JPS5832813A - Hair cosmetic - Google Patents

Abstract

PURPOSE:A hair cosmetic, containing a quaternary ammonium salt, a hydrophobic silicone and 1-hydroxy-2-pyridone salt, and capable of giving improved gloss and smoothness to the hair even on application to any one of the rinsing and unrinsing types. CONSTITUTION:A hair cosmetic containing 0.1-10.0wt% compound of formulaI[R1 or R1 and R2 are 10-24C alkyl, hydroxyalkyl, etc.; R2, R3 and R4 or R3 and R4 are 1-3C alkyl or group of formula II (n is an integer 1-5; R5 is H or CH3); X is halogen or alkylsulfuric acid group], 0.1-5.0wt% hydrophobic silicone, e.g. methylpolysiloxane, and 0.05-3.0wt% compound formula III (R1 is alkyl, alkenyl, cycloalkyl, aryl, etc.; R2 is H, alkyl, phenyl, etc.; X is organic amine residue). The cosmetic is used in the form of a hair rinse, hair conditioner, hair lotion, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a hair cosmetic that has excellent effects in imparting luster and smoothness to hair.

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. As a result, the hair after washing loses its smoothness, has a hard, sticky feel, and becomes difficult to comb, making it more likely to cause frizz and split ends. .

In order to eliminate such inconveniences, various hair cosmetics have been developed and used as hair treatment agents after hair washing.

Torera 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, there are two types of hair cosmetics: ``rinsing type'' and ``rinsing type.'' There are different ways of using each.

In order to prevent hair from squeaking and tangling after washing, etc., and to improve the finish when it is dry, it is difficult to absorb the appropriate amount of the ammonium salt into the hair. Shi, conventional. □Whether it's for hair or cosmetics, there are problems with the release and adsorption properties of the ammonium salts, and they are far from satisfactory. In particular, the shine and smoothness of the hair were still insufficient.

In addition, various fiber treatment agents such as fiber softeners have been known, but fibers, especially animal fibers, have a chemical structure similar to hair but are completely different from hair in physical structure. Therefore, it is difficult to apply such fiber treatment agents to hair.

The present invention has been made under the above circumstances, and provides a hair cosmetic that can impart excellent gloss and smoothness to hair when applied to both rinsing and non-rinsing types. The purpose is to

That is, the hair cosmetic of the present invention contains 0.1 to 10.0% by weight of a quaternary ammonium salt represented by the following general formula (1),
0.1 to 5.0% by weight of hydrophobic silicon, 5- General formula (I) [In the formula, R1 or R1, R2 is a C1n-24 alkyl group, C1 (1 to 24 hydroxyalkyl group, or a general Formula R(OCFI2CH2)1-1o (R is Cjl
R4 or R5, R4 is a C1-3 alkyl group, or +C:
HCHzO)nH (n5 is an integer of 1 to 5, R5 is H or CH3), and X is a halodane atom or a C1-2 alkyl sulfate group. ] General formula (IO [In the formula, %R1 is an alkyl group of 01-17; an alkini group of C2-17; cs; a cycloalkyl group of -78; a bicycloalkyl group of 6-1C7-9; an alkyl group is a C1-4
a cycloalkyl-alkyl group (the cycloalkyl residue may be substituted by a C1-4 alkyl group), an aryl group, an aralkyl group where the alkyl group is 01-4, an alkenyl group where the alkyl group is C2-4; A certain arylalkenyl group, an aryloxyalkyl group or arylmercaptoalkyl group where the alkyl group is C1-4, a benzhydryl group, a phenylsulfonylalkyl group where the alkyl group is C1-4, or a furyl group or alkenyl group is C2-4. The aryl residue in each of the above groups representing a certain furylalkenyl group may be polysubstituted with an alkyl group or alkoxy group of 01 to 4, a nitro group, a cyano group, or a halogen group. ), R2 is a hydrogen atom, a ~4 alkyl group, a C2-4 alkenyl group or alkynyl group, halogen, a phenyl group, '! f
c Id represents a hydyl group, and X represents an organic amyl residue. ] Hereinafter, the hair cosmetic of the present invention will be explained in more detail.

