JP2001335437A - Hair treatment - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair treatment capable of imparting excellent gloss, moisture, stiffness and tenseness to the hair, especially the damaged hair, improving the combing properties of the hair, preventing split hair, and finishing the hair so as to have flexible and dry feeling. SOLUTION: This hair treatment contains a salt of an acylated product of a silk protein-derived peptide represented by general formula (I) (wherein, R1 is a 7-17C alkyl or a 7-17C alkenyl; R2 is a side chain of various kinds of amino acids constituting the silk protein-derived peptide; n is 2-50; and M is an alkali metal, an ammonium or an onium of an organic alkanolamine).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair treatment agent such as a hair rinse, a hair conditioner, a hair treatment agent, a hair treatment cream, a hair treatment mousse, a PPT (polypeptide) treatment agent, and a hair cream. With excellent hair repair effect, it also gives hair excellent gloss, moisture, stiffness, and beam, improves hair combability, prevents split ends,
The present invention also relates to a hair treatment agent which is capable of finishing hair with a supple and smooth feel and having an excellent conditioning effect.

[0002]

2. Description of the Related Art Conventionally, hair treatment agents such as hair rinses, hair conditioners, and hair treatment agents include:
As a conditioning agent, a cationic surfactant,
Silicones, oily substances and the like have been blended.

[0003] However, the above measures only improve the surface properties of the hair, but also include strong chemical treatments such as permanent wave treatment and hair dyeing treatment, and the elution of protein components of the hair due to daily hair washing. There has been a problem in that when the hair becomes less moisturized due to damage, physical damage such as a hair dryer or excessive brushing, or when the hair becomes puffy, it cannot be eliminated. In particular, hydrophobic substances such as high molecular weight silicones and oily substances used in cosmetics are easy to sorb to hair with little damage, that is, hair with high hydrophobicity, but damaged hair, that is, damage to hydrophilic groups on the surface It is said that it is difficult to sorb to hair that has been exposed to water and has become more hydrophilic, and there has been a problem that the properties of silicone and oily substances cannot be sufficiently exerted on damaged hair. In addition, most high molecular weight silicones
When a lipophilic substance is originally used as a lipophilic substance in a water-soluble hair rinse or hair treatment agent, it is necessary to use an emulsifier in combination to prevent these substances from separating.

[0004] For this reason, hair cosmetics are mixed with a hydrolyzed peptide obtained by hydrolyzing proteins such as collagen, keratin, and silk to supplement proteins eluted by damage,
It is also widely practiced to form a coating on the surface of hair to impart gloss and good combability to the hair. Among the hydrolyzed peptides, hydrolyzed silk, in particular, has a good film-forming ability and a high effect of imparting excellent gloss to hair. I have.

[0005] However, protein hydrolyzate forms a film on the surface of hair, restores damaged hair, and has an effect of giving gloss and moisture to hair and imparting good combability, but is used for silicone and hair cosmetics. The effect of imparting smoothness and combability like an oily substance to be obtained has a problem that it is slightly inferior to silicone and other oily substances.

[0006] Therefore, a salt of a lanolin fatty acid acylated hydrolyzed silk peptide obtained by condensing a hydrolyzate of silk with lanolin fatty acid is blended into a hair cosmetic to provide a film-forming effect of the hydrolyzed silk and a luster on hair. Attempts have been made to exert the effect of imparting lanolin fatty acid, the smoothness of lanolin fatty acid, and the effect of imparting good combability (for example, JP-A-8-310620). Since the carbon number is as large as 20 or more, there is a problem that oily feeling is left on the used hair, and turbidity and precipitation are easily generated in the water-soluble cosmetic, resulting in poor storage stability.

[0007] In addition, a salt of an acylated hydrolyzed collagen or a salt of an acylated amino acid has also been blended into a hair conditioner or a hair rinse (for example, see JP-A-57-70810, JP-A-61-708). In these publications, acylated hydrolyzed collagen is merely used for the purpose of functioning as an emulsifier.

Further, recently, there has been a proposal to use an acylated glutamic acid as a conditioning agent (Japanese Patent Laid-Open No. 2000-7537). However, unlike an acylated peptide, an acylated glutamic acid is different from an acylated peptide in that a hydrolyzed peptide is used on hair. There was no film-forming ability, and the effect of repairing damaged hair was not sufficiently satisfactory.

[0009]

SUMMARY OF THE INVENTION Accordingly, the present invention solves the above-mentioned problems in the prior art and repairs hair damaged by chemical treatment, physical treatment, daily hair washing, and the like. An object of the present invention is to provide a hair treatment agent which is excellent in conditioning effect for imparting excellent gloss, moisture, smoothness, good combability and good feel to hair.

