KR20180107955A - Composition for dyeing - Google Patents

Abstract

The present invention relates to a composition for dyeing. The composition for dyeing according to the present invention contains a dye having a specific functional group capable of covalent-bonding with protein residues on skin, hair, fingernails and toenails, fibers or leather surface, and thereby can provide a semi-permanent desired dyeing effect through forming a covalent bond without damaging the skin, hair, fiber or leather.

Description

[Composition for dyeing]

The present invention relates to a composition for dyeing.

In general, hair dyes, that is, hair dyes, can be classified into permanent hair dyes (oxidative dyes), semi-permanent hair dyes (non-oxidative dyes) and temporary dyes depending on the durability of the colored color and the characteristics of the composition. In the case of oxidative dyeing agents, low molecular weight oxidizing dyes or pigments form oxidative polymerization reactions in the hair to form pigments. Various colors can be obtained and they are the most widely used hair dyeing agents because of their excellent salt strength . Such an oxidative dyeing composition contains at least one dye or pigment precursor and at least one coupler which is oxidized by an oxidizing agent to form a dye or pigment. Such a dyeing composition for dyeing with oxidation may contain diluted hydrogen peroxide solution Is mixed with an oxidizing agent. The purpose of such a hair dye is to completely dye the hair as long as possible and to maintain the hair dye effect for a long time. In addition, the non-oxidizing hair dye is a hair dye that is useful for providing natural color close to the primary color, and hair damage is relatively small and can be easily performed at the same time as perm. However, currently available hair dyeing agents are easily discolored due to repeated water dropping phenomenon when dyeing with a bright color. Especially, in the case of an oxidizing type hair dyeing agent, disulfide bonds in the hair during the discoloration of hair caused by action of an oxidizing agent such as hydrogen peroxide It breaks down and severely damages the hair, which makes it less tactile than healthy hair and has less hair shine.

In the case of nail dyeing, since the binding of the dye itself can not be brought about, a color film is formed on the surface of the fingernail by using an adhesive such as nitrocellulose locker or cyanoacrylate. These compounds cause damage to the nail surface and form a thick pigment film, which has a limitation of color expression.

In the case of skin dyeing, coloring makeup such as powder, iron oxide and the like remains on the surface, and the coloring matter such as tint is deposited on the skin and is dyed, but the persistence is poor. It is injected and can show side effects such as inflammation.

Patent Document 1 relates to a reactive dye and a dye composition, and relates to a reactive dye and a dye composition, and more particularly, to a reactive dye and a dye composition, which includes a carbodiimide, an imidoester, an aryl azide, a diazyl, a hydroxymethylphosphine, a pentafluorophenyl ester, a pyridyl disulfide, Discloses a dye composition comprising a reactive dye having at least one hair selected from the group consisting of ester, alkoxyamine, hydrazide, haloacetyl, and azide, or a reactive dye having a functional group covalently bonded to a protein on the surface of the skin and a carbodiimide compound However, carbodiimide-based compounds can damage proteins on the hair or skin surface due to reaction by-products. In addition, there is a problem that the efficiency of reaction to skin is low when the hair or skin surface is temporarily used and cleaned.

Korean Patent No. 1453216

It is an object of the present invention to provide a dyeing composition capable of continuously imparting a semi-permanent dyeing effect to hair, skin, hand, claw, fiber or leather without damaging it.

As means for solving the above problems, the present invention relates to a phosphonium compound; And a dye.

As another means for solving the above problems, the present invention provides a composition for dyeing, which further comprises a peptide binding-promoting additive in the composition.

The composition for dyeing according to the present invention contains a reactive dye and / or a phosphonium-based compound into which specific functional groups capable of covalent bonding with protein residues on hair, skin, hand, claw, It forms a covalent bond without damaging the fiber or leather surface and provides semi-permanent color. It also provides an effective dyeing effect, including a peptide bond formation promoting additive.

FIG. 1 is a graph showing the a * values obtained as a result of treating pig skin with the composition of Example 1 and Comparative Example 1. FIG.
Fig. 2 is a photograph showing the result of dying the composition of Comparative Example 2 and Example 2 on nails. Fig.

The present invention relates to a dyeing composition comprising a phosphonium compound and a dye.

