JP6710779B2 - アミノ官能性エンドブロッキング基を有するシリコーンブロックコポリマー、並びにその調製方法及び使用方法 - Google Patents
アミノ官能性エンドブロッキング基を有するシリコーンブロックコポリマー、並びにその調製方法及び使用方法 Download PDFInfo
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- JP6710779B2 JP6710779B2 JP2018555147A JP2018555147A JP6710779B2 JP 6710779 B2 JP6710779 B2 JP 6710779B2 JP 2018555147 A JP2018555147 A JP 2018555147A JP 2018555147 A JP2018555147 A JP 2018555147A JP 6710779 B2 JP6710779 B2 JP 6710779B2
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- silicone block
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- block copolymer
- silicone
- hair
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 6
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- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- DWYJHMSKXMHOAP-UHFFFAOYSA-N oxetan-2-ol Chemical compound OC1CCO1 DWYJHMSKXMHOAP-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940095043 peg-4 diheptanoate Drugs 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 229940048845 polyglyceryl-3 diisostearate Drugs 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 150000003235 pyrrolidines Chemical class 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000003763 resistance to breakage Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000012176 shellac wax Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- CAVXVRQDZKMZDB-UHFFFAOYSA-M sodium;2-[dodecanoyl(methyl)amino]ethanesulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CCS([O-])(=O)=O CAVXVRQDZKMZDB-UHFFFAOYSA-M 0.000 description 1
- AJVIQNYVMGYYOL-UHFFFAOYSA-M sodium;2-decylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O AJVIQNYVMGYYOL-UHFFFAOYSA-M 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- HEBRGEBJCIKEKX-UHFFFAOYSA-M sodium;2-hexadecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HEBRGEBJCIKEKX-UHFFFAOYSA-M 0.000 description 1
- PVBMJZPLFLMREU-UHFFFAOYSA-M sodium;2-hexylbenzenesulfonate Chemical compound [Na+].CCCCCCC1=CC=CC=C1S([O-])(=O)=O PVBMJZPLFLMREU-UHFFFAOYSA-M 0.000 description 1
- PFIOPNYSBSJFJJ-UHFFFAOYSA-M sodium;2-octylbenzenesulfonate Chemical compound [Na+].CCCCCCCCC1=CC=CC=C1S([O-])(=O)=O PFIOPNYSBSJFJJ-UHFFFAOYSA-M 0.000 description 1
- ZIGVUIYVPLQEAL-UHFFFAOYSA-M sodium;2-tetradecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O ZIGVUIYVPLQEAL-UHFFFAOYSA-M 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 235000019385 spermaceti wax Nutrition 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 229940105131 stearamine Drugs 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 235000010964 sucroglyceride Nutrition 0.000 description 1