[0010]

Means for Solving the Problems The present inventors have made intensive studies to achieve the above object, and as a result, the following general formula (I)

[0011]

Embedded image

[0012] wherein, R ¹ is an alkyl or alkenyl group having 7 to 17 carbon atoms of 7 to 17 carbon atoms, R ²
Represents a side chain of various amino acids constituting the silk protein derived peptide, n is 2 to 50, and M is an alkali metal, ammonium or an onium of an organic alkanolamine. When preparing a hair treatment agent by containing a salt of
It imparts gloss, moisture, stiffness, and beam to hair, improves combability of hair, prevents split ends, and allows hair to have a supple, crisp feel. Finds great effect on damaged hair,
The present invention has been completed.

That is, the salt of the acylated product of the silk protein-derived peptide is sorbed on the hair by the sorbing action of the peptide portion, and imparts gloss, moisture, stiffness, and beam to the hair,
The fatty acid portion of the acyl group also sorbs to the hair via the peptide portion, so that the surface of the hair is smoothed, gloss and gloss is imparted to the hair, combability of the hair is improved, and the occurrence of split ends is prevented. .

Further, the acylated silk protein-derived peptide represented by the general formula (I) is a water-soluble salt, so that it can be easily incorporated into water-based cosmetic formulations, and has a surfactant property. And has good compatibility with other components blended in cosmetics and good storage stability.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION The salt of an acylated product of the silk protein-derived peptide represented by the general formula (I) contained in the hair treatment composition of the present invention is obtained by condensing a hydrolyzate of silk with a higher fatty acid. It is a known substance neutralized with an alkali agent and can be produced, for example, by the method described in JP-A-6-122610.

In the acylated salt of the silk protein-derived peptide represented by the above general formula (I), the silk protein-derived peptide portion has a molecular weight of 200 to 5000 in terms of hair sorption and film formation. Is preferred, and particularly preferably 300 to 1,000. This molecular weight range of 200 to 5000 is determined by the general formula (I)
Corresponds to 2 to 50. Therefore, a particularly preferable range of n is 3 to 10. The silk protein-derived peptide is obtained by hydrolyzing silk protein by using an acid, an alkali, an enzyme and a combination thereof.However, since the hydrolyzed peptide is obtained as a mixture of different molecular weights, the measured value of n is an average value. Becomes

In the acylated salt of the silk protein derivative peptide represented by the above general formula (I), the higher fatty acid in the acyl group portion may be an alkyl group having 8 to 18 carbon atoms or an alkenyl group having 8 to 18 carbon atoms. Chain or branched chain fatty acids having, for example, caprylic acid, capric acid, lauric acid, myristic acid, stearic acid,
Examples include arachiic acid, undecylenic acid, oleic acid, myristoleic acid, elaidic acid, linoleic acid, linolenic acid, arachidonic acid, coconut oil fatty acid, tallow fatty acid, and the like, and lauric acid, isostearic acid, and coconut fatty acid are preferred. .

Further, M is a salt of an acylated silk protein derivative peptide represented by the above general formula (I).
The basic substance represented by is an alkali metal, ammonium or organic alkanolamine, but sodium,
Potassium and triethanolamine are preferred.

The hair treatment composition of the present invention comprises a hair rinse, a hair conditioner, a hair treatment agent, a hair treatment cream, a hair treatment mousse, a PPT.
(Polypeptide) It is intended for treatment agents, hair creams and the like, and is constituted by adding a salt of an acylated silk protein-derived peptide represented by the general formula (I) to these hair treatment agents.

The content of the salt of the acylated product of the silk protein-derived peptide represented by the general formula (I) in the hair treatment composition of the present invention (the amount added to the hair treatment composition) is as follows:
Depending on the method of use of the hair treatment agent, such as a type that is rinsed off after application to the hair and a type that is not rinsed away, 0.01 to 30% by weight of the hair treatment agent, preferably 0.1 to 10% by weight for the rinse-off type. It is 0.05 to 2% by weight in the case of no type. When the content of the salt of the acylated product of the silk protein-derived peptide represented by the general formula (I) in the hair treatment agent is less than the above range, the effect of repairing damaged hair may not be sufficiently exhibited. In addition, the effect of imparting gloss and moisture to hair is reduced. Conversely, when the content of the salt of the acylated product of the silk protein-derived peptide represented by the general formula (I) in the hair treatment agent exceeds the above range, the hair may have a sticky feeling, and in particular, the hair is not washed away. In the case of the type, the hair treatment agent may foam when applied to the hair.

As described above, the hair treatment composition of the present invention is constituted by adding a salt of an acylated silk protein-derived peptide represented by the general formula (I) to various conventional hair treatment compositions. Other components can be appropriately added as long as the effects of the present invention are not impaired.

Examples of such components include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, cationic polymers, amphoteric polymers, anionic polymers, thickeners, Animal and plant extracts, polysaccharides or derivatives thereof, hydrolyzed peptides and derivatives of proteins derived from animals, plants and microorganisms, wetting agents, lower alcohols, higher alcohols, amino acids, oils and fats, silicones, preservatives, fragrances, etc. Can be

[0023]

EFFECT OF THE INVENTION The hair treatment composition of the present invention is characterized in that the salt of the acylated product of the silk protein-derived peptide represented by the general formula (I) repairs damaged hair, and gives the hair excellent luster, moisture, stiffness,
It can impart a beam, improve the combability of hair, prevent split ends, and give the hair a supple, dry feel.

