JP5087244B2 - Hair cosmetics - Google Patents

Description

  The present invention relates to a hair cosmetic containing a specific tertiary amine or a salt thereof.

  Hair is always affected by sunlight, ultraviolet rays, heat, drying, and the like, and tends to be pricked by daily hair washing, brushing, the heat of a dryer, and the like. In particular, it has been elucidated that damage such as loss of hair gloss and dryness due to drying of the hair dryer after shampooing is caused by cavitation inside the hair due to the heat of the hair dryer. In recent years, it has become common to enjoy changes in the appearance of hair, such as changing the hair color freely (coloring), changing the hairstyle (perm, etc.), and the frequency of these treatments has increased. ing. It is said that the hair that has been subjected to coloring treatment or permanent wave treatment in this manner is subject to internal cavitation due to chemical factors of the hair dye or permanent wave agent to be used. Furthermore, daily hair care actions (hair washing process, hand rush, brushing) continue to repeatedly give small distortion to the hair, and it is considered that cracks, gaps, cracks, cuts, etc. inside the hair grow and progress.

  Accordingly, various attempts have been made for the purpose of repairing hair damage. For example, as a technique for repairing or preventing damage to hair and imparting a good feel, a composition for hair containing a hydroxy ether amine compound, an acid, a higher alcohol and an oil component (Patent Document 1) and branched fatty acids are used. The hair cosmetics to contain (patent document 2) etc. are proposed.

  However, these hair cosmetics are insufficient to repair or inhibit fatigue destruction (split hairs / cut hairs) due to hair color or the like.

JP 2004-323495 A Japanese Unexamined Patent Publication No. 4-137719

  The present invention provides a hair cosmetic that can repair or inhibit damage and fatigue destruction of hair caused by chemical treatment, dryer drying, and daily hair care behavior, and that can impart good flexibility and a supple feel from when wet to after drying. The purpose is to do.

  The present inventor has found that a hair cosmetic satisfying the above requirements can be obtained by using an ether type hydroxy tertiary amine compound (hereinafter referred to as “hydroxy ether amine”) and branched fatty acids in combination.

  That is, the present invention provides a hair cosmetic containing components (A), (B) and water.

(A) Tertiary amine represented by the general formula (1) or a salt thereof

[Wherein, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ² and R ³ are the same or different alkyl groups having 1 to 6 carbon atoms or — (AO ) _m H (A represents an alkylene group having 2 to 4 carbon atoms, m represents a number of 1 to 6, m m may be the same or different, and the arrangement thereof is arbitrary), and n represents The number of 1-5 is shown. ]

(B) Branched fatty acid represented by the general formula (2) or a salt thereof

[Wherein, R ⁴ represents a methyl group or an ethyl group, and p represents an integer of 3 to 36. ]

  The hair cosmetic composition of the present invention can repair or inhibit hair damage and fatigue destruction, and can impart a good flexibility and a supple feel from wet to dry.

In the hydroxy ether amine of component (A) used in the present invention, R ¹ is a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and has good flexibility and slippage from wet to dry. In view of excellent slipperiness after drying, a linear or branched alkyl or alkenyl group having 12 to 24 carbon atoms, particularly 14 to 22 carbon atoms is preferable, and an alkyl group is particularly preferable. preferable.

R ² and R ³ are each independently an alkyl group having 1 to 6 carbon atoms or — (AO) _m H (A and m are as defined above), and good flexibility from wet to dry From the viewpoint of imparting properties and slipperiness and excellent slipperiness after drying, and an alkyl group having 1 to 6 carbon atoms and — (CH ₂ CH ₂ O) _m H (m is preferably 1 to 3, particularly 1). Further, at least one of R ² and R ³ is preferably an alkyl group having 1 to 6 carbon atoms, particularly a methyl group or an ethyl group, and it is particularly preferable that both are the same. n is preferably 1.

  Preferable specific examples of the hydroxy ether amine include hexadecyloxy (2-hydroxypropyl) dimethylamine, octadecyloxy (2-hydroxypropyl) dimethylamine, and behenyloxy (2-hydroxypropyl) dimethylamine.

