JPS61210021A - Hair cosmetic - Google Patents

Abstract

PURPOSE:A hair cosmetic usable continuously for a long period, usable in a high concentration, having improved dandruff preventing action, showing hardly sensitization properties free from irritation, containing pantothenic acid(derivative) and a hydroquinone glycoside. CONSTITUTION:A hair cosmetic containing (A) pantothenic acid or its derivative and (B) a compound shown by the formula (R is pentasaccharide, hexasaccharide, amino sugar residue, uronic acid residue or methylated groups of these residues), such as hydroquinone beta-D-glycoside(general name: arbutin). The amounts of the components blended are 0.0005-5wt% component A and 0.01-30wt% especially preferably 1-20wt% component B based on the total amounts of the components. The addition of the component A raises extremely dandruff preventing effect of the hydroquinone glycoside.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a hair cosmetic, and more particularly to a hair cosmetic having an excellent anti-dandruff effect.

Conventional technology In general, dandruff consists of secretions from sebaceous glands, secretions from sweat glands, peelings from the epidermal layer, etc., and is usually caused by hypersecretion of sebaceous glands, etc., but when the skin is infected with bacteria or yeast, dandruff The outbreak is said to be facilitated pathologically. For this reason, hair cosmetics containing antibacterial agents have traditionally been used to prevent dandruff.

For example, zinc pyrithione (hereinafter referred to as rZP) has been the most effective drug for preventing dandruff.
It is well known that TJ) is used. However, some of these antibacterial agents have safety problems, and their use in large amounts must be avoided.

Problems to be Solved by the Invention In view of the above-mentioned circumstances, the present inventors have conducted extensive research with the aim of developing a hair cosmetic that is safe and stable, and has an excellent anti-dandruff effect. As a result of repeated efforts, hydroquinone glycosides are extremely safe and stable.
The inventors of the present invention have completed the present invention by recognizing that these compounds have an anti-dandruff effect alone, and can significantly enhance the anti-dandruff effect when used in combination with pantothenic acid or its derivatives.

Means for solving the problem, that is, the present invention provides a hair cosmetic comprising (i) pantothenic acid or a derivative thereof, and (ii) a glycoside of hydroquinone represented by the following general formula (1). provide.

[In the formula, R represents a natural sugar residue, a hexose sugar residue, an amino sugar residue, a uronic acid residue, or a methylated product of these residues.]

The hair cosmetic composition according to the present invention has an excellent anti-dandruff effect, is non-irritating and has almost no sensitizing properties, and therefore can be used continuously for a long period of time and in high concentrations.

Hereinafter, the configuration of the present invention will be explained in more detail.

The hydroquinone glycoside used in the present invention has the general formula (
1), in formula (I), R is L-arabino, -su,
D-arabinose, D-xylose, D-ribose, L
- Soybean sugar residues such as xylose, L-lyxose, D-ribulose, D-glucose, D-galactose, L-
Hexose residues such as galactose, D-mannose, D-talose, D-fructose, L-sorbose, D-tagatose, D-psicose; D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc. Amino sugar residue; refers to uronic acid residues such as D-glucuronic acid, D-galacturonic acid, D-mannuronic acid, L-iduronic acid, and L-guluronic acid, or methylated products of these residues, but is effective in preventing dandruff. In terms of efficacy, availability, stability, safety, etc., when R is a D-glucose residue, D-glucose is β-bonded to hydroquinone, that is, hydroquinone β-D-glucoside (- Ship name:
The use of arbutin (hereinafter simply referred to as arbutin) is most preferred.

Among such glycosides of hydroquinone, arbutin can be used as a commercially available product, but other glycosides, including arbutin, can be prepared by, for example, combining hydroquinone and acetylated sugar with phosphorus oxychloride, sulfuric acid, or thionyl chloride as a catalyst. It can be easily produced by boiling and refluxing for several hours in a suitable solvent and acetylating the resulting reaction product. In addition, these glycosides of hydroquinone can be blended into the hair cosmetic according to the present invention alone or as an arbitrary mixture.

The general formula (1) that is blended into the hair cosmetic according to the present invention
There is no particular limitation on the amount of hydroquinone glycosides, but in general, it is 0.01 to 3% of the total amount of hair cosmetics.
0% by weight, preferably 1 to 20% by weight. If the amount is less than 0.01% by weight, the anti-dandruff effect tends to be poor; on the other hand, if the amount exceeds 30% by weight, no substantial increase in the effect can be expected.

The hair cosmetic of the present invention contains pantothenic acid or a derivative thereof as another essential ingredient.

