JP2009235024A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair cosmetic imparting natural luster to hair, good in combability, improving waving at the tip of hair caused from accumulated damage of hair, and good in storage stability. <P>SOLUTION: This hair cosmetic contains 0.1-30 mass% polyalkylene glycol derivative (a) expressed by formula (1) below and 0.1-10 mass% silicone compound (b), where the mass ratio (a/b) of the component (a) to the component (b) is 1/3 to 30/1. The formula (1) is R<SP>1</SP>O-(CH<SB>2</SB>CH<SB>2</SB>CH<SB>2</SB>CH<SB>2</SB>O)<SB>n</SB>-R<SP>2</SP>, wherein, R<SP>1</SP>and R<SP>2</SP>are same or different and each represents a hydrogen atom or a 12-20C fatty acid residue, provided that the ratio of the 12-20C fatty acid residue occupying in R<SP>1</SP>and R<SP>2</SP>is 0.65-0.95; and n is an average addition molar number of the oxytetramethylene group and 5-25. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to hair cosmetics such as hair gel, hair milk, hair wax, hair rinse and the like. More specifically, it imparts natural luster to hair, has good fingering, and swells of hair tips caused by accumulation of hair damage. The present invention relates to a hair cosmetic composition that improves and has good storage stability.

In recent years, the demand for the conditioning effect of hair cosmetics has been diversified with the increase in consumer awareness of cleanliness and fashion. In particular, the improvement of the poor fingering, the poor gloss, and the undulation of the hair tips caused by the accumulation of hair damage has become an important demand. Conventionally, hair cosmetics have been solubilized, emulsified, or dissolved in silicone oils such as dimethylpolysiloxane, hydrocarbon oils such as petrolatum, and animal and vegetable oils such as shea fat for the purpose of giving the hair a smooth feel and gloss. It is used.
In particular, silicone oil has been frequently used in recent years in order to have low surface tension, excellent conformity to hair, and smoothness. However, silicone oil alone has problems such as an insufficient hair conditioning effect and poor compatibility with other components, which adversely affects the stability of the preparation.
Therefore, hair cosmetics that use high molecular weight dimethylpolysiloxane, methylphenylpolysiloxane, amine-modified or ammonium-modified high molecular weight silicone, etc. for the purpose of preventing hair damage while providing smoothness to the hair are provided. (For example, Patent Document 1). However, even when such high molecular weight silicones and modified silicones are used, they are not fully satisfactory in terms of undulation of the hair tips and giving natural luster to the hair.
Thus, there has been a demand for a hair cosmetic that imparts natural luster to hair, has good finger passage, improves the undulation of the hair tip caused by the accumulation of damage, and has good storage stability.

JP-A-5-85918

  An object of the present invention is to provide a hair cosmetic that imparts natural luster to hair, has good fingering, improves hair undulation caused by accumulation of hair damage, and has good storage stability. It is.

That is, the present invention is as follows.
It contains 0.1 to 30% by mass of the polyalkylene glycol derivative (a) represented by the formula (1) and 0.1 to 10% by mass of the silicone compound (b), and further, the mass ratio of the a component and the b component (a / Hair cosmetics in which b) is 1/3 to 30/1.
R ¹ O— (CH ₂ CH ₂ CH ₂ CH ₂ O) n—R ² (1)
(In the formula, R ¹ and R ² are the same or different hydrogen atoms and fatty acid residues having 12 to 20 carbon atoms, and the proportion of the fatty acid residues having 12 to 20 carbon atoms in R ¹ and R ² is (It is 0.65-0.95. N is the average addition mole number of an oxytetramethylene group, and is 5-25.)

  The hair cosmetic composition of the present invention imparts a natural luster to hair, has good finger passage, improves the undulation of the hair tip caused by the accumulation of hair damage, and has good storage stability.

