JP7270243B2 - Fiber modifier and fiber treatment method - Google Patents

Description

The present invention relates to keratin-containing fiber modifiers and methods of treating fibers therewith. More specifically, the present invention has excellent adhesion and durability to the site to which the fiber is applied, has high protective power, repair power, and improving power for the function and characteristics of the application site, and furthermore, continuously removes lipids at the application site. It relates to a fiber modifier that is excellent in retaining in fibers and a method for using the same.

Fiber modifiers are used not only to improve the appearance and feel of fibers, but also to protect the application site or to repair or improve the function and properties of the application site. For example, keratin, which is a protein contained in feathers, wool, hair, etc., is known to be familiar to feathers, wool, silk, cotton, skin and hair, and to be effective in repairing and modifying fibers. there is

Techniques such as Patent Document 1 and Patent Document 2 are known as fiber treatment agents and cosmetics containing converted keratin proteins with excellent adhesion to the application site. With these, physical properties such as strength and elongation rate can be improved for fibers such as hair. can.

As fibers, for example, healthy hair is composed of about 80% proteins such as keratin. The technology enables fiber treatment agents and cosmetics to be strongly fixed to the keratin of the hair, thus making it possible to modify the physical properties and appearance of the hair over a long period of time. In addition to protein, healthy hair contains 11-14% water and 1-9% lipids. The interaction of these substances creates desirable textures for hair (eg, softness, moistness, and smoothness). In particular, lipids contained in hair are known to greatly affect the texture of the hair. As lipids contained in hair, free fatty acids, triglycerides, free cholesterol, cholesterol, wax esters, paraffin, squalene, ceramide, etc. are known (Non-Patent Document 1).

JP 2017-124983 JP 2018-184355

Clarence R. Robbins, "Hair Chemistry 4th Edition", Fragrances Journal

When the above technology is applied to hair as a fiber treatment agent, the excellent adhesion of the converted keratin protein results in sustained improvement in physical properties such as strength and elongation of hair, and appearance such as bounce and swell. However, although the converted keratin protein continuously adheres and maintains physical properties such as strength, the lipids of the hair gradually flow out due to washing or friction, etc., resulting in dryness or hardness of the hair ends. I had a problem with feeling it.

Therefore, the present invention has excellent adhesion and durability to the site to which the fiber is applied, has high protective power, repair power and improving ability for the function and characteristics of the application site, and furthermore, the lipid at the application site is continuously absorbed by the fiber. An object of the present invention is to provide a fiber modifier excellent in retention and a method for using the same.

The fiber modifier of the present invention (hereinafter referred to as "modifier (A)") comprises: (I) some or all of the disulfide bonds (-S-S-) in keratin are cysteamine, cysteine, amidino converted with at least one of a thiol compound selected from the group consisting of cysteine, thioglycolic acid, thiolactic acid, thiomalic acid, and thioglycerin and sulfurous acid (hereinafter referred to as "thiol compound, etc."), and (II) A keratin derivative or keratin hydrolyzate (hereinafter referred to as "converted keratin") in which C6-C22 alkyl groups are added to some or all of the amino groups (-NH ₂ ) and/or hydroxy groups (-OH) in keratin ).

The method for treating fibers of the present invention (hereinafter referred to as "this treatment method") comprises a step of treating fibers with composition (A) (hereinafter referred to as "step (A)") and one or more oxidizing agents. (hereinafter referred to as "composition (B)") containing the fiber (hereinafter referred to as "step (B)"). In this treatment method, in addition to steps (A) and (B), if necessary, the fiber is treated with a composition containing one or more reducing agents (hereinafter referred to as "composition (C)"). A step (hereinafter referred to as “step (C)”) may also be included.

In the present invention, in addition to steps (A) and (B) or steps (A), (B) and (C), a composition containing one or more oxidation dyes and / or direct dyes (hereinafter, "composition (D)”) (hereinafter referred to as “step (D)”).

Since the fiber modifier of the present invention is excellent in adhesion to fibers such as hair and fixation of lipids in fibers, it is continuously used for protection or repair of the application site, or for modification of functions and properties. be able to.

The keratin is not limited in its origin and structure as long as it has a disulfide bond. Examples include keratin-containing human and bird and animal hair (human hair, wool, feathers, etc.), horns, and nails.

