JP5807514B2 - Hair cosmetics - Google Patents

Description

  The present invention relates to hair cosmetics such as hair milk, hair essence, hair wax, hair conditioner, hair treatment, hair rinse and the like. More specifically, hair that is easy to apply to hair due to good elongation, keeps good finger passage on damaged hair when dry, gives the hair gloss and moisture, and gives the hair an appropriate volume feeling Regarding cosmetics.

Conventionally, in hair cosmetics, performances such as improving the fingering of hair, imparting gloss, and finishing into coherent hair have been demanded. Therefore, oily components such as hydrocarbon oils, ester oils, and silicones are blended in hair cosmetics. Among them, silicone has a low surface tension and excellent lubricity, and therefore, when applied to hair, it spreads thinly and uniformly and improves the fingering of the hair, so it is widely used in hair cosmetics.
However, silicone tends to reduce hair volume while improving the fingering of the hair. In addition, many consumers are worried about losing volume in their hair due to aging associated with aging and daily stress in modern social life due to disorder in the hair cycle, reduction in the amount of hair, and reduction in hair diameter. Therefore, Patent Document 1 proposes a hair cosmetic that combines an insoluble powder and silicone. However, the hair cosmetics described above do not give the hair a sufficient gloss.

On the other hand, in recent years, hair dyeing and permanent wave have become common, and the opportunity to perform decoloring treatment such as hair color and bleaching and oxidation-reduction treatment such as permanent wave on hair has been increasing. In decolorized or redox-treated hair, intercellular lipids and proteins are oxidized and denatured, and gradually flow out when washing hair such as shampoo, the cuticle is partially peeled off, and the hydrophilicity of a part of the hair surface becomes high. As a result, it becomes easy to be charged by friction between the hairs during drying, and the feeling is remarkably impaired. In addition, silicone with which hydrophilicity has been increased is less likely to conform to silicone, and there is a problem that sufficient finger-penetrating properties are not imparted.
Therefore, hair cosmetic compositions using various silicone derivatives have been proposed. For example, in Patent Document 2, a hair cosmetic that combines a specific silicone derivative, an α-hydroxy acid, and a specific oil, and in Patent Document 3, a hair cosmetic that combines a silicone derivative, a surfactant, and polyols. Has been proposed. However, although the above-described hair cosmetic composition has an effect of preventing broken hair or repairing damaged hair, it did not keep the finger of the hair dry.

JP 2000-26242 A JP 2007-8884 A JP 2008-169182 A

  The problem to be solved by the present invention is that it is easy to apply to hair due to good elongation, keeps good finger passage on dry hair, gives gloss and moisture to hair, and is suitable for hair An object of the present invention is to provide a hair cosmetic that gives a sense of volume.

The inventors of the present invention have made researches in order to solve the above problems, and have come to solve the above problems by combining specific polyalkylene glycol derivatives, silicone compounds, and branched hydrocarbons.
That is, the present invention is as follows.

(A) a polyalkylene glycol derivative represented by the following general formula (I):

Z- {O- (EO) a- (BO) k-H} m (I)

(In the formula, Z is a residue obtained by removing a hydroxyl group from a polyhydric alcohol having 3 to 6 hydroxyl groups, m is 3 to 6, EO is an oxyethylene group, BO is an oxybutylene group, EO And BO are combined in a block shape.
a represents the average addition mole number of EO, k represents the average addition mole number of BO, a is 1 to 50, and k is 1 to 50. Moreover, the mass ratio of EO is 10-75 mass parts with respect to 100 mass parts of total amounts of EO and BO. )
Containing (B) silicone or a silicone derivative, and (C) a branched hydrocarbon.
The content of the component (A) is 0.1 to 10% by mass with respect to the total amount of the hair cosmetic, the content of the component (B) is 0.1 to 10% by mass, and the content of the component (C) is 0.5 to 0.5%. Hair cosmetic which is 50 mass%.

