JP2013095696A - First agent and second agent for permanent wave and hair treatment method - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide agents for permanent waves (a first agent and a second agent for permanent waves) which can remarkably improve feel of hair after permanent wave treatment, and further maintain the effect, and a hair treatment method which can exhibit the above effect using them.SOLUTION: The first agent for permanent waves at least includes (A) cysteamine as a reducing agent, and further includes (B) an anionic polymer. The second agent for permanent waves includes (C) an oxidizer, and further includes a cationic surfactant composed of (D) a quaternary ammonium salt.

Description

  The present invention relates to a permanent wave first agent and a second agent used when forming a permanent wave on hair, and a hair treatment method using these permanent wave agents (first agent and second agent). In particular, the present invention relates to a permanent wave agent which can improve the feel of hair (softness, slip, unity, gloss, etc.) without treatment after permanent wave treatment and can maintain the effect.

  Permanent wave treatment is as follows: (1) Applying an alkaline solution containing a reducing agent such as thioglycolic acid and its salts, cysteine and its salts as the main component to the hair as the first agent for permanent wave, to obtain the desired wave (2) After applying water etc. to the hair and wrapping it around a rod etc., apply the permanent wave first agent and leave it for a certain period of time. Cleave the disulfide bond of keratin. After that, it is common to fix the wave by recombining disulfide bonds at a new position with a second permanent wave agent mainly composed of an oxidizing agent such as sodium bromate and hydrogen peroxide. This treatment is a method for obtaining a semi-permanent wave-like deformation different from the hair before treatment (for example, Non-Patent Document 1).

  However, when the hair is treated with the permanent wave agent (first agent and second agent) as described above, the hair is damaged because it uses a reduction / oxidation action. In particular, there is a hair color boom in recent years, and the frequency of bleaching processing and color processing with bleaching action tends to increase. Along with this, hair damage becomes severe, and in hair that has been subjected to these treatments repeatedly, it becomes difficult to form waves by permanent wave treatment, and the feel of the hair (softness, slipping, cohesion) The present situation is that the feeling, gloss, etc.) are significantly reduced.

  In order to solve the decrease in the feel of hair (softness, slip, cohesiveness, gloss, etc.) due to damage caused by permanent wave treatment, improvement of the feel of touch was attempted by treatment after permanent wave treatment. Yes. However, the effect is temporary, and there is a problem that it imposes a time burden on the patient, and it does not lead to a fundamental solution.

  In order to further suppress hair damage associated with permanent wave treatment, cysteamine is used as a reducing agent other than thioglycolic acid and its salts, cysteine and its salts, as the first agent for permanent wave, and this cysteamine and anionic surfactant It has been proposed to use these together (for example, Patent Document 1). Moreover, in order to effectively exhibit the effects of cysteamine, a method of controlling pH according to the concentration has also been proposed (for example, Patent Document 2). However, these techniques do not sufficiently satisfy the feel of hair (softness, slip, feeling of unity, gloss, etc.).

  On the other hand, a permanent wave treatment using a solution of anionic or amphoteric polymer as a pretreatment agent for permanent wave treatment, containing a reducing agent such as cysteine, cysteamine, thiolactic acid and thioglycolic acid, and a metal cation and / or ammonium ion. A method (multi-drug method) for treating with a first agent for permanent wave and a second agent for permanent wave containing an oxidizing agent has also been proposed (for example, Patent Document 3).

  However, such a multi-drug method requires a step as a pretreatment, and the treatment time becomes long. In addition, since the anionic or amphoteric polymer needs to be precipitated by the treatment of the first agent for permanent wave containing metal cations and / or ammonium ions, it is considered that the action of these polymers is reduced. For these reasons, development of a more effective technology is desired.

"SCIENCE OF WAVE", edited by Japan Permanent Wave Liquid Industry Association, Shin Beauty Publishing Co., Ltd., April 10, 2002, pp. 20-64

JP 2007-01916 A JP 2011-84582 A JP 2005-53919 A

  The present invention has been made under such circumstances, and its purpose is to significantly improve the feel of hair after permanent wave treatment and to maintain the effect (first agent). And a second agent), and a hair treating method capable of effectively exerting the effect using these permanent wave agents.

