JPS60181009A - First agent for permanent wave - Google Patents

Abstract

PURPOSE:The first agent for permanent wave obtained by incorporating a lipophilic nonionic surfactant and a hydrophilic surfactant in the first agent for the permanent wave consisting essentially of a mercapto compound without a peculiar mercaptan smell. CONSTITUTION:The first agent for permanent wave, obtained by incorporating a lipophilic surfactant expressed by formula I [R1 is 14-22C alkyl or alkenyl; n is 1-10 (average value)], e.g. polyoxymethylene myristyl ether, with a hydrophilic surfactant expressed by formula II (R2 is 10-22C alkyl or alkenyl; X is hydrophilic group), e.g. an alkyl (alkenyl) sulfate ester salt, at 0.3-0.9mol fraction of the compound expressed by formula I to the total of the compounds expressed by formulas I and II to give 0.1-50wt% sum of the compounds expressed by formulas I and II in the total amount, and consisting essentially of a mercapto compound. EFFECT:Wave effect is not deteriorated.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a first agent for permanent waving. More specifically, mercapto compounds such as thioglycot
-1-lurate, cysteine, N-acetyl.

A lipophilic A-type surfactant and a hydrophilic surfactant are combined in the first part of the permanent wave layer agent, which has cysteine, glycerol monothioglycolate, thiolactic acid salt, thiomalic acid salt, etc. as main ingredients. By blending,
The present invention relates to a permanent wave layer agent No. 1 having the following two features.

(1) There is little mercaptan odor characteristic of the first agent.

(2) Suppresses the strong mercaptan odor that occurs when the first agent is applied to hair.

As is well known, the commonly used permanent waving agents are the first agent whose main agent is a mercapto compound such as thioglycolate or cysteine, which is a reducing agent, and the first agent whose main agent is an oxidizing agent such as bromic acid or IJium. The first agent is a mercaptan odor unique to the permanent wave layer agent. Butane is included in the five major malodorous substances whose emissions are regulated under the Offensive Odor Prevention Act (Environmental Agency Notification No. 9).
No.) It is a typical bad odor that not only makes customers and practitioners feel uncomfortable, but is also undesirable from a safety and health standpoint.

As a method to eliminate such unpleasant odors, the conventionally commonly used method is to add a strong fragrance to the first agent,
(e) It is a so-called masking method that makes people feel no unpleasant odor. However, as mentioned above, the amount of mercaptan generated is large and it also has a bad odor, so the mercaptan odor that pervades the entire beauty salon is of great concern to customers and practitioners.
It is by no means something that can be completely hidden by masking methods that use fragrances. In addition, the strong scent of fragrances commonly used for masking is persistent and is disliked by many people due to their taste.

In view of these circumstances, the present inventors conducted extensive research and found that a. By combining it with a hydrophilic surfactant such as sodium sulfate in the first agent, hydrogen sulfide and methyl mercaptan generated from the first agent and large amounts of hydrogen sulfide and methyl mercaptan generated when hair is treated are removed. It has been found that it has the effect of suppressing mercaptan and does not impair the waving effect.

(Margin 9 below) That is, the present invention contains a compound represented by the following general formula (1) and a compound represented by (1),
The mole fraction of (1) for i) is in the range of 03 to o9, and the amount of (1) and (n) is 0.1 in the total amount.
This is a first part of a permanent wave layer agent containing a mercapto compound as a main ingredient, characterized in that the amount is 50% by weight.

General formula (1) % formula %) However, in the formula, R1; an alkyl group or alkenyl group having 14 to 22 carbon atoms nil to 10 (average value) General formula (1) However, in the formula, R2; Alkyl group or alkenyl group ) Amphoteric group (betaine group, imidazolycium betel type <number of moles of ethylene oxide added: 15 or more>/amine oxide) Next, the structure of the present invention will be described in detail.

As a lipophilic surfactant represented by the general formula fl+,
Polyoxyethylene (hereinafter referred to as POK) myristyl ether, POE stearyl ether, P. The number of added moles of pog (average number of added moles, same hereinafter) is 1 to 10. Among these cattle, particularly preferred are FOE
(2~]0 mol) stearyl ether, FORl (2~
(10 mol) meleylether, POE (2 to 8 mol) cetyl ether.

