Permanent wave pretreatment agent, permanent wave solution 1, and permanent wave method

Abstract

To provide a permanent wave pretreatment agent, a permanent wave solution, and a permanent wave method that offer excellent wave retention in permanent waves. [Solution] The permanent wave pretreatment agent contains one or more polyphenols selected from chicoric acid, gallic acid, tannic acid, tyriloside, and echinacoside; the permanent wave agent contains one or more polyphenols selected from chicoric acid, gallic acid, tyriloside, echinacoside, and quercetin, and a reducing agent; and the permanent wave method uses the above permanent wave pretreatment agent and / or permanent wave agent.

Description

Technical Field

[0001] The present invention relates to a permanent wave pretreatment agent, a permanent wave first agent, and a permanent wave method.

Background Art

[0002] In a perming process for changing the shape of hair, a perming agent containing a reducing agent is used to cut the disulfide bonds of the keratin protein in the hair, thereby changing the shape of the hair. Thereafter, disulfide groups are formed by air oxidation or a second perming agent containing an oxidizing agent.

[0003] As such a perming process, for example, as described in Patent Document 1 (Japanese Unexamined Patent Application Publication No. 2018-162226), by using a perming agent having a reducing agent content of 3% by mass or more and 10% by mass or less and a pH of 7.0 or more and 9.0 or less, it has been proposed to improve the balance between hair deformation and suppression of a fluffy feeling.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] When the hair is deformed by the above-described perming process, it is desired that the deformed hair shape lasts for a long period of time. This desire is the same in a permanent wave process for changing the hair into a wave shape among perming processes.

[0006] In view of the above circumstances, an object of the present invention is to provide a permanent wave pretreatment agent, a permanent wave first agent, and a permanent wave method that are excellent in wave persistence in a permanent wave. [Means for solving the problem]

[0007] As a result of diligent research by the inventors, they discovered that by incorporating a specific type of polyphenol into a permanent wave pre-treatment agent or permanent wave agent 1 and applying it to hair, the persistence of the waves in a permanent wave is improved. Further research led to the completion of the present invention.

[0008] The present invention includes the following [1] to [8]. [1] A pre-treatment agent for permanent waves containing one or more polyphenols selected from chicoric acid, gallic acid, tannic acid, tyriloside, and echinacoside. [2] A pre-treatment agent for permanent waves according to [1], wherein the pH is 8.5 or lower. [3] A pre-treatment agent for permanent waves according to [1] or [2], which is applied to the hair before the permanent wave solution 1, which contains a reducing agent. [4] A permanent wave pretreatment agent selected from [1] to [3], wherein the pH of the permanent wave 1 agent is 5.5 or higher. [5] A permanent wave solution comprising one or more polyphenols selected from chicoric acid, gallic acid, tyriloside, echinacoside, and quercetin, and a reducing agent. [6] A permanent wave solution (1) of [5], with a pH of 5.5 or higher. A permanent wave method using a pretreatment agent selected from [7], [1], to [4], and / or a permanent wave solution 1 of [5] or [6]. [Effects of the Invention]

[0009] The permanent wave pretreatment agent, permanent wave solution 1, and hair treatment method according to the present invention can all be used to improve the durability of the waves in a permanent wave. [Modes for carrying out the invention]

[0010] The following will describe, with reference to examples, the permanent wave pretreatment agent, the permanent wave 1 agent, and the hair treatment method according to each embodiment of the present invention, but these are not intended to limit the invention.

[0011] (1) Permanent wave pretreatment agent according to the first embodiment The pre-treatment agent for permanent waves according to the first embodiment (hereinafter sometimes referred to as the "pre-treatment agent of the first embodiment") contains one or more polyphenols selected from chicoric acid, gallic acid, tannic acid, tyriloside, and echinacoside. By applying the pre-treatment agent of the first embodiment to the hair before treatment with permanent wave solution 1, it is possible to improve the persistence of the waves in permanent waves.

[0012] The pretreatment agent of the first embodiment may be used in a manner that is rinsed off before treatment with Permanent Wave Agent 1, or it may be used in a manner that is not rinsed off, but from the viewpoint of improving the persistence of the waves, it is preferable to use it in a manner that is not rinsed off.

[0013] Furthermore, the above-mentioned polyphenols may be included as the component itself, or as an extract of plant extracts or other materials containing the above-mentioned polyphenols.

[0014] In the pretreatment agent of the first embodiment, if chicoric acid is included, the amount of chicoric acid may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less. Examples of extracts containing chicoric acid include echinacea extract and chrysanthemum root extract. In the pretreatment agent of the first embodiment, if chicoric acid is included as an ingredient contained in echinacea extract, the amount of echinacea extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less. In the pretreatment agent of the first embodiment, if chicoric acid is included as an ingredient contained in chrysanthemum root extract, the amount of chrysanthemum root extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0015] In the pretreatment agent of the first embodiment, when gallic acid is included, the amount of gallic acid may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less, but from the viewpoint of improving the persistence of waves in permanent waves, it is preferable to be 0.05% by mass or less. Examples of extracts containing gallic acid include evening primrose seed extract. When gallic acid is included as an ingredient in evening primrose seed extract, the amount of evening primrose seed extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0016] In the pretreatment agent of the first embodiment, if tannic acid is included, the amount of tannic acid may be, for example, 0.0005% by mass or more and 0.05% by mass or less, or 0.001% by mass or more and 0.05% by mass or less.

