JPS6358804B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a hair cosmetic composition. Hair is normally covered with animal and vegetable oils such as hair creams and hair oils, as well as sebum secreted from the hair itself, but when hair is washed with soap or synthetic detergents, these oils and fats are removed more than necessary. I end up. As a result, the hair after washing loses its smoothness and feels dry and hard, making it difficult to comb and causing split ends and split ends. In order to eliminate such inconveniences, various hair cosmetics have been developed and used as hair treatment agents after hair washing. These hair cosmetics contain quaternary ammonium salts such as dialkyldimethylammonium chloride and alkyltrimethylammonium chloride as the main active ingredient. There are two types of ammonium salts: those that are poorly soluble in water and those that are easily soluble in water.Therefore, correspondingly, hair cosmetic compositions include ``rinsing type'' and ``non-rinsing type''. However, each type has a different usage pattern. In order to prevent hair from squeaking and tangling after washing, etc., and to improve the finish when dry, the above ammonium salt must be adsorbed to the hair. However, conventional hair cosmetic compositions have problems in the releasability and adsorption of the ammonium salts, regardless of the form of use, and are not fully satisfactory. In particular, the ability to impart smoothness and softness to hair was still insufficient. Furthermore, according to a survey conducted by the present inventors, consumers these days tend to prefer transparent products over emulsion-like products. This is because transparent products allow you to purchase and use the product with peace of mind, as it is easier to see if there are any foreign substances mixed in, compared to emulsion-like products. An object of the present invention is to provide a hair cosmetic composition that gives an excellent texture to hair after washing and has excellent liquid stability. That is, the present invention provides a hair cosmetic composition comprising a partially neutralized product of a phosphoric acid ester represented by the following general formula [] with a neutralization rate of 5 to 95%, and a cationic surfactant. provide. General formula [] (However, R ₁ is an alkyl group having 1 to 6 carbon atoms or a glyceryl group, n is an integer from 0 to 100, and X is 1
an integer from 0 to 3, Y represents an integer from 0 to 2,
and X+Y=3) Furthermore, the present invention also provides a partially neutralized product of the phosphoric acid ester represented by the above general formula [], which has a neutralization rate of 5 to 95%, a cationic surfactant, and a nonionic surfactant with an HLB of 10 or more. 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 above general formula [] with an organic or inorganic basic substance. In the general formula [ ], R ₁ has 1 to 1 carbon atoms
6 alkyl group or glyceryl group. n is 0
an integer from 100 to 100, preferably from 5 to 60; X represents 1, 2, or 3; Y represents 0, 1, or 2; and X+Y=3. Preferred examples of basic substances used for partial neutralization of this phosphoric acid ester include monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, sodium hydroxide, potassium hydroxide,
Examples include organic or inorganic bases such as ammonia and basic amino acids. The neutralization rate of the partially neutralized product of the above phosphoric acid ester is 5
95%, preferably 20 to 80%. If the neutralization rate is less than 5%, 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 hair decreases, making it impossible to obtain the effects of the present invention. In addition, the neutralization rate
If it exceeds 95%, the bond with the cationic surfactant becomes strong, and the adsorption power to the hair becomes too strong, making the hair sticky and rather deteriorating the effect of the present invention. On the other hand, when the neutralization rate is within the range of this invention, the phosphoric acid ester changes from having oily properties to an anionic surfactant with surfactant ability and forms a complex with a cationic surfactant. Because it adsorbs to the hair with moderate 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 = acid value of phosphate ester blended composition / phosphate ester acid value x phosphate ester blend amount x 100 The blend amount of the partially neutralized phosphate ester is:
0.1 to 10% by weight based on the total amount of hair cosmetic composition
is preferred. If the amount is less than 0.1% by weight, the effect of this invention will not be obtained much, and if it exceeds 10% by weight, the finish will tend to be sticky. The second essential component of this invention is a cationic surfactant. Examples of preferred cationic surfactants include quaternary ammonium salts represented by the following general formula [] and amino acid-based cationic surfactants. General formula [] In the formula, R ₂ is an alkyl group having 10 to 24 carbon atoms,
a hydroxyalkyl group having 10 to 24 carbon atoms, or
R ₆ (OCH ₂ CH ₂ ) _{1 to 10} (wherein R ₆ is an alkyl group having 10 to 24 carbon atoms or a hydroxyalkyl group having 10 to 24 carbon atoms), R ₃ is an alkyl group having 10 to 24 carbon atoms or carbon A hydroxyalkyl group having 10 to 24 carbon atoms or R ₆ (OCH ₂ CH ₂ ) _{1 to 10} (where R is the same as above), an alkyl group having 1 to 3 carbon atoms,

