CN1130058A - Hair deforming composition - Google Patents

Hair deforming composition Download PDF

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Publication number
CN1130058A
CN1130058A CN 95119162 CN95119162A CN1130058A CN 1130058 A CN1130058 A CN 1130058A CN 95119162 CN95119162 CN 95119162 CN 95119162 A CN95119162 A CN 95119162A CN 1130058 A CN1130058 A CN 1130058A
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acid
hydroxyl
alkyl
straight
substituted
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宫内勇贵
内藤幸雄
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Kao Corp
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Kao Corp
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    • 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
    • A61Q5/04—Preparations for permanent waving or straightening the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362—Polycarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid

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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)
  • Cosmetics (AREA)

Abstract

The invention relates to a hair transformation composition which comprises at least one organic acid selected from caproic acid, pyrrolidone carboxylic acid, benzoic acid, etc., at least one sulfoacid selected from 1-amyl sulfonate, 1-hexane sulfonate, benzenesulfonic acid, o-toluenesulfonic acid, 1- naphthalenesulfonic acid or 2-naphthalenesulfonic acid, 2,7-naphthalene disulfonic acid, etc. and organic solution. The hair transformation composition of the invention is acidic. The hair transformation composition of the invention can straighten curly hair with permanent effect, which does no harm to the hair and shows the function for a long time.

Description

Hair deforming composition
The present invention relates to hair deforming composition, it is moist that this hair deforming composition has good anti-height, can revise hair crimping but to not infringement of hair, and said composition demonstrates permanent action effect and can be used as, for example shampoo or hair-care agent.
With permanent wave solution (long-acting setting lotion) widely as a kind of method of stretching hair crimping, thisly be included in the compositions that will contain Reducing agent such as TGA or cysteine under the alkali condition with the permanent wave solution method and be used for hair, thereby open contained keratic S-S key in the hair, then oxidant such as sodium tetraborate are used for hair so that the S-S chain engages again, so just make the distortion of hair semipermanent ground.
On the other hand, the known method of some temporary transient stretching hair crimping comprises commercially available hair products is used for the method for hair crimping and carries out the method that electricity blows by the cosmetologist.A kind of method of pro-is about to the method that hair products are used for hair crimping, use be Reducing agent and oxidant with faint effect.A kind of electricity blows in the method in the back, by hair dryer the hydrogen bond in the hair is temporarily opened, and other hydrogen bond is forced to again form then.
Make with agent for permanent hair waving in the mechanism of hair fixing, keratic S-S key contained in the hair forms again then once opening again, and so just makes that the keratin in the hair is brittle.When being subjected to since the external physical power that causes such as comb one's hair do the time spent, the fragility hair is easy to be compromised.On the other hand, use hair products can not reach enough stretching effects fully to the hair that curls, because only have limited effect at this used Reducing agent and oxidant.Electricity blows method inconvenient operation at home, and in addition, the hair style of making like this under high humility is changed easily.
Therefore, the purpose of this invention is to provide a kind of moist hair deforming composition of fabulous anti-height that has, use this hair deforming composition to address the above problem, the hair that curls can be deformed but and not suffer damage, and the hair style after the distortion can continue for a long time.
By further investigation, the inventor has been found that, use with the mixture of sulfonic acid and with itself and organic solvent by the organic acid that uses ad hoc structure, these components are penetrated in the hair, can reach the excellent effect that makes hair crimping distortion (shaping performance).We also find under high humility or the after strain effect that repeats to have one's hair wash can not reduce.Realized the present invention based on these discoveries.