In the converted keratin, part or all of the disulfide bonds (-SS-) in the keratin are converted with the thiol compound or the like. This makes it possible to introduce converted keratin containing disulfide bonds into the fiber, thus modifying the fiber.

Said transformation means that the disulfide bond in said keratin is cleaved and then a new bond is formed between the S atom at the cleaved point and the S atom in said thiol compound or the like. As described above, in the present invention, part of the disulfide bonds in the keratin may be converted with the thiol compound or the like. Therefore, the converted keratin may contain unconverted disulfide bonds or may contain thiol groups (--SH) formed by cleavage of disulfide bonds. The converted keratin may be used singly or in combination of two or more.

Depending on the amount of the thiol compound and other reaction conditions, one of the disulfide bonds is converted by the thiol compound or the like, and the other is converted to a thiol group (formula (1) below and both are converted to the thiol compound etc. (Formula (2) below).The above-mentioned "conversion" includes both.In the following formulas (1) and (2), "Cys" is converted into the keratin A cysteine residue is meant to be included.

Cys-SS-Cys + R-SH
→ Cys-SSR + Cys-SH (1)
Cys-SS-Cys + 2R-SH
→ 2Cys-SSR (2)

Furthermore, in the converted keratin, C6-C22 (C6-22) alkyl groups are added to some or all of the amino groups (--NH ₂ ) and/or hydroxy groups (--OH) in the keratin. The alkyl groups may be straight or branched. As a result, it is possible to improve the adsorptivity to fibers such as hair and the fixability of lipids to fibers. The amino groups and hydroxy groups in the keratin also include amino groups and hydroxy groups generated by the conversion. For example, when the disulfide bond is converted with amino group-containing thiols, keratin contains amino groups derived from amino group-containing thiols (see formula (3) below). The converted keratin may have a C6-C22 (C6-C22) alkyl group added to this amino group.
Cys-SS-Cys + H ₂ NR-SH
→ Cys-SSR-NH ₂ + Cys-SH (3)

The alkyl group to be added to converted keratin is preferably C6 to C22 from the viewpoints of adsorption to fibers such as hair, fixation of lipids to fibers, and solubility of converted keratin. If it is less than C6, the adsorption to fibers and/or the fixation of lipids to fibers may decrease. Moreover, if the C22 is exceeded, problems may arise in the solubility of the converted keratin.

The specific structure of the converted keratin is not particularly limited as long as it satisfies the above requirements (I) and (II). Specific examples of converted keratin include hexylaminoethyl disulfide keratin, hexyl PG aminoethyl disulfide keratin, hexyl PEG-10 aminoethyl disulfide keratin, hexyl ether aminoethyl disulfide keratin, decylaminoethyl disulfide keratin, and decyl PG aminoethyl disulfide keratin. Keratin, decyl PEG-10 aminoethyl disulfide keratin, decyl ether aminoethyl disulfide keratin, dodecyl aminoethyl disulfide keratin, dodecyl PG aminoethyl disulfide keratin, dodecyl PEG-10 aminoethyl disulfide keratin, dodecyl ether aminoethyl disulfide keratin, hydroxy dodecyl amino Ethyl disulfide keratin, hydroxydodecyl PG aminoethyl disulfide keratin, hydroxydodecyl PEG-10 aminoethyl disulfide keratin, hydroxydodecyl ether aminoethyl disulfide keratin, hexadecylaminoethyl disulfide keratin, hexadecyl PG aminoethyl disulfide keratin, hexadecyl PEG-10 aminoethyl Disulfide keratin, hexadecyl ether aminoethyl disulfide keratin, behenylaminoethyl disulfide keratin, behenyl PG aminoethyl disulfide keratin, behenyl PEG-10 aminoethyl disulfide keratin, behenyl ether aminoethyl disulfide keratin, isooctidodecylaminoethyl disulfide keratin, isooctyl Dodecyl PG aminoethyl disulfide keratin, isooctidodecyl PEG-10 aminoethyl disulfide keratin, isooctidodecyl ether aminoethyl disulfide keratin, isopropylpentyl aminoethyl disulfide keratin, isopropylpentyl PG aminoethyl disulfide keratin, isopropylpentyl PEG-10 aminoethyl disulfide keratin keratin, isopropylpentyl ether aminoethyl disulfide keratin and the like. These are only examples, and the above-listed "aminoethyl" can be changed to other structures by the conversion method (I). Specifically, for example, the "aminoethyl" listed above can be changed to cysteinyl, sulfite, carboxy, or carboxymethyl.