The quaternary ammonium salt represented by the above general formula (1), which is the first essential component of the present invention, is a long-chain monoalkyl quaternary ammonium salt or a long-chain dialkyl quaternary ammonium salt. The carbon number of this long chain alkyl group is 10-
24, preferably 12-22. The number of carbon atoms in this long-chain alkyl group is an essentially important factor for the performance of the hair cosmetic of the present invention, that is, when the number of carbon atoms is less than 10, it has the effect of imparting flexibility and suppleness to hair. If the number of carbon atoms exceeds 24, the hair becomes stiff and hard, and the effect of imparting flexibility decreases. On the other hand, when the number of carbon atoms is within the above range, the hair cosmetic has an appropriate amount of hydrophobicity, which creates an affinity for the hair, and also has an appropriate amount of water retention, which gives the hair flexibility and suppleness. is demonstrated.

Further, when X constituting the anion of such a quaternary ammonium salt is a halodane atom or an alkyl sulfate group of 01-2, the hair cosmetic has appropriate hydrophobicity and water retention.

The amount of quaternary ammonium salt contained in the entire hair cosmetic is 0.
1 to 10.0ffl'ffchi. If it is less than 0.1% by weight, the effect of imparting smoothness to hair is insufficient;
If the weight exceeds 10.0, the hair becomes sticky and is not suitable for hair growth.

What is hydrophobic silicon, which is the second essential component of the present invention?25
Solubility in water at °C is 1% by weight or less, preferably 0.5
Weight: Must be below, viscosity at 25°C 1-1
0 (10 centis) -x, preferably 5-500
It is in the centistoke range.

The above hydrophobic silicones include methylpolysiloxane, methylphenylpolysiloxane, fatty acid-modified polysiloxane,
Includes aliphatic alcohol-modified polysiloxanes, polyoxyalkylene-modified I-lisiloxanes, and the like. The specific properties of this hydrophobic silicon are shown below.

9- ＾9　　　　　　　　　　　　　　.

6 -person -Fo shelf
? 10- Because this hydrophobic silicone has a surface tension that is very close to or below the critical surface tension of hair, it spreads evenly over the hair surface, creating a smooth and glossy finish as well as a non-sticky and heavy finish. Some finishing effects are noticeable.

On the other hand, hydrophilic silicone has strong water-retaining properties and becomes heavy and sticky when air-dried with a high moisture content or in a humid climate, so it is not used in the present invention.

The blending amount of this hydrophobic silicone is effective in the range of 0.1 to 5.0% by weight. If it is less than 0.1%, the above-mentioned effects will not be exhibited, and if it exceeds 5.0% by weight, it will result in a heavy finish, which is not preferable. That is, it is particularly preferably 0 within the above range.
．． A remarkable effect is exhibited at 1 to 3.0% by weight.

The third essential component of the hair cosmetic of the present invention is a 1-hydroxy-2-pyridone salt represented by the above-mentioned general formula ([D]. Specific examples thereof include organic amine salts of the following compounds. I can give it to you.

1-hydroxy-2-pyridone, 1-hydroxy-4-
Methyl-2-pyridone, 1-hydroxy-6-methyl-
2-pyridone, 1-hydroxy-4,6-cymethyl-2
-pyridone, 1-hydroxy-4-methyl-6-hebutyl-2-pyridone, 1-hydroxy-4-methyl-6-
(1-ethylinchyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2,4,4-)limethylpentyl)-2-pyridone, 1-hydroxy-4-methyl-6
-undecyl-2-pyridone, 1-hydroxy-4-methyl-6-zolo(nyl-2-pyridone, 1-hydroxy-4-methyl-6-octenyl-2-pyridone,]]-
Hydroxy-4-methyl-6-(2,2-dibutyl-vinyl)-2-pyridone, 1-hydroxy-4-methyl-
6-(cyclohexenyritene-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-cyclohexyl-2-pyridone.

1-Hydroxy-4-methyl-6-(methyl-cyclohexyl)-2-pyridone, 1-hydro-13-xy-4-methyl-6-(2-bicyclo[2°2.1]
Hegtyl)-2-pyridone, 1-hydroxy-4-methyl-6-[Z-(dimethylcyclohexyl) f7'c
1-hydroxy-4-methyl-6-(4-methyl-phenyl)-2-biyl, 1
-Hydroxy-4-methyl-6-(3-methyl-phenyl)-2-giriton, 1-hydroxy-4-methyl-6
-(4-tert-butyl-phenyl)-2-pyridone, 1-
Hydroxy-4-methyl-6-(3-methyl-4-chloro-phenyl)-2-pyridone, 1-hydroxy-4-
Methyl-6-(3,5-dichloro-phenyl)-2-pyridone.

