JP2003081709A - Bactericidal disinfectant composition and bactericidal disinfectant material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a bactericidal disinfectant composition exhibiting excellent fungicidal effects in a short time and having slight skin irritation, high biodegradability and a low load on the environment. SOLUTION: This bactericidal disinfectant composition comprises a cationic compound represented by the general formula (1) (wherein, R<1> denotes a 1-4C alkyl group, benzyl group or cyclohexyl group; R<2> and R<3> denote each a 1-4C alkyl group or (R<5> -O)a -Y; R<4> denotes (R<5> -O)a -COR<6> ; Y denotes hydrogen or COR<6> ; R<5> denotes a 2-4C alkylene group; a denotes a number of 1-5; R<6> denotes an alkyl group or an alkenyl group; and X denotes an anionic atom or an anionic group) as an ingredient (A), a 1-4C water-soluble alcohol as an ingredient (B), an organic chelating agent as an ingredient (C) and water as an ingredient (D).

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention has an excellent bactericidal effect,
The present invention also relates to a sterilizing / disinfecting liquid composition having high safety to human body and environment, and a sterilizing / disinfecting material obtained by impregnating the sterilizing / disinfecting liquid composition with a flexible absorbent material.

[0002]

2. Description of the Related Art A sterilizing and disinfecting solution containing a lower alcohol such as ethanol and isopropanol as a sterilizing / disinfecting component for fingers and the like, a wet disinfectant, etc., and a cationic disinfectant (JP-A-63-275311). JP-A-5-124910, JP-A-6-256106, etc.) are known, and as the cationic bactericide,
The alkyl dimethyl benzyl ammonium salt, the dialkyl dimethyl ammonium salt, etc. are mentioned. However, these conventional cationic bactericides have drawbacks such as great irritation to the skin and poor biodegradability. Also,
Since these cationic bactericides are poor in biodegradability, when they are released into the environment, they almost remain without being biodegraded, and there is a problem that the load on the environment is large.

On the other hand, as cationic bactericides having excellent bactericidal action, less skin irritation and good biodegradability, there are WO 99/15013 and WO 2000-178104. Discloses a quaternary ammonium salt having an ester group.

As can be seen from the example of sterilizing and disinfecting fingers, the sterilizing / disinfecting agent must exhibit a large sterilizing effect in a relatively short time. Although the quaternary ammonium salt having an ester group has an excellent bactericidal effect, it takes a relatively long time to sterilize when used alone, and the quaternary ammonium salt having an ester group having a bactericidal action in a short time is used. Nothing was known about the composition of primary ammonium salts.

[0005]

Therefore, an object of the present invention is to provide a sterilizing and disinfecting liquid composition which exhibits an excellent bactericidal effect in a relatively short time, has little skin irritation, and has less environmental load. Especially.

[0006]

[Means for Solving the Problems] Under the above-mentioned object, the inventors of the present invention have made diligent studies and added a quaternary ammonium salt having an ester group to a water-soluble alcohol having 4 or less carbon atoms, an organic chelating agent and water. It has been found that the addition of the bactericidal and disinfectant liquid provides a rapid-acting and excellent bactericidal action, and the present invention has been completed. That is, the present invention provides the following general formula (1) as the component (A).

[0007]

[Chemical 2]

(In the formula, R ¹ represents an alkyl group having 1 to 4 carbon atoms, a benzyl group or a cyclohexyl group, and R ² represents an alkyl group having 1 to 4 carbon atoms or-(R ⁵ -O) _a -Y. represents a group represented, R ³ is methyl or - (R ⁵ -O)
represents a group represented by _a -Y, R ⁴ is - (R ⁵ -O) _a -
Represents a group represented by COR ⁶ , wherein Y is a hydrogen atom or-
R ⁶ represents a group represented by COR ⁶ , R ⁵ represents an alkylene group having 2 to 4 carbon atoms, a represents a number of 1 to 5, R ⁶
Represents an alkyl group or an alkenyl group, and X represents an anionic atom or an anionic group. A cation compound represented by the formula (1); a water-soluble alcohol having 1 to 4 carbon atoms as the component (B); an organic chelating agent as the component (C); and water as the component (D). It is a disinfectant.

[Detailed Description of the Invention] First, the component (A) of the present invention will be described. The component (A) of the present invention is a cationic compound represented by the general formula (1).

