JP5964118B2 - Antibacterial composition - Google Patents

Description

  The present invention relates to an antibacterial composition that can be used in cosmetics and the like, a cosmetic containing the same, and a body cleanser.

  Antibacterial agents (preservatives) are often used for cosmetics and the like for the purpose of antiseptics. Parabens are most used as antibacterial agents for cosmetics and the like, but parabens are highly irritating to the skin, and their use concentration in cosmetics is limited to 1% by mass or less. Recently, an increasing number of people have an allergic reaction to parabens, and the demand for cosmetics not containing parabens has increased.

（Ｒ^１は炭素数４〜８のアルキル基を表わし、Ａは３価以上のアルコールから１つの水酸基を取り除いた残基を表わす。）で表わされる化合物、及び／又は下記の一般式（２’）

（Ｒ^２は炭素数４〜８のアルキル基を表わす。）で表わされる化合物からなることを特徴とする抗菌剤が開示されている。
更に、特許文献３には、下記の一般式（１’’）

（Ｒは炭素数４〜８のアルキル基を表わし、Ｘ及びＹは炭素数２〜４のアルキレン基を表わし、ｍ個のＸ及びｎ個のＹはそれぞれ同一でも異なっていてもよく、ｍ及びｎはそれぞれ０〜４の数を表わす、但し、ｍ及びｎが同時に０になることはなく、ｍ個のＸ及びｎ個のＹの合計中に少なくとも１つはプロピレン基が存在する。）で表わされる化合物からなる抗菌剤が開示されている。 Alkanediol compounds such as 1,2-octanediol and glyceryl ether compounds such as 2-ethylhexyl glyceryl ether have antibacterial properties and are safer to the human body than parabens. It is blended in cosmetics as an antibacterial agent.
For example, Patent Document 1 discloses an antibacterial agent containing (a) zinc and (b) a monoalkyl glyceryl ether having an alkyl group having 4 to 12 carbon atoms.
Patent Document 2 discloses the following general formula (1 ′).

(R ¹ represents an alkyl group having 4 to 8 carbon atoms, and A represents a residue obtained by removing one hydroxyl group from a trivalent or higher alcohol.) And / or the following general formula (2 ′ )

An antibacterial agent comprising a compound represented by (R ² represents an alkyl group having 4 to 8 carbon atoms) is disclosed.
Furthermore, Patent Document 3 discloses the following general formula (1 ″)

(R represents an alkyl group having 4 to 8 carbon atoms, X and Y represent an alkylene group having 2 to 4 carbon atoms, m X and n Y may be the same or different, and m and n represents a number of 0 to 4 respectively, provided that m and n are not 0 simultaneously, and at least one propylene group is present in the sum of m X and n Y). An antibacterial agent comprising the compound represented is disclosed.

On the other hand, β-glucose, ie, a polysaccharide composed of D-glucose and having a glucose unit having a β-anomeric structure has an excellent moisturizing effect, and cosmetics using β-glucan are also known.
For example, Patent Document 4 discloses a skin cosmetic characterized by containing β-glucan extracted from a gramineous plant.
Patent Document 5 discloses a skin cosmetic containing β-glucan derived from microorganisms or basidiomycetes.
However, cosmetics containing an alkanediol compound or glyceryl ether compound and β-glucan have not been known.

JP-A-2005-170878 JP 2007-016018 A JP 2007-161651 A JP 2003-192561 A JP 2005-015348 A

  Skin irritation includes what are called primary skin irritation and stinging irritation. Primary skin irritation is a stimulus that causes an inflammatory reaction in the skin, which occurs within hours after application and is usually accompanied by inflammatory symptoms such as erythema and edema. In contrast, stinging stimulation is a general term for stimuli that cause the skin to feel tingling, tingling, itching, and itching when external preparations such as cosmetics are applied to the skin. This sensation occurs within a few minutes after application and disappears transiently with no inflammatory symptoms. Alkanediol compounds and glyceryl ether compounds may cause stinging irritation such as unpleasant warmth and weakness when used on the skin, which may be an obstacle when used as cosmetics. . For this reason, a method for reducing stinging stimulation by an alkanediol compound or a glyceryl ether compound has been sought.

  Accordingly, an object of the present invention is to provide an antibacterial composition with reduced stinging irritation by an alkanediol compound or a glycerin ether compound, a cosmetic containing the same, and a body cleanser.

（式中、Ｒ^１は、炭素数４〜８のアルキル基を表わす。）

（式中、Ｒ^２は、炭素数６〜１０のアルキル基、炭素数６〜１０のシクロアルキル基、炭素数６〜１０のアリール基又は炭素数７〜１０のアラルキル基を表わす。）

［式中、ａは、少なくとも２０の数を表わし、ｂは、少なくとも１の数を表わす。ただし、ａとｂとの合計の数は、一般式（３）で表わされるβ−１，３−１，６−グルカンの質量平均分子量を３０００〜５００万とする数であり、ａに対するｂの比が０．２〜１．２である。］ Thus, the present inventors have intensively studied, and found that β-glucan having a specific structure has an effect of reducing stinging stimulation by an alkanediol compound or a glyceryl ether compound, and have reached the present invention.
That is, the present invention provides at least one compound selected from the group consisting of a diol compound represented by the following general formula (1) and a glyceryl ether compound represented by the following general formula (2) as the component (A): B) An antibacterial composition containing β-1,3-1,6-glucan represented by the following general formula (3) as a component :

(In the formula, R ¹ represents an alkyl group having 4 to 8 carbon atoms.)

(In the formula, R ² represents an alkyl group having 6 to 10 carbon atoms, a cycloalkyl group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms.)

[Wherein, a represents a number of at least 20, and b represents a number of at least 1. However, the total number of a and b is a number which makes the mass average molecular weight of (beta) -1,3-1,6-glucan represented by General formula (3) 3000 to 5 million, The ratio is 0.2 to 1.2. ]

  The effect of the present invention is to provide an antibacterial composition with reduced stinging irritation by an alkanediol compound or a glyceryl ether compound, a cosmetic containing the same, and a body cleansing agent.

  At least one selected from the group consisting of the diol compound represented by the general formula (1) and the glyceryl ether compound represented by the general formula (2), which is the component (A) constituting the antibacterial composition of the present invention. The compound will be described. These compounds are antibacterial components in the antibacterial composition of the present invention.

First, the diol compound represented by the general formula (1) will be described. In the general formula (1), R ¹ represents an alkyl group having 4 to 8 carbon atoms. Examples of the alkyl group having 4 to 8 carbon atoms include butyl, isobutyl, secondary butyl, t-butyl, pentyl, isopentyl, secondary pentyl, t-pentyl, hexyl, secondary hexyl, heptyl, secondary heptyl, octyl, 2 Examples include grade octyl, 2-methylpentyl, 2-ethylhexyl and the like. R ¹ is preferably butyl, pentyl, hexyl and heptyl, more preferably pentyl and hexyl, and most preferably hexyl because of its high antibacterial properties. Preferred specific examples of the diol compound represented by the general formula (1) include 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and the like. It is done.

Next, the glyceryl ether compound represented by the general formula (2) will be described. In General Formula (2), R ² represents an alkyl group having 6 to 10 carbon atoms, a cycloalkyl group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms .
Examples of the alkyl group having 6 to 10 carbon atoms include hexyl, secondary hexyl, heptyl, secondary heptyl, octyl, secondary octyl, nonyl, secondary nonyl, decyl, secondary decyl, 2-methylpentyl, 2-ethylhexyl, Examples include 2-propylheptyl, 2,2,4,4-tetramethylpentyl and the like.
Examples of the cycloalkyl group having 6 to 10 carbon atoms include cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, dimethylcyclohexyl, methylcycloheptyl and the like.
Examples of the aryl group having 6 to 10 carbon atoms include phenyl, methylphenyl, dimethylphenyl, ethylphenyl, isopropylphenyl, t-butylphenyl, α-naphthyl and β-naphthyl groups.
Examples of the aralkyl having 7 to 10 carbon atoms include phenylmethyl, 2-phenylethyl, 2-phenyl-2-propyl and 3-phenylpropyl.

R ² is preferably heptyl, octyl, nonyl, 2-ethylhexyl, 2,2,4,4-tetramethylpentyl, phenyl, methylphenyl, cyclohexyl, and phenylmethyl because of its high antibacterial properties, such as heptyl, octyl, Nonyl, 2-ethylhexyl, and 2,2,4,4-tetramethylpentyl are more preferable, and octyl and 2-ethylhexyl are most preferable. Preferable specific examples of the glyceryl ether compound represented by the general formula (2) include, for example, 1-heptyl glyceryl ether, 1-octyl glyceryl ether, 1-nonyl glyceryl ether, 1- (2-ethylhexyl). Gluceryl ether, 1- (2,2,4,4-tetramethylpentyl) gluceryl ether, 1-phenyl glyceryl ether, 1-methylphenyl glyceryl ether, 1-cyclohexyl glyceryl ether, 1-phenylmethyl glucyl ether Examples include seryl ether.

