JP2005232113A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair cosmetic which gives a superior damp feeling, pliability, and orderiness by repairing a CMC (cell membrane complex) and a matrix in the damaged hair. <P>SOLUTION: This hair cosmetic is comprised by containing an organic acid and/or its derivative (A), an esterified compound (B) obtained by esterifying a polyhydric alcohol having r pieces of hydroxy groups (r is 4 or more) with s pieces (2≤s≤r-2) of a 8C or more fatty acid, and a cationic surfactant (C). <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a hair cosmetic that imparts excellent moisture feeling, suppleness, and cohesiveness to damaged hair.

  Conventionally, in order to improve the cohesiveness, there has been proposed a technique of suppressing the spread by adhering hairs with polymers or oils and fats (Patent Document 1: Japanese Patent Laid-Open No. 9-87144, Patent Document 2: Special). JP 2000-191455 A, Patent Document 3: JP 2002-370946 A). However, there were problems such as fingers not sticking and stickiness.

  In addition, cationic surfactants, silicones, and protein hydrolysates have been proposed as a feeling-improving agent for moisture reduction and the like (Patent Document 4: Japanese Patent Laid-Open No. 1-211517, Patent Document 5: Japanese Patent Laid-Open No. 5-105). 4907, Patent Document 6: Japanese Patent Laid-Open No. 11-279029). However, it cannot be said to have a sufficient effect on hair that has been damaged to the CMC (cell membrane complex) or matrix inside the hair due to severe damage such as bleaching. Furthermore, although the effect of improving the squeaky sensation of hair using a gallic acid derivative has been disclosed (see Patent Document 7: Japanese Patent Laid-Open No. 2003-89620), it cannot be said that there are sufficient effects regarding moisture, suppleness, and unity. It was. Therefore, there has been a demand for a hair cosmetic that is further excellent in CMC (cell membrane complex) and matrix repair effects.

JP-A-9-87144 JP 2000-191455 A JP 2002-370946 A Japanese Patent Laid-Open No. 1-211517 Japanese Patent Laid-Open No. 5-4907 JP-A-11-279029 JP 2003-89620 A JP 2003-137737 A JP 2004-035529 A

  The present invention has been made in view of the above circumstances, and repairs CMC (cell membrane complex) and matrix in damaged hair to provide a moist and supple feel to the hair, and an excellent cohesiveness. The purpose is to provide a fee.

  Hair is roughly divided into hair epidermis (cuticle), fur (cortex) and medulla (medura) from the outside. Hair epidermis (cuticle) and fur (cortex) contain CMC (cell membrane complex), and fur (cortex) contains matrix protein. If the CMC (cell membrane complex) in the hair is damaged due to damage such as dyeing or perm, the oil and moisture are easily removed, the moisture is lost, and if the matrix is partially damaged, Swelling occurs and the unity becomes worse. As the damage further progresses, the elasticity and stiffness of the hair disappears and the suppleness is lost, and the cross-section becomes a broom as shown in FIG. The present inventor paid attention to these matters and intensively studied CMC (cell membrane complex) and hair cosmetics having a matrix repairing / restoring action.

  As a result, (A) organic acid and derivatives thereof and (B) polyhydric alcohol having r hydroxyl groups (r is 4 or more), s fatty acids having 8 or more carbon atoms (2 ≦ s ≦ r−2) By using a hair cosmetic composition containing an esterified esterified product and (C) a cationic surfactant, it has been found that good tactile sensation such as moisturizing and suppleness can be reproduced. That led to

（式中、Ｒ¹は、水素原子、アルカリ金属原子、アルカリ土類金属原子、アミノ基、又は炭素数１〜１８のアルキル基もしくはアルケニル基を示し、Ｒ²、Ｒ³、Ｒ⁴は、それぞれ水素原子、水酸基、炭素数１〜１８のアルコキシ基、ポリオキシエチレン基、ポリオキシプロピレン基、単糖残基、２糖残基又はオリゴ糖残基であり、Ｒ²、Ｒ³、Ｒ⁴のうち少なくとも１つは水酸基であり、少なくとも１つは単糖残基、２糖残基又はオリゴ糖残基を示す。）
を提供する。 Therefore, the present invention
[1]. (A) Organic acid and / or derivative thereof; (B) s (2 ≦ s ≦ r-2) ester of polyhydric alcohol having r hydroxyl groups (r is 4 or more) and fatty acid having 8 or more carbon atoms A hair cosmetic comprising an esterified product and (C) a cationic surfactant,
[2]. The hair cosmetic according to claim 1, wherein the organic acid is gallic acid and / or a derivative thereof represented by the following general formula (1):

(In the formula, R ¹ represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an amino group, or an alkyl group or alkenyl group having 1 to 18 carbon atoms, and R ² , R ³ , and R ⁴ are respectively A hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 18 carbon atoms, a polyoxyethylene group, a polyoxypropylene group, a monosaccharide residue, a disaccharide residue, or an oligosaccharide residue, and R ² , R ³ , R ⁴ (At least one of them is a hydroxyl group, and at least one is a monosaccharide residue, a disaccharide residue or an oligosaccharide residue.)
I will provide a.