The composition for dyeing according to the present invention can be prepared by, for example, reacting a phosphonium compound with a known dye to form a covalent bond with the protein on the surface of hair, skin, The dyeing effect can be maximized.

The phosphonium compound may be used in an amount of 0.001 to 10 parts by weight, 0.01 to 7 parts by weight or 0.1 to 5 parts by weight based on 100 parts by weight of the total composition. If the content is less than 0.001 part by weight, there is a problem that the continuous dyeing effect is hardly exhibited. If the content exceeds 10 parts by weight, a phosphonium compound which exists excessively above the reaction position existing on the surface of hair, skin, , Claws, fibers, or hides, it does not help to improve persistence and can act as a lost ingredient.

In the present invention, the term 'dyeing effect' refers to a function of enhancing aesthetic function and masking scratches by changing the surface color of the hair, skin, hands, claws, fibers or leather with dyes or dyes .

The dye used in the present invention is a chromophore selected from the group consisting of -NO ₂ , -N═N-, C═O, C═C, C═N-, C═S, -N═O and -N═NO But is not limited to, one or more atomic groups. Further, the dye may be a dye having a chromophore group consisting of -OCH ₃ , -N (CH ₃ ) ₂ , -NH (CH ₃ ), -NO ₂ , -CF ₃ , -OH, -OCH ₃ , -Cl and -NH ₂ But are not limited to, one or more atomic groups selected from the group. Further, the dye is _{-COONa, -COOK, -COOH, -NH 2} , -NHR, -NR 2, -Cl, -Br, but may include one or more reactors selected from the group consisting of -F and -I, But is not limited thereto. The dyes may be natural dyes or synthetic dyes used for hair, skin, fibers, leather, etc., and the natural dyes may be purpurin, Munjistin, Melanin or melanin precursor , And the synthetic dyes include red 3, red 104, red 105, red 201, red 202, red 220, red 227, red 230, red 231, red 232, Red No. 401, Red No. 405, Yellow No. 4, Yellow No. 202, Lamp No. 207, Red No. 106, Red No. 213, Red No. 214, Red No. 215, Yellow No. 404, Yellow No. 405, Disperse Blue 1, Disperse Violet 1, Disperse Orange 3, Disperse Black 9, HC Blue 2, But are not limited to, HC Red 3, HC Yellow 5, or HC Red 1. .

The dye is preferably used in an amount of 0.001 to 50 parts by weight, 0.001 to 30 parts by weight, 0.01 to 10 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the total composition. If the content is less than 0.001 part by weight, there is a problem of effective performance limit. If the content is more than 50 parts by weight, there is a problem in formulation and formulation stabilization.

In particular, in the present invention, the dye may contain a carboxyl group or an amine group in the molecule to increase the reaction efficiency with the phosphonium compound.

Further, in the present invention, the dye may be one having a functional group capable of covalent bonding with protein residues of hair, skin, hand, claw, fiber or leather surface.

The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, But are not limited to, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, Selected from the group consisting of imidazole, oxycarbonyl imidazole, imine, thiol, maleimide, vinyl sulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide, ketone, carboxylic acid and phosphate It may be more than one, but it is not limited anymore.

In addition, the protein may comprise reactive residues of thiol, hydroxyl, carboxyl or amine.

The phosphonium-based compound may be a phosphonium-based compound represented by the following Formula 1:

[Chemical Formula 1]

In Formula 1,

R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,

R ₂ is selected from the group consisting of benzotriazole-yloxy, azabenzotriazole-yloxy, nitrobenzotriazole-yloxy, pentafluoropenyl- -O-), pyridylthio, hydrooxobenzotriazin, cyanoethoxycarbonylmethylidene and halogen, and the substituent may be selected from the group consisting of hydrogen,

R ₃ to R ₅ are the same or different from each other and are a dialkylamino compound or a heterocycloamine compound.

The dialkylamino compound may be a compound having 1 to 10 carbon atoms and preferably has 3 or less carbon atoms. The heterocyclic amine compound may be a compound having 2 to 10 carbon atoms and preferably 3 to 6 carbon atoms.

