4-trimethylpentane-1,4-diol Chemical compound CC(C)(O)C(C)(C)CCO XSVKRMZQGLKDGT-UHFFFAOYSA-N 0.000 description 9
- IVDFJHOHABJVEH-UHFFFAOYSA-N Pinacol Chemical compound CC(C)(O)C(C)(C)O IVDFJHOHABJVEH-UHFFFAOYSA-N 0.000 description 9
- 235000019437 butane-1,3-diol Nutrition 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- KIWBPDUYBMNFTB-UHFFFAOYSA-M ethyl sulfate Chemical compound CCOS([O-])(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-M 0.000 description 9
- 125000001924 fatty-acyl group Chemical group 0.000 description 9
- HTXVEEVTGGCUNC-UHFFFAOYSA-N heptane-1,3-diol Chemical compound CCCCC(O)CCO HTXVEEVTGGCUNC-UHFFFAOYSA-N 0.000 description 9
- UQGLNXPQGUMNRU-UHFFFAOYSA-N heptane-1,6-diol Chemical compound CC(O)CCCCCO UQGLNXPQGUMNRU-UHFFFAOYSA-N 0.000 description 9
- XVEOUOTUJBYHNL-UHFFFAOYSA-N heptane-2,4-diol Chemical compound CCCC(O)CC(C)O XVEOUOTUJBYHNL-UHFFFAOYSA-N 0.000 description 9
- XTVHTJKQKUOEQA-UHFFFAOYSA-N heptane-2,5-diol Chemical compound CCC(O)CCC(C)O XTVHTJKQKUOEQA-UHFFFAOYSA-N 0.000 description 9
- OZIMXLFSRSPFAS-UHFFFAOYSA-N heptane-2,6-diol Chemical compound CC(O)CCCC(C)O OZIMXLFSRSPFAS-UHFFFAOYSA-N 0.000 description 9
- BQWORYKVVNTRAW-UHFFFAOYSA-N heptane-3,5-diol Chemical compound CCC(O)CC(O)CC BQWORYKVVNTRAW-UHFFFAOYSA-N 0.000 description 9
- POFSNPPXJUQANW-UHFFFAOYSA-N hexane-3,4-diol Chemical compound CCC(O)C(O)CC POFSNPPXJUQANW-UHFFFAOYSA-N 0.000 description 9
- 235000019645 odor Nutrition 0.000 description 9
- 229920000768 polyamine Polymers 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 125000001424 substituent group Chemical group 0.000 description 9
- 229940083957 1,2-BUTANEDIOL Drugs 0.000 description 8
- JVZZUPJFERSVRN-UHFFFAOYSA-N 2-methyl-2-propylpropane-1,3-diol Chemical compound CCCC(C)(CO)CO JVZZUPJFERSVRN-UHFFFAOYSA-N 0.000 description 8
- DXWLGCKTCQEDOO-UHFFFAOYSA-N 2-methylheptane-2,4-diol Chemical compound CCCC(O)CC(C)(C)O DXWLGCKTCQEDOO-UHFFFAOYSA-N 0.000 description 8
- WPIMUZQTFDJTFU-UHFFFAOYSA-N 2-methylheptane-2,5-diol Chemical compound CCC(O)CCC(C)(C)O WPIMUZQTFDJTFU-UHFFFAOYSA-N 0.000 description 8
- XERGTCWVYOKNAV-UHFFFAOYSA-N 2-methylpentane-1,2-diol Chemical compound CCCC(C)(O)CO XERGTCWVYOKNAV-UHFFFAOYSA-N 0.000 description 8
- DKAPFPUUXKLAJO-UHFFFAOYSA-N 3,4-dimethylpentane-2,3-diol Chemical compound CC(C)C(C)(O)C(C)O DKAPFPUUXKLAJO-UHFFFAOYSA-N 0.000 description 8
- SQAJRDHPLTWZQT-UHFFFAOYSA-N 3-methylhexane-1,6-diol Chemical compound OCCC(C)CCCO SQAJRDHPLTWZQT-UHFFFAOYSA-N 0.000 description 8
- RLWWHEFTJSHFRN-UHFFFAOYSA-N 3-methylpentane-2,3-diol Chemical compound CCC(C)(O)C(C)O RLWWHEFTJSHFRN-UHFFFAOYSA-N 0.000 description 8
- LRBAFUJEQQGGBH-UHFFFAOYSA-N 4-ethylhexane-2,4-diol Chemical compound CCC(O)(CC)CC(C)O LRBAFUJEQQGGBH-UHFFFAOYSA-N 0.000 description 8
- 229940022663 Acetate Drugs 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- 238000007792 addition Methods 0.000 description 8
- 235000006708 antioxidants Nutrition 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 8
- QCIYAEYRVFUFAP-UHFFFAOYSA-N hexane-2,3-diol Chemical compound CCCC(O)C(C)O QCIYAEYRVFUFAP-UHFFFAOYSA-N 0.000 description 8
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 8
- XLMFDCKSFJWJTP-UHFFFAOYSA-N pentane-2,3-diol Chemical compound CCC(O)C(C)O XLMFDCKSFJWJTP-UHFFFAOYSA-N 0.000 description 8
- 239000002689 soil Substances 0.000 description 8
- 238000006467 substitution reaction Methods 0.000 description 8
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (-)-propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 7
- UNVGBIALRHLALK-UHFFFAOYSA-N (±)-1,5-Hexanediol Chemical compound CC(O)CCCCO UNVGBIALRHLALK-UHFFFAOYSA-N 0.000 description 7
- XRVCFZPJAHWYTB-UHFFFAOYSA-N 2,2-diethylpropane-1,3-diol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 description 7
- GPLLBLPMTRGQIX-UHFFFAOYSA-N 2,3,3-trimethylpentane-1,4-diol Chemical compound CC(O)C(C)(C)C(C)CO GPLLBLPMTRGQIX-UHFFFAOYSA-N 0.000 description 7
- LDKQSAYLQSMHQP-UHFFFAOYSA-N 2,4,4-trimethylpentane-1,3-diol Chemical compound OCC(C)C(O)C(C)(C)C LDKQSAYLQSMHQP-UHFFFAOYSA-N 0.000 description 7
- ZJWDJIVISLUQQZ-UHFFFAOYSA-N 2,4-dimethylpentane-1,5-diol Chemical compound OCC(C)CC(C)CO ZJWDJIVISLUQQZ-UHFFFAOYSA-N 0.000 description 7
- GCQIRPJZONARRR-UHFFFAOYSA-N 2,4-dimethylpentane-2,3-diol Chemical compound CC(C)C(O)C(C)(C)O GCQIRPJZONARRR-UHFFFAOYSA-N 0.000 description 7
- JANSZBDMCKVQEK-UHFFFAOYSA-N 2,5-dimethylhexane-2,4-diol Chemical compound CC(C)C(O)CC(C)(C)O JANSZBDMCKVQEK-UHFFFAOYSA-N 0.000 description 7
- BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-Butanol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 7
- MSRXHJALEMAKGB-UHFFFAOYSA-N 2-butan-2-yl-2-methylpropane-1,3-diol Chemical compound CCC(C)C(C)(CO)CO MSRXHJALEMAKGB-UHFFFAOYSA-N 0.000 description 7
- IFPWAVCXUHSXDW-UHFFFAOYSA-N 2-ethyl-3-methylbutane-1,4-diol Chemical compound CCC(CO)C(C)CO IFPWAVCXUHSXDW-UHFFFAOYSA-N 0.000 description 7
- RMEZNLDVMHNLHR-UHFFFAOYSA-N 2-ethylbutane-1,2-diol Chemical compound CCC(O)(CC)CO RMEZNLDVMHNLHR-UHFFFAOYSA-N 0.000 description 7
- MWCBGWLCXSUTHK-UHFFFAOYSA-N 2-methylbutane-1,4-diol Chemical compound OCC(C)CCO MWCBGWLCXSUTHK-UHFFFAOYSA-N 0.000 description 7
- FZHZPYGRGQZBCV-UHFFFAOYSA-N 2-propylpropane-1,3-diol Chemical compound CCCC(CO)CO FZHZPYGRGQZBCV-UHFFFAOYSA-N 0.000 description 7
- IYBKMQPSCYKLDV-UHFFFAOYSA-N 3,3-dimethylpentane-1,4-diol Chemical compound CC(O)C(C)(C)CCO IYBKMQPSCYKLDV-UHFFFAOYSA-N 0.000 description 7
- OGLLAZUAZSIDFE-UHFFFAOYSA-N 3-methylpentane-1,2-diol Chemical compound CCC(C)C(O)CO OGLLAZUAZSIDFE-UHFFFAOYSA-N 0.000 description 7
- AMOCOBXCNIBDMC-UHFFFAOYSA-N 4-Methyl-1,2-dihydroxypentane Chemical compound CC(C)CC(O)CO AMOCOBXCNIBDMC-UHFFFAOYSA-N 0.000 description 7
- RNKURRDNOYXATR-UHFFFAOYSA-N 4-methylpentane-2,3-diol Chemical compound CC(C)C(O)C(C)O RNKURRDNOYXATR-UHFFFAOYSA-N 0.000 description 7
- FNWJZNQLNMUDGE-UHFFFAOYSA-N 5-methylheptane-2,4-diol Chemical compound CCC(C)C(O)CC(C)O FNWJZNQLNMUDGE-UHFFFAOYSA-N 0.000 description 7
- MFYZEGVPIKYAGE-UHFFFAOYSA-N 6-methylheptane-1,4-diol Chemical compound CC(C)CC(O)CCCO MFYZEGVPIKYAGE-UHFFFAOYSA-N 0.000 description 7
- POWFRZFDXPVABI-UHFFFAOYSA-N 6-methylheptane-2,4-diol Chemical compound CC(C)CC(O)CC(C)O POWFRZFDXPVABI-UHFFFAOYSA-N 0.000 description 7
- MFBMFHMAWZBOEZ-UHFFFAOYSA-N 6-methylheptane-2,5-diol Chemical compound CC(C)C(O)CCC(C)O MFBMFHMAWZBOEZ-UHFFFAOYSA-N 0.000 description 7
- 239000005642 Oleic acid Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N butylene glycol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000003205 fragrance Substances 0.000 description 7
- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical compound CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 description 7
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 7
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229960003168 bronopol Drugs 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- HXCOCQWMKNUQSA-UHFFFAOYSA-N caesium hydride Inorganic materials [H-].[Cs+] HXCOCQWMKNUQSA-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 150000001674 calcium compounds Chemical class 0.000 description 1
- 229940043430 calcium compounds Drugs 0.000 description 1
- OKTJSMMVPCPJKN-OUBTZVSYSA-N carbon-13 Chemical compound [13C] OKTJSMMVPCPJKN-OUBTZVSYSA-N 0.000 description 1
- 229940117948 caryophyllene Drugs 0.000 description 1
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- 150000001767 cationic compounds Chemical class 0.000 description 1
- 239000002752 cationic softener Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229940026455 cedrol Drugs 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
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- ACOHUVFYOFOGIG-JDVCJPALSA-M dimethyl-bis[2-[(Z)-octadec-9-enoyl]oxyethyl]azanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)CCOC(=O)CCCCCCC\C=C/CCCCCCCC ACOHUVFYOFOGIG-JDVCJPALSA-M 0.000 description 1
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- 239000008079 hexane Substances 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 238000010409 ironing Methods 0.000 description 1
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- 239000002075 main ingredient Substances 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M methanoate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 125000005528 methosulfate group Chemical group 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- YACKEPLHDIMKIO-UHFFFAOYSA-L methylphosphonate(2-) Chemical compound CP([O-])([O-])=O YACKEPLHDIMKIO-UHFFFAOYSA-L 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229960005181 morphine Drugs 0.000 description 1
- 229930014694 morphine Natural products 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000002829 nitrogen Chemical group 0.000 description 1
- QKXJNQWQCGULNC-UHFFFAOYSA-N non-3-ene-2,5-diol Chemical compound CCCCC(O)C=CC(C)O QKXJNQWQCGULNC-UHFFFAOYSA-N 0.000 description 1
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- QTHIKVMVWXLPKQ-UHFFFAOYSA-N oct-5-ene-1,3-diol Chemical compound CCC=CCC(O)CCO QTHIKVMVWXLPKQ-UHFFFAOYSA-N 0.000 description 1
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- QYPUTBKHHRIDGS-UHFFFAOYSA-N octane-1,1-diol Chemical class CCCCCCCC(O)O QYPUTBKHHRIDGS-UHFFFAOYSA-N 0.000 description 1
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- 235000005985 organic acids Nutrition 0.000 description 1
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- RZVAJINKPMORJF-UHFFFAOYSA-N p-acetaminophenol Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
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- IPCSVZSSVZVIGE-UHFFFAOYSA-M palmitate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 239000011619 pantothenol Substances 0.000 description 1
- 229940055076 parasympathomimetics Choline esters Drugs 0.000 description 1
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- JLIDVCMBCGBIEY-UHFFFAOYSA-N pent-1-en-3-one Chemical group CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 1
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical compound CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 1
- GQKZRWSUJHVIPE-UHFFFAOYSA-N pentan-2-yl acetate Chemical compound CCCC(C)OC(C)=O GQKZRWSUJHVIPE-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 1
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- 235000021317 phosphate Nutrition 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
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- 229920000573 polyethylene Polymers 0.000 description 1
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- 229920001155 polypropylene Polymers 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000002335 preservative Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- KIWATKANDHUUOB-UHFFFAOYSA-N propan-2-yl 2-hydroxypropanoate Chemical compound CC(C)OC(=O)C(C)O KIWATKANDHUUOB-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- NBBJYMSMWIIQGU-UHFFFAOYSA-N propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 1
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- 229910052722 tritium Inorganic materials 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- OFHHDSQXFXLTKC-UHFFFAOYSA-N undec-10-enal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 description 1
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- 235000008979 vitamin B4 Nutrition 0.000 description 1
- 239000011579 vitamin B4 Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 235000021307 wheat Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
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- 239000011701 zinc Substances 0.000 description 1
- LUZDYPLAQQGJEA-UHFFFAOYSA-N Β-Naphthol methyl ether Chemical compound C1=CC=CC2=CC(OC)=CC=C21 LUZDYPLAQQGJEA-UHFFFAOYSA-N 0.000 description 1
- UZFLPKAIBPNNCA-BQYQJAHWSA-N α-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 description 1
Abstract
Principal solvents, especially mono-ol and diol principal solvents, having a ClogP of from about 0. 15 to about 0.64, preferably from about 0.25 to about 0.62, and more preferably from about 0.40 to about 0.60, are disclosed that have the ability to make clear aqueous fabric softener compositions containing relatively high concentrations of fabric softener actives having highly unsaturated hydrocarbon moieties or branched chains in two long-chain hydrophobic groups with specific cis/trans ratios and having long chain hydrocarbon groups with an IV of from about 70 to about 140 for the unsaturated groups corresponding to fatty acids with the same number of carbons and the same configuration, and the said principal solvents are used at levels of less than about 40%. The fabric softener actives are preferably prepared in the presence of chelating agent and/or antioxidant, as disclosed herein. Such materials are new. Other solvents can be present. Premixes of the fabric softening actives, the principal solvents, and, optionally, other solvents are useful in the preparation of complete formulations by obviating/limiting the need for heating.
Description
COMPOSITION CONCENTRATED FABRIC SOFTENER TECHNICAL FIELD
The present invention relates to liquid, concentrated, translucent, more preferably clear, liquid aqueous softening compositions useful for fabric softening. It relates in particular to fabric softening compositions for use in the rinse cycle of a textile washing operation, to give excellent benefits of fabric softening / static control; the compositions being characterized, for example, by a reduced staining of the fabrics, excellent dispersibility in water, possibility of rewetting and / or stability during storage and stability of viscosity at temperatures below normal, ie, temperatures below of the normal ambient temperature, for example, 25 ° C.
BACKGROUND OF THE INVENTION
Clear, concentrated compositions containing ester-and / or amide-linked fabric softening active ingredients are described in the co-pending application, serial number 08 / 679,694, filed July 11, 1996. , in the name of EH Wahl, T. Trinh, EP Gosselm, JC Letton and MR Sivik, for "Composite / Composition fabric softeners"; said application being incorporated in this
by reference. The fabric softening active ingredients in such applications are all biodegradable, ester-bound materials, such as hydrophobic groups, both unsaturated and branched chains.
BRIEF DESCRIPTION OF THE INVENTION
The compositions herein comprise: A. about 2% to 80% of fabric softening active, which contains at least two hydrocarbyl groups of 6 to 22 carbon atoms, but not more than one which is less than 12 atoms of carbon, and the other is at least 16 carbon atoms; the groups having a VY of around 70 to 140, or branched; B. less than about 40% by weight of the composition, of main solvent having a ClogP of about 0.15 to 0.64; and at least some degree of asymmetry; said main solvent contains insufficient amounts of solvents selected from the group consisting of 2,2,4-trimethyl-1,3-pentapodiol; the ethoxylate, diethoxylate or triethoxylate derivatives of
2,2,4-trimethyl-1,3-pentanediol; and / or 2-ethylhexyl-1,3-diol, to give a stable aqueous composition, by itself; the main solvent being sufficient to make the compositions clear. Preferably the compositions are aqueous, clear and stable compositions, for fabric softening, which contain:
A. about 2% to 80%, preferably about 13% to 75%, more preferable, about 17% to 70%, and even better, about 19% to 65%, by weight of the composition, of active ingredient softener of A fabrics, cationic, which is selected from: 5 (1) softener that has the formula:
Where each m is 2 or 3; each R1 is a hydrocarbon of 6 to 22 carbon atoms, preferably 14 to 20 carbon atoms, but no more than one is less than about 12 carbon atoms, and then the other is at least about 16 atoms carbon, or a substituted hydrocarbyl substituent, preferably alkyl or alkenyl of 10 to 20 carbon atoms (unsaturated alkyl, including polyunsaturated alkyl,
Also sometimes referred to as "alkylene"), most preferably alkyl or
A alkenyl of 12 to 18 carbon atoms; and wherein the iodine value (hereinafter referred to as "VY") of a fatty acid containing that group R1 is about 70 to 150; more preferable, about 80 to 130; and very preferable, around 90 to 155, (as used here, the term "value of
"Iodine" means the iodine value of a "predecessor" fatty acid or a "corresponding" fatty acid, which is used to define a level of unsaturation for a R1 group, which is equal to the level of unsaturation that would be present in an acid fat that contains the same group R1);
preference with a cis / trans ratio of about 1: 1 to about 50: 1; the minimum being 1: 1, preferably, about 2: 1 to about 40: 1, more preferable, about 3: 1 to about 30: 1, and still more preferable, about 4: 1 to about 20: 1; each R1 may also be preferably an alkyl group of 14 to 22 carbon atoms, branched chain, preferably a group of 16 to 18 carbon atoms, branched chain; each R is H or a short chain alkyl or hydroxyalkyl group of 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, for example, methyl (most preferred), ethyl, propium, hydroxyethyl and the like; benzyl or (R2-0) 2JtH, where each R2 is an alkylene group of 1 to 6 carbon atoms and A "is an anion compatible with the softener, preferably chloride, bromide, methyl sulfate, ethyl sulfate, sulfate and nitrate; , chloride and methylsulfate; (2) softener that has the formula:
wherein each R, R1 and A "have the definitions given above, each R2 is an alkylene group of 1 to 6 carbon atoms, preferably an ethylene group, and G is an oxygen atom or a group -NR-; (3) softener that has the formula:
wherein R1, R2 and G are as defined above; (4) reaction products of substantially unsaturated and / or branched chain fatty acids with dialkylenetriamines in, for example, a molecular ratio of about 2:11; said reaction products containing compounds of the formula:
R1 - C (O) - NH - R2 - NH - R3 - NH - C (O) - R1
wherein R1, R2 are defined as above; and each R3 is an alkylene group of 1 to 6 carbon atoms, preferably an ethylene group; (5) Softener that has the formula:
[R1 - C (O) - NR - R2 - N (R) 2 - R3 - NR - C (O) - R1f A "
wherein R, R1, R2, R3 and A "are as defined above: (6) the reaction product of higher fatty acid, substantially unsaturated and / or branched chain, with hydroxyalkylalkylenediamines, at an approximate molecular ratio
of 2: 1; said reaction products containing compounds of the formula: R1-C (0) -NH-R2-N (R3OH) -C (0) -R1
wherein R1, R2 and R3 are as defined further back; (7) Softener that has the formula:
wherein R, R1, R2 and A "are as defined above, and (8) their mixtures;
B. less than about 40%, preferably about 10% to 35%, more preferable, about 12% to 25% and still more preferable, about 15% to 20% by weight of the composition, of principal solvent having an approximate ClogP of 0.15 to 0.64, preferably around 0.25 to 0.62 and, more preferably, around 0.40 to 0.60; said main solvent containing insufficient quantities of solvents selected from the group consisting of 2,2,4-trimethyl-1,3-pentanediol, the ethoxylate, diethoxylate or triethoxylate derivatives of 2,2,4-trimethyl-1,3-pentanediol; and / or 2-ethyl-1,3-hexanediol and / or its mixtures; when they are used by themselves, to provide a clear product, preferably insufficient
to give up stable product, more preferable, insufficient to give a detectable change in the physical characteristics of the composition, and in particular, completely free of them; and selecting the main solvent? k, preferably, from the group consisting of: I. mono-oles, which include: a. n-propanol; and / or b. 2-butanol and / or 2-methyl-2-propanol; II. isomers of hexanediol, including: 2,3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3 -pentanodiol,
^ n 3-methyl-2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexapodiol, 3,4-hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1, 2-pentanediol, 3-methyl-1, 2-pentanediol, 4-methyl-1,2-pentanedione, and / or 1,2-hexanediol; III. isomers of heptanediol, including: 2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-1-methylpropyl) -1,3-propapodiol, 2- (2-methylpropyl) - 1, 3- 15 propanediol, 2-methyl-2-propyl-1,3-propanediol, 2,3,3-tpmethyl, 2-butanediol,
A 2-ethyl-2-methyl-1,4-butanediol, 2-ethyl-3-methyl-1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,4-butapodiol, 2,2-dimethyl-1,5-pentanediol, 2,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3,3-dimethyl-1,5-pentanediol, 2, 3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3,4-20 dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2 , 3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6-hexane-diol, 2-methyl-2,3 -hexanediol, 3-methyl-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl-3,4-hexanediol, 3-methyl-3,4 -
hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol and / or 1,6-heptanediol; IV. isomers of octanediol, which include: 2, - (2-methylbutyl) -1,3-propanediol, 2-A (1,1-dimethylpropyl) -1,3-propanediol, 2- (1, 2-dimethylpropyl) - 1,3-propanediol, 2-5 (1-et? Lpropyl) -1,3-propaned? Ol, 2- (1-methylbutyl) -1,3-propanediol, 2- (2,2-dimethylpropyl) -1, 3-propanediol, 2- (3-methylbuty) -1, 3-propanediol, 2-butyl-2-methyl-1,3-propanediol, 2-et? L-2-isopropyl-1,3-propapodiol , 2-ethyl-2-propyl-1, 3-propanediol, 2-methyl-2- (1-methylpropyl) -1,3-propanediol, 2-methyl-2- (2-methylpropyl) -1, 3 -propanediol, 2-tert-butyl-2-methyl-1,3-propanediol, 2,2-diethyl-p-1,3-butanediol, 2- (1-methypropyl) -1, 3-butanediol, 2-Butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2- (1,1-dimethylethyl) -1, 3-butanediol, 2- (2-methylpropyl) - 1,3-butanediol, 2-metii-2-isopropyl-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol; 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyI-1, 4-butanediol, 2-15 (1-methylpropyl) -1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-? dimethyl-1,4-butanediol, 2- (1,1-dimethylethyl) -1,4-butanediol, 2- (2-methylpropii) -1,4-butanediol, 2-methyl-3-propyl-1, 4- butanediol, 3-methyl-2-isopropyl-1, 4-butanediol, 2,2,3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4- trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyi, 4-pentanediol, , 2,4-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1 , 4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3 , 4-trimethyl-1, 5-
pentanediol, 2,3,3-trimethyl-2,4-pentanediol, 2,3,4-trimethyl-2,4-pentanedione, 2-ethyl-2-methyl-, 3-pentanediol, 2-ethyl-3 -met? -1,3-pentanediol, 2-ethyl-4-methyl-1, 3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1 , 4-p pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-et? L-4-met? L-1,4-pentanediol,
3-ethyl-2-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1, 5-pentanediol, 2-ethyl -3-methyl-1, 5-pentanedioi, 2-ethyl-4-methyl-1, 5-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4 -pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1, 4-pentanediol, 2- ^ | isopropyl-1, 5-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1, 3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1, 3-hexanediol, 2,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1, 3-hexanedione, 4,5-dimethyl-1, 3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1, 4- 15 hexanediol, 3,3-dimethyl-1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5-f dimethyl-1,4-hexanediol, 4,4-dimethyl-1, 3- hexanediol, 4,5-dimethyl-1, 4-hexapodiol, 5,5-dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1, 5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3,5- 20 dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 2,2-dimethyl-1,6-hexanediol, 2,3-dimethyl-1,6-hexanediol, , 4-dimethyl-1,6-hexanediol, 2,5-dimethyl-1,6-hexanediol, 3,3-dimethyl-1,6-hexanediol, 3,4-dimethyl-1,6-hexanediol, 2,3 -dimethyl-2,4-hexanod iol, 2,4-dimethyl-2,4-hexanediol, 2,5-
dimethyl-2,4-hexanediol, 3,3-dimet? l-2,4-hexanediol, 3,4-dimethyl-2,4-hexanediol, 3,5-dimethyl-2,4-hexanediol, 4,5- dimethyl-2,4-hexanediol, 5,5-dimethyl-2,4-hexanediol, 2,3-dimethyl-2,5-hexanediol, 2,4-d? methyl-2,5-fc hexanediol, 2,5 -dimethyl-2,5-hexanediol, 3,3-dimethyl-2,5-hexanediol, 3,4- 5 dimethyl-2,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-et? l-1, 3-hexanedione, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1, 5-hexanediol, 3-etii-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1, 3-heptanediol, 5-methyl-1,3-heptanedio, 6-methyl-1,3-heptanediol, 2-methyl-1, 4-heptanediol, 3-methyl-1, 4- heptane-diol, 4-methyl-1,4-heptanediol, 5-methyl-1, 4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3- methyl-1, 5- heptapodiol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptane-diol, 3-methyl-1, 6-heptanediol, 4-methyl-1 , 6- heptapodiol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptapodiol, 4-methyl- 2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptane-diol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptapodiol, 4- methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptane-dioi, 2-methyl-3,5-heptanediol, 3-methyl-3,5- 20 heptanedio, 4-methyl-3,5 heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and / or 3,6-octanediol; V. nonanodiol isomers, including: 2,3,3,4-tetramethyl-2,4-peptapodium, 3-tert-butyl-2,4-pentanediol, 2,5,5-trimethyl-2,4-hexanediol, , 3,4-trimethyl-2,4-
hexanediol, 3, 3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanedione, 3, 3,4-trimethyl-2,5-hexanediol and / or 3,3,5-trimethyl-2,5-hexapodiol; glyceryl ethers and / or di (hydroxyalkyl) ethers including: 3- (n-pentyloxy) -1,2-propanediol, 3- (2-pentyloxy) -1,2-propanediol, 3- (3-pentyloxy) -1, 2-propanediol, 3 - () 2-met? L-1-but? Loxy) -1, 2-propanediol, 3- (isoamyloxy?) -1,2-propanediol, 3- (3-methyl-? 2-butyloxy?) -1,2-propanediol, 3- (cyclohexyloxy) -1,2-propanediol, 3- (1-cyclohex-1-enyloxy) -1,2-propanediol, 2- (pentyloxy) -1,3-propapodiol, 2- (2-pentyloxy?) -1,3-propanediol, 2- (3-pentyloxy) -1,3-propanediol, 2- (2-methyl-1-butyloxy) - 1,3-propanediol, 2- (isoamyloxy) -1,3-propanediol, 2- (3-methyl-2-butyloxy-1,3-propanediol, 2- (cyclohexyloxy) -1,3-propanediol, 2- (1-cyclohex-1-enyloxy) -1,3-propanediol, 3- (butyloxy) -1,2-propanediol triethoxylated, 3- (butyloxy) -1,2-propanediol tetraethoxylated; 3- (butyloxy) -l, 2-propanediol pentaethoxylated, 3- (butyloxy) -1,2-propanediol hexaethoxylated, 3- (butyloxy) -1,2-propanediol heptaethoxylated, 3- (butyloxy) -1, 2- octaethoxylated propanediol, 3- (butyloxy) -1,2-nonaethoxylated, 3- (butyloxy) -1,2-propanediol monopropoxylated, 3- (butyloxy) -1,2-propanediol dibutylexylated, 3- (butyloxy) -1 , Tributyleneoxylated 2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy) -1,2-propanediol, 3- (1-phenyl-2-propanedihoxy) ) -1, 2-propanediol, 2-phenyloxy-1,3-propanediol, 2- (m-cresyloxy) -1,3-propanedioi, 2- (p-cresyloxy) -1,3-propanediol, bepc? loxi-1, 3-propanediol, 2- (2-phenylethyloxy) -1, 3-propanediol, 2-
