KR100616724B1 - Hair coloring composition comprising PPG-chitosan - Google Patents

Abstract

The hair dye composition of the present invention contains 0.01 to 20% by weight of a dye based on the total amount of the composition and 0.01 to 20% by weight of a phytoplanktonic acid represented by the following general formula (1).

(Wherein R _c is chitosan).

The hair dye composition of the present invention may be a hair dye for oxidative or non-oxidative hair dye. When the hair dye composition of the present invention is a hair dye for oxidation, the hair dye for oxidation may be a two-part formulation consisting of a first preparation containing an oxidative dye and a second preparation containing an oxidizing agent. In the hair dye for oxidative preparation of the above-mentioned 2 formulation, phy- phyzic acid may be contained in one or both of the first agent and the second agent. When the cosmetic composition of the present invention is a non-oxidizing type hair dye, the dye may be one or a mixture of two or more selected from acid dyes, basic dyes, oil dyes, direct dyes, disperse dyes and HC colors.

Hair dye, phy- phyzic acid, oxidized form, non-oxidized form

Description

Hair coloring composition comprising PPG-chitosan < RTI ID = 0.0 >

The present invention relates to a hair dye composition, and more particularly, to a hair dye composition which improves dyeing fastness, improves dye fastness, and minimizes damage to hair by containing phytoplasic chitosan having excellent affinity to hair.

In general, hair dye agents are classified into permanent hair dyes (oxidative type hair dyes), semi-permanent hair dyes (non-oxidative type hair dyes), and temporary colorants depending on the durability of the colored color. The hair dye composition of the present invention comprises a first Oxidative dyeing agent and acid dye, basic dye or HC color, and the like, which is a second formulation containing a preparation and an oxidizing agent.

In the case of oxidative dyeing agents, low molecular weight oxidizing dyes cause oxidative polymerization reaction in the hair to form pigments. They are characterized by being able to obtain various colors and have excellent salt strength and are the most widely used hair dyeing agents . Non-oxidative hair dye is a hair dye that is useful for providing natural color close to the primary color. It has relatively little hair damage and can be easily manipulated at the same time as perm.

On the other hand, in recent years, there has been a tendency to dye not only a product for covering the hair of a bird, but also a bright color close to the primary color. These colors have a disadvantage in that fading or discoloration is faster than those expressed in black or brown, and a method for improving the durability of colors expressed in hair is required. In addition, hair exposed to alkaline conditions during dyeing easily loses its strength and tends to be broken, and gloss, gloss, and the like tend to fall. In addition, the oxidative type hair dye has a relatively good salt strength, but it is disadvantageous in that it is gradually faded or discolored due to sunshine, shampoo, perspiration or the like and the color fastness is deteriorated.

On the other hand, chitin or chitosan is used in various hair cosmetics for the purpose of providing a conditioning effect by being adsorbed on hair. However, since it is low in solubility in organic solvents including water and contains a large amount of flavonoid, lignin and tannin The compatibility with a protein or a derivative thereof is poor and there is a limit to use in a cosmetic preparation. This fact also appears in oxidative or non-oxidative hair dye. When a hair dye containing a protein and its derivatives or plant extract components contains chitin or chitosan, chitin or chitosan easily complexes with them in order to contain a large amount of solvents such as alcohols and to minimize hair damage that may occur. Or the diffusion of the dye into the inside of the hair is hindered and the dyeability tends to deteriorate, leading to destabilization of the system.

 Accordingly, the present inventors have studied to provide a hair dyeing composition capable of solving the above-mentioned problems, improving dyeing fastness and dyeing fastness, and protecting hair from strong action of an alkali agent and an oxidizing agent and continuously imparting a conditioning effect, The inventors of the present invention have completed the present invention based on the fact that it is possible to minimize the damage of the hair and to provide conditioning effects such as overall gloss and flexibility of the hair while improving the basicity of the hair dyeing agent and the dyeing fastness.

The hair dye composition of the present invention contains a dye and phy- phyzic chitosan represented by the following general formula (1).

(Wherein R _c is chitosan).

In the present invention, the dye is preferably 0.01 to 20% by weight based on the total amount of the composition.

In the present invention, it is preferable that the phy- phyzic chitosan is 0.01 to 20 wt% based on the total amount of the composition.

