CN117487168A - Preparation method of modified siloxane and hair conditioner containing modified siloxane - Google Patents
Preparation method of modified siloxane and hair conditioner containing modified siloxane Download PDFInfo
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- CN117487168A CN117487168A CN202311442200.8A CN202311442200A CN117487168A CN 117487168 A CN117487168 A CN 117487168A CN 202311442200 A CN202311442200 A CN 202311442200A CN 117487168 A CN117487168 A CN 117487168A
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- Prior art keywords
- modified siloxane
- cyclotetrasiloxane
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- siloxane
- stirring
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- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims abstract description 87
- 238000002360 preparation method Methods 0.000 title claims abstract description 42
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 31
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 31
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 claims abstract description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
- 239000001257 hydrogen Substances 0.000 claims abstract description 20
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 14
- ANZPUCVQARFCDW-UHFFFAOYSA-N 2,2,4,4,6,6-hexamethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C[Si]1(C)O[SiH2]O[Si](C)(C)O[Si](C)(C)O1 ANZPUCVQARFCDW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 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 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 8
- -1 alkyl cyclotetrasiloxane Chemical compound 0.000 claims description 57
- 238000003756 stirring Methods 0.000 claims description 37
- 230000002829 reductive effect Effects 0.000 claims description 31
- 238000004821 distillation Methods 0.000 claims description 30
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 claims description 26
- 239000007795 chemical reaction product Substances 0.000 claims description 22
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 22
- 239000008367 deionised water Substances 0.000 claims description 17
- 229910021641 deionized water Inorganic materials 0.000 claims description 17
- 238000010438 heat treatment Methods 0.000 claims description 17
- 239000000243 solution Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 14
- 229940078552 o-xylene Drugs 0.000 claims description 14
- 238000001816 cooling Methods 0.000 claims description 12
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 11
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 11
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 claims description 11
- QIVLQXGSQSFTIF-UHFFFAOYSA-M docosyl(trimethyl)azanium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C QIVLQXGSQSFTIF-UHFFFAOYSA-M 0.000 claims description 11
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 11
- 239000004310 lactic acid Substances 0.000 claims description 11
- 235000014655 lactic acid Nutrition 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- OVYTZAASVAZITK-UHFFFAOYSA-M sodium;ethanol;hydroxide Chemical compound [OH-].[Na+].CCO OVYTZAASVAZITK-UHFFFAOYSA-M 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 229940082500 cetostearyl alcohol Drugs 0.000 claims description 6
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims description 6
- 229940091173 hydantoin Drugs 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- 230000001376 precipitating effect Effects 0.000 claims description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 abstract description 24
- 230000000694 effects Effects 0.000 abstract description 8
- 238000006136 alcoholysis reaction Methods 0.000 abstract description 2
- 125000004185 ester group Chemical group 0.000 abstract description 2
- 238000006459 hydrosilylation reaction Methods 0.000 abstract description 2
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 2
- 229920002521 macromolecule Polymers 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 18
- 238000012360 testing method Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 230000001276 controlling effect Effects 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010039792 Seborrhoea Diseases 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NRTJGTSOTDBPDE-UHFFFAOYSA-N [dimethyl(methylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[SiH2]O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C NRTJGTSOTDBPDE-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000013098 chemical test method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000003699 hair surface Effects 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
Classifications
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- 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
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/40—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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- 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
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
-
- 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
- A61Q5/008—Preparations for oily 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
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- 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
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
-
- 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
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
The application relates to the technical field of daily chemicals, in particular to a preparation method of modified siloxane and a hair conditioner containing the modified siloxane. The preparation method of modified siloxane uses octamethyl cyclotetrasiloxane and tetramethyl cyclotetrasiloxane or hexamethylcyclotetrasiloxane and tetramethyl cyclotetrasiloxane as raw materials to implement ring-opening polymerization reaction so as to prepare polydimethyl siloxane with different hydrogen contents, the hydrogen-containing polydimethyl siloxane and vinyl acetate undergo the hydrosilylation reaction, ester groups are introduced into the side chains of siloxane macromolecules, then alcoholysis reaction is carried out under alkaline condition, and finally the modified siloxane with hydrophilicity is obtained. And the obtained modified siloxane is added into the hair conditioner, so that the greasy dirt in the hair can be effectively removed, and the hair conditioner has an excellent oil control effect. The preparation method is simple, convenient to operate and suitable for large-scale production.