  Moreover, it is preferable that all or part of the hydroxy ether amine used in the present invention is neutralized with an inorganic acid or an organic acid.

  Examples of inorganic acids include hydrochloric acid, sulfuric acid, phosphoric acid and the like. Organic acids include monocarboxylic acids such as acetic acid and propionic acid; dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid and phthalic acid; polycarboxylic acids such as polyglutamic acid; glycolic acid And hydroxycarboxylic acids such as lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid and citric acid; and acidic amino acids such as glutamic acid and aspartic acid. Among these, inorganic acids, dicarboxylic acids, hydroxycarboxylic acids, and acidic amino acids are preferable, and hydrochloric acid is particularly preferable as the inorganic acid. As the dicarboxylic acid, maleic acid and succinic acid are particularly preferable. As the hydroxycarboxylic acid, glycolic acid, lactic acid, and malic acid are particularly preferable. As the acidic amino acid, glutamic acid is particularly preferable.

  Here, the branched fatty acid of component (B) may be used as the organic acid. Alternatively, hydroxy ether amine and branched fatty acid may be mixed and neutralized in advance and used as an acid addition salt. In the hair cosmetic composition of the present invention, it is presumed that component (A) and component (B) form a hydrophobic complex.

  The compounding amount of the inorganic acid and / or organic acid is 0.1 to 10 times mol, and further 0.3 to 4 times mol for the hydroxy ether amine, and can effectively reduce the amine odor, as well as flexibility and slipperiness. From the viewpoint of enhancing the effect of conditioning.

  The hydroxy ether amine or the salt thereof of component (A) may be used in combination of two or more thereof, and the content thereof is from 0.1 to 0.1 as hydroxy ether amine from the viewpoint of imparting good flexibility and slipperiness during use. It is preferably 20% by weight, more preferably 0.3 to 15% by weight, particularly preferably 0.5 to 10% by weight.

  The branched fatty acid of component (B) can be separated and extracted from hair or the like according to the description of LIPIDS, vol.23, No.9, 878-881 (1988), for example. Patent Document 2, WO98 / 30532 Can also be synthesized according to The branched fatty acid is represented by the general formula (2) and preferably has a total carbon number of 6 to 40, more preferably 8 to 40, particularly 10 to 22, specifically 18-methyleicosane. Examples include acid, 14-methylpentadecanoic acid, 14-methylhexadecanoic acid, 16-methylheptadecanoic acid, and 16-methyloctadecanoic acid. The branched fatty acid salts include alkali metal salts such as sodium salt, lithium salt and potassium salt; alkaline earth metal salts such as calcium salt and magnesium salt; ammonium salt; triethanolamine salt, diethanolamine salt and monoethanol. Organic amine salts such as amine salts; basic amino acid salts such as lysine salts and arginine salts.

  Examples of the extract include an extract from lanolin, that is, lanolin fatty acid. Lanolin fatty acid contains about 50% by weight of methyl branched long chain fatty acid called iso fatty acid or anteiso fatty acid. Specifically, Crodacid 18-MEA [Crowda Japan Co., Ltd.], Scrairo [Crowda Japan Co., Ltd.], FA-NH [Nippon Seika Co., Ltd.] can be mentioned.

  Two or more kinds of the branched fatty acid of component (B) or a salt thereof may be used in combination. Moreover, you may mix and use a synthetic product and an extract. The content is preferably 0.01 to 10% by weight, more preferably 0.05 to 5% by weight in the hair cosmetic composition of the present invention, from the viewpoint of the effect of recovering or suppressing hair damage.

  Further, the amount of water contained in the hair cosmetic composition of the present invention is preferably 50 to 95% by weight, particularly preferably 60 to 90% by weight.

  The hair cosmetic composition of the present invention may further contain an aromatic alcohol represented by the general formula (3) as the component (C) in order to improve the repair effect from the outside of the hair.