  The first permanent wave agent of the present invention that has achieved the above object is characterized in that it contains at least (A) cysteamine as a reducing agent and (B) an anionic polymer. And

  In the first agent for permanent wave of the present invention, the content of (A) cysteamine is preferably 7% by mass or less (not including 0% by mass) as a percentage of the entire first agent for permanent wave. Moreover, it is preferable that content of the said (B) anionic polymer is 2 mass% or less (0 mass% is not included) in the ratio which occupies for the whole 1st agent for permanent waves.

  Examples of the anionic polymer (B) used in the first permanent wave agent of the present invention include one or more compounds selected from the group consisting of a maleic acid copolymer and an acrylic acid copolymer. . As a more specific compound of the maleic acid copolymer, a methoxyethylene maleic anhydride copolymer is preferable.

  As the second permanent wave agent used after treating the hair with the first permanent wave agent as described above, in addition to (C) an oxidizing agent, (D) a cationic surfactant comprising a quaternary ammonium salt is used. What is contained is preferable, and the effect of the permanent wave agent treatment can be sustained by using such a second agent for permanent wave in combination. In the second agent for permanent wave, the preferred content of the cationic surfactant comprising (D) a quaternary ammonium salt is 3% by mass or less (0% by mass) as a proportion of the entire second agent for permanent wave. Not included).

  (D) Specific examples of the cationic surfactant composed of a quaternary ammonium salt include ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium. If necessary, the second agent for permanent wave of the present invention preferably further contains (E) lanolin, whereby the effect of the second agent treatment for permanent wave can be further enhanced.

  The present invention also includes a permanent wave agent comprising the first permanent wave agent and the second permanent wave agent. In addition, after treating the hair with the first permanent wave agent of the present invention as described above, by treating the hair with the second permanent wave agent, the touch feeling of the hair after the permanent wave treatment can be significantly improved, The effect can be further sustained.

  In the present invention, at least (A) cysteamine as a reducing agent is used, and (B) the first agent for permanent wave containing an anionic polymer can significantly improve the feel of hair. Become. In addition, after treating with such a permanent wave first agent, (C) in addition to the oxidizing agent, (D) treating with a permanent wave second agent containing a cationic surfactant comprising a quaternary ammonium salt. Thereby, the improvement effect of the feel of hair can be maintained.

  The present inventors have studied from various angles in order to realize a permanent wave first agent suitable for the above-mentioned purpose. As a result, it was found that if the first agent for permanent wave is constituted by using (A) cysteamine as a reducing agent and (B) an anionic polymer in combination, the above object can be achieved brilliantly. completed.

  The reducing agent contained in the first permanent wave agent of the present invention uses at least (A) cysteamine. This reducing agent may be only (A) cysteamine, but other reducing agents such as thioglycolic acid and cysteine may be used in combination. (A) The content of cysteamine is preferably 7% by mass or less (not including 0% by mass) as a percentage of the entire first agent for permanent wave. (A) When the content of cysteamine is more than 7% by mass, the influence on hair damage becomes large, and it becomes difficult to obtain a desired hand feeling. (A) Content of a cysteamine becomes like this. More preferably, it is 6 mass% or less, More preferably, it is 4 mass% or less.

  (A) The effect of cysteamine increases as the content increases, but from the viewpoint of obtaining sufficient wave forming power, the content is 0. 0% of the total amount of the first permanent wave agent. It is preferable that it is 5 mass% or more. This content is more preferably 1% by mass or more, and still more preferably 2% by mass or more.