[0024]

EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. The amounts of each component in the examples and comparative examples are based on parts by weight, and when the amount is not a solid content, the solid content concentration is shown in parentheses after the component name. In addition, in these examples and comparative examples, there is also a relationship in which a hair treatment agent is prepared, so that each component is not described as “contained” but is described as “mixed”.

Example 1 and Comparative Examples 1 to 3 The effect of repairing damaged hair by the salt of the acylated silk protein-derived peptide represented by the general formula (I) and the same anion as the salt of the acylated silk protein-derived peptide salt The effects of polyoxyethylene alkyl ether sulfate and acylated amino acid salts, which fall into the category of surfactants, on repairing damaged hair were compared by observing the state of cuticles on the surface of the hair with an electron microscope.

The samples used in Example 1 and Comparative Examples 1 to 3 are as follows. Each sample was separately dissolved in water and prepared so that the active ingredient (solid content) was 1%. did. The salt of the acylated product of the silk protein-derived peptide represented by the general formula (I) used in Example 1 is lauroyl hydrolyzed silk sodium having an average value of n of the peptide portion of 3. Comparative Example 3 is a blank test in which no hair treatment components were used.

Example 1: Lauroyl hydrolyzed silk sodium Comparative Example 1: Polyoxyethylene (3) sodium lauryl ether sulfate Comparative Example 2: N-lauroyl-L-glutamate triethanolamine Comparative Example 3: Using only sterilized ion-exchanged water Processing

Prior to the treatment with the above sample, the treated hair was subjected to washing, bleaching and hair dyeing treatments to produce damaged hair. That is, four hair bundles each composed of healthy hair of the same person having a length of 13 cm and a weight of 1.7 g are prepared, and 2
% Polyoxyethylene (3) sodium lauryl ether sodium sulfate aqueous solution, rinsed in running tap water and air-dried at room temperature. Next, after being immersed in a bleaching agent prepared by mixing 6% hydrogen peroxide solution and 2% ammonia water in a ratio of 1: 1 (weight ratio) for 30 minutes, rinsed with running tap water and rinsed with 1M citric acid and 0.2M hydrogen phosphate. They were immersed in a disodium buffer (pH 3) for 5 minutes, rinsed in running tap water, and air-dried at room temperature. After repeating this operation 5 times, the hair was dyed with a commercially available hair dye to obtain test hair.

Each of the dyed hair bundles was immersed in 50 g of each of the sample solutions of Example 1 and Comparative Examples 1 to 3 heated at 40 ° C. for 10 minutes, shaken, and then in running tap water for 30 seconds. Rinse and air dry at room temperature. Perform this operation 10 times.
Repeated times.

The condition of the cuticle on the hair surface of each of the hair bundles treated as described above was observed at 6000 times using a scanning microscope JSM-5800LV manufactured by JEOL Ltd. It was confirmed. The results are shown in FIGS.

As shown in FIG. 1, in the hair treated in Example 1, the cuticle condition on the surface of the hair could be confirmed with very few cracks.
As shown in FIG. 2 to FIG. 3, the cuticle on the surface of the hair has a somewhat reduced number of cracks as compared with the hair of Comparative Example 3 (FIG. 4), which is a blank test, but a larger number of cracks than in Example 1. Holes and holes were confirmed, and the difference from the hair of Example 1 was obvious.

It can be said that the sodium lauroyl hydrolyzed silk penetrates into the cracks and holes in the cuticle on the surface of the hair and is adsorbed on the entire hair to repair the damaged hair. It was confirmed that it was effective.

Example 2 and Comparative Example 4 As a salt of an acylated product of the silk protein-derived peptide represented by the general formula (I), the average value of n in the peptide portion was 3
Was blended with a lauroyl hydrolyzed silk sodium solution to prepare a hair rinse having the following composition.

Lauroyl hydrolyzed silk sodium liquid (20%) 8.0 Diethylaminoethylamide stearate 3.0 Glyceryl monoisostearate 0.8 Polyoxyethylene lauryl ether mixture [1.4 Seiyakasei, Ayakol PL-50 (trade name)] Isopropyl isostearate 8.5 Cetanol 5.0 1,3-butylene glycol 1.0 Methyl paraoxybenzoate 0.2 Citric acid 0.5 Sterile ion-exchange water Total 100

Separately from the above, a hair rinse was prepared without adding lauroyl hydrolyzed silk sodium, but by increasing the amount of sterilized ion-exchanged water and the other composition was the same as that of Example 2. Example 4 was used.

With respect to the above two types of hair rinses, five male and female panelists (total of 10) use the hair for their hair,
Finger passing property at the time of application, less squeaky feeling of hair at the time of rinsing, finger passing property and residual feeling, finger passing property at the time of towel drying, gloss of hair after drying, ease of uniting, smoothness,
Moisturization and combability were evaluated.

