CN112912055A - Intermediate treatment agent for hair deformation treatment, hair deformation treatment method, and hair deformation agent - Google Patents

Intermediate treatment agent for hair deformation treatment, hair deformation treatment method, and hair deformation agent Download PDF

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CN112912055A
CN112912055A CN201980070804.XA CN201980070804A CN112912055A CN 112912055 A CN112912055 A CN 112912055A CN 201980070804 A CN201980070804 A CN 201980070804A CN 112912055 A CN112912055 A CN 112912055A
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agent
hair
treatment
disulfide
hair deformation
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小野和美
石森纲行
渡边大介
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Shiseido Co Ltd
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Shiseido Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair

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Abstract

The present invention relates to an intermediate treatment agent for hair deformation treatment, which is used after hair is treated with a1 st agent containing a reducing agent and before hair is treated with a2 nd agent containing an oxidizing agent, and which contains 5 to 15 mass% of a disulfide. According to the present invention, it is possible to provide an intermediate treatment agent for hair deformation treatment, a hair deformation treatment method, and a hair deformation agent, which can stably form stable, non-sagging, three-dimensional, large waves in hair.

Description

Intermediate treatment agent for hair deformation treatment, hair deformation treatment method, and hair deformation agent
Technical Field
The present invention relates to an intermediate treatment agent for hair deformation treatment, a hair deformation treatment method, and a hair deformation agent.
Background
Hair treatment such as permanent wave treatment is performed by treating hair with a reducing agent to break disulfide bonds in hair, applying waves to hair with a rod or the like, and recombining disulfide bonds with an oxidizing agent.
In the hair deformation treatment, it is attempted to treat the hair with an intermediate treatment agent between the reduction treatment by the 1 st agent and the oxidation treatment by the 2 nd agent. For example, patent document 1 discloses a permanent wave intermediate treatment agent composition containing (a) a carbonate or bicarbonate salt and (B) dithiodiglycolic acid or a salt thereof, and a permanent wave treatment method using the same. In example 1, hair was treated with 1 mass% disodium dithiodiglycolate as an intermediate treatment agent for 10 minutes. As an effect of this method, it is described in paragraph [0001] of patent document 1 that it improves the ability of permanent wave formation and prevents damage to hair.
Patent document 2 discloses an intermediate treatment agent for hair deformation treatment, which is used after hair is treated with a1 st agent containing a reducing agent and before the hair is treated with a2 nd agent containing an oxidizing agent, wherein the intermediate treatment agent for hair deformation treatment contains 0.1 to 3.5 mass% of the oxidizing agent and has a pH of 6.0 to 10.0. The oxidizing agent contains an oxidized dimer of a reducing agent such as bromate and diammonium dithiodiethanolate. In examples 14 to 18, hair was treated with 0.1 to 3.5 mass% of diammonium dithiodiethanolate as an intermediate treatment agent for 3 minutes. In paragraph [0007] of patent document 2, various problems occurring in conventional hair treatment agents are described. The invention of patent document 2 is proposed to solve the above-mentioned problems, and describes that the effect of the hair deformation treatment can be sufficiently obtained in a short time, the residual odor is remarkably reduced, and a good finish is obtained.
However, in the conventional methods such as the methods described in examples and the like of patent documents 1 and 2, the hair cannot be stably formed into a stable, non-sagging, three-dimensional, large wave.
Prior Art
Patent document
Patent document 1: japanese patent laid-open publication No. 5-294815
Patent document 2: japanese laid-open patent publication No. 2017-114838
Disclosure of Invention
Problems to be solved by the invention
As described above, in the conventional method, the hair cannot be stably formed into a large wave of a stable, non-sagging solid. Therefore, there is a need for a hair deformation treatment that can stably form stable, non-sagging, three-dimensional, large waves in hair. The present invention has been made in view of the above circumstances, and an object to be solved by the present invention is to provide an intermediate treatment agent for hair deformation treatment, a hair deformation treatment method, and a hair deformation agent, which can stably form stable, non-sagging, three-dimensional, large waves in hair.
Means for solving the problems
As a result of intensive studies, the inventors of the present invention have found that, when hair is treated with an intermediate treatment agent for hair deformation treatment containing a disulfide at a high concentration of 5 to 15 mass% after the hair is treated with a1 st agent containing a reducing agent and before the hair is treated with a2 nd agent containing an oxidizing agent, the hair can be stably formed into a stable, non-sagging, large wave, which has not been obtained by the conventional method, and have completed the present invention. The present invention is based on such findings, and more specifically, the present invention is as follows.
(1) An intermediate treatment agent for hair deformation treatment, wherein the intermediate treatment agent for hair deformation treatment is used after hair is treated with a1 st agent containing a reducing agent and before hair is treated with a2 nd agent containing an oxidizing agent; the composition contains 5 to 15 mass% of a disulfide.
