WO2013065766A1 - Copolymère de silicone amino-modifiée et de silicone amido-modifiée à longue chaîne et ses utilisations - Google Patents

Copolymère de silicone amino-modifiée et de silicone amido-modifiée à longue chaîne et ses utilisations Download PDF

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Publication number
WO2013065766A1
WO2013065766A1 PCT/JP2012/078269 JP2012078269W WO2013065766A1 WO 2013065766 A1 WO2013065766 A1 WO 2013065766A1 JP 2012078269 W JP2012078269 W JP 2012078269W WO 2013065766 A1 WO2013065766 A1 WO 2013065766A1
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Prior art keywords
groups
cosmetic composition
group
hair
oil
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PCT/JP2012/078269
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English (en)
Inventor
Tatsuo Souda
Seiji Hori
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Dow Corning Toray Co., Ltd.
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Publication of WO2013065766A1 publication Critical patent/WO2013065766A1/fr

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/38Polysiloxanes modified by chemical after-treatment
    • C08G77/382Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/388Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/22Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups

Definitions

  • the present invention relates to an organopolysiloxane modified by a long chain amide group having a long chain hydrocarbon site and an amino group-containing group and uses thereof; and particularly relates to a cosmetic composition, in particular a hair cosmetic composition.
  • a cosmetic composition in particular a hair cosmetic composition.
  • Japanese Unexamined Patent Application Publication Nos. H03-206022, H05-85918, and Japanese Unexamined Patent Application Publication (Translation of PCT Application) No. 2007-505917 describe a modified organopolysiloxane that may have amide groups and also suggest that it is possible to compound such an organopolysiloxane in a hair cosmetic composition.
  • Japanese Unexamined Patent Application Publication No. 2004-224729 describes a cosmetic composition comprising a wax-like organopolysiloxane, and a wax-like organopolysiloxane having an amide group, but the chain length of the portion of the silicone backbone that does not have a functional group is short.
  • Patent Document V Japanese Unexamined Patent Application Publication No. H-03-206022
  • Patent Document 2 Japanese Unexamined Patent Application Publication No. H-05-85918
  • Patent Document 3 Japanese Unexamined Patent Application Publication (Translation of PCT Application) No. 2007-505917A
  • Patent Document 4 Japanese Unexamined Patent Application Publication No. 2004-224729 DISCLOSURE OF INVENTION
  • the wax-like organopolysiloxane having the amide group described in Japanese Unexamined Patent Application Publication No. 2004-224729 while a hard film is formed on the surface of the hair, the organopolysiloxane is wax-like and also the portion of the silicone backbone that does not have a functional group is short. Therefore, it is difficult to impart smoothness and softness, and there is clearly room for improvement regarding the imparting of cosmetic characteristics.
  • an object of the present invention is to provide a modified silicone by which cosmetic characteristics such as smoothness, luxuriousness, softness, and the like can be imparted to the hair in a well-balanced manner, when used as a component of a hair cosmetic composition.
  • an object of the present invention is to provide a modified silicone by which an appropriate degree of smoothness when applying and rinsing, post-drying smoothness, and post-drying luxuriousness can be imparted, even when applied to damaged hair.
  • the present inventors arrived at the present invention. Specifically, the objects of the present invention are achieved by a long chain amide-modified silicone ⁇ amino-modified silicone copolymer represented by general formula (1):
  • M is a molecular terminal capping unit represented by the formula: R 1 a R 2 b R 3 c SiOi /2 ;
  • D is a difunctional siloxy unit represented by the formula: R 1 2Si0 2 /2;
  • D' is a difunctional siloxy unit represented by the formula: R 1 R 2 Si0 2 / 2 ;
  • D is a difunctional siloxy unit represented by the formula: R 1 R 3 Si0 2/2 ;
  • R 1 are each independently hydrogen atoms, R- or RO- (where R is a substituted or unsubstituted straight or branched monovalent hydrocarbon group having from 1 to 8 carbons);
  • R 2 are each independently amino group-containing group (with the exception of R 3 );
  • R 3 are each independently monovalent organic group represented by formula (a):
  • X 1 and X 2 are each independently substituted or unsubstituted straight or branched divalent hydrocarbon groups having from 1 to 8 carbons;
  • a 1 , A 2 , and A 3 are each independently hydrogen atoms, substituted or unsubstituted straight or branched monovalent hydrocarbon groups having from 1 to 10 carbons, or substituted or unsubstituted saturated or unsaturated straight or branched acyl groups having not less than 20 carbons;
  • a 1 , A 2 , and A 3 is the acyl group
  • e is an integer from 0 to 6
  • a are each independently integers from 0 to 3;
  • b are each independently integers from 0 to 3;
  • c are each independently integers from 0 to 3;
  • a proportion of nitrogen atom mass originating from the amino groups in the total atomic mass, as calculated using titration, is preferably from 0.01 to 3%.
  • amino group-containing group R 2 moiety is preferably represented by general formula (2):
  • R 4 and R 6 are each independently substituted or unsubstituted straight or branched divalent hydrocarbon groups having from 1 to 8 carbons;
  • R 5 , R 7 , and R 8 are each independently hydrogen atoms or substituted or unsubstituted straight or branched monovalent hydrocarbon groups having from 1 to 8 carbons, provided that one or more of the R 5 , R 7 , and R 8 moieties is a hydrogen atom, and R 7 and R 8 , together, may form a substituted or unsubstituted straight or branched divalent cyclic hydrocarbon group having from 2 to 6 carbons; and
  • d is an integer from 0 to 6.
  • the d moiety in the general formula (2) is preferably 0 or .
  • the amino group-containing group R 2 moiety may, for example, be a 2-aminoethyl group, a 3-aminopropyl group, a 6-aminohexyl group, an N-cyclohexyl-3-aminopropyl group, an N-(2-aminoethyl)-3-aminopropyl group, or an N-(2-aminoethyl)-3-aminoisobutyl group.
  • the acyl groups are preferably arachidic groups, or acyl groups derived from arachidonic acid, behenic acid, lignoceric acid, nervonic acid, cerotic acid, montanic acid, or melissic acid.
  • the acyl groups are more preferably acyl groups derived from behenic acid (behenoyl groups).
  • the present invention also relates to an oil-based composition
  • an oil-based composition comprising the long chain amide-modified silicone ⁇ amino-modified silicone copolymer and at least one type of oil agent.
  • the present invention also relates to an emulsion composition obtained by emulsifying the long chain amide-modified silicone ⁇ amino-modified silicone copolymer or the oil-based composition in water.
  • the present invention also relates to a cosmetic composition
  • a cosmetic composition comprising the long chain amide-modified silicone ⁇ amino-modified silicone copolymer, the oil-based composition, or the emulsion composition.
  • the cosmetic composition of the present invention may further comprise at least one type of oil agent (B) in addition to the copolymer.
  • the cosmetic composition of the present invention may further comprise at least one type of surfactant (C).
  • the cosmetic composition of the present invention may further comprise at least one type of alcohol (D).
  • the cosmetic composition of the present invention is preferably a hair cosmetic composition.
  • the hair cosmetic composition of the present invention may also be provided in the form of a hair cleansing cosmetic composition, a hair conditioning cosmetic composition, a hair styling cosmetic composition, or a hair coloring cosmetic composition.
  • the hair cleansing cosmetic composition of the present invention preferably further comprises at least one type of anionic surfactant (C1 ) and at least one type of cationic water-soluble polymer (E1 ).
  • the hair cleansing cosmetic composition of the present invention preferably comprises at least one type of higher alcohol (B1) and at least one type of cationic surfactant (C2).
  • the cosmetic composition of the present invention is preferably in a liquid, cream-like, solid, paste-like, gel-like, mousse-like, or spray-like form.
  • characteristics such as smoothness, luxuriousness, softness, and the like can be imparted to the hair in a well-balanced manner.
  • an appropriate degree of smoothness when applying and rinsing, post-drying smoothness, and post-drying luxuriousness can be imparted, even when applied to damaged hair.
  • the cosmetic composition of the present invention comprising the long chain amide-modified silicone ⁇ amino-modified silicone copolymer
  • superior cosmetic characteristics can be imparted to the hair in a well-balanced manner and, particularly, a silky feeling to touch not achieved by existing technologies can be imparted as a result of providing both
  • a long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention is a co-modified organopolysiloxane having an amino group and having a specific long chain hydrocarbon site at the amide site, preferably a specific long chain hydrocarbon group, which is a co-modified organopolysiloxane having a long functional group-free silicone backbone.
  • the copolymer of the present invention is represented by general formula (1): MD x D' y D" z (1)
  • M is a molecular terminal capping unit represented by the formula: R 1 a R b R 3 c SiOi/ 2 ;
  • D is a difunctional siloxy unit represented by the formula: R 1 2 Si0 2/2 ;
  • D' is a difunctional siloxy unit represented by the formula: R 1 R 2 Si0 2/2 ;
  • D is a difunctional siloxy unit represented by the formula: R 1 R 3 Si0 22 ;
  • R 1 are each independently hydrogen atoms, R- or RO- (where R is a substituted or unsubstituted straight or branched monovalent hydrocarbon group having from 1 to 8 carbons);
  • R 2 are each independently amino group-containing groups (with the exception of R 3 );
  • R 3 are each independently monovalent organic groups represented by formula (a):
  • X 1 and X 2 are each independently substituted or unsubstituted straight or branched divalent hydrocarbon groups having from 1 to 8 carbons;
  • a 1 , A 2 , and A 3 are each independently hydrogen atoms, substituted or unsubstituted straight or branched monovalent hydrocarbon groups having from 1 to 10 carbons, or substituted or unsubstituted saturated or unsaturated straight or branched acyl groups having not less than 20 carbons;
  • a 1 , A 2 , and A 3 is the acyl group
  • e is an integer from 0 to 6 and preferably an integer of 0 or 1 );
  • a are each independently integers from 0 to 3, preferably integers from 1 to 3, and more preferably 2 or 3;
  • b are each independently integers from 0 to 3, preferably integers from 0 to 2, and more preferably 0 or 1 ;
  • c are each independently integers from 0 to 3, preferably integers from 0 to 2, and more preferably 0 or 1 ;
  • x is a number from 250 to 2,000, preferably a number from 300 to 1 ,500, and more preferably a number from 400 to 1 ,000;
  • y is a number from 0 to 50, preferably a number from 0 to 40, and more preferably a number from 0 to 30;
  • z is a number from 0 to 100, preferably a number from 3 to 50, and more preferably a number from 5 to 30;
  • the substituted or unsubstituted, straight or branched monovalent hydrocarbon groups having from 1 to 8 carbons are not particularly limited, and examples thereof include methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, heptyl groups, octyl groups, and similar alkyl group; cyclopentyl groups, cyclohexyl groups, and similar cycloalkyl groups; vinyl groups, allyl groups, butenyl groups, and similar alkenyl groups; phenyl groups, tolyl groups, and similar aryl groups; benzyl groups and similar aralkyl groups; and groups wherein the hydrogen atoms bonded to the carbon atoms of these groups are substituted at least partially by fluorine or a similar halogen atom, or an epoxy group, a glycidyl group, an acyl group, a carboxy
  • the R moieties are preferably monovalent hydrocarbon groups having from 1 to 8 carbons and that are free of unsaturated aliphatic bonds or monovalent fluorinated hydrocarbon groups.
  • the monovalent hydrocarbon group not having unsaturated aliphatic bonds belonging to the R moiety include methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, and similar alkyl groups; phenyl groups, tolyl groups, xylyl groups, and similar aryl groups; and aralkyl groups such as benzyl groups.
  • R is preferably a methyl group, an ethyl group, or a phenyl group, and more preferably from 90 mol to 100% of all the R moieties are selected from methyl groups, ethyl groups, or phenyl groups.
  • a proportion of nitrogen atom mass originating from the amino groups in the total atomic mass is preferably from 0.01 to 3%, more preferably from 0.05 to 2%, even more preferably from 0.08 to 1.5%, and particularly preferably from 0.1 to 1.5%.
  • the long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention has amino groups in the functional group moieties R 2 and R 3 , and "A 1 ", or "at least one of A 2 and A 3 " in the long chain amide-modified group R 3 is a hydrogen atom
  • the nitrogen atoms (-NH-) substituted by the hydrogen atom in the functional groups R 2 and R 3 are titrated as nitrogen atoms originating from the amino groups.
  • the amino group-containing group moiety in general formula (1) is not particularly limited provided that it is an organic group having at least one amino group and is not a long chain amide-modified group (the R 3 moiety described hereinafter), and preferably is the group represented by general formula (2):
  • R 4 and R 6 are each independently substituted or unsubstituted straight or branched divalent hydrocarbon groups having from 1 to 8 carbons;
  • R 5 , R 7 , and R 8 are each independently hydrogen atoms or substituted or unsubstituted straight or branched monovalent hydrocarbon groups having from 1 to 8 carbons, provided that one or more of the R 5 , R 7 , and R 8 moieties is a hydrogen atom, and R 7 and R 8 , together, may form a substituted or unsubstituted straight or branched divalent cyclic hydrocarbon group having from 2 to 8 carbons; and
  • d is an integer from 0 to 6 and preferably 0 or .
  • the divalent hydrocarbon groups in general formula (2) are not particularly limited, and examples thereof include methylene groups, dimethylene groups, trimethylene groups, tetramethylene groups, pentamethylene groups, hexamethylene groups, heptamethylene groups, octamethylene groups, and similar straight or branched alkylene groups having from 1 to 8 carbons; vinylene groups, allylene groups, butenylene groups, hexenylene groups, octenylene groups, and similar alkenylene groups having from 2 to 8 carbons; phenylene groups and similar arylene groups having from 6 to 8 carbons; dimethylenephenylene groups and similar alkylene-arylene groups having from 7 to 8 carbons; and groups wherein the hydrogen atoms bonded to the carbon atoms of these groups are substituted at least partially by fluorine or a similar halogen atom, or an organic group having a carbinol group, an epoxy group, a glycidy
  • the R 5 , R 7 , and R 8 moieties in general formula (2) are hydrogen atoms or monovalent hydrocarbon groups; and one or more of the R 5 , R 7 , and R 8 moieties is a hydrogen atom.
