WO2009059455A1 - Composition cosmétique capillaire - Google Patents

Composition cosmétique capillaire Download PDF

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Publication number
WO2009059455A1
WO2009059455A1 PCT/CN2007/003144 CN2007003144W WO2009059455A1 WO 2009059455 A1 WO2009059455 A1 WO 2009059455A1 CN 2007003144 W CN2007003144 W CN 2007003144W WO 2009059455 A1 WO2009059455 A1 WO 2009059455A1
Authority
WO
WIPO (PCT)
Prior art keywords
cosmetic composition
hair
hair cosmetic
component
silicone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/CN2007/003144
Other languages
English (en)
Inventor
Lu Wang
Hiroki Mizushima
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to PCT/CN2007/003144 priority Critical patent/WO2009059455A1/fr
Priority to CN2007801014315A priority patent/CN101848697B/zh
Publication of WO2009059455A1 publication Critical patent/WO2009059455A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • the present invention relates to silicone containing hair cosmetic compositions, particularly amino-functional silicone containing hair cosmetic compositions, which can improve smoothness and the feeling of softness of the hair.
  • the present invention provides a hair cosmetic composition containing, (a) any one or more of the compounds represented by the following formula (1), 0. l ⁇ 2.0wt.%,
  • R represents any one or more of hydrocarbon groups from Cj 3 H 27 to Cj 5 H 3I , and 75% of Z represents a group -CH 2 CH(OH)CH 2 OH and the remaining portion represents a hydrogen atom, m is 25 to 1000, and n is 0.1 to 200);
  • the present invention also provides a method for producing the hair cosmetic composition of the invention, having the following steps in the following sequence: (1) mixing (b) ester oil, (c) cationic surfactant and (d) fatty alcohol, (2) adding (f) silicone which is not amino-functional silicone to the mixture obtained after said step (1), (3) adding said Component (a) to the mixture obtained after said step (2).
  • the present invention also provides a method for producing the hair cosmetic composition of the invention, having the following steps in the following sequence: (1) mixing (c) cationic surfactant and (d) fatty alcohol, (2) adding said Component (a) and (b) ester oil to the mixture obtained after said step (1), (3) adding (f) silicone which is not amino-functional silicone to the mixture obtained after said step (2).
  • the present invention also provides a hair conditioner containing the hair cosmetic composition of the invention.
  • the present invention also provides a hair treatment containing the hair cosmetic composition of the invention.
  • the present invention relates to hair cosmetic compositions providing improved smoothness and a feeling of softness to the hair during rinsing and after the drying process, and good damage-care effect to the hair.
  • the present inventors have found that a hair cosmetic composition satisfying the above-described demand can be realized by using in combination a specific type of amino-functional silicone and ester oil under a specific weight ratio therebetween.
  • the hair cosmetic composition of the present invention contains as Component (a) any one or more of the compounds represented by the following formula (1),
  • R represents any one or more of hydrocarbon groups from C 1 3H 27 to C 1 5H 31 , and 75% of Z represents a group -CH 2 CH(OH)CH 2 OH and the remaining portion represents a hydrogen atom, m is 25 to 1000, and n is 0.1 to 200).
  • Component (a) two or more of these compounds may be used in combination and the amount thereof is from 0.1 to 2.0 wt.% in the cosmetic composition of the present invention.
  • the amount is preferably from 0.3 to 1.0 wt.%.
  • the hair cosmetic composition of the present invention contains as Component (b) ester oil.
  • Component (b) include isopropyl palmitate, isopropyl myristate, octyldodecyl myristate, hexyl laurate, cetyl lactate, propylene glycol monostearate, oleyl oleate, hexadecyl 2-ethylhexanoate, isononyl isononanoate, and tridecyl isononaoate.
  • isopropyl palmitate is preferable from the viewpoints of good compatibility with Component (a) and of increasing smoothness and feeling of softness of the hair.
  • Component (b) two or more of the above mentioned compounds may be used in combination and the amount thereof is from 0.1 to 3.0 wt.% in the cosmetic composition of the present invention.
  • the smoothness and softness of the hair during rinsing, and smoothness and softness after drying it is preferably from 0.5 to 1.5 wt.%.
  • the ratio (b)/(a) by weight is from 0.05 to 30, and preferably from 0.5 to 5.0.
  • the hair cosmetic composition of the present invention contains as Component (c) a cationic surfactant.
  • Component (c) include quaternary ammonium salt type cationic surfactants.
  • Examples of the quaternary ammonium salt type cationic surfactant include the following compounds (i) to (vi).
  • R 1 represents a C 12 - 22 alkyl group and X ⁇ represents a halide ion (chloride ion or bromide ion) or an alkyl sulfate ion having 1 or 2 carbon atoms).
