JP6005365B2 - Hair cosmetics - Google Patents

Description

  The present invention relates to a hair cosmetic, and more specifically, it has excellent usability during coating (easiness of spreading), usability when wet (no squeaking feeling), and good feel after drying (smoothness, unity) The present invention relates to a hair cosmetic excellent in the effect of imparting a feeling.

  Conventionally, for the purpose of removing hair stains, the hair is washed with a shampoo mainly composed of an anionic surfactant, but washing with the shampoo removes not only the hair stains but also the oil protecting the hair surface at the same time. As a result, the flexibility of the hair is lost, the hair becomes dull and uncomfortable, and the hair is easily damaged, split, and broken. Therefore, for the purpose of imparting a conditioning effect (flexibility, moist feeling, smooth feeling, slipperiness) to the hair, it is treated with a hair composition mainly composed of a quaternary ammonium salt which is a cationic surfactant. When a hair composition containing a quaternary ammonium salt as a main component is used, the hair has excellent flexibility but may not have sufficient slipperiness and moist feeling after drying. Therefore, a method of blending silicone or the like to improve the slipperiness after drying is known, but when blending silicone or the like, the blending amount may affect the stability of the system. May be subject to restrictions.

  Patent Document 1 contains an alkyl diquaternized ammonium salt cationic surfactant, a high melting point fatty compound, and an aqueous carrier, conditioning effects such as smoothness and softness, and combing properties when wet and dry. An excellent conditioning composition is proposed, and Patent Document 2 proposes a hair cosmetic that combines a specific gemini-type cationic activator, a saccharide and / or a polyhydric alcohol, and has an excellent hair protection effect and conditioning effect. Patent Document 3 proposes a hair composition that is excellent in conditioning effect in which a biscation surfactant, a higher alcohol, and an oil component are blended, and that is mild to mild hair and scalp. 4 contains a specific cationic surfactant, has a hydrophobizing ability on the hair surface, and has a good feel (smoothness, Hair cosmetics that are soft and have no stickiness) and that have a moisturizing effect by increasing the moisture retention of hair (particularly damaged hair) have been proposed. Although excellent in imparting a good feeling later, the usability when applied and wet was insufficient.

JP-T 2008-515900 (page 1-23) JP 2006-315987 A (page 1-20) JP 2006-199636 A (page 1-9) JP2011-236187A (page 1-9)

  The present invention relates to a hair cosmetic, and more specifically, it has excellent usability when applied (easily spread and spread) and when wet (no tingling), and also has a good feel (smoothness, unity) after drying. It is in providing the hair cosmetics excellent in the effect to provide.

  As a result of intensive studies to solve the above problems, the present inventors have found that a cationic surfactant other than a specific cationic surfactant, (B) an oil component, and (C) a compound represented by the general formula (1) And / or a hair cosmetic containing a tertiary amine can give excellent usability when applied (easily spread and spread) and when wet (no tingling feeling), and also feels good after drying. The present invention has been completed by finding that (smoothness, unity) are imparted.

（式中、Ｒ^１は炭素数１２〜２４の直鎖又は分岐したアルキル基、アルケニル基もしくはヒドロキシアルキル基を示し、Ｒ^２〜Ｒ^６はそれぞれ独立して炭素数１〜５のアルキル基又はヒドロキシアルキル基、Ｘ^-は一価のアニオンを示す。）
で表されるカチオン界面活性剤、（Ｂ）油性成分及び（Ｃ）一般式（１）で表される化合物以外のカチオン界面活性剤及び／又は３級アミンを含有する毛髪化粧料に関する。 That is, the present invention provides (A) the following general formula (1)

(In the formula, R ¹ represents a linear or branched alkyl group, alkenyl group or hydroxyalkyl group having 12 to 24 carbon atoms, and R ^{2 to} R ⁶ each independently represents an alkyl group or hydroxy group having 1 to 5 carbon atoms. An alkyl group, X ^- represents a monovalent anion.)
And (B) an oil component and (C) a cationic surfactant other than the compound represented by the general formula (1) and / or a hair cosmetic containing a tertiary amine.

Below, the hair cosmetics of this invention are explained in full detail.
As the cationic surfactant of the component (A) used in the present invention, in the above general formula (1), R ¹ is a linear or branched alkyl group having 12 to 24 carbon atoms, preferably 16 to 22 carbon atoms. , An alkenyl group or a hydroxyalkyl group, R ^{2 to} R ⁶ represent an alkyl group having 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, a hydroxyalkyl group, more preferably a methyl group, and X ⁻ Halide ion, sulfate ion and the like can be mentioned, and chloride ion is particularly preferable.

  Various methods for synthesizing the cationic surfactant represented by the general formula (1) are known. For example, they can be produced according to the following reaction formula 1 or reaction formula 2.

（式中のＲ^１〜Ｒ^６、Ｘ⁻は前記一般式（１）のものと同じ。）

(Wherein R ^{1 to} R ⁶ and X ⁻ are the same as those in the general formula (1).)

