JP2005029564A - Method for producing hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for producing a hair cosmetic excellent in slippery and flexible feelings during a period from application of the cosmetic to the hair to washing-out (rinsing) thereof, capable of giving firmness/resilience and an after-sensation to the hair after dried, excellent in a hair damage preventive effect, and further excellent in emulsion stability. <P>SOLUTION: This method for producing the hair cosmetic comprises producing the hair cosmetic containing (A) an amphiphilic amide lipid, (B) a quaternary ammonium salt shown in formula (b-1) (R is a 12-28C aliphatic hydrocarbon residue; R' is a 1-3C alkyl; and X<SP>-</SP>is an anion), a tertiary amine-based compound shown in formula (b-2) (A is H, a 12-24C amide, an N-hydrocarboncarbamoyl, an acyloxy or a hydrocarbonoxy; B is a 1-22C divalent hydrocarbon residue; and Y<SP>1</SP>and Y<SP>2</SP>are each a 1-4C alkyl), or a salt thereof, and (C) a higher alcohol of formula (c) (R" is a 12-28C aliphatic hydrocarbon residue), wherein an aqueous composition containing the components (A), (B), and (C) is emulsified at a temperature in a range between a temperature lower than a phase transition temperature of a composition which has contents of the components (A), (B), and (C) equal to those of the hair cosmetic to be produced and contains water as a residual amount and a temperature not lower than a melting point of the component (C). <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention is excellent in slipperiness and softness until it is applied to the hair after rinsing (rinsing), gives the hair after drying a firmness, firmness and residual feeling and is excellent in preventing damage to the hair, and also is stable in emulsification The present invention relates to a method for producing a hair cosmetic having excellent properties.

  Hair cosmetics such as rinses, conditioners and treatments are used to prevent tangling of hair after shampooing and to improve touch. These hair cosmetics are blended with a cationic surfactant and a higher alcohol, but are not sufficient in touch-improving effects such as flexibility and moist feeling. In recent years, consumers who frequently give chemical stimulation by perm, hair color, bleach and the like are increasing, and hair is in a severely damaged state with partial loss of components and structures in the hair. The current situation is that conventional hair cosmetics cannot sufficiently cope with such problems such as squeaking at the time of rinsing hair, protection and restoration of hair, and the like.

  As a method of improving slippage and softness from application to rinsing in hair cosmetics and emulsification stability, at a temperature lower than the phase transition temperature of the hair cosmetics to be produced and above the melting point of the higher alcohol to be blended. There is a method for producing a hair cosmetic by emulsification (see Patent Document 1). However, even with this method, the slip feeling from application to rinsing and the effect of hair protection / restoration are not sufficient.

  On the other hand, protection and repair of damaged hair is generally performed in a form that compensates for the components, structures, and their analogs that have been lost due to damage. Amphiphilic amides such as sphingolipids are used as protective bases. Methods using lipid and protein derivatives are widely used. However, since amphiphilic amide lipids have a high melting point and are easy to crystallize, a sufficient amount cannot be blended, and in hair-type hair cosmetics that are washed away, they are almost rinsed away and a sufficient effect is obtained. It was difficult.

JP 2002-29937 A (Claim 3, paragraph 0019)

  The present invention is excellent in slipperiness and softness until it is applied to the hair after rinsing (rinsing), gives the hair after drying a firmness, firmness and residual feeling and is excellent in preventing damage to the hair, and also is stable in emulsification It aims at providing the manufacturing method of hair cosmetics which is excellent in property.

  In producing a hair cosmetic containing an amphiphilic amide lipid, a quaternary ammonium salt and a higher alcohol, the present inventors have the same content of a quaternary ammonium salt as that contained in the hair cosmetic to be produced, and By emulsifying at a temperature lower than the phase transition temperature of the ternary composition composed of the higher alcohol and the remaining amount of water and higher than the melting point of the higher alcohol, the amphiphilic amide lipid serving as the protective base is transformed into the liquid crystal lamellar layer. It has been found that even a system that is stably dispersed in an oil layer and rinsed in the process of treating hair can effectively remain and permeate into the hair, and a hair cosmetic that satisfies the above requirements can be obtained.

That is, the present invention comprises the following components (A), (B) and (C)
(A) Amphiphilic amide lipid
(B) The following general formula (b-1)

[Wherein, R represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms, R ′ represents an alkyl group having 1 to 3 carbon atoms, and X ⁻ represents an anion. ]
Or a quaternary ammonium salt represented by the following general formula (b-2)

[In the formula, A represents a hydrogen atom or a linear or branched saturated or unsaturated amide group, N-hydrocarbon carbamoyl group, acyloxy group or hydrocarbon oxy group having a total carbon number of 12 to 24; Represents a divalent linear or branched saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms, and Y ¹ and Y ² independently represent an alkyl group having 1 to 4 carbon atoms. ]
Or a tertiary amine type compound represented by
(C) The following general formula (c)

[Wherein R ″ represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms.]
A hair cosmetic containing a higher alcohol represented by formula (B), component (C) and the remaining amount of water having the same content as that contained in the hair cosmetic to be produced. A hair cosmetic emulsifying an aqueous composition containing components (A), (B) and (C) at a temperature lower than the phase transition temperature of a ternary composition comprising The manufacturing method of this is provided.

