JPH07116009B2 - Cosmetic composition for skin or hair - Google Patents

Description

TECHNICAL FIELD The present invention relates to a cosmetic composition for skin or hair containing a phosphorylated peptide or a salt thereof.

[Conventional technology]

Peptides obtained by acid, alkali or enzymatic hydrolysis of animal proteins and peptide derivatives such as acylated products, ester derivatives and quaternary ammonium derivatives thereof have already been incorporated into cosmetics.

This is because these peptides and their derivatives have the effects of adsorbing to hair to prevent damage to hair and recovering damaged hair, and being a natural protein derivative that is less irritating to the skin and safe. This is due to its high nature.

[Problems to be solved by the invention]

However, for those involved in the production of cosmetics and users of cosmetics, without impairing the above properties of the peptide,
There is a demand to obtain higher quality cosmetics by imparting more useful properties to peptides as a compounding agent for cosmetics and compounding them with cosmetics.

[Means for solving problems]

In order to meet the above-mentioned demands, the present inventors have synthesized various derivatives using peptides as raw materials, and examined their properties.As a result, phosphorylated peptides obtained by phosphorylating peptides or salts thereof Without deteriorating the properties, the introduction of a phosphate group significantly improves the wetting action and pH buffering action, and the resulting film becomes more flexible, and the introduction of a phosphate group has a chelating action and an emulsifying action, It has been found that it has a good compatibility with other cosmetic compounding agents and is very useful as a cosmetic compounding agent, and based on that, the present invention was completed.

In other words, the phosphorylated peptide is adsorbed to the hair that the peptide has to prevent damage to the hair, restore the damaged hair, and has the property that it has less irritation to the skin and is highly safe. The introduction of the phosphate group significantly improves the moisturizing action and pH buffering action, and the moisturizing action moisturizes hair and skin (moisture), and its strong pH buffering action makes the pH of cosmetics appropriate. Keeps the product easy to prepare, and when applied on the hair or skin, it relaxes strong acids and strong alkalis applied to the hair and skin from the outside, damaging hair and skin by strong acids and strong alkalis. It has the effect of preventing people from receiving it. Moreover, the phosphorylated peptide has a very flexible film formed, does not give a stiff feeling to hair and skin, and has a chelating action by the introduction of a phosphate group, and thus traps metal ions such as calcium ions. Prevents the precipitation of metal ions, expands the range of cosmetic compounding agents that can be used in the preparation of cosmetics, and expands the environment in which cosmetics can be used. In addition, metal ions such as calcium ions and sodium ions harden the hair and make it stiff. It is possible to prevent this. Further, it also has an emulsifying action, has good compatibility with other cosmetic compounding agents, and emulsifies other cosmetic compounding agents to facilitate the preparation of cosmetics.

The peptide for obtaining a phosphorylated peptide having the above-mentioned properties can be obtained by hydrolyzing a natural protein as a raw material by an existing method such as acid hydrolysis, alkali hydrolysis, enzymatic hydrolysis and the like.

The natural protein that is a raw material of the peptide is not particularly limited, and collagen, keratin, fibroin,
Animal proteins such as casein, elastin, albumin and conchiolin, legume proteins such as soybean proteins, and vegetable proteins such as corn (corn) proteins can be used. In addition, gelatin, which is a modified product of collagen, can be used as a starting material for obtaining the peptide in the same manner as collagen. Therefore, in the present invention, the case where gelatin is used as a starting material for obtaining a peptide is also included in the category where the above collagen is used as a raw material. In casein, for example, some of the constituent amino acids, serine, may be naturally phosphorylated, but when the substance itself is used as a raw material, phosphorylation further progresses, resulting in phosphorylation. The effect is further improved, and the useful properties as described above are obtained.

As a hydrolysis of a protein for obtaining a peptide, a known method such as acid hydrolysis, alkali hydrolysis or enzymatic hydrolysis can be applied. Upon its hydrolysis,
By appropriately selecting the hydrolysis conditions, the average molecular weight of the produced peptide can be set in the range of 200 to 20000. The peptide after hydrolysis can also be purified by various means. The average molecular weight of the peptide as above
The reason why the range of 200 to 20,000 is to be because when the average molecular weight of the peptide is less than 200, the film forming ability is reduced, and the chelating action is reduced, and the average molecular weight of the peptide is set to greatly exceed 20,000. This is because phosphorylation to obtain a sufficient effect becomes difficult. It should be noted that phosphorylation causes an increase in molecular weight, for example, in the case of a peptide having a molecular weight of 200, one phosphorylation increases the molecular weight by about 100 to about 300.

The method for phosphorylating the peptide is not particularly limited, but is usually performed using phosphoryl halide. As the phosphoryl halide, phosphoryl chloride (POCl ₃ ) is particularly preferable.

As a method of reacting the peptide with phosphoryl chloride, an aqueous solution having a peptide concentration of about 1 to 40% (weight%, and the same applies to the following percentages is% by weight) is used.
It is preferable that an organic solvent solution of phosphoryl chloride (concentration of about 1 to 40%) is added dropwise little by little over a period of about 15 minutes to 3 hours while stirring at 0 ° C. to react. In the reaction, it is preferable to use an alkaline solution (concentration of about 1 to 30%) such as sodium hydroxide, potassium hydroxide or lithium hydroxide to adjust the pH during the reaction to 9 to 12. During the reaction, hydrochloric acid is generated by phosphorylation with phosphoryl chloride and hydrolysis of phosphoryl chloride with water to lower the pH of the reaction solution. Therefore, it is preferable to add an alkaline solution as needed. The organic solvent used to dissolve phosphoryl chloride is, for example, a solvent that dissolves phosphoryl chloride such as benzene, n-hexane, toluene, cyclohexane, diethyl ether, dipropyl ether, and chloroform, but is immiscible with water. Is preferred.

Phosphorylation carried out as described above is carried out on the amino group contained in the side chain of the terminal amino group or lysine of the peptide, proline, hydroxyproline, the imino group of histidine, etc. Since the content of the imino group is smaller than that of the amino group, the outline of the reaction can be confirmed by performing the measurement of amino nitrogen by the Fanslake method before and after the reaction. After the reaction solution was purified to remove the phosphate ions in the solution, the phosphorylation rate of the peptide (total phosphorus value (w / w% ) / Total nitrogen value (w / w%)) can be determined, but the phosphorylation rate of the phosphorylated peptide according to the present invention is preferably 1 to 50%, and below this, sufficient effect is exhibited. Moreover, further phosphorylation does not show the expected effect, and phosphorylation exceeding a phosphorylation rate of 50% is usually difficult.
It should be noted that peptides and proteins with large molecular weight are difficult to be highly phosphorylated because they have few terminal amino groups, but even in that case, the change in isoelectric point due to phosphorylation causes stable dissolution in a wide pH range. It also has the advantage of improving the pH buffering effect.