  As a specific method for synthesizing the cationic surfactant of the reaction formula 1 or the reaction formula 2, water / lower alcohol or polyhydric alcohol = 10 to 90/90 so that the active ingredient of the cationic surfactant is 10 to 90%. In a mixed solvent of 10 to 10, 1 mol of alkyldimethylamine neutralized salt (reaction formula 1) or alkyldimethylamine (reaction formula 2) is temperature-controlled at 30 to 95 ° C., and 1-2 mol of epihalohydrin derivative is dropped. The desired cationic surfactant can be obtained by aging at the same temperature until the reaction is completed. Here, the compounding amount of the epihalohydrin derivative is 1 to 1.2 mol per 1 mol of alkyldimethylamine (reaction formula 1) or alkyldimethylamine neutralized salt (reaction formula 2), drop / ripening temperature 50 to 85 ° C., aging More preferably, the time is 5 to 20 hours.

In Reaction Formula 1 or Reaction Formula 2, when all of R ^{3 to} R ⁵ are methyl groups, 1 mol of alkyldimethylamine neutralized salt (Reaction Formula 1) or alkyldimethylamine (Reaction Formula 2) is added in the reaction solvent. Commercially available glycidyl trimethyl ammonium chloride (GTA / “Cation Master G” manufactured by Yokkaichi Chemical Co., Ltd., “SY-GTA80” manufactured by Sakamoto Yakuhin Co., Ltd.) or 3-chloro-2-hydroxypropyltrimethyl ammonium chloride (CTA / The target cationic surfactant can also be obtained by a method such as dropwise addition of 1 to 2 moles at 30 to 95 ° C., etc., and GTA or CTA is 1 for a tertiary amine salt or tertiary amine. -1.2 mol, dripping and aging temperature 50-85 degreeC, and aging time 5-20 hours are more preferable.

  Examples of the lower alcohol or polyhydric alcohol used as the reaction solvent include ethanol, 2-propanol, propylene glycol, dipropylene glycol, 1,3-butylene glycol and the like. Among these, ethanol, 2-propanol, propylene glycol Dipropylene glycol is particularly preferably used. The active ingredient of the cationic surfactant in the reaction system is preferably 40 to 60%, and the mixing ratio of water / reaction solvent is more preferably water / reaction solvent = 20-80 / 80-20.

  The cationic surfactant obtained by each method can be used as it is as a compounding component of the product of the present invention, but can also be purified and used by a conventional purification method such as column purification using silica gel or the like. The cationic surfactant of the present invention can be produced by other methods, and the production method is not particularly limited.

  (A) As for the compounding quantity in the hair cosmetics of component, 0.01-20 mass% is preferable, 0.05-10 mass% is more preferable, 0.1-5 mass% is especially preferable. When the blending amount of the component (A) is too small, it is not preferable because sufficient usability at the time of application and wetness cannot be obtained, and if it is too much, the hair may become sticky or heavy.

  Examples of the (B) oily component used in the present invention include higher alcohols, silicones, silicone derivatives, ester oils, and the like, and suitable ones may be appropriately selected from these.

  The higher alcohol is a higher alcohol having a linear or branched alkyl group or alkenyl group, preferably a higher alcohol having a linear or branched alkyl group or alkenyl group having 12 to 26 carbon atoms. Examples include myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol, behenyl alcohol, batyl alcohol, and isostearyl alcohol. Among these, cetyl alcohol, stearyl alcohol, and behenyl alcohol are particularly preferably used. In the present invention, one or more of these higher alcohols can be arbitrarily used.

  The blending amount of the higher alcohol in the hair cosmetic composition is preferably 0.1 to 10% by mass, particularly preferably 0.5 to 8% by mass. If the amount is too small, the expected effect will be insufficient, and if it is too large, the feeling after use will be unfavorable.

  Silicone and / or silicone derivatives include dimethylpolysiloxane, methylphenylpolysiloxane, alcohol-modified silicone, alkyl-modified silicone, amino-modified silicone, polyether silicone, fatty acid-modified polysiloxane, aliphatic alcohol-modified polysiloxane, epoxy-modified silicone, Including fluorine-modified silicone, cyclic silicone and the like, for example, the following (a) to (g) and the like can be mentioned.