Therefore, the invention provides a kind of hair deforming composition, said composition contains that (a) is at least a to be selected from by the organic acid of following formula (a-1) to (a-4) expression and the component of salt thereof, (b) at least a being selected from by the component of the sulfonic acid of following formula (b-1) to (b-3) expression and salt thereof and (c) organic solvent, it is acid that said composition shows: R wherein 1, R 2And R 3Representative independently of one another contains the straight or branched alkyl or aryl of 4-10 carbon atom, and this alkyl or aryl can not be substituted or be replaced by hydroxyl, alkoxyl, acyloxy, carboxyl or amino;
Figure A9511916200102
R wherein 4Representative (1) hydrogen atom, (2) carboxyl, (3)-CONR 7R 8
R wherein 7And R 8Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, or (4) contain the straight or branched alkyl of 1-6 carbon atom, and this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; And R 5And R 6Represent (1) hydrogen atom, (2) carboxyl, (3)-CONR independently of one another 9R 10
R wherein 9And R 10Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 11
R wherein 11Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200111
R wherein 12To R 16Represent (1) hydrogen atom, (2)-CONR independently of one another 17R 18
R wherein 17And R 18Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (3) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (4)-OR 19
R wherein 19Representative contains the straight or branched alkyl of 1-6 carbon atom, and this alkyl can not be substituted or be replaced by hydroxyl; R wherein 20To R 26Represent (1) hydrogen atom, (2) carboxyl, (3)-CONR independently of one another 27R 28
R wherein 27And R 28Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 29
R wherein 29Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl; R wherein 30, R 31And R 32Representative independently of one another contains the straight or branched alkyl or aryl of 1-10 carbon atom, and this alkyl or aryl can not be substituted or be replaced by hydroxyl, alkoxyl, acyloxy, carboxyl or amino;
Figure A9511916200132
R wherein 33To R 37Represent (1) hydrogen atom, (2)-SO independently of one another 3H, (3)-CONR 38R 39
R wherein 38And R 39Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 40
R wherein 40Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200141
R wherein 41To R 47Represent (1) hydrogen atom, (2)-SO independently of one another 3H, (3) carboxyl (4)-CONR 48R 49
R wherein 48And R 49Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (5) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (6)-OR 50
R wherein 50Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl.
The present invention also provides a kind of hair deforming composition, and organic solvent wherein is the organic solvent by following formula (C-1) expression:
Figure A9511916200151
R wherein 51Represent hydrogen atom, methyl or methoxy; R 52And R 53Represent hydrogen atom or hydroxyl separately; P, q and r all represent 0 to 5 integer, but get rid of p=q=r=0 and R 52=R 53Situation, also get rid of p=q=r=0, R 51Be hydrogen atom and R 52It is the situation of hydroxyl.
Being used for organic acid of the present invention (a) is those organic acid of being represented by formula (a-1) to (a-4).In these organic acid, have: caproic acid, sad, enanthic acid, 2-hydroxycaproic acid, 2-Hydroxycaprylic acid, 2-hydroxydecanoic acid, 11-hydroxyl hendecanoic acid, hydroxy new pentane acid, gluconic acid, pantothenic acid, malic acid and tartaric acid by those organic acid examples of formula (a-1) representative; Those organic acid examples by formula (a-2) representative have: the 2-pyrrolidone-5-carboxylic acid; Those organic acid examples by formula (a-3) representative have: benzoic acid, phthalic acid, M-phthalic acid and p-phthalic acid; Those organic acid examples by formula (a-4) representative have: 1-naphthoic acid, 2-naphthoic acid, naphthalenedicarboxylic acid and naphthalene acetic acid.These organic acid preferred example comprise caproic acid, sad, enanthic acid, 2-hydroxycaproic acid, 2-Hydroxycaprylic acid, 2-hydroxydecanoic acid, 11-hydroxyl hendecanoic acid, hydroxy new pentane acid, gluconic acid, pantothenic acid, 2-pyrrolidone-5-carboxylic acid, benzoic acid, phthalic acid, M-phthalic acid, p-phthalic acid, 1-naphthoic acid, 2-naphthoic acid, naphthalenedicarboxylic acid and naphthalene acetic acid.The example of these organic acid salt comprise alkali metal salt, alkali salt, ammonium salt, list-, two-or three-C 1-C 6Alkylammonium salt and single-, two-or three-C 1-C 6Alkanol ammonium salts.That the preferred example of these salt comprises is single-or disodium salt, list-or di-potassium and singly-or di-ammonium salts.Can use a kind of of these organic acid or their salt or their mixture.Preferred use one or more to be selected from following chemical compound: caproic acid, sad, enanthic acid, hydroxy new pentane acid, gluconic acid, pantothenic acid, malic acid, tartaric acid, 2-pyrrolidone-5-carboxylic acid, 1-naphthoic acid and 2-naphthoic acid.In these chemical compounds, the 2-pyrrolidone-5-carboxylic acid is particularly preferred.
