JPH01501003A - Compositions used to permanently change hair color - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed description of the invention] Compositions for Use in Permanently Changing Hair Color The present invention provides, in one aspect, compositions for use in permanently changing hair color. Stable conditioning agent, softener for hair treated with color-changing formulations. The present invention relates to aqueous compositions containing softeners and penetrants.

In another aspect, the invention provides enhanced melanin dissolution and oxidative dye delivery into hair follicles. The present invention relates to a composition that promotes penetration of intermediates.

In yet another aspect, the present invention relates to an additive for hair bleaching compositions. It also relates to a hair coloring shampoo composition that permanently colors hair. be.

Background of the invention The main coloring component of hair is the dark pigment melanin, which is buried in the cortex of the hair. It exists as an embedded particle. The purpose of bleaching is to remove natural pigments or deposits in the hair. selectively bleaches the coloring agent and minimizes the damage caused to the hair It's about doing. When hair is bleached, color is leached and removed from the hair fibers. The color gradually changes depending on the amount of melanin particles. Hydrogen peroxide for bleaching is the main melanin solvent used, but as melanin is removed it becomes peroxidized Hydrogen reacts with keratin, reducing its tensile properties and damaging the hair. In particular, White color is due to (1) initial solubilization of pigment particles and (2) solubilized dark brown color. It occurs in two stages: fading of the base color. The reaction between melanin protein and hydrogen peroxide is mainly It is limited to cystine residues that are bound to proteins, and cystine residues are the result of this reaction. Converted to bound cystic acid. Solubilization of melanin particles is caused by melanin protein. It is associated with the cleavage of disulfide bridges. As in keratin, disul Fido crosslinks appear to be a stabilizing factor in melanin.

The bleaching process can be stopped at any point or the bleaching process can be stopped at any point or You can continue until the color reaches a certain shade. The latter can be achieved with the following coloring step Provides a good background for various shades of color. This kind of bleaching The combination with coloring is double process coloring. g) which promotes porosity, brittleness, loss of tensile strength and drying. This causes damage to the hair.

Permanent hair colorants use oxidative dye intermediates, which are colorless substances. However, when mixed with an oxidizing agent immediately before use, color develops through an oxidative condensation process. . In particular, this dye intermediate is coupled with other oxidative dye intermediate molecules in the presence of an oxidizing agent. dye compounds with large fused rings within the hair fiber. This contraction The ring synthesis product is too large to penetrate the hair, so it is removed by the precursor intermediate. It is essential to achieve good penetration. Oxidation dyeing treatment is a chemical property of hair and produce many undesirable changes in cosmetic properties. In particular, hair fibers are Potassium swelling results in reduced tensile strength and flexibility, promoting a porous and dry appearance. It will be done. Additionally, oxidative dye intermediates sensitize and redden the skin. Moreover, it was processed The color imparted to hair is often non-uniform. This is the part that has undergone pre-processing. The dye enters the dye at a faster rate than new growth, which is more porous and more resistant to absorption. This is because it absorbs interstitial matter.

Disclosed in U.S. Patent Nos. 4.532.127 and 4.579.732 Certain quaternized amine compounds and polymeric amines overcome some of the problems mentioned above. It was developed to. However, these basic compounds are completely unsatisfactory. I realized that it wasn't possible. This is because these compounds are hair colorants or This is because it reacts with the anionic components commonly present in hair bleaching agents. this Reactivity causes undesirable changes in the desired shade. Furthermore, the amino group Must be used in bleach because it reacts with hydrogen oxide to form nitrogen oxides. The amount of available peroxide increases. Peroxide is known to have a drying effect on hair. It is therefore desirable to use as little as possible to achieve the desired results.

Additionally, the relatively high viscosity of polymeric compounds is due to the molecular weight of the polymer chains in the product. together with normal changes in product quality reproducibility and long-term shelf life of the product. This leads to formulation problems. In addition, the polymer product has a large molecular size, so it It is difficult to penetrate the hair fibers, and instead of penetrating, it forms a coating on the hair. The coating may become sticky under high humidity conditions. Finally, hair dye and Many bleaches produce unpleasant odors, which traditional quaternized amino compounds cannot mask. I can't.