The converted keratin may be subjected to other treatments as desired. For example, the converted keratin may be subjected to enzymatic, acid or alkaline hydrolysis to reduce molecular weight and size. Further, after obtaining converted keratin, other components or insoluble matter may be removed by performing purification, filtration, centrifugation, or the like.

The amount of converted keratin in the modifier (A) is not particularly limited as long as it is an effective amount. The blending amount of the converted keratin is usually preferably 0.01 to 10% by mass. By blending converted keratin, fibers such as hair can be protected or repaired, or their functions and properties can be modified. In addition, the fibers can be continuously sequestered with lipids.

Lipids that can be fixed to fibers such as hair by converted keratin are not particularly limited as long as they are hydrophobic substances. It is also effective against, for example, lipids naturally present in hair, and lipids acquiredly imparted to hair that are contained in hair treatment agents and the like. Specific examples of lipids naturally present in hair include free fatty acids, triglycerides, free cholesterol, cholesterol, wax esters, paraffin, squalene, and ceramide. The lipid contained in the hair treatment agent and the like is not particularly limited, and examples thereof include oils and fats, hydrocarbon oils, higher fatty acids, higher alcohols, ester oils, silicone oils and the like.

If necessary, the modifier (A) may contain components other than converted keratin as long as they do not inhibit the action of the present invention. Examples of other components include known components conventionally added to fiber modifiers and other functional components. Specific examples of other components include oils and fats, hydrocarbon oils, higher fatty acids, higher alcohols, ester oils, silicone oils, surfactants (nonionic, anionic, cationic, amphoteric), moisturizing agents, water-soluble polymers, film agents, ultraviolet absorbers, sequestering agents, lower alcohols, polyhydric alcohols, sugars, amino acids, pH adjusters, vitamins, antioxidants, pigments, preservatives, fragrances, etc. be done.

The dosage form and usage form of the modifier (A) are not particularly limited. Modifier (A) can be used in the form of lotion, emulsion, cream, gel, foam, wax, mist, solid, or powder, for example.

There is no particular limitation on the application location of the modifier (A). For example, it can be used as a cosmetic, specifically a cosmetic applied to hair. That is, the modifier (A) can be used for improving, protecting or repairing hair. Modifier (A) may also be used for fibers having disulfide bonds or thiol groups, such as hair of animals other than humans, silk, and cotton yarn.

The composition (A) is used to improve the physical properties of fibers (strength, elongation, etc.), improve the disorder of the ends of hair caused by fiber splashes or waviness, and further improve the texture (moist feeling, dryness, softness, etc.). There is no limitation to its specific use as long as it is used to improve the. Since the composition (A) contains converted keratin, specific embodiments include cosmetics such as shampoos, rinses, treatments, conditioners, hair styling agents, permanent waving agents, curling agents, hair coloring agents, and hair restorers. - Hair tonics and hair cosmetics such as pre- or post-treatment agents using these agents are preferred. Examples of fiber treatment agents include softeners for fibers such as silk thread, cotton thread, wool thread, cashmere thread, and angora, water repellent agents, modifiers, detergents, repair agents, antistatic agents, and the like. is mentioned.

The method includes a step of treating the fiber with the composition (A) (step (A)) and a step of treating the fiber with a composition containing one or more oxidizing agents (composition (B)) (step (B ))including. This treatment can strengthen the fixation of the converted keratin to the fibers. The oxidizing agent is capable of forming disulfide bonds between thiol groups. Thereby, the converted keratin and the thiol groups contained in the fiber can be bonded via disulfide bonds. As a result, the fiber structure can be strongly reinforced and the properties of the fiber can be permanently modified. In addition, the fastness of the lipid is improved, and the fixability and persistence of the lipid in the fiber can be improved.

The type of the oxidizing agent is not particularly limited as long as it can form a disulfide bond between thiol groups. Specific examples of the oxidizing agent include hydrogen peroxide, bromic acid and its salts, percarbonic acid and its salts, and perboric acid and its salts. The oxidizing agents may be used singly or in combination of two or more. The content of the oxidizing agent in the composition (B) is not particularly limited as long as it is an effective amount.