  Since the hair cosmetic composition of the present invention has good elongation, it can be easily applied to hair. Even if the hair is damaged, the finger passage after drying is kept well, and the hair can be given gloss and moisture. In addition, an excellent effect can be achieved, such as providing an appropriate volume feeling.

The component (A) used in the hair cosmetic composition of the present invention is a polyalkylene glycol derivative represented by the following general formula (I).
Z- {O- (EO) a- (BO) k-H} m (I)

In the formula, Z represents a residue obtained by removing a hydroxyl group from a polyhydric alcohol having 3 to 6 hydroxyl groups, and as the polyhydric alcohol, glycerol having 3 hydroxyl groups, trimethylolpropane, diglycerol having 4 hydroxyl groups, Examples include erythritol, pentaerythritol, sorbitan, methyl glucoside, xylitol having 5 hydroxyl groups, triglycerin, sorbitol having 6 hydroxyl groups, inositol, and dipentaerythritol. From the problem of usability, a polyhydric alcohol having 4 or more hydroxyl groups is preferable, and diglycerin and pentaerythritol having 4 hydroxyl groups are more preferable.
m is the same number of 3 to 6 as the number of hydroxyl groups of Z, preferably 4 to 6, and more preferably 4.
EO represents an oxyethylene group, BO represents an oxybutylene group, and EO and BO are bonded in a block form. BO is preferably a 1,2-oxybutylene group.
a represents the average added mole number of EO, k represents the average added mole number of BO, a is 1 to 50, preferably 5 to 40, and k is 1 to 50, preferably 5 to 40. Moreover, the mass ratio of EO is 10-75 mass parts with respect to 100 mass parts of total amounts of EO and BO, Preferably it is 15-70 mass parts.
(A) A component may be used 1 type or in combination of 2 or more types.
The polyalkylene glycol derivative represented by the general formula (I) can be produced by a method known per se. For example, it can be obtained by addition polymerization of ethylene oxide and butylene oxide to a polyhydric alcohol having 3 to 6 hydroxyl groups in the presence of an alkali or acid catalyst.

The component (B) used in the hair cosmetic composition of the present invention is silicone or a silicone derivative. In general, “silicone” has a siloxane bond [—Si (R) ₄ R ₅ ] —O—] as a skeleton, and an organic group (R ₄ , R ₅ ) as a methyl group, vinyl group, phenyl group. In the present invention, dimethylpolysiloxane, which is the most versatile cosmetic (R ₄ , R ₅ ) is a methyl group, is a silicone. Called. Examples of the silicone derivative include various modified silicones in which an amino group, an alkyl group, a polyether group, a cationic group or the like is introduced into a dimethylpolysiloxane skeleton. With respect to the molecular weight (degree of polymerization) of silicone or silicone derivatives, low molecular weight silicone oils to high molecular weights such as silicone grease, silicone rubber, silicone resin (silicon resin) can be used. The silicone or silicone derivative having an average degree of polymerization of 500 to 10,000 is preferable, and the silicone or silicone derivative having an average degree of polymerization of 1000 to 5000 is more preferable.
Component (B) may be used alone or in combination of two or more.

  Examples of the branched hydrocarbon that is the component (C) used in the hair cosmetic composition of the present invention include hydrogenated polyisobutene, squalane, squalene, pristane, isohexadecane, isododecane, and α-olefin oligomer. Preferred are hydrogenated polyisobutene and squalane. One or more of these can be used.