[0017] When Chileoside is formulated in the pretreatment agent of the first embodiment, the formulation amount of Chileoside may be, for example, 0.0005% by mass or more and 1.0% by mass or less, and may also be 0.001% by mass or more and 1.0% by mass or less. Examples of the extract containing Chileoside include strawberry seed extract. When Chileoside is formulated as a component contained in strawberry seed extract in the pretreatment agent of the first embodiment, the formulation amount of strawberry seed extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, and may also be 0.005% by mass or more and 3.0% by mass or less.

[0018] When Echinacoside is formulated in the pretreatment agent of the first embodiment, the formulation amount of Echinacoside may be, for example, 0.0005% by mass or more and 1.0% by mass or less, and may also be 0.001% by mass or more and 1.0% by mass or less. Examples of the extract containing Echinacoside include cystanche tuberosum root extract. When Echinacoside is formulated as a component contained in cystanche tuberosum root extract in the pretreatment agent of the first embodiment, the formulation amount of cystanche tuberosum root extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, and may also be 0.005% by mass or more and 3.0% by mass or less.

[0019] In addition to the above components, the pretreatment agent of the first embodiment may be formulated with optional raw materials appropriately selected from the raw materials formulated in known hair treatment agents applied to hair. Such raw materials include nonionic surfactants, cationic surfactants, anionic surfactants, amphoteric surfactants, polymer compounds, silicones, hydrocarbons, waxes, higher alcohols, polyhydric alcohols, acids, fatty acids, salts of acids and alkalis, oils and fats, ester oils, proteins, amino acids, chelating agents, anti-inflammatory agents, fragrances, and the like.

[0020] Incidentally, when water is formulated in the pretreatment agent of the first embodiment, the formulation amount of water is not particularly limited, but can be, for example, 70% by mass or more.

[0021] Examples of nonionic surfactants include polyoxyethylene hydrogenated castor oil, polyoxyethylene alkenyl ether, polyoxyethylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol tetra fatty acid ester, glycerin fatty acid ester, alkyl glucoside, sorbitan fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene glycerin fatty acid ester, sucrose fatty acid ester, and alkyl alkanolamide. Examples of the polyoxyethylene alkyl ether include polyoxyethylene cetyl ether. The average number of moles of ethylene oxide added to polyoxyethylene cetyl ether is, for example, 2 or more and 45 or less. Examples of the polyoxyethylene alkenyl ether include polyoxyethylene oleyl ether having an average number of moles of ethylene oxide added of 2 or more and 45 or less. The blending amount of the nonionic surfactant in the pretreatment agent of the first embodiment is, for example, 0.05% by mass or more and 4.0% by mass or less.

[0022] Examples of cationic surfactants include mono long-chain alkyl trimethyl ammonium salts, di long-chain alkyl dimethyl ammonium salts, and long-chain alkoxyalkyl trimethyl ammonium salts. The blending amount of the cationic surfactant in the pretreatment agent of the first embodiment is, for example, 0.1% by mass or more and 4% by mass or less.

[0023] As the higher alcohol, a monohydric alcohol having 14 to 22 carbon atoms (for example, linear saturated alcohol, linear unsaturated alcohol, branched saturated alcohol) can be used. The blending amount of the higher alcohol in the treatment agent of the first embodiment is, for example, 1% by mass or more and 8% by mass or less.

[0024] Examples of polyhydric alcohols include ethylene glycol, propylene glycol (1,2-propanediol), 1,3-propanediol, glycerin, 1,3-butylene glycol, diethylene glycol, pentylene glycol, diglycerin, hexanediol, octanediol, tripropylene glycol, polyglycerin-3, polyethylene glycol 300, polyethylene glycol 400, and polyethylene glycol 600. The amount of polyhydric alcohol in the pretreatment agent of the first embodiment is, for example, 0.01% by mass or more and 10% by mass or less.

[0025] The acid may be either an organic acid or an inorganic acid. Examples of organic acids include malic acid, lactic acid, tartaric acid, citric acid, succinic acid, and glycolic acid. Examples of inorganic acids include phosphoric acid, sulfuric acid, and hydrochloric acid. The amount of acid in the pretreatment agent of the first embodiment may be the amount determined for pH adjustment of the pretreatment agent of the first embodiment. The amount may be, for example, 0.1% by mass or more and 4.0% by mass or less.

[0026] Examples of acid-alkali salts include organic acid salts such as alkali metal salts of organic acids and ammonium salts of organic acids; and inorganic acid salts such as alkali metal salts of inorganic acids and ammonium salts of inorganic acids. Examples of organic and inorganic acid salts include sodium malate, sodium lactate, ammonium lactate, disodium tartrate, potassium tartrate, sodium citrate, monosodium citrate, potassium citrate, diammonium citrate, sodium phosphate, disodium phosphate (monosodium hydrogen phosphate, disodium hydrogen phosphate), trisodium phosphate, potassium phosphate, dipotassium phosphate, tripotassium phosphate, ammonium phosphate, diammonium phosphate, sodium sulfate, sodium hydrochloride, potassium hydrochloride, ammonium hydrochloride, sodium carbonate, sodium bicarbonate, and ammonium bicarbonate. The amount of acid-alkali salt blended in the pretreatment agent of the first embodiment is, for example, 0.1% by mass or more and 5.0% by mass or less.

[0027] The dosage form of the pretreatment agent in the first embodiment is not particularly limited and can be liquid, cream, gel, foam, mist, etc. From the viewpoint of easy uniform application to the hair, a liquid dosage form is preferred for the pretreatment agent in the first embodiment.