After the reaction, it is preferable that after the solvent layer is separated from the reaction solution, the solution is separated and the solvent is completely removed by concentration under reduced pressure. It is preferable that the reaction solution is usually neutralized to pH 5 to 8 and further salts such as sodium chloride produced by the reaction are removed by ion exchange resin, dialysis, reverse osmosis, ultrafiltration, electrodialysis and the like. Eventually concentration 1-40%
Aqueous solution or aqueous solution containing organic solvent such as alcohol, or spray drying, vacuum drying,
It can be used as a powder of a dried product by a drying means such as freeze-drying. Since the phosphorylated peptide thus obtained has phosphoric acid introduced, a part or all of the phosphoric acid moiety can be used as a salt with a cation as a counterion, but the cation as a counterion can be converted into a salt. Is an alkali metal ion such as Na ⁺ , K ⁺ , Li ⁺ , Ca,
Alkaline earth metal ions such as ²⁺ and Mg ²⁺ , ammonia, trimethylamine, triethylamine, tripropylamine, ethanolamine, triethanolamine, 2-amino-2-methyl-1-propanol, 2-
Mention may be made of cations of organic amines such as amino-2-methyl-1,3-propanediol. Whether or not the phosphate group is a salt depends on the pH of the liquid, and it is considered that a part of the phosphate group exists as a salt at a neutral pH around p5 to 8. Therefore, the phosphorylated peptide partially forms a salt with the above-mentioned cations existing in the liquid at neutral pH around pH 5 to 8, but the characteristic feature of the phosphorylated peptide is that no matter what these cations are, In addition, it forms a chelate with these cations in a wide pH range, and since the chelate is water-soluble, it has high compatibility and is easy to use when mixed with other components for cosmetics.

Cosmetics to which the present invention can be applied are skin cosmetics or hair cosmetics. Among them, as hair cosmetics,
Shampoo, baby shampoo, conditioner, hair conditioner, hair mousse, hair treatment,
Hair lotion, hair dye, permanent wave agent, hair bleach, hair tonic, color shampoo, hair spray, and the like.For skin cosmetics, body shampoo, body lotion, etc., general lotion, shaving lotion,
Skin lotion such as hand lotion, suntan lotion, sunblock lotion, aftershaving lotion, aftershaving cream, cleansing cream, cold cream, shaving cream,
Vanishing creams, hand creams, sun creams, sunscreen creams, skin creams and emulsions such as emulsions, hair packs, packs such as skin packs, various cream, liquid, solid foundations, creams, solids, powders, Kneading, various liquid powder, talcum powder, baby powder, white powdered products such as poddy powder, lipstick, lip balm, eye cream, eye shadow, eyeliner, blusher, mascara, eyebrow, nail enamel, shaving foam, etc. To be

In the preparation of the cosmetic composition for skin or hair of the present invention, other compounding ingredients that can be used are not particularly limited, and any of those which are contained in ordinary skin or hair cosmetics can be used. Examples include, for example, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, anionic polymers, cationic polymers, amphoteric polymers, nonionic polymers, natural polymers, thickeners, Examples include oils and fats, waxes, hydrocarbons, higher fatty acids, higher alcohols, wetting agents, powders, pigments, dyes, fragrances, preservatives, chelating agents, alcohols and antioxidants.

The amount of the phosphorylated peptide or salt thereof in the cosmetic composition varies depending on the type of cosmetic,
Phosphorylated peptide or its salt is 0.1 to 3 in the cosmetic composition.
It is preferably set to 0%. This is because when the amount of the phosphorylated peptide or its salt is less than the above range, the effect cannot be sufficiently exerted, while when the amount of the phosphorylated peptide or its salt is more than the above range, its characteristics are wetting action and film formation. This is because if used excessively for the sake of sex, it may give an unpleasant feel to the skin and hair.

〔Example〕

Next, the present invention will be described in more detail with reference to synthetic examples of phosphorylated peptides and examples of cosmetic compositions for skin or hair using the same.

Synthesis Example 1 (Synthesis of phosphorylated collagen peptide) Average molecular weight 20 obtained by alkaline hydrolysis of collagen using sodium hydroxide as alkali
Phosphorylation was carried out as follows using 100 g of a 30% aqueous solution of collagen peptide of 00.

While stirring the 30% aqueous solution of the collagen peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 11, and a solution prepared by dissolving 4.8 g of phosphoryl chloride in 50 ml of benzene was added dropwise over 1 hour. A 20% aqueous sodium hydroxide solution was added dropwise so as to keep the reaction solution at pH 11 to carry out the reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 1 hour to maintain the pH at 11, and the reaction was completed. After removing the benzene layer by liquid separation, the amount of amino nitrogen before and after the reaction was measured by the Fanslake method.The total amount of amino nitrogen before the reaction was 219 mg, and the total amount of amino nitrogen after the reaction was It was 24 mg, and 89% of all amino nitrogen was phosphorylated. The reaction solution was neutralized to pH 7 with hydrochloric acid, sodium chloride and sodium phosphate as by-products of the reaction were removed by electrodialysis, and then phosphorylated collagen peptide powder was obtained by spray drying. The phosphorylation rate (P / N) was 0.089.

Synthesis Example 2 (Synthesis of phosphorylated collagen peptide) Average molecular weight 10 obtained by alkaline hydrolysis of collagen using sodium hydroxide as alkali
Phosphorylation was carried out as follows using 100 g of a 30% aqueous solution of collagen peptide of 00.

While stirring the 30% aqueous solution of the collagen peptide at room temperature, 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 11, and a solution prepared by dissolving 9.7 g of phosphoryl chloride in 80 ml of benzene was added dropwise over 1 hour. A 20% aqueous sodium hydroxide solution was added dropwise so as to keep the reaction solution at pH 11 to carry out the reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 1 hour to maintain the pH at 11, and the reaction was completed. After removing the benzene layer by liquid separation, the amount of amino nitrogen before and after the reaction was measured by the Fanslake method.The total amount of amino nitrogen before the reaction was 442 mg, and the total amount of amino nitrogen after the reaction was 26 mg, 94% of all amino nitrogen was phosphorylated. With hydrochloric acid
After neutralizing to pH 7 and removing sodium chloride and sodium phosphate which are by-products of the reaction by electrodialysis, phosphorylated collagen peptide powder was obtained by spray drying. The phosphorylation rate (P / N) was 0.18.

Synthesis Example 3 (Synthesis of phosphorylated keratin peptide) 25% of keratin peptide having an average molecular weight of 1000 obtained by acid hydrolysis of keratin using hydrochloric acid as an acid
Phosphorylation was performed as described below using 100 g of the aqueous solution.

While stirring the 25% aqueous solution of keratin peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 11,
A solution prepared by dissolving 10.3 g of phosphoryl chloride in 100 ml of benzene was added dropwise thereto over 1 hour, and at the same time, a 20% aqueous sodium hydroxide solution was added dropwise so as to keep the reaction solution at pH 11, and the reaction was carried out. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 3 hours to keep the pH at 11, and the reaction was completed. After removing the benzene layer by liquid separation, the amount of amino nitrogen before and after the reaction was measured by the Fanslake method.The total amount of amino nitrogen before the reaction was 627 mg, and the total amount of amino nitrogen after the reaction was 96 mg, 85% of all amino nitrogen was phosphorylated. PH of the reaction solution with hydrochloric acid
After neutralization to 7, the by-products of the reaction, sodium chloride and sodium phosphate, were removed by electrodialysis, and phosphorylated keratin peptide powder was obtained by spray drying. The phosphorylation rate (P / N) was 0.28.