After shampooing, the hair was divided into two parts, left and right, the right or left hair was treated with the hair rinse of Example 2, and the other hair was treated with the hair rinse of Comparative Example 4. The rinsing method (method of applying the treating agent, rinsing method, etc.) was the same as the rinsing method usually performed by each panelist.

With respect to the evaluation items shown in Table 1, each panelist evaluated the good item as [1 point] and the bad item as [0 point]. The results are shown in Table 1 by total score.

[0039]

[Table 1]

As shown in Table 1, the evaluation value of the hair rinse of Example 2 was different from that of the hair rinse of Comparative Example 4 in all of the state of the hair after application, when rinsing with a hair rinse, when drying with a towel, and after drying. Highly, it was evident that the incorporation of lauroyl hydrolyzed silk sodium into the hair rinse imparts luster and moisture to the treated hair and improves the hair's ease of cohesion, smoothness and combability.

Example 3 and Comparative Examples 5 to 6 Three kinds of hair treatment agents having the compositions shown in Table 2 were prepared, and each of the hair treatment agents was used for damaged hair to obtain gloss, moisture, smoothness and smoothness of the hair. Finger passing was evaluated.

In Example 3, as a salt of an acylated product of the silk protein-derived peptide represented by the general formula (I), a lauroyl hydrolyzed silk sodium solution having an average value of n of the peptide moiety of 3 was used. Distearyl dimethyl ammonium chloride, which is generally used as a hair treatment agent, was used. In Comparative Example 6, N-lauroyl-L-
Triethanolamine glutamate is used.

[0043]

[Table 2]

Prior to the treatment with the above hair treatment agent, three hair bundles of 13 cm in length and 1.7 g in weight of the same healthy hair were prepared, and bleached hair bundles of damaged hair were prepared. That is, each hair bundle was washed with a 2% aqueous solution of sodium polyoxyethylene (3) lauryl ether sulfate, rinsed in running tap water and air-dried at room temperature, and then washed with 6% hydrogen peroxide and 2% ammonia water in 1%. : 1 (weight ratio), immersed in a bleaching agent for 30 minutes, rinsed in running tap water, immersed in a buffer solution (pH 3) of 1 M citric acid and 0.2 M disodium hydrogen phosphate (pH 3) for 5 minutes, and run in running tap water. And air-dried at room temperature. This operation was repeated three times to obtain damaged hair for testing.

After soaking the hair bundle in warm water of about 40 ° C.,
0.5 ml of the hair treatment agent of Example 3 and Comparative Examples 5 to 6 was uniformly applied to each hair bundle and allowed to adjust to the hair, then left on a wrap film for 2 minutes, rinsed with running water, and air-dried at room temperature. I let it. After repeating this operation 5 times, the gloss, moistness, smoothness and finger passing of the hair are given to 10 panelists, and the best is [2 points].
The next good thing is [1 point] and the bad thing is [0 point]
Was evaluated. The results are shown in Table 3 as average values.

[0046]

[Table 3]

As shown in Table 3, the hair tresses treated with the hair treatment agent of Example 3 were more glossy and moist than the hair tresses treated with the hair treatment agents of Comparative Examples 5 and 6.
The evaluation value was high in both smoothness and finger passing. In particular, with respect to the feeling of touch, the majority of panelists answered that the hair treated with the hair treatment agent of Example 3 had a light touch. From these results, the hair treatment agent of Example 3 in which the lauroyl hydrolyzed silk sodium solution was blended was blended with distearyl dimethyl ammonium chloride, a cationic surfactant conventionally used generally as a hair conditioning agent. Compared with the hair treatment agent of Comparative Example 5 or Comparative Example 6 in which N-lauroyl-L-glutamate triethanolamine, which is the same anionic surfactant as lauroyl hydrolyzed silk sodium, was used, It has an excellent effect of imparting moisture and improving smoothness and finger passing properties.In particular, lauroyl hydrolyzed silk sodium is excellent in improving gloss, moisture, smoothness and finger passing properties of damaged hair. It was clear that.

Example 4 and Comparative Examples 7 to 9 Four types of hair treatment compositions having the compositions shown in Table 4 were prepared, and each of the hair treatment compositions was used for damaged hair to improve the unity and smoothness of the hair. For comparison, the gloss, moistness, smoothness and combability of the hair were evaluated. Further, the moisture content of the treated hair was measured with an electronic moisture meter, and the moisture retention was compared.

In Example 4, as a salt of the acylated product of the silk protein-derived peptide represented by the general formula (I), lauroyl hydrolyzed silk sodium having an average value of n of the peptide portion of 3 was used. In Comparative Example 7, Sodium polyoxyethylene (3) lauryl ether sulfate which belongs to the same category of anionic surfactant as the salt of the acylated hydrolyzed peptide was used. In Comparative Example 8, the acylated amino acid N-lauroyl-L-glutamate triethanolamine was used. Use
In Comparative Example 9, no anionic surfactant or the like was used.

