JP5680884B2 - Hair composition - Google Patents

Description

  The present invention relates to a composition for hair, and more specifically, can impart good slipperiness and flexibility to wet hair from wet to after drying, and is particularly excellent in slipperiness and flexibility after drying. The present invention relates to a hair composition.

  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.

  On the other hand, for the purpose of blending a cationic surfactant and imparting smoothness and flexibility, Patent Document 1 and Patent Document 2 include an ether type quaternary ammonium salt having an ether group obtained by adding ethylene oxide to a higher alcohol. Has been proposed. Further, Patent Document 3 and Patent Document 4 propose hair rinsing agents excellent in flexibility and smoothness using 2-hydroxyalkyl type quaternary ammonium salts having a hydroxyl group in the alkyl group. In the proposal of, sufficient satisfactory moist feeling and slipperiness are not obtained.

  In addition, with the recent coloring and permanents becoming commonplace, the hydrophobic surface of the hair surface is lost, resulting in hydrophilicity, and the smoothness and flexibility of the hair become insufficient, increasing the number of consumers who feel a sense of roughness. In addition, even during hair washing, the hair may be further damaged due to friction during use of the shampoo, and there is a growing need to improve hair damage. Thus, the use of cationic surfactants, silicone compounds, and the like has been known to improve the surface of the hair, which is effective for improving the feel of damaged hair, but it has not been fully satisfactory. Patent Document 5 proposes a hair composition that uses a hydroxy ether type cationic surfactant, a higher alcohol, and an oily substance, and has good slipperiness and moist feeling after drying. Satisfactory slipperiness and flexibility are not obtained.

JP-A-6-107524 (page 1-7) Japanese Patent Laid-Open No. 6-178828 (page 1-4) JP 49-81550 A (page 1-3) JP-A-50-121443 (page 1-4) JP 2004-323496 A (page 1-12)

  Therefore, this invention is developing the composition for hair which can provide favorable slipperiness | flexibility and a softness | flexibility from the time of wet to after drying also with respect to damaged hair.

  As a result of intensive studies to solve the above problems, the present inventors have formulated a hair composition that satisfies the above requirements by blending a hydroxy ether type cationic surfactant having a plurality of types of hydrophobic groups with carbon number. The present invention has been completed by finding out what can be obtained.

That is, the present invention provides (A) the following general formula (1)
(In the formula, R represents an alkyl group having 18, 20 and 22 carbon atoms, n represents an integer of 1 to 5, R ¹ and R ² represent an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, R ^3. Is an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, or a benzyl group, and X ⁻ represents a monovalent anion.), Wherein R is 22 carbon atoms. 50 to 90% by mass of a hydroxy ether type cationic surfactant that is an alkyl group of the above, and 10 to 50% by mass of a hydroxy ether type cationic surfactant in which R is an alkyl group having 18 and / or 20 carbon atoms Relates to the composition.

  The present invention also relates to (A) a hydroxy ether type cationic surfactant represented by the general formula (1), wherein the R is an alkyl group having 22 carbon atoms (a1). And a hydroxy ether type cationic surfactant (a2) in which R is an alkyl group having 18 and / or 20 carbon atoms in a mass ratio of (a1) :( a2) = 50 to 90:10 to 50 The present invention also relates to a hair composition.

Below, the composition for hair of this invention is explained in full detail.
The composition for hair according to the present application is characterized by containing a plurality of hydroxy ether type cationic surfactants having a hydrophobic group having a specific carbon number. Specifically, in the general formula (1), 50 to 90% by mass, preferably 60 to 80% by mass of a hydroxy ether type cationic surfactant in which R is an alkyl group having 22 carbon atoms, and R is carbon The hydroxy ether type cationic surfactant which is an alkyl group of formula 18 and / or 20 is contained in an amount of 10 to 50% by mass, preferably 20 to 40% by mass.

  Although there is no limitation in particular as a manufacturing method of the hydroxy ether type | mold cationic surfactant as (A) component used for this invention, For example, the following process can be mentioned.

First, a higher alcohol mixture having 18 to 22 carbon atoms (1 mol) and a BF ₃ ether complex (BF ₃ pure alcohol higher alcohol ratio 0.5%) are charged, and epichlorohydrin 1 to 1.5 is heated and stirred at 50 to 90 ° C. Mol) is added dropwise over 1 to 2 hours, and further aging is carried out at the same temperature for about 5 hours to obtain 1-chloro-3-alkoxy-2-hydroxypropane. The obtained 1-chloro-3-alkoxy-2-hydroxypropane can be purified by distillation under reduced pressure.