  In the antibacterial composition of the present invention, the component (A) is only one compound selected from the group consisting of the diol compound represented by the general formula (1) and the glyceryl ether compound represented by the general formula (2). May be used, or two or more may be combined.

  Next, (beta) -1,3-1,6-glucan which is (B) component of this invention is demonstrated. The component (B) is a component that reduces stinging stimulation due to the component (A). Β-glucose in which glucose is linked by β-1,3-glycoside bond and β-1,6-glycoside bond is called β-1,3-1,6-glucan, and (1) the main chain is β-1 , 3-glycosidic bonds and having a β-1,6-glycoside bond branch, (2) the main chain consisting of β-1,3-glycoside bonds and β-1,6-glycoside bonds, etc. It has been known. Although any β-1,3-1,6-glucan can be used as (B) of the present invention, since β has a large effect of reducing stinging stimulation, β represented by the following general formula (3) -1,3-1,6-glucan is preferred.

  In the above general formula (3), a represents a number of at least 20, and b represents a number of at least 1. However, the total number of a and b is a number which makes the mass average molecular weight of (beta) -1,3-1,6-glucan represented by General formula (3) 3000 to 5 million. When the mass average molecular weight of β-1,3-1,6-glucan represented by the general formula (3) is less than 3000 and greater than 5 million, a sufficient effect of reducing stinging stimulation cannot be obtained. Accordingly, the mass average molecular weight of β-1,3-1,6-glucan represented by the general formula (3) is preferably 5,000 to 3,000,000, more preferably 7,000 to 1,000,000, and most preferably 10,000 to 500,000. . In the present invention, the mass average molecular weight of β-1,3-1,6-glucan is a pullulan conversion when gel permeation chromatography (also referred to as GPC) analysis is performed using water as a solvent. It refers to the weight average molecular weight.

  In the above general formula (3), the ratio of b to a is preferably 0.2 to 1.2, and preferably 0.5 to 1.0, because the effect of reducing stinging stimulation is large. More preferred is 0.6 to 0.9. The unit with the repetition number a and the unit with the repetition number b may be combined in a random manner or in a block shape.

Β-1,3-1,6-glucan represented by the general formula (3) is a known method, for example, algae such as yeast, lactic acid bacteria, natto bacteria, acetic acid bacteria, koji molds, chlorella and spirulina, and filamentous fungi. In particular, β-1,3-1,6-glucan having a high effect of reducing stinging stimulation can be extracted from black yeast (genus Aureobasidium). Extraction method of beta-1,3-1,6-glucan is not particularly limited as according to known methods.

  In the antibacterial composition of the present invention, if the ratio of the component (B) to the component (A) is too small, the effect of reducing stinging irritation is small, and if it is too large, the effect of increasing the amount corresponding to the blending amount is Since it is not obtained, the component (B) is preferably 1 to 2000 parts by mass, more preferably 5 to 500 parts by mass, and more preferably 10 to 300 parts by mass with respect to 100 parts by mass of the component (A). Most preferably.

  The amount of the antibacterial composition of the present invention varies depending on the application used, and is not particularly limited. However, if the amount is too small, the antibacterial effect may be low. In some cases, the amount is preferably 0.001 to 10% by mass, more preferably 0.01 to 3% by mass, and most preferably 0.1 to 2% by mass based on the total amount of the system to be blended.

  Since the antibacterial composition of the present invention has an increased antibacterial effect, as the component (C), a chelating agent, a polyol having at most 25 carbon atoms, a nitrogen-containing nonionic surfactant, a nitrogen-containing amphoteric surfactant It is preferable to contain 1 type, or 2 or more types of compounds selected from the group which consists of a plant-derived extract and a zinc compound.

  Examples of chelating agents include aminopolycarboxylic acid chelating agents, aromatic or aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, phosphonic acid chelating agents, phosphoric acid chelating agents, Examples include hydroxycarboxylic acid chelating agents, polymer electrolyte (including oligomer electrolyte) chelating agents, dimethylglyoxime, ascorbic acid, thioglycolic acid, phytic acid, glyoxylic acid, and glyoxalic acid. These chelating agents may be in the free acid form or in the form of a salt such as sodium salt, potassium salt, or ammonium salt. Furthermore, they may be in the form of their ester derivatives which are hydrolysable.

  Examples of the aminopolycarboxylic acid chelating agent include ethylenediaminetetraacetic acid, ethylenediaminediacetic acid, cyclohexanediaminetetraacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, diethylenetriaminepentaacetic acid, N- (2 -Hydroxyethyl) ethylenediaminetriacetic acid, glycol etherdiaminetetraacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid and their salts.

  Examples of aromatic or aliphatic carboxylic acid chelating agents include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, sebacic acid, azelaic acid, itaconic acid, aconitic acid, pyruvic acid, salicylic acid, Examples include acetylsalicylic acid, hydroxybenzoic acid, aminobenzoic acid (including anthranilic acid), phthalic acid, fumaric acid, trimellitic acid, gallic acid, hexahydrophthalic acid and salts thereof, methyl esters, and ethyl esters.

  Examples of the amino acid chelating agent include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine, and salts and derivatives thereof.

  Examples of the hydroxycarboxylic acid chelating agent include malic acid, citric acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid, and salts thereof.

  Examples of the phosphonic acid-based chelating agent include iminodimethylphosphonic acid, alkyldiphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid, and salts thereof.

  Examples of the phosphoric acid chelating agent include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid, and polyphosphoric acid.

  Examples of the polymer electrolyte (including oligomer electrolyte) chelating agent include acrylic acid polymer, maleic anhydride polymer, α-hydroxyacrylic acid polymer, itaconic acid polymer, and two constituent monomers of these polymers. The copolymer which consists of the above and an epoxy succinic acid polymer are mentioned.

  Among these chelating agents, ethylenediaminetetraacetic acid, ethylenediaminediacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid, succinic acid, salicylic acid, oxalic acid, lactic acid , Fumaric acid, citric acid, tartaric acid, 1-hydroxyethane-1,1-diphosphonic acid and salts thereof are preferred, ethylenediaminetetraacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, glutamic acid di Acetic acid, aspartic acid diacetic acid, succinic acid, lactic acid, tartaric acid and salts thereof are more preferred, and ethylenediaminetetraacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid and salts thereof are most preferred.

  The compounding amount of the chelating agent is not particularly limited, but if the chelating agent is too small, the antibacterial improvement effect may not be obtained, and if it is too large, the antibacterial improvement corresponding to the added amount cannot be obtained. 0.5-500 mass parts is preferable with respect to 100 mass parts of (A) component, as for the compounding quantity of an agent, 1-200 mass parts is still more preferable, and 2-50 mass parts is the most preferable.

  Examples of the polyol having at most 25 carbon atoms include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,3-propanediol, 1,2- Butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-1,2-propanediol, 2-methyl-1,3-propanediol, 1,2- Pentanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, 2,3-pentanediol, 2,4-pentanediol, 2-methyl-1,2-butanediol, 2 -Methyl-2,3-butanediol, 2-methyl-1,4-but Diol, 3-methyl-1,2-butanediol, 3-methyl-1,3-butanediol, 2-ethyl-1,3-propanediol, 2,2-dimethyl-1,3-propanediol, 1,5 -Hexanediol, 1,6-hexanediol, 2,5-hexanediol, 3,3-hexanediol, 2-methyl-1,3-pentanediol, 2-methyl-1,5-pentanediol, 2-methyl -2,4-pentanediol, 3-methyl-1,5-pentanediol, 3-methyl-2,3-pentanediol, 3-methyl-2,4-pentanediol, 2-ethyl-2-methyl-1 , 3-propanediol, 2,2-dimethyl-2,4-butanediol, 1,7-heptanediol, 3,4-heptanediol, 2-propyl-2-methyl 1,3-propanediol, 2-isopropyl-2-methyl-1,3-propanediol, 1,8-octanediol, 3,6-octanediol, 2-ethyl-1,3-hexanediol, 2-sec -Butyl-2-butyl-1,3-propanediol, 2,2-dimethyl-1,3-hexanediol, 2,5-dimethyl-2,5-hexanediol, 2,2,4-trimethyl-1, 3-pentanediol, 1,3-nonanediol, 1,9-nonanediol, 3,6-octanediol, 2-ethyl-2- (2-methyl) propyl-1,3-propanediol, 2,2, 4-trimethyl-1,6-hexanediol, 2,4,4-trimethyl-1,6-hexanediol, 2-butyl-2-ethyl-1,3-propanediol, 2,4- Diethyl-1,5-pentanediol, 2-methyl-1,8-octanediol, 1,10-decanediol, 5,6-decanediol, 3,6-dimethyl-3,6-octanediol, 3,7 -Dimethyl-1,6-octanediol, 3,7-dimethyl-1,7-octanediol, 1,2-undecanediol, 1,4-undecanediol, 1,11-undecanediol, 6-ethyl-3- Methyl-1,6-octanediol, 1,2-dodecanediol, 1,10-dodecanediol, 1,12-dodecanediol, 2,4-diethyl-1,5-octanediol, 2,8,8-trimethyl -2,7-nonanediol, 1,2-tetradecanediol, 1,14-tetradecanediol, 7,8-tetradecanediol, 1,2- Ntadecanediol, 1,2-hexadecanediol, 1,16-hexadecanediol, 1,17-heptadecanediol, 1,2-octadecanediol, 1,12-octadecanediol, 1,2-eicosanediol, 1, Saturated diols such as 2-docosanediol and 1,2-tetracosanediol or condensates thereof;