Being used for sulfonic acid of the present invention (b) is those sulfonic acid of being represented by formula (b-1) to (b-3).In these sulfonic acid, have by the example of those sulfonic acid of formula (b-1) representative: 1-penta sulfonic acid, the own sulfonic acid of 1-, 1-sulfonic acid in heptan, the hot sulfonic acid of 1-, isethionic acid, 3-hydroxy-propanesulfonic acid, 4-hydroxyl fourth sulfonic acid, 5-hydroxyl penta sulfonic acid, the own sulfonic acid of 6-hydroxyl and 7-hydroxyl sulfonic acid in heptan; Example by those sulfonic acid of formula (b-2) representative has: benzenesulfonic acid, o-toluene sulfonic acid, m-toluene sulfonic acid and p-methyl benzenesulfonic acid; Example by those sulfonic acid of formula (b-3) representative comprises 1-or 2-LOMAR PWA EINECS 246-676-2,2,7-naphthalenedisulfonic acid, 1-5-naphthalenedisulfonic acid, 2,6-naphthalenedisulfonic acid, 1,3,6-naphthalene trisulfonic acid, 1-naphthols-2-sulfonic acid, Neville acid, beta naphthal-6-sulfonic acid, beta naphthal-7-sulfonic acid, 1-naphthols-3,6-disulfonic acid, beta naphthal-6,8-disulfonic acid, 2,3-dihydroxy naphthlene-6-sulfonic acid, 1,7-dihydroxy naphthlene-3-sulfonic acid and 4,5-dihydroxy naphthlene-2, the 7-disulfonic acid.The example of these organic acid salt comprise alkali metal salt, alkali salt, ammonium salt, list-, two-or three-C 1-C 6Alkylammonium salt and single-, two-or three-C 1-C 6Alkanol ammonium salts.That the preferred example of these salt comprises is single-or disodium salt, list-or di-potassium and singly-or di-ammonium salts.Can use a kind of in these organic acid or their salt or their mixture.One or more are selected from the own sulfonic acid of following chemical compound: 1-, 1-sulfonic acid in heptan, isethionic acid, 3-hydroxy-propanesulfonic acid, 4-hydroxyl fourth sulfonic acid, 5-hydroxyl penta sulfonic acid, the own sulfonic acid of 6-hydroxyl, benzenesulfonic acid, p-methyl benzenesulfonic acid, 1 preferred use, 5-naphthalenedisulfonic acid, 2,6-naphthalenedisulfonic acid, 1,3,6-naphthalene trisulfonic acid, 1-naphthols-2-sulfonic acid, Neville acid, beta naphthal-6-sulfonic acid and beta naphthal-7-sulfonic acid.In these chemical compounds, 1-or 2-LOMAR PWA EINECS 246-676-2,1,5-naphthalenedisulfonic acid, 2,6-naphthalenedisulfonic acid and 1,3, the 6-naphthalene trisulfonic acid is particularly preferred.
Owing to there is asymmetric carbon atom, therefore above-mentioned organic acid and sulfonic acid have optical isomer.These optical isomers and racemic modification all can be used for the present invention.
Organic acid or its salt (a) and sulfonic acid or its salt (b) are all preferably with at least 0.1% (weight), more preferably at least 1% (weight), most preferably the amount of 1.0 to 20% (weight) is used for hair deforming composition, because the anti-high wet performance of compositions accesses improvement under this consumption, and can reach permanent effect to the distortion of hair, but not damage hair.Though the present invention to the weight ratio of organic acid or its salt (a) and sulfonic acid or its salt (b) without limits, organic acid or its salt (a) are preferably 10: 1 to 1: 10 with the weight ratio of sulfonic acid or its salt (b).
Organic solvent (c) can be any one, as long as it can make organic acid or its salt (a) and sulfonic acid or its salt (b) penetrate in the hair.For example, those organic solvents by formula (c-1) expression just can use.The example of this organic solvent (c) has: ethanol, isopropyl alcohol, 1-propanol, 1,3 butylene glycol and hexanediol.Can use a kind of in these organic solvents or their mixture, in these solvents, special preferred alcohol and 1-propanol.
