JP2009057380A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair cosmetic which can impart sufficiently smooth and soft feeling to the hair both during rinsing and after drying. <P>SOLUTION: The hair cosmetic comprises the following components (a)-(d). (a) An organopolysiloxane containing at least one sugar residue in a molecule. (b) A cationic surfactant. (c) An aliphatic alcohol having 8-30 carbon atoms. (d) An organic solvent. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a hair cosmetic suitable as a form to be used after being washed away, such as a hair rinse, a hair conditioner, and a hair treatment.

  In recent years, the use of perms, hair colors, bleaches, etc. has become common, but the damage to hair associated with these chemical treatments has also become a problem. Conventionally, hair cosmetics such as rinses, conditioners and treatments have been used to improve the feel of hair after shampooing, but further performance improvements are desired from the viewpoint of reducing hair damage. Yes.

  In these hair cosmetics, cationic substances such as cationic surfactants and cationic polymers, oil agents, silicones, etc. are used to improve the smoothness during rinsing and to improve the feel of the hair after drying. Yes. However, cationic surfactants and cationic polymers have a limit to the effect of suppressing squeakiness in water, and the effect of imparting flexibility and smoothness is not sufficient. Oils and silicones have the effect of improving the feel of hair after drying, but oils have a limit in suppressing squeaky feeling in water, and silicones have their merits and demerits. That is, dimethylpolysiloxane has a problem that it lacks the effect of suppressing squeakiness in a water stream and the effect of imparting flexibility and smoothness. Polyether-modified silicone has a problem that the effect of imparting flexibility is weak and the effect of suppressing squeakiness and the effect of imparting smoothness are lacking in sustainability. Amino-modified silicone has a problem that it can impart a continuous soft feeling, but has a strong squeaky feeling that touches rubber in water, and cancels the soft feeling.

  On the other hand, an organopolysiloxane containing at least one sugar residue in one molecule is known as a nonionic modified silicone imparted with hydrophilicity while maintaining its properties as a silicone (Patent Document 1). There has also been proposed a hair cosmetic containing shampoo (Patent Document 2). However, although all of the hair cosmetics described in Patent Document 2 are excellent in the gloss imparting effect on the hair, the preferable touch imparting effect is not sufficient.

JP-A-62-68820 Japanese Unexamined Patent Publication No. 63-139106

  Accordingly, an object of the present invention is to provide a hair cosmetic that can provide a sufficient smoothness and softness both at the time of rinsing and after drying.

  The present inventors can use a combination of a specific organopolysiloxane, a cationic surfactant, an aliphatic alcohol, and an organic solvent to provide a sufficient smooth feeling during rinsing and a sufficient smooth feeling after drying. I found.

The present invention comprises the following components (a) to (d)
(a) Organopolysiloxane containing at least one sugar residue in one molecule
(b) Cationic surfactant
(c) C8-C30 aliphatic alcohol
(d) To provide a hair cosmetic containing an organic solvent.

  The hair cosmetic composition of the present invention can give a sufficient smooth feeling at the time of rinsing and can give a sufficient smooth feeling after drying.

  Examples of the organopolysiloxane containing at least one sugar residue in one molecule of component (a) include compounds represented by general formula (1).

〔式中、Ｒ¹は各々同一又は相異なって水素原子又は炭素数１〜８の炭化水素基を示し、Ｘのうち少なくとも一つは一般式(2)で表される構造を示し、残りが水素原子、水酸基、炭素数１〜８の炭化水素基又は一般式(3)で表される構造を示し、ｍ及びｎは１≦ｍ＋ｎ≦5000を満たす数を示す。〕

[Wherein, R ^{1 s} are the same or different and each represents a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms, wherein at least one of X represents a structure represented by the general formula (2), A hydrogen atom, a hydroxyl group, a hydrocarbon group having 1 to 8 carbon atoms or a structure represented by the general formula (3) is shown, and m and n are numbers satisfying 1 ≦ m + n ≦ 5000. ]

[Wherein Y ¹ , Y ² , Z ¹ and Z ² are the same or different and each represents a linear or branched divalent hydrocarbon group, G represents a sugar residue, and a represents 0 or more. Indicates a number. ]

In general formula (1), R ¹ is preferably a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group, more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

  m and n each represent the number of repeating polymer units, preferably 1 ≦ m + n ≦ 3000, more preferably 1 ≦ m + n ≦ 1500, and particularly preferably 1 ≦ m + n ≦ 1000.

In the general formulas (2) and (3), the divalent hydrocarbon group represented by Y ¹ , Y ² , Z ¹ and Z ² may be saturated or unsaturated, and has 1 to 8 carbon atoms. Furthermore, 1-4 are preferable. Specific examples include a methylene group, an ethylene group, a propylene group, a trimethylene group, and a tetramethylene group.

  a is the repeating number of an alkyleneimine unit, 0-5 are preferable, and 0-2 are especially preferable.