The order of steps (A) and (B) is not particularly limited as long as the action of the present invention is effective. For example, step (B) may be performed after step (A), or steps (A) and (B) may be performed simultaneously.

In this method, the fibers can be treated with a composition (composition (C)) containing one or more reducing agents (step (C)), if desired. The reducing agent can reduce the disulfide bonds contained in the converted keratin and/or the fiber to be treated and convert them into thiol groups. As a result, the fibrous tissue is loosened, making it easier for the converted keratin to permeate the inside of the fibres. Furthermore, it can be strongly anchored to the fiber through more disulfide bonds.

The type of the reducing agent is not particularly limited as long as it can convert a disulfide bond into a thiol group. Specific examples of the reducing agent include thioglycolic acid, thiolactic acid, thiourea, thioglycerin, sulfurous acid, cysteamine, cysteine, and spironolactone, and salts or derivatives thereof (eg, esters) of these reducing agents. . The reducing agent may be used singly or in combination of two or more. Moreover, the content of the reducing agent in the composition (C) is not particularly limited as long as it is an effective amount.

Compositions (A) and (C) may be a one-part formulation containing effective amounts of both the converted keratin and the reducing agent. Compositions (A) and (C) may also be two-agent formulations comprising a first agent containing an effective amount of converted keratin and a second agent containing an effective amount of the reducing agent. In the case of a two-agent formulation, the specific compositions of the first agent and the second agent are not particularly limited. The compositions of the first agent and the second agent may be the same or different. In the case of a two-agent formulation, the converted keratin may be contained only in the first agent, or may be contained in both the first agent and the second agent. The reducing agent may be contained only in the second agent, or may be contained in both the first agent and the second agent. After treating the hair with the first agent, the hair may be treated with the second agent, or after treating the hair with the second agent, the hair may be treated with the first agent. Furthermore, the hair may be treated with a mixture of the first agent and the second agent.

The order of steps (A) to (C) is not particularly limited as long as the action of the present invention is effective. For example, after step (A), step (C) may be performed, or step (A) and step (C) may be performed simultaneously. Furthermore, step (A) may be performed after step (C). However, it is preferable to perform the step (B) after the step (C).

In the method, the fibers can optionally be treated with a composition (composition (D)) containing one or more oxidation dyes and/or direct dyes (step (D)). This allows the fibers to be dyed. Oxidative dyes and direct dyes have hydrophobic properties, which, like lipids, improve fastness into fibers. This makes it possible to improve the color retention of dyed fibers.

The oxidation dye is not particularly limited as long as it is effective for dyeing. Specifically, for example, dye intermediates include p-phenylenediamine, toluene-2,5-diamine, p-aminophenol, N,N-bis(β-hydroxyethyl)-p-phenylenediamine, N-( β-hydroxyethyl)-N-ethyl-p-phenylenediamine, 2-(β-hydroxyethyl)-p-phenylenediamine and salts thereof. Couplers such as resorcinol, pyrogallol, catechol, m-aminophenol, metaphenylenediamine, 2,4-diaminophenol, 1,2,4-benzenetriol, toluene-3,4-diamine, toluene-2,4-diamine, Hydroquinone, α-naphthol, 2,6-diaminopyridine, 1,5-dihydroxynaphthalene, 5-aminoorthocresol, paramethylaminophenol, 2,4-diaminophenoxyethanol, gallic acid, tannic acid, ethyl gallate, gallic acid methyl, propyl gallate, quintuple, 5-(2-hydroxyethylamino)-2-methylphenol and salts thereof. These can be arbitrarily selected and used.

The direct dye is not particularly limited as long as it is effective for dyeing. Specific examples of the direct dyes include acid dyes (anionic dyes), basic dyes (cationic dyes), and nitro dyes (nonionic dyes, HC dyes).