(A) Content of a component is 0.1-10 mass% in hair cosmetics composition whole quantity, Preferably it is 0.2-5 mass%.
If it is less than 0.1% by mass, good elongation cannot be obtained at the time of application to the hair, and a sufficient volume feeling cannot be given to the hair with sufficient moisture. When it exceeds 10% by mass, the fingering property at the time of drying deteriorates.
(B) Content of a component is 0.1-10 mass% in hair cosmetics composition whole quantity, Preferably it is 0.2-5 mass%. If it is less than 0.1% by mass, good fingering cannot be maintained during drying, and it is difficult to gloss the hair. When it exceeds 10 mass%, it becomes difficult to give a volume to hair.
(C) Content of a component is 0.5-50 mass% in the hair cosmetics composition whole quantity, Preferably it is 1-30 mass%. If it is less than 0.5% by mass, good elongation cannot be obtained at the time of application to the hair, and the moisture of the hair becomes insufficient. When it exceeds 50 mass%, it becomes difficult to give volume to hair. Moreover, it is preferable that mass ratio ((A) + (B)) / (C) of (C) component with respect to the total amount of (A) component and (B) component is 1/5-1/1. If it is less than 1/5, it becomes difficult to give an appropriate volume to the hair. When it exceeds 1, elongation will worsen and it will become difficult to apply to hair.

  In the hair cosmetic composition of the present invention, additives commonly used in cosmetics and pharmaceuticals can be appropriately blended within a range that does not impair the performance of the hair cosmetic composition of the present invention. For example, lower alcohols, polyhydric alcohols, saccharides, anionic surfactants, amphoteric surfactants, cationic surfactants, semipolar surfactants, nonionic surfactants, water-soluble polymers, fatty acids, Higher alcohols, non-branched hydrocarbons, ester oils, animal and vegetable oils, organic or inorganic salts, pH adjusters, fungicides, chelating agents, antioxidants, UV absorbers, amino acids, vitamins, extracts from animals and plants , Dyes, pigments, fragrances and the like.

  The hair cosmetic composition of the present invention can be prepared by a conventional method. For example, the water phase and the oil phase are separately dissolved at around 80 ° C., the oil phase is added to the water tank, mixed using a homomixer, and then rapidly cooled to around 40 ° C. with stirring. It can be prepared by a method.

EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not limited to this.
<Synthesis of component (A) (polyalkylene glycol derivative)>
The hydroxyl value was measured according to JISK1557 6.4.
<Synthesis example>
Synthesis Example 1 Polyoxybutylene (48 mol) Polyoxyethylene (88 mol) Pentaerythritol ether (Compound 1)
After charging 45 g of pentaerythritol, 50 g of toluene, and 8.0 g of potassium hydroxide into the autoclave and replacing the air in the autoclave with dry nitrogen, 1292 g of ethylene oxide was dropped from a dropping device at 110 ° C. with stirring. Stir for 2 hours. Subsequently, 1208 g of 1,2-butylene oxide was added dropwise at 110 ° C. and stirred for 2 hours. Thereafter, the reaction product is taken out from the autoclave, neutralized with hydrochloric acid to pH 6-7, and subjected to vacuum treatment at 115 ° C. for 1 hour to remove contained toluene and moisture, and finally filtered. The salt was removed to give 2345 g of compound 1. The hydroxyl value was 56.0 mgKOH / g after the ethylene oxide reaction and 30.0 mgKOH / g after the 1,2-butylene oxide reaction.

Synthesis Example 2: Polyoxybutylene (30 mol) Polyoxyethylene (60 mol) Glyceryl (Compound 2)
After charging 31 g of glycerin and 5.0 g of potassium hydroxide into the autoclave and replacing the air in the autoclave with dry nitrogen, 885 g of ethylene oxide was added dropwise from a dropping device at 140 ° C. with stirring and stirred for 2 hours. Subsequently, 725 g of 1,2-butylene oxide was added dropwise at 140 ° C. and stirred for 2 hours. Thereafter, the reaction product is taken out from the autoclave, neutralized with hydrochloric acid to pH 6-7, and subjected to reduced pressure treatment at 100 ° C. for 1 hour to remove the contained water, and finally filtered to obtain a salt. Then, 1550 g of polyoxybutylene (30 mol) polyoxyethylene (60 mol) glyceryl ether (compound 3a) was obtained. The hydroxyl value was 62.1 mgKOH / g after the ethylene oxide reaction and 35.0 mgKOH / g after the 1,2-butylene oxide reaction.
The present inventors synthesized polyalkylene glycol derivatives having the compositions shown in Table 1 below according to Synthesis Examples 1 and 2 above.
In Table 1, compounds 1 to 4 are the component (A) of the present invention. Compound 5 uses 1,2-oxypropylene instead of 1,2-butylene oxide, and compound 6 uses 1,2-oxyhexylene instead of 1,2-butylene oxide Therefore, it is different from the component (A) of the present invention.