  Next, 1-chloro-3-alkoxy-2-hydroxypropane (1 mol) and 25% NaOH (1.5-2 mol) are added and aged at 50-90 ° C. for 8 hours. The layers are separated, and the aqueous layer is cut, and if necessary, further washed with warm water and dehydrated to obtain 1,2-epoxy-3-alkoxypropane. The obtained 1,2-epoxy-3-alkoxypropane can be purified by distillation under reduced pressure.

  Next, a gas or aqueous solution of dimethylamine (1 to 1.5 mol) is added to 1,2-epoxy-3-alkoxypropane (1 mol) at room temperature to 120 ° C. over 2 to 3 hours. Aging for 5 to 20 hours. In this reaction, a solvent such as a ketone such as acetone or a lower alcohol such as ethanol or isopropanol may be used. Further, when excess dimethylamine, a solvent and water are used at the same temperature, they are distilled off under reduced pressure to obtain N- (3-alkoxy-2-hydroxypropyl) -N, N-dimethylamine. The obtained N- (3-alkoxy-2-hydroxypropyl) -N, N-dimethylamine can be purified by distillation under reduced pressure or the like.

  Further, N- (3-alkoxy-2-hydroxypropyl) -N, N-dimethylamine is added with a lower alcohol such as ethanol, isopropanol or water, or a lower alcohol / water mixed solution, and the mixture such as methyl chloride at 70 to 100 ° C. A quaternizing agent is added over 5 to 10 hours to obtain the desired hydroxy ether type cationic surfactant. The obtained hydroxy ether type cationic surfactant can be used as it is as a blending component of the product of the present invention, but can also be purified and used by an ordinary purification method. Moreover, the hair composition which concerns on this application by synthesize | combining each separately the hydroxy ether type | mold cationic surfactant whose R in said General formula (1) is either C18, 20 and 22 and mixing them. A thing can also be manufactured.

  The blending amount of the component (A) in the hair composition is preferably 0.1 to 10% by mass, more preferably 0.5 to 8% by mass, and still more preferably 1 to 5% by mass. If it is less than 0.1% by mass, a sufficient conditioning effect on the hair cannot be obtained, and if it exceeds 10% by mass, the effect is not improved, which is not preferable.

  Specific examples of the higher alcohol (B) having 18 or more carbon atoms used in the present invention include stearyl alcohol, oleyl alcohol, aralkyl alcohol, behenyl alcohol, carnervir alcohol, seryl alcohol, chimyl alcohol, batyl alcohol, Isostearyl alcohol and the like can be mentioned, and in the present invention, one or more of these can be used in any combination, but two or more can be used in combination in terms of improving touch and the like. preferable.

  (B) As for the compounding quantity in the composition for hair of a component, 0.1-20 mass% is preferable, and 3-8 mass% is especially preferable. If it is less than 0.1% by mass, the expected effect becomes insufficient, and even if it exceeds 20% by mass, the feeling after use is undesirably deteriorated.

  Examples of the polyhydric alcohol of component (C) used in the present invention include ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, glycerin, diglycerin and the like. Although 1 type or 2 types or more can be used in combination arbitrarily from among these, it is preferable to use 2 types or more in combination in terms of improvement in touch.

 (C) 0.1-20 mass% is preferable, and, as for the compounding quantity in the composition for hair of a component, 0.5-3 mass% is more preferable. If the blending amount of component (C) is too small, the expected effect will be insufficient, and if it is too large, the stickiness such as stickiness will be deteriorated.

  Specific examples of the component (D) ester oil used in the present invention include cetyl octanoate, hexyl laurate, isopropyl myristate, isopropyl palmitate, octyl palmitate, isocetyl stearate, isopropyl isostearate, Examples include, but are not limited to, octyl palmitate, isodecyl oleate, oleyl oleate, pentaerythritol tetra-2-ethylhexanoate, 2-ethylhexyl succinate, diethyl sebacate and the like. .

  (D) As for the compounding quantity in the composition for hair of a component, 0.1-10 mass% is preferable, and 0.5-3 mass% is more preferable. If it is less than 0.1% by mass, the expected effect is insufficient, and even if it exceeds 10% by mass, it is not preferable because it feels sticky.