The acid dyes are not particularly limited, but specific examples include Red No. 2, Red No. 3, Red No. 102, Red No. 104 (1), Red No. 105 (1), Red No. 106, Red No. 201, Red No. 227, Red No. 230 (1), Red No. 230 (2), Red No. 231, Red No. 232, Red No. 401, Red No. 502, Red No. 503, Red No. 504, Red No. 506 Yellow No. 4, Yellow No. 5, Yellow No. 202 (1), Yellow No. 202 (2), Yellow No. 203, Yellow No. 402, Yellow No. 403 (1), Yellow No. 406, Yellow No. 407, Orange 205, Orange 207, Orange 402, Green 3, Green 204, Green 205, Green 401, Green 402, Purple 401, Blue 1, Blue 2, Blue 202, Blue 203 blue No. 205, brown No. 201, black No. 401, and the like. These can be arbitrarily selected and used.

The basic dye is not particularly limited, but specifically, for example, Basic Blue 3, Basic Blue 6, Basic Blue 7, Basic Blue 9, Basic Blue 26, Basic Blue 41, Basic Blue 47, Basic Blue 75, Basic Blue 99, Basic Brown 4, Basic Brow n16, Basic Brown 17, Basic Green 1 , Basic Green 4, Basic Orange 1, Basic Orange 2, Basic Orange 31, Basic Red 1, Basic Red 2, Basic Red 22, Basic Red 46, Basic Red 51, Basic Red 76, Basic Red 118, Basic Violet 1, Basic Violet 3, B basic violet 4, basic violet 10, basic violet 11, basic violet 14, basic violet 16, basic yellow 11, basic yellow 28 , Basic Yellow 57, Basic Yellow 87, and the like. These can be arbitrarily selected and used.

The nitro dye is not particularly limited, but specific examples include 4-nitro-o-phenylenediamine, 2-nitro-p-phenylenediamine, 2-amino-4-nitrophenol, 2-amino-5 - Nitrophenol, picramic acid, picric acid and salts thereof, HC Blue2, HC Blue5, HC Blue6, HC Blue9, HC Blue10, HC Blue11, HC Blue12, HC Blue13, HC Orange1, HC Orange2, HC Orange 3, HC Red1 , HC Red3, HC Red7, HC Red10, HC Red11, HC Red13, HC Red14, HC Violet1, HC Violet2, HC Yellow2, HC Yellow4, HC Yellow5, HC Yellow9, HC Yellow10, HC Yellow11, HC Yellow 12, HC Yellow 13, HC Examples include Yellow 14, HC Yellow 15, and the like. These can be arbitrarily selected and used.

The composition (D) is not particularly limited in its type as long as it has the effect of dyeing fibers. The above dyes may be used singly or in combination of two or more. For example, a basic dye (cationic dye) and a nitro dye may be used in combination. Moreover, the content of the dye in the composition (D) is not particularly limited as long as it is an effective amount.

The combination and order of steps (A) to (D) are not particularly limited as long as the action of the present invention is effective. For example, when composition (D) contains an oxidation dye, steps (B) and (D) may be performed simultaneously after or simultaneously with step (A), or steps (A) and (C) may be performed simultaneously After that, steps (B) and (D) may be performed simultaneously. When composition (D) contains a direct dye, it is preferred to carry out step (D) and then step (B) after or simultaneously with steps (A) and (C).

EXAMPLES The present invention will be specifically described below with reference to Examples. It should be noted that the present invention is not limited to the forms shown in the examples. The embodiments of the present invention can be variously modified within the scope of the present invention depending on the purpose and application. Moreover, it should be added that all considerations of the results in the examples are nothing more than the views of the inventors, and are not explanations for the purpose of defining the present invention.

(1) Formulation examples of fiber modifier Formulation examples 1 to 20 of the fiber modifier of the present invention are shown below.

(Prescription example 1) Fiber detergent

(Prescription example 2) Shampoo for hair

(Prescription example 3) Shampoo for animals

(Prescription Example 4) Softener

(Prescription Example 5) Hair rinse

(Prescription example 6) Rinse for animals

(Prescription Example 7) Texture improver

(Prescription example 8) Hair manicure

(Prescription example 9) Hair color treatment

(Prescription Example 10) Two-component oxidative hair dye

(Prescription Example 11) Hair tonic

(Prescription example 12) Hair cream

(Prescription Example 13) Water repellent

(Prescription Example 14) Shape-fixing agent

(Prescription Example 15) Antistatic agent

(Prescription Example 16) Fiber repair agent (aerosol)

(Prescription Example 17) Hair mist

(Prescription Example 18) Friction inhibitor

(Prescription Example 19) Curling agent

(Prescription Example 20) Curly hair straightening agent

Examples 1-6 and Comparative Examples 1-15

(2) Evaluation of the effect of converted keratin on hair properties After treating highly damaged hair with the composition (A) containing converted keratin, the physical properties of the hair were subjected to a hair tensile test and a KES surface property test. was evaluated, and the moisture content of the hair was evaluated.

