EP4370635A1 - Einsatz von filmbildenden organopolysiloxanen zur verringerung der mikrofaser-freisetzung von textilien - Google Patents
Einsatz von filmbildenden organopolysiloxanen zur verringerung der mikrofaser-freisetzung von textilienInfo
- Publication number
- EP4370635A1 EP4370635A1 EP21746390.0A EP21746390A EP4370635A1 EP 4370635 A1 EP4370635 A1 EP 4370635A1 EP 21746390 A EP21746390 A EP 21746390A EP 4370635 A1 EP4370635 A1 EP 4370635A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- units
- parts
- carbon atoms
- radicals
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 32
- 229920001410 Microfiber Polymers 0.000 title claims abstract description 18
- 239000003658 microfiber Substances 0.000 title claims abstract description 18
- 239000004753 textile Substances 0.000 title claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 18
- 238000005406 washing Methods 0.000 claims abstract description 17
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 12
- -1 alkyl radicals Chemical class 0.000 claims description 77
- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
- 150000003254 radicals Chemical class 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 239000000839 emulsion Substances 0.000 claims description 21
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 8
- 229920002050 silicone resin Polymers 0.000 claims description 8
- 239000007764 o/w emulsion Substances 0.000 claims description 7
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 150000002170 ethers Chemical class 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 239000003791 organic solvent mixture Substances 0.000 claims description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 150000003377 silicon compounds Chemical class 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 21
- 239000003995 emulsifying agent Substances 0.000 description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 10
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- MNTALGTVSQTALQ-UHFFFAOYSA-N trihydroxy(trimethylsilyloxy)silane Chemical compound C[Si](C)(C)O[Si](O)(O)O MNTALGTVSQTALQ-UHFFFAOYSA-N 0.000 description 9
- 239000004744 fabric Substances 0.000 description 8
- 229920000728 polyester Polymers 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 235000021317 phosphate Nutrition 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 5
- UPGSWASWQBLSKZ-UHFFFAOYSA-N 2-hexoxyethanol Chemical compound CCCCCCOCCO UPGSWASWQBLSKZ-UHFFFAOYSA-N 0.000 description 5
- 150000001242 acetic acid derivatives Chemical class 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 5
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 4
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 2
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 2
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 description 2
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 2
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 2
- NTKBNCABAMQDIG-UHFFFAOYSA-N 3-butoxypropan-1-ol Chemical compound CCCCOCCCO NTKBNCABAMQDIG-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 229920000426 Microplastic Polymers 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 2
- 229940051250 hexylene glycol Drugs 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229960005323 phenoxyethanol Drugs 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- KZVBBTZJMSWGTK-UHFFFAOYSA-N 1-[2-(2-butoxyethoxy)ethoxy]butane Chemical compound CCCCOCCOCCOCCCC KZVBBTZJMSWGTK-UHFFFAOYSA-N 0.000 description 1
- JLBXCKSMESLGTJ-UHFFFAOYSA-N 1-ethoxypropan-1-ol Chemical compound CCOC(O)CC JLBXCKSMESLGTJ-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- RERATEUBWLKDFE-UHFFFAOYSA-N 1-methoxy-2-[2-(2-methoxypropoxy)propoxy]propane Chemical compound COCC(C)OCC(C)OCC(C)OC RERATEUBWLKDFE-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- OBXQRJAQMQQZMY-UHFFFAOYSA-N 4-butoxybutan-1-ol Chemical compound CCCCOCCCCO OBXQRJAQMQQZMY-UHFFFAOYSA-N 0.000 description 1
- AWPQMSSQYVLDLC-UHFFFAOYSA-N C(CCC)OC(C)COC(C)COC(C)CO.COC(C)COC(C)COC(C)CO Chemical compound C(CCC)OC(C)COC(C)COC(C)CO.COC(C)COC(C)COC(C)CO AWPQMSSQYVLDLC-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 229920005682 EO-PO block copolymer Polymers 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005741 alkyl alkenyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 229960005082 etohexadiol Drugs 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 150000002972 pentoses Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000017709 saponins Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- XQMTUIZTZJXUFM-UHFFFAOYSA-N tetraethoxy silicate Chemical compound CCOO[Si](OOCC)(OOCC)OOCC XQMTUIZTZJXUFM-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- PDSVZUAJOIQXRK-UHFFFAOYSA-N trimethyl(octadecyl)azanium Chemical class CCCCCCCCCCCCCCCCCC[N+](C)(C)C PDSVZUAJOIQXRK-UHFFFAOYSA-N 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3742—Nitrogen containing silicones
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
Definitions
- the invention relates to a method for reducing the release of microfibers during the washing process of textiles by pretreatment with film-forming organopolysiloxanes.