[0050]

[Table 4]

Prior to the treatment with the above-mentioned hair treatment agent, 12 hair bundles each consisting of healthy hair of the same person having a length of 12 cm and a weight of 1.7 g were prepared, and washed and bleached in the same manner as in Example 1. Damaged hair treated with a hair dye was prepared.

Each of the three hair bundles was added to 100 g of the hair treating agent of Example 4 and Comparative Examples 7 to 9 in which the temperature was set to 40 ° C.
Soak for 0 minutes, shake, and then in running tap water for 3 minutes.
Rinse for 0 seconds and air dry at room temperature. After repeating this operation 10 times, the hair was evaluated for ease of uniting,
Next, using one hair bundle for each hair, gloss, moisture,
Sensory evaluation of smoothness and combability was performed. Also,
An evaluation test of the smoothness of the hair is performed using the remaining two hair bundles, and the moisture content of the hair is measured using the electronic moisture meter with each of the two hair bundles. ,
The moisturizing properties of the hair were evaluated.

In the evaluation test of the easiness of uniting the hair, the comb was slowly combed five times with a comb from the root to the tip of the hair bundle treated with the above-mentioned hair treatment agent, and the spread width of the hair tip (FIG. 5) (Arrow part) was measured, and the average value of the spread widths of the three hair bundles was used as an index of the ease of uniting the hair.

The sensory evaluation of the gloss, moisture, smoothness, and combability of the hair was given to ten panelists, the best being [3 points], the second being [2 points], and the third. The evaluations were evaluated as [1 point] and [0 point], and the average was calculated.

The evaluation test for the smoothness of the hair was performed using a friction tester KES-SE manufactured by Kato Tech Co., Ltd.
The frictional force of the treated hair surface was measured under the conditions of a humidity of 55.5 ± 0.5% and a temperature of 23 ± 1 ° C. In this apparatus, the smoothness (slipperiness) is represented by an average friction coefficient felt by a friction element moving over a predetermined distance on the surface of the sample, and the unit is dimensionless. Yes. " In the test, measurement was performed 40 times for each sample, and the average value was used as an index of smoothness.

In the test for evaluating the moisturizing property of hair, the amount of water reduction of the treated hair was measured using an electronic moisture meter EB-330M manufactured by Shimadzu Corporation.
The measurement was performed by using OC. The measuring method is as follows. About 300 mg of the treated hair having a length of about 1 cm stored in a constant humidity box at a humidity of 82% and a temperature of 25 ° C. for 20 hours is set in an electronic moisture meter and precisely weighed to obtain a value of 100%. Heat at 65 ° C. for 40 minutes assuming drying by, and record the weight change during that time every 30 seconds. Then, the temperature is set to 185 ° C., which is the temperature at which the primary bound water directly adsorbed on the hair completely evaporates, and the mixture is heated for 30 minutes, and the weight change is similarly recorded. The average of the recorded weight changes for 30 minutes to 40 minutes is defined as the first convergence value, and the average of the values for 60 minutes to 70 minutes is defined as the second convergence value. It is calculated by the formula shown in The higher the value of the primary bound water content, the higher the moisturizing effect. 1 in the test
The measurement was performed four times for each sample, and the average value was used as an index of the moisturizing property of the hair.

[0057]

Table 5 summarizes the results of the sensory evaluation of the treated hair, the ease of uniting the hair, the smoothness (average friction coefficient), and the moisture retention (primary bound water content).

[0059]

[Table 5]

As shown in Table 5, the hair treated with the hair treating agent of Example 4 had a gloss, moisture, smoothness and comb that were higher than those treated with the hair treating agents of Comparative Examples 7 to 9. The evaluation value was high in all the evaluation items of the streetness. From these results, the hair treating agent of Example 4 in which lauroyl hydrolyzed silk sodium was blended was used in Comparative Example 9 in which lauroyl hydrolyzed silk sodium was not blended, polyoxyethylene (3) sodium lauryl ether sulfate and N-lauroyl-L-. Compared to the hair treatment agents of Comparative Examples 7 and 8 in which triethanolamine glutamate was blended, the effect of smoothing the treated hair, imparting luster and moisture, and improving the combability of the hair was superior. It was clear.

The spread width of the hair tips showing the ease of uniting the hair was the smallest in the hair treated with the hair treatment agent of Example 4 containing lauroyl hydrolyzed silk sodium, and Comparative Example 9 was a blank test. Of the hair treated with the hair treating agent of Comparative Example 7, only 66% of the hair treated with the hair treating agent of Comparative Example 7, and 82.5% of the hair treated with the hair treating agent of Comparative Example 8. From this, it was clear that lauroyl hydrolyzed silk sodium had an excellent action of giving hair a unity.

The average coefficient of friction indicating the evaluation result of the smoothness of the hair was the smallest for the hair treated with the treating agent of Example 4 containing sodium lauroyl hydrolyzed silk, and the hair treating agent of Comparative Example 9 which was a blank test. 82.9% of the hair treated with the hair treating agent of Comparative Example 7, 82.9% of the hair treated with the hair treating agent of Comparative Example 8, and 8
8.5%. From this, it was clear that lauroyl hydrolyzed silk sodium was uniformly adsorbed on the hair surface and was excellent in the effect of smoothing the hair surface.