Hereinafter, the present invention will be described in detail.
In the polyalkylene glycol derivative (a) represented by the formula (1), R ¹ and R ² are the same or different hydrogen atoms and fatty acid residues having 12 to 20 carbon atoms.
The fatty acid residue having 12 to 20 carbon atoms as R ¹ and R ² is an acyl group derived from a fatty acid, and the fatty acid may be, for example, a saturated fatty acid, an unsaturated fatty acid, a branched fatty acid, and a hydroxyl group-substituted fatty acid. However, saturated fatty acids are more preferable in that natural luster is obtained in the hair.

  The types of fatty acids are lauric acid, tridecanoic acid, isotridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, isostearic acid, nonadecanoic acid, arachidic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, palmito Examples include oleic acid, oleic acid, vaccenic acid, linoleic acid, linolenic acid, arachidonic acid, and hydroxystearic acid, and one or more of these may be used.

R ¹ and R ² are preferably fatty acid residues having 14 to 18 carbon atoms such as myristic acid, palmitic acid, stearic acid, and isostearic acid, and more preferably a residue of palmitic acid. When the number of carbon atoms is less than 12, the effect of improving the undulation of the hair ends is insufficient, and when the number of carbon atoms exceeds 20, the fingering of the hair is deteriorated.
The ratio of the fatty acid residue having 12 to 20 carbon atoms in R ¹ and R ² is 0.65 to 0.95, more preferably 0.70 to 0.85, and further preferably 0.70 to 0. .80. If it is less than 0.65, the effect of giving natural luster to the hair is insufficient, and the storage stability of the preparation may deteriorate. On the other hand, if it exceeds 0.95, the fingering of the hair becomes poor.

  The oxytetramethylene group is an essential component for imparting natural luster to hair and improving the undulation of the hair tip, and n is an average addition mole number of the oxytetramethylene group of 5 to 25, preferably It is 6-20, More preferably, it is 7-15. When n is less than 5, the hair does not pass smoothly, and the effect of improving the undulation of the hair tip and the effect of giving natural gloss are insufficient. In addition, polytetramethylene glycol with n exceeding 25 is difficult to obtain industrially.

  The polyalkylene glycol derivative (a) represented by the formula (1) of the present invention can be produced by a known method. For example, it can be obtained by an esterification reaction between polytetramethylene glycol and a fatty acid or a transesterification reaction with a fatty acid ester.

  The silicone compound (b) used in the hair cosmetic composition of the present invention is a silicone and a silicone derivative. In the present invention, silicone represents dimethylpolysiloxane and methylphenylpolysiloxane, and preferably dimethylpolysiloxane. Examples of the silicone derivative include alkyl-modified silicone, amino-modified silicone, and polyether-modified silicone. The average molecular weight of these silicone compounds is not particularly limited. However, the average molecular weight of the silicone compound is preferably from 500 to 100,000, more preferably from 1,000 to 10,000, from the viewpoint of giving good hair and natural gloss to the hair.

  The component a is contained in the hair cosmetic in an amount of 0.1 to 30% by mass, preferably 0.5 to 25% by mass, and more preferably 1.0 to 20% by mass. When the amount is less than 0.1% by mass, the effect of improving the undulation of the hair tip and the effect of giving natural luster to the hair are insufficient. When the amount exceeds 30% by mass, the finger of the hair is poor and natural. The effect of obtaining gloss is insufficient, and the storage stability of the preparation may be adversely affected. In addition, a component may be used independently and may use 2 or more types together.

The component b is contained in the hair cosmetic in an amount of 0.1 to 10% by mass, preferably 0.2 to 8% by mass, more preferably 0.5 to 5% by mass. When the amount is less than 0.1% by mass, the fingering of the hair is deteriorated. When the amount exceeds 10% by mass, the hair has an unnatural luster (glare feeling), which may adversely affect the storage stability of the preparation. is there. b component may be used independently and may use 2 or more types together.
The mass ratio a / b of the component a and component b of the present invention is 1/3 to 30/1, preferably 1/2 to 20/1, more preferably 1 to 10/1. When a / b is less than 1/3, the effect of improving the undulation of the hair tip and the effect of giving natural luster to the hair are insufficient, which may adversely affect the storage stability of the preparation. On the other hand, if the ratio exceeds 30/1, the fingering of the hair is poor, the effect of giving natural luster to the hair is insufficient, and the storage stability of the preparation may be adversely affected.

