JPS6121524B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to an improved hair styling composition that has excellent hair styling ability and is extremely less sticky when used. Polyether compounds obtained by adding alkylene oxide to monohydric alcohols or polyhydric alcohols vary depending on the starting material alcohol, the type and number of moles of alkylene oxide added, modification of the terminal hydroxyl group, etc.
Because its physical properties can be varied over a wide range and those with appropriate oiliness can be easily obtained, it is widely used as the main component of hair styling products. By the way, in general, polyether compounds tend to have greater hair styling power as their viscosity increases, but on the other hand, they tend to give a strong sticky feeling when used, impair the suppleness of the hair, and worsen the texture. It has drawbacks such as. In order to improve the drawbacks of polyether compounds, various proposals have been made in the past. For example, by adding an organic phosphate ester and an ethoxylate type nonionic surfactant to a polyether compound, hair styling It is known to improve strength and reduce stickiness.
Publication No. 76810). However, hair conditioners containing such surfactants have the disadvantage that when used when the hair is still semi-dry after washing, the hair foams in the palm of the hand as the alcohol evaporates, resulting in an extremely unpleasant feel and low commercial value. be. In order to improve the performance of hair styling products, the present inventors have conducted intensive research on additive components added to polyether compounds. As a result, by using an organic phosphate ester with a specific structure, ethoxylate type nonionic The inventors have discovered that a hair styling agent that does not require a surfactant, has excellent hair styling ability, and hardly gives a sticky feeling when used, and has completed the present invention based on this knowledge. That is, the present invention uses a polyether compound obtained by adding alkylene oxide to a monohydric alcohol or a polyhydric alcohol as a starting material, and uses the general formula as a performance improver. (In the formula, R ¹ and R ² are alkyl groups each having 2 to 28 carbon atoms, and the sum of the carbon numbers of R ¹ and R ² is 10 to 30, A is alkylene having 2 to 4 carbon atoms, and n is 0-30
m is an integer of 1 or 2, X is a monovalent cation) 0.2 to 10% by weight
The present invention provides a hair styling composition containing the following. The polyether compound used as a base in the present invention is one that has been widely used in the past, and has the general formula R ³ [O(A′O) _p (C ₂ H ₄ O) _q Z] _r (formula In the formula, R ³ is a residue of a starting material selected from monohydric or polyhydric alcohols, A' is an alkylene group having 3 to 4 carbon atoms, Z is H or a terminal modification group, and p is a polyalkylene oxide moiety (R ³ [O(A′O) _p H] _r ) is a number that makes the average molecular weight within the range of 500 to 5000, q is the ethylene oxide content when Z is H, 0 to 20
Suitable are polyether compounds having the following numbers (in weight %): r represents the valency of the starting material and is a number from 1 to 6. The starting material is a monohydric alcohol having 1 to 20 carbon atoms or a dihydric to hexahydric alcohol having 2 to 20 carbon atoms, and suitable starting materials include, for example, methanol,
Ethanol, butanol, 2-ethylhexanol, lauryl alcohol, cetanol, stearyl alcohol, oleyl alcohol, isostearyl alcohol, octyldodecanol, number of carbons
Monohydric alcohols such as 12 to 15 oxo synthesized alcohols, ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, glycerin, trimethylolpropane,
Examples include polyhydric alcohols such as bentaerythritol, dipentaerythritol, diglycerin, sorbitol, and glycose. Polyether compounds suitable for the hair styling composition of the present invention include polyalkylene oxides obtained by adding one or two alkylene oxides having 3 to 4 carbon atoms to the above-mentioned starting materials, and polyalkylene oxides obtained by adding ethylene oxide to polyalkylene oxides. A block type polyether compound obtained by adding 3 to 3 carbon atoms to the starting material.
Random polyether compounds obtained by randomly adding ethylene oxide to one or two of the alkylene oxides in No. 4, and modified by modifying their terminal hydroxyl groups by phosphoric acid esterification, etherification, carboxylic acid esterification, etc. The ethylene oxide content of the polyether compound before terminal modification selected from the terminally modified polyether compounds obtained is 20% by weight.
These are as follows. If the ethylene oxide content exceeds 20% by weight, it is not preferable because the hydrophilic property becomes strong, giving a sticky feeling after hair styling, and corroding the celluloid part of glasses. The polyether compound has an average molecular weight of 500 to 500 in the sum of the starting material and alkylene oxide having 3 to 4 carbon atoms.
5000, preferably 1000 to 4000 are used,
Further, it is desirable that the viscosity at 20°C is 300 to 3000 centipoise. The amount of the base in the hair styling composition varies depending on its form, but it is 10 to 30% by weight in the case of liquid, 20 to 50% by weight in the case of gel, and 5 to 30% by weight in the case of emulsion type. %, and in the case of an aerosol type, 5 to 20% by weight based on the total amount including the propellant. In the hair styling composition of the present invention, the characteristic ingredients are of the general formula (In the formula, R ¹ and R ² are alkyl groups each having 2 to 28 carbon atoms, and the sum of the carbon numbers of R ¹ and R ² is 10 to 30, A is alkylene having 2 to 4 carbon atoms, and n is 0-30
