JPS6115817A - Hair cosmetic composition - Google Patents

Abstract

PURPOSE:The titled composition, having excellent properties such as exhibiting superior rinsing effect, increasing a hair-settability and further greathly improving a less firmness of the hair, containing a partially neutralized phosphoric acid ester, a cationic surfactant and a water-soluble high polymer. CONSTITUTION:A composition containing a phosphoric acid ester expressed by formula (R represents alkyl, preferably 1-6C alkyl, or glyceryl; m is an integer >=0, preferably 10-60; x is an integer 1-3; y is an integer 0-2; provided that x+y=3) partially neutralized with an organic or inorganic base material at 5- 95% neutralization rate, a cationic surfactant such as quaternary ammonium or amino acid based cationic surfactant and a water-soluble high polymer such as cellulose derivative, vinyl based polymer and cationic polymer. EFFECT:The composition has superior properties such as an easy combing ability, smoothness, wetness and antistatic property.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a hair cosmetic composition that provides excellent rinsing effect and setting properties.

Conventional hair cosmetic compositions mainly contain quaternary ammonium salts such as dialkyldimethylammonium chloride and alkylammonium chloride and higher alcohols as main active ingredients. Such a composition has the effect of reducing the electrostatic charge of the hair by being adsorbed to the anion moiety of the hair, suppressing flying of the hair during combing, and improving combability. However, as a trend in recent years, hair cosmetic compositions containing the above-mentioned quaternary ammonium salts and higher alcohols as the main active ingredients have become more popular. According to the authors, in order to impart flexibility to the hair, the hair loses its "waist" and becomes cat hair-like, resulting in worsening of the hair's subsequent hair treatment (C set, waving). This causes the inconvenience of putting it away.

This invention was made under these circumstances, and it not only improves the setting properties of conventional hair cosmetic compositions, but also significantly improves the weak "back" of the hair, and also improves the "combability". The purpose of the present invention is to provide a hair cosmetic composition that has excellent performance in terms of ease of application, smoothness, moist feel, and antistatic properties.

That is, the hair cosmetic composition of the present invention has the following general formula (1
It is characterized by containing a partially neutralized product of a phosphoric acid ester represented by () with a neutralization rate of 5 to 95%, a cationic surfactant, and a water-soluble polymer.

General formula (1) (wherein, R is an alkyl group or a glyceryl group, m is an integer of 0 or more, X is an integer of 1 to 3, y is an integer of O to 2, and x and y are 3 The first essential component of the hair cosmetic composition of the present invention is a partially neutralized product of a phosphoric acid ester represented by the following general formula (1) with an organic or inorganic basic substance.

General formula (1) In general formula (1), R is an alkyl group or a glyceryl group, and in the case of an alkyl group, the number of carbon atoms is usually 1 to 6.
is within the range of m is an integer greater than or equal to 0, and its upper limit is preferably 1.00, and more preferably m is 10 to 60.

X is an integer from 1 to 3, y is an integer from θ to 2, and x + y
is 3.

Preferred examples of basic substances used for partial neutralization of phosphoric acid esters include monoethanolamine, jetanolamine, triethanolamine, 2-amino-2-methyl-pronol, 2-amino-2-methyl-1, 3
-pronone diol, triisozolopanolamine,
Examples include organic or inorganic basic substances such as sodium hydroxide, potassium hydroxide, ammonia, and basic amino acids.

The neutralization rate of the partially neutralized product of the above phosphoric acid ester is 5 to 95, preferably 20 to 8 (1).The neutralization rate is 5%.
When the amount is less than 1, the anionic nature of the phosphoric acid ester is weak, so the bond with the cationic surfactant becomes weak, and the amount of adsorption to the hair decreases, making it impossible to obtain the effects of the present invention. In addition, if the neutralization rate exceeds 95, the bond with the cationic surfactant becomes strong, so the adsorption force to the hair becomes too strong, making the hair sticky, which may actually deteriorate the effect of the present invention. I end up. On the other hand, when the neutralization rate is within the range of this invention, the phosphoric acid ester changes from oily properties to an anionic surfactant with surfactant ability and forms a complex with a cationic surfactant. Since it is adsorbed to the hair with appropriate strength, the effects of the present invention can be obtained. Note that the neutralization rate of the partially neutralized product of phosphoric acid ester can be easily determined using the following formula.

Phosphate ester neutralization rate= The blending amount of the phosphate ester or its partially neutralized product is preferably 0.1 to 10% by weight based on the total amount of the hair cosmetic composition. If it is less than 0.1% by weight, it is difficult to obtain the effects of the present invention, and if it exceeds 10% by weight, the finish becomes sticky, which is not preferred.