Description
Technical Field
The application relates to the technical field of daily chemicals, in particular to a preparation method of modified siloxane and a hair conditioner containing the modified siloxane.
Background
Silicones are a commonly used ingredient in cosmetic and personal care products and have good lubrication and moisturization benefits. However, conventional silicones have certain limitations in removing greasy dirt from hair and controlling grease.
Traditional silicones tend to have high viscosity and relatively large molecular size and are difficult to penetrate effectively into the greasy dirt in the hair and therefore perform generally in terms of cleansing and degreasing.
Accordingly, there is a need to develop a modified siloxane to address these limitations of conventional siloxanes.
Disclosure of Invention
The application aims at overcoming the defects of the prior art and providing a preparation method of modified siloxane and a hair conditioner containing the modified siloxane.
In a first aspect, the present application provides a method for preparing a modified siloxane, which adopts the following technical scheme:
a method of preparing a modified siloxane comprising the steps of:
s1, feeding alkyl cyclotetrasiloxane and tetramethyl siloxane into a reaction kettle, stirring, heating to 83-85 ℃, adding a catalyst A, and reacting for 12-16 hours to obtain a reaction product A;
s2, adding sodium bicarbonate aqueous solution into the reaction product A to adjust the pH value to 7.0, and then removing water and low-boiling-point substances by reduced pressure distillation to obtain hydrogen-containing polydimethylsiloxane;
s3, heating and stirring hydrogen-containing polydimethylsiloxane, o-xylene and a catalyst B, dropwise adding vinyl acetate when the temperature is 83-85 ℃, reacting at constant temperature for 12-14 hours, removing the o-xylene and the residual vinyl acetate by reduced pressure distillation, and dissolving and precipitating with acetone-water to obtain a reaction product B;
s4, adding the reaction product B into 5% sodium hydroxide ethanol solution, refluxing and stirring for 8-10 hours, cooling to room temperature, adjusting the pH value to 7.0 by using 10% hydrochloric acid solution, washing 3-5 times by using deionized water, and distilling under reduced pressure to remove water to obtain the modified siloxane.
Preferably, in the step S1, the alkyl cyclotetrasiloxane is octamethyl cyclotetrasiloxane and tetramethyl cyclotetrasiloxane according to a mass ratio of 10:1.4-2.0; the alkyl cyclotetrasiloxane is hexamethyl cyclotetrasiloxane and tetramethyl cyclotetrasiloxane, and the mass ratio of the alkyl cyclotetrasiloxane to the tetramethyl cyclotetrasiloxane is 10:0.4-0.8.
Preferably, in step S1, the weight ratio of the alkyl cyclotetrasiloxane to the tetramethylsiloxane is 1000:3.5-4.2.
Preferably, in step S1, the catalyst a is one of chloroplatinic acid, trifluoromethanesulfonic acid, and 98% concentrated sulfuric acid by mass concentration, and the amount of the catalyst a is 0.5 to 0.8% by weight based on the total weight of alkyl cyclotetrasiloxane and tetramethylsiloxane.
Preferably, in step S3, the weight ratio of the hydrogen-containing polydimethylsiloxane to the o-xylene is 4:1-2, and the weight ratio of the hydrogen-containing polydimethylsiloxane to the vinyl acetate is 5:2-3.
Preferably, in step S3, the catalyst B is one of chloroplatinic acid, cassiterite and 98% by mass concentrated sulfuric acid, and is used in an amount of 0.5 to 1.0% by weight based on the total weight of hydrogen-containing polydimethylsiloxane and o-xylene.
Preferably, in step S4, the weight ratio of the reaction product B to the 5% sodium hydroxide ethanol solution is 1:10-20.
Preferably, in step S2, the reduced pressure distillation is a vacuum 50mbar distillation; in step S3, the reduced pressure distillation is vacuum 10mbar distillation; in step S4, the reduced pressure distillation is vacuum distillation under 100 mbar.
By adopting the technical scheme, the obtained modified siloxane has good hydrophilic performance, and can efficiently remove greasy dirt in hair when being added into the hair conditioner, so as to achieve the oil control effect.