- 239000001957 sucroglyceride Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 1
- 229940105956 tea-dodecylbenzenesulfonate Drugs 0.000 description 1
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- ILLKMACMBHTSHP-UHFFFAOYSA-N tetradecaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO ILLKMACMBHTSHP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 229940093633 tricaprin Drugs 0.000 description 1
- DHWLRNPWPABRBG-UHFFFAOYSA-N tridecyl 2,2-dimethylpropanoate Chemical compound CCCCCCCCCCCCCOC(=O)C(C)(C)C DHWLRNPWPABRBG-UHFFFAOYSA-N 0.000 description 1
- JYQFMBYXIWYNBD-UHFFFAOYSA-N tridecyl octanoate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCCCC JYQFMBYXIWYNBD-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 229940057400 trihydroxystearin Drugs 0.000 description 1
- 229940098385 triisostearin Drugs 0.000 description 1
- 229940081852 trilinolein Drugs 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 229940113164 trimyristin Drugs 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229940117972 triolein Drugs 0.000 description 1
- 229960001947 tripalmitin Drugs 0.000 description 1
- COXJMKGEQAWXNP-UHFFFAOYSA-N tris(14-methylpentadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCC(C)C COXJMKGEQAWXNP-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- C08G77/48—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/50—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
-
- 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
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61Q5/12—Preparations containing hair conditioners
-
- 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
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
-
- 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
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- 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
-
- 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
- A61K2800/31—Anhydrous
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
-
- 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
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- 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
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本出願は、米国特許法第119条(e)に基づき、2016年5月10日に出願された米国特許仮出願第62/334,060号の優先権を主張するものであり、米国特許仮出願第62/334,060号は参照により本明細書に組み込まれる。
各下付き文字xは独立して>0であり、