(2) The intermediate treatment agent for hair deformation treatment as described in the above-mentioned aspect (1), wherein the disulfide is a dimer of the reducing agent.
(3) The intermediate treatment agent for hair deformation treatment as described in the above-mentioned aspect (1), wherein the disulfide is one or two or more disulfides selected from dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide, and bis (2-butyrolactone) disulfide.
(4) The intermediate treatment agent for hair deformation treatment according to any one of the above (1) to (3), wherein the oxidizing agent is a bromate or perborate, and the agent 2 has a pH of 8 or more.
(5) A hair deformation treatment method comprising the steps of:
a first step of treating hair with a1 st agent containing a reducing agent; and
a second step of treating the hair treated in the first step with an intermediate treatment agent for hair deformation treatment containing 5 to 15 mass% of a disulfide; and
and a third step of treating the hair treated in the second step with a2 nd agent containing an oxidizing agent.
(6) The hair deformation treatment method according to the above-mentioned aspect (5), wherein the disulfide is a dimer of the reducing agent.
(7) The method for hair deformation treatment according to item (5) above, wherein the disulfide is one or more disulfides selected from dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide, and bis (2-butyrolactone) disulfide.
(8) The method for hair deformation treatment according to any one of the above (5) to (7), wherein the method applies stable and non-sagging three-dimensional curls to the hair.
(9) The method of hair deformation treatment according to any one of the above (5) to (8), wherein the oxidizing agent is a bromate or perborate, and the agent 2 has a pH of 8 or more.
(10) A hair setting agent comprising: 1 st agent containing a reducing agent; and an intermediate treatment agent for hair deformation treatment, which contains 5 to 15 mass% of disulfide; and a2 nd agent containing an oxidizing agent.
(11) The hair deforming agent according to the above-mentioned aspect (10), wherein the disulfide is a dimer of the reducing agent.
(12) The hair styling agent according to the above (10), wherein the disulfide is one or more reducing agents selected from dithiodiglycolic acid or a salt thereof, dithiodilactic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide, and bis (2-butyrolactone) disulfide.
(13) The hair styling agent according to any one of the above (10) to (12), wherein the oxidizing agent is a bromate or perborate; the pH of the agent 2 is 8 or more.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the intermediate treatment agent for hair deformation treatment, the hair deformation treatment method, and the hair deformation agent of the present invention, stable, non-sagging three-dimensional, large waves can be formed in hair. The intermediate treatment agent for hair deformation treatment of the present invention can retain the wave formed by the hair deformation treatment method and the hair deformation agent for a long period of time.
Drawings
Fig. 1 is a photograph showing the results of experiments of experimental example 1 concerning the investigation of the concentration of diammonium dithiodiethanolate.
Fig. 2 is a schematic diagram showing the lengths a1 to a3 used in measuring the minor axis of treated hair.
FIG. 3 is a photograph showing the results of the experiments conducted to investigate the hair washing and care treatment in test example 4.
Detailed Description
Intermediate treatment agent for hair deformation treatment
The intermediate treatment agent for hair deformation treatment of the present invention is an intermediate treatment agent for hair deformation treatment, which is used after hair is treated with a1 st agent containing a reducing agent and before hair is treated with a2 nd agent containing an oxidizing agent, and which contains 5 to 15 mass% of disulfide. In general, hair is deformed by winding hair to be treated around a cylindrical rod or roll having a specific radius, then performing a reduction treatment using the agent 1, performing a treatment using an intermediate treatment agent for hair deformation treatment, then performing an oxidation treatment using the agent 2, and then removing the hair from the rod or roll.
As the "reducing agent", any of those generally used for the first agent for hair styling treatment 1 can be used. Examples of the reducing agent include one or two or more selected from mercaptoethylamine or a salt thereof, mercaptoacetic acid or a salt thereof, thiolactic acid or a salt thereof, cysteine or a salt thereof, N-acetylcysteine, sulfite, and 2-mercapto-4-butanol. Here, cysteine and N-acetylcysteine include substances having L-cysteine, D-cysteine and DL-cysteine structures. Preferably, the reducing agent is one or two or more selected from thioglycolic acid or a salt thereof, thiolactic acid or a salt thereof, cysteine or a salt thereof, and N-acetylcysteine, and more preferably, one or two or more selected from thioglycolate and thiolactate. One or more reducing agents selected from thioglycolate and thiolactate are preferable because they have less influence on the skin. Reducing agents having basic groups, acidic groups, and the like are preferred because they can form a three-dimensional, large wave which is more stable and less sagging to the hair. Examples of the salt of the reducing agent include: inorganic acid salts such as hydrochloride, sulfate and nitrate, organic acid salts such as methanesulfonate, benzenesulfonate and maleate, alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as magnesium salt and calcium salt, inorganic base salts such as ammonia salt, and organic base salts such as ethanolamine salt, isopropanolamine salt, triethylamine salt, arginine salt and lysine salt. In addition to the above-mentioned reducing agents, dimers of the reducing agents, such as dithiodiglycolic acid, dithiodilactate, and the like, having an equivalent or less of the reducing agent may be added to the agent 1.
