JP2001089322A - Stain remover composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition having sufficient removing performance even for hair dyes using acid dye or oxidative dye, enabling high remover performance to be exhibited efficiently and slight in irritation to the skin as well. SOLUTION: This stain remover composition is obtained by formulating, as active ingredient, such a compound that the ratio of inorganicity to organicity in its organic conceptual diagram is 0.001-3.00 and there is a double bond except aromatic ring in one molecule, for example, 1,3-dioxolane and/or a derivative thereof.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a stain remover composition, and more particularly, to a stain which is excellent in permeability, sufficiently removes dirt with a small amount of use, and removes a hair dye stained on hair and skin. The present invention relates to an excellent stain remover composition having a high function as a remover.

[0002]

2. Description of the Related Art In recent years,
Semi-permanent hair dyes containing acid dyes and natural dyes are widely used in the home, barber and beauty industries.

[0003] However, when the above-mentioned hair dye is dyed on the skin other than the hair, there is a drawback that it is very difficult to remove the hair. Agents are also generally weaker than semi-permanent hair dyes, but have similar skin dyeing problems. It was very difficult to effectively remove such dyed components. Also, if you do not like your favorite color after performing semi-permanent or permanent color,
It is desired to decolorize, but it has also been very difficult to decolor the dye that has dyed the hair.

Therefore, various techniques for decolorizing the skin and hair to which the hair dye has been dyed have been proposed. For example, thioglycol as a reducing substance is used as a decolorizing agent for skin colored with a hair dye. Although a compound containing an acid / chelating agent has been proposed (Japanese Patent Application Laid-Open No. 49-81548), it is intended only for an oxidation dye which is a permanent color, and is intended to be a semi-permanent color containing an acidic dye, a natural dye and the like. The effect of was difficult to expect.

On the other hand, as a decolorizing agent for hair colored with an acidic pigment, a natural pigment, or the like, a decolorizing agent for hair using sulfites / benzyl alcohol / cationic surfactant has been proposed (JP-A-4-356413). Gazette), which is limited only to the action on the hair, and has not been able to satisfy the above demands.

[0006] As a remover for the dyed hair dye, a remover based on urea and / or thiourea / sulfites and / or an alkali component has also been proposed (Japanese Patent Laid-Open No. Hei 8-8).
JP-A-239309), which may cause irritation to the skin due to the alkaline region, which is not yet satisfactory.
It has been proposed that a specific ammonium salt is blended to prevent dyeing on the skin when dyeing with a semi-permanent color (JP-A-58-180421). It is intended to prevent dyeing to the skin by applying it in advance to the hairline when dyeing with hair, and the method of use is different from that of the stain remover that removes the hair dye attached to the skin. It could not be used as it is for a stain remover.

[0007] The present invention has been made in view of the above circumstances,
It is an object of the present invention to provide an excellent stain remover composition which solves the above-mentioned drawbacks of conventional stain removers, exhibits sufficient stain removal performance even for hair dyes using acid dyes and oxidation dyes, and has little irritation to the skin. The purpose is to:

[0008]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, have removed stains of a compound formulated to remove a hair dye that has dyed the skin and hair. We have noticed that the effect depends on the ratio of organic and inorganic in the organic conceptual diagram, and as a result of further intensive studies, the ratio of organic to inorganic was 0.001 ≦ inorganic / organic. When a compound that satisfies ≦ 3.00 and has a double bond other than an aromatic ring in one molecule, for example, 1,3-dioxolan-2-one or a derivative thereof, the compound is shown in Examples and Comparative Examples described later. As described above, compared to a stain remover composition using a compound that has been conventionally blended as an active ingredient of a stain remover that removes a dyed hair dye, a hair dye using an acid dye is sufficiently sufficient. High removal performance And, moreover found that very little irritation to the skin, thereby completing the present invention.

That is, according to the present invention, the ratio of organic to inorganic in the organic conceptual diagram is 0.001 ≦ inorganic / organic ≦
Provided is a stain remover composition characterized by comprising as an active ingredient a compound satisfying 3.00 and having a double bond other than an aromatic ring in one molecule. Here, it is more preferable to mix 1,3-dioxolan-2-one and / or a derivative thereof as the compound.

Hereinafter, the present invention will be described in more detail. The stain remover composition of the present invention, like 1,3-dioxolan-2-one and its derivative, has a ratio of organic to inorganic in an organic conceptual diagram. Has a value satisfying 0.001 ≦ inorganic / organic ≦ 3.00, and removes a hair dye obtained by dyeing a compound having a double bond other than an aromatic ring in one molecule on skin and hair. Stain removal component (active ingredient)
The component acts as a stain remover and exerts excellent removal performance on the dyed hair dye.

