JP2005097139A - Ester oil and hair cosmetic comprising the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To develop an ester oil having excellent conditioning effects, and to prepare a hair cosmetic comprising the ester oil and preventing entangling or twining of hair, facilitating coherency of the hair, imparting a dry feeling without greasiness and having excellent conditioning properties. <P>SOLUTION: The ester oil is obtained by reacting a polyglycerol having 2-10 average degree of polymerization calculated from hydroxy value with an alkylene oxide and a 12-22C saturated fatty acid and/or a 12-22C unsaturated fatty acid. The hair cosmetic comprising the ester oil is used. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention is an ester oil agent having an excellent conditioning effect and the hair oil containing the same, which prevents tangling and tangling of the hair, makes the hair easy to bundle, and is excellent in conditioning properties that give a dry feeling without stickiness. The present invention relates to hair cosmetics.

  Conventionally, in hair cosmetics, hair detergents such as shampoos are mainly composed of an anionic surfactant, so that not only the hair stains but also the oil protecting the hair surface is removed at the same time. , Hair flexibility and gloss may be lost, and combing may be poor. Therefore, for the purpose of preventing such harmful effects, hair treatment compositions such as hair rinses, hair treatments, hair conditioners, and the like mainly composed of a quaternary ammonium salt that is a cationic surfactant have been widely used. However, the quaternary ammonium salt alone cannot give the hair a sufficient smoothness and moist feeling, and the stimulation is not sufficiently reduced.

In order to deal with these conventional problems, a hair treatment composition using an amidoamine compound, a composition containing lactate or alkylbenzene sulfonate of stearylamidoamine, etc. (Patent Document 1), an amidoamine compound and a carboxylic acid series Composition containing compound (Patent Document 2), Composition containing amidoamine compound and phosphate ester compound (Patent Document 3), Amidoamine compound and bis (2-alkyl-N-hydroxyethylimidazoline) chloroacetic acid complex type Composition containing amphoteric surfactant (Patent Document 4), Composition containing amidoamine compound, bis (2-alkyl-N-hydroxyethylimidazoline) chloroacetic acid complex type amphoteric surfactant and polymeric silicone (Patent Document) 5) etc. have been proposed, but such compositions are not irritating to the human body. Although lower, conditioning properties of interest, i.e. prevent tangling Ya because of rounding of hair, and for dry feeling uncoordinated and stickiness of the hair, not satisfactory enough effect is obtained.
Japanese Patent Publication No. 48-1880 JP-A-62-51612 JP 62-51611 A JP-A 64-6210 JP-A-2-160714

  The problem to be solved by the present invention is to provide an ester oil agent having an excellent conditioning effect and to prevent hair entanglement and tangling, to make the hair easier to bundle and to give a smooth feeling without stickiness. It is to provide a hair cosmetic composition excellent in conditioning properties.

  As a result of intensive studies to solve the above problems, the present inventors have reacted alkylene oxide with saturated fatty acids having 12 to 22 carbon atoms and / or unsaturated fatty acids with respect to polyglycerol having an average degree of polymerization of 2 to 10. It was found that the ester oil agent obtained in this way can solve the above problems, and the present invention has been completed. That is, the present invention relates to a polyoxyalkylene polyglyceryl ether obtained by adding an alkylene oxide to a polyglycerol having an average degree of polymerization of 2 to 10 calculated from a hydroxyl value, and a saturated fatty acid and / or an unsaturated fatty acid having 12 to 22 carbon atoms. It relates to an ester oil obtained by esterification reaction with and a hair cosmetic containing the same and having excellent moisture retention. The ester oil agent used has the same function even when an ester oil agent obtained by addition reaction of an alkylene oxide with polyglycerin fatty acid ester is used.

  The ester oil agent of the present invention has an excellent conditioning effect. Further, hair cosmetics (the hair cosmetics referred to in the present invention means any composition used for hair, so-called hair cleaning agents such as shampoos, and so-called hair treatment agents such as hair rinses, hair treatments, hair packs, etc. Etc., and its use is applied to the hair and applied to the entire hair, then rinsed with hot water etc. (rinse) type products, products such as hair cream, hair spray, etc. that do not wash away By adding the ester oil agent to the above, the hair can be prevented from being tangled or tangled, the hair can be easily bundled, and a smooth and non-sticky feeling can be imparted. be able to.

  The present invention is described in detail below.

  The polyglycerin having an average degree of polymerization of 2 to 10 used for the ester oil in the present invention is a polyglycerin having an average degree of polymerization calculated from the hydroxyl value of 2 to 10, preferably 2 to 6.