  • Alkoxytrimethylammonium salts Usable are, for example, compounds represented by the following formula:
  • Alkoxydimethylamines (and Salts Thereof) Usable are, for example, those represented by the following formula:
  • R s represents an alkyl group having from 11 to 21 carbon atoms and R 9 has the same meaning as described above
  • Examples of the cationic surfactants other than those described above in (i) to (vi) include lanolin fatty acid aminopropylethyldimethylammonium ethyl sulfate (ethyl sulfate salt of alkanoyl aminopropyldimethylethylammonium, the alkanoyl group is derived from lanolin), lanolin fatty acid aminoethyltriethylammonium ethyl sulfate, lanolin fatty acid aminopropyltriethylammonium ethyl sulfate, lanolin fatty acid aminoethyltrimethylammonium methyl sulfate, lanolin fatty acid aminopropylethyldimethylammonium methyl sulfate, isoalkanoic acid (C 14 -C 2 0) aminopropylethyldimethylammonium ethyl sulfate, isoalkan
  • the smoothness and feeling of softness can be further increased by adding the cationic surfactant.
  • stearoxypropyl dimethylamine, stearamidopropyl dimethylamine, cetrimonium chloride, and steartrimonium chloride are preferred.
  • two or more of the above mentioned compounds may be used in combination and the amount thereof is from 1 to 7 wt.% in the cosmetic composition of the present invention. From the viewpoints of increasing smoothness and softness of the hair during rinsing, smoothness and softness after drying, it is preferably from 2 to 5 wt.%.
  • the hair cosmetic composition of the present invention contains Component (d) fatty alcohol.
  • Component (d) fatty alcohol is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
  • Representative fatty alcohols have from 14 to 22 carbon atoms, more preferably from 16 to 22.
  • suitable fatty alcohols include myristyl alcohol, cetearyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol and the like.
  • Preferable examples are cetearyl alcohol, stearyl alcohol and cetyl alcohol.
  • two or more of the above mentioned compounds may be used in combination and the amount thereof is from 4 to 15 wt.%, preferably 5 to 10 wt.%, in the cosmetic composition of the present invention.
  • the hair cosmetic composition of the present invention may also contain a Component (e) nonionic polymer.
  • Nonionic polymers useful herein include cellulose derivatives, hydrophobically modified cellulose derivatives, ethylene oxide polymers, and ethylene oxide/propylene oxide based polymers.
  • Suitable nonionic polymers are cellulose derivatives including methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, cetyl hydroxyethyl cellulose.
  • Other suitable nonionic polymers are guar gum and the like.
  • the hair cosmetic composition of the present invention may also contain a
  • Component (f) silicone which is not amino-functional silicone.
  • silicone which is not amino-functional silicone examples include dimethylpolysiloxanes, polyether modified silicones, methylphenylpolysiloxane, fatty acid modified silicones, alcohol modified silicones, alkoxy modified silicones, epoxy modified silicones, fluorine modified silicones, cyclic silicones and alkyl modified silicones.
  • the amount of the silicones in the hair cosmetic composition of the present invention is preferably from 0.1 to 10 wt. %, more preferably from 0.3 to 3 wt. % from the viewpoints of increasing smoothness and feeling of softness of the hair during rinsing and after drying.
  • the hair cosmetic composition of the present invention may further contain, according to the purpose of use, components ordinarily employed for hair cosmetic compositions.
  • Examples include pH adjusters such as lactic acid and malic acid; viscosity modifiers; polyols such as glycerine and polypropylene glycol; nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, polyoxyethylene hydrogenated castor oils, sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid alkanolamides, and alkyl glycosides; vitamin preparations; bactericides; anti- inflammatory agents; antiseptics; chelating agents; humectants such as panthenol; colorants such as dyes and pigments; extracts such as extract of Eucalyptus in a polar solvent, protein available from a pearl or a shell having a pear layer or hydrolysate of the protein, protein available from silk or hydrolysate of the protein, protein-containing extract available from seeds
  • the hair cosmetic composition of the present invention may be a hair detergent composition, a hair conditioning composition or a hair treatment composition, while it is preferable to be a hair conditioning composition or a hair treatment composition.
  • the hair cosmetic composition of the present invention can be applied in hair shampoo, hair rinse, hair conditioner, hair treatment and the like, while it is preferred to apply it in a hair conditioner and hair treatment.
  • the preparation methods of the hair cosmetic composition according to the present invention include the following four methods.