Here, the organic conceptual diagram means Atsushi Fujita: "Organic Analysis", Kanya Bookstore, 1930 (1930), Atsushi Fujita: "Prediction of Organic Compounds and Organic Conceptual Diagram: Chemistry Area 11-10"
1957, pp. 719-725, Atsushi Fujita, Masami Akatsuka: "Systematic Organic Qualitative Analysis (Pure Product)", p. 487 (1970) Kazama Shobo, Yoshio Koda: "Organic Conceptual Diagram-Basics and Applications" 227 (1984), Mitsui Shuppan, etc., and in the case of the present invention, the ratio of organic to inorganic in the organic conceptual diagram is 0.001 ≦ inorganic / organic ≦ 3.0.
Compounds having a value satisfying 0, in particular 0.3 ≦ inorganic / organic ≦ 1.7, are used as stain removing components.

Further, the above compound has a double bond other than an aromatic ring in one molecule. Here, the double bond other than the aromatic ring means a double bond between carbon atoms (C
= C), a double bond between a carbon atom and a hetero atom such as an oxygen atom or a nitrogen atom (C = O, C = N, etc.), and a double bond between a hetero atom and a hetero atom (N = N, N = O, etc.), and in the case of the present invention, a double bond (C = O) between a carbon atom and an oxygen atom is particularly effective.

The component having the above-mentioned ratio of organic to inorganic in the organic conceptual diagram and having a double bond other than an aromatic ring in one molecule includes, for example, 1,3-dioxolan-2-one. And carbonyl compounds such as ketones such as acetophenone, etc., and these can be used alone or in combination of two or more. In the case of the present invention, among these, 1,3-dioxolan-2-one and 1,3-dioxolan-2-one derivatives represented by the following general formula are particularly preferable.

[0014]

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However, in the above formula, R ¹ is a hydrogen atom or a saturated or unsaturated linear, branched or cyclic hydrocarbon group having 1 to 22 carbon atoms, especially 1 to 5 carbon atoms, or the above hydrocarbon group. aromatic, heterocyclic, or groups these substituents are bound, or ^the formula -R ^a in ^{- (oR a) n-oR} b, - (R a O) n-COR b
Wherein ^Ra is the same or different and is an alkylene group having 2 to 4 carbon atoms, and ^Rb is a saturated or unsaturated straight-chain having 1 to 22 carbon atoms, particularly 1 to 5 carbon atoms. A, a branched, cyclic hydrocarbon group, or a group in which an aromatic, heterocyclic or a substituent thereof is bonded to the hydrocarbon group, and n representing the average addition mole number of the alkylene oxide group is 0 to 30,
Particularly, it is an integer of 0 to 20. R ^{2 to} R ⁶ are each a hydrogen atom or a saturated or unsaturated linear, branched or cyclic hydrocarbon group having 1 to 22 carbon atoms, particularly 1 to 5 carbon atoms.

Here, specific examples of R ¹ include, for example, methyl, ethyl, propyl, allyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl Group, dodecyl group,
Myristyl group, pentadecyl group, palmityl group, stearyl group, behenyl group, isopropyl group, isobutyl group,
t-butyl group, 1-methylheptyl group, 2-ethylhexyl group, hexenyl group, heptenyl group, octynyl group,
Nonenyl group, decenyl group, undecenyl group, dodecenyl group, myristenyl group, pentadecenyl group, palmitenyl group, oleyl group, linole group, linolenyl group, arachidyl group, 2-ethylhexenyl group, phenyl group, 4-methylphenyl group, benzyl group And p-methoxybenzyl group, among which isopropyl group, allyl group, ethyl group, propyl group and the like are particularly preferable.

Specific examples of R ^b and R ^{2 to} R ⁶ include the same groups as those for R ¹ .

As such 1,3-dioxolan-2-one derivatives, specifically, for example, 4-propoxymethyl-1,3-dioxolan-2-one represented by the following structural formula (1); 4-ethoxymethyl-1,3-dioxolan-2-one represented by (2), 4-isopropoxymethyl-1,3-represented by the following structural formula (3)
Dioxolan-2-one, 4-ethoxymethyl-4-methyl-5-methyl-5-ethyl-1,3-dioxolan-2-one represented by the following structural formula (4), represented by the following structural formula (5) 4-propenoxymethyl-1,3-dioxolan-2-one.