(A) Dimethylpolysiloxane: A polymer having a methylsiloxane structure and a viscosity of 6 to 100,000 mPa · s at 25 ° C.
(B) Cyclic silicone: A silicone oil having a cyclic methylpolysiloxane structure, such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and cyclic silicone resin.
(C) Highly polymerized dimethylpolysiloxane: one having a methylsiloxane structure and a viscosity at 25 ° C. of 50,000 to 20,000,000 mPa · s. When blended in, it may be blended by dissolving in liquid oil, or an aqueous emulsion prepared in an aqueous solution of a nonionic surfactant such as a cationic surfactant or polyoxyethylene alkyl ether may be blended. preferable. Examples of the liquid oil include dimethylpolysiloxane, cyclic silicone, and isoparaffinic hydrocarbon.
(D) Amino-modified silicone: A silicone oil having an N- (2-aminoethyl) aminopropyl group or N- (2-aminoethyl) aminoisobutyl group, and the amino-modified silicone is blended in the hair cosmetic composition of the present invention. In this case, it is preferable to mix in a liquid oil or mix an aqueous emulsion prepared in an aqueous solution of a nonionic surfactant such as a cationic surfactant or polyoxyethylene alkyl ether. When used as an aqueous emulsion, the amount of amino-modified silicone contained in the aqueous emulsion is preferably 20 to 60%, more preferably 30 to 50%. Examples of the liquid oil include dimethylpolysiloxane, cyclic silicone, and isoparaffinic hydrocarbon.
(E) Polyether-modified silicone: dimethylsiloxane / methyl (polyoxyethylene) siloxane / methyl (polyoxypropylene) siloxane copolymer, dimethylsiloxane / methyl (polyoxyethylene) siloxane copolymer, dimethylsiloxane / methyl (polyol) Xypropylene) siloxane copolymer and the like.
(F) Alcohol-modified silicone: has a structure in which part of the methyl group of dimethylpolysiloxane is replaced with an alkoxy group, and examples thereof include stearoxymethyl polysiloxane and cetoxymethyl polysiloxane.
(G) Alkyl-modified silicone: A structure in which a part of the methyl group of dimethylpolysiloxane is replaced with a long-chain alkyl group, and has a liquid to waxy property depending on the substitution rate and size of the alkyl group. It is done.
(H) Aminophenyl-modified silicone: A silicone oil having an N- (2-aminoethyl) aminopropyl group or N- (2-aminoethyl) aminoisobutyl group and a phenyl group. When blended in cosmetics, dissolve in liquid oil or blend an aqueous emulsion prepared in a nonionic surfactant solution such as a cationic surfactant or polyoxyethylene alkyl ether. It is preferable. Examples of the liquid oil include dimethylpolysiloxane, cyclic silicone, and isoparaffinic hydrocarbon.

  Among these silicone derivatives, (a) dimethylpolysiloxane, (c) highly polymerized dimethylpolysiloxane, (d) amino-modified silicone and (h) aminophenyl-modified silicone are particularly preferable. These silicone derivatives can be used alone or in combination of two or more, and the blending amount is 0.01 to 20%, more preferably 0.05 to 3%, based on the entire composition. This blending amount is preferable because it can give the hair a supple and moist finish without feeling sticky or heavy.

  The blending amount of the silicone and / or silicone derivative in the hair cosmetic composition is preferably 0.01 to 25% by mass and 0.05 to 3% by mass. If the blending amount is too small, the expected effect is insufficient, and if it is too large, the stability is deteriorated, which is not preferable.

  As ester oil, ester oil having a total carbon number of 8 to 48, specifically, cetyl octanoate, cetyl isooctanoate, hexyl laurate, isopropyl myristate, isopropyl palmitate, octyl palmitate, isocetyl stearate, isostearic acid Examples include isopropyl, octyl isopalmitate, isodecyl oleate, oleyl oleate, pentaerythritol tetra-2-ethylhexanoate, 2-ethylhexyl succinate, diethyl sebacate, etc., and isopropyl myristate and isopropyl palmitate are particularly preferred. However, it is not particularly limited to these.

  As for the compounding quantity in the hair cosmetics of ester oil, 0.01-10 mass% and 0.1-3 mass% are preferable. If the amount is too small, the expected effect will be insufficient, and if it is too much, it will be unpleasant, such as stickiness.

（式中、Ｒ^７は、炭素数８〜３６の−Ｏ−、−ＣＯＯ−、−ＯＣＯ−、もしくは−ＣＯＮＨ−で表される官能基で分断又は−ＯＨで置換されていてもよい、直鎖又は分岐のアルキル基もしくはアルケニル基、Ｒ^８、Ｒ^９、Ｒ^１０は炭素数１〜３のアルキル基、ヒドロキシアルキル基又はベンジル基、Ｙ⁻はハロゲンイオン又は炭素数１〜３のアルキル硫酸イオン等の一価のアニオンを表す。） As the cationic surfactant and / or tertiary amine other than the compound represented by the general formula (1) of the component (C) used in the present invention, a quaternary ammonium salt represented by the following general formula (2) And / or a compound selected from the group consisting of tertiary amines represented by the general formula (3) is preferably used.

(In the formula, R ⁷ is divided by a functional group represented by —O—, —COO—, —OCO—, or —CONH— having 8 to 36 carbon atoms, or may be substituted with —OH; A chain or branched alkyl group or alkenyl group, R ⁸ , R ⁹ and R ¹⁰ are alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl groups or benzyl groups, Y ⁻ is a halogen ion or an alkyl sulfate ion having 1 to 3 carbon atoms. Represents a monovalent anion, etc.)