Synthesis Example 4 (Synthesis of Phosphorylated Collagen Peptide) Biopulase (trade name, manufactured by Nagase & Co., Ltd.) as an enzyme
Phosphorylation was carried out as described below using 100 g of a 3% aqueous solution of a collagen peptide having an average molecular weight of 20,000 obtained by enzymatically hydrolyzing collagen.

While stirring a 3% aqueous solution of the collagen peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 11, and a solution prepared by dissolving 1 g of phosphoryl chloride in 50 ml of benzene was added dropwise over 1 hour, and simultaneously reacted. A 20% aqueous sodium hydroxide solution was added dropwise so as to keep the solution at pH 11 to carry out the reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 1 hour to maintain the pH at 11, and the reaction was completed. After removing the benzene layer by liquid separation, the amino-state nitrogen before and after the reaction was measured by the Fanslake method.The total amount of the amino-state nitrogen before the reaction was 2.2 mg, and the total amount of the amino-state nitrogen after the reaction was measured. Was 0.1 mg, and 95% of all amino nitrogen was phosphorylated. With hydrochloric acid
After neutralizing to pH 7 and removing sodium chloride and sodium phosphate as by-products of the reaction by dialysis with a cellophane membrane, concentration under reduced pressure gave a 3% aqueous solution of phosphorylated collagen peptide. The phosphorylation rate (P / N) was 0.01.

Synthesis Example 5 (Synthesis of phosphorylated casein peptide) An average molecular weight of 600 obtained by alkaline hydrolysis of casein using sodium hydroxide as an alkali.
Phosphorylation was performed as described below using 100 g of a 30% aqueous solution of the casein peptide.

While stirring the 30% aqueous solution of the casein peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise to bring the pH to 10,
A solution prepared by dissolving 10.2 g of phosphoryl chloride in 100 ml of n-hexane was added dropwise over 1 hour, and at the same time, a 20% aqueous sodium hydroxide solution was added dropwise so as to keep the reaction solution at pH 10 for reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 1 hour to maintain the pH at 10 to terminate the reaction. After the n-hexane layer was removed by liquid separation, the amino-state nitrogen before and after the reaction was measured by the Fanslake method. The total amount of the amino-state nitrogen before the reaction was 742 mg.
The total amount of amino-nitrogen after the reaction was 102 mg, and 86% of all the amino-nitrogen was phosphorylated. The reaction solution was neutralized to pH 7 with hydrochloric acid, sodium chloride and sodium phosphate as by-products of the reaction were removed by electrodialysis, and then phosphorylated casein peptide powder was obtained by spray drying. The phosphorylation rate (P / N) was 0.29.

Synthesis Example 6 (Synthesis of Phosphorylated Casein Peptide) 100 g of a 25% aqueous solution of casein peptide having an average molecular weight of 3000 obtained by enzymatically hydrolyzing casein using trypsin (reagent) as an enzyme was prepared as shown below. Phosphorylation was performed.

While stirring the above casein peptide aqueous solution at room temperature,
% Sodium hydroxide aqueous solution was added dropwise to bring the pH to 10, and a solution prepared by dissolving 2.7 g of phosphoryl chloride in 50 ml of chloroform was added dropwise over 1 hour. At the same time, keep the reaction solution at pH 10.
A 20% aqueous sodium hydroxide solution was added dropwise to carry out the reaction.
After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 2 hours to maintain the pH at 10 to terminate the reaction.
After removing the chloroform layer by liquid separation, the amount of amino nitrogen before and after the reaction was measured by the Fanslake method.The total amount of amino nitrogen before the reaction was 123 mg, and the total amount of amino nitrogen after the reaction was 17 mg, 86% of all amino nitrogen was phosphorylated. PH of the reaction solution with hydrochloric acid
After neutralization to 7, the byproducts of the reaction, sodium chloride and sodium phosphate, were removed by electrodialysis, and then phosphorylated casein peptide powder was obtained by spray drying. The phosphorylation rate (P / N) was 0.057.

Synthesis Example 7 (Synthesis of phosphorylated fibroin peptide) Average molecular weight obtained by alkaline hydrolysis of fibroin using sodium hydroxide as alkali
Using 1500 g of 10% aqueous solution of fibroin peptide,
Phosphorylation was performed as shown below.

While stirring a 10% aqueous solution of the fibroin peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 10, and phosphoryl chloride (2.2 g) was added to dipropyl ether (50 g).
The solution dissolved in ml was dropped for 1 hour, and at the same time the reaction solution was added.
A 20% aqueous sodium hydroxide solution was added dropwise so as to maintain the pH at 10 to carry out the reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 1 hour to maintain the pH at 10 to terminate the reaction. After removing the dipropyl ether layer by liquid separation, the amino-state nitrogen before and after the reaction was measured by the Fanslake method.The total amount of the amino-state nitrogen before the reaction was 102 mg, indicating that The total amount is 10 mg
And 90% of all amino nitrogen was phosphorylated. The reaction solution was neutralized to pH 7 with hydrochloric acid, sodium chloride and sodium phosphate, which were by-products of the reaction, were removed by electrodialysis, and then dried at low temperature under reduced pressure to obtain phosphorylated fibroin peptide powder. The phosphorylation rate (P / N) was 0.12.

Synthesis Example 8 (Synthesis of Phosphorylated Conchiolin Peptide) Using 100 g of a 2% aqueous solution of a pearl oyster conchiolin peptide having an average molecular weight of 800 obtained by acid-hydrolyzing pearl oyster conchiolin using hydrochloric acid as an acid, as shown below. And phosphorylated.

While stirring a 2% aqueous solution of the pearl oyster conchiolin peptide at room temperature, a 20% aqueous sodium hydroxide solution was added dropwise.
The solution was adjusted to pH 11, and a solution of phosphoryl chloride 0.9 dissolved in 30 ml of benzene was added dropwise over 1 hour. At the same time, the reaction solution was adjusted to pH 11
A 20% aqueous sodium hydroxide solution was added dropwise so as to maintain the temperature at 0 ° C. to carry out the reaction. 20 hours after the addition of phosphoryl chloride
% Aqueous sodium hydroxide solution was added dropwise to maintain the pH at 11, and the reaction was terminated. After removing the benzene layer by liquid separation, when the amino-state nitrogen before and after the reaction was measured by the Fanslake method, the total amount of the amino-state nitrogen before the reaction was 40 mg,
The total amount of amino nitrogen after the reaction was 4 mg, and 90% of the total amino nitrogen was phosphorylated. The reaction solution was neutralized to pH 7 with hydrochloric acid, the by-products of the reaction, sodium chloride and sodium phosphate, were removed by electrodialysis, and then concentrated under reduced pressure to obtain a 2% aqueous solution of phosphorylated conchiolin peptide. The phosphorylation rate (P / N) was 0.23.

Synthetic Example 9 (Synthesis of phosphorylated soybean protein peptide) Average molecular weight 15 obtained by alkaline hydrolysis of soybean protein using sodium hydroxide as alkali
Phosphorylation was performed as described below using 100 g of a 10% aqueous solution of soybean protein pepoid of 00.