  Furthermore, (E) silicone and / or a silicone derivative can be mix | blended with the composition for hair of this invention. Specifically, cyclic silicones such as trisiloxane, cyclopentasiloxane, and cyclopentasiloxane, alkyl-modified silicones such as caprylyl methicone, polyether-modified silicones such as dimethicone, dimethiconol, side chain-modified type, and linear copolymer ABn type , Phenyl modified silicone, amino modified silicone, fatty acid modified polysiloxane, alcohol modified silicone, aliphatic modified polysiloxane, polyether modified silicone, epoxy modified silicone, fluorine modified silicone, cyclic silicone, alkyl modified silicone, etc. It is not limited.

  (E) 0.01-25 mass% is preferable and the compounding quantity in the composition for hair of a component has more preferable 0.5-3 mass%. If it is less than 0.01% by mass, the expected effect becomes insufficient, and even if it exceeds 25% by mass, the stability is deteriorated, which is not preferable.

  Furthermore, the inorganic composition and / or organic acid of (F) component can be mix | blended with the composition for hair of this invention. Specific examples of the inorganic acid include hydrochloric acid, sulfuric acid, and phosphoric acid, and examples of the organic acid include acetic acid, lactic acid, glycolic acid, citric acid, glutamic acid, malic acid, and succinic acid. Lactic acid and citric acid are particularly preferably used. In the present invention, one or more of these inorganic acids / organic acids can be arbitrarily used.

  The amount of the component (F) in the hair composition is preferably such that the pH of the hair composition is adjusted to pH 2-8, particularly pH 3-6.

Further, the hair composition of the present invention contains a cationic surfactant other than the hydroxy ether type cationic surfactant represented by the general formula (1) of component (G) and / or a tertiary amine. It can mix | blend in the range which does not impair. Specifically, a compound selected from the group consisting of a quaternary cation represented by the following general formula (2) and / or a tertiary amine represented by the general formula (3) is preferably used.
(In the formula, R ⁵ 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 ⁶ , R ⁷ and R ⁸ are alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl groups or benzyl groups, Y ⁻ is a halogen ion or alkyl sulfate having 1 to 3 carbon atoms Represents a monovalent anion, etc.)

(In the formula, R ⁹ is a linear or branched alkyl group or alkenyl group which may be divided or substituted with —OH with a functional group represented by —O— or —CONH— having 8 to 36 carbon atoms. , R ¹⁰ and R ¹¹ represent an alkyl group having 1 to 3 carbon atoms and a hydroxyalkyl group.)

As the quaternary cation in which R ^{5 of the} quaternary cation represented by the general formula (2) has a linear or branched alkyl group or alkenyl group, R ⁵ is a linear alkyl group having 12 to 24 carbon atoms, R ⁶ , R ⁷ and R ⁸ are preferably an alkyl group having 1 to 3 carbon atoms, Y ⁻ is preferably a halogen ion or an alkyl sulfate ion having 1 to 3 carbon atoms. Specifically, lauryltrimonium chloride, myristyltrimonium chloride , Cetyltrimonium chloride, stearyltrimonium chloride, behenyltrimonium chloride, lauryltrimonium bromide, myristyltrimonium bromide, cetyltrimonium bromide, stearyltrimonium bromide, behenyltrimonium bromide, lauryltrimonium methosulfate, myristyltrimonium Methosulf , Cetyltrimonium methosulphate, stearyltrimonium methosulphate, behenyltrimonium methosulphate, lauryltrimonium ethosulphate, myristyltrimonium ethosulphate, cetyltrimonium ethosulphate, stearyltrimonium ethosulphate, behenyltrimonium ethosulphate In particular, stearyl trimonium chloride and behenyl trimonium chloride are preferable.

In addition, the quaternary cation having a linear or branched alkyl group or alkenyl group in which R ^{5 of the} quaternary cation represented by the general formula (2) may be separated by a functional group represented by —O—. Specific examples of cations include lauroxypropyltrimonium chloride, myristyloxypropyltrimonium chloride, cetyloxypropyltrimonium chloride, stearoxypropyltrimonium chloride, behenyloxypropyltrimonium chloride, lauroxypropyltrimonium bromide. , Myristyloxypropyltrimonium bromide, cetyloxypropyltrimonium bromide, stearoxypropyltrimonium bromide, behenyloxypropyltrimonium bromide, lauroxypropyltrimonium methosulfate, myristyloxypropyl Trimonium methosulphate, cetyloxypropyltrimonium methosulphate, stearoxypropyltrimonium methosulphate, behenyloxypropyltrimonium methosulphate, lauroxypropyltrimonium ethosulphate, myristyloxypropyltrimonium ethosulphate, cetyloxypropyl Examples include trimonium ethosulphate, stearoxypropyltrimonium ethosulphate, behenyloxypropyltrimonium ethosulphate, and the like.