In the general formula (1), R ¹ has 1 to ¹ carbon atoms.
4 represents an alkyl group, a benzyl group or a cyclohexyl group, and R ² and R ³ are each an alkyl group having 1 to 4 carbon atoms or-
(R ⁵ —O) _a —Y represents a group, and R ⁴ represents —
It represents a group represented by (R ⁵ —O) _a —COR ⁶ . Examples of the alkyl group having 1 to 4 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and 2
Examples thereof include primary butyl and tertiary butyl, and among them, a linear alkyl group is preferable, and a methyl group is more preferable. R
⁵ represents an alkylene group having 2 to 4 carbon atoms, and examples thereof include an ethylene group, a propylene group and a butylene group, and an ethylene group is preferable because it is most biodegradable.

A is a number from 1 to 5, and in terms of biodegradability of the cationic compound represented by the general formula (1), a is 1
To 3 are preferred, 1 to 2 are more preferred, 1 to
The number of 1.5 is the most preferable, and from the viewpoint of low skin irritation,
The number a is preferably 1.5 to 5, and more preferably 1.8 to 5. If a is a number greater than 1,
It is the average number in the cationic compound represented by the general formula (1). Y represents a group represented by hydrogen or -COR ^6, R ⁶ represents an alkyl or alkenyl group. From the viewpoint of bactericidal activity of the cationic compound represented by the general formula (1), R ⁶ is preferably an alkyl group or an alkenyl group having 3 to 20 carbon atoms. Particularly, when a is a number of 1 to 1.5, R ⁶ is preferably an alkyl group of 3 to 13,
An alkyl group having 4 to 11 carbon atoms is more preferable, and an alkyl group having 5 to 9 carbon atoms is most preferable. Also, a is 1.5
When it is a number of 5 to 5, R ⁶ is preferably an alkyl group having 4 to 19 carbon atoms, more preferably an alkyl group having 5 to 17 carbon atoms, and most preferably an alkyl group having 6 to 15 carbon atoms.

In the general formula (1), when R ¹ is an alkyl group having 1 to 4 carbon atoms and R ² and / or R ³ is an alkyl group having 1 to 4 carbon atoms, R ^{1 is} , R ² and R
2 or 3 but may be the same among the ^three, it may be different from each other. Similarly, R ² and R ³ are-(R ^5-
O) _a- H is a group represented by R ² and R ³
R ² may be the same or different.
And / or R ³ is a group represented by — (R ⁵ —O) _a —COR ⁶ , two or three of R ² , R ³ and R ⁴ may be the same or different. May be.

R ⁶ is usually a residue obtained by removing a carboxyl group from a fatty acid represented by R ⁶ COOH, and the group represented by R ⁶ is represented by the general formula (1) in order to satisfy the above conditions. The fatty acid used as a raw material in producing the cationic compound may be selected. Examples of the fatty acid include acetic acid, propionic acid, butanoic acid (butyric acid), pentanoic acid (valeric acid), hexanoic acid (caproic acid), heptanoic acid, octanoic acid (caprylic acid), nonanoic acid (pelargonic acid), decanoic acid. (Capric acid), undecanoic acid, todecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid),
Linear saturated fatty acids such as octadecanoic acid (stearic acid), eicosic acid, docosanoic acid; isobutanoic acid, isopentanoic acid, isoheptanoic acid, 2-ethylhexanoic acid, isooctanoic acid, isononanoic acid, isodecanic acid, isotridecanoic acid, isostearic acid Branched saturated fatty acids; linear unsaturated fatty acids such as crotonic acid, undecenoic acid, oleic acid, elaidic acid, linoleic acid and linoleic acid; and hydroxy fatty acids such as 12-hydroxystearic acid and ricinoleic acid. It may also be a mixed fatty acid obtained from natural fats and oils. Examples of the natural oils and fats include, for example, linseed oil, eno oil, deer oil, olive oil, cacao butter, kapok oil, white mustard oil, sesame oil, rice bran oil, safflower oil, shea nut oil, cinnamon oil, soybean oil, tea seed oil, Camellia oil, corn oil, rapeseed oil, palm oil, palm kernel oil, castor oil, sunflower oil, cottonseed oil, coconut oil, wax, peanut oil and other vegetable oils and fats; horse fat, beef tallow, beef tallow, beef butter, pork Examples thereof include animal fats and oils such as fat, goat fat, sheep fat, milk fat, fish oil and whale oil.