(2-1) Preparation of Fiber Modifier Modifiers of Formulation Examples (a) to (c) shown in Table 21 (modifiers (a) to (c)) were prepared according to a conventional method. The numerical values in Table 21 indicate the contents of the components in the relevant column, and the unit is % by mass. Modifier (a) contains converted keratin.

(2-2) Preparation of hair bundles for evaluation Bleach agent 1 (“Lece Powder Bleach EX” manufactured by Hoyu Co., Ltd.) and bleach 2 agent (“Ordeve Addicthy Oxidan 6%” manufactured by Milbon Co., Ltd.) are mixed at 1:2. A bleach mixed solution was obtained by uniformly mixing at a ratio of .5 (mass ratio). The same amount of the bleach mixture was applied to a bundle of hair ("Human black hair cuticle 1 g 10 cm" manufactured by Staffus Co., Ltd.), left at 25°C for 30 minutes, and thoroughly washed with water. This bleaching process was performed twice. The hair tress was immersed in a 1.0 mass % sodium lauryl sulfate solution at 25°C for 5 minutes. The tresses were then washed with water and then dried. This hair tress was used as highly damaged hair, and was designated as an “evaluation tress”.

(2-3) Treatment with Modifiers (a) to (c) 1 g of the modifiers (a) to (c) are uniformly applied to one hair bundle for evaluation, and the mixture is heated at 25°C for 10 minutes. I left it. After that, it was thoroughly washed with water, wiped with a towel, and dried.

(2-4) Treatment for Washing Hair Bundles The hair bundles treated by the method (2-3) above were immersed in a 5 mass % sodium lauryl sulfate solution at 40° C. for 30 minutes. After that, it was thoroughly washed with water, wiped with a towel, and dried.

(2-5) Evaluation test (i) Hair tensile test A universal tensile tester ("AG-20k NXDplus" manufactured by Shimadzu Corporation) was used on the hair bundles treated by the method of (2-4) above. , at a speed of 50 mm/min, the tensile breaking strength (N) and elongation rate (%) per hair were measured (n=10). This result was evaluated as an index of hair damage.

(ii) KES surface characteristic test The hair bundle treated by the method (2-4) above was treated with a KES surface characteristic tester ("KESFB4-A-SE" manufactured by Kato Tech Co., Ltd.). True mean coefficient of friction (MIU) was measured (n=10). This result was evaluated as an index of the dry feeling of hair. A lower mean coefficient of friction (MIU) indicates a silkier hair.

(iii) Moisture content measurement test The hair tresses treated by the method (2-4) above are left for 24 hours at a humidity of 30% and a temperature of 25 ° C. Then, an infrared moisture meter (manufactured by Ketsuto Scientific Research Institute Co., Ltd.) FD-800”) was used to measure the moisture content of the hair (n=10). This result was evaluated as an index of the moist feeling of hair. Healthy hair has a moisture content of 11-14%.

The above tests (i) to (iii) were also performed on the hair tresses for evaluation. These results were taken as Comparative Example 3 as characteristics of highly damaged hair. The performance of the fiber modifier was evaluated in comparison with these figures.

Table 22 shows the average value of the results of the above evaluation test.

(3) Evaluation of fiber treatment method using fiber modifier containing converted keratin For highly damaged hair, steps (A) and (B), or steps (A), (B) and (C) After that, the physical properties of the hair were evaluated by the hair tensile test and the KES surface property test, and the moisture content of the hair was evaluated.

(3-1) Preparation of Hair Treatment Composition A composition (composition (d)) of Formulation Example (d) shown in Table 23 was prepared according to a conventional method. The numerical values in Table 23 indicate the contents of the components in the relevant column, and the unit is % by mass. Composition (d) contains a reducing agent.

(3-2) Treatment with Compositions of Modifiers (a) to (c) The hair tresses for evaluation were treated in the same manner as in (2-3) above.