The content of the reducing agent in the 1 st agent, the hair treatment method of the 1 st agent, pH, treatment temperature, treatment time, and the like can be carried out based on a usual method. That is, the treatment can be carried out by selecting the content, the treatment method, the pH, the treatment temperature and the treatment time as desired depending on the reducing agent to be used. The content of the reducing agent in the agent 1 is, for example, 1 to 15% by mass, preferably 2 to 10% by mass, and more preferably 4 to 8% by mass, based on the agent 1. The pH of the agent 1 is, for example, 5 to 10, preferably 7 to 10, and more preferably 8 to 9.5.
After the reduction treatment with the agent 1 is completed, the reducing agent remaining on the hair inhibits the subsequent oxidation reaction of disulfide, and therefore, rinsing with water is preferable.
The intermediate treatment agent for hair deformation treatment contains 5 to 15 mass% of disulfide. The intermediate treatment agent for hair deformation treatment can leave more mixed disulfide and can form stable, non-sagging, and large three-dimensional waves in the hair. The disulfide may be, for example, one or more disulfides selected from dithiodiglycolic acid or a salt thereof, dithiodilactic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide, and bis (2-butyrolactone) disulfide. To form a more stable and non-sagging three-dimensional large wave, disulfides having a basic or acidic group such as an amino group or a carboxyl group are preferred. Preferred disulfides include dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, and N, N' -diacetylcystine, and more preferred are dithiodiglycolic acid or a salt thereof, and cystamine or a salt thereof. As the salt of the disulfide mentioned above, there may be mentioned: : inorganic acid salts such as hydrochloride, sulfate and nitrate, organic acid salts such as methanesulfonate, benzenesulfonate and maleate, alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as magnesium salt and calcium salt, inorganic base salts such as ammonia salt, and ethanolamine salt and triethylamine salt.
The content of the disulfide in the intermediate treatment agent for hair styling treatment is 5 to 15% by mass, preferably 5 to 13% by mass, more preferably 6 to 11% by mass, and still more preferably 7 to 10% by mass. By using the disulfide in the above amount, the hair can be formed into a stable, non-sagging, large wave. As described in test example 6 described later, in comparative example 6(1 mass% of dithiodiethanolic acid diammonium, 10 minutes) corresponding to example 1 of patent document 1, comparative example 7(3.5 mass% of dithiodiglycolic acid diammonium, 3 minutes) corresponding to example 18 of patent document 2, and example 13(5 mass% of dithiodiglycolic acid diammonium, 2 minutes) of the present invention, a person skilled in the art would expect that the reaction proceeds to the same extent when the product of the concentration of the intermediate treating agent for hair deformation treatment and the treatment time is approximately equal to 10, but unexpectedly, when the concentration of dithiodiglycolic acid diammonium is 5 mass% or more, the short diameter and the thickness significantly increase even if the treatment time is shortened. This effect is unexpected to those skilled in the art from patent documents 1 and 2.
The pH of the intermediate treatment agent for hair deformation treatment is, for example, preferably 4 to 10, and more preferably 5.5 to 10. By setting the pH to 4 to 10, the hair can be formed into a stable, non-sagging, large wave.
The treatment temperature of the intermediate treatment agent for hair styling treatment is, for example, 10 to 40 ℃, preferably 15 to 30 ℃, and more preferably room temperature. The treatment time of the intermediate treatment agent for hair deformation treatment varies depending on the treatment temperature, but it may be, for example, 1 to 60 minutes, preferably 2 to 30 minutes, and more preferably 5 to 15 minutes.
After the treatment with the intermediate treatment agent for hair styling treatment is completed, the treatment with the agent 2 is usually performed without washing with water.
The oxidizing agent contained in the 2 nd agent may contain any oxidizing agent used as the 2 nd agent for hair styling treatment. Specific examples of the oxidizing agent include: bromates such as sodium bromate and potassium bromate, perborates such as sodium perborate and potassium perborate, aqueous hydrogen peroxide, iodine and oxygen, etc., and bromates and perborates are preferred and bromates are more preferred. The content of the oxidizing agent in the agent 2, the hair treatment method of the agent 2, the pH, the treatment temperature, the treatment time, and the like can be carried out based on a usual method. That is, the treatment can be carried out by selecting the content, treatment method, pH, treatment temperature and treatment time as desired depending on the oxidizing agent to be used.
