JP2003095897A - Hair discoloration-preventing agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an excellent hair discoloration-preventing agent composition preventing the discoloration of the dyed hair, maintaining the effects by preventing the base from being washed out even when washing the hair, and capable of imparting smoothness, pliability, dry feeling and well-arranged feeling to the hair. SOLUTION: This hair discoloration-preventing agent composition contains 0.001-10 mass% hydroxycarboxylic acids having two or more hydroxy groups in the molecule, and having <=5 mass% solubility in ethyl alcohol, and is characterized in that a film is formed when the aqueous solution is cast on a glass plate, and dried at room temperature, and the obtained film has <=6B pencil hardness.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a composition for preventing fading of hair, and more particularly, to prevent fading of dyed hair, and moreover, even if the hair is washed, the effect of the base can be maintained without being washed off. The present invention relates to a composition for preventing fading of hair, which is capable of imparting smoothness, flexibility, dryness and cohesiveness to hair.

[0002]

2. Description of the Related Art One of the problems of hair dye is fading (fading,
Discoloration). This is because the dye or melanin inside the hair changes its structure or flows out due to the peroxide and sunlight remaining inside the hair at the time of dyeing and the hair washing.

To prevent the fading of dyed hair, there is a technique of using an antioxidant such as polyphenol. However, the coloring of the antioxidant itself occurs over time, and the color tone of the dyed hair is changed, or the product is discolored. There is a problem and it is not practical. In addition, conventional compositions such as silicone that form a film on the hair surface are washed off during hair washing, and the effect does not continue.

[0004]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and prevents the discoloration of dyed hair, and the effect can be maintained without washing the base even after washing the hair. It is an object of the present invention to provide an excellent composition for preventing fading of hair, which is capable of imparting smoothness, flexibility, smoothness and cohesiveness.

[0005]

Means for Solving the Problems and Embodiments of the Invention As a result of intensive investigations by the present inventors to solve the above problems,
A composition containing hydroxycarboxylic acids having two or more hydroxyl groups in the molecule and having a solubility in ethyl alcohol of 5% by mass or less is cast on a glass plate and dried at room temperature to form a film. To focus on that,
As a result of further diligent studies, it was found that when the pencil hardness of the coating is 6 B or less, a high anti-fading effect can be obtained even after washing the hair.

That is, the inventors of the present invention can coat the surface of the hair, which has become hydrophilic by dyeing, with a uniform and highly adherent solid film by using hydrophilic hydroxycarboxylic acids. Since the adherent coating is not easily washed off with shampoo, etc., it was found that it is possible to prevent the outflow of pigments and melanin during and after hair washing. The inventors have found that the effect of preventing the outflow of pigments and melanin is higher than that of a hard coating because the coating does not break or crack and maintains high sealing performance, and the present invention has been completed.

Therefore, according to the present invention, hydroxycarboxylic acids 0.001 to 10 having two or more hydroxyl groups in the molecule and having a solubility in ethyl alcohol of 5% by mass or less.
% Of the composition, wherein the composition is cast on a glass plate and forms a film when dried at room temperature, and the pencil hardness of the film is 6B or less. Provided is a composition for preventing fading of hair. Here, the composition further comprises 0.01 to 10% by weight of a surfactant and / or
Or it is more suitable that it contains 0.1 to 30 mass% of silicones, and the hydroxycarboxylic acids are one or two selected from copper gluconate, zinc gluconate, and gallic acid glycosides. It is more suitable if it is above.

The present invention is described in more detail below. The composition of the present invention comprises hydroxycarboxylic acids having two or more hydroxyl groups in the molecule and having a solubility in ethyl alcohol of 5% by mass or less. It is contained. here,
The hydroxycarboxylic acids in the present invention have two or more hydroxyl groups in the molecule, preferably 2 to 15, more preferably 2 to 12 and have a solubility in ethyl alcohol of 5% by mass or less, preferably 3% by mass. % Or less, more preferably 1% by mass or less. Further, it is more preferable that the weight average molecular weight is 100 to 1000, particularly 150 to 700.

Here, the solubility in ethyl alcohol is
It can be calculated according to the general rules of the pharmacopoeia 22, specifically,
By mixing powdered solute with ethyl alcohol at 20 ± 5 ° C. and shaking vigorously every 5 minutes for 30 seconds under the temperature condition of 20 ± 5 ° C., by determining the concentration of dissolved solute within 30 minutes, Can be measured.