[Formula] (where R ₇ is hydrogen or methyl group), benzyl group,
or a cinnamyl group, R ₄ and R ₅ are each independently an alkyl group having 1 to 3 carbon atoms,

[Formula] (R ₇ is the same as above), benzyl group,
or a cinnamyl group; X ₁ represents a halogen atom or an alkyl sulfate group having 1 or 2 carbon atoms; Typical quaternary ammonium salts represented by the general formula [] include stearyltrimethylammonium chloride and stearyldimethylbenzylammonium chloride. A typical example of an amino acid-based cationic surfactant is a mono-N-long chain acyl basic amino acid lower alkyl ester salt. The basic amino acid components of the mono N-long chain basic amino acid lower alkyl ester salt include natural amino acids such as ornithine, lysine, and arginine, as well as α, γ-
Synthetic amino acids such as diaminobutyric acid can be used as well, and these may be in either optically active or racemic form. The acyl group of the mono N-long chain 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 mono-N-long chain basic amino acid lower alkyl ester salt, such as a lauroyl group, myristoyl group, stearoyl group, etc. In addition to fatty acid residues, it may be natural mixed fatty acid residues such as coconut oil fatty acid residues and beef tallow fatty acid residues. As the lower alkyl ester component of the mono N-long chain basic amino acid lower alkyl ester salt, methyl ester, ethyl ester, propio ester, butyl ester, pentyl ester, hexyl ester, heptyl ester, and octyl ester are suitable. Salts of mono-N-long chain acyl basic amino acid esters include inorganic acid salts such as hydrochloride, sulfate, acetate, tartrate, citrate, p-toluenesulfonate, fatty acid salt, etc. salt,
Organic acid salts such as acidic amino acid salts, pyroglutamic acid salts, and pyrrolidone carboxylic acid salts are used, and among these, acidic amino acid salts, hydrochloric acid salts, and L or
DL-pyrrolidone carboxylate is preferred. The blending amount of the cationic surfactant is 0.1 to 5% by weight based on the total amount of the hair cosmetic composition of the present invention.
It is preferable that If it is less than 0.1% by weight, the effect of the present invention will not be obtained much, and if it exceeds 5% by weight, not only will the finish become heavy, but also the liquid stability will deteriorate significantly, which is not preferable. The hair cosmetic composition of this invention described above,
When a nonionic surfactant with an HLB of 10 or more is blended, the composition becomes transparent. Preferred nonionic surfactants are those represented by the following general formula []. General formula [] R ₈ O(CH ₂ CH ₂ O) _n H In the formula, R ₈ is a straight or branched alkyl group having 8 to 24 carbon atoms or an alkylphenyl group having 4 to 20 carbon atoms, and m is This is the number of moles of ethylene oxide added that can satisfy the condition that HLB is 10 or more.
Preferred examples of the nonionic surfactant represented by the general formula [] include polyoxyethylene (10 moles or more) oleyl ether, polyoxyethylene (10 moles or more) cetyl ether, polyoxyethylene (10 moles or more)-2-hexyl Decyl ether, polyoxyethylene (15 moles or more) -2-decylpentadecyl ether, polyoxyethylene (11 moles or more) nonylphenyl ether, polyoxyethylene (8 moles or more) octyl phenyl ether, polyoxyethylene (7 moles or more) mole or more) lauryl ether, etc. The blending amount of the nonionic surfactant is 0.5 to 10% by weight based on the total amount of the hair cosmetic composition of the present invention.
It is preferable that If it is less than 0.5% by weight, it will be difficult to satisfy liquid stability at low temperatures, and 10
If it exceeds % by weight, the finish tends to deteriorate. In addition to the above-mentioned essential components, the hair cosmetic composition of the present invention may contain the following optional components within a range that does not affect the effects of the present invention. That is, optional components include hydrocarbons such as liquid paraffin, vaseline, solid paraffin, squalane and olefin oligomer; isopropyl myristate, isopropyl palmitate, stearyl stearate, octyldodecyl myristate, octyldodecyl oleate, and 2-ethylhexanoic acid. Ester such as triglyceride; N-(2-
Ampholytic surfactants such as (hydroxyethyl)-N-[bis(2-carboxyethyl)aminoethyl]laurylamide disodium salt, 2-cocoyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine; higher alcohol sulfates , alcohol ether sulfate, α-olefin sulfonate, etc.; higher alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol; higher fatty acids such as palmitic acid, stearic acid, behenic acid; ethylene glycol, Humectants such as propylene glycol, 1,3-butylene glycol, glycerin and sorbitol; and ethanol solvents, preservatives, PH regulators, hair nourishing agents,
These are small amounts of ingredients such as ultraviolet absorbers, antioxidants, stabilizers, and fragrances. The hair cosmetic composition of the present invention can be used in various applications such as hair rinses, hair conditioners, and hair lotions. Next, Examples and Comparative Examples of the present invention will be shown to explain the effects of the present invention more specifically. Before explaining each example, the test method will be explained. Texture after finishing (smoothness, softness) Apply 0.5 g of the sample to a shampooed hair bundle (5 g, 20 cm), spread it evenly by hand, rinse thoroughly, and store in an atmosphere of 25°C and 65% RH. dried inside. After drying, sensory evaluation was performed by 20 panelists. The evaluation criteria is a five-level evaluation based on the evaluation obtained with a sample consisting of 10% by weight stearyltrimethylammonium chloride, 3% by weight cetyl alcohol, 10% by weight propylene glycol, and water (the balance). ◎: Good 〇: Slightly good △: Same ×: Slightly inferior XX: Inferior liquid transparency (low temperature stability) After storing the sample in a constant temperature bath at 0°C for one month, visually check the liquid transparency according to the following criteria. It was judged. ◎: Uniformly transparent 〇: Slightly cloudy △: Cloudy ×: Separated Ten types of hair rinse compositions shown in Table 1 were prepared and their performance was evaluated. In addition, in the table, all compounding amounts are shown in weight%.