  Examples of the sugar residue represented by G include monosaccharides such as glucose, galactose, allose, altrose, mannose, gulose, idose, and talose, disaccharides such as maltose, cellobiose, lactose, xylobiose, isomaltose, nickelose, and cordobiose. Examples thereof include residues derived from trisaccharides such as maltotriose, panose, and isomaltotriose. These can be used alone or in combination of two or more.

  In the general formula (2), G is preferably a structure represented by the general formula (4).

Wherein, R ² represents a sugar residue, b is an integer of 1 to 4, c is an integer of 0 to 2, d is an integer of 0-4. ]
Here, b + c + d is 1 to 6 in total, and preferably 3 to 5.

  The amino group is a functional group that imparts good adsorptivity and flexibility to the hair. Therefore, in the organopolysiloxane of component (a), compared to the case where all amino groups present in the molecule are sugar-modified, the amino group remains, thereby improving the adsorptivity to hair and further improving the conditioning effect. To do. In the organopolysiloxane of component (a), the ratio of the number of sugar residues to the total number of nitrogen atoms is preferably 0.05 to 0.75, more preferably 0.1 to 0.7, and particularly preferably 0.1 to 0.6.

  The organopolysiloxane containing such a sugar residue is, for example, as described in JP-A-62-68820 (Patent Document 1), an organopolysiloxane containing an amino group such as gluconolactone, Although it can manufacture by making the lactone compound derived from sugar react, it is not limited to this.

  When the component (a) is blended in the hair cosmetic composition of the present invention, it is blended by dissolving in a liquid oil or an organic solvent of the component (d) described later, or a cationic surfactant of the component (b) described later in advance. It is preferable to blend as a dispersion dispersed in an aqueous solution of a nonionic surfactant such as polyoxyethylene alkyl ether. Examples of the liquid oil include dimethylpolysiloxane, cyclic silicone, and isoparaffinic hydrocarbon described later. Also, as a dispersion dispersed in an aqueous solution of a nonionic surfactant, commercially available from Toray Dow Corning under the trade name “Dow Corning CE-8810 Sugar Silicone Emulsion” (including 47.5% by mass of silicone component, average A particle diameter of 0.4 μm) can be used.

  The component (a) can be used alone or in combination of two or more, and the content thereof is preferably 0.01 to 10% by mass, more preferably 0.1 to 5% by mass in the hair cosmetic composition of the present invention. .

  Examples of the component (b) cationic surfactant include a quaternary ammonium compound represented by the general formula (5) or a tertiary amine compound represented by the general formula (6).

[Wherein, R ³ , R ⁴ , R ⁵ and R ⁶ are functional groups represented by —O—, —CONH—, —OCO— or —COO—, at least one of which has 8 to 35 carbon atoms in total. Represents a linear or branched alkyl group, alkenyl group, aryl group, aralkyl group or aliphatic acyloxy (polyethoxy) ethyl group which may be separated by or substituted with —OH, and the rest are alkyl having 1 to 5 carbon atoms Group or hydroxyalkyl group, or a polyoxyethylene group having a total number of added moles of 10 or less. An ⁻ represents a halide ion or an organic anion. ]

[In the formula, R ⁷ is a straight chain having a total carbon number of 8 to 35, which may be divided by a functional group represented by —O—, —CONH—, —OCO— or —COO— or substituted with —OH. Or a branched alkyl group, an alkenyl group, or an aliphatic acyloxy (polyethoxy) ethyl group, and R ⁸ is an alkyl group having 1 to 22 carbon atoms, a hydroxyalkyl group, or a polyoxyethylene having a total number of added moles of 10 or less. Represents a group, and two R ^{8 s} may be the same or different. ]

  The tertiary amine compound represented by the general formula (6) may be used as a salt with an organic acid and / or an inorganic acid, or by adding an acid to the hair cosmetic of the present invention and adjusting the pH. Salts may be formed in the composition. Examples of such acids include acids having a short chain alkyl group such as alkyl phosphoric acid, alkyl sulfonic acid and alkyl sulfuric acid; acidic amino acids such as L-glutamic acid and L-aspartic acid; pyroglutamic acid; benzoic acid and p-toluene sulfone. Aromatic acids such as acids; Hydroxy acids such as glycolic acid, lactic acid, glyceric acid, gluconic acid, pantothenic acid, malic acid, tartaric acid and citric acid; and other phosphoric acids, hydrochloric acid, acetic acid and succinic acid. Of these, organic acids are preferable from the viewpoint of providing moisturizing and softening effects on the hair, particularly acidic amino acids, pyroglutamic acid, and hydroxy acids, and hydroxy acids are more preferable.