Pantothenic acid used in the present invention is a type of vitamin B complex widely distributed in nature, and is a compound having the following structural formula.

H3 Because this substance is unstable, it is generally commercially available in the form of a calcium salt. In the present invention, it can also be used in the form of calcium pantothenate.

Examples of the derivatives of pantothenic acid used in the present invention include bantothenyl alcohol, bantothytin (bantotin), bantothenyl ethyl ether, acetyl bantothenyl ethyl ether, benzoyl bantothenyl ethyl ether, dicarboethoxypantothenic acid ethyl ester, etc. .

In the present invention, these pantothenic acids and their derivatives can be blended alone or in the form of any mixture.

There is no particular limitation on the amount of pantothenic acid or its derivatives to be blended into the hair cosmetic of the present invention, but generally one or more of these compounds is contained in the cosmetic at an amount of 0.005 to 5.
It is preferable to mix it by weight%.

In addition to the above-mentioned essential ingredients, the hair cosmetic of the present invention contains other ingredients normally used in hair cosmetics, such as oil, ultraviolet absorbers, antioxidants, surfactants, humectants, fragrances, water, alcohol, Thickeners, preservatives, coloring agents, drugs, etc. can be added as appropriate.

The hair cosmetics of the present invention broadly refer to those applied to the scalp or hair, such as hair tonics, hair liquids, hair lotions, hair creams, hair shampoos, hair rinses, hair sprays, etc. is included.

Effects of the Invention Next, various evaluation tests were conducted using arbutin in order to clarify the effect of blending the hydroquinone glycoside used in the present invention in hair cosmetics.

(1) Skin cumulative irritation After clipping and shaving the backs of white guinea pigs (5 animals in each group), arbutin concentration of 1%, 5%, 10% and 2
0% ethanol-water (1:1) solution 50 μtt (
f4 liquid or suspension) was applied once every day for four days, and the presence or absence of irritation was visually determined every day. Results first
It was as shown in the table. The numbers in Table 1 represent the number of guinea pigs exposed to stimulation.

As is clear from the results in Table 1, arbutin is a compound that does not cause cumulative skin irritation.

Table 1 Sample Application concentration 1st 2nd 3rd 4th %
(W/V) Post Post Post Post Arbuti 7 20 0 0 0 0 (2) Contact sensitization test method: Using healthy guinea pigs weighing 370 to 420 g, Sahara et al.'s method (Sato Y, + Katsun
+uraY, Ichfkawa H, Kobayash
t T, et abiA ModificLTechn
ique of Gufnea Pig Testin
g to IdentityDelayed 1lyp
ersensitivity allergens”
Contact ermatitis 7.225-
237.1981).

Judgment criteria: (a) Condition of erythema and skin formation Rating: No erythema at all 0: Slight erythema 1: Obvious erythema 2: Moderate erythema
3 Strong erythema with slight peeling 4
Margin below (b) Condition of edema formation Rating: No edema at all 0: Slight edema 1: Moderate edema 2: Strong edema
Three samples were tested: arbutin.

The test results were as shown in Table 2. As is clear from the results in Table 2, it is clear that the sensitizing effect of arbutin is extremely low.

Table 2 Implant Challenge Sample John% Di% Result Albuti 7 5 50/100〃20 20
0/100 (3) Stability over time In order to confirm the stability in the formulation system, a stability test was conducted using the shampoo of Example 1 described below. When the degree of coloration was tested after the samples had been stored at 37°C for 1 month, 2 months, and 3 months, almost no coloration was observed in any case. From this result, it is clear that arbutin has extremely good oral stability.

(4) Effect of anti-dandruff effect A test was conducted to evaluate the anti-dandruff effect of a shampoo containing arbutin and pantothenic acid or a derivative thereof and a shampoo containing no such ingredients.

Experiment (1) 15 g of triethanolamine lauryl sulfate, 5 g of coconut oil fatty acid jetanolamide, 0.1 g of arbutin, 0.5 g of pantothenic acid in purified water (total amount of 100 g)
g, pigments, and fragrances in appropriate amounts and sequentially, heated and then cooled.
Hair shampoo sample A (sample of the present invention) was obtained.

On the other hand, a shampoo having the above composition but not containing arbutin and pantothenic acid was prepared in the same manner as Sample B (control).

The test was conducted on six men between the ages of 22 and 36 who had a relatively large amount of dandruff.

Wash your hair every 3 days with shampoo sample B for 1 month.
Dandruff accumulated during the day was collected, and the average weight of the collected dandruff (dandruff amount in the control period) was calculated based on the average weight of the collected dandruff (the amount of dandruff in the control period), and the hair was washed every 3 days with the above shampoo sample A for 1 month, and 3 days after the last hair washing at the end of the test period. Weight of accumulated dandruff (test period of the present invention)
compared with.