  • the monovalent hydrocarbon group is synonymous with the monovalent hydrocarbon described above as the R moieties, and the substituted or unsubstituted straight or branched divalent cyclic hydrocarbon group having from 2 to 8 carbons in general formula (2) is not particularly limited.
  • Examples thereof include dimethylene groups, trimethylene groups, tetramethylene groups, pentamethylene groups, hexamethylene groups, heptamethylene groups, octamethylene groups, and similar straight or branched alkylene groups having from 2 to 8 carbons; vinylene groups, allylene groups, butenylene groups, hexenylene groups, octenylene groups, and similar alkenylene groups having from 2 to 8 carbons; and groups wherein the hydrogen atoms bonded to the carbon atoms of these groups are substituted at least partially by fluorine or a similar halogen atom, or an organic group having a carbinol group, an epoxy group, a glycidyl group, an acyl group, a carboxyl group, an amino group, a (meth)acryl group, a mercapto group, an amide group, an oxyalkylene group, or the like.
  • the amino group-containing group R 2 moiety may, for example, be a 2-aminoethyl group, a 3-aminopropyl group, a 6-aminohexyl group, an N-cyclohexyl-3-aminopropyl group, an N-(2-aminoethyl)-3-aminopropyl group, or an N-(2-aminoethyl)-3-aminoisobutyl group.
  • the N-(2-aminoethyl)-3-aminopropyl group and the N-(2-aminoethyl)-3-aminoisobutyl group are preferable.
  • the monovalent hydrocarbon groups represented by A 1 and A 2 in formula (a) are synonymous with the monovalent hydrocarbon group represented by R 1 in general formula (1).
  • the acyl groups represented by A 1 , A 2 , and A 3 in formula (a) are substituted or unsubstituted saturated or unsaturated straight or branched acyl groups having not less than 20 carbons, preferably not less than 21 carbons, and more preferably not less than 22 carbons.
  • An upper limit of the number of carbons is not particularly limited and, for example, can be not more than 100, not more than 80, not more than 70, not more than 60, not more than 50, not more than 40, or not more than 30.
  • the number of carbons of the acyl groups is preferably from 20 to 50, more preferably from 21 to 40, and even more preferably from 22 to 35.
  • acyl groups are groups that originate from carboxylic acid in a form where the hydroxyl groups have been removed from the carboxylic acid, and are typically represented by the formula:
  • R' is a substituted or unsubstituted saturated or unsaturated straight or branched monovalent hydrocarbon group having not less than 19 carbons, preferably not less than 20 carbons, and more preferably not less than 21 carbons.
  • the substituted or unsubstituted saturated or unsaturated straight or branched monovalent hydrocarbon group having not less than 19 carbons, preferably not less than 20 carbons, and more preferably not less than 21 carbons is not particularly limited, and examples of unsubstituted hydrocarbon groups include alkyl groups, alkenyl groups, aryl groups, or aralkyl groups having not less than 19 carbons.
  • saturated long chain alkyl groups such as nonadecyl groups, icosyl groups, henicosyl groups, behenyl groups, tricosyl groups, tetracosyl groups, pentacosyl groups, hexacosyl groups, heptacosyl groups, octacosyl groups, nonacosyl groups, triacontyl groups, and similar alkyl groups are preferable.
  • substituted monovalent hydrocarbon groups include groups wherein the hydrogen atoms bonded to the carbon atoms of these groups are substituted at least partially by fluorine or a similar halogen atom, or an organic group having an epoxy group, a glycidyl group, an acyl group, a carboxyl group, an amino group, a (meth)acryl group, a mercapto group, or the like (however, the total number of carbons is not less than 19).
  • perfluoroalkyl groups, aminoalkyl groups, amide alkyl groups, and carbinol groups having not less than 19 carbons are preferable.
  • the carbon atoms of the monovalent hydrocarbon groups may be partially substituted with alkoxy groups, and examples of said alkoxy groups include methoxy groups, ethoxy groups, and propoxy groups.
  • Viscosity at 25°C of the long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention is not particularly limited, but is preferably from 5 to 1 ,000,000 mPa » s, and more preferably from 10 to 800,000 mPa » s.
  • Viscosity is not greater than 1 ,000,000 mPa » s, the possibility of the copolymer being unevenly applied to the hair surface, thus resulting in a heavy, varying tactile sensation, can be suppressed.
  • the viscosity to be not less than 5 mPa « s, the copolymer will remain on the hair and a more smooth finish can be realized.
  • the viscosity of the long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention can be measured using a commercial rotating viscometer.
  • commercial viscometers include Brookfield viscometers (manufactured by
  • the long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention can be obtained, for example, via an amide forming reaction caused by a dewatering condensation reaction of (a) an amino-modified organopolysiloxane and (b) a long chain carboxylic acid.
  • the amino-modified organopolysiloxane (a) is not particularly limited and, for example, compounds represented by the following general formula (3) can be used: MD x D' y D" 2 M (3)
  • M is a molecular terminal capping unit represented by the formula: R 1 a R 2 b R 3 c SiOi /2 ;
  • D is a difunctional siloxy unit represented by the formula: R 2 Si0 2 / 2 ;
  • D' is a difunctional siloxy unit represented by the formula: R 1 R 2 Si0 2 / 2 ;
  • D" is a difunctional siloxy unit represented by the formula: R 1 R 3' Si0 22 ;
  • R 1 are each independently hydrogen atoms, R- or RO- (where R is a substituted or unsubstituted straight or branched monovalent hydrocarbon group having from 1 to 8 carbons);
  • R 2 are each independently amino group-containing groups (with the exception of R 3 ');
  • R 3 ' are each independently monovalent organic groups represented by formula (b):
  • X 1 and X 2 are each independently substituted or unsubstituted straight or branched divalent hydrocarbon groups having from 1 to 8 carbons;
  • B 1 , B 2 , and B 3 are each independently hydrogen atoms, substituted or unsubstituted straight or branched monovalent hydrocarbon groups having from 1 to 10 carbons;
  • B 1 , B 2 , and B 3 is a hydrogen atom
  • e is an integer from 0 to 6 and preferably an integer of 0 or 1);
  • a are each independently integers from 0 to 3, preferably integers from 1 to 3, and more preferably 2 or 3;
  • b are each independently integers from 0 to 3, preferably integers from 0 to 2, and more preferably 0 or 1 ;
  • c are each independently integers from 0 to 3, preferably integers from 0 to 2, and more preferably 0 or 1 ;
  • x is a number from 250 to 2,000, preferably a number from 300 to 1 ,500, and more preferably a number from 400 to 1 ,000;
  • y is a number from 0 to 50, preferably a number from 0 to 40, and more preferably a number from 0 to 30;
  • z is a number from 0 to 100, preferably a number from 3 to 50, and more preferably a number from 5 to 30;
  • the long chain carboxylic acid (b) is not particularly limited as well and, for example, fatty acids represented by the following general formula (4) can be used:
  • R' is synonymous with that described above.
  • the fatty acid is preferably an arachidic group, arachidonic acid, behenic acid, lignoceric acid, nervonic acid, cerotic acid, montanic acid, or melissic acid, and more preferably is behenic acid.
  • the amide forming reaction can be carried out by reacting the component (a) and the component (b) in, as necessary, a solvent.
  • the amide forming reaction is preferably carried out under an inert gas atmosphere. Nitrogen, argon, and the like can be used as the inert gas.
  • An amide forming reaction temperature is not particularly limited provided that it is a temperature at which the reaction progresses and, typically is in a range from 50 to 200°C.
  • the reaction temperature may be appropriately selected based on the component (a), the component (b), the solvent, and the like that are used. Water is produced as a result of the amide forming reaction. Therefore, as necessary, this water is preferably removed under reduced pressure or normal pressure.
  • a long chain carboxylic acid halide (c) can be used in place of the component (b).
  • the long chain carboxylic acid halide (c) is not particularly limited as well and, for example, fatty acid halides represented by the following general formula (4) can be used:
  • R' is synonymous with that described above and G is at least one selected from the group consisting of bromine, chlorine, and iodine.
  • the fatty acid halide can, for example, be obtained by exerting a surplus of thionyl chloride on the corresponding fatty acid and, thereafter, removing the excess thionyl chloride.
  • a tertiary amine preferably co-exists in the amidation reaction using the long chain carboxylic acid halide (c) in order to supplement the hydrogen halide that is produced as a result of the reaction.
  • the reaction proceeds at a low temperature, but cooling is necessary because heat is generated. Additionally, the components may be reacted, as necessary, in a solvent.
  • the long chain amide-modified silicone ⁇ amino-modified silicone copolymer of the present invention obtained as described above can be used as-is as an oil-based composition including at least one type of oil agent (described hereinafter) along with the copolymer, or as an emulsion composition obtained by emulsifying the copolymer or the oil-based composition in water; and is particularly suitable as a raw material for a cosmetic composition.
  • oil-based composition including at least one type of oil agent (described hereinafter) along with the copolymer, or as an emulsion composition obtained by emulsifying the copolymer or the oil-based composition in water; and is particularly suitable as a raw material for a cosmetic composition.
  • the cosmetic composition of the present invention includes the long chain
  • amide-modified silicone ⁇ amino-modified silicone copolymer and at least one type of oil agent as the oil-based composition included along with the copolymer, or, an emulsion composition obtained by emulsifying the copolymer or the oil-based composition in water.
  • the cosmetic composition of the present invention essentially comprises the long chain amide-modified silicone ⁇ amino-modified silicone copolymer (hereinafter also referred to as "component (A)").
  • component (A) the long chain amide-modified silicone ⁇ amino-modified silicone copolymer
  • the cosmetic composition of the present invention is not only superior in terms of cosmetic characteristics such as durability, cosmetic retainability, and the like typically associated with the inclusion of the copolymer (A) or a composition thereof, but also has superior smoothness, luxuriousness, and similar sensations during use.
  • a compounded amount of the component (A) is not particularly limited, but, for example, can be set to 0.001 to 30 wt.% (mass%), preferably 0.01 to 20 wt.% (mass%), and more preferably from 0.1 to 10 wt.%
  • Examples of products that the cosmetic composition of the present invention can be used for include skin cleansing cosmetic products, skin care cosmetic products, makeup cosmetic products, anti-perspirants, deodorants, ultraviolet light blocking products, and similar skin use cosmetic compositions; hair cleansing cosmetic products, hair conditioning cosmetic products, hair styling cosmetic products, hair coloring cosmetic products, and similar hair cosmetic compositions; bath use cosmetic compositions; and the like.
  • the skin use cosmetic products can be used on any site of the entire body including the scalp, face (including lips, eyebrows, and cheeks), fingers, and fingernails.
  • Specific examples thereof include cleansing gels, cleansing creams, cleansing foams, cleansing milks, cleansing lotions, face washing creams, eye makeup removers, face washing foams, liquid soaps (body soaps), hand soaps, gel-like soaps, bar soaps, facial rinses, body rinses, shaving creams, removers, acne treatment cosmetics, and similar skin cleansing cosmetic compositions; skin creams, scalp treatments, skin milks, milk lotions, emulsions, toners, moisturizing liquids, beautifying liquids, facial packs, body powders, essences, shaving lotions, massage lotions, and similar skin care cosmetic compositions; foundations, liquid foundations, oil-based foundations, makeup bases, powders, face powders, lipsticks, lip creams, muddy colored lipsticks or rouges, lip glosses, eye shadows, eye liners, eye creams, eyebrow pencil
  • hair cosmetic compositions include shampoos, rinse-in shampoos, and similar hair cleansing cosmetic compositions; oil rinses, cream rinses, treatment rinses, hair conditioners, hair treatments, and similar hair conditioning cosmetic compositions; hair oils, hair waxes, hair use curl holding agents, setting agents, hair creams, hairsprays, hair liquids, permanent setting agents, and similar hair styling cosmetic compositions; oxidation hair colorants, hair decolorization agents, temporary hair colorants, and similar hair coloring cosmetic compositions; and hair color sprays, hair color rinses, hair color sticks, and similar hair coloring cosmetic compositions.
  • bath use cosmetic compositions include bath oils, bath salts, and bath foams.
  • a container in which the cosmetic composition of the present invention is stored is not particularly limited, and any container such as a jar, pump, tube, bottle, pressurized can dispensing container, pressure resistant aerosol container, light-blocking container, compact container, cosmetic receptacle (kanazara), stick container, repeating container, spray container, divided container provided with a compound liquid dispensing opening, and the like can be filled with the cosmetic composition or cosmetic product.
  • any container such as a jar, pump, tube, bottle, pressurized can dispensing container, pressure resistant aerosol container, light-blocking container, compact container, cosmetic receptacle (kanazara), stick container, repeating container, spray container, divided container provided with a compound liquid dispensing opening, and the like can be filled with the cosmetic composition or cosmetic product.
  • Normal silicone-based formulations tend to separate easily in tubes, but the cosmetic composition of the present invention has superior stability and the tendency to separate is suppressed. Therefore, there is a benefit that the cosmetic composition of the present invention can be stored stably
  • the cosmetic composition (and the oil-based composition) of the present invention can be prepared appropriately by mixing the component (A) and various components that are known in the field of cosmetic compositions. A detailed description thereof is given hereinafter.
  • the cosmetic composition (and the oil-based composition) of the present invention preferably comprise at least one type of oil agent (B).
  • the oil agent in the present invention is not particularly limited and oil agents commonly used as components of cosmetic compositions can be used.
  • the oil agent (B) is typically a liquid at 5 to 100°C, and preferably is a liquid at 25°C, but may be a solid such as a wax, or may be in a highly viscous gum-like or paste-like form described hereinafter.