More specific examples of the cationic surfactant of component (b) include, for example, the following quaternary ammonium salts (i) to (iii) and tertiary amine compounds (and iv) to (vi) (and Salt thereof).
(i) Alkyltrimethylammonium salt Examples include compounds represented by the following general formula (7).

[Wherein R ⁹ represents an alkyl group having 12 to 22 carbon atoms, and An ⁻ represents the same meaning as described above. ]

(ii) Alkoxytrimethylammonium salt Examples include compounds represented by the following general formula (8).

[Wherein, R ¹⁰ represents an alkyl group having 12 to 22 carbon atoms, R ¹¹ represents an ethylene group, a trimethylene group or a propylene group, and An ⁻ represents the same meaning as described above. ]

(iii) Dialkyldimethylammonium salt Examples include compounds represented by the following general formula (9).

[Wherein R ¹² represents an alkyl group having 12 to 22 carbon atoms or a benzyl group, and An ⁻ represents the same meaning as described above. ]

(iv) Hydroxy ether alkyl amines (and their salts)
Examples thereof include compounds represented by the following general formula (10) and salts thereof.

[Wherein, R ¹³ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R ¹⁴ and R ¹⁵ are the same or different and each represents an alkyl group having 1 to 6 carbon atoms or — (AO) _f H (A represents an alkylene group having 2 to 4 carbon atoms, f represents a number of 1 to 6, and f A may be the same or different, and the arrangement thereof is arbitrary). e shows the number of 1-5. ]

(v) Etheramine (and its salt)
Examples thereof include compounds represented by the following general formula (11) and salts thereof.

[Wherein R ¹⁶ represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, g represents an integer of 1 to 8, and R ¹⁷ and R ¹⁸ are the same or Differently, an alkyl group having 1 to 6 carbon atoms or-(AO) _h H (A represents the same meaning as described above, h represents a number of 1 to 6, and h A may be the same or different, The sequence is arbitrary). ]

(vi) Alkylamidoamines (and their salts)
Examples thereof include compounds represented by the following general formula (12) and salts thereof.

[Wherein, R ¹⁹ represents an aliphatic hydrocarbon group having 11 to 23 carbon atoms, R ²⁰ is the same or different and represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and i 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.

  The cationic surfactant of component (b) can be used alone or in combination of two or more. The content of the component (b) is preferably 0.1 to 15% by mass, more preferably 0.1 to 10% in the hair cosmetic composition of the present invention, from the viewpoint of imparting good flexibility and slipperiness during use of the hair cosmetic composition. % By mass, particularly 0.2 to 5% by mass is preferred.

  The aliphatic alcohol having 8 to 30 carbon atoms of component (c) includes linear or branched, saturated or unsaturated. As the component (c), an aliphatic alcohol having 10 to 26 carbon atoms is preferable, and a linear saturated aliphatic alcohol is particularly preferable. Specific examples include dodecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, ceryl alcohol, myristyl alcohol, carnervir alcohol, aralkyl alcohol, octyldodecyl alcohol, and the like.

  The aliphatic alcohol of component (c) can be used alone or in combination of two or more. The content of the component (c) is preferably 0.5 to 15% by mass, and more preferably 1 to 10% by mass in the hair cosmetic composition of the present invention.

  Examples of the organic solvent of component (d) include the following (d1) to (d5)

(d1) Alcohols represented by the following general formula (13)

[In the formula, R ²¹ represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a group R ²² —Ph—R ²³ — (R ²² ; a hydrogen atom, a methyl group or a methoxy group, R ²³ ; a bond or a carbon number of 1 -3 saturated or unsaturated divalent hydrocarbon group, Ph (paraphenylene group), L and M each represent a hydrogen atom or a hydroxyl group, and Q represents a bond or a divalent saturated group having 1 to 5 carbon atoms. A hydrocarbon group is shown, j and k show the integer of 0-5. However, when j = k = 0, L is a hydroxyl group, and R ²¹ is neither a hydrogen atom nor a group R ²² -Ph-. ]

(d2) N-alkylpyrrolidone having a C1-C18 alkyl group bonded to a nitrogen atom
(d3) alkylene carbonate having an alkylene group having 2 to 4 carbon atoms
(d4) Polyethylene glycol or polypropylene glycol having a molecular weight of 200 to 5000
(d5) Lactone or cyclic ketone represented by the following general formula (14), (15) or (16)

[Wherein, J represents a methylene group or an oxygen atom, R ²⁴ and R ²⁵ represent different substituents, and p and q represent 0 or 1. ]

  Among the organic solvents as component (d), (d1) includes lower alcohols such as ethanol, propanol and butanol; glycerin, diglycerin, triglycerin, tetraglycerin, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, Polyhydric alcohols such as 1,3-butylene glycol and 1,4-butylene glycol; aromatic alcohols such as benzyl alcohol, phenethyl alcohol, p-anisyl alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol Methyl carbitol, ethyl carbitol, propyl carbitol, butyl carbitol, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether and the like.