  The alkylenelene oxide used for the ester oil agent of this invention does not have limitation in particular, For example, ethylene oxide, a propylene oxide, etc. are mentioned, These 1 type (s) or 2 or more types are used.

  Moreover, the added mole number of alkylenelene oxide is 2-100 mol with respect to 1 mol of polyglycerol, Preferably it is 2-70 mol.

  Moreover, the C12-22 saturated fatty acid and / or unsaturated fatty acid used in the ester oil of the present invention is not particularly limited. For example, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid , Isopalmitic acid, isostearic acid, oleic acid, linoleic acid, erucic acid and the like, and one or more of these are used.

  The esterification rate when the polyoxyalkylene polyglyceryl ether obtained by adding alkylene oxide to the polyglycerin of the present invention is subjected to an esterification reaction is 70% or more, preferably 90% or more. Hair cosmetics formulated with ester oils with an esterification rate of less than 70% will cause the ester oils to flow into the water at the time of shampooing, resulting in poor adhesion to the hair and a sufficiently satisfactory conditioning effect cannot be obtained. .

  The manufacturing method of the ester oil agent of this invention can be performed with the following method. A predetermined amount of alkylene oxide gas is blown into polyglycerin in the presence of an alkali catalyst such as sodium hydroxide to effect etherification. After completion of the reaction, neutralized water washing is performed to obtain polyoxyalkylene polyglyceryl ether. Thereafter, polyoxyalkylene polyglyceryl ether and a predetermined amount of fatty acid are charged, an alkali catalyst such as sodium hydroxide is added, and then an esterification reaction is carried out under ordinary pressure or reduced pressure according to a conventional method. A hair cosmetic comprising the ester oil of the present invention can be prepared by blending the ester oil obtained by the above reaction and using a known method for preparing a hair cosmetic. In addition, as a manufacturing method of the ester oil agent to be used, polyglycerol fatty acid ester obtained by esterifying a saturated fatty acid and / or unsaturated fatty acid having 12 to 22 carbon atoms with polyglycerol having an average degree of polymerization of 2 to 10, and an alkylene oxide You may use the method obtained by addition reaction.

  EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention concretely, the scope of the present invention is not limited by these Examples.

<Example 1>
The ester oil was synthesized as follows. Into a reaction vessel, 100 g of diglycerin was charged. In the presence of 1 g of sodium hydroxide, a nitrogen stream was applied at 120 ° C. for 2 hours. After 140 g of propylene oxide gas was blown into the reaction vessel and subjected to etherification reaction, The product was washed with water and purified to obtain 240 g of polyoxypropylene (4) diglyceryl ether. A mixed fatty acid composed of 100 g of the polyoxypropylene (4) diglyceryl ether, 178 g of behenic acid and 142 g of oleic acid was placed in a reaction vessel, 0.1 g of sodium hydroxide was added, and then at 250 ° C. for 10 hours under a nitrogen stream. The esterification reaction was carried out under the conditions described above to obtain 401 g of ester oil agent.

<Example 2>
After charging 100 g of diglycerin into a reaction vessel and applying 839 g of propylene oxide gas into the reaction vessel for 8 hours under a nitrogen stream in the presence of 2 g of sodium hydroxide, the reaction was conducted in phosphoric acid. The product was washed with water and purified to obtain 939 g of polyoxypropylene (24) diglyceryl ether. A mixed fatty acid composed of 100 g of the polyoxypropylene (24) diglyceryl ether, 45 g of behenic acid and 36 g of oleic acid was placed in a reaction vessel, and an esterification reaction was carried out under the same conditions as in Example 1 to obtain 177 g of an ester oil.

<Comparative example 1>
100 g of diglycerin, 427 g of behenic acid and 340 g of oleic acid were put in a reaction vessel, and an esterification reaction was carried out under the same conditions as in Example 1 to obtain 823 g of an ester oil agent.

<Comparative example 2>
100 g of diglycerin and 679 g of oleic acid were put in a reaction vessel and an esterification reaction was carried out under the same conditions as in Example 1 to obtain 736 g of an ester oil agent.

(Conditioning effect test)
For 20 healthy female panelists, 1.0 g of jojoba oil, squalane and samples obtained in Examples and Comparative Examples were used continuously as hair oil for one week, and during use and after use, “hair tangles, no tangling”, Sensory evaluation was performed on “feeling of hair unity”, “no stickiness” and “smooth feeling”.
Evaluation criteria More than 18 panelists realized: Evaluation A
14-17 panelists realized: Evaluation B
8-13 panelists realized: Evaluation C
Less than 7 panelists realized: Evaluation D

(Preparation of hair cosmetics)
Various hair cosmetics were prepared by blending the ester oil agents of Examples and Comparative Examples. The blending ratio and the preparation method thereof are the following blending examples 1 to 3 and blending comparative examples 1 and 2.

