JP4174595B2 - 蒸発可能な担体としてのシロキサンの使用 - Google Patents
蒸発可能な担体としてのシロキサンの使用 Download PDFInfo
- Publication number
- JP4174595B2 JP4174595B2 JP2003544057A JP2003544057A JP4174595B2 JP 4174595 B2 JP4174595 B2 JP 4174595B2 JP 2003544057 A JP2003544057 A JP 2003544057A JP 2003544057 A JP2003544057 A JP 2003544057A JP 4174595 B2 JP4174595 B2 JP 4174595B2
- Authority
- JP
- Japan
- Prior art keywords
- heptamethyl
- cosmetic
- compound
- products
- phase
- 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.)
- Expired - Lifetime
Links
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title description 11
- 239000000203 mixture Substances 0.000 claims abstract description 51
- 239000002537 cosmetic Substances 0.000 claims abstract description 31
- -1 siloxanes Chemical class 0.000 claims abstract description 29
- 238000009472 formulation Methods 0.000 claims abstract description 25
- 239000000047 product Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 14
- HLPWCQDWRYCGLK-UHFFFAOYSA-N ethyl-methyl-bis(trimethylsilyloxy)silane Chemical compound C[Si](C)(C)O[Si](C)(CC)O[Si](C)(C)C HLPWCQDWRYCGLK-UHFFFAOYSA-N 0.000 claims description 10
- PGRZLADNCDNGTC-UHFFFAOYSA-N trimethyl-(methyl-propyl-trimethylsilyloxysilyl)oxysilane Chemical compound CCC[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C PGRZLADNCDNGTC-UHFFFAOYSA-N 0.000 claims description 6
- QYWFUCXJWVFMFO-UHFFFAOYSA-N butyl-methyl-bis(trimethylsilyloxy)silane Chemical compound CCCC[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C QYWFUCXJWVFMFO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 230000001166 anti-perspirative effect Effects 0.000 claims description 3
- 239000003213 antiperspirant Substances 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000002781 deodorant agent Substances 0.000 claims description 3
- NKNJFTJIZOSWNM-UHFFFAOYSA-N diethyl-bis(trimethylsilyloxy)silane Chemical compound C[Si](C)(C)O[Si](CC)(CC)O[Si](C)(C)C NKNJFTJIZOSWNM-UHFFFAOYSA-N 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000007921 spray Substances 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000000443 aerosol Substances 0.000 claims description 2
- SPDPBNKCNIQAOH-UHFFFAOYSA-N bis[[ethyl(dimethyl)silyl]oxy]-dimethylsilane Chemical compound CC[Si](C)(C)O[Si](C)(C)O[Si](C)(C)CC SPDPBNKCNIQAOH-UHFFFAOYSA-N 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000002453 shampoo Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 230000000475 sunscreen effect Effects 0.000 claims description 2
- 239000000516 sunscreening agent Substances 0.000 claims description 2
- POJVZMLYQHGZBY-UHFFFAOYSA-N dipropyl-bis(trimethylsilyloxy)silane Chemical compound CCC[Si](CCC)(O[Si](C)(C)C)O[Si](C)(C)C POJVZMLYQHGZBY-UHFFFAOYSA-N 0.000 claims 1
- 239000000969 carrier Substances 0.000 abstract description 3