(1-phenylethyloxy?) -1,3-propanediol, bis (2-hydroxybutyl) ether and / or bis (2-hydroxycyclopentyl) ether; Vile. saturated and unsaturated alicyclic diols and their derivatives, which include: (a) saturated diols and their derivatives, which include: 1-isopropyl-1, 2-cyclobutanediol, 3-ethyl-4-methyl-1, 2-cyclobutanediol 3-propyl-1, 2- cyclobutanediol, 3-¡sopropil-1, 2-cyclobutanediol, 1-ethyl-1, 2- cyclopentanediol, 1, 2-Dimethyl-1, 2-cyclopentanediol, 1, 4 -dimethyl-1, 2- cyclopentanediol, 3,4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1, 2- cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl -1, 2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1, 1-bis (hydroxymethyl) cyclohexane; 1,2-bis (hydroxymethyl) -cyclohexane, 1, 2-dimethyl-1,3-cyclohexanediol, 1,3-bis (hydroxymethyl) cyclohexane; 1, 3- dimeth l-1, 3-cyclohexanediol, 1, 6-dimethyl-1, 3-cyclohexanediol, 1 - hydroxy-ciclohexanoetanol, 1-hydroxy-cyclohexanemethanol, 1 -ethyl-1, 3- ciciohexanodiol, 1-methyl-1, 2-cyclohexanediol, 2,2-dimethyl-1, 3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol, 2,4-dimethyl-1, 3-cyclohexanediol, 2, 5-dimethyl-1,3-cyclohexanediol, 2,6-dimethyl-1,4-cyclohexanediol; 2-ethyl-1, 3-cyclohexanediol, 2- hidroxiciclohexanoetanol, 2-hydroxyethyl-1-cyclohexanol, 2- hidroximetilciclohexanol, 3-hydroxyethyl-1-cyclohexanol, 3- hidroxiciclohexanoetanol, 3-hidroximetilciclohexanol, 3-met¡l-1, 2-cyclohexanediol, 4,4-dimethyi-1,3-cyclohexanediol, 4,5-dimethyl-1, 3-cyclohexanediol, 4,6-dimethyl-1, 3-cyclohexanediol, 4-ethyl-1, 3-
ciciohexanodiol, 4-hydroxyethyl-1-cyclohexanol, 4- hidroximetilciclohexanol, 4-methyl-1, 2-cidohexanodiol, 5,5-dimethyl- 1, 3-cyclohexanediol, 5-ethyl-1, 3-cyclohexanediol, 1, 2- cycloheptanediol, f 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4-cycloheptanediol, 4-methyl-5,1-cycloheptanediol, 5-methyl-1,3-cycloheptanediol, 5-methyl-1, ciclohetanodiol 4-, 6-methyl-1, 4-cicloheptanodiol, 1, 3-ciclooctanod ol, 1, 4-ciclooctanodlol, 1, 5-cyclooctanediol, diethoxylate 1,2-cyclohexanediol, triethoxylate 1, 2-cyclohexanediol, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanediol hexaethoxylate, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonaethoxylate, monopropoxylate 1, 2-cyclohexanediol, monobutllenoxilato 1, 2-cyclohexanediol, monopropoxylate 1, 2- cyclohexanediol, monobutilenoxilato 1, 2-cyclohexanediol, 15 dibutilenoxilato 1, 2-cyclohexanediol and / or tributilenoxil 1, 2- cydohexanediol; and (b) the unsaturated alicyclic diols, which include: 1-ethenyl-2-ethyl-1,2-cyclobutanediol, 1, 2,3,4-tetramethyl-3-cyclobutane-1,2-diol, 3,4- diethyl-3-cyclobutene-1,2-diol, 3- (1,1-dimethylethyl) -3-cyclobutane-1,2-diol, 3-butyl-3-cyclobutene-1,2-dioi, 1, 2 -dimethyl-4-methylene-1, 2-cyclopentanediol, 1-ethyl-3-methylene-1,2-cyclopentanediol, 4- (1-propenyl) -1,2-cyclopentanediol, 1-ethyl 3-methyl-3-cyclopentane-1,2-diol, 1-ethenyl-1,2-cyclohexanediol, 1-methyl-3-methyl-1,2-cyclohexanediol,
1-methyl-4-methylene-1,2-cyclohexanediol, 3-ethenyl-1,2-cyclohexanediol,
4-ethenyl-1, 2-cyclohexanediol, 2,6-dimethyl-3-cyclohexene-1,2-dol, 6,6-dimethyl-3-cyclohexene-1,2-diol, 3,6-dimethyl-4- cyclohexane-1,2-diol, fc 4,5-dimethyl-4-cyclohexene-1,2-diol, 3-cyclooctene-1,2-diol, 4-5 cyclooctene-1,2-diol and / or 5- cyclooctene-1,2-diol; Vlll akoxylated derivatives of diols of 3 to 8 carbon atoms (in the following description, "EO" means polyethoxylates, ie, -CH2CH2?) NH; e-En means methyl-capped polyethoxylates - (CH2CH2?) nCH3; "2 (Me-En)" means 2 required Me-En groups; "PO" means polypropoxylates -tf or (CH (CH3) CH20) "H; "BO" means polybutyleneoxy groups (CH (CH2CH3) CH2?) NH; Y
"n-BO" means poly (n-butyleneoxy) or poly (tetramethylene) oxy - (CH2CH2CH2CH20) nH groups. The use of the term "(Cx)" herein refers to the number of carbon atoms in the base material that is alkoxylated], including: 15 1. 1, 2-propanediol (C3) 2 (eE ?.), 1,2-propanediol (C3) P04; 2-methyl-h-1,2-propanediol (C4) (Me-E-no); 2-methyl-1,2-propanediol (C4)
2 (MeE,); 2-methyl-1,2-propanediol (C4) P03, 2-methyl-1,2-propanediol
(C4) B01t (C3) 2 (e-EM), 1,3-propanediol (C3) PO5-6, 2,2-diethyl-1, 3-propanediol (C7) E1.7, 2,2-diethyl- 1, 3-propanediol (C7) PO1, 2,2-diethyl-20 1,3-propanediol (C7) n-BO? .2, 2,2-dimethyl-1,3-propanediol (C5) 2 (Me
E1-2), 2,2-dimethyl-1,3-propanediol (C5) PO3.3, 2- (1-methylpropyl) -1, 3- propanediol (C7) E1.7, 2- (1-methylpropii) -1, 3-propanediol (C7) POt, 2- (1-methylpropyl) -1, 3-propanediol (C7) n-BO?, 2, 2- (2-methylpropyl) -1, 3-
propane diol (C7) E1.7, 2- (2-methylpropyl) -1, 3-propanediol (07) POi, 2- (2-methylpropyl) -1, 3-propanediol (07) n-BO? .2, 2 -ethyl-1,3-propanediol (05) (Me E6-? o), 2-ethyl-1,3-propanediol (05) 2 (Me E,), 2-et? -1,3-propanediol ( 05) P03, 2-ethyl-2-methyl-1,3-propanediol (06) (Me Ei-β), 2-ethyl-2-methyl-1,3-propanediol (06) P02; 2-Ethyl-2-methyl-1,3-propanediol (C6) Bd, 2-isopropyl-1,3-propanediol (C6) (Me 2-isopropyl-1,3-propanediol (06) P02, 2-isopropyl-1,3-propanediol (06) Bd, 2-methyl-1,3-propanediol (04) 2 (Me E2.5), 2-methyl-1,3-propanediol (C4) P04-5, 2-methyl-1,3-propanediol (04) B02, 2-methyl-2-isopropyl-1,3-propanediol (07) E2-g; 2-methyl-2-isopropy-1,3-propanediol ( 07) POi; 2-methyl-2-isopropyl-1,3-propanediol (07) n-BO1.3, 2-methyl-2-propyl-1,3-propanediol (07) E1.7), 2-methyl -2-propyl-1,3-propanediol (07) POL 2-methyl-2-propyl-1,3-propanediol (07) n-Bd.2, 2-propyl-1,3-propanediol (C6) (Me EM), 2-propyl-1,3-propanediol (06) P02, 2-propyl-1,3-propanediol (06) BO ,; 1,2-butanediol (04) (Me E2.8), 1,2-butanediol (04) P02.3, 1,2-butanediol (04) BO1, 2,3-dimethyl-1,2-butanediol (06 ) Ei-ß, 2,3-dimethyl-1,2-butanediol (06) n-BO,.,, 2-ethyl-1,2-butanediol (06) EM, 2-ethyl-1,2-butanediol ( 06) n-BOi, 2-methyl-1,2-butanediOi (05) (Me EL 2), 2-methyl-1,2-butanediol (C5) P0 ?, 3,3-dimethyl-1, 2 -butanediol (06)
E? -6, 3,3-dimethyl-1,2-butanediol (06) n-BO, .2, 3- ETHYL-1,2-BUTANODIOL (c5) (Me Ew), 3-methyl-1,2-butanediol (05) P0-, 1,3-butanediol (04) 2 (Me, 3-butanediol (04) PO5, 1,3-butanediol
(04) B02, 2,2,3-tp "met? L-1, 3-butanediol (07) (Me EL3), 2,2,3-trimet? L- 1, 3-butanediol (07) PO1.2, 2,2-dimethyl-1,3-butanediol (06) (Me E3 ^),
2,2-dimethyl-1,3-butanediol (06) P03; 2,3-dimethyl-1,3-butanediol (06) f (Me E3-8); 2,3-dimethyl-1,3-butanediol (06) P03; 2-ethyl-1,3-butanediol
(06) (Me E? .6); 2-et? L-1, 3-butanediol (06) P02_3, 2-ethyl-1, 3-butanediol
(06) BO ,, 2-ethyl-2-methyl-1,3-butanediol (07) (Me Ei), 2-ethyl-2-methyl-1,3-butanediol (07) POt, 2-ethyl -2-methyl-1, 3-butanediol (07) n-B02-4, 2-ethyl-3-methyl-1,3-butanediol (07) (Me EO, 2-et? L-3-methyl-1 , 3- butanediol (07) Pd; 2-et? L-3-met? L-1, 3-butanediol (07) n-B02 ^, 2-ac isoprop? L-1,3-butanediol (07) ( Me Ei), 2-isopropyl-1, 3-butanediol
(07) POL 2-isopropyl-1,3-butanediol (07) n-B02J (, 2-methyl-1, 3-butanediol (05) 2 (Me Eu), 2-methyl-1,3-butanediol (05 P04, 2- propyl-1,3-butanediol (07) E2.9, 2-propyl-1,3-butanediol (07) Pd, 2-propyl-1,3-butanediol (07) n-B0 ?. 3, 3-methyl-1, 3-butanediol (05) 2 (Me
E1.3); 3-methyl-1, 3-butanediol (05) P0, 1,4-butanediol (C4) 2 (Me E2. F 4), 1,4-butanediol (04) PO4-5, 1,4-butanediol (04) ) B02, 2,2,3-trimethyl-1,4-butanediol (07) E2.s, 2,2,3-trimethyl-1,4-butanedione (07) POL
2,2,3-trimethyl-1,4-butanediol (07) n-B0? -3, 2,2-dimethyl-1,4-butanediol
(06) (Me Ew), 2,2-dimethyl-1,4-butanedio! (06) P02, 2,2-dimethyl-1,4-butanediol (06) Bd, 2,3-dimethyl-1,4-butanediol (C6) (Me EL6), 2,3-dimethyl-1,4 -butanediol (06) P02, 2,3-dimethyl-1,4-butanediol (06) BO1, 2-ethyl-1,4-butanediol (06) (Me Eμ), 2-ethyl-1,4-butanediol ( 06) P02, 2-ethyl-1,4-butanediol (06) BO1, 2-ethyl-2-methyl-1,4-butanediol
(07) E? .7, 2-ethyl-2-methyl-1,4-butanediol (07) Pd, 2-ethyl-2-methyl-1, 4- butanediol (07) n-BO ^, 2 -ethyl-3-methyl-1,4-butanediol (07) Ew, 2-ethyl-3-methyl-1,4-butanediol (07) Pd, 2-ethyl-3-methyl-1,4-butanediol fe (07) n-B0? .2, 2-isopropyl-1,4-butanediol (07) E, .7, 2-isopropyl-1,4-butanediol (07) POi, 2-isopropyl-1, 4 -butanediol (07) n-Bd.2, 2- METHYL-1, 4-butanediol (c5) (Me Eß-io), 2-methyl-1,4-butanediol (05) 2 (Me E,), 2 -methyl-, 1,4-butanediol (05) P03, 2-methyl-1,4-butanediol (05) Bd, 2-propyl-1,4-butanediol (07) E? .5, 2-propyl- 1,4-butanediol (C7) n-BO ^, 3-ethyl-1-methyl-1,4-butanediol (07) E2-9, 3-et? L-1-met? L- | 0 1, 4 -butanediol (C7) Pd, 3-et? l-1-methyl-1,4-butanediol (07) n-Bd, 3,
2,3-butanediol (04) (Me Eß-io), 2,3-butanediol (04) 2 (Me E,), 2,3-butanediol (04) P0, 4, 2,3-butanediol (04) BOL 2,3-dimethyl-2,3-butanediol (06) E .9, 2,3-dimethyl-2,3-butanediol (06) POL 2,3-dimethyl-2,3-butanediol (06) E3. 9, 2,3-dimethyl-2,3-butanediol (06) POi, 15 2,3-dimethyl-2,3-butanediol (06) n-BO ^, 2-methyl-2,3-butanediol fc (C5 ) (Me E1.5), 2-methy! -2,3-butanediol (05) P02, 2-methyl-2,3-butanediol (C5) BO ^ 3. 1, 2-pentanediol (05) E3.10 , 1, 2-pentanediol (05) PO ^ 1, 2- pentanediol (05) n-B02.3, 2-methyl-1,2-pentanediol (06) E ^, 2-methyl- 20 1, 2-pentanediol (06) n-Bd, 2-methyl-1,2-pentanediol (06) Bd, 3-methyl-1,2-pentanediol (06) E ^, 3-methyl-1,2-pentanediol (06)? BOL 4-methyl-1, 2-pentanediol (06) E ^, 4-methyl-1,2-pentanediol (06) n- BOl7 1, 3-pentanediol (05) 2 (Me-E -? 2), 1, 3-pentanediol (05) POM,
2,2-dimethyl-1,3-pentanediol (07) (Me-E; 2,2-dimethyl-1,3-pentanediol (07) (Me = <), 2,3-dimethyl-1, 3- pentanediol (07) Pd, 2,3-dimethyl-1, 3- pentanediol (07) n-B02,4, 2,4-dimethyl-1,3-pentanediol (07) Pd, 2,4-dimethyl -1, 3-pentanediol (07)? -B02A, 2-ethyl-1, 3-pentanediol (07) E2- 5 9, 2-ethyl-1,3-pentanediol (07) PO, 2-ethyl-1 , 3-pentanediol (07) n-B0? _
3, 2-methyl-1,3-pentanediol (C6) 2 (Me-E1.5), 2-methyl-1,3-pentanediol
(06) P02_3, 2-methyl-1, 3-pentanediol (06) Bd, 3,4-dimethyl-1, 3-pentanediol (07) (Me-Ei) 3,4-dimetii-1,3-pentanediol ( 07) Pd, 3,4-dimethyl-1,3-pentanediol (07) n-BOM, 3-methyl-1,3-pentanediol
M (CTX e-ELß), 3-methyl-1,3-pentanediol (06) P02.3, 3-methyl-1, 3-pentanediol (06) Bd, 4,4-dimethyl-1,3-pentanediol ( 07) (Me-Ei), 4,4-dimethyl-1,3-pentanediol (C7) Pd, 4,4-dimethyl-1,3-pentanediol (07) n-BOM, 4-methyl-1, 3- pentanediol 4-methyl-1, 3- pentanediol (06) P02.3, 4-methyl- 1, 3-pentanediol (06) BOt, 1, 4-15 pentanediol (C5) 2 (Me-E -, 2) , 1, 4-pentanediol (05) P03,4 2,2-dimethyl- ^ 1,4-pentanediol (07) (Me-Et), 2,2-dimethyl-1,4-pentanediol (07) PO ,,
2,2-dimethyl-1,4-pentanediol (07) n-B? 2-4, 2,3-dimethyl-1,4-pentanediol
(07) (Me-E,), 2,3-dimethyl-1,4-pentanediol (07) PO-, 2,3-dimetiM, 4- pentanediol (07) n-B02-4, 2,4- dimethyl-1, 4-pentanediol (c7) (Me-Ei),
2,4-dimethyl-1,4-pentanediol (07) Pd, 2,4-dimethyl-1,4-pentanediol
(07)? -BOM, 2-methyl-1, 4-pentanediol (06) (Me-E? _6), 2-methyl-1, 4-pentanedioi (06) P02.3, 2-methyl-1, 4 -pentanediol (06) Bd; 3,3-dimethyl-1,4-pentanediol (07) (Me-Ei), 3,3-dimethyl-1,4-pentanediol
(07) Pd, 3,3-dimethyl-1,4-pentanediol (07) 3,4-d? Methyl-1,4-pentanediol (07) (Me-E, 3,4-dimethyl-1, 4-pentanediol (07) POt, 3,4-dimethyl-1,4-pentanediol (07) n-B02J (, 3-methylene-1,4-pentanedioi (06) 2 (Me-E1 6), 3 -methyl-1, 4-pentanod? ol (06) PO2-3, 3-met? l-1, 4-pentanediol (06) Bd, 4-methyl-1,4-pentanediol (06) 2 (Me-E1 .6), 4-methyl-1,4-pentanediol (06) P02.3, 4-metii-1, 4-pentanedioi (06) Bd, 1,5-pentanedione (05) (Me-E4-? o), 1, 5-pentanediol (05) 2 (Me-E!), 1, 5-pentanediol (05) P03, 2,2-dimet? l-1, 5-pentanediol (07) EL7, 2.2 -dimet? l-1, 5-pentanod? ol (07) Pd, 2,2-dimet? l-1, 5-pentanediol (07)? -BOL ?, 2,3-d? met? l-1, 5-pentanediol (C7) E1.7, 2,3-dimethyl-1,5-pentanediol (07) PO1, 2,3-dimethyl-1,5-pentanediol (c7) n-BO, .2, 2.4 -dimethyl-1, 5-pentanediol (07) E1.7, 2,4-dimethyl-1, 5-pentanediol (07) Pd, 2,4-dimethyl-1,5-pentanediol (07) n-Bd.2 , 2-ethyl-1, 5-pentanedioi (07) E1.5, 2-ethyl-1, 5-pentanediol (07) n-BO! ^, 2-methyl-1,5-pentanediol (C6) (eE? ^), 2-met? L-1, 5-pentanediol (C6) P02, 3,3-d imet? l-1, 5-pentanediol (07) E1.7, 3,3-dimethyl-1,5-pentanediol (07)
POL 3,3-dimethyl-1,5, pentanediol (07) n-Bd-2, 3-methyl-1,5-pentanediol (06) (Me-E1), 3-methyl-1,5-pentanediol (06) P02, 2,3-pentanediol (05) (Me-E? .3), 2,3-pentanediol (05) P02, 2-methyl-2,3-pentanediol (06) E, 2-methyl- 2,3-pentanediol (06) Pd, 2-methyl-2,3-pentanediol (06) n-BO? .2, 3-methyl-2,3-pentanediol (06) E1-7, 3-methyl-2 , 3-pentanediol (06) Pd, 3-methyl-2,3-pentanediol (06)? -BOL ?, 4-metii-2,3-pentanediol (06) E1.7, 4-methyl-2,3- pentanodium (06) Pd, 4-
methyl-2,3-pentanediol (06) n-BO? .2, 2,4-pentanediol (05) 2 (Me-E1_4),
2,4-pentanodol (05) P0, 2,3-dimethyl-2,4-pentapodiol (07) (eE, 4), 2,3-dimethyl-2,4-pentanedioi (07) P02, 2 , 4-dimethyl-2,4-pentanediol f (07) (Me-EM), 2,4-dimetii-2,4-pentanediol (07) P02), 2-methyl-2,4- 5 pentanediol (C7) (Me-E5.10), 2-methyl-2,4-pentanediol (07) P03, 3,3-dimethyl-2,4-pentanodol (07) (Me-EM), 3,3-dimethyl- 2,4-pentanediol
(07) P02, 3-metii-2,4-pentanediol (06) (Me-E ^ o), 3-met? L-2,4-pentanediol (06) P03; 4. 1, 3-hexanediol (06) (Me-E ^), 1,3-hexanediol (06) P02, 1, 3-hexanediol
M (06) Bd, 2-met? L-1, 3-hexanod? Ol (07) E2 ^, 2-methyl-1,3-hexanediol (07)
POi, 2-methyl-1, 3-hexanediol (07) n-Bd.3, 2-methyl-1,3-hexanediol (07)
Bd, 3-metii-1, 3-hexanediol (07) E2.9, 3-met? L-1, 3-hexanediol (07) PO ^
3-methyl-1, 3-hexanediol (07) n-BO ^, 4-methyl-1,3-hexanediol (07) E2_9,
4-methyl-1, 3-hexanediol (C7) POi, 4-methyl-1,3-hexanediol (C7) n-Bd.3,
5-methyl-1, 3-hexanediol (07) E2.9, 5-methyl-1, 3-hexanediol (07) Pd, 5-methyl-1,3-hexanediol (07) n-Bd.3, 1 , 4-hexanediol (06) (Me-Eí-s), 1, 4-hexanediol (06) P02, 1, 4-hexanediol (06) Bd, 2-methylene-1,4-hexanediol
(07) E2-9, 2-methyl-1,4-hexanediol (07) Pd, 2-methyl-1,4-hexanediol (07) n-BO? -3,3-methyl-1,4-hexanediol ( 07) E2.9, 3-methylene-1,4-hexanediol (07)
POi, 3-methyl-1,4-hexanediol (C7) n-BO? _3, 4-methyl-1,4-hexanediol (07)
E2.g, 4-methyl-1,4-hexanedione (07) PO-, 4-methyl-1,4-hexanediol (07) n- BO -? - 3, 5-methyl-1, 4- hexanediol (07) E2.9, 5-methyl-1,4-hexanediol (07)
Pd, 5-met? L-1, 4-hexanediol (07) n-BO? .3, 1, 5-hexanediol (06) (e-E ^
), 1, 5-hexanediol (06) P02, 1, 5-hexanediol (06) BO ,, 2-methyl-1, 5-hexanediol (07) E2.9, 2-met? L-1, 5- hexanediol (07) POi, 2-methyl-1, 5-hexanediol (07) n-Bd.3, 3-met? l-1, 5-hexanediol (07) E2-g, 3-methyl-1, 5- f hexanediol (07) PO, 3-methyl-1, 5-hexanediol (07) n-B01? 3, 4-methyl-1,5- hexanediol (07) E29, 4-met? l- 1,5-hexanediol (07) PO 4 -methyl-1, 5-hexanediol (07) n-BO 3, 5-methyl-1,5-hexanediol (C7) E-95-methyl-1, 5 - hexanediol (07) POi, 5-methyl-1, 5-hexanediol (07) n-Bd.3. 1, 6-hexanediol (06) (Me-E? -2), 1,6-hexanediol (06) PO ^, 1,6-hexanediol
(06) n-B04, 2-methyI-1, 6-hexanediol (07) E1.5, 2-methyl-1,6-hexanediol & (C7) n-BÜ! ^, 3-methyl-1, 6-hexanediol (C7) E .5, 3-methyl-1, 6-hexanod? Ol
(07) n-Bd.2, 2,3-hexanediol (06) E1-5, 2,3-hexanediol (06) n-Bd, 2,3-hexanediol (06) BO1, 2,4-hexanediol (C6) ) (Me-E3.8), 2,4-hexanediol
(06) PO3, 2-methyl-2,4-hexanediol (07) (Me-E ^), 2-methyl-2,4-hexanediol
(07) PO1.2, 3-methyl-2,4-hexanediol (07) (Me-E? .2) 3-methyl-2,4-hexanediol 15 (07) PO1.2, 4-methyl- 2,4-hexanediol (07) (Me-E? .2), 4-methyI-2,4-f-hexanediol (07) P0- | .2, 5-methyl-2,4-hexanediol (07) (Me) -E? _2), 5-methyl-2,4-hexanediol (07) POL ?, 2,5-hexanediol (C6) (Me-E3-3), 2,5-hexanedioi (06) P03, 2-methyl -2,5-hexanediol (07) (Me-E ^), 2-methyl-2,5-hexanediol (07) Pd-2, 3-methyl-2,5-hexanediol (07) (Me-E ^) , 3- 20 methyl-2,5-hexanediol (07) PO? .2, 3,4-hexanediol (06) EO1-5, 3,4-hexanediol (06) n-Bd, 3,4-hexanediol (06) ) BOT; 5. 1, 3-heptanediol (07) E1.7, 1, 3-heptanediol (07) PO-, 1, 3-heptanediol (07) n-B0, .2, 1, 4-heptanediol (07) E ^, 1, 4-heptanediol (07) PO ,; 1, 4-
heptanediol (C7) n-B0, -2, 1, 5-heptanediol (07) E1.7, 1, 5-heptanediol (07) Pd, 1,5-heptanediol (07) n-Bd.2, 1, 6 -heptanediol (07) E? .7 > 1, 6-heptanediol (07) Pd, 1, 6-heptanediol (07) n-B0, -2, 1, 7-heptanediol f (07) E, .2, 1, 7-heptanediol (07) n-Bd , 2,4-heptanediol (07) E3.10, 2,4- 5 heptanediol (07) (Me-Ei), 2,4-heptanediol (07) POi, 2,4-heptanediol
(07) n-B03, 2,5-heptanediol (07) E3-10, 2,5-heptanediol (07) (Me-Ei), 2,5-heptanediol (07) Pd, 2,5-heptanediol (07) ) n-B03, 2,6-heptanediol
(07) E3-10, 2,6-heptanediol (07) (Me-E,), 2,6-heptanediol (07) Pd, 2,6-heptanediol (07) n-B03, 3,5-heptanediol ( 07) E2-10, 3,5-heptanediol
^ (C7) (Me-E,), 3,5-heptanediol (C7) PO, 3,5-heptanediol (C7) n-B03,
6. 3-methyl-2-isopropyl-1,3-butanediol (08) PO, 2,3,3-trimethyl-2,4-pentanediol (08) PO, 2,2-diethyl-1, 3- butanediol (08) E2.5, 2,3-d? methyl-2,4-hexanediol (08) E2.5, 2,4-dimethyl-2,4-hexanodioi (C8) E2. , 2,5-dimethyl-2,4-hexanediol (08) E2-6, 3,3-dimethyl-2,4-hexanediol (08) E2.5, 15, 3,4-dimethyl-2,4-hexanediol ( 08) E2-5, 3,5-dimethyl-2,4-hexanediol (08) E_- 5, 4,5-dimet? L-2,4-hexanediol (08) E2-5, 5,5-dimethyl- 2,4-hexanod? Ol (08)
E2_5, 2,3-d? Met? L-2,5-hexanediol (08) E2,5, 2,4-dimethyl-2,5-hexanediol
(08) E2.5, 2,5-dimethyl-2,5-hexanediol (08) E2.5, 3,3-dimethyl-2,5-hexanediol (08) E2.5, 3,4-dimethyl-2 , 5-hexanediol (08) E2-5, 3-methyl-3,5- 20 heptanediol (08) E2.5, 2,2-di-ethyl-1,3-butanediol (08) n-BO, .2, 2,3-dimethyl-2,4-hexanediol (08) n-BO, .2, 2,4-dimethyl-2,4-hexanediol (08) n-B0, .2, 2,5-dimethyl -2,4-hexanediol (08) n-BO, .2, 3,3-dimethyl-2,4-hexanediol (08) n-BO, .2, 3,4-dimethyl-2,4-hexanediol (c8) ) n-BO, -2, 3,5-dimethyl-2,4-
hexanediol (C8) n-BO, .2, 4,5-dimethyl-2,4-hexanediol (08) n-BO? _2, 4,5-dimethyl-2,4-hexanediol (08) n-BO, _2 , 5,5-d? Methyl-2,4-hexanod? Ol, n-BO ,. 2, 2,3-dimethy-2,5-hexanediol (08) n-BO, .2, 2,4-dimethyl-2,5-hexanediol f (08) n-B0, .2, 2,5-dimet ? l-2,5-hexanediol, (08) n-BO, .2, 3,3-dimethyl-2,5- 5 hexanediol (08) n-BO, .2,3,4-dimethyl-2,5 -hexanediol (08) n-BO, .2, 3-methyl-3,5-heptanediol (08) n-BO, -2, 2- (1, 2-dimet? lpropyl-1,3-propanediol (08) n-BO ,, 2-ethyl-2,3-dimet? l-1,3-butanediol (08) n-BO ,, 2-methyl-2-isopropyl-1,3-butanediol (08) n- BO ,, 3-methyl-2-isopropyl-1,4-butanediol (08) n-BO ,, 2,2,3-trimet? L-1,3-pentanediol (08) n-BO ,, 2,2 , 4-trimethyl-1, 3- ^ pentanediol (C8) n-BO ,, 2,4,4-trimethyl-1,3-pentanediol (C8) n-BO ,,
3,4,4-trimet? L-1, 3-pentanediol (08) n-BO ,, 2,2,3-trimethyl-1,4-pentanediol (08) n-BO ,, 2,2,4- trimemethyl-1,4-pentanediol (08) n-BO ,, 2,3,3-trimethyl-1,4-pentanediol (08) n-BO ,, 2,3,4-tpmethyl-1,4-pentanediol ( 08) n-BO ,, 3,3,4-trimethyl-1,4-pentanediol (08) n-BO ,, 2,3,4-trimethyl-2,4-pentanediol 15 (08) n-BO ,, 4-Ethyl-2,4-hexanediol (08) n-BO ,, 2-methyl-2,4-heptanediol f (08) n-BO ,, 3-methyl-2,4-heptanediol (08) n -BO ,, 4-methyl-2,4-heptanediol (08) n-BO ,, 5-methyl-2,4-heptanediol (08) n-BO ,, 6-methyi-2,4-heptanediol ( C8) n-BO ,, 2-methyl-2,5-heptanediol (08) n-BO ,, 3-methyl-2,5-heptanediol (08) n-B0, "4-methyl-2,5-heptanediol (08) n-BO? "20 5-methyl-2,5-heptanediol (08) n-BO ,, 6-methyl-2,5-heptanedioi (08) n- BO ,, 2-methyl-2,6 -heptanediol (08) n-BO ,, 3-methyl-2,6-heptanediol (08) n-BO, "4-methyl-2,6, heptanediol (08) n-BO," 2-methyl-3, 5-heptanediol (08) n-BO ,, 2- (1, 2-dimethylpropyl) -1, 3-propanediol (08) E, _3, 2-ethyl-2,3-
dimethyl-1, 3-butanediol (C8) E, .3, 2-methyl-2-isopropyl-1,3-butanediol (08) E, ^, 3-metii-2-isopropyl-1,4-butanediol (08) E, _3, 2,2,3-trimethyl-1, 3- pentanediol (08) E, .3, 2,2,4-tr? Met? L-1, 3-pentanediol (08) E, .3, 2,4,4-trimethyl-1,3-pentanediol (08) E, .3, 3,4,4-trimethyl-1,3-pentanedione (08) E ,. 3"2,3,3-trimethyl-1,4-pentanediol (08) E, -3, 2,2,4-trimethyl-1,4-pentanedione (08) EM, 3,3,4-trimethyl -1, 4-pentanediol, 2,3,4-methyl-l-2,4-pentanediol (08) E, .3, 4-ethyl-2,4-hexanediol (08) E, .3, 2-methyl -2,4-heptanediol (08) E, 3-metii-2,4-heptanediol (08) E, .3"4-methyl-2,4-heptanod? Oi (08) E ,. 3, 5-methyl-2,4-heptanediol (08) E, .3, 6-methyl-2,4-heptanediol (08) E, .3, 2-methyl-2,5-heptanediol (08) E, .3"3-methyl-2,5-heptanediol (08) E, -3, 4- • methyl-2,5-heptanedioi (08) E, -3,5-methyl-2,5-heptanedioi (08) E, .3"6-methyl-2,5-heptanediol (C8) E, .3" 2-methyl-2,6-heptanediol (C8) Eu "3-methyl-2,6-heptanediol (08) E, .3"4-methyl-2,6-heptanediol (08) E, .3, and / or 2-methyl-3,5-heptanediol (08) E, .3 ,; and 15 7. their mixtures; fc IX. aromatic diols, including: 1-phenyl-1 m 2 -ethanediol, 1-phenyl-1, 2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1- (3- methylphenyl) -1,3-propanediol, 1- (4-methyl-phenyl) -1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol , 3-phenyl-1,3-butanediol, 1-phenya-1,4-butanediol, 2-phenyl-1,4-butanediol, and / or 1-phenyl-2,3-butanediol; X. Main solvents which are homologues or analogs of the above structures, where one or more CH2 groups are added at the same time that two hydrogen atoms of the
adjacent carbon atoms in the molecule, to form a carbon-carbon double bond, thus keeping the number of hydrogen atoms in the molecule constant, including the following: 2,2-di-2-propene-1, 3 -propanediol, 2- (1-pentenyl) -1,3-propanediol, 2- (2-methyl-2-5-propenyl) -2- (2-propenyl) -1,3-propanediol, 2- (3-methyl) -1-butenl) -1,3-propanediol, 2- (4-pentenyl) -1,3-propanediol, 2-ethyl-2- (2-methyl-2-propen-1) -1, 3-propanediol, 2-et? L-2- (2-propanyl-1,3-propanediol, 2-methyl-2- (3-methyl-3-butenyl) -1,3-propanediol, 2,2-diallyl -1, 3-butanediol, 2- (1 -et? L-1 -propen? L) -1, 3-butanediol, 2- (2-buten? L) -2-met? L-1,3-butanediol , 2- (3-methyl-2-buten? L) -1, 3- ^ 0 butanediol, 2-ethyl-2- (2-propenyl) -1, 3-butanediol, 2-methyl-2- ( 1-methyl-2-propepil) -1,3-butanediol, 2,3-bis (1-methylethylidene) -1,4-butanediol, 2- (3-methyl-2-butenyl-3-methylen-1, 4 -butanediol, 2- (1,1-dimethylpropyl) -2-butene-1,4-diol, 2- (1-methylpropyl) -2-butane-1,4-diol, 2-butyl-2-butene-1 , 4-diol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 3-methyl-2- (2-propenyl) -1, 4-pentanediol, 2- (1-propenyl) -1,5-pentanediol, 2- (2-propenyl) -fe 1,5-pentanediol, 2-ethylidene-3-methyl-1,5-pentanediol, 2-propylidene -1, 5- pentanodium l, 3-ethylidene-2,4-dimet? l-2,4-pentanediol, 2- (1,1-dimethylethi) -4- pentene-1,3-diol, 2-ethyl-2,3-dimethyl- 4-pentene-1, 3-diol, 4-ethyl-2-methylene-1, 4-hexanediol, 2,3,5-trimether-l, 1,5-hexadiene-3,4-diol, 5-ethyl- 3-methyl-1, 5-hexadiene-3,4-diol, 2- (1-methylethyl) -1,5-hexanediol, 2-ethenyl-1,6-hexanediol, 5,5-dimethyl-1-hexene -3,4-diol, 5,5-dimethyl-1-hexene-3,4-diol, 4-ethenyl-2,5-dimethyl-2-hexene-1,5-dioi, 2-ethenyl-2,5 -dimethyl-3-hexene-1,6-diol, 2-ethyl-3-hexene-1,6-diol, 3,4-dimethyl-3-hexene-1,6-diol, 2,5-dimethyl-4 -
hexene-2,3-d? ol, 3,4-dimet? l-4-hexene-2,3-diol, 3- (2-propenyl) -5-hexene- 1,3-diol, 2,3- dimethyl-5-hexene-2,3-d? ol, 3,4-d? methyl-5-hexene-2,3-diol, 3,5-dimethyl-5-hexene-2,3-diol, 3- eteniI-2,5-d? met? l-5-hexene-2,4-diol, 6-methyl-5-f methylene-1,4-heptanediol, 2,3-dimethyl-1,5-heptadiene-3 , 4-diethylene, 2,5-d? Met? L- 5 1, 5-heptadiene-3,4-diol, 3,5-dimethyl-1,5-heptadiene-3,4-d? Ol, 2,6-bis (methylene) -1,7-heptanediol, 4-methylene-1,7-heptanediol, 2,4-dimethyl-1-heptene-3,5-diol, 2,6-dimethyl -1-heptene-3,5-dio, 3-ethenyl-5-methyl-1-heptene-3,5-diol, 6,6-dimet? L-1-heptene-3,5-diol, 4,6 -dimethyl-2,4-heptadiene-2,6-diol, 4,4-d? methyl-2,5-heptad? ene-1,7-diol, 2,5,5-trimethyl-2,6-heptadiene -1, 4-diol,
^? 5,6-dimethyl-2-heptene-1,4-diol, 5-ethyl-2-heptene-1,5-diol, 2-methyl-2-heptene-1,7-diol, 4,6-dimet? l-3-heptene-1, 5-diol, 3-methyl-6-met? len-3-heptene-1, 7-diol, 2,4-dimethyl-3-heptene-2,5-diol, 2, 5-dimethyl-3-heptene-2,5-diol, 2,6-dimet? L-3-heptene-2,6-d? Ol, 4,6-dimethyl-3-heptene-2,6-diol, 2,4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol, 2,6-dimethyl-l-5-heptene-1,4-diol , 3,6-d? Methyl-5-heptene-1,4-diol, 2,3-dimethyl-5-heptene-2,4-diol, 2,2-f dimethyl-6-heptene-1, 3- diol, 4- (2-propenyl) -6-heptene-1,4-diol, 5,6-d? metii-6-heptene-1,4-diol, 2,4-dimet? l-6-heptene- 1, 5-diol, 2-ethylidene-6-methyl-6-heptene-1,5-diol, 4- (2-propenyl-6-heptane-2,4-diol, 5,5-dimethyl-6-heptane - 2,4-diol, 4,6-dimethyl-6-heptene-2,5-diol, 5-ethenyl-4-methyl-6-heptene-2,5-diol, 2 or 2-methylene-1,3 -octanediol, 2,6-dimethyl-1,6-octadiene-3,5-diol, 3,7-dimethyl-1,6-octadiene-3,5-diol, 2,6-dimethyl-1,7-octadiene -3,6-diol, 2,7-dimethyl-1, 7- octadiene-3,6-diol, 3,6-dimethyl-1,7-octadiene-3,6-diol, 3-et enyl-1-ketene-3,6-diol, 2,7-d? methyl-2,4,6-octatriene-1, 8-diol, 3,7-dimethyl-2,4-octadiene-1, 7-
diol, 2,6-dimethy-2,5-octadiene-1,7-diol, 3,7-dimethyl-2,5-octadiene-1, 7-d-ol, 3,7-d-methyl-2, 6-Octadiene-1,4-diol (Rosidirol), 2-methyl-2,6-octadiene-1, 8-diol, 3,7-dimethyl-2,7-octadiene-1,4-diol, 2,6 -dimethyl-2,7-octadiene-1, 5-diol, f 2,6-dimethyl- (8-hydroxyl-n-halool) -2,7-octadiene-1,6-diol, 2,7-dimethyl- 2,7- 5 octad-ene-1, 6-diol, 2-octene-1, 4-yl, 2-octene-1,7-diol, 2-methyl-6-methylene-2-octene-1, 7 -diol, 3,7-dimet? l-3,5-octadiene-1, 7-diol, 2,7-dimethyl-3,5-octadiene-2,7-diol, 4-met? len-3,5 -octanediol, 2,6-dimethyl-3,7-octadiene-1, 6-diol, 2,7-dimethyl-3,7-octadiene-2,5-dioi, 2,6-dimethyl-3,7-octadiene -2,6-diol, 4-methyl-3-octene-1,5-d-ol, 5-methyl-3-octene-1,5-diol, 2,2-dimethyl-4,6- ^ or octadiene -1, 3-diol, 2,6-dimethyl-4,7-octadiene-2,3-d-ol, 2,6-dimethyl-4,7-octadiene-2,6-diol, 7-methyl-4 -octene-1, 6-diol, 2-methylene-2,7-bis (methylene) -4- octene-1, 6-dioi, 2-meth? lene-4-octene-1,6-diol, 2,7-dimethyl-5,7-octadiene-1, 4-diol, 7-methyl-5,7-octadiene-1,4-d-ol, 5-octene-1,3-diol, 7-methyl- 6-octene-1, 3- diol, 7-methyl-6-octene-1,4-diol, 7-methyl-6-octene-1,5-diol, 2-methyl-6-octene-15 3, 5-diol, 4-methyl-6-octene-3,5-diol, 2-methyl-7-octene-1,3-diol, 4-methyl-7-fe-octene-1,3-diol, 7-methyl -7-octene-1, 3-diol, 7-octene-1, 5-diol, 7-octene-1, 6-dioi, 5-met-l-7-octene-1,6-diol, 2-met l-6-methylene-7-octene-2,4-diol, 7-methyl-7-octene-2,5-diol, 2-methyl-7-octene-3,5-diol, 1-noneen-3 , 5-diol, 1-noneeno-3,7-diol, 3-noneeno-2,5-diol, 8-methyl-4,6-nonadieno-1,3-diol, 4-noneeno-2,8- 20 dioi, 6,8-nonadiene-1, 5-diol, 7-nonene-2,4-diol, 8-nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene- 3,8-diol and / or 1, 9-decadiene-4,6-diol; and XI. its mixtures;
C optionally, but preferably, an effective amount, sufficient to improve clarity, of water-soluble, low molecular weight solvents, such as ethanol, isopropanol, propylene glycol, 1,3-propanediol, propylene carbonate, etc .; said solvents being soluble in water at a level which does not form clear compositions by themselves; D optionally, but preferably, from 0% to about 15%, preferably about 0.1% to 8%, and, more preferably, about 0.2% to 5%, of perfume; And optionally, from 0% to about 2%, preferably around 0.01% to 0.2%, and, more preferably, about 0.035% to 0.1%, stabilizer.