[0019]

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The compounding amount of the above compound in the stain remover composition of the present invention is not particularly limited, and is, for example, 0.1 to 50% (% by weight, hereinafter the same), preferably 1 to 50% based on the total amount of the composition. It is suitable that it is -30%, more preferably 1-20%. If it is less than 0.1%, a sufficient effect for removing stained colors may not be obtained, and if it is more than 50%, it may be difficult to withstand use in terms of stability and the like.

[0021] The stain remover composition of the present invention includes:
In addition to the above essential components, the object of the present invention, various surfactants, polymer compounds, oily components, reducing substances, silicone derivatives, fragrances, preservatives, ultraviolet absorbers, pH adjusters within a range not to impair the effects, Various additives such as an antioxidant and a bactericide can be added in a usual amount.

For example, as fragrances, hydrocarbons such as aliphatic hydrocarbons, terpene hydrocarbons and aromatic hydrocarbons, alcohols such as aliphatic alcohols, terpene alcohols and aromatic alcohols, aliphatic ethers and aromatic ethers Oxides such as ethers, aliphatic oxides, terpene oxides, aldehydes such as aliphatic aldehydes, terpene aldehydes, hydrogenated aromatic aldehydes, thioaldehydes, aromatic aldehydes, aliphatic ketones, terpene ketones, hydrogen Ketones such as fluorinated aromatic ketones, aliphatic cyclic ketones, non-benzene-based aromatic ketones, aromatic ketones, acetals, ketals, phenols,
Acids such as phenol ethers, fatty acids, terpene carboxylic acids, hydrogenated aromatic carboxylic acids, aromatic carboxylic acids, acid amides, aliphatic lactones, cyclic lactones, terpene lactones, hydrogenated aromatic lactones, aromatic lactones Such as lactones, aliphatic esters, furan carboxylic acid esters, aliphatic cyclic carboxylic acid esters, cyclohexyl carboxylic acid ester, terpene carboxylic acid esters, aromatic carboxylic acid esters, etc., nitromsks, nitriles, etc. Amines, pyridines,
Synthetic fragrances such as nitrogen-containing compounds such as quinolines, pyrroles and indole; natural fragrances from animals and plants; and compounded fragrances containing natural fragrances and / or synthetic fragrances; More than one species can be used as appropriate.

More specifically, for example, "Synthetic Fragrance Chemistry and Product Knowledge" by Motoichi Indo, published by Kagaku Kogyo Nippo, 1996, Stephen Arctander (STE)
"Perfume and Frever Chemicals" by FFEN ARCTANDER
Flavor Chemicals) "and the like can be suitably used. The names of the main flavors are shown below.

Aldehydes C _{6 to} C ₁₂ , anisaldehyde, acetal R, acetophenone, acetylsedren, adoxal, allyl amyl glycolate, allyl cyclohexane propionate, alpha damascon,
Beta damascon, delta damascon, ambrette lid, ambroxane, amylcinamic aldehyde, amyl cinamic aldehyde dimethyl acetal, amyl valeriananate, amyl salicylate, isoamyl acetate, isoamyl salicylate, aurantiol, acetyljugenol, vacanol, benzyl Acetate, benzyl alcohol, benzyl salicylate, bergamyl acetate, bornyl acetate,
Butyl butyrate, para-tert-butyl cyclohexanol, para-tert-butyl cyclohexyl acetate, ortho-tert-butyl cyclohexanol, benzaldehyde, benzyl formate, caryophyllene, kashmelan, carvone, cedroambar,
Cedrill acetate, Cedrol, Celestrid, Cinamic alcohol, Cinamic aldehyde, Cis jasmon, Citral, Citral dimethyl acetal, Citrasal, Citronellal, Citronellol,
Citronellyl acetate, citronellyl formate,
Citronellyl nitrile, Shikurasetto, cyclamen aldehyde, Shikurapuroppu, Caron, coumarin, cinnamyl acetate, delta C ₆ -C ₁₃ lactones, dimethyl benzyl carbinol, dihydrojasmonate, dihydro linalool, dihydromyrcenol, Jimetoru, Jimirusetoru, diphenyl Oxide, ethyl crocodile,
Jugenol, fluitate, fentyl alcohol,
Phenylethyl phenyl acetate, garaki solid,
Gamma C ₆ -C ₁₃ lactones, geraniol, geranyl acetate, geranyl formate, geranyl nitrile, Hedion, ocean propanal, heliotropine, cis-3-hexenol, cis-3-hexyl cell Neil acetate, cis-3-hexyl cell Neil salicylate , Hexylcinnamic aldehyde, hexyl salicylate, hyacinth dimethyl acetal, hydrotropic alcohol, hydroxycitronellal, indole, ionone, isobornyl acetate, isocyclocitral,
Iso-E Super, Isoyugenol, Isononyl acetate, Isobutylquinoline, Jasmar, Jasmolactone, Jasmofilan, Koabon, Rigstral,
Lilyal, lime oxide, limonene, linalool, linalool oxide, linalyl acetate and the like can be mentioned.