各下付き文字yは独立して>0であり、
下付き文字nは≧1であり、
各R1は独立して、ポリオキシアルキレンを含有しない二価の有機基であり、
各R2は独立して、一価の炭化水素基、又は一価のハロゲン化炭化水素基である。
下付き文字qは≧0であり、
下付き文字rは>0であり、
下付き文字sは≧0であり、
R3は独立してH、アルキル基、又は式
各R25は独立してH又はOHであり、かつ
各R23は独立してアルキル基、又はヒドロキシアルキル基である。
各下付き文字xは独立して>0であり、
各下付き文字yは独立して>0であり、
下付き文字nは≧1であり、
各R1は独立して、ポリオキシアルキレンを含有しない二価の有機基であり、
各R2は独立して、一価の炭化水素基、又は一価のハロゲン化炭化水素基であり、
少なくとも1つのEはアミノ官能性エンドブロッキング基、又はその第四級アンモニウム化合物であり、アミノ官能性エンドブロッキング基は
下付き文字qは≧0であり、
下付き文字rは>0であり、
下付き文字sは≧0であり、かつ
R3は独立してH、アルキル基、又は式
各R25は独立してH又はOH;あるいはOHであり、かつ
各R23は独立してアルキル基、又はヒドロキシアルキル基である。
下付き文字qは≧0であり、
下付き文字rは>0であり、
下付き文字sは≧0であり、
R3は独立してH、アルキル基、又は式
各R25は独立してH又はOHであり、かつ
各R23は独立してアルキル基、又はヒドロキシアルキル基である。
I)
a)各分子末端に脂肪族不飽和有機基を有するポリオルガノシロキサンと、
b)SiH末端オルガノポリシロキサンと、
c)ヒドロシリル化触媒と、
を含む成分を反応させることにより(成分b)の量/成分a)の量のモル比は>1である)、e)式
のSiH末端シリコーンブロックコポリマーを調製することと、
II)
SiH末端化合物であって、成分b)SiH末端オルガノポリシロキサン、又は成分e)式
f)少なくとも1個の脂肪族不飽和炭化水素基を有するエポキシドと、
を含む成分を反応させることにより、g)エポキシド官能性反応生成物を形成することと、
III)
g)エポキシド官能性反応生成物と、
h)アミン化合物と、を含む成分を反応させることにより、上述したアミノ官能性エンドブロッキング基を有するシリコーンブロックコポリマーを形成することと、を含む。
成分a)は、式
R6 2R5SiO(R6 2SiO)aSiR6 2R5
のポリジオルガノシロキサンを含んでよい。この式において、各R5は独立して、脂肪族不飽和の一価の有機基であり、各R6は独立して、脂肪族不飽和結合非含有の一価の炭化水素基、又は脂肪族不飽和結合非含有の一価のハロゲン化炭化水素基である。下付き文字aは≧0である。あるいは、下付き文字aは、少なくとも2の平均値を有する。あるいは、下付き文字aは2〜1,000であってよい。
i)ジメチルビニルシロキシ末端ポリジメチルシロキサン、
ii)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/メチルフェニルシロキサン)、
iii)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/ジフェニルシロキサン)、
iv)フェニル、メチル、ビニル−シロキシ末端ポリジメチルシロキサン、
v)ジメチルヘキセニルシロキシ末端ポリジメチルシロキサン、又は
vi)これらの2つ以上の組み合わせ等のポリジオルガノシロキサンを含んでよい。
本発明のプロセスで有用なSiH末端オルガノポリシロキサンは式M’DM’により表すことができ、式中、「M’」は式R7 2HSiO1/2のシロキサン単位を意味し、「D」は、式R7 2SiO2/2のシロキサン単位を意味し、式中、各R7は独立して、1〜30個の炭素原子を含有する一価の炭化水素基、又は1〜30個の炭素原子を含有する一価のハロゲン化炭化水素基である。成分b)は、式R7 2HSiO(R7 2SiO)bSiR7 2H(式中、R7は上述のとおりであり、下付き文字bは≧0である)の式のポリオルガノハイドロジェンシロキサンを含んでよい。あるいは、下付き文字bは少なくとも2の平均値を有する。あるいは、下付き文字bは2〜1000であってよい。
vii)ジメチルハイドロジェンシロキシ末端ポリジメチルシロキサン、
viii)ジメチルハイドロジェンシロキシ末端ポリ(ジメチルシロキサン/メチルフェニルシロキサン)、
ix)メチル、フェニル、ハイドロジェルシロキシ末端ポリジメチルシロキサン、及び
x)これらの2つ以上の組み合わせにより例示される。
ヒドロシリル化は、≡Si−H基と脂肪族不飽和基との反応を伴う。好適なヒドロシリル化反応触媒は、当該技術分野において既知であり市販されている。このようなヒドロシリル化触媒は、白金、ロジウム、ルテニウム、パラジウム、オスミウム、及びイリジウムから選択される金属であり得る。あるいは、ヒドロシリル化触媒は、このような金属の化合物(例えば、塩化白金酸、塩化白金酸六水和物、二塩化白金)、及び上記化合物と低分子量オルガノポリシロキサンとの錯体、又はマトリックス若しくはコア/シェル型構造にマイクロカプセル化された白金化合物であり得る。白金と低分子量オルガノポリシロキサンとの錯体としては、白金との1,3−ジエテニル−1,1,3,3−テトラメチルジシロキサン錯体が挙げられる。これら錯体は、樹脂マトリックス中にマイクロカプセル化され得る。例示的なヒドロシリル化触媒は、米国特許第3,159,601号、同第3,220,972号、同第3,296,291号、同第3,419,593号、同第3,516,946号、同第3,814,730号、同第3,989,668号、同第4,784,879号、同第5,036,117号及び同第5,175,325号、並びに欧州特許第0347895(B)号に記載されている。マイクロカプセル化されたヒドロシリル化触媒及びその調製方法は、米国特許第4,766,176号及び同第5,017,654号に例示されているとおり、当該技術分野において既知である。