When a bromate or perborate is used as the oxidizing agent, the pH of the agent 2 is preferably 8 or more, and more preferably 8 to 10. By setting the pH to 8 or more, the oxidation reaction speed becomes slow, and more mixed disulfide can be left, whereby the hair can be formed into a stable, non-sagging, three-dimensional, large wave.
The pH adjusting agent is used to adjust the pH of the 1 st agent, the intermediate agent for hair setting treatment, and the 2 nd agent. Examples of the pH adjuster include pH adjusters generally used in hair deformation treatment, such as phosphoric acid, hydrochloric acid, sulfuric acid, methanesulfonic acid, citric acid, acetic acid, sodium dihydrogen phosphate, trisodium phosphate, sodium acetate, sodium hydroxide, sodium carbonate, sodium hydrogen carbonate, potassium hydroxide, potassium carbonate, potassium hydrogen carbonate, monoethanolamine, ammonia, ammonium carbonate, 2-amino-2-methyl-1-propanol, tripotassium citrate, and diammonium hydrogen phosphate.
Other components may be added to the 1 st agent, the intermediate treatment agent for hair deformation treatment, and the 2 nd agent within a range not to impair the effects of the present invention. Examples of the other components include higher alcohols, solvents, oils, wetting agents, cationic surfactants, anionic surfactants, amphoteric surfactants, urea, guanidine salts, aluminum compounds such as silicone, aluminum stearate, and alum, organic acids such as citric acid, succinic acid, acetic acid, lactic acid, tartaric acid, malic acid, glycine, and aspartic acid, inorganic acids such as hydrochloric acid and phosphoric acid, alkali agents such as ethylenediamine, mono-ethanolamine, di-ethanolamine, or tri-ethanolamine, morpholine, basic amino acids, ammonia, and sodium hydroxide, metal chelating agents such as tetrasodium ethylenediamine tetraacetate, pentasodium diethylenetriamine pentaacetate, sodium polyphosphate, and phytic acid (phytic acid), proteins, thickeners, emulsifiers, hair conditioners, bactericides, colorants, and perfumes.
The agent 1, the intermediate treatment agent for hair deformation treatment, and the agent 2 are dissolved in water or an aqueous solvent to form a solution, an emulsion, a suspension, an aerosol, or the like. Examples of the aqueous solvent include water containing an organic solvent such as ethanol or isopropyl alcohol at a concentration that does not affect the human body. The 1 st agent, the intermediate treatment agent for hair styling treatment, and the 2 nd agent are used by being applied to or sprayed on the hair.
By performing the hair styling treatment using the intermediate treatment agent for hair styling treatment of the present invention, stable and non-sagging three-dimensional large curls can be applied to the hair. As described in test examples described later, the short diameter of curls in hair and the thickness of hair can be improved by performing the hair deformation treatment as compared with a conventional method in which the intermediate treatment agent for hair deformation treatment of the present invention is not used.
< method of Hair deformation treatment >
The hair deformation treatment method of the present invention includes the following steps.
A first step of treating hair with a1 st agent containing a reducing agent; and
a second step of treating the hair treated in the first step with an intermediate treatment agent for hair deformation treatment containing 5 to 15 mass% of disulfide; and
and a third step of treating the hair treated in the second step with an agent 2 containing an oxidizing agent.
The first agent 1 and the content of the reducing agent in the first agent 1, the hair treatment method of the first agent 1, pH, treatment temperature, treatment time, and the like can be performed in the same manner as described above. After the first step, the reducing agent remaining in the hair inhibits the oxidation reaction of disulfide in the second step, and therefore, it is preferable to wash the hair with water. The intermediate treatment agent for hair deformation treatment in the second step, the content of disulfide in the intermediate treatment agent for hair deformation treatment, the hair treatment method of the intermediate treatment agent for hair deformation treatment, pH, treatment temperature, treatment time, and the like can be performed in the same manner as described above. The contents of the agent 2 and the oxidizing agent in the agent 2 in the third step, the hair treatment method of the agent 2, pH, treatment temperature, treatment time, and the like can be performed in the same manner as described above. Typically, the hair can be made to curl by winding the hair around a rod or spool before process one and removing the rod or spool after process three.
The hair deformation treatment method of the present invention can impart a stable, non-sagging, voluminous curl to hair. As described in the test examples described later, the hair deformation treatment method of the present invention improves the short diameter of hair curls and the thickness of hair, as compared with the conventional method in which the intermediate treatment agent for hair deformation treatment of the present invention is not used. Here, "stable and non-sagging three-dimensional large curls" refers to curls having a minor diameter equal to or larger than the radius of a rod, which are obtained by performing a hair deformation treatment and drying the hair, and then measuring the minor diameter of the curls formed by the hair combed 2 times with a comb, and comparing the measured minor diameter with the radius of the rod used.