(3-3) Treatment with modifiers (a) to (c) and composition (d) Any one of the modifiers (a) to (c) and composition (d) 20 : 1 (mass ratio). Then, 1 g of the mixed solution was uniformly applied to one hair bundle for evaluation, and left at 25° C. for 10 minutes. After that, it was thoroughly washed with water, wiped with a towel, and dried.

(3-4) Treatment with a composition containing an oxidizing agent (composition (B)) A composition containing an oxidizing agent ( 1 g of "Likera 3D Anchor Cream" manufactured by Little Scientist Co., Ltd.) was evenly applied and left at 25° C. for 10 minutes. After that, it was thoroughly washed with water, wiped with a towel, and dried.

(3-5) Treatment for washing hair bundles In the same manner as in (2-4) above, the above (3-2) and (3-4), (3-3) and (3-4) treatments are performed. The tresses for evaluation performed were washed. This allows the lipids in the hair to flow out.

(3-6) Evaluation test The tests (i) to (iii) were performed on healthy hair tresses and evaluation tresses treated in (3-5) above. As for healthy hair, a bundle of hair ("Human black hair cuticle 1 g 10 cm" manufactured by Staffs Co., Ltd.) was immersed in a 1.0 mass% sodium lauryl sulfate solution at 25°C for 5 minutes. It was then washed with water and dried. This hair bundle was used as a healthy hair bundle. These results were taken as Comparative Example 8 as characteristics of healthy hair. The performance of the fiber modifier was evaluated in comparison with this figure.

Table 24 shows the average value of the results of the above evaluation test.

(4) Evaluation of the effect of converted keratin on the fastness of oxidation dye After performing step (A) on the hair tress for evaluation, (B) and (D) are performed at the same time, and after washing, A color retention evaluation test was conducted. In addition, the same evaluation was performed on the hair subjected to steps (B) and (D) after steps (A) and (C) were performed at the same time.

(4-1) Treatment with Compositions of Modifiers (a) to (c) The hair tresses for evaluation were treated in the same manner as in (2-3) above.

(4-2) Treatment with Modifiers (a) to (c) and Composition (d) The hair tresses for evaluation were treated in the same manner as in (3-3) above.

(4-3) Treatment with a composition containing an oxidation dye and a composition containing an oxidizing agent company "Ordeve Addicthy Oxidan 6%") is uniformly mixed at a ratio of 1:1 (mass ratio) and treated by the method (4-1) or (4-2) above. 1 g of the mixed solution was applied and left at 25° C. for 20 minutes. After that, it was thoroughly washed with water and dried. By this treatment, the tresses can be dyed in cool colors.

(4-4) Washing the hair bundle and bleaching the hair bundle The hair bundle treated by the method (4-3) was washed in the same manner as in (2-4) above. As a result, the dyed color of the hair bundle can be faded.

(4-5) Evaluation test (iv) Color retention evaluation test For the hair bundles treated by the method (4-3) and the hair bundles treated by the method (4-4), a spectrophotometer (Konica Minolta Color difference (ΔE*ab) was measured using "CM-3600d" manufactured by Co., Ltd. (n=10). This makes it possible to evaluate the degree of fading due to the treatment (4-4). A smaller value of color difference (ΔE*ab) means less fading.

The methods (4-3) and (4-4) were also applied to the hair tresses for evaluation, and the test (iv) was carried out. These results were taken as Comparative Example 13 as a comparison standard for the properties of highly damaged hair.

Table 25 shows the average value of the results of the above evaluation test.

(5) Evaluation of the effect of converted keratin on the fastness of direct dye After performing steps (A), (C) and (D) simultaneously on the hair tress for evaluation, step (B) is performed at the same time, After washing, a color retention evaluation test was conducted.

(5-1) Preparation of Hair Treatment Composition Compositions (e) to (g) shown in Table 26 were prepared according to a conventional method. The numerical values in Table 26 indicate the contents of the components in the column, and the unit is % by mass. Composition (e) contains a converted keratin and a direct dye.

(5-2) Treatment with Compositions (e) to (g) and Composition (d) ) was uniformly mixed in the ratio of Then, 1 g of the mixed solution was uniformly applied to one hair bundle for evaluation, and left at 25° C. for 10 minutes. After that, it was thoroughly washed with water, wiped with a towel, and dried.