[Wherein, R ⁵ represents a hydrogen atom, a methyl group or a methoxy group, Y represents a single bond or a linear or branched alkylene group or alkenylene group having 1 to 3 carbon atoms, and Z represents a hydrogen atom or a hydroxyl group. Q and r each represent a number from 0 to 5. ]

  Examples of the aromatic alcohol of component (C) include benzyl alcohol, cinnamyl alcohol, phenethyl alcohol, p-anisyl alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol and the like. Of these, benzyl alcohol and 2-benzyloxyethanol are particularly preferable.

  The aromatic alcohol of component (C) may be used in combination of two or more, and the content thereof provides 0.05% of the hair cosmetic composition of the present invention from the viewpoint of imparting good flexibility and a supple feel during use. -30% by weight, especially 0.1-10% by weight is preferred.

  The weight ratio (B) / (C) of the component (B) and the component (C) is sufficient to obtain the effect of repairing / suppressing damage to the hair and fatigue breakage, and the effect of imparting flexibility and flexibility. From the standpoint of ensuring stability and usability, it is preferably in the range of 10/1 to 1/100, more preferably in the range of 10/1 to 1/10, especially 5/1 to 1/5. preferable.

  In order to improve the effect of repairing the hair from the outside, the hair cosmetic composition of the present invention can further contain an amphiphilic amide lipid as component (D). Examples of the amphiphilic amide lipid include those selected from diamide compounds represented by the general formula (4) and ceramides represented by the general formula (5).

  (i) Diamide compound represented by general formula (4)

[Wherein R ⁶ 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 ⁷ represents a linear or branched group having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R ⁸ represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]

In the general formula (4), R ⁶ 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 (4), R ⁷ is preferably a linear or branched alkylene group having 2 to 5 carbon atoms, more preferably 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 the general formula (4), R ⁸ is preferably a linear or branched divalent hydrocarbon group having 2 to 22 carbon atoms, more preferably a linear or branched alkylene group having 11 to 22 carbon atoms, and Alkenylene groups having 1 to 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 preferable.

A more preferred diamide compound (4) is a compound in which the above preferred groups are combined as R ⁶ , R ⁷ and R ⁸ , and specific examples thereof include the following compounds.

  (ii) Ceramides represented by the general formula (5)

[Wherein, R ⁹ 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 W 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 W 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 ¹⁰ and R ¹¹ each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R ¹² represents a hydroxy group or 5 to 35 carbon atoms that the amino group may be substituted A linear, branched or cyclic saturated hydrocarbon group, or a linear, branched or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms, which may be substituted with a hydroxy group at the ω position of the hydrocarbon group. An ester-bonded group, R ¹³ represents a hydrogen atom, or may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group, and an acetoxy group; Indicates a saturated or unsaturated hydrocarbon group in the chain. ]

In the general formula (5), R ⁹ 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 ¹⁰ and R ¹¹ , 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 ¹² , isostearic acid, 12-hydroxystearic acid, and linoleic acid are preferable. R ¹³ 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 (5) are natural ceramides or natural ceramides represented by the following general formula (5a) and derivatives thereof (hereinafter referred to as “natural ceramides (5a)”), and general formulas And pseudo type ceramides represented by (5b) (hereinafter referred to as “pseudo type ceramides (5b)”).

  (ii-1) Natural ceramides (5a)

[Wherein R ^9a 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 W 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 W 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 ^10a represents a hydroxymethyl group or an acetoxymethyl group, R ^12a represents a linear, branched or cyclic saturated hydrocarbon group having 5 to 30 carbon atoms which may be substituted by the hydroxy group, or The number of carbon atoms that may be substituted with a hydroxy group at the ω-terminal of the alkyl group Indicates ~ 22 linear or branched chain group a saturated or unsaturated fatty acid is ester bond, R ^13a represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. ]

Preferably, R ^9a is a linear alkyl group having 7 to 19 carbon atoms, more preferably 13 to 15 carbon atoms; W ¹ is a methine group and ^one of X ^2a and X ^3a is a hydrogen atom; R ^12a 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. R ^12a 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) in FIG. 2 and J. Lipid. Res., 35: 2069 (1994) in FIG. 4 and porcine and human ceramides), and these N-alkyl compounds (for example, N-methyl compounds) Can be mentioned. These may be any of natural extracts and synthetic products, and commercially available products can be used.