（式中、Ｒ^１１は、炭素数８〜３６の−Ｏ−又は−ＣＯＮＨ−で表される官能基で分断もしくは−ＯＨで置換されていてもよい、直鎖又は分岐のアルキル基もしくはアルケニル基、Ｒ^１２、Ｒ^１３は炭素数１〜３のアルキル基、ヒドロキシアルキル基を表す。）

(In the formula, R ¹¹ is a linear or branched alkyl group or alkenyl group which may be divided or substituted by —OH with a functional group represented by —O— or —CONH— having 8 to 36 carbon atoms. , R ¹² and R ¹³ each represent an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group.)

Among the quaternary ammonium salts represented by the above general formula (2), R ⁷ is a straight chain or branched alkyl group or alkenyl group having a quaternary ammonium salt, and R ⁷ is a straight chain having 12 to 24 carbon atoms. A quaternary ammonium salt in which R ⁷ , R ⁸ , and R ⁹ are alkyl groups having 1 to 3 carbon atoms, and Y ⁻ is a halogen ion or an alkyl sulfate ion having 1 to 3 carbon atoms. , Lauryltrimonium chloride, myristyltrimonium chloride, cetyltrimonium chloride, stearyltrimonium chloride, behenyltrimonium chloride, lauryltrimonium bromide, myristyltrimonium bromide, cetyltrimonium bromide, stearyltrimonium bromide, behenyltrimonium bromide , Lauryltrimonium methosal , Myristyltrimonium methosulphate, cetyltrimonium methosulphate, stearyltrimonium methosulphate, behenyltrimonium methosulphate, lauryltrimonium ethosulphate, myristyltrimonium ethosulphate, cetyltrimonium ethosulphate, stearyltrimonium ethosulphate, Examples include behenyl trimonium ethosulphate, and stearyl trimonium chloride and behenyl trimonium chloride are particularly preferable.

Further, among the quaternary ammonium salts represented by the general formula (2), quaternary ammonium having a linear or branched alkyl group or alkenyl group in which R ⁷ is divided by a functional group represented by —O—. Specific examples of salts include lauroxypropyltrimonium chloride, myristyloxypropyltrimonium chloride, cetyloxypropyltrimonium chloride, stearoxypropyltrimonium chloride, behenyloxypropyltrimonium chloride, lauroxypropyltrimonium bromide , Myristyloxypropyltrimonium bromide, cetyloxypropyltrimonium bromide, stearoxypropyltrimonium bromide, behenyloxypropyltrimonium bromide, lauroxypropyltrimonium methosulphate, myristyloxip Lopyrtrimonium methosulphate, cetyloxypropyltrimonium methosulphate, stearoxypropyltrimonium methosulphate, behenyloxypropyltrimonium methosulphate, lauroxypropyltrimonium ethosulphate, myristyloxypropyltrimonium ethosulphate, cetilo Examples thereof include xylpropyltrimonium etosulphate, stearoxypropyltrimonium etosulphate, and behenyloxypropyltrimonium etosulphate.

The quaternary ammonium having a linear or branched alkyl group or alkenyl group, wherein R ^{7 of the} quaternary ammonium salt represented by the general formula (2) may be separated by a functional group represented by -CONH- Specific examples of the salt include lauramidopropyltrimonium chloride, myristamidopropyltrimonium chloride, cetamidopropyltrimonium chloride, stearamidepropyltrimonium chloride, behenamidopropyltrimonium chloride, lauramidopropyltrimonium bromide, Myristamidopropyltrimonium bromide, cetamidopropyltrimonium bromide, stearamidepropyltrimonium bromide, behenamidopropyltrimonium bromide, lauramidopropyltrimonium methosulfate, myristamidopropyl Limonium methosulphate, cetamidopropyltrimonium methosulphate, stearamide propyltrimonium methosulphate, behenamidopropyltrimonium methosulphate, lauramidopropyltrimonium ethosulphate, myristamidopropyltrimonium ethosulphate, cetamidopropyltri Examples include monium etosulphate, stearamidopropyltrimonium etosulphate, and behenamidopropyltrimonium etosulphate.

The quaternary ammonium having a linear or branched alkyl group or alkenyl group, wherein R ^{7 of the} quaternary ammonium salt represented by the general formula (2) may be separated by a functional group represented by -COO- Specific examples of the salt include lauroylethyltrimonium chloride, myristoylethyltrimonium chloride, cetiloylethyltrimonium chloride, stearoylethyltrimonium chloride, beheniloylethyltrimonium chloride, lauroylethyltrimonium bromide, myristoyl Ileethyltrimonium bromide, cetyroylethyltrimonium bromide, stearoylethyltrimonium bromide, beheniloylethyltrimonium bromide, lauroylethyltrimonium methosulfate, myristoylethyltrimonium Tosulphate, cetyloxyethyltrimonium methosulphate, stearoylethyltrimonium methosulphate, beheniloylethyltrimonium methosulphate, lauroylethyltrimonium ethosulphate, myristoylethyltrimonium ethosulphate, cetiloylethyltrimonium ethosulphate , Stearoylethyltrimonium etosulphate, beheniloylethyltrimonium etosulphate and the like.