The water-soluble nonionic polymer preferably has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da. When the molecular weight is 300,000 Da or more, the proportion of the phosphonium compound that induces covalent bond is too small to exhibit the efficacy.

The water-soluble nonionic polymer may specifically be selected from the group consisting of polyethylene glycol, polyvinyl alcohol, polyethylene oxide, polyacrylonitrile, polyvinylpyrrolidone, polyisopropylacrylamide, cellulose derivatives, starch derivatives, dextran and guar gum And at least one polymer selected from the group consisting of

The bead or resin type polymer preferably has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da. When the molecular weight is 300,000 Da or more, the proportion of the phosphonium compound that induces covalent bond is too small to exhibit the efficacy.

The bead-shaped or resin-type polymer resin may specifically include a resin such as styrene, ethylene, butadiene, acrylonitrile, methylstyrene, terephthalate, ethylene chloride, ether ketone, etherimide, ether sulfone, phthalamide, phenylene ether, , Phenylene sulfide, sulfone, urethane, vinylidene fluoride, and tetrafluoroethylene.

The polymer beads preferably have an average particle diameter of 100 nm to 1 mm, preferably 100 nm to 100 μm, more preferably 1 μm to 100 μm, most preferably 1 μm to 70 μm . If the diameter of the polymer beads is less than 100 nm, safety problems may occur on the surface of the skin or hair. If the diameter of the polymer beads is larger than 1 mm, there is a problem in formulation and stabilization.

The silica beads preferably have an average particle diameter of 100 nm to 1 mm, preferably 100 nm to 100 μm, more preferably 1 μm to 100 μm, most preferably 1 μm to 70 μm . If the diameter of the silica beads is less than 100 nm, safety problems may occur on the surface of the skin or hair. If the diameter of the silica beads is larger than 1 mm, there is a problem in formulation and stabilization.

In a preferred embodiment of the composition for dyeing according to the present invention, a dye having a carboxyl group is directly converted into a reactive ester dye having a bioreactivity, or an excess amount of hair (17.5 to 21.9%) and skin keratin (15.5 to 23.5% Reactive esterification of an existing amino acid (ex, aspartic acid, glutamic acid) can form a form that can be targeted by a dye containing an amine group, thereby enhancing the reaction efficiency and significantly enhancing the effect.

 In the following Reaction Scheme 1, a dye molecule having a carboxyl group is firstly reacted with a phosphonium compound to form a reactive ester, followed by reaction with an amino acid having an amine residue to form a covalent bond.

 [Reaction Scheme 1]

As shown in Reaction Scheme 2, asparaginic acid and glutamic acid, which are carboxylamino group-bearing biological amino acids, react with a phosphonium compound to form a reactive ester, and then react with a dye having an amine residue to form a covalent bond .

In the following Reaction Scheme 2, asparaginic acid and glutamic acid which are carboxylamino group-bearing biogenic amino acids on the skin surface first react with a phosphonium compound to form a reactive ester, and then react with a dye having an amine residue to form a covalent bond .

 [Reaction Scheme 2]

The dyes attached to the skin by protein-peptide bonds using phosphonium-based compounds can be permanently attached to the skin without being removed from the skin by means of washing with shampoo, soap and cleanser. The above reaction formula is also applicable to hair, skin, hand-to-nail, fiber or leather as a representative example of skin.

The present invention also relates to a process for the preparation of dyes which comprises adding to the dyes at least one compound selected from the group consisting of carbodiimides, imidoesters, aryl azides, diazylenes, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, But are not limited to, dodecanedioic acid, dodecanedioic acid, dodecanedioic acid, dodecanedioic acid, dodecanediol, dodecanediol, One selected from the group consisting of imidazole, oxycarbonyl imidazole, imine, thiol, maleimide, vinyl sulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide, ketone, carboxylic acid and phosphate Or a reactive dye having a functional group covalently bonded to the above protein The.

For example, as shown in Reaction Scheme 1, the phosphonium compound may be bonded to a phosphonium compound formed by a first reaction of a phosphonium compound. In addition, the present invention may include a composition for dyeing comprising the reactive dye.