The phytoplasic acid used in the present invention is a polypropylene glycol-bonded chitosan derivative, which is characterized by grafting a polypropylene glycol to the amino group or hydroxy group of chitosan or partially deacetylated chitosan by a nucleophilic substitution reaction. The phytoplasic acid protects the hair from the violent action of the alkaline agent and the oxidizing agent and gives the conditioning effect.

The hair dye composition of the present invention may be a hair dye for oxidative or non-oxidative hair dye.

When the hair dye composition of the present invention is a hair dye for oxidation, the hair dye for oxidation may be a two-part formulation consisting of a first preparation containing an oxidative dye and a second preparation containing an oxidizing agent.

In the hair dye for oxidative preparation of the above-mentioned 2 formulation, phy- phyzic acid may be contained in one or both of the first agent and the second agent.

In the oxidative dyeing agent, the kind of the oxidation dye precursor of the first preparation is not particularly limited, and examples thereof include phenylenediamines, aminophenols, toluenediamines, aminonitrophenols, diaminopyridines, di Phenylamines and N-phenyldiamines, and 0.1 to 10% by weight, based on the total amount of the first preparation, is used.

In addition, a coupler may be used for the variety of colors to be exhibited in the first preparation. Examples of the coloring agent include resorcinol, m-aminophenol, m-phenylenediamine, pyrogallol, 1-naphthol, and the like.

The first agent may be a lower alcohol such as ethanol, isopropanol, butanol or benzyl alcohol, a polyol such as propylene glycol, 1,3-butylene glycol, glycerin, sorbitol or maltitol, lanolin, squalane, liquid paraffin, A known compounding agent such as an oily component, a sulfite, an oxidation stabilizer such as EDTA, ammonia water, an ethanolamine, an aminomethyl propanol, an alkaline agent of an inorganic alkaline, and a fragrance.

As the oxidizing agent which is the second agent, hydrogen peroxide, peroxide element and the like are generally used. In addition, a known compounding agent such as a stabilizer such as EDTA, phenacetin and sodium stannate, an oil component such as liquid paraffin and vegetable oil, a pH adjusting agent, and a flavoring agent may be blended as needed in the second preparation.

The above-described two-type oxidative type hair dye agent is usually mixed immediately before use.

When the hair dye composition of the present invention is a non-oxidizing hair dye, the non-oxidizing hair dye may contain one or more selected from among acid dyes, basic dyes, oil dyes, direct dyes, disperse dyes and HC colors as dyes.

The non-oxidative type hair dye is provided in the form of a cream or lotion containing an oily component such as gel phase or liquid paraffin or fatty alcohol by a water-soluble polymer compound.

Hereinafter, the composition and action and effect of the hair dye composition according to the present invention will be described in more detail as examples and comparative examples. However, the present invention is not limited to these examples.

Examples 1-5 and Comparative Examples 1-6

A hair dye composition having the composition shown in Table 1 below was prepared by the following method.                     

First, a solution prepared by adding components 1 to 5 to component 17 and heating and dissolving at 80 DEG C was added to a solution obtained by mixing and dissolving components 6 to 15, followed by mixing. Component 16 was added to adjust the pH to prepare a first preparation .

Next, Components 22 and 19 were added to Component 22, dissolved by heating to 90 占 폚, cooled to room temperature, and then Component 2 was prepared by adding Component 18 and adjusting the pH to Component 21.

Example Comparative Example   One   2   3   4   5   One   2   3   4   5   6 First formulation 1. p-phenylenediamine 2. resorcin 3. p-amino-ocresol 4. disodium ethylenediamine tetraacetate 5. sodium sulphate 6. oleic acid 7. propylene glycol 8. nonoxynol-15 9. Polyoxyethylene oleyl ether (EO = 10) 10. Phosphazychitosan 11. Chitosan 12. Sodium lauryl sulfate 13. Isopropanol 14. Angelica gigantosa extract 15. Hydrolysis keratin 16. Ammonia water (28%) 17. Purified water  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   0.5 - 1.0 - - -  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   0.5 - - 7.0 - - Suitable amount Suitable amount  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   0.5 - - - 0.5 -  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   0.5 - - - - 0.5.  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   0.5 - 1.0 7.0 0.5 0.5.  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - 0.5 1.0 - - -  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - 0.5 - 7.0 - - Suitable amount Suitable amount  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - 0.5 - - 0.5 -  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - 0.5 - - - 0.5.  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - 0.5 1.0 7.0 0.5 0.5.  1.0 0.6 0.9 0.1 0.1 14.0 4.0 5.0 3.0                                                   - - 1.0 7.0 0.5 0.5. Second formulation 18. Hydrogen peroxide 19. Ethylenediamine tetraacetate disodium 20. Sodium stannate 21. Phosphoric acid 22. Purified water  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb >  6.0 0.1                                                   0.1 < tb > 6.0 0.1                                                  0.1 < tb >