Therefore, the aim of the present invention is to prevent skin hypersensitization, to condition the hair during processing, Helps hair fibers penetrate dye intermediates without excessive alkaline swelling provides a complexing site from which the colorant can be produced. , minimizes the period of time hair is exposed to chemical solutions and increases the By increasing penetration, the dye is more evenly distributed in the treated hair, making it easier to bleach or bleach. Retains the tensile properties of dyed or dyed hair and effectively hides undesirable thiol odors. Overcoming the above-mentioned drawbacks by providing chemically stable additives that can or to minimize it.

These and other objects of the invention will be apparent from the description below.

present invention In the present invention, this treatment component is included in the color change agent formulation to permanently change the hair color. from about 0.01% to about 12% by weight, preferably from about 0.5% to about 7% by weight, based on the total weight of the compound. A quaternized aminolactam is provided which is incorporated at a concentration of 5% by weight. The label according to the present invention Cutam has the following structural formula: (m in the formula represents an integer of 1 to 4; R is alkylene having 3 to 8 carbon atoms or C1-C, alkyl having 3 to 8 carbon atoms substituted with an alkyl group Represents a ren group; R+.

R2 and R3 each independently represent an alkyl group, an alkyl oxide group, or an alkyl group. droxy group, alkoxy group, aryl group, aralkyl group, alkaryl group, or or alkylamidoalkyl group, all of which have 1 to 30 carbon atoms. at least one of R, R, and L has 8 to 30 carbon atoms; X- is a chloride anion, a bromine anion or an iodine anion, (preferably a chlorine anion).

Among these lactams, the following formula: Preferred is a lactam represented by R2 and R5. Both have octadecyl group, tetradecyl group, hexadecyl group, hydrogenated beef tallow (t a　I　Iov) fatty acid residue or hydrogenated coconut (coco) fatty acid residue However, the other of R2 and R3 is a methyl group or pyrrolidone showing the same group as R5. Ru. The most preferred one is pyro, in which R5 represents a hexadecyl group or an octadecyl group. Lydon, which is used at a concentration of about 0.75 to about 5.0% by weight. According to the present invention The lactam pyrrolidone is advantageously incorporated into the hair color change formulation immediately before use. .

Although we use the expression "formulation" here, this term does not apply to creams, gels, It is intended to include liquids or detergent solutions such as emulsions or water.

The lactams according to the invention can be used individually or in mixtures, and commercially available Hair bleach formulations or oxidative dye intermediate formulations, or permanent household or professional use. Permanent shampoo set hair dye (shampoo tint), permanent hair dye (hair dye), hair bleach, hair bleaching agent (hair branch) or to a composition containing an oxidative dye intermediate containing a hair dye remover. . Alternatively, such color changing agents are among the currently commercially available color changing agents. It can be manufactured using normally contained ingredients, and the label according to the present invention Cutam can be added to improve hair properties and minimize hair damage.

-a, the permanent coloring agent formulation according to the invention has long-term color durability; Change the color of your hair to achieve the desired color, wrap up gray hair, lighten the color, or At the same time, you can change the color of your hair after bleaching it, dye it or double-blonde it. It is a formulation used to make

Permanent dye formulations according to the invention may be prepared using conventional oxidative dye intermediates, such as phenylene difluoride. Amines, amitzenols, themselves or other phenylenediamines during oxidation. Coupling with a congener or derivative of Contains phenols or naphthols that produce large fused ring compounds with color bonds. have The color developed from a colorless intermediate depends on the diamine substituents or terminal groups, e.g. , aromatic or phenolic groups, and aromatic nitro groups or trace amounts of heavy Depends on the metal. Other factors that change the color of dyed hair include concentration, There is a combination of alkalinity, base composition, and intermediates that participate in the oxidation reaction. normal, hair Dyeing or bleaching hair requires a processing time of about 10 to about 40 minutes. Related to the present invention The use of lactams can reduce the processing time by more than 10%. next Table 1 lists dye intermediates, color formers and colors used to obtain specific hair shades. Representative groups of denaturants are shown. Also disclosed in U.S. Patent No. 4,532.127. Any of the dyes shown are also suitable for use in the present invention.

Other compounds that act as color modifiers or color formers include stabilizers and antioxidants. m-diamine, m-aminophenol, and polyhydroxyphene, which are also inhibitors. There is nol, and there is also naphthol. The latter is the second dye intermediate in the formulation. It is often used as Pyridine derivatives are also used as dye intermediates. It is taught to be used in place of diamines. In some cases, the formulation may be directly Adding dyes to provide the brightest color can be provided.