Accumulated dandruff was collected by suctioning the head using a suction device with a filter cloth.

The results were as shown in Table 3.

The reduction rate of dandruff due to shampoo use was calculated using the following formula.

Reduction rate - [[(Weight of dandruff before the start of the test) - (Weight of dandruff one month after the start of the test)] / (Weight of dandruff before the start of the test))
X100 (%) Table 3 Subject Dandruff amount (mg) Reduction rate Average reduction rate control Invention roll Sample (%) (%) 1 19.9
5 13.57 31.982 11.56
6.94 39.97 33.303 9.
23 6.65 27.95 Experiment (II) Shampoo samples C, D or E (
A product of the present invention) was prepared.

For each sample, three men between the ages of 22 and 36 with relatively heavy dandruff were selected for testing.

Before the start of the test, hair was washed every 3 days with Shampoo Sample B for 1 month, and the average weight of dandruff accumulated during the 3 days after hair washing (control period weight) was collected, and the average weight of the collected dandruff and 1
The hair was washed with the above-mentioned shampoo samples C, D, or E for several months, and the weight of dandruff accumulated during the three days after the last hair wash at the end of the test period (test period for the inventive product and comparative product) was compared. Accumulated dandruff was collected by suctioning the head using a suction device with a filter cloth.

The results were as shown in Table 4.

Table 4 (1) in the margin below Sample Subject Dandruff amount (mg) Reduction rate Average reduction rate control Test product roll (%) (%) C118,05
12,4531,02 27,015,0527,9633,33〃3 14
．． 39 8.49 41.00D 4 21
．． 81 15.92 27.01〃5 6.90
5.11 25.94 26.31〃6 1
5.63 11.10 28.98E 7 2
5.97 17.92 30.99〃8 9.6
3 6.93 2B, 04 28.34918゜55 13.73 25.98 Examples The present invention will now be explained in more detail with reference to Examples, but the technical scope of the present invention will be limited to these Examples. Needless to say, it is nothing. In addition, in the following examples, the compounding amount is weight %.

Example 1 A shampoo consisting of the following formulation was prepared.

The manufacturing method was based on the method of experiment (1) above.

Lauryl sulfate-Na 5 Lauryl sulfate-triethanolamine 5 Lauryl dimethylaminoacetic acid betaine 6 Ethylene glycol fatty acid ester 2 Polyethylene glycol 5 Arbutin
1 pantothenyl alcohol 0
．． 5 Fragrance 0.3 Water Residual This shampoo was tested on 5 people in a comparative hair washing test with a shampoo without arbutin and banthothenyl alcohol added, similar to the above experimental example, and all 5 people found it effective in suppressing dandruff. The judgment results were obtained.

Example 2 A shampoo consisting of the following formulation was prepared.

The manufacturing method was the same as in Example 1.

Polyoxyethylene (E, 0.3 mol on average) Lauryl ether sulfate-Na 10 (wt%) Polyoxyethylene (E, O, 3 mol on average) Lauryl ether sulfate - Triethanolamine 7 Lauric acid diethanolamide 4 Dipropylene glycol 5 bunttein
0.3 arbutin
0.2 fragrance
0.3 water remaining This shampoo was subjected to a comparative hair washing test on 5 people as in Example 1 with a shampoo without Bantotin and arbutin added, and all 5 people judged that it had a dandruff suppressing effect. was gotten.

Example 3 Filli! shampoo consisting of the following composition: ! did.

The manufacturing method was the same as in Example 1.

Lauroylmethyltaurine-Na 10 Lauryldimethylaminoacetic acid betaine 8 Lauric acid diethanolamide 4 Ethylene glycol fatty acid ester 1.5 Polyethylene glycol
5 Pantochichin
0.5 Arbutin 3
Fragrance 0.3 water
Residue: Similar to Example 1, this shampoo was subjected to a comparative hair washing test on 5 people with a shampoo without addition of bantochitin or arbutin, and all 5 people judged that it had a dandruff suppressing effect.

Example 4 A shampoo consisting of the following formulation was prepared.

The manufacturing method is the same as in Example 1.

Cocoyl methyl taurine-Na 10 (
Weight %) Alkyl (Co) imidazolinium betaine type zwitterionic activator 6 Coconut fatty acid diethanolamide 4 Polyoxyethylene polyoxypropylene block polymer 3 Acetyl pantothenyl ethyl ether 1.0 Arbutin 10.0 Fragrance
0.3 water
Residue Similar to Example 1, this shampoo was subjected to a comparative hair washing test on 5 people with a shampoo without the addition of acetyl pantothenyl ethyl ether and arbutin, and all 5 people judged it to have a dandruff suppressing effect. It was done.