In the composition for dyeing according to the present invention, it is preferable to use at least one compound selected from the group consisting of hydroxysuccinimide, hydroxycarboximide, hydroxytriazole, hydroxybenzotriazole, hydroxypyridinone, hydroxyphenylbenzimidazole, hydroxyindolinone, One or more peptide bond formation reaction promoting additives selected from the group consisting of hydroxybenzotriazine and oximarine. The peptide bond formation reaction promoting additive may be used in an amount of 0.0001 to 10 parts by weight based on 100 parts by weight of the total composition. Preferably 0.001 to 1 part by weight, more preferably 0.001 to 0.1 part by weight. Even if 10 parts by weight or more is used, the rate of the chemical reaction is saturated, so that the product is not economical and does not contribute to the stability of the product. When used below 0.0001, little or no help is given to reactivity.

In order to further enhance the effect of the composition for dyeing according to the present invention, fatty acids such as palmitic acid and stearic acid, fatty alcohols, long chain alkyl quaternary ammonium salts of straight chain and branched chain, and the like The cationic surfactant, the cationic cellulose, the cationic guar, the cationic polymer such as cationized polyvinylpyrrolidone, and the like may be mixed together with the silicone to make the preparation easier. In order to formulate the composition into a cosmetic preparation, it is also possible to formulate cosmetics such as a solvent, a surfactant, a thickener, a stabilizer, a preservative, a colorant, a pH adjuster, a metal ion sequestrant, a pearlizing agent, an appearance improver, an emollient, Components may be incidentally included. The ingredients for the formulation may be used in an amount of 40 to 99 parts by weight or 60 to 99 parts by weight based on 100 parts by weight of the total composition.

The composition for dyeing according to the present invention can be used for the formulation of a composition for dyeing, including a dye having a functional group. Examples of application of the hair product include a shampoo composition, a shampoo, a rinse, a treatment, a wax, a gel, a spray, a mousse, a hair lotion, a hair pack, a hair essence, a hair cream, a research hair dye, Non-woven fabric, sheet, and the like. Application examples of the skin product generally include basic cosmetics (lotion, serum, essence, lotion, cream, etc.) for arranging and protecting skin, color cosmetics (makeup base, foundation, powder, Cleansing lotion, cleansing cream, cleansing gel, pack, cosmetics, etc.), makeup for hand and toenails (manicure, nutrient, Mask, soap, cleansing tissue, etc.), sun care cosmetics, body cosmetics (body lotion, shower gel, body cream, body oil, etc.).

More preferably, the composition for dyeing according to the present invention comprises a dye having a reactive functional group while containing a phosphonium-based compound, and when the activity of the above-mentioned agent is lowered in the aqueous system, And it is possible to mix the solution with a buffer for pH control just before use or allow the reaction to occur by contacting with water in the washing process. Examples of non-aqueous formulations include liquid, sheet, powder, tablet, oil, wax, ampoule, gel and the like which are used as ordinary non-aqueous cosmetic preparations. In addition, phosphonium compounds and dyes can be formulated into encapsulated single or separate forms of two. Also, a method of blocking a derivative in which a functional group having a reactive function and a component having a dyeing function are combined through an encapsulation from water may be used.

In order to increase the dyeing effect of the dyeing composition according to the present invention, it is preferable to add 2-basic acid esters such as dioctylsuccinate, dioctyl adipate and diethyl sebacate, polyol, polyethylene glycol, propylene glycol, Glycol, butanediol, and isomers thereof, glycerol, benzyl alcohol, ethoxydiglycol and derivatives thereof. The above-mentioned solvents increase the permeability of hair, skin, hands, fur, or leather and are used as a solvent for sparingly soluble materials. More preferably, the solvent used for increasing the activity maintaining effect of the dye having a functional group includes diethyl sebacate, ethoxy glycol, bis-ethoxy glycol cyclohexane 1,4-dicarboxylate and the like.

Hereinafter, the present invention will be described in detail by the following examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

Example 1 and Comparative Example 1: Preparation of lipgloss composition

A lipgloss composition was prepared with the composition and contents shown in Table 1 below.