- such formulations typically contain water-insoluble, quaternary ammonium compounds usually having at least two long-chain alkyl or alkenyl chains. Due to their better biodegradability, quaternary ammonium compounds containing long chain alkyl or alkenyl groups interrupted by functional groups such as carboxy groups have gained interest. Such compounds have been known for a long time and are described, for example, in US3915867.
- formulations with combinations of cationic emulsifiers and functionalized polydiorganosiloxanes for example amino-functionalized polydiorganosiloxanes, polydiorganosiloxanes with quaternary functionalizations or hydroxypropylamino-functionalized polydiorganosiloxanes.
- cationic emulsifiers and functionalized polydiorganosiloxanes for example amino-functionalized polydiorganosiloxanes, polydiorganosiloxanes with quaternary functionalizations or hydroxypropylamino-functionalized polydiorganosiloxanes.
- microplastics into the environment are one of the most pressing environmental issues.
- a significant proportion of microplastics are made up of microfibers, eg from polyester fabrics, which are released during everyday wear, but above all during the washing process.
- the problems described and also possible solutions are, inter alia, by NJ Lant et al. summarized in PLoS ONE 15(6): e0233332.https://doi.org/10.1371/journal.pone.0233332 (June 5, 2020). This article demonstrates that fabric softeners have no direct impact on microfiber release.
- the invention relates to a method for reducing the release of microfibers during the washing process of textiles which are pretreated with composition (Z) before the washing process
- (C) at least 30 parts by weight and at most 99 parts by weight water.
- compositions (Z) containing film-forming organopolysiloxanes and cationic surfactants have a positive, ie reducing, effect on microfiber release in the washing process.
- compositions are preferably used which contain at least 0.25 parts by weight, preferably at least 0.4 parts by weight, and preferably at most 5 parts by weight, preferably at most 3 parts by weight, of film-forming organopolysiloxanes (A).
- the composition preferably contains at least 1.5 parts by weight, preferably at least 2.5 parts by weight, and preferably at most 15 parts by weight, preferably at most 10 parts by weight, of cationic surfactants (B).
- the composition preferably contains at least 45 parts by weight, preferably at least 60 parts by weight, and preferably at most 97 parts by weight, preferably at most 95 parts by weight, of water (C).
- the film-forming organopolysiloxanes (A) are preferably used in the form of their aqueous emulsions.
- composition (Z) preferably contains an oil-in-water emulsion of film-forming organopolysiloxanes (A) containing (i) 100 parts by weight of polyorganosiloxane (P) which is liquid at 20° C. and has aminoalkyl groups and contains at least 80 mol % of units, selected from units of the general formulas Ia, Ib, Ha and IIb
- R 1 means unsubstituted alkyl radicals with 1-40 carbon atoms
- R 2 is an aminoalkyl radical of the general formula III - R 5 -NR 6 R 7 (III), where
- R 5 divalent hydrocarbon radical with 1-40 carbon atoms
- R 6 is a monovalent hydrocarbon radical having 1-40 carbon atoms
- R 7 is a radical of the general formula IV
- R 8 is a divalent radical of the general formula V
- Y an integer value from 1 to 6
- R 9 is hydrogen or a hydrocarbon radical with 1-40 carbon atoms
- R 3 are unsubstituted alkyl radicals with 1-40 carbon atoms
- R 4 are radicals -OR or -OH and,
- R is unsubstituted alkyl radicals having 1-40 carbon atoms, the average ratio of units of the general formulas Ia and Ib to the sum of units of the general formulas Ha and IIb being 0.5 to 500 in the polyorganosiloxane (P) and polyorganosiloxane (P) has an average amine number of at least 0.1 mequiv/g,
- Silicate compound (DI) the tetraalkoxy silicate of the general formula VI R10O4Si ( VI ),
- Polysilicate compound (D2) containing at least 80 mol % of units of the general formulas VII and VIII and at least 2 units of the general formula VII
- R 10 are unsubstituted hydrocarbon radicals with 1-18 carbon atoms
- MQ silicone resin (D3) containing at least 80 mol%, preferably at least 95 mol%, of units of general formula IX and X
- R 11 has the meaning given for R 1 or R 4 and the ratio of the units of the general formulas IX and X is 0.5 to 2.0, preferably 0.5 to 1.5, particularly preferably in the range from 0.6 to is 1.0 and not more than 10% by weight, preferably not more than 3% by weight, preferably not more than 2.5% by weight, of the radicals R 11 are -OR and -OH, and mixtures of any proportions (DI), (D2) and (D3).