  (ii-2) Pseudo-type ceramides (5b)

[Wherein, R ^9b 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 ^12b is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 5 to 22 carbon atoms which may be substituted with 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 ^13b 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. ]

R ^12b includes a nonyl group, a tridecyl group, a pentadecyl group, an undecyl group in which linoleic acid is ester-bonded to the ω position, a pentadecyl group in which linoleic acid is ester-bonded to the ω position, and 12-hydroxystearic acid is ester-bonded to the ω position A pentadecyl group and an undecyl group in which methyl branched isostearic acid is amide-bonded at the ω position are preferred. The hydroxyalkoxy group or alkoxy group for R ^13b is preferably one having 1 to 8 carbon atoms.

Pseudoceramides (5b) include those in which R ^9b is a hexadecyl group, X ^1b is a hydrogen atom, R ^12b is a pentadecyl group, R ^13b is a hydroxyethyl group; R ^9b is a hexadecyl group, X ^1b is a hydrogen atom, R Preferably, ^12b is a nonyl group and R ^13b is a hydroxyethyl group; or R ^9b is a hexadecyl group, X ^1b is a glyceryl group, R ^12b is a tridecyl group, and R ^13b is a 3-methoxypropyl group. R ^9b is a hexadecyl group, X ^1b is a hydrogen atom, R ^12b is a pentadecyl group, and R ^13b is more preferably a hydroxyethyl group. Preferable specific examples include the following.

  Two or more amphiphilic amide lipids may be used in combination, and the content thereof is preferably 0.01 to 10% by weight in the hair cosmetic composition of the present invention, from the viewpoint of the effect of recovering or suppressing damage, Furthermore, 0.05 to 5% by weight is preferable.

  In order to further improve the feel imparted to the hair, silicones, oily components, cationic surfactants, and the like can be added to the hair cosmetic composition of the present invention. Examples of silicones include the following.

(i) Highly polymerized dimethylpolysiloxane Examples include BY11-026, BY22-19 [Toray Dow Corning Co., Ltd.], FZ-3125 [Nihon Unicar Co., Ltd.], and the like.
Highly polymerized dimethylpolysiloxane is also used which is dissolved or dispersed in liquid oil (for example, (ii) dimethylpolysiloxane oil below, (iii) liquid silicone oil such as cyclic silicone, or liquid hydrocarbon oil such as isoparaffin). be able to.

  (ii) Dimethylpolysiloxane oil represented by the following general formula

[Wherein, c represents an integer of 0 to 650. ]

  Specifically, commercially available products such as SH200C series, viscosities 1cs, 50cs, 200cs, 1000cs, 5000cs [Toray Dow Corning Co., Ltd.] are included.

  (iii) Cyclic silicone represented by the following general formula

[In formula, d shows the integer of 3-7. ]

  Specific examples include dodecamethylcyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and the like. Commercially available products include SH244 and SH245 (Toray Dow Corning Co., Ltd.).

  (iv) Amino-modified silicone represented by the following general formula

Wherein, R ¹⁴ represents the same group or a methyl or hydroxyl group and R ^15, R ¹⁵ is -R ¹⁶ -Q (wherein R ¹⁶ 2 divalent hydrocarbon group having 3 to 6 carbon atoms, Q is 1 -Represents a tertiary amino group-containing group or an ammonium group-containing group.), E and f are each a positive integer, and e + f depends on the molecular weight. A preferable average molecular weight is 3000 to 100,000. ]

  For example, SS-3551, SF8452C, DC929, DC8500 (above, Toray Dow Corning Co., Ltd.), KT 1989 (GE Toshiba Co., Ltd.) and the like can be mentioned. When amino-modified silicone is used as an aqueous emulsion, the amount of amino-modified silicone contained in the aqueous emulsion is preferably 20 to 60% by weight, more preferably 30 to 50% by weight. A preferred amino-modified silicone aqueous emulsion is SM8704C (Toray Dow Corning Co., Ltd.).