The raw materials 1,2,5,6 were heated to 70 DEG C and homogeneously mixed at 1500 rpm for 5 minutes using a homomixer. The oil phase components 7 to 12 dissolved by heating at 70 占 폚 were added to the mixed water phase and homogeneously mixed at 3500 rpm for 5 minutes using a homomixer. After the temperature was lowered to 50 ° C, a neutralizing agent, a phosphonium-based compound such as Polystyrene supported (Benzotriazol-1-yloxy) -tris (dimethylamino) phosphonium (PS-BOP) 3 and 1-Hydroxybenzotriazole And homogeneously mixed with a homomixer for 3 minutes, followed by degassing, filtration and cooling.

The PS-BOP is a polymer resin having a weight average molecular weight of 200,000 Da, represented by the formula (1), wherein R ₁ is represented by the following formula 2 (m + n + x + y: z = 99: 1) ; R ₂ is benzotriazole-yloxy; R ₃ to R ₅ are dimethylamino. The following z repeating unit is a crosslinker that is not attached to a specific position but randomly connects the polymers, and Eur . J. Org . Chem . 2004, 1936_1939.

(2)

.

Raw material weight % Example 1 Comparative Example 1 One Dipropylene Glycol (DPG) To 100 To 100 2 Red 227 0.01 0.01 3 PS-BOP 0.1 - 4 Hydroxybenzotriazole 0.01 0.01 5 1,3-butylene glycol 1.0 1.0 6 glycerin 1.0 1.0 7 Squalane 1.0 1.0 8 Liquid paraffin 22.0 22.0 9 Polybutene 16.0 16.0 10 lanolin 16.0 16.0 11 Vaseline 20.0 20.0 12 Ceresin 5.0 5.0

Example 2 and Comparative Example 2: Preparation of nail dye composition

Nail dye compositions were prepared according to the compositions and contents shown in Table 3 below.

The raw materials 1,2,5,6 were heated to 70 DEG C and homogeneously mixed at 1500 rpm for 5 minutes using a homomixer. Subsequently, the temperature was lowered to 50 ° C and 1-Hydroxybenzotriazole (HOBt) 4, which is a neutralizing agent, a phosphonium compound PS-BOP 3 and a peptide bond formation promoter, was added and homogeneously mixed with a homomixer for 3 minutes. Lt; / RTI >

number weight % Example 2 Comparative Example 2 One Dipropylene Glycol (DPG) To 100 To 100 2 Red 227 0.01 0.01 3 PS-BOP 0.1 - 4 Hydroxybenzotriazole 0.01 0.01 5 1,3-butylene glycol 1.0 1.0 6 glycerin 5.0 5.0

Experimental Example 1

Each composition was applied to three pig skin by Franz cells method and treated for 30 minutes under constant temperature and humidity conditions (temperature 32 ° C, humidity 50%). After that, the skin was washed with detergent to examine the dyeing effect of the pig skin surface. The degree of staining of the treated skin samples was determined by measuring the a * value of the colorimeter (Konica Minolta CR-300 Chroma Meter) and compared.

The results of the a * values of the colorimeter obtained from the experimental results are shown in Tables 3, 4 and 1 below.

division Example 1 Comparative Example 1 a * value (average) 16.24 4.23

division Example 2 Comparative Example 2 a * value (average) 30.25 2.83

As shown in Tables 3 and 4, it was confirmed that the dyeing effect of red 227, an amine dye due to skin adhesion, was markedly improved when phosphonium was used.

Experimental Example 2

In order to confirm the dyeing effect of each composition of Example 2 and Comparative Example 2, the nail of the experimenter was secured to a length of 0.5 mm. The nails were each impregnated with the composition of Example 2, Comparative Example 2 at a constant temperature and humidity condition (temperature 32 ° C, humidity 50%) and treated for 30 minutes. After that, the nail was washed with detergent to examine the dyeing effect of the nail surface. The degree of dyeing of the treated nail samples was photographed and compared visually

As a result, it was confirmed that the dyeing effect of Example 2 was significantly improved as compared with Comparative Example 2.

Therefore, various dyes as well as the red No. 227 are expected to remain on the surface of the skin, hair, hands, claws, fibers or leather for a long period of time and to continuously obtain the cosmetic effect for a certain period of time.