- oil-in-water emulsions film-forming organopolysiloxanes (A) are used, which also (iii) protonating agent (S),
- (vi) may contain at least 5 parts by weight of an organic solvent or solvent mixture (L).
- composition (Z) preferably contains cationic surfactants (B) selected from the group of
- alkylpyridinium, alkylimidazolinium and alkyloxazolinium salts in particular those whose alkyl chain has up to 18 carbon atoms, specifically the halides, sulfates, phosphates and acetates,
- (B3) Ester/amido-containing quaternary ammonium salts, in particular those with alkyl ester, alkenyl ester, alkylamido or alkenylamido groups, the alkyl groups of which have 6 to 24 carbon atoms, in particular the halides, sulfates, phosphates and acetates.
- Ester/amido containing quaternary ammonium surfactants (B3) are preferred.
- the cationic surfactants used in the compositions (Z) can be one type of surfactant, but also several types of surfactants.
- dialkyl quaternary ammonium salts e.g.
- surfactants (B3) are examples of surfactants (B3).
- Difatty acid amidoamine based products such as [alkyl/alkenyl-C(O)-NH-CH 2 CH 2 -N(CH 3 )(CH 2 CH 2 OH)-CH 2 CH 2 -NH-C(O)-
- alkyl/alkenyl]+ CH 3 SO 4 - eg, a product available from Witco Corporation under the brand name Varisoft(R) 222 LT.
- microfibers can be significantly reduced in the case of textiles, in particular polyester-containing textiles, by using the preferred compositions (Z).
- the use of the preferred compositions (Z) achieves a significant improvement in the soft hand and improved dirt repellency of the treated textiles.
- the alkyl radicals R, R 1 and R 3 can be linear, cyclic, branched, saturated or unsaturated.
- the alkyl radicals R, R 1 and R 3 independently of one another, preferably have 1-18 carbon atoms, in particular 1 to 6 carbon atoms, with a methyl radical or ethyl radical being particularly preferred.
- a particularly preferred radical R, R 1 and R 3 is the methyl radical.
- the divalent hydrocarbon radicals R 5 can be linear, cyclic, branched, aromatic, saturated or unsaturated.
- the radicals R 5 preferably have 1 to 6 carbon atoms, particular preference being given to alkylene radicals, in particular propylene.
- the monovalent hydrocarbon radicals R 6 can be linear, cyclic, branched, aromatic, saturated or unsaturated.
- the radicals R 6 preferably have 1 to 6 carbon atoms, particular preference being given to alkyl radicals or alkanoyl radicals having 1 to 6 carbon atoms.
- Particularly preferred substituents R 6 are hydrogen, the methyl, ethyl, cyclohexyl radical and acetyl radical.
- the monovalent hydrocarbon radicals R 9 can be linear, cyclic, branched, aromatic, saturated or unsaturated.
- the radicals R 9 preferably have 1 to 6 carbon atoms, particular preference is given to alkyl radicals having 1 to 6 carbon atoms.
- Particularly preferred substituents R 9 are hydrogen, the methyl, the ethyl and the cyclohexyl radical.
- x preferably has a value of 0 to 18, particularly preferably 0 to 6, in particular 1 to 3.
- R 2 radicals are -CH 2 N(R 6 ) 2 , -(CH 2 ) 3 N(R 6 ) 2 , -(CH 2 ) 3 N(R 6 )(CH 2 ) 2 N(R 6 ) 2 , in particular the aminopropyl radical , aminoethylaminopropyl radical and cyclohexylaminopropyl radical.
- the polyorganosiloxane (P) is preferably built up from at least 3, in particular at least 10 units and preferably at most 1000 units, in particular at most 500 units of the formula Ia, Ib, Ha and IIb.
- the polyorganosiloxane (P) preferably has a chain length of 3 to 1000 repeating units, in particular 10 to 500 repeating units.
- the viscosity of the polyorganosiloxane (P) is preferably 1 to 100,000 mPa ⁇ s, in particular 10 to 10,000 mPa ⁇ s (at 25° C. and at a shear rate of 101/s).
- the ratio of the number of units Ia to the number of units Ib is chosen such that the polyorganosiloxane (P) has at least an amine number of 0.1 mequiv/g polyorganosiloxane (P), preferably at least 0.15 mequiv/g polyorganosiloxane (P ) having.
- the amine number of the polyorganosiloxane (P) is preferably at most 7 mequiv/g, particularly preferably at most 2 mequiv/g, in particular at most 0.6 mequiv/g.
