JP2002003375A - Antibacterial component - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a new antibacterial component giving mild action even to a sensitive skin. SOLUTION: This antibacterial component is composed of a polyoxyethylene dicarboxylic acid ester expressed by chemical formula (1) (R1 and R2 are each H, a 1-4C alkyl or a branched alkyl; (m), (n), X and Y are each an integer of 0-5 provided that the above numbers are not zero at the same time; and R3 is a 0-10C branched or straight-chain alkylene group).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to an antibacterial component. More specifically, the present invention relates to an antibacterial component that can be preferably used for an external preparation for skin such as cosmetics.

[0002]

2. Description of the Related Art In general, external preparations for skin such as cosmetics are intended to suppress the growth of microorganisms contaminating from the outside, and to kill these microorganisms over time to improve the preservability of products. Preservatives such as paraoxybenzoic acid esters (commonly referred to as parabens) and preservative aids such as phenoxyethanol.

[0003]

Although preservatives such as parabens and preservative aids such as phenoxyethanol are excellent in preserving means used for external preparations for skin, they are excellent in safety and effectiveness, but only a part of them. For a user having sensitive skin, a slight discomfort or irritation may occur during use.

[0004] In recent years, there has been a tendency for skin external preparations that are more gentle on sensitive skin.

In view of the above-mentioned problems, the present inventors have conducted intensive studies in search of an antibacterial component which is more gentle on the skin. As a result, they have found that a specific polyoxyethylene dicarboxylate can solve the above-mentioned problems, and have achieved the present invention. It was completed.

[0006] It is an object of the present invention to provide a novel antimicrobial component that is gentle on sensitive skin.

[0007]

That is, the present invention provides an antibacterial component comprising a polyoxyethylene dicarboxylic acid ester represented by the following chemical formula (1).

Embedded image (1) (wherein, R 1 and R 2 are hydrogen or an alkyl or branched alkyl group having 1 to 4 carbon atoms, and m, n, X and Y are 0 to 5
Do not become 0 at the same time. R3 has 0 to 10 carbon atoms
A branched or straight-chain alkylene group)

[0008] The present invention also provides the above antibacterial component, wherein the polyoxyethylene dicarboxylic acid ester is diethoxyethyl succinate.

Further, the present invention provides an antibacterial composition containing the above antibacterial component.

[0010]

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The configuration of the present invention will be described below in detail.

The polyoxyethylene dicarboxylic acid ester of the above formula (1) used in the present invention is a known substance, but is a novel use as an antibacterial component.

In the chemical formula (1), R1 and R2 each represent an alkyl or branched alkyl group having 1 to 4 carbon atoms.
If the number of carbon atoms exceeds 5, the compound lacks hydrophilicity. Therefore, when it is added to an external preparation for skin (particularly lotion) as an antibacterial component, the stability of the system deteriorates. m, n, X and Y represent an integer of 0 to 5, preferably an integer of 1 to 2, and m, n, X and Y
Is 0, the hydrophilicity is lacking, so that when added to a skin external preparation (especially a lotion), the stability of the system deteriorates, and
When it exceeds, the feeling of use, especially the smooth feeling, is lost. R3 represents a branched or straight-chain alkylene group having 0 to 10 carbon atoms. When the carbon atom has 11 or more carbon atoms, the compound lacks hydrophilicity.
The stability of the system deteriorates.

Among the polyoxyethylene dicarboxylates satisfying the above formula (1), diethoxyethyl succinate is particularly preferably used from the viewpoint of antibacterial effect and feeling in use.

In the present invention, the antibacterial component has an effect of preventing the propagation of bacteria, yeasts, molds and the like by sterilization or aging. It is also used as a preservative or preservative.

The antimicrobial component of the present invention can be incorporated into any external preparation for skin. The amount to be compounded varies depending on the product form and is not particularly limited, but is usually 0.1 to 20.0% by weight, preferably 1.0 to 10.0% by weight, based on the total amount of the external preparation for skin. If the amount is less than 0.1% by weight, the effect of the composition is not exhibited, and if it exceeds 20.0% by weight, stickiness is felt.