（式中、Ｒ^１４は直鎖又は分岐した炭素数６〜２４のアルキル基、アルケニル基もしくはヒドロキシアルキル基、ｎは１〜５の整数を表す。） A linear or branched alkyl group or alkenyl group in which R ^{7 of the} quaternary ammonium salt represented by the general formula (2) may be divided by a functional group represented by —O— or substituted with —OH. Specific examples of the quaternary ammonium salt having R ⁷ include a hydroxy ether cation in which R ⁷ is represented by the following general formula (4).

(Wherein R ¹⁴ represents a linear or branched alkyl group having 6 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and n represents an integer of 1 to 5)

As the hydroxy ether cation in which R ⁷ in the general formula (2) is a group represented by the general formula (4), R ¹⁴ is an alkyl group having 12 to 24 carbon atoms, particularly an alkyl group having 18 to 22 carbon atoms, R ⁸ , R ⁹ , R ¹⁰ An alkyl group having 1 to 3 carbon atoms, n is 1 to 3, particularly 1, Y ⁻ is preferably a halogen ion or an alkyl sulfate ion having 1 to 3 carbon atoms. Specifically, lauryl PG trimonium chloride, myristyl PG trimonium chloride, palmityl PG trimonium chloride, cetyl PG trimonium chloride, cetostearyl PG trimonium chloride, stearyl PG trimonium chloride, aralkyl PG trimonium chloride, behenyl PG Trimonium chloride, Carnerville PG Trimonium chloride, Oleyl PG Trimonium chloride, Elidyl PG Trimonium chloride, Linoleyl PG Trimonium chloride, Linolenyl PG Trimonium chloride, Lauryl PG Trimonium etosulphate, Myristyl PG Trimonium etosulphate, Palmityl PG Trimonium etosulphate, cetyl PG trimonium etosulphate, cetostearyl PG tri Nitroethosulphate, Stearyl PG Trimonium etosulphate, Aralkyl PG Trimonium Etsulphate, Behenyl PG Trimonium Etsulphate, Carnerville PG Trimonium Etsulphate, Oleyl PG Trimonium Etsulphate, Elidyl PG Trimonium Etsulphate, Linoleyl PG Trimonium Etosulphate, linolenyl PG trimonium ethosulphate, lauryl PG trimonium methosulphate, myristyl PG trimonium methosulphate, palmityl PG trimonium methosulphate, cetyl PG trimmonium methosulphate, cetostearyl PG trimonium methosulphate, stearyl PG trimonium Methosulfate, Arakil PG Trimonium Metosa Hydroxy ether type cations such as feto, behenyl PG trimonium methosulphate, carnervir PG trimonium methosulphate, oleyl PG trimonium methosulphate, elaidyl PG trimonium methosulphate, linoleyl PG trimmonium methosulphate, linoleyl PG trimonium methosulphate Can be mentioned.

  As a manufacturing method, for example, it can be manufactured by a method described in JP-A No. 2004-323496, but other known methods may be used. In this invention, the 1 type (s) or 2 or more types of the quaternary ammonium salt represented by the said General formula (2) can be used arbitrarily.

Specific examples of the tertiary amine in which R ^{11 of the} tertiary amine represented by the general formula (3) has a linear or branched alkyl group or alkenyl group include, for example, lauryl dimethylamine, myristyl dimethylamine, cetyl dimethylamine. , Stearyldimethylamine, oleyldimethylamine, isostearyldimethylamine, aralkyldimethylamine, behenyldimethylamine and the like.

Further, the tertiary amine having a linear or branched alkyl group or alkenyl group, in which R ^{11 of the} tertiary amine represented by the general formula (3) may be interrupted by a functional group represented by —O—. Specific examples of the amine include lauroxypropyldimethylamine, myristyloxypropyldimethylamine, cetyloxypropyldimethylamine, stearoxypropyldimethylamine, and behenyloxypropyldimethylamine.

（式中、Ｒ^１５ＣＯは炭素数８〜２４の脂肪酸残基、ｍは１〜５の整数を表す。） Further, the tertiary amine having a linear or branched alkyl group or alkenyl group in which R ^{11 of the} tertiary amine represented by the general formula (3) may be separated by a functional group represented by —CONH— Specific examples of the amine include amidoamines represented by the following general formula (5).

(In the formula, R ¹⁵ CO represents a fatty acid residue having 8 to 24 carbon atoms, and m represents an integer of 1 to 5).

^{R 11} in the general formula (3) is, as the amidoamine represented by the general formula ^{(5), R 14} is a linear alkyl group having 11 to 23 carbon ^atoms, R ^{11, R 12} is 1 to 3 carbon atoms Alkyl groups are preferred, and specific examples include, for example, lauramidopropyldimethylamine, myristamidopropyldimethylamine, palmitamidopropyldimethylamine, stearamidepropyldimethylamine, oleamidopropyldimethylamine, isostearamidpropyldimethylamine, arachi Namidopropyldimethylamine, behenamidopropyldimethylamine, palm fatty acid amidopropyldimethylamine, palm fatty acid amidopropyldimethylamine, beef tallow fatty acid amidopropyldimethylamine, stearamide ethyl diethylamine, araquinamidoethyl diethylamine, It includes henna bromide ethyl diethylamine, particularly stearamidopropyl dimethylamine, behenamidopropyl dimethylamine are preferred.