[0028] The viscosity of the pretreatment agent in the first embodiment is not particularly limited and may be set appropriately depending on the dosage form used. When the dosage form of the pretreatment agent in the first embodiment is liquid, it may be, for example, 1000 mPa·s or less. When the dosage form of the pretreatment agent in the first embodiment is cream, a viscosity of 6000 mPa·s to 30000 mPa·s is preferable, 8000 mPa·s to 20000 mPa·s is preferable, and 9000 mPa·s to 12000 mPa·s is more preferable in order to prevent it from running off the hair. A viscosity of 6000 mPa·s or more can suppress it from running off the hair, and a viscosity of 30000 mPa·s or less makes it easy to apply to the hair surface. The viscosity is determined by using a B-type viscometer (such as the TOKIMEC B-type viscometer "VISCOMETER TV-20") and the value after 60 seconds at 25°C using a rotor selected according to the viscosity.

[0029] The pretreatment agent of the first embodiment has a pH of 2.5 to 8.5 at 25°C, preferably 3.0 to 6.5. A pH of 2.5 or higher minimizes the impact on the skin, and a pH of 8.5 or lower reduces the risk of hair damage. The above pH values ​​can be obtained by measuring the pretreatment agent of the first embodiment at 25°C using a known pH meter.

[0030] The pretreatment agent of the first embodiment can be manufactured by a known method for manufacturing a permanent wave pretreatment agent, depending on the dosage form used.

[0031] (Permanent wave solution 1) The pretreatment agent of the first embodiment can be used by applying it to the hair before treatment with Permanent Wave Solution 1.

[0032] This permanent wave solution contains a reducing agent. Examples of reducing agents include known reducing agents having a thiol group, such as thioglycolic acid, thioglycolate salts (ammonium thioglycolate, monoethanolamine thioglycolate, etc.), cysteamine, cysteamine salts (cysteamine hydrochloride, etc.), cysteine ​​(L-cysteine, DL-cysteine, etc.), cysteine ​​salts (L-cysteine ​​hydrochloride, DL-cysteine ​​hydrochloride, etc.), acetylcysteine ​​(N-acetyl-L-cysteine, etc.), glyceryl thioglycolate, thiolactic acid, thiolactic acid salt, and butyrolactone thiol. The amount of reducing agent in the permanent wave solution is, for example, 2% by mass or more and 15% by mass or less.

[0033] Permanent wave solution 1 may contain one or more alkaline agents to adjust the pH to the alkaline side. Examples of these alkaline agents include ammonia, amino alcohols (monoethanolamine, triethanolamine, isopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, etc.), basic amino acids (arginine, etc.), morpholine, carbonates (ammonium carbonate, ammonium bicarbonate, sodium carbonate, sodium bicarbonate, etc.), phosphates (ammonium monohydrogen phosphate, sodium monohydrogen phosphate, etc.), and caustic alkalis (potassium hydroxide, sodium hydroxide).

[0034] In addition to the above, Permanent Wave Solution 1 may also contain nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, polymer compounds, silicones, hydrocarbons, waxes, higher alcohols, polyhydric alcohols, fatty acids, oils and fats, ester oils, proteins, amino acids, anti-inflammatory agents, preservatives, chelating agents, fragrances, and more.

[0035] When water is included in the Permanent Wave Solution 1, the amount of water included is, for example, 60% by mass or more.

[0036] As the nonionic surfactant, the same type as that described for the pretreatment agent in the first embodiment can be incorporated in the same proportion.

[0037] As for the polyhydric alcohol, the same type as that described for the pretreatment agent in the first embodiment can be blended in a similar proportion.

[0038] Examples of chelating agents include EDTA, EDTA salts (disodium EDTA, trisodium EDTA, tetrasodium EDTA, dipotassium EDTA, etc.), diethylenetriaminepentaacetic acid, diethylenetriaminepentaacetic acid salt (pentasodium diethylenetriaminepentaacetic acid, etc.), ethylenediaminehydroxyethyl triacetic acid, ethylenediaminehydroxyethyl triacetate salt (trisodium ethylenediaminehydroxyethyl triacetate, etc.), hydroxyethanediphosphonic acid, hydroxyethanediphosphonic acid salt (tetrasodium hydroxyethanediphosphonic acid, etc.). The amount of chelating agent may be, for example, 0.01% by mass or more and 2% by mass or less, 0.05% by mass or more and 1% by mass or less, or 0.1% by mass or more and 0.5% by mass or less.

[0039] The form of the Permanent Wave Solution 1 used is not particularly limited and can be liquid, cream, or gel. However, a liquid form is preferred for Permanent Wave Solution 1 because it is easier to apply evenly to the hair.

[0040] The viscosity of the Permanent Wave Solution 1 is not particularly limited and should be set appropriately according to the formulation used. When the Permanent Wave Solution 1 is used in liquid form, for example, it may be 1000 mPa·s or less. When the Permanent Wave Solution 1 is used in cream form, to prevent it from running off the hair, a viscosity of 2000 mPa·s or more is good, 4000 mPa·s or more is preferable, 8000 mPa·s or more is more preferable, and 10000 mPa·s or more is even more preferable. Furthermore, to improve the penetration of the Solution 1 into the hair, a viscosity of 30000 mPa·s or less is good, 25000 mPa·s or less is preferable, and 20000 mPa·s or less is more preferable. The viscosity is measured at 25°C for 60 seconds using a B-type viscometer (such as the TOKIMEC VISCOMETER TV-20) with a rotor selected according to the viscosity, and the value adopted is taken.

[0041] The pH of the Permanent Wave 1 solution at 25°C is preferably between 4.0 and 10.0, and more preferably between 6.0 and 9.0. A pH of 4.0 or higher is excellent for wave formation in the permanent wave, while a pH of 10.0 or lower reduces the risk of hair damage. The above pH values ​​can be obtained by measuring the pH of the Permanent Wave 1 solution at 25°C using a known pH meter.