- the polyorganosiloxane (P) preferably has either exclusively units of the formula H a , exclusively units of the formula IIb or a combination of units of the formula Ha and IIb.
- the polyorganosiloxane (P) is prepared by known chemical processes such as. B. hydrolysis or equilibration.
- the monovalent hydrocarbon radicals R 10 of the tetraalkoxy silicate (D1) and of the polysilicate compound (D2) can be linear, cyclic, branched, aromatic, saturated or unsaturated.
- the radicals R 10 preferably have 1 to 6 carbon atoms, with alkyl radicals and phenyl radicals being particularly preferred. Particularly preferred radicals R 10 are methyl, ethyl and propyl.
- the polysilicate compound (D2) preferably contains at least 90, in particular at least 95 mol %, of units of the general formulas VII and VIII.
- the remaining units of the polysilicate compound (D2) can, for example, be units of the general formulas XI and XII
- the MQ silicone resins (D3) preferably have a viscosity at 25° C. of more than 1000 mPas or are solids.
- the weight-average molecular weight (based on a polystyrene standard) of these resins, determined using gel permeation chromatography, is preferably from 200 to 200,000 g/mol, in particular from 1000 to 20,000 g/mol.
- the MQ silicone resins (D3) used according to the invention are preferably at least 100 g/l soluble in benzene at a temperature of 25° C. and a pressure of 101.325 kPa.
- the oil-in-water film-forming emulsions of the organopolysiloxanes (A) preferably contain 3 to 50 parts by weight, particularly preferably 5 to 30 parts by weight, of the silicate compounds (D1) per 100 parts by weight of polyorganosiloxane (P). or (D2) or the organopolysiloxane resin (D3).
- the protonating agent (S) is preferably a monoprotic or polyprotic, water-soluble or water-insoluble, organic or inorganic acid.
- Suitable protonating agents (S) are, for example, formic acid, acetic acid, propionic acid, malonic acid, citric acid, hydrochloric acid, sulfuric acid, phosphoric acid or mixtures thereof.
- Preferred protonating agents are formic acid, acetic acid, sulfuric acid or hydrochloric acid. Es acetic acid is particularly preferred.
- the protonating agent is usually added neat or in the form of an aqueous solution.
- the protonating agent is preferably added in an amount of 0.05 to 2 moles of proton per mole of basic nitrogen atom of the radicals R 2 .
- the protonating agent is preferably added in an amount such that the oil-in-water emulsions have a pH in the range 3.5 to 7.0, preferably a pH between 3.5 and 6.0 and especially preferably reach a pH between 3.5 and 5.0.
- the pH is preferably measured at 20° C. using an electrode in accordance with US Pharmacopeia USP 33.
- the water is deionized or saline water, preferably deionized water.
- the oil-in-water emulsions of the film-forming organopolysiloxanes (A) preferably used in the process contain at most 3, particularly preferably at most 1, in particular at most 0.1 parts by weight of emulsifier (based on 100 parts by weight of organopolysiloxane ( A)).
- Emulsifiers (E) which can be used are all previously known ionic and nonionic emulsifiers, both individually and as mixtures of various emulsifiers with which aqueous dispersions, in particular aqueous emulsions, of organopolysiloxanes (A) could previously be prepared.
- anionic emulsifiers examples include:
- Alkyl sulfates especially those with a chain length of 8 to 18 carbon atoms, alkyl and alkaryl ether sulfates with 8 to 18 carbon atoms in the hydrophobic radical and 1 to 40 ethylene oxide (EO) or propylene oxide (PO) units.
- EO ethylene oxide
- PO propylene oxide
- Sulfonates especially alkyl sulfonates having 8 to 18 carbon atoms, alkylaryl sulfonates having 8 to 18 carbon atoms, taurides, esters and monoesters of sulfosuccinic acid with monohydric alcohols or alkylphenols having 4 to 15 carbon atoms; if appropriate, these alcohols or alkylphenols can also be ethoxylated with 1 to 40 EO units.
- nonionic emulsifiers examples include:
- Polyvinyl alcohol which still has 5 to 50%, preferably 8 to 20, vinyl acetate units, with a degree of polymerization of 500 to 3000.
- Alkyl polyglycol ethers preferably those having 5 to 40 EO units and alkyl radicals of 8 to 20 carbon atoms.
- Alkylarylpolyglycolether preferably those with 5 to 40 EO units and 8 to 20 carbon atoms in the alkyl and aryl radicals.
- Ethylene oxide/propylene oxide (EO/PO) block copolymers preferably those with 8 to 40 EO or PO units.