(v) Other silicones Other than the above, polyether-modified silicone, methylphenylpolysiloxane, fatty acid-modified silicone, alcohol-modified silicone, alkoxy-modified silicone, epoxy-modified silicone, fluorine-modified silicone, cyclic silicone, alkyl-modified silicone, etc. Is mentioned. -

  When the silicone compound is contained, the content thereof is preferably 0.1 to 15% by weight, and particularly preferably 0.5 to 10% by weight in the hair cosmetic composition of the present invention.

  In addition, as oil components, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, coconut oil fatty acid and other components (b) higher fatty acids, liquid paraffin, liquid isoparaffin, petrolatum, Examples include hydrocarbon oils such as squalene and squalane. Natural oils such as camellia oil, macadamia nut oil, corn oil, olive oil, avocado oil, castor oil, safflower oil, jojoba oil, sunflower oil, rapeseed oil, sesame oil, soybean oil, and meadow foam oil; isopropyl myristate, palmitic acid Isopropyl acid, myristyl myristate, octyl palmitate, stearyl stearate, isocetyl stearate, isononyl isononanoate, isotridecyl isononanoate, stearic acid hardened castor oil, hydroxystearic acid hardened castor oil, glyceryl tri-2-ethylhexanoate, tetra-2 -Mixed fatty acids such as pentaerythritol ethylhexanoate, neopentyl glycol dicaprate, diglyceryl diisostearate, dipentaerythritol and hydroxystearic acid / stearic acid / rosin acid And ester oils such as esters.

  Examples of the cationic surfactant include the following compounds (i) to (vi).

(i) Alkyltrimethylammonium salt Examples include compounds represented by the following general formula.
R ¹⁷ −N ⁺ (CH ₃ ) ₃ X ⁻
[Wherein, R ¹⁷ represents an alkyl group having 12 to 22 carbon atoms, and X ⁻ represents a halogen (chlorine or bromine) ion or an alkyl sulfate ion having 1 to 2 carbon atoms. ]

(ii) Alkoxytrimethylammonium salt For example, the compound represented by the following general formula is mentioned.
R ¹⁸ —O—R ¹⁹ —N ⁺ (CH ₃ ) ₃ X ⁻
[Wherein R ¹⁸ represents an alkyl group having 12 to 22 carbon atoms, R ¹⁹ represents an ethylene group or a propylene group, and X ⁻ is the same as above. ]

(iii) Dialkyldimethylammonium salt Examples include compounds represented by the following general formula.
R ²⁰ ₂ −N ⁺ (CH ₃ ) ₂ X ⁻
[Wherein, R ²⁰ represents an alkyl group having 12 to 22 carbon atoms or a benzyl group, and X ⁻ is the same as described above. ]

(iv) Alkyldimethylamine (and its salts)
For example, the compound represented by the following general formula and its salt are mentioned.
R ²¹ -N (CH ₃ ) ₂
[Wherein R ²¹ represents an alkyl group having 12 to 22 carbon atoms. ]

(v) Etheramine (and its salt)
For example, the compound represented by the following general formula and its salt are mentioned.

[Wherein, R ²² represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ²³ and R ²⁴ are the same or different alkyl groups having 1 to 6 carbon atoms or — (A 'O) _g H (A' represents an alkylene group having 2 to 4 carbon atoms, g represents a number of 1 to 6, and g A's may be the same or different, and the arrangement thereof is arbitrary). Show. ]

(vi) Alkylamidoamines (and their salts)
For example, the compound represented by the following general formula and its salt are mentioned.

[Wherein, R ²⁵ represents an aliphatic hydrocarbon group having 11 to 23 carbon atoms, R ²⁶ is the same or different and represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and h represents a number of 2 to 4] Indicates. ]

Examples of cationic surfactants other than the above (i) to (vi) include ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium (alkanoylaminopropyldimethylethylammonium ethyl sulfate, alkanoyl group derived from lanolin), ethyl sulfate lanolin fatty acid aminoethyl triethylammonium, ethyl lanolin fatty acid aminopropyl triethylammonium sulfate, methyl sulfate lanolin fatty acid aminoethyl trimethylammonium methyl sulfate lanolin fatty acid aminopropyl ethyl dimethyl ammonium ethyl sulfate isoalkanes acid (C ₁₄ ~C ₂₀₎ aminopropyl dimethylammonium, ethyl sulfate isoalkanes acid (C ₁₈ ~C ₂₂₎ aminopropyl dimethylammonium, aminopropyl ethylsulfate isostearate Examples include ruethyldimethylammonium, aminopropylethyldimethylammonium isononanoate ethylsulfate, and alkyltrimethylammonium saccharin.