  2-butene-1,4-diol, 3-butene-1,2-diol, 2-methylene-1,3-propanediol, 2-butyne-1,4-diol, 5-hexene-1,2-diol 3-methyl-2-pentene-1,5-diol, 3-methylenepentane-1,5-diol, 1,5-hexadiene-3,4-diol, 7-octene-1,2-diol, 2, 5-dimethyl-3-hexene-2,5-diol, 9-decene-1,2-diol, 2,6-dimethyl-7-octene-2,6-diol, 3,7-dimethyl-7-octene- 1,6-diol, 13-tetradecene-1, 2-diol, 12-hydroxy-9-octadecenol, 2-pentyne-1,4-diol, 3-hexyne-2,5-diol, 4-methyl-2- Pentin , 4-diol, 3-heptin-2,5-diol, 4-methyl-2-pentyne-1,4-diol, 3,4-dimethyl-1-pentyne-3,4-diol, 2,5-dimethyl -3-hexyne-2,5-diol, 5-decyne-4,7-diol, 2,6-dimethyl-7-octyne-2,6-diol, 3,6-dimethyl-4-octyne-3,6 -Diol, 2,3,6,7-tetramethyl-4-octyne-3,6-diol, 2,4,7,9-tetramethyl-5-decyne-4,7-diol, 2,5,8 , 11-tetramethyl-6-dodecin-5,8-diol, 1,1,4,4-tetraisopropyl-4-octyne-3,6-diol, 5,10-diethyl-7-tetradecine-6,9 -Unsaturated diols such as diols;

  1,2-cyclopentanediol, 1,3-cyclopentanediol, 1,2-cyclohexanediol, 1,3-cyclohexanediol, 1,4-cyclohexanediol, 1,2-cycloheptanediol, 2,3-norbornane Diol, 2,5-norbornanediol, 2,7-norbornanediol, 1,2-cyclooctanediol, 1,4-cyclooctanediol, 1,2-cyclodecanediol, 5-cyclooctene-1,2-diol Alicyclic diols such as 1,5-decalindiol, limonene glycol, 1,2-terpenediol, 4,4′-bicyclohexanediol, 1,2-cyclododecanediol;

  Glycerin, 1,2,3-butanetriol, 1,2,4-butanetriol, 2-methyl-1,2,3-propanetriol, 1,2,3-pentanetriol, 1,2,4-pentanetriol 1,3,5-pentanetriol, 2,3,4-pentanetriol, 2-methyl-2,3,4-butanetriol, trimethylolethane, 2,3,4-hexanetriol, 2-ethyl-1 , 2,3-butanetriol, trimethylolpropane, 4-propyl-3,4,5-heptanetriol, 2,4-dimethyl-2,3,4-pentanetriol, triethanolamine, triisopropanolamine, etc. Alcohols;

  Erythritol, pentaerythritol, 1,2,3,4-pentatetrol, 2,3,4,5-hexatetrol, 1,2,4,5-pentanetetrol, 1,3,4,5-hexane Tetrahydric alcohols such as tetrol, diglycerin, sorbitan, N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine, N, N, N ′, N′-tetrakis (hydroxyethyl) ethylenediamine;

Pentahydric alcohols such as adonitol, arabitol, xylitol, triglycerin;
Hexavalent alcohols such as dipentaerythritol, sorbitol, mannitol, iditol, inositol, dulcitol, talose, allose;

  1-methyl glyceryl ether, 2-methyl glyceryl ether, 1-ethyl glyceryl ether, 2-ethyl glyceryl ether, 1-propyl glyceryl ether, 2-propyl glyceryl ether, 1-isopropyl glyceryl ether, 2-isopropyl glyceryl ether, 1- Butyl glyceryl ether, 2-butyl glyceryl ether, 1-isobutyl glyceryl ether, 2-isobutyl glyceryl ether, 1-pentyl glyceryl ether, 2-pentyl glyceryl ether, 2-hexyl glyceryl ether, 2-heptyl glyceryl ether, 2-octyl glyceryl Ether, 2- (2-ethylhexyl) glyceryl ether, 2-nonylglyceryl ether, 2-decylglyceryl ether, 1-undecyl ether Ceryl ether, 2-undecyl glyceryl ether, 1-dodecyl glyceryl ether, 2-dodecyl glyceryl ether, 1-tridecyl glyceryl ether, 2-tridecyl glyceryl ether, 1-tetradecyl glyceryl ether, 2-tetradecyl glyceryl ether, 1-hexadecyl glyceryl ether, 2-hexadecyl glyceryl ether, 1-octadecyl glyceryl ether, 2-octadecyl glyceryl ether, 1-branched octadecyl glyceryl ether, 2-branched octadecyl glyceryl ether, 1-eicosyl glyceryl ether, 2 -Eicosyl glyceryl ether, 1-allyl glyceryl ether, 2-allyl glyceryl ether, 1-undecenyl glyceryl ether, 2-undecenyl glyceride Ether, 1-oleyl glyceryl ether, 2-oleyl glyceryl ether, 2-cyclohexyl-glyceryl ether, glycerol monoethers such as 2-phenyl-glyceryl ether;

  N-substituted diethanolamines such as N-methyldiethanolamine, N-ethyldiethanolamine, N-propyldiethanolamine, N-isopropyldiethanolamine, N-butyldiethanolamine, N-cyclohexyldiethanolamine, N- (2-ethylhexyl) diethanolamine;

  N-methyldiisopropanolamine, N-ethyldiisopropanolamine, N-propyldiisopropanolamine, N-isopropyldiisopropanolamine, N-butyldiisopropanolamine, N-cyclohexyldiisopropanolamine, N- (2-ethylhexyl) di N-substituted diisopropanolamines such as isopropanolamine;

  3-dimethylamino-1,2-propanediol, 3-diethylamino-1,2-propanediol, 3-dipropylamino-1,2-propanediol, 3-diisopropylamino-1,2-propanediol, 3- Examples include N, N-disubstituted-3-amino-1,2-propanediols such as dibutylamino-1,2-propanediol.

  Among these polyols having at most 25 carbon atoms, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, 1,3-butanediol, 2 , 3-butanediol, 1,2-pentanediol, 3-methyl-1,3-butanediol, 2-ethyl-1,3-hexanediol, 2-butyl-2-ethyl-1,3-propanediol, 1 , 10-decanediol, glycerin, triethanolamine, triisopropanolamine, erythritol, diglycerin, sorbitan, N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine, N, N, N ′, N '-Tetrakis (hydroxyethyl) ethylene Amine, sorbitol, 1-methyl glyceryl ether, 1-ethyl glyceryl ether, 1-propyl glyceryl ether, 1-butyl glyceryl ether, 1-allyl glyceryl ether are preferred, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene Glycol, tripropylene glycol, 1,3-butanediol, 3-methyl-1,3-butanediol, glycerin, triethanolamine, diglycerin, sorbitan, N, N, N ′, N′-tetrakis (2-hydroxypropyl) ) Ethylenediamine, sorbitol, 1-allyl glyceryl ether are more preferable, propylene glycol, dipropylene glycol, 1,3-butanediol, 3-methyl-1,3-butanedi Lumpur, glycerol, sorbitol, 1-glyceryl ether more preferred.

  The blending amount of the polyol having 25 carbon atoms is not particularly limited, but if the polyol having 25 carbon atoms is too small, the antibacterial effect may not be obtained. Since the improvement in antibacterial properties in proportion to the amount cannot be obtained, the blending amount of the polyol having 25 carbon atoms is preferably 0.5 to 500 parts by mass with respect to 100 parts by mass of the component (A). 1-200 mass parts is still more preferable, and 2-50 mass parts is the most preferable.