A quaternary cation having a linear or branched alkyl group or alkenyl group, in which R ^{5 of the} quaternary cation represented by the general formula (2) may be interrupted by a functional group represented by -CONH- Specific examples include lauramidopropyltrimonium chloride, myristamidopropyltrimonium chloride, cetamidopropyltrimonium chloride, stearamidopropyltrimonium chloride, behenamidopropyltrimonium chloride, lauramidopropyltrimonium bromide, myristamide Propyltrimonium bromide, cetamidopropyltrimonium bromide, stearamidepropyltrimonium bromide, behenamidopropyltrimonium bromide, lauramidopropyltrimonium methosulfate, myristamidopropyltrimonium bromide Tosulfate, cetamidopropyltrimonium methosulphate, stearamide propyltrimonium methosulphate, behenamidopropyltrimonium methosulphate, lauramidopropyltrimonium ethosulphate, myristamidopropyltrimonium ethosulphate, cetamidopropyltrimonium eth Examples thereof include sulfate, stearamidopropyltrimonium etosulphate, behenamidopropyltrimonium etosulphate and the like.

A quaternary cation having a linear or branched alkyl group or alkenyl group, in which R ^{5 of the} quaternary cation represented by the general formula (2) may be interrupted by a functional group represented by —COO—. Specific examples include lauroylethyltrimonium chloride, myristoylethyltrimonium chloride, cetiloylethyltrimonium chloride, stearoylethyltrimonium chloride, beheniloylethyltrimonium chloride, lauroylethyltrimonium bromide, myristoylethyl. Trimonium bromide, cetiloylethyltrimonium bromide, stearoylethyltrimonium bromide, beheniloylethyltrimonium bromide, lauroylethyltrimonium methosulphate, myristoylethyltrimonium methosulphate , Cetiloylethyltrimonium methosulphate, stearoylethyltrimonium methosulphate, beheniloylethyltrimonium methosulphate, lauroylethyltrimonium ethosulphate, myristoylethyltrimonium ethosulphate, cetiloylethyltrimonium ethosulphate, Examples include stearoyl ethyl trimonium ethosulphate, beheniloyl ethyl trimonium sulphate, and the like.

Specific examples of the quaternary cation having a linear or branched alkyl group or alkenyl group in which R ^{5 of the} quaternary cation represented by the general formula (2) may be substituted with —OH include R ⁵ Is a hydroxy ether cation represented by the following general formula (4).
(Wherein R ¹² 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 ⁵ in the general formula (2) is a group represented by the general formula (4), R ¹² is an alkyl group having 12 to 24 carbon atoms, particularly an alkyl group having 18 to 22 carbon atoms, R ⁶ , R ⁷ and R ⁸ are preferably an alkyl group having 1 to 3 carbon atoms, n is 1 to 3, particularly 1, Y ⁻ is 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 bromide, Myristyl PG Trimonium bromide, Palmityl PG Trimonium Bromide, cetyl PG trimonium bromide, cetostearyl PG trimonium bromide, stearyl PG Limonium bromide, Aralkyl PG trimonium bromide, Behenyl PG trimonium bromide, Carnerville PG trimonium bromide, Oleyl PG trimonium bromide, Elidyl PG trimonium bromide, Linoleyl PG trimonium bromide, Linoleyl PG trimonium bromide, Lauryl PG trimonium Ethosulphate, Myristyl PG Trimonium Ethosulphate, Palmityl PG Trimonium Ethosulphate, Cetyl PG Trimonium Ethosulphate, Cetostearyl PG Trimonium Ethosulphate, Stearyl PG Trimonium Ethosulphate, Aralkyl PG Trimonium Ethosulphate, Behenyl PG Trimonium Ethosulphate, Carnerville PG Trimonium etosulphate, I RuPG trimonium ethosulphate, elaidyl PG trimonium ethosulphate, linoleyl PG trimonium ethosulphate, linoleyl PG trimmonium etosulphate, lauryl PG trimonium methosulphate, myristyl PG trimonium methosulphate, palmityl PG trimonium methosulphate, cetyl PG trimonium methosulphate, cetostearyl PG trimonium methosulphate, stearyl PG trimonium methosulphate, aralkyl PG trimonium methosulphate, behenyl PG trimonium methosulphate, carnervir PG trimmonium methosulphate, oleyl PG trimonium methosulphate, eridyl PG trimonium methosulphate, linoleyl PG trimo Hydroxy ether type cations such as nium methosulphate and linolenyl 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 cation represented by the said General formula (2) can be used arbitrarily.