The antibacterial component of the present invention can be mixed with a component incorporated in an external preparation for skin or a preservative component to form an antibacterial composition. For example, powder component, liquid fat, solid fat, wax, hydrocarbon oil, higher fatty acid, higher alcohol, ester oil, silicone oil, anionic surfactant,
Cationic surfactant, amphoteric surfactant, nonionic surfactant, humectant, water-soluble polymer, thickener, coating agent, ultraviolet absorber, sequestering agent, lower alcohol, polyhydric alcohol, sugar, amino acid , Organic amine, polymer emulsion, pH adjuster, skin nutrient, vitamin, antioxidant, antioxidant aid, fragrance, water, etc., to produce antibacterial composition according to the desired dosage form I can do it. Specific components that can be blended are listed below, and an antibacterial composition can be prepared by blending one or more of the following components.

Examples of the powder component include inorganic powders (eg, talc, kaolin, mica, sericite),
Muscovite, phlogopite, synthetic mica, rhombite, biotite, permiculite, magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, Silica, zeolite, barium sulfate, calcined calcium sulfate (baked gypsum), calcium phosphate, fluoroapatite, hydroxyapatite, ceramic powder, metal soap (for example, zinc myristate, calcium palmitate, aluminum stearate), boron nitride, etc .; organic Powders (eg, polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder, copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene Powders, cellulose powders, etc.); inorganic white pigments (eg, titanium dioxide, zinc oxide, etc.); inorganic red pigments (eg, iron oxide (iron oxide), iron titanate, etc.); inorganic brown pigments (eg, γ-oxidized) Inorganic yellow pigments (eg, yellow iron oxide, loess, etc.); inorganic black pigments (eg, black iron oxide, lower titanium oxide, etc.); inorganic purple pigments (eg, mango violet, cobalt violet, etc.) ); Inorganic green pigments (for example, chromium oxide,
Chromium hydroxide, cobalt titanate, etc .; inorganic blue pigments (eg, ultramarine, navy blue, etc.); pearl pigments (eg, titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored titanium oxide coated mica) , Bismuth oxychloride, fish scale foil, etc.); metal powder pigments (eg, aluminum powder,
Organic pigments such as zirconium, barium or aluminum lake (for example, red 201)
No., Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 228, Red No. 405
Organic pigments such as No. 203, Orange No. 203, Orange No. 204, Yellow No. 205, Yellow No. 401 and Blue No. 404;
No. 104, Red No. 106, Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange 205
No. 4, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203
, Green No. 3 and blue No. 1); natural pigments (eg, chlorophyll, β-carotene, etc.).

Examples of liquid fats and oils include avocado oil,
Camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, eno oil, Examples include soybean oil, peanut oil, teaseed oil, kaya oil, rice bran oil, sinagiri oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin and the like.

Examples of solid fats and oils include cocoa butter, coconut oil, horse fat, hardened coconut oil, palm oil, tallow, sheep fat, hardened tallow, palm kernel oil, lard, beef tallow, moku kernel oil, hardened Oil, beef tallow, mocro, hardened castor oil and the like.

Examples of the wax include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax,
Ibota wax, whale wax, montan wax, bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugar cane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, P
OE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, PO
E hydrogenated lanolin alcohol ether and the like.

Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax and the like.

Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tolic acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), Docosahexaenoic acid (DHA)
And the like.

Examples of the higher alcohol include straight-chain alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.); and branched-chain alcohols (eg, monostearyl glycerin ether) (Bacyl alcohol), 2-
Decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldecanol,
Isostearyl alcohol, octyl dodecanol, etc.)
And the like.

Examples of ester oils include isopropyl myristate, cetyl octoate, octyl dodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyl octanoate,
Cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, dicapric acid Neopentyl glycol, diisostearyl malate, glycerin di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, tri-
Glycerin 2-ethylhexanoate, glycerin trioctanoate, glycerin triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimmyristate, tri-2-heptylundecanoic acid Glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate , Ethyl laurate,
Di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate and the like.