More specifically, for example, a fragrance composition having the following composition is particularly preferably used.

The perfume composition Ingredients Name Amount (wt%) 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 Lilial 5 green base 2 petitgrain oil Reference Signs List 3 Mugue base 1 Hedion 8 Belt fix 3 Sandalwood oil 1 Oak moss absolute 1 cis-3-hexenyl salicylate 5 Hexylcinnamic aldehyde 5.9 Benzyl acetate 1 Benzyl benzoate 1 Benzyl salicylate 3 Pentalide 1 Carnation base 1 Mesh yomane Bergamate 3 Geranyl nitrile 1 Aldehyde C-9 10% in DPG 3 Aldehyde C-10 10% in DPG 1 Aldehy C-12 MNA 10% in DPG 2 heliotropin 1 Dipropylene glycol 7 Total 100

When the above fragrance is blended into the stain remover composition, the amount of the fragrance can be appropriately selected according to the dosage form of the composition. For example, in the case of a foam, 0.05 to 0.5%, particularly 0.1%, of the whole composition.
1 to 0.2%, 0.001 to 0.2 for spray
%, Especially 0.05 to 0.1%, 0.001 to 0.2% for creams and gels, particularly 0.01 to 0.1%
It is preferable that

The form of the stain remover composition of the present invention is not particularly limited.
Various dosage forms such as an emulsion, a suspension, a gel, a transparent solution, and an aerosol can be used. In addition, the method for preparing the same is not particularly limited, and the above essential components,
It can be prepared according to a standard method of each dosage form by mixing optional components as required.

The use of the stain remover composition of the present invention is not particularly limited.
A normal dose of a stain remover composition can be used according to a usual method according to the dosage form.For example, if the composition is a liquid preparation, impregnate a cotton puff or a cotton swab with the stain remover composition and strike the dyed portion. If the dyeing is severe, apply a cotton puff impregnated with the composition and a cotton swab to the dyed part for about 3 minutes, then tap to remove dirt and finally wash off. Can be mentioned.

[0030]

The stain remover composition of the present invention comprises:
It has sufficient removal performance even for hair dyes using acid dyes and oxidation dyes, can efficiently exhibit excellent remover performance, and has little irritation to the skin.

[0031]

EXAMPLES Hereinafter, the present invention will be described more specifically based on examples and comparative examples, but the present invention is not limited to the following examples. In the following examples,% means% by weight.

[Examples 1 to 3 and Comparative Examples 1 to 4] The stain remover compositions of Examples 1 to 3 and Comparative Examples 1 to 4 were prepared according to the compositions shown in Table 1 by a conventional method. A commercially available acidic hair dye was applied to about 7 places on each of the forearms of five panelists.
After applying 5 ml each, leaving it to stand for 15 minutes, washing with water, and then applying a cotton puff impregnated with any of the stain remover compositions of Examples 1 to 3 and Comparative Examples 1 to 4 to compress each dyeing site for 3 minutes. Thereafter, the hair dye that had been hit and dyed was removed, and then the stain remover composition was washed away.

The stain removing effect and skin irritation of each stain remover composition were evaluated according to the following evaluation criteria. Further, the inorganic / organic ratio of the stain removing component used in each composition was determined from the inorganic base table of the organic conceptual diagram of Fujita et al. Described above. The results are also shown in Table 1.

<Evaluation Criteria> (1) Removal Effect The stain removal effect of the dyed part was measured by a color difference meter (S
vector Cotrometer SE200
Using 0), the color difference was measured immediately after hair dyeing and after the stain remover composition was removed, and the removal rate was calculated from the value according to the following formula. Removal rate (%) = (immediately after acid hair dyeing-after remover removal) ÷ immediately after acid hair dyeing × 100

(2) Skin irritation The skin irritation of each stain remover composition was sensory-evaluated based on the following criteria, and the rank with the highest evaluation was evaluated as skin irritation. ○: No stimulation △: Slight irritation ×: Redness, etc., resulting in strong irritation

[0036]

[Table 1]

From the results shown in Table 1, it can be seen that the stain remover composition of the present invention shows a sufficient effect of removing the hair dye on the skin and has no skin irritation.