Organic solvent (c) is preferably with 5-50% (weight), more preferably 10-40% (weight), most preferably the amount of 20-30% (weight) is used for hair deforming composition, because organic acid or its salt (a) and sulfonic acid or its salt (b) can penetrate hair well under this consumption, and fully reach its effect.
Except said components, hair deforming composition of the present invention can contain the well-known components in the hair products.Can use surfactant to make these components; For example, anion surfactant is as alkylbenzenesulfonate, alkyl ether sulfate, olefine sulfonate, alpha-sulfo fatty acid ester, amino acid series Surfactant, phosphate-based surfactant and sulfosuccinate series of surfactants; Amphoteric surfactant is as sulfonic acid type surfactant, betaine type amphoteric surfactant, alkyl amine oxide and Imidazoline Surfactants; Non-ionic surface active agent; As the ester of polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, alkanolamide and their alkylene oxide adduct, polyhydric alcohol and fatty acid, fatty acid esters of sorbitan and alkyl saccharide series of surfactants; Cation surface activating is as single-or two-linear long chain alkyl ammonium salt and singly-or two-branched linear long chain alkyl ammonium salt.These surfactants can use or mix use separately.
When compositions of the present invention is used with the shampoo form, the preferred mixture that is selected from the amino acid series surfactant in the above-mentioned surfactant, phosphate-based surfactant, sulfo group amber white acid salt series of surfactants, Imidazoline Surfactants and/or alkyl saccharide series of surfactants that uses is because these surfactants have very little zest to skin and hair.
In hair deforming composition, the amount of these surfactants is preferably 0.01-40.0% (weight), more preferably 0.5-20.0% (weight).
Hair deforming composition also can contain cationic polymer so that improve hair and the skin texture of skin.Can use the cellulose derivative of cationization, the starch of cationization, guar gum derivatives, the non-mixture of diallyl quaternary ammonium salt/acrylamide, quaternised polyvinylpyrrolidone derivant and the Polyethylene Glycol/polyamide condensation substance of cationization as cationic polymer.Can use a kind of in these polymer or their mixture.
The special example of these cationic polymers comprises that molecular weight is about 100,000 to 3,000, the cellulose of 000 cationization, about 0.01 to 1 the cationic starch of cationization degree, cationization degree are about 0.01 to 1 positive ionization guar gum (for example, the Jaguar of Rhone-Poulenc production ), molecular weight is 30,000 to 2,000, diallyl quaternary ammonium salt/acrylamide copolymer of 000, quaternized polyvinylpyrrolidone derivant such as molecular weight are 10,000 to 2,000,000 and in the vinyl polymerization object, contain the quaternized polyvinylpyrrolidone/methacrylate copolymer of dimethylaminoethyl of 1.8-2.4% cationic nitrogen, Polyethylene Glycol/polyamine condensation substance with 6-20 carbon atom alkyl, adipic acid/dimethylamino hydroxypropyl diethylenetriamines copolymer (for example, the Cartaretine that Sandoz produces) with (14 pages of JP-A-53-139734, upper left hurdle, 18 walk to 33 pages, the hurdle, lower-left, 2 row) and (8 pages of JP-A-60-36407, upper right hurdle, 17 walk to 10 pages, upper right hurdle, 6 row) (term used herein " JP-A " is meant " examining disclosed Japanese patent application ") middle cationic polymer of describing.
The consumption of cationic polymer in hair deforming composition is preferably 0.05-20.0% (weight), more preferably 0.1-10.0% (weight).
In order further to improve the skin texture of hair or skin, hair deforming composition can contain silicone derivative.The example of silicone derivative has: the siloxanes of dimethyl polysiloxane, methyl phenyl silicone, amino modified siloxanes, pure modification, fatty alcohol modified siloxanes, polyether-modified siloxanes, epoxide modified siloxanes, siloxanes, cyclosiloxane and the alkyl-modified siloxanes of fluorine modification.Can use a kind of in these silicone derivatives or their mixture.In addition, these silicone derivatives can use with the form of latex compound, this latex compound is according to JP-B-56-38609 (page 1, the hurdle, bottom right, 10 walk to page 2, upper left hurdle, 11 row) method of describing in (term used herein " JP-B " is meant " examination back disclosed Japan Patent ") makes by emulsion polymerisation.