Vehicles for dye intermediates are typically used at a pH of 9-11. pH is ammonium hydroxide can be used to adjust the desired alkalinity level. water as base Ammonium oxide is preferred because ammonia helps hair fibers swell and is capacious. This is because it can be easily removed. In particular, the vehicle aids in the wetting and penetration of dye intermediates. An aqueous solution of soap or detergent. Ammonium oleate, alkanolamide detergents and shampoos, e.g. fatty acid alkyl sulfates, fatty acid polypeptides. Ptide condensates and oxyethylated aliphatic alcohols are most commonly used.

In addition to dye intermediates and vehicles, moderate solubilizing agents, e.g. alcohol, ethyl alcohol or isopropyl alcohol, and condition. Na, analogy, chrycerin, lanolin, oleyl alcohol, cetyl alcohol etc., as well as antioxidants, such as sulfites, primarily sodium sulfite or bisulfite, and thioglycolic acid; antioxidants usually prevent premature oxidation. It is included to prevent When the lactam according to the invention is added to this formulation, other Conditioners are no longer needed and the hair fibers are damaged, especially in areas of new growth. Penetration of dye intermediates into hair fibers is accelerated, and skin peroxidation is significantly reduced. , the swelling of the hair fibers is promoted, the color distribution becomes more even, and the hair becomes thicker after treatment. A soft, silky and supple texture is imparted to the skin. Ma In addition, the lactam moiety, particularly the pyrrolidonyl moiety, of the compound according to the present invention is a quaternary amino acid. Since the compounds according to the invention have a stabilizing effect on the peroxide or anionic It does not react with minutes. Because of this stabilizing effect, small amounts of the compounds according to the invention may be used. If so, the desired effect can be achieved.

The actual amount of lactam added to the formulation ranges from about 0.01% to about 7.5% by weight of the total formulation. , but higher additions up to about 12% by weight can be used without adverse effects. economics is the reason for the limitation.

The oxidative dye intermediate formulation is used on hair in conjunction with an oxidative dye color former. Coloring agent is oxidized The dye intermediate formulation is mixed with the dye intermediate formulation immediately before use. This is a combination of the dye intermediate formulation and (equal part) It is common to use hydrogen peroxide as a coloring agent. When used as an intermediate, about 1.5 to about 2 parts of hydrogen peroxide should be used per intermediate. Can bleach and color in one use. 5-7% hydrogen peroxide or Cream or aqueous solutions of urea oxide are the main coloring agents used commercially. . However, other previously taught color formers include chlorate, persulfate, and perboric acid. salt and sodium dichromate. Moreover, the lactam according to the present invention is also more uniform. Thickening effect, such as for uniform distribution and/or when used as a cream. can be added to color former formulations to cause

The dye components mentioned above should be washed with oleic soap or ether to prevent dripping and run-off. It is often combined with toxylated fatty alcohols to make shampoos.

The hair dyeing operation is followed by a final conditioning treatment, neutralizing wash, or cationic treatment. or acidic rosettes containing cationic active emollients in addition to amphoteric surfactants. Use acid balanced shampoo. I can. In addition, the lactam according to the present invention may also be added for such neutralization purposes. It can have a conditioning effect.

Some examples of typical hair dye formulations are shown below.