Example 4 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Amount (% by weight) Ethanol 10 4-Isopropoxymethyl-1,3-dioxolan-2-one 8 (inorganic / organic = 0.71) Behenyltrimethylammonium chloride 0.5 Urea 1 Xanthan gum 1 Citric acid Appropriate amount of purified water Remainder total 100 pH5

Example 5 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Compounding amount (% by weight) Ethanol 10 4-propenoxymethyl-1,3-dioxolan-2-one 8 (inorganic / organic = 0.73) Stearyltrimethylammonium chloride 0.5 Urea 1 Triethanolamine Appropriate amount of purified water Remainder total 100 pH8

Example 6 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Compounding amount (% by weight) Ethanol 10 4-butyl-1,3-dioxolan-2-one 10 (inorganic / organic = 0.9) Stearyltrimethylammonium chloride 1 Urea 1 Citric acid Appropriate amount Purified water Remainder Total 100 pH5

Example 7 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Amount (wt%) ethanol 15 1,3-dioxolan-2-one 10 (inorganic / organic = 1.5) Benzyl alcohol 2 stearyl trimethyl ammonium chloride 1 sodium metabisulfite 1 Urea 1 glycolic acid qs Purified water Balance 100 pH5

Example 8 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Amount (wt%) Ethanol 10 4-Methyl-1,3-dioxolan-2-one 10 (Inorganic / Organic = 1.13) Stearyltrimethylammonium chloride 1 Sodium sulfite 1 Glycolic acid Appropriate amount of purified water Remainder Total 100 pH5

Example 9 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Compounding amount (% by weight) Ethanol 10 Acetophenone 5 (inorganic / organic = 0.5) Stearyltrimethylammonium chloride 1 Sodium sulfite 1 Tartaric acid Appropriate amount Purified water Remainder total 100 pH5

Example 10 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Amount (% by weight) Ethanol 10 Benzyloxyethanol 5 4-Isopropoxymethyl-1,3-dioxolan-2-one 0.5 (inorganic / organic = 0.71) Stearyltrimethylammonium chloride 1 Bisulfite Sodium 1 Glycerin 3 Citric acid Appropriate amount of purified water Remainder total 100 pH5

Example 11 A stain remover composition having the following composition was prepared in the same manner as in Examples 1 to 3. The inorganic / organic nature of the stain removing component was determined by the same method as in Examples 1 to 3. Ingredients Compounding amount (% by weight) Ethanol 10 4-propoxymethyl-1,3-dioxolan-2-one 5 (inorganic / organic = 0.71) Stearyl trimethylammonium chloride 1 Sodium bisulfite 1 Glycerin 3 Urea 1 Birch extract 0.001 Triethanolamine Appropriate amount of purified water Remainder total 100 pH8

The stain remover compositions of Examples 4 to 11 were evaluated for the effect of removing the hair dye adhering to the skin and the skin irritation in the same manner as in Examples 1 to 3 above. Shows stain removal effect,
There was no skin irritation.

 ──────────────────────────────────────────────────続 き Continuation of the front page (72) Inventor Yoshiko Yokobori 1-3-7 Honjo, Sumida-ku, Tokyo Inside Lion Corporation (72) Inventor Joji Mitamura 1-3-7, Honjo, Sumida-ku, Tokyo No. Lion Corporation (72) Inventor Minako Horibe 1-3-7 Honjo, Sumida-ku, Tokyo F-term (reference) 4C083 AA112 AB352 AC012 AC102 AC122 AC152 AC212 AC302 AC312 AC542 AC682 AC692 AC841 AC842 AD352 BB51 BB53 CC31 EE11 EE21

Claims (2)

[Claims] 1. A compound having a ratio of organic to inorganic in an organic conceptual diagram satisfying 0.001 ≦ inorganic / organic ≦ 3.00, and having a double bond other than an aromatic ring in one molecule. A stain remover composition characterized by being blended as an active ingredient. 2. The stain remover composition according to claim 1, wherein 1,3-dioxolan-2-one and / or a derivative thereof are compounded as the compound.