[0042] Furthermore, from the viewpoint of improving the persistence of the waves in the permanent wave, it is preferable that the pH of at least one of the pretreatment agent and the permanent wave agent 1 of the first embodiment is 7.0 or higher. In particular, it is more preferable that the pH of the permanent wave agent 1 is higher than the pH of the pretreatment agent of the first embodiment, and among these, it is even more preferable that the pH of the permanent wave agent 1 is 8.0 or higher, and among these, it is even more preferable that the pH of the pretreatment agent of the first embodiment is 7.5 or higher.

[0043] Permanent wave solution 1 can be manufactured by a known method for manufacturing permanent wave solution 1, depending on the dosage form used.

[0044] After treatment with Permanent Wave Solution 1, it is preferable to either perform treatment with Permanent Wave Solution 2 or oxidize the hair with air, from the viewpoint of achieving excellent wave formation while reducing the risk of hair damage, and it is more preferable to perform treatment with Permanent Wave Solution 2.

[0045] (Permanent wave solution 2) The second component of a permanent wave treatment, for example, contains an oxidizing agent.

[0046] The oxidizing agent included in the Permanent Wave 2 solution is preferably a bromate salt (such as sodium bromate or potassium bromate) or hydrogen peroxide, similar to known Permanent Wave 2 solutions.

[0047] Furthermore, the Permanent Wave 2nd Agent may contain additional ingredients that are commonly found in known Permanent Wave 2nd Agents, such as nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, polymer compounds, silicones, hydrocarbons, waxes, higher alcohols, polyhydric alcohols, fatty acids, oils and fats, ester oils, proteins, amino acids, chelating agents, anti-inflammatory agents, preservatives, and fragrances.

[0048] When water is included in the Permanent Wave 2nd Solution, the amount of water included is, for example, 70% by mass or more.

[0049] The type of formulation used when applying the second solution for permanent waves is not particularly limited and may include, for example, liquid, cream, or foam.

[0050] The pH of the Permanent Wave Developer 2, when containing bromate, is, for example, between 5.0 and 9.0 at 25°C. Furthermore, the pH of the Permanent Wave Developer 2, when containing hydrogen peroxide, is, for example, between 2.5 and 3.5 at 25°C.

[0051] Permanent wave developer 2 can be manufactured using a known method for manufacturing permanent wave developer 2, depending on the dosage form used.

[0052] After the treatment using the Permanent Wave Agent 1 described above, and before the treatment using the Permanent Wave Agent 2 described above, an intermediate treatment agent may be used. The intermediate treatment agent is not particularly limited, and for example, the same as the pretreatment agent of the first embodiment may be used, or a pretreatment agent that does not contain chicoriic acid, gallic acid, tannic acid, tyriloside, or echinacoside as in the pretreatment agent of the first embodiment may be used.

[0053] After the treatment using the Permanent Wave 2 agent, a post-treatment agent may be used. The post-treatment agent is not particularly limited; for example, the same agent as the pre-treatment agent in the first embodiment may be used, or an agent that does not contain chicoriic acid, gallic acid, tannic acid, tyriloside, or echinacoside may be used.

[0054] (Permanent wave method) In the permanent wave method using the pretreatment agent of the first embodiment, the pretreatment agent of the first embodiment is applied to the hair.

[0055] In this permanent wave method, for example, the pretreatment agent of the first embodiment may be applied to hair wrapped around a predetermined rod, and then left in that state at a predetermined temperature such as room temperature for a predetermined time of about 5 to 15 minutes.

[0056] After the pretreatment agent of the first embodiment has been applied to the hair and left to stand, it is preferable to apply the Permanent Wave 1 agent to the hair without rinsing off the pretreatment agent of the first embodiment, in order to allow sufficient polyphenols such as chicoric acid contained in the pretreatment agent to remain in the hair. With the Permanent Wave 1 agent applied to the hair, it is preferable to leave it at a predetermined temperature such as room temperature for a predetermined time of about 5 to 30 minutes, in order to achieve excellent wave formation of the permanent wave while reducing the risk of hair damage.

[0057] After the Permanent Wave Solution 1 has been applied to the hair and left to stand, it is preferable to rinse the hair with water, towel dry it, and then apply the Permanent Wave Solution 2 to the hair, in order to reduce the risk of hair damage. With the Permanent Wave Solution 2 applied to the hair, it is preferable to leave it at a predetermined temperature such as room temperature for a predetermined time of about 5 to 30 minutes, in order to allow for good oxidation of the hair while reducing the risk of hair damage.

[0058] Furthermore, after the treatment using the Permanent Wave 1 agent has been performed, but before the treatment using the Permanent Wave 2 agent has been performed, the intermediate treatment agent may be used in addition. Also, after the treatment using the Permanent Wave 2 agent has been performed, the post-treatment agent may be used in addition.

[0059] (2) Permanent wave agent according to the second embodiment The permanent wave agent 1 according to the second embodiment (hereinafter sometimes referred to as "agent 1 of the second embodiment") contains one or more polyphenols selected from chicoric acid, gallic acid, tyriloside, echinacoside, and quercetin. By applying agent 1 of the second embodiment to the hair and performing a permanent wave treatment, it becomes possible to improve the durability of the waves in the permanent wave.

[0060] Furthermore, the above-mentioned polyphenols may be included as the component itself, or as an extract of plant extracts or other materials containing the above-mentioned polyphenols.

[0061] The extracts containing chicoric acid, gallic acid, chiriroside, and echinacoside are the same as those described for the pretreatment agent in the first embodiment above.