Specific examples of the tertiary amine in which R ^{9 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.

A tertiary amine having a linear or branched alkyl group or alkenyl group in which R ^{9 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.

A tertiary amine having a linear or branched alkyl group or alkenyl group in which R ^{9 of the} tertiary amine represented by the general formula (3) may be interrupted 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 ¹³ CO represents a fatty acid residue having 8 to 24 carbon atoms, and m represents an integer of 1 to 5).

As the amidoamine in which R ⁹ in the general formula (3) is represented by the general formula (5), R ¹³ is a linear alkyl group having 12 to 24 carbon atoms, and R ¹⁰ and R ¹¹ are each having 1 to 3 carbon atoms. Alkyl groups are preferred, and specific examples include, for example, lauramidopropyldimethylamine, myristamidopropyldimethylamine, palmitamidopropyldimethylamine, stearamidopropyldimethylamine, oleamidopropyldimethylamine, isostearamidpropyldimethylamine, arachi Namidopropyldimethylamine, behenamidopropyldimethylamine, palm fatty acid amidopropyldimethylamine, palm fatty acid amidopropyldimethylamine, beef tallow fatty acid amidopropyldimethylamine, stearamide ethyl diethylamine, araquinamidoethyl diethylamine, Cyanamide diethylamine and the like, particularly stearamidopropyl dimethylamine, behenamidopropyl dimethylamine are preferred.

In addition, a linear or branched alkyl group or alkenyl in which R ^{9 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 ⁹ is represented by the following general formula (6).
(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 hydroxy ether amine in which R ^{9 in the} general formula (3) is a group represented by the general formula (6), R ¹⁴ is an alkyl group having 12 to 24 carbon atoms, particularly an alkyl group having 18 to 22 carbon atoms. , R ¹⁰ and R ¹¹ 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 (G) in the hair composition is 0.01 to 5% by weight, preferably 0.1 to 3% by weight, more preferably 0.2 to 2% by weight.

  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, medicinal agents, anti-inflammatory agents, bactericides, preservatives, ultraviolet absorbers, antioxidants, organic and inorganic powders commonly used in cosmetics, pharmaceuticals and the like. A body, a viscosity modifier, a pigment | dye, etc. can be mix | blended as needed. Moreover, a solid oil part and a semi-solid oil part can be added in the range which does not impair the effect of invention. Specifically, it may be one usually used in cosmetics, etc., and is appropriately selected depending on the purpose of use and required function. For example, liquid paraffin, squalane, squalene, paraffin, isoparaffin, petrolatum and other hydrocarbons, polyoxy Nonionic surfactants such as ethylene stearyl ether, glyceryl trioctanoate, polyglycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, animal and vegetable oils and fats such as camellia oil, olive oil, avocado oil, jojoba oil, cation Cation-modified water-soluble polymers such as sulfonated cellulose, cationized guar gum, diallyldimethylammonium polymers, flavors, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, southern oil Liquid oils such as glycerin oil, sunflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil, peanut oil, etc., glycerin trioctanoate, glycerin triisopalmitate, cetyltrimethylammonium chloride, Quaternary ammonium salts such as stearyltrimethylammonium chloride and bebenyltrimethylammonium chloride, amidoamine compounds such as stearic acid dimethylaminopropylamide, behenic acid dimethylaminopropylamide, phenoxyethanol, benzyl alcohol, benzyloxyethanol, cresol, p-chloro -M-xylenol, phenethyl alcohol, phenethylpropyl alcohol, p-tert-butylphenol, catechol, hydroxyquinone, phenylethyl alcohol Resorcinol, and the like aromatic alcohols such as phenol is.

  The composition for hair of the present invention can be applied to any composition used for hair, and is a hair treatment such as a hair cleansing agent such as shampoo, hair rinse, hair conditioner, hair treatment, hair pack, hair spray, styling agent and the like. The hair composition of the present invention is a hair rinse that is used after rinsing after application. It is particularly suitable for hair 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 hydroxy ether type cationic surfactants 1 to 3 synthesized by the method described in this specification, and Table 2 shows quaternary ammonium salts used for comparison. Moreover, the hair rinse agent of Examples 1-4 and Comparative Examples 1-7 was prepared by a conventional method, the effect was measured, and the result was shown to Tables 3-4. Content is mass%.

