JPS628401B2 - - Google Patents

Description

[Detailed description of the invention]

TECHNICAL FIELD The present invention relates to a novel cosmetic base material that provides a cosmetic product that has a good feeling of use and finish and is dermatologically stable. In recent years, natural products or their derivatives have been widely used as cosmetic base materials due to their harmlessness to the human body and their affinity for hair and skin.
Among these, those made by hydrolyzing natural proteins such as collagen, keratin, casein, and fibroin to make them water-soluble are attracting particular attention. In other words, when these hydrolyzed proteins are added to hair care products such as shampoo and conditioner, they improve the feeling of use such as sliminess, smoothness, softness, and ease of combing, as well as the condition of the hair after use. It is expected to improve the finish feeling such as moisturizing feeling and gloss, and when added to skin care products such as hand cream, makeup base cream, cold cream, and lotion, it will improve the smoothness and moisturizing of the skin after use. Because it is expected to increase the skin's sensation, shampoos and conditioners containing hydrolyzed proteins are already on the market. However, when these products are actually used, although some effects can be obtained regarding the feeling of use, the current situation is that the expected effect is not obtained in terms of the finish feeling after use. Although hydrolyzed proteins improve the feel of the product during use, the reason why it does not have the expected effect on the finish is that when rinsing off the shampoo or conditioner with water after use, This is thought to be because most of the hydrolyzed protein added to the hair is washed away along with the other components of the shampoo and conditioner and does not remain on the hair. From this point of view, the present inventors have conducted intensive research to develop a cosmetic base material that remains on the hair and gives a good finish even after used shampoo and conditioner are washed away. We discovered that this objective could be achieved by using a cationically modified hydrolyzed protein obtained by reacting a hydrolyzed protein with a glycidyltrialkylammonium salt or a 3-halogen-2-hydroxypropyltrialkylammonium salt, and based on this knowledge, we Based on these findings, the present invention has been completed. That is, the present invention provides a reaction product between a hydrolyzed protein and a glycidyltrialkylammonium salt or a 3-halogen-2-hydroxypropyltrialkylammonium salt, wherein a part of the active hydrogen in the hydrolyzed protein is formula (In the formula, R, R' and R'' are the same or different lower alkyl groups, and X is a halogen atom.) The present invention provides a cosmetic base material comprising a cationically modified protein having a nitrogen content in the range of 2 to 5% by weight.The hydrolyzed protein used as the base material of the present invention includes collagen, keratin, fibroin,
Natural proteins such as casein are hydrolyzed using enzymes, acids, or alkalis, and the molecular weight is 100 to 100.
50,000 polypeptides. This can be used as a commercially available product, purified if necessary. In the present invention, this hydrolyzed protein is cationically modified. (R, R', R'' and X in the formula have the same meanings as above) or a glycidyl trialkylammonium salt represented by the general formula (In the formula, Y is a halogen atom, and R, R', R'' and Examples of the glycidyltrialkylammonium salts include glycidyltrimethylammonium chloride, glycidyltriethylammonium chloride, glycidyldimethylethylammonium chloride, glycidylmethyldiethylammonium chloride, glycidyltripropylammonium chloride, glycidylmethylethylpropylammonium chloride, and corresponding glycidyltrialkylammonium salts. Examples of 3-halogen-2-hydroxypropyltrialkylammonium salts include 3-chloro-2-hydroxypropyltrimethylammonium chloride, 3-chloro-2-
Hydroxypropyltriethylammonium chloride, 3-chloro-2-hydroxypropyldimethylethylammonium chloride, 3-chloro-
2-methyldiethylammonium chloride, 3-
Examples include chloro-2-hydroxypropyltripropylammonium chloride, 3-chloro-2-hydroxypropylethylpropylammonium chloride, and corresponding bromides and iodides. The reaction of a hydrolyzed protein with a glycidyl trialkylammonium salt or a 3-halogen-2-hydroxypropyl trialkylammonium salt is carried out by adding a solution or suspension of the hydrolyzed protein in the presence of an alkaline catalyst such as sodium hydroxide. This is carried out by adding a solution of glycidyl trialkylammonium salt or 3-halogen-2-hydroxypropyl trialkylammonium salt, heating the reaction, and then neutralizing the reaction mixture with an acid such as hydrochloric acid. When a hydrophilic solvent such as acetone is added to the reaction mixture thus obtained, the cationically denatured protein precipitates as a white solid, which is collected and dried. In this case, it is necessary to carry out the reaction under conditions such that the quaternary nitrogen content of the cationically modified protein is in the range of 2 to 5% by weight. If the quaternary nitrogen content is less than 2% by weight, the affinity for hair and skin will be insufficient, and if it is more than 5% by weight, the affinity will not be as good as expected, and it will not be economically viable. Undesirable. Since the cationically modified hydrolyzed protein obtained as described above contains quaternary nitrogen, it has an affinity with the carboxyl groups of hair and skin, and its adsorption power to hair and skin is higher than that of hydrolyzed protein. is also strong. Therefore, when this is added to hair care products such as shampoo and conditioner,
Not only does it provide an improved feel during use, but it also remains adsorbed to the hair and skin even after rinsing, resulting in a good finish. Furthermore, when used in skin care products such as creams, it remains adsorbed to the skin after use, resulting in long-lasting effects such as smoothness and moisturizing sensation. Furthermore, the water-holding capacity of cationically modified proteins is higher than that of hydrolyzed proteins, so when cosmetics are prepared using this protein, it imparts an emollient effect and can greatly improve the finish feeling during and after use. . The cosmetic base material of the present invention can be incorporated into various cosmetic products in exactly the same manner as conventional hydrolyzed protein base materials. For example, products such as shampoos, rinses, creams, lotions, and pomades can be prepared by adding commonly used ingredients. The cosmetic base material of the present invention has increased adsorption power to hair and skin because it has a quaternary nitrogen group;
It has the property of improving water retention and imparting an emollient effect, and when dissolved in water, its transparency is significantly improved compared to hydrolyzed protein, and its solubility in an ethanol-water mixture solution is also increased. It has the following advantages. Next, the present invention will be explained in more detail with reference to Examples. Example 1 100.5 g of hydrolyzed protein (manufactured by Croda, trade name "Crotein A") was dispersed and dissolved in 100 g of water, and 13.3 g of a 15% by weight aqueous sodium hydroxide solution was dissolved therein.
Then, 150.0 g of glycidyltrimethylammonium chloride dissolved in water was added.
Next, it was heated to 50°C, and once it reached 50°C, it was maintained at this temperature for 5 hours to cause a reaction. After the reaction is complete,
The mixture was neutralized by adding 2.3 g of hydrochloric acid, kept at room temperature for 1 hour, reprecipitated by adding acetone, filtered, and dried to obtain a cationically modified protein powder. The nitrogen content of this stuff is 12.35% and the chlorine content is 12.31
%, and the quaternary nitrogen content calculated from the nitrogen content of the raw material was 3.91%. Using the cationically modified protein thus obtained, a transparent type shampoo having the formulation shown in Table 1 was prepared. For comparison, a shampoo was prepared using hydrolyzed protein as a raw material instead of cationically modified protein.