In the hair cosmetic composition of the present invention, a surfactant can be used as necessary.
Among surfactants, nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hydrogenated castor oil, and cationic interfaces such as alkyltrimethylammonium chloride and alkyltrimethylammonium bromide It is preferable to use a high-molecular-weight surfactant such as an activator or an alkyl methacrylate copolymer, and it is more preferable to use a nonionic surfactant or a cationic surfactant. As addition amount of surfactant, it is 0.1-10 mass% normally of hair cosmetics, Preferably it is 0.5-8 mass%, More preferably, it is 1.0-5 mass%.
Moreover, the hair cosmetics of this invention contain an additive and a solvent as needed.
As additives, various components generally used in cosmetics, quasi drugs, and pharmaceuticals can be blended within the range not impairing the effects of the present invention. For example, hydrocarbons, higher alcohols, higher fatty acids and their triglycerides, ester oils, animal and vegetable oils, vitamins, UV absorbers, antioxidants, sequestering agents, ethanol, thickeners, preservatives, dyes, pigments, Examples include fragrances.
As the solvent, water, 1,3-butylene glycol, dipropylene glycol, propylene glycol, glycerin and the like can be used as necessary, and water is preferable.

  The form of the hair cosmetic of the present invention is not particularly limited, and may be any of water-in-oil or oil-in-water emulsified cosmetics and oily cosmetics. Although it is used in a form, use in hair wax, hair rinse and the like is particularly preferable.

The present invention will be specifically described with reference to examples.
The proportion of fatty acid residues having 12 to 20 carbon atoms in R ¹ and R ² (hereinafter abbreviated as “the proportion of fatty acid residues”) is measured by measuring the ester value (EV) / hydroxyl value (OHV) of the esterified product, Calculation was performed by the following method.
Fatty acid residue ratio = [EV of esterified product / (EV of esterified product + OHV of esterified product)]
EV of esterified product = saponification value of esterified product (SV) -acid value of esterified product (AV)
OHV, SV and AV of the esterified product were measured according to the method described in Japanese Industrial Standard (JIS).
OHV; JIS K-1557 6.4
SV; JIS K-0070 3.1
AV; JIS K-0070 4.1

<Synthesis Example of Compound 1> Palmitic acid ester of polytetramethylene glycol (8.6 mol) [Ratio of fatty acid residue = 0.75]
Polytetramethylene glycol (n = 8.6, hydroxyl value = 180.3, raw material name: PTG650 manufactured by Hodogaya Chemical Co., Ltd.) 622 g and palmitic acid (NAA-160 manufactured by NOF Corporation) 385 g at 200 ° C. For 10 hours to obtain 958 g of polytetramethylene glycol palmitate (Table 1; Compound 1). Since EV was 85.2 and OHV was 28.4, the ratio of fatty acid residues was 0.75.

[Calculation example of fatty acid residue ratio]
Since the esterified product has an SV of 85.3 and an AV of 0.1, the EV is 85.2 (EV = SV-AV). Since OHV is 28.4, the ratio of fatty acid residues is 85.2 / (85.2 + 28.4) = 0.75.
According to the synthesis example, compounds 2, 3 (polyalkylene glycol derivatives of the present invention) and compounds 4-7 (comparative substances) shown in Table 1 were synthesized.

<Synthesis Example of Compound 8> Stearic acid ester of polyethylene glycol (22.7 mol) [Ratio of fatty acid residue = 0.99]
1000 g of polyethylene glycol (n = 22.7, hydroxyl value = 112.2, raw material name: polyethylene glycol 1000 manufactured by NOF Corporation) and 570 g of stearic acid (NAA-180 manufactured by NOF Corporation) at 200 ° C. The mixture was reacted for 10 hours to obtain 1501 g of polyethylene glycol stearate (Table 1; Compound 8). Since EV was 73.0 and OHV was 0.74, the ratio of fatty acid residues was 0.99.