  Examples of (d2) include N-methylpyrrolidone, N-octylpyrrolidone, N-laurylpyrrolidone and the like. Examples of (d3) include ethylene carbonate and propylene carbonate. The polyethylene glycol and polypropylene glycol (d4) preferably have a molecular weight of 200 to 1000.

In (d5), as the ring substituents R ²⁴ and R ²⁵ in the general formulas (14) to (16), a linear, branched, or cyclic alkyl group, a hydroxyl group, a sulfonic acid group, a phosphoric acid group, a carboxy group, Examples thereof include a phenyl group, a sulfoalkyl group, an alkyl phosphate group, and a carboxyalkyl group. Among them, in the case of γ-lactone, a γ-position, and in the case of δ-lactone, a linear or branched alkyl group having 1 to 6 carbon atoms substituted at the δ position (that is, methylene adjacent to each heterooxygen atom), for example, A methyl group, ethyl group, propyl group, isopropyl group, butyl group and the like are preferable. When it is desired to increase the water solubility of the compounds (14) to (16), R ²⁴ or R ²⁵ has an acidic group such as a sulfonic acid group, a phosphoric acid group or a carboxyl group, or an alkyl group substituted with these. Is preferred. Among (d5), the lactone includes γ-butyrolactone, γ-caprolactone, γ-valerolactone, δ-valerolactone, δ-caprolactone, δ-heptanolactone, etc., from the viewpoint of lactone stability, γ-lactone, particularly γ-butyrolactone and γ-caprolactone are preferred. Examples of the cyclic ketone in (d5) include cyclopentanone, cyclohexanone, cycloheptanone, 4-methylcycloheptanone and the like.

  These components (d) can be used alone or in combination of two or more. The content of the component (d) is 0.1 to 30% by mass, further 0.1 to 20% by mass, and further 0.2 to 10% by mass in the hair cosmetic composition of the present invention from the viewpoint of improvement in use feeling, gloss, and flexibility. % Is preferred.

  In addition to components (a) to (d), it is preferable to add an organic acid as component (e) to the hair cosmetic composition of the present invention. As the organic acid, an organic acid having 8 or less carbon atoms is preferable, and a monocarboxylic acid, dicarboxylic acid, tricarboxylic acid or hydroxycarboxylic acid having 8 or less carbon atoms is particularly preferable. Specifically, as dicarboxylic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, phthalic acid, oxalic acid, malic acid, tartaric acid, etc., as tricarboxylic acid, citric acid etc. Examples of the hydroxycarboxylic acid include glycolic acid, lactic acid, hydroxyacrylic acid, oxybutyric acid, glyceric acid, malic acid, tartaric acid, and citric acid. Of these, glycolic acid, lactic acid, malonic acid, maleic acid, and malic acid are preferred. Examples of these organic acid salts include salts with alkali metals, alkaline earth metals, ammonia, and organic compounds.

  These components (e) can be used alone or in combination of two or more. The content of the component (e) is preferably from 0.1 to 5% by mass, more preferably from 0.2 to 3% by mass, particularly from 0.5 to 2% in the hair cosmetic composition of the present invention from the viewpoint of improving the finish of the hair such as gloss and unity. Mass% is preferred.

  Further, a silicone component other than the component (a) may be blended for the purpose of enhancing the hair protecting effect such as imparting a smooth slipperiness, flexibility or gloss after drying. Examples of such silicone components include silicone rubber, silicone oil, functional group-modified silicone and the like, and examples thereof include the following (A) to (J).

(A) Dimethylpolysiloxane: general formula (17)

[Wherein, r represents an integer of 0 to 650. ]
Examples include the SH200C series, 1cs, 50cs, 200cs, 1000cs, and 5000cs (Toray Dow Corning).

(B) High molecular weight dimethylpolysiloxane Examples include BY11-026, BY22-19, and FZ-3125 (Toray Dow Corning). When the high molecular weight dimethylpolysiloxane is blended in the hair cosmetic composition of the present invention, it is blended by dissolving in liquid oil, or in advance, a cationic surfactant of component (b) or a non-oxygen such as polyoxyethylene alkyl ether. It is preferable to mix a dispersion prepared in an aqueous solution of an ionic surfactant. Examples of the liquid oil include dimethylpolysiloxane (A) described above, cyclic silicone (E) described later, and isoparaffinic hydrocarbon.