In these silicone derivatives, particularly preferably be the degree of polymerization and be 500 or higher dimethyl polysiloxane, polyether-modified siloxanes, amino modified siloxanes and cyclosiloxane, because use these silicone derivatives can make hair that good sense of touch is arranged.
The consumption of silicone derivative in hair deforming composition is preferably 0.01-20.0% (weight), more preferably 0.05-10.0% (weight).
In addition, as long as purpose of the present invention can not be adversely affected, hair deforming composition of the present invention can contain other employed component in hair products usually.The example of these components comprises the contact improver, as has chain length and be longer than the salt of lauric higher fatty acids, alkyl amine oxide, Marlamid, squalane, lanoline, α-single iso stearyl glyceryl ether and cholesterol sulfuric acid; Wetting agent such as urea; Viscosity modifier is as methylcellulose, CVP Carbopol ETD2050, hydroxyethyl-cellulose and polyoxyethylene glycol distearate; Pearling agent; Spice; Coloring agent; UV absorbers; Antioxidant; Antiseptic such as trichloro hydroxyl diphenyl ether and neko, antiinflammatory are as dipotaccium glycyrrhizate and tocopheryl acetate; Dandruff removing agent is as pyrithione zinc and Octopirox; Antiseptic is as methyl butex and oxybenzene butyl formate; And chelating agen, as the aminopolycarboxylic derivant of ethylenediaminetetraacetic acid.
Hair deforming composition of the present invention can be made arbitrary form without restriction, aqueous solution for example, alcoholic solution, emulsion, suspension, gel, liquid crystal or aerosol.It is suitable as, for example, and shampoo, purificant, hair-care agent, conditioner, foaming agent, foamed glue, lotion or hair cream.
It is acid that hair deforming composition of the present invention shows.Available PH regulator (acid or alkali) is adjusted to 2 to less than 7 with the pH value of hair deforming composition, and more preferably 2.5 to 6.When the pH value of hair deforming composition of the present invention was in neutrality or alkaline range, it revised the performance of hair crimping, anti-high permanent, effect moist and distortion all can reduce.
Hair deforming composition of the present invention has fabulous effect to stretching hair crimping, but can not damage hair.After hair was in a single day stretching, the straight degree of hair crimping can not change, and hair is in the high humidity environment, and perhaps shampoo can not change its straight degree yet.That is to say that hair deforming composition of the present invention also has the good moist and permanent effect of anti-height.
Following example is in order further to illustrate in greater detail the present invention, rather than limits the invention.
Embodiment 1 to 10 and comparative example 1 to 5
Comprise the hair deforming composition of listed component in the table 1 with the conventional method preparation, and estimate the performance of each product with following method.Evaluation result is also listed in the table 1.(hair crimping stretching)
Never 20 hair crimping (15cm) of using the Japanese women of agent for permanent hair waving are bundled into a branch of, and every kind of compositions are used for this bundle hair.Be heated to 40 ℃ after 1 hour, with tap water rinsing bundle of hair and dry.Stretching according to following index evaluation then degree.
⊙: fine.
Zero: good.
△: medium.
*: poor.(anti-high moist)
Be same as estimate hair crimping stretching in used method treatment of hair bundle, then bundle of hair is placed relative humidity to transfer to 90% environment 1 hour.Afterwards bundle of hair is taken out and is measured the stretching degree of hair crimping from above-mentioned environment.According to following index evaluation moisture resistance (in above-mentioned environment before the treatment of hair and the situation of change of hair state afterwards)
⊙: fine.
Zero: good.
△: medium.
*: poor.(anti-shampoo)
Be same as estimate hair crimping stretching in used method treatment of hair bundle, have one's hair wash with commercially available shampoo then.After treating the bundle of hair natural drying, measure the stretching degree of hair crimping.According to the anti-shampoo of following index evaluation (before and the situation of change of hair state) afterwards with shampoo.
⊙: fine.
Zero: good.
△: medium.
*: poor.