Examples of the silicone oil include linear polysiloxanes (eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (eg, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, Dodecamethylcyclohexasiloxane, etc.) Silicone resin, silicone rubber, and various modified polysiloxanes that form a three-dimensional network structure (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) And the like.

Examples of the anionic surfactant include fatty acid soaps (eg, sodium laurate, sodium palmitate, etc.); higher alkyl sulfates (eg, sodium lauryl sulfate, potassium lauryl sulfate, etc.); alkyl ether sulfates (For example,
POE-triethanolamine lauryl sulfate, POE-sodium lauryl sulfate, etc.); N-acyl sarcosine acids (for example,
Higher fatty acid amide sulfonates (eg, sodium N-myristoyl-N-methyltaurine, sodium coconut fatty acid methyltauride, sodium laurylmethyltauride, etc.); phosphate ester salts (POE-oleyl ether) Sodium phosphate, POE-stearyl ether phosphoric acid, etc.); sulfosuccinates (eg, sodium di-2-ethylhexylsulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc.);
Alkylbenzene sulfonates (eg, sodium linear dodecylbenzenesulfonate, triethanolamine linear dodecylbenzenesulfonate, linear dodecylbenzenesulfonic acid, etc.); higher fatty acid ester sulfates (eg, hydrogenated coconut oil fatty acid sodium glycerin sulfate, etc.); N-acylglutamate (for example, monosodium N-lauroylglutamate, disodium N-stearoylglutamate, monosodium N-myristoyl-L-glutamate), sulfated oil (for example, funnel oil), and POE-alkyl ether carboxylic acid Acid; POE-alkyl allyl ether carboxylate; α-olefin sulfonate; higher fatty acid ester sulfonate; secondary alcohol sulfate; salt of higher fatty acid alkylolamide sulfate; lauroyl mono Sodium ethanolamidosuccinate; N-palmitoyl aspartate ditriethanolamine; sodium caseinate;

Examples of the cationic surfactant include alkyltrimethylammonium salts (eg, stearyltrimethylammonium chloride, lauryltrimethylammonium chloride); alkylpyridinium salts (eg,
Cetylpyridinium chloride, etc.); distearyldimethylammonium dialkyldimethylammonium chloride; poly (N, N'-dimethyl-3,5-methylenepiperidinium chloride);
Alkyl quaternary ammonium salts; alkyl dimethyl benzyl ammonium salts; alkyl isoquinolinium salts; dialkyl morphonium salts; POE-alkylamines; alkyl amine salts; polyamine fatty acid derivatives; amyl alcohol fatty acid derivatives; benzalkonium chloride; benzethonium chloride And the like.

Examples of the amphoteric surfactant include imidazoline amphoteric surfactants (for example, 2-undecyl-N, N, N
-(Hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc .; betaine surfactants (eg, 2-heptadecyl-N- Carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryl dimethylaminoacetic acid betaine, alkyl betaine, amido betaine, sulfo betaine, etc.).

Examples of the lipophilic nonionic surfactant include sorbitan fatty acid esters (eg, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monostearate) Oleate, sorbitan trioleate, diglycerol penta-2-ethylhexylate sorbitan, diglycerol sorbitan tetra-2-ethylhexylate, etc .; glycerin polyglycerin fatty acids (for example, mono-cottonseed oil fatty acid glycerin, glycerin monoerucate, glycerin sesquioleate) , Glyceryl monostearate, α, α '
-Glycerin pyroglutamate oleate, glycerin malate monostearate, etc.); propylene glycol fatty acid esters (eg, propylene glycol monostearate); hydrogenated castor oil derivatives; glycerin alkyl ether;