The hydroxycarboxylic acids having the above-mentioned solubility include, for example, citric acid, gluconic acid and other hydroxycarboxylic acids having low solubility in ethyl alcohol and salts or glycosides thereof, as well as serine, threonine and L.
-Hydroxy group-containing amino acids or salts thereof such as dopa, tyrosine and hydroxyproline, glycosides of low molecular weight hydroxycarboxylic acids such as glycolic acid and lactic acid, fatty acid polyhydric alcohol esters such as ethylene glycol monostearate and propylene glycol dioleate. Glycosides, salicylic acid, glycosides of aromatic hydroxycarboxylic acids such as gallic acid, and the like. Among these, gallic acid glycosides, gluconic acid and salts or glycosides thereof are particularly preferable. Gluconic acids. These may be used alone or in appropriate combination of two or more. The above-mentioned salts include sodium salts,
Examples thereof include alkali metal salts such as potassium salts, ammonium salts, triethanolamine salts, transition metal salts and the like. Examples of glycosides include those obtained by glycosylating glucose, maltose, galactose and the like.

As the hydroxycarboxylic acids of the present invention,
More specifically, for example, gallic acid methyl ester-3-
Glucoside, gallic acid methyl ester-4-glucoside, gallic acid propyl ester-3-glucoside, gallic acid methyl ester-3-maltoside, gallic acid-3-
Glucoside, gallic acid-3-maltoside, octyl-3-maltoside gallate, gallic acid-3-glucuronide,
Galacturonide gallate, methyl gallate-
Gallic acid glycosides such as gallic acid diglycoside such as 3,5-diglucoside, gallic acid-3,4-diglucoside, gallic acid-3,5-diglucoside, maltoside salicylate,
Glycosides such as glycolic acid glucoside, lactic acid glucoside, monostearic acid glucoside, dioleic acid glucoside, gluconic acid, zinc gluconate, copper gluconate, gluconic acids such as iron gluconate, serine, threonine, L-
Examples thereof include amino acids such as dopa, tyrosine, and hydroxyproline. Among these, zinc gluconate, copper gluconate, and gallic acid diglycoside are particularly preferable.

The method for producing the gallic acid diglycoside described above includes gallic acid or an ester thereof, a saccharide in which a hydroxyl group is partially or completely acetylated, or a saccharide in which the anomeric position is halogenated. BF ₃ · Et ₂ O, Sn
The reaction is carried out in a solvent in the presence of an acid catalyst such as Cl ₄ or ZnCl ₂ to obtain a glucosylated product, which is, if necessary, subjected to a deprotection reaction in the presence of an acid or alkali catalyst, extracted,
Purification by column chromatography or the like allows easy and efficient production.

The blending amount of the above-mentioned hydroxycarboxylic acids in the composition of the present invention is 0.001 with respect to the total amount of the composition.
10 to 10% by mass, preferably 0.01 to 7% by mass,
More preferably, it is 0.1 to 5 mass%. If it is less than 0.001% by mass, the effect of the compounding is not exhibited, and if it exceeds 10% by mass, an unfavorable tactile sensation such as flaking occurs. When two or more of the hydroxycarboxylic acids are blended, the blending amount is the total amount of these.

The composition of the present invention is more preferable when a surfactant and / or silicones are further added, since the anti-fading effect is further enhanced.

The kind of the surfactant in the present invention is not particularly limited as long as it can be incorporated into the hair cosmetic composition, and such a surfactant is, for example, a cationic salt such as a quaternary ammonium salt. Examples thereof include surfactants, anionic surfactants such as amine oxides, nonionic surfactants such as polyoxyethylene alkyl ethers, and amphoteric surfactants such as amidopropyl betaine. Specifically, for example, alkyl trimethyl ammonium, dialkyl dimethyl ammonium salt, quaternary ammonium salt such as alkyl benzalkonium salt, fatty acid salt, alkanoyl sarcosine, acyl glutamate, amine oxide,
Examples thereof include sorbitan fatty acid ester, polyoxyethylene alkyl ether, fatty acid alkanolamide, alkyldimethyl acetic acid betaine, and amidopropyl betaine, and these can be used alone or in combination of two or more.