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 13
- 238000001704 evaporation Methods 0.000 description 11
- 230000008020 evaporation Effects 0.000 description 11
- 229920001296 polysiloxane Polymers 0.000 description 11
- 238000011067 equilibration Methods 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229940008099 dimethicone Drugs 0.000 description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- HEQSXIUYBSZNRB-UHFFFAOYSA-N butyl-dimethyl-trimethylsilyloxysilane Chemical compound CCCC[Si](C)(C)O[Si](C)(C)C HEQSXIUYBSZNRB-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229940125782 compound 2 Drugs 0.000 description 4
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 4
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- 229940125904 compound 1 Drugs 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 229940100554 isononyl isononanoate Drugs 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- RYBVCZSZPZFJOK-UHFFFAOYSA-N butyl-[butyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound CCCC[Si](C)(C)O[Si](C)(C)CCCC RYBVCZSZPZFJOK-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000008406 cosmetic ingredient Substances 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- PNECSTWRDNQOLT-UHFFFAOYSA-N dichloro-ethyl-methylsilane Chemical compound CC[Si](C)(Cl)Cl PNECSTWRDNQOLT-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229940049294 glyceryl stearate se Drugs 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 229940119170 jojoba wax Drugs 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- KWEKXPWNFQBJAY-UHFFFAOYSA-N (dimethyl-$l^{3}-silanyl)oxy-dimethylsilicon Chemical compound C[Si](C)O[Si](C)C KWEKXPWNFQBJAY-UHFFFAOYSA-N 0.000 description 1
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 1
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 1
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- OQILCOQZDHPEAZ-UHFFFAOYSA-N Palmitinsaeure-octylester Natural products CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005376 alkyl siloxane group Chemical group 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 235000021302 avocado oil Nutrition 0.000 description 1
- 239000008163 avocado oil Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical compound C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ZHQXGMHMKLHOHN-UHFFFAOYSA-N dimethyl-propyl-trimethylsilyloxysilane Chemical compound CCC[Si](C)(C)O[Si](C)(C)C ZHQXGMHMKLHOHN-UHFFFAOYSA-N 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- JEYIEGVMJNNNGR-UHFFFAOYSA-N ethyl-(ethyl-methyl-trimethylsilyloxysilyl)oxy-methyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(CC)O[Si](C)(CC)O[Si](C)(C)C JEYIEGVMJNNNGR-UHFFFAOYSA-N 0.000 description 1