  According to the present invention, by repairing CMC (cell membrane complex) and matrix in damaged hair, it is possible to provide a hair cosmetic that imparts an excellent moisture feeling, suppleness, and cohesiveness.

Hereinafter, the present invention will be described in more detail.
The component (A) of the present invention is an organic acid and / or a derivative thereof. The component (A) is preferably water-soluble, citric acid, lactic acid, acetic acid, tartaric acid, malic acid, gluconic acid, ascorbic acid, fumaric acid, maleic acid, succinic acid, malonic acid, glycolic acid, glutaric acids, adipic acid, Examples include phthalic acid, glyceric acid, aspartic acid, glutamic acid, hydroxyacrylic acid, oxybutyric acid, gallic acids, gluconic acids, amino acids, tannic acids, benzylic acids, salicylic acids, rosmarinic acids, and the like. The organic acid and / or derivative thereof (A) can be used singly or in appropriate combination of two or more.

（式中、Ｒ¹は、水素原子、アルカリ金属原子、アルカリ土類金属原子、アミノ基、又は炭素数１〜１８のアルキル基もしくはアルケニル基を示し、Ｒ²、Ｒ³、Ｒ⁴は、それぞれ水素原子、水酸基、炭素数１〜１８のアルコキシ基、ポリオキシエチレン基、ポリオキシプロピレン基、単糖残基、２糖残基又はオリゴ糖残基であり、Ｒ²、Ｒ³、Ｒ⁴のうち少なくとも１つは水酸基であり、少なくとも１つは単糖残基、２糖残基又はオリゴ糖残基を示す。） As the organic acid of component (A) and / or a derivative thereof, gallic acid and / or a derivative thereof represented by the following general formula (1) is preferable.

(In the formula, R ¹ represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an amino group, or an alkyl group or alkenyl group having 1 to 18 carbon atoms, and R ² , R ³ , and R ⁴ are respectively A hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 18 carbon atoms, a polyoxyethylene group, a polyoxypropylene group, a monosaccharide residue, a disaccharide residue, or an oligosaccharide residue, and R ² , R ³ , R ⁴ (At least one of them is a hydroxyl group, and at least one is a monosaccharide residue, a disaccharide residue or an oligosaccharide residue.)

  As the gallic acid and / or its derivative represented by the general formula (1), monoglucosyl gallic acid and diglucosyl gallic acid are preferable.

  Although the compounding quantity of (A) component is not specifically limited, 0.001-10 mass% is preferable with respect to hair cosmetics whole quantity, More preferably, it is 0.1-3 mass%. In addition, when mix | blending 2 or more types, the said compounding quantity is the total amount of the organic acid and its derivative to be used. If the blending amount is less than 0.001% by mass, the hair may be bundled and the touch effect may not be exhibited, and if it exceeds 10% by mass, it may be stiff.

  The component (B) of the present invention is an esterified product obtained by esterifying s (2 ≦ s ≦ r-2) ester of a polyhydric alcohol having r hydroxyl groups (r is 4 or more) and a fatty acid having 8 or more carbon atoms. . If it is such an esterified substance, it will not specifically limit, 1 type can be used individually or in combination of 2 or more types. In the present invention, since the feeling varies greatly depending on the number of esterified fatty acids, the number (s) of fatty acids is important. If the number of fatty acids (s) is less than 2, the stickiness peculiar to polyhydric alcohol is increased, and the feel becomes worse. On the other hand, when the number (s) of fatty acids is larger than r-2, an oily feeling appears and the nulliness increases. As described above, the balance between the number of hydroxyl groups (r) and the number of esterified fatty acids (s) is necessary for expressing a good feel. In order to obtain such a suitable balance, the number of hydroxyl groups is 4 or more. It is necessary to use a polyhydric alcohol.

  Examples of such an esterified product include a polyglycerin fatty acid ester represented by the following general formula (2), a polyoxyethylene sorbite fatty acid ester represented by the following general formula (3), and the following general formula (4). And polyoxyethylene pentaerythritol fatty acid ester and polyoxyethylene sorbitan fatty acid ester represented by the following general formula (5). In the following general formulas (2) to (5), R is a hydrogen atom or a fatty acid residue, and COR ′: R ′ is preferably a fatty acid residue represented by a saturated or unsaturated hydrocarbon group. m is preferably 0 to 30, and a to d are s (2 ≦ s ≦ r−2) esterified polyhydric alcohol having r hydroxyl groups (r is 4 or more) and fatty acid having 8 or more carbon atoms. It is appropriately selected so as to be an esterified product.