M.}. F optionally, but preferably, an effective amount for improving clarity, of calcium and / or magnesium salt soluble in water, preferably chloride; and G the rest, water. Preferably, the compositions herein are aqueous, translucent or clear, preferably clear, compositions which contain about 3% to 95%, preferably about 5% to 80%, more preferably about 15% to 70% and, even better, around 40% to 60%, of water and around 3% to 40%, preferably around 10% to 35%, more preferable, around 2% to 25% and, even better , about 14% to 20% 20 of solvent B of main alcohol, above. These preferred products (compositions) are not translucent or clear without the main solvent B. The amount of solvent B needed to make the compositions translucent or clear,
preference is more than 50%, more preferable, more than about 60%, and still better, more than about 75%, of the total organic solvent present. The main solvents are conveniently maintained at the minimum levels that provide acceptable stability / clarity in the 5 compositions herein. The presence of water exerts an important effect on the need of the main solvents to achieve the clarity of these compositions. The higher the water content, the higher the level of the main solvent (relative to the level of softener) that is needed to obtain clarity of the product. Conversely, the smaller the
Water content, less main solvent (in relation to the softener) is necessary. Thus, at low water levels of about 5% to 15% preferably the weight ratio of active softening ingredient to main solvent is from 55:45 to 85:15, more preferable, around 60:40 to 80:20 . At water levels of about 15% to about 70% the ratio of active ingredient 15 softener to principal solvent is preferably about 45:55 to about 85:15, more preferable about 50:40 to 80:20 . At water levels of about 15% to about 70%, the weight ratio of active softener to principal solvent is preferably about 45:55 to 70:30, more preferable, about 55:45 to 70: 30 But at high water levels of about 70% to 80%, the weight ratio of active softener to preferred solvent is preferably about 30:70 to about 55:45, more preferable about 35:65. at around 45:55. At levels of
higher water, the main solvent softener ratios should be even higher. The pH of the compositions should be about 1 to 7, preferably about .5 to 5, more preferably about 2 to 3.5. DETAILED DESCRIPTION OF THE INVENTION
1. - THE ACTIVE INGREDIENT OF FABRIC SOFTENER
The compositions of the present invention contain, as
• essential component, around 2% to 80%, preferably around 13% to 75%, more preferable, about 17% to 70%, and even better, about 19% to about 65% by weight of the composition, of a fabric softening active ingredient, selected from the compounds identified below,
and its mixtures. fe The softeners that can be used herein are described, at least generically, by their basic structures, in U.S. Patent Nos. 3,861, 870, Edwards and Diehl; 4,308,151, from Cambre, 3,886,075, from Bernardino, 4,233,164, from Davis, 4,401, 578, from Verbruggen;
3,974,076, by Wiersema and Rieke; and 4,237,016, by Rudkin, Clint and Young; all of these patents being incorporated herein by reference. Preferred fabric softening agents are described in U.S. Patent No. 4,661, 269, issued April 28, 1987, to
name of Toan Trinh, Errol H. Wahl, Donald M. Swartley and Ronald L. Hemingway; said patent being hereby unpublished by reference. The primary softening active ingredients in the present are
those which are strongly ipsaturated versions of the traditional softening active ingredients, ie, nitrogenous long double alkyl chain derivatives, usually cationic materials, such as the dioleldimethylammonium chloride compounds and the imidazolinium compounds, which are described below. As discussed in more detail below, the
Biodegradable fabric softening compounds may be present. Examples of such fabric softeners can be found in U.S. Patent Nos. 3,408,361, Mannheimer, issued October 29, 1968; 4,709,045 of Kubo and co-inventors, issued on November 24, 1987 4,233,451, of Pracht and co-inventors, issued on November 11, 1980, 15 4,127,489, by Pracht and co-inventors, issued on November 28, 1979
A 3,689,424, Berg and co-inventors, issued on September 5, 1972: 4,128,485, by Baumann and co-inventors, issued December 5, 1978; 4,161, 604 of Elster and co-inventors, issued on July 17, 1979; 4,189,593, by Wechsler and coauthors, issued February 19, 190; and 4,339,391, of 20 Hoffman and co-inventors, issued July 13, 1982; said patents being incorporated herein by reference. Preferred fabric softeners of the invention comprise a majority of compounds in the following manner:
(1) Softener that has the formula: Rμm-NW-R'm A "
^ fc where each m is 2 or 3; each R1 is a hydrocarbyl of 6 to 22 carbon atoms, preferably of 14 to 20 carbon atoms, but without more than one being less than about 12 carbon atoms, and then the other is at least about 16 carbon atoms. carbon atoms; or a substituted hydrocarbyl substituent, preferably alkyl or alkenyl of 10 to 20 carbon atoms (unsaturated alkyl, including polyunsaturated alkyl, termed
J? also sometimes "alkylene"), most preferably, alkyl or alkenyl of 12 to 18 carbon atoms; and wherein the iodine value of a fatty acid containing that group R1 is about 70 to 140, more preferable, about 80 to 130; and most preferably, about 90 to 115, with an approximate cis / trans ratio of 1: 1 to 50: 1; the minimum being 1: 1, preferably around 2: 1 to about 15 40: 1, more preferable, about 3: 1 to 30: 1 and still more preferable, about f from 4: 1 to 20: 1 and the total level of active ingredient containing polysaccharide fatty acyl groups (TPU) will typically be about 3% to about 30%; each R1 may also be preferably an alkyl group of 14 to 22 carbon atoms, branched chain, preferably a group of 16 to 18 carbon atoms, branched chain; each R is H or a short chain alkyl or hydroxyalkyl group, of 1 to 6 carbon atoms, preferably of 1 to 3 carbon atoms, for example, methyl (most preferred), ethyl, propyl, hydroxyethyl and the like; benzyl or (R20) 2JtH; and A "is an anion compatible with the
softener, preferably chloride, bromide, methylisulfate, ethylsulfate, sulfate and nitrate, more preferably, chloride and methylsulfate; (2) softener that has the formula '
wherein each R, R1 and A "have the definitions given hereinabove, each R2 is an alkylene group of 1 to 6 carbon atoms, preferably an ethylene group, and G is an oxygen atom or a group -NR -; (3) softener that has the formula:
wherein R1, R2 and G are as defined above; (4) reaction products of substantially unsaturated and / or branched-chain superiorers, with dialkylenetriamines, for example, in a molecular ratio of about 2: 1; said reaction products containing compounds of the formula:
R1-C (O) -NH-R2-NH-R3-NH-0 (O) -R1
wherein R1, R2 are as defined above, and each R3 is an alkylene group of 1 to 6 carbon atoms, preferably an ethylene group; (5) Softener that has the formula:
[R1-C (0) -NR-R -N (R) 2 -R3-NR + C (0) -R1f A "
wherein R, R1, R2, R3 and A "are as defined above; (6) the reaction product of substantially unsaturated fatty acid and / or branched chain fatty acid, with hydroxyalkyl-alkylene diamine at a molecular ratio of about 2: 1, the reaction products containing compounds of the formula:
R1-C (0) -NH-R2-N (R3OH) -C (0) -R1
Where R1, R2 and R3 are as defined above; (7) Softener that has the formula:
wherein R, R, R and A "are as previously defined, and (8) their mixtures.
Examples of compound (1) are dialkylenedimethylammonium salts, such as dicanoladimethylammonium chloride, dicanladimethylammonium methylisulfate, di (partially hydrogenated soybean, approximate cis / trans ratio 4: 1) -A dimethylammonium. Dioleldimethylammonium chloride is preferred. 5-dioleyldimethylammonium chloride and di (canola) dimethylammonium chloride. An example of commercially available dialklenedimethylammonium salts, usable in the present invention, is dioleldimethylammonium chloride, obtainable from Witco Corporation, under the brand name Adogen (R) 472. An example of compound (2) is methylisulfate 1- methyl-1- ^ i oleylamido-ethyl-2-ole? -limidazole, in which R1 is an aliphatic, acyclic hydrocarbon group of 15 to 17 carbon atoms; R2 is an ethylene group, G is a group
NH, R5 is a methyl group and A "is a methylisulfate anion, commercially available from Witco Corporation under the trademark Varisoft (R) 3690. An example of compound (3) is 1-oleylamidoethyl-2-oleylimidazoline, wherein R1 is a acyclic aliphatic hydrocarbon group of 15 to 17 carbon atoms, R2 is an ethylene group and G is an NH group An example of compound (4) is the reaction product of olic acids with diethylenetriamine at a molecular ratio of approximately 2: 1, said mixture of reaction product containing N, N'-dioleldiethylenetriamine containing the formula:
R - (C (0) -NH-CH2CH2NH-CH2CH2-NH-C (0) -R1
Wherein R -C (0) is the oleoyl group of a commercially available oleic acid derived from a vegetable or animal source, such as Emersol (R) 223LL or Emersol (R) 7021, obtainable from Henkel Corporation, and R2 and R3 are divalent ^ fc ethylene groups. An example of a compound (5) is the softener based on amidoamine digrasa having the formula:
[R1-C (0) -NH-CH2CH2N (CH3) (CH2CH2OH) -CH2CH2-NH-C (0) -R1 CH3S04-
wherein R1-C (0) is the oleoyl group, commercially available from Witco Corporation under the trademark Varisoft (R) 222LT. An example of the compound (6) is the oleic acid products with N-2-hydroxyethylethylenediamine in a molecular ratio of approximately 2: 1; said reaction product mixture containing a compound of the formula: ft R1-C (0) -NH-CH2CH2-N (CH2CH20H) -C (0) -R1
wherein R -C (0) is an oleoyl group of an oleic acid obtainable in commerce from a vegetable or animal source, such as Emersol (R) 223LL or Emersol (R) 7021, obtainable from Henkel Corporation. An example of the compound (7) is the diquaternary compound having the formula:
wherein R1 is derived from oleic acid and the compound is available from Witco
Company The individual compounds (active ingredients) above can be used individually or as mixtures. D A type of optional, but highly convenient cationic compound, which may be used in combination with the above softening active ingredients, which contain a long chain acyclic hydrocarbon group, of 8 to 22 carbon atoms, selected from the group consisting of : Wherein R7 is hydrogen or a saturated alkyl or hydroxyalicylic group, of 1 to 4 carbon atoms, and R and A "are defined herein as above; (9) acyclic quaternary ammonium salts having the formula:
Wherein R5 and R6 are alkyl or hydroxyalkyl groups of 1 to 4 carbon atoms; and R1 and A "are defined herein as above; (10) substituted imidazolinium salts, having the formula:
wherein R7 is hydrogen or a saturated alkyl or hydroxyalkyl group, of 1 to 4 carbon atoms; and R1 and A1 are as defined hereinabove; (11) substituted imidazolinium salts having the formula:
wherein R 5 is an alkyl or hydroxyalkyl group of 1 to 4 carbon atoms and R 1, R 2 and A "are as defined above; (12) alkyl pyridinium salts having the formula:
wherein R4 is an acyclic, aliphatic hydrocarbon group of 8 to 22 carbon atoms, and A "is an anion, and (13) alkanamide-alkylene pyridinium salts, having the formula:
wherein R1, R2 and A "are as defined hereinabove, and their mixtures.
Examples of the compound (9) are the monoalkenyltrimethylammonium salts, such as monoolethyltrimethylammonium chloride, monocanedlampmethylammonium chloride and soyatrimethylammonium chloride. Monooleyltrimethylammonium chloride and monocanetrimethylammonium chloride are preferred. Other examples of the compound (9) are soyatrimethylammonium chloride, obtainable from Witco Corporation under the brand Adogen (R) 415, erucyltrimethylammonium chloride, wherein R 1 is a hydrocarbon group derived from a natural source; soyadimethylethylammonium ethylsulfate, wherein R1 is a hydrocarbon group of 16 to 18 carbon atoms; R5 is a methyl group; R6 is an ethyl group and A "is an ethyl sulfate anion, and methylene chloride (2-hydroxyethyl) oleylammonium, wherein R1 is a hydrocarbon group of 18 carbon atoms, R5 is a group 2-hydroxyl ethanol and Rß is a methyl group An example of the compound (11) is 1-ethyl-1- (2-hydroxyethyl) -2-isopthadecylimidazole, where R1 is a hydrocarbon group of 17 carbon atoms, R 2 is an ethylene group, R 5 is an ethyl group and A "is an ethyl sulfate anion.
THE ANION A
In cationic nitrogenous salts, the anion A "which is any
Anion compatible with the softener, provides electrical neutrality. Very
Often, the anion used to give neutrality in these salts is a strong acid, especially a halide, such as chloride, bromide or iodide.
However, other anions can be used, such as methylisulfate, ethyl sulfate, acetate, formate, sulfate, carbonate and the like. Chloride and methylisulfate are preferred herein as the anion A. As previously mentioned, the softener active ingredient may also comprise a small amount of more fabric softening active ingredient, biodegradable, especially:
(A) The active compound softener of quaternary ammonium diester fabrics (DEQA)
(1) .- The first type of DEQA preferably comprises, as the main active ingredient, compounds of the formula:
[(R) 4.m - N + - [(CH2) "- Y-R1] m] A"
where each R and A "are as previously defined here, each m is 2 or 3, each n is from 1 to about 4, preferably 2, each Y is -0- (0) C-, -
(R) N- (0) C-, -C (0) -N (R) - or c (0) -0-, preferably -0 (0) C-, but not -O0 (O) 0 -; the sum of carbons in each of R plus one when Y is -O- (O) C- or is - (R) N- (0) C- is 6 to 22 carbon atoms, preferably 14 to 20,
I but not more than one sum YR1 is less than about 12, and then the other 5 sum YR1 is at least about 16; each R1 being a long-chain hydrocarbyl of 8 to 22 carbon atoms (or 7 to 21 carbon atoms) or a substituted hydrocarbyl substituent, preferably alkyl or alkenyl of 10 to 20 carbon atoms (or 9 to 19 atoms) carbon, most preferably, alkyl or alkenyl of 12 to 18 carbon atoms (or of 11 to 17 carbon atoms), when said carbon sum is 16 to 18 carbon atoms, and R1 is an alkyl or alkenyl group of carbon atoms. Straight chain, the iodine value (hereinafter referred to as VY) of the parent fatty acid of this group R1 is preferably about 20 to 140, more preferably about 50 to 130, and most preferably about 70 to 115. As before, the opposite ion, A "above, can be any anion compatible with the softener, preferably the anion of a strong acid, by
> example, chloride, bromide, methylisulfate, ethylsulfate, sulfate, nitrate and the like, more preferably, chloride. The anion can also carry, although less preferred, a double charge, in which case A "represents half a group. The cationic quaternary ammonium fabric softening compounds, preferably biodegradable, can contain the - (O) CR1 group, which is derived from animal fats, unsaturated and polyunsaturated fatty acids, for example, oleic acid and / or partially hydrogenated fatty acids,
derived from vegetable oils and / or partially hydrogenated vegetable oils, such as canola oil, safflower oil, peanut oil, sunflower oil, corn oil, soybean oil, first distillation oil, rice bran oil, etc. Non-limiting examples of fatty acids (AG) have the following approximate distributions:
TPU is the percentage of unsaturated po present. Mixtures of fatty acids and mixtures of AG that are derived from different fatty acids can be used, and are preferred. The non-limiting examples of AG that can be mixed to form the AGs of this invention are the following:
AG6 is prepared from a soybean fatty acid and AG7 is prepared from a slightly hydrogenated tallow fatty acid.
Optionally, the fatty acids can also be replaced, where appropriate, by the corresponding alkylene groups. The R1 groups may also comprise branched chains, for example, of isostearic acid for at least part of the groups R1. The total active ingredient, represented by the branched chain groups, when present, is typically from 1% to 100%, preferably from about 10% to 70%, more preferably, from about 20% to 50%.
AG8-AG10 is prepared from different isostearic acids obtainable commercially. The most preferred softening active ingredients, especially the DEQ are those that are prepared as a single DEQA to
from a mixture of different fatty acids that are represented (total combination of fatty acid), instead of combinations of separate, final DEQA mixtures, which are prepared from different portions
^ of the total combination of fatty acid. It is preferred that at least a majority of the fatty acyl or alkyl groups be unsaturated, for example, from 50% to 100%, preferably around 55% to 95%, more preferably, about 60% to 90%, and that the total level of active ingredient containing the polyunsaturated fatty acyl groups (TPU) is preferably about 3% to 30%. The cis / trans ratio for
Or fatty acyl groups unsaturated is usually important, the cis / trans ratio being from 1: 1 to 50: 1, the minimum being 1: 1, preferably 3: 1, more preferably, around 4: 1 to 20: 1. (As used herein, the "softener active ingredient percentage" which contains a given R1 group is equal to the percentage of the same group R1, with respect to the total of R1 groups used to form all the softening active ingredients). The unsaturated fatty acyl and / or alkylene groups, including the preferred polyunsaturates, discussed hereinafter and below, provide softening effectively softening, but also provide better rewet characteristics, good antistatic properties, and, 2 or especially superior recovery after freezing and thawing. Strongly unsaturated materials are also easier to formulate into concentrated premixes that keep their viscosity low and, therefore, are easier to process, for example, pump, mix,
etc. These strongly unsaturated materials (total level of active ingredient containing polyunsaturated fatty acyl groups (TPU) which is typically around 3% to 30%, with only the small amount of solvent that is
A normally associated with said materials, that is, around 5% to 20%,
, preferably about 8% to 25%, more preferably, about 10% to 20% by weight of the total softener / solvent mixture, are also easier to formulate into stable, concentrated compositions of the present invention, even at environmental temperatures. This ability to process the active ingredients at low temperatures is especially important for
^ ü Polyunsaturated groups, since it minimizes degradation. Additional protection against degradation can be provided when the compounds and softening compositions contain effective agents, antioxidants, chelators and / or reducers, as discussed below. The present invention may contain medium chain cationic ammonium fabric softening compound, which includes the DEQ having the formula A (I) and / or the formula (2) below, where: Each Y is -O - (O) 0-, - (R) N- (0) C- -C (0) -N (R) - or -C (0) -0-, preferably -0- (0) -d; m is 2 or 3, preferably 2; 20 each n is 1 to 4, preferably 2; each R is as defined previously here; each R1 or YR1, is a saturated hydrocarbyl of 8 to 14 carbon atoms, preferably 12 to 14 carbon atoms, or a hydrocarbyl substituent
substituted (the VY is preferably about 10 or less, preferably less than about 5). [The sum of the carbon atoms in the hydrophobic group is the number of carbon atoms in the group R1 or in the group YR1,
I when Y is -0- (0) C- or - (R) N- (0) C-j and the contrapo ion. A "is the same as before 5 Preferably, A" does not include phosphate salts. Saturated fatty acyl groups of 8 to 14 carbon atoms may be pure derivatives or may have mixed wavelengths. Suitable sources of fatty acid for said fatty acyl groups are coconut, lauric, caprylic and capric acids. O For hydrocarbyl groups of 12 to 14 carbon atoms (or 11 to
13 carbon atoms, the groups are preferably saturated, for example, the VY is preferably less than about 10, preferably less than about 5. It will be understood that the substituents R and R1 may be optionally substituted with various groups , as akoxyl or hydroxyl groups and can be straight or branched, as long as the R1 groups maintain their basically hydrophobic nature. A preferred long chain DEQA is DEQA prepared from sources containing high levels of polyunsaturation, ie, N, N-di (acyl-oxyethyl) -N, N-dimethylammonium chloride, where acyl is derived from acid grades that contain sufficient polyunsaturation, for example, mixtures of tallow fatty acids and soy fatty acids. Another preferred DEQA of long chain is the DEQA dioleílico (nominally), that is, the DEQA in which the N-chloride
N-di (oleii-oxyethyl) -N, N-dimethylammonium is the main ingredient. The preferred sources of fatty acids for said DEQAS are vegetable oils and / or partially hydrogenated vegetable oils, with high content of unsaturated groups, for example, oleoyl. As used herein, when the DEQA diester is specified it may include the monoester that is present. Preferably at least about 80% of the DEQA is in the diester form and from 0% to about 20% can be monoester DEQA, for example, a group YR1 is OH or -C (O) 0H and, for the Formula 1, m is 2. The corresponding diamide and / or mixed ester-amide
JO can also include the active ingredient with a long chain hydrophobic group, for example, a group YR1 is -N (R) H -C (0) OH. In the following, any description, e.g., levels, for the monoester active ingredients, is also applicable to the active monoamide ingredients. To soften, under wash conditions with little or no detergent carry, the percentage of monoester should be as low as possible, preferably no more than
^^ around 5%. However, under conditions of high anionic detergent surfactant content or high builder conditions, some monoester may be preferred. The overall ratios of diester to monoester are about 100: 1 to about 2: 1, preferably about 50: 1 to 5: 1, more preferably about 13: 1 to 8: 1. Under conditions of high detergent carry, the di / monoester ratio is preferably about 11: 1. The level of monoester present can be controlled in the manufacture of DEQA.
The above compounds, used as the quaternized, biodegradable ester-amine softening material, in the practice of this invention, can be prepared using common and ordinary reaction chemistry. In k a synthesis of a diester variation, of the DTDMAC, an amine is esterified
of the formula RN (CH2CH2OH) 2, in which R is, for example, alkyl, in both hydroxyl groups, with an acid chloride of the formula R1C (0) CI, to form an amine which can be cationic by acidification (an R is H) to be a type of softener, or then quaternized with an alkyl halide, RX, to produce the desired reaction product (where R and R1 are as defined
_? or more back). However, those skilled in the chemical arts will appreciate that this reaction sequence allows a wide selection of agents to be prepared. Another softening active ingredient, DEQA, which is suitable for the formulation of the liquid, clear, concentrated fabric softening compositions of the present invention, has the above formula (1), wherein a
Group R is a hydroxyalkyl group of 1 to 4 carbon atoms, preferably fc one in which a group R is a hydroxyethyl group. An example of said hydroxyethyl ester active ingredient is di (acyloxyethyl) (2-hydroxyethyl) methylammonium methylisulfate, wherein the acyl group is derived from AG1 described hereinabove. 20 (2) .- The second type of active ingredient DEQA has the general formula:
R3-N + -CH2-CH (YR,) - CH2YR1 A '
wherein each R is a methyl or ethyl group, and preferably each R1 is on the scale of 5 to 19 carbon atoms. Branching and substitution grades may be present in the alkyl or alkenyl chains The X < _) in the
^ fc molecule is the same as in DEQA (1) above. As used herein, when the diester is specified, it may include the monoester that is present. The amount of monoester that may be present is the same as in DEQA (1). An example of a preferred DEQA of formula (2) is the quaternary ammonium ester "propyl ester" fabric softening active ingredient having the formula 1,2-di (acyloxy) -3-trimethylammoniopropane chloride, wherein the acilo group
^ ß is equal to that of AG5. These types of agents and the general methods for manufacturing them are described in U.S. Patent No. 4,137,180 to Naik and co-inventors, issued January 30, 1979, which is hereby incorporated by reference. 15 In the active ingredients (1) and (2) softeners of DEQA
A Preferred, each R1 is a hydrocarbyl or substituted hydrocarbyl group, preferably alkyl, monounsaturated alkenyl and polyunsaturated alkenyl groups, the softening active ingredient containing polyunsaturated alkenyl groups which are preferably at least about 3%, more preferably, when less about 5%, more preferable still, at least about 10% and, even better, at least about 15%, by weight of the total softening active ingredient present; the active ingredients containing, preferably, mixtures of R1 groups, especially within the individual molecules, and
also optionally, but preferably, the saturated R1 groups comprising branched chains, for example, of isostearic acid, for at least part of the saturated R1 groups, the total active ingredient
A represented by the branched chain groups are preferably about 5% to 90%, preferably about 10% to 70%, more preferably about 20% to 50%. [In preferred quaternary ammonium fabric softening compounds, and especially in DEQA, - (O) CR1 is derived from unsaturated fatty acid, for example, oleic acid and / or fatty acids and / or fatty acids
^ L partially hydrogenated, derived from animal fats, from vegetable oils and / or from partially hydrogenated vegetable oils, such as: canola oil, safflower oil, peanut oil, sunflower oil, soybean oil, corn oil, oil of tallow, rice bran oil, etc.]. [As used herein, the softening active ingredients of biodegradable fabrics,
similar ones, which contain ester ligatures, are referred to as "DEQA", which include
^ fc both the diester and the triester monoester compounds containing from 1 to 3, preferably 2 long chain hydrophobic groups. The corresponding amide softening active ingredients, and the mixed ester-amide softening active ingredients, may also contain from 1 to 3, of
Preference 2, long chain hydrophobic groups. These active fabric softening agents have the characteristic that they can be processed by conventional mixing means, at room temperature, at least
in the presence of about 15% solvent C, as described here further back]. The DEQAs herein may also contain a low level of fatty acid, which may be derived from an unreacted starting material, used to form the DEQA and / or as a by-product of any partial degradation (hydrolysis) of the active ingredient. softener, in the final composition. It is preferred that the level of free fatty acid be low, preferably less than about 10% and, more preferably, less than about 5%, by weight, the softening active ingredient.
PREFERRED PROCEDURE FOR PREPARING ACTIVE INGREDIENTS SOFTENERS
The fabric softening active ingredients of the present invention are preferably prepared by a process in which a chelator, preferably diethylenetriamine pentaacetate (DTPA) and / or an ethylene diamine N, N'-disuccinate, is added to the process. (EDDS). The resulting softening active ingredient has reduced discoloration and reduced malodor associated with it. The typical procedure comprises the steps of: a) providing a source of triglycerides and reacting the source of triglycerides to form a mixture of fatty acids and / or fatty acid esters; b) using the mixture formed from step (a) to react:
(1) under amidation conditions or conditions for forming an imidazoline, with one or more amines of the formula R2-N-R2-NR-R2-NR2, where R is hydrogen or an alkyl or hydroxyalkyl group of
A short chain, of 1 to 6 carbon atoms, benzyl or their mixtures;
more preferably, an alkyl group of 1 to 3 carbon atoms, most preferably methyl, ethyl, propyl or hydroxyethyl, with at least one R in each terminal nitrogen which is hydrogen; and wherein R2 is an alkylene group containing 1 to 4 carbon atoms, to form a mixture of fatty acid amides; or - ^ L (2) with ammonia at elevated temperature, to form a fatty amide, followed by further reaction to produce a nitrile and water release; then the nitrile is reacted with hydrogen, to a primary amine, under heat, pressure and catalyst, and the additional reaction converts the primary amine to the amine
desirable secondary school; m ± (c) quaternizing, if desired, the mixture of fatty acid amides or imidazolines, formed in step (b) (1), by reacting the mixture under quaternization conditions, with a quaternizing agent of the formula RX, where R is defined as in the
Step (b) and X is an anion compatible with the softener, preferably selected from the group consisting of chloride, bromide, methylisulfate, ethylsulfate, sulfate and nitrate, thereby forming a quaternary fabric softening active ingredient,
wherein at least step (c) is carried out in the presence of a chelating agent, selected from the group consisting of diethylenetriaminepentaacetic acid, ethylenediamine-N, N'-disuccinic acid and
^ fe its mixtures; or 5 for (b) (2), if the chloride quaternary is desired, the secondary amine is methylated with methyl chloride in the presence of caustic, to form the dialkyldimethylammonium chloride, which is described below or, alternatively, if The quaternary methylisulfate is desired, then the secondary amine is converted to a methyl tertiary amine, with formalin and hydrogen, in the presence of a
The catalyst and then the resulting methyl amine is quaternized with methyl chloride or dimethyl sulfate. The step of reacting the triglyceride source may further include reacting, in the presence of the chelating agent; step (b) may additionally include the presence of the chelating agent 15. The total amount of chelator added preferably is within the range of about 10 ppm to 5,000 ppm, more preferably, within the range of about 100 ppm to 2,500 ppm , by weight of the active ingredient softener formed, preferably the source of triglyceride is selected from the group consisting of animal fats, vegetable oils, vegetable oils
partially hydrogenated and their mixtures. More preferably, vegetable oil or partially hydrogenated vegetable oil, from the group consisting of canola oil, partially hydrogenated cane oil, safflower oil, partially hydrogenated safflower oil, peanut oil, is selected.
partially hydrogenated peanut oil, sunflower oil, partially hydrogenated sunflower oil, corn oil, partially hydrogenated corn oil, soybean oil, partially hydrogenated soybean oil,
At first distillation, partially hydrogenated first distillation oil, 5 rice bran oil, partially hydrogenated rice bran oil, and mixtures thereof. It is highly preferred that the triglyceride source be canola oil, partially hydrogenated canola oil and mixtures thereof. The process may also include the step of adding from 0.01% to 2% by weight of the composition, approximately, of an antioxidant compound, to
^ L any or all of steps (a), (b) or (c). The products of the above procedures are new materials. The present invention also includes a process for the preparation of a fabric softening premix composition. This method comprises preparing a fabric softening active ingredient, as
described above and mixing the fabric softener active ingredient which optionally contains a solvent faith low molecular weight, with a principal solvent having approximately ClogP of from 0.15 to 0.64, thereby forming a softening premix fabrics. The premix may comprise about 55% to 85% by weight of fabric softener active ingredient, and
about 10% to 30% by weight of a major solvent. The process may further comprise the step of adding a water-soluble, low molecular weight solvent selected from the group consisting of ethanol, isopropanol, propylene glycol, 1,3-propanediol, propylene carbonate,
Hexylene glycol and its mixtures, to the premix. Again the method may also include the step of adding about 0.01% to 2% by weight of the composition, of an antioxidant compound to any or all of the steps (a),
^ fc (b) or (c). The products of the above process are also new compositions. A process for preparing a softening composition fabrics comprising the steps of forming a premix as descpbe above, and the steps of forming a water seat by combining water and a mineral acid, and mixing the premix and the water seat with agitation , to form a
^ Q fabric softening composition. The process may additionally comprise one or more steps, which include the steps of adjusting the viscosity of the fabric softening composition with the addition of a calcium chloride solution, adding a chelating agent to the water seat and adding a perfume ingredient to the water seat. Premix, or preferably, to the final product. The products of
The above procedures are also new compositions. A The above procedures produce a fabric softener active ingredient with reduced coloration and malodor.
II.- THE MAIN SOLVENT SYSTEM 20 The compositions of the present invention comprise less than about 40%, preferably about 10% to 35%, more preferably, about 12% to about 25% and, even more preferably, about
14% to 20%, of the main solvent, by weight of the composition. Said main solvent is selected to minimize the odor impact of the solvent in the composition and to provide a low viscosity to the final composition. By
For example, isopopylic alcohol is not very effective and has a strong odor. The alcohol
n-propyl is more effective, but also has a distinctive odor. Several butyl alcohols also have odors, but they can be used for effective clarity / stability, especially when used as part of a main solvent system, to minimize their odor. Alcohols are also selected for their optimum stability at low temperature, which
^? it is capable of forming compositions that are liquid, with low acceptable viscosities, and translucent, preferably clear, up to about 4.4 ° C, and are capable of recovering after storage to about 6.7 ° C. The suitability of any major solvent for the formulation of liquid fabric softener compositions, concentrated, preferably
clear, of the present, with the required stability, is softantly
A selective. Suitable solvents can be selected based on their division coefficient (P) between octanol / water. The octanol / water partition coefficient of a principal solvent is the ratio between its equilibrium concentration in octanol and in water. The division coefficients of the main
The solvent ingredients of this invention are conveniently given in the form of their logarithm of base 10, logP. The logP of many ingredients has been reported, for example, the Pomona92 database, obtainable from Daylight Chemical Information Systems,
Inc. (Daylight CIS), Irvine, California, contains many, along with quotes from the original literature. However, the logP values are calculated very conveniently by the "CLOGP" program, also obtainable from
A Daylight CIS. This program also has a list of experimental logP 5 values, when they are available in the Pomona92 database. The "calculated logP" (ClogP) is determined by the fragmentary approximation of Hansch and Leo (see A. Leo, in Comprehensive Medicinal Chemistry, volume 4, C. Hansch, PG Sammens, JB Taylor, and CA Ramsden, editors, page 295 , Pergamon Press, 1990, inc. Here by reference). The focus or
: ^ fragmentary approximation is based on the chemical structure of each ingredient, and takes into account the numbers and types of atoms, the atomic connectivity and the chemical bond. The ClogP values, which are the most reliable and widely used estimates for this physicochemical property, are preferably used in place of the experimental logP values, in the selection of the main solvent ingredients that are useful in the present invention. Others
Methods that can be used to compute ClogP include, for example, the Crippen fragmentation method, which is described in J. Chem. Inf. Comput. Sci., 27, 21 (1987); the Viswanadhan fragmentation method, which is described in J. Chem. Inf. Comput. Sci., 29, 163 (1989), and the Broto method, which
is described in Eyur. J. Med. Chem ..- Chim. Theor., 19, 71 (1984). The major solvents herein are selected from those having a ClogP of about 0.15 to 0.64, preferably around 0.25 to 0.62 and, more preferably, about 0.40 to 0.60; being
said main solvent, preferably, asymmetric and, preferably, having a melting or solidification point that allows it to be liquid at or near room temperature. Solvents that have a low molecular weight and are
Biodegradable fc are also convenient for some purposes. The 5 most asymmetric solvents seem to be very convenient, while highly symmetrical solvents, which have a center of symmetry, such as 1, 7-heptanediol or 1,4-bis (hydroxymethyl) c-clohexane, appear to be unable to provide the compositions essentially clear when used alone, even if their ClgP values fall within the preferred range. You can select the
^ ü very suitable principal solvent determining whether a composition containing about 27% di (oleoyloxyethyl) dimethylammonium chloride, about 16 to 20% main solvent and about 4-6% ethanol, remains clear during storage around 4.4 ° C, and recovers from freezing at around -18 ° C. 15 Very preferred main solenoids can be identified
A for the appearance of the freeze dried, treatment compositions used for treating fabrics. These diluted compositions appear to have fabric softener dispersions that exhibit a more monolaminar appearance than conventional fabric softener compositions.