The cationic compound represented by the general formula (1) includes monoethanolamine, diethanolamine, triethanolamine, N-methylethanolamine and N-
Methyldiethanolamine, N-ethylethanolamine, N-ethyldiethanolamine, N-propylethanolamine, N-propyldiethanolamine, N-
Isopropylethanolamine, N-isopropyldiethanolamine, N-butylethanolamine, N-butyldiethanolamine, N, N-dimethylethanolamine, N, N-diethylethanolamine, N, N-
Dipropylethanolamine, N, N-dibutylethanolamine, N-cyclohexylethanolamine, N
-Cyclohexyldiethanolamine, N-benzylethanolamine, N-benzyldiethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine,
Alkanolamines or their alkylene oxide adducts such as N-cyclohexylisopropanolamine, N-cyclohexyldiisopropanolamine, N-benzylisopropanolamine, N-benzyldiisopropanolamine, monobutanolamine, dibutanolamine, tributanolamine, etc., and fatty acids Alternatively, it can be obtained by esterifying a fatty acid chloride and then quaternizing.

In the general formula (1), X represents an anionic atom or an anionic group. Examples of the anionic atom or anionic group include halogen atoms such as chlorine atom, bromine atom, and iodine atom; monoalkyl sulfate group having 1 to 4 carbon atoms such as methyl sulfate group and ethyl sulfate group; monomethyl phosphate group. , Mono- or dialkyl phosphate groups having 1 to 4 carbon atoms such as dimethyl phosphate group and diethyl phosphate group; fatty acid anion groups such as acetate anion group and lauric acid anion group;
Examples thereof include hydroxycarboxylic acid anion groups such as lactate anion group and lactate anion group; polycarboxylic acid anion groups such as succinate anion group, adipate anion group, maleate anion group and phthalate anion group; and hydroxyl group.
Among these, a chlorine atom, a methylsulfate group and a dimethylphosphate group are particularly preferable, and a chlorine atom is more preferable.

Examples of the quaternizing agent include methyl chloride,
Organic halides such as benzyl chloride, cyclohexyl chloride, methyl bromide, benzyl bromide and cyclohexyl bromide;
Dialkyl sulfates such as dimethyl sulfate and diethyl sulfate; dialkyl carbonates such as dimethyl carbonate and diethyl carbonate; trialkyl phosphates such as trimethyl phosphate and triethyl phosphate;
Examples thereof include alkylene chlorohydrins having 1 to 4 carbon atoms such as ethylene chlorohydrin and propylene chlorohydrin; and alkylene oxides having 1 to 4 carbon atoms such as ethylene oxide and propylene oxide. X in the compound represented by the general formula (1) is determined by the quaternizing agent used in the production, but is subjected to salt exchange by a known method to give an anionic atom or anionic group different from that in the production. You can also

Among the cationic compounds represented by (1) of the present invention, preferred compounds in which a is 1 are, for example, N, N-dibutanoyloxyethylene-
N, N-dimethylammonium salt, N, N-dihexanoyloxyethylene-N, N-dimethylammonium salt, N, N-dioctanoyloxyethylene-N, N-
N, N such as dimethylammonium salt and N, N-didecanoyloxyethylene-N, N-dimethylammonium salt
-Dialkyloyloxyethylene-N, N-dimethylammonium salt;

N, N-dibutanoyloxyethylene-N
-Hydroxyethyl-N-methylammonium salt, N,
N-dihexanoyloxyethylene-N-hydroxyethyl-N-methylammonium salt, N, N-dioctanoyloxyethylene-N-hydroxyethyl-N-methylammonium salt, N, N-didecanoyloxyethylene- N, N-dialkyloxyyloxyethylene-N-hydroxyethyl-N-methylammonium salt such as N-hydroxyethyl-N-methylammonium salt; N, N, N
-Tributanoyloxyethylene-N-methylammonium salt, N, N, N-trihexanoyloxyethylene-N-methylammonium salt, N, N, N-trioctanoyloxyethylene-N-methylammonium salt,
N, N, N-tridecanoyloxyethylene-N-methylammonium salt such as N, N, N-tridecanoyloxyethylene-N-methylammonium salt;