The primary bound water content, which indicates the moisturizing property of the hair, was as follows: Example 4 containing lauroyl hydrolyzed silk sodium
The hair treated with the hair treating agent of No. 1 was the highest, 1.37 times the hair treated with the hair treating agent of Comparative Example 9 in the blank test,
The primary bound water content was 1.5 times that of the hair treated with the hair treatment composition of Comparative Example 7 and 1.45 times that of the hair treated with the hair treatment composition of Comparative Example 8. From this, it was apparent that lauroyl hydrolyzed silk sodium was adsorbed to the inside of the hair to enhance the effect of retaining moisture in the hair, and was excellent in imparting a moist feeling and suppleness to the hair.

Example 5 and Comparative Examples 10 to 11 Three kinds of hair treatment agents shown in Table 6 were prepared, damaged hair was treated with each of the hair treatment agents, and the cross-sectional area of the hair and the cutting strength of the hair were compared. .

In Example 5, as a salt of an acylated product of the silk protein-derived peptide represented by the general formula (I), lauroyl hydrolyzed silk sodium having an average value of n of the peptide portion of 3 was used. In Comparative Example 10, Sodium polyoxyethylene (3) lauryl ether sulfate which belongs to the same category of anionic surfactant as the salt of the acylated hydrolyzed peptide was used. In Comparative Example 11, the acylated amino acid N-lauroyl-L-glutamate triethanolamine was used. Used.

[0066]

[Table 6]

Prior to the treatment with the above-mentioned hair treatment agent, three hair bundles each composed of healthy hair of the same person having a length of 13 cm and weighing 1.7 g were prepared to prepare damaged hair. That is, each hair bundle was washed with a 2% aqueous solution of sodium polyoxyethylene (3) lauryl ether sulfate, rinsed in running tap water, air-dried at room temperature, and then washed with 6% hydrogenated aqueous solution and 2% aqueous ammonia for 1 hour. : 1 immersed in a bleaching agent prepared for 1: 30 minutes, rinsed in running tap water, immersed in 1 M citric acid and 0.2 M disodium hydrogen phosphate buffer (pH 3) for 5 minutes, rinsed in running tap water, room temperature To give damaged hair for testing.

Example 5 in which each hair bundle was set at 40 ° C.
It was immersed in 50 g of the hair treating agents of Comparative Examples 10 to 10 for 10 minutes, shaken, and then rinsed in running tap water for 30 seconds and air-dried at room temperature. This operation was repeated 20 times, and the cross-sectional area of each hair and the cutting strength of the hair were measured.

The cross-sectional area of the hair was determined in Example 5 and Comparative Example 1.
Twenty hairs were taken out of each of the hair bundles treated with the hair treatment agents of Nos. 0 to 11, and measured with an addition indicating electric micrometer PH-1000 manufactured by Shinko Electronics Co., Ltd. The measurement location is
At a position (point) of 2 cm, 4 cm and 6 cm from the root of the hair, 20 hairs were measured per sample, and a total of 60 hairs were measured.
The average value of the points was taken as the cross-sectional area of the hair.

The cutting strength of the hair was measured by using a rheometer NRM-2010J-CW manufactured by Fudo Kogyo Co., Ltd. to measure the force when the hair was pulled. The cutting strength was measured at the same position where the cross-sectional area was measured, that is, two points from the root of the hair.
At the positions (points) of cm, 4 cm and 6 cm, the average value of 60 points per sample was taken as the cutting strength value per hair. Table 7 shows the measurement results of the cross-sectional area of the hair and the cutting strength of the hair.

[0071]

[Table 7]

As is clear from the results shown in Table 7, the cross-sectional area of the hair treated with the hair treating agent of Example 5 was the same as that of Comparative Example 1.
8.5% from the hair treated with the hair treating agent of Comparative Example No. 0, Comparative Example 1
It was 21.8% larger than the hair treated with one hair treating agent. In addition, the hair treated with the hair treating agent of Example 5 had the strongest cutting strength, 9.0% higher than the hair treated with the hair treating agent of Comparative Example 10, and was treated with the hair treating agent of Comparative Example 11. It was 15.9% stronger than hair. From these results, it was clear that treating damaged hair with a hair treatment agent containing lauroyl hydrolyzed silk sodium strengthens the hair and improves hair stiffness and beam.

Example 6 and Comparative Example 12 Two kinds of hair creams having the compositions shown in Table 8 were prepared, and the suppleness, gloss, and moisture of the hair after use on the head were evaluated.

In Example 6, as the salt of the acylated product of the silk protein-derived peptide represented by the general formula (I), hydrolyzed silk potassium of coconut oil fatty acid having an average value of n of the peptide portion of 5 was used. Uses hydrolyzed sodium keratin, a long-chain branched fatty acid, which is a salt of acylated lanolin fatty acid of hydrolyzed keratin.