  • One or two or more types of the oil agent (B) can be used, depending on the purpose thereof.
  • the oil agent (B) is preferably dispersed in the component (A), or has compatibility therewith.
  • An oil phase in which the component (A) and the component (B) are mixed is preferably mixed/dispersed uniformly or homogeneously.
  • the oil phase is preferably substantially free of gel particles.
  • the oil agent (B) is not particularly limited and any oil agent can be used.
  • both a silicone-based oil agent (B1) and a hydrocarbon oil or similar non silicone-based oil agent (B2) can be used as the oil agent (B).
  • the component (B) is preferably a silicone-based oil agent.
  • silicone-based oil agents (B1) are hydrophobic, and a molecular structure thereof may be straight, cyclic, or branched.
  • the functional groups of silicone-based oil agents are methyl groups or hydroxyl groups, but the silicone-based oil agent may be an organo-modified silicone having a portion or all of said groups substituted with functional groups.
  • This organo-modified silicone may be an organo-modified silicone other than the component (A), and is a component that is compounded in the cosmetic composition of the present invention.
  • the backbone of the organo-modified silicone in addition to polysiloxane bonds, may include an alkylene chain, an aminoalkylene chain, or a polyether chain; and may include a so-called "block copolymer". Additionally, the organo-modified groups may be included in a sidechain or one or both terminals of a polysiloxane chain. Specific examples thereof include amino-modified silicone, aminopolyether-modified silicone, epoxy-modified silicone, carboxyl-modified silicone, amino acid-modified silicone, acryl-modified silicone, phenol-modified silicone,
  • amidealkyl-modified silicone polyamide-modified silicone, aminoglycol-modified silicone, alkoxy-modified silicone, silicone modified by higher alkyl having from 8 to 30 carbons, polyglyceryl-modified silicone, glyceryl-modified silicone, xylitol-modified silicone, sugar alcohol-modified silicone, fatty acid-modified silicone, higher alcohol-modified silicone, and alkyl-modified silicone resin.
  • organopolysiloxanes represented by the following general formula (5):
  • R is a hydrogen atom, or a group selected from a hydroxyl group, a substituted or unsubstituted monovalent hydrocarbon group, an alkoxy group, a polyoxyalkylene group, and a polyorganosiloxane group;
  • a viscosity at 25°C of this straight organopolysiloxane is not particularly limited, and may include silicone oils having typical viscosities in a range of 0.65 to 1 ,000,000 mm 2 /sec and silicone gums having ultra-high viscosities.
  • Examples of the substituted or unsubstituted monovalent hydrocarbon group include methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, heptyl groups, octyl groups, decyl groups, dodecyl groups, and similar straight or branched chain alkyl groups having from 1 to 30 carbons; cyclopentyl groups, cyclohexyl groups, and similar cycloalkyl groups having from 3 to 30 carbons; phenyl groups, tolyl groups, xylyl groups, naphthyl groups, and similar aryl groups having from 6 to 30 carbons; and groups wherein the hydrogen atoms bonded to the carbon atoms of these groups are substituted at least partially by fluorine or a similar halogen atom, or an organic group having an epoxy group, an acyl group, a carboxyl group, an amino group, an amido group, a (meth)acryl
  • silicone oil examples include a dimethylpolysiloxane in which both molecular terminals are capped with trimethylsiloxy groups (from low viscosities such as 2 mPa-s, 6 mPa*s, or the like to high viscosities such as 1 ,000,000 mPa « s and the like; and, furthermore, gum-like ultra-high viscosity dimethyl silicones), an organohydrogenpolysiloxane, a
  • methylphenylpolysiloxane in which both molecular terminals are capped with trimethylsiloxy groups
  • a copolymer of methylphenylsiloxane and dimethylsiloxane in which both molecular terminals are capped with trimethylsiloxy groups a diphenylpolysiloxane in which both molecular terminals are capped with trimethylsiloxy groups
  • a trimethylpentaphenyltrisiloxane a phenyl(trimethylsiloxy)siloxane, a methylalkylpolysiloxane in which both molecular terminals are capped with trimethylsiloxy groups
  • dimethylsiloxane in which both molecular terminals are capped with trimethylsiloxy groups, an ⁇ , ⁇ -diethoxypolydimethylsiloxane, a high alkoxy-modified silicone, a higher fatty acid-modified silicone, a dimethiconol, a 1 ,1 ,1 ,3,5,5,5-heptamethyl-3-octyltrisiloxane, a
  • hexamethyl-1 ,5-diethoxytrisiloxane a hexamethyldisiloxane, an octamethyltrisiloxane, and similar low molecular weight products
  • silicone gums having viscosities exceeding 1 ,000,000 mm 2 /s are referred to as having ultra-high viscosity, but those products that have fluidity can be suitably used as the silicone oil.
  • Silicone gum is a straight
  • silicone raw rubber diorganopolysiloxane having an ultra-high degree of polymerization
  • silicone raw rubber organopolysiloxane gum
  • Silicone rubber is differentiated from the oily silicones described above because the degree of polymerization of silicone rubber is high and, as a result, it has a degree of plasticity that is measurable.
  • This silicone gum can be compounded as-is in the cosmetic composition of the present invention, or alternately can be compounded as a liquid gum dispersion in which an oil-like silicone is dispersed (oil dispersion of the silicone gum).
  • silicone raw rubber examples include substituted or unsubstituted
  • organopolysiloxanes having a dialkylsiloxy unit such as a dimethylpolysiloxane, a methylphenylpolysiloxane, an aminopolysiloxane, a methylfluoroalkylpolysiloxane, or the like, or products having micro crosslinked structures thereof.
  • D unit dialkylsiloxy unit
  • Typical examples thereof include products represented by the general formula:
  • R 12 is a group selected from a vinyl group, a phenyl group, an alkyl group having from 6 to 20 carbons, an aminoalkyi group having from 3 to 15 carbons, a perfluoroalkyl group having from 3 to 15 carbons, and a quaternary ammonium salt group-containing alkyl group having from 3 to 15 carbons;
  • the terminal group R 10 is a group selected from an alkyl group having from 1 to 8 carbons, a phenyl group, a vinyl group, an aminoalkyi group having from 3 to 15 carbons, a hydroxyl group, and an alkoxy group having from 1 to 8 carbons.
  • s is from 2,000 to 6,000
  • t is from 0 to 1 ,000
  • s+t 2,000 to 6,000.
  • a dimethylpolysiloxane raw rubber having a degree of polymerization of 3,000 to 20,000 is preferable.
  • N-(2-aminoethyl)3-aminopropyl group, or the like on the molecular sidechain or terminal is preferable. Furthermore, in the present invention, one or two or more types of silicone gums can be used as necessary.
  • Silicone gum has an ultra-high degree of polymerization and, therefore forms a protective film with superior breathability and retention on hair. Therefore, the silicone gum is a component which can particularly provide glossiness and luster to hair and can impart a texture of firmness and body to the entire hair during use and after use.
  • a compounded amount of the silicone gum is, for example, from 0.05 to 30 wt.% (mass%) and preferably from 1 to 15 wt.% (mass%) of the entire cosmetic composition.
  • the silicone gum is used as an emulsion composition prepared via a step of pre-emulsifying
  • the silicone gum can easily be compounded, and can be stably compounded in the cosmetic composition of the present invention.
  • An effect of imparting a specific feeling to touch or glossiness of the hair may be insufficient if the compounded amount of the silicone gum is less than the lower limit described above.
  • cyclic organopolysiloxane examples include organopolysiloxanes represented by the following general formula (6):
  • R 9 is the same as described above;
  • n is an integer from 0 to 8.
  • n is an integer from 0 to 8, provided that 3 ⁇ m+n ⁇ 8.
  • cyclic organopolysiloxane examples include hexamethyl cyclotrisiloxane (D3), octamethyl cyclotetrasiloxane (D4), decamethyl cyclopentasiloxane (D5),
  • organopolysiloxanes represented by the following general formula (7):
  • R 9 (4-p)Si(OSiCH3)q (7)
  • R 9 is the same as described above;
  • p is an integer from 1 to 4.
  • q is an integer from 0 to 500.
  • Examples of the branched organopolysiloxane include low molecular weight products such as methyltristrimethylsiloxysilane, ethyltristrimethylsiloxysilane,
  • a silicone resin having a highly branched structure, a net-like structure, or a cage-like structure may be used as the branched organopolysiloxane.
  • a silicone resin having at least a monoorganosiloxy unit (T unit) and/or a siloxy unit (Q unit) is preferable.
  • Such silicone resins having branch units as described above have net-like structures and, therefore, form a uniform film when applied to the hair or the like and impart protective effects against drying and low temperatures. Furthermore, silicone resins that have these branch units adhere firmly to the hair or the like and can impart luster and a feeling of sheerness to the hair or the like.
  • the higher alkyl-modified silicone is in the form of a wax at room temperature, and is a useful component as a portion of the base material of an oil-based solid cosmetic composition.
  • the higher alkyl-modified silicone can be suitably used in the cosmetic composition of the present invention.
  • the higher alkyl-modified silicone wax include methyl (long chain alkyl) polysiloxanes having both molecular terminals capped with trimethylsiloxy groups, copolymers of a dimethylpolysiioxane having .
  • the component (A) has superior dispersibility properties in the higher alkyl-modified silicone wax due to having long chain hydrocarbon groups and, thereby a cosmetic composition exhibiting superior storage stability over an extended period of time can be obtained. Additionally, the formability of the cosmetic composition is superior. In particular, in a system containing a powder, there is an advantage in that separation of the higher alkyl-modified silicone wax, for the most part, does not occur, and a cosmetic composition having superior
  • the higher alkyl-modified silicone wax preferably has a melting point of not lower than 60°C because such will lead to cosmetic retainability effects and stability at high temperatures.
  • the alkyl-modified silicone resin is a component that imparts sebum durability, moisturizing properties, and a fine feeling to touch of the skin to the cosmetic composition; and an alkyl-modified silicone resin that is in the form of a wax at room temperature can be suitably used.
  • Preferred examples thereof include the silsesquioxane resin wax described in Japanese Patent Application (Translation of PCT Application) No. 2007-532754. Examples of
  • the component (A) can uniformly disperse the alkyl-modified silicone resin wax in the cosmetic composition. Furthermore, an oil phase including the alkyl-modified silicone resin wax can be stably emulsified with another arbitrary surfactant and, as a result can improve conditioning effects and the like with respect to hair, and impart a luxurious feeling to touch.
  • polyamide-modified silicone examples include siloxane base polyamide
  • the cosmetic composition of the present invention delivers an excellent sense of stability and adhesion, and excellent spreading and setting when applied to the hair or the like, Additionally, there are advantages from a quality standpoint such that a glossy feeling of sheerness and superior luster can be provided, the viscosity or hardness (softness) of the entire cosmetic composition containing the oil-based raw material can be appropriately adjusted, and an oily sensation (oily and sticky feeling to touch) can be totally controlled. Furthermore, by using the component (A), the dispersion stability of perfumes, powders, and the like will be improved. Therefore, the obtained cosmetic composition will be characterized by being able to maintain a uniform and fine cosmetic sensation for an extended period of time.
  • a higher alcohol (B2-1), a hydrocarbon oil (B2-2), a fatty acid ester oil (B2-3), a higher fatty acid (B2-4), oils and fats, and fluorine-based oil agents are exemplary as the non silicone-based oil agent (B2), but the non silicone-based oil agent (B2) is not particularly limited in the present invention, and preferably is a higher alcohol, a hydrocarbon oil, a fatty acid ester oil, or a higher fatty acid, and more preferably is a higher alcohol.
  • These oil agents display superior compatibility and dispersibility with the component (A) and, therefore, can be stably compounded in the cosmetic composition of the present invention, and, moreover can supplement the effects of the component (A), and reinforce each unique effect thereof.
  • the higher alcohol (B2-1) is, for example, a higher alcohol having from 10 to 30 carbons.
  • Said higher alcohol is a saturated or unsaturated monovalent aliphatic alcohol, and the hydrocarbon group portion thereof may be straight or branched, but is preferably straight.
  • Examples of the higher alcohols having from 10 to 30 carbons include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldodecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, cholesterol, sitosterol, phytosterol, lanosterol, lanolin alcohol, hydrogenated lanolin alcohol, and the like.
  • a single higher alcohol having a melting point from 40 to 80°C is used or, alternately that a plurality of higher alcohols is combined so that a melting point thereof is from 40 to 70°C.
  • the higher alcohols described above act with a surfactant to form an aggregate known as an "alpha gel", increase the viscosity of the formulation, and stabilize emulsions and, therefore are particularly useful as the base ingredient of a cosmetic composition.
  • the organo-modified silicones described above as the oil agent (B) particularly, the higher alcohol-modified silicone obtained by modifying
  • monohydrogenheptamethyltrisiloxane with undecenyl alcohol has an aspect as a higher alcohol due to the formation of an alpha gel aggregate, in addition to the aspect as the oil agent and, therefore, can be used in combination as necessary for the purpose of obtaining improved feel and the like.
  • hydrocarbon oil (B2-2) examples include liquid paraffin, light liquid isoparaffin, heavy liquid isoparaffin, petrolatum, n-paraffin, isoparaffin, isododecane, isohexadecane, polyisobutylene, hydrogenated polyisobutylene, polybutene, ozokerite, ceresin, microcrystalline wax, paraffin wax, polyethylene wax, polyethylene/polypropylene wax, squalane, squalene, pristane, polyisoprene, and the like.