N-hexanoyloxyethylene-N-cyclohexyl-N, N-dimethylammonium salt, N-
Octanoyloxyethylene-N-cyclohexyl-
N, N-dimethylammonium salt, N-decanoyloxyethylene-N-cyclohexyl-N, N-dimethylammonium salt, N-dodecanoyloxyethylene-N-
Cyclohexyl-N, N-dimethylammonium salt, N
-N-alkyloyloxyethylene-N-cyclohexyl-N, N-dimethylammonium salt such as tetradecanoyloxyethylene-N-cyclohexyl-N, N-dimethylammonium salt;

N-hexanoyloxyethylene-N-cyclohexyl-N-hydroxyethyl-N-methylammonium salt, N-octanoyloxyethylene-N-cyclohexyl-N-hydroxyethyl-N-methylammonium salt, N-deca Noyloxyethylene-N-cyclohexyl-N-hydroxyethyl-N-methylammonium salt, N-dodecanoyloxyethylene-N-cyclohexyl-N-hydroxyethyl-N-methylammonium salt, N-tetradecanoyloxyethylene-N −
N-Alkyloyloxyethylene-N such as cyclohexyl-N-hydroxyethyl-N-methylammonium salt
-Cyclohexyl-N-hydroxyethyl-N-methylammonium salt;

N, N-dihexanoyloxyethylene-
N-cyclohexyl-N-methylammonium salt, N,
N-dioctanoyloxyethylene-N-cyclohexyl-N-methylammonium salt, N, N-didecanoyloxyethylene-N-cyclohexyl-N-methylammonium salt, N, N-didodecanoyloxyethylene-
N-cyclohexyl-N-methylammonium salt, N,
N, N-diakyloyloxyethylene-N-cyclohexyl-N-methylammonium salt such as N-ditetradecanoyloxyethylene-N-cyclohexyl-N-methylammonium salt;

N-hexanoyloxyethylene-N-benzyl-N, N-dimethylammonium salt, N-octanoyloxyethylene-N-benzyl-N, N-dimethylammonium salt, N-decanoyloxyethylene-N
-Benzyl-N, N-dimethylammonium salt, N-dodecanoyloxyethylene-N-benzyl-N, N-dimethylammonium salt, N-tetradecanoyloxyethylene-N-benzyl-N, N-dimethylammonium salt, etc. N-alkyloxyyloxyethylene-N-benzyl-N, N-dimethylammonium salt of

N-hexanoyloxyethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt, N-octanoyloxyethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt,
N-decanoyloxyethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt, N-dodecanoyloxyethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt, N-tetradecanoyloxy N-Alkyloyloxyethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt such as ethylene-N-benzyl-N-hydroxyethyl-N-methylammonium salt; N, N-dihexanoyloxyethylene- N-benzyl-N-methylammonium salt, N, N-dioctanoyloxyethylene-N-
Benzyl-N-methylammonium salt, N, N-didecanoyloxyethylene-N-benzyl-N-methylammonium salt, N, N-didodecanoyloxyethylene-
N-benzyl-N-methylammonium salt, N, N-ditetradecanoyloxyethylene-N-benzyl-N-
Examples include N, N-dialkyloxyyloxyethylene-N-benzyl-N-methylammonium salt such as methylammonium salt.

The oxyethylene group may be conventionally referred to as an oxyethyl group. That is, for example, N, N-
Dibutanoyloxyethyl - N, N-dimethylammonium salt is N, N-dibutanoyloxyethylene - N,
It is another name for N-dimethylammonium salt.

Next, the component (B) of the present invention will be described. The component (B) of the present invention is a water-soluble alcohol having 1 to 4 carbon atoms. Examples of the water-soluble alcohol having 4 or less carbon atoms include methanol, ethanol, propanol,
Monools such as isopropanol, 2-methoxyethanol, 2-ethoxyethanol, 2-methoxypropanol, 2-methoxyisopropanol; ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3- Butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-1,2-propanediol, 1,4-
Butynediol, diethylene glycol and other diols;
Examples include polyols such as glycerin, 1,2,4-butanetriol, and erythritol. Among these,
From the viewpoint of the synergistic effect of the bactericidal action with the component (A) of the present invention, ethanol, propanol, isopropanol, 2
-Methoxyisopropanol, propylene glycol and glycerin are preferred, ethanol and propylene glycol are more preferred and ethanol is most preferred.
In addition to the synergistic effect of the bactericidal action with the component (A) of the present invention, 2-methoxyisopropanol, propylene glycol, 1,2-butanediol and glycerin are preferable when considering low odor. -Methoxyisopropanol, propylene glycol and glycerin are more preferred, and 2-methoxyisopropanol and propylene glycol are most preferred.