Examples of the nitrogen-containing nonionic surfactant include compounds represented by the following general formulas (4) to (9):

In General Formula (4), R ³ represents an alkyl group or an alkenyl group, R ⁴ represents an alkyl group, an alkenyl group, or a group represented by — (CH ₂ CH ₂ O) _d —H, and c and d Each represents a number from 1 to 20. R ³ is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, and more preferably an alkyl group or alkenyl group having 12 to 18 carbon atoms. R ⁴ is preferably a group represented by — (CH ₂ CH ₂ O) _d —H. For c and d, the total value of c and d is preferably a number of 2 to 10, and more preferably a number of 2 to 4.

In General Formula (5), R ⁵ represents an alkyl group or an alkenyl group, R ⁴ represents an alkylene group having 2 to 6 carbon atoms, d, e, and f each represents a number of 1 to 20, g represents a number of 2 to 3. R ⁵ is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, and more preferably an alkyl group or alkenyl group having 12 to 18 carbon atoms. As for d, e, and f, the total value of d, e, and f is preferably a number of 3 to 10, more preferably a number of 3 to 5. Moreover, g is preferably a number of 2 to 3, and more preferably a number of 3.

In the general formula (6), R ⁶ represents an alkyl group or an alkenyl group. R ⁶ is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 18 carbon atoms, and still more preferably an alkyl group or alkenyl group having 10 to 14 carbon atoms.

In General Formula (7), R ⁷ represents an alkyl group or an alkenyl group, and R ⁸ represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a group represented by — (R ¹⁰ O) _j —H. , R ⁹ and R ¹⁰ each represent an alkylene group having 2 to 3 carbon atoms, and h and j each independently represents a number from 1 to 20. R ⁷ is preferably an alkyl group or alkenyl group having ^{7 to} 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 17 carbon atoms, and still more preferably an alkyl group having 11 to 13 carbon atoms. R ⁸ is preferably a hydrogen atom, a methyl group, or —CH ₂ CH ₂ OH, more preferably a hydrogen atom or a methyl group. When R ⁸ is a hydrogen atom, j is preferably a number from 1 to 3, more preferably R ⁹ is an ethylene group and h is 1. When R ⁸ is a methyl group, R ⁹ is preferably an ethylene group, more preferably R ⁹ is an ethylene group and h is 1. When R ⁹ is —CH ₂ CH ₂ OH, it is preferable that R ¹⁰ is an ethylene group and h is 1. j is preferably 1.

In the general formula ^{(8), R 11} and ^{R 12} represents an ethylene group or a propylene group, k and j represent the number of independent 1-200. However, R ¹¹ and R ¹² are not the same group, and it is preferable that R ¹¹ is a propylene group and R ¹² is an ethylene group. Further, k is preferably a number of 7 to 25, more preferably a number of 10 to 15, and still more preferably a number of 11 to 13. Furthermore, the value of k is preferably 10 to 200%, more preferably 20 to 150%, and still more preferably 50 to 100% with respect to the value of m.

（式中、Ｒ^１３は、アルキル基又はアルケニル基を表わす。）

(In the formula, R ¹³ represents an alkyl group or an alkenyl group.)

In the general formula (9), R ¹³ represents an alkyl group or an alkenyl group. R ¹³ is preferably an alkyl group or alkenyl group having 9 to 18 carbon atoms, more preferably an alkyl group having 10 to 16 carbon atoms, and still more preferably an alkyl group having 10 to 14 carbon atoms.

（式中、Ｒ^１４は、アルキル基又はアルケニル基を表わし、ｎは、２又は３の数を表わす。）

(In the formula, R ¹⁴ represents an alkyl group or an alkenyl group, and n represents a number of 2 or 3.)

In the general formula (10), R ¹⁴ represents an alkyl group or an alkenyl group, and n represents a number of 2 or 3. R ¹⁴ is preferably an alkyl group or alkenyl group having 8 to 17 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. n is preferably a number of 3.

  Among these nitrogen-containing nonionic surfactants, compounds represented by the general formulas (4), (6), (7), (9) and (10) are preferable, and the general formulas (6) and (7) (10) is more preferred, and general formula (7) is most preferred.

  The blending amount of the nitrogen-containing nonionic surfactant is not particularly limited, but if the nitrogen-containing nonionic surfactant is too small, the antibacterial improvement effect may not be obtained, and if it is too large, the effect of increasing the amount to match the blending amount is obtained. Therefore, the amount of the nitrogen-containing nonionic surfactant is preferably 0.5 to 500 parts by weight, more preferably 1 to 200 parts by weight, and 2 to 50 parts by weight with respect to 100 parts by weight of the component (A). Most preferred.

Examples of the nitrogen-containing amphoteric surfactant include compounds represented by the following general formulas (11) to (16):

In the general formula (11), R ¹⁵ represents an alkyl group, and p represents a number of 1 to 3. R ¹⁵ is preferably an alkyl group having 9 to 18 carbon atoms, more preferably an alkyl group having 10 to 16 carbon atoms, and still more preferably an alkyl group having 10 to 14 carbon atoms. The value of p is preferably 1.

In the general formula (12), R ¹⁶ represents an alkyl group or an alkenyl group, and q represents a number of 2 to 3. R ¹⁶ is preferably an alkyl group or alkenyl group having 7 to ²¹ carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. Further, q is preferably a number of 3.

In the general formula (13), R ¹⁷ represents an alkyl group or an alkenyl group, and r represents a number of 2 to 3. R ¹⁷ is preferably an alkyl group or alkenyl group having 7 to ²¹ carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. R is preferably a number of 3.

（Ｒ^１８はアルキル基又はアルケニル基を表わす。）

(R ¹⁸ represents an alkyl group or an alkenyl group.)

In the general formula (14), R ¹⁸ represents an alkyl group or an alkenyl group. R ¹⁸ is preferably an alkyl group or alkenyl group having 7 to ²¹ carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms.

In the general formula ^{(15), R 19} represents an alkyl or alkenyl group, s represents a number of 2-3. R ¹⁹ is preferably an alkyl group or alkenyl group having 8 to 18 carbon atoms, more preferably an alkyl group or alkenyl group having 10 to 16 carbon atoms, and still more preferably an alkyl group having 10 to 14 carbon atoms. Further, s is preferably a number of 3.

In the general formula (16), R ²⁰ represents an alkyl group or an alkenyl group, and t represents a number of 2 to 3. R ²⁰ is preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. Further, t is preferably a number of 3.

  Among these nitrogen-containing amphoteric surfactants, the compounds represented by the general formulas (11), (12), and (13) are preferable, and the compounds represented by the general formulas (12) and (13) are more preferable. The compound represented by the general formula (12) is preferable.

  The compounding amount of the nitrogen-containing amphoteric surfactant is not particularly limited, but if the amount of the nitrogen-containing amphoteric surfactant is too small, the antibacterial effect may not be obtained. Therefore, the compounding amount of the nitrogen-containing amphoteric surfactant is preferably 0.5 to 500 parts by mass, more preferably 1 to 200 parts by mass, and 2 to 50 parts by mass with respect to 100 parts by mass of the component (A). Most preferred.

  In the present specification, the plant-derived extract refers to the whole plant or algae or fungi, or specific parts such as flowers, leaves, stems, fruits, bark, roots, seeds, resins, etc. as they are, or compressed, dried and ground or It is obtained by adding a fermentation or the like and then extracting it with a solvent at room temperature or under heating, and is soluble in water, ethanol, propylene glycol or fats and oils. Alternatively, the extract may be diluted, concentrated or dried. Further, it may be an essential oil using a steam distillation method, an extraction method, a chromatography method or the like.

  As an extraction solvent, those usually used for extraction of natural product components, such as water; alcohols such as methanol, ethanol, propanol and butanol; polyhydric alcohols such as ethylene glycol, propylene glycol, butylene glycol and glycerin; acetone and methyl ethyl ketone Ketones such as methyl acetate and ethyl acetate; ethers such as tetrahydrofuran, diethyl ether and polyethylene glycol; halogenated hydrocarbons such as dichloroethane and chloroform; aliphatics such as petroleum ether, n-hexane and cyclohexane Hydrocarbons; aromatic hydrocarbons such as toluene; pyridines; sodium chloride solution, and the like. Water, ethanol, propylene glycol, and butylene glycol are particularly preferable.