(C) Amino-modified silicone: general formula (18)

[Wherein R ²⁶ represents a methyl group, R ²⁷ represents the same group as R ²⁸ , or a methyl group or a hydroxyl group, R ²⁸ represents —R ²⁹ —L (where R ²⁹ is a divalent carbon atom having 3 to 6 carbon atoms) Represents a hydrogen group, L represents a primary to tertiary amino group-containing group or an ammonium group-containing group), s and t are positive integers, and s + t depends on the molecular weight. A preferable average molecular weight is 3000 to 100,000. ]
Examples include SS-3551 (Nihon Unicar) and SF8452C (Toray Dow Corning). The amino-modified silicone may be used as an aqueous emulsion, and the amount of the amino-modified silicone contained in such an aqueous emulsion is preferably 20 to 60% by mass, and more preferably 30 to 50% by mass. Preferred amino-modified silicone aqueous emulsions include SM8704C (Toray Dow Corning).

(D) Polyether-modified silicone Examples include SH3771M (Toray Dow Corning), SILSOFT A-843, and SILSOFT SHINE (both Momentive Performance Materials).

(E) Cyclic silicone Examples include SH244 and SH245 (both Toray and Dow Corning).

(F) Fluorine-modified silicone

(G) Alkyl-modified silicone

(H) Amino-modified siloxane-polyoxyalkylene block copolymer: general formula (19)

[Wherein R ³⁰ represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms, R ³¹ represents R ³⁰ or D, and D represents —R ³² —T (where R ³² represents a bond) Or a divalent hydrocarbon group having 1 to 20 carbon atoms, T represents a primary to tertiary amino group-containing group or an ammonium group-containing group), and u represents 2 or more. V represents a number of 1 or more, w represents a number of 2 to 10, x represents a number of 4 or more, and x ws may be the same or different. y represents a number of 2 or more, and E represents a divalent organic group bonded to an adjacent silicon atom by a carbon-silicon atom and to a polyoxyalkylene block chain by an oxygen atom. A plurality of R ³⁰ , R ³¹ and D may be the same or different. ]
An example is FZ-3789 (Toray Dow Corning).

(I) Dimethiconol (both ends of dimethylpolysiloxane are hydroxyl groups)

(J) Phenyl-modified dimethicone

  Of these, (A) dimethylpolysiloxane, (B) high molecular weight dimethylpolysiloxane, (E) cyclic silicone, or a mixture thereof, (C) amino-modified silicone, (H) amino-modified siloxane-polyoxyalkylene block copolymer Among them, (C) amino-modified silicone and (H) amino-modified siloxane-polyoxyalkylene block copolymer are particularly preferable.

  The content of the silicone component other than these (a) in the hair cosmetic composition of the present invention can be appropriately selected depending on the balance with other compounding components, giving a good feel to the hair. From the viewpoints of the effect and preferable feeling of use, 0.01 to 15% by mass is preferable, 0.01 to 10% by mass is further preferable, and 0.05 to 5% by mass is particularly preferable.

  Moreover, in the hair cosmetics of this invention, an oil agent can be contained as another conditioning agent. Oils include hydrocarbons such as petrolatum, squalene, squalane, liquid paraffin, liquid isoparaffin, and cycloparaffin; fats and oils such as castor oil, cacao oil, mink oil, avocado oil, olive oil, sunflower oil, coconut oil; beeswax, whale Waxes such as wax, lanolin, carnauba wax; isopropyl palmitate, isopropyl myristate, octyldodecyl myristate, hexyl laurate, cetyl lactate, propylene glycol monostearate, oleyl 2-ethylhexanoate, isononyl isononanoate Esters such as tridecyl isononanoate; capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, coconut oil fatty acid, isostearic acid, isopalmitic acid, lanolin Higher fatty acids such as fatty acid; Other isostearyl glyceryl ether, polyoxypropylene butyl ether.

  Further, the hair cosmetic composition of the present invention may contain a nonionic surfactant. Nonionic surfactants include polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene sorbite fatty acid esters, polyoxyalkylene glycerin fatty acid esters, polyoxyalkylene fatty acid esters, polyoxyalkylene alkyl ethers, polyoxyalkylene alkyl. Phenyl ethers, polyoxyalkylene (hardened) castor oils, sucrose fatty acid esters, glycerin fatty acid esters, polyglycerin alkyl ethers, polyglycerin fatty acid esters, fatty acid alkanolamides, alkyl glycosides, monoalkyl glyceryl ethers And monoalkenyl glyceryl ethers.

  The hair cosmetic composition of the present invention preferably has a pH of 2 to 6 and more preferably 2 to 5 when applied to hair from the viewpoint of improving the gloss and unity of the hair. Here, the pH of the hair cosmetic composition of the present invention is measured at 25 ° C. with respect to an aqueous solution diluted 20 mass times with water.