The second essential component of the hair cosmetic composition of this invention is a cationic surfactant. Examples of preferred cationic surfactants include quaternary ammonium salts represented by the following general formula (2) and anoic acid-based cationic surfactants.

General formula (2) However, in the formula, R1 is an alkyl group having 10 to 24 carbon atoms, a hydroxyalkyl group having 10 to 24 carbon atoms, or R5(OCR20H2)1 to 1o (However, R5 is an alkyl group having 10 to 24 carbon atoms. an alkyl group or a hydroxyalkyl group having 10 to 24 carbon atoms), R2 is an alkyl group having 10 to 24 carbon atoms, a hydroxyalkyl group having 10 to 24 carbon atoms, or R5 (OCH2CH2),
~,. (However, R5 is the same as above), an alkyl group having 1 to 3 carbon atoms, +CHCH20+1 to 5H (however, R6 is hydrogen or a merotyl group), a benzyl group, or a cinnamyl group, R5
and R4 independently represent a group having 1 to 3 carbon atoms, +CHCH20+1-5H (however, R6 is the same as above), a benzyl group, or a cinnamyl group, and X is a halogen atom or a group having 1 to 3 carbon atoms or 2 shows the alkyl sulfate group. Typical quaternary ammonium salts represented by the general formula (2) include stearyltrimethylammonium chloride and dithearyldimethylammonium chloride.

As a representative example of agnoic acid-based cationic surfactants, mono-N
-Long-chain acyl basic amino acid lower alkyl ester salts.

The basic amino acid components of the mono-N-long chain basic amino acid lower alkyl ester salt are natural amino acids such as ornithine, lysine, and arginine.

Synthetic amino acids such as r-diaminobutyric acid can equally be used, and these may be in either optically active or racemic form.

The acyl group of the mono N-long chain acyl basic amino acid lower alkyl ester salt is a saturated or unsaturated natural or synthetic fatty acid residue having 8 to 22 carbon atoms, such as a lauroyl group, a stoyl group, a stearoyl group, etc. In addition to single fatty acid residues, natural mixed fatty acid residues such as coconut oil fatty acid residues and bovine fatty acid residues may be used.

The lower alkyl ester component of the mono N-long chain acyl basic amino acid lower alkyl ester salt includes methyl ester, ethyl ester, propyl ester, butyl ester, etc.
Stells, pentyl esters, hexyl esters, heptyl esters, octyl esters are suitable.

Salts of mono-N-long chain acyl basic amino acid esters include inorganic acid salts such as hydrochloride, sulfate, or acetate, tartrate, citric acid salt, 'p-)
Organic acid salts such as luensulfone M salt, fatty acid salt, acidic amino acid salt, -roglutamate, and pyrrolidone carboxylate are used, and among these, acidic amino acid salt, hydrochloride, and L or DL-pyrrolidone carboxylate are used. preferable.

The amount of the cationic surfactant to be blended is preferably 0.1 to 5% by weight based on the total amount of the hair cosmetic composition of the present invention*
If O, is less than 5% by weight, the effect of the present invention will hardly be obtained, and if it exceeds 5% by weight, the purpose of the present invention, which is to give stiffness to the hair, will be impaired.

The third essential component of the hair cosmetic composition of the present invention is a water-soluble polymer. Examples of preferred water-soluble polymers include cellulose derivatives, vinyl or vinylidene polymers, and cationic polymers. Specific examples of cellulose derivatives include carboxymethyl cellulose 1. Examples include methylcellulose, hydroxyethylcellulose, hydroxymerobylcellulose, and the like.

Examples of vinyl-based or vinylidene-based polymers include the following.

(A) Polyvinylpyrrolidone-based water-soluble polymer compounds such as polyvinylpyrrolidone and copolymers of vinylpyrrolidone and vinyl acetate (O) Acidic polyvinyl ethers such as lower alkyl hafesters of copolymers of methyl vinyl ether and maleic anhydride A small amount of acrylic i1! Acidic acrylic water-soluble polymer compounds such as acrylic acid alkyl ester-methacrylic acid alkyl ester copolymer copolymerized with methacrylic acid, etc. Among them, those having acid groups are preferably used after neutralizing some or all of the acid groups. There are no particular limitations on the basic substance used for neutralization, but preferred examples include monoethanolamine, jetanolamine, triethanolamine, 2-amino-2
-Methyl-propatur, 2-amino-2-methyl-1
, 3-prononodiol, triimpro9olamine, sodium hydroxide, potassium hydroxide, ammonia, basic amino acids, and other organic or inorganic bases.