  Examples of polyglyceryl fatty acid esters include hexaglyceryl tetrabehenate, decaglyceryl distearate, triglyceryl distearate, pentaglyceryl distearate, hexaglyceryl tristearate, hexaglyceryl tetrabehenate, hexaglyceryl pentaoleate, hexaglyceryl diricinoleate, Hexaglyceryl triricinoleate, hexaglyceryl tetraricinoleate, hexaglyceryl pentaricinoleate, hexaglyceryl hexaricinoleate, hexaglyceryl pentaoleate, decaglyceryl tristearate, decaglyceryl trioleate, decaglyceryl pentastearate, pentahydroxy Decaglyceryl stearate, decaglyceryl pentaoleate, heptasteari Decaglyceryl acid, decaglyceryl decastearate, decaglyceryl decaoleate, decacademia nut oil fatty acid decaglyceryl, decaglyceryl diricinoleate, decaglyceryl triricinoleate, decaglyceryl tetraricinoleate, decaglyceryl pentaricinolate Examples include glyceryl and diglyceryl dioleate.

  Examples of polyoxyethylene sorbite fatty acid esters include tetraoleic acid POE (4) to (60) sorbite, dioleic acid POE (6) to (60) sorbite, trioleic acid POE (6) to (60) sorbite, and distearic acid POE. (6) to (60) Sorbite, tristearic acid POE (6) to (60) Sorbite, tetrastearic acid POE (6) to (60) Sorbite, dicaprylic acid POE (6) to (60) Sorbite, tricaprylic acid POE (6) to (60) sorbit, tetracaprylic acid POE (6) to (60) sorbit, dilauric acid POE (6) to (60) sorbit, trilauric acid POE (6) to (60) sorbit, tetralauric acid POE (6) to (60) Sorbit, dimyristic acid POE (6) to (6 ) Sorbit, Trimyristic acid POE (6) to (60) Sorbit, Tetramyristic acid POE (6) to (60) Sorbit, Dipalmitic acid POE (6) to (60) Sorbit, Tripalmitic acid POE (6) to (60) Sorbit, Tetrapalmitic acid POE (6) to (60) Sorbit, Diundecanoic acid POE (6) to (60) Sorbit, Triundecanoic acid POE (6) to (60) Sorbit, Tetraundecanoic acid POE (6) -(60) sorbit etc. are mentioned.

  Examples of polyoxyethylene pentaerythritol fatty acid esters include distearic acid POE (6) to (60) pentaerythritol, dilauric acid POE (6) to (60) pentaerythritol, dicaprylic acid polyoxyethylene pentaerythritol (6) to (60), diundecanoic acid polyoxyethylene pentaerythritol (6) to (60), dimyristic acid polyoxyethylene pentaerythritol (6) to (60), dipalmitic acid polyoxyethylene pentaerythritol (6) to (60), dioleic acid polyoxyethylene pentaerythritol (6) to (60) and the like.

  Examples of the polyoxyethylene sorbitan fatty acid ester include dioleic acid POE (6) to (60) sorbitan, distearic acid POE (6) to (60) sorbitan, dicaprylic acid POE (6) to (60) sorbitan, diundecanoic acid POE (6 ) To (60) sorbitan, dilauric acid POE (6) to (60) sorbitan, dimyristic acid POE (6) to (60) sorbitan, dipalmitic acid POE (6) to (60) sorbitan, distearic acid POE (6) ) To (60) sorbitan, dibehenic acid POE (6) to (60) sorbitan, sesquistearic acid POE (6) to (60) sorbitan, sesquioleic acid POE (6) to (60) sorbitan, and the like.

  Of these, polyoxyethylene sorbit fatty acid ester, polyoxyethylene pentaerythritol fatty acid ester, and polyoxyethylene sorbitan fatty acid ester are preferable from the viewpoint of solubility. Furthermore, polyoxyethylene sorbite fatty acid ester is preferable, and among them, polyoxyethylene (4) sorbite tetraoleate, polyoxyethylene (6) sorbite tetraoleate, polyoxyethylene (30) sorbitol tetraoleate, polyoxytetraoleate polyoxyethylene Particularly preferred are ethylene (40) sorbitol and polyoxyethylene (60) sorbitol tetraoleate.

  Although the compounding quantity of (B) component is not specifically limited, 0.01-10 mass% is preferable with respect to hair cosmetics whole quantity, More preferably, it is 0.1-5 mass%, Most preferably, it is 0.1-3 mass. %. If the blending amount is too small, the effect of good unity and feel may not be exhibited, and if it is too large, stickiness or a heavy finish may occur.

  The component (C) of the present invention is a cationic surfactant. The cationic surfactant is not particularly limited and can be used singly or in appropriate combination of two or more. The following are illustrated as (C) cationic surfactant of this invention.