Next, the component (C) of the present invention will be described. The component (C) of the sterilizing / disinfecting liquid composition of the present invention is an organic chelating agent. Examples of the organic chelating agent include aminopolycarboxylic acid chelating agents, aromatic and aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, iminodimethylphosphonic acid, alkyldiphosphonic acid, 1- Phosphonic acid type chelating agent such as hydroxyethane-1,1-diphosphonic acid, hydroxycarboxylic acid type chelating agent, polymer electrolyte (including oligomer electrolyte) type chelating agent, dimethylglyoxime, ascorbic acid, thioglycolic acid, phytic acid , Glyoxylic acid, glyoxalic acid and the like. Each of 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 hydrolyzable ester derivatives.

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

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

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

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

Polymer electrolyte (including oligomer electrolyte)
Examples of the chelating agent include acrylic acid polymers, maleic anhydride polymers, α-hydroxyacrylic acid polymers, itaconic acid polymers, copolymers composed of two or more kinds of constituent monomers of these polymers, and epoxysuccinic acid. Examples thereof include acid polymers. Further, in the present invention, ascorbic acid,
Thioglycolic acid, phytic acid, glyoxylic acid and glyoxalic acid, and salts thereof can also be suitably used as the organic chelating agent.

Among these organic 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 preferable, ethylenediaminediacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid, succinic acid, lactic acid, tartaric acid and These salts are more preferable.

The sterilizing and disinfecting liquid composition of the present invention comprises the above (A).
In addition to the (C) component, it contains water as the (D) component.

The content of the cationic compound represented by the general formula (1) which is the component (A) in the sterilizing / disinfecting liquid composition of the present invention is 0.01 to 5% by mass based on the total amount of the sterilizing / disinfecting liquid composition. Is preferable, 0.05 to 3 mass% is more preferable,
0.2 to 1 mass% is the most preferable. This is because if the content of the component (A) is less than 0.01% by mass, a sufficient bactericidal effect may not be obtained, and if it exceeds 5% by mass, a sticky feeling may appear after use. The content of the water-soluble alcohol having 1 to 4 carbon atoms, which is the component (B), is preferably 0.5 to 70 mass% with respect to the total amount of the germicidal disinfectant composition.
1 to 50 mass% is more preferable, and 3 to 30 mass% is the most preferable. This is because if the content of the component (B) is less than 0.5% by mass, a sufficient bactericidal effect may not be obtained in some cases, and if it exceeds 70% by mass, roughening of the fingers and dermatitis may occur. Similarly, the content of the organic chelating agent as the component (C) is 0.01 to 100 parts by weight based on the total amount of the disinfectant solution composition.
3 mass% is preferable, 0.05-2 mass% is more preferable, 0.2-1 mass% is the most preferable. If the content of the component (C) is less than 0.01% by mass, a sufficient synergistic effect of bactericidal properties may not be obtained, and if it exceeds 3% by mass, the amount-increasing effect commensurate with the amount added may not be obtained. This is because there may be a feeling of stickiness.

The ratio of the component (B) to the component (A) is preferably a number of 0.2 to 1000,
The number is more preferably 3 to 500, and 0.5 to 2
Most preferably, it is a number of 00. This is because, outside the range, the synergistic effect of the component (A) and the component (B) cannot be expected, and a sufficient bactericidal effect may not be obtained. Further, for the same reason, (C) for the component (A)
The ratio of the components is preferably a number of 0.01 to 10, more preferably a number of 0.05 to 5, and a value of 0.
Most preferably, it is a number of 1-2.

The content of water as the component (D) in the sterilizing / disinfecting liquid composition of the present invention is preferably at least 30% by mass based on the total amount of the sterilizing / disinfecting liquid composition. This is because if the water content is less than 30% by mass, a sticky feeling may appear after using the sterilizing / disinfecting liquid composition of the present invention, and frequent disinfection may cause rough hands and dermatitis.