In a second aspect, the present application provides a hair conditioner containing modified silicone, which adopts the following technical scheme:
a hair conditioner containing modified siloxane comprises the following components in parts by mass: 6.6-6.8 parts of cetostearyl alcohol, 85-86 parts of deionized water, 1.1-1.3 parts of stearyl trimethyl ammonium chloride, 0.9-1.1 parts of behenyl trimethyl ammonium methyl sulfate, 0.45-0.55 part of stearate, 0.78-0.85 part of lactic acid, 0.78-0.82 part of hydroxyethyl cellulose and 1.5-2.5 parts of modified siloxane; 3.4-4.6 parts of ammonia-end polydimethylsiloxane, 0.38-0.42 part of hydantoin and 0.06-0.08 part of methyl chloroisothiazate, wherein the modified siloxane is obtained by the preparation method of the modified siloxane.
By adopting the technical scheme, in the hair conditioner containing the modified siloxane, the components have the following effects and synergistic effects: cetostearyl alcohol: as an emulsifier and stabilizer, helps to mix the oily component with the water phase and maintains the stability of the emulsion. Deionized water: as a solvent for diluting and adjusting the concentration of the conditioner. Stearyl trimethylammonium chloride and behenyl trimethylammonium methylsulfate: as a cationic surfactant, the hair conditioner has the effects of softening, resisting static electricity and eliminating static electricity, so that the hair is smoother, and the phenomena of frizziness and static electricity are reduced. Stearic acid ester: as a lubricant, helps the conditioner form a protective film on the hair surface, increasing gloss and softness. Lactic acid: has the function of regulating pH value, so that the pH value of the hair conditioner is suitable for the health of scalp and hair, and the irritation and dryness are avoided. Hydroxyethyl cellulose: thickening and gelling agents to increase the viscosity and tackiness of the conditioner and enhance the use experience. Modified siloxanes: as a lubricant and a humectant, the hair conditioner can form a protective film on the surface of hair, increase gloss and flexibility, has good hydrophilic performance, and can efficiently remove greasy dirt in the hair. Amino terminal polydimethylsiloxane: as antistatic agents and lubricants, help reduce static phenomena and make hair smoother. Hydantoin: as a thickener and solvent, it can increase the viscosity and tackiness of the conditioner, while helping to increase the solubility of the product. Methyl chloroisothiavalinone: can be used as preservative to effectively prolong the shelf life of the hair conditioner. The components can increase the lubricity, the moisturizing property and the antistatic property of the hair conditioner through synergistic effect, so that the hair is more flexible, glossy and easy to comb. Meanwhile, the hydrophilic property of the modified siloxane enables the modified siloxane to be capable of efficiently removing greasy dirt in hair, controlling grease secretion and keeping the hair clean and fresh.
A preparation method of a hair conditioner containing modified siloxane comprises the following steps:
s101, placing cetyl stearyl alcohol in a reactor according to parts by weight, heating to 82 ℃, and preserving heat until the cetyl stearyl alcohol is completely melted to obtain cetyl stearyl alcohol liquid for later use;
s102, sequentially adding stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, stearate, lactic acid and modified siloxane into an oil pan according to parts by weight, uniformly stirring, heating to 82-85 ℃, adding a hydroxyethyl cellulose solution which is dissolved in deionized water in advance into the oil pan, uniformly stirring, adding cetylstearyl alcohol liquid into the oil pan, stirring for 3-5 minutes, then keeping the temperature and stirring for 12-15 minutes, and then starting cooling to 35-40 ℃ to obtain a mixture A;
s103, adding ammonia-end polydimethylsiloxane into the mixture A according to the parts by weight, sequentially adding the rest materials into an oil pan, uniformly stirring, and cooling to room temperature to obtain the hair conditioner containing the modified siloxane.
By adopting the technical scheme, the preparation method of the hair conditioner containing the modified siloxane has the advantages of simple and feasible process and low cost, and is suitable for mass production.
In summary, the beneficial technical effects of the present application are:
1. according to the method, alkyl cyclotetrasiloxane and tetramethyl siloxane are used as raw materials to carry out ring-opening polymerization reaction, polydimethyl siloxane with different hydrogen contents is prepared, the hydrogen-containing polydimethyl siloxane and vinyl acetate are subjected to hydrosilylation reaction, ester groups are introduced into a side chain of a siloxane macromolecule, then alcoholysis reaction is carried out under alkaline conditions, and finally the modified siloxane with hydrophilicity is obtained.
2. The modified siloxane is added into the hair conditioner, so that greasy dirt in hair can be effectively removed, and the hair conditioner has an excellent oil control effect.