ヒドロシリル化反応は、そのままで、又は成分d)溶媒の存在下で実施することができる。溶媒はアルコール(例えばメタノール、エタノール、プロパノール(n−プロパノール及びイソプロパノールを含む)、ブタノール(並びにこれらの分岐鎖及び直鎖異性体);ケトン(例えばアセトン、メチルエチルケトン、又はメチルイソブチルケトン);芳香族炭化水素(例えばベンゼン、トルエン、又はキシレン);脂肪族炭化水素(例えばヘプタン、ヘキサン、又はオクタン);グリコールエーテル(例えばプロピレングリコールメチルエーテル、ジプロピレングリコールメチルエーテル、プロピレングリコールn−ブチルエーテル、プロピレングリコールn−プロピルエーテル、又はエチレングリコールn−ブチルエーテル)、ハロゲン化炭化水素基(例えばジクロロメタン、1,1,1−トリクロロエタン、又は塩化メチレン)、クロロホルム、ジメチルスルホキシド、ジメチルホルムアミド、アセトニトリル、テトラヒドロフラン、ホワイトスピリット、ミネラルスピリット、又はナフサであることができる。
アリルグリシジルエーテル(CAS:106−92−3);
ビニルシクロヘキセンオキシド(CAS:106−86−5);
5,6−エポキシ−1−ヘキセン(又は1,2−エポキシ−5−ヘキセン及び2−(3−ブテニル)オキシラン)(CAS:10353−53−4);
9,10−エポキシ−1−デセン(又は2−(7−オクテニル)オキシラン及び1,2−エポキシ−9−デセン)(CAS:85721−25−1);
7,8−エポキシ−1−オクテン(又は1,2−エポキシ−7−オクテン及び2−(5−ヘキセニル)オキシラン)(CAS:19600−63−6);
2−ビニルオキシラン(又は3,4−エポキシ−1−ブテン、ブタジエンモノオキシド)(CAS:930−22−3);
2−メチル−2−ビニルオキシラン(又はイソプレンモノオキシド)(CAS:1838−94−4);
グリシジルアクリレート(又は2−オキシラニルメチルアクリレート);
グリシジルメタクリレート(又は2−オキシラニルメチル2−メタクリレート)(CAS:106−91−2);
リモネンオキシド、cis及びtransの混合物(CAS:1195−92−2);並びに、
アリルオキシ−3,4−エポキシトリシクロ(5.2.1.0 2.6)デカン(CAS:2279−19−8)が挙げられる。
1−(2−ヒドロキシエチル)ピペラジン、
ピペラジン、
ピロリジン(CAS:123−75−1)、
ピペリジン(CAS:110−89−4)、
モルホリン(CAS:110−91−8)、
3−ピロリジノ−ル(CAS:40499−83−0)、
2,5−ジメチルピロリジン(CAS:3378−71−0)、
1−メチルピペラジン(CAS:109−01−3)、
4−ヒドロキシピペリジン(CAS:5382−16−1)、
2,6−ジメチルピペリジン(CAS:504−03−0)、
1−エチルピペラジン(CAS:5308−25−8)、
1−アミン−4−メチルピペラジン(CAS:6928−85−4)、
イソインドリン(CAS:496−12−8)が挙げられる。あるいは、アミン化合物は、ビス(2−ヒドロキシプロピル)アミン(DIPA)等のアルカノールアミンであってもよい。
I)
a)各分子末端に脂肪族不飽和炭化水素基を有するポリオルガノシロキサンと、
b)SiH末端オルガノポリシロキサンと、
c)ヒドロシリル化触媒と、
を含む成分を反応させることにより(成分b)の量/成分a)の量のモル比は1より大きい)、e)式
II)
e)SiH末端シリコーンブロックコポリマー、又は成分b)SiH末端オルガノポリシロキサン、又は成分b)及び成分e)の両方と、
脂肪族不飽和アルカノール官能性アミン化合物と、
を含む成分を反応させることと、を含むプロセスにより調製してよい。
(1)上述したシリコーンブロックコポリマー、又は上述したシリコーンブロックコポリマーのエマルションと、
(2)水と、
(3)アニオン性界面活性剤及び/又は両性界面活性剤(例えばラウレス硫酸ナトリウム)と、
場合により(4)防腐剤と、
場合により(5)カチオン沈着ポリマーと、
場合により(6)増粘剤(例えばカルボマー)と、
を含むシャンプーが挙げられる。
(A)上述したシリコーンブロックコポリマー、又は上述したシリコーンブロックコポリマーのエマルションと、
(B)水と、
場合により(C)増粘剤(例えばヒドロキシエチル−セルロース)と、
(D)脂肪族アルコール(例えばセテアリルアルコール)と、
場合により(E)他の乳化剤(例えばステアリン酸PEG−100及びステアリン酸グリセリル)と、
場合により(F)防腐剤(例えば)と、
場合により(G)カチオン沈着ポリマーと、
を含むヘアコンディショナーであってよい。
あるいは、ヘアケア組成物は、
(A)上述したシリコーンブロックコポリマーと、
(B)有機又はシリコーン担体と、