- AVFLLDQNZQQOOW-UHFFFAOYSA-N ethyl-dimethyl-trimethylsilyloxysilane Chemical compound CC[Si](C)(C)O[Si](C)(C)C AVFLLDQNZQQOOW-UHFFFAOYSA-N 0.000 description 1
- GJQLBGWSDGMZKM-UHFFFAOYSA-N ethylhexyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(CC)CCCCC GJQLBGWSDGMZKM-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 231100000502 fertility decrease Toxicity 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 210000002741 palatine tonsil Anatomy 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229940057874 phenyl trimethicone Drugs 0.000 description 1
- 229920003217 poly(methylsilsesquioxane) Polymers 0.000 description 1
- 238000000275 quality assurance Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0874—Reactions involving a bond of the Si-O-Si linkage
-
- 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
- C11D3/162—Organic compounds containing Si
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dermatology (AREA)
- Dispersion Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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Description
T.Koini,M.D.Berthiaume,A.Huber in:SOEFW Journal,125th volume 4/99,22。 Product Description SF1173,SF1202,SF1204.SF1246 General Electric(GE)Silicones CDS4958−E/ENG/0797。
水で冷却されそして基部ドレーン出口、撹拌器、温度計、還流コンデンサ及び滴下漏斗を備えたフラスコに最初に3900gの水を導入し、そして1430g(10モル)のメチルエチルジクロロシランを撹拌しながら計量供給する。計量供給速度を調節することにより、温度を最大40℃に限定する。計量供給添加が終わると、撹拌器のスイッチを切り、明らかな相分離が起きた後、下部の水性塩酸相を分離しそしてすてる。上部油相を水で1回洗浄し、次いで撹拌器、温度計、水分離器及び還流コンデンサを備えたフラスコに移す。3240g(20モル)のヘキサメチルジシロキサン及び40g(0.41モル)の98〜100%濃度の硫酸を油相に加える。混合物を還流温度に加熱してシラノール基を縮合させそして残留水を除去する。2時間の還流の後、10g(0.047モル)のパーフルオロブタンスルホン酸を加えそして反応混合物を100℃で更に4時間撹拌する。70℃より低く冷却した後、混合物を中和するために、ソーダ80g、水15g及び3gの25%濃度のアンモニア溶液を加え、混合物を1時間後撹拌しそして、酸がないことをチェックした後、再び還流温度に加熱する。1時間還流した後、混合物を冷却しそしてろ過する。これにより58%のヘキサメチルジシロキサン、23%の1,1,1,3,5,5,5−ヘプタメチル−3−エチルトリシロキサン及びオリゴマーシロキサンからなる3820gの粗生成物が得られ、これは分別蒸留の結果として、169〜172℃の沸点を有する98%純度の1,1,1,3,5,5,5−ヘプタメチル−3−エチルトリシロキサン717gが生じる。ボトム及び分離したヘキサメチルシロキサンを更なる平衡化に供給することができる。
線状トリメチルシロキシ末端メチル水素ポリシロキサンの工業的製造で製造された、4.8DH単位の平均環サイズを有する環状メチル水素シロキサン75%及び3(=MeSiHO)単位の平均鎖長を有するトリメチルシロキシ末端メチル水素シロキサン25%からなる溜出物2000g(=30モルのSiH)を、撹拌器及び温度計を備えた加熱可能な4lのエナメルオートクレーブに最初に導入しそして窒素でガスシールする。オートクレーブ内の圧力は真空ポンプを使用して100ミリバールに減少させ、オートクレーブ内容物を65℃に加熱し、2%の白金を含む商業的Pt0オクタナール/オクタノール錯体(Gelest)1gをヘキサメチルジシロキサン20mlで希釈しそしてオートクレーブに吸入しそしてオートクレーブ内の圧力を再び100ミリバールに減少させる。次いで圧力が2バールを越えないようなそして実質的に直ちに認めることができる発熱反応の結果として温度が130℃を越えないような速度で鋼シリンダからプロペンを導入する。発熱が治まった後、混合物を130℃及び2バールのプロペン圧力で更に1時間後撹拌し、オートクレーブを減圧しそして脱ガスする。これにより<0.01ミリモル/gのSiH含有率を有するアダクト3300gが得られる。
2010g(=30モルのSiH)の1,1,3,3−テトラメチルジシロキサンを撹拌器及び温度計を備えた加熱可能な4lのエナメルオートクレーブに、窒素ガスシール下に最初に導入する。オートクレーブ内の圧力を真空ポンプを使用して250ミリバールに減少させ、オートクレーブ内容物を65℃に加熱し、2%の白金を含む商業的Pt0オクタナール/オクタノール錯体(Gelest)1gをヘキサメチルジシロキサン20mlで希釈しそしてオートクレーブに吸引する。次いで圧力が2バールを越えないようなそして殆ど直ちに認めることができる発熱反応の結果として温度が130℃を越えないような速度で鋼シリンダから1−ブテンを導入する。発熱が治まった後、形成された2−ブテンを100℃ミリバールまでストリッピングし、次いで1−ブテンを再び導入しそして混合物を130℃及び2バールのブテン圧力で更に1時間後撹拌し、オートクレーブを減圧しそして100ミリバールに脱ガスする。これにより<0.01ミリモル/gのSiH含有率を有するアダクト3500gが得られる。