Plants that can be used as plant-derived extracts include, for example, arch chalk, almond, eye, Aisenhard thia polystacia, eyebright, blue-green agave, aomoji, acacia concina, acacia senegal, acacia senegal gum, acacia decreens, red clover, Akaharunire, Akayamajiou, Agi, Agrimonia eupatoria, Akebobi, Asagaokakaraksa, thistle, reed, ashitaba, ajugatsu kestanika, azuki, asunaro, asparagus, asparagus sine alice, acerola, asenayaku, asenayakashi, atlas Gaith Suleio Calps, Avenas Trigosa, Avocado, Ama, Amacha, Amacharu, Amadokoro, Amamo, Amiris Balsamifera, American Pikachi, America Shaw, American Shaw, American Carrot, Amomu Aromachiku, Aracasi, Arcana, Arctium Majus, Arctium Minus, Arnica, Arnica Mysonis, Alpinia Officinalum, Alfalfa (aka Muragosago), Aloe Vera, Ansange, Anzu , Angelica, Anti-risbrunellaria, Amperopsis grocedentata, Anmarok, Ikarisou, Izayoi-bara, Japanese knotweed, Italian cypress, Strawberry, Fig, Ichiyakuso, Ginkgo biloba, Itlan, Carob, Ibukitorano, Imosemiru, Nettle, Iranian squirrels , Iris Parida, Iwabenkei, Iwamituba, common bean, fennel, witania somunifera, turmeric, usubasaicin, moray moth, udo, sea urchin memo Ki, Ume, Uyaku, Urarakanzo, Uri, Urbarakutsuka, Urumus davidiana, Uncarriagementa, Unshu mikan, Ages, Eilan Thai, Edelweiss, Ezokogi, Ezosnake Strawberry, Ezosohagi, Echinashi, Echinaceaparida, Enishidae, Ebene , Elemi, Enju, Pea, Empi-biasin, Enmezo, Paramecium, Oren, Great Thistle, Giant Scorpion, Ozodenda, Giant Peanut, Oki Scarlet, Orchis muscara, Orchid, Oak (also known as European oak), Oogurma , Oleander, crape myrtle, giant mandarin orange, barley palm, barley, barley, allspice, casserole, okra, Osileubana, Panax ginseng, Hypericum, Onigashi, Onisarabia, Oni radish, Onis, Opuntia streptacantha, Opuntia tuna, Dutch mustard, Dutch peonies, olives, Origanum herculeochicum, Orthosiphon stamineus, Ormenis mulcauris, Orange , Orobankerapum, Gardenia Tahitensis, Carnation, Khaya Senegalensis, Cacao, Oyster, Cassia, Cashew Nut, Cascara Sagrada, Cassia Alica, Kappa Ficus Albarezi, Cattleya, Canada , Turnip, cattail, chamomile (aka chamomile), scallop, cayupte, carax salmon, oats, oats, carat Ki, Guarana, Gallica Rose, Cauliflower, Karin, Karuna (aka Goryumodoki), Garcinia Cambodia, Carrot, Kawaramugigi (aka Inchinkou), Licorice, Kantachibi, Kistrawberry, Kiwi, Kikarasuuri, Chrysanthemum, Kigeria Africana, Kidachia Aloe, Kidachidakaha Kinanoki, Quinoa, Yellowfin (also known as Awaku), Kibanasushiro, Kibananohachiwame, Millet, Gymnema, Kimokuren, Cassava, Cabbage, Caraway, Cucumber (also known as Cucumber), Kyo-Oh, Gyoryu, Gyorybai, Kiraya, Kiri, Ginkgo Honeysuckle), guar, guava, quince seed, queercas alba, kuinoki, wolfberry, celandine, kudu, camphor, kudamono-keizou, gardenia, bearberry , Kumazasa, Kumahitsura, Anemonefish, Cumin, Clamelli Adriandora, Clara, Granbury, Chrysmarum Michimum, Grindelarobusta, Clintonia Borealis, Burma Solanum, Walnut, Grapefruit, Clematis, Black Pepper, Blackcurrant, Black-eared Currant, Globe, Blackcurrant Kuromiguwa, Mulberry, Caquette, Kay (aka Cinnamon), Geum Urbanum, Geum Rivere, Cape Aloe, Poppy, Geckavidin, Geckoge, Ghetto, Kamiyama Kozolina, Gentian, Gentian Prostrata, Gennoshokko, Kemponasi, Koki, Kokutitan, Kokeitan , Kouhone, Coffee tree, Scaraba, Coccinia indica, Cocktan, Cochlearia officinalis , Cowberry, coconut, gosho strawberry, pepper, white butterfly, cochineal cactus, moth butterfly, moth orchid, white oak, coconut, burdock, sesame, wheat, rice, colander, coriander, coleus, coleus barbatus, gorenshi, koroha, konzlang (Also known as finflower), combretum mcransum, sisal asa, saicin, cyperus esculentus, cypress, saccharum, south rare involcata, saximas button eel, cherry blossom, cherry tree, pomegranate, sugar maple, sugarcane, sugarcane, sasanka, sasafurafuroki , Savonso, salamander, salix nigra, crape myrtle, sanguinaria canadensis, hawthorn, sansikimire, sanchinininji , Sanshuyu, salamander, sunpens, ciateamedurarisu, cyanotis arachnoidea, shea butter tree, shiozakiso, shishinburiumirio, cystrose (also known as labdanum), cystus monsperiensis, cistus suradanfels, perilla, schichenge, Linden, Shibamugi, Gypterix odrata, Siberian fir, Shimaruba, Shimifugadafurika, Shimotsukeso, Potato, Peonies, Jasmine, Janohige, Ganoderma, Shukusha, Juzudama, Gypsophila, Juniperus (Also known as cardamom), shobu, shrimp, birch, silane, log, shirubana indokei, shirubanarupin, shirubanawata, cinchona krisaya, synsepa Mudhurificum, cymbidium, syprocolacesemosa, sweet acacia, watermelon, honeysuckle, scabiosa albensis, horsetail, scutellaria galerlicata, stevia, strobe pine, spiny bamboo, spirulina platensis, spirulina maxima, subehiyu, spell Wheat, Sunflower cherry, Sumilux Aristolochia ehoria, Acacia serrata, Acacia serrata, Ionocera, Atlantic nettle, Psyllium sylvestris, Hypericum perforatum, Pteropia serrata, Pumpkin, Papilio cinerea, Pepper varulis, Prunus serrata Japanese black primrose, primrose, hawthorn, linden, white willow, dandelion, seiyo Horse chestnut, horse chestnut, Atlantic ash, European pear, European cypress, European rowan, Ceylon nyckey, Western elderberry, Carrot box, European squirrel, European yarrow, Hazel, American mint, European holly, American cherry , Mistletoe, yellow strawberry, ceylon nikki, sage, cecropia obtusciphoria, sequoia cedar, cecil oak, sedum purpleum, mallow, senega, geranium, sercidium florum, cereus grandiflorus, celery, senkyu, Sentifolia Rose, Sentipeda Cunninghammy, Senninkoku, Sempukuka, Assembly, Sojutsu, Sohakuhi, Saw Palmetto, Seo Lee, Buckwheat, Solanum lycocarpum, Daiwikyo, Daikon, Daisanchiku, Soybean, Taiso, Daidai, Taitsuogi, Thyme, Hinoki, Takasaburo, Tajikoshio, Tachibana, Tabuno, Tabebia aberanedae, Tamasaki Samurai Damiana, Tarragon, Tanjin, Tamborisa Trichofila, Chigaya, Cha (tea), Chabotodia, Tuberose, Clove, Datura, Chickpea, Chilliatentosa, Tsukushinamerame, Tsuboksa, Tsurugumi, Tsurugukudami, Tsurureshi, Tea Tree, Dios Corea Compositor, Dioscore Avillosa, Dioscorea Mexicana, Teuchigurumi, Tecoma Clearis, Tetsuzainoki, Duke, Dubois Terminaria, tencha, German iris, German spruce, capsicum, capsicum, spruce, pearl millet, capsicum, gerbil, spruce, corn, cornsilk, pearl millet, horsetail, wolfberry, garlic, toshi (also known as mamedaoshi), pepper, tomato, Trigonellafoenum, Tormentilla, Toro-Aoimodoki, Nagabagi-shigishi, Nagii-kada, eggplant, natsuna, jujube, feverfew, jujube jujube, jujube, date palm, nanyo-sangyo, nanbanai, nanbansafuji, ioisumirei , Nigella Sachiba, Nyukoju, Japanese leek, carrot, garlic, Nymphair alba, Japanese pear, Neurose, Neusenhalen, Nojisumire, Chinese Rose, Novorogiku, Pineapple, Hibiscus, Himatsu, Baobab, Bakuhorashia Triodora, Bacmondow, Bacopamonniera, Hagoromogusa, Lotus, Parsley, Patchouli, Hakkakurishi, Baccarius genisteroides, Passiflora arata, pearl barley, honeybee , Vanilla, vanilla tahitensis, hanesenna, papaya, paphiopedilum madiae, haberlea rhodopensis, hamanas, hamamelis, chayote, rose, palyetalia, harienge, harpagophytum, palmarosa, barosma beetulina, van turmeric, buntu , Daisies, toads, bisnagabella, bitter almonds, bitter oranges, hydrastis cananadensis, daisies, chicks Rhinoceros, Binankazura, Pinusheda, Hinoki, Hibamata, Hiragiku, Hipofaerumnoides, Sunflower, Himekouji, Himekora, Himekuri-nichisou, Himena Airkurbaril, Himefuuro, Sandalwood, Hirameo Loquat, Betel Nut, Fafia Paniculata, Fusenka Kazura, Pueraria Mirifica, Ferla Garvaniflua, Fuukidanpopo, Bukuryo, Fusazakisen, Fusagisuri, Fusafujitsugi, Fusanus Spicatus, Petit Gren, Petit Petroleum Orakoides, Bussooge Pterocarp marsium, grape, peach peach, beech, fuyuzansho, fuyubodaiju, fuyumushinatsutake, fragalia tiroensis, Lazil nuts, French cabbage, French lavender, Plantagoa hula, Plantago gossip, Plantagopsilium, Primula shikimensis, Prunes, Prunus africanana, Prunus serotica, Plumeria, Plectrants barbatas, Breccia hyacinthina, Propolis, Bay, Hayflower, hazelnut, pecan, vetiver, loofah, penny royal mint, samurai, safflower, safflower assembly, pepo pumpkin, hera plantain, pelargonium capitatum, helicopterium arealium, helichrymus angsitorium, helichris italikum Peltoholm dasilachis, Peruvian balsam, bergamot, berberis aquiholium, veronica kaficinaris, henna, henruuda, broom Gih, Boushokuboku, Boushunka, Boseka, Horaidaida, Spinach, Hawkweed, Hoonoki, Hokubayofurosou, Bocoa Pau Ascensis, Boswellia Serata, Hosobasenna, Hosobabarengiku, Bodaiju, Button, Hop, Poterium Officinale, Homol , Bold, Ponkan, Macadamia, Magnolia Officinalis, Magnolia Bionge, Magwa, Prunus, Masaki, Madake, Pine, Matsuri, Matecha, Madonna Nari, Majorana, Maria Thistle, Malpigia Grabra, Quince, Maroni, Mango, Mangosteen, Manchuria deer, Mantuea pine, Manjugiku, Mandarin orange, Mandrake, Mishima psycho, Mizuhakka, Mizulemon, Japanese willow, Tsugashiwa, Mitra Carpath Skewer, Mimosa Tenui Flora, Mircaria Dubia, Myrrh (aka Motsuyakuju), Milotanum Flavelifolia, Milobaran, Mukuroji, Murasaki, Murasakikibu, Murasaki Senburi, Murasaki Korenji, Murayako Enji, Mebokoza, Meshimai Sasame Lacta, Melissa (aka Kousuihakka), Melilot, Melosria, Melon, Mentaalbensis, Moukomugi, Mourera fulviachiris, magnolia, moscata rose, moss bean, tsukuyakuju, peach, momotana, yakmoso, cornflower, yashabuk, yachigana, yachiyakuna Yamaguwa, Yamazakura, Yamanomo, Yamamomogi, Yuugao, Eucalyptus, Eupatium Ayapana, Eupatium Leva Jianum Bertoni, Yukinoshita, Yuzu, Yuzoboku, Yucha, Yukkagurauka, Yukkashijigera, Lily, Yotsurukinbai, Yoshokizukiki, Yodogama, European red-bellied grass, European raspberry, European chestnut, European black porcupine, European birch, European beech, European beech Mannengusa, European fir, Artemisia, Artemisia, Lychee (aka Reishi), Lima bean, Lime, Rye, Lilac, Radiata pine, Latania, Peanut, Ranunculus ficusaria, Labandula hybrida, Rahma, lavender, Larix europaea, Lareadei Balikata, Larar Mexicana, Rambutan, Riso, Lisosam calcarum, Lithose agglutinosa, Longan, Liriosumao Bataki, Apple, Rooibos, Lupine, Bucarnos, Lubusviros, Lumpuyan, Borage, Rurihienso, Respeda, Lesedar Teora, Lettuce, Redama, Plestre, Lebanon Sugi, Levischium Officinale, Lemon, Lemongrass, Forsythia, Rose Plants such as wood, rosemary, low bush blueberry, Roman chamomile, laurel (aka laurel), logwood, robusta coffee, wild thyme, wasabi, horseradish, wasabi, cottonweed, cotton bud, walter indica, walmocow;