Examples 1-8 and Comparative Examples 1-4
Table hair rinse and made the adjustment in accordance with the formulation shown in 3-4, for the five items were evaluated by the following evaluation criteria. However, 6 components shown in Table 2 were used as common addition components, and the pH was adjusted to 4.0 to 5.0 with citric acid monohydrate.
Table 3 shows the evaluation results of the examples, and Table 4 shows the evaluation results of the comparative examples.

(1) Ease of application to hair Twenty men and women (20 to 40 years old) were panelists, and the ease of application when each hair rinse was applied to wet hair after washing was evaluated according to the following criteria. . The average value of 20 persons was calculated | required and 15 or more points were evaluated that it was a hair rinse which is easy to apply to hair with good elongation.
(Score): (Evaluation)
20 points: Elongation is very good and feels very easy to apply.
10 points: Elongation is good and feels easy to apply.
0 point: The elongation is poor and it is difficult to apply.
(2) Fingering property when damaged hair is dried When dipped in a 20-cm long hair bundle in a decoloring solution (4.5% by mass hydrogen peroxide / 2.5% by mass ammonia) for 30 minutes Rinse with 1 L of reservoir water. This operation was repeated a total of 3 times to obtain damaged hair. The damaged hair was immersed in a 10% aqueous solution of each hair rinse for 10 minutes and rinsed with 1 L of pool water. After towel drying, it was allowed to stand for 12 hours in each constant humidity bath (relative humidity 20% or 50%) at 23 ° C. to obtain dry-treated hair and non-dry-treated hair, respectively. Twenty men and women (20 to 40 years old) were panelists, and the fingering property of the dry-treated hair was evaluated according to the following criteria. An average value of 20 people was obtained, and it was evaluated that it was a hair rinse that maintained the fingering property even when it was dried with respect to hair having 15 points or more damaged.
(Score): (Evaluation)
20 points: As good as non-dried hair, it is excellent in fingering.
10 points: Slightly inferior to fingers compared to non-dried hair.
0 point: It is clearly inferior to fingers compared to non-dried hair.

(3) Gloss of hair A 10 cm long hair bundle was immersed in a 10% aqueous solution of each hair rinse for 30 minutes and rinsed with 1 L of reservoir water. After towel drying, it was allowed to stand in a constant temperature and humidity chamber (23 ° C., 50 RH) for 12 hours to obtain treated hair. Twenty men and women (20 to 40 years old) were panelists, and the gloss of each treated hair was visually evaluated according to the following criteria. The average value of 20 persons was calculated | required and it evaluated that it was a hair rinse which glosses hair to 15 points or more.
(Score): (Evaluation)
20 points: The treated hair is very glossy.
10 points: The treated hair has a slight gloss.
0 point: The treated hair is not glossy.
(4) Moisture of hair A hair bundle having a length of 10 cm was immersed in a 10% aqueous solution of each hair rinse for 30 minutes and rinsed with 1 L of reservoir water. After towel drying, it was allowed to stand in a constant temperature and humidity chamber (23 ° C., 50 RH) for 12 hours to obtain treated hair. Twenty men and women (20 to 40 years old) were panelists, and the moist feeling of hair was evaluated according to the following criteria. The average value of 20 people was calculated | required and it evaluated that it was a hair rinse which gives moisture to hair 15 points or more.
(Score): (Evaluation)
20 points: The treated hair is very moist and feels moist.
10 points: I feel that the treated hair is slightly moist.
0 point: I feel that the treated hair is not moist.