[0075]

[Table 8]

The hair cream of Example 6 was used in Comparative Example 12
Hair cream and 10 professional panelists. In the test method, the hair cream of Comparative Example 12 was treated for the first 7 days, and the hair cream of Example 6 was treated for the next 7 days.

The treatment was carried out by placing 2 to 5 g of hair cream on the palm (the amount varies depending on the amount of hair), applying the hair cream by hand to the hair, and drying it with a hair dryer.

After a use period of 14 days (ie after use of the hair cream of Example 6 for 7 days), the suppleness of the hair,
With regard to gloss and moistness, it was asked whether the hair cream of Comparative Example 12 was better, worse, or unchanged than when it was used. The results are shown in Table 9 by the number of persons who answered that they had improved, the number of persons who answered that they did not change, and the number of persons who answered that they had become worse.

[0079]

[Table 9]

As is clear from the results shown in Table 9, the hair cream of Example 6 containing coconut oil-hydrolyzed silk potassium was blended with the hair cream of Comparative Example 12 containing long-chain branched fatty acid-hydrolyzed sodium keratin. Compared to,
The effect of imparting softness, luster, and moisture to the used hair was excellent.

Example 7 and Comparative Example 13 Two types of hair mousse bases having the compositions shown in Table 10 were prepared and mixed with liquefied petroleum gas at a ratio of 90:10 (weight ratio) to prepare a hair mousse agent, which was used for hair. The unity, luster and stickiness of the subsequent hair were evaluated.

In Example 7, as a salt of an acylated product of the silk protein-derived peptide represented by the general formula (I), lauroyl hydrolyzed silk potassium having an average value of n of the peptide portion of 4 was used. And potassium N-lauroyl-L-glutamate which is a fluorinated amino acid.

[0083]

[Table 10]

The evaluation test was conducted by nine panelists. Hair treatment method, after shampooing, split the hair into two right and left,
Each of the hair mousse of Example 7 and the hair mousse of Comparative Example 13 was picked up in a ping-pong ball size, applied to each hair part, left at room temperature for 5 minutes, and dried.
It was asked which of the hair mousse of Example 7 and the hair mousse of Comparative Example 13 was better. The results are shown in Table 11 by the number of persons who answered that Example 7 was excellent, the number of persons who answered that Comparative Example 13 was excellent, and the number of persons who answered that there was no difference.

The stickiness of the hair treated with the hair mousse of Example 7 and the hair mousse of Comparative Example 13 was as follows:
The hair treated with either of the mousses was compared with the one that was tacky. The results are shown in Table 12 by the number of persons who answered that Example 7 was sticky and the number of persons who answered that Comparative Example 13 was sticky.

[0086]

[Table 11]

[0087]

[Table 12]

As is evident from the results shown in Table 11, the hair mousse of Example 7 containing lauroyl hydrolyzed silk potassium was prepared using the acylated amino acid N-lauroyl-L
-Compared to the hair mousse of Comparative Example 13 in which potassium glutamate was blended, the hair was excellent in both evaluation items of the unity of the hair and the gloss. Also, from the results shown in Table 12,
Example 7 Incorporating Lauroyl Hydrolyzed Silk Potassium
It was clear that the hair mousse of Example 1 had less stickiness after use than the hair mousse of Comparative Example 13.

Example 8 and Comparative Example 14 Two types of styling gels having the compositions shown in Table 13 were prepared, and the hair was treated. The treated hair was evaluated for unity, luster, and finger penetration. The appearance of each styling gel was also observed.

In Example 8, as a salt of the acylated product of the silk protein-derived peptide represented by the general formula (I), a lauroyl hydrolyzed silk sodium solution having an average value of n of the peptide portion of 3 was used. Stearyl trimethyl ammonium chloride, which is generally used for hair treatment agents, is used.

[0091]

[Table 13]

In the test, the hair was washed with a 2% aqueous solution of sodium polyoxyethylene (3) lauryl ether sulfate, rinsed in running tap water, and air-dried at room temperature. Two hair bundles of 1 g were prepared, and 0.1 g of the styling gels of Example 8 and Comparative Example 14 were applied to each of the hair bundles and dried with a dryer. Ten hair styling gels were evaluated by ten specialized panelists regarding the hair styling, gloss, and finger rubbing after the treatment. The results are shown in Table 14, and the number of persons who answered that Example 8 was excellent, Comparative Example 1
4 shows the number of people who answered that they were excellent, and the number of people who answered that there was no difference.

[0093]

[Table 14]

As is clear from the results shown in Table 14, Example 8 in which lauroyl hydrolyzed silk sodium was blended.
The hair styling gel of Comparative Example 14 was superior to the styling gel of Comparative Example 14 in which stearyltrimethylammonium chloride was blended, in terms of the cohesiveness, gloss, and fingering of the treated hair. Furthermore, the hair treated by the majority of the panelists with the hair styling gel of Example 8 was compared to Comparative Example 14
The hair was evaluated as having a less stiff feel and a more natural feel than hair treated with a hair styling gel.