（式中、Ｒ⁵、Ｒ⁶、Ｒ⁷及びＲ⁸は、それぞれ水素原子、アルキル基、アルケニル基、ヒドロキシアルキル基、ポリアルキレンオキサイド基又はベンジル基を示し、そのうち１つ又は２つは炭素数８〜２４の直鎖又は分岐鎖のアルキル基、アルケニル基又はヒドロキシアルキル基であり、残りは水素原子、メチル基、エチル基、ベンジル基、ポリアルキレンオキサイド基を示す。ポリアルキレンオキサイドとしては、−（Ｃ₂Ｈ₄Ｏ）_pＨ、−（Ｃ₃Ｈ₆Ｏ）_qＨ（但し、ｐ及びｑはそれぞれ１〜５の整数）で表されるポリアルキレンオキサイド基が好ましい。Ｘは塩化塩、臭化塩、ヨウ化塩、硫酸塩、メチル硫酸塩、エチル硫酸塩、酢酸塩、ピロリドンカルボン酸塩、グリコール酸塩、クエン酸塩、酒石酸塩、ｐ−トルエンスルホン酸塩、ピログルタミン酸塩、高級脂肪酸塩、酸性アミノ酸塩等の無機又は有機酸から誘導されるアニオンを示す。 (1) Amine salt and ammonium salt represented by the following general formula (6)

(In the formula, R ⁵ , R ⁶ , R ⁷ and R ⁸ each represent a hydrogen atom, an alkyl group, an alkenyl group, a hydroxyalkyl group, a polyalkylene oxide group or a benzyl group, one or two of which represents the number of carbon atoms. 8 to 24 linear or branched alkyl group, alkenyl group or hydroxyalkyl group, and the remainder represents a hydrogen atom, a methyl group, an ethyl group, a benzyl group or a polyalkylene oxide group. _{(C 2 H 4 O) p} H, - (C 3 H 6 O) q H ( where, p and q are each an integer of 1 to 5) polyalkylene oxide groups are preferred .X salts chloride represented by, Bromide, iodide, sulfate, methyl sulfate, ethyl sulfate, acetate, pyrrolidone carboxylate, glycolate, citrate, tartrate, p-toluenesulfonate, An anion derived from an inorganic or organic acid such as pyroglutamate, higher fatty acid salt or acidic amino acid salt.

（式中、Ｒ⁹は炭素数１〜２１の直鎖又は分岐鎖のアルキル基又はアルケニル基、Ａは炭素数１〜１０の直鎖又は分岐鎖のアルキレン基又はアルケニレン基であり、ｔは１〜５の整数であって、ｔが２以上の場合、各ブロック中のＡは互いに異なってもよい。Ｘは上記と同様である。） (2) Guanidine salt represented by the following general formula (7)

Wherein R ⁹ is a linear or branched alkyl group or alkenyl group having 1 to 21 carbon atoms, A is a linear or branched alkylene group or alkenylene group having 1 to 10 carbon atoms, and t is 1 And when t is 2 or more, A in each block may be different from each other.X is the same as above.)

（式中、Ｒ⁹は上記と同じ、Ｒ¹⁰、Ｒ¹¹は、それぞれ水素原子、メチル基、エチル基、ベンジル基、又は−（Ｃ₂Ｈ₄Ｏ）_pＨもしくは−（Ｃ₃Ｈ₆Ｏ）_qＨ（但し、ｐ及びｑはそれぞれ１〜５の整数）で示されるポリアルキレンオキサイド基、Ｂは炭素数１〜１０の２価炭化水素基、又は−（Ｃ₂Ｈ₄Ｏ）_p−もしくは−（Ｃ₃Ｈ₆Ｏ）_q−（但し、ｐ及びｑはそれぞれ１〜５の整数）を示す。Ｘは上記と同じである。） (3) A benzethonium salt represented by the following general formula (8)

(Wherein R ⁹ is the same as above, R ¹⁰ and R ¹¹ are each a hydrogen atom, a methyl group, an ethyl group, a benzyl group, or — (C ₂ H ₄ O) _p H or — (C ₃ H ₆ O). ) _q H (provided that a polyalkylene oxide group represented p and q are each an integer of 1 to 5), B is a divalent hydrocarbon group having 1 to 10 carbon atoms, or _{- (C 2 H 4 O)} p - or _{- (C 3 H 6 O)} q - ( where, p and q is an integer of from 1 to 5, respectively) .X showing a is as defined above).