The closer they are to the mono-axial appearance, the better the compositions will seem to work. These compositions provide softer fabric softening compared to similar compositions, prepared in a conventional manner, with the same softening active ingredient.
of fabrics. The compositions also inherently provide improved perfume deposition, as compared to conventional fabric softening compositions, especially when the perfume is added to the fabrics.
^ fc compositions at room temperature or close to it. The main operable solvents are mentioned below under various listings, for example, aliphatic and / or alicyclic diols, with a given number of carbon atoms; the mono-oles, the glycerin derivatives, the alkoxylates of diols, and the mixtures of all the above. The preferred main solvents are in italics and the main solvents are very
Preferred, in bold type, The reference numbers are Chemical Abstracts record numbers (CAS No.) for those compounds that have such number.Novel compounds have an identified method, described below, that can be used for prepare the compounds Some inoperable main solvents are also included in the list that comes
later, for comparative purposes. However, solvents can be used
^ fc inoperable principal in admixture with operable principal solvents. The operable master solvents can be used to make the concentrated fabric softener compositions meet the stability / clarity requirements set forth herein. 2 Many diol main solvents having the same chemical formula can exist as many stereoisomers and / or optical isomers. Each isomer is usually assigned a different CAS number. For example, different isomers of 4-methyl-1,2-hexanediol are assigned at
minus the following CAS numbers: 146452-51-9, 146452-50-8, 146452-49-5, 146462-48-4, 123807-34-1, 123807-33-0, 123807-32-9 and 123807- 31-8. In the following listings, for simplicity, the list is
^^ chemical formula only with a CAS No. This description is only 5 for exemplification and is sufficient to allow the practice of the invention. The description is not limiting. Therefore, it should be understood that other isomers with other CAS numbers and their mixtures are also included. In the same sense, when a CAS number represents a molecule that contains some particular isotopes, for example, deuterium, tritium, carbon 13, etc., O. is understood to include materials that contain naturally distributed isotopes, and vice versa. The methods described for treating the solvents are fully described in the co-pending application of the same successor, Seventh No. 08 / 679,694, filed on July 11, 1996, in the name of E. H: Wahl, T. Trinh, EP Gosselink, JC Letton and MR Sivik, for
"Compound / Composition fabric softeners, leaving said incroborated
^ fc application in the present, by reference.
TABLE I MONO-OLES CAS No. n-propanol 71-23-8
2-butanol 15892-23-6
2-methyl-2-propanol 75-65-0
TABLE 11 DIOLES OF C6
Operable isomers CAS No
2,3-dimethyl-2,3-butanediol 76-09-5 2,3-dimethyl-1,2-butanediol 66553-15-9 3,3-dimethyl-1,2-butanediol 59562-82-2 2- metll-2, 3-pentanediol 7795-80 ^ 3-methyl-2,3-pentanediol 63521-37-9 4-methyl-2, 3-pentanediol 7795-79-1 2,3-hexanediol 617-30-1 3 , 4-hexanediol 992-17-8 2-ethyl-1,2-butanediol 66553-16-0 2-methyl-1,2-pentanediol 20667-06-4 3-methyl-1,2-pentanediol 159623-53- 7 4-methyl-1,2-pentanediol 72110-08-8 1, 2-hexanediol 6920-22-5
TABLE I DIOLES DE C7 Operable isomers CAS No
2-butyl-1,3-propanediol 2612-26-2 2,2-diethyl-1,3-propanediol 115-76-4 2- (1-methylpropyl) -1,3-propanediol 33673-01-7 2- (2-methylpropyl) -1,3-propanediol 26462-20-8 2-methyl-2-propyl-1,3-propanediol 78-26-2 2,3,3-trimetho-l, 2-butanediol Method B 2-ethyl-2-methyl-1,4-butanediol 76651-98-4 2-ethyl-3-methyl-1,4-butanediol 66225-34-1 2-propyl-1,4-butanediol 69- 246-68-3 2-isopropyl-1,4-butanediol 39497-66-0 2,2-dimethyl-1, 5-pentanediol 3121-82-2 2,3-dimethyl-1,5-pentanediol 81554-20- 3 2,4-dimethyl-1,5-pentanediol 212169-9 3,3-dimethyl-1,5-pentanediol 53120-74-4 2,3-dimethyl-2,3-pentanediol 6931-70-0 2,4 -dimethyl-2,3-pentanediol 66225-53-4 3,4-dimethyl-2,3-pentanediol 37164-04-8 4,4-dimethyl-2,3-pentanediol 89851-45-6 2,3 -dimethyl-3,4-pentanediol Method B 2-ethyl-1,5-pentanediol 14189-13-0
-methyl-1, 6-hexanediol 25258-92-8
3-methyl-1, 6-hexanediol 4089-71-8
2-methyl-2,3-hexanediol 59215-55-3
3-methyl-2,3-hexanediol 139093-40-6 -methyl-2,3-hexanediol 5-methyl-2,3-hexanediol Method B
2-methyl-3,4-hexanediol Method B
3-methyl-3,4-hexanediol 18938-47-1
1, 3-heptanediol 23433-04-7
1, 4-heptanediol 40646-07-9
1, 5-heptanediol 60096-09-5
1, 6-heptanodioi 13175-27-4
Preferred isomers 2-butyl-1,3-propanediol 2612-26-2
2-propyl-1,4-butanediol 62946-68-3
2-ethyl-1, 5-pentanediol 14189-13-0
2, 3-dimethyl-2,3-pentanediol 6931-70-0
2, 4-dimethyl-2,3-pentanediol 66225-53-4
3, 4-dimethyl-2,3-pentanediol 37164-04-8
4, 4-dimethyl-2,3-pentanediol 89851-45-6
2,3-Dimethyl-3,4-pentanediol Method B
2-methyl-1, 6-hexanediol 25258-92-8
3-methyl-1, 6-hexanediol 4089-71-8
1, 3-hßptanediol 23433-04-7
1, 4-heptanediol 40646-07-9
1, 5-heptanediol 60096-09-5
1, 6-heptanediol 13175-27-4
The most preferred isomers: 2,3-dimethyl-2,3-pentanediol 6931-70-0
2,4-dimethyl-2,3-pentanediol 66225-53-4
3,4-dimethyl-2,3-pentanediol 89851-45-6
4,4-dimethyl-2,3-pentanediol 89851-45-6
2,3-dimethyl-3,4-pentanedioI Method B
and its mixtures.
TABLE IV
ISOTHERS OF OCTANODIOL
DERIVATIVES OF PROPANODIOL
Chemical Name CAS No. Operable Isomers 2- (2-methylbutyl) -1,3-propanediol 87194-40-9 2- (1,1-dithmethylpropyl) -1,3-propanediol Method B 2- (1, 2 -dimethylpropyl) -1,3-propanediol) Method D 2- (1-ethylpropyl) -1,3-propanediol 25462-28-6
2- (1-methyl butyl) -1,3-propanediol 22131-29-9 2- (2,2-d.methylpropyl) -1,3-propanediol Method D 2- (3-methylbutyl) -1, 3- propanediol 25462-27-5 2-butyl-2-methyl-1,3-propanediol 3121-83-3 2-ethyl-2-methyl-1,3-propanediol 24765-55-7 2-etii-2-propyl- 1,3-propanediol 25450-88-8 2-methyl-2- (1-methylpropyl) -1,3-propanediol 813-60-5 2-metii-2- (2-methylpropyl) -1,3-propanediol 25462 -42-4 2-tert-butyl-2-methyl-1,3-propanediol 25462-45-7 More preferred isomers 2- (1,1-dimethylpropyl) -1,3-propanediol Method D 2- (1,2-dimethylpropyl) ) -1, 3-propanediol Method D 2- (1-ethylpropi!) -1,3-propanediol 25462-28-6 2- (2,2-dimethylpropyl) -1,3-propanediol Method D 2 -ethyl-2 -isopropyl-1,3-propanediol 24765-55-7 2-methyl-2 - (1-methylpropyl) -1,3-propanediol 813-60-5 2-methyl-2- (2-methylpropyl) -1,3-propanediol 25462-42-4 2-tert-butyl-2-methyl-1,3-propanediol 25462-45-7
BUTANODIOL DERIVATIVES
Operable isomers 2,2-diethyl-1,3-butanediol 99799-77-6 2- (1-methylpropyl) -1, 3-butanediol Method C 2-butyl-1,3-butanediol 83988-22-1 2-ethyl -2,3-dimethyl-1,3-butanediol Method D 2- (1,1-dimethylethyl) -1,3-butanediol 67271-58-3 2- (2-methylpropyl) -1, 3-butanediol Method C 2 -methyl-2-isopropyl-1,3-butanediol Method C 2-methyl-2-propyl-1,3-butanediol 99799-79-8 3-methyl-2-isopropyl-1,3-butanediol Method C 3-methyl -2-propyl-1,3-butanediol Method D 2,2-diethyl-1,4-butanediol Method H 2-methyl-2-propyl-1,4-butanediol Method H 2- (1-methylpropyl) -1, 4-butanediol Method H 2-ethyl-2,3-dimethyl-1,4-butanediol Method F 2-ethyl-3,3-dimethyl-1,4-butapodiol Method F 2- (1,1-dimethylethyl) -1 , 4-butanediol 36976-70-2 2- (2-methylpropyl) -1,4-butanediol Method F 2-methyl-3-propyl-1,4-butanediol 90951-76-1 3-methyl-2-isopropyl- 1,4-butanediol 99799-24-3 The preferred isomers:
, 2-diethyl-1,3-butanediol 99799-77-6 - (1-methylpropyl) -1,3-butanediol Method C -butyl-1,3-butanediol 83988-22-1-ethyl-2,3-dimethyl -1,3-Butanediol Method D - (1,1-dimethylethyl) -1,3-butanediol 67271-58-3 - (2-Methylpropyl) -1,3-butanediol Method C-methyl-2-isopropyl- 1,3-butanediol Method C-methyl-2-propyl-1,3-butanediol 99799-79-8-methyl-2-propyl-1,3-butanediol Method D, 2-diethyl-1,4-butanediol Method H -ethyl-2,3-dimethyl-1,4-butanediol Method F-ethyl-3,3-dimethyl-1,4-butanediol Method F - (1,1-dimethylethyl) -1,4-butanediol 36976-70- 2-methyl-2-isopropyl-1,4-butanediol 99799-24-3 isomers most preferred:
2- (1-methy1propyl) -1, 3-butanediol Method C 2- (2-methylpropyl) -1, 3-butanediol Method C 2-butyl-1,3-butanediol 83988-22-1 2-methyl- 2-propyl-, 3-butanediol 99799-79-8 3-metii-2-propyl-1,3-butanediol Method D 2,2-diethi, 4-butanediol Method H 2 -ethyl-2,3-dimethyl-1 , 4-butanediol Method F 2 -ethyl-3, 3-dimethyl-1,4-butanediol Method F 2- (1,1-dimethylethyl) -1,4-butanediol 36976-70-2
TRIMETHYLPENTANODIOL ISOMERS
Operable isomers: 2,2,3-trimethyl-1,3-pentanediol 35512-54-0 2,2,4-trimethyl-1,3-pentanediol 144-19-4 2,3,4-trimethyl-1,3 -pentanediol 116614-13-2 2,4,4-trimethyl-1,3-pentanediol 109387-36-2 3,4,4-trimethyl-l, 3-pentanediol 81756-50-5 2,3,3 -trimethyl-1, 4-pentanediol Method H 2,2,4-trimethyl-1,4-pentanediol 80864-10-4 2,3,3-trimethyl-1,4-pentanediol Method H 2,3,4-trimethyl -1,4-pentanediol 92340-74-4 3,3,4-trimethyl-1,4-pentanediol 16466-35-6
, 2,3-trimethyl-1,5-pentanediol Method F, 2,4-trimet-l-1, 5-pentanediol 3465-14-3, 3,3-trimethyl-1,5-pentanediol Method A, 3, 4-trimethyl-l, 5-pentanediol 85373-83-7, 3,3-trimethyl-2,4-pentanediol 24892-51-1, 3,4, -trimethyl-2,4-pentanediol 24892-52- Preferred isomers:, 2,3-trimethyl-1,3-pentanediol 35512-54-0, 2,4-trimethyl-1,3-pentanediol 144-19-4, 3,4-trimethyl-1, 3- pentanediol 116614-13-2, 4, 4-trimethyl-1,3-pentanediol 109387-36-2, 4, 4-trimethyl-1,3-pentanediol 81756-50-5, 2,3-trimethyl-1, 4 -pentanediol Method H, 2,4-trimethyl-1,4-pentanediol 80864-10-4, 3, 3-trimethyl-1,4-pentanediol Method F, 3,4-trimethyl-1,4-pentanediol 92340-74 -4, 3,4-trimethyl-1, 4-pentanediol 16466-35-6, 2, 3-trimethyl-1,5-pentanediol Method A, 2,4-trimethyl-1,5-pentanediol 3465-14 -3, 3, 3-trimethyl-1,5-pentanediol Method A, 3,4-trimethyl-2,4-pentanediol 24892-52-2 os Most preferred isomers:, 3,4-trimetiM, 3-pentanediol 116615- 13-2
2,3,4-trimetiM, 4-pentanediol 92349-74-4 2,3,3-trimetiM, 5-pentanediol Method A 2,2,4-trimethyl-1,5-pentanediol 3465-14-3 2,3 , 3-trimethyl-1,5-pentanediol Method A
ISOTHERS OF ETILMETILPENTANODIQL
Operable isomers 2-ethyl-2-methyl 1-1, 3-pentanediol Method C 2-etii-3-methyl, 1,1-pentanediol Method D 2-ethyl-4-methyl 1,1-pentanediol 148904-97-6 3-ethyl-2-methyl 1-1, 3-pentanediol 55661-05-7 2-ethyl-2-methyl-1,3-pentanediol Method H 2-ethyl-3-methyl! 1-1, 3-pentanediol Method F 2-et? L-4-methyl-1,4-panthenol Method G 3-ethyl-2-methyl 1-1, 4-pentanediol Method F 3-ethyl-3-methyl L1-1, 4-pentanediol Method F 2-ethyl-2-met!! 1-1, 5-pentanediol Method F 2-ethyl-3-methyl 1,1-pentanediol 54886-83-8 2 -ethyl-4-methylene [l-1,5-pentanediol Method F 3-ethyl-3-methyl-1,5-pentanediol 57740-12-2 3-ethyl-2-methyl-2,4- pentanediol Method G
The most preferred Isomers:
-ethyl-2-methyl-1,3-pentanediol Method C 2-ethyl-3-methyl-1,3-pentanedioi Method D 2-ethyl-4-methyl-l, 3-pentanediol 148904-97-6 3-ethyl -2-methyl -1,3-pentanediol 55661-05-7 2-ethyl-2-methyl -1,4-pentanediol Method H 2-ethyl-3-methyl-1,4-pentanediol Method F 2-ethyl-4 -methyl -1, 4-pentanediol Method G 3-ethyl-3-methyl-1,5-pentanediol 57740-12-2 3-ethyl-2-methyl-2,4-pentanediol Method G
ISOPHERES OF PROPILPENTANODIOL
2-isopropyl-1,3-pentanediol Method D 2-propyl-1,3-pentanediol Method C 2-isopropyl-1,4-pentanediol Method H 2-propyl-1,4-pentanediol Method H 3-isopropyl-1, 4-pentanediol Method H 3-propyl-2,4-pentanediol Method C
ISOMMERS OF DIMETILHEXANODIOL
Operable isomers: 2,2-dimetii-1, 3-hexanediol 22006-96-8 2,3-dimethyl-1,3-hexanediol Method D 2,4-dimethyl-1,3-hexanediol 78122-99-3 2, 5-dimethyH, 3-hexanediol Method C 3,4-d? Methyl-1,3-hexanedione Method D 3,5-dimethyl-1,3-hexanediol Method D 4,4-dimethyl-1,3-hexanediol Method C 4,5-dimethyl-1,3-hexanediol Method C 2,2-dimethyl-1,4-hexanediol Method F 2,3-d? Methylene-1,4-hexanediol Method F 2,4-Dimeti-1 , 4-hexanodioi Method G 2,5-dimet? L-1,4-hexanediol 22417-60-3
, 3-dimethyl-1,4-hexanediol Method F, 4-dimethyl-1,4-hexanediol Method E, 5-dimethyi-1,4-hexanediol Method H, 5-dimethyl-1,4-hexanediol Method E, -dimethyl-1,4-hexanediol 38624-38-3, 2-dimethyl-1,5-hexanediol Method A, 3-dimethyl-1,5-hexanediol 62718-05-2, 4-dimethyl-1,5-hexanediol 73455-82-0, 5-dimethyl-, 5-hexanediol 58510-28-4, 3-dimethyl-1,5-hexanediol 41-735-99-6, 4-dimethyl-1,5-hexanediol Method A, 5 -dimethyl-1,5-hexanediol Method G, 5-dimethyl-1,5-hexanediol Method F, 2-dimethyl-1,6-hexanediol 13622-91-8, 3-dimethyl-1,6-hexanediol Method F, 4-dimethyl-1,6-hexanediol Method F, 5-dimethyl-1,6-hexanediol 49623-11-2, 3-dimethyl-1,6-hexanediol Method F, 4-dimethyl-1,6-hexanediol 65363- 45-3, 3-dimethyl-2,4-hexanediol 26344-17-2, 4-dimethyl-2,4-hexanediol 29649-22-7, 5-dimethyl-2,4-hexanediol 3899-89-6, 3 -dimethyl- • 2,4-hexanediol 42412-51-1
, 4-dimet? L-2,4-hexanediol 90951-83-0, 5-dimethyl-2,4-hexanediol 159300-34-2, 5-dimethyl-2,4-hexanediol Method D 5,5-dimethyl- 2,4-hexanedione 108505-10-8, 3-dimethyl-2,5-hexanediol Method G 2,4-dimethyl-2,5-hexanediol Method G 2,5-dimethyl-2,5-hedanediol 110- 03-2 3,3-dimethyl-2,5-hexanediol Method H 3,4-dimethyl-2,5-hexanedione 99799-30-1 3,3-dimethyl-2,6-hexanediol Method A Most preferred isomers :
, 2-dimeti, 3-hexanediol 22006-96-8, 3-dimethyl-1, 3-hexanediol Method D, 4-dimethyl-1,3-hexanediol 78122-99-3, 5-dimethyl-1,3-hexanediol Method C, 4-dimeti! -1, 3-hexanediol Method D, 5-dimethyl-1,3-hexanediol Method D, 4-dimethyl-1,3-hexanediol Method C, 5-dimethyl-1,3-hexanediol Method C, 2-dimethyl-1,4-hexanediol Method H, 3-dimethyl-1,4-b-xanodiol Method F, 4-dimethyl-1,4-hexanediol Method G, 5-dimethyl-1,4-hexanediol 22417 -60-3, 3-dimethyl-1,4-hexanediol Method F, 4-dimethyl-1,4-hexanediol Method E, 5-dimethyl-1,4-hexanediol Method H, 5-dimethyl-1, 4 -hexanediol Method E, 5-dimethyl-1,4-hexanediol 38624-38-3, 2-dimethyl-1,5-hexanediol Method A, 3-dimethyl-1,5-hexanediol 62718-05-2, 4-dimethyl -1, 5-hexanedioi 73455-82-0, 5-dimethyl-1,5-hexanediol 58510-28-4, 3-dimethyl-1,5-hexanediol 41736-99-6, 4-dimeti-1, 5- hexanediol Method A
3,5-dimetiM, 5-hexanediol Method G 4,5-dimethyl-1,5-hexanediol Method F 3,3-dimethyl-2,6-hexanediol Method A
ISOTHERS OF ETHYL ETHANODIOL
Most preferred isomers: 2-ethyl-1,3-hexanediol 94-96-2 4-ethiM, 3-hexanediol Method C 2 -ethyl-1,4-hexanediol 148904-97-6 4-ethyl-1,4-hexanediol 1113-00-4 2-ethyl-1, 5-hexanediol 58374-34-8 3-ethi-2,4-hexanediol! Method C 4-Ethyl-2,4-hexanediol 33683-47-5 3-ethyl-2, 5-hexanediol Method F
ISOTHERS OF METILHEPTANODIOL
Operable isomers: 2-methy1-, 3-heptanediol 109417-38-1 3-methyl-1,3-heptanediol 165326-88-5 4-methyl-1,3-heptanediol Method C
-methyl-1,3-heptanediol Method D-methyl-1,3-heptanediol Method C-methyl-1,4-heptanediol 15966-03-7-methyl-1,4-heptanediol 7748-38-1-methyl-1 , 4-heptanediol 72473-94-0 -methyl-1, 4-heptanediol 63003-04-3 -methyl-1,4-heptanediol 99799-25-4-methyl-1, 5-heptanediol 141605-00-7 -methyl-1,5-heptanediol Method A -methyl-1,5-heptanediol Method A-methyl-1,5-heptanediol 99799-26-5-methyl-1,5-heptanediol 57750-00-8-methyl-1 , 6-heptanediol 132148-22-2-methyl-1,6-heptanediol Method G-methyl-1,6-heptanediol 156307-84-5-methyl-1,6-heptanediol Method A-methyl-1,6-heptanediol 5392-57-4 -methyl-2,4-heptanediol 38836-26-9 -methyl-2,4-heptanediol 6964.-04-1 -methyl-2,4-heptanediol 165326-87-4 -metiI-2, 4-heptanediol Method C-methyl-2,4-heptanediol 79356-95-9-methyl-2,5-heptanediol 141605-02-9
3-methyl-2,5-heptanediol Method G 4-methyl-2,5-heptanediol 156407-38-4 5-methyll-2,5-heptanediol 148843-72-5 6-methyl-2,5-heptanediol 51916- 46-2 2-methyl-2,6-heptanediol 73304-48-0 3-met? L-2,6-heptanediol 29915-96-6 4-methyl-2,6-heptanediol 106257-69-6 3-methyl -3,4-heptanediol 18938-50-6 2-methyl-3,5-heptanediol Method C 3-methyl-3,5-heptanediol 99799-27-6 4-methyl-3,5-heptanediol 156407-37 -3
Most preferred isomers: 2-methyl-1,3-heptanediol 109417-38-1 3-methylene-1,3-heptanediol 165326-88-5 4-methyl-1,3-heptanediol Method C 5 -methyl-1 , 3-heptanediol Method D 6-methyl-1,3-heptanediol Method C 2-methyl-1,4-heptanediol 15966-03-7 3-methyl-1,4-heptanediol 7748-38-1 4-methyl-1 , 4-heptanediol 72473-94-0 5-methyl-1, 4-heptanediol 63003-04-3 6-methyl-1,4-heptanediol 99799-25-4
141605-00-7 Method A Method A 99799-26-5 57740-00-8 13248-22-2 Method G 156307-84-5 Method A 5392-57-4 38836-26-9 6964-04-1 165326- 87-4 Method C 141605-02-9 Method H 146407-38-4 148843-72-5 5191-6-46-2 73304-48-0 29915-96-6 106257-69-6 18938-50-6
2-methyl-3,5-heptanediol Method C 4-methyl-3,5-heptanediol 156407-37-3
ISOTHERS OF OCTANODIOL
Most preferred isomers: 2,4-octanediol 90162-24-6
2,5-octanediol 4527-78-0
2,6-octanediol Method A
2,7-octanediol 19686-96-5
3,5-octanediol 24892-55-5
3,6-octanediol 24434-09-1
TABLE V NONANODIOL ISOMERS
Chemical Name CAS No. Preferred isomers: 2,3,3,4-tetramethyl-1,4-pentanediol 19424-43-2 Operable isomers: 3-tert-butyl-2,4-pentanediol 142205-14-9
2,5,5-trimethyl-2,4-hexanediol 97460-08-7 3,3,4-trimethyl-2,4-hexanediol Method D 3,3,5-trimethyl-2,4-hexanediol 27122-58- 3 3,5,5-trimethyl- • 2,4-hexanediol Method D 4,5,5-trimethyl-2,4-hexanediol Method D 3,3,4-Trimethyl-2,5-hexadiole Method H 3, 3,5-trimethyl-2,5-hexanediol Method G
TABLE VI
ALKYLLGLYCERYLIC ETHERS, DKHYDROXYCHYLICAL ETHERIES) AND ARILGLYCERYLIC ETHERIES
Preferred mono-glycerol ethers and their derivatives: 3- (Butyloxy) -1,2-propanediol tri-ethoxylated 3- (butyloxy) -1,2-propanediol tetraethoxylate More preferred mono-glycerol ethers and their CAS-derived derivatives 3- (n- pentyloxy) -1, 2-propanediol 22636.32.4
3- (2-pentyloxy-1,2-propanediol 3- (3-pentyloxy) -1,2-propanediol 3- (2-methyl-1-butyloxy) -1,2-propanediol 3- (iso-amyloxy) -1, 2-propanediol 3- (3-metii-2-butyloxy) -1,2-propanediol 3- (cyclohexyloxy) -1,2-propanediol
- (1-cyclohex-1-enioxy) -1,2-propanediol - (pentyloxy) -1,3-propanediol - (2-pentiioxy) -1,3-propanediol - (3-pentyloxy) -1,3-propanediol - (2-methyl-1-butyloxy) -1,3-propanediol - (isoamyloxy) -1,3-propanediol - (3-methyl-2-butyloxy) -1,3-propanediol - (cyclohexyloxy) -1,3 -propanediol 2- (1-cyclohex-1-enyloxy) -1,3-propanediol 3- (butyloxy) -1,2-propanediol pentaethoxy-side 3-. { butyloxy) -1, 2-propanediol, hexaethoxylate 3- (butyloxy) -1,2-propanediol heptaethoxy-side 3- (butyloxy) -1,2-propanediol octaethoxylate 3- (butyloxy) -1, 2 -propanediol nonaethoxylated 3- (butyloxy) -1,2-propanediol monopropoxy-side 3- (butyloxy) -1,2-propanediol dibutyleneoxy-side 3- (butyloxy) -1,2-propanediol tributylen-oxylated Di (hydroxyalkyl) ethers most preferred: Bis (2-hydroxybutyl) ether Bis (2-hydroxycyclopentyl) ether
AROMATIC GLICERILIC ETHERS
Operable aromatic qlyceryl ethers: 3-phenyloxy-1,2-propanediol 3-benzyloxy-1,2-propanediol 3- (2-phenylethioxy) -1,2-propanediol 3- (1-phenyl-2-propanyloxy) -1, 2-propanediol 2-phenyloxy-1,3-propanediol 2- (m-cresyloxy) -1,3-propanediol 2- (p-cresyloxy) -1,3-propanediol 2-benzyloxy-1,3-propanediol 2 (2-phenylethyloxy) -1,3-propanediol 2- (1-phenylethyloxy) -1,3-propanediol Preferred aromatic qyleryl ethers: 3-phenyloxy-1,2-propanediol 3-benzyloxy-1,2-propanediol 3- ( 2-phenylethyloxy) -1,2-propanediol 2- (m-cresyloxy) -1,3-propanediol 2- (p-cresyloxy) -1,3-propanediol 2-benzyloxy-1,3-propanediol 2- (2- phenylethyloxy) -1,3-propanediol Preferred aromatic qyleryl ethers:
3-Phenyloxy-1,2-propanedioi 3-benzyloxy-1,2-propanediol 3- (2-phenylethyloxy) -1,2-propanediol 2- (m-cresyloxy) -1,3-propanediol 2 (p-cresyloxy) -1,3-propanediol 2- (2-phenylethyloxy) -1,3-propanediol
TABLE Vil ALICICLIC DIOLS AND THEIR DERIVATIVES
1,3-cyclooctanediol 101935-36-8
1,4-cyclooctanediol 739082-04-4
1, 5-cyclooctanediol 23418-82-8
1,2-Cyclohexanedithol-1,2-cyclohexanediol-1,2-cyclohexanediol tetraethoxylate 1,2-cyclohexanediol 1,2-cyclohexanediol pentaethoxylate 1,2-cyclohexanediol Heptaethoxylate 1,2-cyclohexanediol Octaethoxylate 1,2-cyclohexanediol cyclohexanediol 1,2-cyclohexanediol Nonaethoxylate 1,2-cyclohexanediol monopropoxylate 1,2-cyclohexanediol monobutylene oxide 1,2-cyclohexanediol dibutylexylate 1,2-cyclohexanediol tributyleneoxy Chemical name CAS-No.
Cyclic diols and most preferred derivatives
-isopropyl-1, 2-cyclobutanediol 59895-32-8 -etiI-4-methyl-1,2-cyclobutanediol-propyl-1,2-cyclobutanediol-isopropyl-1,2-cyclobutanediol 42113-90-6
-ethyl-1, 2-cyclopentanediol 67396-17-2, 2-dimethyl-1,2-cyclopentanediol 33046-20-7, 4-dimethyl-1,2-cyclopentanedioi 89794-56-9, 3-dimet L-1, 2-cyclopentanediol 89794-57-0, 4-dimethyl-1,2-cyclopentanediol 70051-69-3, 5-dimethio-1,2-cyclopentanediol 89794-58-1-ethyl-1,2-cyclopentanediol , 4-dimethyl-1,2-cyclopentanediol 70197-54-5-ethyl-1, 2-cyclopentanediol
, 1-bis (hydroxymethyl) cyclohexane 2658-60-8, 2-bis (hydroxymethyl) cyclohexane 76155-27-6, 2-dimethyl-1,3-cyclohexanediol 53023-07-7, 3-bis (hydroxymethyl) cyclohexane 13022 -98-5-hydroxy-cyclohexanemethanol 15753-47-6-methyl-1,2-cyclohexanediol 52718-65-7 -hydroxymethylcyclohexane! -methyl-1, 2-cyclohexanediol 23477-91-0
4,4-dimethyl-1,3-cyclohexanediol 14203-50-0 4,5-dimethyl-1,3-cyclohexanediol 4,6-dimethyl-1,3-cyclohexanedioi 16066-66-3 4-ethyl-1, 3 -cyclohexanediol 4-hydroxyethyl-1-cyclohexanol 4-hydroxymethylcyclohexane I 33893-85-5 4-methyl-1,2-cydohexanediol 23832-27-1
1, 2-cycloheptanediol 108268-28-6
1,2-Cyclohexanediol Pentaethoxylate 1,2-cyclohexanediol Hexaethoxy 1,2-cyclohexanediol Heptaethoxy 1,2-Cyclohexanediol Octaethoxy 1,2-Cyclohexanediol Nonaethoxy 1,2-Cyclohexanediol Monopropoxylate 1,2-Cyclohexanediol Dibutyleneoxylate
The unsaturated alicyclic diols include the following known unsaturated alicyclic diols:
DIOLES ALICICLICQS INSATURADQS OPERABLES
3-cyclooctene-1,2-diol 170211-27-5 4-cyclooctene-1,2-diol 124791-61-3 5-cyclooctene-1,2-diol 117468-07-2
TABLE Vlll ALCOXYLED DERIVATIVES OF DIOL FROM 3 TO 7 ATOMS OF CARBON
In the following tables, "EO" means polyethoxylates, ie, - (CH2CH20) nH; Me-En means methyl-capped polyethoxylates - (CH2CH20) nCH3; "2 (Me-En)" means 2 required Me-En groups; "PO" means polypropoxylates (CH (CH3CH20) nH; "BO" means polybutyleneoxy groups (CH (CH2CH3) CH20) nH; and "p-BO" means poly (n-butyleneoxy) groups or poly (tetramethylene) oxy groups - (CH2CH2CH20) nH The indicated alkoxylated derivatives are all operable and those which are preferred are in the bold type, and are mentioned in the second line The typical, non-limiting synthesis methods for preparing the alkoxylated derivatives are given in the application in process, previously listed here by reference.
TABLE VIIIA
(a) The number of alkoxylated groups indicated in this and in the following f tables Vlll, are all operable; the generic limits being listed in the first line, and those that are preferred in bold type and 5 mentioned in the second line. (b) The numbers in this column are average numbers of groups (CH20H2O) in the polyethoxylated derivative. (c) The numbers in this column are average numbers of groups A (CH20H2O) in the polyethoxylate substituent crowned with methyl in each
derivative. (d) The numbers in this column are average numbers of groups (CH2CH20) in each of the two methyl-capped polyethoxylate substituents in each derivative. (e) The numbers in this column are average numbers of groups f (0H (CH3) CH2O) in the polypropoxylated derivative. (f) The numbers in this column are average group numbers (CH2CH2CH2CH20) in the polytetramethyleneoxylated derivative. (g) The numbers in this column are average numbers of groups (CH (CH2CH3) CH20) in the polybutoxyl derivative. twenty
TABLE VIIIB
(a) The number of alkoxylated groups indicated in this table are all operable; the generic limits are listed in the first line, and those that are preferred in bold type and mentioned in the second line.