(A) Cysteamine (molecular weight: 77.15) is a compound represented by the following formula (1), but for example, a salt such as hydrochloride (molecular weight: 113.60) represented by the following formula (2) Good. This (A) cysteamine is a substance exhibiting reducibility like thioglycolic acid (molecular weight: 92.12) and cysteine (molecular weight: 121.16).
HS—CH ₂ —CH ₂ —NH ₂ (1)
HS—CH ₂ —CH ₂ —NH ₂ .HCl (2)

  The anionic polymer (B) contained in the first permanent wave agent of the present invention includes a maleic acid (including maleic anhydride) group, an acrylic acid group, a carboxyl group, a sulfonic acid group, a sulfuric acid group, and a phosphoric acid group. Means a water-soluble polymer in which a plurality of anionic groups are linked by a covalent bond in one molecule of the polymer (polymer), and has a property of being negatively charged by dissociating in water. Examples thereof include anionic cellulose derivatives such as carboxymethylcellulose containing a carboxyl group, xanthan gum, gum arabic, agar and the like containing a carboxyl group and a sulfonic acid group in a polysaccharide. The copolymer which combines these anionic groups may be sufficient. Moreover, the molecular weight of the (B) anionic polymer is not particularly limited.

  (B) The content of the anionic polymer is preferably 2% by mass or less (not including 0% by mass) in the proportion of the entire first agent for permanent wave. (B) When the content of the anionic polymer is more than 2% by mass, the viscosity of the preparation increases and the operability is impaired. (B) Content of anionic polymer becomes like this. More preferably, it is 1.5 mass% or less, More preferably, it is 1 mass% or less.

  In order to effectively exhibit the effect of the (B) anionic polymer, the content thereof is preferably 0.01% by mass or more in terms of the ratio to the entire permanent wave first agent. More preferably, it is 0.1 mass% or more, More preferably, it is 0.5 mass% or more.

  Specific examples of (B) anionic polymer as described above include maleic acid copolymers (polymers having maleic acid groups) and acrylic acid copolymers (polymers having acrylic acid). And one or more of these compounds can be used. Among these, maleic acid copolymers include vinyl acetate / butyl maleate / isobornyl acrylate copolymer, isobutylene / maleic acid ethylimide / maleic acid hydroxyethylimide copolymer, maleic anhydride / vinyl acetate copolymer sodium. , Maleic anhydride / diisobutylene copolymer sodium liquid, isobutylene / sodium maleate copolymer liquid, ethylene / maleic anhydride copolymer, methoxyethylene maleic anhydride copolymer, methoxyethylene ethyl maleic anhydride copolymer, A methoxyethylene butyl maleic anhydride copolymer etc. are mentioned. The (B) anionic polymer used in the present invention is particularly preferably a methoxyethylene maleic anhydride copolymer.

  Examples of the acrylic acid-based copolymer include acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer liquid, acrylic acid / acrylic acid amide / ethyl acrylate copolymer, acrylic acid amide / methacrylic acid methoxypolyethylene glycol copolymer, Examples thereof include an alkyl acrylate copolymer, an alkyl acrylate / vinyl acetate copolymer solution, and a hydroxyethyl acrylate / methoxyethyl acrylate copolymer solution.

  In the present invention, after the hair is treated with the first permanent wave agent as described above, (C) in addition to the oxidizing agent, (D) a permanent surfactant containing a cationic surfactant composed of a quaternary ammonium salt. By treating with the second agent, the effect of the first agent for permanent wave can be further sustained.

  The type of the oxidizing agent (C) contained in the second permanent wave agent of the present invention is not particularly limited. For example, bromic acid compounds such as sodium bromate and potassium bromate, or hydrogen peroxide may be used. it can. The second agent for permanent wave is generally adjusted to a pH in the range of 2.5-8. (C) When the oxidizing agent is hydrogen peroxide, the pH is preferably about 2.5 to 4.5. (C) When the oxidizing agent is a bromic acid compound, the pH is preferably about 4.5 to 8. The pH of the second agent for permanent wave can be adjusted by blending acidic amino acids and basic amino acids, or other optional pH adjusting agents may be blended as necessary. In addition, content of (C) oxidizing agent is the ratio which occupies for the whole 2nd agent for permanent waves, and is about 0.5-6 mass% with hydrogen peroxide, and about 0.5-12 mass% with bromic acid compound. is there.