Examples of the hydrophilic nonionic surfactant include POE-sorbitan fatty acid esters (eg, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate) POE sorbit fatty acid esters (eg, POE-sorbit monolaurate, POE-sorbit monooleate, POE-sorbit pentaoleate, POE-sorbit monostearate, etc.); POE-glycerin fatty acid esters (eg, POE-glycerin monostearate, POE-glycerin monoisostearate, PO
POE-monooleate such as E-glycerin triisostearate); POE-fatty acid esters (eg, POE-distearate, POE-monodioleate, ethylene glycol distearate, etc.); POE-alkyl ethers (eg, POE-lauryl ether) , POE-oleyl ether, PO
E-stearyl ether, POE-behenyl ether, POE-2-
Octyldodecyl ether, POE-cholestanol ether, etc.); Pluronic type (eg, Pluronic etc.); POE.POP-alkyl ethers (eg, POE.PO)
P-cetyl ether, POE / POP-2-decyltetradecyl ether, POE / POP-monobutyl ether, POE / POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.); Tetra P
OE.tetra-POP-ethylenediamine condensates (eg, tetronic); POE-castor oil-hardened castor oil derivatives (eg, POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE) -Hydrogenated castor oil triisostearate, POE-hydrogenated castor oil monopyroglutamic acid monoisostearate diester, POE-hydrogenated castor oil maleic acid, etc.); POE-beeswax lanolin derivative (eg, POE-sorbit beeswax, etc.); alkanolamide (For example, coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, etc.); POE-propylene glycol fatty acid ester; PO
E-alkylamine; POE-fatty acid amide; sucrose fatty acid ester; alkylethoxydimethylamine oxide; trioleyl phosphoric acid and the like.

Examples of the humectant include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, cholesteryl-12- Examples include hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, adduct of diglycerin (EO) PO, extract of radish, extract of Achillea millefolium, and extract of melilot.

Examples of natural water-soluble polymers include plant polymers (for example, gum arabic, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), alge colloid (cassow extract) ), Starch (rice, corn, potato, wheat), glycyrrhizic acid); microbial macromolecules (eg, xanthan gum, dextran, succinoglucan, burlan, etc.); animal macromolecules (eg, collagen, casein,
Albumin, gelatin, etc.).

As the semi-synthetic water-soluble polymer, for example,
Starch-based polymers (for example, carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose-based polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, Crystalline cellulose,
Alginic acid-based polymers (eg, sodium alginate, propylene glycol alginate, etc.);

Examples of the synthetic water-soluble polymer include vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer, etc.); polyoxyethylene polymers (eg, polyethylene glycol 20,000, 40,000, 6
Acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethylene imine; cationic polymers, and the like.

Examples of the thickener include gum arabic,
Carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose,
CMC, hydroxyethylcellulose, hydroxypropylcellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate, xanthan gum, aluminum magnesium silicate, bentonite,
Hectorite, silicic acid A1Mg (bee gum), laponite, silicic anhydride and the like.

As the ultraviolet absorber, for example, benzoic acid-based ultraviolet absorbers (for example, para-aminobenzoic acid (hereinafter referred to as P
ABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N- Dimethyl PABA ethyl ester, etc.); anthranilic acid type ultraviolet absorbers (eg, homomenthyl-N-acetylanthranilate); salicylic acid type ultraviolet absorbers (eg, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate) Benzyl salicylate, p-isopropanol phenyl salicylate, etc.); cinnamic acid ultraviolet absorbers (eg, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-
2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, methyl-2,4-diisopropylcinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate Mate, octyl-p-methoxycinnamate
(2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-
p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate, etc.); benzophenone UV absorbers (for example, 2,4-dihydroxybenzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone, 2,2 ′, 4,4 ′ -Tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-
Methoxy-4'-methylbenzophenone, 2-hydroxy-4-
Methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone Etc.); 3- (4'-methylbenzylidene) -d, l-
Camphor, 3-benzylidene-d, l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2'-hydroxy-5-
Methylphenylbenzotriazole; 2- (2'-hydroxy
-5'-t-octylphenyl) benzotriazole; 2- (2'-
Hydroxy-5'-methylphenylbenzotriazole;dibenzalazine;dianisoylmethane;4-methoxy-4'-t-
Butyldibenzoylmethane; 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one;

Examples of the sequestering agent include 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, disodium edetate, trisodium edetate, edetate Tetrasodium acid, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid,
Ascorbic acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyltriacetate and the like.