（式中、Ｒ^１６は直鎖又は分岐した炭素数６〜２４のアルキル基、アルケニル基もしくはヒドロキシアルキル基、ｎは１〜５の整数を表す。） In addition, a linear or branched alkyl group or alkenyl in which R ^{11 of the} tertiary amine represented by the general formula (3) may be divided by a functional group represented by —O— or substituted with —OH. Specific examples of the tertiary amine having a group include hydroxy ether amines in which R ¹¹ is represented by the following general formula (6).

(Wherein R ¹⁶ represents a linear or branched alkyl group having 6 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and n represents an integer of 1 to 5)

As the hydroxy ether amine in which R ^{11 in the} general formula (3) is a group represented by the general formula (6), R ¹⁵ is an alkyl group having 12 to 24 carbon atoms, particularly an alkyl group having 18 to 22 carbon atoms. , R ¹¹ and R ¹² are alkyl groups having 1 to 3 carbon atoms, and n is 1 to 3, particularly 1. Specifically, lauryl PG dimethylamine, myristyl PG dimethylamine, palmityl PG dimethylamine, cetyl PG dimethylamine, cetostearyl PG dimethylamine, stearyl PG dimethylamine, aralkyl PG dimethylamine, behenyl PG dimethylamine, carnervir PG dimethylamine Oleyl PG dimethylamine, elaidyl PG dimethylamine, linoleyl PG dimethylamine, and linolenyl PG dimethylamine.

  As a manufacturing method, for example, it can be manufactured by a method described in JP-A-2004-323495, but other known methods may be used. In the present invention, one or more tertiary amines can be arbitrarily used.

  The tertiary amine is neutralized with an inorganic acid and / or organic acid and used as a salt. Specific examples of the inorganic acid and / or organic acid include hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid, lactic acid, glycolic acid, citric acid. , Glutamic acid, malic acid, succinic acid, and the like, and one or two of them can be arbitrarily used.

  The blending amount of the component (C) in the hair cosmetic is 0.01 to 20% by mass, preferably 0.05 to 8% by mass, and more preferably 0.1 to 5% by mass. If the amount is too small, a sufficient conditioning effect on the hair cannot be obtained, and if too large, the effect is not improved, which is not preferable.

  Furthermore, the hair cosmetic composition of the present invention may contain an aromatic alcohol as component (D). Specifically, phenoxyethanol, benzyl alcohol, benzyloxyethanol, cresol, p-chloro-m-xylenol, phenethyl alcohol, phenethylpropyl alcohol, p-tert-butylphenol, catechol, hydroxyquinone, phenylethyl alcohol, resorcinol, phenol, etc. Among these, phenoxyethanol, benzyl alcohol, and benzyloxyethanol are particularly preferably used. In the present invention, one or more of these aromatic alcohols can be arbitrarily used.

  The blending amount of the component (D) in the hair cosmetic is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass in terms of the conditioning effect and the antiseptic effect of the blended product, 2% by mass is particularly preferred.

  The hair cosmetic composition of the present invention uses an inorganic acid such as hydrochloric acid, sulfuric acid and phosphoric acid, an organic acid such as acetic acid, lactic acid, glycolic acid, citric acid, glutamic acid, malic acid and succinic acid, and has a pH of 2 It is preferable to adjust to -8, especially pH 3-6. In the present invention, one or more of these inorganic acids / organic acids can be arbitrarily used.

  This invention is manufactured by mixing the above each component with a specific compounding composition. The blending composition can be determined by a blending test usually performed by a developer.

  The hair composition of the present invention further includes surfactants usually used in cosmetics, pharmaceuticals, etc., higher fatty acids, hydrocarbon oils, ester oils, liquid oils, glycerin, polyethylene glycol and other moisturizers, cationized cellulose Conditioning agents such as cationic polymers, anti-dandruff agents such as trichlorocarbanilide, sulfur, zinc pyrithione, isopropylmethylphenol, water-soluble polymers, thickeners, hydrolyzed proteins, solid or semi-solid at room temperature Oil, hydroxyalkylurea, viscosity modifier, emulsion, sequestering agent, UV absorber, antioxidant, preservative, powder component, blood circulation promoter, local stimulant, hair follicle activator, anti-androgen Agents, antiseborrheic agents, keratolytic agents, bactericides, anti-inflammatory agents, amino acid, vitamins, herbal extracts such as herbal extracts, lower alcohols, many Alcohols, organic acids having an aromatic ring skeleton, pH adjusting agents, dyes, may be blended as necessary a perfume or the like.