< Hair Forming agent >
The hair-deforming agent of the present invention contains: a1 st agent containing a reducing agent, an intermediate treating agent for hair deformation treatment containing 5 to 15 mass% of disulfide, and a2 nd agent containing an oxidizing agent.
The 1 st agent, the intermediate treatment agent for hair setting treatment, and the 2 nd agent are the same as described above. The hair deformation agent of the present invention is composed of the 3 agents, and can be used in the hair deformation treatment method of the present invention.
Examples
Hereinafter, the present invention will be described in more detail with reference to examples, comparative examples and reference examples, but the present invention is not limited to these examples, comparative examples and reference examples.
The reagents used in the following examples and comparative examples are as follows.
Ammonium thiolactate (60% manufactured by Brunobock corporation)
Dithiodiethanolammonium diacetate (40% manufactured by Zoozolu chemical Co., Ltd.)
Sodium bromate (manufactured by Zoozuomu chemical Co., Ltd.)
Sodium hydroxide (manufactured by Tokyo Kanghua Industrial Co., Ltd.)
Ethanolamine (manufactured by BASF)
Test example 1: studies on the concentration of diammonium dithiodiethanolate
Agent 1 was prepared by mixing 8.0 parts by mass of ammonium thiolactate (60%) (4.8 parts by mass of ammonium thiolactate) and 3.0 parts by mass of monoethanolamine with 89.0 parts by mass of purified water. Further, 7.0 parts by mass of sodium bromate and 93.0 parts by mass of purified water were mixed to prepare the 2 nd agent. An intermediate treatment agent for hair styling treatment having various concentrations of pH 5.5 or pH 5.6 was prepared by mixing dithiodiglycolic acid diammonium (40%) with purified water so that the concentrations of dithiodiglycolic acid diammonium were 1 mass%, 5 mass%, 10 mass%, 15 mass%, and 20 mass%, respectively.
Two hair bundles (product name: black hair bundle with aligned roots (BS-B3AK, manufactured by BEALAX K.K.) having a length of 25cm and a weight of 3 g were used. The hair bundle was wound on a cylindrical plastic rod having a diameter of 2.3cm (radius of 1.15cm) on its flat surface to curl the hair bundle. Next, the hair bundle was immersed in the agent 1, left at 30 ℃ for 15 minutes, then rinsed with water for 1 minute, then immersed in 1%, 5%, 10%, 15%, and 20% by mass of the intermediate treatment agent for hair deformation treatment, left at room temperature for 2 minutes, then immersed in the agent 2, left at room temperature for 15 minutes, then rinsed with water, and the rod was removed. The mixture was allowed to air dry overnight and combed twice with a comb. In addition, hair tresses (comparative example 1) which were not treated with the intermediate treatment agent for hair deformation were used as a control. As shown in fig. 1, the two treated hair strands were placed on a table with their flat surfaces overlapping each other.
The short diameter and thickness of the obtained hair were measured as described below. As shown in fig. 1, the two treated hair strands were placed on a table with their flat surfaces overlapping each other. The thickness (cm) of the hair was measured, and the thickness of the hair was observed from the front side direction in the superimposed state, that is, from the front side direction of the photograph of fig. 1.
The short diameter of the hair is obtained by selecting one hair bundle formed by a plurality of hairs being closed together, measuring the lengths a1 to a3 of 3 mountains from the end of the hair bundle as shown in fig. 2 when viewed from directly above the table, i.e., from directly in front of fig. 1, and setting the average value of these short diameters as the short diameter. Specifically, for the second mountain starting from the end of the bundle of hair, a tangent line L1 is drawn tangent to the hair at the junction P1 and P2, and a perpendicular straight line is drawn from the tangent line L1 to the longest length of the second mountain, whose length a1(cm) is measured. For the third mountain, a tangent line L2 is drawn to the hair at junctions P3 and P4, and a perpendicular straight line is drawn from tangent line L2 to the longest length of the third mountain, measured as a2 (cm). For the fourth mountain, a tangent line L3 is drawn to the hair at junctions P5 and P6, and a perpendicular straight line is drawn from tangent line L3 to the longest length of the fourth mountain, whose length a3(cm) is measured. The average of the obtained a 1-a 3 was defined as the minor axis (cm). The measurement results of the minor axis and the thickness are shown in table 1.
The obtained hair was evaluated for the feel according to the following evaluation criteria.
A: smooth and slippery
B: general purpose
C: hair hardness
The results of measurement of the minor axis and thickness are shown in Table 1.