  Further, the present invention is a hair cosmetic containing the above components (A), (B) and (C), the component (B) and the component (C) having the same content as the content in the hair cosmetic. And an aqueous composition containing components (A), (B) and (C) at a temperature lower than the phase transition temperature of the ternary composition comprising the remaining amount of water and not lower than the melting point of component (C). The present invention provides a hair cosmetic obtained by emulsification.

  The hair cosmetic obtained by the production method of the present invention is excellent in slipperiness and softness until it is applied to the hair and then rinsed off (in rinsing), gives the hair after drying a firmness, firmness and residual feeling, Excellent damage prevention effect and excellent emulsification stability.

  The amphiphilic amide lipid of component (A) has 1 to 2 amide groups, the carbon chain bonded to the carbonyl group of the amide group may be substituted with a hydroxyl group, and the main chain has an ester bond. The alkyl group or alkylene group having 5 to 60 carbon atoms which may be contained, and the compound as a whole contains 1 to 5 hydroxyl groups or alkoxy groups having 1 to 30 carbon atoms. Specific examples of the amphiphilic amide lipid include the following (A-1) to (A-4).

(A-1) Diamide compound represented by general formula (1)

[Wherein, R ¹ represents a linear or branched hydrocarbon group having 1 to 12 carbon atoms which may be substituted by a hydroxyl group and / or an alkoxy group, and R ² represents a linear or branched chain having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R ³ represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]

In general formula (1), R ¹ is a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted with 1 to 3 groups selected from a hydroxyl group and an alkoxy group having 1 to 6 carbon atoms. Is preferred. Among them, an unsubstituted alkyl group having 1 to 12 carbon atoms, or 1 to 2 hydroxyl groups, one alkoxy group having 1 to 6 carbon atoms, or one hydroxyl group and one alkoxy group having 1 to 6 carbon atoms. A substituted alkyl group having 2 to 12 carbon atoms is more preferred. Specifically, methyl group, ethyl group, propyl group, butyl group, hexyl group, dodecyl group, 2-methylpropyl group, 2-ethylhexyl group, 2-hydroxyethyl group, 9-hydroxynonyl group, 2,3- Examples include dihydroxypropyl group, 2-methoxyethyl group, 2-hydroxy-3-methoxypropyl group, 9-methoxynonyl group, among which 2-hydroxyethyl group, methyl group, dodecyl group, 2-methoxyethyl group preferable.

In the general formula (1), R ² is preferably a linear or branched alkylene group having 2 to 5 carbon atoms, particularly 2 to 3 carbon atoms. Specifically, ethylene group, trimethylene group, tetramethylene group, pentamethylene group, 1-methylethylene group, 2-methylethylene group, 1-methyltrimethylene group, 2-methyltrimethylene group, 1,1-dimethyl Examples thereof include an ethylene group and a 2-ethyltrimethylene group, and among them, an ethylene group and a trimethylene group are preferable.

In general formula (1), R ³ is preferably a linear or branched divalent hydrocarbon group having 2 to 22 carbon atoms, particularly a linear or branched alkylene group having 11 to 22 carbon atoms, and 1 Alkenylene groups having ˜4 double bonds are preferred. Specifically, ethylene group, trimethylene group, tetramethylene group, hexamethylene group, heptamethylene group, octamethylene group, decamethylene group, undecamethylene group, dodecamethylene group, tridecamethylene group, tetradecamethylene group, hexa Decamethylene group, octadecamethylene group, 1-methylethylene group, 2-ethyltrimethylene group, 1-methylheptamethylene group, 2-methylheptamethylene group, 1-butylhexamethylene group, 2-methyl-5-ethyl Heptamethylene group, 2,3,6-trimethylheptamethylene group, 6-ethyldecamethylene group, 7-methyltetradecamethylene group, 7-ethylhexadecamethylene group, 7,12-dimethyloctadecamethylene group, 8, 11-dimethyloctadecamethylene group, 7,10-dimethyl-7-ethylhexadecamethylene group, 1-octadecylethylene group, ethenylene group, 1- Octadecenylethylene group, 7,11-octadecadienylene group, 7-ethenyl-9-hexadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, 8,11-dimethyl- Examples include 7,11-octadecadienylene group. Among these, 7,12-dimethyloctadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, octadecamethylene group, undecamethylene group, and tridecamethylene group are particularly preferable.

Particularly preferred diamide compound (1) is a compound in which the above-mentioned preferred groups are combined as R ¹ , R ² and R ³ , and specific examples thereof include the following compounds.