, m is an integer of 1 or 2, and X is a monovalent cation).
This organic phosphoric acid ester is obtained by optionally adding ethylene oxide, propylene oxide or butylene oxide to the β-branched alcohol, converting it into a phosphoric acid ester, and neutralizing it if desired. β-, the starting material for this organic phosphate ester
Branched alcohols have β-branches with 2 to 28 carbon atoms,
The carbon number is preferably 4 to 10, and the total number of carbon atoms is 12 to 32, preferably 12 to 24. Suitable β-branched alcohols include, for example, 2-butyloctanol, 2-bentylinonanol, 2-hexyldecanol, 2-heptylundecanol, 2-octyldodecanol, 2-(1,3,3-trimethyl butyl)-5,7,7-trimethyloctanol and the like. These β-branched alcohols can be produced by methods such as Garbett reaction and aldol condensation. In order to improve the sticky feeling when using a hair conditioner, the structure of the alcohol is very important, and it is necessary to have a relatively long branched chain at the β-position. The effect of the invention cannot be obtained. The organic phosphate ester used in the present invention is a β-branched alcohol, or an alkylene oxide adduct obtained by adding one or more alkylene oxides having 2 to 4 carbon atoms to this β-branched alcohol. Obtained by phosphoric acid esterification.
The number of moles of alkylene oxide added at this time is 30 or less,
Preferably it is 15 or less. Phosphate esterification of β-branched alcohols or their alkylene oxide adducts can be produced by conventional methods using phosphorus oxychloride, phosphorus trichloride, phosphorus pentoxide, or lower alcohol phosphate esters. The organic phosphoric acid ester thus obtained may be used as it is or may be neutralized with an appropriate base. Suitable bases include, for example, hydroxides, alcoholates, carbonates and their equivalents of alkali metals such as lithium, sodium, potassium, alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, dimethylethanolamine, trimethylamine. , lower alkylamines such as triethylamine. Preferred organic phosphate salts are sodium salts, potassium salts and alkanolamine salts. These organic phosphate esters may be used alone or in combination of two or more. The amount of organic phosphoric acid ester used in the present invention is 0.2 to 10% by weight in the hair styling composition, and the amount is 0.2% by weight.
If it is less than 10% by weight, the effect of the present invention will not be achieved, and if it exceeds 10% by weight, stickiness will increase. The preferred amount used is 1 to 50 parts by weight per 100 parts by weight of the base within the above range. The hair styling composition of the present invention may contain commonly used known ingredients in addition to the polyether compound as the base and the organic phosphate ester as the characteristic ingredient. For example, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, water-soluble acrylic resin, resins such as polyvinylpyrrolidone, humectants such as glycerin, propylene glycol, sodium pyrrolidone carboxylate, ethylene glycol, sorbitol, fragrances, colorants,
Examples include disinfectants and vitamin supplements. Further, a mixed solvent of water and ethanol is suitable as a medium.
Furthermore, isopropylene myristate, isopropyl palmitate, camellia oil, castor oil, olive oil, etc. may be blended. The hair styling composition of the present invention has excellent hair styling ability, hardly gives a sticky feeling when used, and has high commercial value. Next, the present invention will be explained in more detail with reference to Examples. Note that stickiness was evaluated by the following method. Also, ethylene oxide was abbreviated as EO, propylene oxide as PO, and butylene oxide as BO. After extracting the oil from the hair with ethanol, the hair is washed with shampoo, washed with water, and then dried. Prepare a hair bundle with a length of 20 cm and a weight of 4 g, and store it under conditions of 25°C and 65% humidity. The above hair bundle was immersed for 5 minutes in a mixture of ethanol and water (70:30) containing 8% hair conditioner prepared according to the recipe, and then taken out, immediately passed through a comb, and dried with a hair dryer for 20 minutes. A panel of 10 men in their 20s to 30s conducted a pair-wise comparison on the stickiness of hair strands after drying. (Judgment criteria): ◎... As a result of the analysis using Schützhue's method, it was less sticky than the blank (95% confidence level) ○... Same as above (90% confidence level) △... 〃 There was no significant difference from the blank ( 95% confidence level) Example 1 A liquid hair styling agent having the following composition was prepared and its stickiness was evaluated. The results are listed in Table 1 along with the type of organic phosphate ester used. Composition: Polyoxypropylene monobutyl ether
20% by weight (MW: 2.700) Organic phosphate ester 3 70% ethanol water balance

[Table] Example 2 As a polyether compound, pentaerythritol PO 60 mol EO 5 mol adduct (block addition)
A liquid hair styling agent was prepared in the same manner as in Example 1, except that 20% by weight was used, and its performance was evaluated. The results are listed in Table 2 along with the type of organic phosphate ester used.

【table】

[Table] Example 3 A liquid hair styling agent was prepared by using polyoxypropylene oxide monostearyl ether (molecular weight 3500) at 20% by weight and varying the amount of phosphoric acid ester, and its stickiness was evaluated. 3rd result
Shown in the table.

【table】

Claims (1)

[Claims] 1 A polyether compound as a main component, having the general formula (In the formula, R ¹ and R ² are alkyl groups each having 2 to 28 carbon atoms, and the sum of the carbon numbers of R ¹ and R ² is 10 to 30, A is alkylene having 2 to 4 carbon atoms, and n is 0-30
, m is an integer of 1 or 2, and X is a monovalent cation.