The hydrophilic surfactants represented by the general formula (n) include alkyl (alkenyl) sulfate salts, alkyl (alkenyl → sulfonate salts, alkyl (alkenyl) phosphate salts), and alkyl (alkenyl) carbonyl ester salts. acid salt,
Quaternary ammonium salt, alkyl (alkenyl) hetaine, alkyl (alkenyl) imidazolinium betaine, POE alkyl (alkenyl) ether (P OB
hydrophilic surfactants such as alkyl (alkenyl) amine oxides, particularly preferred are stearyltrimethylammonium chloride,
Tyltrimethylammonium chloride, lauryl betaine,
Mention may be made of myristyl betaine, sodium lauryl sulfate, sodium cetyl sulfate, lauryltrimethylammonium chloride, POE (20 to ω mol) oleyl ether.

The molar fraction of +1) with respect to the total amount of +1) and (It) is in the range of 03 to 0.9, and the total amount of (1) and (It) is in the range of O1 to M% (hereinafter , simply referred to as %),
Preferably 0.1-30! l! , more preferably α
It is 6-10%.

(1) The molar fraction of (1 ton) with respect to the total amount of Tokushun is 09
In the above cases, (1) is not uniformly dissolved or dispersed,
(1) separates into a solid or liquid state, which is unfavorable in terms of appearance.

At the same time, the effect of suppressing mercaptan odor is also weakened.

When the molar fraction of (1) is 0.03 or less, it can be uniformly blended into the first agent, but the effect of suppressing mercaptan odor will be weakened. If the combined gti of tlJ and (n) is less than 01%, the mercaptan odor suppressing effect will be weak and if it exceeds 10%, the viscosity of the Permanent Wave Monthly Discount 1st Agent will gradually increase, and if it exceeds 50%, the hardness will decrease. This is not desirable as it makes it difficult to use.

Permanent wave monthly installment 1 targeted in the present invention
Agents include cold double bath type, cold-warm type, heated two bath type,
It can be applied to both heating-warming type and hair straightening agents. The reducing agent to be used is a reducing agent such as thioglycolate, cysteine/cysteine ms', 1° form, dalicerol monothioglycolate, thiolactate, thiomalate, etc. In addition to the above essential components, as necessary. Ammonia, alkanolamines, ammonium salts, basic amino acids, guanidine salts, alkaline agents such as inorganic alkalis, oils, surfactants, sequestering agents, chemicals, colorants, flavoring agents, preservatives, wetting agents, etc. It is possible to incorporate these within a range that does not impair the effects of the present invention.

As the second agent, sodium bromate, potassium bromate,
A second agent containing an oxidizing agent such as hydrogen peroxide as a main ingredient can be mentioned, and is used in a normal procedure after the first agent of the present invention is used.

(The following is a blank space) Next, the present invention will be explained in detail based on experimental examples, and the effects will also be described. The present invention is not limited to these. The blending amount is in weight%.

Experimental Example-1 Permanent wave monthly installment first agent was prepared using the combinations shown in Table-1 selected from general formulas (1) and (11) in the following basic formulation.

(% by weight) Ammonium thioglycolate solution (50%) 132 Monoethanolamine 08 Ammonium hydrogen carbonate 42 Tetrasodium edetate ° 01 Lipophilic surfactant (1) 10 Hydrophilic surfactant (II)
It is shown in Table-1.

Purified water residual The following was used as the second agent.

(Weight %) Sodium bromate 40 Potassium phosphate 02 Sodium phosphate 2 01 Purified water Measurement temperature of the reaction odor of the remaining 1st part with hair The 1st part above was adjusted and made of 100-vinyl chloride. 8 in a container
Fill the container, seal it with a stopper, and let it stand at room temperature for 6 months.

The hair is black and has not been permanently waved, colored or bleached in the past.
Before the experiment, they were washed with unscented shampoo and air-dried indoors for one day.

Hair 05 Ri, 1 drug 2- Lootn7! The dispute-L-)Y
The mixture was placed in an if-flask, mixed uniformly, sealed with parafilm, and left to stand in a constant humidity bath at 30°C for a while.