The lower alcohol includes, for example, ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

Examples of the polyhydric alcohol include dihydric alcohols (eg, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3- Butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trihydric alcohols (eg, glycerin, trimethylolpropane, etc.);
Tetrahydric alcohols (eg, pentaerythritol such as 1,2,6-hexanetriol); pentahydric alcohols (eg, xylitol); hexahydric alcohols (eg, sorbitol, mannitol); polyhydric alcohol polymers (eg, Diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); dihydric alcohol alkyl ethers (eg, ethylene glycol monomethyl ether, Ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol Coal mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.); dihydric alcohol alkyl ethers (eg, diethylene glycol monomethyl) Ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, pro Pyrene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether,
Dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether, etc .; dihydric alcohol ether esters (eg, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl) Ether acetate, ethylene glycol diazibate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate , Propylene glycol monophenyl ether acetate); glycerol monoalkyl ethers (e.g., hexyl alcohol, selachyl alcohol, batyl alcohol); sugar alcohols (e.g.,
Sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-degrading sugar, maltose, xylitol, starch-degrading sugar reducing alcohol, etc.); glysolid; tetrahydrofurfuryl alcohol; POE-tetrahydrofur Furyl alcohol; POP-butyl ether;
POP / POE-butyl ether; tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphoric acid; POP / POE-pentaneerythritol ether, polyglycerin and the like.

As the monosaccharide, for example, tricarbonate (for example,
D-glyceryl aldehyde, dihydroxyacetone, etc.);
Tetracarbons (eg, D-erythrose, D-erythrulose,
Pentose (eg, D-threose, erythritol, etc.)
L-arabinose, D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, etc.); hexose (eg, D-glucose, D-talose, D- Bucose, D-galactose, D-fructose, L-galactose, L-mannose, D-tagatose, etc.); heptose sugars (eg, aldheptose, heptrose etc.); octose sugars (eg, octulose etc.); deoxy sugars (eg, , 2-deoxy-D-ribose, 6-deoxy-L-
Galactose, 6-deoxy-L-mannose, etc.); amino sugars (eg, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc.); uronic acids (eg, D-glucuronic acid, D-mannuronic acid) , L-guluronic acid, D-galacturonic acid, L-iduronic acid, etc.).

Examples of the oligosaccharide include sucrose, guntianose, umbelliferose, lactose, planteose, isorikunoses, α, α-trehalose,
Raffinose, liqunoses, umbilicin, stachyose bell bath courses and the like.

Examples of polysaccharides include cellulose, quince seed, chondroitin sulfate, starch, galactan, dermatan sulfate, glycogen, gum arabic, heparan sulfate, hyaluronic acid, tragacanth gum, keratan sulfate, chondroitin, xanthan gum, mucoitin sulfate, guar gum, dextran Keratosulfuric acid, locust bingham, succinoglucan, caronic acid and the like.

Examples of the amino acids include neutral amino acids (eg, threonine, cysteine, etc.); basic amino acids (eg, hydroxylysine, etc.). Examples of the amino acid derivative include acyl sarcosine sodium (sodium lauroyl sarcosine), acyl glutamate, sodium acyl β-alanine, glutathione, and pyrrolidone carboxylic acid.

As the organic amine, for example, monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1 -Propanol and the like.

Examples of the polymer emulsion include an acrylic resin emulsion, a polyethyl acrylate emulsion, an acrylic resin solution, a polyacryl alkyl ester emulsion, a polyvinyl acetate resin emulsion,
Natural rubber latex and the like.

Examples of the pH adjusting agent include lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-
Buffers such as sodium succinate and the like can be mentioned.

As vitamins, for example, vitamin A,
B1, B2, B6, C, E and derivatives thereof, pantothenic acid and derivatives thereof, biotin and the like.

Examples of the antioxidant include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, gallic esters and the like.

As the antioxidant aid, for example, phosphoric acid,
Examples thereof include citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid, and ethylenediaminetetraacetic acid.