(5) Sense of volume of hair Sense of volume of hair after 20 men and women (20 to 40 years old) are panelists, apply 5 g of each hair rinse on wet hair after shampooing, rinse, dry for 2 hours after towel drying Was evaluated according to the following criteria. The average value of 20 persons was calculated | required and 15 or more points were evaluated as the hair rinse which gives moderate volume feeling to hair.
(Score): (Evaluation)
20 points: I feel that the hair has a moderate volume.
10 points: I feel that the hair has a little volume.
0 point: I feel that there is no volume in the hair.

As shown in Table 3, the hair rinses of Examples 1 to 9 are easy to apply to the hair due to good elongation, keep good finger passage on the damaged hair when dry, and give the hair gloss and moisture. Giving a moderate volume feeling.
On the other hand, as shown in Table 4, the hair rinses of Comparative Examples 1 to 7 did not obtain good performance. That is, in Comparative Example 1, since the component (A) was not blended, the elongation was poor and it was difficult to apply to hair, the hair was not moist, and the volume was not sufficient. In Comparative Example 2, since the component (A) was blended beyond the range of the present invention, it was difficult to apply to the hair, and the fingering at the time of drying on the damaged hair was poor. In Comparative Example 3, since the component (B) was not blended, it was difficult to dry the damaged hair, and the hair was not glossy. In Comparative Example 4, since the component (C) was not blended, it was difficult to apply to the hair and the hair was not moistened. In Comparative Examples 5 to 6, since a polyalkylene glycol derivative different from the component (A) was blended, the elongation was poor and it was difficult to apply to the hair, and an appropriate volume could not be given to the hair. Since the liquid paraffin was mix | blended instead of (C) component in the comparative example 7, it was difficult to apply to hair and the finger passage at the time of drying with respect to the damaged hair was bad.

Examples 10-15 and Comparative Examples 8-12
Hair milks shown in Tables 6 to 7 were prepared, and five items were evaluated according to the following evaluation criteria. However, 7 components shown in Table 5 were used as common addition components, and the pH was adjusted to 4.5 to 5.5 with citric acid monohydrate.
Table 5 shows the evaluation results of the examples, and Table 6 shows the evaluation results of the comparative examples.

(1) Ease of application to hair Twenty men and women (20 to 40 years old) were panelists, and the following criteria evaluated the ease of application when 5 g of each hair milk was applied to the hair. The average value of 20 people was calculated | required and it evaluated that it was hair milk which is easy to apply to hair with 15 points or more elongation well.
(Score): (Evaluation)
20 points: Elongation is very good and feels very easy to apply.
10 points: Elongation is good and feels easy to apply.
0 point: The elongation is poor and it is difficult to apply.
(2) Fingering property when damaged hair is dried When dipped in a 20-cm long hair bundle in a decoloring solution (4.5% by mass hydrogen peroxide / 2.5% by mass ammonia) for 30 minutes Rinse with 1 L of reservoir water. This operation was repeated a total of 3 times to obtain damaged hair. After 2 g of each hair milk was applied to the damaged hair, it was allowed to stand for 12 hours in each constant humidity bath (relative humidity 20% or 50%) at 23 ° C. to make dry hair and non-dry hair, respectively. Twenty men and women (20 to 40 years old) were panelists, and the fingering property of the dry-treated hair was evaluated according to the following criteria. The average value of 20 persons was calculated | required and it evaluated that it was the hair milk which keeps fingering property also at the time of drying with respect to the hair which damaged 15 points | pieces or more.
(Score): (Evaluation)
20 points: As good as non-dried hair, it is excellent in fingering.
10 points: Slightly inferior to fingers compared to non-dried hair.
0 point: It is clearly inferior to fingers compared to non-dried hair.