(b) The numbers in this column are average numbers of groups (CH2CH20) in the polyethoxylated derivative. (c) The numbers in this column are average group numbers (0H2CH2O) in the methyl-capped polyethoxylate substituent in each derivative. (d) The numbers in this column are average numbers of groups (CH2CH20) in each of the two methyl-capped polyethoxylate substituents in each derivative. (e) The numbers in this column are average numbers of groups (CH (CH3) CH20) in the polypropoxylated derivative. (f) The numbers in this column are average group numbers (0H2CH2CH2CH2O) in the polytetramethyleneoxylated derivative. (g) The numbers in this column are average numbers of groups (CH (CH2CH3) CH20) in the polybutoxyl derivative.
TABLE VIIIC
I (ce) 1 I I I I I
(a) The number of alkoxylated groups indicated in this table are all operable; the generic limits are listed in the first line, and those that are preferred in bold type and mentioned in the second line. (h) The numbers in this column are average numbers of groups (CH2CH20) in the polyethoxylated derivative. (i) The numbers in this column are average numbers of groups (CH2CH20) in the methyl-capped polyethoxylate substituent in each derivative. 0) The numbers in this column are average numbers of groups (0H2CH2O) in each of the two methyl-capped polyethoxylate substituents, in each derivative, (k) The numbers in this column are average numbers of groups
(CH (CH3) CH20) in the polypropoxylated derivative. (I) The numbers in this column are average numbers of groups
(CH2CH2CH2CH20) in the polytetramethyleneoxylated derivative. (m) The numbers in this column are average numbers of groups
(CH (CH2CH3) CH20) in the polybutoxylated derivative.
TABLE VIIID
(a) The number of alkoxylated groups indicated in this table are all operable; the generic limits are listed in the first line, and those that are preferred in bold type and mentioned in the second line.
(b) The numbers in this column are average numbers of groups (0H2CH2O) in the polyethoxylated derivative. (c) The numbers in this column are average numbers of groups (CH2CH20) in the methyl-capped polyethoxylate substituent in each derivative. (e) The numbers in this column are average numbers of groups
(CH (CH3) 0H2O) in the polypropoxylated derivative. (f) The numbers in this column are average numbers of groups (CH2CH2CH2CH2?) in the polytetramethyleneoxylated derivative. (g) The numbers in this column are average numbers of groups (CH (CH2CH3) CH20) in the polybutoxyl derivative.
TABLE VIIIE
(d) The number of alkoxylated groups indicated in this table are all operable; the generic limits are listed in the first line, and those that are preferred in bold type and mentioned in the second line. (e) The numbers in this column are average numbers of groups (0H2CH2O) in the polyethoxylated derivative. (f) The numbers in this column are average numbers of groups (0H2CH2O) in the methyl-capped polyethoxylate substituye in each derivative. (e) The numbers in this column are average numbers of groups
(CH (CH3) CH20) in the polypropoxylated derivative. (f) The numbers in this column are average numbers of groups
(CH2CH2CH2CH20) in the polytetramethylethylated deposit. (g) The numbers in this column are average numbers of groups (0H (CH2CH3) CH2O) in the polybutoxyl derivative.
TABLE IX AROMATIC DIOLES
Suitable aromatic diols include: Chemical Name Operable Aromatic Pioles CAS-No.
1-Phenyl-1,2-ethanediol 93-56-1 1-Phenol-1,2-propanediol 1855-09-0 2-Phenol-1,2-propanediol 87760-50-7 3-Phen? l-1, 2-propanediol 17131-14-5 1 - (3-methylphenyl) -1, 3-propanediol 51699-43-5 1- (4-methylphenyl) -1,3-propanediol 159266-06-5 2- methyl-1-phenyl-1,3-propanediol 139068-60-3 1-phenyl-1,3-butanediol 118100-60-0 3-fep-1, 1,3-butanediol 68330-54-1 1 - phenyl-1,4-butanediol 136173-88-1 2-phenyl-1,4-butanediol 95840-73-6 1-phenyl-2,3-butanediol 169437-68-7 Preferred aromatic diols: 1-phenyl-1, 2-ethanediol 93-56-1 1-phenyl-1,2-propanediol 1855-09-0 2-f-enyl-1,2-propanediol 87760-50-7 3-phenyl-1,2-propanediol 17131-14- 5
1- (3-Methyphenyl) -1,3-propanediol 51699-43-5
1- (4-methylphenyl) -1,3-propanediol 159266-06-5
2-methyl-1-phenyl-1,3-propanediol 139068-60-3
1 - . 1 - . 1 - . 1-phenyl-1,3-butanediol 118100-60-0
3-phenyl-1,3-butanediol 68330-54-1
1-phenyl-4-butanediol 136173-88-1
More preferred aromatic diols: 1-phenyl-1,2-propanediol 1855-09-0
2-phenyl-1,2-propanedio! 87760-50-7
3-phenyl-1,2-propanediol 17131-14-5
1 - (3-methyl-phenyl) -1,3-propanediol 51-699-43-5
1- (4-methylphenol!) - 1,3-propanediol 159266-06-5
2-methyl-1-phenyl-1,3-propanediol 139068-60-3"
3-phenyl-1,3-butanediol 68330-54-1
1-phenyl-1,4-butanediol 136173-88-1
X.- the main solvents which are homologs or analogs of the above structures, where the total number of hydrogen atoms is increased by the addition of one or more additional CH2 groups; the total number of hydrogen atoms being maintained at the same number by introducing double bonds, they are also useful, the examples include the following known compounds:
TABLE X EXAMPLES OF UNSATURATED COMPOUNDS
Operable unsaturated diols: 2,2-di-2-propenyl-1,3-propanediol 55038-13-6 2- (1-pentenyl) -1,3-propanediol 138436-18-7 2- (2 -met? l-2-propen? l) -2- (2-propenyl) -1,3-propanediol 121887-76-1 2- (3-methyl-1-buten? l) -1,3-propanediol 138436 -17-6 2- (4-pentenyl) -1, 3-propanediol 73012-46-1 2-eti [-2- (2-methyl-2-propenyl) -1, 3-propane-diol 91367 -61-2 2-ethyl-2- (2-propenyl) -1,2-propanediol 27606-26-4 2-methyl-2- (3-methyl-3-butenyl) -1,3-propane-diol 132130 -95-1
2,2-diallyl-1,3-butanediol 103985-49-5
2- (1-ethyl-1 -propen? L) -1,3-butanediol 116103-35-6
2- (2-butenyl) -2-methyl-1,3-butanediol 92207-83-5
2- (3-methyl-2-buten? L) -1, 3-butanediol 98955-19-2
2-ethyl-2- (2-propenyl) -1, 3-butanediol 122761-93-7
2-methyl-2- (1-methyl-2-propenyl) -1, 3-butanediol 141585-58-2
2,3-bis (1-methylethylidene) -1,4-butanediol 52127-63-6
2- (3-methyl-2-butenyl) -3-methylene-1,4-butanediol 115895-78-8
2- (1,1-dimethylpropyl) -2-butene-1,4-diol 91154-01-7
2- (1-methylpropyl) -2-butene-1,4-diol 91154-00-6
-butyl-2, butene-1,4-diol 153943-66-9 -etenii-3-et? l-1,3-pentanod? ol 104683-37-6 -etenyl-4,4-dimetii-1, 3 -pentanediol 143447-08-9 -methyl-2- (2-propenyl) -1,4-pentanediol 139301-86-3 - (1-propen? l) -1,5-pentanediol 84143-44-2 - (2 -propenyl) -1, 5-pentanediol 134757-01-0 -ethyl iden-3-methyl-1, 5-pentanod? ol 42178-93-8-propylidene-1, 5-pentanediol 58203-50-2-ethylidene- 2,4-dimet? L-2,4-pentanediol 88610-19-9 - (1,1-dimethyethyl) -4-pentene-1,3-diol 109788-04-7-ethyl-2,3-dimethyl- 4-pentene-1,3-diol 90676-97-4
-ethyl-2-meth? len-1, 4-hexanediol 66950-87-6, 3,5-trimethyl-1, 5-hexadiene-3,4-diol 18984-03-7-ethyl-3-methyl-1 , 5-hexadiene-3,4-diol 18927-12-3 - (1-methylethyl) -1,5-hexanediol 96802-18-5 -etenyl-1,6-hexanediol 66747-31-7, 5-dimethyl- 1-hexene-3,4-diol 169736-29-2, 5-dimethyl-1-hexene-3,4-diol 120191-04-0-ethenyl-2,5-dimethyl-2-hexene-1, 5- diol 70101-76-7-ethenyl-2,5-dimethyl-3-hexene-1,6-diol 112763-52-7-ethyl-3-hexene-1,6-diol 84143-45-3, 4-dimethyl -3-hexene-1, 6-diol 125032-66-8
, 5-dimethyl-4-hexene-2,3-diol 13295-61-9, 4-dimethyl-4-hexene-2,3-diol 135367-17-8 - (2-propen? I) -5-hexene -1, 3-diol 74693-24-6, 3-dimethyl-5-hexene-2,3-diol 154386-00-2, 4-d? Met? L-5-hexene-2,3-diol 135096- 13-8, 5-dimet? L-5-hexene-2,3-diol 134626-63-4-ethenyl-2,5-dimethyl-5-hexene-2,4-diol 155751-24-9
-methyl-5-methylene-1,4-heptanediol 100590-29-2, 3-dimethyl-1,5-heptadiene-3,4-diol 18927-06-5, 5-dimethyl-1,5-heptadiene-3 , 4-diol 22607-16-5, 5-dimethyl-1, 5-heptadiene-3,4-diol 18938-51-7, 6-bis (methylene) -1, 7-heptanediol 139618-24-9 -methylene -1, 7-heptanediol 71370-08-6, 4-dimethyl-1-heptene-3,5-diol 155932-77-7, 6-dimethyl-1-heptene-3,5-diol 132157-35-8 - ethenyl-5-methyl-1-heptene-3,5-diol 61841-10-9, 6-dimethyl-1-heptene-3,5-diol 109788-01-4, 6-dimethyl-2,4-heptadiene- 2,6-diol 102605-95-8, 4-dimethyl-2,5-heptadiene-1,7-diol 162816-29-5, 5,5-trimethyl-1,6-heptadiene-1,4-diol 115346 -30-0, 6-dimethyl-2-heptene-1,4-diol 103867-76-1-ethyl-2-heptene-1,5-diol 104683-39-8
-methyl-2-heptene-1,7-d? ol 74868-68-1, 6-dimet? l-3-heptene-1,5-diol 147028-45-3-methyl-6-methylene-3 heptyne-1, 7-diol 109750-55-2, 4-dimethyl-3-heptene-2,5-diol 98955-40-9, 5-dimethyl-3-heptene-2,5-diol 24459-23- 2, 6-dimet? L-3-heptene-2,6-diol 160524-66-3, 6-dimethyl-3-heptene-2,6-diol 59502-66-8, 4-dimet? L-5- heptet-1, 3-diol 123363-69-9, 6-dimethyl-5-heptene-1,3-diol 96924-52-6, 6-dimethyl-5-heptene-1,4-dioi 106777-98-4 , 6-dimet? L-5-hepteno-1,4-diol 106777-99-5, 3-dimet? L-5-hepteno-2,4-diol 104651-56-1, 2-dimethyl-6-heptene -1, 3-diol 14192-39-8 - (2-propenyl) -6-heptene-1,4-diol 1727-87-3, 6-dimethyl-6-heptene-1,4-diol 152344-16- 6, 4-dimethyl-6-heptene-1,5-diol 74231-27-9-ethylidene-6-methyl-6-heptene-1,5-diol 91 139-73-0- (2-propenyl) -6 heptyne-2,4-diol 101536-76-8, 5-dimethyl-6-heptene-2,4-diol 98753-77-6, 6-dimethyl-6-heptene-2,5-diol 134876-94- 1-ethenyl-4-methyl-6-heptene-3,5-diol 65757-31-5
-methylene-1, 3-octanodioi 108086-78-8
, 6-dimethyl-1, 6-octediene-3,5-d? Ol 91140-06-6, 7-dimet? L-1, 6-octediene-3,5-diol 75654-19-2, 6-dlmet l-1, 7-octadiene-3,6-diol 51276-33-6, 7-dimethyl-1, 7-octadiene-3,6-diol 26947-10-4, 6-dimethyl-1, 7-octad ? ene-3,6-d? ol 31354-73-1-ethenyl-1-ketene-3,6-diol 65757-34-8, 7-dimethyl-2,4,6-octatriene-1,8-diol 162648-63-7, 7-dimethyl-2,4-octadiene-1, 7-diol 136054-24-5, 6-dimet? L-2,5-octadiene-1, 7-d? Ol 91149-07- 7,7-dimethyl-2,5-octadlene-1, 7-dιol 117935-59-8, 7-d? Methyl-2,6-octadiene-1,4-diol (Rosiridol) 101391-01-9 -methyl-2,6-octadiene-1, 8-diol 149112-02-7, 7-dimethyl-2,7-octadiene-1,4-diol 91140-08-8, 6-dimethyl-2,7-octadiene -1, 5-diol 91140-09-9, 6-dimet? L-2,7-octadiene-1,6-d? Ol (8-hydroxylinalooi) 103619-06-3, 7-dimethyl-2,7- octad? ene-1, 6-dioi 60250-14-8-ketene-1, 4-diol 40735-15-7, 7-2-octene-1, 7-diol 73842-94-2-methyl-6-methylene -2-octene-1, 7-diol 91140-16-8, 7-dimethyl-3,5-octadiene-1,7-diol 62875-09-6, 7-dimethyl-3,5-octadiene-2,7 -diol 7177-18-6 -methylene-3,5-octanediol 143233-15-2 , 6-dimethyl-3,7-octadiene-1,6-diol 127446-29-1
, 7-dimethyl-3,7-octadiene-2,5-diol 171436-39-8, 6-dimethyl-3,7-octadiene-2,6-diol 150283-67-3 -methyl-3-octene-1 , 5-diol 147028-43-1-methyl-3-octene-1,5-dloi 19764-77-3, 2-dimethyl-4,6-octadleno-1,3-dol 39824-01-6, 6-dimethyl-4,7-octadiene-2,3-diol 51117-38-5, 6-dimethyl-4,7-octadiene-2,6-diol 59076-71-0 -meti! -4-octene-1 , 6-diol 84538-24-9, 7-bis (methylene) -4-octene-1, 8-diol 109750-56-3 -methylene-4-octene-1,8-diol 109750-58-5 , 7-dimethyl-5,7-octadiene-1,4-diol 105676-78-6 -methyl-5,7-octadiene-1,4-diol 105676-80-0-ketene-1,3-diol 130272 -38-7-methyl-6-octene-1,3-diol 110971-19-2-methyl-6-octene-1,4-diol 152715-87-2-ketene-1,5-diol 145623-79- 6-methyl-6-octene-1,5-diol 116214-61-0-methyl-6-octene-3,5-diol 65534-66-9-methyl-6-octene-3,5-diol 156414-25 -4-metH-7-octene-1,3-diol 155295-38-8-methyl-7-octene-1,3-diol 142459-25-4-methyl-7-octene-1,3-diol 132130- 96-2-octane-1, 5-diol 7310-51-2
7-octene-, 6-diol 159099-43-1 5-methyl-7-octene-1,6-diol 144880-56-8 2-methyl-6-methylene-7-octene-2,4-d-ol 72446-81-2 7-methyl-7-octene-2,5-diol 152344-12-2 2-methyl-7-octene-3, 5-d iol 98753-85-6
1-NONENE-3,5-DIOL 119554-56-2
1-NONENE-3,7-DIOL 23866-97-9
3-NONENE-3,5-DIOL 165746-84-9
8-methyl-4,6-nonadiene-1,3-diol 124099-52-1
4-nonene-2,8-diol 154600-80-3
6,8-nonadiene-1, 5-diol 108586-03-4
7-NONENE-2,4-DIOL 30625-41-3
8-NONENE-2,4-DIOL 119785-59-0
8-NONENE-2,5-DIOL 132381-58-9
1, 9-decadiene-3,8-diol 103984-04-9 1, 9-decadiene-4,6-dioi 138835-67-3
Preferred unsaturated polyols: 2,2-diallyl-1,3-butanediol 103985-49-5
2- (1-ethyl-1-propenyl) -1,3-butanediol 116103-35-6
2- (2-butenyl) -2-methyl-1,3-butanediol 92207-83-5
- (3-methyl-2-butenyl) -1,3-butanediol 98955-19-2-ethyl-2- (2-propenyl) -1,3-butanediol 122761-93-7 -methyl-2- (1- Methyl-2-propenyl) -1,3-butanediol 141585-58-2, 3-bis (1-methyl-tilidene) -1,4-butanediol 52127-63-6
-3-ethyl-3-ethyl-1,3-pentanediol 104683-37-6-ethenyl-4, 4-dimethyl-1,3-pentanediol 143447-08-9-methyl-2- (2-propenyl) -1,4 -pentanediol 139001-86-3 - (1,1-dimethylethyl) -4-pentyne-1, 3-diol 109788-04-7-ethyl-2,3-dimethyl-4-pentene-1,3 -diol 90676-97-4
-ethyl-2-methylen-1,4-hexanediol 66950-87-6, 3,5-trimethyl-1,5-hexadiene-3,4-diol 18984-03-7 - (1-methylethyl-1,5- hexanediol 96802-18-5 -etenyl-2,5-dimethyl-2-hexane-1,5-diol 70101-76-7
methyl-1,5-methylene-1,4-heptenodiol 100590-29-2, 6-dimethyl-1,4-heptadiene-2,6-diol 102605-95-8, 5,5-trimethyl-2,6 -hßptadiene-1, 4-diol 115346-30-0, 6-dimethyl-2-heptene-1,4-diol 103867-76-1, 6-dimethyl-3-heptene-1,5-diol 147028-45- 3, 4-dimethyl-5-heptene-1,3-diol 123363-69-9, 6-dimethyl-5-heptene-1,3-diol 96924-52-9
, 6-dimethyl-5-heptin-1,4-diol 106777-98-4, 6-dimethyl-5-heptene-1,4-diol 106777-99-5, 2-dimet? L-6-heptene-1 , 3-diol 140192-39-8, 6-dimethyl-6-heptene-1,4-diol 152344-16-6, 4-dimethyl-6-heptyne-1,5-diol 74231-27-9 -? Tiliden -6-methyl-6-heptene-1,5-diol 91139-73-0 - (2-propenyl) -6-heptene-2,4-diol 101536-75-8
-etenyl- 1-ketene-3,6-diol 65757-34-8, 7-dimethyl-2,4,6-octatriene-1,8-diol 162648-63-7, 6-dimethyl-2, 5-octadiene - 1, 7-diol 91140-07-7, 7-dimethyl-2,5-octadiene-1,7-diol 117935-59-8, 7-dimethyl-2,6-octadi-1,4-diol (Rosiridol) 101391-01-9 -methyl-2,6-octadiene-1, 8-diol 149112-02-7, 7-dimethyl-2,7-octadiene-1,4-diol 91140-08-8, ß -dimethyl-2,7-octadiene-1, 5-diol 91140-09-9, 6-dimethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool) 103619-06-3, 7-dimethyl- 2,7-octadiene-1,6-diol 60250-14-8 -methyl-6-methylene-2-octene-1,7-diol 91140-16-8, 7-dimethyl-3,5-octadiene-2, 7 -diol 7177-18-6 -methyl-3, 5-octanediol 143233-15-2, 6-dimethyl-3,7-octadiene-1,6-diol 127446-29-1 -methylene-4-octene- 1 , 8-diol 109750-58-5
2-Methyl-6-octene-3,5-diol 65534-66-9 4-Methyl-6-octene-3,5-diol 136414-25-4 2-methyl-6-methylene-7-octane- 2,4-diol 72446-81-2 7-methyl-7-octene-2,4-diol 152344-12-2 2-methyl-7-octene-3,5-diol 98753-85-6
1-NON-NON-3,5-DIOL 119554-56-2 1-NONENE-3, 7-DIOL 23866-97-9 3-NONSNON-2, 5-DIOL 165746-84-9 4-NONENE-2, 8- diol 154600-80-3 6,8-nonadien-1, 5-dd ol 108586-03-4 7-nonene-2,4-diol 30625-41-3 8-nonene-2,4-diol 119785-59 -0 8-nonene-2, 5-diol 132381-58-9
1, 9-dßcadiene-3, 8-diol 103984-04-9 1, 9-decadiene-4,6-diol 138835-67-3
XI.- its mixtures. There are no monooles of 1 and 2 carbon atoms that provide the concentrated, clear fabric softening compositions of this invention.
Only one monool of 3 carbon atoms, n-propanol, which provides
acceptable performance (forms a clear product and keeps it clear at a temperature of about 4 ° C, or allows it to recover by reheating at room temperature), although its boiling point (p. e.) is undesirably low. Of the monools of 4 carbon atoms, only 2-butanol and 2-methyl-2-propanol provide good performance; but 2-methyl-2-propanol has a p. and. which is undesirably low. There are no monooles of 5 and 6 carbon atoms that provide clear products, except for the monooles that are described above and that appear later. It is found that some major solvents having two hydroxyl groups in their chemical formulas are suitable for use in the formulation of the clear, concentrated, liquid fabric softening compositions of this invention. It was found that the adequacy of each principal solvent is surprisingly very selective, depending on the number of carbon atoms, the isomeric configuration of the molecules having the same number of carbon atoms, the degree of unsaturation, etc. The main solvents, with solubility characteristics similar to those of the previous main solvents, and which have at least some symmetry, will provide the same benefits. It has been found that suitable main solvents have an approximate ClogP of 0.15 to 0.64, preferably around 0.25 to 0.62 and, more preferably, about 0.40 to 0.60. For example, for the series of main solvents of 1,2-alkanediol, which have the general formula HO-CH2-CHOH- (CH2) n, where n is from 1 to 8, only 1,2-hexanediol (n = 4) that has a ClogP value of
around 0.53, which is within the effective ClogP scale of around 0.15 to 0.64, is a good principal solvent, and is within what is claimed in this invention; while others, for example, 1,2-propanediol,
P 1, 2-butanediol, 1,2-pentanediol, 1,2-octanediol, 1,2-decanediol, which have
ClogP values outside the effective range of 0.15 to 0.64, are not.
Additionally, of the hexanediol isomers, again 1,2-hexanediol is a good principal solvent, while many other isomers, such as 1,3-hexanediol, 1,4-hexanedione, 1,5-hexanediol, 1,6 -hexanodioi, 2,4-hexanediol and 2,5-hexanediol, which have ClogP values outside the effective range of 0.15-0.64, not ugly they are. They are illustrated by the examples and the comparative examples l-Y l-B (see below). There are no diols of 3 to 5 carbon atoms that provide a clear concentrated composition, in the context of this invention. While there are many diols of 6 carbon atoms that are
possible isomers, only those that appear in the antepor list are
9 suitable for forming clear products and only: 2,3-dimethyl-1,2-butanediol "3,3-d? Methyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3 is preferred. -mef! [-2,3- pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1, 2-butanediol, 2-methyl-1, 2 pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1, 2-pentanediol and 1,2-hexanediol; of which the most preferred are 2-ethyl-1, 2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1, 2-pentanediol and 1, 2 -hexanodiol.
There are more possible isomers of diol of 7 carbon atoms, but only those that appear in the list give clear products and the preferred ones are: 2-butyl-1,3-butanediol, 2-propyl-1,4-butanediol, 2-ethyl-1, 5-pentanediol, 2,3-dimethyl-2,3-pentanediol, 2,4-d? Methyl-2,3-pentanediol, 4,4-d? Methyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanodol, 2-methyl-1,6-hexanediol, 3-methyl-1,6-hexanedione, 1,3-heptanediol, 1,4- heptanediol, 1,5-heptanediol, 1,6-heptanediol; of which the most preferred are: 2,3-dimethyl-2,3-pentanediol, 2,4-dimet? l-2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4, 4-dimet? L-2,3-pentanediol and 2,3-dimethyl-3,4-pentanediol.
Similarly, there are still more diols of 8 carbon atoms, but only those listed give clear products, and the preferred ones are: 2- (1,1-dimethylpropyl) -1,3-propanediol 2- (1, 2-dimet? Lpropii) -1, 3-propanod? Ol, 2- (1-ethylpropyl) -1,3-propanediol, 2- (2,2-dimethylpropyl) -1,3-propane ? ol, 2-et? l-2-isopropyI-1,3-propanediol, 2-methyl-2- (1-methylpropyl) -1,3-propanediol, 2-met? l-2- (2-met? lpropyl) -1,3-propanediol, 2-tert-butyl-2-methyl-1,3-propanediol, 2,2-diethyl-1,3-butanediol, 2- (1-methylpropyl) -1,3-butanediol, 2 -butyl-1, 3-butanediol, 2-ethyl-2,3-dlmet-l-1,3-butanediol, 2- (1,1-dimethylethyl) -1, 3-butanediol, 2- (2-methylpropyl) -1, 3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2 , 2-diethyl-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-etii-3,3-dimethyl-1,4-butanediol, 2- (1, 1- dimethylethyl) -1,4-butanediol, 3-methyl-2-isopropyl-1,5-butanediol, 2,2,3-trimethyl-1,3-pentanod iol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,3-pentanediol,
2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimether-1,4-pentanediol, 2,2,4- trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,3,4-
trimethyl-2,4-pentanodol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4-tr? met? l-1, 5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-2,4-pentanediol, 2-et? l-2-methyl-1, 3- pentanediol, 2-et? l-3-methyl-1, 3- ^ k pentanediol, 2-et? l-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-5-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-3-methyl -1, 5-pentanediol, 3-ethyl-2-metii-2,4-pentanediol, 2-isopropyl-1,3-pentanedione, 2-propyl-1,3-pentanediol, 2-isopropyl-1, 4 -pentanod? ol, 2- propyl-1, 4-pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4-petanediol, 2,2-dimethyl-1,3-hexanediol, 2,3 -dimet? -1,3-hexanediol, 2,4-dimethyl-l, 3-hexanediol, or 2,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol,
4,4-dimethyl? -1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol, 2,2-dimethyl-1, 4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl? -1,4-hexanediol, 2,5-dimethyl-1,4-hexapod? Ol, 3,3-dimet? L-1,4-hexanediol, 3,4-dimet? L- 1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-dimethyl-1,4-hexanediol
2,2-dimethyi, 5-hexanediol, 2,3-dimethyl-1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol , 3,3-dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol,
3,5-dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-2,6-hexanediol,
2-ethyl-, 3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1, 4-hexanediol, 2-ethyl-1,5-hexanediol, 3 -ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-metii-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1, 3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-pentanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-pentanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1, 5-
heptanediol, 4-met? l-1, 5-heptanediol, 5-methyl-1,5-heptanediol, 6-met? l-1, 5-heptanediol, 2-met? l-1,6-heptanediol, 3- methyl-1, 6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3- methylene-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5- heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6- heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-3, 5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol; and / or 3,6-octanodol; of which the most preferred are: 2- (1,1-dimethylpropyl) -1,3-propanediol, 2- (1,2-dimethylpropyl) -1, 3-propanediol, 2- (1-ethylpropyl) -1,3-propanediol, 2- (2,2-dimethylpropyl) -1,3-propanediol, 2-ethyl-2-isopropyl -1,3-propanediol, 2-methyl-2- (1-methylpropyl) -1,3-propanediol, 2-methyl-2- (2-methylpropyl) -1,3-propanediol, 2-terbutyl-2 -methyl-1,3-propanediol, 2- (1-methyl-propyl) -1, 3-butanediol, 2- (2-methylpropyl) -1, 3-butanediol, 2-butyl-1,3-butanediol , 2-methyl-2-propyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-ethyl-2,3-dimethyl -1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2- (1,1-dimethylethyl) -1,4-butanediol, 2,3,4-trimeti! -1, 3-pentane-diol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1, 5- pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-metii-1,3-pentanediol, 2-etii-4-methyl-1,3-pentanediol, 3-ethyl-2- methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-Ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-psopropyl -1, 3-pentanediol, 2-propii-1,3-pentanediol, 2-
isopropyl-1,4-pentanedione, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4-pentanedione, 2,2-dimethyl-1, 3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2,5-d? Methyl! -1,3-hexanediol, 4,4-d? Methyl -1, 3-hexanediol,
| 4,5-dimethyl-1,3-hexanedione, 2,2-d? Metii-1,4-hexanediol, 2,3-dimethyl-1,4,6-hexanediol, 2,4-dimethyl? 1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-d-methyl-1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5- dimethyl-1,4-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-d-methyl-1,4-hexanediol, 2,2-dimethyl-1, 5-hexanediol, 2, 3-dimethyl? -1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol, 3,3-dimethyl? -1,5-hexanediol, 3,4-d? Methyl-1, 5-hexanediol, 3,5-dimetii-1,5-hexanediol,
4,5-dimet? L-1, 5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-et? -1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-et? -1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2, 4-hexanediol, 3-et? L-2,5-hexanediol, 2-met? L-1, 3-heptanediol, 3-methy1-l, 3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1, 3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1, 4-heptanediol, 4-methyl-1,4-heptanediol , 5-methyl-1,4-heptanediol, 6-methyl-1,4-f-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1, 5- heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1, 6-heptanediol, 5-methyl-1, 6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4- 20 heptanediol, 4-methyl -2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl -2.5- heptanediol, 5-methyl-2, 5-heptanediole, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3, 4-
heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5- octanediol and / or 3,6-octanediol. Preferred mixtures of 1, 3-diols of 8 carbon atoms can be formed by condensation of mixtures of butyraldehyde, isobutyraldehyde
and / or methyl ethyl ketone (2-butanone) as long as there are at least two of these reactants in the reaction mixture, in the presence of strongly alkaline catalyst, followed by conversion by hydrogenation to form a mixture of 1,3-diols of 8 carbon atoms, that is, a mixture of
1, 3-diols of 8 carbon atoms consisting primarily of 2,2,4-trimethyl-1, 3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-dimethyl-1, 3- hexanediol, 2-ethyl-4-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 3,5-octanediol, 2,2-dimethyl-2,4-hexanediol, 2- methyl-3,5-heptanediol, and / or 3-methyl-3,5-heptanediol; the level of 2,2,4-trimethyl-1,3-pentanediol being less than half of any mixture, possibly together with other minor isomers, which are the result of the
condensation on the methylene, 2-butanone groups, when present,
^ instead of on the methyl group. The formulation capacity and other properties, such as the odor, the fluidity, the melting point reduction, etc., of some diols of 6 to 8 carbon atoms, which appear previously in the lists of tables II-20 IV, which are not preferred, can be improved by polyalkoxylation. In addition, some of the diols of 3 to 5 carbon atoms which are alkoxylated, are preferred. Preferred alkoxylated derivatives of the above diols of 3 to 8 carbon atoms include: [in the following description, "EO" means
polyethoxylates, "En" means - (CH2CH20) nH; MeEn means methyl-capped polyethoxylates - (CH2CH2O) n0H3; "2 (Me-En)" means 2 required Me-En groups; "PO" means polypropoxylates, -0H (CH3) CH2O) nH, "BO" means fe-butyleneoxy groups (CH (CH2CH3) CH2?) NH, and "n-BO" means poly (n-5 butyleneoxy) groups (CH2CH2 CH2CH20) nH]: 1.- 1, 2-propanediol (C3) 2 (Me-E3_4), 1,2-propanediol (03) P04), 2-methyl-1, 2-propanediol (04) (Me-Ea -io), 2-met? l-1, 2-propanediol (C4) 2 (Me-E,), 2-methyl-1, 2-propanediol (C4) P03, 1, 3-propanod? ol (03) 2 (Me-E8), 1,3-propanediol (03) P06, 2,2-diethyl-1,3-propanediol (07) E ^ ?, 2,2-diethyl-1,3-propanediol (07) ) PO, 2,2-diethyl- ^ 0 1, 3-propanediol (07) n-B02, 2,2-dimethyl-1,3-propanediol (C5) 2 (Me E, .2); 2,2-dimethyl-1,3-propanediol (05) P04, 2- (1-methylpropyl) -1, 3-propanediol (07) E4.7), 2- (1-methylpropyl) -1, 3 -propanediol (07) PO, 2- (1-methylpropyl) -1, 3-propanediol (07) n- B02, 2- (2-methylprOp? l) -1, 3-propanediol (C7) E4.7, 2- (2-methylpropyl) -1,3-propanediol (07) POi, 2- (2-methylpropyl) -1,3-propanediol (07) n-B02, 2-etii-1,3-propanediol 15 (C5 ) (Me E9-10), 2-ethyl-1, 3-propanod? Oi (05) 2 (Me E,), 2-et? L-1,3-propanediol (05) f P03, 2-ethyl- 2-metii-1,3-propanediol (C6) (Me E3-e), 2-ethyl-2-methyl-1,3-propanediol (06) P02, 2-ethyl-2-methyl-1,3-propanediol (06) BO ,, 2-propyl-1, 3-propanediol (06) (Me E3.6), 2-isopropyl-1,3-propanediol (06) P02; 2-propyl-1, 3-propanediol (06) BO ,, 2-methyl-1,3-propanediol (04) 2 (Me E ^ s), 2-methyl-1,3-propanediol (C4) 20 P05 , 2-methyl-1,3-propanediol (C4) B02, 2-methyl-2-isopropyl-1,3-propanediol (07) E &.9, 2-methyl-2-isopropyl-1,3-propanediol ( 07) PO ,, 2-methyl-2-isopropyl-1, 3-propanediol (07) n-B02.3, 2-methyl-2-poropyl-1,3-propanediol (07) E4-7, 2-methyl -2-