[ Table 1]
Figure BDA0003039467310000111
The results show that examples 1 to 3, in which the concentration of diammonium dithiodiglycolate in the intermediate treatment agent for hair styling treatment was 5 to 15 mass%, had a minor axis of 1.29 to 1.57cm and a rod radius of 1.15cm or more. In addition, the thickness is 3.29 to 4.00cm, and the short diameter and the thickness are greatly improved compared with comparative example 1. Therefore, in examples 1 to 3, the hair was stably formed into a stable, non-sagging, large wave. In contrast, in comparative example 2 in which the concentration of diammonium dithiodiethanolate was 1 mass%, the minor axis and thickness were only slightly increased as compared with comparative example 1. In comparative example 3 in which the concentration of diammonium dithiodiethanolate was 20 mass%, the minor axis and thickness were greatly improved as compared with comparative example 1, but the minor axis was 1.14cm and was 1.15cm lower than the radius of the rod. As described above, the concentration of the diammonium dithiodiethanolate is preferably 5 to 15% by mass. As a result of evaluation of the feel, the evaluation of examples 1 and 2 was a, which was excellent. Therefore, when the evaluation of touch is included, the concentration of the diammonium dithiodiethanolate is preferably 5 to 10% by mass.
Test example 2: study on pH
The 1 st and 2 nd agents prepared in test example 1 were used. Further, using the intermediate treatment agent for hair styling treatment having the concentration of diammonium dithiodiglycolate prepared in test example 1 of 10 mass%, by adding sodium hydroxide, the intermediate treatment agents for hair styling treatment having pH values of 5.5, 8 and 10 were prepared.
The hair deformation treatment was performed in the same manner as in test example 1 using the above-described intermediate treatment agent for hair deformation treatment having pH of 5.5, 8, and 10. In addition, hair tresses (comparative example 1) which were not treated with the intermediate treatment agent for hair deformation were used as a control. The short diameter and thickness of the obtained hair were measured. The results are shown in Table 2.
[ Table 2]
Comparative example 1 Example 4 Example 5 Example 6
pH Control 5.5 8.0 10.0
Short diameter 0.57 1.57 1.43 1.57
Thickness of 2.71 4.04 3.86 4.02
The results show that the intermediate treatment agent for hair deformation treatment has a minor axis of 1.43 to 1.57cm and a rod radius of 1.15cm or more when the pH is in the range of 5.5 to 10. The thickness was 3.86 to 4.04cm, and the minor axis and thickness were significantly improved as compared with comparative example 1. Therefore, in examples 4 to 6, the hair was stably formed into a stable, non-sagging, large three-dimensional wave.
Test example 3: study on the combination of diammonium dithiodiglycolate concentration with pH
The 1 st and 2 nd agents prepared in test example 1 were used. With respect to the intermediate treatment agents for hair deformation treatment having concentrations of 1 mass% and 5 mass% of diammonium dithiodiglycolate prepared in test example 1, four intermediate treatment agents for hair deformation treatment were prepared by adjusting pH to 5.5 and 8 in the same manner as in test example 2. The hair deformation treatment was performed in the same manner as in test example 1. In addition, hair tresses (comparative example 1) which were not treated with the intermediate treatment agent for hair deformation were used as a control. The short diameter and thickness of the obtained hair were measured. The results are shown in Table 3.
[ Table 3]
Figure BDA0003039467310000121
The above results show that, in both cases of pH 5.5 and 8, the short diameter and thickness of the diammonium dithiodiethanolate at a concentration of 5% by mass were larger than those of diammonium dithiodiglycolate at a concentration of 1% by mass, and the short diameter was 1.15cm or more in the radius of the rod, so that stable, non-sagging, three-dimensional, large waves were stably formed in the hair.
Test example 4: study of Hair washing and Hair treatment
Using the 1 st agent, the 2 nd agent, and the intermediate treatment agent for hair deformation treatment prepared in test example 1 having a concentration of diammonium dithiodiethanolate of 5 mass%, hair deformation treatment was performed in the same manner as in test example 1 (example 1). Hair tresses (comparative example 1) which were not treated with the intermediate treatment agent for hair deformation were used as a control. Then, one shampooing and hair care treatment was performed. The short diameter and thickness measurements were made on the hair obtained before (0 times) and after 1 time of the shampooing and conditioning treatment. The results are shown in fig. 3 and table 4.
[ Table 4]
Figure BDA0003039467310000131
The above results show that in example 1, even after the hair washing and conditioning treatment, the short diameter was 1.1Scm or more in the radius of the bar, and the hair was stably formed into a stable, non-sagging, three-dimensional, large wave.
Test example 5: study on treatment time of intermediate treatment agent for Hair texturing treatment
The 1 st agent, the 2 nd agent, and the intermediate treatment agent for hair deformation treatment having a concentration of diammonium dithiodiethanolate prepared in test example 1 of 5 mass% were used. The hair deformation treatment was performed in the same manner as in test example 1 except that the treatment time of the intermediate treatment agent for hair deformation treatment was 1 minute, 2 minutes, 5 minutes, and 10 minutes, respectively. The short diameter and thickness of the obtained hair were measured. The results are shown in Table 5.