Oxidation dye intermediate A, ash blonde hair dye reduction weight % Oleic acid 35.00 Ethoxylated sorbitan Oleate (5 moles ethoxylate) 10.00 Sorbitan oleate 3.50 polyethylene glycol -40 Sorbitan Ralt 1.75 Hydroxylated lecithin 1.25 EDTA (ethylenediaminetetraacetic acid') 0.10 Sodium sulfite 0.5 0 Deionized water/distilled water 31.19 Ammonium hydroxide, 28% 10.00 Isopropyl alcohol 2.50 P-phenylenediamine 0.60 0-Aminophenol 0.10 P-aminophenol 0.01 4-Nitro-1,2-diaminobenzene 0.30 Pyrogallol 0.70 Resorcinol 0.20 Hydroquinone 0.10 Fragrance 0.20 B, blue violet hair dye removal minute weight % Oleic acid 35.00 Ethoxylated sorbitan Oleate (5 moles ethoxylate) 10.00 Sorbitan oleate 3 ．． 50 polyethylene glycol -40 Sorbitan Ral-) 1.75 Hydroxylated lecithin 1.25 EDTA (ethylenediaminetetraacetic acid) 0.10 Sodium sulfite 0.50 Deionized water/distilled water 29.90 Ammonium hydroxide, 28% 10.00 Isopropyl alcohol 2.50 P-phenylenediamine 0.55 P-aminophenol 0.90 1.5-dihydroxynaphthalene 0.80 Pyrocatechol 0.80 Fragrance 0.20 Oleic acid 35.00 Sorbitan oleate 3.50 Hydroxylated lecithin 1.25 EDTA (ethylenediaminetetraacetic acid) 0.10 Sodium sulfite 0.50 Deionized water/distilled water 29.29 Ammonium hydroxide, 28% 10.00 Isopropyl alcohol 2.50 P-phenylenediamine 3.75 Book 2. 4-diaminoanisole, 1; P-phenylenediamine, 2 0.05 1.5-dihydroxynaphthalene 0 ．． 06P-aminodiphenylamine 0.05 Fragrance 0.20 D, medium red hair dye removal minute weight % Oleic acid 35.00 sorbitan oleay) 3.50 Hydroxylated lecithin 1.25 EDTA (ethylenediaminetetraacetic acid) 0.10 Sodium sulfite 0.50 Deionized water/distilled water 23.25 Ammonium hydroxide, 28% 10.00 Isopropyl alcohol 2.50 2-nitro-p-phenylenediamine 2.504-nitro-〇-phenylenediamine Amine 0.50P-phenylenediamine 1.00 P-amine phenol 1.00 4-amino-2-nitrophenyl 1.50 pyrogallol 2.0 Resorcinol 1.3 Fragrance 0.20 The same color former solution can be used for each of the hair dyes mentioned above.

The following formulations are representative of suitable color formers.

Ingredients Weight% Hydrogen peroxide, 30% 20.00 Nonoxynol (Nonoxyno+, trade name) -95,00 Nonoxynol- 42,00 Phosphoric acid 0.50 Cetyl alcohol 0.50 Stearyl alcohol 0.50 If desired, the lactam is added to the color former formulation described above rather than to the dye formulation. or separate the lactam amount into both the dye and color former formulations. can be done. The lactam concentration in the dye/color former system is approximately 0.75 to approximately 7.5% by weight %, preferably in the range of about 1 to about 5% by weight.

Bleaching removes natural pigments, namely melanin particles, which are primarily present in the cortex of hair fibers. The process of partial or complete oxidative decomposition of hair, or in or on the hair. involves the process of removing dye pigments deposited on. As a side effect, bleaching can damage the hair epidermis. keratin proteins, and oxidizes proteins in both the epidermis and cortex. denaturing; thus decolorizing dissolved melanin color particles and oxidizing them to cystic acid This reduces the cross-linking ability of cystine.

Most common bleaches have concentrations of 5 to 9 in formulations adjusted to a pH of about 9 to about 11. % aqueous hydrogen peroxide solution, but not aliphatic or alkanol alcohols. Urea peroxide and other hydrogen peroxide creams laced with thickening agents like Mido are also used. can do.

Peroxide bleaches are used with an activator, and the activator is added immediately before use. activator and Ammonium hydroxide is preferred by most users because This is because Monia swells the hair fibers, allowing peroxide penetration, and also This is because ammonia is volatile and can be easily removed. Other conventionally used Activators include sodium carbonate and ethanolamine. In addition, ammonium Bleach accelerators and bleach enhancers such as Ni, thallium and sodium persulfates Ammonium oleate soaps, lipophilic surfactants, and Peroxide formulations with conditioners like esterol and lanolin derivatives It is normal to include it inside. Even if you use a lot of these conditioners , severe dryness, breakage and loss of suppleness of the hair occur. By the following reoxidation , cystine from the majority of cysteine residues generated during reduction to disulfide bonds. is recovered. The reported recovery rate is approximately 90%. In addition, bleaching treatment is applied to hair. damage such as tangles, dryness, embrittlement, increased porosity, swelling, frizz, etc.

The lactam according to the invention can be added to these formulations in the amounts mentioned above to optimize skin sensitization. It retains the tensile properties of the hair and forms a thin film on the hair epidermis. Stronger conditioning by eliminating or minimizing dryness and breakage It can provide a In addition, the lactam according to the present invention has a high penetrating power and Due to the high hair swelling properties, it is possible to shorten the time that hair is exposed to chemical oxidation treatments. I can do it.