propyl-1, 3-propanod? ol (C7) PO ,; 2-methyl-2-propyl-1,3-propanediol (C7) n-B02, 2-propyl-1,3-propanediol (06) (Me E, ^), 2-propyl-1,3-propanediol (06) P02; 2.- 1, 2-butanediol (04) (Me Ee-β), 1,2-butanediol (04) P02J 1,2-butanediol
| (04) BO ,, 2,3-d? Methyl-1, 2-butanediol (06) Ew, 2,3-dlmethyl-1,2-butanediol (06) n- 5 BO, 2-et? L- 1, 2-butanediol (C6) E, .3, 2-et? L-1,2-butanediol (06) n-BO ,, 2-methyl-1, 2-butane-diol (05) Me E ,. 2), 2-methyl-1,2-butanediol (C5) PO ,; 3,3-dimet? L-1, 2-butanediol (06) E2.5, 3,3-dimethyl-1,2-butanediol (06) n-BO ,, 3-methyl-1,2-butanediol (05) ) (Me E, .2), 3-methyl-1,2-butanediol (05) PO, 1,3-butanediol (04) 2 (Me Es-β), 1,3-butanedi oi ( 04) B02, 2,2,3-trimeti-1,3-butanediol (06) (Me Eß.8), 2,2-d? Methyl-10 1, 3-butanediol (C6) P03, 2,3- dimethyl-1, 3-butanediol (C6) (Me Eß-s), 2,3-dimethyl-1,3-butanediol (06) P03), 2-ethyl-1,3-butanediol (06) (Me) E ^ e), 2-ethyl-1, 3-butanediol (06) P02.3, 2-ethyl-1, 3-butanediol (06) BO ,, 2-et? L-2-methyl-1, 3- butanediol (07) (Me E,), 2-ethyl-2-methyl-1,3-butanediol (C7) PO, 2-ethyl-2-methyl-1,3-butanediol (07) n-B03, 2 -ethyl-3-methyl-1,3-butanediol (07) (Me E,), 2-ethyl-3-methyl-1,3-butanediol (07) PO, 2-ethyl-3-methyl-1 , 3-butanediol (07) n-B03, 2-isopropyl-1, 3-) butanediol (07) (Me E,), 2-isopropyl-1,3-butanediol (07) PO, 2-isopropyl- 1, 3- butanediol (07) n-B03, 2-met? L-1,3-butanediol (C5) 2 (Me E2.3), 2-methyl-1, 3- butanediol (05) P0, 2- propyl-1,3-butanediol (C7) E6-0), 2-pr op-l-1, 3-butanediol (07) PO ,, 2-propyl-1,3-butanediol (07) n-B02.3, 3-methyI-1,3-butanediol (05) 2 (Me 20 E2 .3), 3-methyl-1, 3-butanediol (05) P04, 1,4-butanediol (04) 2 (Me E3,4), 1,4-butanediol (04) P0 .5), 2.2 , 3-trimetii-1,4-butanediol (07) Eß-g, 2,2,3-trimethyl-1,4-butanediol (07) PO, 2,2,3-trimethyl-1,4-butanediol ( 07) n-B02.3, 2,2-dimethyl-1, 4- butanediol (06) (Me E3 ^), 2,2-dimet? L-1,4-butanediol (06) P02, 2,2- dimethyl-1, 4-
butanediol (C6) BO, 2,3-d? metii-1,4-butanediol (06) (Me E3.6), 2,3-dimet? l-1, 4- butanediol (06) P02, 2, 3-dimethyl-1,4-butanediol (06) BO ,, 2-etl-1,4-butanediol
(06) (Me E ,, 4), 2-ethyl-1, 4-butanediol (06) P02, 2-et? L-2-methyl-1,4-butanediol (07) ^ E4-7, 2-Ethyl-2-methyl-1,4-butanediol (07) PO, 2-etii-2-methyl-1,4-butanediol (C7) n-5 B02, 2-ethyl- 3-methyl-1,4-butanediol (07) E4.7, 2-ethyl-3-methyl-1,4-butanediol (07) PO, 2-ethyl-3-methyl-1,4-butanedione (07) n-B02, 2-isopropyl-1,4-butanediol (C7) E ^, 2- isopropii-1,4-butanediol (07) PO, 2-isopropyl-1,4-butanediol (07) n -B0, 2-methyl-1,4-butanediol (05) (ESMO), 2-methyl-1,4-butanediol (05) 2 (Me E,), 2-methyl-1, 4- butanediol (05) P03, 2-propyl-1,4-butanediol (07) E2.5, 2-propyl-1,4-butanediol K.0 (07) n-BO ,, 3-ethyl-1-methyl-1 , 4-butanediol (07) Ee-β, 3-ethyl-1-methyl-1,4-butanediol
(07) PO, 3-ethyl-1-methyl-1,4-butanedione (07) n-B02.3, 2,3-butanedione (C4) (Me Eg 10), 2,3 -butanediol (04) 2 (Me E,), 2,3-butanediol (04) P03 ^, 2,3-dimethyl-2,3-butanediol (06) E7-9, 2,3-d? methyl-2 , 3-butanediol (06) PO, 2,3-d? Methyl-2,3-butanediol (06) B02.3, 2-methyl-2,3-butanediol (05) (Me E2.5), 2 -methyl-2,3- 15 butanediol (05) P02, 2-methyl-2,3-butanediol (05) BO ,; ^ 3.- 1, 2-pentanediol (05) E7., 0, 1, 2-pentanediol (05) PO, 1, 2- pentanediol (C5) n-B0, 2-methyl-1,2-pentanediol ( 06) E, .3, 2-methyl-1,2-pentanediol (06) n-BOi, 3-methylene-1,2-pentanediol (06) E, .3, 3-methyl-1, 2- pentanediol (06) n-BO ,, 4-methyl-1,2-pentanediol (06) E ,. , 4-methyl-1, 2-pentanediol (06) n-BO ,, 1, 3- 20 pentanediol (05) 2 (Me-E, .2), 1,3-pentanediol (05) P03- ,, 2 , 2-dimethyl-1, 3- pentanediol (07) (Me-E,), 2,2-dimet? L-1,3-pentanediol (07) PO, 2,2-d? Methyl-1, 3 - pentanediol (07) n-B03, 2,3-dimethyl-1,3-pentanediol (07) (Me-E,), 2,3-dimethyl-1, 3- pentanediol (07) PO, 2,3 -dimethyl-1, 3-pentanediol (07) n-B03, 2,3-dimethyl-1, 3-
pentanediol (C7) (Me-E,); 2,4-dimet? L-1, 3-pentanediol (C7) n-B03, 2,4-dimet? L-1, 3- pentanediol (C7) (Me-E,), 2,4-d? Methyl -1, 3-pentanod? Ol (07) PO, 2,4-dimethyl-1, 3- pentanediol (C7) n-B03, 2-et? L-1,3-pentanediol (07) E.8, 2-ethyl-1, 3-pentanodol
) (07) PO ,, 2-et? L-1, 3-pentanod? Ol (07) n-B02.3, 2-met? L-1, 3-pentanediol (06) 2 (Me- 5 E ^ ), 2-methyl-1,3-pentanediol (06) P02.3, 3,4-dimethyl-1,3-pentanediol (07) (Me-Ei), 3,4-dimethyl-1,3-pentanod? ol (07) PO, 3,4-dimet? l-1, 3-pentanediol (07) n-B03, 3-methyl-1,3-pentanedione (06) 2 (Me-E4.ß), 3-methyl-1, 3-pentanodol (06) P02-3, 4,4-dimet? L-1,3-pentanediol (07) (Me-E,), 4,4-dimet? L-1 , 3-pentanod? Ol (07) PO, 4,4-dimethyl-1, 3-pentanedioi (07) n-B03, 4-metii-1, 3-pentanediol (06) 2 (Me-E4.6) , 4 -? Or methyl-1, 3-pentanediol (06) P02.3, 1, 4-pentanediol (05) 2 (MNe-E, .2), 1, 4- pentanediol (05) P03 ^, 2 , 2-dimet? L-1, 4-pentanediol (07) (Me-E,), 2,2-dimethyl-1, 4-pentanediol (07) PO, 2,2-d? Met? L-1 , 4-pentanedione (07) n-B03, 2,3-dimethyl-1, 4- pentanediol (07) (Me-E,), 2,3-dimethyl-1,4-pentanediol (07) PO, , 2,3-dimethyl-1, 4- pentanedioi (07) n-B03, 2,4-dimethyl-1,4-pentanediol (07) (Me-E,), 2,4-dimethyl-1, 4- 15 pentanediol (07) PO, 2,4-dimethyl-1,4-pentanedione (07) n-B03, 2-methyl-1, 4- ^ pentanediol (06) (Me-E ^), 2-methyl-1,4-pentanediol (06) P02,3, 3,3-dimethyl-1,4-pentanediol (07) (Me-E,), 3, 3-dimethyl-1,4-pentanediol (07) PO, 3,3-d? Memtii-1, 4- pentanediol (07) (Me-E,), 3,3-dimethyl-1,4-pentanediol ( 07) PO, 3,3-dimethyl-1, 4- pentanediol (07) n-B03, 3,4-dimet? L-1,4-pentanediol (07) Me-E,), 3,4-dimethyl -1, 4- 20 pentanediol (07) PO, 3,4-dimet? L-1,4-pentanediol (07) n-B03, 3-metii-1, 4- pentanediol (C6) 2 (Me-E .6), 3-methyl-1, 4-pentanediol (06) P02.3, 4-methyl-1, 4-pentanediol (06) 2 (Me-E .6), 4-methyl-1,4-pentanediol (06) POM, 1, 5-pentane-diol (05) (Me-E8., O), 1,5-pentanediol (05) 2- (Me-E,), 1,5-pentanediol (05) P03 , 2,2-
dimethyl-1, 5-pentanodol (C7) E .7, 2,2-dimethyl-1,5-pentanodol (C7) PO ,; 2,2-Dimet? L-1, 5-pentane-diol (07) n-B02, 2,3-dimethyl-1,5-pentanod? Oi (C7) E4.7, 2,3-d? Methyl- 1, 5-pentanedione (07) PO, 2,3-dimethyl-1,5-pentanediol (07) n-B02, 2,4-dimethyl-1,5-pentanediol (07) E4.7, 2 , 4-dimethyl-1, 5-pentanediol (07) PO, 2,4-dimethyl-1,5-pentanediol (07) n-B02, 2-ethyl-1,5-pentanediol (07) EM, 2- etii-1, 5-pentanediol (07) n-BO ,, 2-methyl-1, 5-pentanediol (06) (Me-E, ^), 2-methyl-1,5-pentanediol (06) P02, 3 , 3-dimet? L-1, 5-pentanediol (07) E4-7, 3,3-dimethyl-1,5-pentanediol (07) PO, 3,3-dimethyl-1,5-pentanediol (07) n-B02, 3-methyl-1, 5-pentanediol (06) (Me-E,), 3-met? l-1, 5-pentanediol (06) P02, 2,3-pentanediol (05) (Me-) E, .3), 2,3-pentanediol (05) P02, 2-methyl-2,3-pentanedione (06) E _7, 2-methyl-2,3-pentanediol (06) PO ,, 2- methyl-2,3-pentanediol (06) n-B02, 3-methyl-2,3-pentanediol (C6) E ^ ?, 3-methyl-2,3-pentanediol (06), PO, 3-met? l-2,3-pentanediol
(06) n-B02, 4-methyl-2,3-pentanediol (06) E4.7, 4-methyl-2,3-pentanediol (06) PO, 4-methyl-2,3-pentanediol (06) n-B02, 2,4-pentanediol (05) 2 (Me-E2,4), 2,4-pentanediol (C5) P0, 2,3-dimet? l-2,4-pentanediol (C7) (Me- E2j (), 2,4-dimethyl-2,4-pentanedioi (07) P02, 2-methyl-2,4-pentanediol (C7) (Me-E3.10), 2-methyl-2,4-pentanediol ( 07) PO3, 3,3-dimethyl-2,4-pentanediol (C7) (Me-E2 ^), 3,3-dimetii-2,4-pentanediol (07) P02, 3-methyl-2,4-pentanediol (06) (Me-E8-? O), 3-methyl-2,4-pentanediol (06) P03 4.- 1, 3-hexanediol (06) (Me-E2.5), 1,3-hexanediol (06) P02, 1, 3-hexanediol (06) BO ,, 2-met? L-1, 3-hexanediol (07) Ee-b, 2-methyl-l 3-hexanediol
(07) PO, 2-methyl-1, 3-hexanediol (07) n-B02_3, 3-methy1-, 3-hexanediol (07) E6.8, 3-methyl-1,3-hexanediol ( 07) PO, 3-metii-1, 3-hexanediol (07) n-B02.3, 4-methyl-1, 3-
hexanediol (C7) Eß_8, 4-met? l-1, 3-hexanediol (C7) POi, 4-methyl-1,3-hexanod? oi (07) n-B02-3, 5-methyl-1, 3- hexanod? ol (C7) Eß.8,5-methyl-1,3-hexanedione (07) PO, 5-methyl-1,3-hexanediol (07) n-B02.3, 1,4-hexanediol (06) (Me-E2.5), 1, 4-heaxodiol (06) P02, 1, 4-hexanediol (06) BO ,, 2-methyl-1,4-hexanediol (07) E6.8, 2- methyl-1,4-hexanediol (C7) PO, 2-methylene-1,4-hexanedione (07) n-B02J, 3-metii-1,4-hexanediol (07) E6-8, 3 -methyl-1, 4-hexanediol (07) PO ,,, 3-methyl-1,4-hexanediol (07) n-B02.3, 4-methyl-1,4-hexanediol (07) E6-8, 4- methyl-1,4-hexanediol (07) PO, 4-methyl-1,4-hexodiol (07) n-B02.3, 5-methyl-1, 4-hexanediol (07) Ees, 5-methyl-1,4-hexanediol (C7) PO, 5-methyl-1,4-hexanediol (C7) n-B02.3, 1, 5-hexanediol (06) (Me-E2.5), 1, 5-hexanediol (06) P02, 1, 5-hexanediol (06) BO ,, 2-methyl-1, 5-hexanediol (07) Eß.8 , 2-methyl-1, 5-hexanediol (C7) PO, 2-methyl-1,5-hexanediol (07) n-B02.3, 3-methyl-1, 5-hexanod? Oi (07) Eß. 8, 3-methyl-1, 5-hexanediol 07) PO, 3-methyl-1, 5-hexanedioi (07) n-B02 ^ ¡, 4-methyl-1,5-hexanediol (07) Eß- β, 4-methyl-1, 5-hexanediol (07) PO ,, 4-methyl-1,5-hexanediol (07) n-B02.3, 5-methyl-1,5-hexanediol (07) Ee -s, 5-methyl-1, 5-hexanediol (07) PO, 5-methyl-1, 5-hexanediol (C7) n-B02-3, 1,6-hexanediol (C6) (Me-E ,. 2), 1, 6-hexanodioi (C6) PO, .2, 1, 6-hexanediol (C6) n-B04, 2-methyl-1,6-hexanediol (07) E2.5, 2-methyl-1, 6-hexanediol (07) n-BO ,, 3-methyl-1, 6-hexanediol (07) E2.5, 3-methyl-1,6-hexanediol (07) n-BO ,, 2,3-hexanediol ( 06) E2.5, 2,3-hexanediol (C6) n-BO, 2,4-hexanediol (06) (Me-E5.8), 2,4-hexanediol (06) P03, 2-methyl-2 , 4-hexanediol (07) (Me-E, .2), 2-methyl-2,4-hexanediol (07) PO, 2, 3-methyl-2,4-hexanediol (07) (Me-E, .2), 3-methyl-2,4- hexanediol (07) PO ,, 2, 4-methyl-2,4-hexanediol (07) (Me-E, .2), 4-met? l-2,4-hexanediol (07) PO ,, 2, 5 -methyl-2,4-hexanediol (C7) (Me-E, .2), 5-methyl-2,4-hexanediol (07) PO1-2, 2,5-hexanediol
(C6) (M? -Es-a), 2,5-hexanediol (C6) PO3, 2-met? L-2,5-hexanediol (C7) (Me-E, .2), 2-methyl-2 , 5-hexanodioi (C7) P0, -2, 3-methyl-2,5-hexanediol (07) (Me-E, .2), 3-methyl-2,5-hexanediol (07) P0, .2, 3,4-hexanediol (06) E02.5, 3,4-hexanedione (06) n-BO ,. 5.- 1, 3-heptanediol (07) E3 ^, 1, 3-heptanediol (07) PO, 1, 3- 5 heptanediol (07) n-B02, 1, 4-heptanediol (07) E3.6, 1, 4-heptanediol (07) PO, 1, 4-heptanediol (07) n-B02, 1,5-heptanediol (07) E3.6. 1, 5-heptanediol (07) PO, 1, 5- heptanediol (07) n-B02, 1,6-heptanediol (C7) E3-6, 1,6-heptanediol (C7) PO, 1, 6- heptanediol (07) n-B02, 1, 7-heptanediol (07) E, _2, 1, 7-heptanediol (C7) n-BO, 2,4-heptanediol (C7) E7-10, 2,4-heptanediol (07) (Me-E,), 2,4-heptanediol (07)
MO PO, 2,4-heptanediol (07) n-B03, 2,5-heptanediol (07) E7-, or, 2,5-heptanediol (07) (Me-E,), 2,5-heptanediol ( 07) PO, 2,5-heptanediol (07) n-B03, 2,6-heptanediol (C7) E7., Or, 2,6-heptanediol (C7) (Me-E,), 2,6-heptanediol (C7) PO, 2,6-heptane diol (07) n-B03, 3,5-heptanediol (C7) E7., Or, 3,5-heptanediol (C7) (Me-E,), 3.5 - heptanediol (C7) PO, 3,5-heptanediol (C7) n-B0. 15 6.- 3-Methyl-2-isopropyl-1,3-butanediol (08) PO, 2,3,3-trimethyl-2,4-pentanediol (08) PO, 2,2-diethyl-1, 3-butanediol (C8) E2.5, 2,3-dimet? L-2,4-hexanodioi (08) E2-5, 2,4-dimethyl-2,4-hexanediol (08) E2-s, 2, 5-dimethyl-2,4-hexanediol (08) E2.5, 3,3-dimethyl-2,4-hexanediol (08) E2.5, 3,4-dimethyl-2,4-hexanediol (08) E2, 5, 3,5-dimethyi-2,4-hexanediol (08) E2,8, 4,5-dimethyl-2,4- 20 hexanediol (08) E25, 5,5-dimethyl-2,4-hexanediol (C8) E2,5, 2,3-dimethyl-2,5-hexanediol (08) E2,5, 2,4-dimet? L-2,5-hexanediol (C8) E2.5, 2,5-dimethyl -2.5- hexanediol (08) E2.5, 3,3-dimethyl-2,5-hexanodioi (08) E2 > 5, 3,4-dimethyl-2,5-hexanediol (08) E2.5, 3-methyl-3,5-heptanediol (08) E2.5, 2,2-diethyl-1,3-butanediol
(C8) n-BO, .2, 2,3-dimet? L-2,4-hexanediol (08) n-BO, .2, 2,4-dimethyl-2,4-hexanediol (08) n-B0 , .2, 2,5-dimethyl-2,4-hexanediol (08) n-BO, .2, 3,3-dimethyl-2,4-hexanediol (08) n-BO ,, 2, 3,4- dimethyl? -2,4-hexanedione (08) n-BO, .2, 3,5-dimet? l-2,4-hexanedione (08) n-B0, .2, 4,5- d? methyl-2,4-hexanediol (08) n-B0,, 2, 5,5-dimethyl-2,4-hexanediol, n-BO, .2, 2,3-dimet? l-2,5- hexanediol (08) n-BO, .2, 2,4-dimet? l-2,5-hexanediol (08) n-BO, .2, 2,5-dimetii-2,5-hexanod? ol (08) n-BO, .2, 3,3-dimethyl-2,5-hexanediol (08) n-B0, .2, 3,4-dimethyl-2,5-hexanedione (08) n-BO, .2 , 3-methyl-3,5-heptanediol (08) n-BO, .2, 2- (1,2-dimethylpropyl) -1, 3-propanediol (08) n-BO ,, 2-ethyl-2 , 3-dimethyl-1, 3-butanediol (08) n-BO ,, 2-metll-2? -propyl-1,3-butanediol (08) n-BOi, 3-methyl-2-isopropyl-1, 4 -butanediol (08) n-BO ,, 2,2,3-trimethyl-1,3-pentanediol (08) n-BO ,, 2,2,4-trimethyl-1,3-pentanediol (08) n-BOi , 2,4,4-trimethyl-1,3-pentanediol (08) n-BOi, 3,4,4-trimethyl-1,3-pentanediol (08) n-BO, 2,2,3-trimethyl- , 4-pentanod? Ol (c8) n-BO ,, 2,2,4 -trimethyl-1, 4-pentanediol (08) n-BO ,, 2,3,3-trimetyl-1,4-pentanediol (08) n-BO ,, 2,3,4-trimethyl-1, 4 -phenynediol (08) n-BO ,, 3,3,4-trimethyl-1,4-pentanediol (08) n-BO ,, 2,3,4-trimet? l-2,4-pentanediol (08) n -BO ,, 4-ethyl-2,4-hexanediol (08) n-BO ,, 2-methyl-2,4-heptanediol (08) n-BO ,, 3-methyl-2,4-heptanediol ( 08) n-BO ,, 4-methyl-2,4-heptanediol (08) n-BO ,, 5-methyl-2,4-heptanediol (08) n-BO ,, 6-methyl-2,4-heptanediol (08) n-BO ,, 2-methyl-2,5-heptanediol (08) n-BO ,, 3-methyl-2,5-heptanediol (C8) n-BO ,, 4-methyl-2,5- heptanediol (08) n-BO ,, 5-methyl-2,5-heptanediol (08) n-BO ,, 6-methyl-2,5-heptanediol (08) n-BO ,, 2-methyl-2,6 -heptanediol (08) n-BO ,, 3-methyl-2,6-heptanediol (08) n-BO, "4-methyl-2,6-heptanediol (08) n-BO ,, 2-methyl-3, 5-heptanediol (08) n-BO ,, 2- (1, 2-dimet? Lpropyl) -1, 3-propanediol (08) E, .3, 2-ethyl-2,3-
dimethyl-1,3-butanediol (C8) E, .3, 2-methyl-2-isopropyl-1,3-butanediol (C8) E, .3, 3-metll-2-isopropyl-1,4-butanediol ( 08) E, .3, 2,2,3-trimethyl-1,3-pentanediol (C8) E, .3, 2,2,4-trimethyl-1,3-pentanediol (08) E, _3, 2,4,4-trimethyl-1,3-pentanediol (08) E ,. 3,3,4, 4-trimeti [-1,3-pentanediol (08) E, .3, 2,2,3-trimethyl-1,4-pentanediol (08) E, .3, 2,2,4 -trimethyl-1, 4-pentanediol (08) E, -3, 2,3,3-trimethyl-1,4-pentanediol (08) E, .3, 2,3,4-trimetii-1,4-pentanediol (08) E1-3, 3,3,4 -trimethyl-1,4-pentanediol V 2,3,4-trimethyl-2,4-pentanediol (08) E ,. , 4-ethyl-2,4-hexanediol (08) E, -3"2-methyl-2,4-heptanediol (08) E, ^, 3-methyl-2,4-heptanediol (08) E ,. , 4-methyl-2,4-heptanediol (08) E, .3, 5-methyl-2,4-heptanediol (08) E, ._, 6-methyl-2,4-heptanediol (08) E ,. 3,2-methyl-2,5-heptanediol (08) E, .3"3-methyl-2,5-heptane diol (08) E, .3 | 4-methyl-2,5-heptanediol (08) E, .3,5-methyl-2,5-heptanediol (08) E, .3,6-methyl-2,5-heptanediol (08) E, -3, 2 -methyl-2,6-heptanediol (08) E, ^, 3-methyl-2,6-heptanediol (08) E, .3, 4-methyl-2,6-heptanediol (C8) E, .3 , and / or 2-methyl-3,5-heptanediol (C8) E, .3; and 7.- Their mixtures. Of the nonano isomers, only 2,3,3,4-tetramethyl-2,4-pentanediol is highly preferred. In addition to the major aliphatic diol solvents, and some of their alkoxylated derivatives, discussed further below and below, it has been found that some specific diol ethers are suitable principal solvents for the formulation of clear, concentrated, liquid, fabric softener compositions. the present invention. Similar to the main aliphatic diol solvents, it was found that the adequacy of each principal solvent is very selective, depending, for example, on the number of
carbon atoms in the specific molecules of the diol ether. For example, as given in table VI, for the glyceryl ether series that has the formula
HOCH2-0HOH-CH2O-R, where R is alkyl of 2 to 8 carbon atoms,
| only the monopentyl ethers with the formula HOCH2CHOH-CH20-CsH ,,
(3-pentyloxy-1,2-propanediol), in which the C5H ,, group comprises different pentyl isomers, have ClogP values within the preferred ClogP values of about 0.25 to 0.62, and are suitable for the formulation of Liquid, concentrated, clear fabric softeners of the present invention.
These are illustrated by the examples and the comparative examples XXXIIA-7 A
? ÍO XXXIIA-7F. It was also found that the cyclohexyl derivative, but not the cyclopentyl derivative, is suitable. Similarly, selectivity is exhibited in the selection of aplyglyceryl ethers. Of the many possible aromatic groups, only a few phenol derivatives are suitable. There is also the same narrow selectivity for
d? Ethers (hydroxyalkyl). It has been found that the bis (2-hydroxybutyl) ether is suitable, but not the bis (2-hydroxyphenyl) ether. For di (cyclic hydroxyalkyl) analogs, bis (2-hydroxycyclopentyl) ether is suitable, but bis (2-hydroxycyclohexyl) ether is not, non-limiting examples of the synthesis methods for the preparation of some di (hydroxyl) ethers Alkylies) preferred
are given later here. The butyl monoglycerol ether (also referred to as 3-butyl-1, 2-propanediol) is not well suited to form clear, concentrated, liquid fabric softeners of the present invention. However, its derivatives
polyethoxylated, preferably triethoxylated to nonaethoxylated, approximately, more preferably, from pentaethoxylated to octaethoxylated, are the suitable principal solvents, which are given in Table VI. All the alkyl glyceryl ethers and / or di (hydroxyalkyl) ethers that have been identified are given in Table VI, and the most preferred are: 3- (n-pentyloxy) -1,2-propanediol, 3- (2-pentyloxy) -1, 2-propanedioi, 3- (3-pentyloxy-1,2-propanediol, 3- (2-methyl-1-butyloxy-1,2-propanediol, 3- (isoamyloxy?) -1,2-propanediol , 3- (3-methyl-2-butyloxy?) -1,2-propanediol, 3- (cyclohexyloxy) -1,2-propanediol, 3- (1-cyclohex-1-enyloxy) -1,2-propanediol , 2- (pentyloxy) -1,2-propanediol, 2- (2-pentyloxy) -1,3-propanediol, 2- (3-pentyloxy-1,3-propanediol, 2- (2-methyl-1-butyloxy) ?) -1,3-propanediol, 2- (isoamyoxy) -1,3-propanediol, 2- (3-methyl-2-butyloxy-1,3-propanediol, 2- (cyclohexyloxy-1,3-propanediol, 2 - (1-cyclohex-1-enyloxy) -1,3-propanediol, 3- (butyloxy-1,2-propanediol pentaethoxylated, 3-butyloxy) -1,2-propanediol hexaethoxylated, 3- (but? Lox? -1 , 2-propanediol heptaethoxylated, 3- / betyloxy) -1,2-propanediol octaethoxylated), 3- (butyloxy-1,2-propanediol nonaethoxylated, 3- (butyloxy) -1,2-propanediol pentaethoxy side, hexaetoxylated 3-butyloxy-1,2-propanediol, 3-butyloxy-1,2-propanediol heptaethoxylated, 3-butyloxy-1,2-propanediol octaethoxylated, 3- (butyloxy) -1,2-propanediol nonaethoxylated, 3- butyloxy) -1,2-propanediol monopropoxylated, 3-butyloxy-1,2-propanediol dibutylexylated and / or 3-butyloxy-1,2-propanediol tributyleneoxylated. Preferred aromatic glyceryl ethers include: 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy) -1,2-propanediol, 1,2-propanediol, 2- (m-cresyloxy) -1,3-propanediol, 2- (p-cresyloxy) -1,3-propanediol, 2-benzyloxy-1,3-propanediol, 2- (2-phenylethyloxy) -1,3-propanediol and
its mixtures The most preferred aromatic glyceryl ethers include: 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy?) -1,2-propanediol, 1, 2 -propanediol, 2- (m-cres? loxi) -1, 3-propanediol, 2- (p-cresylox?) - 1, 3-) propanediol, 2- (2-phenylethyloxy?) - 1, 3- propanediol, and their mixtures. The ethers
Most preferred dihydroxyalkyl esters include: bis (2-hydroxybutyl ether and bis (2-hydroxycyclopentyl) ether.) Non-limiting examples of synthesis methods for preparing the alkyl- and apl-monoglyceryl ethers are given in the application in proceeding 08 / 679,694, of the same successor, previously incorporated herein by reference, the alicyclic diols and their derivatives, which include, preferably:
(1) saturated diols and their deposits, which include: 1-isopropyl-1, 2-cyclobutanediol, 3-et? L-4-meth? L-1,2-cyclobutanediol, 3-propyl-1, 2- Cyclobutanediol, 3- soproyl-1,2-cyclobutanediol, 1-ethyl-1,2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 2, 4,5-trimet? I-1, 3- ^ cyclopentanediol, 3,3-dimethyl? -1,2-cyclopentanediol, 3,4-dimethyl-1, 2-cyclopentanediol, 3,5-dimethyl-1 , 2-cyclopentanedioi, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1, 1-bis (hydroxymethyl) cyclohexane, , 2-bis (hydroxymethyl) cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-bis (hydroxymethyl) cyclohexane, 1,3-dimethyl-1,3-cyclohexanediol,
1, 6-dimethyl-1,3-cydohexanediol, 1-hydroxy-cyclohexane-ethanol, 1-hydroxy-cyclohexap- ethanol, 1-etii-1,3-cyclohexanediol, 1-methyl-1,2-cyclohexanedione, 2,2- dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol, 2,4-dimethyl-1, 3-
cyclohexanediol, 2,5-dimethyl-1,3-cydohexanediol, 2,6-dimethyl-1,4-cyclohexanedione, 2-ethyl-1,3-cyclohexanediol, 2-hydroxy-cyclohexane-ethanol, 2-hydroxy? etii-1-cyclohexapol, 2-hydroxylmethylcyclohexanol, 3-hydroxyethyl-1-c-clohexanol, 3-k hydroxycyclohexaneethanol, 3-hydroxymethylcyclohexanol, 3-methyl-1,2-cyclohexanediol,
,4,4-dimethyl-1,1-cyclohexanediol, 4,5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1, 3-cyclohexanediol, 4-ethyl-1,3-cyclohexanediol, -hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methylene-1,2-c-clohexanediol, 5,5-dimethyl-1, 3-cyclohexanediol, 5-ethyl-1, 3-cyclohexanediol, 1, 2 -c? cloheptanediol, 2-met? l-1, 3-cycloheptapodiol, 2-meth? l-1,4-cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5- | 0 methyl-1, 3-cycloheptanediol, 5-methyl-1,4-cycloheptanediol, 6-methyl-1, 4-cycloheptanedioi, 1,3-cyclooctadienol, 1,4-cyclooctanediol, 1,5-cyclooctanediol, dietoxylate of 1 , 2-cyclohexanediol, 1,2-cyclohexanediol triethoxylate, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanedione hexa- ethoxylate, 1,2-cyclohexanediol heptaethoxylate , 1, 2-cyclohexanediol ocvtaethoxylate, 1,2-cyclohexanediol nonaethoxylate,
W) 1,2-cyclohexanediol monopropoxylate, 1,2-cyclohexanediol monobutyleneoxylate, 1,2-cyclohexanediol dibutylexylate and / or 1,2-cyclohexanediol tributylexylate. The most preferred saturated alicyclic diols and their derivatives are: 1-iopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol , 3-isopropyl-1, 2-cyclobutanediol, 1-ethyl-1, 2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1, 2-cyclopentanediol, 3-3- dimethyl-1, 2-cyclopentanediol, 3,4-dimethyl-1, 2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol,
4,4-d? Met? L-1, 2-c? C! Opentanod? Ol, 4 et? L-1, 2-c? Clopentanod? Ol, 1, 1-b? S (h? Drox? Met (1) -cyclohexane, 1,2-b? s (hydrox? met? l) c? clo-hexane, 1,2-d? met? l-1, 3-c? clohexanod? ol,
1,3-b? S (hydrox? Met? L) -c? Clohexane, 1-hydrox? -c? Clohexanomethane, 1-met? L-1, 2-c? Clo-f-hexanediol, 3 -h? drox? methex? clohexanol, 3-met? l-1, 2-c? clohexane diol, 4,4-d? met? l- 5 1, 3-c? clohexanod? ol, 4,5 -d? met? l-1, 3-c? clo-hexanod? ol, 4,6-d? met? l-1, 3-cyclohexanediol, 4-et? l-1, 3-c? clohexanod? ol , 4-h? Odrox? Et? L-1-c? Clohexanol, 4-hydroxy-methylcyclohexanol, 4-met? L-1, 2-c? Clohexanod? Ol, 1, 2-c? Clo-heptanediol , 1,2-c-clohexanedione pentaethoxylate, 1,2-c? clohexanedione hexaetoxylate, 1,2-c? clohexanedione heptaethoxylate, 1,2-c? clohexanedione octaethoxylate,
• 1, 2-C? Clohexanodonone mononatoxylate, 1, 2-c? clohexanodonol and / or dibutylexylate 1,2-c-chlorhexanodon monopropoxylate Preferred aromatic diols include 1-phenol-? 1,2-ethanediol, 1- phenol-1, 2-propanediol, 2-phenol-1, 2-propanediol, 3-phenol-1, 2-propanediol, 1- (3-met? Lfen? L) -1, 3-propanod? Ol, 1- (4-met? Lfen? L) -1, 3-propanod? Ol, 2-met? L-1-fen? l-1, 3- 15 propanediol, 1-phenol-1,3-butanediol, 3-phenol-1, 3-butanediol and / or 1-phenol-1, 4-butanediol, of which 1-phenol-1,2-propanediol, 2-phenol-1, 2-propanediol, 3-phenol-1, 2 are highly preferred. -propanod? ol, 1- (3-met? lfen? l) -1, 3-propanod? ol, 1- (4-met? lfen? l) -1, 3-propanod? ol, 2-met? l -1-phen? I-1, 3-propanod? Ol and / or 1-phenol-1, 4- butanediol 20 As discussed above, all unsaturated materials that are related to other preferred solvents in this one by the same ratio, that is, that they have one or more CH2 groups that the corresponding saturated main solvent, and that they are within the scale
effective of ClogP, are preferred. However, the preferred, specific unsaturated diol main solvents are: 2,2-diallyl-1,3-butanediol, 2- (1-et? L-1-propenyl) -1,3-butanediol, 2- ( 2-buten? L-2-met? L-1,3-butanediol, 2- (3-methyl-2-buten? L) -i 1,3-butanediol, 2-ethyl-2- (2-propenyl) -1, 3-butanediol, 2-met? L-2- (1-methyl-2-propenyl) -5 1,3-butanediol, 2,3-bis (1-met? Let? Lidene) -1, 4 -butanediol, 2-et? in? l-3-ethyl-1, 3- pentanediol, 2-ethene-l, 4,4-dimethyl-1,3-pentanediol, 3-methyl-2- (2-propenyl) -1,4-pentanediol, 2- (1,1-dimethylethyl) -4-pentane-1,3-diol, 2-ethyl-2,3-dimethyl-4-pentene-1,3-diol, 4 -et? l-2-met? len-1, 4-hexanediol, 2,3,5-trlmethyl-1,5-hexadiene-3,4-diol, 2- (1-methylethyl) -1,5-hexanediol , 4-ethenyl-2,5-dimet? L-2-hexene-1, 5-diol, 6-methyl-5- ^ oo methylene-1,4-heptanediol, 4,6-dimethyl-2,4- heptadiene-2,6-diol, 2,5,5-trimether-l-2,6-heptadiepo-1,4-diol, 5,6-dimethyl-2-heptene-1,4-diol, 4,6 -dimethyl-3-heptene-1,5-diol, 2,4-dimet? l-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol, 2,6 -dimethyl-5- heptene-1, 5- diol, 3,6-d? methyl-5-heptepo-1,4-diol, 2,2-dimet? l-6-heptene-1,3-diol, 5,6-dimethyl-6-heptene-1, 5-diol, 2,4-dimethyl-6-heptene-1,5-diol, 2-ethylidene-6-methyl-6- 15 heptene-1,5-diol, 4- (2-propenyl) -6-heptene -2,4-diol, 3-ethenyl-1-octane-3,6-dioi, fe 2,7-dιmethyl-2,4,6-octatriene-1,8-diol, 2,6- dimethyl-2,5-octadiene-1, 7-diol, 3,7-dimethyl-2,5-octadiene-1, 7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol ( Rosiridol), 2-methyl-2,6-octadiene-1, 8-diol, 3,7-dimetii-2,7-octadiene-1,4-diol, 2,6-dimethyl-2,7-octadiene-1 , 5-diol, 2,6-dlmethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool), 2,7- 20 dimethyl-2,7-octadiene-1,6-diol, 2-methyl -6-methylene-2-octene-1,7-diol, 2,7-dimethyl-3,5-octadiene-2,7-diol, 4-methylene-3,5-octapodiol, 2,6-dimethyl-3 , 7-octadiene-1, 6-dioi, 2-methylene-4-octene-1,8-diol, 2-methyl-6-octene-3,5-diol, 4-methyl-6-octene -3,5-diol, 2-methyl-6-methylene-7-octene-2,4-diol, 7-methyl-7-octene-2,5-diol, 2-methyl-7-octene-3,5 -
diol, 1-nonene-3,5-diol, 1-noneeno-3,7-diol, 3-nonene-2,5-diol, 4-nopene-2,8-diol, 6,8-nonadiene-1, 5-diol, 7-nonene-2,4-d-ol, 8-nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene-3,8-d-ol and or 1, 9-decad? ene-4,6-diol. fc said main alcohol solvent can also be
selected, preferably, from the group consisting of: 2,5-dimethyl-2,5-hexanediol, 2-ethyl-1,3-hexanediol, 2-methyll-2-propyl-1,3-propanediol, , 2-hexanediol and their mixtures. It is more preferred that said main alcohol solvent be selected from the group consisting of 2-et? -1,3-hexanediol, 2-met? L-2-propyl-1,3-propanediol, 1,2-hexanediol and its mixtures It is further preferred that said main alcohol solvent is selected from the groups consisting of 2-ethyl-1,3-hexanedione, 1,2-hexanediol and mixtures thereof. When several derivatives of the same diol can be used, with different alkylenoxy groups, for example, 2-methyl-2,3-butanediol, having 3 a
ethyleneoxy groups or 2 propyleneoxy groups or 1 butyleneoxy group, it is preferred to use the
derivative with the least number of groups, that is, in this case, the derivative with
? a butyleneoxy group. However, when only about 1 to 4 ethyleneoxy groups are needed to give good formulation ability, said derivatives are also preferred.