3. The preparation method is simple, convenient to operate and suitable for large-scale production.
Detailed Description
Embodiments of the present application will be described in detail below with reference to examples and preparations, but it will be understood by those skilled in the art that the following examples and preparations are only for illustration of the present application and should not be construed as limiting the scope of the present application. The specific conditions in the examples and preparations were not specified, and the procedures were carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention.
Preparation example 1
A method of preparing a modified siloxane comprising the steps of:
s1, 1000g of octamethyl cyclotetrasiloxane, 140g of tetramethyl cyclotetrasiloxane and 4.1g of tetramethyl siloxane are fed into a reaction kettle, stirred, heated to 83 ℃, 5.8g of chloroplatinic acid is added, and then the reaction is carried out for 12 hours to obtain a reaction product A;
s2, adding sodium bicarbonate aqueous solution into the reaction product A to adjust the pH value to 7.0, and then removing water and low-boiling-point substances by reduced pressure distillation, wherein the reduced pressure distillation is carried out under the condition of vacuum of 50mbar, so as to obtain hydrogen-containing polydimethylsiloxane;
s3, heating and stirring 200g of hydrogen-containing polydimethylsiloxane, 50g of o-xylene and 1.25g of chloroplatinic acid, dropwise adding 80g of vinyl acetate when the temperature reaches 83 ℃, reacting for 12 hours at constant temperature, and removing the o-xylene and the rest of vinyl acetate by reduced pressure distillation, wherein the reduced pressure distillation is carried out under the condition of vacuum of 10mbar, and then carrying out acetone-water dissolution precipitation treatment to obtain a reaction product B;
and S4, adding 100g of a reaction product B into 1000g of 5% sodium hydroxide ethanol solution, refluxing and stirring for 8 hours, cooling to room temperature, adjusting the pH value to 7.0 by using 10% hydrochloric acid solution, washing 3 times by using deionized water, and removing water by reduced pressure distillation, wherein the reduced pressure distillation is vacuum 100mbar, so as to obtain the modified siloxane.
Preparation example 2
A method of preparing a modified siloxane comprising the steps of:
s1, 1000g of octamethyl cyclotetrasiloxane, 200g of tetramethyl cyclotetrasiloxane and 5.04g of tetramethyl siloxane are fed into a reaction kettle, stirred, heated to 85 ℃, 9.6g of trifluoromethyl sulfonic acid is added, and then the mixture is reacted for 16 hours to obtain a reaction product A;
s2, adding sodium bicarbonate aqueous solution into the reaction product A to adjust the pH value to 7.0, and then removing water and low-boiling-point substances by reduced pressure distillation, wherein the reduced pressure distillation is carried out under the condition of vacuum of 50mbar, so as to obtain hydrogen-containing polydimethylsiloxane;
s3, heating and stirring 200g of hydrogen-containing polydimethylsiloxane, 100g of o-xylene and 3g of Kasite, dropwise adding 120g of vinyl acetate when the temperature reaches 85 ℃, reacting for 14 hours at constant temperature, and removing the o-xylene and the rest of vinyl acetate by reduced pressure distillation, wherein the reduced pressure distillation is carried out under the condition of vacuum of 10mbar, and then carrying out acetone-water dissolution precipitation treatment to obtain a reaction product B;
and S4, adding 100g of a reaction product B into 2000g of 5% sodium hydroxide ethanol solution, refluxing and stirring for 10 hours, cooling to room temperature, adjusting the pH value to 7.0 by using 10% hydrochloric acid solution, washing for 5 times by using deionized water, and removing water by reduced pressure distillation, wherein the reduced pressure distillation is vacuum 100mbar, and thus the modified siloxane is obtained.