Some examples of typical hair bleach formulations are as follows.

Oleic acid 7.01 Ethyl alcohol 4.67 Monoethanolamine 2.80 Ethoxylated nonylphenol 2.3350% 82026.89 Potassium persulfate 2.95 EDTA disodium 0.13 Sodium metasilicate 6.15 Heptyl alcohol 2.50 Deionized water 86.43 Hydrogen peroxide, 35% (dilute grade) 8.57 Bleach Formulation C (in cream form) Ingredients Weight% Motel Alcohol 10.00 Deionized water 70.36 Hydrogen peroxide, 35% (diluted grade) 17.14 For cosmetically changing hair color Other amounts in which the lactam according to the invention can be used include: sulfur dioxide; or ash mixed using potassium permanganate followed by sodium thiosulfate Hair bleaching treatment that changes colored hair to snow-white, and hydrosulfide , using a weak solution of sodium thiosulfate or aminoiminomethanesulfinic acid There are treatments for certain hair dye removal techniques.

The lactam according to the invention, in particular pyrrolidone, is prepared at ambient temperature and pressure in the above-mentioned quantities. Preferably, 1. Simply mix for a sufficient time to obtain a uniform distribution. They can be incorporated into any of the above formulations by combining them.

Having described the invention generally, the invention will now be described with reference to the following examples.

These examples are illustrative of preferred embodiments and are more extensive than those described above. It is not intended to limit the scope of the invention.

Example 1 Dimethyloctadecyl-CN-(2-pyrrolidonyl) chloride, a quaternary lactam Methyl]ammonium additive was evaluated in a standard type hair bleach (Helen Kirch). Sue White Frosting Bleach (Helene Curtis White e. Frosting Bleach)) was carried out as follows.

Representative compositions χ and Y, which are hair bleach formulations, are each divided into equal parts. did. Combine the first divided X and Y parts and place them on the left side of the subject's scalp. It was immediately applied to the hair sections selected for whitening. The subject is supple and The hair had good coloring properties and was colored. The remaining divided X and Y After the parts have been combined, it is added with 1% by weight of dimethyloctadecyl-[N -(2-,pyrrolidonyl)methyl]ammonium was added. Quaternary lactam The mixture of portions X and Y that were combined after containing the mixture was applied to the right side of the subject's scalp. It was applied to equal hair sections selected for whitening.

Polyethylene glycol oleyl ether 14.02 ethoxylated nonylphene Noor 2,33! (20□ (50%) 6-89 Potassium persulfate 2.95 Ammonium persulfate 0.92 Sodium persulfate 2.95 Ethylenediaminetetraacetic acid disodium 0.13 Sodium mekusilicate 6.1 5 Deionized distilled water 49.18 Y1 color former weight% H,02 (30%) 20.00 Heptyl alcohol 0.50 Stearyl alcohol 0.50 Wednesday 71.50 Apply the combination lotion onto the hair separately on each side of the scalp for the specified time of 3 The lotion was left on for 0 minutes and then washed off with water. Dry the hair by blowing the wind The following evaluations were made by comparing the hair on the right and left sides of the scalp. the result are shown in Table 2.

Table 2 Excellent ease of application Processing time 30 minutes 30 minutes Scalp/skin irritation None None Excellent ease of cleaning and removal Hair wetness evaluation Feeling good Dryness: Very small, perfectly adjusted condition Easy to like Excellent ease of handling Some tangles, no Pore amount: very small, none Hair dryness evaluation Easy to like Some tangles, no Bleaching degree: Yellow: Extremely pale yellow No damage None Flexibility is better than better Massage (Body) Excellent Excellent ease of handling Conditioning Smooth, smoother, glossy, superior Hair condition after 3 weeks Color: Yellow: Very light yellow Blending (on the axis of the hair) Good. Coverage of the tips of the hair Good. Color lifting excellence (colored hair) Excellent color retention Discoloration Slightly Very small Skin/scalp irritation None None Example 2 In addition, the quaternary lactam dimethyloctadecyl-[N-(2-pyrrolido) ammonium in standard hair dye formulations (i.e., roving care). (Loνing Care, trade name) Medium Brown) I valued it. Representative compositions A, B and C, which are hair dye formulations, are each It was divided into different parts. Combine the first divided parts A-C and remove the hair on the subject's scalp. It was immediately applied to the left side of the hair. The subject has a dark brown color with excellent suppleness and properties. and had gray hair. Combine the remaining divided parts A-C and add 1% by weight of Taiseihoku dimethyloctadecyl-[N-(2-pyrrolidonyl)methychloride] ammonium was added. Later combined A-C containing a quaternized lactam The section was applied to the hair on the right side of the subject's scalp.