(1) Formulation Example 1 Shampoo
(weight%)
Ester oil agent of Example 1 1.0
Glycerin 5.0
POE (2) lauryl ether sulfuric acid 20.0
Sodium (27%)
POE (2) lauryl ether sulfuric acid 35.0
Triethanolamine (32%)
Palm kernel oil fatty acid diethanolamide (1) 3.0
Polyoxypropylene chloride (36) methyl 1.0
Diethylammonium
Sodium chloride 0.5
Citric acid monohydrate 0.2
Purified water 34.3
All components were heated at 80 ° C. to dissolve uniformly, and cooled to 35 ° C. to obtain a shampoo.

(2) Formulation Example 2 Hair Conditioner Phase A (% by weight)
Ester oil agent of Example 2 2.0
Stearyltrimethylammonium chloride (63%) 0.7
Behenyltrimethylammonium chloride (80%) 0.6
Stearyl alcohol 2.5
Lipophilic glyceryl monostearate 0.5
Phase B Hydroxyethylcellulose 0.5
Purified water 93.2
The A phase was dissolved at 80 ° C., and the B phase heated to 80 ° C. was gradually blended and emulsified. After emulsification, the hair conditioner was obtained by cooling to 35 ° C.

(3) Formulation Example 3 Hair Cream A Phase (wt%)
Ester oil agent of Example 1 15.0
Phase B
Diglycerin 5.0
Decaglyceryl monomyristate 2.0
2% acrylic acid / alkyl methacrylate 18.0
Copolymer aqueous solution 2% Carboxyvinyl polymer aqueous solution 5.0
10% aqueous potassium hydroxide solution 1.8
Purified water 53.2
Phase B was stirred and mixed at 80 ° C., and phase A was gradually added under emulsification to emulsify. After emulsification, the hair cream was cooled to 35 ° C. to obtain a hair cream.

(1) Formulation Comparative Example 1 Hair Conditioner Phase A (% by weight)
Ester oil agent of Comparative Example 1 2.0
Stearyltrimethylammonium chloride (63%) 0.7
Behenyltrimethylammonium chloride (80%) 0.6
Stearyl alcohol 2.5
Lipophilic glyceryl monostearate 0.5
Phase B Hydroxyethylcellulose 0.5
Purified water 93.2
The A phase was dissolved at 80 ° C., and the B phase heated to 80 ° C. was gradually blended and emulsified. After emulsification, the hair conditioner was obtained by cooling to 35 ° C.

(2) Formulation Comparative Example 2 Hair Cream A Phase (wt%)
Ester oil agent of Comparative Example 2 15.0
Phase B
Diglycerin 5.0
Decaglyceryl monomyristate 2.0
2% acrylic acid / alkyl methacrylate 18.0
Copolymer aqueous solution 2% Carboxyvinyl polymer aqueous solution 5.0
10% aqueous potassium hydroxide solution 1.8
Purified water 53.2
Phase B was stirred and mixed at 80 ° C., and phase A was gradually added under emulsification to emulsify. After emulsification, the hair cream was cooled to 35 ° C. to obtain a hair cream.
The sensory evaluations of Formulation Examples 1 to 3 were carried out. All of them were free of tangles and tangling, made hair easy to bundle, and had good conditioning properties with excellent dry feeling without stickiness. It was a fee. On the other hand, compared with those of Examples, Formulation Comparative Examples 1 and 2 were hair cosmetics with insufficient conditioning properties.

The ester oil agent of the present invention is an ester oil agent having an excellent conditioning effect. Further, the hair cosmetic containing the ester oil agent of the present invention has no tangling or tangling of the hair, makes it easy to bundle the hair, and has an excellent dry feeling without stickiness, and is a shampoo, conditioner, hair cream, hair It can be used for a wide range of hair cosmetics such as wax and hair spray.

Claims (2)

  An ester oil obtained by reacting an alkylene oxide with a saturated fatty acid having 12 to 22 carbon atoms and / or an unsaturated fatty acid with respect to polyglycerol having an average degree of polymerization of 2 to 10 calculated from the hydroxyl value. A hair cosmetic excellent in conditioning properties, comprising the ester oil according to claim 1.