Other compoundable components include, for example,
Antiseptics (eg, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, zinc oxide, allantoin, etc.); whitening agents (eg, placenta extracts,
Various extracts (for example, oak, oak, syrup, peony, assembly, birch, sage, loquat, carrot, aloe, mallow, iris, grape, yoquinin, loofah, lily,
Saffron, Senkyu, Ginger, Hypericum,
Ononis, garlic, capsicum, pepper, toucan, seaweed, etc., activators (eg, royal jelly, photosensitizers, cholesterol derivatives, etc.); blood circulation promoters (eg, nonylate valenylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl) Esters, capsaicin, zingerone, cantaristin tincture, ittamol, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandate, cinnarizine, trazoline, acetylcholine, verapamil, cepharanthin, γ-oryzanol, etc.); Leakage agents (eg, sulfur, thiantol, etc.); anti-inflammatory agents (eg, tranexamic acid, thiotaurine, hypotaurine, etc.)
And the like.

[0051]

Next, the present invention will be described more specifically with reference to examples. The present invention is not limited by this. The compounding amount is% by weight.

"Antibacterial effect" The antibacterial effect of diethoxyethyl succinate was examined with the following composition.

Sample 30 of Examples 1 to 3 and Comparative Example 1
g was inoculated with a bacterial solution, and the change in the number of bacteria was examined by a smear method. The change in the number of colonies over time is shown in Table 1.
From Table 1, the antibacterial effect of diethoxyethyl succinate can be confirmed.

[Table 1] Explanation of symbols in “Table 1” +++: number of colonies> 1000 ++: number of colonies> 300 +: number of colonies> 100 Number: number of colonies from 0 to 99 Ps / E / S: Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus 102: Cansida (yeast) standard strain C: Cansida (yeast) isolate * 1: Only 39 E. coli colonies remain.

The lotion shown in Table 2 and the rinse shown in Table 3 were evaluated by performing the following tests. The results are shown in each table.

"Antibacterial effect" After inoculating a bacterial solution into 30 g of a sample,
The change in the number of bacteria was examined by a smear method. The inoculum was evaluated for its antibacterial activity by using bacteria (Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus) and changes in the number of bacteria up to two weeks.
The obtained results were classified into the following four criteria. In addition,
Of the following classifications, those of ◎ to ○ were judged to be acceptable. ◎: The effect (reduction of the number of bacteria or prevention of growth) is recognized immediately ○: The effect is gradually recognized (reduction of the number of bacteria or prevention of growth) △: Almost effect (reduction of the number of bacteria or prevention of growth) ×: No effect (reduction of bacterial count or prevention of proliferation) was not observed.

"Usability" Panel 1 of sensitive skin that had a feeling of irritation when using an external preparation for skin containing paraben in the past
Zero subjects were used twice a day for one week, and were asked to report satisfaction with the feeling of use and the presence or absence of skin irritation. The evaluation of the feeling of use was classified into the following four grades, and the number of people who complained of irritation was confirmed. A: Eight or more panelists recognized that the usability was good. …: Six or more panelists and less than eight panelists recognized that the usability was good. B: Three or more panelists and less than five panelists recognized that the feeling of use was good. X: Less than 3 panelists recognized that the feeling of use was good.

[0057]

[Table 2]

In Examples 4 and 5, there was no problem with the antibacterial effect and feeling of use, and no one complained of irritation. Comparative Example 2 had no problem in use, but was inferior in antibacterial effect. Comparative Example 3 had no problem with the antibacterial effect.
One person complained of irritation, which was considered to be caused by a low degree of satisfaction in use feeling and a large amount of ethanol. Comparative Example 4 was excellent in use feeling and antibacterial effect, but had a problem in skin irritation.

[0059]

[Table 3]

Examples 6 to 8 had no problem in the antibacterial effect, but Comparative Example 5, in which no polyoxyethylene dicarboxylic acid ester was added, had a weak preservative effect, resulting in the growth of some bacteria. .

Hereinafter, various skin external preparations containing the antibacterial component of the present invention will be exemplified. In each of the examples, excellent antibacterial effect was maintained, and there was no skin irritation and the feeling of use was good. .