Preparation example 3
A method of preparing a modified siloxane comprising the steps of:
s1, 1000g of octamethyl cyclotetrasiloxane, 170g of tetramethyl cyclotetrasiloxane and 4.1-5.04g of tetramethyl siloxane are fed into a reaction kettle, stirred, heated to 84 ℃, added with 7g of concentrated sulfuric acid with the mass concentration of 98%, and reacted for 14 hours to obtain a reaction product A;
s2, adding sodium bicarbonate aqueous solution into the reaction product A to adjust the pH value to 7.0, and then removing water and low-boiling-point substances by reduced pressure distillation, wherein the reduced pressure distillation is carried out under the condition of vacuum of 50mbar, so as to obtain hydrogen-containing polydimethylsiloxane;
s3, heating and stirring 200g of hydrogen-containing polydimethylsiloxane, 80g of o-xylene and 2g of concentrated sulfuric acid with the mass concentration of 98%, dropwise adding 100g of vinyl acetate at the temperature of 84 ℃, reacting at the constant temperature for 13 hours, and then distilling under reduced pressure to remove the o-xylene and the rest of vinyl acetate, wherein the reduced pressure distillation is carried out under the condition of 10mbar in vacuum, and then carrying out acetone-water dissolution precipitation treatment to obtain a reaction product B;
s4, adding 100g of a reaction product B into 1500g of 5% sodium hydroxide ethanol solution, refluxing and stirring for 9 hours, cooling to room temperature, adjusting the pH value to 7.0 by using 10% hydrochloric acid solution, washing for 4 times by using deionized water, and removing water by reduced pressure distillation, wherein the reduced pressure distillation is vacuum 100mbar, and thus the modified siloxane is obtained.
Preparation example 4
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 1000g of hexamethylcyclotetrasiloxane and 40g of tetramethyl cyclotetrasiloxane.
Preparation example 5
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 1000g of hexamethylcyclotetrasiloxane and 80g of tetramethyl cyclotetrasiloxane.
Preparation example 6
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 1000g of hexamethylcyclotetrasiloxane and 80g of tetramethyl cyclotetrasiloxane.
Comparative example A
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 1000g of octamethyl cyclotetrasiloxane and 300g of tetramethyl cyclotetrasiloxane.
Comparative example B
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was octamethyl cyclotetrasiloxane 1000g and tetramethyl cyclotetrasiloxane 100g.
Comparative example C
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 1000g of hexamethylcyclotetrasiloxane and 30g of tetramethyl cyclotetrasiloxane.
Comparative example D
The same as in preparation example 3, except that the alkyl cyclotetrasiloxane was 960g of hexamethylcyclotetrasiloxane and 100g of tetramethyl cyclotetrasiloxane.
Hydrophilic performance test contact angle a modified siloxane sample was coated on the glass surface and analyzed by a JY-PHB contact angle tester from the company of Maillard gold and instruments;
the modified siloxanes prepared in the above preparation examples 1 to 6 and comparative examples A to D were subjected to contact angle test, respectively, and the results are shown in Table 1.
TABLE 1
| Contact angle | |
| Preparation example 1 | 67.1° |
| Preparation example 2 | 62.4° |
| Preparation example 3 | 67.4° |
| Preparation example 4 | 61.3° |
| Preparation example 5 | 59.6° |
| Preparation example 6 | 63.6° |
| Comparative example A | 98.7° |
| Comparative example B | 102.1° |
| Comparative example C | 108.3° |
| Comparative example D | 113.2° |
As is clear from Table 1, the modified siloxanes prepared in preparation examples 1 to 6 had contact angles of 49.6℃to 57.1℃and had excellent hydrophilicity.
As is clear from Table 1, the contact angle of the modified siloxane prepared in preparation examples 1 to 3 was analyzed by comparison with that of comparative examples A to B, and the mass ratio of octamethyltetrasiloxane to tetramethylcyclotetrasiloxane was too high or too low, resulting in poor hydrophilicity of the modified siloxane.
As is clear from Table 1, the contact angle of the modified siloxane prepared in preparation examples 4 to 6 was analyzed by comparison with that of comparative C-D, and the mass ratio of hexamethylcyclotetrasiloxane to tetramethylcyclotetrasiloxane was too high or too low, and the hydrophilicity of the obtained modified siloxane was poor.
Example 1: the modified siloxane was the modified siloxane obtained in preparation example 1
A hair conditioner containing modified siloxane comprises the following components in parts by mass: 6.6g of cetostearyl alcohol, 85g of deionized water, 1.1g of stearyl trimethyl ammonium chloride, 0.9g of behenyl trimethyl ammonium methyl sulfate, 0.45g of stearate, 0.78g of lactic acid, 0.78g of hydroxyethyl cellulose, 1.5g of modified siloxane, 3.4g of amino-terminated polydimethylsiloxane, 0.38g of hydantoin and 0.06g of methyl chloroisothiazalone.