[0062] In the formulation of the second embodiment, if chicoric acid is included, the amount of chicoric acid may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less. In the formulation of the second embodiment, if chicoric acid is included as an ingredient contained in echinacea extract, the amount of echinacea extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less. In the formulation of the second embodiment, if chicoric acid is included as an ingredient contained in chrysanthemum root extract, the amount of chrysanthemum root extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0063] In the first agent of the second embodiment, when gallic acid is included, the amount of gallic acid may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less, but from the viewpoint of improving the persistence of the wave in permanent waves, it is preferable that it be 0.05% by mass or less. In the first agent of the second embodiment, when gallic acid is included as an ingredient contained in evening primrose seed extract, the amount of evening primrose seed extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0064] In the formulation of the second embodiment, if chiriloside is included, the amount of chiriloside may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less. In the formulation of the second embodiment, if chiriloside is included as an ingredient contained in strawberry seed extract, the amount of strawberry seed extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0065] In the formulation of the second embodiment, if echinacoside is included, the amount of echinacoside may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less. In the formulation of the second embodiment, if echinacoside is included as an ingredient contained in Cistanche tubulosa root extract, the amount of Cistanche tubulosa root extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0066] In the case where quercetin is included in one agent of the second embodiment, the amount of quercetin may be, for example, 0.0005% by mass or more and 1.0% by mass or less, or 0.001% by mass or more and 1.0% by mass or less. Examples of extracts containing quercetin include onion seed extract. In the case where quercetin is included as an ingredient contained in onion seed extract in one agent of permanent wave, the amount of onion seed extract may be, for example, 0.001% by mass or more and 5.0% by mass or less, or 0.005% by mass or more and 3.0% by mass or less.

[0067] In addition to the components described above, the first agent of the second embodiment may also contain any other raw materials appropriately selected from the raw materials used in known hair treatment agents applied to hair. The raw materials and their amounts can be the same as those described in the pretreatment agent of the first embodiment for permanent wave agent.

[0068] Furthermore, the dosage form, viscosity, pH, and manufacturing method of the first agent of the second embodiment can be the same as those of the permanent wave agent described in the pretreatment agent of the first embodiment.

[0069] The agent of the second embodiment can be used by applying it to the hair after applying the permanent wave pretreatment agent to the hair. The pretreatment agent may be the same as the pretreatment agent of the first embodiment, or it may be the same as the pretreatment agent of the first embodiment but without chicoric acid, gallic acid, tannic acid, tyriloside, or echinacoside.

[0070] After treatment with the first agent of the second embodiment, it is preferable to either perform treatment with the second permanent wave agent or oxidize the hair with air, from the viewpoint of achieving excellent wave formation for permanent waves while reducing the risk of hair damage, and it is more preferable to perform treatment with the second permanent wave agent. The second permanent wave agent can be the same as that described in the pretreatment agent of the first embodiment.

[0071] After the treatment using the first agent of the second embodiment, and before the treatment using the second permanent wave agent, a treatment using a permanent wave intermediate treatment agent may be performed. The intermediate treatment agent is not particularly limited, and for example, the same as the pretreatment agent of the first embodiment may be used, or a pretreatment agent of the first embodiment that does not contain chicoriic acid, gallic acid, tannic acid, tyriloside, or echinacoside may be used.

[0072] After treatment with the Permanent Wave 2 agent, treatment with a Permanent Wave post-treatment agent may be performed. The post-treatment agent is not particularly limited, and for example, the same as the pre-treatment agent of the first embodiment may be used, or a pre-treatment agent of the first embodiment may be used that does not contain chicoriic acid, gallic acid, tannic acid, tyriloside, or echinacoside.

[0073] (Permanent wave method) In the permanent wave method using the first agent of the second embodiment, the first agent of the second embodiment is applied to the hair.

[0074] In this permanent wave method, a permanent wave solution is applied to the hair wrapped around a predetermined rod, and it is preferable to leave it in that state for a predetermined time of about 5 to 30 minutes at a predetermined temperature such as room temperature, from the viewpoint of achieving excellent wave formation while reducing the risk of hair damage.

[0075] In this permanent wave method, before the treatment using Agent 1 of the second embodiment, the permanent wave pretreatment agent is applied to the hair, and from the viewpoint of ensuring that polyphenols such as chicoric acid contained in the pretreatment agent remain sufficiently in the hair, it is preferable to leave the permanent wave pretreatment agent at a predetermined temperature such as room temperature for a predetermined time of about 5 to 30 minutes without rinsing it off.

[0076] After the first agent of the second embodiment has been applied to the hair and left to stand, from the viewpoint of reducing the risk of hair damage, it is preferable to wash the hair with water, towel dry it, and then apply the second permanent wave agent to the hair. With the second permanent wave agent applied to the hair, from the viewpoint of reducing the risk of hair damage while ensuring good oxidation of the hair, it is preferable to leave it at a predetermined temperature such as room temperature for a predetermined time of about 5 to 30 minutes.

[0077] Furthermore, after the treatment using the first agent of the second embodiment has been performed, but before the treatment using the second permanent wave agent has been performed, the treatment using the intermediate treatment agent may be performed. Also, after the treatment using the second permanent wave agent has been performed, the treatment using the post-treatment agent may be performed. [Examples]

[0078] The present invention will be described in detail below with reference to examples, but the present invention should not be interpreted as being limited based on the description of these examples.

[0079] Formulations A1-A21, B1-B20, and C1-C2, described below, were manufactured, and permanent wave treatments for each experiment were performed using the examples and comparative examples, which are combinations of each formulation, and the results were evaluated.