The sterilizing and disinfecting liquid composition of the present invention may contain other components as long as the bactericidal effect is not deteriorated.
Such other components include hydrogen peroxide, peracetic acid, benzalkonium chloride, chlorhexidine gluconate, bisguanamide compound, 2-phenoxyethanol, polylysine, applephenone, hinokitiol, green tea extract, peach leaf extract, etc. Compounds; polyoxyalkylene alkyl ethers, polyoxyalkylene alkyl phenyl ethers, polyethylene glycol propylene oyside adducts, polypropylene glycol ethylene oyside adducts, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, glycerin fatty acid esters, polyoxyethylene Glycerin fatty acid ester, sucrose fatty acid ester, fatty acid monoethanolamide, fatty acid monoethanolamide ethylene oyside addition , Nonionic surfactants such as fatty acid diethanolamide, fatty acid diethanolamide ethylene oxide adduct, glycerin fatty acid ester, polyethylene glycol fatty acid monoester, polyethylene glycol fatty acid diester, N-long chain alkyldimethylamine oxide; xanthan gum, carrageenan, guar gum Thickeners such as pectin, carboxymethylcellulose, methylcellulose, hydroxymethylcellulose, locust bingham, arabic gum, glucomannan, sodium alginate, sodium polyacrylate, polyvinyl alcohol, polyvinylpyrrolidone and dextrin; sodium hydroxide, sodium carbonate, phosphorus PH regulators such as sodium hydrogen acidate; fragrances, dyes, corrosion inhibitors, antioxidants, light stabilizers, etc. It is.

When the sterilizing / disinfecting liquid composition of the present invention is used, the sterilizing / disinfecting object may be immersed in the liquid,
The sterilizing and disinfecting liquid composition of the present invention may be applied or sprayed on the object. For example, in the case of sterilization of fingers,
0.5 to 2 mL of the sterilizing / disinfecting liquid composition of the present invention may be applied or sprayed on a finger, and then rubbing and rubbing both hands to further effectively sterilize. When used for various building structures such as houses, schools, dining rooms, hospitals, etc .; living environment such as daily necessities, furniture, etc., the sterilizing and disinfecting liquid composition of the present invention is 20 to 100 mL / m ² . It may be applied or sprayed so that

The sterilizing / disinfecting liquid composition of the present invention may be used by directly contacting the sterilizing / disinfecting object as described above. It is also possible to impregnate an absorbent material having a property into a sterilizing / disinfecting material, and use the sterilizing / disinfecting material to bring the surface of the object to be sterilized and disinfected into contact therewith.

As the absorbent material having flexibility, cotton,
Woven or non-woven fabric made of animal or vegetable fibers such as hemp, cellulose, wool, silk, or synthetic fibers such as rayon, polyester, acrylic, polyolefin, polyester, polyurethane; sponge made of polyurethane, polyvinyl acetate, etc .; natural pulp, synthetic Pulp, paper products obtained from recycled pulp; absorbent cotton, gauze and the like.

In particular, in the case of a sterilizing / disinfecting material obtained by impregnating a nonwoven fabric with the sterilizing / disinfecting liquid composition of the present invention, as a wet tissue, fingers, body, face, cooking table, refrigerator, microwave oven, dining table, toy, medical treatment. It can be suitably used for disinfection of equipment, toilet seats, etc. Further, in the case of a sterilizing / disinfecting material obtained by impregnating the sterilizing / disinfecting liquid composition of the present invention with a water-disintegratable paper product or a non-binder non-woven fabric, the toilet seat can be wiped and sterilized and then flowed as it is, a so-called toilet seat. It can be suitably used as a cleaner.

[0042]

The present invention will be described in more detail with reference to the following examples. In the following examples, parts and% are based on weight unless otherwise specified.

The compounds shown below were used in Tables 1 and 2
The sterilizing and disinfecting liquids of Examples 1 to 18 and Comparative Examples 1 to 14 were prepared at the compounding ratio shown in. In addition, (B) component and (D)
The compounds used as the components are all compounds that are said to have high biodegradability.