  • the first preparation method has the following steps in the following sequence: (1) mixing (c) cationic surfactant and (d) fatty alcohol in water, (2) adding the above mentioned Component (a) compounds represented by the formula (1) and (b) ester oil to the mixture obtained after the step (1), (3) adding (f) silicone which is not amino-functional silicone to the mixture obtained after the step (2).
  • the hair cosmetic composition prepared by the first preparation method can provide a damage-care effect with a light feeling to the touch which is especially suitable for less damaged hair.
  • the second preparation method for producing the hair cosmetic composition of the present invention has the following steps in the following sequence: (1) mixing (c) cationic surfactant, (d) fatty alcohol and (a) compounds represented by the formula (1) in water, (2) adding (b) ester oil to the mixture obtained after the step (1), (3) adding (f) silicone which is not an amino-functional silicone to the mixture obtained after the step (2).
  • the third preparation method for producing the hair cosmetic composition of the present invention has the following steps in the following sequence: (1) mixing (a) any compound represented by the formula (1), (b) ester oil, (c) cationic surfactant and (d) fatty alcohol in water, (2) adding (f) silicone which is not amino-functional silicone to the mixture obtained after the step
  • the fourth preparation method for producing the hair cosmetic composition of the present invention has the following steps in the following sequence: (1) mixing (b) ester oil, (c) cationic surfactant and (d) fatty alcohol in water, (2) adding (f) silicone which is not an amino-functional silicone to the mixture obtained after the step (1), (3) adding (a) any compound represented by the formula (1) to the mixture obtained after the step (2).
  • the smoothness and feeling of softness of the hair during rinsing and after drying can be improved.
  • the hair cosmetic composition prepared by the fourth preparation method can provide a damage-care effect with a heavier feeling to the touch which is especially suitable for much damaged hair.
  • the first and the fourth preparation methods are preferably effective to prepare hair cosmetics with a more excellent light/smooth and heavy /coated feeling to damaged hair.
  • the hair cosmetic composition, the producing method thereof, the hair conditioner and the hair treatment provided by the present invention the smoothness and feeling of softness of the hair during rinsing and after drying can be improved, and good damage-care effect to the hair can be provided.
  • Hair conditioners having the composition as shown in Tables 1 to 9 were prepared, and their "smoothness”, “softness” and “damage-care effect” were evaluated by the below-described method and criteria. The evaluation results are shown in Table 10.
  • Examples 1 to 4 and Comparative Examples 1 to 3 were prepared by the following steps (corresponding to the above mentioned fourth preparation method).
  • isopropyl palmitate (as (b) ester oil), stearoxypropyl dimethylamine (as (c) cationic surfactant) and stearyl alcohol (as (d) fatty alcohol) with their amounts shown respectively in
  • Examples 5 and Comparative Example 4 were prepared by the following steps (corresponding to the above mentioned first preparation method).
  • a bundle of 20 g (from about 15 to 20 cm) of Asian female hair subjected to cosmetic treatment such as cold waving or bleaching was shampooed.
  • To the resulting hair bundle was applied uniformly 2 g of an hair cosmetic conditioner, followed by rinsing with running water for 30 seconds. After that, the hair bundle was towel dried and blow dried.
  • “smoothness”, “softness” and “damage-care effect” of the hair bundle was organoleptically evaluated by a panel of five experts. The total of their scores is shown in Table 10. Evaluation criteria:
  • the hair conditioners obtained in Example 1 to 5 show better smoothness and feeling of softness during rinsing and after the drying process than those obtained in Comparative Examples.
  • both the hair conditioner prepared by the first preparation method (Example 5) and those prepared by the fourth preparation method (Example 1 ⁇ 4) provide good smoothness and a feeling of softness and a good damage-care effect.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention porte sur une composition cosmétique capillaire contenant (a) l'un quelconque ou plusieurs des composés représentés par la formule suivante (I), 0,1~2,0 % en poids, (b) une huile ester, 0,1~3,0 % en poids, (c) un agent tensioactif cationique, 1~7 % en poids et (d) un alcool gras, 4~15 % en poids, le rapport (b)/(a) en poids étant de 0,05~30. (Formule dans laquelle R représente l'un quelconque ou plusieurs parmi les groupes hydrocarbonés de C13H27 à C15H31, et 75 % de Z représentent un groupe -CH2CH(OH)CH2OH et la partie restante représente un atome d'hydrogène, m vaut 25 à 1 000, n vaut 0,1 à 200).
PCT/CN2007/003144 2007-11-06 2007-11-06 Composition cosmétique capillaire Ceased WO2009059455A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2007/003144 WO2009059455A1 (fr) 2007-11-06 2007-11-06 Composition cosmétique capillaire
CN2007801014315A CN101848697B (zh) 2007-11-06 2007-11-06 毛发化妆品组合物