[0080] In Tables 1 to 9, the units of the values ​​in the ingredient column are w / v%, and the amount that results in pH ○.○ of phosphoric acid or ammonia water is the amount that results in the pH (25°C) value indicated in each formulation. In the purified water column, "amount that totals 100" means that the total amount of water is added to the total amount of the other components that make up each formulation to make 100 w / v%. Also, in "Polyoxyethylene cetyl ether (30 E.O.)" listed in Tables 1 to 9, "30 E.O." means that the average number of moles of ethylene oxide added is 30.

[0081] [Table 1]

[0082] [Table 2]

[0083] [Table 3]

[0084] [Table 4]

[0085] [Table 5]

[0086] [Table 6]

[0087] [Table 7]

[0088] [Table 8]

[0089] [Table 9]

[0090] (Examples 1a-1e, Comparative Example 1a) Experiment 1-1 was conducted for Examples 1a-1e and Comparative Example 1a, using formulations A1-A6 as pre-treatment agents for permanent waves, respectively.

[0091] <Experiment 1-1> Hair bundles used: Multiple bundles of 30cm long, 10g heavy black human hair (product number: BS-B3A) manufactured by Beaulux Co., Ltd. were used, cut to a length of 23cm and with 50 strands each. Permanent wave treatment: The following treatment was performed on the hair strands used above. 2 mL of any of the formulations A1 to A6 (permanent wave pre-treatment agents) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes. 2. Apply 2 mL of Formula B6 (Permanent Wave Solution 1) to one strand of hair wrapped around a rod, and leave at room temperature for 20 minutes. 3. Afterwards, the hair bundle was rinsed with tap water for 60 seconds. 4. Next, after lightly towel-drying the hair, 2 mL of Formula C2 (Permanent Wave Solution 2) was applied to each strand of hair and left at room temperature for 20 minutes. 5. Remove the hair bundles from the rods, rinse them with water, and while still wet, hang them vertically on the board with the ends of the hair facing downwards, and air dry them. 6. The air-dried hair strands were washed with Milbon Grand Linkage Willow Luxe Shampoo and rinsed with water (this procedure was repeated 14 times to simulate the persistence of the waves after two weeks). 7. With the hair bundles still wet, the bundles were suspended vertically and attached to the board with the ends of the hair facing downwards. 8. Using wet hair strands, the total length (mm) was measured and the setting rate was calculated as shown below, followed by the calculation of the setting rate divided by the total length.

[0092] Method of measuring total length (mm): A bundle of hair was attached to a board with markings, and the markings were measured visually. Calculation Method for Set Rate (Method for Measuring Rotation Speed): To evaluate the wave-forming force on permanent wave-treated hair under each processing condition, the set rate in bending and setting was calculated according to Wortmann's report. The set rate was calculated by taking permanent wave-treated hair, floating it in purified water, measuring the diameter d (mm) of the circle formed by the hair, and calculating the set rate S (%) using the following formula. Here, d0 is the diameter of the rod (mm). S(%) = d0 / d × 100

[0093] Experiment 1-1 was performed twice, and the average value (N=2) was calculated from the total length and set rate values ​​obtained in each experiment. Next, the set rate / total length (set rate (N=2) ÷ total length (N=2)) value was calculated. A higher set rate / total length value indicates better wave retention in permanent waves.

[0094] Table 10 below shows the evaluation results for Examples 1a to 1e and Comparative Example 1a.

[0095] [Table 10]

[0096] (Examples 1f-1g, Comparative Examples 1a-1e) Experiments 1-2 were conducted for Examples 1f-1e and Comparative Examples 1a-1e, where formulations A6-A12 were used as pre-treatment agents for permanent waves, respectively.

[0097] <Experiment 1-2> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that step 1 was modified as follows. 2 mL of one of the formulations A6 to A12 (permanent wave pre-treatment agent) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes.

[0098] Table 11 below shows the evaluation results for Examples 1f to 1g and Comparative Examples 1a to 1e.

[0099] [Table 11]

[0100] According to the evaluation results shown in Tables 10 and 11 above, Examples 1a-1g, which contained chicoric acid, gallic acid, tannic acid, chiliroside, or echinacoside as polyphenols to be incorporated into the permanent wave pretreatment agent, were found to have better set rate / total length compared to Comparative Example 1a, which did not contain polyphenols. Furthermore, even when polyphenols were incorporated into the permanent wave pretreatment agent, in the case of polyphenols such as caffeoyl glucose, quercetin, fukinolic acid, and rosmarinic acid, the set rate / total length worsened compared to Comparative Example 1a, which did not contain polyphenols (see Table 11, Comparative Examples 1a-1e).

[0101] (Examples 1h-1l, 1a, Comparative Example 1a) Experiments 1-3 below were conducted for Examples 1h-1l, 1a, and Comparative Example 1a, using formulations A1, A6, and A13-A17 as pre-treatment agents for permanent waves, respectively.

[0102] <Experiment 1-3> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that step 1 was modified as follows. 2 mL of either formula A1, A6, or A13-A17 (permanent wave pre-treatment agent) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes.

[0103] Table 12 below shows the evaluation results for Examples 1h-1l, 1a, and Comparative Example 1a.

[0104] [Table 12]

[0105] According to the evaluation results shown in Table 12 above, both the chicoric acid contained in Echinacea purpurea extract and the chicoric acid contained in Cichorium verum root extract, when incorporated into the permanent wave pre-treatment agent, similarly improved the set rate / total length, confirming that the effect can be obtained regardless of the difference in the polyphenol-containing extracts.