（式中、Ｒ⁹、Ｘは上記と同じである。） (4) Pyridinium salt represented by the following general formula (9)

(Wherein R ⁹ and X are the same as above)

（式中、Ｒ⁹、Ｒ¹⁰、Ｒ¹¹及びＸは上記と同じである。） (5) Imidazolinium salt represented by the following general formula (10)

(Wherein R ⁹ , R ¹⁰ , R ¹¹ and X are the same as above)

  Examples of the amino acid-based cationic surfactant include mono-N-long chain acyl basic amino acid lower (1 to 7 carbon atoms) alkyl ester salts. Examples of basic amino acids constituting this compound include natural amino acids such as ornithine, lysine and arginine. It is also possible to use synthetic amino acids such as α, γ-diaminobutyric acid. These may be optically active or racemic. The acyl group is a saturated or unsaturated fatty acid residue having 8 to 22 carbon atoms. These may be natural or synthesized. For example, single higher fatty acid residues such as lauroyl group, myristoyl group, palmitoyl group and stearoyl group, and natural mixed higher fatty acid residues such as coconut oil fatty acid residue and beef tallow higher fatty acid residue can be used. As the lower alkyl ester component, methyl ester, ethyl ester, propyl ester, butyl ester, pentyl ester, hexyl ester, heptyl ester and octyl ester are suitable. Moreover, as a counter ion, the same thing as said X is mentioned.

  Specific examples of cationic surfactants include stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, distearyldimethylammonium chloride, dioleyldimethylammonium chloride, didecyldimethylammonium chloride, amidobutylguanidine acetate , Amide butyl guanidine acetate myristate, amide butyl guanidine acetate, distearyl dimethyl ammonium sulfate, stearyl ethyl dihydroxyethyl ammonium ethyl sulfate, N-coconut oil fatty acid L-arginine ethyl DL-pyrrolidone carboxylate, dipolyoxychloride Ethylene oleyl methyl ammonium, ethyl lanolin sulfate fatty acid aminopropyl ethyl dimethyl ammonium Etc., and it can be used in combination at least one kind of them appropriately. Of these, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, dipolyoxyethylene oleylmethylammonium chloride, ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium, lauric acid amide butylguanidine are preferred, and stearyltrimethylammonium chloride is more preferable. Distearyldimethylammonium chloride, dipolyoxyethylene oleylmethylammonium chloride, and ethyl lanolin sulfate lanolin fatty acid aminopropylethyldimethylammonium are particularly preferred.

  Although the compounding quantity of (C) component is not specifically limited, 0.01-10 mass% is preferable with respect to hair cosmetics whole quantity, More preferably, it is 0.1-5 mass%, Most preferably, it is 0.1-3 mass. %. If the blending amount is too small, the effect of good unity and feel may not be exhibited, and if it is too large, stickiness or a heavy finish may occur.

  Furthermore, you may mix | blend various additives with the hair cosmetics of this invention suitably according to the kind, purpose, etc. of a hair treatment agent. Components generally blended into hair cosmetics and fiber treatment compositions as desired, for example, moisturizers such as polyols and oil classifications, ultraviolet absorbers, preservatives, pH adjusters, viscosity adjusters, antioxidants, dyes Selected from the group consisting of fragrances and propellants, anionic surfactants, nonionic surfactants other than (B), amphoteric surfactants, sequestering agents and emulsifying stabilizers, silicone, water, etc. Can be contained.

  When blending a fragrance with the hair cosmetic composition of the present invention, the fragrance used is the same as the fragrance composition described in JP-A-2003-267841. When blending the fragrance composition, the total amount of the hair cosmetic composition is It is suitable to mix | blend so that a fragrance | flavor composition may be 0.00001-50 mass% with respect to it, More preferably, 0.0001-30 mass% is mix | blended.

  The hair cosmetic composition of the present invention can be prepared based on a conventional method of hair cosmetic composition. As a hair cosmetic, it can be applied as a shampoo, rinse, treatment, hair conditioner, hair restorer, keratin fiber treatment agent. In particular, since the hair cosmetic composition of the present invention has excellent CMC (cell membrane complex) and matrix repair / repair effects, it is optimal as a CMC (cell membrane complex) repair / restoration agent and matrix repair / restoration agent. A favorable tactile sensation before damage such as a moist feeling and suppleness, and excellent cohesiveness can be imparted.

  EXAMPLES Hereinafter, although an Example and a comparative example are given and this invention is demonstrated further more concretely, this invention is not limited to the following Example. In addition, "%" of the composition in each example is mass%.

[Examples 1-7, Comparative Examples 1-12]
Hair cosmetics having the composition shown in Table 1 were prepared based on conventional methods and evaluated by the following methods. The results are also shown in Table 1.

[Evaluation methods]
Moisture, suppleness, cohesiveness 20 panelists whose hair was damaged by dyed hair or perm used 3g of hair cosmetics on dry-dried hair after towel drying, and the moisture of the hair after use Each of the items of feeling, suppleness and cohesion was compared with before use. A result is shown based on the following evaluation criteria.
<Evaluation criteria>
◎: More than 16 out of 20 respondents said that after use was better ○: 10-15 out of 20 responded that after use was better △: Responded better after use Things are 4-9 out of 20 people ×: 3 or less of 20 people answered that after use is better

CMC, matrix repair effect (tensile testing machine)
To 3 g of human hair bundles dyed with a commercially available bleaching agent, 0.2 g of hair cosmetic was uniformly applied and allowed to dry naturally. Ten of them were picked out at random, and the number of pieces out of 10 was counted when pulled at 100 g using a tensile tester (manufactured by Toyo Baldwin).