<Synthesis Example of Compound 9> Palmitic acid ester of polyoxytetramethylene (8.6 mol) / polyoxyethylene (4.0 mol) block copolymer [fatty acid residue ratio = 0.75]
650 g of polytetramethylene glycol (n = 8.6, hydroxyl value = 180.3, raw material name: PTG650, manufactured by Hodogaya Chemical Co., Ltd.) and 0.83 g of potassium hydroxide as a catalyst were charged into the autoclave, and the air in the autoclave The catalyst was completely dissolved at 150 ° C. with stirring. Next, 178 g of ethylene oxide was dropped with a dropping device and stirred for 1 hour. Thereafter, the reaction composition was taken out by an autoclave, neutralized with phosphoric acid to pH 6 to 7, and treated at 100 ° C. for 1 hour under reduced pressure (30 mmHg or less) in order to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and a polyoxytetramethylene (8.6 mol) / polyoxyethylene (4.0 mol) copolymer (826 g) was obtained.
826 g of the resulting trioxytetramethylene (8.6 mol) / polyoxyethylene (4.0 mol) copolymer and 386 g of palmitic acid (NAA-160, NOF Corporation) were reacted at 200 ° C. for 10 hours. As a result, 1182 g of palmitic acid ester of polyoxytetramethylene (8.6 mol) / polyoxyethylene (4.0 mol) block copolymer was obtained (Table 2; Compound 9). Since EV was 71.0 and OHV was 24.9, the ratio of fatty acid residues was 0.74.

<Examples 1-1 and Comparative Examples 1-12>
As shown in Table 4, using the compounds 1 to 3 of the present invention as the component (a), the compounds 4 to 9 and the petroleum jelly and the shea fat as the component (a ′), selecting the components shown in Table 3 as the common additive components A hair wax was prepared by the following preparation method.

<Preparation method>
The oil phase and the aqueous phase were separately dissolved at 80 ° C. After confirming complete dissolution, the aqueous phase was gradually added to the oil phase. Then, emulsification was performed at 80 ° C. for 5 minutes using a homomixer (rotation speed: 6000 rpm). Then, it cooled, stirring to 40 degreeC, and obtained the hair wax.

<Evaluation method>
A “Finger fingering” A 20-person female usability test was performed, and each finger was evaluated and scored according to the following absolute evaluation for finger passing when hair wax was applied to hair. And the score of all the panelists was totaled for every sample, and 30 or more points were set as the pass. However, if 3 or more panelists gave a score of 0, they were rejected.
<Absolute evaluation criteria>
(Score): (Evaluation)
3: Good fingering during application 2: Slightly good finger application during application 1: Slightly bad finger application during application 0: Very poor spreading during application

B About the swell of the hair 6 hours after applying a usability test to 20 women who are worried about the swell of the hair and applying hair wax to the hair sufficiently. About the undulation of the hair end afterwards, each panelist evaluated and graded it in four steps by the following absolute evaluation. And the score of all the panelists was totaled for every sample, and 30 or more points were set as the pass. However, if 3 or more panelists gave a score of 0, they were rejected.
<Absolute evaluation criteria>
(Score): (Evaluation)
3: The swell of the hair was improved 2: The swell of the hair was slightly improved 1: The swell of the hair was not improved so much 0: The swell of the hair was not improved at all

C About “Natural Gloss of Hair” A 20-year-old experience test was conducted on 20 women who were concerned about the gloss of the hair, and the gloss of the hair 6 hours after applying the hair wax on the hair was as follows. It was evaluated in four stages. And the score of all the panelists was totaled for every sample, and 30 or more points were set as the pass. However, if 3 or more panelists gave a score of 0, they were rejected.
(Score): (Evaluation)
3: A natural luster was obtained on the hair 2: A somewhat natural luster was obtained on the hair 1: A little luster was obtained on the hair, or a slightly unnatural luster (glare) was obtained .
0: No gloss was obtained on the hair, or an unnatural gloss (glare feeling) was obtained.