  The hair cosmetic composition of the present invention is added with a hair repair component for the purpose of repairing damaged hair such as giving the hair a moist and coherent feeling after drying and repairing the original gloss or vivid color of the hair. It is preferable. As the compound having a hair repair effect, amino acids or amino acid derivatives, vitamins, sphingosines, and ceramides are preferable.

  Examples of amino acids include arginine, lysine, histidine, proline, cysteine, methionine, serine, threonine, tyrosine, glutamine, and isoleucine. Particularly preferred are arginine and lysine. Examples of amino acid derivatives include trimethylglycine, peptides such as dipeptides and tripeptides, acylated amino acids, acylalkylamino acids, and the like. Furthermore, amino acid derivatives include keratin, elastin, collagen, lactoferrin, casein, α (β) -lactalbumin, globulins, egg white albumin, silk, shell-derived shells or proteins obtained from pearls, and proteins derived from animals. Hydrolyzate of the plant, proteins derived from plants such as wheat, malt and soybean, and hydrolysates thereof. Of these, keratin, elastin, collagen, casein and hydrolysates thereof, wheat protein, soybean protein, silk protein and hydrolysates thereof are preferred.

  In the present invention, these amino acids and amino acid derivatives can be used alone or in combination of two or more. Moreover, the content is 0.01-7 mass% in the hair cosmetics of this invention, Especially 0.05-2 mass% is preferable.

Examples of vitamins include tocopherol acetate, ascorbic acid, vitamin B ₁ , vitamin B ₅ , vitamin D, vitamin A, nicotinic acid amide, panthenol, pantothenyl ethyl ether, etc., among which tocopherol acetate, panthenol, pantothenyl Ethyl ether is preferred. When vitamins are contained, the blending amount is preferably 0.01 to 2% by mass, particularly preferably 0.05 to 1% by mass, based on the total amount of the hair cosmetic composition of the present invention.

Examples of sphingosines include dihydrosphingosine and phytosphingosine.
Examples of ceramides include N-acylated sphingosines, N-acylated phytosphingosines, and N-acylated dihydrosphingosines obtained by synthesis or extraction from natural products. The substituent substituted with sphingosine, dihydrosphingosine, or phytosphingosine is an acyl group having a linear or branched chain, saturated or unsaturated hydrocarbon group having 8 to 22 carbon atoms, and the hydrogen atom of the group. 1 to 5 may be substituted with a hydroxyl group. These ceramides include, for example, ceramide 1, ceramide 2, ceramide 3, ceramide 1A, ceramide 6II, hydroxycaproylphytosphingosine, sphingolipid EX (Japanese Patent Laid-Open No. 8-319263), sphingolipid E (special Synthetic pseudoceramides such as Kaisho 62-228048) can also be used. One or more ceramides can be used, and the content thereof is preferably 0.01 to 5% by mass, more preferably 0.05 to 2% by mass, and particularly preferably 0.1 to 1% by mass in the total composition.

  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, cationized guar gum, cationized locust bean gum, cationized tara gum, cationized fenugreek gum, hydroxylated cellulose, and highly polymerized polyethylene oxide; alkyl sulfates, alkyl phosphates, alkenyl sulfates Salt, alkylbenzene sulfonate, polyoxyalkylene alkyl ether sulfate, polyoxyalkylene alkenyl ether sulfate, sulfosuccinic acid alkyl ester salt, polyoxyalkylene sulfosuccinic acid alkyl ester salt, α-olefin sulfonate, polyoxyalkylene alkylphenyl Ether sulfate, glyceride sulfate, amide ether sulfate, alkane sulfonate, α-sulfo fatty acid ester salt, alkyl ether carboxylate, etc. Anti-dandruff agents such as zinc pyrithione and benzalkonium chloride; bactericides such as salicylic acid, triclosan and piroctone olamine; anti-inflammatory agents; preservatives such as parabens; edetate, hydroxyethane diphosphonic acid Metal ion sequestering agent; humectant such as glycerin; colorant such as dye and pigment; polar solvent extract of eucalyptus, ginseng extract, rice germ extract, hibamata extract, camellia extract, aloe extract, moon peach leaf Extracts, extracts such as chlorella extract; pearlizing agent containing ethylene glycol monofatty acid ester, ethylene glycol difatty acid ester, ethylene glycol monoalkyl ether or ethylene glycol dialkyl ether; pearl powder such as titanium oxide; fragrance; para Methoxycinnamic acid-2-ethylhexyl, oxybenzo UV absorbers such as para-dimethylaminobenzoic acid-2-ethylhexyl; antioxidants; pH adjusters such as sodium hydroxide and potassium hydroxide; other ENCYCLOPEDIA OF SHAMPOO INGREDIENTS (MICELLE PRESS)] and the like.