While stirring the 10% aqueous solution of the soybean protein peptide at room temperature, 20% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 10, and 3.3 g of phosphoryl chloride was added to dipropyl ether 80
The solution dissolved in ml was dropped for 1 hour, and at the same time the reaction solution was added.
A 20% aqueous sodium hydroxide solution was added dropwise so as to maintain the pH at 10 to carry out the reaction. After the dropwise addition of phosphoryl chloride, a 20% aqueous sodium hydroxide solution was added dropwise for 3 hours to maintain the pH at 10 to terminate the reaction. After removing the dipropyl ether layer by liquid separation, the amino-state nitrogen before and after the reaction was measured by the Fanslake method.The total amount of amino-state nitrogen before the reaction was 99 mg. The total amount was 4 mg, and 96% of all amino nitrogen was phosphorylated.
The reaction solution was neutralized to pH 7 with hydrochloric acid, the by-products of the reaction, sodium chloride and sodium phosphate, were removed by electrodialysis, and dried at low temperature under reduced pressure to obtain phosphorylated soybean protein peptide powder. The phosphorylation rate (P / N) was 0.13.

Examples will be shown below. The blending amount of each component is shown in terms of pure content, but for some components, the pure component concentration is described in parentheses after the component name, and the total blending amount (compound including all other components such as water and solvent) Amount).

Examples 1 to 3 and Comparative Example 1 (Shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 1 was blended to prepare a shampoo. The composition is shown in Table 1.

The shampoos of Examples 1 to 3 were subjected to a comparative test with the shampoo of Comparative Example 1 by a panel of 10 people. The test is about moisturizing hair (moisture), fluffy hair (volume feeling), texture of hair, gloss of hair,
A comparison with the shampoo of Comparative Example 1 was made, and a total score by a panel of 10 people was given based on the following scoring criteria, and the average value is shown in Table 2.

Scoring criteria 0 points that are not different from Comparative Example 1 Slightly better than Comparative Example 1 1 point Better than Comparative Example 1 2 points Much better than Comparative Example 1 3 points As shown in Table 2, the shampoos of Examples 1 to 3 were superior to the shampoos of Comparative Example 1 in terms of moistness, fluffiness, touch and gloss. It is considered that this is because the phosphorylated collagen peptide contained in the shampoo was adsorbed to the hair to form a flexible film on the surface of the hair, and the hair was provided with an appropriate wettability.

Example 4 (Transparent shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 2 was blended to prepare a transparent shampoo. The compounding composition is as follows.

Phosphorylated collagen peptide (Synthesis example 2) 2.5 Sodium lauryl ether sulfate 7.5 Lauryl sulfate triethanolamine 6.0 Coconut fatty acid diethanolamide 6.0 Polyoxyethylene higher alkyl ether 0.8 Collagen peptide Coconut fatty acid condensate potassium salt (Promois ECP, trade name, (stock) ) Seiwa Kasei Co., Ltd.) 1.5 Polyoxyethylene cetyl ether 0.5 Glycerin 3.0 EDTA 0.1 Methylparaben 0.2 Propylparaben 0.02 Perfume A suitable amount of purified water 100 Shampoo of the above Example 4 was carried out except that no phosphorylated collagen peptide was added. Compared to the shampoo of the same composition as in Example 4, the moisture of the hair, the volume, the texture,
It showed a good finish in terms of luster.

Example 5 (shampoo) A shampoo was prepared by incorporating the phosphorylated keratin peptide obtained in Synthesis Example 3. The compounding composition is as follows.

Phosphorylated keratin peptide (Synthesis example 3) 1.0 Palm potassium soap 10.0 Palm fatty acid diethanolamide 10.0 Ethylene glycol distearate 2.0 Collagen peptide (average molecular weight 400) 0.2 EDTA 0.2 Preservative (SEICEPT, trade name, manufactured by Seiwa Kasei Co., Ltd.) 0.5 Fragrance A proper amount of purified water The shampoo of Example 5 above has a moisturization, volume, feel, luster, etc. of hair compared to the shampoo of the same composition as in Example 5 except that the phosphorylated keratin peptide was not added. The result was a good finish.

Examples 6 to 7 (shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 4 was blended to prepare a shampoo. The compounding composition is as follows.

The shampoos of Examples 6 to 7 described above were different from those of the shampoos of the same compositions as those of Examples 6 to 7 except that the phosphorylated collagen peptide was not added, and the moisture, volume, and
It showed a good finish in terms of touch and gloss.

Example 8 (Shampoo) The phosphorylated casein peptide obtained in Synthesis Example 5 was blended to prepare a shampoo. The compounding composition is as follows.

Phosphorylated Casein Peptide (Synthesis Example 5) 0.5 Collagen Peptide Coconut Fatty Acid Condensate Potassium Salt (above) 6.5 Coconut Fatty Acid Diethanolamide 0.5 Coconut Oil Alkyl Betaine 6.5 Aloe Extract 1.0 Preservative (Seicept, above) 0.5 Perfume Suitable Purified Water Meter The shampoo of Example 8 having a composition of 100 showed a better finish with respect to hair moisturization, volume, feel, and gloss compared to the shampoo having the same composition as Example 8 except that the phosphorylated casein peptide was not added. It was

Examples 9 to 10 (shampoo) The phosphorylated casein peptide obtained in Synthesis Example 6 was blended to prepare shampoos. The compounding composition is as follows.

The shampoos of Examples 9 to 10 described above have a better finish in terms of moisturization, volume, feel, and gloss of hair compared to shampoos having the same composition as Examples 9 to 10 except that no phosphorylated casein peptide was added. Indicated.

Example 11 (shampoo) A shampoo was prepared by incorporating the phosphorylated fibroin peptide obtained in Synthesis Example 7. The compounding composition is as follows.

Phosphorylated fibroin peptide (Synthesis example 7) 0.5 Sodium α-olefin sulfonate 12.0 Coconut fatty acid diethanolamide 4.5 Collagen peptide Coconut fatty acid condensate potassium salt (above) 2.0 Cationized cellulose 0.4 Preservative (Seicept, above) 0.5 Citric acid (PH is set to about 7) 0.07 Fragrance A suitable amount of sterilized ion-exchanged water The shampoo of Example 11 above has a composition of the same as Example 11 except that the phosphorylated fibroin peptide is not added. It showed a good finish with respect to the moisture, volume, feel and gloss of the hair.

Examples 12 to 14 (tonic shampoo) Tonic shampoos were prepared by blending the phosphorylated soy protein peptides obtained in Synthesis Example 9. The compounding composition is as follows.

The tonic shampoos of the above Examples 12 to 14 are the same as those of Example 12 to 1 except that the phosphorylated soybean protein peptide was not added.
Compared with Tonic Shampoo of the same composition as 14, it showed a good finish with respect to hair moisturization, volume, texture and luster.

Example 15 (acidic shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 2 was mixed to prepare an acidic shampoo. The compounding composition is as follows.

Phosphorylated collagen peptide (Synthesis example 2) 0.5 Ammonium lauryl sulfate 6.9 Coconut fatty acid diethanolamide 4.5 Cationized cellulose 0.2 Citric acid (pH of about 5.5) 0.3 Dye suitable amount Perfume suitable amount Purified water 100 , Compared with the acidic shampoo of the same composition as in Example 15 except that the phosphorylated collagen peptide was not mixed, the moisture of the hair, the volume,
It showed a good finish in terms of touch and gloss.