を含む、リーブインヘアトリートメント組成物であってよい。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口フラスコで、ビス(2−ヒドロキシプロピル)アミン(DIPA)(79.17g)を50℃にて予熱し、イソプロパノール(37.29g)を50℃まで加熱した。アリルグリシジルエーテル(70g)を反応に滴加し、アミン化反応を70℃にて終夜(15時間)進行させて、DIPAを確実に、完全に消費させた。この反応設備を変更して、簡単な蒸留装置にした。イソプロパノール、及び過剰のアリルグリシジルエーテルを、120℃及び20mmHgで3時間真空ストリッピングにより取り除いた。窒素を用いる真空破壊前に、試料を70℃未満に冷却した後、生成物を、一度冷却したガラスジャーにデカンテーションした。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例1で作製した材料(1.72重量%)、及びSiH末端シロキサン(14.24重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%イソプロパノール(IPA)溶液を触媒として添加した(5ppmのPt)。[SiH]が1000ppm〜1100ppmに到達するまで、反応温度を70℃で1時間維持した。アリル末端シロキサン(84.04重量%:179DP)を次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応を70℃にて2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度が室温で12,557cPであることを測定した。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例1で作製した材料(1.17重量%)、及びSiH末端シロキサン(12.91重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%IPA溶液を触媒として添加した(5ppmのPt)。[SiH]が1000ppm〜1100ppmに到達するまで、反応温度を70℃で1時間維持した。アリル末端シロキサン(85.92重量%:179DP)を次に、Karstedt触媒の1%IPA溶液の反応に添加した(5ppmのPt)。反応を70℃にて2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度が室温で22,765cPであることを測定した。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例1で作製した材料(0.72重量%)、及びSiH末端シロキサン(11.80重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%IPA溶液を触媒として添加した(5ppmのPt)。[SiH]が約1300ppmに達するまで、反応温度を70℃にて1時間維持した。アリル末端シロキサン(87.49重量%:179DP)を次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応物を70℃にて2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度が室温で34,000cPであることを測定した。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例1で作製した材料(0.87重量%)、1−ヘキセン(0.27重量%)、及びSiH末端シロキサン(14.32重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%IPA溶液を、触媒として添加した(5ppmのPt)。[SiH]が1000ppm〜1100ppmに到達するまで、反応温度を70℃で1時間維持した。アリル末端シロキサン(84.54重量%:179DP)を、次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応を70℃にて2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。最終試料を、10重量%のisofol 12に希釈した。
乳化操作を、Hauschild Speedmixerで実施する。プラスチック製のカップに、参照実施例1で調製したシリコーンブロックコポリマー、Brig 35L界面活性剤、場合により乳酸、及び第1の量の水を添加する。混合物を最大速度で20秒間、剪断した。追加量の水を添加し、Speedmixerにてエマルションを再度混合する。調製すべき各エマルション試料の量を、下表1に示す。
実施例6に記載するエマルションの試料を、2%のシリコーンブロックコポリマーをもたらすのに十分な量を使用して、リンスオフコンディショニング製剤に添加する。コンディショニング製剤を下表2に示す。本発明のコンディショナーを、表1のエマルションA、B、C、及びDを使用して調製する。
実施例6に記載するエマルションの試料を、2%のシリコーンブロックコポリマーをもたらすのに十分な量でシャンプー製剤に添加する。シャンプー製剤を表3に示す。本発明のシャンプーを、表1のエマルションA、B、C、及びDを使用して調製する。
実施例6に記載するエマルションを水で更に希釈し、2%濃度のシリコーンブロックコポリマーにする。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口フラスコで、グリシドール(37.03%)と、トルエン又はイソプロパノール(50%)の混合物を室温で混合した。反応にアリルアミン(3.24%)を滴加し、発熱量を観測した。温度が安定した後、アリルアミンの添加を更に3回繰り返した。このアミノ化反応を室温(25℃)で一晩(15時間)進行させ、アミンを完全に消費する。この反応設備を変更して、簡単な蒸留装置にした。トルエン/イソプロパノール及び過剰のグリシドールを、150℃及び20mmで3時間真空ストリッピングすることにより生成物から取り除いた。窒素を用いる真空破壊前に、試料を70℃未満に冷却した後、生成物をガラスジャーにデカンテーションした。