Claims (19)

A phosphonium compound and a dye.
The method according to claim 1,
Wherein the phosphonium compound is a phosphonium compound represented by the following formula (1): < EMI ID =
[Chemical Formula 1]

In Formula 1,
R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,
R ₂ is selected from the group consisting of benzotriazole-yloxy, azabenzotriazole-yloxy, nitrobenzotriazole-yloxy, pentafluoropenyl- -O-), pyridylthio, hydrooxobenzotriazin, cyanoethoxycarbonylmethylidene and halogen, and the substituent may be selected from the group consisting of hydrogen,
R ₃ to R ₅ are the same or different and each is a dialkylamino compound having 1 to 10 carbon atoms or a heterocycloamine compound having 2 to 10 carbon atoms.
3. The method of claim 2,
Wherein the water-soluble nonionic polymer has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da.
3. The method of claim 2,
The water-soluble nonionic polymer may be at least one selected from the group consisting of polyethylene glycol, polyvinyl alcohol, polyethylene oxide, polyacrylonitrile, polyvinylpyrrolidone, polyisopropylacrylamide, cellulose derivatives, starch derivatives, dextran, Lt; RTI ID = 0.0 > 1, < / RTI >
3. The method of claim 2,
Wherein the bead or resin type polymer resin has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da.
3. The method of claim 2,
The bead or resin type polymer resin may be selected from the group consisting of styrene, ethylene, butadiene, acrylonitrile, methylstyrene, terephthalate, ethylene chloride, ether ketone, etherimide, ether sulfone, phthalamide, phenylene ether, Wherein the polymer is a polymer polymerized with a monomer selected from the group consisting of rhenium sulfide, rhenium sulfide, sulfone, urethane, vinylidene fluoride and tetrafluoroethylene.
3. The method of claim 2,
Wherein the silica bead has an average particle diameter of 100 nm to 1 mm.
The method according to claim 1,
Wherein the phosphonium compound is 0.001 to 10 parts by weight based on 100 parts by weight of the total composition.
The method according to claim 1,
Wherein the dye comprises a carboxyl group or an amine group in the molecule.
The method according to claim 1,
Wherein the dye is a natural dye or a synthetic dye.
11. The method of claim 10,
Wherein said natural dye is purpurin, Munjistin, Melanin or melanin precursor.
11. The method of claim 10,
The synthetic dyes may be red 3, red 104, red 105, red 201, red 202, red 220, red 227, red 230, red 231, red 232, red 401, red 405 Yellow No. 204, Yellow No. 202, Yellow No. 207, Red No. 106, Red No. 213, Red No. 214, Red No. 215, Yellow No. 404, Yellow No. 405, Blue No. 403, Disperse Blue 1, Disperse Violet 1, Disperse Orange 3, Disperse Black 9, HC Blue 2, HC Red 3, , HC Yellow 5 (HC Yellow 5) or Ac Red 1 (HC Red 1).
The method according to claim 1,
Wherein the dye has a functional group capable of being covalently bonded to protein residues on hair, skin, hand, claw, fiber or leather surface.
14. The method of claim 13,
The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazyls, hydroxymethylphosphines, pentafluorophenyl esters, tetrafluorophenyl esters, sulfodichlorophenol esters, sulfonyl chlorides, But are not limited to, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, , Trisylate, succinimide, hydroxysuccinimidyl ester, imidazole, oxycarbonyl imidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic Acid esters, disulfides, ketones, carboxylic acids and phosphates. At least one dyeing composition selected
The method according to claim 1,
Wherein the dye is 0.001 to 50 parts by weight per 100 parts by weight of the total composition.
The method according to claim 1,
Wherein the composition further comprises a peptide bond formation reaction promoting additive.
17. The method of claim 16,
The peptide bond formation reaction promoting additive may be at least one selected from the group consisting of hydroxysuccinimide, hydroxycarboximide, hydroxytriazole, hydroxybenzotriazole, hydroxypyridinone, hydroxyphenylbenzimidazole, hydroxyindolinone, hydroxy Benzotriazine, and oxime. ≪ / RTI >
17. The method of claim 16,
Wherein the peptide bond formation reaction promoting additive is 0.0001 to 10 parts by weight based on 100 parts by weight of the total composition.
The method according to claim 1,
A phosphonium compound and a dye are formulated into a single preparation in an encapsulated form; Wherein the phosphonium compound and the dye are separated from each other.

Images