[0106] (Example 1m, Comparative Example 1a) Experiments 1-4 below were conducted for Example 1m and Comparative Example 1a, in which formulations A18 and A6 were used as pre-treatment agents for permanent waves, respectively.

[0107] <Experiment 1-4> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that step 1 was modified as follows.

[0108] 2 mL of either formula A18 or A6 (permanent wave pre-treatment agent) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes.

[0109] Table 13 below shows the evaluation results for Example 1m and Comparative Example 1a.

[0110] [Table 13]

[0111] According to the evaluation results shown in Table 13 above, it was confirmed that even when chicoric acid itself was used as the chicoric acid to be incorporated into the permanent wave pre-treatment agent, rather than using extracts such as plant extracts containing chicoric acid, the set rate / total length was similarly improved.

[0112] (Examples 2a-2d, Comparative Examples 2a-2b) Experiment 2-1 was conducted for Examples 2a-2d and Comparative Examples 2a-2b, where formulations B1-B6 were used as the first permanent wave solution, respectively.

[0113] <Experiment 2-1> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 2. Apply 2 mL of one of the formulations B1 to B6 (Permanent Wave Solution 1) to one strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0114] Table 14 below shows the evaluation results for Examples 2a-2d and Comparative Examples 2a-2b.

[0115] [Table 14]

[0116] (Examples 2e-2g, Comparative Examples 2a, 2c-2e) Experiment 2-2 was conducted for Examples 2e-2g, Comparative Examples 2a, 2c-2e, and each of the formulations B6-B12 used as the Permanent Wave Solution 1.

[0117] <Experiment 2-2> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 2. Apply 2 mL of one of the formulations B6-B12 (Permanent Wave Solution 1) to each strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0118] Table 15 below shows the evaluation results for Examples 2e-2g, Comparative Examples 2a, 2c-2e.

[0119] [Table 15]

[0120] According to the evaluation results shown in Tables 14 and 15 above, Examples 2a-2g, which contained chicoric acid, gallic acid, tyriloside, echinacoside, or quercetin as polyphenols to be incorporated into Permanent Wave Solution 1, showed better set rate / total length compared to Comparative Example 2a, which did not contain polyphenols. Furthermore, even when polyphenols were incorporated into Permanent Wave Solution 1, in the case of polyphenols such as tannic acid, caffeoyl glucose, fukinolic acid, and rosmarinic acid, the set rate / total length worsened compared to Comparative Example 2a, which did not contain polyphenols (see Tables 14, 15, and Comparative Examples 2a-2e).

[0121] (Examples 2h to 2l, 2a, Comparative Example 2a) Experiment 2-3 was conducted for Examples 2h-2l, 2a, and Comparative Example 2a, using formulations B1, B6, and B13-B17 as the first permanent wave solution, respectively.

[0122] <Experiment 2-3> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 2. Apply 2 mL of one of the following formulations (B1, B6, or B13-B17) to each strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0123] Table 16 below shows the evaluation results for Examples 2h-2l, 2a, and Comparative Example 2a.

[0124] [Table 16]

[0125] According to the evaluation results shown in Table 16 above, both the chicoric acid contained in Echinacea purpurea extract and the chicoric acid contained in Cichorium chinense root extract, when incorporated into Permanent Wave Solution 1, similarly improved the setting rate / total length, confirming that the effect can be obtained regardless of the difference in the polyphenol-containing extracts.

[0126] (Example 2m, Comparative Example 2a) Experiment 2-4 was conducted on Example 2m and Comparative Example 2a, where formulations B18 and B6 were used as the first permanent wave solution, respectively.

[0127] <Experiment 2-4> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 2. Apply 2 mL of either formula B18 or B6 (permanent wave solution 1) to one strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0128] Table 17 below shows the evaluation results for Example 2m and Comparative Example 2a.

[0129] [Table 17]

[0130] According to the evaluation results shown in Table 17 above, it was confirmed that even when chicoric acid itself was used as the chicoric acid to be incorporated into the Permanent Wave Solution 1, rather than using extracts such as plant extracts containing chicoric acid, the setting rate / total length was similarly improved.

[0131] (Examples 1a, 2a, 3a, Comparative Example 1a) Experiment 3-1 was conducted for the following examples: Example 1a, in which formulation A1 was used as a permanent wave pre-treatment agent and formulation B6 as the permanent wave 1 agent; Example 2a, in which formulation A6 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; Example 3a, in which formulation A1 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; and Comparative Example 1a, in which formulation A6 was used as a permanent wave pre-treatment agent and formulation B6 as the permanent wave 1 agent.

[0132] <Experiment 3-1> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. 2 mL of either formula A1 or A6 (permanent wave pre-treatment agent) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes. 2. Apply 2 mL of either formula B1 or B6 (permanent wave solution 1) to one strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0133] Table 18 below shows the evaluation results for Examples 1a, 3a, 3b and Comparative Example 1a.

[0134] [Table 18]

[0135] According to the evaluation results shown in Table 18 above, it was confirmed that the set rate / total length improved in all cases: when chicoric acid, a polyphenol, was added only to the permanent wave pretreatment agent (Example 1a), when chicoric acid, a polyphenol, was added only to the permanent wave 1 agent (Example 3a), and when chicoric acid, a polyphenol, was added to both the permanent wave pretreatment agent and the permanent wave 1 agent (Example 3b).