The test methods used in this example are as follows.

(Flexibility, slipperiness and comprehensive evaluation)
20 g (length 20 cm) of healthy black hair (healthy hair) not subjected to bleaching treatment was bundled and washed with a commercially available shampoo mainly composed of an anionic surfactant. A hair rinse agent 1.0 g was uniformly applied and rinsed with running water at 40 ° C. for 30 seconds. From the time of application to (in the case of rinsing) to the wetness from towel drying to softness, slipperiness, softness after drying, and slipperiness were sensorially compared by 10 professional panelists and evaluated according to the following criteria. . The same treatment is applied to a damaged hair bundle (20 g × 20 cm) that has been bleached for 30 minutes for healthy black hair, and the flexibility, slipperiness, and drying at the time of application to (drying) to towel drying. The same evaluation was performed on the flexibility and slipperiness afterwards by 10 expert panelists.
◎: If there are more than 9 people who answered good
○: When there are 6-8 people who answered good
△: 3 to 5 people answered good
×: When there are 2 or less people who answered that it is good and for comprehensive evaluation, the sensory evaluation result is point system (◎: 3 points, ○: 2 points, △: 1 point, ×: 0 points) From the total, the following criteria were evaluated.
: 10 points or more
○: 7-9 points
Δ: 4-6 points
×: 3 points or less

  As is clear from Examples 1 to 4 and Comparative Examples 1 to 7, the hair composition of the present invention was applied to the hair, rinsed from the hair, wetted until drying, and slipperiness, flexibility and synthesis after drying. In the evaluation, all showed excellent performance.

Test method 2 (contact angle measurement)
<Pretreatment> Hair subjected to the same treatment as in test method 1 (measurement of water content of hair) was used.
<Contact angle measurement> The contact angle measurement was carried out using a portable contact angle meter (PG-3) manufactured by Matsubo, and 2 μl of water droplets were dropped on the treated hair to measure the contact angle. Untreated bleached hair was 94 ° and healthy hair was 156 °. The judgment criteria are as follows.
A: Contact angle is 140 ° or more
○: Contact angle of 135 to less than 140 °
Δ: Contact angle of 120 or more and less than 135 °
×: Contact angle is less than 120 °

As described above, the hair composition of the present invention is excellent in the conditioning effect of hair, particularly imparts good slipperiness and flexibility to damaged hair, and is effective against damaged hair from the results of contact angle measurement. It is clear that it has a hydrophobizing ability and also has a hair surface modifying effect.

Claims (8)

(A) Hydroxy ether type cationic surfactant represented by the following general formula (1), where R is an alkyl group having 22 carbon atoms when the total amount is 100% by mass. The hydroxy ether type cationic surfactant in which the agent is 50 to 84 % by mass, R is a hydroxy ether type cationic surfactant in which the alkyl group having 18 carbon atoms is 5 to 32% by mass, and R is an alkyl group having 20 carbon atoms. The composition for hair containing the hydroxy ether type | mold cationic surfactant which is 11-18 mass% .
(In the formula, R represents an alkyl group having 18, 20 and 22 carbon atoms, n represents an integer of 1 to 5, R ¹ and R ² represent an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, R ^3. the alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, or a benzyl group, X ^- represents an anion of a monovalent). The hair composition according to claim 1, further comprising (B) a higher alcohol having 18 or more carbon atoms. The hair composition according to claim 2 , wherein 0.1 to 10% by mass of component (A) and 0.1 to 20% by mass of component (B) are blended in the total amount of the hair composition. Furthermore, the composition for hair of any one of Claims 1-3 which contains 0.1-20 mass% of (C) polyhydric alcohol. Furthermore, the composition for hair of any one of Claims 1-4 which contains 0.1-10 mass% of (D) ester oil. Furthermore, (E) The composition for hair of any one of Claims 1-5 which contains 0.01-25 mass% of silicone and / or a silicone derivative. The hair composition according to any one of claims 1 to 6 , further comprising (F) an inorganic acid and / or an organic acid and having a pH of 2 to 8. Further, (G) according to claim 1-7 for the cationic surfactant and / or a tertiary amine other than hydroxy ether type cationic surfactant represented by the general formula (1) containing from 0.01 to 5 wt% The composition for hair of any one of Claims 1.