Regarding the appearance of the hair styling gel, the hair styling gel of Example 8 was transparent and had sufficient viscosity, whereas the hair styling gel of Comparative Example 14 was cloudy, resulting in insoluble matters and uneven appearance. Met.
If a quaternary ammonium salt is added to a formulation that does not contain oil, such as a hair styling agent, or contains only a trace amount of oil, separation and precipitation will occur if the quaternary ammonium salt has strong lipophilicity. If the quaternary ammonium salt having a strong hydrophilicity exceeds a certain amount, cloudiness and precipitation tend to occur. In the hair styling gel of Comparative Example 14,
Although stearyltrimethylammonium chloride having strong hydrophilicity was used, the hair styling gel was still cloudy and insolubles were formed, resulting in an uneven appearance. On the other hand, since lauroyl hydrolyzed silk sodium is well mixed with water, it can be blended as a component which can impart a high conditioning property to a preparation which was conventionally difficult to blend a conditioning effect component.

Example 9 and Comparative Example 15 Two kinds of hair lotions having the compositions shown in Table 15 were prepared.
The hair was treated and the treated hair was evaluated for unity, finger penetration and stickiness.

In Example 9, as a salt of an acylated product of the silk protein-derived peptide represented by the general formula (I), lauroyl hydrolyzed silk potassium having an average value of n of the peptide moiety of 3 was used. In Comparative Example 15, A quaternary ammonium salt of lanolin fatty acid, which is used as a hair conditioning component, is used. Aminopropylethyldimethylammonium ethyl lanolin fatty acid is used.

[0098]

[Table 15]

In the test, healthy hair of the same person having a length of 15 cm and a weight of 1 g was washed in advance with a 2% aqueous solution of sodium polyoxyethylene (3) lauryl ether sulfate, rinsed in running tap water, and air-dried at room temperature. Were prepared, and 0.2 g of the hair lotion of Example 9 and Comparative Example 15 was applied to each of the hair bundles using a spray dispenser, and dried with a hair dryer. Ten hair professionals were asked to evaluate which hair lotion was superior in terms of hair cohesion and finger penetration after the treatment. The results are shown in Table 16 by the number of persons who answered that Example 9 was excellent, the number of persons who answered that Comparative Example 15 was excellent, and the number of persons who answered that there was no difference.

Further, regarding the stickiness of the hair treated with the hair lotion of Example 9 and the hair lotion of Comparative Example 15, it was compared which of the hairs treated with the hair lotion was sticky. The results are shown in Table 17 by the number of persons who answered that Example 9 was sticky and the number of persons who answered that Comparative Example 15 was sticky.

[0101]

[Table 16]

[0102]

[Table 17]

As is evident from the results shown in Table 16, the hair lotion of Example 9 containing lauroyl hydrolyzed silk potassium was formulated with ethyl lanolin fatty acid aminopropylethyldimethylammonium, a quaternary ammonium salt of lanolin fatty acid. Compared to the hair lotion of Comparative Example 15 described above, the evaluation was excellent in both the evaluation items of the hair cohesion and finger penetration. In addition, as shown in Table 17, the hair lotion of Example 9 in which lauroyl hydrolyzed silk potassium was blended, compared to the hair lotion of Comparative Example 15 in which lanolin fatty acid aminopropylethyldimethylammonium was blended, after use. It was clear that there was little stickiness.

[0104]

[Brief description of the drawings]

FIG. 1 is an electron micrograph showing the state of a cuticle on the surface of hair treated with the hair treating agent of Example 1.

FIG. 2 is an electron micrograph showing the state of cuticles on the surface of hair treated with the hair treatment agent of Comparative Example 1.

FIG. 3 is an electron micrograph showing the state of cuticles on the surface of hair treated with the hair treatment agent of Comparative Example 2.

FIG. 4 is an electron micrograph showing the state of cuticles on the surface of hair treated with the hair treatment agent of Comparative Example 3.

FIG. 5 is a view schematically showing a spread state of hair in a test for evaluating the cohesiveness of hair.

Continued on the front page F-term (reference) 4C083 AB032 AC022 AC072 AC102 AC122 AC132 AC182 AC242 AC302 AC352 AC422 AC482 AC532 AC542 AC642 AC662 AC692 AD072 AD092 AD112 AD432 AD451 AD452 AD512 CC33 CC39 DD01 DD08 DD27 DD31 DD41 EE06 EE07 EE28 EE29

Claims (2)

[Claims] 1. A compound represented by the following general formula (I): [Wherein, R ¹ represents an alkyl group having 7 to 17 carbon atoms or an alkenyl group having 7 to 17 carbon atoms, R ² represents a side chain of various amino acids constituting the silk protein-derived peptide, and n represents 2 to 2 50 and M is an onium of an alkali metal, ammonium or organic alkanolamine.]
A hair treating agent comprising a salt of an acylated silk protein-derived peptide represented by the formula: 2. The hair treatment composition according to claim 1, wherein the content of the salt of the acylated product of the silk protein-derived peptide is 0.01 to 30% by weight.