  Asco Film Nodosum, Aname, Oukimo, Okinawa Mozuku, Gigalchinasterata, Kujermaniela Girata, Sargassum Filipendula, Sargassum Fusifom, Sargassum Muticam, Sfaceraria scoparia, Durvillea Antarcica, Padina Pavonica Himantalia Elongata, Fucus Serats, Pervetian Canarikurata, Macrocystis pirifera, Mitsushi Kombu, Laminaria Ochroika, Laminaria Croustoni, Laminaria Diguitta, Laminaria Hiperborea, Wakame, Asparagopsis Armata, Igis, Kaguibaranori , Catamen giraffe rhinoceros, geridium curchira guineum, saimi, striped primrose, duls, chinolimo, tochaka, porphyridium cruentum, marbatis macronori Lysosamnium cororioides, anaoaosa, chlorella emersoni, chlorella pyrenoidosa, duna riela salina, duna riela daudawil, hiraaonori, spirulina platensis, spirulina maxima, hasrea austria, dereceria sanguinea, picarolobista Algae such as les, haematococcus prubiaris, cyanobacteria, condor crisps, corals, sea whip, red algae;

  Examples include lichens and fungi such as Ebernia furfracea, horned moss, Usnia barbata, Oshagujitake, birch bamboo, shiitake mushroom, nymph mushroom, Japanese pine mushroom, Fuyushinatsutake, birch bamboo shoot, Cordillera edulis.

  The blending amount of the plant-derived extract is not particularly limited, but if the plant-derived extract is too small, the antibacterial improvement effect may not be obtained, and if it is too large, the increase effect corresponding to the blending amount cannot be obtained. 0.1-1000 mass parts is preferable with respect to 100 mass parts of (A) component, as for the compounding quantity of an extract, 0.5-200 mass parts is still more preferable, and 1-100 mass parts is the most preferable.

  Examples of the zinc compound include zinc acetate, zinc laurate, zinc myristate, zinc palmitate, zinc ricinoleate, zinc undecylenate, zinc aspartate, zinc acetylmethionine, zinc gluconate, zinc citrate, polypyrrolidone carboxylic acid Organic acid zinc salts such as zinc and zinc picolinate; Zinc sulfonic acid zinc salts such as zinc p-phenolsulfonate, Ascorbyl zinc phosphate, Sodium cetyl phosphate, zinc zinc phosphate such as DNA zinc; Zinc pyrithione and other zinc complexes Zinc supported zeolite such as (silver / zinc / ammonium) zeolite and silicic acid (ammonium / silver / zinc / aluminum); aluminum hydroxide such as aluminum oxide / zinc, aluminum oxide / zinc / cerium, aluminum oxide / zinc / iron Baked products such as sulfuric acid , Zinc sulfide, zinc chloride, zinc bromide, zinc nitrate, ammonium zinc chloride, zinc aluminum sulfate, potassium zinc sulfate, zinc iodide, basic zinc carbonate and other inorganic zinc salts; (hydroxide / carbonic acid) (Mg / Al / Zinc), zinc oxide and the like. Among these, a compound that easily dissolves in water to become zinc ions is preferable, the solubility in 100 g of water at 20 ° C. is preferably 5 g or more, and the solubility is more preferably 10 g or more. Examples of such zinc compounds include zinc sulfate, zinc chloride, zinc gluconate, odorless zinc iodide, zinc nitrate, ammonium zinc chloride, zinc aluminum sulfate, potassium zinc sulfate, zinc iodide and the like.

  The compounding amount of the zinc compound is not particularly limited. However, if the amount of the zinc compound is too small, the antibacterial effect may not be obtained. If the amount is too large, the effect of increasing the amount according to the compounding amount cannot be obtained. The amount is preferably 0.02 to 10 parts by mass, more preferably 0.05 to 5 parts by mass, and most preferably 0.1 to 2 parts by mass with respect to 100 parts by mass of the component (A).