<Component (A): Cationic compound> A
-1 to 12 are cationic compounds represented by the general formula (1) of the present invention, and A-13 and A-14 are comparative cationic compounds. (A-1) N, N-dioctanoyloxyethylene-
N, N-dimethylammonium chloride (A-2) N, N-didecanoyloxyethylene-N,
N-dimethylammonium chloride (A-3) N, N-dioctanoyloxyethylene-N
-Hydroxyethyl-N-methylammonium chloride (A-4) N, N-didecanoyloxyethylene-N-
Hydroxyethyl-N-methylammonium chloride (A-5) N, N-di {dodecanoyldi (oxyethylene)}-N, N-dimethylammonium chloride (A-6) N-dodecanoyloxyethylene-N-benzyl-N , N-dimethylammonium chloride (A-7) N-dodecanoyloxyethylene-N-benzyl-N-hydroxyethyl-N-dimethylammonium chloride (A-8) N, N-dioctanoyloxyethylene-N
-Benzyl-N-methylammonium chloride (A-9) N, N-dioctanoyloxyethylene-N
-Benzyl-N-hydroxyethylammonium chloride (A-10) N, N-di {dodecanoyldi (oxyethyl)}-N-benzyl-N-methylammonium chloride (A-11) N-tetradecanoyloxyethylene-N
-Cyclohexyl-N-hydroxyethyl-N-methylammonium chloride (A-12) N, N-dioctanoyloxyethylene-
N-cyclohexyl-N-methyl-ammonium chloride (A-13: for comparison) N-tetradecyl-N-benzyl-N, N-dimethylammonium chloride (A-14: for comparison) N, N-didecyl-N, N -Dimethyl ammonium chloride

<Component (B): Water-soluble alcohol having 1 to 4 carbon atoms> B-1: Ethanol B-2: Isopropanol B-3: Propylene glycol B-4: 2-Methoxypropanol <(C) component: Water > Distilled water <(D) component: Metal chelating agent> D-1: Glutamic acid diacetic acid tetrasodium salt D-2: Sodium tartrate

[0046]

[Table 1] Table 1 The numbers in parentheses indicate the blending amount (mass%).

[0047]

[Table 2] Table 2 The numbers in parentheses indicate the blending amount (mass%).

<Biodegradability test> A-1 to 12 and A-1
In order to evaluate the biodegradability of the cationic compounds 3 and 14, the biodegradation rate was determined by the following method. That is, 1 L of river water was taken in a glass bottle, and the bactericide was dissolved in the glass bottle at 1 mg / L. Place the watch glass in this glass bottle, and
The mixture was stirred at 0 ° C for 2 weeks. The concentration of the cationic surfactant before and after the test was determined by HPLC (column: TSKge manufactured by Tosoh Corp.).
1 ODS-120a, UV detection wavelength: 220 nm, eluent: 0.05 mol / L phosphate buffer (pH 2) containing 0.1 mol / L sodium hexanesulfonate and the same amount of acetonitrile) The reduction rate (%) of the bactericide was defined as the biodegradation rate. The results are shown in Table 3.

[0049]

[Table 3] Table 3

<Sterilizing Power Test (Disinfection Sterilizing Solution)> Examples 1 to 1
The sterilizing power of 18 and Comparative Examples 1 to 14 was evaluated by the following method. Take 10 mL of each sterilizing disinfectant in each test tube and add 1 x 10 ⁶ of the test bacteria to each test tube.
Inoculate so that the number of cells / mL will be 30 seconds after the inoculation and 5
The viable cell count after a minute was measured by the agar plate pour method at 37 ° C,
It was measured by culturing for 48 hours, and the bactericidal activity was evaluated according to the following criteria. The results are shown in Tables 4 and 5. ⊚: The viable cell count is less than 1 × 10 / mL. ◯: Viable cell count is 1 × 10 / mL or more, 1 × 10 ² / m
It is less than L. Δ: Viable cell count is 1 × 10 ² cells / mL or more, 1 × 10 ⁴ cells / m
It is less than L. X: The viable cell count is 1 × 10 ⁴ cells / mL or more. The following three species were used as test bacteria. Bacteria 1: Escherichia coli Bacteria 2: Staphylococcus aureus Bacteria 3: Pseudomonas aeruginosa

<Skin irritation test> The skin irritation of the germicidal disinfectants of Examples 1-18 and Comparative Examples 1-14 was evaluated by a patch test. That is, 100 mg of the germicidal disinfectant was applied to the gauze portion of the patch test adhesive bandage and applied to the back side of the upper arm. After 48 hours, the bandage was peeled off, left for 3 hours, and then visually checked for erythema. The test was conducted on 40 people, and the evaluation was carried out according to the following criteria. The results are shown in Tables 4 and 5. ⊚: Nobody had erythema. ◯: There were 1-2 people with erythema. Δ: There were 2 to 4 people with erythema. X: There were 5 or more people with erythema.