As the cationic polymer, the following general formulas (3) to (6
) A polymer of diallyl quaternary ammonium salt represented by the formula (7), a cationic cell p-su and a cationic starch represented by the general formula (7), a cationic vinyl polymer represented by the general formula (8) to (LO) can be mentioned.

(a) Polymer of diallyl quaternary ammonium salt General formula (3) [However, R and R2 are independently hydrogen or an alkyl group having 1 to 18 carbon atoms, preferably l-tanned 4, R
3 and R4 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or a phenyl group. , organic acid residues such as hydroxycarboxylic acids, 1. indicates a number giving a molecular weight of 10,000 to 1,000,000) (However, R+, R2# R3* R4* 4Fa1
The meaning is the same as the general formula (3)) General formula (5) (However, the meaning of R1a R2a R3a R4z is the same as the general formula (3), a and a are 10,000 to 100
General formula (6) (however, the meaning of Rlr R2* FLs * R4* is the same as in general formula (3), and the meaning of 12 e &5 is the same as in general formula (5)) (b) Cationic cellulose or cationic starch general formula (7) (However, R5 is a cellulose residue or a denone residue, R
2 is an alkylene group or a hydroxyalkylene group, R3a
R4 and R5 are each independently an alkyl group, an aryl group, an aral group, or a heterocyclic group containing a nitrogen atom in the formula, and θ X3 is an anion (chlorine, bromine, iodine, sulfuric acid , sulfonic acid, methyl sulfate, phosphoric acid, nitrate ion, etc.) 凰 represents a positive integer) The preferred molecular weight of cationic cellulose and hycationic starch is 10,000 to 1,000,000.

(c) Cationic vinyl polymer general formula (8) (However, R1 and R2 are independently hydrogen, carbon number 1
None represents an alkyl group of 6 or a phenyl group, J*X
? The meaning is the same as that of general formula (3)) General formula (9) (However, R1 is hydrogen or a methyl group, R2 is oxygen or an NH group in an amide bond, and R5, R4, and R5 are independently hydrogen or the number of carbon atoms.) 1 to 4 alkyl group or substituted alkyl group, R1 represents an integer of 1 to 10, jll
The meanings of and fu are respectively general formula (3) and general formula (7).
) General formula α0 O (However, R4, R2 and R3 each independently represent hydrogen, an alkyl group having 1 or 2 carbon atoms, or a substituted alkyl group, and the meanings of LL1 and 埒 are respectively the same as those of the general formula (3)
(same as general formula (7)) The amount of the water-soluble polymer exemplified above is based on the total amount of the hair cosmetic composition of the present invention.
0.1 to 5% by weight is preferred. If the weight range is less than 0.1, hardly any setting property will be exhibited, and if it exceeds 5 weight range, stiffness will occur, which is not preferable.The hair cosmetic of the present invention contains the following optional ingredients in addition to the essential ingredients mentioned above. They may be blended within a range that does not affect the effects of the present invention. That is, optional components include liquid paraffin, vaseline, solid a+roughin, squalane, olefin oligomer, etc. -16= hydrocarbons: isopropyl myristate, isopropyl palmitate, stearyl stearate, octyldodecyl myristate, octyldodecyl oleate. and 2
-Esters such as ethylhexanoic acid triglyceride; I
Emulsifiers such as lyoxyethylene cetyl ether, polyoxyethylene stearate, and polyoxyethylene sorbitan monolaurate 2N-(2-hydroxyethyl)-N-[bis(2-carboxyethyl)aminoethylcolaurylamide disodium salts, amphoteric surfactants such as 2-cocoyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine; higher alcohol sulfates, alcohol ether sulfates, α-
Anionic surfactants such as olefin sulfonates; Higher alcohols such as nilauryl alcohol, cetyl alcohol, stearyl alcohol, and behenyl alcohol; Higher fatty acids such as tsucurmitic acid, stearic acid, and behenic acid;
Ethylene glycol, propylene glycol, 1.3-
Humectants such as butylene glycol, glycerin and sorbitol; and solvents such as ethanol, preservatives, -conditioning agents,
These are small amounts of ingredients such as hair nourishing agents, ultraviolet absorbers, antioxidants, stabilizers, and fragrances.

Next, Examples and Comparative Examples of the present invention will be shown to explain the effects of the present invention more specifically. In addition, before explaining each side, I will explain the test method.

Setting properties: 0.2 g of the sample was applied to a hair bundle with a length of 20 hairs and a weight of 1.5110 mm, and after thoroughly rinsing the hair, it was wound around a rod (φ = 2 cm) and dried with hot air at 50° C. for 30 minutes.