Example 16 (Shampoo, for dry hair on pearl) The phosphorylated conchiolin peptide obtained in Synthesis Example 8 was mixed to prepare a shampoo (for pearl dry hair).
The compounding composition is as follows.

Phosphorylated conchiolin peptide (2%) (Synthesis example 8) 5.0 Collagen peptide coconut fatty acid condensate potassium salt (supra) 3.0 Ethylene glycol distearate (supra) 1.2 Sodium lauryl sulfate 10.0 Palm oil alkyl-N-carboxyethyl- N-Hydroxyethyl imidazolinium betaine sodium 1.5 Stearic acid monoethanolamide 1.5 Coconut fatty acid diethanolamide 1.8 Polyethylene glycol distearate 4000 0.1 Malic acid (pH approx. 7.0) Proper amount Preservative (Seicept, supra) 0.5 Perfume Proper amount Purification The shampoo of Example 16 with a water content of 100 has a good finish with respect to the moisture, volume, feel, and gloss of hair, as compared with the shampoo having the same composition as in Example 16 except that the phosphorylated conchiolin peptide was not added. showed that.

Example 17 (shampoo (for pearl-like damaged hair)) A shampoo (for pearl-like damaged hair) was prepared by blending the phosphorylated keratin peptide obtained in Synthesis Example 3. The compounding composition is as follows.

Phosphorylated keratin peptide (Synthesis example 3) 2.0 Collagen peptide Coconut fatty acid Condensate potassium salt (previous) 3.0 Ethylene glycol distearate 1.2 Sodium lauryl sulfate 6.0 Stearic acid monoethanolamide 1.5 Cocoa fatty acid diethanolamide 1.8 Polyethylene glycol distearate 4000 0.3 Malic acid (pH is about 7.0) Proper amount Preservative (Seicept, above) 0.5 Perfume Proper amount Purified water 100 Shampoo of the above Example 17 except that the phosphorylated keratin peptide was not added. Compared with shampoo of the same composition, it showed a good finish with respect to hair moisturization, volume, touch, and gloss.

Example 18 (Antidandruff shampoo) An antidandruff shampoo was prepared by blending the phosphorylated keratin peptide obtained in Synthesis Example 3. The compounding composition is as follows.

Phosphorylated keratin peptide (Synthesis example 3) 0.5 Collagen peptide Coconut fatty acid Condensate potassium salt (above) 3.5 Coconut fatty acid diethanolamide 5.0 Lauryl sulfate triethanolamine 10.0 Coconut fatty acid ethyl ester sodium sulfonate 2.0 Polyethylene glycol (molecular weight 4 million) 0.01 Propylene glycol 10.0 EDTA 0.2 Triethanolamine 4.0 Zinc parathion 1.0 Methyl paraben 0.2 Dye Appropriate amount Fragrance Appropriate amount Purified water Total 100 Shampoo of the above Example 18 has the same composition as in Example 18 except that the phosphorylated keratin peptide was not blended. Compared to shampoo, it showed a good finish in terms of hair moisturization, volume, touch, and gloss.

Example 19 (Antidandruff shampoo) An antidandruff shampoo was prepared by blending the phosphorylated casein peptide obtained in Synthesis Example 5. The compounding composition is as follows.

Phosphorylated casein peptide (Synthesis example 5) 0.5 Coconut fatty acid diethanolamide 5.0 Sodium lauryl sulfate 8.0 Sodium polyoxyethylene tridecyl ether acetate 2.0 Collagen peptide undecylenic acid condensate Triethanolamine salt (Promois EUT, trade name, Suwa Co., Ltd.) Kasei) 1.5 EDTA 0.2 bactericide suitable amount perfume suitable amount purified water 100 total of the anti-dandruff shampoo of the above-mentioned Example 19, compared with the shampoo of the same composition as Example 19 except that the phosphorylated casein peptide was not blended, It showed a good finish with respect to the moisture, volume, feel and gloss of the hair.

Example 20 (Body shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 2 was mixed to prepare a body shampoo. The compounding composition is as follows.

Phosphorylated Collagen Peptide (Synthesis Example 2) 1.5 Collagen Peptide Coconut Fatty Acid Condensate Potassium Salt (above) 3.0 Coconut Soap 25.0 Lauric Acid 2.0 Cocoa Fatty Acid Diethanolamide 9.0 Potassium Hydroxide 0.5 Triethanolamine 4.0 Preservative (Seicept, above) 0.5 EDTA 0.1 Fragrance A suitable amount of purified water A total of 100 body shampoos of the above-mentioned Example 20 and a body shampoo of the same composition as in Example 20 except that the phosphorylated collagen peptide was not blended (Comparative Example 2) were used. Panels were used to compare which was better in terms of foaming, fineness of foam, detergency, and skin feel after washing. The results are shown in Table 3.

As shown in Table 3, the body shampoo of Example 20 containing the phosphorylated collagen peptide had foaming, fineness of foam, and detergency compared to the body shampoo of Comparative Example 2 containing no phosphorylated collagen. The feel of the skin after washing was excellent. This is because the phosphorylated collagen peptide contained in the body shampoo chelate, pH
This is considered to be due to the result of exerting a buffering action, a wetting action, and a film forming action.

Example 21 (Body shampoo) The phosphorylated collagen peptide obtained in Synthesis Example 1 was mixed to prepare a body shampoo. The compounding composition is as follows.

Phosphorylated collagen peptide (Synthesis example 1) 1.5 Collagen peptide Coconut fatty acid condensate potassium salt (above) 7.0 Sodium lauryl sulfate 2.5 Coconut fatty acid diethanolamide 12.0 Glycerin 5.0 Trilauryl tetraglycol phosphate 5.0 Methyl paraben 0.2 Perfume Proper amount of purified water Total 100 The body shampoo of Example 21 above has better foaming, finer foam, and better skin feel after washing than the body shampoo of the same composition as in Example 21 except that no phosphorylated collagen peptide was added. Met.

Example 22 (Hair rinse) The phosphorylated fibroin peptide obtained in Synthesis Example 7 was blended to prepare a hair rinse. The compounding composition is as follows.

Phosphorylated fibroin peptide (Synthesis example 7) 1.5 Stearyl alcohol 2.0 Palmityl trimethyl ammonium chloride 1.2 Distearyl dimethyl ammonium chloride 2.3 Collagen peptide isostearic acid condensate 2-amino-2-methyl-1,3-propane diol salt (Promoice E- 118D, trade name, manufactured by Seiwa Kasei Co., Ltd. 0.7 Hexadecyl stearate 2.0 Propylene glycol 3.0 Preservative (Seicept, above) 0.3 Malic acid (pH 5.5) Appropriate amount Fragrance Appropriate amount Purified water Total 100 Using a hair rinse of Example 22 and a hair rinse having the same composition as in Example 22 except that the phosphorylated fibroin peptide was not blended (Comparative Example 3), a panel of 10 people
It was investigated which of the moist feeling (moisture), the plump feeling (volume) and the gloss of the dried hair was better. The results are shown in Table 4.