A method for preparing a hair conditioner containing modified siloxane, comprising the steps of:
s101, placing cetyl stearyl alcohol in a reactor according to parts by weight, heating to 82 ℃, and preserving heat until the cetyl stearyl alcohol is completely melted to obtain cetyl stearyl alcohol liquid for later use;
s102, sequentially adding stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, stearate, lactic acid and modified siloxane into an oil pan according to parts by weight, uniformly stirring, heating to 82 ℃, adding a hydroxyethyl cellulose solution which is dissolved in deionized water in advance into the oil pan, uniformly stirring, adding cetylstearyl alcohol liquid into the oil pan, stirring for 3 minutes, keeping the temperature, stirring for 12 minutes, and then starting to cool to 35 ℃ to obtain a mixture A;
s103, adding ammonia-end polydimethylsiloxane into the mixture A according to the parts by weight, sequentially adding the rest materials into an oil pan, uniformly stirring, and cooling to room temperature to obtain the hair conditioner containing the modified siloxane.
Example 2: the modified siloxane was the modified siloxane obtained in preparation example 2
A hair conditioner containing modified siloxane comprises the following components in parts by mass: 6.8g of cetostearyl alcohol, 86g of deionized water, 1.3g of stearyl trimethyl ammonium chloride, 1.1g of behenyl trimethyl ammonium methyl sulfate, 0.55g of stearate, 0.85g of lactic acid, 0.82g of hydroxyethyl cellulose, 2.5g of modified siloxane, 4.6g of amino-terminated polydimethylsiloxane, 0.42g of hydantoin and 0.08g of methyl chloroisothiane.
A method for preparing a hair conditioner containing modified siloxane, comprising the steps of:
s101, placing cetyl stearyl alcohol in a reactor according to parts by weight, heating to 82 ℃, and preserving heat until the cetyl stearyl alcohol is completely melted to obtain cetyl stearyl alcohol liquid for later use;
s102, sequentially adding stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, stearate, lactic acid and modified siloxane into an oil pan according to parts by weight, uniformly stirring, heating to 85 ℃, adding a hydroxyethyl cellulose solution which is dissolved in deionized water in advance into the oil pan, uniformly stirring, adding cetylstearyl alcohol liquid into the oil pan, stirring for 5 minutes, keeping the temperature and stirring for 15 minutes, and then starting to cool to 40 ℃ to obtain a mixture A;
s103, adding ammonia-end polydimethylsiloxane into the mixture A according to the parts by weight, sequentially adding the rest materials into an oil pan, uniformly stirring, and cooling to room temperature to obtain the hair conditioner containing the modified siloxane.
Example 3: the modified siloxane was the modified siloxane obtained in preparation example 3
A hair conditioner containing modified siloxane comprises the following components in parts by mass: 6.7g of cetostearyl alcohol, 85.5g of deionized water, 1.2g of stearyl trimethyl ammonium chloride, 1g of behenyl trimethyl ammonium methyl sulfate, 0.5g of stearate, 0.81g of lactic acid, 0.8g of hydroxyethyl cellulose and 2g of modified siloxane; 4g of ammonia-end polydimethylsiloxane, 0.4g of hydantoin and 0.07g of methyl chloroisothiazate.
A method for preparing a hair conditioner containing modified siloxane, comprising the steps of:
s101, placing cetyl stearyl alcohol in a reactor according to parts by weight, heating to 82 ℃, and preserving heat until the cetyl stearyl alcohol is completely melted to obtain cetyl stearyl alcohol liquid for later use;
s102, sequentially adding stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, stearate, lactic acid and modified siloxane into an oil pan according to parts by weight, uniformly stirring, heating to 83 ℃, adding a hydroxyethyl cellulose solution which is dissolved in deionized water in advance into the oil pan, uniformly stirring, adding cetylstearyl alcohol liquid into the oil pan, stirring for 4 minutes, keeping the temperature, stirring for 13 minutes, and then starting to cool to 38 ℃ to obtain a mixture A;
s103, adding ammonia-end polydimethylsiloxane into the mixture A according to the parts by weight, sequentially adding the rest materials into an oil pan, uniformly stirring, and cooling to room temperature to obtain the hair conditioner containing the modified siloxane.
Example 4
The same as in example 3, except that the modified siloxane was a modified siloxane obtained in production example 4.
Example 5
The same as in example 3, except that the modified siloxane was a modified siloxane obtained in production example 5.