(A-2) Ceramides represented by general formula (2)

[Wherein, R ⁴ represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms which may be substituted by a hydroxy group, an oxo group or an amino group, and Z represents a methylene group. , A methine group or an oxygen atom, a broken line indicates the presence or absence of a π bond, X ¹ represents a hydrogen atom, an acetyl group or a glyceryl group, or forms an oxo group with an adjacent oxygen atom, X ² , X ³ and X ⁴ each independently represent a hydrogen atom, a hydroxy group or an acetoxy group (provided that when Z is a methine group, one of X ² and X ³ is a hydrogen atom and the other does not exist; When O-X ¹ is an oxo group, X ⁴ is not present), R ⁵ and R ⁶ each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R ⁷ is a hydroxy group or An amino group that may be substituted; A chain, branched chain, or cyclic saturated hydrocarbon group, or a linear, branched, or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms that may be substituted with a hydroxy group at the ω position of the hydrocarbon group R ⁸ represents a hydrogen atom or a linear or branched chain having 1 to 8 carbon atoms which may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group Represents a saturated or unsaturated hydrocarbon group. ]

In the general formula (2), R ⁴ is preferably a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 22 carbon atoms which may be substituted by a hydroxy group. X ¹ is preferably a hydrogen atom or a glyceryl group. The X ^2, X ³ and X ^4, is the 0-1 is hydroxy group, preferably the remainder is a hydrogen atom. As R ⁵ and R ⁶ , one is preferably a hydrogen atom or a hydroxymethyl group, and the other is preferably a hydrogen atom. As the fatty acid that may be ester-bonded or amide-bonded to the ω position of the saturated hydrocarbon group for R ⁷ , isostearic acid, 12-hydroxystearic acid, and linoleic acid are preferable. R ⁸ is preferably a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms in which 1 to 3 groups selected from a hydroxy group, a hydroxyalkoxy group and an alkoxy group may be substituted.

  Preferred ceramides (2) include the following (2a) and (2b).

(2a) Natural ceramides or natural ceramides represented by the general formula (2a) and derivatives thereof (hereinafter referred to as “natural ceramides”):

[Wherein, R ^4a represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms which may be substituted by a hydroxy group, and Z ¹ represents a methylene group or a methine group. , The broken line indicates the presence or absence of a π bond, X ^1a represents a hydrogen atom, or an oxo group is formed with an adjacent oxygen atom, and X ^2a , X ^3a and X ^4a are each independently a hydrogen atom, A hydroxy group or an acetoxy group (provided that when Z ¹ is a methine group, one of X ^2a and X ^3a is a hydrogen atom and the other is not present, and when —O—X ^1a is an oxo group, X ^4a R ^5a represents a hydroxymethyl group or an acetoxymethyl group, R ^7a represents a linear, branched or cyclic saturated hydrocarbon group having 5 to 30 carbon atoms which may be substituted by the hydroxy group, or 8 carbon atoms in which the hydroxy group may be substituted at the ω-terminal of the alkyl group -22 shows the group which the linear or branched saturated or unsaturated fatty acid ester-bonded, and R ^<8a> shows a hydrogen atom or a C1-C4 alkyl group. ]

Preferably, R ^4a is a linear alkyl group having 7 to 19 carbon atoms, more preferably 13 to 15 carbon atoms; Z ¹ is a methine group and ^one of X ^2a and X ^3a is a hydrogen atom; R ^7a is 9 to 9 carbon atoms Examples thereof include compounds in which 27 hydroxy groups are linear alkyl groups that may be substituted. X ^1a is preferably a hydrogen atom or forms an oxo group together with an oxygen atom. In particular, R ^7a is preferably a tricosyl group, a 1-hydroxypentadecyl group, a 1-hydroxytricosyl group, a heptadecyl group, a 1-hydroxyundecyl group, or a nonacosyl group in which linoleic acid is ester-bonded to the ω position.

  Specific examples of natural ceramides include ceramides Type 1 to 7 in which sphingosine, dihydrosphingosine, phytosphingosine, or sphingadienin is amidated (for example, J. Lipid Res., 24: 759 (1983) and FIG. 4 of J. Lipid. Res., 35: 2069 (1994).

  Furthermore, these N-alkyl bodies (for example, N-methyl body) are also mentioned. These may be any of natural extracts and synthetic products, and commercially available products can be used.

(2b) pseudo-ceramides represented by the following general formula (2b):

[Wherein, R ^4b represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms which may be substituted by a hydroxy group, and X ^1b represents a hydrogen atom, an acetyl group or glyceryl. R ^7b is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 5 to 22 carbon atoms which may be substituted by a hydroxyl group or an amino group, or the hydrocarbon group Represents a group in which a linear or branched saturated or unsaturated fatty acid having 8 to 22 carbon atoms, which may be substituted with a hydroxyl group at the ω-terminal, is ester-bonded, and R ^8b represents a hydrogen atom or a hydroxy group , A hydroxyalkoxy group, an alkoxy group or an acetoxy group, an alkyl group having 1 to 8 carbon atoms which may be substituted. ]

As R ^7b , nonyl group, tridecyl group, pentadecyl group, undecyl group in which linoleic acid is ester-bonded to ω position, pentadecyl group in which linoleic acid is ester-bonded to ω position, and 12-hydroxystearic acid is ester-bonded to ω position And an undecyl group in which methyl branched isostearic acid is amide-bonded at the ω position. The hydroxyalkoxy group or alkoxy group for R ^8b is preferably one having 1 to 8 carbon atoms.