INSATURED DIOLES
It has been discovered, quite simply, that there is a clear similarity between the acceptability (formulation capacity) of a saturated diol
and their unsaturated counterparts or analogs, which have higher molecular weights. The unsaturated homologs / analogues have the same formulation capacity as the original saturated main solvent, with the proviso that the main unsaturated solvents have an additional methylene (ie CH2) 5 for each double bond of the chemical formula. In other words, there is an apparent "rule of addition" in which, for each saturated, good main solvent of this invention, which is suitable for the formulation of clear, concentrated fabric softening compositions, there are suitable unsaturated major solvents, in which is added one or more CH2 groups while
| 0 that, for each CH2 group added, two hydrogen atoms are removed from the adjacent carbon atoms in the molecule, to form a carbon-carbon double bond, thus maintaining the number of hydrogen atoms in the constant molecule with respect a to the chemical formula of the "original" saturated main solvent. This is due to a surprising fact that adding a group -CH2- to a chemical solvent formula has the effect of increasing its
? ClogP value at about 0.53, while removing two adjacent hydrogen atoms to form a double bond has an effect of decreasing its ClogP value by approximately the same amount, that is, around 0.48; thus compensating, approximately, the addition of -CH2-. Accordingly, one passes from a preferred saturated principal solvent to preferred, higher molecular weight, unsaturated analogs / homologs containing at least one more carbon atom, inserting a double bond for each initial CH2 group and, as such, In this way, the total number of
hydrogen atoms, which in the original, saturated, original solvent; provided that the ClogP value of the new solvent remains within the effective range of 0.15-0.64, preferably around 0.25 to 0.62 and, more preferably,
| around 0.40 to 0.60. The following are some illustrative examples: 5 2,2-dimethyl-6-heptene-1,3-diol (CAS No. 140192-39-8) is a major solvent of 9-carbon diol, and can be considered for forming appropriate derivatives, adding a CH2 group and a double ligation to any of the following preferred diol solvents of 8 carbon atoms: 2-methyl-1,3-heptanediol or 2,2-dimethyl-1, 3 -hexanodiol. 0 2,4-Dimet? L-5-heptene-1,3-diol (CAS No. 123363-69-9) is a preferred solvent of 9-carbon diol, and can be considered to be properly derived adding a CH2 group and a double bond to any of the following preferred diol solvents of 8 carbon atoms: 2-methyl-1,3-heptanediol or 2,4-dimethyl-1, 3-hexanediol. 2- (1-ethyl-1-propenyl) -1,3-butanediol (CAS No. 116103-35-6) is a preferred solvent of 9-carbon diol, and can be considered to be derived by appropriately adding a CH2 group and a double ligation to any of the following diol main solvents of 8-20 carbon atoms: 2- (1-ethylpropyl) -1,3-propanediol or 2- (1-methylpropyl) -1, 3-butanediol. 2-etenii-3-etii-1, 3-pentanediol (CAS No. 104683-37-6) is a diol main solvent of 9 carbon atoms, and can be considered to be
appropriately derivatized by adding a CH2 group and a double bond to any of the following preferred diol solvents of 8 carbon atoms, preferred: 3-ethyl-2-methyl-1,3-pentanediol or 2-ethyl-3-methyl-1 , 3-pentapodiol. i 3,6-dimethyl-5-heptene-1,4-d-ol (for example, CAS No. 106777-99-5)
is a preferred diol main solvent of 9 carbon atoms, and can be considered to be derived by appropriately adding a CH2 group and a double bond to any of the following preferred diol solvents of 8 carbon atoms: 3-methyl -1, 4-heptanediol, 6-methyl-1,4-heptanediol or 3,5-dimethyl-1,4-hexanediol. 0 5,6-d? Methyl-6-heptene-1,4-diol (eg, CAS No. 152344-16-6) is a preferred 9-atom diol of diol of diol, and can be considered which is derived by appropriately adding a CH2 group and a double bond to any of the following preferred diol solvents of 8 carbon atoms: 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol or , 5-15 dimethyl-1,3-hexanediol. ^ 4-methyl-6-octene-3,5-diol (CAS No. 156414-25-4) is a preferred solvent of 9-carbon diol, and can be considered to be derived by appropriately adding a CH2 group and a double bond to any of the following preferred 8 carbon atom diol main solvents: 3,5-octanediol, 3-methyl-2,4-heptanediol or 4-methyl-3,5-heptanediol. Rosiridol (CAS No. 101391-01-9) and sorosiridol (CAS No. 149252-15-3) are two isomers of 3,7-dimethyl-2,6-octadiene-1,4-dioi and are solvents
diol concentrates of 10 carbon atoms, preferred. It can be considered that it is derived by appropriately adding two CH2 groups and two double bonds to any of the following major dioxide solvents. of 8 carbon atoms, preferred: 2-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 3-methyl-1, 4-5-heptanediol, 6-methyl-1, 4-heptanediol, 2,5-d? Methyl-1, 3-hexanediol or 3,5-dimet? L-1, 4-hexanediol. 8-hydroxylinalool (CAS No. 103619-06-3, 2,6-dimethyl-2,7-octadiene-1,6-diol) is a preferred diol of 10 carbon atoms, preferred, and can be consider that it is derived by appropriately adding two groups CH2 and | 0 two double bonds to any of the following preferred diol solvents of 8 carbon atoms, preferred: 2-methyl-1,5-heptanediol, 5-met? l-1, 5- heptanediol, 2-methyl-1,6-heptapodiol, 6-methyl-1,6-heptanediol or 2,4-dimethyl-1,4-hexanediol. 2,7-dimethyl-3,7-octadiene-2,5-diol (CAS No. 171436-39-8) is a
The main solvent of 10 carbon atoms is preferred, and it can be considered that it is derived by appropriately adding two CH2 groups and two double bonds to any of the following preferred diol solvents of 8 carbon atoms, preferred: 2.5 -octanediol, 6-methyl-1,4-heptanediol, 2-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 6-methyl-2,5 - 20 heptanediol and 2,5-dimethyl-2,4-hexanediol. 4-buty-2-butene-1,4-diol (CAS No. 153943-66-9) is a preferred solvent of 8-carbon diol, and can be considered to be derived by appropriately adding a CH group and a double ligature to
any of the following preferred diol solvents of 7 carbon atoms, preferred: 2-propyl-1,4-butanediol or 2-butyl-1,3-propanediol With the same consideration, there are cases in which a homologue unsaturated k, of higher molecular weight, which is derived from a saturated solvent
inoperable, deficient, is in itself a poor solvent. For example, 3,5-d? Met? L-5-hexane-2,4-diol (e.g., CAS No. 160429-40-3) is a solvent of
8 carbon atoms more saturated, deficient, and can be considered to be derived from the following solvents of 7 carbon atoms, saturated, deficient: 3- met? L-2,4-hexanediol, 5-methyl-2,4-hexanodium !, 2,4-d? Methyl-1,3-pentanediol; and 2,6- | 0 dimethyl-5-heptene-1,2-diol (for example CAS No. 141505-71-7) is a solvent of
9 unsaturated carbon atoms, deficient, and can be considered to be derived from the following solvents of 8 carbon atoms, saturated: 2-methyl-1, 2- heptanediol, 6-methyl-1,2-heptanediol or 2,5 -dimethyl-1, 2-hexanod? ol. It was also found that there is an exception to
the previous addition rule, in which the main saturated solvents always have analogous / unsaturated counterparts with the same degree of acceptability.
The exception refers to saturated diol main solvents having the two hydroxyl groups located on two adjacent carbon atoms. In some cases, although not always, insert one or more CH groups between the two
adjacent hydroxyl groups of a deficient solvent results in an unsaturated, higher molecular weight homologue which is more suitable for the clear, concentrated fabric softening formulation. For example, 6,6-dimethyl-1-heptene-3,5-diol msaturated (CAS No. 109788-O1-4) which has no groups
adjacent hydroxyl, is considered derivative of inoperable 2,2-d? methyl, 3-4hexapodol, which has adjacent hydroxyl groups. Conversely, inserting CH2 groups between adjacent hydroxyl groups of a preferred main solvent k may result in an inoperable, unsolvated diol solvent of
higher molecular weight. For example, 2,4-dimethyl-5-hexane-2,4-diol unsaturated, inoperable (CAS No. 87604-24-8) which has no adjacent hydroxyl groups, can be considered as a derivative of 2,3-dimet? -2,3-pentanediol preferred, having adjacent hydroxyl groups. In this case, it is safer to derive the 2, 4-dimethyl-5-hexane-2,4-diol, unsaturated, inoperable, of 2-methyl-2,4-hexanediol or of 4-methyl-j or 2,4-hexanediol, both inoperable solvents, and they have adjacent hydroxyl groups. There are also cases in which an inoperable unsaturated solvent, which has no adjacent hydroxyl groups, can be considered to be derived from an inoperable solvent having adjacent hydroxyl groups, such as the pair 4,5-dimethyl-6-hexane-1,3-diol and 3, m4-dimethyl-1,2-pentanediol. Therefore, in order to discover the capacity of formulation of an unsaturated solvent that does not have
? adjacent hydroxyl groups, it must be from a saturated low molecular weight homologue, which also has no adjacent hydroxyl groups. That is, in general, the relationship is more reliable when the distance / ratio of the two hydroxy groups is maintained. That is, it is safe to start from a solvent saturated with 20 adjacent hydroxyl groups, to deduce the formulation capacity of the higher molecular weight unsaturated homologs, which also have adjacent hydroxyl groups.
It has been found that the use of these specific, major alcohol solvents can produce clear, stable fabric softening compositions, lower viscosity, at relatively low principal levels of k, that is, less than about 40% by weight of the solvent.
composition when the fabric softener has the VY values and the cis / trans ratios, indicated. It has also been found that the use of the major alcohol solvents can produce highly concentrated fabric softening compositions, which are stable and can be diluted, for example, from about 2: 1 to about 10: 1, to produce compositions with
| 0 lower levels of fabric softener, which are still stable. As discussed previously, the major solvents are conveniently maintained at the lowest possible levels, in the compositions herein, to obtain translucency or clarity. The presence of water exerts an important effect on the need for
main solvents provide the clarity of these compositions. The higher the water content, the higher the level of the main solvent (in relation to the level of softener) that needs to reach the clarity of the product.
Conversely, the lower the water content, the less solvent will be needed (in relation to the softener). In such a way, at water levels
lowers of about 5% to 15%, the weight ratio of active softener to preferred solvent is preferably about 55:45 a
85:15; more preferable, around 60:40 to 80:20. At approximate water levels of 15% to 70% the ratio of active ingredient softener to solvent
Main, by weight, is around 45:55 to 70:30, more preferable, around 55:45 to 70:30. But at high water levels, from about 70% to 80%, the weight ratio of softener active ingredient to main solvent is preferably around 30:70 to 55:45, more preferably, about 35:65 to 45 : 55 At even higher water levels, the principal solvent softener ratios should be even higher. Mixtures of the above main solvents are particularly preferred, since one of the problems associated with large amounts of solvents is safety. Mixtures decrease the amount of any material that is present. Odor and fire hazard can also be minimized by the use of mixtures, especially when one of the major solvents is volatile and / or has a bad odor, which is more likely for low molecular weight materials. Suitable solvents that can be used at levels that would not be sufficient to produce a clear product are: 2,2,4-tpmethyl-1,3-pentanediol, the ethoxylate, diethoxylate or triethoxylate 2,2,4- tpmetii-1, 3-pentanediol; and / or 2-ethyl-1,3-hexanediol. For the purposes of the invention these solvents should only be used at levels that will not provide a stable or clear product. Preferred mixtures are those in which the majority of the solvent is one or more, which have been previously identified herein as highly preferred. The use of solvent mixtures is also preferred, especially when one or more of the preferred major solvents are solids at room temperature. In that case the
Mixtures are fluid or have lower melting points, thereby improving the processability of the softening compositions. It has also been discovered that it is possible to replace part of a main solvent or a mixture of principal solvents of this invention, with
a secondary solvent or with a mixture of secondary solvents, which by themselves are not operable as the main solvent of this invention, as long as there is still present in the liquid, concentrated, clear fabric softening composition, an effective amount of the main solvent (s) operable (s) of this invention. An effective amount of the solvent (s)
^) principal (s) of this invention is at least greater than about 5%, preferably greater than about 7%, more preferable, more than about
% of the composition, when at least about 15% of the softening active ingredient is also present. The substitute solvent (s) may be used at any level, but preferably equal to or less than the amount
of operable master solvent, as defined above, which is present in f the fabric softening composition. For example, although 1, 2-pentanediol, 1,3-octanediol and hydroxypivalyl hydroxypivalate (hereinafter HPHP) having the following formula: HO-CH2C (CH3) 2-CH2-0-CO-C (CH3) 2-CH2OH
(CAS number 1115-20-4) are inoperable solvents according to the present invention, mixtures of these solvents with the main solvent, for example, with the preferred major solvent 1,2-hexanediol, where the main solvent k 1, 2-hexanediol is present at effective levels, they also provide
liquid fabric softening compositions, concentrated, clear. Some of the secondary solvents that can be used are those mentioned as inoperable above and below, as well as some non-alkoxylated ophthalmic solvents, described in tables VIHA-VIIIE. The main solvent can be used to form a
M or translucent or clear composition, or can be used to reduce the temperature at which the composition is translucent or clear. Thus, the invention also comprises the method of adding the principal solvent, at the previously indicated levels, to a composition that is not translucent or clear, or that has a temperature at which instability occurs that is too high, or that makes
translucent or the composition, or when the composition is clear,
For example, at room temperature, or to a specific lower temperature, to reduce the temperature at which the instability occurs, preferably at least 5 ° C, more preferably at least about 10 ° C. The main advantage of the main solvent is that it provides the maximum advantage for a given weight of
solvent. It is understood that "solvent", as used herein, refers to the effect of the main solvent and not to its physical form at a given temperature, since some of the major solvents are solids at room temperature.
ALKYL LACTATES
Some alkyl lactate esters, for example, ethyl lactate and
^ isopropyl lactate, have ClogP values within the effective range of
around 0.15 to 0.64, and can form liquid, concentrated, clear fabric softening compositions with the fabric softening active ingredients of this invention, but it is necessary to use them at a level slightly higher than that of the most effective diol solvents, such as , 2-hexanediol can also be used to replace some of the other major solvents of this invention, f to form clear, concentrated, liquid fabric softening compositions.
This is illustrated in example l-C.
III.- OPTIONAL INGREDIENTS
(A) .- You can also use water soluble solvents, low
Molecular weight, at levels of 0% to about 12%, preferably about 1% to 10%, more preferable, about 2% to 8%. Water-soluble solvents can not provide a clear product at the same low level as the main solvents described above, but can provide a clear product when the main solvent is not sufficient to provide a completely clear product. The presence of these water-soluble solvents, therefore, is highly convenient. Said solvents include: ethanol, isopropanol, 1,2-propanediol, 1,3-propanediol, propylene carbonate, etc .; but they do not include any of themain solvents (B). These water-soluble solvents have a greater affinity for water, in the presence of hydrophobic materials, such as the softening active ingredient, than the main solvents.
(B) .- THE POLISHERS
The compositions herein may also optionally contain about 0.005% to 5% by weight of certain types of hydrophilic optical brighteners that also provide an inhibition action of dye transfer. If used, the compositions herein will preferably comprise about 0.001% to 1% by weight of said optical brighteners. The hydrophilic optical brighteners, useful in the present invention, are those that have the structural formula:
wherein R is selected from anilino, N-2-bis-hydroxyethyl and NH-2-hydroxyethyl; R2 is selected from N-2-bis-hydroxyethyl, N-2-hydroxyethyl-N-methylamino, morphino, chloro and amino; and M is a salt-forming cation, such as sodium or potassium.
When, in the above formula, R is anilino, R2 is N-2-bis-hydroxyethio and M is a cation, like sodium, the brightener is 4,4'-bis [(4- anilino-6- ( N-2-bis-hydroxyethyl) -s-triazine-2-yl) amino] -2,2'-est-ibend-sulphonic acid and the m9 salt of disodium. This particular brightener species is marketed under the Tinopal brand UNPA-GX (R) by Ciba-Geigy Corporation. Tinopal UNPA GX is the preferred hydrophilic optical brightener, useful in the compositions added in the rinse, of the present. When, in the above formula, i is anilino, R2 is N-2-hydroxyethyl-N-2-methylamino and M is a cation like sodium, the brightener is the sodium salt
^ P of 4,4'-bis [(4-anilino-6- (N-2-hydroxyethyl-N-methylamino) -s-tpazin-2-yl) amino] -2,2'-est? lbendisulfonic. This particular brightener species is marketed under the brand Tinopal 5BM-GX (R) by Ciba-Geigy Corporation. When, in the previous formula, R is aniline, R2 is morphine and M is a cation like sodium, the brightener is the sodium salt of 4,4'-bis [(4-15 anilino-6-morpholine) -s-triazin-2-y) amino] -2,2'-stilbenedisulfonic acid. This species
^ P particular polisher is marketed under the Tinopal AMS-GX (R) brand by Ciba-Geigy Coforation.
(O.- OPTIONAL MODIFICATORS OF VISCOSITY / 20 DISPERSION CAPACITY
Relatively concentrated compositions containing both saturated and unsaturated diester quaternary ammonium compounds can
be prepared to be stable without the addition of concentration aids. However, the compositions of the present invention may require organic and / or inorganic concentration aids for
^ P to reach even higher concentrations and / or to meet higher standards
stability, depending on the other ingredients. These concentration aids, which typically can be viscosity modifiers, may be necessary or preferred to ensure stability under extreme conditions when particular levels of softening active ingredient are used.
The surfactant concentration aids are typically selected from the group consisting of (1) long single-chain alkyl cationic surfactants; (2) nonionic surfactants; (3) amine oxides; (4) fatty acids; and (5) their mixtures. These auxiliaries are described in the pending application of P &G Serial No. 08/461, 207, filed on June 5, 1995, of
Wahl and co-inventors, specifically on page 14, line 12 to page 20,
row 12; which is unofficial here by reference. When such dispersion aids are present, the total level is around 2% to 25%, preferably around 3% to 17%, more preferably, about 4% to 15%, and even better, about 5% to 13% by weight of the composition. These materials can be added as part of the
active softening raw material (I), for example, the long single-chain alkyl cationic surfactant and / or the fatty acid which are reactants used to form the biodegradable softening active ingredient, as discussed hereinabove, or They can be added as
separate component. The total level of dispersion aid includes any amount that may be present as part of component (I).
f (1) .- THE CATIÓN QUATERNARY AMMONIUM COMPOUND OF
MONOALQUILO
When the monoalkyl cationic quaternary ammonium compound is present, it is typically at a level of about 2% to 25%, preferably about 3% to 17%, more preferably about 4% to 15%, and even better , about 5% to 13% by weight of the composition; the total monoalkyl cationic quaternary ammonium compound being at least at an effective level. Said monoalkyl, cationic quaternary ammonium compounds useful in the present invention are preferably the quaternary ammonium salts of the general formula:
[R N + (R5) 3] A "
wherein: R4 is an alkyl or alkenyl group of 8 to 22 carbon atoms, preferably an alkyl or alkenyl group of 10 to 18 carbon atoms, more preferably, an alkyl or alkenyl group of 10 to 14 carbon atoms or from 16 to 18 carbon atoms;
Each R 5 is an alkyl group of 1 to 6 carbon atoms or a substituted alkyl group (for example, hydroxyalkyl), preferably an alkyl group of 1 to 3 carbon atoms, for example methyl (most preferred), ethyl, propyl and • \ W similar; a benzyl group, hydrogen, a polyethoxylated chain with about 5 from 2 to 20 oxyethylene units, preferably about 2.5 to 13 oxyethylene units, more preferably, about 3 to 10 oxyethylene units, and mixtures thereof; and A "is defined as above for formula (1). Especially preferred dispersion aids are monolauryltrimethylammonium chloride and monosebotpmethylammonium chloride, obtainable from Witco under the trademark Varisoft (R) 471 and monooleyltrimethylammonium chloride, obtainable from Witco under the trademark Varisoft (R) 417. The group R4 can be attached to the cationic nitrogen atom by means of a group containing one or more ester, amide, ether, amine, etc., linking groups, which may be convenient for get concentration
increased component (I), etc. Such linker groups of
Preference is given to about 1 to 3 carbon atoms of the nitrogen atom. The monoalkyl cationic quaternary ammonium compounds also include alkyl cholin esters of 8 to 22 carbon atoms. The preferred dispersion aids of this type have the formula:
R1C (O) -O-0H2CH2N + (R) 3 A "
wherein R1, R and A "are as previously defined, most preferred dispersion aids include cococholine ester of 12 to 14 carbon atoms and sebocolipa ester of 16 to 18
^ P carbon atoms. Long-chain, biodegradable, single-chain alkyl dispersion aids containing an ester linkage in the long chains are described in U.S. Patent No. 4,840,738, Hardy and Walley, issued Jun. 20, 1989; said patent is hereby prompted by reference. When the dispersion aid comprises alkyl choline esters, preferably the compositions also contain a small amount, preferably about 2% to 5% by weight of the composition, of organic acid.
The organic acids are described in the European patent application No.
404,471, de Machín and co-inventors, published on December 27, 1990, cited
antepormente, which is incorporated here by reference. Preferably the organic acid is selected from the group consisting of glycolic acid, acetic acid, citric acid and mixtures thereof. The ethoxylated quaternary ammonium compounds which can serve as dispersion aids include: ethyl-20 bis (polyethoxyethoxy) alkylammonium ethyl sulfate, with 17 moles of ethylene oxide, obtainable under the trade name Variquat (R) 66 from Sherex Chemical Company; polyethylene glycol (15) oleammonium chloride, obtainable under the trademark Ethoquad (R) 0/25
Akzo; and polyethylene glycol (15) cocoammonium chloride, obtainable under the Ethoquad (R) C / 25 brand, from Akzo. Suitable long single chain materials correspond to the softening active ingredients described above, where only one R1 group is present in the molecule. The group R or the group YR1 is usually replaced by a group R. Although the main function of the dispersion aid is to increase the dispersion capacity of the ester softener, preferably the dispersion auxiliaries of the present invention also have some properties. softeners to enhance the softening performance of the composition.
Accordingly, preferably the compositions of the present invention are substantially free of nonionic, ethoxylated, non-nitrogenous dispersion aids, which decrease the overall softening performance of the compositions. 15 Also quaternary compounds that have only one
The long alkyl chain alone may protect the cationic softener from interacting with the anionic surfactants and / or builders that are carried to the rinsing of the wash solution. It is extremely convenient to have enough one-quarter quaternary compound
long chain or cationic polymer, to ensure the anionic surfactant.
This provides improved control of wrinkles. The ratio of active fabric softener to long single chain compound is typically about 100: 1 to 2: 1, preferably about 50.1 to 5: 1, more preferable,
around 13: 1 to 8: 1. Under conditions of high detergent carry, the preference ratio is around 5: 1 to 7: 1. Typically, the long single chain compound is present at a level of approximately 10 ppm to 25 ppm in the rinse.
(2) .- AMINA'S OXIDES
Suitable amine oxides include those having an alkyl or hydroxyalkyl portion of about 8 to 22 carbon atoms, preferably about 10 to 18 carbon atoms, more preferably about 8 to 14 carbon atoms, and two portions alkyl selected from the group consisting of alkyl groups and hydroxyalkyl groups with about 1 to 3 carbon atoms. Examples include: dimethyloctylamine oxide, diethyldecylamine oxide, bis- (2-hydroxyethyl) dodecyl-amine oxide, dimethyldodecllamine oxide, dipropyltetra-decylamine oxide, methylethylhexadecylamine oxide, dimethyl-2-oxide. -hydroxyoctadecylamine and fatty cocoalkyl-dimethyl-amine oxide.
(D) .- THE STABILIZERS
The stabilizers may be present in the compositions of the present invention. The term "stabilizer", as used herein, includes
antioxidants and reducing agents. These agents are present at a level of from 0% to about 2%, preferably from about 0.01% to 0.2%, more preferably, about 0.035% to 0.1% for antioxidants, and preferably, about 0.01% a 0.2% for reducing agents. These ensure good odor stability under long-term storage conditions. Antioxidant stabilizers and reducing agents are especially critical for products without aroma or with low aroma (without perfume or with little perfume). Examples of antioxidants that can be added to the compositions of this invention include a mixture of ascorbic acid, ascorbic f palmitate, propyl gallate, obtainable from Eastman Chemical Products, Inc., under the trademarks Tenox (R) PG and Tenox (R ) S-1; a mixture of HTB (butylated hydroxytoluene), HAB (butylated hydroxyanisole), propyl gallate and citric acid, obtainable from Eastman Chemical Products Inc., under the Tenox (R) 6 brand; butylated hydroxytoluene, obtainable from UOP Process Division, under the trademark 15 Sustane (R) BHT; terbutilhidroquinopa, Eastman Chemical Products, Inc., as
^ Tenox (R) TBHQ; natural tocopherols, Eastman Chemical Products, Inc., as Tenox (R) GT-1 / GT-2; and butylated hydroxyanisole, Eastman Chemical Products, Inc., as GHA; long chain esters (8 to 22 carbon atoms) of gallic acid, for example, dodecyl gallate; Irganox (R) 1010, Irganox (R) 1035, Irganox (R)
B1171, Irganox (R) 1425, Irganox (R) 3114; Irganox (R) 3125; and their mixtures, preferably Irganox (R) 3125, Irganox (R) 1425, Irganox (R) 3114, and mixtures thereof; more preferably, Irganox (R) 3125 alone or mixed with citric acid and / or other chelating agents, such as propyl citrate, Dequest (R) 2010, obtainable from
Monsanto, with the chemical name 1-hydroxyethylidene-1, 1-diphosphonic acid (etidronic acid) and Tiro (R), obtainable from Kodak with the chemical name 4,5-dihydroxy-m-benzenesulfonic acid and its sodium salt, and DTPA (R), obtainable from Aldrich, f with the chemical name diethylenetriaminepentaacetic acid. 5 (E) .- MUGRE'S LOOSE AGENT
In the present invention, an optional grinding agent can be added. The addition of the grinding agent can occur in combination with the premix, in combination with the acid / water seat, before or after the addition of the electrolyte or after the final composition is formed. The softening composition prepared by the process of the present invention may contain from 0% to about
%, preferably around 0.2% to 5%, of a grime remover agent.
It is preferred that said grime remover agent be a polymer. The agents
Ww polymeric grout removers, useful in the present invention, include copolymer blocks of terephthalate and polyethylene oxide or polypropylene oxide, and the like. A preferred grime remover agent is a copolymer having
blocks of terephthalate and polyethylene oxide. More specifically, these polymers consist of repeating units of ethylene terephthalate and polyethylene oxide terephthalate, at a molar ratio of ethylene terephthalate units to polyethylene oxide terephthalate units from 25:75 to about 35:64;
said polyethylene oxide terephthalate containing polyethylene oxide blocks having approximate molecular weights of from 300 to 2,000. The molecular weight of this polymeric filler agent is on the scale
Ww approximately 5,000 to 55,000. Another preferred poiimeric soil wetting agent is a crystallizable polyester with repeating units of ethylene terephthalate units containing about 10% to 15% by weight of ethylene terephthalate units, along with about 10% to 50% by weight of polyoxyethylene terephthalate units, derived from a polyoxyethylene glycol with average molecular weight
Approximate 300 to 6,000, and the molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymer compound is between 2: 1 and 6: 1. Examples of this polymer include the commercially available materials Zelcon 4780 (R) (from DuPont) and Milease T (R) (from ICI). The most preferred soil release agents are
polymers of the generic formula: O O O O X- (OCH 2 CH 2) p (0-C-R 14 -C-OR 15) u (0-C-R 1 -OC-0) (CH 2 -CH 20 -) "- X
wherein each X can be a suitable crown group, each X being selected, typically, from the group consisting of H and alkyl or acyl groups containing about 1 to 4 carbon atoms; p is selected for solubility in water and is generally about 6 to 113, preferably about 20 to 50; u is critical for the formulation in a liquid composition
which has a relatively high ionic strength. There must be little material in which "u" is greater than 10. In addition, there must be at least 20%, preferably at least 40%, of material in which "u" varies from f around 3 to about 5. The R14 portions are essentially 1,4-phenylene portions. As used herein, the term "R14 portions are essentially 1,4-phenlene portions" refers to compounds in which the R14 portions consist entirely of 1, 4-phenylene portions or are partially substituted with other portions arylene or alkarylene, alkenyl portions, alkenylene portions or their
^ fe mixtures. The arylene and alkarylene portions that can partially replace 1,4-phenylene include: 1,3-phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-biphenylene, 4,4 -biphenylene and its mixtures. The partially substituted alkylene and alkenylene portions include: 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octamethylene, 1, 4-15 cyclohexylene and its mixtures. Ww For the portions R14, the degree of partial substitution with different portions of 1,4-phenylepo must be such that the soil loosening properties of the compound are not adversely affected to any significant degree. In general, the degree of partial substitution that can
being tolerated will depend on the length of the skeleton of the compound; that is, the longer skeletons may have greater partial substitution of the 1,4-phenylene portions. Usually the compounds in which R14 comprise about 50% to 100% of 1,4-phenylene portions (from 0% to about 50% of
different portions of 1,5-phenylene), have adequate soil loosening activity. For example, polyesters made in accordance with the present invention, with 40:60 molar ratio of isophthalic acid (1, 3-phenlene) to terephthalic f (1,4-phenylene) have adequate soil loosening activity. However, since most of the polyesters used in the fiber formation comprise ethylene terephthalate units, it is usually convenient to minimize the degree of partial substitution with different portions of 1,4-phenylene, for better waterlogger activity. dirt. Preferably the portions R14 consist entirely of (i.e., comprise 100%) 1,4-phenylene portions,
In other words, each portion R14 is 1, 4-phenylene. For portions R15 the appropriate ethylene or substituted ethylene portions include: ethylene, 1,2-propylene, 1,4-butylene, 1,2-hexylene, 3-methoxy-1,2-propylene and mixtures thereof. Preferably, the R15 portions are essentially ethylene portions, 1,2-propylene portions or mixtures thereof. The
inclusion of a higher percentage of ethylene portions tends to improve
^ P loosening activity of the compounds. Surprisingly, the inclusion of a higher percentage of 1, 2-propylene portions tends to improve the water solubility of the compounds. Accordingly, the use of 1, 2propylene or equivalent portions
Likewise branched, it is convenient for the incorporation of any substantial part of the grinding remover component in the liquid fabric softening compositions. Preferably, about 75% to about 100% are 1,2-propylene portions.