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2007/003144 WO2009059455A1 (fr) 2007-11-06 2007-11-06 Composition cosmétique capillaire

Publications (1)

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WO2009059455A1 true WO2009059455A1 (fr) 2009-05-14

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PCT/CN2007/003144 Ceased WO2009059455A1 (fr) 2007-11-06 2007-11-06 Composition cosmétique capillaire

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CN (1) CN101848697B (fr)
WO (1) WO2009059455A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2335678A1 (fr) * 2009-12-18 2011-06-22 KPSS-Kao Professional Salon Services GmbH Composition de conditionnement pour cheveux
WO2012072765A1 (fr) 2010-12-03 2012-06-07 L'oreal Composition cosmétique contenant un silicone non aminé, un ester gras liquide et un silicone aminé, procédé et utilisation
JP2012140358A (ja) * 2010-12-28 2012-07-26 Kao Corp 毛髪化粧料
US20130032165A1 (en) * 2010-04-23 2013-02-07 Kao Germany Gmbh Conditioning composition for keratin fibres and its use
EP3041581B1 (fr) 2013-09-02 2020-04-01 L'oreal Composition de soin capillaire comprenant une aminosilicone, un alcool gras et de l'huile de paraffine
WO2022028809A1 (fr) * 2020-08-03 2022-02-10 L'oreal Composition cosmétique comprenant des tensioactifs anioniques et amphotères, un polymère cationique, au moins 2 % d'alcool gras solide et une silicone aminée particulière ; et procédé
FR3113245A1 (fr) * 2020-08-03 2022-02-11 L'oreal Composition cosmétique comprenant des tensioactifs anioniques et amphotères, un polymère cationique, au moins 2% d’alcool gras solide et une silicone aminée particulière ; et procédé

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060051308A1 (en) * 2002-08-09 2006-03-09 Kao Corporation Hair detergent compositions

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2503838C (fr) * 2003-09-08 2014-08-19 E. I. Du Pont De Nemours And Company Soins et colorants a base de peptides pour les cheveux, la peau et les ongles

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060051308A1 (en) * 2002-08-09 2006-03-09 Kao Corporation Hair detergent compositions

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2335678A1 (fr) * 2009-12-18 2011-06-22 KPSS-Kao Professional Salon Services GmbH Composition de conditionnement pour cheveux
WO2011072858A3 (fr) * 2009-12-18 2011-08-11 Kpss-Kao Professional Salon Services Gmbh Composition de conditionnement capillaire
US9028805B2 (en) 2009-12-18 2015-05-12 Kao Germany Gmbh Conditioning composition for hair
US20130032165A1 (en) * 2010-04-23 2013-02-07 Kao Germany Gmbh Conditioning composition for keratin fibres and its use
US9511008B2 (en) * 2010-04-23 2016-12-06 Kao Germany Gmbh Conditioning composition for keratin fibres and its use
WO2012072765A1 (fr) 2010-12-03 2012-06-07 L'oreal Composition cosmétique contenant un silicone non aminé, un ester gras liquide et un silicone aminé, procédé et utilisation
FR2968209A1 (fr) * 2010-12-03 2012-06-08 Oreal Compositions cosmetiques contenant une silicone non aminee, un ester gras liquide et une silicone aminee, procedes et utilisations
JP2012140358A (ja) * 2010-12-28 2012-07-26 Kao Corp 毛髪化粧料
EP3041581B1 (fr) 2013-09-02 2020-04-01 L'oreal Composition de soin capillaire comprenant une aminosilicone, un alcool gras et de l'huile de paraffine
WO2022028809A1 (fr) * 2020-08-03 2022-02-10 L'oreal Composition cosmétique comprenant des tensioactifs anioniques et amphotères, un polymère cationique, au moins 2 % d'alcool gras solide et une silicone aminée particulière ; et procédé
FR3113245A1 (fr) * 2020-08-03 2022-02-11 L'oreal Composition cosmétique comprenant des tensioactifs anioniques et amphotères, un polymère cationique, au moins 2% d’alcool gras solide et une silicone aminée particulière ; et procédé
FR3113246A1 (fr) * 2020-08-03 2022-02-11 L'oréal Composition cosmétique comprenant des tensioactifs anioniques et amphotères, un polymère cationique, au moins 2% d’alcool gras solide et une silicone aminée particulière ; et procédé

Also Published As

Publication number Publication date
CN101848697B (zh) 2012-05-23
CN101848697A (zh) 2010-09-29

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