  • Examples of the fatty acid ester oil (B2-3) include hexyldecyl octanoate, cetyl octanoate, isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, oleyl oleate, decyl oleate, octyldodecyl myristate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, diethyl phthalate, dibutyl phthalate, lanolin acetate, ethylene glycol monostearate, propylene glycol monostearate, propylene glycol dioleate, glyceryl monostearate, glyceryl monooleate, glyceryl tri-2-et ylhexanoate, trimethylolpropan
  • trioctanoate trimethylolpropane trioctanoate, trimethylolpropane triisostearate, diisopropyl adipate, diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, diisostearyl malate, hydrogenated castor oil monoisostearate, N-alkylglycol monoisostearate, octyldodecyl isostearate, isopropyl isostearate, isocetyl isostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, octyldodecyl gum ester, ethyl oleate, octyldodecyl ole
  • N-lauroyl-L-glutamate di(cholesteryl/behenyl/octyldodecyl) N-lauroyl-L-glutamate,
  • N-lauroyl-L-glutamate di(phytosteryl/octyldodecyl) N-lauroyl-L-glutamate, isopropyl
  • nonaisostearate polyglyceryl-8 deca(erucate/isostearate/ricinoleate), (hexyldecanoic
  • diglyceryl oligoester glycol distearate (ethylene glycol distearate), diisopropyl dimer dilinoleate, diisostearyl dimer dilinoleate, di(isostearyl/phytosteryl) dimer dilinoleate, (phytosteryl/behenyl) dimer dilinoleate, (phytosteryl/isostearyl/cetyl/stearyl/behenyl) dimer dilinoleate, dimer dilinoleyl dimer dilinoleate, dimer dilinoleyl diisostearate, dimer dilinoleyl hydrogenated rosin condensate, dimer dilinoleic acid hardened castor oil, hydroxyalkyl dimer dilinoleyl ether, glyceryl triisooctanoatei glyceryl triisostearate
  • Examples of higher fatty acid (B2-4) include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linolic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid, and the like.
  • a combination of a silicone-based oil agent and a non silicone-based oil agent may be used as the oil agent (B).
  • the silicone-based oil agent and the non silicone-based oil agent in addition to the dry feeling to touch unique to silicone oils, moisture will be retained and a moisturizing feel whereby the skin or hair feels moisturized (also referred to as a luxurious feeling to touch) and smooth feeling to touch can be imparted to the cosmetic composition of the present invention.
  • a luxurious feeling to touch also referred to as a luxurious feeling to touch
  • smooth feeling to touch can be imparted to the cosmetic composition of the present invention.
  • stability over time of the cosmetic composition will not be negatively affected.
  • a cosmetic composition comprising the hydrocarbon oil and/or fatty acid ester oil and the silicone oil
  • these moisturizing components can be applied on the skin or hair in a more stable and uniform manner. Therefore, the moisturizing effects of the moisturizing components on the skin are improved.
  • the cosmetic composition comprising a non silicone-based oil agent along with a silicone-based oil agent is advantageous in that a smoother, more luxurious feeling to touch is imparted.
  • oils and fats in addition to the oil agents described above, oils and fats, higher fatty acids, fluorine-based oils, and the like may be used as the oil agent (B), and a combination of two or more types of these may be used.
  • oils and fats derived from plants can be suitably used in the cosmetic composition of the present invention because such oils and fats provide a healthy, natural image and are superior in terms of moisturizing, conformability to the hair, and the like.
  • oils and fats and semi-synthetic oils and fats included as the oils and fats include avocado oil, linseed oil, almond oil, ibota wax, perilla oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, liver oil, candelilla wax, beef tallow, hydrogenated beef tallow, apricot kernel oil, spermaceti wax, hydrogenated oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugar cane wax, sasanqua oil, safflower oil, shea butter, Chinese tung oil, cinnamon oil, jojoba wax, olive squalane, shellac wax, turtle oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, Japanese tung oil, rice bran wax, germ oil, horse fat, persic oil, palm oil, palm kernel oil, castor oil, hydrogenated castor
  • fluorine-based oil examples include perfluoropolyether, perfluorodecalin, perfluorooctane, and the like.
  • a compounded amount of the oil agent (B) in the cosmetic composition of the present invention is not particularly limited, but is preferably in a range from 0.1 to 90 wt.% (mass%), more preferably in a range from 0.5 to 70 wt.% (mass%), even more preferably in a range from 1 to 50 wt.% (mass%), and yet even more preferably in a range from 5 to 25 wt.% (mass%).
  • a compounding ratio (weight ratio of (B)/(A)) of the oil agent (B) to the component (A) in the cosmetic composition (and the oil-based composition) of the present invention is preferably in a range from 0.01 to 100, and more preferably in a range from 0.1 to 50. This is because if the compounded amount of the component (B) is excessive, the effects of the component (A) will decline.
  • the cosmetic composition of the present invention preferably comprises at least one type of surfactant (C).
  • the surfactant (C) is not particularly limited, and at least one type can be selected from the group consisting of anionic surfactants (C1), cationic surfactants (C2), nonionic surfactants (C3), amphoteric surfactants (C4), and semipolar surfactants (C5).
  • anionic surfactants (C1) include saturated or unsaturated fatty acid salts (e.g. sodium laurate, sodium stearate, sodium oleate, sodium linolenate, and the like);
  • alkylsulfuric acid salts alkylbenzene sulfonic acids (e.g. hexylbenzenesulfonic acid,
  • polyoxyalkylene alkyl ether sulfuric acid salts polyoxyalkylene alkenyl ether sulfuric acid salts; polyoxyethylene alkylsulfuric ester salts; sulfosuccinic acid alkyl ester salts; polyoxyalkylene sulfosuccinic acid alkyl ester salts; polyoxyalkylene alkylphenyl ether sulfuric acid salts;
  • alkanesulfonic acid salts octyltrimethylammonium hydroxide; dodecyltrimethylammonium hydroxide; alkyl sulfonates; polyoxyethylene alkylphenyl ether sulfuric acid salts; polyoxyalkylene alkyl ether acetic acid salts; alkyl phosphoric acid salts; polyoxyalkylene alkyl ether phosphoric acid salts; acylglutamic acid salts; a-acylsulfonic acid salts; alkylsulfonic acid salts;
  • alkylallylsulfonic acid salts a-olefinsulfonic acid salts; alkylnaphthalene sulfonic acid salts;
  • alkanesulfonic acid salts alkyl- or alkenylsulfuric acid salts; alkylamide sulfuric acid salts; alkyl- or alkenyl phosphoric acid salts; alkylamide phosphoric acid salts; alkyloylalkyl taurine salts; N-acylamino acid salts; sulfosuccinic acid salts; alkyl ether carboxylic acid salts; amide ether carboxylic acid salts; a-sulfofatty acid ester salts; alanine derivatives; glycine derivatives; and arginine derivatives.
  • salts include alkali metal salts such as sodium salts and the like, alkaline earth metal salts such as magnesium salts and the like, alkanolamine salts such as triethanolamine salts and the like, and ammonium salts.
  • Examples of cationic surfactants (C2) include alkyltrimethylammonium chloride, stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, beef tallow alkyltrimethylammonium chloride, behenyltrimethylammonium chloride, stearyltrimethylammonium bromide, behenyltrimethylammonium bromide,
  • dioctyldimethylammonium chloride di(POE)oleylmethylammonium (2 EO) chloride
  • benzalkonium chloride alkyl benzalkonium chloride, alkyl dimethylbenzalkonium chloride, benzethonium chloride, stearyl dimethylbenzylammonium chloride, lanolin derivative quaternary ammonium salt, diethylaminoethylamide stearate, dimethylaminopropylamide stearate, behenic acid amide propyldimethyl hydroxypropylammonium chloride, stearoyl colaminoformyl methylpyridinium chloride, cetylpyridinium chloride, tall oil alkylbenzyl hydroxyethylimidazolinium chloride, and benzylammonium salt.
  • nonionic surfactants examples include polyoxyalkylene ethers, polyoxyalkylene alkyl ethers, polyoxyalkylene fatty acid esters, polyoxyalkylene fatty acid diesters,
  • polyoxyalkylene resin acid esters polyoxyalkylene (hydrogenated) castor oils, polyoxyalkylene alkyl phenols, polyoxyalkylene alkyl phenyl ethers, polyoxyalkylene phenyl phenyl ethers, polyoxyalkylene alkyl esters, polyoxyalkylene alkyl esters, sorbitan fatty acid esters,
  • polyoxyalkylene sorbitan alkyl esters polyoxyalkylene sorbitan alkyl esters, polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene sorbitol fatty acid esters, polyoxyalkylene glycerol fatty acid esters, polyglycerol alkyl ethers, polyglycerol fatty acid esters, sucrose fatty acid esters, fatty acid alkanolamides, alkylglucosides, polyoxyalkylene fatty acid bisphenyl ethers, polypropylene glycol, diethyleneglycol,
  • polyoxyalkylene-modified silicones polyglyceryl-modified silicones, glyceryl-modified silicones, fluorine-based surfactants, polyoxyethylene/polyoxypropylene block polymers, and alkyl polyoxyethylene/polyoxypropylene block polymer ethers.
  • polyoxyalkylene-modified silicones, polyglyceryl-modified silicones, and glyceryl-modified silicones in which an alkyl branch, a straight chain silicone branch, a siloxane dendrimer branch, or the like is provided with the hydrophilic group can be suitably used.
  • the organo-modified silicone described above as the oil agent (B) also has an aspect as a nonionic emulsifier, depending on the structure thereof. That is, polyoxyalkylene-modified silicones, polyglyceryl-modified silicones, glyceryl-modified silicones, xylitol-modified silicones, sugar alcohol-modified silicones, and similar organo-modified silicone oils that have a hydrophilic moiety and a hydrophobic moiety in the molecule have functionality as nonionic surfactants. Furthermore, the component (A) itself has said functionality. In some cases, the component (A) functions as an aid to enhance the stability of the nonionic surfactant (C3) and can improve overall stability of the formulation.
  • water-soluble polyether-modified silicones including straight chain block ABn-type
  • polyether-modified silicones straight chain block ABn-type aminopolyether-modified silicones, and the like
  • polyglyceryl-modified silicones glyceryl-modified silicones
  • xylitol-modified silicones sugar alcohol-modified silicone, and the like
  • amphoteric surfactants include imidazoline-type, amidobetaine-type, alkylbetaine-type, alkylamidobetaine-type, alkylsulfobetaine-type, amidosulfobetaine-type, hydroxysulfobetaine-type, carbobetaine-type, phosphobetaine-type, aminocarboxylic acid-type, and amidoamino acid-type amphoteric surfactants.
  • imidazoline-type amphoteric surfactants such as 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, and the like;
  • alkylbetaine-type amphoteric surfactants such as lauryl dimethylaminoacetic betaine, myristyl betaine, and the like; amidobetaine-type amphoteric surfactants such as coconut oil fatty acid amidopropyl dimethylamino acetic acid betaine, palm kernel oil fatty acid amidopropyl dimethylamino acetic acid betaine, beef tallow fatty acid amidopropyl dimethylamino acetic acid betaine, hardened beef tallow fatty acid amidopropyl dimethylamino acetic acid betaine, lauric acid amidopropyl dimethylamino acetic acid betaine, myristic acid amidopropyl dimethylamino acetic acid betaine, palmitic acid amidopropyl dimethylamino acetic acid betaine, stearic acid amidopropyl dimethylamino acetic acid betaine, oleic acid amidopropyl dimethylamino acetic
  • N-lauroyl-N-hydroxyethyl-N',N'-dicarboxymethyl ethylenediamine monosodium N-oleoyl-N-hydroxyethyl-N',N'-dicarboxymethyl ethylenediamine, monosodium
  • N-cocoyl-N-hydroxyethyl-N',N'-dicarboxymethyl ethylenediamine and the like.
  • Examples of semipolar surfactants (C5) include alkylamine oxide-type surfactants, alkylamine oxides, alkylamide amine oxides, alkylhydroxyamine oxides, and the like.
  • Alkyldimethylamine oxides having from 10 to 18 carbons, alkoxyethyl dihydroxyethylamine oxides having from 8 to 18 carbons, and the like are preferably used. Specific examples thereof include dodecyldimethylamine oxide, dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dipropyltetradecylamine oxide,
  • methylethylhexadecylamine oxide dodecylamidopropyldimethylamine oxide, cetyldimethylamine oxide, stearyldimethylamine oxide, tallow dimethylamine oxide,
  • dimethyl-2-hydroxyoctadecylamine oxide dimethyl-2-hydroxyoctadecylamine oxide, lauryldimethylamine oxide, myristyldimethylamine oxide, stearyldimethylamine oxide, isostearyldimethylamine oxide, coconut fatty acid
  • alkyldimethylamine oxide alkyldimethylamine oxide, caprylic amide propyldimethylamine oxide, capric amide
  • propyldimethylamine oxide isostearic amide propyldimethylamine oxide, oleic amide
  • propyldimethylamine oxide ricinoleic amide propyldimethylamine oxide, 12-hydroxystearic amide propyldimethylamine oxide, coconut fatty acid amide propyldimethylamine oxide, palm kernel oil fatty acid amide propyldimethylamine oxide, castor oil fatty acid amide
  • ethyldimethylamine oxide coconut fatty acid amide ethyldimethylamine oxide, lauric amide ethyldiethylamine oxide, myristic amide ethyldiethylamine oxide, coconut fatty acid amide ethyldiethylamine oxide, lauric amide ethyldihydroxyethylamine oxide, myristic amide
  • ethyldihydroxyethylamine oxide ethyldihydroxyethylamine oxide
  • coconut fatty acid amide ethyldihydroxyethylamine oxide
  • a compounded amount of the surfactant (C) in the cosmetic composition of the present invention is not particularly limited and, for the purpose of improving cleansing properties, can be in a range from 0.1 to 90 wt.% (mass%), and is preferably in a range from 1 to 50 wt.% (mass%) of the cosmetic composition. From the perspective of detergency, from 5 to 25 wt.% (mass%) of a surfactant is more preferably compounded.
  • the cosmetic composition of the present invention preferably comprises at least one type of alcohol (D).
  • the cosmetic composition of the present invention can include one or two or more polyhydric alcohols and/or lower monohydric alcohols as the alcohol (D).