- Natural substances and their derivatives such as lecithin, lanolin, saponins, cellulose, cellulose alkyl ethers and carboxyalkyl cellulose whose alkyl groups each have up to 4 carbon atoms.
- Polar groups containing in particular the elements 0, N, C, S, P, Si, containing linear organo (poly) siloxanes, in particular those with alkoxy groups with up to 24 carbon atoms and/or up to 40 EO and/or PO groups.
- cationic emulsifiers examples are:
- Quarternary alkyl and alkylbenzeneammonium salts in particular those whose alkyl groups have 6 to 24 carbon atoms, in particular the halides, sulfates, phosphates and acetates.
- Alkylpyridinium, alkylimidazolinium and alkyloxazolinium salts in particular those whose alkyl chain has up to 18 carbon atoms, specifically the halides, sulfates, phosphates and acetates.
- ampholytic emulsifiers are particularly suitable as ampholytic emulsifiers:
- Long-chain substituted amino acids such as N-alkyl-di-(aminoethyl)glycine or N-alkyl-2-aminopropionic acid salts.
- Betaines such as N-(3-acylamidopropyl)-N,N-dimethylammonium salts having a C8-C18 acyl radical and alkyl imidazolium betaines.
- Preferred emulsifiers are nonionic emulsifiers, in particular the alkyl polyglycol ethers and cationic emulsifiers listed under 6. above, in particular the quaternary alkyl and alkylbenzeneammonium salts listed under 15. above.
- the emulsifier can consist of one of the above emulsifiers or a mixture of two or more of the above emulsifiers; it can be used in pure form or as a solution of one or more emulsifiers in water or organic solvents.
- the oil-in-water emulsions of the film-forming organopolysiloxanes (A) preferably used in the process according to the invention contain organic solvents or solvent mixtures (L) selected from monoalcohols or polyalcohols, aprotic ethers or mono-, di- or trialkoxy-alkyl ethers with alkyl radicals up to 7 carbon atoms.
- organic solvents or solvent mixtures (L) selected from monoalcohols or polyalcohols, aprotic ethers or mono-, di- or trialkoxy-alkyl ethers with alkyl radicals up to 7 carbon atoms.
- monoalcohols or polyalcohols examples include methanol, ethanol, n-propanol, isopropanol, butanol, n-amyl alcohol, i-amyl alcohol, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butyl glycol, hexylene glycol, heptylene glycol, octylene glycol and glycerol.
- aprotic ethers examples include dioxane, tetrahydrofuran, diethyl ether or diisopropyl ether
- Mono, di- or trialkoxy-alkyl ethers are glycol ethers, such as ethylene glycol ether, propylene glycol ether or butylene glycol ether.
- ethylene glycol monomethyl ether (methyl glycol, 2-methoxyethanol, CH 3 -O-CH 2 CH 2 -OH) ,
- Ethylene Glycol Monoethyl Ether (Ethyl Glycol, 2-Ethoxyethanol, CH 3 CH 2 -O-CH 2 CH 2 -OH)
- Ethylene glycol monopropyl ether (2-propoxyethanol, CH 3 CH 2 CH 2 -O- CH 2 CH 2 -OH)
- Ethylene glycol mono-n-butyl ether (2-butoxyethanol, CH 3 CH 2 CH 2 CH 2 -O-CH 2 CH 2 -OH
- Diethylene glycol monoethyl ether [2-( 2 -Ethoxyethoxy)ethanol, Carbitol Cellosolve, CH3 CH2 -O- CH2 CH2 -O- CH2 CH2 -OH] - Diethylene glycol mono-n-butyl ether [2-(2-Butoxyethoxy)ethanol , CH3 CH2 CH2 CH2 -O- CH2 CH2 -O- CH2 CH2 -OH]
- Propylene glycol monomethyl ether (l-Methoxy-2-propanol) Propylene glycol monoethyl ether (Ethoxypropanol) Propylene glycol mono-n-butyl ether (l-Butoxy-2-propanol) - Propylene glycol monohexyl ether (l-Hexoxy-2-propanol)
- tripropylene glycol dimethyl ether examples of butylene glycol ether are
- solvents or solvent mixtures (L) are isopropanol, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butyl glycol, hexylene glycol, heptylene glycol, glycerol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol monohexyl ether, diethylene glycol monomethyl ether, diethylene glycol mono-n-butyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-butyl ether or dipropylene glycol mono-n-butyl ether.
- solvents or solvent mixtures (L) are propylene glycol, dipropylene glycol, butyl glycol, ethylene glycol mono-n-butyl ether, ethylene glycol monohexyl ether, diethylene glycol mono-n-butyl ether, propylene glycol mono-n-butyl ether or dipropylene glycol mono-n-butyl ether.