  The cationic surfactant comprising (D) quaternary ammonium salt to be contained in the second agent for permanent wave is lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, distearyl chloride. Examples thereof include dimethylammonium and ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium. Of these, lanolin ethylsulfate fatty acid aminopropylethyldimethylammonium is particularly preferred.

  (D) The content of the cationic surfactant comprising a quaternary ammonium salt is preferably 3% by mass or less (excluding 0% by mass). (D) If the content of the cationic surfactant comprising a quaternary ammonium salt is more than 3% by mass, it may cause irritation such as itching. (D) Content of the cationic surfactant which consists of a quaternary ammonium salt becomes like this. More preferably, it is 2.5 mass% or less, More preferably, it is 2 mass% or less.

  Moreover, in order to effectively exhibit the effect of the cationic surfactant comprising (D) a quaternary ammonium salt, the content thereof is 0.5% by mass or more in the ratio of the entire second agent for permanent wave. Preferably there is. More preferably, it is 1 mass% or more, More preferably, it is 1.5 mass% or more.

  If necessary, the second agent for permanent wave of the present invention may further contain (E) lanolin. By containing (E) lanolin, the effect of the second agent for permanent wave can be further improved. This lanolin is a wool grease obtained by purifying a fatty substance obtained from sheep wool, and is composed mainly of cholesterol, higher fatty acids, higher alcohols and esters thereof, and has excellent water repellency. The (E) lanolin used in the present invention includes adsorbed and purified lanolin purified by passing a lanolin solution through an ultrafiltration membrane to remove impurities and removing lanolin alcohol and lanolin sterol that cause allergies.

  (E) The content when lanolin is contained is a proportion of the entire second agent for permanent wave, and is preferably 0.2% by mass or more. More preferably, it is 0.5 mass% or more, More preferably, it is 1 mass% or more. However, if this content is excessive, the hair tends to be sticky, so it is preferably 2% by mass or less, more preferably 1.8% by mass or less (more preferably 1.5% by mass or less). .

  In addition to the above components, the permanent wave agent (first agent and second agent) of the present invention may contain components (additives) that are usually added to permanent wave agents. These additives include alkaline agents, higher alcohol oils, moisturizers, surfactants (nonionic surfactants, anionic surfactants, amphoteric surfactants), silicones, proteins, hydrolyzed proteins, Amino acids, plant extracts, ultraviolet absorbers, deodorants, preservatives, chelating agents, pH adjusters, solvents, anti-inflammatory agents, fragrances, pigments and the like can be mentioned, and these can be appropriately blended.

  As the dosage form of the permanent wave agent (first agent and second agent) of the present invention, a liquid dosage form is useful, but a cream dosage form or a gel dosage form can also be used. Further, the permanent wave agent of the present invention can be applied not only to normal permanent wave agents but also to technical applications for straight permanent agents.

  Next, the operation and effect of the present invention will be described specifically by way of examples. However, the following examples are not of the nature that limit the present invention, and any design modifications may be made in accordance with the purpose described above and below. It is included in the technical scope of the present invention.

[Example 1]
(Preparation of test hair bundle)
Using hair that has not undergone any chemical treatment (for example, perm treatment, hair color treatment, bleach treatment, etc.), a test hair bundle having a length of 20 cm, a weight of 15 g or a length of 16 cm, and a weight of 0.2 g is prepared. After producing and drying completely, it used for the following evaluations.

(Evaluation method of hair softness)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the first agent for permanent wave prepared in each formulation example was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of a permanent wave second agent, and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, 10 professional panelists performed sensory evaluation on the softness of the hair by the following three-level evaluation (evaluation points), and determined the average value of the evaluation points, which were determined according to the following criteria: .
3 points: very soft 2 points: soft 1 point: feel hardness

[Evaluation criteria for softness]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

(Evaluation method of hair slip)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the first agent for permanent wave prepared in each formulation example was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of a permanent wave second agent, and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, the hair slip was subjected to sensory evaluation by the following three-stage evaluation (evaluation points) by 10 professional panelists, the average value of the evaluation points was determined, and judged according to the following criteria.
3 points: very good slip 2 points: good slide 1 point: bad slip and feels stuck