Tall oil fatty acid 7.50 Propylene glycol 4,40 Iso-C3 alcohol 4.35 Octoxynol (trade name) - 13,50 nonoxynol -42,0O NH, OH, 26° Baume 1.15 Ethoxy diglycol 0.75 Polyethylene glycol-8 Beef tallow amine 0.50 Ethylenediaminetetraacetic acid 0 ．． 01 Glycol 0.25 Sodium sulfite 0.05 1-naphthol o, og Resorcinol 0.31 p-phenylenediamine 0.35 Air freshener 0.50 pH adjusted to 9.8 B3 color former component weight% H20□, 30% 20.00 Nonoxynol-95,00 Nonoxynol-42,00 Phosphoric acid 0.50 Cetyl alcohol 0.50 Stearyl alcohol 0.50 Wednesday 71.50 C. Ingredients of conditioner lotion: Weight% hydroxyethyl cellulose 1.00 ethoxy diglycol 0.50 Cocoamidopropyl betaine 10.00 Sorbic acid 0.20 Phosphoric acid p)13. Place it in O Flavoring agent 0.20 Sufficient amount of water Apply the lotion to the hair on both sides of the scalp and leave it on for 10 minutes. Then, it was removed by washing with water. Then shampoo the hair and blow dry with air. did. The following evaluations were made by comparing the hair on the right and left sides of the scalp. This review The value effects are reported in Table 3.

Table 3 Excellent ease of application Processing time 30 minutes 30 minutes Scalp/skin irritation None None Transparent state excellent Ease of cleaning and removal Excellent Feels good Dryness level Dryness fully adjusted state Easy to like Good Excellent Easy to handle Good No tangles Pore amount Very small None Hair dryness evaluation Easy to like Good Excellent Some tangles, no Flexibility Good Sense of volume (Body) Yoshihide Easy to handle Conditioning Small Very good Good gloss Hair condition after 3 weeks Color at the hair root Relatively bright Slightly relatively dark Blending on the shaft Good Excellent Excellent coverage of hair tips Color 0iL7U, zz & (lifting) Excellent Color retention (overall) Excellent Discoloration (overall) Slightly absent Skin/scalp irritation None None Comparable results were obtained using other lactams according to the invention. present invention Other lactams of particular interest are the following: Methyldidodecyl-CN-(2-pyrrolidonyl)methylcochloride.

Methyldioctadecyl[11-(2-pyrrolidonyl)methylcochloride.

Methyldioctadecyl-[N-(2-pyrrolidonyl)methylcochloride.

Dimethylhexadecyl-[N-(2-pyrrolidonyl)methylcochloride.

Dimethyltetradecyl-[N-(2-pyrrolidonyl)methylcochloride.

Dimethyloctadecyl-CN-<2-pyrrolidonyl)methylcochloride.

Similarly, from about 0.5% to about 7.5% by weight of the lactam of the present invention can be added to conventional shampoos. Can be added to a set of hair dyes to improve dye penetration and dye fading resistance. came. Lactams were added immediately before use as described above.

From the above description, many other substitutions and variations may be made without departing from the scope of the invention. It is clear that changes are possible.

International investigation report 1mtMe14M°” “””’ PCT/1lSI’17102457

Claims (28)