(5-3) Treatment with Composition Containing Oxidizing Agent The same treatment as in (3-4) above was performed on the hair tresses that had undergone the treatment in (5-2) above.

(5-4) Washing the hair bundle and bleaching the hair bundle The hair bundle treated by the method (5-3) was washed in the same manner as in (2-4) above. As a result, the dyed color of the hair bundle can be faded.

(5-5) Evaluation Test Using the method (iv) above, an evaluation test was conducted on the hair tresses treated in (5-3) and (5-4) above.

The average value of the results of the above evaluation test was calculated and shown in Table 27.

From Table 22, compared with Comparative Examples 1 and 2, Examples 1 and 2 treated with the modifier (a) containing the converted keratin, hydroxydodecyl PG aminoethyl disulfide keratin, improved the properties of the hair. In terms of effectiveness, the best results were obtained. Notably, the KES surface property test and moisture content gave the best results. The difference between the aminoethyl disulfide keratin of Comparative Example 1 and the converted keratin is that a specific alkyl group is added to the converted keratin. Lipids in hair have a great effect on the texture of hair (for example, smoothness and moistness). The dry feeling is evaluated by the KES surface characteristic test, and the moist feeling is evaluated by the water content. It can be seen that by adding a specific alkyl group, the fixation of the lipid into the hair is so excellent that it can withstand the washing treatment of (2-4) above.

From Table 24, the properties of the hair treated with the modifier (a) containing the converted keratin hydroxydodecyl PG aminoethyl disulfide keratin (Examples 2 and 3) are very similar to those of healthy hair (Comparative Example 8). indicates that In addition, from Tables 22 and 24, when Examples 1 and 2 are compared, Example 2, in which the hair is treated with the composition containing the modifier (A) and the oxidizing agent, has an excellent effect on the modification of hair properties. It can be seen that Further, from Table 24, when Examples 2 and 3 are compared, Example 3 treated with composition (A), a composition containing a reducing agent, and a composition containing an oxidizing agent is more effective in improving hair properties. It can be seen that excellent action is exhibited. This is presumed to be due to the fact that the disulfide bonds contained in the hydroxydodecyl PG aminoethyl disulfide keratin are converted into thiol groups by the reducing agent, and are firmly fixed to the keratin protein inside the hair via the disulfide bonds by the oxidizing agent. be. It was shown that the composition containing converted keratin of the present invention can exhibit more excellent effects when hair is treated with a composition containing an oxidizing agent and/or a composition containing a reducing agent.

The results in Tables 25 and 27 suggested that the converted keratin also enhances the fixability of the dye inside the hair. Since dyes exhibit hydrophobic properties, it is presumed that conversion keratin, to which specific alkyl groups have been added to enhance hydrophobic properties, has significantly improved the fastness of hair dyes.

These results show that similar results are obtained if the converted keratin satisfies the above (I) and (II), and the above (I) and (II) treatment methods are changed and applied according to the purpose. be able to.

As described above, the converted keratin, which has improved hydrophobic properties over conventional aminoethyl disulfide keratin, is excellent in fixing lipids and/or other hydrophobic substances inside fibers. Therefore, the fiber modifier of the present invention is versatile and practical, and has high utility value in the fields of the textile industry and the cosmetics industry.

Claims (5)

(I) a thiol in which some or all of the disulfide bonds (-SS-) in keratin are selected from the group consisting of cysteamine, cysteine, amidinocysteine, thioglycolic acid, thiolactic acid, thiomalic acid, and thioglycerin; and (II) some or all of the amino groups (—NH ₂ ) and/or hydroxy groups (—OH) in the keratin are added with C6-C22 alkyl groups. A keratin-containing fiber modifier comprising a keratin derivative or keratin hydrolyzate. A method of treating keratin-containing fibers comprising treating the keratin-containing fibers with the keratin-containing fiber modifier of claim 1 and treating the keratin-containing fibers with a composition comprising one or more oxidizing agents. 3. A method of treating keratin -containing fibers according to claim 2, further comprising the step of treating the keratin- containing fibers with a composition containing one or more reducing agents. 4. A method of treating keratin -containing fibers according to claim 2 or 3, further comprising the step of treating the keratin-containing fibers with a composition containing one or more oxidation and/or direct dyes. A method for treating keratin-containing fibers according to any one of claims 2 to 4, wherein the keratin-containing fibers are hair.