Pseudoceramides (2b) include those in which R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is a pentadecyl group, and R ^8b is a hydroxyethyl group; R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is preferably a nonyl group and R ^8b is a hydroxyethyl group; or R ^4b is a hexadecyl group, X ^1b is a glyceryl group, R ^7b is a tridecyl group, and R ^8b is a 3-methoxypropyl group. In which R ^4b is a hexadecyl group, X ^1b is a hydrogen atom, R ^7b is a pentadecyl group, and R ^8b is a hydroxyethyl group. Preferable specific examples include the following.

(A-3) Diamide compound represented by general formula (3)

[Wherein, R ⁹ represents an alkyl group having 10 to 18 carbon atoms which may be substituted by a hydroxy group. ]
Specific examples of the compound (3) include the following compounds.

(A-4) Amide compound represented by general formula (4)

[Wherein R ¹⁰ represents a linear or branched, saturated or unsaturated hydrocarbon group which may be substituted with a hydroxyl group, or a residue of 2-dodecen-1-ylsuccinic acid having 9 to 31 carbon atoms. M represents an integer of 1 to 3, R ¹¹ and R ¹² each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a hydroxyalkyl group, and Y represents a linear or branched chain having 10 to 32 carbon atoms. A saturated or unsaturated hydrocarbon group that may be substituted, or

(K, i and n each represent an integer of 1 to 3, j represents 0 or 1, and R ¹³ is substituted with a linear or branched saturated or unsaturated hydroxyl group having 9 to 31 carbon atoms. And a substituent represented by (denotes a good hydrocarbon group). ]

  Specific examples of the compound (4) include the following compounds.

  Of these, those represented by the general formula (1) or (2), further the general formula (1) or (2b), and further the general formula (1) are preferable.

  Ingredient (A) amphiphilic amide lipids may be used in combination of two or more, and the amount used should be manufactured from the viewpoint of imparting suppleness to hair and suppressing the occurrence of split ends and cut hairs. 0.001 to 20% by weight in the hair cosmetic composition is preferable, more preferably 0.1 to 20% by weight, and particularly preferably 0.5 to 15% by weight.

Among the components (B), R of the quaternary ammonium salt represented by the general formula (b-1) has 12 to 28 carbon atoms, preferably 16 to 24 carbon atoms, particularly preferably 22 carbon atoms, A linear or branched alkyl group or alkenyl group, particularly a linear alkyl group is preferred. R ′ is an alkyl group having 1 to 3 carbon atoms, preferably a methyl group. In general, the carbon chain of a compound used in a cosmetic compounding raw material has various chain lengths derived from the synthetic raw material, but the carbon number distribution of R in the quaternary ammonium salt (b-1) should be narrower. Preferably, the content of the most abundant compound in the quaternary ammonium salt (b-1) is preferably 70 to 100% by weight, particularly preferably 80 to 100% by weight. Examples of the anion X ⁻ include halide ions such as chloride ion and bromide ion, organic anions such as methosulfate ion, ethosulfate ion, methophosphate ion, ethophosphate ion, methocarbonate ion, and the like. , Halide ions are preferred, and chloride ions are particularly preferred.

  Preferable specific examples of the quaternary ammonium salt (b-1) include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, aralkyltrimethylammonium chloride, and behenyltrimethylammonium chloride. From the viewpoint of smoothness, behenyltrimethylammonium chloride is preferable.

Of the component (B), the tertiary amine type compound represented by the general formula (b-2) is an amide having a total carbon number of 14 to 22, particularly 18 to 22 when A is other than a hydrogen atom. Group or a hydrocarbon oxy group, and those in which the hydrocarbon portion is saturated, in particular, those having a straight chain are preferred. In this case, B is particularly preferably a trimethylene group. When A is a hydrogen atom, B is preferably a group having 18 to 22 carbon atoms, and is preferably a saturated group, particularly a linear group. Examples of Y ¹ and Y ² include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and a tert-butyl group. Among them, a methyl group and an ethyl group are preferable, and a methyl group is particularly preferable. Preferable specific examples of the tertiary amine type compound (b-2) include N, N-dimethyloctadecyloxypropylamine, stearamidepropyldimethylamine and the like.

  The salt of the tertiary amine compound (b-2) is formed by a neutralization reaction between the tertiary amine compound and an acidic amino acid, organic acid or inorganic acid. Examples of acidic amino acids include glutamic acid and aspartic acid. Examples of organic acids include carboxylic acids such as monocarboxylic acids, dicarboxylic acids, hydroxycarboxylic acids, and polycarboxylic acids, alkyl sulfuric acids, alkyl phosphoric acids, and the like. Among these, carboxylic acids, particularly dicarboxylic acids and hydroxycarboxylic acids are preferred. Examples of the dicarboxylic acid include malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid. Examples of the hydroxycarboxylic acid include glycolic acid, lactic acid, hydroxyacrylic acid, oxybutyric acid, and glyceric acid. , Malic acid, tartaric acid, citric acid and the like. Examples of the inorganic acid include phosphoric acid, sulfuric acid, nitric acid, hydrochloric acid and the like. Of these, acidic amino acids and organic acids are preferable, and glutamic acid and α-hydroxycarboxylic acid (particularly lactic acid and malic acid) are particularly preferable.