Table 1
Example composition performance 123456789 10 11 components (a) 0.1 0.1 1.0 1.0 1.0 5.0 5.0 10 10 5.0 5.0
Benzoic acid component (b) 0.1 10 0.1 5.0 10 1.0 5.0 0.1 10 5.0 5.0
Benzene sulfonic acid component (c) 20 20 20 20 20 20 20 20 20 40 20 ethanol water surplus---the moist 000 ◎ ◎ ◎ ◎ of the stretching property 00 ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ zero anti-height zero ◎ ◎ zero anti-shampoo 000 ◎ ◎ ◎ ◎ zero ◎ ◎ zero of-------total 100 100 100 100 100 100 100 100 100 100 100PH NaOH aqueous solution 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 7.0 hair crimping
Table 1 (continuing) comparative example's composition properties
12345 components (a) 5.0-5.0 5.0 5.0
Benzoic acid component (b)-5.0 5.0 5.0 5.0
Benzenesulfonic acid component (c) 20 20-0.5 20
The ethanol water surplus----amount to the stretching property of the 100 100 100 100 100pH NaOH aqueous solution, 3.5 3.5 3.5 3.5 7.5 hair crimping * * * the anti-height of Δ Δ is moist * * * the anti-shampoo of Δ Δ * * * the Δ Δ
As shown in table 1, the hair that curls in each embodiment of embodiment 1-11 all is straightened, and, stand high humidity environment or with shampoo after still keep stretching state.On the contrary, in comparative example 1-3, compositions or do not use benzoic acid, benzenesulfonic acid or not with an organic solvent, the hair that curls does not almost have stretching, and stand high humidity environment or with shampoo after, even stretching part has been got back to original state again.In comparative example 4 and 5, benzoic acid and benzenesulfonic acid have all been used, but lower limit amount as preferable amount (comparative example 4) or pH value (comparative example 5) not in acid range that consumption of organic solvent is measured less than the present invention, the result who obtains is better than comparative example 1-3, but not as embodiment 1-11.
Embodiment 12-67 and comparative example 6-26
Ethanol is joined in each mixture of organic acid shown in the table 2 and sulfonic acid and obtain hair deforming composition of the present invention.In each case, use 5.0% (weight) organic acid, 5.0% (weight) sulfonic acid and 20% (weight) ethanol, surplus is a water.Regulate the pH value to 3.0 of compositions with sodium hydrate aqueous solution.These hair deforming compositions are all measured with the method that is same as described in the embodiment 1, carry out total evaluation according to following index.Table 2 has provided evaluation result.Also have comparative example 6-26, wherein use acetic acid, glycolic and 2-hydroxybutyric acid as organic acid, its evaluation result also provides in table 2.
◎: fine.
Zero: good.
△: medium.
*: poor.
Table 2
Component (b) sulfonic acid component (a) carboxylic acid
The own sulfonic acid p-methyl benzenesulfonic acid of the own sulfonic acid 1-of 1-sulfonic acid in heptan isethionic acid 6-hydroxyl 1-naphthalene sulfonic aicd 2,7-naphthalenedisulfonic acid embodiment 12-18 caproic acid 0000 ◎ ◎ ◎ 19-25 enanthic acid 0000 ◎ ◎ ◎ 26-32 2-hydroxycaproic acids 0000 ◎ ◎ ◎ 33-39 benzoic acid ◎ ◎ 00 ◎ ◎ ◎ 40-46 salicylic acid ◎ ◎ 00 ◎ ◎ ◎ 47-53 naphthalene-carboxylic acids 0000 ◎ ◎ ◎ 54-60 naphthalene dicarboxylic acids 0000 ◎ ◎ ◎ 61-67 2-pyrrolidone-5-carboxylic acids 0000 ◎ ◎ ◎
Table 2 (continuing) component (b) sulfonic acid component (a) carboxylic acid
The own sulfonic acid p-methyl benzenesulfonic acid of the own sulfonic acid 1-of 1-sulfonic acid in heptan isethionic acid 6-hydroxyl 1-naphthalene sulfonic aicd 2,7-naphthalenedisulfonic acid comparative example 6-12 acetic acid * * * * * * * the 13-19 glycolic * * * * * * * 20-16 2-hydroxybutyric acid * * * Δ Δ Δ Δ
In each embodiment of embodiment 12-67, the hair that curls is straightened, and stand high humidity environment or with shampoo after still keep stretching state.
Embodiment 68 (hair-washing composition)
Prepare the hair-washing composition of forming by following component with conventional method.