  Two or more kinds of cationic surfactants may be used in combination, and the content is preferably 0.01 to 20% by weight, more preferably 0.1 to 15% from the viewpoint of imparting good flexibility and slipperiness during use. % By weight, in particular 0.5 to 10% by weight is preferred.

  The hair cosmetic of the present invention may further contain other components generally used in hair cosmetics depending on the purpose. For example, polymer compounds such as cationized cellulose, hydroxylated cellulose, and highly polymerized polyethylene oxide; polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene hydrogenated castor oil , Sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid alkanolamides, alkylglycosides, and other nonionic surfactants; anti-dandruff agents such as zinc pyrithione and benzalkonium chloride; vitamins; bactericides; anti-inflammatory agents Preservatives; chelating agents; moisturizers such as panthenol; colorants such as dyes and pigments; polar solvent extracts of eucalyptus, shells or nacres with pearl layers, or hydrolysates thereof, obtained from silk Protein or Extracts such as hydrolysates, protein-containing extracts obtained from legume seeds, ginseng extract, rice germ extract, hibamata extract, camellia extract, aloe extract, moon peach leaf extract, chlorella extract, etc. Pearl powders such as titanium oxide; fragrances; dyes; ultraviolet absorbers; antioxidants; other components described in ENCYCLOPEDIA OF SHAMPOO INGREDIENTS (MICELLE PRESS) Etc.

  The hair cosmetic composition of the present invention preferably has a pH (25 ° C.) of 1 to 5.5 when diluted 20 times by weight with water. Within this range, it has a function of recovering damage such as hair color, and is excellent in a function capable of imparting good flexibility and a supple feel from wet to dry. The pH value is particularly preferably adjusted to 2 to 5, more preferably 2.5 to 4.5 from the viewpoint of the effect of recovering damaged hair. For adjusting the pH, acidic substances such as inorganic acids and organic acids, and sodium hydroxide as a basic substance can be used in combination. Inorganic acids and organic acids include those used for neutralization of the hydroxy ether amine compound of component (A) described above.

  The hair cosmetic composition of the present invention is produced by dissolving components (A), (B) and other optional components in a solvent to which water and ethanol, 2-propanol, glycerin, propylene glycol and the like are added as necessary. The The product form includes hair rinse, hair conditioner, hair treatment and the like.

  The pH of the hair cosmetic shown below is a value at 25 ° C. when diluted 20 times by weight with water.

Examples 1-8 and Comparative Examples 1-3
Hair cosmetics having the compositions shown in Table 1 were produced, and “softness”, “smoothness”, “moistness”, and “flexibility” were evaluated according to the following methods and standards. In addition, a fatigue resistance test was performed.

・ Evaluation method 20 g (about 15 to 20 cm) of hair of a Japanese woman that had been subjected to beauty treatment such as cold perm and bleach was bundled and washed with shampoo. Apply 2g of hair cosmetics evenly to this hair, then rinse with running water for 30 seconds, then towel dry, and then dryer dry to make the hair "soft", "smooth", "moist" The sensory evaluation of “suppleness” was made. The evaluation was performed by five people, and the total value of the evaluation was shown.