<Sterilizing Power Test (Wet Tissue)> The sterilizing power when the nonwoven fabric was impregnated with the sterilizing and disinfecting agents of Examples 1 to 18 and Comparative Examples 1 to 14 and used as a wet tissue was evaluated by the following method. . The results are shown in Tables 4 and 5. [Preparation of wet tissue] A 75 x 150 mm cellulosic non-woven fabric impregnated with 3 mL of a sterilizing agent was used as a wet tissue. [Test Method and Evaluation Criteria] First, a person (hereinafter referred to as an examiner) who is different from the subject's palm (including the space between the finger and the nail) of one side of the subject uses sterile gauze moistened with physiological saline 1-2.
Wipe for a minute. Next, the wet tissue prepared by the examiner was removed, and the test subject took both hands with wet tissue 1
Wipe well, using a total of 10 sheets each. The tester similarly wiped the palm of the test subject other than the one wiped before cleaning. Each gauze that had been wiped off was added to a sterilized physiological saline solution and thoroughly dipped, and this was used as a bacterial solution to measure the number of bacteria after 48 hours at 37 ° C. by the pour plate method. The bactericidal rate was calculated by comparing the numbers of bacteria on the fingers obtained before and after washing, and the bactericidal activity was evaluated according to the following criteria. A: The sterilization rate is 80% or more. Good: 65% or more and less than 80% after sterilization. B: 40% or more and less than 65% after sterilization. X: Less than 40% after sterilization.

[0053]

[Table 4] Table 4

[0054]

[Table 5] Table 5

[0055]

The present invention provides a sterilizing and disinfecting liquid composition which exerts an excellent bactericidal effect in a relatively short time, has little skin irritation, and has a high biodegradability and thus has a low environmental load. Is.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) A01N 37/36 A01N 37/36 37/44 37/44

Claims (7)

[Claims] 1. As the component (A), the following general formula (1): (In the formula, R ¹ represents an alkyl group having 1 to 4 carbon atoms, a benzyl group or a cyclohexyl group, and R ² and R ³ have 1 carbon atoms.
~ 4 alkyl group or a group represented by-(R ⁵ -O) _a -Y, R ⁴ represents a group represented by-(R ⁵ -O) _a -COR ⁶ , and Y represents a hydrogen atom or-. Represents a group represented by COR ⁶ , R ⁵ represents an alkylene group having 2 to 4 carbon atoms, a represents a number of 1 to 5, R ⁶ represents an alkyl group or an alkenyl group, and X represents an anionic atom or Represents an anionic group. ) A cationic compound represented by:
As the component (B), a water-soluble alcohol having 1 to 4 carbon atoms;
A sterilizing and disinfecting liquid composition comprising an organic chelating agent as the component (C); and water as the component (D). 2. The sterilizing and disinfecting liquid composition according to claim 1, wherein R ⁵ in the general formula (1) is an ethylene group. 3. In the general formula (1), a is 1.5 to 5.
The sterilizing and disinfecting liquid composition according to claim 1 or 2, wherein 4. In the general formula (1), R ¹ and R ² are methyl groups, and R ³ is a group represented by — (R ⁵ —O) _a —COR ^6. The sterilizing and disinfecting liquid composition according to item 1. 5. A group represented by the formula (1), wherein R ¹ is a benzyl group or a cyclohexyl group, R ² is a methyl group, and R ³ is represented by — (R ⁵ —O) _a —COR ^6. The sterilizing and disinfecting liquid composition according to any one of claims 1 to 3. 6. A sterilizing and disinfecting material obtained by impregnating a flexible absorbing material with the sterilizing and disinfecting liquid composition according to any one of claims 1 to 5. 7. A wet tissue obtained by impregnating a non-woven fabric with the sterilizing / disinfecting liquid composition according to any one of claims 1 to 5.