  The hair cosmetic composition of the present invention can be made into a desired dosage form such as an aqueous solution, an ethanol solution, an emulsion, a suspension, a gel, a liquid crystal, a solid, and an aerosol. For example, a hair rinse, a hair conditioner, a hair treatment, a hair pack, a hair Applicable to cream, conditioning mousse, hair mousse, hair spray, shampoo, leave-on treatment, etc. In particular, it is suitable as a dosage form to be used after washing away, such as shampoo, hair rinse, hair conditioner, hair treatment.

“%” In Examples and Comparative Examples means “% by mass” unless otherwise specified. Each prescription is 100% by mass.
The pH in Examples and Comparative Examples shows a value at 25 ° C. when diluted 20 times by mass with water.

Examples 1-13 and Comparative Examples 1-8
As component (a), sugar modified silicones 1-4 represented by the following formula and Dow Corning CE-8810 Sugar Silicone Emulsion (Toray Dow Corning) were used, and the conditioner of the present invention having the composition shown in Table 1 was also compared. As an example, a conditioner not using any of the components (a) to (c) shown in Table 2 was produced by a conventional method.

  These sugar-modified silicones were produced by reacting gluconolactone with the corresponding amino-modified silicone according to the method described in the above-mentioned JP-A-62-268820 (Patent Document 1).

Sensory evaluation test method A hair bundle (20 g, 20 cm) of a Japanese woman bleached with a commercially available bleaching agent was subjected to sensory evaluation while 5 panelists treated the hair bundle in the following manner.

(Evaluation methods)
Apply 2g of the hair conditioner shown in Table 1 to the hair bundle washed with 3g of standard shampoo with the following composition, and after thoroughly acclimating the entire hair, rinse it under running water at about 40 ° C for about 30 seconds. Was evaluated. Next, towel drying was performed, and after drying with a dryer, evaluation after drying was performed. Sensory evaluation was performed for the presence or absence of the effect of imparting smoothness and softness at the time of rinsing and after drying, and the determination was made according to the following criteria.

◎: 4 to 5 people responded effective ○: 3 people answered effective △: 2 people answered effective ×: 1 or 0 responded that it was effective

<Standard shampoo formulation (pH 7.0)>
(mass%)
25% polyoxyethylene (2.5) lauryl ether sulfate sodium salt 62.0
Lauric acid diethanolamide 2.3
Edetate disodium 0.15
Sodium benzoate 0.5
Sodium chloride 0.8
75% phosphoric acid appropriate amount Fragrance, methylparaben appropriate amount Purified water remaining

Example 14
A hair conditioner (pH 4.5) having the following composition was prepared by a conventional method.
(mass%)
Dimethylbehenamine 1.5
Stearyl alcohol 4.0
Glycerin 1.0
Benzyloxyethanol 0.3
Sugar-modified silicone emulsion ^{* 1} 2.0
Dimethylpolysiloxane mixture ^{* 5} 1.5
Amino-modified silicone-polyoxyalkylene block copolymer ^{* 6} 0.5
Lactic acid 0.5
Dipentaerythritol fatty acid ester ^{* 7} 0.2
Hydroxyethyl cellulose ^{* 8} 0.2
Highly polymerized polyethylene glycol ^{* 9} 0.05
Lanolin fatty acid ^{* 10} 0.01
Tocopherol acetate 0.1
Panthenol 0.1
Royal Jelly 0.1
Refined honey 0.1
Silk extract 0.1
Perfume, methyl paraben Appropriate amount Purified water Remaining

* 5: BY11-042 (Toray Dow Corning)
* 6: FZ-3789 (Toray Dow Corning)
* 7: Cosmall 168AR (Nisshin Oil)
* 8: SE-850 (Daicel Chemical Industries)
* 9: Polyox WSRN-60K (Union Carbide)
* 10: 18-MEA (Croda Japan)

  This hair conditioner also had good smoothness during rinsing, flexibility, smoothness, smoothness after drying, softness, and combing feeling.

Example 15
A hair treatment (pH 4.0) having the following composition was prepared by a conventional method.
(mass%)
Dimethylbehenamine 2.0
Behenyltrimethylammonium chloride 0.3
Stearyl alcohol 4.5
Behenyl alcohol ^{* 11} 1.5
Isononyl isononanoate ^{* 12} 0.5
Sugar-modified silicone 4 2.0
Dimethylpolysiloxane ^{* 13} 1.0
Amino-modified silicone ^{* 14} 0.5
Glycolic acid 0.5
Malic acid 0.1
Dipropylene glycol 3.0
Benzyl alcohol 0.3
Arginine 0.2
Pantothenyl ethyl ether 0.1
Hydrolyzed conchiolin solution (dry matter 3% by mass) 0.05
Panax ginseng extract (dry matter 3% by weight) 0.05
Soybean extract (0.4% by weight of dry matter) 0.05
Eucalyptus extract (dry matter 0.2% by mass) 0.05
Rice germ oil 0.05
Perfume, methyl paraben Appropriate amount Purified water Remaining

* 11: Calcoal 220-80 (Kao)
* 12: Saracos 99 (Nisshin Oil)
* 13: SH200C-5000cs (Toray Dow Corning)
* 14: SM8704C (Toray Dow Corning)

  This hair conditioner also had good smoothness during rinsing, flexibility, smoothness, smoothness after drying, softness, and combing feeling.