[Claims] 1. The following formula: ▲Contains mathematical formulas, chemical formulas, tables, etc.▼ (m in the formula represents an integer of 1 to 4; R is alkylene having 3 to 8 carbon atoms alkyl having 3 to 8 carbon atoms substituted with a group or a C1-C4 alkyl group Represents a ren group; R1, R2 and R3 each independently represent an alkyl group or an alkyl group. Oxide group, alkylhydroxy group, alkoxy group, aryl group, aralkyl group , alkaryl group, or alkylamidoalkyl group, and these groups are each has 1 to 30 carbon atoms, and at least one of R1, R2 and R3 represents a group having 8 to 30 carbon atoms; X- is a chlorine anion, a bromine anion or an iodine anion, preferably a chloride anion) Hair color change agent composition containing a penetrating agent consisting of nolactam to permanently change hair color thing. 2. The claim contains about 0.5% to about 7.5% by weight of the quaternized aminolactam. Item 1. The hair color change agent composition according to item 1. 3. A claim containing about 0.01% to about 12% by weight of the quaternized aminolactam. Item 1. The hair bleaching composition according to item 1. 4. Hair bleaching according to claim 3, containing hydrogen peroxide and an ammonia-containing activator. agent composition. 5. The hair color change agent composition according to claim 4, wherein the composition is an aqueous solution. 6. A hair bleaching composition according to claim 4, wherein said composition is a cream. 7. Containing about 0.01% to about 12% by weight of the quaternized aminolactam according to claim 1. A hair colorant composition that permanently colors hair. 8. The hair coloring according to claim 7, which contains an oxidative dye as a hair coloring agent and an oxidizing agent. agent composition. 9. 9. The hair coloring composition of claim 8, wherein said composition is an aqueous solution. 10. 9. The hair coloring composition of claim 8, wherein said composition is a cream. 11. The hair coloring composition according to claim 8, which is incorporated into a shampoo composition. 12. pH 9-10 alkaline solution of phenylenediamine hair dye, peroxide and an effective conditioning amount of the oxidizing color former of claim 1. A hair coloring agent that permanently colors hair, containing aminolactam tetrade. 13. The lactam has the following formula: ▲Contains mathematical formulas, chemical formulas, tables, etc.▼ (At least one of R2 and R3 in the formula is an octadecyl group, a tetradecyl group, or a hexadecyl group. indicates a xadecyl group, a hydrogenated tallow fatty acid residue or a hydrogenated coconut fatty acid residue, The other of R2 and R3 is a methyl group or the same group as R3) Item 1. The hair color change agent composition according to item 1. 14. The quaternary aminolactam according to claim 1 in an effective hair conditioning amount. A method of applying a bleaching composition containing the bleaching agent composition to hair. 15. The effective amount of the quaternized aminolactam is from about 0.5% to about 7.5% by weight of the total composition. 15. The method according to claim 14, wherein the amount is %. 16. The quaternized aminolactam is added to the bleaching composition immediately before application to the hair. 15. The method according to claim 14, wherein the method is added to 17. The quaternary aminolactam according to claim 1 in an effective hair conditioning amount. A method of applying to hair a permanently coloring hair coloring composition comprising: 18. An effective amount of quaternized aminolactam is about 0.5% to about 7.5% by weight of the total composition. 18. The method according to claim 17, wherein the amount is %. 19. Immediately before application to the hair, the quaternized aminolactam is added to the hair coloring composition. 18. The method according to claim 17, wherein the method is added to 20. The hair colorant composition for permanently coloring hair consists essentially of a dye formulation and color former formulations, and these formulations are mixed and applied to the hair before they are applied to the hair. 20. The method according to claim 19, wherein aminolactam tetraride is added to at least one of the formulations. Law. 21. The quaternary aminolactam according to claim 1 in an effective hair conditioning amount. A method of applying a shampoo-type hair dye containing a shampoo-type hair dye to hair. 22. The effective amount of the quaternized aminolactam is from about 0.5% to about 7.5% by weight of the total composition. 22. The method according to claim 21, wherein the amount is %. 23. 15. The method according to claim 14, wherein m in the formula representing the quaternized aminolactam is 1. . 24. 18. The method according to claim 17, wherein m in the formula representing the quaternized aminolactam is 1. . 25. An effective hair conditioning amount of the quaternary aminolactam according to claim 13. A method of applying a bleaching agent composition containing the above to hair. 26. An effective hair conditioning amount of the quaternary aminolactam according to claim 13. A method of applying to hair a permanently coloring hair coloring composition comprising: 27. The hair colorant composition for permanently coloring hair consists essentially of a dye formulation and color former formulations, and these formulations are mixed and applied to the hair before they are applied to the hair. 27. The method according to claim 26, wherein aminolactam tetraride is added to at least one of the formulations. Law. 28. An effective hair conditioning amount of the quaternary aminolactam according to claim 13. A method of applying a shampoo-type hair dye containing a hair dye to the hair.