Table 3 (component) (% by weight) polyoxyethylene (EO=2.5) 15.0 sodium laureth sulfate salt cocoanut fatty acid diethanolamides, 3.0 2-pyrrolidone-5-carboxylic acid 6.01-naphthalene sulfonic acids, 3.5 ethanol, 20.5 cationic celluloses (Mw=about 200,000) 0.5 amino modified siloxanes 0.5 (SM8702C: produced by Toray Silicone) spices 0.2 colouring agent trace NaOH (PH conditioning agent) appropriate amount of purified water surplus amounts to 100.0
When reusing, this shampoo demonstrates the effect of fabulous stretching hair crimping.
Embodiment 69 (hair care composition)
Prepare the hair care composition of forming by following component with conventional method.
Table 4, (component), (% by weight) chlorination two, 2.0 chlorinations of (2-cetyl) dimethylammonium 2.0 chlorination cetyl trimethylammoniums 2.5 chlorination lauryl trimethylammoniums, (myristoyl amino-ethyl-N-ethoxy) amino-2-1.0 hydroxypropyl trimethylammonium 2-pyrrolidone-5-carboxylic acids 2.02; 1 mole of adduct benzyloxy ethanol 0.3 TC 5.0 hydroxyethylcelluloses (1% aqueous solution of 7-two naphthalene sulfonic acids oily ether 0.4 dimethyl polysiloxanes of 2.5 ethanol 15.0 stearic acid, 5.0 polyoxyethylene (EO=5) (degree of polymerization=1000) 0.5 pentaerythrite glyceryl/iso stearyl glycidyl ethers 0.1; Viscosity=8,000cp) 0.3 methylparoban, 0.2 spices, 0.2 NaOH (PH conditioning agent) appropriate amount of purified water surplus amounts to 100.0
This hair care composition demonstrates fabulous effect and makes the hair smooth pliable the stretching of hair crimping.In addition, said composition makes the little wet very little oiliness sense that has simultaneously of hair.
Embodiment 70
Repeat the step of above embodiment 69, just replace the ethanol of use among the embodiment 69 to obtain hair care composition with isopropyl alcohol, 1-propanol, 1,3 butylene glycol or the hexanediol of same amount here.Resulting so every kind of hair care composition demonstrates fabulous effect and makes the hair smooth pliable the stretching of hair crimping.It makes the little wet very little oiliness sense that has simultaneously of hair in addition.

Claims (8)

1. hair deforming composition, said composition comprises that (a) is at least a and is selected from by the organic acid of following formula (a-1) to (a-4) expression and the component of salt thereof, (b) at least a being selected from by the component of the sulfonic acid of following formula (b-1) to (b-3) expression and salt thereof and (c) organic solvent, it is acid that said composition shows:
Figure A9511916200021
R wherein 1, R 2And R 3Representative independently of one another contains the straight or branched alkyl or aryl of 4-10 carbon atom, and this alkyl or aryl can not be substituted or be replaced by hydroxyl, alkoxyl, acyloxy, carboxyl or amino;
Figure A9511916200022
R wherein 4Representative (1) hydrogen atom, (2) carboxyl, (3)-CONR 7R 8
R wherein 7And R 8Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, or (4) contain the straight or branched alkyl of 1-6 carbon atom, and this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; And R 5And R 6Represent (1) hydrogen atom, (2) carboxyl, (3)-CONR independently of one another 9R 10
R wherein 9And R 10Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 11
R wherein 11Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200031
R wherein 12To R 16Represent (1) hydrogen atom, (2)-CONR independently of one another 17R 18
R wherein 17And R 18Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (3) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (4)-OR 19
R wherein 19Representative contains the straight or branched alkyl of 1-6 carbon atom, and this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200041
R wherein 20To R 26Represent (1) hydrogen atom, (2) carboxyl, (3)-CONR independently of one another 27R 28
R wherein 27And R 28Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 29
R wherein 29Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200051
R wherein 30, R 31And R 32Representative independently of one another contains the straight or branched alkyl or aryl of 1-10 carbon atom, this alkane or aryl can not be substituted or by hydroxyl, alkoxyl, acyloxy, carboxyl or amino replacement;
Figure A9511916200052
R wherein 33To R 37Represent (1) hydrogen atom, (2)-SO independently of one another 3H, (3)-CONR 38R 39
R wherein 38And R 39Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (4) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (5)-OR 40
R wherein 40Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl;
Figure A9511916200061
R wherein 41To R 47Represent (1) hydrogen atom, (2)-SO independently of one another 3H, (3) carboxyl (4)-CONR 48R 49
R wherein 48And R 49Represent hydrogen atom independently of one another or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, (5) contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl, carbonyl, amino or alkoxyl on the optional position of chain; Or (6)-OR 50
R wherein 50Represent hydrogen atom or contain the straight or branched alkyl of 1-6 carbon atom, this alkyl can not be substituted or be replaced by hydroxyl.