Specifically, it may be one that is usually used in cosmetics and the like, and is appropriately selected depending on the purpose of use and required functions. Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, Oleic acid, undecylenic acid, toluic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), etc .; Examples of hydrocarbon oils include liquid paraffin, petrolatum, squalane, pristane, etc .; Examples of the humectant include polyethylene glycol, propylene glycol, dipropylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, Resuteriru -1
2-hydroxystearate, sodium lactate, bile salt, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO) PO adduct, etc .;
For example, gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), arge colloid (gypsum extract), starch (rice, corn, potato, wheat), glycyrrhizic acid, xanthan gum, dextran , Succinoglucan, bull run, collagen, casein, albumin, gelatin, carboxymethyl starch, methylhydroxypropyl starch, cellulosic polymer (eg methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose) , Carboxymethylcellulose, sodium carboxymethylcellulose, Crystalline cellulose, cellulose powder, etc.), alginic acid polymers (eg, sodium alginate, propylene glycol alginate, etc.), vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer, etc.), polyoxy Ethylene polymers (for example, polyoxyethylene polyoxypropylene copolymers of polyethylene glycol 20,000, 40,000, 60,000, etc.), acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, poly Acrylamide, etc.), polyethyleneimine, cationic polymer, etc .; Examples of thickeners include gum arabic, carrageenan, caraya gum, gum tragacanth, carob gum, quince seed (malmello) Casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropylcellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum , Dialkyldimethylammonium sulfate cellulose, xanthan gum, aluminum magnesium silicate, bentonite, hectorite, silicic acid A1Mg (beegum), laponite, silicic anhydride, etc .; nonionic polymers include, for example, polyvinylpyrrolidone, vinyl acetate / vinylpyrrolidone Copolymer, vinylpyrrolidone / dimethylaminopropylmethacrylamide copolymer, vinylpyrrolidone / dimethyl Vinylamino methacrylate methacrylate copolymer, vinyl caprolactam / vinyl pyrrolidone / dimethylaminoethyl methacrylate telomer, vinyl acetate / monobutyl maleic acid / isobornyl acrylate telomer, vinyl caprolactam / vinyl pyrrolidone / dimethylamino methacrylamide telomer, etc .; Examples of the cationic polymer include vinylpyrrolidone / N, N-dimethylaminoethyl methacrylic acid copolymer diethyl sulfate solution, vinylpyrrolidone / methylvinylimidazolinium copolymer, alkyl methacrylate / dimethylaminoethyl methacrylate copolymer. Polymer, vinylpyrrolidone / methylvinylimidazole copolymer / vinylcaprolactam copolymer, cetyldimethyl-2-hydroxyethylammonium dihydrophosphoric acid , Lauryl / myristyl trimethyl ammonium sulfate, vinyl pyrrolidone / dimethylaminopropyl methacrylamide / t-butyl acrylate phosphate, etc .; examples of anionic polymers include methyl vinyl ether / maleic anhydride copolymer monoalkyl ester, methyl Vinyl ether / maleic acid ethyl ester copolymer, acrylic resin alkanolamine solution, ethyl acrylate / acrylic acid amide / acrylic acid copolymer, ethyl acrylate / methacrylic acid copolymer, vinyl acetate / crotonic acid copolymer, acetic acid Vinyl / crotonic acid neodecanoic acid vinyl copolymer, hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer, octylacrylamide acrylic resin, etc .; For example, N-methacryloyl N, N-dimethylammonium / α-N-methylcarboxybetaine / methacrylic acid alkyl ester copolymer solution; hydrolyzed proteins include, for example, hydrolyzed conchiolin, hydrolyzed casein, hydrolyzed oat protein, Hydrolyzed collagen, etc .; Examples of oils that are solid or semi-solid at room temperature include, for example, paraffin wax, microcrystalline wax, ceresin, polyethylene wax, carnauba wax, candelilla wax, beeswax, cotton wax, bayberry wax, montan wax, lanolin, molasses, Ozokerite, lanolin acetate, reduced lanolin, hard lanolin, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol , Fatty acid glycerides, hydrogenated castor oil, coconut oil, palm oil, petrolatum, shellac wax, bees wax, etc .; examples of hydroxyalkylureas include N- (2-hydroxyethyl) urea and N- (3-hydroxypropyl) urea N- (2-hydroxypropyl) urea, N- (2,3-dihydroxypropyl) urea, N- (4-hydroxybutyl) urea, N- (3-hydroxybutyl) urea, N- (2-hydroxybutyl) ) Urea, mono (hydroxyalkyl) urea such as N- (2,3-dihydroxybutyl) urea; N, N-bis (2-hydroxyethyl) urea, N, N′-bis (2-hydroxyethyl) urea, Bis (hydroxyalkyl) urine such as N, N′-bis (2-hydroxypropyl) urea, N, N′-bis (2-hydroxypropyl) urea Etc .; Examples of lower alcohols include ethanol, propanol, isopropanol, isobutanol, t-butanol, n-butanol, etc .; Examples of polyhydric alcohols and ethylene glycol adducts and propylene oxide adducts thereof include ethylene glycol and propylene. Glycol, isopropylene glycol, 1,3-butylene glycol, dipropylene glycol, glycerin, diglycerin, polyglycerin, trimethylolpropane, sorbitan, sorbitol, glucose, maltitol, saccharose, trehalose, fructose, sucrose, and the like Derivatives such as ethylene oxide adducts and propylene oxide adducts, polyethylene glycol, polypropylene glycol, etc .; organic acids having an aromatic ring skeleton Examples thereof include salicylic acids (for example, salicylic acid, 3-methylsalicylic acid, 4-methylsalicylic acid, 5-methylsalicylic acid, etc.), toluenesulfonic acids (for example, p-toluenesulfonic acid, o-toluenesulfonic acid, m-toluene). Sulfonic acid), benzoic acids (benzoic acid, 2-methylbenzoic acid, 3-methylbenzoic acid, 4-methylbenzoic acid, etc.) or salts of naphthalenesulfonic acid (2-naphthalenesulfonic acid salt, etc.); Is, for example, potassium hydroxide, sodium hydroxide, calcium hydroxide, lithium hydroxide, monoethanolamine, diethanolamine, triethanolamine, sodium citrate, aqueous ammonia, sodium bicarbonate, disodium hydrogen phosphate, basic amino acids Etc .; surface activity other than the above-mentioned cationic surfactants Are like agents such as the enemy Yibin may be blended as necessary.