After all, the upper gas is O, B nv! The sample is collected using a gastight syringe, and the sulfur compound is quantified using gas chromatography (FPD). The same sample was also evaluated qualitatively using the nose.

Wave effect) Wrap the hair around a certain rod, apply the first agent treatment and the second agent treatment, and evaluate the waving effect.

The results are shown in Table-1 and Table-2.

Boil 1 was used as a control in which no activator was added.

Within the scope of the invention (A 3.4.5.6.7.
8.11, recognition, 13.14.15.17, lB, 19.
20゜21, thorns, o, sake, part, part, 27, tani, power,
31.32, product, ingredients, 35.36) all have little control. It can also be seen that there is virtually no difference in the wave effect. On the other hand, those outside the scope of the present invention (mud 2.
8.9, Co-0,16> was slightly more effective in the amount of mercaptan than Funtrol (Al), but sensually, the same mercaptan odor was felt as in the control.

Experimental Example-2 Patent Application No. 1lr (Patent Application No. 57
195798, patent application No. 1957-195799: Example Cyclodeki X)! J:/l! : By using together the lipophilic active agent of the present invention (first agent containing a heat-mixed product with β-methylnaphthyl ketone) and the combination formulation of the lipophilic active agent (11) and the hydrophilic active agent (1), the first agent The effect of suppressing the odor of the agent against the hair is further improved.

As an example, the experimental example shown in Table 3 is shown. The base uses the same first agent formulation as the actual experimental example. The 1lllll standard method for the reaction odor with the second agent 6 hair and the method for measuring the waving effect were also the same as in Experimental Example-1. It can be seen that the mercaptan odor of O37 was hardly felt, and the waving effect was not adversely affected.

(The following is a blank space) Next, the present invention will be described in more detail based on Examples. The present invention, like the Examples, is not limited to these. All compounding amounts are weight %.

Example 1 (First agent) (wt%) Ammonium diglycolate solution (50%) 13.0
Aqueous ammonia (28%) O5 Ammonium hydrogen carbonate 4° Sodium edetate oI POR (4 mol) Stearyl ether 1° Stearyltrimethylammonium chloride (0%) O2 Purified water Residual (2nd agent) Sodium bromate 6° 1st Potassium phosphate o3 Sodium phosphate dibasic o1 Purified water Remainder (preparation method of 1st part) POK (4 mol) Stearyl ether 19 was dissolved in hot water (approximately 80°C), and stearyltrimethylammonium chloride ( 60%) 'ft O29 added,
A viscous gel is obtained by slowly cooling to room temperature (25°C) while stirring. When the remaining purified water, ammonium thioglycolate, aqueous ammonia, and ammonium bicarbonate/tetrasodium edetate are added and stirred, a viscous first agent is obtained.

(Preparation method of second agent) Sodium bromate/potassium monophosphate, second agent in purified water
Add sodium phosphate and stir to obtain a transparent second agent.

(Effect on the hair) Apply 20+ ut of the first agent to the female hair and wind it with a rondo.After winding, the remaining 60 ut of the first agent
- Apply to the entire surface, cover with a cap, and let stand for 10 minutes. After 10 minutes, the cap was removed and the mercaptan odor was determined, but the mercaptan odor was weak.

After intermediate washing with lukewarm water, apply the second agent 6Q- to the entire area,
After 5 minutes, apply the second agent 6o- again to the entire surface and leave it for 1 minute. Finally, wash your hair with warm water, wipe off excess water with a towel, and you'll get relatively even and elastic waves from roots to ends.

Example 2 (First agent) (% by weight) Ammonium thioglycolate solution (50%) 125 Monoethanolamine 1.0 Ammonium hydrogen carbonate 3.0 Tetrasodium edetate 0.1 POE (5-v-zJ Olayk 1-f k 1.0z
e; pox (+ mol) oleyl ether O5 purified water Remaining (second agent) Same as Example 1 (effect on hair) 11UilJlk By the same treatment, weak mercaptan odor and elastic waves were obtained.