[Table] These two shampoos were used by 30 women, and their performance was evaluated for each item. The results are divided into three groups: () A is excellent, () A and B are the same, and () B is excellent. Table 2 shows the results. Each number indicates the number of people.

【table】

[Table] As is clear from this table, there is no particular difference in the performance during use, but when the base material of the present invention is used, there is a considerable improvement in performance when finished. Example 2 Using the cationically denatured protein obtained in Example 1, a pearl-like shampoo having the composition shown in Table 3 was prepared. The performance of the cationically modified protein blend A' and the raw material hydrolyzed protein blend B' thus obtained was evaluated in the same manner as in Example 2, and the results are shown in Table 4.

【table】

[Table] Same meaning.
Example 3 A mixture of 18 parts by weight of liquid paraffin (70 seconds), 5 parts by weight of solid paraffin (130〓), 2 parts by weight of cetyl alcohol, 2 parts by weight of polyoxyethylene stearyl alcohol ether, and 5 parts by weight of glycerin was carried out. A general-purpose cream was prepared by blending 6 parts by weight of the cationically modified protein obtained in Example 1, adding water until the total amount became 100 parts by weight, and thoroughly mixing. The cream obtained in this way has a superior feel when used, such as spreadability and smoothness, and leaves the skin feeling more moisturized after use, compared to creams with the same composition that do not contain cationic denatured proteins. The effect lasted for a long time. Example 4 Using the same cationically modified protein as in Example 1, a transparent liquid type hair rinse with the composition shown in Table 5 A'' was prepared.For comparison, a hydrolyzed protein-containing product (B'') and a non-containing product were prepared. Product (C″)
was also prepared. The three types of rinses obtained in this way were used by 30 women, and the performance of each item was evaluated.
The results are shown in Table 6. Each number is the number of people who were judged to be good.

【table】

[Table] As is clear from this table, there is almost no difference in performance between the cationically modified protein compound and the hydrolyzed protein compound in terms of performance during use, but the former is superior in finished performance. is excellent. Example 5 Using the same cationic denatured protein as in Example 1, a cream type hair rinse (A) was prepared with the formulation shown in Table 7, and its performance was evaluated in the same manner as in Example 4. In addition, for comparison, hydrolyzed protein formulation (B) and no formulation (C
) was also prepared and its performance was evaluated in the same way. These results are shown in Table 8.

【table】

[Table] Example 6 20 parts by weight of liquid paraffin (70 seconds), 1 part by weight of lanolin alcohol, 3 parts by weight of lanolin oil, 13.5 parts by weight of glyceryl monostearate, and Sollan C
8 parts by weight of the same cationic denatured protein as in Example 1 was added to a mixture of 0.5 parts by weight of -24 (cholesterol with 24 molecules of ethylene oxide added), and appropriate amounts of flavoring, coloring, and preservative were added, and then purified water was added. A hair conditioner was prepared by adjusting the total amount to 100 parts by weight. The hair conditioner obtained in this way is smoother when used, easier to comb through, has a slimier, moister feel, and is easier to comb through than a hair conditioner that does not contain cationic denatured protein. The quality was significantly improved, and the effect was sustained for a long time.

Claims (1)

[Scope of Claims] 1. A reaction product between a hydrolyzed protein and a glycidyltrialkylammonium salt or a 3-halogen-2-hydroxypropyltrialkylammonium salt, wherein a part of the active hydrogen in the hydrolyzed protein is general formula (In the formula, R, R' and R'' are the same or different lower alkyl groups, and X is a halogen atom.) 2. The cosmetic base material according to claim 1, wherein the hydrolyzed protein has a molecular weight of 100 to 50,000.