  Component (B) may be used in combination of two or more thereof, but when two or more of quaternary ammonium salts (b-1) are used in combination, the above-mentioned conditions ( The most contained compound preferably satisfies 70 to 100% by weight). The amount of the component (B) used is preferably 0.1 to 10% by weight and 0.3 to 5% by weight in the hair cosmetic to be produced.

  R ″ of the higher alcohol represented by the general formula (c) which is the component (C) has 12 to 28 carbon atoms, preferably 16 to 24 carbon atoms, particularly preferably 22 carbon atoms, A branched alkyl group or an alkenyl group, particularly a linear alkyl group is preferable. Like the quaternary ammonium salt (b-1), it is preferable that the carbon number distribution of R ″ in the component (C) is narrow, and the component (C) The content of the most abundant compound is preferably 70 to 100% by weight, particularly preferably 80 to 100% by weight.

  Preferred specific examples of component (C) include cetyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, 2-octyl lauryl alcohol, 2-hexyl decyl alcohol, isostearyl alcohol, carnervir alcohol (tetracosanol) and the like. In particular, behenyl alcohol is preferred.

  Two or more types of component (C) may be used together, but when used in combination, it is preferable that the component (C) as a whole satisfies the above conditions (the most contained compound is 70 to 100% by weight). The amount of component (C) used is preferably 0.1 to 50% by weight, more preferably 0.5 to 20% by weight, and particularly preferably 1 to 10% by weight in the hair cosmetic to be produced.

  In the present invention, when the component (B) contains a quaternary ammonium salt (b-1), R and R of the compounds occupying the maximum content in the quaternary ammonium salt (b-1) and the component (C), respectively. R ″ preferably has the same number of carbon atoms. R and R ″ are preferably straight-chain alkyl groups from the viewpoint of superior slip and softness from application to hair, The number of carbon atoms is preferably 16 to 24, particularly preferably 22.

  Furthermore, the hair cosmetic can contain a cationic polymer from the viewpoints of foam texture, foam slipperiness, reduction of creaking during washing, and smoothness during drying. Examples of cationic polymers include cationized cellulose derivatives, cationic starch, cationized guar gum derivatives, homopolymers of diallyl quaternary ammonium salts, diallyl quaternary ammonium salts / acrylamide copolymers, quaternized polyvinyl pyrrolidone derivatives, polyglycols. Polyamine condensate, vinyl imidazolium trichloride / vinyl pyrrolidone copolymer, hydroxyethyl cellulose / dimethyldiallylammonium chloride copolymer, vinyl pyrrolidone / quaternized dimethylaminoethyl methacrylate copolymer, polyvinyl pyrrolidone / alkylamino acrylate copolymer , Polyvinylpyrrolidone / alkylaminoacrylate / vinylcaprolactam copolymer, vinylpyrrolidone / methacrylamidopropyl trimethyl chloride Ammonium copolymer, alkylacrylamide / acrylate / alkylaminoalkylacrylamide / polyethylene glycol methacrylate copolymer, adipic acid / dimethylaminohydroxypropylethylenetriamine copolymer (US Sandos Co., Cartaletin), JP-A-53-139734 And cationic polymers described in JP-A-60-36407, and cationized cellulose derivatives and cationized guar gum derivatives are particularly preferable.

  The cationic polymer may be used in combination of two or more, and the amount used is a hair cosmetic to be produced from the viewpoints of improving the foam quality at the time of washing, collecting the hair after drying, and improving the touch. It is preferably 0.02 to 5% by weight, more preferably 0.05 to 1% by weight, particularly preferably 0.1 to 0.3% by weight.

  Conditioning components such as silicones can be further added to the hair cosmetic to improve the finish after drying. Examples of silicones include dimethylpolysiloxane, methylphenylpolysiloxane, amino-modified silicone, polyether-modified silicone, epoxy-modified silicone, fluorine-modified silicone, cyclic silicone, alkyl-modified silicone, and oxazoline-modified silicone. Siloxane, methylphenylpolysiloxane, amino-modified silicone, polyether-modified silicone, oxazoline-modified silicone, and cyclic silicone are preferred. Two or more kinds of silicones may be used in combination, and the amount used is preferably 0.01 to 20% by weight, more preferably 0.05 to 10% by weight, particularly 0.1 to 5% by weight in the hair cleanser to be produced. preferable.