  • Examples of lower alcohols include ethanol, isopropanol, n-propanol, t-butanol, sec-butanol, and the like. Of these, ethanol is preferable.
  • polyhydric alcohols examples include divalent alcohols such as 1 ,3-propanediol, 1 ,3-butylene glycol, 1 ,2-butylene glycol, propylene glycol, trimethylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-buten-1 ,4-diol, dibutylene glycol, pentyl glycol, hexylene glycol, octylene glycol, and the like; trivalent alcohols such as glycerol, trimethylol propane, 1 ,2,6-hexanetriol, and the like; polyhydric alcohols having 4 or more valences such as pentaerythritol, xylitol, and the like; and sugar alcohols such as sorbitol, mannitol, maltitol, maltotriose, sucrose, erythritol, glucose, fructose, a starch-
  • examples other than these low-molecule polyhydric alcohols include polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerol, polyethylene glycol, triglycerol, tetraglycerol, polyglycerol, and the like.
  • polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerol, polyethylene glycol, triglycerol, tetraglycerol, polyglycerol, and the like.
  • 1 ,3-propanediol, 1 ,3-butylene glycol, sorbitol, dipropylene glycol, glycerin, and polyethylene glycol are particularly preferable.
  • a compounded amount of the alcohol (D) is preferably from 0.1 to 50 wt.% (mass%) of the entire cosmetic composition of the present invention. Moreover, the alcohol can be
  • the cosmetic composition of the present invention preferably comprises at least one type of water-soluble polymer (E).
  • the water-soluble polymer (E) is compounded for the purposes of preparing a cosmetic composition in the desired form, improving sensation during use of the cosmetic composition such as feeling to touch with respect to hair or the like, improving conditioning effects, and the like.
  • any amphoteric, cationic, anionic, or nonionic polymer, or water-swellable clay mineral can be used as the water-soluble polymer (E) provided that it is commonly used in cosmetic products, and it is possible to use one or two or more of these water-soluble polymers (E).
  • the water-soluble polymer (E) described above has an effect of thickening a hydrous component and, for this reason, is particularly useful in obtaining a gel-like hydrous hair cosmetic composition, a water-in-oil emulsion hair cosmetic composition, and an oil-in-water emulsion hair cosmetic composition.
  • Examples of natural water-soluble polymers include vegetable-based polymers such as gum Arabic, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (Cydonia oblonga), algal colloid (seaweed extract), starch (rice, corn, potato, or wheat), glycyrrhizinic acid, and the like; microorganism-based polymers such as xanthan gum, dextran, succinoglucan, pullulan, and the like; and animal-based polymers such as collagen, casein, albumin, gelatin, and the like.
  • vegetable-based polymers such as gum Arabic, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (Cydonia oblonga), algal colloid (seaweed extract), starch (rice, corn, potato,
  • examples of semisynthetic water-soluble polymers include starch-based polymers such as carboxymethyl starch, methylhydroxypropyl starch, and the like; cellulose-based polymers such as methylcellulose, nitrocellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, sodium carboxymethylcellulose (CMC), crystalline cellulose, cellulose powder, and the like; and alginate-based polymers such as sodium alginate, propylene glycol alginate, and the like.
  • starch-based polymers such as carboxymethyl starch, methylhydroxypropyl starch, and the like
  • cellulose-based polymers such as methylcellulose, nitrocellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, sodium carboxymethylcellulose (CMC), crystalline cellulose, cellulose powder, and the like
  • Examples of synthetic water-soluble polymers include vinyl-based polymers such as polyvinylalcohol, polyvinyl methyl ether-based polymer, polyvinylpyrrolidone, carboxyvinyl polymer (CARBOPOL 940, CARBOPOL 941 ; manufactured by Lubrizol Japan Limited), and the like; polyoxyethylene-based polymers such as polyethyleneglycol 20,000, polyethyleneglycol 6,000, polyethyleneglycol 4,000, and the like; copolymer-based polymers such as a copolymer of polyoxyethylene and polyoxypropylene, PEG/PPG methylethers, and the like; acryl-based polymers such as poly(sodium acrylate), poly(ethyl acrylate), polyacrylamide, and the like; polyethylene imines; cationic polymers; and the like.
  • vinyl-based polymers such as polyvinylalcohol, polyvinyl methyl ether-based polymer, polyvinylpyrrolidone, carboxyviny
  • the water-swellable clay mineral is an inorganic water-soluble polymer and is a type of colloid-containing aluminium silicate having a three-layer structure.
  • specific examples of such inorganic water-soluble polymers include bentonite, montmorillonite, beidellite, nontronite, saponite, hectorite, magnesium aluminum silicate, and silicic anhydride, and these may be natural or synthetic products.
  • a particular example of a component that can be preferably compounded in the hair cosmetic composition is a cationic water-soluble polymer (E1 ).
  • a cationic water-soluble polymer (E1) include quaternary nitrogen-modified polysaccharides (for example, cation-modified cellulose, cation-modified hydroxyethylcellulose, cation-modified guar gum, cation-modified locust bean gum, cation-modified starch, and the like);
  • dimethyldiallylammonium chloride derivatives for example, copolymers of
  • vinylpyrrolidone derivatives for example, copolymers of vinylpyrrolidone and dimethylaminoethyl methacrylic acid, copolymers of vinylpyrrolidone and methacrylamide propyltrimethylammonium chloride, copolymers of vinylpyrrolidone and methylvinylimidazolium chloride, and the like
  • methacrylic acid derivatives for example,
  • methacryloylethyldimethylbetaine-methacryloylethyltrimethyl ammonium chloride-2-hydroxyethyl methacrylate copolymers methacryloylethyldimethylbetaine-methacryloylethyltrimethyl ammonium chloride-methoxy polyethylene glycol methacrylate copolymers, and the like).
  • amphoteric water-soluble polymer examples include amphoteric starches, dimethyldiallylammonium chloride derivatives (for example, acrylamide-acrylic acid-dimethyldiallylammonium chloride copolymers and acrylic acid-dimethyldiallylammonium chloride copolymers), and methacrylic acid derivatives (for example, polymethacryloylethyldimethylbetaines,
  • N-methacryloyloxyethyl-N,N-dimethylammonium-a-methylcarboxybetaine-alkyl methacrylate copolymers and the like.
  • a compounded amount of the water-soluble polymer (E) in the cosmetic composition of the present invention can be selected depending on the type and purpose of the cosmetic composition, and is preferably in a range from 0.01 to 5.0 wt.% (mass%) of the cosmetic composition and is more preferably in a range from 0.1 to 3.0 wt.% (mass%), in order to obtain particularly superior sensation during use. If the compounded amount of the water-soluble polymer (E) exceeds the upper limit described above, depending on the type of cosmetic composition, the hair or the like may be left with a coarse feeling to touch; and if less than the lower limit described above, advantageous technical effects such as the thickening effect, the conditioning effect, and the like may not be sufficiently realized.
  • the cosmetic composition of the present invention preferably further comprises at least one type of thickening agent/gelling agent (F).
  • thickening agent/gelling agent examples include aluminum stearate, magnesium stearate, zinc myristate, and similar metal soaps;
  • An organo-modified clay mineral may be used as the thickening agent/gelling agent (F).
  • the organo-modified clay mineral can be used as an oil-soluble thickening/gelling agent in the same manner as the oil soluble thickening agent/gelling agent described above.
  • examples of the organo-modified clay mineral include dimethylbenzyl dodecylammonium montmorillonite clay, dimethyldioctadecylammonium montmorillonite clay, dimethylalkylammonium hectorite, benzyldimethylstearylammonium hectorite, distearyldimethylammonium chloride-treated aluminum magnesium silicate, and the like.
  • Benton 27 benzyldimethylstearylammonium chloride-treated hectorite, manufactured by Nationalred Co.
  • Benton 38 disearyldimethylammonium chloride-treated hectorite
  • the organo-modified silicone described above as the oil agent (B) also has an aspect as the thickening agent/gelling agent (F), depending on the structure thereof.
  • specific examples thereof include the polyamide-modified silicone described above (e.g. 2-8178 Gellant, manufactured by Dow Corning Toray Co., Ltd.), the hereinafter described crosslinking organopolysiloxane, amino acid derivative
  • segment-containing siloxane polymer e.g. Japanese Unexamined Patent Application
  • silica silyiate e.g. VM-2260 and VM-2270, manufactured by Dow Corning Toray Co., Ltd.
  • high polymer polyether-modified silicone e.g. BY11-030, manufactured by Dow Corning Toray Co., Ltd.
  • high polymer xylitol-modified silicone high polymer
  • polyglyceryl-modified silicone e.g. Japanese Unexamined Patent Application Publication No. 2011-126854, and the like.
  • a compounded amount of the thickening agent/gelling agent (F) in the cosmetic composition of the present invention is not particularly limited but, for example, is preferably in a range from 0.5 to 50 parts by weight (mass) and more preferably in a range from 1 to 30 parts by weight (mass) per 100 parts by weight (mass) of the oil agent.
  • a ratio in the entire cosmetic composition is preferably from 0.01 to 30 wt.% (mass%),more preferably from 0.1 to 20 wt.% (mass%), and even more preferably from 1 to 10 wt.% (mass%).
  • a cosmetic composition of the present invention By thickening or gelling the oil agent in a cosmetic composition of the present invention, it is possible to obtain an appropriate viscosity and hardness for a cosmetic composition and improve the appearance, compounding properties and sensation during use thereof, and it is also possible to obtain a desired dosage form or cosmetic composition type.
  • An example thereof is a cosmetic composition agent in a paste-like or gel-like form.
  • the thickening agent/gelling agent (F) quality benefits are realized such as the overall oiliness (the oily, sticky feeling to touch) can be further suppressed, and retainability can be further improved.
  • the cosmetic composition of the present invention can further comprise a powder (G).
  • the powder in the present invention is a powder that is commonly used as a component of a cosmetic composition and includes white and colored pigments as well as extender pigments.
  • the white and colored pigments are used to impart color and the like to the cosmetic composition, and the extender pigments are used to improve the feeling to touch and the like of the cosmetic composition.
  • white and colored pigments as well as extender pigments commonly used in cosmetic compositions can be used as the powder (G) without any particular restriction.
  • one or two or more of the powders are compounded.
  • particle structure of the powder (G) are not limited in any way, but an average primary particle size is preferably in a range from 1 nm to 100 pm.
  • Examples of the powder (G) include inorganic powders, organic powders, surfactant metal salt powders (metallic soaps), colored pigments, pearl pigments, metal powder pigments, and the like. In addition, compound products of the pigments can also be used.
  • inorganic powders include titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, mica, kaolin, sericite, white mica, synthetic mica, phlogopite, lepidolite, black mica, lithia mica, silicic acid, silicic acid anhydride, aluminum silicate, sodium silicate, magnesium sodium silicate, magnesium silicate, aluminum magnesium silicate, calcium silicate, barium silicate, strontium silicate, metal salts of tungstic acid, hydroxyapatite, vermiculite, higilite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, and the like.
  • organic powders examples include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, polytetrafluoroethylene powder, poly(methyl methacrylate) powder, cellulose, silk powder, nylon powder, nylon 12, nylon 6, silicone powder, polymethylsilsesquioxane spherical powder, copolymers of styrene and acrylic acid, copolymers of divinylbenzene and styrene, vinyl resin, urea resin, phenol resin, fluorine resin, silicone resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, macrocrystalline fiber powder, starch powder, lauroyl lysine, and the like.
  • surfactant metal salt powders include zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc palmitate, zinc laurate, zinc cetylphosphate, calcium cetylphosphate, sodium zinc cetylphosphate, and the like.
  • colored pigments include inorganic red pigments such as red iron oxide, iron oxide, iron hydroxide, iron titanate, and the like; inorganic brown pigments such as gamma-iron oxide and the like; inorganic yellow pigments such as yellow iron oxide, ocher, and the like; inorganic black iron pigments such as black iron oxide, carbon black, and the like; inorganic purple pigments such as manganese violet, cobalt violet, and the like; inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide, cobalt titanate, and the like; inorganic blue pigments such as Prussian blue, ultramarine blue, and the like; laked pigments of tar pigments such as Red No. 3, Red No.
  • Red No. 106 Red No. 201 , Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401 , Red No. 505, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 204, Yellow No. 401 , Blue No. 1 , Blue No. 2, Blue No. 201 , Blue No. 404, Green No. 3, Green No. 201 , Green No. 204, Green No. 205, Orange No. 201 , Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207, and the like, laked pigments of natural pigments such as carminic acid, laccaic acid, carthamin, brazilin, crocin, and the like.
  • pearl pigments include titanium
  • the metal powder pigment include powders of metals such as aluminum, gold, silver, copper, platinum, stainless steel, and the like.
  • the powder (G) is preferably partially or entirely subjected to a surface treatment such as a water-repellent treatment, a hydrophilization treatment, or the like. Note that these powders may be compounded. Additionally, a product that has been surface treated using a general oil agent, a silicone compound other than the component (A), a fluorine compound, a surfactant, a thickening agent, or the like can be used. One or two or more types thereof can be used as necessary.
  • the water-repellent treatment is not particularly limited, and examples thereof include various treatments in which the powder (G) is surface treated with a water repellency agent. Specific examples thereof include organosiloxane treatments such as a
  • methylhydrogenpolysiloxane treatment a silicone resin treatment, a silicone gum treatment, an acryl silicone treatment, a fluorinated silicone treatment, and the like; metallic soap treatments such as a zinc stearate treatment and the like; silane treatments such as a silane coupling agent treatment, an alkylsilane treatment, and the like; fluorine compound treatments such as a perfluoroalkylsilane treatment, a perfluoroalkyl phosphate treatment, a perfluoro polyether treatment, and the like; amino acid treatments such as an N-lauroyl-L-lysine treatment and the like; oil agent treatments such as a squalane treatment and the like; and acryl treatments such as an alkyl acrylate treatment and the like.