Example 3 (First agent) (wt%) Cysteine 65 Monoethanolamine 3.0 Triethanolamine 1.0°Tetrasodium edetate 05 Pole (4 mol) Stearyl ether 1.0 Sodium lauryl sulfate oI P OIC (25 Mok) cetyl z-tek 05β
- Cyclodextrin 1.0 β-Methylnaphthyl ketone 003 Purified water Remainder (same as Example 1 for second agent)

(Preparation method of Part 1) Heat 10% purified water to about 70°C, dissolve β-cyclodextrin and β-methylnaphthyl ketone, and cool it to room temperature for 4 hours with continuous stirring to obtain a transparent liquid. . Next, heat 20% of purified water to about 80"C, add POE stearyl ether, POJC cetyl ether, and sodium uryl sulfate and dissolve with stirring. Slowly cool to room temperature while stirring to obtain a gelatin liquid. Add the former preparation to this, and then add the remaining purified TW water, Nstin, monoethanolamine, triethanolamine, and tetrasodium edetate and dissolve with stirring to obtain a viscous first agent (effect on hair). ) The treatment was carried out in the same manner as in Example 1. The obtained waves were soft waves, but had elasticity and a glossy finish. During the treatment of the first agent, no mercaptan odor was felt, and it was almost odorless. Ta.

(Left below) Example 4 (First agent) (% by weight) Monoethanolamine thioglycolate (50%) 1
3.0 Impropaturamine zO Guanidine carbonate 1.0 Tetrasodium edetate 0I POE (4 mol) + 9 Luete 1 200 Sodium lauryl sulfate 20 POF (20 mol) 'LfTI Trueta 1k 5.
0 Fragrance 01 Guaiazulene 0.01 Glycerin 5.0 Purified water Residual (2nd part) Same as Example-1 (Preparation method of 1st part) 6379% purified water was heated to (a) °C and FOE Add stearyl ether, POE stearyl ether, and sodium lauryl sulfate/glycerin, and heat and stir while maintaining the temperature at 80°C. While stirring, reach approximately 50'C (effect on hair) Apply 80 g of the first agent to a woman's curly hair and attach it to a board using a comb.

After gluing everything, let it stand for 4 minutes.

After that, remove the board, wash it with lukewarm water, and then apply the second agent for 60 minutes.
Apply ml. After leaving it to stand for 5 minutes, apply 60 ml of the second agent again and leave it to stand for 10 minutes. Finally, if you wash your hair for 1 m with warm and wet water and wipe off the excess water with a towel, you can straighten your curly hair.

During treatment with the first agent, almost no mercaptan odor was felt.

(Left below) Example-5 (First agent) (Phantom I) Thioglycol ammonium solution (50%; l 10.
0 Ammonia ice (28%) o5 Ammonium hydrocarbon 3,5 Tetrasodium ethetate 001 POE (8 mol)
Remainder (2nd agent) Hydrogen peroxide solution (Chrysanthemum%) 7゜ Monobasic potassium phosphate o3 Sodium phosphate 2 0.02 Trisodium edetate 0.05 Purified water Remainder (hereinafter referred to as margin) (1st agent (Preparation method) Add each raw material to purified water and stir to obtain a transparent first agent.

(Preparation method of second agent) Each raw material is added to purified water and stirred to obtain a transparent second agent.

(Effect on hair) By the same treatment as in Example-1, soft waves with a weak mercaptan odor were obtained.

Special Bar 1 Applicant: Shiseido Co., Ltd.

Claims (1)

[Claims] (1) A compound represented by the following general formula (1) and (■)
contains a compound represented by, and the combination of (1) and (II) J
A mercapto compound characterized in that the molar fraction of (1) to 1 is in the range of 03 to 0.9, and the combined amount of (■) and (It) is 01 to 50% by weight based on the total amount. The first agent for permanent waving, which is the main agent. General formula (1) % formula %) However, in the formula, R+; alkyl group or alkenyl group with 1 kl' to 22 carbon atoms n i 1 to 10 (average value) General formula (n) R, -X However, in the formula, u, ; Alkyl group or alkenyl group X having 10 to 22 carbon atoms; Hydrophilic group, consisting of the following groups alone or in combination. Anionic group (sulfuric acid ester salt, sulfonic acid IJ!1 phosphate ester salt, carbon # salt) Cationic group (quaternary ammonium salt) Image (betaine group, imidazolinium betaine group) Nonionic group (polyoxyethyl group) Full ether type (more than 15 moles of ethylene oxide added, amine oxide)