JP2016521776A - アミノ官能性シリコーンエマルジョンの調製方法 - Google Patents
アミノ官能性シリコーンエマルジョンの調製方法 Download PDFInfo
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- JP2016521776A JP2016521776A JP2016516676A JP2016516676A JP2016521776A JP 2016521776 A JP2016521776 A JP 2016521776A JP 2016516676 A JP2016516676 A JP 2016516676A JP 2016516676 A JP2016516676 A JP 2016516676A JP 2016521776 A JP2016521776 A JP 2016521776A
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- 239000000839 emulsion Substances 0.000 title claims abstract description 76
- 238000000034 method Methods 0.000 title claims abstract description 40
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 34
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title claims description 10
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 238000002156 mixing Methods 0.000 claims abstract description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000004094 surface-active agent Substances 0.000 claims abstract description 17
- 229920006294 polydialkylsiloxane Polymers 0.000 claims abstract description 15
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 8
- 230000007935 neutral effect Effects 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- -1 polydimethylsiloxane Polymers 0.000 claims description 45
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000000962 organic group Chemical group 0.000 claims description 11
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 9
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 6
- 150000002500 ions Chemical class 0.000 claims description 5
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical group O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003438 dodecyl group Chemical group [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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000913 palmityl 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])([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 claims description 3
- 125000004079 stearyl 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])([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])C([H])([H])[H] 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910002651 NO3 Chemical group 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical group [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([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])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000010452 phosphate Chemical group 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical group [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([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])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 claims description 2
- 239000003760 tallow Substances 0.000 claims description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical group CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 2
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical group O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 1
- 125000005528 methosulfate group Chemical group 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 9
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002245 particle Substances 0.000 description 25
- 239000012530 fluid Substances 0.000 description 14
- 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 8
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 7
- 230000003750 conditioning effect Effects 0.000 description 6
- 239000002537 cosmetic Substances 0.000 description 6