  For hair cosmetics, in addition to the above components, oily components such as cholesterol and derivatives thereof, petrolatum, lanolin derivatives, fatty acid esters of polyethylene glycol; polycarboxylic acids, cross-linked carboxylic acid / carboxylic acid ester copolymers, cross-linked types Polymer emulsifiers such as acrylic acid / acrylic acid ester copolymers, acrylamide / butanesulfonic acid acrylamide copolymers; polyhydric alcohols such as glycerin and sorbitol; moisturizers; chelating agents such as ethylenediaminetetraacetic acid (EDTA); vitamins, etc. Amino acids and their derivatives; Polymer fine powders such as polyethylene, polystyrene, polymethyl methacrylate, nylon, silicone and their hydrophobized products; Extracts derived from animals and plants; Ultraviolet absorbers; Pearling agents; Preservatives; Agent; anti-inflammatory agent; anti-dandruff agent; pH Seizai; dyes; perfume, etc. may be formulated according to the purpose.

  In the present invention, the hair cosmetic comprises the component (B) having the same content as the hair cosmetic to be produced containing the aqueous composition containing the components (A), (B) and (C). And a component (C) and a residual amount of water, and are emulsified at a temperature lower than the phase transition temperature of the ternary composition and higher than the melting point of the component (C). Thereby, the hair cosmetics which have the outstanding slip and softness | flexibility from the application to hair to a rinse, and high emulsification stability are obtained.

  The emulsification during the preparation of the ternary composition used for measuring the phase transition temperature is carried out at about 90 ° C. Here, when there are two or more components (B) or (C), a ternary composition obtained by emulsifying them all in water is used. In addition, when two or more kinds are used as component (C), the melting point of the higher alcohol compounded most often can be used approximately as the melting point of component (C), and the higher compounding quantity of the higher alcohol is two or more. Yes, if they are equivalent, use the melting point of the higher alcohol with a higher melting point. The phase transition temperature and melting point are values measured using a differential scanning heat flow meter (for example, SEIKO, SSC5200 series, DSC120) at a heating rate of 1 ° C./min. The emulsification of the composition used for the measurement of the phase transition temperature and the emulsification of the hair cosmetic whose emulsification temperature is set from the measurement of the phase transition temperature and the melting point are all under normal pressure, propeller stirring, homomixer stirring, static Mixing with a mixer is preferable, and stirring and mixing are preferably continued until a poorly dispersed product such as the crystal of component (C) is dissolved.

  The hair cosmetic produced according to the present invention can be in the form of liquid or gel, and is particularly preferably liquid.

  The hair cosmetics produced according to the present invention are preferably those used in the bathroom, such as rinse-in shampoos, treatments, conditioners, etc., in particular conditioners.

  The amphiphilic amide lipids used in the following examples and comparative examples are the following compounds.

Examples 1-5 and Comparative Examples 1-2
Hair conditioners shown in Table 1 were prepared and evaluated.

(Production method)
(1) A component other than purified water and methylparaben was added to a 500 mL beaker in a required amount to give a final production amount of 400 g, heated to 90 ° C., and stirred with a three-blade propeller at 250 rpm.
(2) Purified water was heated to dissolve methylparaben, and then the mixture obtained in (1) was added and emulsified. Note that the melting point of behenyl alcohol and the gel phase transition temperature of a composition obtained by emulsifying 1.5% by weight of behenyltrimethylammonium chloride and 5% by weight of behenyl alcohol in water were measured by a differential scanning calorimeter (SEIKO SSC5200 series, DSC120, heating rate 1 ℃ / min). As a result, the melting point of behenyl alcohol was about 72 ° C., and the phase transition temperature was about 85 ° C. Therefore, the emulsification temperature was set to about 75 ° C.
(3) After cooling to 45 ° C., a fragrance was added, and further stirred and cooled to 40 ° C. to obtain a hair conditioner of Example 1.

  Furthermore, hair conditioners of Examples 2 to 5 and Comparative Examples 2 and 3 were prepared according to the above method. In Comparative Example 1, the emulsification temperature was 88 ° C., which is higher than the gel phase transition temperature of 85 ° C. of a composition obtained by emulsifying 1.5% by weight of stearyltrimethylammonium chloride and 5% by weight of behenyl alcohol in water.

(sensory evaluation)
After washing with a commercially available cleansing type shampoo, 2 g of hair conditioner was applied and evaluated at the time of application. Evaluation at the time of rinsing under running water at 40 ° C. and 4 L / min was performed, then towel drying was performed, and drying was performed with a dryer, and then evaluation was performed. Evaluation was performed by five panelists, and the total value of the evaluation based on the following criteria was shown.

·Evaluation criteria
(1) Sliding at the time of application 4: There is a natural good slip 3: There is a slip 2: Neither can be said 1: There is a slight squeak 0: There is a squeak

(2) Smoothness at the time of rinsing 4: There is good natural smoothness 3: There is smoothness 2: It can be said neither: 1: There is a slight squeak 0: There is a squeak

(3) Harness and stiffness of hair after drying 4: Significant improvement of stiffness and stiffness is seen 3: Improvement of stiffness and stiffness is seen 2: Slightly firmness and stiffness are seen 1: Slightly firmness and stiffness are seen 1: There is no improvement 0: There is no tension or stiffness

(4) Residual feeling / effectiveness 4: Remarkable residual feeling / effectiveness 3: Residual feeling / effectiveness 2: Not applicable 1: Slight residual feeling / effectiveness 0: Residual feeling / effectiveness There is no feeling

(Emulsification stability)
It was stored in a transparent glass container (100 mL) for 1 month at 50 ° C., and the change in appearance was observed.