As shown in Table 4, the hair rinse of Example 22 containing the phosphorylated fibroin peptide gives moisturized hair and moisturizing property compared to the hair rinse of Comparative Example 3 containing no phosphorylated fibroin peptide. Was formed to make the hair plump and to give the hair a good luster. It is considered that this is because the phosphorylated fibroin peptide incorporated into the hair rinse was adsorbed to the hair to form a flexible film on the hair and to impart appropriate lubricity to the hair.

Examples 23 to 24 (hair rinse cream type) The hair rinse (cream type) was prepared by blending the phosphorylated keratin peptide obtained in Synthesis Example 3. The compounding composition is as follows.

The hair rinses of the above Examples 23 to 24 give moisture to the hair and form a moisturizing film, as compared with the hair rinses of the same compositions as those of Examples 23 to 24 except that the phosphorylated keratin peptide was not blended. Has the effect of making the hair plump and imparting good luster to the hair.

Example 25 (Hair Treatment) The phosphorylated soybean protein peptide obtained in Synthesis Example 9 was mixed to prepare a hair treatment. The compounding composition is as follows.

Phosphorylated soy protein peptide (Synthesis example 9) 1.5 25% hexadecyl isostearate solution of collagen peptide isostearic acid condensate 5.0 Collagen peptide (average molecular weight 1000) 0.3 Stearic acid 13.0 Cetyl alcohol 2.0 Ethylene glycol monostearate 4.0 Methylparaben 0.2 Silicon Oil (dimethylpolysiloxane) 0.2 Triethanolamine 1.6 Propylene glycol 8.0 EDTA 0.1 Fragrance A suitable amount of purified water A total of 100 hair treatments of the above Example 25 and the same as Example 25 except that the phosphorylated soy protein peptide was not added. Using a hair treatment having the composition (Comparative Example 4), a panel of 10 people examined which of the hairs had better luster, combability, plumpness (volumeiness), and moisturization. The results are shown in Table 5.

As shown in Table 5, the hair treatment of Example 25 containing the phosphorylated soybean protein peptide gives more gloss to the hair than the hair treatment of Comparative Example 3 containing no phosphorylated soybean protein peptide. I was able to improve the comb passage and add moisture and volume. It is considered that this is because the phosphorylated soybean protein peptide contained in the hair treatment was adsorbed to the hair to form a flexible film on the hair and to impart appropriate wettability to the hair.

Examples 26 to 27 (Hair Treatment) A hair treatment was prepared by incorporating the phosphorylated keratin peptide obtained in Synthesis Example 3. The compounding composition is as follows.

The hair treatments of Examples 26 to 27 above were the same as those of Examples 26 to 27 except that the phosphorylated keratin peptide was not added.
Compared with the hair treatment of the same composition, it gave gloss and moisturized hair, and was particularly effective for repairing and improving damaged hair.

Examples 28 to 30 (Hair Treatment) A hair treatment was prepared by mixing the phosphorylated keratin peptide obtained in Synthesis Example 3 and the phosphorylated collagen peptide obtained in Synthesis Example 1. The compounding composition is as follows.

The hair treatments of Examples 28 to 30 give gloss to the hair and comb through as compared with the hair treatments of the same compositions as Examples 28 to 30 except that phosphorylated keratin peptide or oxidized collagen peptide was not blended. I was able to improve and add moisture and volume.

Example 31 (Hair Treatment) The phosphorylated collagen peptide obtained in Synthesis Example 2 was mixed to prepare a hair treatment. The compounding composition is as follows.

Phosphorylated collagen peptide (Synthesis example 2) 20.0 1,3-butylene glycol 5.0 Undenatured ethyl alcohol 5.0 Collagen peptide isostearic acid condensate Triethanolamine salt (Promois E-118T, trade name, manufactured by SEIWA KASEI CO., LTD.) 1.0 Methylparaben 0.3 Propylparaben 0.03 Fragrance A suitable amount of purified water The hair treatment of Example 31 described above with a total amount of 100 gives a glossy hair compared to the hair treatment of Example 31 except that the phosphorylated collagen peptide was not added. It is possible to give good combing while giving, and to add moisture and volume. In particular, it was particularly effective against damaged hair.

Examples 32-33 (hair treatment) The phosphorylated keratin peptide obtained in Synthesis Example 3 was blended to prepare a hair treatment. The compounding composition is as follows.

The hair treatments of Examples 32-33 above were the same as those of Examples 32-33 except that no phosphorylated casein peptide was added.
Compared with the hair treatment of the same composition, it was possible to give gloss to the hair, to improve combing, and to add moisture and volume. In particular, it was particularly effective against damaged hair.

Example 34 (hair conditioner) The phosphorylated soybean protein peptide obtained in Synthesis Example 9 was mixed to prepare a hair conditioner. The compounding composition is as follows.

Phosphorylated Soy Protein Peptide (Synthesis Example 9) 1.2 Stearyl alcohol 1.0 Cetyl alcohol 1.0 Stearyl trimethyl ammonium chloride 0.7 Distearyl dimethyl ammonium chloride 0.7 Glyceryl monoisostearate 1.0 Preservative (Seicept, supra) 0.3 Fragrance Glycerin 4.0 Hydroxyethyl cellulose 0.5 Citric acid (pH 6.5) Appropriate amount of purified water A total of 100 hair conditioners of the above-mentioned Example 34 and a hair conditioner of the same composition as in Example 34 except that the phosphorylated soy protein peptide was not added (Comparative Example 5 ),
A panel of 10 people makes the hair moisturized,
Puffiness (volume feeling), suppleness (flexibility),
We investigated which is better for combability. The results are shown in Table 6.

As shown in Table 6, the hair conditioner of Example 34 containing the phosphorylated soybean protein peptide provides more moisture and volume to the hair than the hair conditioner of Comparative Example 5 containing no phosphorylated soybean protein peptide. It also provided flexibility and good combability. It is considered that this is because the phosphorylated soybean protein peptide contained in the hair conditioner was adsorbed to the hair to form a flexible film on the hair and to impart appropriate wettability to the hair.

Examples 35 to 36 (Hair Conditioner) A hair conditioner was prepared by mixing the phosphorylated keratin peptide obtained in Synthesis Example 3 and the phosphorylated fibroin peptide obtained in Synthesis Example 7. The compounding composition is as follows.

The hair conditioners of Examples 35 to 36 give hair more moisture and volume compared to hair conditioners of the same composition as Examples 35 to 36 except that the phosphorylated keratin peptide or phosphorylated fibroin peptide was not blended, In addition, it was possible to impart flexibility and improve combability.

Example 37 (Permanent Wave First Agent) The phosphorylated keratin peptide obtained in Synthesis Example 3 was blended to prepare a permanent wave first agent. The compounding composition is as follows.

Phosphorylated keratin peptide (Synthesis example 3) 0.6 Ammonium thioglycolate (50%) 12.0 Ammonia water (28%) 3.5 EDTA 0.1 Fragrance suitable amount cetyltrimethylammonium chloride 0.2 Sterile ion-exchanged water Total 100 100 A permanent wave first agent (Comparative Example 6) having the same composition as in Example 37 except that the first agent and the phosphorylated keratin peptide were not blended was used, and 1 g of hair bundle was rod-shaped in each first agent. Wrap it in water and soak it for 15 minutes at a liquid temperature of 35 ° C, wash it with water, and then, while the hair bundle is wound on a rod, soak it in a permanent wave second agent consisting of an 8% sodium bromate aqueous solution for 15 minutes at a liquid temperature of 35 ° C. Then, a permanent wave treatment was performed.