D “Storage stability of formulation” 100 g of the prepared hair wax was filled in a 100 mL glass bottle, sealed, and stored in a thermostatic bath at 50 ° C. for 1 month. The properties of the sample after the test were confirmed, and two-stage evaluation was performed as follows.
○: None of “oil-water separation”, “discoloration”, and “significant odor change” was confirmed in the preparation.
×: One of “oil-water separation”, “discoloration”, and “significant odor change” was confirmed in the preparation.

From Examples 1 to 4, the cosmetics containing the alkylene glycol derivative and the silicone compound of the present invention are excellent in the fingering of hair in any sample, improve the undulation of the hair tip, and impart natural luster to the hair. In addition, the storage stability was excellent.
On the other hand, in Comparative Examples 1-6, sufficient effect is not acquired. In Comparative Example 1, since the type of fatty acid is behenic acid having more than 20 carbon atoms, it was insufficient for the finger of the hair. In Comparative Example 2, since the type of fatty acid is acetic acid having less than 12 carbon atoms, the effect of improving the undulation of the hair ends was insufficient. In Comparative Example 3, since the average added mole number n of the oxytetramethylene group is less than 5, it is not sufficient in the effect of improving hair undulation and the natural luster of the hair due to poor finger penetration. there were. In Comparative Example 4, since the ratio of the fatty acid residue exceeds 0.95, it was insufficient for passing through the fingers of the hair. In Comparative Example 5, since it has a polyoxyethylene group instead of a polyoxytetramethylene group, it is not good in the effect of improving hair undulation and the natural luster of hair. It was enough. In Comparative Example 6, since it is a block copolymer of polyoxytetramethylene and polyoxyethylene, in the effect of improving the undulation of the hair tip due to a decrease in adsorptivity to hair due to the increase in hydrophilicity of the polyalkylene glycol derivative. It was insufficient. In Comparative Example 7, since petrolatum, which is an oil agent other than the alkylene glycol derivative of the present invention, is used, the fingering of the hair is poor and the effect of giving natural luster to the hair is insufficient. In Comparative Example 8, because shea oil, which is an oil agent other than the alkylene glycol derivative of the present invention, is used, the effect of improving the undulation of the hair tip and the effect of imparting natural luster to the hair are insufficient. Oxidized odor was confirmed in the sample after storage at 50 ° C. for one month. In Comparative Example 9, since the alkylene glycol derivative of the present invention was not blended, the effect of improving the undulation of the hair tip and the effect of giving natural gloss to the hair were insufficient. In Comparative Example 10, since the blending amount of the alkylene glycol derivative of the present invention exceeds 30% by mass and the mass ratio a / b of the component a and the component b exceeds 30/1, the fingering of the hair is poor and the hair The effect of giving natural luster was insufficient, and oil-water separation was confirmed in the sample after storage at 50 ° C. for one month. In Comparative Example 11, since the silicone compound of component b was not blended, it was insufficient for passing through the fingers of the hair. In Comparative Example 12, the blending amount of component b exceeds 10% by mass, and the mass ratio a / b between component a and component b is less than 1/3. In addition, the effect of giving gloss was insufficient, and oil-water separation was confirmed in the sample after storage at 50 ° C. for one month.

Claims (1)

It contains 0.1 to 30% by mass of the polyalkylene glycol derivative (a) represented by the formula (1) and 0.1 to 10% by mass of the silicone compound (b), and further, the mass ratio of the a component and the b component (a / Hair cosmetics in which b) is 1/3 to 30/1.
R ¹ O— (CH ₂ CH ₂ CH ₂ CH ₂ O) n—R ² (1)
(In the formula, R ¹ and R ² are the same or different hydrogen atoms and fatty acid residues having 12 to 20 carbon atoms, and the proportion of the fatty acid residues having 12 to 20 carbon atoms in R ¹ and R ² is (It is 0.65-0.95. N is the average addition mole number of an oxytetramethylene group, and is 5-25.)