○: No change Δ: Slight change ×: Separation or gelation

(Hair strength)
The non-damage rate of the hair by brushing was measured using a split end generator. For evaluation, a tres (100, 0.1 g) made from non-chemically treated hair (Japanese woman, 3 years old) was used. The length of the tress was 15 cm from the bundling portion to the tip of the hair with the upper acrylic plate (15 × 10 mm), and 16 cm including the hook (wire) for attaching to the split end generator. This tress was treated with each conditioner and then subjected to a brushing treatment.

  The brushing process was performed with a rotating brush linked to a motor under conditions of a brush rotational speed of 100 rpm, 25 to 27 ° C., and 21 to 25% RH (environment variable chamber). Brushing was performed every 30 minutes up to 90 minutes, and when the treatment time was 90 minutes, the state of the hair tips (health / discoloration / cut hair / split ends) was observed and the number of each was confirmed. Each measurement was performed at n = 2 to 3, and an average value of values obtained from the following formula was used as a non-damage rate.

Non-damage rate (%)
= [(Number of total hair)-(Discoloration + Cut hair + Number of split ends)] / (Number of total hair) x 100

Example 6 Hair Treatment
A composition in which 2.4% by weight of N, N-dimethyloctadecyloxypropylamine and 7.2% by weight of stearyl alcohol are emulsified in water has a phase transition temperature of 80 ° C. and a melting point of stearyl alcohol of 59 ° C. Therefore, the emulsification temperature was set to 62 ° C., and the following hair treatment was prepared according to Example 1.

(weight%)
N, N-dimethyloctadecyloxypropylamine 2.4
Stearyl alcohol 7.2
Propylene glycol 2.0
Amphiphilic amide lipid A 0.5
Sunflower oil 0.9
Kerosene 0.2
Cholesteryl hydroxystearate 0.1
Dipentaerythritol fatty acid ester ^{* 1} 0.3
Benzyloxyethanol 0.5
Methylpolysiloxane (100,000 mPa · s) 3.7
Lactic acid aqueous solution (90% by weight) 0.9
Methylparaben 0.1
Fragrance 0.3
Purified water balance * 1: Constituent fatty acids are hydroxystearic acid, stearic acid, rosin acid

  The above-mentioned hair treatment can impart a good feeling of slip and moistness to the hair after washing, and can suppress the occurrence of split ends and cut hairs.

Example 7 Hair Treatment A composition obtained by emulsifying 3.1% by weight of stearamidepropyldimethylamine and 9.0% by weight of stearyl alcohol in water has a phase transition temperature of 80 ° C. and a melting point of stearyl alcohol of 59 ° C. Therefore, the emulsification temperature was set to 65 ° C., and the following hair treatment was prepared according to Example 1.

(weight%)
Stearamidopropyldimethylamine 3.1
Stearyl alcohol 9.0
Hydroxyethyl cellulose 0.3
Dipropylene glycol 2.5
Amphiphilic amide lipid A 0.05
Liquid paraffin 0.5
Benzyloxyethanol 1.5
Phenoxyethanol 0.1
Methyl polysiloxane (100,000 mPa · s) 3.0
Amino-modified silicone 0.75
Lactic acid aqueous solution (90% by weight) 0.9
Malic acid aqueous solution (50% by weight) 0.02
Fragrance 0.4
Purified water balance

  The above-mentioned hair treatment can impart a good feeling of slip and moistness to the hair after washing, and can suppress the occurrence of split ends and cut hairs.

Example 8 Hair Conditioner A composition obtained by emulsifying 3.4% by weight of stearamidepropyldimethylamine and 9.0% by weight of stearyl alcohol in water has a phase transition temperature of 80 ° C. and a melting point of stearyl alcohol of 59 ° C. Therefore, the emulsification temperature was set to 62 ° C., and the following hair conditioner was prepared according to Example 1.

(weight%)
Stearamidopropyldimethylamine 3.4
Stearyl alcohol 9.0
Glutamic acid 1.5
Benzyloxyethanol 1.5
Dipropylene glycol 2.5
Phenoxyethanol 0.1
Amphiphilic amide lipid B 0.5
Malic acid aqueous solution (50% by weight) 0.02
Dipentaerythritol fatty acid ester 0.2
Methylpolysiloxane mixture 2.5
Highly polymerized methylpolysiloxane / decamethylcyclopentasiloxane mixture 2.5
Aminoethylaminopropylsiloxane / dimethylsiloxane copolymer emulsion 2.5
Hydroxyethyl cellulose 0.3
Liquid paraffin 0.5
Sodium hydroxide pH adjustment amount Fragrance 0.5
Purified water balance

  The above-mentioned hair conditioner can give a good slipping feeling and moist feeling to the hair after washing, and can suppress the occurrence of split ends and cut hairs.