Each expert will determine which permanent wave first agent is better for each moisturized hair (moisturizing), fluffy hair (volume feeling), luster of hair, and texture of hair. The results obtained are shown in Table 7.

As shown in Table 7, the number of people who responded that the permanent wave first agent of Example 37 was good was overwhelmingly large for any of moist feeling, plump feeling, gloss, and touch, and the phosphorylated keratin peptide was blended. The effect was revealed.
It is considered that this is because the phosphorylated keratin peptide contained in the permanent wave first agent was adsorbed to the hair to form a flexible film on the hair and to impart appropriate wettability to the hair. .

Examples 38 to 39 (first agent for permanent wave) Phosphorylated collagen peptide obtained in Synthesis Example 2 and Synthesis Example 3
The phosphorylated keratin peptide obtained in 1 above was blended to prepare a permanent wave first agent. The compounding composition is as follows.

The permanent wave first agents of Examples 38 to 39 described above were different from those of the permanent wave first agents of the same compositions as those of Examples 38 to 39 except that the phosphorylated collagen peptide or the phosphorylated keratin peptide was not added to the hair. It was possible to give a moist feeling (moisture), a plump feeling (volume feeling), luster, and a good touch.

Example 40 (Permanent Wave Second Agent) The phosphorylated keratin peptide obtained in Synthesis Example 3 and the phosphorylated fibroin peptide obtained in Synthesis Example 7 were blended to prepare a permanent wave second agent. The compounding composition is as follows.

Phosphorylated keratin peptide (Synthesis example 3) 0.8 Phosphorylated fibroin peptide (Synthesis example 7) 0.2 Sodium bromate 6.0 Citric acid 0.01 Sodium citrate 0.3 Stearylbenzyldimethylammonium chloride 0.2 Purified water Total permanent wave of Example 40 to be 100 When the second agent was used for the oxidation after the use of the permanent wave first agent using the usual ammonium thioglycolate as a reducing agent, the phosphorylated keratin peptide and the phosphorylated fibroin peptide were not compounded in Example 40. Compared with the permanent wave second agent having the same composition as the above, it was possible to give the hair a moist feeling (moisture), a plump feeling (volume feeling), luster, and a good touch.

Example 41 (Hair cream) The phosphorylated casein peptide obtained in Synthesis Example 5 was blended to prepare a hair cream. The compounding composition is as follows.

Phosphorylated casein peptide (Synthesis example 5) 2.0 25% liquid paraffin solution of collagen peptide isostearic acid condensate (Promois E-118 (MO), trade name, manufactured by Seiwa Kasei Co., Ltd.) 1.0 Hexadecyl stearate 7.0 Stearic acid 13.0 Cetyl alcohol 2.0 Ethylene glycol monostearate 4.0 Preservative (Seicept, supra) 0.3 Silicon oil (dimethylpolysiloxane) 0.2 Triethanolamine 1.6 Propylene glycol 8.0 EDTA 0.1 Fragrance sterilized ion-exchanged water Total 100 The above Example 41 And a hair cream (Comparative Example 7) having the same composition as in Example 41 except that the phosphorylated casein peptide was not blended.
We investigated which is better for moisturizing (moisturizing), gloss, and touch of hair. The results are shown in Table 8.

As shown in Table 8, the hair cream of Example 41 containing the phosphorylated casein peptide exhibited a moisturizing feeling (moisturization) on the hair as compared with the hair cream of Comparative Example 7 containing no phosphorylated casein peptide. It imparted luster and was excellent in touch. It is considered that this is because the phosphorylated casein peptide contained in the hair cream was adsorbed on the hair to form a flexible film on the hair and to impart appropriate wettability to the hair.

Examples 42 to 43 (hair cream) A hair cream was prepared by incorporating the phosphorylated keratin peptide obtained in Synthesis Example 3 or the phosphorylated collagen peptide obtained in Synthesis Example 2. The compounding composition is as follows.

The hair creams of Examples 42 to 43 described above give moisturizing and gloss to the hair, as compared with the hair creams of the same compositions as Examples 42 to 43, except that the phosphorylated keratin peptide or phosphorylated collagen peptide was not added. I was able to add a mild touch.

Examples 44 to 45 (nutrition cream) The nutritional cream was prepared by blending the phosphorylated collagen peptide obtained in Synthesis Example 4 and the phosphorylated conchiolin peptide obtained in Synthesis Example 8. The compounding composition is as follows.

A panel of 10 people was prepared by using the nutritional creams of Examples 44 to 45 and the nutritional cream (Comparative Example 8) having the same composition as Examples 44 to 45 except that the phosphorylated collagen peptide or the phosphorylated conchiolin peptide was not blended. According to the five-level evaluation (1 to
5 points, the higher the number, the better). The results (average of evaluations by 10 people) are shown in Table 9.

As shown in Table 9, the nutritional cream of Example 44 containing the phosphorylated collagen peptide and the nutritional cream of Example 45 containing the phosphorylated conchiolin peptide were the same as those of Comparative Example 8 containing no such phosphorylated peptide. Compared to the nourishing cream, it was easier to adapt to the skin, moisturized and softened the skin. It is considered that this is because the phosphorylated collagen peptide or phosphorylated conchiolin peptide blended in the nutrition cream was adsorbed to the skin to form a flexible film on the skin and to impart appropriate moisturizing property to the skin.

Example 46 (facial cleansing cream, aerosol foam type) The facial cleansing cream (aerosol foam type) was prepared by blending the phosphorylated casein peptide obtained in Synthesis Example 6. The compounding composition is as follows.

Phosphorylated Casein Peptide (Synthesis Example 6) 2.0 Collagen Peptide Coconut Fatty Acid Condensate Potassium Salt (above) 4.0 Collagen Peptide Myristic Acid Condensate Triethanolamine Salt (Promois EMT, trade name, manufactured by Naruwa Kasei Co., Ltd.) 6.0 Cetyl Alcohol 0.5 Isopropyl isostearate 1.0 Butylparaben 0.1 Glycerin 7.0 EDTA 0.1 Fragrance Suitable amount Purified water Total of the above 100 base 90.0 Freon gas (Freon 12 / Freon 114 50/50) 10.0 The facial cleansing cream of Example 46 is a phosphorylated casein peptide. In comparison with the facial cleansing cream having the same composition as in Example 46, except that the composition was not blended, it was possible to provide the skin with moisture and luster, and to impart a mild feel.

Example 47 (skin soap) The phosphorylated fibroin peptide obtained in Synthesis Example 7 was blended to prepare a skin soap. The compounding composition is as follows.

Phosphorylated fibroin peptide (Synthesis example 7) 0.8 Collagen peptide Coconut fatty acid condensate sodium salt (above) 12.0 Coconut fatty acid diethanolamide 2.0 Coconut oil alkyl betaine 2.0 Lauric acid 4.0 Polyoexyethylene fatty acid ester 2.0 Sodium chloride 1.0 Urea 0.7 Propylene glycol 7.0 Triethanolamine 3.0 Antiseptic (Seicept, supra) 0.3 Fragrance A suitable amount of purified water The skin soap of Example 47 described above with a total of 100 was the same as that of Example 47 except that the phosphorylated fibroin peptide was not added. Compared with, it was possible to give the skin moisture and luster, and to give a mild feeling.