(3) Gloss of hair After applying 2 g of each hair milk to a hair bundle having a length of 10 cm, it was allowed to stand in a constant temperature and humidity chamber (23 ° C., 50 RH) for 12 hours to obtain treated hair. Twenty men and women (20 to 40 years old) were panelists, and the gloss of each treated hair was visually evaluated according to the following criteria. The average value of 20 persons was calculated | required and it evaluated that it was hair milk which gives gloss to 15 or more points | pieces.
(Score): (Evaluation)
20 points: The treated hair is very glossy.
10 points: The treated hair has a slight gloss.
0 point: The treated hair is not glossy.
(4) Moisture of hair After 2 g of each hair milk was applied to a hair bundle having a length of 10 cm, it was allowed to stand in a constant temperature and humidity chamber (23 ° C., 50 RH) for 12 hours to obtain treated hair. Twenty men and women (20 to 40 years old) were panelists, and the moist feeling of hair was evaluated according to the following criteria. The average value of 20 persons was calculated | required and it evaluated that it was hair milk which gives moisture to hair more than 15 points | pieces.
(Score): (Evaluation)
20 points: The treated hair is very moist and feels moist.
10 points: I feel that the treated hair is slightly moist.
0 point: I feel that the treated hair is not moist.

(5) Hair tension and stiffness 20 males and females (20 to 40 years old) were panelists, and 5 g of each hair milk was applied to the hair and evaluated for the elasticity and stiffness of the hair when dried. The average value of 20 people was calculated | required and it evaluated that it was a hair rinse which gives elasticity and firmness to hair 15 points or more.
(Score): (Evaluation)
20 points: The hair feels firm and firm.
10 points: I feel that my hair has some elasticity and stiffness.
0 points: There is no firmness or firmness in the hair, and there is no sense of volume.
(6) Hair volume feeling 20 males and females (20 to 40 years old) were panelists, and the hair volume feeling after applying 2 g of hair milk to hair and drying was evaluated according to the following criteria. The average value of 20 persons was calculated | required and it evaluated that it was hair milk which gives 15 or more points | pieces moderate volume feeling to hair.
(Score): (Evaluation)
20 points: I feel that the hair has a moderate volume.
10 points: I feel that the hair has a little volume.
0 point: I feel that there is no volume in the hair.

As shown in Table 6, the hair milk of Examples 10 to 15 is easy to apply to hair due to good elongation, keeps good finger passage on damaged hair when dry, and gives hair gloss and moisture. Gives the hair a moderate voluminous feel.
On the other hand, as shown in Table 7, the hair milk of Comparative Examples 8 to 12 did not have sufficient performance. In Comparative Example 8, since the component (A) was not blended, the elongation was poor and it was difficult to apply to the hair, the hair was not moist, and the volume was not sufficient. In Comparative Example 9, since the component (A) was blended beyond the scope of the present invention, it was difficult to apply to hair, and the fingering at the time of drying against damaged hair was poor. In Comparative Example 10, since the component (B) was not blended, the finger did not pass smoothly when the hair was damaged, and the hair was not glossy. In Comparative Example 11, since (C) was not blended, it was difficult to apply to hair and there was no moisture in the hair. In Comparative Example 12, since a polyalkylene glycol derivative different from the component (A) was blended, the elongation was poor and it was difficult to apply to the hair, and an appropriate volume could not be given to the hair.

Claims (1)

(A) a polyalkylene glycol derivative represented by the following general formula (I):

Z- {O- (EO) a- (BO) k-H} m (I)

(In the formula, Z is a residue obtained by removing a hydroxyl group from a polyhydric alcohol having 3 to 6 hydroxyl groups, m is 3 to 6, EO is an oxyethylene group, BO is an oxybutylene group, EO And BO are combined in a block shape.
a represents the average addition mole number of EO, k represents the average addition mole number of BO, a is 1 to 50, and k is 1 to 50. Moreover, the mass ratio of EO is 10-75 mass parts with respect to 100 mass parts of total amounts of EO and BO. )
Containing (B) silicone or a silicone derivative, and (C) a branched hydrocarbon.
The content of the component (A) is 0.1 to 10% by mass with respect to the total amount of the hair cosmetic, the content of the component (B) is 0.1 to 10% by mass, and the content of the component (C) is 0.5 to 0.5%. Hair cosmetic which is 50 mass%.