- the oil-in-water emulsions of the film-forming organopolysiloxanes (A) preferably used in the process preferably contain 10 to 150 parts by weight, particularly preferably 20 to 120 parts by weight, 40 to 100 parts by weight of solvent or solvent mixtures (L) (based on 100 parts by weight of organopolysiloxanes (A)).
- the oil-in-water emulsions preferably used in the process are prepared by mixing the combination of polyorganosiloxane (P), silicate compound (DI), polysilicate compound (D2) or MQ resin (D2), protonating agent (S), water (W), where appropriate emulsifier (E), organic solvent (L) and where appropriate with other components.
- the mixing is carried out at a temperature of preferably 10-80° C., particularly preferably 15-40° C., and a pressure of preferably 900 to 1100 hPa. However, the mixing can also be carried out at higher or lower pressures.
- the polyorganosiloxane (P) and the silicate compound (DI), polysilicate compound (D2) or MQ resin (D2) are premixed.
- This premix is then worked into a mixture of protonating agent (S), water (W), optionally emulsifier (E), organic solvent (L) and optionally with further components and then with further water to form an oil-in-water emulsion diluted.
- Production can be discontinuous or continuous.
- the oil-in-water emulsions can be diluted with water in all proportions.
- the emulsions can contain water in amounts of preferably at least 10.0 parts by weight, in particular at least 100.0 parts by weight, preferably at most 5000 parts by weight, in particular at most 1000 parts by weight.
- the oil-in-water emulsions are clear to opaque liquids with a viscosity of preferably 5 to 10000 mPas, particularly preferably 5 to 1000 mPas, in particular 10 to 500 mPas (at 25°C and at a shear rate of 101/s).
- a viscosity preferably 5 to 10000 mPas, particularly preferably 5 to 1000 mPas, in particular 10 to 500 mPas (at 25°C and at a shear rate of 101/s).
- the treatment and impregnation of any fibers, in particular natural and synthetic textiles and functional materials, is particularly preferred.
- compositions (Z) are preferably used during the washing process in a commercial washing machine, in particular by adding them to the softener compartment.
- the laundry is cleaned in a washing cycle and brought into contact with the composition (Z) in the softening cycle.
- the textiles are impregnated with the film-forming organopolysiloxanes (A), so that in the subsequent washing process there is a reduced release of microfibers from textiles, in particular from textiles containing polyester.
- compositions (Z) can not only be used to impregnate textiles, in particular polyester-containing textiles, in such a way that the release of microfibers during the washing process is reduced. Instead, the compositions (Z) can also achieve other effects, such as resistance to environmental influences, such as heat, sunlight, in particular UV radiation, oxidizing agents or an acidic environment, so that microfiber release is also reduced when the textiles are worn.
- compositions (Z) achieves a significant improvement in the soft hand and improved dirt repellency of the treated textiles.
- the following examples are at a pressure of the surrounding atmosphere, ie at about 1000 hPa, and at room temperature, ie about 20 ° C or a Temperature that occurs when the reactants are combined at room temperature without additional heating or cooling performed.
- the viscosities were measured on an "MCR 302" rheometer from Anton Paar according to DIN EN ISO 3219: 1994 and DIN 53019, using a cone-plate system (cone CP50-2) with an opening angle of 2°.
- the device was calibrated using standard oil from the Physikalisch-Technische Bundesweg with standard oil 10000.
- the measurement temperature is 25.00°C +/- 0.05°C, the measurement time is 3 minutes
- the measurement uncertainty of the dynamic viscosity is 1.5%
- the shear rate gradient was selected as a function of the viscosity and is shown separately for each viscosity specification.
- the amine number indicates how many mmol of KOH are equivalent to one gram of the substance to be determined.
- the amine number is determined according to DIN 16945 version 1989-03.
- the polydimethylsiloxane (P-1) containing aminoalkyl groups used in the test examples is a mixed hydroxy/methoxydimethylsilyl-terminated copolymer of aminoethylaminopropylmethylsiloxane and dimethylsiloxane units with a viscosity of 982 mPas (at 25° C. and at a shear rate of 10 1/s) and an amine number of 0.287 mmol/g.
- the silicate compound (Dl) used in the test example is a mixture of tetraethoxysilicate of general formula VI and a polysilicate compound having 2 units of general formula VII and 1 to 7 units of general formula VIII, where R 10 is an ethyl radical with a SiC ⁇ content of 40 wt .-%.