Example 48 (Waterless Hand Cleaner) The phosphorylated collagen peptide obtained in Synthesis Example 1 was mixed to prepare a waterless hand cleaner. The compounding composition is as follows.

Phosphorylated Collagen Peptide (Synthesis Example 1) 0.3 Collagen Peptide Coconut Fatty Acid Condensate Potassium Salt (above) 1.8 Stearic Acid 13.0 Cetyl Alcohol 0.8 Triethanolamine 5.6 Propylene Glycol 5.0 Kerosene 42.8 Fragrance Purified Water Total 100 above Example 48 Waterless Hand Cleaner of Example is the same as Example 1 except that phosphorylated collagen peptide was not added.
Compared to the waterless hand cleaner with the same composition as 48,
It was able to give the skin moisture and luster and a mild feel.

Example 49 (Face lotion) The phosphorylated conchiolin peptide obtained in Synthesis Example 8 was mixed to prepare a face lotion. The compounding composition is as follows.

Phosphorylated conchiolin peptide (Synthesis example 8) 10.0 Carboxyvinyl polymer 0.1 1,3-butylene glycol 5.0 Collagen peptide isostearic acid condensate Triethanolamine salt (supra) 0.3 Aloe extract 1.0 Preservative (seicept, supra) 0.3 Hydroxylation The face lotion of the above-mentioned Example 49 in which sodium (pH 6) and an appropriate amount of purified water is 100 is moisturized on the skin as compared with the face lotion of the same composition as in Example 49 except that the phosphorylated conchiolin peptide was not added. It was able to give gloss and a mild feel.

Example 50 (Hand coat) The phosphorylated collagen peptide obtained in Synthesis Example 2 was blended to prepare a hand coat. The compounding composition is as follows.

Phosphorylated Collagen Peptide (Synthesis Example 2) 1.2 Collagen Peptide Coconut Fatty Acid Condensate Triethanolamine Salt (above) 1.2 Sodium Lauryl Ether Sulfate 0.3 Ethyl Cellulose 1.0 Ethyl Alcohol 10.0 Fragrance Purified Water 100 Compared with the hand coat having the same composition as in Example 50, except that the phosphorylated collagen peptide was not added, it was possible to impart moisture and gloss to the skin and give a mild feel.

Example 51 (shaving cream, aerosol foam type) The shaving cream (aerosol foam type) was prepared by blending the phosphorylated casein peptide obtained in Synthesis Example 6. The compounding composition is as follows.

Phosphorylated casein peptide (Synthesis example 6) 0.3 Collasen peptide myristic acid condensate triethanolamine salt (supra) 6.0 Cetyl alcohol 0.5 Isopropyl isostearate 1.0 Butylparaben 0.1 Collagen peptide palm fatty acid condensate potassium salt (supra) 3.5 Glycerin 5.0 Fragrance Suitable amount of purified water Total 100 The above base 90.0 Freon gas (Freon 12 / Freon 114 50/50 10.0 The shaving cream of Example 51 above has the same composition as Example 51 except that no phosphorylated casein peptide was added. Compared with the shaving cream of No. 1, it was possible to give the skin a moisturizing effect and luster, and to give a mild feeling.

Example 52 (shaving cream, aerosol foam type) Shaving cream (aerosol foam type) containing the phosphorylated collagen peptide obtained in Synthesis Example 2
Was prepared. The compounding composition is as follows.

Phosphorylated collagen peptide (Synthesis example 2) 0.5 Myristic acid 10.0 Sodium octyl sulfosuccinate 0.5 Collagen peptide Coconut fatty acid condensate Potassium salt (above) 1.8 Triethanolamine 5.0 Glycerin 7.0 Perfume Suitable amount Purified water 100 bases above 90.0 Freon gas (Freon gas 12 / Freon 114 50/50 10.0 The shaving cream of the above-mentioned Example 52 gives skin moisture and gloss compared to the shaving cream of the same composition as in Example 52 except that phosphorylated collagen peptide was not blended. It was possible to add a mild touch.

Example 53 (After-shaving lotion) The phosphorylated casein peptide obtained in Synthesis Example 5 was blended to prepare an after-shaving lotion. The compounding composition is as follows.

Phosphorylated casein peptide (Synthesis example 5) 0.2 Collagen peptide isostearic acid condensate 2-Amino-2-methyl-1,3-propanediol salt (described above) 0.7 Emulsifier (Ayacol A-100, trade name, manufactured by Co., Ltd.) Wakasei Co., Ltd.) 2.0 Menthol 0.1 Fragrance Suitable amount Ethyl alcohol 63.0 Purified water Total of 100 The above base 8.0 Freon gas (Freon 12 / Freon 114 50/50 92.0 After shaving lotion in Example 53 above does not contain phosphorylated casein peptide Other examples
Compared to the after shaving lotion with the same composition as 53, it was able to give the skin a moisturizing and glossy feel and a mild feel.

〔The invention's effect〕

As described above, in the present invention, by blending the phosphorylated peptide in the skin or hair cosmetics, in each cosmetic, excellent adsorption action of the phosphorylated peptide on the hair or skin, the softening action on the hair, It was possible to improve the quality of cosmetics by exerting a moistening effect. In addition, the phosphorylated peptide has an excellent pH buffering action, keeps the pH of cosmetics appropriate, facilitates preparation of cosmetics, and is very useful in the preparation of cosmetics, and also for hair and skin. Since it relieves strong acids and strong alkalis from the outside, it also has the effect of preventing hair and skin from being damaged by strong acids and strong alkalis. Furthermore, the phosphorylated peptide has a chelating effect,
It is possible to broaden the range of usable cosmetic delivery agents, widen the usable environmental range of cosmetics, and prevent the hair from becoming stiff due to metal ions.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI Technical display area A61K 7/15 C11D 3/384 CEB

Claims (5)

[Claims] 1. A cosmetic composition for skin or hair containing a phosphorylated peptide derived from a natural protein or a salt thereof. 2. The cosmetic composition for skin or hair according to claim 1, wherein the amount of the phosphorylated peptide or salt thereof is 0.1 to 30% by weight in the cosmetic composition for skin or hair. 3. A natural protein which is a raw material of a phosphorylated peptide or a salt thereof is a plant protein such as animal protein such as collagen, keratin, fibroin, casein, elastin, albumin and conchiolin or legume protein such as soybean protein and corn protein. A cosmetic composition for skin or hair according to claim 1, which is a sex protein. 4. The cosmetic composition for skin or hair according to claim 1, wherein the phosphorylated peptide or salt thereof has an average molecular weight of 300 to 20,000. 5. The phosphorylation rate (P / N) obtained as a ratio of the total phosphorus value (w / w%) to the total nitrogen value (w / w%) of the phosphorylated peptide or salt thereof is 0.01. The skin or hair cosmetic composition according to claim 1, wherein the cosmetic composition is about 0.50.