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例10で調製したエンドブロッカー(0.66%)、及びSiH末端シロキサン(14.39%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、イソプロパノール(IPA)の、Karstedt触媒の1%溶液を触媒として添加した(20ppmのPt)。発熱量を観察し、[SiH]が1000〜1100ppmに到達するまで、反応温度を70℃で1時間維持した。アリル末端シロキサン(84.95%:179DP)を次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応を70℃で2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度を測定した。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例10で調製したエンドブロッカー(0.45%)、及びSiH末端シロキサン(13重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%IPA溶液を、触媒として添加した(20ppmのPt)。発熱量を観察し、[SiH]が約1200ppmに到達するまで、反応温度を70℃にて1時間維持した。アリル末端シロキサン(86.55重量%:179DP)を、次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応を70℃で2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度を測定した。
還流冷却器、窒素スイープ、攪拌棒、熱電対を備えた温度コントローラ、及び加熱マントルを装着した三つ口丸底フラスコに、参照実施例10で調製したエンドブロッカー(0.27%)、及びSiH末端シロキサン(11.85重量%)(SiH濃度は、FT−IRにより1600ppm(20DP)と測定)を入れた。フラスコを70℃まで加熱し、Karstedt触媒の1%IPA溶液を、触媒として添加した(20ppmのPt)。発熱量を観察し、[SiH]が1300ppmに到達するまで、反応温度を70℃で1時間維持した。アリル末端シロキサン(87.88重量%:179DP)を次に、Karstedt触媒の1%IPA溶液を用いる反応に添加した(5ppmのPt)。反応を70℃で2時間維持した。FT−IR分析を使用して、反応の完了([SiH]<10ppm)を測定した。Brookfield DV−III Ultra(CPE−52スピンドル)を使用して、最終生成物の粘度を測定した。
乳化操作を、Hauschild Speedmixerで実施する。プラスチック製のカップに、実施例11で調製したシリコーンブロックコポリマー、Brig 35L界面活性剤、場合により乳酸、及び第1の量の水を添加する。混合物を最大速度で20秒間、剪断した。追加量の水を添加し、Speedmixerにてエマルションを再度混合する。調製すべき各エマルション試料の量を、下表4に示す。
実施例14に記載するエマルションの試料を、2%のシリコーンブロックコポリマーをもたらすのに十分な量を使用して、リンスオフコンディショニング製剤に添加する。コンディショニング製剤を下表5に示す。表4のエマルション14A、14B、14C、及び14Dを使用して、本発明のコンディショナーを調製する。
実施例14に記載するエマルションの試料を、2%のシリコーンブロックコポリマーをもたらすのに十分な量でシャンプー製剤に添加する。シャンプー製剤を表6に示す。本発明のシャンプーを、表4のエマルションA、B、C、及びDを使用して調製する。
実施例14に記載するエマルションを水で更に希釈し、2%濃度のシリコーンブロックコポリマーにする。
実施例6及び実施例14に記載するエマルションの試料を、2%のシリコーンブロックコポリマーをもたらすのに十分な量で、サルフェート非含有シャンプー製剤に添加する。シャンプー製剤を表7に示す。本発明のシャンプーを、表4のエマルションA、B、C、及びDを使用して調製する。相Aの成分を混合し、70℃〜75℃まで加熱することによりシャンプーを調製する。相Bの成分を混合し、得られた混合物を相Aに添加する。相Aと相Bの得られた混合物を室温まで冷却する。相Cの成分を混合した後、相Aと相Bの混合物に添加する。
リーブインコンディショナークリームを、以下のとおりの表8の成分を組み合わせることにより調製する:
1.成分1を70℃まで加熱する。
2.成分2を成分1に分散させ、均質になるまで混合する。
3.穏やかに混合しながら成分3を添加する。
4.別の容器で、相Bの成分を組み合わせて混合する。
5.相Bの成分を70℃にて加熱する。
6.相Bの成分を、均質になるまで混合する。
7.相Aを相Bに徐々に添加して、蝋が溶融したままとなる温かさで相Bを維持しながら撹拌する。均質になるまで撹拌する。
8.穏やかに混合しながら、室温まで冷却する。
9.相Cの成分を列挙順に添加し、各添加の後で十分に混合する。
10.クエン酸溶液でpHを4に維持する。
2.Dow Chemical Companyから入手可能なCellosize(商標)QP 4400H
4.Croda Inc.から入手可能なIncroquat(商標)Behenyl TMS
5.Croda Inc.から入手可能なCutissential(商標)18−MEA 40−NV−LQ−(MH)
6.ホホバ油
7.BASFから入手可能なLanette(登録商標)16
8.BASFから入手可能なGluadin(登録商標)W40