  • a combination of two or more of the treatments described above can be used.
  • a silicone elastomer powder can also be used as the powder (G).
  • the silicone elastomer powder is a crosslinked product of a straight diorganopolysiloxane formed principally from diorganosiloxy units (D units), and can be preferably obtained by crosslinking an
  • the silicone elastomer powder is soft, has elasticity, and has superior oil absorbency. Therefore, oils and fats on the skin can be absorbed and makeup smearing can be prevented.
  • the silicone elastomer powder can be in various forms such as spherical, flat, amorphous, or the like.
  • the silicone elastomer powder may also be in the form of an oil dispersion.
  • the silicone elastomer powder is particulate in form, and the primary particle size observed using an electron microscope and/or the average primary particle size measured by laser analysis or scattering is in a range from 0.1 to 50 ⁇ .
  • a silicone elastomer powder having spherical primary particles can be preferably compounded.
  • the silicone elastomer that constitutes the silicone elastomer powder preferably has a hardness of no higher than 80 and more preferably no higher than 65, when measured using a type A durometer in accordance with the "Method for measuring the hardness of vulcanized rubber and thermoplastic rubber" described in JIS K 6253.
  • the silicone elastomer powder may be used in the form of an aqueous dispersion liquid in the cosmetic composition of the present invention.
  • aqueous dispersion liquid examples include BY 29-129 and PF-2001 PIF Emulsion, manufactured by Dow Corning Toray Co., Ltd., and the like.
  • the silicone elastomer powder may optionally be surface treated using silicone resin, silica, or the like.
  • the surface treatment include those described in Japanese Unexamined Patent Application Publication Nos. H02-243612, H08-12545, H08-12546, H08-12524, H09-241511 , H10-36219, H11-193331 , and 2000-281523.
  • the crosslinking silicone powder as recited in "Standards of Cosmetic Components by Category" corresponds to the silicone elastomer powder.
  • silicone elastomer powders examples include Trefil E-506S, Trefil E-508, 9701 Cosmetic Powder, and 9702 Powder, manufactured by Dow Corning Toray Co., Ltd., and the like.
  • These silicone elastomer powders may be surface treated, and examples of surface treatment agents include methylhydrogenpolysiloxane, silicone resin, metal soap, silane coupling agents, silica, titanium oxide, and similar inorganic oxides; perfluoroalkylsilane, perfluoroalkyl phosphate ester salts, and similar fluorine compounds.
  • a compounded amount of the powder (G) in the cosmetic composition of the present invention is not particularly limited, but is preferably in a range of 0.1 to 50 wt.% (mass%), more preferably in a range of 1 to 30 wt.% (mass%), and even more preferably in a range of 5 to 15 wt.% (mass%) of the entire cosmetic composition.
  • the cosmetic composition of the present invention can further comprise a solid silicone resin or crosslinking organopolysiloxane (H).
  • H organopolysiloxane
  • organopolysiloxane (H) preferably is hydrophobic, having absolutely no solubility in water at room temperature, or a solubility of less than 1 wt.% (mass%) per 100 g of water.
  • the solid silicone resin (H) is an organopolysiloxane having a highly branched structure, a net-like structure, or a cage structure, and is solid at room temperature. Any type of product may be used, provided that it is a silicone resin that is commonly used in cosmetic compositions and does not oppose the object of the present invention.
  • the solid silicone resin may be a spherical powder, a flaky powder, a needle like powder, a plate-like flaky powder (including plate-like powders having appearances and particle aspect ratios commonly identified with plate-like forms), or a similar particulate.
  • a silicone resin powder having monoorganosiloxy units (T units) and/or siloxy units (Q units), described below, can be preferably used.
  • Compounding the component (A) along with the solid silicone resin (H) is useful because compatibility with the oil agent (B) and uniform dispersibility are improved, and improvement effects in sensation during use can be obtained, namely uniform adhesion to the applied area due to the compounding of the solid silicone resin (H).
  • Examples of the solid silicone resin (H) include MQ resins, MDQ resins, MTQ resins, MDTQ resins, TD resins, TQ resins, and TDQ resins consisting of arbitrary combinations of triorganosiloxy units (M units) (where the organo groups are only methyl groups, or are methyl groups and vinyl groups or phenyl groups), diorganosiloxy units (D units) (where the organo groups are only methyl groups, or are methyl groups and vinyl groups or phenyl groups), monoorganosiloxy units (T units) (where the organo groups are methyl groups, vinyl groups, or phenyl groups), and siloxy units (Q units).
  • M units triorganosiloxy units
  • D units diorganosiloxy units
  • T units monoorganosiloxy units
  • Q units siloxy units
  • silicone resins are preferably oil soluble and can be dissolved in volatile silicone.
  • a phenyl silicone resin having a high refractive index and a high content of phenyl groups e.g. 217 Flake resin and the like, manufactured by Dow Corning Toray Co., Ltd.
  • a flaky silicone resin powder can be easily used as a flaky silicone resin powder and, when compounded in a hair cosmetic composition, can impart a radiant feeling of sheerness of the hair.
  • the organopolysiloxane chain of the crosslinking organopolysiloxane (H) preferably has a three-dimensionally crosslinked structure, obtained by reacting a polyether unit and a
  • crosslinking component or the like consisting of an alkylene unit having from 4 to 20 carbons or an organopolysiloxane unit.
  • the crosslinking organopolysiloxane (H) can be obtained via an addition reaction of an organohydrogenpolysiloxane having a silicon-bonded hydrogen atom, a polyether compound having unsaturated bonds at both terminals of the molecular chain, an unsaturated hydrocarbon having more than one double bond in the molecule, and an organopolysiloxane having more than one double bond in the molecule.
  • the crosslinking organopolysiloxane may have or may be free of unreacted silicon-bonded hydrogen atoms, phenyl groups, and similar aromatic hydrocarbon groups; octyl groups and similar long chain alkyl groups having from 6 to 30 carbons; polyether groups, carboxyl groups, the silylalkyl group having the carbosiloxane dendrimer structure described above; and similar modifying functional groups.
  • any crosslinking organopolysiloxane can be used without limitations to physical modes or preparation methods such as dilution, properties, and the like.
  • the crosslinking organopolysiloxane can be obtained via an addition reaction of crosslinking components selected from an organohydrogenpolysiloxane consisting of a structural unit selected from the group consisting of an Si0 2 unit, an HSi0 5 unit, a R SiOi. 5 unit, a R b HSiO unit, a R b 2 SiO unit, a R b 3 SiO 0 5 unit, and a R b 2 HSiO 0 .
  • an organohydrogenpolysiloxane consisting of a structural unit selected from the group consisting of an Si0 2 unit, an HSi0 5 unit, a R SiOi. 5 unit, a R b HSiO unit, a R b 2 SiO unit, a R b 3 SiO 0 5 unit, and a R b 2 HSiO 0 .
  • R b is a substituted or unsubstituted monovalent hydrocarbon group having from 1 to 30 carbons, with the exception of aliphatic unsaturated groups; and a portion of R b is a monovalent hydrocarbon group having from 8 to 30 carbons
  • R c is a substituted or unsubstituted monovalent hydrocarbon group having from 1 to 30 carbons, with the exception of aliphatic unsaturated groups
  • the organopolysiloxane having an average of 1.5 or more silicon-bonded vinyl groups in the molecule.
  • the modifying functional groups described above can be introduced. For example, by reacting 1-hexene with a crosslinking organopolysiloxane having unreacted silicon-bonded hydrogen atoms, hexyl groups (C6 alkyl groups) are introduced.
  • any crosslinking organopolysiloxane can be used without limitations to physical modes or preparation methods such as dilution, properties, and the like, provided that it is a crosslinking organopolysiloxane.
  • Particularly preferable examples include ⁇ , ⁇ -diene crosslinking silicone elastomers (commercially available products include DC 9040 Silicone Elastomer Blend, DC 9041 Silicone Elastomer Blend, DC 9045 Silicone Elastomer Blend, and DC 9046 Silicone Elastomer Blend, manufactured by Dow Corning Corporation, in the USA) described in US Patent No. 5,654,362.
  • examples of partial crosslinking organopolysiloxane polymers include by International Nomenclature Cosmetic Ingredient (INCI) labeling names,
  • the component (A) will function as a dispersing agent. In this case, there is an advantage in that a uniform emulsification system can be formed.
  • One or two or more types of the solid silicone resin or crosslinking organopolysiloxane (H) can be compounded depending on the purpose thereof.
  • a compounded amount thereof is preferably in a range from 0.05 to 25 wt.% (mass%) and more preferably in a range from 0.1 to 15 wt.% (mass%) of the entire cosmetic composition, depending on purpose and compounding intention.
  • the cosmetic composition of the present invention may further comprise an acryl silicone dendrimer copolymer (I).
  • the acryl silicone dendrimer copolymer (I) is a vinyl polymer having a carbosiloxane dendrimer structure on the sidechain, and preferable examples thereof include the vinyl polymer described in Japanese Patent No. 4009382 (Japanese Unexamined Patent Application Publication No. 2000-063225). Examples of commercially available products include FA 4001 CM Silicone Acrylate and FA 4002 ID Silicone Acrylate (manufactured by Dow Corning Toray Co., Ltd.), and the like.
  • the acryl silicone dendrimer copolymer (I) may also be an acryl silicone dendrimer copolymer having a long chain alkyl group having from 8 to 30 and preferably from 14 to 22 carbons on the sidechain or the like.
  • acryl silicone dendrimer copolymer alone superior film formability can be obtained. Therefore, by compounding the acryl silicone dendrimer copolymer (I) in the cosmetic composition of the present invention, a strong coating film can be formed on the applied part, and cosmetic durability such as sebum resistance, rubbing resistance, and the like can be significantly improved.
  • the component (A) together with the acryl silicone dendrimer copolymer (I), there are advantages in that a surface protective property such as sebum resistance can be improved due to strong water repellency provided by the carbosiloxane dendrimer structure, and irregularities such as pores can be effectively concealed. Additionally, the component (A) causes the acryl silicone dendrimer copolymer (I) to blend well with the other oil agents and, therefore, there is an advantage in that degradation of the hair over a long period of time can be suppressed.
  • a compounded amount of the acryl silicone dendrimer copolymer (I) can be suitably selected based on the purpose and compounding intent thereof, but is preferably in a range from 1 to 99 wt.% (mass%) and more preferably in a range from 30 to 70 wt.% (mass%) of the entire cosmetic composition.
  • the cosmetic composition of the present invention can further comprise an ultraviolet light blocking component (J).
  • the ultraviolet light blocking component (J) preferably is hydrophobic, having absolutely no solubility in water at room temperature, or a solubility of less than 1 wt.% (mass%) per 100 g of water.
  • the ultraviolet light blocking component (J) is a component that blocks or scatters ultraviolet light, and can be an inorganic ultraviolet light blocking component or an organic ultraviolet light blocking component. In cases where the cosmetic composition of the present invention needs to have sunblocking effects, preferably at least one type of inorganic or organic, and particularly preferably at least one type of organic ultraviolet light blocking component is compounded.
  • the inorganic ultraviolet light blocking component may be compounded as an ultraviolet light scattering agent such as the inorganic pigment powders and metal powder pigments mentioned above.
  • examples thereof include metal oxides such as titanium oxide, zinc oxide, cerium oxide, titanium suboxide, iron-doped titanium oxides, and the like; metal hydroxides such as iron hydroxides and the like; metal flakes such as platy iron oxide, aluminum flake, and the like; and ceramics such as silicon carbide, and the like.
  • metal oxides such as titanium oxide, zinc oxide, cerium oxide, titanium suboxide, iron-doped titanium oxides, and the like
  • metal hydroxides such as iron hydroxides and the like
  • metal flakes such as platy iron oxide, aluminum flake, and the like
  • ceramics such as silicon carbide, and the like.
  • the powder is preferably subjected to, for example, a conventional surface treatment such as fluorine compound treatments, of which a perfluoroalkyl phosphate treatment, a perfluoroalkylsilane treatment, a perfluoropolyether treatment, a fluorosilicone treatment, or a fluorinated silicone resin treatment is preferable; silicone treatments, of which a
  • methylhydrogenpolysiloxane treatment a dimethylpolysiloxane treatment, or a vapor-phase tetramethyltetrahydrogen cyclotetrasiloxane treatment is preferable; silicone resin treatments, of which a trimethylsiloxysilicic acid treatment is preferable; pendant treatments which are methods of adding alkyl chains after a vapor-phase silicone treatment; silane coupling agent treatments; titanium coupling agent treatments; silane treatments, of which a treatment by an
  • organopolysiloxane modified at one terminal by a trialkoxy group, an alkylsilane treatment, or an alkylsilazane treatment is preferable; oil agent treatments; N-acylated lysine treatments;
  • polyacrylic acid treatments polyacrylic acid treatments; metallic soap treatments in which a stearic acid salt or a myristic acid salt is preferably used; acrylic resin treatments; metal oxide treatments; MiBrid treatments in which double coating by a liquid surface treatment agent and a soild surface treatment agent is performed; and the like.
  • Multiple treatments described above are preferably performed.
  • the surface of the fine particulate titanium oxide can be coated with a metal oxide such as silicon oxide and alumina, and, thereafter, surface treating using an alkylsilane can be carried out.
  • a total amount of the surface treatment agent is preferably in a range from 0.1 to 50 wt.% (mass%) of the powder.
  • the organic ultraviolet light blocking component is comprised in a hydrophobic polymer powder.
  • the polymer powder may be hollow, and preferably has an average primary particle size in a range from 0.1 to 50 m. Particle size distribution may be broad or sharp.
  • Types of polymer include acrylic resins, methacrylic resins, styrene resins, polyurethane resins, polyethylene, polypropylene, polyethylene terephthalate, silicone resins, nylons, acrylamide resins, and silylated polypeptide resins.