[0136] (Examples 3b-3g) Experiment 3-2 was conducted for the following examples: Example 3c, in which formulation A19 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; Example 3b, in which formulation A1 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; Example 3d, in which formulation A20 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; Example 3e, in which formulation A21 was used as a permanent wave pre-treatment agent and formulation B1 as the permanent wave 1 agent; Example 3f, in which formulation A1 was used as a permanent wave pre-treatment agent and formulation B19 as the permanent wave 1 agent; Example 3g, in which formulation A1 was used as a permanent wave pre-treatment agent and formulation B20 as the permanent wave 1 agent; and Example 3h, in which formulation A21 was used as a permanent wave pre-treatment agent and formulation B20 as the permanent wave 1 agent.

[0137] <Experiment 3-2> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 2 were modified as follows. 2 mL of either formula A1 or A6 (permanent wave pre-treatment agent) was applied to a single strand of hair wrapped around a 1.12 mm diameter rod, and left at room temperature for 10 minutes. 2. Apply 2 mL of either formula B1 or B6 (permanent wave solution 1) to one strand of hair wrapped around a rod, and leave at room temperature for 20 minutes.

[0138] Table 19 below shows the evaluation results for Examples 3b to 3h.

[0139] [Table 19]

[0140] According to the evaluation results shown in Table 19 above, from the viewpoint of improving the set rate / total length, it is preferable that the pH of at least one of the permanent wave pretreatment agent and the permanent wave 1 agent be 7.0 or higher (comparison of Example 3f with Examples 3b-3e and 3g-3h), and more preferably that the pH of the permanent wave 1 agent is higher than the pH of the permanent wave pretreatment agent (comparison of Example 3h with Examples 3b-3e and 3g), and even more preferably that the pH of the permanent wave 1 agent is 8.0 or higher (comparison of Example 3g with Examples 3b-3e), and even more preferably that the pH of the permanent wave pretreatment agent is 7.5 or higher (comparison of Examples 3b-3d and Example 3e).

[0141] (Comparative Examples 4a, 4b) Experiment 4 was conducted on Comparative Example 4a, in which formulation B6 was used as the permanent wave agent and formulation A1 as the intermediate treatment agent, and on Comparative Example 4b, in which formulation B6 was used as the permanent wave agent and formulation A6 as the intermediate treatment agent.

[0142] <Experiment 4> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 3 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 3. Afterwards, the hair bundles were rinsed with tap water for 60 seconds, and 2 mL of either formula A1 or A6 (intermediate treatment agent) was applied to each hair bundle and left at room temperature for 10 minutes.

[0143] Table 20 below shows the evaluation results for Comparative Examples 4a and 4b.

[0144] [Table 20]

[0145] According to the evaluation results shown in Table 20 above, it was confirmed that even if chicoric acid, a polyphenol, is included in the intermediate treatment agent used between the permanent wave 1 agent and the permanent wave 2 agent, the set rate / total length does not improve.

[0146] (Comparative Examples 5a, 2a) Experiment 5 was conducted for Comparative Example 5a, in which formulation B6 was used as Permanent Wave 1 agent and formulation C1 as Permanent Wave 2 agent, and for Comparative Example 2a, in which formulation B6 was used as Permanent Wave 1 agent and formulation C2 as Permanent Wave 2 agent.

[0147] <Experiment 5> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 4 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 4. Next, after lightly towel-drying the hair, 2 mL of either formula C1 or C2 (permanent wave developer 2) was applied to one strand of hair and left at room temperature for 20 minutes.

[0148] Table 21 below shows the evaluation results for Comparative Examples 5a and 2a.

[0149] [Table 21]

[0150] According to the evaluation results shown in Table 21 above, it was confirmed that even when chicoric acid, a polyphenol, was included in the Permanent Wave 2nd Solution, the setting rate / total length did not improve.

[0151] (Comparative Examples 6a, 6b) Experiment 6 was conducted on Comparative Example 6a, in which formulation B6 was used as the first permanent wave agent, formulation C2 as the second permanent wave agent, and formulation A1 as a post-treatment agent, and on Comparative Example 6b, in which formulation B6 was used as the first permanent wave agent, formulation C2 as the second permanent wave agent, and formulation A6 as a post-treatment agent.

[0152] <Experiment 6> Using hair bundles from a different lot, the procedure was the same as in Experiment 1-1, except that steps 1 and 5 were modified as follows. I prepared one bundle of hair wrapped around a 1.12mm diameter rod. 5. Apply 2 mL of either formula A1 or A6 (post-treatment agent) to one strand of hair and leave at room temperature for 3 minutes. Remove the hair strand from the rod, rinse with water, and while still wet, hang the hair strand vertically with the ends facing downwards and attach it to a board, then air dry.

[0153] Table 22 below shows the evaluation results for Comparative Examples 6a and 6b.

[0154] [Table 22]

[0155] According to the evaluation results shown in Table 22 above, it was confirmed that even if chicoric acid, a polyphenol, is included in the post-treatment agent used after the Permanent Wave 2 solution, the set rate / total length does not improve.

Claims

1. A pre-treatment agent for permanent waves containing one or more polyphenols selected from chicoric acid, gallic acid, tannic acid, tyriloside, and echinacoside.

2. The pre-treatment agent for permanent waves according to claim 1, wherein the pH is 8.5 or less.

3. A pre-treatment agent for permanent waves according to claim 1 or 2, which is used by applying it to the hair before a permanent wave solution containing a reducing agent.

4. The pH of the aforementioned Permanent Wave Solution 1 is 5.5 or higher. The pre-treatment agent for permanent waves according to claim 3.

5. A permanent wave solution comprising one or more polyphenols selected from chicoric acid, gallic acid, tyriloside, echinacoside, and quercetin, and a reducing agent.

6. The permanent wave 1 agent according to claim 5, wherein the pH is 5.5 or higher.

7. A method for permanent waving using the pretreatment agent described in claim 1 and / or the permanent wave agent described in claim 6.

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