Test Example 1

To test the durability, the composition was applied to a blonde of 18 cm in length and 2 g in weight, and after 25 minutes passed, it was washed in flowing water using a commercially available shampoo, and then dried with air. Next, the color difference (ΔE) between the dyed hair and the untreated hair was measured using a spectrophotometric colorimeter. The larger the color difference, the greater the dyeability of the hair dye. In order to evaluate the color fastness of the colored pigment, the dyed hair was immersed in an acidic solution similar to the sweat component, and the degree of discoloration was observed after a lapse of a predetermined time.

In addition, the hair conditioning effect was compared by evaluating the degree of electrostatic generation by combing the feeling of dyed hair with hands and combing it hard 30 times. Table 2 shows the results of evaluation by this method.

Evaluation items Example Comparative Example One 2 3 4 5 One 2 3 4 5 6 Durability (ΔE)  63  72  66  60   63  42  47  39  38  33  61 Dye fastness  ◎  ◎  ◎  ◎  ◎  ○  ○  △  △  ×  △ Hair Conditioning Effect  ○  ○  ◎  ◎  ◎  △  ×  △  △  △  ×

⊚: very good ◯: good △: normal ×: poor

As shown in Table 1, the dyeing fastness, dye fastness and hair conditioning effect were excellent in Examples 1 to 5 containing phy / chitosan. This is because the polypropylene glycol group having flowability is attached to the phytoplasic chitosan used in Examples 1 to 5, so that the solubility of the polypropylene glycol group in the organic solvent is good and does not interfere with the penetration and diffusion of the dye into the hair, , And prevents formation of a complex with proteins.

On the other hand, in Comparative Examples 1 to 5, chitosan charged with a partial cationic charge had a low solubility in an organic solvent and formed a complex with an anionic substance, a plant extract or a protein, thereby causing a decrease in dyeability, dye fastness and hair conditioning effect . Comparative Example 6 showed that the dyeability to hair was similar to that in the case of using phytoplanktonic acid, but the dyeing fastness and hair conditioning effect were significantly lower in the case of using no phytoplanktonic acid.

Examples 6 to 7 and Comparative Examples 7 to 9

A hair dye composition having the composition shown in Table 3 below was prepared by the following method.

First, Components 1 to 5 were added to Component 10, heated and dissolved at about 90 占 폚, cooled to 50 占 폚, and then Components 6 to 9 were sequentially added and stirred to prepare a first preparation.

Next, Component 14 was added to Component 20, and the mixture was heated and dissolved at 90 占 폚. After cooling to about 50 占 폚, Components 12, 13 and 15 to 19 were added thereto and mixed. Component 11 was then added and stirred to prepare a second preparation .                     

   Example      Comparative Example   6   7   7   8   9 First formulation 1. Sulfuric acid toluene-2,5-diamine 2. 1-naphthol 3. p-aminophenol 4. Disodium ethylenediamine tetraacetate 5. Sodium sulfite 6. Propylene glycol 7. Polyoxyethylene cetyl ether (EO = 20) 8 Propylene glycol 9. Ethanolamine 10. Purified water  1.2 0.3 0.7 0.1 0.1 3.5 4.0 5.0.  1.2 0.3 0.7 0.1 0.1 3.5 4.0 5.0.  1.2 0.3 0.7 0.1 0.1 3.5 4.0 5.0.  1.2 0.3 0.7 0.1 0.1 3.5 4.0 5.0.  1.2 0.3 0.7 0.1 0.1 3.5 4.0 5.0. Second formulation 11. Hydrogen peroxide 12. Disodium ethylenediaminetetraacetate 13. Nonoxynol-12 14. Penasetin 15. Ammonium lauryl sulfate 16. Sodium hyaruronate 17. Phosphigychitosan 18. Chitosan 19. Phosphoric acid 20. Purified water  6.0 0.1 4.0 0.1 1.0 - 1.0 -  6.0 0.1 4.0 0.1 - 0.1 1.0 -  6.0 0.1 4.0 0.1 1.0 - - 1.0.  6.0 0.1 4.0 0.1 - 0.1 - 1.0 qs qs 6.0 0.1 4.0 0.1 1.0 0.1 - - q.s.