  • a polymer powder comprising from 0.1 to 30 wt.% (mass%) of an organic ultraviolet light blocking component is preferable, and a polymer powder comprising 4-tert-butyl-4'-methoxydibenzoylmethane, which is a UV-A absorber, is particularly preferable.
  • the ultraviolet light blocking component (J) that can be preferably used is at least one selected from the group consisting of fine particulate titanium oxide, fine particle zinc oxide, paramethoxy cinnamic acid 2-ethylhexyl, 4-tert-butyl-4'-methoxydibenzoylmethane, a benzotriazole-based UV absorber, and a
  • UV light blocking components (J) are generally used, are easy to acquire, and have high ultraviolet light blocking effects and, thus can be beneficially used.
  • using both inorganic and organic ultraviolet light blocking components is preferable, and using a UV-A blocking component in combination with a UV-B blocking component is more preferable.
  • the ultraviolet light blocking component (J) can be stably dispersed in the cosmetic composition and the feeling to touch and the storage stability of the entire cosmetic composition can be improved. Therefore, superior UV blocking capacity can be imparted to the cosmetic composition.
  • a total compounded amount of the ultraviolet light blocking component (J) with respect to the entire cosmetic composition is in a range from 0.1 to 40.0 wt.% (mass%), and more preferably in a range from 0.5 to 15.0 wt.% (mass%).
  • the cosmetic composition of the present invention can comprise an oxidation dye (K).
  • oxidation dye products commonly used in oxidation hair colorants, such as oxidative dye precursors, and couplers, can be used as the oxidation dye (K).
  • oxidative dye precursors include
  • phenylenediamines aminophenols, diaminopyridines, and salts thereof such as hydrochloric acid salts, sulfuric acid salts, and the like.
  • phenylenediamines such as p-phenylenediamine, toluene-2,5-diamine, toluene-3,4-diamine, 2,5-diaminoanisole,
  • N,N-dimethyl-p-phenylenediamine 6-methoxy-3-methyl-p-phenylenediamine, N,N-diethyl-2-methyl-p-phenylenediamine, N-ethyl-N-(hydroxyethyl)-p-phenylenediamine, N-(2-hydroxypropyl)-p-phenylenediamine, 2-chloro-6-methyl-p-phenylenediamine,
  • aminophenols such as p-aminophenol, o-aminophenol, 2,4-diaminophenol, 5-amino salicylic acid, 2-methyl-4-aminophenol, 3-methyl-4-aminophenol, 2,6-dimethyl-4-aminophenol,
  • Couplers include resorcin, m-aminophenol, m-phenylenediamine, 2,4-diaminophenoxyethanol,
  • oxidative dye precursors and the couplers described above one type may be used alone or a combination of two or more types may be used. At the least, an oxidative dye precursor is preferably used. Note that, from the perspectives of hair coloring properties and safety such as skin irritation and the like, a compounded amount of the oxidation dye in the composition is preferably about 0.01 to 10 wt.%.
  • a first agent includes an alkalizing agent and the oxidation dye (K) (and preferably also the coupler), and a second agent includes an oxidizing agent.
  • This two part oxidation hair colorant is preferably used so that the first agent and the second agent are typically mixed at a ratio of 1 :5 to 5:1 when used.
  • the cosmetic composition of the present invention can comprise the oxidizing agent described above.
  • a first agent includes an alkalizing agent
  • a second agent includes an oxidizing agent. This two part hair decolorization agent is preferably used so that the first agent and the second agent are typically mixed at a ratio of 1 :5 to 5:1 when used.
  • the cosmetic composition of the present invention can comprise a direct dye (L).
  • the direct dye (L) include nitro dyes, anthoraquinone dyes, acidic dyes, oil-soluble dyes, basic dyes, and the like.
  • the nitro dyes include HC blue 2, HC orange 1 , HC red 1 , HC red 3, HC yellow 2, HC yellow 4, and the like.
  • the anthoraquinone dyes include 1-amino-4-methylaminoanthraquinone, 1 ,4-diaminoanthraquinone, and the like.
  • the acidic dyes include red No. 2, red No.
  • red No. 401 black No. 401 , acid blue 1 , acid blue 3, acid blue 62, acid black 52, acid brown 13, acid green 50, acid orange 6, acid red 14, acid red 35, acid red 73, acid red 184, brilliant black 1 , and the like.
  • oil-soluble dyes include red No. 215, red No. 218, red No. 225, orange No. 201 , orange No. 206, yellow No. 201 , yellow No. 204, green No. 202, purple No. 201 , red No. 501 , red No. 505, orange No. 403, yellow No. 404, yellow No. 405, blue No. 403, and the like; and can be used in, for example, coloring rinses, coloring treatments, and the like.
  • Examples of the basic dyes include basic blue 6, basic blue 7, basic blue 9, basic blue 26, basic blue 41 , basic blue 99, basic brown 4, basic brown 16, basic brown 17, basic green 1 , basic red 2, basic red 12, basic red 22, basic red 51 , basic red 76, basic violet 1 , basic violet 3, basic violet 10, basic violet 14, basic violet 57, basic yellow 57, basic yellow 87, basic orange 31 , and the like.
  • the acidic dyes are preferable, and yellow No. 4, yellow No. 203, yellow No. 403, orange No. 205, green No. 3, green No. 201 , green No. 204, red No. 2, red No. 104, red No. 106, red No. 201 , red No. 227, blue No. 1 , blue No.
  • the direct dyes (L) can be used and, while a compounded amount thereof in the cosmetic composition of the present invention is not particularly limited, the compounded amount is preferably from 0.005 to 5 wt.% (mass%) and more preferably from 0.01 to 2 wt.% (mass%) of the entire weight (mass) of the composition.
  • the cosmetic composition of the present invention can comprise the reducing agent and the oxidizing agent described above.
  • a first agent includes the reducing agent (and preferably an alkalizing agent), and a second agent includes the oxidizing agent.
  • the first agent is used to dissociate the disulfide linkage of the hair and, thereafter, the hair is arranged in the desired style. Then, the second agent is used to regenerate the disulfide linkage of the hair and fix the hair style.
  • the following other components generally used in cosmetic compositions may be added to the cosmetic composition of the present invention, provided that such components do not inhibit the effectiveness of the present invention: organic resins, moisturizing agents, preservatives, antimicrobial agents, perfumes, salts, oxidizers or antioxidants, pH adjusting agents, chelating agents, refreshing agents, anti-inflammatory agents, bioactive components (skin-lightening agents, cell activating agents, agents for ameliorating skin roughness, circulation promoters, astringents, antiseborrheic agents, and the like), vitamins, amino acids, nucleic acids, hormones, clathrates, natural vegetable extract components, seaweed extract components, herbal medicine components, water, volatile solvents, and the like.
  • the other components are not limited to the above.
  • One of the other components may be used alone or an appropriate combination of two or more of the other components may be used. More specifically, these components correspond with the components recited in paragraphs 0100 to 0116 of Japanese Unexamined Patent Application Publication No. 2011-149017. Additionally, it goes without saying that cosmetic composition components and medicament components other than those recited above can be compounded in the cosmetic composition of the present invention.
  • the cosmetic composition (and the emulsion composition) of the present invention may comprise water.
  • the cosmetic composition of the present invention may take the form of an oil-in-water emulsion, a water-in-oil emulsion, or a similar emulsion.
  • the cosmetic composition of the present invention displays superior emulsion stability and sensation during use.
  • Water is free of ingredients that are harmful to the human body and needs only be clean. Examples thereof include tap water, purified water, mineral water, and the like. Additionally, in the cosmetic composition, particularly a cosmetic composition having the form of an emulsion, of the present invention, a compounded amount of the water is preferably from 2 to 98 wt.%
  • the cosmetic composition of the present invention may include light isoparaffin, ethers, LPG, N-methylpyrrolidone, next-generation chlorofluorocarbons, and similar volatile solvents, in addition to the water.
  • the component (A) may be compounded in the cosmetic composition as-is, or may be emulsified beforehand using the water and the surfactant component (C) and compounded as an emulsion. Additionally, in addition to the component (A), the oil agent component (B), or a portion thereof, may be emulsified using the water and the surfactant component (C), and compounded as an emulsion. It is necessary that the form of the emulsion correspond to the form of the cosmetic composition in which it will be compounded. For example, when the cosmetic composition is an oil-in-water emulsion such as a cleansing cosmetic composition, the emulsion can be compounded as-is by preparing it as an oil-in-water emulsion.
  • the surfactant component (C) used in the preparation of the emulsion of the component (A) is preferably selected appropriately.
  • Multiple surfactant components (C) may be combined.
  • surfactants with different properties such as an ionic surfactant and a nonionic surfactant, or the like, can be combined for the purpose of ensuring the stability of the emulsion.
  • the form of the emulsion is not limited to oil-in-water emulsions and water-in-oil emulsions, and may be a multi-layer emulsion or a micro-emulsion. Note that the form of the emulsion (oil-in-water or water-in-oil) and the particle diameter of the emulsion can be appropriately selected and adjusted depending on the type of cosmetic composition desired.
  • a dispersion phase of the cosmetic composition is a particulate phase in which the component (A) or the component (A) and the oil agent (B) are emulsified using the surfactant component (C).
  • the average diameter of the particles can be measured using a known measurement device employing a laser diffraction/scattering method or the like.
  • the oil-in-water emulsion cosmetic composition may be a transparent micro-emulsion in which the measured average diameter of the dispersion phase is not more than 0.1 ⁇ , or may be a large particulate white turbid emulsion in which the average diameter is more than 4 ⁇
  • the emulsion particles may be micronized for the purpose of improving the stability and transparency of the appearance of the emulsion.
  • An emulsion having a particle diameter from 0.5 to 20 ⁇ can be selected, and is particularly preferable for the purpose of improving sensation during use and adhesion characteristics to hair and skin. For example, when a micro-emulsion is used, stability will improve and, when the cosmetic compound is a cleansing cosmetic composition, lathering characteristics will improve.
  • the general particle diameter is from submicron to 4 ⁇ , general use characteristics will be superior, the balance between formulating benefits and stability will be excellent, and preparation will be easy. Additionally, when the particle diameter is large, that is, a few microns or more (e.g. from 4 to 5 ⁇ ), improvements in sensation during use and adhesion to hair can be expected.
  • the cosmetic composition (and the emulsion composition) of the present invention having the form of an oil-in-water emulsion or a water-in-oil emulsion can be produced by blending the components of the cosmetic composition by means of mechanical forces using an apparatus such as a homomixer, a paddle mixer, a Henschel mixer, a homo-disper, a colloid mill, a propeller stirrer, a homogenizer, an in-line continuous emulsifier, an ultrasonic emulsifier, or a vacuum kneader, or the like.
  • an apparatus such as a homomixer, a paddle mixer, a Henschel mixer, a homo-disper, a colloid mill, a propeller stirrer, a homogenizer, an in-line continuous emulsifier, an ultrasonic emulsifier, or a vacuum kneader, or the like.
  • the cosmetic composition of the present invention that is in the form of an emulsion essentially includes the component (A), and the dispersion phase thereof has superior dispersion stability.
  • the cosmetic composition of the present invention has excellent stability over time, a uniform appearance, and superior sensation during use.
  • the cosmetic composition of the present invention can be advantageously used as a hair cosmetic composition.
  • hair cosmetic composition of the present invention include all uses as a cosmetic composition to be applied to hair and, as described above, can be particularly advantageously used as a hair cleansing cosmetic composition, a hair conditioning cosmetic composition, a hair styling cosmetic composition, and a hair coloring cosmetic composition.
  • Hair cleansing cosmetic compositions are cleansing agents used for the purpose of cleaning the hair or the scalp and the features thereof are diverse. In addition to the fundamental feature of cleansing, hair cleansing cosmetic compositions may have conditioning effects, dandruff prevention effects, and other secondary features. Specific examples of hair cleansing cosmetic compositions include shampoos, conditioning shampoos, dandruff shampoos, and the like.
  • Hair conditioning cosmetic compositions are hair cosmetic compositions that have features such as concealing and repairing hair damage, protecting damaged hair itself, and preventing damage to the hair. Hair conditioning cosmetic compositions may be used immediately following hair cleansing, or after drying the hair. Specific examples of hair conditioning cosmetic compositions include rinses, rinse-in shampoos, hair conditioners, hair creams, hair treatments, and the like.
  • Hair styling cosmetic compositions are cosmetic compositions used for the purpose of finishing hair and are divided into two main categories of those focused on the immobilization and hair dressing/setting of the hair, and those focused on improving the luster, feeling to touch, texture, workability, and the like of the hair. Due to progression in imparting multiple features and advanced features to cosmetic compositions, there are also cosmetic compositions that have the features of both categories and, in some cases, functionally overlap with the hair conditioning cosmetic compositions described above. Specific examples of the hair styling cosmetic compositions include hair foams, hair sprays, hair styling lotions, hair gels, hair liquids, hair oils, hair waxes, hair blows, and the like.
  • More specific examples include hair mists, super hard mousses, super hard gels, super hard sprays, hard mousses, hard gels, hard sprays, soft sprays, soft mousses, soft gels, blowing lotions, straightening lotions, straightening mousses, waters, pomades, hair liquids, wet gels, hair waxes, hair creams, hair milks, wavy mousses, styling essences, and the like.
  • Hair coloring cosmetic compositions act either physically or chemically on the surface of the hair to temporarily, semi-permanently, or permanently color the hair. Examples thereof include coloring sprays, coloring sticks, hair manicures, coloring lotions, glossy sprays, manicuring sprays, and the like.
  • the hair cosmetic composition of the present invention can optionally comprise any combination of all of the components, provided that the component (A) is comprised.
  • the hair cosmetic composition of the present invention can comprise any combination of the components (B) to (M) below along with the component (A).