下の表1及び図1はオクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン及び実施例化合物1及び3のDIN53249に従って測定された蒸発挙動を[%]で表した非蒸発残留物として示す。
このような組成物における典型的な助剤は、例えば、A,Domsch:Die kosmetischen Praeparate[Cosmetic Preparations]VolI and II 4th edition Verl,fuir chem.Industrie,H.Ziolkowsky KG,Augsburg,and in the International Cosmetic Ingredient Dictionary and Handbook 7th Ed.1997 by J.A.Wenninger,G.N.McEwen Vol.1−4 by The Cosmetic,Toiletry and Fragrance Association Washington DC に記載されているこれらの物質である。
相2:水(78.6%)、グアーヒドロキシプロピルトリモニウムクロリド(0.3%)、キサンタンガム(0.1%)、乳酸ナトリウム(2.0%)、フェノニップ(phenonip)(0.4%)。
相1:水(十分な量)、キサンタンガム(0.3%)、プロピレングリコール(5.0%)、トリエタノールアミン(1.4%)
相2:グリセリルステアレート SE(3.9%)、イソノニルイソノナノエート(3.0%)、シリコーンオイルSF1555RGE Silicones(8.5%)、実施例化合物2(3%)、ジメチコーンSF1236R GE Silicones(1.0%)、ステアリン酸(3.9%)。
相4:保存剤(十分な量)
製造:キサンタンガムを激しく撹拌しながら水に分散させる。相1の残りの成分を加えそして75〜77℃に加熱する。相2の成分を同様に激しく撹拌しながら混合しそして75〜77℃に加熱する。次いで相2を相1に加えそして少なくとも70℃で5分間均質化させる。次いで相3を加え、再び均質化しそして50℃に冷却する。最後に、保存剤を加えそしてゆっくりと撹拌しながら25℃に冷却する。
相1:C30−45アルキルジメチコーン(SF1642R GE Silicones)(11.0%)、セテアリルメチコーン(SF1632R GE Silicones)(4.0%)、ステアリン酸(11.5%)、実施例化合物3(4.0%)、ラノリン(3.0%)
相2:水(十分な量)、プロピレングリコール(3.4%)、トリエタノールアミン(2.9%)、保存剤(十分な量)
相3:ポリメチルシルセスキオキサン(Tospearl 145AR GE Silicones)(10%)、顔料ブレンド(18%)
製造:相1及び相2を70℃に別々に加熱する。次いで相2を、混合物が冷却されるまで撹拌しながら相1に加える。次いでこの混合物をゆっくりと撹拌しながら相3に加える。
Claims (8)
- プロピル及びブチル基は線状又は分岐状置換基であることができる、個々の化合物又は混合物としての1,1,1,5,5,5−ヘキサメチル−3,3−ジエチルトリシロキサン、1,1,1,3,5,5,5−ヘプタメチル−3−エチルトリシロキサン、1,1,3,3,5,5−ヘキサメチル−1,5−ジエチルトリシロキサン、1,1,1,3,5,5,5−ヘプタメチル−3−プロピルトリシロキサン、1,1,1,5,5,5−ヘキサメチル−3,3−ジプロピルトリシロキサン又は1,1,1,3,5,5,5−ヘプタメチル−3−ブチルトリシロキサンから選択される蒸発可能な担体としての化合物、を含んでなる化粧品配合物。
- 化合物が、請求項1に記載の1,1,1,3,5,5,5−ヘプタメチル−3−エチルトリシロキサンである、請求項1に記載の化粧品配合物。
- 化合物が、請求項1に記載の1,1,1,3,5,5,5−ヘプタメチル−3−プロピルトリシロキサンである、請求項1に記載の化粧品配合物。
- 化合物が、請求項1に記載の1,1,1,3,5,5,5−ヘプタメチル−3−ブチルトリシロキサンである、請求項1に記載の化粧品配合物。
- 請求項1に記載の化合物、活性成分及び助剤を含んでなる化粧品組成物。
- スキンケアー製品、日焼け止め製品、ヘアケアー製品、脱臭剤、発汗抑制剤、装飾化粧品の製品、リップスチック、口腔ケアー製品及びネールケアー製品からなる群から選ばれる、請求項5に記載の化粧品組成物。
- 請求項1に記載の化合物を0.01から99重量%の量で含んでなる、請求項5又は6に記載の化粧品組成物。
- クリーム、ローション、スキンケアーオイル、シャンプー、コンディショナー、スプレー、エアゾル、パウダー、ゲル又はペーストからなる群から選ばれる、請求項5又は6に記載の化粧品組成物。
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WO2024003588A1 (en) | 2022-06-30 | 2024-01-04 | L'oreal | Water-in-oil emulsions suitable as eyeliners |
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JPS5520737A (en) * | 1978-08-01 | 1980-02-14 | Shiseido Co Ltd | Cosmetic |
US4376087A (en) * | 1981-05-26 | 1983-03-08 | Rca Corporation | Processing of video discs |
US5002762A (en) * | 1988-03-16 | 1991-03-26 | The Procter & Gamble Company | Volatile silicons in household and cosmetic products |