CMC, matrix repair effect (SEM observation)
To 3 g of human hair bundles dyed with a commercially available bleaching agent, 0.2 g of hair cosmetic was uniformly applied and allowed to dry naturally. Ten of them are taken out at random, pulled using a tensile tester until the hair is cut, and the cut portion is observed with SEM (800 times), and the hair state shown in FIG. 2 is repaired, FIG. The hair condition shown in (2) was evaluated based on the following evaluation criteria as unrepaired hair.
<Evaluation criteria>
○: Repaired hair 7-10 out of 10 △: Repaired hair 4-6 out of 10 ×: Repaired hair 0-3 out of 10

＊１：ＳＭ８７０４Ｃ、東レ・ダウコーニング・シリコーン（株）製
＊２：プロモイスＷＫ−Ｈ （株）成和化成製

* 1: SM8704C, manufactured by Toray Dow Corning Silicone Co., Ltd. * 2: Promois WK-H, Seiwa Kasei Co., Ltd.

The hair cosmetics of Examples 8 to 19 below were prepared based on conventional methods for each preparation.
[Example 8] Hair gel
composition(%)
Gallic acid-3,5-diglucoside 1.0%
Stearyltrimethylammonium chloride 3.0%
Hydroxyethyl cellulose (Daicel Chemical Industries, SE-900) 0.5%
Polyether-modified silicone (manufactured by Shin-Etsu Chemical Co., Ltd., KF6012) 2.0%
N-methacryloyloxyethyl N, N-dimethylaminoethyl-α-N-methylcarboxybetaine / alkyl methacrylate ester copolymer (manufactured by Mitsubishi Chemical Corporation, Yucaformer 510) 3.0%
Triglyceryl distearate 3.0%
Polyoxyethylene (40) hydrogenated castor oil 0.3%
Dihydroxybenzophenone 0.1%
Methylparaben 0.1%
Triethanolamine 0.5%
Fragrance A 0.2%
Ethanol 10.0%
Purified water balance
Total 100.0%

[Example 9] Hair wax
composition(%)
Gallic acid-3-glucoside 1.0%
Tetraoleic acid polyoxyethylene (6) sorbit 3.0%
Carboxyvinyl polymer (Goodrich, Carbopol 940) 0.5%
Benzalkonium chloride 1.0%
Xanthan gum 0.3%
EO-modified silicone (manufactured by Shin-Etsu Chemical Co., Ltd., KF6004) 2.0%
Vaseline 3.0%
Squalane 2.0%
Candelilla wax 1.0%
Polyoxypropylene (9) diglyceryl ether 4.0%
Dihydroxybenzophenone 0.1%
Propylparaben 0.1%
Methylparaben 0.3%
Phenoxyethanol 0.5%
Edetate tetrasodium 0.05%
Triethanolamine 0.5%
Ethanol 10.0%
Fragrance B 0.2%
Purified water balance
Total 100.0%

[Example 10] Hair cream
composition(%)
Gallic acid-3,5-diglucoside 1.0%
Hexaglyceryl tristearate 3.0%
Distearyldimethylammonium chloride 3.0%
Amino-modified silicone (Toray Dow Corning Silicone Co., Ltd., SM8704C)
0.5%
Methyl polysiloxane (100,000 cst) 5.0%
Liquid paraffin 5.0%
Paraffin wax 3.0%
Polyoxyethylene (40) hydrogenated castor oil 2.0%
3-methyl-1,3-butanediol 10.0%
Dihydroxybenzophenone 0.1%
Propylparaben 0.1%
Methylparaben 0.3%
Phenoxyethanol 0.5%
Palm oil fatty acid sorbitan 2.0%
Glycerol monostearate 1.0%
Propylene glycol monostearate 2.0%
Triethanolamine 0.5%
Ethanol 5.0%
Fragrance C 0.2%
Purified water balance
Total 100.0%

[Example 11] Hair foam
composition(%)
Gallic acid-3,5-diglucoside 1.0%
Copper gluconate 0.3%
N-methacryloyloxyethyl N alkyl methacrylate ester copolymer (manufactured by Diachemco, Yuka Former 204WL) 3.0%
Polyether-modified silicone (Shin-Etsu Chemical Co., Ltd., KF6011) 0.5%
3-methyl-1,3-butanediol 2.0%
Polyoxyethylene tetrastearate (6) sorbit 3.0%
Stearyltrimethylammonium chloride 0.5%
Methylparaben 0.3%
Triethanolamine 0.1%
Fragrance E 0.1%
Ethanol 30.0%
Liquefied petroleum gas 7.0%
Purified water balance
Total 100.0%