【table】

[Table] As is clear from Table 1, Comparative Examples 1 and 2 contained only one of the essential components of the present invention,
In addition, in Comparative Examples 3 and 4, the neutralization rate of the phosphoric acid ester, which is an essential component of the present invention, is outside the range of the present invention, and furthermore, in Comparative Example 5, the alkyl ether moiety of the phosphoric acid ester, which is an essential component of the present invention, is outside the range of the present invention. Since the number of carbon atoms is outside the scope of the present invention, the object of the present invention cannot be achieved. On the other hand, Examples 1 to 5 exhibited excellent performance and achieved the object of the present invention. Ten types of hair rinse compositions shown in Table 2 were prepared and their performance was evaluated. The results are shown in the same table. From the same table, it can be seen that when a nonionic surfactant with an HLB of 10 or more is added, the composition becomes transparent.

[Table] Example 7 Hair brushing agent compositions shown in Table 3 were prepared and their performance was evaluated.

【table】

【table】

[Table] ｜ ‖
_CH3O
Seryl group, m is 60, monoester to diester ratio is 40/60)
This hair brushing agent composition showed excellent performance (smoothness, softness). Example 8 Hair brushing agent compositions shown in Table 4 were prepared and their performance was evaluated.

[Table] This hair brushing agent composition showed excellent performance (smoothness, softness). Example 9 Transparent hair treatment compositions shown in Table 5 were prepared and their performance evaluated.

Table: This hair treatment composition showed excellent performance (smoothness, softness) and transparency stability.

Claims (1)

[Scope of Claims] 1. A partially neutralized product of a phosphoric acid ester represented by the following general formula [], which has a neutralization rate of 5 to 95.
%, and a hair cosmetic composition containing a cationic surfactant. General formula [] (However, R ₁ is an alkyl group having 1 to 6 carbon atoms or a glyceryl group, n is an integer from 0 to 100, and X is 1
an integer from 0 to 3, Y represents an integer from 0 to 2,
And X+Y=3. ) 2 A partially neutralized product of a phosphoric acid ester represented by the following general formula [ ], with a neutralization rate of 5 to 95
%, cationic surfactant, and HLB 10
A hair cosmetic composition containing the above nonionic surfactant. General formula [] (However, R ₁ is an alkyl group having 1 to 6 carbon atoms or a glyceryl group, n is an integer from 0 to 100, and X is 1
an integer from 0 to 3, Y represents an integer from 0 to 2,
And X+Y=3. )