2. hair deforming composition according to claim 1, wherein said organic solvent are the organic solvents by following formula (C-1) expression:
Figure A9511916200062
R wherein 51Represent hydrogen atom, methyl or methoxy, R 52And R 53Represent hydrogen atom or hydroxyl separately; P, q and r all represent 0 to 5 integer, but get rid of p=q=r=0 and R 52=R 53Situation, also get rid of p=q=r=0, R 51Be hydrogen atom and R 52It is the situation of hydroxyl.
3. hair deforming composition according to claim 1 and 2, the pH value of said composition are 2 to less than 7.
4. according to claim 1 or 3 described hair deforming compositions, wherein said (a) is selected from caproic acid, sad, enanthic acid, the 2-hydroxycaproic acid, the 2-Hydroxycaprylic acid, the 2-hydroxydecanoic acid, 11-hydroxyl hendecanoic acid, hydroxy new pentane acid, gluconic acid, pantothenic acid, malic acid and tartaric acid, the 2-pyrrolidone-5-carboxylic acid, benzoic acid, phthalic acid, M-phthalic acid, p-phthalic acid, the 1-naphthoic acid, the 2-naphthoic acid, naphthalenedicarboxylic acid and naphthalene acetic acid, described (b) is selected from 1-penta sulfonic acid, the own sulfonic acid of 1-, 1-sulfonic acid in heptan, the hot sulfonic acid of 1-, isethionic acid, the 3-hydroxy-propanesulfonic acid, 4-hydroxyl fourth sulfonic acid, 5-hydroxyl penta sulfonic acid, own sulfonic acid of 6-hydroxyl and 7-hydroxyl sulfonic acid in heptan, benzenesulfonic acid, o-toluene sulfonic acid, m-toluene sulfonic acid, p-methyl benzenesulfonic acid, 1-or 2-LOMAR PWA EINECS 246-676-2,2, the 7-naphthalenedisulfonic acid, 1, the 5-naphthalenedisulfonic acid, 2, the 6-naphthalenedisulfonic acid, 1,3, the 6-naphthalene trisulfonic acid, 1-naphthols-2-sulfonic acid, Neville acid, beta naphthal-6-sulfonic acid, beta naphthal-7-sulfonic acid, 1-naphthols-3, the 6-disulfonic acid, beta naphthal-6, the 8-disulfonic acid, 2,3-dihydroxy naphthlene-6-sulfonic acid, 1,7-dihydroxy naphthlene-3-sulfonic acid and 4,5-dihydroxy naphthlene-2, the 7-disulfonic acid, and described (c) is selected from ethanol, isopropyl alcohol, the 1-propanol, 1,3 butylene glycol and hexanediol.
5. according to claim 1,3 or 4 described hair deforming compositions, wherein the amount of (a) is at least 0.1% (weight), is 10: 1 to 1: 10 with (b) weight ratio (a), and amount (c) is 5-50% (weight).
6. hair deforming composition according to claim 1, wherein said (a) is the 2-pyrrolidone-5-carboxylic acid, described (b) for being selected from 1-or 2-LOMAR PWA EINECS 246-676-2,1,5-naphthalene disulfonyl 2,6-naphthalenedisulfonic acid and 1,3,6-naphthalene trisulfonic acid and described (C) they are ethanol.
7. the arbitrary described hair deforming composition according to claim 1-6 is used to prepare the hair crimping denaturant.
8. method that makes curling hair deforming, this method comprises being applied to hair and said composition is infiltrated through in the hair according to the arbitrary described hair deforming composition of claim 1-6 effective dose.
CN 95119162 1994-09-29 1995-09-29 Hair deforming composition Pending CN1130058A (en)

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