[Example 12] Hair foam
composition(%)
Gallic acid-3,4-diglucoside 0.5%
Zinc gluconate 0.3%
Polyether-modified silicone (manufactured by Shin-Etsu Chemical Co., Ltd., KF6011) 5.0%
3-methyl-1,3-butanediol 2.0%
Cationized cellulose (manufactured by Lion Corporation, Leo Guard GPS) 0.1%
N-coconut oil fatty acid-L-glutamic acid 0.5%
Cetyltrimethylammonium chloride 1.0%
Dioleic acid polyoxyethylene (8) erythritol 3.0%
Polyoxyethylene (40) hydrogenated castor oil 0.4%
Methylparaben 0.3%
Citric acid 0.1%
Fragrance D 0.1%
Ethanol 20.0%
Liquefied petroleum gas 7.0%
Purified water balance
Total 100.0%

[Example 13] Hair spray [stock solution]
composition(%)
Gallic acid methyl ester-3,5-diglucoside 0.5%
Iron gluconate 0.3%
Polyvinylpyrrolidone (K-30) 2.0%
Tetraoleic acid polyoxyethylene (40) sorbit 3.0%
Amino-modified silicone (Toray Dow Corning Silicone Co., Ltd., SM8704C)
0.5%
Cetyltrimethylammonium chloride 1.0%
Polyoxyethylene hydrogenated castor oil (40) 0.5%
Methylparaben 0.3%
Fragrance B 0.1%
Ethanol 90.0%
Purified water balance
Stock solution meter 100.0%
composition(%)
50% of the above stock solution
Liquefied petroleum gas 30%
Dimethyl ether 20%
Total 100%

[Example 14] Hair water
composition(%)
Gallic acid-3,5-diglucoside 1.0%
Water-soluble solid silicone (manufactured by Shin-Etsu Chemical Co., Ltd., KF6004) 0.5%
3-methyl-1,3-butanediol 2.0%
Stearyltrimethylammonium chloride 0.5%
Tetraoleic acid polyoxyethylene (60) sorbit 2.5%
Lauryldimethylamine oxide 0.2%
Sodium pyrrolidonecarboxylate 1.0%
Methylparaben 0.3%
Glycolic acid 0.2%
Sodium pyrophosphate 0.3%
Hydroxymethoxybenzophenonesulfonic acid 0.1%
Fragrance A 0.1%
Ethanol 20.0%
Purified water balance 100.0%

[Example 15] Hair nourishing agent
composition(%)
Gallic acid-3-glucoside 1.0%
Lauryltrimethylammonium chloride 1.0%
Amino-modified silicone emulsion (Nihon Unicar Co., Ltd., FZ4672)
0.5%
Decaglyceryl tristearate 1.0%
Monopentadecanoic acid glyceride 3.0%
DL-α-tocopherol acetate 0.1%
Coconut oil fatty acid sorbitan 1.0%
Sucrose myristic acid ester 0.5%
Biotin 0.002%
Succinic acid 0.3%
Assembly extract 1.0%
Hinokitiol 0.1%
L-Menthol 0.3%
Fragrance B appropriate amount
99.5% ethanol remaining balance 100.0%

[Example 16] Hair growth spray
composition(%)
Gallic acid 3,5-diglucoside 1.0%
Distearyldimethylammonium chloride 1.0%
Carboxyl-modified silicone (Shin-Etsu Chemical Co., Ltd., Shin-Etsu Silicone, X-22-3710)
1.0%
Monopentadecanoic acid glyceride 1.0%
Tetraoleic acid POE (6) Sorbit 0.5%
Amphoteric polymer * 0.2%
Ethyl oleate 0.1%
Citric acid 0.3%
Sucrose laurate 0.5%
Fragrance A appropriate amount L-menthol 0.1%
99.5% ethanol remaining balance 100.0%
* N-methacryloylethyl-N, N-dimethylammonium-α-N-methylcarboxybetaine / alkyl methacrylate copolymer

[Example 17] Shampoo
composition(%)
Gallic acid-3,5-diglucoside 1%
POE (3) sodium lauryl ether sulfate 15%
Alkyldimethylamine oxide 2%
POE alkyl ether 1%
Diglyceryl dioleate 1%
POE hydrogenated castor oil 4%
Fatty acid diethanolamide 5%
POE dioleic acid methyl glucoside 1%
Highly polymerized methylpolysiloxane / polyether-modified silicone emulsion (Shin-Etsu Chemical Co., Ltd., Shin-Etsu Silicone, X-52-2262) 3%
Wax 1%
Cetostearyl alcohol 2%
Cationized cellulose 0.5%
Copolymer of dimethyldiallylammonium chloride, acrylamide and acrylic acid
0.2%
Piroctone olamine 0.5%
Benzalkonium chloride 0.05%
Glycerin 1%
Butylene glycol 0.5%
Sodium sulfate 2%
Sodium benzoate 1%
Paraben 0.2%
Methyl isothiazoline and methyl chloro isothiazoline 0.01%
Green No. 3 0.002%
Fragrance A 0.5%
Citric acid 0.5%
Purified water balance 100.0%