- 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 6
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920004511 Dow Corning® 200 Fluid Polymers 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
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- 235000014113 dietary fatty acids Nutrition 0.000 description 4
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- 239000000194 fatty acid Substances 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 239000003495 polar organic solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- PLFJWWUZKJKIPZ-UHFFFAOYSA-N 2-[2-[2-(2,6,8-trimethylnonan-4-yloxy)ethoxy]ethoxy]ethanol Chemical compound CC(C)CC(C)CC(CC(C)C)OCCOCCOCCO PLFJWWUZKJKIPZ-UHFFFAOYSA-N 0.000 description 2
- 208000002874 Acne Vulgaris Diseases 0.000 description 2
- 241000195940 Bryophyta Species 0.000 description 2
- 229910004283 SiO 4 Inorganic materials 0.000 description 2
- 206010000496 acne Diseases 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000011929 mousse Nutrition 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 229940051841 polyoxyethylene ether Drugs 0.000 description 2
- 229920000056 polyoxyethylene ether Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241001237961 Amanita rubescens Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 208000035985 Body Odor Diseases 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 206010040904 Skin odour abnormal Diseases 0.000 description 1
- 229920004896 Triton X-405 Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
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- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
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- 125000004429 atom Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
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- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
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- 239000000084 colloidal system Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Polymers OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [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])C([H])([H])C([H])([H])* 0.000 description 1
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- 150000004665 fatty acids Chemical class 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
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- 239000000118 hair dye Substances 0.000 description 1
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- 230000035876 healing Effects 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000002948 undecyl 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])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
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- A—HUMAN NECESSITIES
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- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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Abstract
Description
I)
A)23℃にて少なくとも50,000mm2/sの粘度を有する100部のポリジアルキルシロキサンと、
B)平均式;
[R3SiO1/2][R2SiO2/2]a[RRNSiO2/2]b[R3SiO1/2]を有する0.1部〜100部のアミノ官能性オルガノポリシロキサンと
[式中、aは1〜1000であり、bは1〜100であり、
Rは、単独の一価の有機基であり、及び
RNはアミノ官能性基である]
を混合する工程と、
II)工程Iの混合物に、
C)式;R5aR6 (4−a)N+X−のハロゲンフリー第四級アンモニウム界面活性剤を0.1〜50部と、
[式中、aは1〜4に変化してよく、
R5は、少なくとも10個の炭素原子を含有する有機基であり、
R6は、独立して、1〜20個の炭素原子を含有する炭化水素基であり、Xはハロゲンフリーの対イオンである]、
エマルジョンを形成するのに十分な量の水とを添加して混合する工程と、
III)任意に、エマルジョンを更にせん断混合する工程と、
IV)十分な量の式H+ X−の酸を添加して、中性pHのエマルジョンを提供する工程と、を含む
[式中、Xは、第四級アンモニウム界面活性剤に使用されるものと同じ対イオンである]。