8.BASFから入手可能なD−パンテノール50P
11.Alban Muller Internationalから入手可能なNatamilk(登録商標)Bamboo
12.Dow Chemicalから入手可能なNeolone(商標)PE
500mLの三ツ口丸底フラスコに、機械式ミキサー、熱電対、加熱マントル、冷却器、及び滴下漏斗を装着した。グリシドール(111.16g)を、トルエン(148.81g)と共にフラスコに添加して混合し、濁った溶液を得た。滴下漏斗を介して、アリルアミン(39.0g)を反応混合物に滴加した。添加速度を調節して、反応温度を約35℃とする。反応フラスコを一晩撹拌した。一般的な蒸留カラムを使用して、材料を140℃にて4時間ストリップし、トルエン及び他の揮発物を取り除いた。13C−NMRを使用して反応が完了したことを確認し、この際、グリシドールで見られる44及び52ppmにおけるエポキシのピークは、最終生成物では消滅していた。
実施例2、3、及び4を調製した。シリコーンブロックコポリマーの試料を作製し、それぞれの粘度を上述のとおりに評価した。一覧は下表9にある。
下表10に示す成分を使用して、リンスオフコンディショナーの試料を調製した。
(未処理毛髪ACL−処理済み毛髪ACL)×100÷未処理毛髪ACLの関係を使用して計算された、ACLにおける減少率(%)として表した。
下表13に示す成分を使用して、コンディショニングシャンプー試料を調製した。
Claims (8)
- アミノ官能性エンドブロッキング基を有するシリコーンブロックコポリマー、又はその第四級アンモニウム化合物であって、平均式
各下付き文字xは独立して>0であり、
各下付き文字yは独立して>0であり、
下付き文字nは≧1であり、
各R1は独立して、ポリオキシアルキレンを含有しない二価の有機基であり、
各R2は独立して、一価の炭化水素基、又は一価のハロゲン化炭化水素基であり、
Eは、一価の炭化水素基、一価のハロゲン化炭化水素基、ポリオキシアルキレン基、及びアミノ官能性エンドブロッキング基又はその第四級アンモニウム化合物から選択され、前記アミノ官能性エンドブロッキング基は
下付き文字qは≧0であり、
下付き文字rは>0であり、
下付き文字sは≧0であり、
ただし、少なくとも1つのEはアミノ官能性エンドブロッキング基又はその第四級アンモニウム化合物であり、かつ
R3は独立してH、アルキル、又は式
各R25は独立してH又はOHであり、かつ
各R23は独立してアルキル基、又はヒドロキシアルキル基である、
アミノ官能性エンドブロッキング基を有するシリコーンブロックコポリマー、又はその第四級アンモニウム化合物。 - Eの少なくとも1つの例が前記アミノ官能性エンドブロッキング基又はその第四級アンモニウム化合物であり、Eの別の例が一価の炭化水素基、一価のハロゲン化炭化水素基、又はポリオキシアルキレン基である、請求項1に記載のシリコーンブロックコポリマー。
- (1)請求項1又は2に記載のシリコーンブロックコポリマーと、
(2)水と、
(3)界面活性剤と、
を含むエマルション。 - 織物及び革から選択される基材の処理方法であって、
(A)前記基材に、請求項1若しくは2に記載のシリコーンブロックコポリマー、又は請求項3に記載のエマルションを含むトリートメント組成物を適用することと、
(B)前記基材を乾燥させることと、
を含む、方法。 - (1)請求項1若しくは2に記載のシリコーンブロックコポリマー、又は請求項3に記載のエマルションと、
(2)適用を可能にする担体と、
を含む、パーソナルケア組成物。 - (1)請求項1若しくは2に記載のシリコーンブロックコポリマー、又は請求項3に記載のエマルションと、
(2)水と、
(3)アニオン性界面活性剤及び/又は両性界面活性剤と、
場合により(4)防腐剤と、
場合により(5)カチオン沈着ポリマーと、
場合により(6)増粘剤と、
を含むシャンプー。 - (A)請求項1若しくは2に記載のシリコーンブロックコポリマー、又は請求項3に記載のエマルションと、
(B)水と、
場合により(C)増粘剤と、
(D)脂肪族アルコールと、
場合により(E)他の乳化剤と、
場合により(F)防腐剤と、
場合により(G)カチオン沈着ポリマーと、
を含むヘアコンディショナー。 - (A)請求項1又は2に記載のシリコーンブロックコポリマーと、
(B)有機又はシリコーン担体と、
を含む、無水リーブインヘアトリートメント組成物。
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- 2017-04-24 JP JP2018555147A patent/JP6710779B2/ja active Active
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BR112018072818B8 (pt) | 2022-11-16 |
US10982052B2 (en) | 2021-04-20 |
US20200325280A1 (en) | 2020-10-15 |
JP2019513882A (ja) | 2019-05-30 |
EP3455283A1 (en) | 2019-03-20 |
BR112018072818B1 (pt) | 2022-10-18 |
CN109071820A (zh) | 2018-12-21 |
BR112018072818A2 (pt) | 2019-03-06 |
EP3455283B1 (en) | 2020-06-10 |
CN109071820B (zh) | 2021-08-17 |
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