Example 6
The same as in example 3, except that the modified siloxane was a modified siloxane obtained in production example 6.
Comparative example 1
The same as in example 3, except that the modified siloxane of the present application was replaced with an equal amount of deionized water in phase a.
Comparative example 2
The same as in example 3, except that the same amount of linear hydroxydimethicone was used in place of the modified silicone of the present application in phase a.
Physical and chemical property test of product
The hair conditioners prepared in examples 1 to 6 and comparative examples 1 to 2 were respectively subjected to stability tests according to a general method in the cosmetics industry, wherein the pH value test was carried out according to the "sanitary chemical test method" of the cosmetic safety technical Specification (2015);
the heat resistance is tested according to the (o/w) 5.2.2 'heat resistance' test method in GB/T29665 skin care emulsion, namely (40+/-1) DEG C is kept for 24 hours, and no separation phenomenon exists after the room temperature is restored;
the cold resistance is tested according to the test method of 5.2.3 cold resistance in GB/T29665 skin care emulsion (o/w), namely, the temperature is maintained for 24 hours at (-8+/-2) DEG C, and no separation phenomenon exists after the temperature is restored;
centrifugal test the product was tested according to the 5.2.4 "centrifugal test" test method in GB/T29665 skin care emulsion (o/w type), i.e. 2000r/min,30min, without delamination.
The results are shown in Table 2:
TABLE 2
As is clear from Table 2, the hair conditioners prepared in examples 1 to 6 were excellent in heat resistance, cold resistance and stability under centrifugation test, and had a weakly acidic pH value, and were free from skin irritation and allergy.
Sanitation index detection
The results of the measurements of the hygiene indexes (items in Table 3) of the hair conditioners prepared in examples 1 to 6 and comparative examples 1 to 2 were carried out according to the requirements corresponding to the cosmetic safety Specification (2015 edition), and the results showed that the hygiene indexes of the products of examples 1 to 6 and comparative examples 1 to 2 were satisfactory.
TABLE 3 Table 3
Oil control performance evaluation screening subjects with obvious oily hair are subjected to human trial evaluation experiments, and the test subjects select 24 volunteers which are 20-30 years old and meet the requirements as the test subjects, wherein every 3 persons are divided into 1 group and 8 groups. The oil control efficacy was evaluated by 8 groups of test subjects using the products of examples 1 to 6 and comparative examples 1 to 2, respectively, the oil content was tested, the average value of each group was taken, and the evaluation results are shown in Table 4.
TABLE 4 Table 4
As can be seen from Table 4, the hair conditioners prepared in examples 1 to 6 all had better oil control effects.
As can be seen from Table 4, the modified silicone prepared in example 3 and comparative examples 1-2 was analyzed in comparison to be effective in removing greasy dirt from hair and has excellent oil control effect when added to hair conditioner.
While the invention has been described in detail in connection with the present invention, it will be understood by those skilled in the art that the foregoing examples and aspects are not intended to limit the invention, and that the invention is to be construed as limited to the specific embodiments disclosed.
Claims (10)
1. A method for preparing a modified siloxane, comprising the steps of:
s1, feeding alkyl cyclotetrasiloxane and tetramethyl siloxane into a reaction kettle, stirring, heating to 83-85 ℃, adding a catalyst A, and reacting for 12-16 hours to obtain a reaction product A;
s2, adding sodium bicarbonate aqueous solution into the reaction product A to adjust the pH value to 7.0, and then removing water and low-boiling-point substances by reduced pressure distillation to obtain hydrogen-containing polydimethylsiloxane;
s3, heating and stirring hydrogen-containing polydimethylsiloxane, o-xylene and a catalyst B, dropwise adding vinyl acetate when the temperature reaches 83-85 ℃, reacting at the constant temperature for 1214 hours, removing the o-xylene and the residual vinyl acetate by reduced pressure distillation, and dissolving and precipitating by using acetone-water to obtain a reaction product B;
s4, adding the reaction product B into 5% sodium hydroxide ethanol solution with mass concentration, refluxing and stirring for 810 hours, cooling to room temperature, adjusting the pH value to 7.0 by using 10% hydrochloric acid solution with mass concentration, washing 3-5 times by using deionized water, and distilling under reduced pressure to remove water to obtain the modified siloxane.