When the above-mentioned surfactant is compounded, the compounding amount thereof is 0.01 to 10% by mass, preferably 0.05 to 7% by mass, more preferably 0.1 to 10% by mass, based on the whole composition.
5% by mass is preferred. If it is less than 0.01% by mass, the compounding effect is not exhibited, and if it exceeds 10% by mass, it may cause stickiness or a heavy finish feeling.

The type of silicones used in the present invention is not particularly limited as long as it can be incorporated into hair cosmetics, and examples of such silicones include cross-linked alkylpolyether-modified silicone and dimethylpolysiloxane. And silicone derivatives such as amino-modified silicone, polyether-modified silicone and cyclic silicone. These can use 1 type (s) or 2 or more types. The viscosity of these silicones is not particularly limited, but is 25 if the usability of the composition is taken into consideration.
It is preferable that the viscosity at 0 ° C. is 100 to 2,000,000 mm ² / sec, especially 300 to 200,000 mm ² / sec.

When the above silicones are compounded, the compounding amount thereof is 0.1 to 30% by mass, preferably 0.5 to 20% by mass, and more preferably 1 to 10% by mass relative to the whole composition.
Mass% is preferred. If it is less than 0.01% by mass, the compounding effect may not be exhibited, and if it exceeds 30% by mass, it may cause stickiness, stiffness, and a heavy finish feeling.

The hair fading preventive composition of the present invention is a component which is generally blended with hair cosmetics, if desired, such as a humectant such as polyols and oils, or ultraviolet absorption, as long as the effect of the present invention is not impaired. Agents, preservatives, sequestering agents, p
An H-adjusting agent, an antioxidant, a pigment, a fragrance, a propellant, and the like can be included.

The hair fading preventive composition of the present invention is one in which the composition forms a film when cast on a glass plate and dried at room temperature, and the pencil hardness of the film is 6B or less. Here, in the present invention, room temperature is 1 to 30 ° C., and the pencil hardness can be confirmed by a hand-drawing method according to JIS K5400. The coating thickness is usually 0.01 to 100 μm, particularly 0.1 to 10 μm. In addition, such a coating film can be obtained by blending the above-mentioned specific hydroxycarboxylic acid of the present invention in the blending amount described above and appropriately selecting the blending amount depending on the types of the other blending components described above.

The hair fading preventive composition of the present invention can be applied as shampoo, rinse, treatment, hair styling agent and the like.

[0022]

EFFECTS OF THE INVENTION According to the present invention, fading of dyed hair can be prevented, and even if the hair is washed, the effect can be maintained without the base being washed off, and further, smoothness, flexibility, dryness and cohesiveness can be obtained on the hair. It is possible to obtain an excellent composition for preventing fading of hair, which is capable of imparting blemishes.

[0023]

EXAMPLES Next, the present invention will be described more specifically by showing Examples and Comparative Examples of the present invention, but the present invention is not limited thereto.

[Examples 1 to 4 and Comparative Examples 1 to 4] The compositions for preventing hair fading of Examples 1 to 4 and Comparative Examples 1 to 4 were prepared according to a conventional method according to the compositions shown in Table 1. For each hair fading preventing composition, 1 g of the composition was cast on a glass plate, and the presence or absence of film formation when dried at 25 ° C. for 24 hours was confirmed, and the pencil hardness of the formed film was measured by J
It was measured by the hand scraping method according to IS K5400. Moreover, the following evaluation was performed about each composition. The results are also shown in Table 1.

<Evaluation method> Anti-fading ability: hair bundles dyed with a commercially available bleaching agent (10 g, 30 c, manufactured by Beaulux)
1g of each composition on m hair bundle) and then outdoors (daytime during fine weather)
It was left for 10 hours and washed with shampoo. After repeating this operation 30 times, the brightness (L *) immediately after dyeing hair
Change of the color difference meter S made by NIPPON DENSHOKU
It was measured by E2000. At the same time, visual evaluation was performed by 10 panelists. The evaluation standard was set as follows.

<Evaluation criteria> ◎ ... no color change ○: Almost no color change △: There is a change in color × ... Color changes drastically

[0027]

[Table 1] Unit: mass%, total 100 mass%

As is clear from the results shown in Table 1, Example 1
Each of the hair fading preventing composition Nos. 4 to 4 exhibited excellent anti-fading ability.