The use of the antibacterial composition of the present invention is not particularly limited, and can be used in the same manner as known antibacterial agents, disinfectants, disinfectants, and antifungal agents for the purpose of antibacterial, sterilization, disinfection, and antifungal. it can. For example, commonly employed methods such as a method of spraying on an object to be subjected to antibacterial treatment, a method of applying, a method of impregnating the object, and a method of immersing the object can be used as they are. In addition, medical equipment and medical cleaning agents for disinfecting and cleaning affected areas, household cleaning agents for sterilizing dishes, food industry cleaning agents, lubricants for container transfer conveyors, food packaging films Antibacterial agent for antibacterial processing of fiber, synthetic resin, wood, daily necessities, body wash such as shampoo, rinse, hand soap, body soap, cleansing cream, cosmetics, softener for clothing, aqueous or non-aqueous When using as a wet tissue or toilet seat cleaner impregnated in paint, non-woven fabric, or as an antibacterial agent for fibers, general methods such as stirring, dipping, spraying, etc. for all fibers such as cotton, polyester, acrylic, nylon, etc. Can be processed. Moreover, it can also apply | coat or spray on the surface for wood, daily necessities, etc. Furthermore, when using about synthetic resin etc., you may make it adhere to the surface by apply | coating or spraying after shaping | molding, and can also knead | mix at the time of shaping | molding processing etc. in order to maintain an antimicrobial effect. Among these, since the antibacterial composition of the present invention is highly safe for the human body and has little stinging irritation, it is preferable to use it on a face that directly touches the human body such as cosmetics and body washing agents. More preferably, it is used for cosmetics and body cleansing agents.
Yes.

  Cosmetics that can preferably use the antibacterial composition of the present invention include, for example, face wash cream, face wash foam, cleansing cream, cleansing milk, cleansing lotion, massage cream, cold cream, moisture cream, sun cream, various packs, foundations , Lotions, lotions, emulsions, shampoos, rinses, and the like. The amount of the antibacterial composition of the present invention is 0.001 to 10% by mass, preferably 0.001 to 3% by mass, and more preferably. It is about 0.01-2 mass%.

  Examples of body cleansing agents that can preferably use the antibacterial composition of the present invention include shampoos, hand soaps, body soaps, etc. The blending amount of the antibacterial composition of the present invention is 0.001 to 10% by mass. The amount is preferably about 0.001 to 3% by mass, more preferably about 0.01 to 2% by mass. When the antibacterial composition of the present invention contains a nitrogen-containing nonionic surfactant or a nitrogen-containing amphoteric surfactant, it may be used as it is as a body cleanser.

  Examples of the surfactant that can be used in the cleaning agent of the present invention include an anionic surfactant, a cationic surfactant, and a nitrogen-free nonionic surfactant. Among these, it is particularly preferable to use an anionic surfactant or a nitrogen-free nonionic surfactant as the cleaning agent of the present invention.

  Examples of the anionic surfactant include higher fatty acid salts, higher alcohol sulfate esters, sulfated olefin salts, higher alkyl sulfonates, α-olefin sulfonates, sulfated fatty acid salts, sulfonated fatty acid salts, and phosphoric acid. Ester salt, fatty acid ester sulfate ester salt, glyceride sulfate ester salt, fatty acid ester sulfonate salt, α-sulfo fatty acid methyl ester salt, polyoxyalkylene alkyl ether sulfate ester salt, polyoxyalkylene alkyl phenyl ether sulfate ester salt, Oxyalkylene alkyl ether carboxylates, acylated peptides, fatty acid alkanolamides or sulfates of adducts thereof with alkylene oxide, salts of sulfosuccinic acid esters, alkylbenzene sulfonates, alkylnaphthalenes Sulfonate, alkylbenzimidazolesulfonate, polyoxyalkylenesulfosuccinate, N-acyl-N-methyltaurine salt, N-acylglutamic acid or salt thereof, acyloxyethanesulfonate, alkoxyethanesulfonate, N -Acyl-β-alanine or its salt, N-acyl-N-carboxyethyltaurine or its salt, N-acyl-N-carboxymethylglycine or its salt, acyl lactate, N-acyl sarcosine salt, and alkyl or alkenyl Examples thereof include aminocarboxymethyl sulfate. Counter ions of such anionic surfactant salts include alkali metal ions such as lithium, sodium and potassium; alkaline earth metal ions such as calcium and magnesium; ammonium; monoethanolammonium, diethanolammonium and triethanolammonium And organic ammonium such as monoisopropanolammonium, diisopropanolammonium and triisopropanolammonium.

  As the higher fatty acid salt, a salt of a fatty acid having 12 to 18 carbon atoms is preferable, and coconut oil fatty acid salt, dodecanoate, tetradecanoate, hexadecanoate, and oleate are more preferable. Similarly, as the higher alkyl sulfate salt, alkyl having 10 to 18 carbon atoms is preferable, and one having 12 to 16 carbon atoms is more preferable. The polyoxyethylene alkyl ether sulfate ester salt preferably has 10 to 18 carbon atoms, and more preferably 12 to 16 carbon atoms. Moreover, 1-12 are preferable, as for the average degree of polymerization of a polyoxyethylene group, 2-10 are more preferable, and 3-8 are still more preferable.

  Among these anionic surfactants, since they are less irritating to the skin etc., higher fatty acid salts, higher alkyl sulfate esters, α-sulfo fatty acid methyl ester salts, higher alcohol sulfate esters, polyoxyethylene alkyl ethers Sulfuric acid ester salts, polyoxyethylene sulfosuccinic acid alkyl ester salts, and monoalkyl phosphoric acid ester salts are preferable, and higher fatty acid salts, higher alkyl sulfuric acid ester salts, and polyoxyethylene alkyl ether sulfuric acid ester salts are more preferable. For the same reason, sodium ions, potassium ions, ammonium and triisopropanolammonium are preferred as the counter ion of the salt of the anionic surfactant.

  Examples of the nitrogen-free nonionic surfactant that can be preferably used in combination with the antibacterial composition of the present invention include polyoxyalkylene alkyl ether, polyoxyalkylene alkenyl ether, polyoxyethylene polyoxypropylene alkyl ether ( The addition form of ethylene oxide and propylene oxide may be random or block), polyethylene glycol propylene oxide adduct, polypropylene glycol ethylene oxide adduct, glycerin fatty acid ester or its ethylene oxide adduct, sorbitan fatty acid ester, poly Oxyethylene sorbitan fatty acid ester, alkyl polyglucoside, sucrose fatty acid ester, alkyl (poly) glycerin ether, polyglycerin fatty acid ester Polyethylene glycol fatty acid esters, fatty acid methyl ester ethoxylate.

  Among such nitrogen-free nonionic surfactants, polyoxyethylene alkyl ether is preferable, and polyoxyethylene (average added mole number of ethylene oxide is preferably 4 to 18) alkyl (preferably having 12 to 16 carbon atoms) Ether is more preferred. In addition, said surfactant can be used also for the cosmetics of this invention.

  In addition to the surfactant component described above, the cosmetic and body cleansing agent of the present invention have other components within the range that does not impair the object of the present invention, such as silicone oil, thickener, oil agent, powder (pigment, Pigments, resins), other antibacterial agents, fragrances, moisturizers, physiologically active ingredients, salts, solvents, antioxidants, chelating agents, pearling agents, neutralizing agents, pH adjusters, enzymes, etc. be able to.

  Examples of the thickener include dimethyldiallylammonium chloride / acrylamide copolymer, acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer, cellulose or derivatives thereof, keratin and collagen or derivatives thereof, calcium alginate, pullulan, agar , Gelatin, tamarind seed polysaccharide, xanthan gum, carrageenan, high methoxyl pectin, low methoxyl pectin, guar gum, gum arabic, crystalline cellulose, arabinogalactan, caraya gum, tragacanth gum, alginic acid, albumin, casein, curdlan, β-glucan (however, , Β-1,3-1,6-glucan), gellan gum, dextran and the like.

  Examples of the oil agent include volatile and nonvolatile hydrocarbons usually used in cosmetics, higher alcohols, medium to high chain fatty acids and esters thereof, oil agents, and the like, and may be liquid, paste, or solid at room temperature. A liquid excellent in handling is preferable. Examples of the oil agent include higher alcohols such as cetyl alcohol, isostearyl alcohol, lauryl alcohol, hexadecyl alcohol and octyldodecanol, fatty acids such as isostearic acid, undecylenic acid and oleic acid, myristyl myristate, hexyl laurate, and oleic acid. Decyl, isopropyl myristate, hexyldecyl dimethyloctanoate, glyceryl monostearate, diethyl phthalate, ethylene glycol monostearate, octyl oxystearate, hydrocarbons such as liquid paraffin, petrolatum, squalane, lanolin, reduction Examples include waxes such as lanolin and carnauba wax, oils and fats such as mink oil, cacao butter, coconut oil, palm kernel oil, camellia oil, sesame oil, castor oil and olive oil.