- Emulsion E_1 contains 17% by weight of the film-forming organopolysiloxane Al.
- Emulsion E2 contains 17% by weight of the film-forming organopolysiloxane A2.
- Example 3 Oil-in-water emulsion (not according to the invention) of a linear organopolysiloxane VE3:
- Emulsion VE3 does not contain any film-forming organopolysiloxane.
- compositions Zl_, Z2 (according to the invention) containing
- the formulations are produced by heating the water to 50.degree.
- the cationic surfactant previously melted at 50° C. and stirred intensively is added at this temperature with intensive stirring. Stirring is continued until a homogeneous mixture results.
- the mixture is cooled to 30° C. and the oil-in-water emulsion E_1, E2 or VE3 and other ingredients are added.
- VZ4 only the cationic surfactant and other ingredients are formulated.
- compositions ZI, Z2, VZ3 and VZ4 are diluted with demineralized water to 2000 ml of the use concentration.
- a black, 100% polyester fabric with a grammage of 270 g/m 2 is used.
- the fabric is pretreated by being prewashed in a washing machine (Miele Softtronic W 1935) at 40° C., main wash program without a detergent. It is then punched out into circles with a diameter of 113 mm. The edges are melted off with a flame to prevent fraying.
- a washing machine Miele Softtronic W 1935
- the punched-out polyester fabrics are pretreated with the diluted compositions Zl_, Z2, VZ3 or VZ4 by placing one fabric flat in a beaker with 19 ml of the diluted composition Zl_, Z2, VZ3, VZ4 or just water as a blank (BL ) stirred by hand, squeezed between two rollers and line dried overnight. Finally, the fabric is ironed with a standard iron (approx. 20 seconds, synthetic program).
- the tests are carried out in a Linitest device (from Hanau). To do this, 200 ml of a washing liquid (4 g of Ariel liquid detergent are dissolved in one liter of water), 20 steel balls and a pretreated polyester fabric are placed in a metal beaker and treated for 90 minutes at 60° C. in the Linitester device.
- a washing liquid 4 g of Ariel liquid detergent are dissolved in one liter of water
- 20 steel balls and a pretreated polyester fabric are placed in a metal beaker and treated for 90 minutes at 60° C. in the Linitester device.
- the washing liquid is filtered off through a Büchner filter with a round paper filter (from VWR, 55 mm in diameter, pore size: 31-50 ⁇ m).
- the tissue is rinsed with 100 ml of water and the rinse water is filtered through the same filter.
- the filter paper is photographed and the number of microfibers filtered off is evaluated electronically (Image editing software ImageJ); Output as area occupied by the microfibers on the filter paper.
- the result is the average of twelve individual measurements.
- Table 2 clearly shows that when compositions Z1_ and Z2 are used, the release of microfibers from the polyester fabric is reduced compared to the blank value BL (no finish) or VZ4 (finish with only the cationic surfactant).
- VZ3 which contains no film-forming polysiloxane, significantly more microfibers are released compared to the blank value BL and when using the compositions ZI and Z2.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/EP2021/069424 WO2023284944A1 (de) | 2021-07-13 | 2021-07-13 | Einsatz von filmbildenden organopolysiloxanen zur verringerung der mikrofaser-freisetzung von textilien |
Publications (1)
Publication Number | Publication Date |
---|---|
EP4370635A1 true EP4370635A1 (de) | 2024-05-22 |
Family
ID=77071507
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP21746390.0A Pending EP4370635A1 (de) | 2021-07-13 | 2021-07-13 | Einsatz von filmbildenden organopolysiloxanen zur verringerung der mikrofaser-freisetzung von textilien |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP4370635A1 (de) |
JP (1) | JP2024524667A (de) |
KR (1) | KR20240007286A (de) |
CN (1) | CN117396593A (de) |
WO (1) | WO2023284944A1 (de) |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3915867A (en) | 1973-04-24 | 1975-10-28 | Stepan Chemical Co | Domestic laundry fabric softener |
DE10112318A1 (de) * | 2001-02-05 | 2002-08-14 | Henkel Kgaa | Konditioniermittel |
MX2012011475A (es) | 2010-04-01 | 2012-11-16 | Procter & Gamble | Composiciones que comprenden organosiliconas. |