A)23℃にて少なくとも50,000mm2/sの粘度を有する100部のポリジアルキルシロキサンと、
B)平均式;
[R3SiO1/2][R2SiO2/2]a[RRNSiO2/2]b[R3SiO1/2]を有する0.1部〜100部のアミノ官能性オルガノポリシロキサンと
[式中、aは1〜1000であり、bは1〜100であり、
Rは、単独の一価の有機基であり、及び
RNはアミノ官能性基である]
を混合する工程を包含する。
A)ポリジアルキルシロキサン
[R1 2 R2SiO1/2][R12SiO2/2]x[R12 R2SiO1/2]を有するポリジアルキルシロキサンから選択することができる
[式中、R1は、炭素原子を1〜30個含有するアルキル基であり、R2は、R1アルキル基又はヒドロキシ基であってよく、添字「x」は、重合度を表し、1000超である]。一般的に、ポリジアルキルシロキサンは、重合度(x)を有するトリメチルシロキシ末端化ポリジメチルシロキサン流体であり、すなわち、23℃にて少なくとも50,000mm2/s(又は50,000センチストークス、cSとして略)のポリジメチルシロキサン流体粘度を提供するのに十分なものであり、あるいは(x)は、23℃にて少なくとも100,000mm2/sのポリジメチルシロキサン流体を提供するのに十分なものであり、あるいは(x)は、23℃にて少なくとも500,000mm2/sのポリジメチルシロキサン流体粘度を提供するのに十分なものである。成分A)として好適なトリメチルシロキシ末端化ポリジメチルシロキサン流体の市販例としては、少なくとも50,000mm2/s(50,000センチストーク)の粘度を有するDow Corning 200(登録商標)流体(ダウ・コーニング社,Midland MI)が挙げられる。
B)アミノ官能性オルガノポリシロキサン
−CH2CH2NH2、−CH2CH2CH2NH2、−CH2CH(CH3)NH2、−CH2CH2CH2CH2NH2、−CH2CH2CH2CH2CH2NH2、−CH2CH2CH2CH2CH2CH2NH2、−CH2CH2NHCH3、−CH2CH2CH2NHCH3、−CH2CH(CH3)CH2NHCH3、−CH2CH2CH2CH2NHCH3、−CH2CH2NHCH2CH2NH2、−CH2CH2CH2NHCH2CH2NH2、−CH2CH2CH2NHCH2CH2CH2NH2、−CH2CH2CH2CH2NHCH2CH2CH2CH2NH2、−CH2CH2NHCH2CH2NHCH3、−CH2CH2CH2NHCH2CH2CH2NHCH3、−CH2CH2CH2CH2NHCH2CH2CH2CH2NHCH3、及び−CH2CH2NHCH2CH2NHCH2CH2CH2CH3である。
[R3SiO1/2][R2SiO2/2]a[RRNSiO2/2]b[R3SiO1/2]を有するものから選択することができる
[式中、aは、1〜1000、あるいは1〜500、あるいは1〜200であり、
bは1〜100であり、あるいは1〜50であり、あるいは1〜10であり、
Rは、一価の単独の有機基であり、
あるいはRは炭素原子を1〜30個含有する炭化水素であり、
あるいはRは炭素原子を1〜12個含有する一価のアルキル基であり、
あるいはRはメチル基であり、
RNは上記に定義の通りのものである]。
C)炭素原子を少なくとも10個含有する0.1〜50部のハロゲンフリーの第四級アンモニウム界面活性剤と、
エマルジョンの形成に十分な量の水と、を加えて、混合することを包含する。
C)第四級アンモニウム界面活性剤
R5 aR6 (4−a)N+X−を有する[式中、
添字「a」は1〜4に変化してよく、あるいは「a」は1であり、
R5は、少なくとも10個の炭素原子を含有する有機基であり、
R6は、炭素原子を1〜20個含有する単独の炭化水素基であり、
Xはハロゲンフリーの対イオンである]。
(実施例1)
比較例1
酸により中和していないLuviquat
比較例2
異なる対イオン酸により中和したLuviquat
Claims (10)
- アミノ官能性シリコーンエマルジョンの製造方法であって、
I)
A)23℃にて少なくとも50,000mm2/sの粘度を有する100部のポリジアルキルシロキサンと、
B)平均式;
[R3SiO1/2][R2SiO2/2]a[RRNSiO2/2]b[R3SiO1/2]を有する0.1部〜100部のアミノ官能性オルガノポリシロキサンと
[式中、aは1〜1000であり、bは1〜100であり、
Rは、独立して一価の有機基であり、及び
RNはアミノ官能性基である]を混合する工程と、
II)工程Iの混合物に、
C)式R5aR6 (4−a)N+X−のハロゲンフリー第四級アンモニウム界面活性剤を0.1〜50部と、
[式中、aは1〜4に変化してよく、
R5は、少なくとも10個の炭素原子を含有する有機基であり、
R6は、独立して、1〜20個の炭素原子を含有する炭化水素基であり、Xはハロゲンフリーの対イオンである]、
エマルジョンを形成するのに十分な量の水とを添加して混合する工程と、
III)任意に、エマルジョンを更にせん断混合する工程と、
IV)十分な量の式H+ X−の酸を添加して、中性pHのエマルジョンを提供する工程と
[式中、Xは、第四級アンモニウム界面活性剤に使用されるものと同じ対イオンである]。 - 前記ポリジアルキルシロキサンが、23℃にて少なくとも100,000mm2/sの粘度を有するトリメチルシロキシ末端化ポリジメチルシロキサンである、請求項1に記載の方法。
- Rがメチルであり、及び前記アミノ官能基が
−CH2CH(CH3)CH2NHCH2CH2NH2である、請求項1又は2に記載の方法。 - R5が、ラウリル、セチル、ココ、ステアリル、タロー、ココイル、ラウロイル、パルミトイル、ミリストイル、又はステアロイルである、請求項1〜3のいずれか一項に記載の方法。
- R6が、メチル又はエチルである、請求項4に記載の方法。
- Xが、メトサルフェート、エトサルフェート、アセタート、トシラート、ホスフェート、又はニトラートである、請求項1〜5のいずれか一項に記載の方法。
- Xが、メトサルフェートである、請求項1〜6のいずれか一項に記載の方法。
- 工程II)が、更にD)非イオン性界面活性剤を添加することを含む、請求項1〜7のいずれか一項に記載の方法。
- 前記非イオン性界面活性剤が、C10−Guerbetアルコール系のアルキルポリエチレングリコールエーテルである、請求項7に記載の方法。
- 請求項1〜9のいずれか一項に記載のいずれかの方法により製造された、アミノ官能性シリコーンエマルジョン。
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JP2010524917A (ja) * | 2007-05-23 | 2010-07-22 | ザ プロクター アンド ギャンブル カンパニー | ポリアルキルシロキサン混合物、アミノシリコーン、及びシリコーンコポリマーエマルションを含むヘアコンディショニング組成物 |
JP2013532741A (ja) * | 2010-07-21 | 2013-08-19 | ダウ コーニング コーポレーション | アミノ官能性シリコーンのエマルション |
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US5641480A (en) * | 1994-12-08 | 1997-06-24 | Lever Brothers Company, Division Of Conopco, Inc. | Hair care compositions comprising heteroatom containing alkyl aldonamide compounds |
US6451905B2 (en) * | 1999-02-16 | 2002-09-17 | Crompton Corporation | Shear stable aminosilicone emulsions |
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