Example 9 Emulsion Diethoxyethyl succinate 5.0 Glycerin 3.0 Cetanol 1.5 Stearyl alcohol 1.8 Dimethylpolysiloxane (20cs) 1.5 Squalane 2.0 Vaseline 2.0 Isopropyl myristate 2. 5 Glyceryl monostearate 1.8 Polyoxyethylene (POE = 5) Glyceryl monostearate 1.8 Polyoxyethylene (POE = 20) Cetyl ether 1.5 Carboxyvinyl polymer 0.25 Potassium hydroxide 0.05 L- Arginine 0.2 Dipropylene glycol 5.0 1,3-butylene glycol 5.0 Trisodium edetate 0.2 Purified water balance

Example 10 Cream Diethoxyethyl Succinate 8.0 Stearyl Alcohol 3.5 Stearic Acid 2.0 Squalane 10.5 Isopropyl Myristate 7.5 Polyoxyethylene (POE = 25) Cetyl Alcohol Ether 3.0 Mono Glycerin stearate 2.0 Tocopherol acetate 0.2 Monoammonium glycyrrhizinate 0.05 Glycerin 3.0 Dipropylene glycol 5.0 1,3-butylene glycol 3.0 Trisodium edetate 0.01 Purified water balance

Example 11 Serum Diethoxyethyl succinate 2.0 Olive oil 0.2 Polyoxyethylene oleyl alcohol ether 1.0 Tocopherol acetate 0.1 Ethanol 7.0 Hyaluronic acid 0.1 Sorbitol 5.0 Dipropylene glycol 5.0 Trisodium edetate 0.01 Residual purified water

Example 12 Face Wash Diethoxyethyl Succinate 3.0 Stearic Acid 8.0 Palmitic Acid 6.0 Myristic Acid 6.0 Lauric Acid 4.0 Potassium Hydroxide 5.2 Glyceryl Monostearate 2.0 Bees Wax 1.5 Polyethylene glycol 1500 5.0 Glycerin 10.0 Purified water balance

Example 13 Jelly-pack Diethoxyethyl succinate 1.0 Polyoxyethylene oleyl alcohol ether 0.5 Monoammonium glycyrrhizinate 0.05 Carboxymethylcellulose 5.0 Ethanol 12.0 Polyvinyl alcohol 12.0 1, 3 Butylene glycol 5.0 Trisodium edetate 0.01 Purified water balance

Example 14 Eyeliner Diethoxyethyl succinate 3.0 Iron oxide (black) 14.0 Isopropyl myristate 1.5 Polyoxyethylene sorbitan monooleate 1.0 Vinyl acetate resin emulsion 45.0 Glycyrrhizic acid Monoammonium 0.05 Carboxyvinyl polymer 1.5 Acetyltributyl citrate 1.0 Dipropylene glycol 5.0 1,2-Pentanediol 5.0 Trisodium edetate 0.01 Purified water balance

[0068]

According to the present invention, it is possible to provide an antibacterial component having an excellent feeling on use even for sensitive skin.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI theme coat ゛ (Reference) A61K 7/40 A61K 7/40 7/50 7/50 A61P 31/04 A61P 31/04 31/10 31 / 10 F term (reference) 4C083 AA122 AB032 AB232 AC012 AC022 AC062 AC102 AC122 AC132 AC182 AC242 AC302 AC352 AC372 AC401 AC402 AC422 AC432 AC442 AC482 AC532 AC582 AC692 AD042 AD092 AD112 AD152 AD272 AD332 AD532 AD662 CC01 CC04 CC05 CC07 CC14 4C206 AA01 AA02 DB29 MA01 MA04 NA14 ZA90 ZB35

Claims (3)

[Claims] An antibacterial component comprising a polyoxyethylene dicarboxylic acid ester represented by the following chemical formula (1). Embedded image (1) (wherein, R 1 and R 2 are hydrogen or an alkyl or branched alkyl group having 1 to 4 carbon atoms, and m, n, X and Y are 0 to 5
Do not become 0 at the same time. R3 has 0 to 10 carbon atoms
A branched or straight-chain alkylene group) 2. The antibacterial component according to claim 1, wherein the polyoxyethylene dicarboxylic acid ester is diethoxyethyl succinate. 3. An antimicrobial composition containing the antimicrobial component.