US5084577A (en) * | 1988-03-16 | 1992-01-28 | The Procter & Gamble Company | Volatile silicon compounds |
US5922083A (en) * | 1995-04-03 | 1999-07-13 | Procter & Gamble Company | Detergent composition comprising a mutant amylase enzyme and oxygen bleaching agent |
FR2746102B1 (fr) * | 1996-03-18 | 1998-04-30 | Colorants siloxaniques, compositions les contenant et utilisations | |
US5925338A (en) | 1997-01-29 | 1999-07-20 | The Gillette Company | Clear antiperspirant or deodorant gel composition with volatile linear silicone to reduce staining |
FR2777287A1 (fr) * | 1998-04-09 | 1999-10-15 | Rhodia Chimie Sa | Procede de preparation de silicones a fonction(s) arylalkyles(s) par hydrosilylation |
FR2771003B1 (fr) | 1997-11-19 | 2000-03-03 | Rhodia Chimie Sa | Melanges de silicones volatils non cycliques et compositions cosmetiques a base desdits melanges |
US5922309A (en) * | 1997-12-23 | 1999-07-13 | Cheesebrough-Pond's Usa Co. | Non-whitening underarm compositions |
JP3954212B2 (ja) | 1998-08-20 | 2007-08-08 | 旭硝子セラミックス株式会社 | アルミナ・ジルコニア・シリカ溶融耐火物の評価方法 |
DE19837850C1 (de) * | 1998-08-20 | 2000-01-05 | Wacker Chemie Gmbh | Mischungen flüchtiger linearer Siloxane, Verfahren zu ihrer Herstellung sowie diese enthaltenden kosmetischen Formulierungen |
JP3748004B2 (ja) * | 1999-01-11 | 2006-02-22 | 信越化学工業株式会社 | 洗浄剤 |
US20040197284A1 (en) * | 2003-04-04 | 2004-10-07 | Frederic Auguste | Cosmetic composition comprising a volatile fatty phase |
JP5188004B2 (ja) * | 2004-02-17 | 2013-04-24 | 東レ・ダウコーニング株式会社 | 液状中鎖アルキル変性ポリジメチルシロキサン精製品の製造方法および化粧料 |
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2002
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- 2002-11-12 EP EP02803009A patent/EP1472263B1/de not_active Expired - Lifetime
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- 2002-11-12 WO PCT/EP2002/012596 patent/WO2003042221A1/de active IP Right Grant
- 2002-11-12 DE DE50208032T patent/DE50208032D1/de not_active Expired - Lifetime
- 2002-11-12 AT AT02803009T patent/ATE338049T1/de not_active IP Right Cessation
- 2002-11-12 US US10/495,343 patent/US7374771B2/en not_active Expired - Lifetime
- 2002-11-12 ES ES02803009T patent/ES2272814T3/es not_active Expired - Lifetime
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Also Published As
Publication number | Publication date |
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WO2003042221A1 (de) | 2003-05-22 |
CN100413871C (zh) | 2008-08-27 |
CN1575293A (zh) | 2005-02-02 |
HK1073314A1 (en) | 2005-09-30 |
US20050069564A1 (en) | 2005-03-31 |
ATE338049T1 (de) | 2006-09-15 |
JP2005509041A (ja) | 2005-04-07 |
EP1472263B1 (de) | 2006-08-30 |
US7374771B2 (en) | 2008-05-20 |
ES2272814T3 (es) | 2007-05-01 |
DE50208032D1 (de) | 2006-10-12 |
EP1472263A1 (de) | 2004-11-03 |
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