[Slip evaluation criteria]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

(Evaluation method for the sense of unity of hair)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the first agent for permanent wave prepared in each formulation example was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of a permanent wave second agent, and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, the sense of unity of the hair was sensory-evaluated by the following three-stage evaluation (evaluation points) by 10 professional panelists, the average value of the evaluation points was determined, and judged according to the following criteria .
3 points: very organized 2 points: organized 1 point: spread

[Evaluation criteria for unity]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

(Evaluation method of hair gloss)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the first agent for permanent wave prepared in each formulation example was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of a permanent wave second agent, and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, the hair bundle is wrapped around a cylinder with a diameter of about 6 cm, and under the white fluorescent lamp, the gloss of the hair is sensory by the following three-stage evaluation (evaluation points) by 10 professional panelists Evaluation was made, the average value of the evaluation points was determined, and judgment was made according to the following criteria.
3 points: very glossy 2 points: glossy 1 point: no gloss / glare glossy

[Evaluation criteria for glossiness]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

(Evaluation method of wave forming ability)
The test hair bundle (length: 16 cm, weight: 0.2 g) coated with 0.2 g of the first permanent wave agent prepared in each formulation example was fixed on the hair rod with a diameter of 12 mm and the hair bundle was fixed. It was wound with care so as to apply tension. Then, it was left at 40 ° C. for 15 minutes, rinsed thoroughly with water, 0.2 g of the permanent wave second agent was applied, and left at 30 ° C. for 10 minutes. Rinse thoroughly with water, remove the test hair bundle from the rod, let it dry, and then evaluate based on the number of turns based on the following three-level evaluation (evaluation point). Judged.
3 points: 2 rotations or more 2 points: 1 rotation or more, less than 2 rotations 1 point: less than 1 rotation

[Evaluation criteria for wave forming ability]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

  These results are shown in Table 1 below together with prescription examples (prescription examples 1 to 7) of the first agent for permanent wave. In addition, the 2nd agent for permanent waves used at this time is the prescription example 23 shown in the postscript Table 4.

  From Table 1, it can be considered as follows. First, in the case of containing (A) cysteamine as a reducing agent (Prescription Examples 3 to 5), compared to the case of containing thioglycolic acid (Prescription Example 1) or the case of containing cysteine (Prescription Example 2), It can be seen that the softness of the hair, the slipping of the hair, the feeling of unity of the hair, and the gloss of the hair are improved. The above effect is also improved when (A) cysteamine and thioglycolic acid are used in combination (Formulation Example 7). However, when the content of (A) cysteamine is more than 7% by mass (formulation example 6), the above-described effects are not recognized.

[Example 2]
Using the test hair bundles produced in the same manner as in Example 1, treatment with various permanent wave agents (Tables 2 to 4 below) in the same manner as in Example 1, and softness of the hair, slipping of the hair, While evaluating unity feeling and gloss of hair, the following evaluation was performed.

(Evaluation method for formulation operability)
By 10 professional panelists, using a test wig (length: 20 cm), the ease of application of the first agent for permanent waves (Tables 2 and 3 below) prepared in each formulation example (operability of the preparation), Sensory evaluation was performed by the following three-stage evaluation (evaluation point), an average value of the evaluation points was obtained, and determination was made according to the following criteria.
3 points: very easy to apply 2 points: easy to apply 1 point: difficult to apply

[Evaluation criteria for operability]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

  These results are shown in Tables 2 and 3 below together with prescription examples (prescription examples 8 to 22) of the first agent for permanent wave. The second permanent wave agent used at this time is shown in Table 4 below (Prescription Example 23).