The value of each "p" is at least about 6 and preferably at least about 10. The value of each "n" usually varies from about 12 to about 113. Typically, the value for each "p" f is on the approximate scale of 12 to 43. 5 A more complete description of these soil release agents is contained in U.S. Patent Nos. 4,661, 267, Decker, Konig, Straathof and Gosslink, issued April 28. of 1987; 4,711, 730, Gosselink and Diehl, issued December 8, 1987; 4,749,596, by Trinh, Gosselink and Rattinger, issued April 4, 1989; 4,877,896, by Maldonado, f Trinh and Gosseiink, issued on October 31, 1989; 4,956,447, Gosselínk and co-inventors, issued September 11, 1990, and 4,976,879 to Maldonado, Trinh and Gosselink, issued December 11, 1990, all these patents are incorporated herein by reference. These soil release agents can also act as cream dispersants.
(F) .- THE DISPERSANT OF NATA
In the present invention, the premix can be combined with an optional cream dispersant, different from the grime remover agent, and can be heated to a temperature of, or above, the melting point (s) of the components. .
Preferred cream dispersants herein are formed by strongly ethoxylating hydrophobic materials. The hydrophobic material can be a fatty alcohol, a fatty acid, a fatty amine, a fatty acid amide,
W is an amine oxide, a quaternary ammonium compound, or the hydrophobic portions used to form the soil release polymers. Preferred cream dispersants are strongly ethoxylated, for example, more than about 17, preferably more than about 25, even better, more than about 40 moles of ethylene oxide per molecule, on average; the polyethylene oxide portion being about 76% to about 97%, preferably about 81% to about 94%, of the total molecular weight. The level of cream dispersant is sufficient to maintain the cream at an acceptable level, preferably not noticeable to the consumer, under the conditions of use; but not enough to adversely affect the smoothing. For some purposes it is convenient that the cream is non-existent.
Depending on the amount of anionic or non-ionic detergent, etc., used in
Ww the washing cycle of a typical laundry process, the efficiency of the rinsing steps, before the introduction of the compositions herein, and the hardness of the water, the amount of anionic or nonionic detergent surfactant and of the detergency builder (especially phosphates and zeoiites)
trapped in the fabric (wash) will go. Normally, the minimum amount of cream dispersant should be used to avoid adversely affecting the smoothing properties. Typically, the cream dispersion requires at least about 2%, preferably at least about 4 $ (so
less 6% and preferably at least 10% to avoid cream as much as possible), based on the level of softening active ingredient. However, at approximate levels of 10% (relative to the softening material) or more, the loss of softening efficacy of the product is jeopardized, especially when the fabrics contain high proportions of non-ionic surfactant, which has been absorbed during the washing operation. The preferred cream dispersants are: Brij 700 (R), Varonic U-250 (R), Genapol T-500 (R), Genapol T-800 (R), Plurafac A-79 (R), and Neodol 25-50 (R)
? G) .- THE BACTERICIDES
Examples of bactericides used in the compositions of this invention include: glutaraldehyde, formaldehyde, 2-bromo-2-nitro-propane-1, 3-diol, sold by Inolex Chemicals, located in Philadelphia, PA, USA, under the name Bronopol (R), and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-opa, sold by Rohm and Haas Company, under the trademark
Kathon, about 1 to 1, 000 ppm by weight of the agent.
(H) .- THE PERFUME
The present invention may contain any perfume compatible with the softener. The suitable perfumes are described in US
,500,138, by Bacon and coauthors, issued March 19, 1996; said patent being hereby unpublished by reference. As used herein, the perfume includes fragrant substances or mixtures of substances which include natural fragrances (ie,
obtained by extracting flowers, herbs, leaves, roots, bark, wood, inflorescences or plants), artificial (that is, a mixture of different natural oils or constituents of natural oil) and synthetic (that is, produced by synthesis). These materials are often accompanied by auxiliary materials, such as fixatives, extenders, stabilizers and solvents. These auxiliaries are also included within the meaning of "perfume", coimo is used here. Typically perfumes are complex mixtures of a plurality of organic compounds. Examples of perfume ingredients useful in the perfumes of the compositions of the present invention include, but are not limited to:
hexylcinnamic aldehyde, amylcinnamic aldehyde, amyl salicylate, salicylate
^ P hexyl, terpinol, 3,7-dimethyl-cis-2,6-octadien-1-ol, 2,6-dimethyl-2-octanol, 2,6-dimethyl-7-octen-2-ol, 3, 7-dimethyl-3-octanoi, 3,7-dimethyl-trans-2,6-octadien-1-ol, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethyl-1-octane! , 2-methyl-3- (para-tert-butylphenyl) propionaldehyde, 4- (4-hydroxy-4-methylpentyl) -3-cyclohexen-1-carboxyaldehyde, tricyclodecenyl propionate, tricyclodecenyl acetate, anisaldehyde, 2-methyl-2 - (paa-iso-propylphenyl) -propionaldehyde ethyl-3-methyl-3-phenyl glycidate, 4- (para-hydroxyphenyl) butan-2-one; 1- (2,6,6-trimethyl-2-cyclohexen-1-yl) -
2-buten-1-one, para-methoxyacetophenone, para-ethoxy-alpha-phenylpropene, methyl-2-n-hexyl-3-oxo-cyclopentane carboxylate, gamma-undecalactone. Other examples of fragrance materials include, but are not limited to: orange oil, lemon oil, grapefruit oil, bergamot oil, clove oil, gamma-dodecalactone, methyl-2- (2-pentyl acetate) - 3-oxo-cyclopentyl), methyl-beta-naphthyl ether, methyl-beta-naphthyl ketone, coumarin, decyl aldehyde, benzaldehyde, 4-tert-butylcyclohexyl acetate, alpha-alphal dimethyl-phemethyl acetate, methylphenylcarbinyl acetate, Schiff's base 4- (4-hydroxy-4-methylpentyl) -3-cyclohexen-1-caFoxyaldehyde and methyl anthranilate; cyclic diester f of tridecanodioic acid ethylene glycol, 3,7-dimethyl-2,6-octadiene-1-nitrile, gamma-methyionone, alpha-ionone, beta-ionone, "petitgrain", methylcetrylone, 7-acetyl-1 , 2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethyl-naphthalene, methyionone, methyl-1, 6,10-trimethyl-2,5,9-cyclododecatriene-1 -yl-ketone, 7-acetyl-1, 1, 3,4,4-6-hexamethyl-tetraline, 4-acetyl-6-tert-butyl-1,1-dimethyl-indane, benzophenone, 6-acetyl-1, 1, 2 , 3,3,5- 15 hexamethylindane, 5-acetyl-3-isopropyl-1,1,6-tetramethylindane, 1-dodecanal, 7- ^ P hydroxy-3,7-dimethyl-octanal, 10-undecen- 1-al, isohexenylcyclohexylcarboxyaldehyde, formyltricyclodecane, cyclopentadecanolide, 16-hydroxy-9-hexadecenoic acid lactone, 1, 3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl? clopenta-gamma-2-benzopyran, ambroxapo, dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1 bjfuran, 20 cedrol, 5- (2,2,3-trimethylcyclopent-3-en? l) -3- methylpentan-2-ol, 2-ethyl-4- (2,2,3-trimethyl-3-ciciopenten-1-yl) -2-buten-1-ol, caryophyllene alcohol, ac Citrilium acetate, para-butyl-cyclohexyl acetate, patchouli, resinoid olibanum, laudanum, vetiver, copaiba balm, spruce balsam, and the condensation products of:
hydroxy-citronellal and methyl anthranilate; hydroxy-citronellal and indole, phenylacetaldehyde and indole; 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxyaldehyde and methyl anthra-nylate. f More examples of perfume components are: geraniol, acetate
of geranil, linalool, linalyl acetate, tetrahydrolinalool, citronellol, citronellyl acetate, dihydromyrcenol, dihydromyrcenyl acetate, tetrahydromyrcenol, tefinyl acetate, nopol, nopyl acetate, 2-phenoltanol, 2-phenylethyl acetate, benzyl alcohol , benzyl acetate, benzyl salicylate, benzyl benzoate, styrallyl acetate, dimethylbenzylcarbinol, trichloromethylphenylcarbinyl-? -methylphenylcarbinyl acetate, isononyl acetate, vetivol acetate, vetyverol, 2-methyl-3- (p-terbutilfen? l) propanal, 2-methyl-3- (p-isopropylphenyl) -propanal, 3- (p-tert-butylphenyl) propanal, 4- (4-meth? l-3-pentenyl) -3-cyclohexencarbox? aldehyde, 4- acetoxy-3 -pentyl tetrahydropyran, methyl dihydrojasmonate, 2-n-heptylcyclopentanone, 3-methyl-2-penti-cyclopentanone, n-decanal, n-dodecanal, 9-15 decene-1, phenoxyethyl isobutyrate, phenylacetaldehyde-dimethylacetal,
^ P-phenylacetaldehyde-diethylacetal, gerapopitrile, citronelonitrile, cedryl-acetal, 3-isoancan-cyclohexanol, methyl-cedryl ether, isolongifolanone, aubepin-nitrile, aubepin, heliotropin, eugenol, vanillin, diphenyl oxide, hydroxy-citronellala ionoons, methyl ionones, ionones of sub-yl, c-s-3-hexene and their
esters; indane-moss fragrances, tetralin-moss fragrances, isocromapo-moss fragrances, macrocyclic ketones, macrolactone moss fragrances, ethylene brasilate.
The perfumes useful in the compositions of the present invention are substantially free of halogenated and nitromussed materials. Suitable solvents, diluents or carriers for the perfume ingredients mentioned above are, for example: ethanol, sodium propane, diethylene glycol, monoethyl ether, dipropylene glycol, diethyl phthalate, triethyl citrate, etc. The amount of said solvents, diluents or carriers, inciprorated in the perfumes, is preferably kept to the minimum necessary to provide a homogeneous perfume solution. The perfume may be present at a level of 0% to 15%, preferably about 0.1% to 8%, more preferably, about 0.2% to 5% by weight of the final composition. The fabric softening compositions of the present invention provide improved deposition of the perfume in the fabric.
(I) .- THE CHELATING AGENTS
The compositions and methods herein may optionally employ one or more copper and / or nickel chelating agents ("chelators"). The water-soluble chelating agents can be selected from the group consisting of aminocarboxylates, aminophosphonates, aromatic chelating agents, polyfunctionally substituted, and mixtures thereof, all as defined below. The whiteness and / or brightness of the fabrics is improved or restored by said chelating agents, and the stability of the materials in the compositions is improved.
Aminocarboxylates useful as chelating agents herein include: ethylenediaminetetraacetates (EDTA), N-hydroxyethylenediaminetriacetates, nitrilotpacetates (NTA), ethylenediaminetetrapropionates, ethylenediamine-N, N'-diglutamates, 2-hydroxypropylenediamine-N, N '-disuccinates, triethylenetetramine 5-hexaacetates, diethylenetriaminepentaacetates (DETPA) and ethanoldiglicines, including their water-soluble salts, such as their alkali metal, ammonium and substituted ammonium salts, and mixtures thereof. The aminophosphonates are also suitable for use as chelating agents in the compositions of the invention, when at least low levels of total phosphorus are allowed in the detergent compositions, and
They include ethylenediaminetetracis (methylenephosphonates), diethylene glycol-N, N, N ', N'-pentacis (methanephosphonate (DETMP) and 1-hydroxletan-1,1-diphosphonate (HEDP).) Preferably these aminophosphonates do not contain alkyl or alkenyl with more than about 6 carbon atoms.The chelating agents are typically used in the
^ P procedure of rinsing of the present at approximate levels of 2 ppm to 25 ppm, for periods of 1 minute to several sheets of soaking. The preferred EDDS chelator, used herein (also known as N, N'-ethylene diamine disuccinate) is the material described in US Patent No. 4,704,233, cited above, and has the formula (shown in the free acid form):
NH (L) C2H4N (L) H
where L is a group CH2 (COOH) CH2 (COOH). As described in the patent, EDDS can be prepared f using maleic anhydride and ethylenediamine. The preferred, biodegradable [S, S] isomer of EDDS can be prepared by reacting L-aspartic acid with 1,2-dibromoethanol. EDDS has advantages over other chelators, as it is effective in chelating both copper and nickel cations, it is available in a biodegradable form and does not contain phosphorus. The EDDS used here as a chelator is typically in its salt form, that is, where one or
? more than the four acid hydrogens are replaced by a water-soluble M cation such as sodium, potassium, ammonium and tpetanolammonium and the like. As noted above, the EDDS chelator is also typically used in the present rinse procedure at approximate levels of 2 ppm to 25 ppm, for periods of 1 minute to several hours of soaking. To certain
pH values, the EDDS is preferably used in combination with cations
Ww zinc. A wide variety of chelators can be used herein. In fact, simple polycarboxylates, such as citrate, oxydisuccinate and the like, can also be used, although such chelating agents are not as effective as
the aminocarboxylates and the phosphonates, on a weight basis. Consequently, the levels of use can be adjusted to take into account the different degrees of effectiveness that latadora. The chelators of the present preferably have a stability constant (of the chelator totally
ionized) for copper ions of at least about 5, preferably at least about 7. Typically, the chelating agents will comprise about 0.5% to 10%, more preferably, about 0.75% to 5% by weight of the compositions of the present, in addition to those that are stabilizers. The
Preferred chelators include DETMP, DETPA, NTA, EDDS and mixtures thereof.
(J) .- THE CATIÓNIC POLYMERS
The compositions herein may contain about 0.001% to 10%, preferably about 0.01% to 5%, more preferable, about 0.1% to 2%, of cationic polymer, typically having a molecular weight of about 500 to 1, 000,000, preferably, around 1, 000 a
500,000, more preferable, around 1, 000 to 250,000, and even better, around 2,000 to 100,000, and a charge density of at least
about 0.01 meq / g, preferably about 0.1 to 8 meq / g; plus
Preferably, about 0.5 to 7, and still better, about 2 to 6. In order to provide the benefits of cationic polymers, and especially cationic polymers containing amine or imine groups, said cationic polymer is preferably primarily continuous aqueous phase. The cationic polymers of the present invention can be the amine salts or quaternary ammonium salts. Quaternary ammonium salts are preferred. They include the cationic derivatives of natural polymers, such as some polysaccharides, gums, starch and certain cationic synthetic polymers,
such as vinylpyridine polymers and copolymers or vinylpyridinium halides, cationic. Preferably the polymers are soluble in water, for example, to the extent of at least 0.5% by weight at 20 ° C. It is preferred that they have approximate molecular weights f from 600 to 1,000,000, more preferable, about 600
to 500,000, still better, around 800 to 300,000 and, especially, around 1, 000 to 10,000. As a general rule, the lower the molecular weight, the greater the degree of substitution (GS) for cationic groups, usually quaternary, which is convenient or, correspondingly, the lower the degree of substitution, the higher the molecular weight that is convenient , but no
^ k there seems to be no precise relationship. In general, cationic polymers have a charge density of at least about 0.01 meq / g, preferably about 0.1 to 8 meq / g, more preferable, about 0.5 to 7, and even better, about 2 to 6. Suitable desirable cationic polymers are described in 15 CTFA International Cosmetic Ingredient Dictionary, 4th edition, JM Nikitakis and Ww others, Editors, published by Cosmetic, Toiletry and Fragrance Association, 1991, hereby incorporated by reference. The list includes the following: Of the polysaccharide gums, Guar and carob gums, which are galactomannan gums that are commercially available, and are the
preferred. Guar gums are sold under the CSAA M / 200, CSA brands
200/50, by Meyhall and Stein-Hall; and the hydroxyalkylated guar gums are available from the same suppliers. Other polysaccharide gums obtainable
in commerce include: xanthan gum, ghatti gum, tamarind gum, gum arabic and agar. Cationic guar gums and methods for preparing them are
Ww described in British Patent No. 1, 136,842 and in United States Patent 5 4,031, 307. Of preerencia have a G.S. Approximately 0.1 to 0.5. An effective cationic guar gum is Jaguar C-13S (trademark, Meyhall). Cationic guar gums are a highly preferred group of cationic polymers in the compositions according to the invention, and act as both scavengers for the anionic surfactant
? residual, when to increase the softening effect of cationic textile softeners, even when used in bathrooms containing little or no residual surfactant. Other gums based on polysaccharides can be similarly quaternized and act in substantially the same way, with varying degrees of effectiveness. Suitable starches and derivatives
are natural starches, such as those obtained from corn, wheat, barley, etc., and from roots such as potatoes, tapioca, etc., and dextrins, particularly pyrodextripas, such as British gum and white dextrin. Some very effective individual cationic polymers are the following: poiivinylpyrrolidine, approximate molecular weight 40,000, with about
of 60% of available pyridine nitrogens, quaternized; 70/30 vinylpyridine / styrene molar proportions copolymer, approximate molecular weight 43,000, with about 45% of the pyridine nitrogens available, quartered, as before; copolymers of molar proportions 60/40 of
vinylpyridine / acrylamide, with about 35% of the pyridine nitrogens available, quaternized as before; copolymers of molar proportions 77/23 and 57/43 of vinylpyridine / methyl methacrylate, approximate molecular weight
^ P 43,000, with about 97% of available pyridine nitrogens, 5 quarts, as before. These cationic polymers are effective in the compositions at very low concentrations, for example, from 0.001% by weight to 0.2%, especially around 0.02% to 0.1%. In some cases the effectiveness seems to fall, when the content exceeds some optimal level, such as for
^ Povinylpyridine, and its copolymer with styrene, about 0.05%. Some other effective cationic polymers are: vinylpyridine copolymer and N-vinylpyrrolidopa (63/37) with about 40% of the available quaternized pyridine nitrogens; vinylpipdma and acrylonitrile copolymer (60/40), quatemized as before; N, N-dimethylaminoethyl and styrene meta-plate copolymer (55/45) quaternized as above, in about
W 75% of available amino nitrogens. Eudragit E (trademark of Rohm GmbH), quaternized as before in about 75% of available amino nitrogens. It is believed that Eudragit E is the copolymer of N, N-dialkylaminoalkyl methacrylate and a neutral acrylic acid ester, and that it has a
approximate molecular weight of 100,000 to 1,000,000. the copolymer of N-vinylpyrrolidone and N, N-dethylaminomethyl meta-plate (40/50), quaternized to about 50% of the available amino nitrogens. It can be prepared
the cationic polymers in a known manner, quaternizing the basic polymers. Other additional cationic polymer salts are the
^ P quaternized polyethyleneimines. These have at least 10 units
repeaters, some of which, or all, are quatemized. Commercial examples of polymers of this class are also sold under the generic brand Alcostat, by Allied Colloids. Typical examples of polymers are described in US Pat. No. 4,179,382, hereby incorporated by reference. F Each polyamine nitrogen, whether primary, secondary or tertiary, is further defined as being a member of one of three general classes: simple substituted, quatemized or rusty. The polymers are made neutral by water-soluble anions, such as chlorine (CI "), bromine (Br"), iodine (I ") or any other negatively charged radical, such as sulfate (S0 2") and methosulfate (CH3S03). "). Ww Specific polyamine skeletons are described in U.S. Patent 2,182,306, Ulrich and co-inventors, issued December 5, 1939; U.S. Patent 3,033,746, Mayle and co-inventors, issued May 8, 1962; US 2,208,095, to Esselmann and co-inventors, issued July 16, 1940, United States Patent 2,806,839, to Crowther, issued September 17, 1957, and US Patent 2,553,696, to Wilson, issued May 21, 1951; all incorporated here by reference.
The examples of modified polyamine cationic polymers of the present invention, comprising the PEI, are illustrated in the formulas I-II: The formula I illustrates a cationic polyamine polymer comprising a PEI backbone, where all the substitutable nitrogens are modified by replacement with hydrogen, with a polyoxyalkylenoxy unit - (CH2CH20) 7H, which has the formula:
Formula I
This is an example of a cationic polyamine polymer that is completely modified by a type of portion. Formula II illustrates a cationic polyamine polymer comprising a PEI backbone in which all substitutable primary amine nitrogens are modified by hydrogen replacement, with a cholinoxyalkyleneoxy unit - (CH2CH20) 7H, then the molecule is modified by
subsequent oxidation of all oxidizable primary and secondary nitrogens, to N-oxides; said cationic polyamine polymer having the formula:
Formula II
Another related polyamine cationic polymer comprises a PEI backbone in which all of the hydrogen atoms in the backbone are substituted, and some amine units in the backbone are quatemized. The substituents are polyoxyalkylenoxy units - (CH 2 CH 20) 7 H or methyl groups. Another related polyamine cationic polymer comprises a PEI backbone in which the nitrogens of the backbone are modified by substitution (ie by - (CH 2 CH 20) 7 H or methyl), quaternized, oxidized to N-oxides, or a combination thereof.
Of course, mixtures of any of the cationic polymers described above can be used, and the selection of the individual polymers or particular mixtures can be used to control the physical properties of the compositions, such as their viscosity and the stability of the compositions. aqueous dispersions. In order to be very effective, the cationic polymers herein are, at least at the level described herein, in the continuous aqueous phase, preferably they are added until the very end of the process for the manufacture of the compositions. The fabric softening active ingredients are usually present in the form of vesicles. After having formed the vesicles, and while the temperature is lower than 29 ° C, the polymers are added.
(K) .- OTHER OPTIONAL INGREDIENTS
Silicones
The silicone herein may be a polydimethylsiloxane (polydimethylsilicon or PDMS) or a derivative thereof, for example, aminosilicones, ethoxylated silicones, etc. The PDMS is preferably one having a low molecular weight, for example, one having a viscosity of about 2 to 5,000 cSt, preferably about 5 to 500 cSt, more preferably about 25 to 200 cSt. You can conveniently use silicone emulsions to
prepare the compositions of the present invention. However, preferably, the silicone is one that, at least initially, is not emulsified. That is, the silicone must be emulsified in the composition itself.
In the process for preparing the compositions, the silicone is preferably added to the "water seat" comprising the water and, optionally, any other ingredients that normally remain in the aqueous phase. Low molecular weight PDMSs are preferred for use in the fabric softening compositions of this invention. It is easier to formulate the
^ PDMS of low molecular weight without prior emulsification. Silicone derivatives, such as amino-functional silicones, quaternized silicones and silicone derivatives containing Si-OH, Si-H and / or Si-Cl bonds can be used. However, these nopmament silicone derivatives are more substantive for the fabrics and can accumulate on the
fabrics after repeated treatment, to actually cause a reduction
™ in the absorbency of the fabric. When added to water, the fabric softening composition deposits the biodegradable cationic fabric softening active on the surface of the fabric to give fabric softening effects. Nevertheless,
in a typical laundry procedure, using an automatic washing machine, the water absorbency in the cotton fabric is appreciably reduced, when there is more than about 40 ppm, especially when there is more than about 50 ppm of the active ingredient fabric softener , cationic, in the water of
rinse. Silicone improves water absorbency, especially for freshly treated fabrics, when used with this level of fabric softener, without adversely affecting fabric softening performance. The mechanism through
How this improvement in water absorbency occurs is not understood, since silicones are inherently hydrophobic. It is very pleasing that there is any improvement in water absorbency, rather than additional loss of water absorbency. The amount of PDMS needed to provide a remarkable improvement in water absorbency depends on the initial re-wettability performance f which, in turn, depends on the type of detergent used in the wash. Effective amounts vary from about 2 ppm to about 50 ppm in the rinse water, preferably around 5 to 20 ppm. The ratio of PDMS to softening active ingredient is about 2: 200 to 50: 100, preferably, about 3: 100 to 35: 100. More preferable, around 4: 100 to
25: 100. As noted earlier, this typically requires around
^^ from 0.2% to 20%, preferably around 0.5% to 10%, more preferable, about 1% to 5% silicone. The PDMS also improves the ironing facility as well as improving the re-wettability characteristics of the fabrics. When the
The fabric care composition contains an optional grime remover polymer, the amount of PDMS deposited on cotton fabrics increases and the PDMS improves the loosening benefits of grime on polyester fabrics. The PDMS also improves the rinsing characteristics of the compositions
for the care of fabrics, by reducing the tendency of the compositions to foam during rinsing. Surprisingly, there is little reduction, if any, in the softening characteristics of the compositions for care
^ of fabrics, as a result of the presence of relatively large amounts of PDMS. The present invention may include other optional components conventionally used in compositions for treating textiles, for example: dyes, preservatives, surfactants, anti-shrinkage agents, fabrics imparting agents, f-spotting agents, germicides, fungicides, antioxidants, butylated hydroxytoluene, anti-corrosion agents, enzymes, such as proteases, cellulases, amylases, lipases, etc., and the like. Particularly preferred ingredients include calcium and / or magnesium compounds that give additional stability. The salts are preferred
chloride, but you can use the salts acetate, nitrate, etc. The level of said
^^ Calcium and / or magnesium salts is from 0% to about 2%, preferably from about 0.05% to 0.5%, more preferable, about 0.1% to 0.25%. The present invention also includes other compatible ingredients, including those described in the pending applications
the same successor, serial No. 08 / 372,068, filed on January 12, 1995, by Rusche and co-inventors; 08 / 372,490, filed January 12, 1995, by Shaw and co-inventors and 08 / 277,558, filed July 19, 1994, by Hartman and co-authors, incorporated herein by reference.
Many synthetic methods can be used to prepare the main solvents of this invention. Suitable methods are described in the above-cited pending application, but should not be considered as
Ww a limitation. 5 All parts, percentages, proportions and reasons herein are by weight, unless otherwise specified, and all numerical values are approximations, based on normal confidence limits. All the documents cited, in their relevant part, are incorporated here by reference. Wr The following non-limiting examples show clear or translucent products with acceptable viscosities. The compositions in the following examples are made by first preparing up to oil seat of softening active ingredient, at room temperature. The softening active ingredient can be heated,
to be necessary, to melt it, if the softening active ingredient is not fluid to the
^ room temperature. The softening active ingredient is mixed using up IKA mixer RW 25 (R) for about 2 to 5 minutes, at approximately 150 fm. Separately an acid / water seat is prepared by mixing the HCl with deionized water (DI) at room temperature. If the ingredient
If the active softener and / or the main solvents are not / are fluid (s) at room temperature and need to be heated, the acid / water seat should also be heated to a suitable temperature, for example, around 38 ° C, and that temperature should be maintained with the water bath. The / Ios
Main solvent (s) (fupid (s) at suitable temperature, if the melting points are above room temperature) are added to the softening premix and said premix is mixed for about 5 ^ minutes. The acid / water seat is then added to the softening premix and mixed for about 20 to 30 minutes or until the composition is clear and homogeneous. The composition is allowed to air cool to room temperature. The following are fabric softening active ingredients (AST) of suitable N, Nd? (Fatty acid-amido) -N, N-dimethylammonium chloride, ^ P with approximate distributions of given fatty acyl groups, which are subsequently used. to prepare the following compositions. The following are fabric softening active ingredients (AST) which are used in the following to prepare the following compositions. 15 FSA1: dioleyldimethylammonium chloride, ^^ FSA2: di (canola) dimethylammonium chloride, FSA3: diisostearyldimethylammonium chloride, FSA4: 1-methyl-1-olei-amidoethyl-2-oleyl-imidazolinium methylisulfate (for example, Varisoft (R) 3690) 20 FSA5: 1-methyl-1- (canola) amidoetyl-2- (canola) imidazolinium methylisulfate, FSA6: 1-oleylamidoethyl-2-oleylimidazoline, FSA7: 1- (canola) amidoeti [-2- ( canola) imidazoline,
FSA8: [R? -C (0) -NH-CH2CH2N (CH3) (CH2CH2OH) -CH2CH2NH-C (0) -R,] + CH3S04", where R, -C (0) is the oleoyl group (for example , Varisoft (R) 222LT) FSA9: [R8-C (0) -NH-CH2CH2N (CH3) (CH2CH20H) -CH2CH2NH-C (0) -R,] + CH3S04", where R8-C (0) is the group (capola) alkyloyl. FSA10:
where R1 is derived from oleic acid, FSA11: di (hydrocarbyl) dimethylammonium chloride, wherein the hydrocarbyl group is derived from a mixture of fatty acid (fatty acid of FSA1) and isostearic acid of
FSA3, at an approximate weight ratio of 65:35. FSA12: di (hydrocarbyl) dimethylammonium chloride, where the hydrocarbyl group is derived from a mixture of cañola fatty acid (fatty acid of FSA2) and tallow fatty acid, at an approximate weight ratio of 65:35. FSA13: oleyltrimethylammonium chloride.
EXAMPLE 1
(a) to adjust the pH of the composition to about 3.5-4.0. The above examples show clear products with acceptable viscosities.
EXAMPLE II
Compo1% in 2% in 3% in 4% in 5% in 6% in 7% in 8% in the same weight weight, weight, weight, weight, weight, weight, weight
(a) To adjust the pH of the composition to about 3.5-4.0 The above examples show clear products with acceptable viscosities.
EXAMPLE III
(a) to adjust the pH of the composition to about 3 5-4 0
The above examples show clear products with acceptable viscosities.
EXAMPLE Vlll SOFTENERS ON A BASE OF 100% ACTIVE INGREDIENT
For commercial purposes the above compositions are introduced in containers, specifically in bottles, and more specifically in clear bottles (although translucent bottles can be used), made of polypropylene (although it can be replaced by glass, oriented polyethylene, etc.), having the bottle a light blue tint to compensate for any yellow color that is present, or may develop during storage (although, for short times and perfectly clear products, clear containers without dye or other dyes, may be used) and have a absoFedor of ultraviolet light in the bottle, to minimize the effects of ultraviolet light on the materials that are inside, especially the strongly unsaturated active ingredients (the absorbers can also be on the surface). The overall effect of the clarity and the container are to demonstrate the clarity of the compositions, thus ensuring the consumer the quality of the product.
Claims (17)
1. - A process for the preparation of a fabric softening active ingredient, characterized in that it comprises the steps of: a) providing a source of triglyceride and reacting said triglyceride source to form a mixture having fatty acids, fatty acid esters or their mixtures; b) using the mixture formed in step (a) to react: (1) under amidation conditions or conditions to form an imidazoline, with one or more amines of the formula R2-N-R2-NR-R2-NR2, where R is hydrogen or a short chain alkyl or hydroxyalkyl group, of 1 to 6 carbon atoms, benzyl or their mixtures; more preferably, an alkyl of 1 to 3 carbon atoms, most preferably a methyl, ethyl, propyl or hydroxyethyl group; at least one R in each terminal nitrogen is hydrogen; and wherein R2 is an alkylene group containing 1 to 4 carbon atoms, to form a mixture of fatty acid amides; or (2) with ammonia at elevated temperature to form a fatty amide, followed by further reaction to produce a nitrile and release of water; the nitrile then being reduced with hydrogen to a primary amine, under heat pressure and catalyst, and the additional reaction converts the primary amine to the desired digrase secondary amine; (c) optionally quatemizing the amine mixture of the fatty acid amides, or midazoiins, formed in step (b), by reacting the mixture, under quaternization conditions, with a quaternizing agent of the formula RX, where R is defined as in step (b) and X is an anion compatible with the softener, thereby forming an active fabric softener, quaternary; in which at least the ^ P step (c) is carried out in the presence of a chelating agent selected from the group consisting of diethylenetriaminepentaacetic acid, ethylenediamine-N, N'-d-succinic acid and mixtures thereof.
2. The method according to claim 1, further characterized in that the step of reacting the triglyceride source is carried out in the presence of the chelating agent.
3. The method according to claim 2, further characterized in that step (b) is carried out in the presence of the chelating agent.
4. The method according to claim 1, further characterized in that step (b) is carried out in the presence of the agent 15 chelator ^ P
5. The process according to claim 1, further characterized in that step (b) is an amidation reaction; R is methyl, ethyl, propyl, hydroxyethyl or mixtures thereof; X is an anion compatible with the softener, preferably selected from the group consisting of chloride, 20 bromide, methylisulfate, etiisulfate, sulfate; and the total amount of chelating agent added to the process is within the range of about 10 ppm to about 5,000 ppm, by weight of the active ingredient formed.
6. The process according to claim 5, further characterized in that the total amount of the chelating agent added to said process is within the range of about 100 ppm to 2,500 ^ P ppm, by weight of the active ingredient formed.
7. The process according to claim 1, further characterized in that the source of triglycerides is selected from the group consisting of vegetable oils, partially hydrogenated vegetable oils and their mixtures.
8. The process according to claim 7, further characterized in that the vegetable oil or the partially hydrogenated vegetable oil is selected from the group consisting of canola oil, partially hydrogenated canola oil, safflower oil, oil partially hydrogenated safflower, peanut oil, partially hydrogenated peanut oil, sunflower oil, partially sunflower oil 15 hydrogenated, corn oil, partially hydrogenated corn oil, oil Soybean, partially hydrogenated soybean oil, first distillation oil, partially hydrogenated first distillation oil, rice bran oil, partially hydrogenated rice bran oil, and mixtures thereof.
9. The process according to claim 8, further characterized in that the triglyceride source is canola oil, partially hydrogenated canola oil, or mixtures thereof.
10. The method according to claim 9, further characterized in that the method additionally includes the step of adding about 0.01% to 2% by weight of the active ingredient formed, of an antioxidant compound to any or all of steps (a), (b) or (c).
11. The process according to claim 1, Ww further characterized in that the method further includes step 5 of adding about 0.01% to 2% by weight of the active ingredient formed, of an antioxidant compound to any or all of the steps ( a), (b) or (c).
12. The product of the process of claim 11.
The product of the process of claim 1.
14. A process for the preparation of a fabric softening premix composition, characterized in that it comprises the step of: mixing the product of claim 12 with a main solvent having an approximate C of 0.15 to 0.64, thereby forming a fabric softening premix.
15. A process for the preparation of a composition of Fabric softening premix, characterized in that it comprises the step of: ^ P to mix the product of claim 1 with a main solvent having a Approximate C from 0.15 to 0.64, thus forming a fabric smoothing premix.
16. The method according to claim 15, Further characterized by additionally comprising the step of adding a water-soluble, low molecular weight solvent, selected from the group consisting of ethanol, isopropanol, propylene glycol, 1,3-propanediol, propylene carbonate, hexylene glycol and mixtures thereof, to said Premix
17. - The product of the reivindication procedure 15. 15 20
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60/028903 | 1996-10-21 | ||
US028903 | 1996-10-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
MXPA99003722A true MXPA99003722A (en) | 1999-10-14 |
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