Example 16
A hair treatment (pH 3.3) having the following composition was prepared by a conventional method.
(mass%)
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
Sugar-modified silicone 2 2.5
Amino-modified silicone-polyoxyalkylene block copolymer ^{* 6} 0.5
Glycerin 5.0
Polypropylene glycol 2.5
Lanolin fatty acid ^{* 10} 0.5
Sunflower oil 0.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

  This hair treatment had good smoothness, flexibility, smoothness at the time of rinsing, smoothness after drying, softness, and combing feeling.

Example 17
A hair treatment (pH 3.3) having the following composition was prepared by a conventional method.
(mass%)
Octadecyloxy (2-hydroxypropyl) dimethylamine 3.4
Stearyl alcohol 9.0
Glutamic acid 1.5
Benzyloxyethanol 1.0
Dipropylene glycol 2.0
Phenoxyethanol 0.1
Dipentaerythritol fatty acid ester 0.2
Lanolin fatty acid ^{* 10} 0.5
Sugar-modified silicone 1 0.1
Highly polymerized methylpolysiloxane / decamethylcyclopentasiloxane mixture 2.5
Aminoethylaminopropylsiloxane / dimethylsiloxane copolymer emulsion 0.5
Hydroxyethyl cellulose 0.3
Paraffin 0.5
Ceramide 1 ^{* 15} 0.1
Wheat protein hydrolyzate ^{* 16} 0.3
Fragrance 0.3
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount

* 15: Phytoceramide 1 (Gist-brocades / Cosmoferm)
* 16: Promoted WG (Seiwa Kasei)

  This hair treatment had good smoothness, flexibility, smoothness at the time of rinsing, smoothness after drying, softness, and combing feeling.

Examples 18 to 23 and Comparative Example 9
100 g of amino-modified silicone (KF-8003, Shin-Etsu Chemical Co., Ltd., amine value 29 mgKOH / g, functional group equivalent 1930 g / mol) using the method described in JP-A-62-268820 (Patent Document 1). A sugar-modified silicone was produced by reacting (51.8 mmol) with the amount of gluconolactone shown in Table 3. The modification rate with respect to the amino group of sugar-modified silicone was computed with the following formula | equation.
The amine value (mgKOH / g) of the raw material amino-modified silicone and the reaction product is a value obtained by measuring the amino group content by the perchloric acid titration method. The functional group equivalent (g / mol) is a value calculated by the formula “56000 / amine value”.

  Using the sugar-modified silicone obtained in Synthesis Examples 1 to 6, hair conditioners having the compositions shown in Table 4 were prepared. According to the same method and criteria as in the sensory evaluation described above, the smoothness, softness, and no scumming of the hair when rinsing and the presence / absence of the effect of imparting the smoothness, softness, and kinkiness of the hair after drying Sensory evaluation was made and judged. The results are also shown in Table 4.

Claims (5)

Next ingredients (a)-(b)
(a) Organopolysiloxane containing at least one sugar residue in one molecule
(b) Cationic surfactant
(c) C8-C30 aliphatic alcohol
(d) Hair cosmetics containing an organic solvent. The hair cosmetic according to claim 1, wherein the component (a) is an organopolysiloxane represented by the general formula (1).

[Wherein, R ^{1 s} are the same or different and each represents a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms, wherein at least one of X represents a structure represented by the general formula (2), A hydrogen atom, a hydroxyl group, a hydrocarbon group having 1 to 8 carbon atoms, or a structure represented by the general formula (3) is shown, and m and n are numbers satisfying 1 ≦ m + n ≦ 5000. ]

[Wherein Y ¹ , Y ² , Z ¹ and Z ² are the same or different and each represents a linear or branched divalent hydrocarbon group, G represents a sugar residue, and a represents 0 or more. Indicates a number. ]   The hair cosmetic according to claim 1 or 2, further comprising (e) an organic acid.   The hair cosmetic composition according to any one of claims 1 to 3, wherein the ratio of the number of sugar residues to the total number of nitrogen atoms in the organopolysiloxane of component (a) is 0.05 to 0.75.   The hair cosmetic composition according to any one of claims 1 to 4, which has a pH of 2 to 6 at 25 ° C when diluted 20 times with water.