[ Table 5]
Example 9 Example 10 Example 11 Example 12
Time of treatment 1 minute 2 minutes 5 minutes 10 minutes
Short diameter 1.40 1.40 1.72 1.72
Thickness of 3.51 3.90 4.49 4.68
The results show that the longer the treatment time, the larger the minor axis and thickness, and the more stable and non-sagging three-dimensional large waves can be obtained. Therefore, the treatment time is preferably 2 minutes or more, more preferably 5 minutes or more.
Test example 6: examination of concentration and treatment time of intermediate treatment agent for Hair deformation treatment
The 1 st and 2 nd agents prepared in test example 1 were used. An intermediate treatment agent for hair styling treatment having a concentration of diammonium dithiodiglycolate of 1 mass%, 3.5 mass%, and 5 mass%, respectively, was prepared in the same manner as in test example 1, and using them, hair styling treatment was performed in the same manner as in test example 1 except that the treatment time was 10 minutes, 3 minutes, and 2 minutes, respectively. The short diameter and thickness of the obtained hair were measured. The results are shown in Table 6.
[ Table 6]
Figure BDA0003039467310000141
As shown in Table 6, in comparative example 6 (treated with 1 mass% of diammonium dithiodiethanolate for 10 minutes) and comparative example 7 (treated with 3.5 mass% of diammonium dithiodiglycolate for 3 minutes), the minor axes were 0.62cm and 0.94cm, which was far from 1.15cm in the radius of the rod. On the other hand, in example 13 (treatment with 5 mass% of diammonium dithiodiglycolate for 2 minutes), the minor axis was 1.40cm, and the radius of the rod was 1.15cm or more, which was a significant improvement over comparative examples 6 and 7, and stable, non-sagging, three-dimensional, large waves were stably formed in the hair.
In the theory of chemical reaction, the reaction rate increases in proportion to the concentration of the reactive agent, and in addition, if the concentration of the reactive agent does not change significantly, the reaction proceeds with the reaction time. Therefore, in comparative example 6, comparative example 7 and example 13 of the above test, one skilled in the art would expect that when the product of the concentration of the intermediate treatment agent for hair deformation treatment and the treatment time is equal to about 10, the reaction proceeds to the same extent. However, according to the above test results, when the concentration of the intermediate treatment agent for hair deformation treatment is high, surprisingly, results of significantly improving the short diameter and thickness are obtained in spite of the short treatment time. Therefore, it was found that the concentration of diammonium dithiodiglycolate is particularly preferably 5% by mass or more. The test conditions of comparative example 6(1 mass% of diammonium dithiodiglycolate, treated for 10 minutes) corresponded to the conditions of example 1 of patent document 1. The test conditions of comparative example 7(3.5 mass% of diammonium dithiodiethanolate, treatment time 3 minutes) corresponded to the conditions of example 18 of patent document 2. When the concentration of diammonium dithiodiglycolate is 5% by mass or more, the short diameter and thickness thereof significantly increase even if the treatment time is shortened. This effect is not expected in any way by those skilled in the art from patent documents 1 and 2.
Test example 7: investigation of pH of agent 2
The 1 st agent prepared in test example 1 was used. Further, 6.0 parts by mass of sodium bromate and 94.0 parts by mass of purified water were mixed, and sodium hydroxide was added to prepare the 2 nd agents having pH values of 6, 8, 8.5, 10 and 12. The hair deformation treatment was performed in the same manner as in test example 1, except that the treatment was not performed using the intermediate treatment agent for hair deformation treatment. The short diameter, thickness and touch of the obtained hair were measured. The results are shown in Table 7.
[ Table 7]
Reference example 1 Reference example 2 Reference example 3 Reference example 4 Reference example 5
pH 6 8 8.5 10 12
Short diameter 0.83 1.13 1.61 1.94 2.03
Thickness of 2.78 3.21 3.89 4.04 4.02
Tactile sensation B B B A C
These results show that, in reference examples 2 to 5 in which the pH of the agent 2 was adjusted to 8 to 12, the hair stably formed stable, non-sagging, large waves with a minor diameter of 1.13 to 2.03cm, which was almost equal to the radius of the rod of 1.15cm, or which was not less than 1.15 cm. However, in reference example 5 using the agent 2 having a pH of 12, it is understood that the pH of the agent 2 is preferably 8 to 10 because of the poor touch. In this way, it is presumed that when the pH of the agent 2 is 8 or more, the oxidation treatment speed of the agent 2 can be slowed down, and the three-dimensional structure of the curly hair can be stabilized, whereby the hair can be stably formed into a three-dimensional large wave which is almost stable and does not sag. In the present invention, the stable and non-sagging three-dimensional large waves can be stably formed in hair by using the intermediate treatment agent for hair deformation treatment, and in addition, the more stable and non-sagging three-dimensional large waves can be stably formed in hair by using the 2 nd agent having a bromate as an oxidizing agent and having a pH of 8 or more.