・ Evaluation criteria `` Flexibility ''
4: Very soft 3: Slightly soft 2: Not very soft 1: Not soft

"Smoothness"
4: Very slipping 3: Slightly slipping 2: Not slipping very much 1: Not slipping

"Moist feeling"
4: Very moist 3: Slightly moist 2: Not very moist 1: Not moist

"Flexible"
4: very supple 3: supple supple 2: not supple 1: not supple

"Fatigue resistance test"
According to the method described in YK Kamath, SB Hornby, HD Weigmann and S. Ruetsch, J. Cos. Sci., 50, 198-200 (1999), a load of 50 g / hair was repeatedly applied, and the number of repetitions until breakage Counted. Based on the obtained data, the fatigue resistance parameter (characteristic life) was calculated as follows.
In order to statistically handle the fatigue failure phenomenon, the “Weibull distribution” that can evaluate the characteristics of dispersion over a wide range was used. In the equation (a) of the Weibull distribution, the parameter θ (characteristic life) is obtained from the equation (b) obtained by taking the natural logarithm of both sides twice. The x axis is ln x, the y axis is ln ln [1 / [1-F (x)]], each data is plotted to obtain an approximate straight line, and the parameter θ is calculated from intercept = b lnθ and slope = b. (Formula (c)).

F (x) = 1−exp [-(x / θ) ^b ] (a)
ln ln [1 / [1−F (x)]] ＝ b ln x−b lnθ (b)
θ (characteristic life) = exp (− intercept / slope) (c)
x: Number of times of cutting, F (x): Order of cutting / number of samples b: Shape parameter θ: Characteristic life (number of times until 63.2% of samples are destroyed)

Example 9 Hair conditioner (pH 3.3)
(weight%)
Octadecyloxy (2-hydroxypropyl) dimethylamine 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

  The above conditioner can repair or inhibit hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.

Example 10 Hair conditioner (pH 3.3)
(weight%)
Octadecyloxy (2-hydroxypropyl) dimethylamine 0.5
Stearic acid dimethylaminopropylamide 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

  The above conditioner can repair or inhibit hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.

Example 11 Hair conditioner (pH 3.3)
(weight%)
Hexadecyloxy (2-hydroxypropyl) dimethylamine 0.5
N, N, N-trimethylammonium chloride 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

  The above conditioner can repair or inhibit hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.

Example 12 Hair Treatment (pH 3.3)
(weight%)
Octadecyloxy (2-hydroxypropyl) dimethylamine 3.4
Stearyl alcohol 9.0
Glutamic acid 1.5
Benzyloxyethanol 1.0
Dipropylene glycol 2.0
Phenoxyethanol 0.1
Amphiphilic amide lipid B 0.1
Dipentaerythritol fatty acid ester 0.2
18-methyleicosanoic acid 0.5
Methylpolysiloxane mixture 2.5
Highly polymerized methylpolysiloxane / decamethylcyclopentasiloxane mixture 2.5
Aminoethylaminopropylsiloxane / dimethylsiloxane copolymer emulsion 0.5
Hydroxyethyl cellulose 0.3
Paraffin 0.5
Fragrance 0.3
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

  The treatment can repair or inhibit hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.

Claims (3)

A hair cosmetic comprising components (A), (B) , (C) and water.
(A) Tertiary amine represented by the general formula (1) or a salt thereof

[Wherein, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ² and R ³ are the same or different alkyl groups having 1 to 6 carbon atoms or — (AO ) _m H (A represents an alkylene group having 2 to 4 carbon atoms, m represents a number of 1 to 6, m m may be the same or different, and the arrangement thereof is arbitrary), and n represents The number of 1-5 is shown. ]
(B) Branched fatty acid represented by the general formula (2) or a salt thereof

[Wherein, R ⁴ represents a methyl group or an ethyl group, and p represents an integer of 3 to 36. ]
(C) an aromatic alcohol represented by the general formula (3)

[Wherein, R ⁵ represents a hydrogen atom, a methyl group or a methoxy group, Y represents a single bond or a linear or branched alkylene group or alkenylene group having 1 to 3 carbon atoms, and Z represents a hydrogen atom or a hydroxyl group. Q and r each represent a number from 0 to 5. ] The hair makeup according to claim 1, wherein the content of component (A) is 0.1 to 20% by weight, the content of component (B) is 0.01 to 10% by weight, and the content of component (C) is 0.05 to 30% by weight. Fee.   The hair cosmetic composition according to claim 1 or 2, further comprising an amphiphilic amide lipid as component (D).