Example 5 Hair Gel Gallic Acid-3,5-Diglucoside 1.0% Hexaglyceryl Monoisostearate 5.0% Hydroxyethyl Cellulose (Daicel Chemical Industries SE-900) 0.5% Polyether Modified Silicone (KF6012) , Shin-Etsu Chemical Co., Ltd.) 2.0% N-methacryloyloxyethyl N, N-dimethylammonium-α-N-methylcarboxybetaine / methacrylic acid alkyl ester copolymer (manufactured by Diachemco, Yukaformer AM-75301) 3. 0% Polyoxyethylene (40) hydrogenated castor oil 0.3% Dihydroxybenzophenone 0.1% Methylparaben 0.1% Triethanolamine 0.5% Perfume A 0.2% Ethanol 10.0% Purified water Residual total 100. 0%

Example 6 Hair Wax Gallic Acid-3,5-Diglucoside 1.0% Decaglyceryl Diisostearate 5.0% Carboxyvinyl Polymer (Carbopol 940, Goodrich Co.) 0.5% Xanthan Gum 0.3 % Water-soluble solid silicone (KF6004, manufactured by Shin-Etsu Chemical Co., Ltd.) 2.0% Vaseline 3.0% Squalane 2.0% Candelilla wax 1.0% Polyoxypropylene (9) diglyceryl ether 4.0% Dihydroxybenzophenone 0.1% Propylparaben 0.1% Methylparaben 0.3% Phenoxyethanol 0.5% Tetrasodium edetate 0.05% Triethanolamine 0.5% Ethanol 10.0% Perfume A 0.2% Purified water Residual total 100.0%

[Example 7] Hair cream Gallic acid-3,4-diglucoside 1.0% Hexaglyceryl tristearate 3.0% Amino-modified silicone (SM8704C, Toray Dow Corning) 0.5% Methyl polysiloxane (100,000 cst) 5.0% Liquid paraffin 5.0% Paraffin wax 3.0% Polyoxyethylene hydrogenated castor oil (40) 2.0% 3-Methyl-1,3-butanediol 10.0% Dihydroxybenzophenone 0.1% Propylparaben 0.1% Methylparaben 0.3% Phenoxyethanol 0.5% Coconut oil fatty acid sorbitan 2.0% Glycerin monostearate 1.0% Propylene glycol monostearate 2.0% Triethanolamine 0. 5% ethanol 5.0% perfume B 0.2% Ltd. water Balance Total 100.0%

[Example 8] Hair foam Copper gluconate 1.0% N-methacryloyloxyethyl N methacrylic acid alkyl ester copolymer (Yucaformer 204WL, manufactured by Diachemco) 3.0% Polyether-modified silicone (KF6011, Shin-Etsu) 0.5% 3-methyl-1,3-butanediol 2.0% vegetable squalane 0.1% stearyltrimethylammonium chloride 0.5% methylparaben 0.3% triethanolamine 0.1% Fragrance A 0.1% Ethanol 30.0% Liquefied petroleum gas 7.0% Purified water Balance 100.0%

[Example 9] Hair foam zinc gluconate 0.5% Polyether-modified silicone (KF6011, manufactured by Shin-Etsu Chemical Co., Ltd.) 5.0% 3-Methyl-1,3-butanediol 2.0% Cationized Cellulose (manufactured by Lion Corporation, Leoguard GPS) 0.1% N-coconut oil fatty acid-L-glutamic acid 0.5% Polyoxyethylene hydrogenated castor oil (40) 0.4% Methylparaben 0.3% Citric acid 0.1% Fragrance A 0.1% Ethanol 20.0% Liquefied petroleum gas 7.0% Purified water Balance 100.0%

[Example 10] Hair spray Copper gluconate 0.5% Polyvinylpyrrolidone (K-30) 2.0% Decaglycerin monostearate 3.0% Amino-modified silicone (SM8704C, manufactured by Toray Dow Corning) 0 0.5% Polyoxyethylene hydrogenated castor oil (40) 0.5% Methylparaben 0.3% Perfume B 0.1% Ethanol 90.0% Purified water Balance 100.0% Above stock solution 50% Liquefied petroleum gas 30% Dimethyl ether 20%