The thus curled hair bundles were removed from the lot, placed in an observation box at a temperature of 30C and 85% RT, and hung to observe how the curls grew.The length of the hair bundles immediately after placing them in the observation box was measured. Curl holding power 1001 (uncurled original hair bundle length 20 cFIL) was calculated as Girl holding power Ochi.

Judgment was made 2 hours after placing in the observation box. Curl retention rate of 50 inches or more was ◎ 0 for 40 to 50 inches, Δ for 30 to 40 eIb, and X for 20q6 or less.

After passing the hair bundle (7#, t8cIIL) through a polyethylene comb, the comb is lowered at a constant speed (40 m/min). At that time, the maximum load (resistance value) applied to the comb of the hair bundle is read from the recording needle of the tensilon meter. Combability was defined as the rate of decrease in maximum load before and after rinsing for the same hair bundle. Note that the measurement conditions were 25° C. and 65% RH. For the rinsing treatment, 0.719% of the sample was applied to the hair bundle, thoroughly rinsed, and then dried at 25°C and 60%.

C = Maximum load before rinsing treatment (1) CT=maximum load ψ after rinsing treatment) The evaluation of crossability is based on the following criteria.

50 inches or more: ◎ Good 40-50 inches: ○ Fairly good 30-40 width: Δ Normal 20-30%: × Slightly inferior 20% or less: ×
sntm@ter), put a piece of hair with a load of 40.9 on both ends, and rotate the pulley for 2 rp.
The friction coefficient when rotating at a rotational speed of m was measured, and this was taken as the static friction coefficient. Evaluation of static friction coefficient is based on the following criteria.

A: Static friction coefficient less than 0.12 B: Static friction coefficient 0.12 to less than 0.14 C: #
0.14 or more The test hair used was hair that had been rinsed in the combability evaluation.

After combing the antistatic hair bundle (8, 5, 9, 20 CrIL) 10 times in 20 seconds using a polyester comb, place it in a Faraday box to collect the amount of electricity generated in the hair bundle by combing. Measure with an electrometer. The antistatic property is the same hair bundle t-0,
The rate of decrease in the amount of electricity in the hair bundle before and after the rinsing treatment was determined using a 9 g sample.

QB: Quantity of electricity (coulombs) before rinsing treatment QT: Quantity of electricity (coulombs) after rinsing treatment The evaluation of antistatic properties is based on the following criteria.

90 inches or more: ◎Good 1 70-90%: ○ Fairly good 50-70chi: Δ normal 30-50: Slightly inferior 30% or less: X× poor In addition, in each experimental example, the blending amount is shown in weight %.

Test Example 1 Ten types of hair rinse compositions having the compositions shown in Table 1 below were prepared and their performance was evaluated.

As is clear from Table 1, compositions containing only two of the three essential components of the present invention (Comparative Examples 1 to 3) and compositions containing a simple phosphate ester or its 100% neutralized product (Comparative Examples 4 and 5) do not exhibit sufficient performance and cannot achieve the purpose of the present invention. On the other hand, it can be seen that all of the compositions containing all three essential components of the present invention (Examples 6 to 10) exhibited excellent performance and achieved the object of the present invention.

Test Example 2 Hair brushing agent compositions shown in Table 2 below were prepared and their performance was evaluated.

Table 2 (R=glyceryl group, m=60, monoester/diester ratio=70/30) *6 Manufactured by BASF, trade name Rubiscoll VE-37E This hair brushing agent composition has excellent -25= performance showed that.

Test Example 3 Hair treatment compositions shown in Table 3 below were prepared and their performance was evaluated.

Table 3 *7 The hair treatment composition with Leoguard G manufactured by Lion KK showed excellent performance.

Claims (5)

[Claims] (1) A partially neutralized product of a phosphoric acid ester represented by the following general formula (1) with a neutralization rate of 5 to 95%,
A hair cosmetic composition comprising a cationic surfactant and a water-soluble polymer. General formula (1) ▲ Numerical formulas, chemical formulas, tables, etc. indicates an integer, and x+y is 3) (2) The composition according to claim 1, wherein in the general formula (1), R is an alkyl group having 1 to 6 carbon atoms. (3) The composition according to claim 1, wherein in the general formula (1), m is 10 to 60. (4) The composition according to claim 1, wherein the cationic surfactant is a quaternary ammonium salt or an amino acid-based cationic surfactant. (5) The composition according to claim 1, wherein the water-soluble polymer is at least one selected from the group consisting of cellulose derivatives, vinyl polymers, vinylidene polymers, and cationized polymers. .