  Examples of the powder include pigments such as red No. 201, yellow No. 4, blue No. 1, black No. 401, lake pigments such as yellow No. 4 Al lake, yellow No. 203 Ba lake, nylon powder, silk powder, and silicone powder. , Cellulose powder, silicone elastomer spherical powder, polymers such as polyethylene powder, yellow iron oxide, red iron oxide, chromium oxide, carbon black, colored pigments such as ultramarine and bitumen, white pigments such as zinc oxide and titanium oxide, talc Body pigments such as mica, sericite, kaolin, pearl pigments such as titanium mica, metal salts such as barium sulfate, calcium carbonate, magnesium carbonate, magnesium silicate, inorganic powders such as silica and alumina, bentonite, smectite, boron nitride Etc. There are no particular restrictions on the shape of these powders (spherical, rod-like, needle-like, plate-like, indeterminate, flake-like, spindle-like, etc.).

  These powders are treated with conventionally known surface treatments such as fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil agent treatment, N-acylated lysine treatment, Surface treatment may be performed in advance by acrylic acid treatment, metal soap treatment, amino acid treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, or the like.

  Other antibacterial agents include, for example, paraben antibacterial agents such as methylparaben and ethylparaben; imidazole antibacterial agents such as thiabendazole and 2-benzimidazolylcarbamate methylpreventol; and carbanilides such as trichlorocarbanilide and cloflucarban Antibacterial agents; thiazole antibacterial agents such as benzothiazole; triazine antibacterial agents such as debuconazole and cabinone; biguanide antibacterial agents such as chlorhexidine hydrochloride and polyhexamethylene biguanide, etc. Should be used with caution in consideration of irritation to the human body.

  Examples of humectants include biopolymers such as diethylene glycol monoethyl ether, deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, hydrolyzed eggshell membranes, amino acids, sodium lactate, Examples include urea, sodium pyrrolidonecarboxylate, betaine, and whey.

  Examples of the solvent include purified water, ethanol, light liquid isoparaffin, lower alcohol, ethers, LPG, fluorocarbon, N-methylpyrrolidone, fluoroalcohol, and next-generation chlorofluorocarbon.

Hereinafter, the present invention will be specifically described by way of examples. In the following examples and the like, “%” and “ppm” are based on mass unless otherwise specified.
<Compounds used in the experiment>
(A) Component A1: 1,2-octanediol A2: 1- (2-ethylhexyl) glyceryl ether (B) Component B1: Black yeast-derived β-1,3-1,6-glucan [in general formula (3) A = 726, b = 594, the ratio of b to a is 0.82, and the mass average molecular weight is 310,000]
B2: Lentinan [a compound in which in general formula (3), a = 1323, b = 881, the ratio of b to a is 0.67, and the mass average molecular weight is 500,000]
B3: Laminaran (a linear β-1,3-1,6-glucan consisting of a β-1,3-linked and β-1,6-linked glucose main chain, and a β-1,3-linked Compound with β-1,6-bond ratio of 3: 1 and mass average molecular weight of 200,000)
Component (B ′): Comparative component B′1: Curdlan (β-1,3-glucan. Mass average molecular weight is 200,000.)
(C) Component (C1) Glutamic acid diacetate tetrasodium (C2) Glycerin (C3) Palm fatty acid monoethanolamide Using the above compounds, the present invention products 1 to 12 and comparative products 1 to have the ratio shown in Table 1 Ten antibacterial compositions were prepared.

[Antimicrobial test (minimum growth concentration)]
The antibacterial test was performed on the antibacterial compositions 1 to 12 of the present invention and the comparative products 1 to 10 by the following method. The results are shown in Table 2.
(Antimicrobial test method)
The above antibacterial solution adjusted to various concentrations between 10240 and 0.625 μg / ml by putting the bacterial solution adjusted to 10 ⁷ CFU / ml level into a 0.27 ml microplate using the bacterial solution pre-cultured in bouillon medium. 0.03 ml of the composition was added and stirred well. This mixed solution was cultured at 37 ° C. for 24 hours. After completion of the culture, the turbidity of the microplate was measured, and the lowest concentration of the antibacterial agent that inhibited the growth of the test bacteria was defined as the minimum growth concentration (MIC). The fungi used are as follows. The following bacteria were used for the test.
Fungus 1: Bacillus subtilis IFO3134 (Bacillus subtilis)
Fungus 2: Escherichia coli ATCC14948 (Escherichia coli)
Fungus 3: Staphylococcus aureus IFO13276 (Staphylococcus aureus)

  From the results in Table 2, the antibacterial compositions of the present invention products 1-12 show the same antibacterial test as the antibacterial compositions of comparative products 1-10, and β-1,3-1,6- No decrease in the antibacterial properties of 1,2-octanediol and 1- (2-ethylhexyl) glyceryl ether by glucan was observed.

[Stinging stimulation test]
A stinging stimulus test was conducted by 10 subjects (4 men and 6 women) who felt stinging stimulus on 1,2-octanediol and 1- (2-ethylhexyl) glyceryl ether. That is, the antibacterial compositions of the inventive products 1 to 12 and the comparative products 1 to 10 were diluted so that the concentration of the component (A) was 0.5% by mass. Have the subject wash the face with facial cleanser, apply the reference product on the right cheek and the antibacterial composition aqueous solution on the left cheek, and 5 minutes after application, sting the evaluation product against the reference product. Stimulation was scored according to the following criteria. In addition, about the antibacterial composition aqueous solution of this invention products 1-6 and comparative products 1-5, the antibacterial composition aqueous solution of comparative product 1 is antibacterial composition of this invention products 7-12 and comparative products 6-10. For the aqueous solution, the antibacterial composition aqueous solution of Comparative Product 6 was scored as a reference product. The total score of 10 subjects is shown in Table 3. As the sum of the scoring is low, indicating that the scan Tingingu stimulus is small.
(Evaluation criteria)
3: A stinging stimulus equivalent to or larger than that of the reference product is felt.
2: I feel a little less stinging stimulus than the standard product.
1: A stinging stimulus that is clearly less than the standard product is felt.
0: No stinging stimulus is felt.

  From the results shown in Table 3, it was found that the antibacterial compositions of the present invention products 1 to 12 significantly reduced stinging stimulation as compared with the antibacterial compositions of comparative products 1 to 10.

[Evaluation by actual prescription]
Face wash and lotion were prepared with the following formulation.
(Composition of face wash)
Glycerin 18.0% by mass
1,3-butanediol 2.0% by mass
Cocoylglycine potassium salt 1.0% by mass
Potassium hydroxide 7.8% by mass
PEG-20 glyceryl isostearate 1.0% by mass
(Octanoic acid / stearic acid / adipic acid) glyceryl 0.5 mass%
(Capryl / Capramide) propyl betaine 0.4% by mass
Antibacterial composition of the present invention 1 0.1% by mass
Purified water residue

(Composition of lotion)
Glycerin 3.0% by mass
Trimethylglycine 1.0% by mass
Dipropylene glycol 3.0% by mass
Sake lees extract 5.0% by mass
Inventive product 7 antibacterial composition 0.05 mass%
pH adjuster appropriate amount of water remaining

  When the face wash and lotion of the above composition were used by 10 subjects in the stinging irritation test, they could be used without any problem as a face wash and lotion, and further, a sensory test for irritation was conducted. There was no one who realized that there was, and all 10 people could use it without any problems.

  The antibacterial composition of the present invention has significantly reduced stinging irritation and is suitably used as an antibacterial agent for cosmetics and body cleaning agents that directly touch the human body, especially cosmetics and body cleaning agents used on the face. be able to.

Claims (4)

As the component (A), at least one compound selected from the group consisting of a diol compound represented by the following general formula (1) and a glyceryl ether compound represented by the following general formula (2), and (B) the following Antibacterial composition containing β-1,3-1,6-glucan represented by the general formula (3) :

(In the formula, R ¹ represents an alkyl group having 4 to 8 carbon atoms.)

(In the formula, R ² represents an alkyl group having 6 to 10 carbon atoms, a cycloalkyl group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms.)

[Wherein, a represents a number of at least 20, and b represents a number of at least 1. However, the total number of a and b is a number which makes the mass average molecular weight of (beta) -1,3-1,6-glucan represented by General formula (3) 3000 to 5 million, The ratio is 0.2 to 1.2. ] Further, the component (C) is selected from the group consisting of a chelating agent, a polyol having at most 25 carbon atoms, a nitrogen-containing nonionic surfactant, a nitrogen-containing amphoteric surfactant, a plant-derived extract, and a zinc compound. an antimicrobial composition according to claim 1, characterized in that it contains a species or two or more compounds.
Cosmetic characterized by containing the claims 1 or 2 antimicrobial composition. A body cleanser comprising the antibacterial composition according to claim 1 or 2 .