Test Example 2

Dyeing fastness and hair conditioning effect were measured in the same manner as in Test Example 1 with respect to Examples 6 and 7 and Comparative Examples 7 to 9 having the above compositions. The dyeability, dye fastness, and hair conditioning effects were good in Examples 6 and 7, which contained phyphyzid chitosan in the second formulation. The results are shown in Table 4 below.

Evaluation items Example 6 Example 7 Comparative Example 7 Comparative Example 8 Comparative Example 9  Durability (ΔE)      66      63      42     39     62  Dye fastness      ◎      ◎      ○     △     ○  Hair Conditioning Effect      ◎      ◎      △     ×     ×

⊚: very good ◯: good △: normal ×: poor

Examples 8 to 10 and Comparative Examples 10 to 13

A hair dye composition having the composition shown in Table 5 below was prepared by the following method.

Components 1 and 2 were added to Component 15, and the mixture was heated to 55 캜 and stirred. Then, Components 3 to 14 were added, mixed, and stirred.

Example Comparative Example 8 9 10 10 11 12 13 1. Propylene glycol 2. Hydroxyethyl cellulose 3. Dimethicone polyol 4. Ethylenediaminetetraacetic acid disodium 5. Nonoxynol-15 6. Ethoxydiglycol 7. Isopropanol 8. Green tea extract 9. Fipigi chitosan 10. Chitosan 11. Red No. 106 12. Orange No. 205 13. Citric acid 14. Preservative 15. Purified water   3.0 0.6 0.7 0.1 2.0 3.5 8.0 - 0.3 - 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 - 0.5 0.3 - 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 8.0 0.5 0.3 - 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 8.0 - - 0.3 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 - 0.5 - 0.3 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 8.0 0.5 - 0.3 0.2 0.1.  3.0 0.6 0.7 0.1 2.0 3.5 8.0 0.5 - - 0.2 0.1.

Test Example 3

Dyeing fastness and hair conditioning effect were measured in the same manner as in Test Example 1 with respect to Examples 8 to 10 and Comparative Examples 10 to 13 of the above compositions. The dyeability, dye fastness and hair conditioning effects in dyed hair were the best in Examples 8-10 containing phy- phyzic chitosan. The results are shown in Table 6 below.                     

Evaluation items          Example              Comparative Example     8    9    10    10    11    12    13 Durability (ΔE)    83    79    82    45    47    42    81 Dye fastness    ◎    ◎    ◎    △    △    △    ○ Hair Conditioning Effect    ◎    ◎    ◎    ×    ×    ×    ×

⊚: very good ◯: good △: normal ×: poor

INDUSTRIAL APPLICABILITY As described above, the hair dye composition according to the present invention has excellent dyeing and hair conditioning effects and is excellent in fastness to dyeing of colored dyes.

The hair dye composition of the present invention containing phy- phyzic chitosan has high dyeability because it does not interfere with penetration diffusion of the dye to the hair, gives a desirable conditioning effect to the dyed hair, and forms a polymer film of phy- phyzed chitosan on the hair surface It has the function of preventing the damage of the hair and protecting the dyed hair.

Claims (7)

A dye and a phy- phyzic chitosan represented by the following general formula (1).

(Wherein R _c is chitosan). The hair dyeing composition according to claim 1, wherein the dye is present in an amount of 0.01 to 20% by weight based on the total amount of the composition. The hair dyeing composition according to claim 1, wherein the phy- phipis chitosan is present in an amount of 0.01 to 20% by weight based on the total amount of the composition. The hair dyeing composition according to any one of claims 1 to 3, wherein the hair dye composition is an oxidative type hair dye or a non-oxidative type hair dye. The hair dyeing composition according to claim 4, wherein the oxidizing type hair dyeing agent is a two-part type comprising a first preparation containing an oxidation dye and a second preparation containing an oxidizing agent. The hair dyeing composition according to claim 5, wherein either or both of the first preparation and the second preparation contain the phy- chipidic acid. The hair dyeing composition according to claim 4, wherein the non-oxidizing hair dye contains as a dye at least one selected from an acid dye, a basic dye, an oil-soluble dye, a direct dye, a disperse dye and an HC color.