  The hair cosmetic composition of the present invention can be applied to any composition used for hair, and is a hair treatment agent such as a shampoo or other hair cleaning agent, hair rinse, hair conditioner, hair treatment, hair pack, hair spray, styling agent, or the like. The hair cosmetic composition of the present invention is a hair rinse or hair to be used after being applied by rinsing after being applied. It is particularly suitable for conditioners and hair treatments.

  EXAMPLES Next, although an Example demonstrates this invention still in detail, this invention is not limited to an Example. Table 1 shows the cationic surfactants 1 to 3 synthesized by the method described in this specification. Moreover, the hair cosmetics of Examples 1-7 and Comparative Examples 1-3 were prepared by a conventional method, the effect was measured by sensory evaluation, and the results are shown in Table 2. Content is mass%.

  The test methods used in this example are as follows.

(Easy to spread during application / no tingling feeling when wet / smooth after drying, feeling of unity)
A 20 g (20 cm length) damaged hair bundle that had been bleached for 30 minutes on healthy black hair was bundled and washed with a commercially available shampoo mainly composed of an anionic surfactant. Apply 1.0g of hair rinsing agent uniformly, rinse with running water at 40 ° C for 30 seconds, easiness of spreading when applied after drying with towel dryer, no feeling of creaking after drying with towel (when wet), In addition, the smoothness after drying and the feeling of unity were sensorially compared by 10 professional panelists and evaluated according to the following criteria.
◎: When there are more than 9 people who answered good ○: When there are 6-8 people who answered good △: When there are 3-5 people who answered good ×: 2 people who answered good For people below

  As is clear from Examples 1 to 7 and Comparative Examples 1 to 3, the hair cosmetic composition of the present invention exhibited excellent performance in terms of the usability when applied and wet and the feel after drying.

As described above, the hair cosmetic composition of the present invention has excellent usability when applied (easily spread and spread) and when wet (no tingling), and also has a good feel after drying (smoothness, unity). It is obvious to give

Claims (3)

(A) The following general formula (1)

(In the formula, R ¹ represents a linear or branched alkyl group, alkenyl group or hydroxyalkyl group having 12 to 24 carbon atoms, and R ^{2 to} R ⁶ each independently represents an alkyl group or hydroxy group having 1 to 5 carbon atoms. An alkyl group, X ^- represents a monovalent anion.)
Selected from the group consisting of (B) an oil component and (C) a quaternary ammonium salt represented by the following general formula (2) and a tertiary amine represented by the general formula (3) Compound

(In the formula, R ⁷ is divided by a functional group represented by —O—, —COO—, —OCO—, or —CONH— having 8 to 36 carbon atoms, or may be substituted with —OH; A chain or branched alkyl group or alkenyl group, R ⁸ , R ⁹ and R ¹⁰ are alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl groups or benzyl groups, Y ⁻ is a halogen ion or an alkyl sulfate ion having 1 to 3 carbon atoms. Represents a monovalent anion, etc.)

(In the formula, R ¹¹ is a linear or branched alkyl group or alkenyl group which may be divided or substituted by —OH with a functional group represented by —O— or —CONH— having 8 to 36 carbon atoms. , R ¹² and R ¹³ each represent an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group.)
Hair cosmetics containing The hair cosmetic according to claim 1, wherein the oil component (B) is one or more selected from the group consisting of higher alcohols, silicones, silicone derivatives and ester oils. The hair cosmetic composition according to claim 1 or 2, further comprising (D) one or more aromatic alcohols.