  • (M) Organic resin, moisturizing agent, preservative, antimicrobial agent, perfume, salt, oxidizer or antioxidant, pH adjusting agent, chelating agent, refreshing agent, anti-inflammatory agent, bioactive component (skin-lightening agent, cell activating agent, agent for ameliorating skin roughness, circulation promoter, astringent, antiseborrheic agent, and the like), vitamins, amino acids, nucleic acid, hormone, clathrate, water, volatile solvent, or the like
  • hair cosmetic composition of the present invention generally comprises water.
  • a hair cleansing cosmetic composition comprises the following as exemplary compounding components: the component (A), the oil agent (B) as a conditioning agent, the water-soluble polymer (E) also as a
  • the surfactant (C) as a foaming/cleansing base agent
  • the alcohol (D) as a moisturizing/stabilizing agent
  • water a pH adjusting agent
  • a preservative and similar other components (M).
  • the anionic surfactant (C1) is used, and it is more preferable that a combination of the anionic surfactant (C1 ) and one or more of the nonionic surfactant (C3) and the amphoteric surfactant (C4) is used.
  • organo-modified silicones an ester oil, a lanolin derivative, and a higher alcohol can be used preferably as the oil agent (B).
  • the amino-modified silicone is preferably selected, and the amino equivalent weight and the like of the modified silicone can be designed as deemed appropriate.
  • the cationic water-soluble polymer (E1) is preferably selected from the perspective of conditioning effects.
  • a combination of the component (A), the anionic surfactant (C1), and the cationic water-soluble polymer (E1) is advantageous because latherability and the feel of the lather will be superior, cleansing characteristics will be superior, and when the hair is wet after cleansing and when the hair is dry, smooth passability of the fingers through the hair, without a feeling of sticking/squeaking, can be imparted.
  • a polyether-modified silicone for the purpose of imparting smooth passability of the fingers through the hair, a polyether-modified silicone, a straight chain block ABn-type polyether-modified silicone, a straight chain block ABn-type amino polyether-modified silicone, or similar polyether-modified ⁇ silicone that is a water-soluble or nonionic surfactant is preferably compounded.
  • a hair conditioning cosmetic composition comprises the following as exemplary compounding components: the component (A), the oil agent (B) and particularly the higher alcohol (B2-1), the surfactant (C), the alcohol (D), the water-soluble polymer (E) (e.g. as thickening agent of the water system), and also water, a pH adjusting agent, a preservative, and similar other components (M).
  • the cationic surfactant (C2) is preferably used as an essential component, and alkyltrimethylammonium chloride or a similar quaternary ammonium salt or diethylaminoethylamide stearate or a similar alkyl amidoamine is particularly preferable. Additionally, one or two or more types selected from a
  • dimethylpolysiloxane an amino-modified silicone, and similar organo-modified silicones, an ester oil, a lanolin derivative, and a higher alcohol can be used preferably as the oil agent (B).
  • the higher alcohol is particularly preferable from the perspective of forming an a-gel with the surfactant.
  • dimethylpolysiloxane with a high degree of polymerization is more preferable.
  • a silicone with a high degree of polymerization that is a silicone gum is particularly preferable.
  • the amino equivalent weight and the like of the modified silicone can be designed as deemed appropriate.
  • the water-soluble polymer (E) may be preferably compounded.
  • the component (E) is preferably a water-soluble polymer other than the cationic water-soluble polymer, and, from the perspective of conditioning effects, is particularly preferably a guar gum or similar natural water-soluble polymer, hydroxyethylcellulose or a similar semisynthetic water-soluble polymer.
  • the hair conditioning cosmetic composition can provide smooth passability of the fingers through the hair, without a feeling of sticking/squeaking both when the hair is wet after cleansing and when the hair is dry; and smooth combability and touch and a luxurious feeling to touch when dry.
  • the hair will be free of unpleasant stickiness and the hair can be provided with a soft sense of being gathered.
  • these effects will have superior durability.
  • a hair styling cosmetic composition comprises the following as exemplary compounding components: the component (A), the oil agent (B), the surfactant (C), and the water-soluble polymer (E).
  • the hair styling cosmetic composition of the present invention is not particularly limited and may have an oil-based raw material as the base material, or may have an aqueous raw material as the base material (i.e. may have the water (M) as the carrier).
  • Including an oil agent as the component (B) is preferable with the hair styling cosmetic composition of the present invention and, depending on the form selected from liquid, cream-like, solid, paste-like, gel-like, mousse-like, and spray-like forms, the formulation and compounded components are determined.
  • a combination of a high viscosity oil agent (B) exhibiting a wax-like or gum-like form at room temperature (25°C) and a liquid oil agent (B) that is a liquid at room temperature is preferable; and a combination of a high viscosity oil agent with a viscosity at room temperature of not less than 5,000 mPa*s (more preferably from 10,000 mPa-s to being a solid) and a low viscosity oil agent having a viscosity at room temperature of less than 5,000 mPa « s (more preferably from 0.65 to 3,000 mPa « s) is particularly preferable. Additionally, a combination of a polyvinylpyrrolidone, a carboxyvinyl polymer, or a similar vinyl-based polymer and another water-soluble polymer is preferable as the component (E).
  • a hair coloring cosmetic composition comprises the component (A) and at least one hair coloring component selected from the oxidation dye (K) and the direct dye (L).
  • combining the component (A) with these hair coloring components is advantageous because stability and the dispersibility of the hair coloring components can be improved, color retention on the hair and color development can be improved, and color variation can be eliminated. Therefore, the hair can be beautifully dyed.
  • using the direct dye (L) is advantageous because rinsing can be performed in a relatively easy manner.
  • the form of the cosmetic composition of the present invention is not particularly limited and in addition to an emulsion, can be in a liquid, cream-like, solid, paste-like, gel-like, powder-like, multi-layer, mousse-like, spray-like, or sheet-like form.
  • the organopolysiloxane 1 had a yellow vaseline form, and had a viscosity (at 25°C) of not less than 750,000 mPa-s, a melting point of about 55°C, and an N% of 1.14%.
  • Hair conditioners of Practical Example 2 and Comparative Examples 1 and 2 having the component formulations shown in Table 1 were prepared using the organopolysiloxane 1 obtained in Practical Example 1 , a known amino-modified organopolysiloxane (FZ-4671 (32% emulsion of the amino-modified organopolysiloxane)), and a known (gum-like)
  • organopolysiloxane having a high degree of polymerization (a solution in which SGM36 and a decamethyl pentacyclosiloxane (D5) are mixed at a weight (mass) ratio of 2:8).
  • SGM36 and a decamethyl pentacyclosiloxane (D5) are mixed at a weight (mass) ratio of 2:8.
  • the cosmetic characteristics of each of the compositions were evaluated. Note that the numbers in Table 1 represent parts by weight (mass).
  • Component Nos. 1 to 4 and 9 to 11 were introduced into a 200 ml beaker and heated and dissolved at 80°C while mixing using a propeller mixer.
  • the conditioning effects after drying were evaluated as the usage benefits when dry.
  • Each panelist was made to answer a questionnaire in which each criterion was scored on a scale of 1 to 5, with 1 being inferior, 5 being superior, and 2, 3, and 4 being mid-range scores. The scores were averaged and recorded as the evaluation results for sensation during use. The evaluation results are shown in Table 2.
  • Comparative Example 1 where a silicone having only amino groups and not having long chain amide groups was used, while smoothness was superior, luxuriousness, particularly that after drying, was inferior. Additionally, with Comparative Example 2 where a silicone having neither amino groups nor long chain hydrocarbon groups was used, smoothness, softness, and sliding when applying were inferior.
  • polyoxyethylene tridecyl ether Noigen TDS-50, HLB 10.5, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.
  • 3 parts by weight (mass) of a polyoxyethylene tridecyl ether Noigen TDS-120, HLB 14.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.
  • the continuous phase was identified as an aqueous phase due to electrical conductivity.
  • a milky cream-like oil-in-water emulsion was obtained.
  • a hair conditioner of Practical Example 4 was prepared having the formulation shown in Table 3, and the cosmetic characteristics thereof were functionally evaluated according to the Evaluation Criteria described above. Note that the numbers in Table 3 represent parts by weight (mass).
  • the hair conditioner of Practical Example 4 had a smooth feeling to touch when applying and was easy to spread. Additionally, strength and body were felt even while maintaining sliding smoothness when rinsing. Furthermore, after drying, smoothness and luxuriousness were felt and a silky feeling to touch could be felt.
  • Component Nos. 1 to 4 were introduced into a 200 ml beaker and heated and dissolved at 80°C while mixing using a propeller mixer.
  • the organopolysiioxane 1 may be replaced by a different modified silicone according to the present invention (e.g. a product having a degree of polymerization longer than that of the siloxane backbone of the organopolysiioxane 1 , a product having more or less amino-containing groups, a product in which the modified content of the long chain alkyl groups is increased or decreased, and the like). Additionally, the organopolysiioxane 1 may be replaced by a mixture of two or more modified silicones according to the present invention.
  • Formulation Example 1 (shampoo): The numbers following each component name represent parts by weight (mass).
  • Step 1 Heat components 1 to 4, mix and dissolve.
  • Step 2 Add components 5 to 7 to the composition obtained in Step 1.
  • Step 3 Cool the composition obtained in Step 2, and add components 8 to 12. Note that component 13 is added as necessary to adjust the pH.
  • Step 2 a dimethyl silicone, a dimethylpolysiloxane (dimethiconol) capped at both molecular terminals with dimethyl silanol groups, a phenyl-modified silicone, an amino-modified silicone, an amino/polyether co-modified silicone, a straight chain block ABn-type polyether-modified silicone, a straight chain block ABn-type amino polyether-modified silicone, or similar emulsion, an aqueous dispersion of silicone elastomer powder, and/or a polyether-modified silicone or similar water-soluble silicone oil, or the like.
  • a dimethyl silicone a dimethylpolysiloxane (dimethiconol) capped at both molecular terminals with dimethyl silanol groups
  • a phenyl-modified silicone an amino-modified silicone, an amino/polyether co-modified silicone, a straight chain block ABn-type polyether-modified silicone, a straight chain block
  • Formulation Example 2 (conditioner): The numbers following each component name represent parts by weight (mass).
  • Citric acid q.s. *1 An O/W emulsion obtained by mixing the organopolysiloxane 1 and dimethylpolysiloxane (6 cSt) at a 1/4 weight ratio, and then emulsifying so that the solid content is 25 wt.%.
  • Step 1 Heat components 1 to 5, mix and dissolve.
  • Step 2 Heat components 6 to 7, mix and dissolve.
  • Step 3 Add the composition obtained in Step 2 to the composition obtained in Step , and emulsify.
  • Step 4 Cool the composition obtained in Step 3, and add components 8 to 10. Note that component 11 is added as necessary.
  • a dimethyl silicone, a dimethylpolysiloxane (dimethiconol) capped at both molecular terminals with dimethyl silanol groups a phenyl-modified silicone, an amino-modified silicone, an amino/polyether co-modified silicone, a straight chain block ABn-type polyether-modified silicone, a straight chain block ABn-type amino polyether-modified silicone, or similar emulsion, an aqueous dispersion of silicone elastomer powder, and/or a polyether-modified silicone or similar water-soluble silicone oil, or the like.
  • Formulation Example 3 (rinse-type hair treatment): The numbers following each component name represent parts by weight (mass).
  • Step 1 Heat components 1 to 8, mix and dissolve.
  • Step 2 Heat components 9 to 11 , mix and dissolve.
  • Step 3 Add the composition obtained in Step 2 to the composition obtained in Step 1 , and emulsify.
  • Step 4 Cool the composition obtained in Step 3, and add components 12 to 19.
  • Formulation Example 4 (leave on-type hair treatment): The numbers following each component name represent parts by weight (mass).
  • Step 1 Heat components 1 to 8, mix and dissolve.
  • Step 2 Heat components 9 to 11 , mix and dissolve.
  • Step 3 Add the composition obtained in Step 2 to the composition obtained in Step 1 , and emulsify.
  • Step 4 Cool the composition obtained in Step 3, and add components 12 to 20.
  • Formulation Example 5 (hair color: oxidation type): The numbers following each component name represent parts by weight (mass).
  • Step 1 Heat components 1 to 7, mix and dissolve.
  • Step 2 Heat components 8 to 15, mix and dissolve.
  • Step 3 Add the composition obtained in Step 1 to the composition obtained in Step 2, and emulsify.
  • Step 4 Add components 16 to 18 sequentially to the composition obtained in Step 3.
  • Step 1 Heat component 1 and dissolve.
  • Step 2 Heat components 2 to 6, mix and dissolve.
  • Step 3 Add the component obtained in Step 1 to the composition obtained in Step 2, and emulsify.
  • Step 4 Cool the composition obtained in Step 3, and add component 7 and, if necessary component 8.

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Abstract

Le problème décrit par la présente invention est d'obtenir une silicone modifiée capable de conférer aux cheveux des caractéristiques cosmétiques telles que brillance, douceur, aspect lisse et ainsi de suite, de façon bien équilibrée, lorsqu'elle est utilisée en tant que composant d'une composition cosmétique à usage capillaire. La solution selon l'invention consiste à utiliser un organopolysiloxane doublement modifié comportant un groupement amine et un site hydrocarboné spécifique à longue chaîne au niveau du site amide, de préférence un groupe hydrocarboné spécifique à longue chaîne correspondant à un organopolysiloxane doublement modifié à longue chaîne principale de silicone dépourvue de groupe fonctionnel.
PCT/JP2012/078269 2011-10-31 2012-10-25 Copolymère de silicone amino-modifiée et de silicone amido-modifiée à longue chaîne et ses utilisations WO2013065766A1 (fr)

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WO2017129234A1 (fr) * 2016-01-27 2017-08-03 Kao Germany Gmbh Composition de réduction des pointes de cheveux fourchues, utilisations et procédés de celle-ci
CN111032786A (zh) * 2017-07-24 2020-04-17 陶氏东丽株式会社 水包油型乳液组合物、其制造方法及其用途
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