1-Hydroxy-4-methyl-6-(3-bromo-4-
Chlor-phenyl) -2'-HiriP7 +1-hydroxy-4-methyl-6-(4-methoxystyryl)-2
-pyridone, 1-hydroxy-4-methyl-6-(1-
(4-nitrophenoxy)-butyl)-2-s lydone,
1-hydroxy-4-methyl-6-(4-cyanopheno14-oxymethyl)-2-pyridone, 1-hydroxy-4-methyl-6-(phenylsulfonylmethyl)-2-pyridone, 1-hydroxy-4-methyl -6-(1-(4-chlorophenylsulfonyl)-butyl) -2-H+Jton, ■-Hydroxy-4-methyl-6-benzyl-2-
Pyridone, 1-hydroxy-4-methyl-6-(2,4
-dimethyl(furyl)-2-pyridone, 1-hydroxy-4-methyl-6-(tert-butyl-benzyl)-2-pyridone, 1-hydroxy-4-methy/I/-6-(2-
Chlor-benzyl)-2-pyridone, 1-hydroxy-
4-Methyl-6-(4-10lupenzyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2,5-dichloro-benzyl)-2-pyridone, 1-hydroxy-4
-Methyl-6-(4-bromo-benzyl)-2- & lydone, 1-hydroxy-4-methyl-6-(phenoxymethyl)-2-pyridone, 1-hydroxy-4-methyl-
6-(3-methylphenoxy-methyl)-2-pyridone.

1-Hydroxy-4-methyl-6-(4-sec-butylphenoxy-methyl)-2-pyridone.

1-hydroxy-4-methyl-6-(2,4,5-trichlorophenoxy-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(4-bromphenoxy-methyl)-2-s lydone .

1-Hylthaloxy4-methyl-6-(4-chlorophenylmercazotomethyl)-2-pyridone, 1-hydroxy-4-methyl-6-(4-methylphenylmercapto-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2-naphthyl)-2-pyridone, 1-hydroxy-4-methyl-6-penzhydryl-2-pyridone, 1-hydroxy-4-methyl-6-furyl-2-pyridone Pn, 1-hydroxy-4-methyl-6-(furylvinyl)-2-pyridone.

1-Hyproxy4-', methyl-6-styryl-2-
Pyridone, 1-hydroxy-4-methyl-6-(phenylbutadienyl)-2-pyridone.

1-hydroxy-4-7enyl-6-methyl-2-pyridone, 1-hydroxy-4,6-diphenyl-2-pyridone.

The above compounds are used in the form of salts, and organic amine salts are used as the salts. Specifically, ethanolamine, jetanolamine, N-ethylethanolamine, N-
Methyl-diethanol/l/7 amine, triethanolamine, diethylamino-ethanol, 2-amino-2-
Methyl-n-gulonol, dimethylaminoglopanol, 2-7minor 2-methyl-zolonoyandiol,
) IJ-isoglono9olamine, ethylenediamine, hexamethylenediamine, morpholine, piperidine, cyclohexylamine, tributylamine, dodecylamine, N,N-dimethyl-dodecylamine, stearylamine, oleylamine, benzylamine, dibenzylamine, N-ethyl Benzylamine, dimethylsterylamine #N-methyl-morpholine, N-methylhyherazine, 4-methylcyclohexylamine, N-
Hydroxyethyl-morpholine 17- is mentioned.

The amount of the 1-hydroxy-2-pyridone salt mentioned above is 0.05 to 3.0% by weight, preferably 0.1 to 2.0% by weight of the total hair cosmetic.

If it is less than 0.05 weight, the effect of the present invention is insufficient;
On the other hand, if the weight exceeds 3.0, the hair becomes sticky, which is not preferable.

Other optional ingredients can be incorporated into the hair cosmetic of the present invention within a range that does not affect the effects of the present invention. Such optional ingredients include the following substances.

Hydrocarbons such as liquid or rough-in, petrolatum, solid soro-roughin, squalane and olefin oligomers; isoglobil myristate, isopropyl 4-lumitate,
stearyl stearate,.

Esters such as octyldodecyl myristate, octyldodecyl oleate and 2-ethylhexanoic acid triglyceride; higher alcohols such as cetanol, stearyl alcohol, behenyl alcohol and hexyldecanol; glyceryl monostearate, sorbitan monolumitate, polyoxyethylene Milk such as cetyl ether, polyoxyethylene stearate, and polyoxyethylene sorbitan monolaurate (tJl: cellulose derivatives such as methyl cellulose, hydroxyethyl cellulose, hydroxyzolobyl cellulose, and cationized cellulose; thickeners such as natural polymers) ; humectants such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin, and sorbitol; and other small amounts of ingredients such as solvents, disinfectants, and fragrances.