The disclosed embodiments are to be considered in all respects only as illustrative and not restrictive. The scope of the claims of the present invention is determined not by the above embodiments but by the contents shown in the claims, and is intended to include meanings equivalent to the claims and all modifications within the scope.
Industrial applicability
The present invention provides an intermediate treatment agent for hair deformation treatment, a method for hair deformation treatment, and a hair deformation agent, which can stably form stable, non-sagging, three-dimensional, large waves in hair.

Claims (13)

1. An intermediate treatment agent for hair deformation treatment, wherein,
the intermediate treatment agent for hair deformation treatment is used after hair is treated with a1 st agent containing a reducing agent and before hair is treated with a2 nd agent containing an oxidizing agent;
the composition contains 5 to 15 mass% of a disulfide.
2. The intermediate treatment agent for hair deformation treatment according to claim 1, wherein,
the disulfide is a dimer of the reducing agent.
3. The intermediate treatment agent for hair deformation treatment according to claim 1, wherein,
the disulfide is one or more disulfides selected from dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide and bis (2-butyrolactone) disulfide.
4. The intermediate treatment agent for hair deformation treatment according to any one of claims 1 to 3, wherein,
the oxidant is bromate or perborate;
the pH of the agent 2 is 8 or more.
5. A hair deformation treatment method comprising the steps of:
a first step of treating hair with a1 st agent containing a reducing agent; and
a second step of treating the hair treated in the first step with an intermediate treatment agent for hair deformation treatment containing 5 to 15 mass% of a disulfide; and
and a third step of treating the hair treated in the second step with a2 nd agent containing an oxidizing agent.
6. The hair deformation treatment method according to claim 5,
the disulfide is a dimer of the reducing agent.
7. The hair deformation treatment method according to claim 5,
the disulfide is one or more disulfides selected from dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide and bis (2-butyrolactone) disulfide.
8. The hair deformation treatment method according to any one of claims 5 to 7, wherein,
the method applies stable and non-sagging three-dimensional curls to hair.
9. The hair deformation treatment method according to any one of claims 5 to 8, wherein,
the oxidant is bromate or perborate;
the pH of the agent 2 is 8 or more.
10. A hair setting agent comprising:
1 st agent containing a reducing agent; and
an intermediate treatment agent for hair deformation treatment, which contains 5 to 15 mass% of disulfide; and
and (2) an agent containing an oxidizing agent.
11. A hair deformation agent according to claim 10,
the disulfide is a dimer of the reducing agent.
12. A hair deformation agent according to claim 10,
the disulfide is one or more reducing agents selected from dithiodiglycolic acid or a salt thereof, cystamine or a salt thereof, cystine or a salt thereof, N' -diacetylcystine, bis (2, 3-dihydroxypropyl) disulfide and bis (2-butyrolactone) disulfide.
13. A hair deforming agent according to any one of claims 10 to 12, wherein,
the oxidant is bromate or perborate;
the pH of the agent 2 is 8 or more.
CN201980070804.XA 2018-10-30 2019-10-29 Intermediate treatment agent for hair deformation treatment, hair deformation treatment method, and hair deformation agent Pending CN112912055A (en)

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Publication number Priority date Publication date Assignee Title
JPH05294815A (en) * 1992-04-16 1993-11-09 Kao Corp Middle treating agent composition of permanent wave
JPH07101840A (en) * 1993-10-06 1995-04-18 Kao Corp Curly hair remedying agent composition and method of curly hair remedy using the same
JP2000026251A (en) * 1998-07-14 2000-01-25 Mirubon:Kk Second agent for permanent wave
JP2008031052A (en) * 2006-07-26 2008-02-14 Milbon Co Ltd Composition for hair treatment
JP2017114838A (en) * 2015-12-25 2017-06-29 タカラベルモント株式会社 Intermediate treatment agent for hair deformation treatment

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05294815A (en) * 1992-04-16 1993-11-09 Kao Corp Middle treating agent composition of permanent wave
JPH07101840A (en) * 1993-10-06 1995-04-18 Kao Corp Curly hair remedying agent composition and method of curly hair remedy using the same
JP2000026251A (en) * 1998-07-14 2000-01-25 Mirubon:Kk Second agent for permanent wave
JP2008031052A (en) * 2006-07-26 2008-02-14 Milbon Co Ltd Composition for hair treatment
JP2017114838A (en) * 2015-12-25 2017-06-29 タカラベルモント株式会社 Intermediate treatment agent for hair deformation treatment

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