2. The method for preparing modified siloxane according to claim 1, wherein in step S1, the alkyl cyclotetrasiloxane is octamethyl cyclotetrasiloxane and tetramethyl cyclotetrasiloxane in a mass ratio of 10:1.4-2.0; the alkyl cyclotetrasiloxane is hexamethyl cyclotetrasiloxane and tetramethyl cyclotetrasiloxane, and the mass ratio of the alkyl cyclotetrasiloxane to the tetramethyl cyclotetrasiloxane is 10:0.4-0.8.
3. The method for producing a modified siloxane according to claim 1, wherein in step S1, the weight ratio of said alkylcyclotetrasiloxane to tetramethylsiloxane is 1000:3.5-4.2.
4. The method for preparing modified siloxane according to claim 1, wherein in step S1, the catalyst a is one of chloroplatinic acid, trifluoromethanesulfonic acid, and concentrated sulfuric acid with a mass concentration of 98%, and the amount of the catalyst a is 0.50.8wt% based on the total weight of alkyl cyclotetrasiloxane and tetramethylsiloxane.
5. The method for producing a modified silicone according to claim 1, wherein in step S3, the weight ratio of the hydrogen-containing polydimethylsiloxane to the o-xylene is 4:1-2, and the weight ratio of the hydrogen-containing polydimethylsiloxane to the vinyl acetate is 5:2-3.
6. The method for producing a modified siloxane according to claim 1, wherein in step S3, said catalyst B is one of chloroplatinic acid, cassiterite, and 98% by mass concentrated sulfuric acid in an amount of 0.5 to 1.0% by weight based on the total weight of hydrogen-containing polydimethylsiloxane and o-xylene.
7. The method for producing a modified siloxane according to claim 1, wherein in step S4, the weight ratio of said reaction product B to 5% sodium hydroxide ethanol solution is 1:10-20.
8. The method for producing a modified siloxane according to claim 1, wherein in step S2, said reduced pressure distillation is a vacuum distillation under 50 mbar; in step S3, the reduced pressure distillation is vacuum 10mbar distillation; in step S4, the reduced pressure distillation is vacuum distillation under 100 mbar.
9. The hair conditioner containing the modified siloxane is characterized by comprising the following components in parts by weight: 6.6-6.8 parts of cetostearyl alcohol, 85-86 parts of deionized water, 1.1-1.3 parts of stearyl trimethyl ammonium chloride, 0.9-1.1 parts of behenyl trimethyl ammonium methyl sulfate, 0.45-0.55 part of stearate, 0.78-0.85 part of lactic acid, 0.78-0.82 part of hydroxyethyl cellulose and 1.5-2.5 parts of modified siloxane; 3.4-4.6 parts of ammonia-end polydimethylsiloxane, 0.38-0.42 part of hydantoin and 0.06-0.08 part of methyl chloroisothiazate, wherein the modified siloxane is obtained by the preparation method of the modified siloxane according to any one of claims 1-8.
10. The hair conditioner containing modified siloxane according to claim 9, wherein the preparation method comprises the following steps:
s101, placing cetyl stearyl alcohol in a reactor according to parts by weight, heating to 82 ℃, and preserving heat until the cetyl stearyl alcohol is completely melted to obtain cetyl stearyl alcohol liquid for later use;
s102, sequentially adding stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, stearate, lactic acid and modified siloxane into an oil pan according to parts by weight, uniformly stirring, heating to 82-85 ℃, adding a hydroxyethyl cellulose solution which is dissolved in deionized water in advance into the oil pan, uniformly stirring, adding cetylstearyl alcohol liquid into the oil pan, stirring for 3-5 minutes, then keeping the temperature and stirring for 12-15 minutes, and then starting cooling to 35-40 ℃ to obtain a mixture A;
s103, adding ammonia-end polydimethylsiloxane into the mixture A according to the parts by weight, sequentially adding the rest materials into an oil pan, uniformly stirring, and cooling to room temperature to obtain the hair conditioner containing the modified siloxane.
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| CN118021656A (en) * | 2024-02-27 | 2024-05-14 | 广东顶度生物科技有限公司 | Preparation method of modified siloxane emulsion and shampoo containing modified siloxane emulsion |
| CN118085294A (en) * | 2024-02-27 | 2024-05-28 | 广东顶度生物科技有限公司 | Preparation method of modified siloxane emulsion and hair conditioner containing modified siloxane emulsion |
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