  From Tables 2 and 3, it can be considered as follows. When (A) cysteamine is contained as a reducing agent and (B) an anionic polymer is contained (Formulation Examples 8 to 16), (B) when an anionic polymer is not contained (Formulation Example 17) It can be seen that the softness of the hair, the slipperiness of the hair and the gloss of the hair are improved, and the feeling of unity of the hair after the permanent treatment is improved. Moreover, it turns out that said effect is remarkable when a methoxyethylene maleic anhydride copolymer (formulation example 8-10) is used as (B) anionic polymer. However, when the content of the methoxyethylene maleic anhydride copolymer is more than 2% by mass (Formulation Example 11), the operability of the preparation is impaired.

  Further, even when thioglycolic acid is used as a part of the reducing agent (formulation example 18), the above effect is observed, but when the reducing agent is changed from cysteamine to thioglycolic acid (formulation example 19). ) Does not have the above effect. It turns out that said effect is exhibited also when the preparation is creamy (when cetostearyl alcohol is blended as an oil agent: Formulation Example 22).

  In addition, (B) the above effect is recognized even when hydroxyethyl cellulose (neutral polymer: formulation example 20) or cationized guar gum (cationic polymer: formulation example 21) is contained instead of the anionic polymer. I can't. Moreover, said effect is not recognized even if it contains sodium lauryl sulfate (Anionic surfactant: prescription example 17 said patent document 1) instead of (B) anionic polymer.

[Example 3]
Using the test hair bundles produced in the same manner as in Example 1, treatment with various permanent wave agents (Tables 5 and 6 below) in the same manner as in Example 1, and softness of the hair, slipping of the hair, While evaluating unity feeling and gloss of hair, the following evaluation was performed.

(Evaluation method for maintaining the good feel of hair)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the permanent wave first agent prepared in Formulation Example 24 shown in Table 5 below was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of the second permanent wave agent (Prescription Examples 25 to 34 in Table 6), and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, sensory evaluation of the feel of hair was performed by 10 professional panelists. Thereafter, the test hair bundle was washed with 1% sodium lauryl sulfate solution and dried. After repeating this operation seven times in total, sensory evaluation of the feel of hair was performed by 10 professional panelists, and the difference in feel before and after washing with 1% sodium lauryl sulfate solution was compared. Evaluation (evaluation point) was performed, the average value of the evaluation points was determined, and the determination was made according to the following criteria.
3 points: The feeling of good touch is very long lasting (the feel of good touch is almost the same before and after washing the hair bundle)
2 points: Good touch feeling is maintained (good touch feeling is maintained after washing the hair bundle)
1 point: A good touch feeling is not sustained (good touch feeling is lost after washing the hair bundle)

[Evaluation criteria for feeling of touch]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

(Evaluation method for irritation such as itching)
After applying 0.5g of the permanent wave second agent prepared in each formulation example to the necks of 10 professional panelists and leaving it to stand for 30 minutes, the average value of the evaluation points in the following three-stage evaluation (evaluation points) Was determined according to the following criteria.
3 points: There was no irritation such as itching 2 points: There was some irritation such as itching 1 point: There was irritation such as itching

[Evaluation criteria for irritation such as itching]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

  These results are shown in Table 6 below together with a formulation example (Prescription Examples 25 to 34) of the second agent for permanent wave. The permanent wave first agent (Prescription Example 24) used at this time is shown in Table 5 below.

  It can be considered from Table 6 as follows. First, after treating with the first agent for permanent wave shown in Formulation Example 24 and washing with water, the second agent for permanent wave (prescription) containing a surfactant comprising (C) an oxidizing agent and (D) a quaternary ammonium salt. When treated in Examples 25-34), (D) When treated with a permanent wave second agent (formulation example 23) that does not contain a surfactant composed of a quaternary ammonium salt (Tables 2 and 3 above) It can be seen that the above effects are improved and a better hand feeling is sustained.

  (D) When the surfactant of the quaternary ammonium salt is ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium (formulation examples 25 to 29), the above-mentioned effect is remarkably improved. The same effect is recognized also when the surfactant of the quaternary ammonium salt which has an alkyl group is contained (formulation example 31-34). Moreover, the same effect is recognized also when sodium bromate is contained to 10 mass% (formulation example 34). However, when the content of the ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium exceeds 3% by mass (formulation example 30), irritation such as itching may occur.