[Example 18] Hair conditioner
composition(%)
Gallic acid-3,5-diglucoside 1.0%
4-Guanidinobutyllaurylamide 0.8%
N- [3-alkyl (12,14) oxy-2-hydroxypropyl] -L-arginine 0.5%
Polyethylene glycol (average molecular weight 5 million) 0.2%
Behenic acid diethylaminoethylamide 0.2%
Dimethyl silicone (viscosity 1 million mm ² / s) (manufactured by Toray Dow Corning Silicone Co., SH200-1,000,000cs) 1.0%
Dimethyl silicone (viscosity 100,000 mm ² / s) (Toray Dow Corning Silicone Co., Ltd., SH200-100,000 cs) 1.0%
Dimethyl silicone (viscosity 50 mm ² / s) (Toray Dow Corning Silicone Co., Ltd., SH200-50cs) 1.0%
Diglycerin isopalmitic acid ester sebacic acid condensate 1.0%
Glycine 0.7%
Cetanol 1.5%
Behenyl alcohol 0.2%
Oleyl alcohol 0.3%
Oleic acid 0.2%
Isostearic acid 0.2%
Trimethylglycine 0.2%
Arginine 0.3%
Cysteine 0.3%
Hexaglyceryl pentastearate 1.0%
Sorbitan monolaurate 0.1%
Phosphoric acid Suitable amount Methyl paraoxybenzoate Suitable amount Propyl paraoxybenzoate Suitable amount Fragrance B Suitable amount
Purified water balance
Total 100.0%
pH 3.4

[Example 19] Hair treatment
composition(%)
Gallic acid-3-maltoside 1.0%
Lauryltrimethylammonium chloride 1.0%
4-Guanidinobutyllaurylamide 1.5%
N-coconut oil fatty acid acyl-L-arginine ester 0.5%
Dimethyl silicone (viscosity 100,000 mm ² / s) (Toray Dow Corning Silicone Co., Ltd., SH200-100,000 cs) 1.0%
Dimethyl silicone (viscosity 30 mm ² / s) (manufactured by Toray Dow Corning Silicone, SH200-30cs) 1.5%
Diglycerin isopalmitic acid ester sebacic acid condensate 1.5%
Diglycerin isostearate sebacic acid condensate 0.7%
Cetanol 1.5%
Behenyl alcohol 3.0%
Stearyl alcohol 2.0%
Isostearic acid 0.2%
Glycerol 3.0%
Propylene glycol 5.0%
Decaglyceryl diricinoleate 0.1%
Sorbitan monolaurate 0.1%
Polyethylene glycol (average molecular weight 900,000) 0.4%
Phosphoric acid Suitable amount Methyl paraoxybenzoate Suitable amount Propyl paraoxybenzoate Suitable amount Fragrance B Suitable amount
Purified water balance
Total 100.0%

  In Examples 8 to 19, as in the case of the above examples, the moisture feeling, suppleness, cohesiveness, and CMC and matrix repair effect of hair were evaluated. Note that the fragrance compositions A to E used in the above Examples and Comparative Examples are based on the fragrance compositions A to E described in Tables 2 to 16 of JP-A No. 2003-267841.

It is a scanning electron microscope (SEM) photograph which shows the hair which is not repaired in the Example of this invention. It is a scanning electron microscope (SEM) photograph which shows the repaired hair in the Example of this invention.

Claims (2)

  (A) Organic acid and / or derivative thereof; (B) s (2 ≦ s ≦ r-2) ester of polyhydric alcohol having r hydroxyl groups (r is 4 or more) and fatty acid having 8 or more carbon atoms A cosmetic for hair comprising an esterified product and (C) a cationic surfactant. The hair cosmetic according to claim 1, wherein the organic acid is gallic acid and / or a derivative thereof represented by the following general formula (1).

(In the formula, R ¹ represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an amino group, or an alkyl group or alkenyl group having 1 to 18 carbon atoms, and R ² , R ³ , and R ⁴ are respectively A hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 18 carbon atoms, a polyoxyethylene group, a polyoxypropylene group, a monosaccharide residue, a disaccharide residue, or an oligosaccharide residue, and R ² , R ³ , R ⁴ (At least one of them is a hydroxyl group, and at least one is a monosaccharide residue, a disaccharide residue or an oligosaccharide residue.)

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