[Example 11] Hair water Gallic acid-3,5-diglucoside 1.0% Water-soluble solid silicone (KF6004, manufactured by Shin-Etsu Chemical Co., Ltd.) 0.5% 3-Methyl-1,3-butanediol 2 0.0% Stearyl trimethyl ammonium chloride 0.5% Polyoxyethylene lauryl ether (30) 0.4% Lauryl dimethylamine oxide 0.2% Sodium pyrrolidonecarboxylate 1.0% Methylparaben 0.3% Sodium citrate 0.1 % Hydroxymethoxybenzophenone sulfonic acid 0.1% Perfume A 0.1% Ethanol 20.0% Purified water Residual total 100.0%

Fragrance A Ylang Ylang Oil 3% Lemon Oil 5 Sweet Orange Oil 10 Lavender Oil 6 Neroli Oil 2 Rose Base 5 Rose Oxide 0.1 Jasmine Base 3 Lilyal 5 Green Base 2 Petit Glen Oil 3 Muguet Base 1 Hedyon 8 Belt Fix 3 Sandals Wood oil 1 Absolute oak moss 1 cis-3-hexenyl salicylate 5 Hexylcinnamic aldehyde 5.9 Benzyl acetate 1 Benzyl benzoate 1 Benzyl salicylate 3 Pentalide 1 Carnation base 1 Casimelane 3 Methylionone 3 Neobergamate 3 10 Geranyl nitrile % DPG solution 3 Aldehyde C-10 10% DPG solution 1 Aldehyde C-12 MNA 10% DPG solution Heliotropin 1 Dipropylene glycol 7 Total 100.0%

Attached Table 2 (Perfume (B)) (%) Lemon oil 5 Lime oil 2 Orange oil 10 Bergamot oil 1 Grapefruit oil 2 Rose oil 1 Jasmine oil 0.4 Lavender oil 0.2 Lavandin oil 0.1 Petit grain oil 0 1 Neroli oil 0.2 Ylang-ylang oil 3 Absolute vanilla 1 Absolute oak moss 1 Sandalwood oil 1 Green base 1 Fruity base 5 Amber base 1 Linalool 2 Linalyl acetate 10 1-Menthol 5 Hedion 3 Galaxolid 5 Tonalide 5 Isofix 5 Super 1 Hexyl cinnamic aldehyde 5 Aldehyde C-8 10% DPG solution 5 Aldehyde C-10 10% DPG solution 2 Aldehyde C-12 MNA 10% DPG solution 5 Dipropylene glycol Call 14 Total 100%

When the changes in hair color over time when the hair care agents and hair setting agents of Examples 5 to 11 were used were visually determined, almost no color changes were observed, and good anti-fading ability was observed. Had.

   ─────────────────────────────────────────────────── ─── Continued front page    (72) Inventor Shinichi Watanabe             1-3-7 Honjo, Sumida-ku, Tokyo Rio             Within the corporation (72) Inventor Yuichi Nishida             1-3-7 Honjo, Sumida-ku, Tokyo Rio             Within the corporation F-term (reference) 4C083 AA122 AC012 AC022 AC102                       AC112 AC172 AC182 AC212                       AC301 AC302 AC311 AC392                       AC422 AC432 AC442 AC482                       AC532 AC542 AC562 AC612                       AC662 AC692 AC792 AD072                       AD092 AD132 AD151 AD162                       AD282 AD352 AD391 AD392                       BB01 CC36 DD08 DD31 DD41

Claims (3)

[Claims] 1. A composition comprising 0.001 to 10% by mass of a hydroxycarboxylic acid having two or more hydroxyl groups in the molecule and having a solubility in ethyl alcohol of 5% by mass or less. A composition for preventing fading of hair, which comprises casting the composition on a glass plate and forming a film when dried at room temperature, and having a pencil hardness of 6B or less. 2. Further, the surfactant is 0.01 to 10% by mass.
And / or 0.1-30 mass% of silicones, The hair fading preventing agent composition according to claim 1. 3. The hair fading preventing composition according to claim 1 or 2, wherein the hydroxycarboxylic acids are one or more selected from copper gluconate, zinc gluconate, and gallic acid glycosides.