Example 5 A shampoo consisting of the following formulation was prepared.

The manufacturing method was the same as in Example 1.

Lauroylsarcosine-Na 10 (1% by weight) Lauryldimethylaminoacetic acid betaine 8 Lauric acid diethanolamide 4 Polyoxypropylene diglyceryl ether 5 Benzoyl pantothenyl ethyl ether 0.5 Arbutin 0.1 Fragrance
0.3 water
Residual Similar to Example 1, this shampoo was subjected to a comparative hair washing test on 5 people with a shampoo without the addition of pensoyl pantothenyl ethyl ether and arbutin, and all 5 people judged that it had a dandruff suppressing effect. Obtained.

Examples 6 to 8 and Comparative Example 1 Hair rinses having the formulations listed in Table 5 were prepared,
We investigated its dandruff suppressing effect. The manufacturing method was a conventional method.

□ Margin below □ Table 5 hmm.

Suichi sura baud.

Goo.

Ah!ノ <〉 □ Noi Cyranozu 〉 In the test, the hair was washed with a shampoo that does not contain anti-dandruff drugs (sample B), and then the above hair rinse was applied (no comparative example was used in the control period). 1 using hair rinse),
The dandruff suppressing effect was examined in the same manner as in the case of the shampoo in the example. As shown in Table 5, the examples of the present invention exhibited excellent dandruff suppressing effects.

Example 9 A hair tonic having the following composition was prepared.

The manufacturing method was to mix and stir ingredients outside the water, and then add this to water.

95% ethyl alcohol (proprietary grade) 50 polyoxyethylene (40 mol) hydrogenated castor oil 0.5 pantothenic acid 0.3 arbutin
1.0 fragrance
0.5 water
Residual This hair tonic showed excellent dandruff control effect.

Example 10 A hair liquid (liquid hair styling product) having the following composition was prepared. The manufacturing method is similar to Example 10.

95% ethyl alcohol (proprietary grade) 50 polyoxypropylene (40 moles) Butyl ether 15 Lanolin
1.0 Pantochitin
10 arbutin
1.0 fragrance
0.5 water
The remaining hair liquid showed excellent dandruff control effect.

Example 11 A hair cream having the following composition was prepared.

Part (A) was heated and stirred, added to the similarly heated part CB) to emulsify it, and then cooled to produce the product.

(A) Liquid paraffin 15 Cetyl alcohol 5 Vaseline
4 Glycerin stearate 3 Polyoxyethylene (20 mol) Oleyl alcohol 1 Pantocytein 0.5 Arbutin
0.5 fragrance
0.5(B) Dipropylene glycol
10 Water Residual This O/W type hair cream showed excellent dandruff control effect.

Example 12 A hair lotion having the following composition was prepared. (A
) were mixed and stirred and added to part (B) to produce the product.

(A) 95% ethyl alcohol (proprietary grade) 40 Dimethylpolysiloxane 0.5 Liquid paraffin 0.5 Polyoxyethylene (40 moles) 0.5 Hardened castor oil Acrylic resin alkanolamine liquid 0.5 Pantothenyl alcohol 0. 5 Hydroquinone-
β-ri-arabinoside 1.0 fragrance
0.2(B) Dipropylene glycol 3 water
Residual This hair lotion showed excellent dandruff control effect.

Example 13 A hair lotion having the following composition was prepared. The manufacturing method was based on Example 12.

(A) 95% ethyl alcohol (proprietary grade) 50 dimethyl polysiloxane 2 liquid paraffin
2 Stearyltrimethylammonium chloride 0.3 Vantothein 0.1 Arbutin
0.1 fragrance
0.2(B) 1.3-butylene glycol
5 Water Residual This hair lotion showed excellent dandruff control effect.

All of the hair cosmetics of Examples 1 to 13 produced above had excellent anti-dandruff effects, low skin irritation and sensitization, and excellent stability over time.

Claims (1)

[Claims] 1. A hair cosmetic comprising (i) pantothenic acid or a derivative thereof and (ii) a glycoside of hydroquinone represented by the following general formula (I). ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) [In the formula, R is a pentose residue, a hexose residue, an amino sugar residue,
Indicates uronic acid residues or methylated products of these residues. 2. The hair cosmetic according to claim 1, wherein the total amount of component (i) is 0.005 to 5% by weight.