Claims (6)

The following components (A), (B) and (C)
(A) Amphiphilic amide lipid
(B) The following general formula (b-1)

[Wherein, R represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms, R ′ represents an alkyl group having 1 to 3 carbon atoms, and X ⁻ represents an anion. ]
Or a quaternary ammonium salt represented by the following general formula (b-2)

[In the formula, A represents a hydrogen atom or a linear or branched saturated or unsaturated amide group, N-hydrocarbon carbamoyl group, acyloxy group or hydrocarbon oxy group having a total carbon number of 12 to 24; Represents a divalent linear or branched saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms, and Y ¹ and Y ² independently represent an alkyl group having 1 to 4 carbon atoms. ]
Or a tertiary amine type compound represented by
(C) The following general formula (c)

[Wherein R ″ represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms.]
A hair cosmetic containing a higher alcohol represented by formula (B), component (C) and the remaining amount of water having the same content as that contained in the hair cosmetic to be produced. A hair cosmetic emulsifying an aqueous composition containing components (A), (B) and (C) at a temperature lower than the phase transition temperature of a ternary composition comprising Manufacturing method.   The component (B) contains a quaternary ammonium salt represented by the general formula (b-1), the compound R having the maximum content in the quaternary ammonium salt (b-1), and the maximum in the component (C) 2. The production according to claim 1, wherein R ″ of the compound having the same content has the same number of carbon atoms, and the content of these compounds is 70 to 100% by weight in the components (B) and (C), respectively. Method.   The production method according to claim 2, wherein the number of carbon atoms is 22. The production method according to any one of claims 1 to 3, wherein the component (A) is an amphiphilic amide lipid selected from the following general formulas (1) to (4).

[Wherein, R ¹ represents a linear or branched hydrocarbon group having 1 to 12 carbon atoms which may be substituted by a hydroxyl group and / or an alkoxy group, and R ² represents a linear or branched chain having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R ³ represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]

[Wherein, R ⁴ represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms which may be substituted by a hydroxy group, an oxo group or an amino group, and Z represents a methylene group. , A methine group or an oxygen atom, a broken line indicates the presence or absence of a π bond, X ¹ represents a hydrogen atom, an acetyl group or a glyceryl group, or forms an oxo group with an adjacent oxygen atom, X ² , X ³ and X ⁴ each independently represent a hydrogen atom, a hydroxy group or an acetoxy group (provided that when Z is a methine group, one of X ² and X ³ is a hydrogen atom and the other does not exist; When O-X ¹ is an oxo group, X ⁴ is not present), R ⁵ and R ⁶ each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R ⁷ is a hydroxy group or An amino group that may be substituted; A chain, branched chain, or cyclic saturated hydrocarbon group, or a linear, branched, or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms that may be substituted with a hydroxy group at the ω position of the hydrocarbon group R ⁸ represents a hydrogen atom or a linear or branched chain having 1 to 8 carbon atoms which may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group Represents a saturated or unsaturated hydrocarbon group. ]

[Wherein, R ⁹ represents an alkyl group having 10 to 18 carbon atoms which may be substituted by a hydroxy group. ]

[Wherein R ¹⁰ represents a linear or branched, saturated or unsaturated hydrocarbon group which may be substituted with a hydroxyl group, or a residue of 2-dodecen-1-ylsuccinic acid having 9 to 31 carbon atoms. M represents an integer of 1 to 3, R ¹¹ and R ¹² each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a hydroxyalkyl group, and Y represents a linear or branched chain having 10 to 32 carbon atoms. A saturated or unsaturated hydrocarbon group that may be substituted, or

(K, i and n each represent an integer of 1 to 3, j represents 0 or 1, and R ¹³ is substituted with a linear or branched saturated or unsaturated hydroxyl group having 9 to 31 carbon atoms. And a substituent represented by (denotes a good hydrocarbon group). ]   The production method according to claim 4, wherein the component (A) is selected from amphiphilic amide lipids represented by any one of the general formulas (1) and (2). The following components (A), (B) and (C)
(A) Amphiphilic amide lipid
(B) The following general formula (b-1)

[Wherein, R represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms, R ′ represents an alkyl group having 1 to 3 carbon atoms, and X ⁻ represents an anion. ]
Or a quaternary ammonium salt represented by the following general formula (b-2)

[In the formula, A represents a hydrogen atom or a linear or branched saturated or unsaturated amide group, N-hydrocarbon carbamoyl group, acyloxy group or hydrocarbon oxy group having a total carbon number of 12 to 24; Represents a divalent linear or branched saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms, and Y ¹ and Y ² independently represent an alkyl group having 1 to 4 carbon atoms. ]
Or a tertiary amine type compound represented by
(C) The following general formula (c)

[Wherein R ″ represents an aliphatic hydrocarbon group having 12 to 28 carbon atoms.]
A hair cosmetic containing a higher alcohol represented by the following three-component composition comprising components (B) and (C) having the same content as the content in the hair cosmetic and the remaining amount of water: A hair cosmetic obtained by emulsifying an aqueous composition containing the components (A), (B) and (C) at a temperature lower than the phase transition temperature of the component (C) and not lower than the melting point of the component (C).