The hair cosmetic composition of the present invention can be used in various applications such as a hair rinse agent, a spray-type or dispenser-type hair conditioner, and a 1% hair lotion.

Next, Examples and Comparative Examples of the present invention will be shown to explain the effects of the present invention in more detail. Before explaining each side, the test method will be explained.

Smoothness Apply 0.5 f of the sample directly to a shampoo-treated hair bundle (5y-120cm), spread it evenly by hand, and then
The hair tresses were dried in an atmosphere of 5°C and 65% RH, and the "smoothness" of the hair bundles after being left for day and night was sensory evaluated by 20 flat nailers.

The evaluation criteria were 1.0% by weight of ste'allyl) IJ methylammonium chloride, 3% by weight of cetyl alcohol, 1c/n% of zorogylene gelicol, and water (the balance). This is a 5-level evaluation based on the standard.

◎: Good ○: Slightly good △: Equal ×: Slightly inferior ×
×: Poor shine Sample 0.51 on shampoo-treated hair bundle (5 f, 20 c/n)? After applying directly and spreading it evenly by hand,
The hair strands were dried in an atmosphere of 5° C. and 65% RH, and 20 panelists visually evaluated the gloss of the hair bundles after leaving them for day and night.

The gloss evaluation standard is a five-point evaluation based on the evaluation obtained with a sample consisting of 1.0% by weight stearyltrimethylammonium chloride, 3% by weight cetyl alcohol, 10% by weight propylene glycol, and water (the balance). be.

◎: Good ○: Slightly good Δ: Equal ×: Slightly inferior ×
×: Inferior Test Example Twelve types of hair cosmetics having the formulation shown in Table IK were prepared, and their performance in imparting smoothness and gloss to hair was evaluated. The results are shown in the same table. In addition, the numbers in the table are weight %.

As evident from Table 1, quaternary ammonium salts within the scope of the present invention, hydrophobic silicone and 1-hydroxy-2
- Hair cosmetics containing a predetermined amount of pyridone salt (Example 1 to
All of 4) have excellent ability to impart smoothness and shine to hair.

21- -22- ゛※I C16H55 Cape (CH,)30C1※2 C
l8H37■CH2CHs○o4scr,>N< C1aH37CH2Cf(3 *3 C22H45$(CH2Cf(20H)50B
r23-Formulation Example 1 A hair treatment having the composition shown in Table 2 was prepared and its performance was tested, and it was found to have an excellent effect of imparting shine and smoothness to hair.

Formulation Example 2 A hair lotion having the composition shown in Table 3 was prepared and its performance was tested, and it was found to have an excellent effect of imparting shine and smoothness to hair.

25-24- Formulation Example 3 A hair brushing agent having the composition shown in Table 4 was prepared and its performance was tested, and it was found to have an excellent effect of imparting shine and smoothness to hair.

26- Table 4 -27- 84-

Claims (1)

[Claims] A quaternary ammonium salt represented by the following general formula (I)
．． 1-10.0% by weight, hydrophobic silicon 0.1-5.0
% by weight, and the amount represented by the following general formula (n). General formula (I) [wherein, R1 or R1e R2 is an alkyl group of coo-24, a hydroxyalkyl group of TC10-24, or a general formula R (OCHzCH2h-1
An atomic group represented by ゜(R is a C1o-24 alkyl group or hydroxyalkyl group) h li, R2*R5,
R4 or FL5 * R4 is a C1-3 alkyl group,
It is an atomic group represented by (1) (or CR2), and X is a halodane atom or an alkyl sulfate group of 01-2. ] General formula (II) [In the formula ~R1 is a C1-17 alkyl group%02-17 alkenyl group, C5-B cycloalkyl group, C7-9
bicycloalkyl group, cycloalkyl-alkyl group in which the alkyl group is C1-4 (cycloalkyl residue is 01
-4 may be substituted with an alkyl group. ), an aryl group, an aralkyl group in which the alkyl group is C1-4,
an arylalkenyl group in which the alkenyl group is C2-4;
An aryloxyalkyl group or an arylmercagutoalkyl group in which the alkyl group is q to 4, a penzhydryl group, a phenylsulfonylalkyl group in which the alkyl group is 01 to 4, or a furyl group or an alkenyl group.
The aryl residue in each of the above groups may be substituted with a C1-4 alkyl group or alkoxy group, a nitro group, a cyano group, or a halodane group. ), R2 is a hydrogen atom, C
I=4 alkyl group, 02-4 alkenyl group or alkynyl group, halogen, phenyl K, -&fc hahe7
It represents a zyl group, and X represents an organic amine residue. ]