[Example 4]
Using the test hair bundles produced in the same manner as in Example 1, treatment with various permanent wave agents (Table 5 and Table 7 below) in the same manner as in Example 3, softness of the hair, slipping of the hair, In addition to evaluating the unity feeling of hair, the gloss of hair, and the feeling of touch, the following evaluations were performed.

(Evaluation method for stickiness of hair)
To the test hair bundle (length: 20 cm, weight: 15 g), 15 g of the first agent for permanent wave prepared in each formulation example was applied and spread evenly on the hair. Then, it was allowed to stand at 40 ° C. for 15 minutes, rinsed thoroughly with water, applied with 15 g of a permanent wave second agent, and allowed to stand at 30 ° C. for 10 minutes. After thoroughly rinsing with water and drying, the stickiness of the hair was sensory-evaluated by the following three-stage evaluation (evaluation points) by 10 professional panelists, the average value of the evaluation points was determined, and judged according to the following criteria.
3 points: not sticky 2 points: not very sticky 1 point: sticky

[Evaluation criteria for stickiness]
◎: 2.5 points or more ○: 2 points or more, less than 2.5 points △: 1.5 points or more, less than 2 points ×: 1 point or more, less than 1.5 points

  These results are shown in Table 7 below together with prescription examples (prescription examples 35 to 41) of the second agent for permanent wave. Moreover, the 1st agent for permanent waves used at this time is the prescription example 24 shown in the said Table 5.

  It can be considered from Table 7 as follows. First, by adding (E) lanolin to a second agent for permanent wave containing (C) an oxidizing agent and (D) a quaternary ammonium salt surfactant (formulation examples 35 to 41), softness of the hair It can be seen that the sliding of the hair, the feeling of cohesion of the hair, the gloss of the hair, and the good touch feeling are improved as compared with the case where (E) lanolin is not contained (formulation example 26). However, when the content of (E) lanolin exceeds 2% by mass (Formulation Example 40), the hair tends to be sticky. The improvement of the above effect is exhibited not only when (C) the oxidizing agent is sodium bromate (Formulation Example 37) but also when hydrogen peroxide (Formulation Example 41) is used.

Claims (11)

  A first agent for permanent wave treatment, characterized in that it contains at least (A) cysteamine as a reducing agent and (B) an anionic polymer. .   2. The first agent for permanent wave according to claim 1, wherein the content of (A) cysteamine is 7% by mass or less (not including 0% by mass) as a percentage of the entire first agent for permanent wave.   The content of the (B) anionic polymer is 2% by mass or less (not including 0% by mass) as a percentage of the entire first agent for permanent wave. 1 agent.   The said (B) anionic polymer is a 1 type, or 2 or more types of compound chosen from the group which consists of a maleic acid type copolymer and an acrylic acid type copolymer, The statement in any one of Claims 1-3 The first agent for permanent wave.   The first agent for permanent wave according to claim 4, wherein the maleic acid copolymer is a methoxyethylene maleic anhydride copolymer.   A permanent wave second agent used after treating the hair with the permanent wave first agent according to any one of claims 1 to 5, wherein (D) a quaternary ammonium salt in addition to (C) an oxidizing agent. A second agent for permanent wave containing a cationic surfactant comprising:   The content of the cationic surfactant comprising the (D) quaternary ammonium salt is 3% by mass or less (not including 0% by mass) as a percentage of the entire second agent for permanent wave. The second agent for permanent wave.   The second agent for permanent wave according to claim 6 or 7, wherein the cationic surfactant comprising (D) a quaternary ammonium salt is ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium.   Furthermore, the 2nd agent for permanent waves in any one of Claims 6-8 containing (E) lanolin.   The permanent wave agent which consists of the 1st agent for permanent waves in any one of Claims 1-5, and the 2nd agent for permanent waves in any one of Claims 6-9.   A hair treatment method for treating hair with the second permanent wave agent according to any one of claims 6 to 9, after treating the hair with the first permanent wave agent according to any one of claims 1 to 5. .