MX363547B (es) * | 2010-09-20 | 2019-03-26 | The Procter & Gamble Company Star | Formulaciones y métodos para el cuidado de telas. |
GB201607924D0 (en) * | 2016-05-06 | 2016-06-22 | Reckitt Benckiser Vanish Bv | Composition |
CN109963979B (zh) * | 2016-11-16 | 2021-10-01 | 瓦克化学股份公司 | 含有β-酮羰基官能的有机硅化合物的组合物 |
-
2021
- 2021-07-13 CN CN202180098726.1A patent/CN117396593A/zh active Pending
- 2021-07-13 JP JP2024501793A patent/JP2024524667A/ja active Pending
- 2021-07-13 WO PCT/EP2021/069424 patent/WO2023284944A1/de active Application Filing
- 2021-07-13 KR KR1020237043236A patent/KR20240007286A/ko active Search and Examination
- 2021-07-13 EP EP21746390.0A patent/EP4370635A1/de active Pending
Also Published As
Publication number | Publication date |
---|---|
KR20240007286A (ko) | 2024-01-16 |
JP2024524667A (ja) | 2024-07-05 |
WO2023284944A1 (de) | 2023-01-19 |
CN117396593A (zh) | 2024-01-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1887023B1 (de) | Neuartige Polysiloxane mit quaternären Ammoniumgruppen, Verfahren zu deren Herstellung und deren Verwendung als Textilweichmacher | |
DE102004002208B4 (de) | Zubereitungen auf Basis von Organopolysiloxan-Polyammonium-Blockcopolymeren und deren Anwendung auf textilen Substraten | |
DE60021903T2 (de) | Verwendung von zusammensetzungen zur textilpflege | |
WO2004041912A1 (de) | Lineare polyamino- und/oder polyammonium-polysiloxancopolymere i | |
DE10253152A1 (de) | Teilquaternierte, aminofunktionelle Organopolysiloxane und deren Verwendung in wässrigen Systemen | |
DE10259291B4 (de) | Hochkonzentrierte, selbstemulgierende Zubereitungen, enthaltend Organopolysiloxane und Alkylammoniumverbindungen und deren Verwendung in wässrigen Systemen | |
DE60126988T2 (de) | Avivierende zusammensetzungen für fasern, enthaltend nichtionische tenside | |
EP1448648B1 (de) | Polysiloxan und textilhilfsmittel enthaltend ein polysiloxan | |
EP1506336B1 (de) | Formulierungen von silikonweichmachern für die textile ausrüstung | |
EP2260140B1 (de) | Verwendung von polyamino- und/oder polyammonium-polysiloxan-copolymer-verbindungen | |
EP1076078B1 (de) | Silikonhaltige Zusammensetzungen für die Behandlung von Wollematerialien | |
EP4370635A1 (de) | Einsatz von filmbildenden organopolysiloxanen zur verringerung der mikrofaser-freisetzung von textilien | |
EP3448973B1 (de) | Zusammensetzungen enthaltend carbamato-funktionalisierte organopolysiloxane und kationische tenside | |
EP1690886A1 (de) | Kombination von aminofunktionellen und acrylatofunktionellen Polyorganosiloxanen | |
DE102013219046A1 (de) | Polysiloxane mit quaternierten heterocyclischen Gruppen | |
DE3933971C2 (de) | Flüssige Weichspülzusammensetzung und deren Verwendung | |
DE10004321A1 (de) | Quarternäre Ammonium- und tertiäre Aminogruppen enthaltende Organosiliciumverbindungen, deren Herstellung und Verwendung | |
EP0869168A2 (de) | Hydrophile Avivagemittel | |
EP2655488A1 (de) | Zusammensetzungen enthaltend quatverbindungen und organopolysiloxane | |
DE102008014762A1 (de) | Verwendung von Polyamino- und/oder Polyammonium-Polysiloxan-Copolymer-Verbindungen | |
DE60215370T2 (de) | Zusammensetzungen aus Polysiloxanen und quaternisierten Fettsäureamiden | |
DE2411326C3 (de) | Verfahren zur Herstellung von Additionsprodukten aus ungesättigte Reste enthaltenden Verbindungen an Organopolysiloxane, die an Silicium gebundene Wasserstoffatome enthalten und deren Verwendung | |
EP4229116A1 (de) | Wässrige dispersionen von mit oxalatopolyethern vorvernetzten amino-funktionalisierten organopolysiloxanen | |
EP1388571A1 (de) | Polyorganosiloxanzusammensetzung enthaltend quaternäre Ammoniumgruppen | |
DE3929757A1 (de) | Waessrige aminopolysiloxanmikroemulsionen, deren herstellung und verwendung |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: UNKNOWN |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE |
|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE |
|
17P | Request for examination filed |
Effective date: 20231218 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
P01 | Opt-out of the competence of the unified patent court (upc) registered |
Free format text: CASE NUMBER: Effective date: 20240524 |