WO2012148005A1

WO2012148005A1 - Bactericide composition and bactericidal cleaning composition

Info

Publication number: WO2012148005A1
Application number: PCT/JP2012/061798
Authority: WO
Inventors: 絢子齊藤; 綾子鶴崎; 宏紀伊堂寺; 茂之杉中
Original assignee: 上野製薬株式会社; アーチ・ケミカルズ・ジャパン株式会社
Priority date: 2011-04-28
Filing date: 2012-04-27
Publication date: 2012-11-01
Also published as: TW201300377A; CN103491779B; CN103491779A

Abstract

The present invention provides a bactericide composition being an aqueous solution having a pH of 7-12, and comprising a compound indicated in formula (I) (in the formula, R₁ indicates a C1-C3 saturated straight-chain alkyl group, R₂ indicates a C8-C12 saturated straight-chain alkyl group, X^- indicates a halogen ion, and Y indicates a C8-C12 saturated straight-chain alkylene group.) The present invention also provides a bactericidal cleaning composition being an aqueous solution having a pH of 7-12, and comprising the compound indicated by the formula (I) and a nonionic surfactant.

Description

Disinfectant composition and disinfectant cleaning composition

The present invention mainly relates to a bactericidal composition and a bactericidal cleaning composition used for sterilization or sterilization cleaning of floors, walls, appliances, equipment and the like of food factories, and a sterilization method and sterilization cleaning method using these.

From the hygiene point of view, it is necessary to sterilize floors, walls, appliances, equipment, etc. in the field where food is handled, such as food factories, kitchens of restaurants, and processing shops in supermarkets. For the purpose of such sterilization, various bactericides such as alcohols, chlorine compounds, peroxides, cationic surfactants, amphoteric surfactants and biguanide compounds have been used conventionally. Among them, didecyldimethylammonium chloride, which is a quaternary ammonium salt of a cationic surfactant, and polyhexamethylene biguanide hydrochloride, which is a biguanide compound, are frequently used from the viewpoint of bactericidal effect and safety. . In addition, in the field where food is handled, it is necessary to clean the dirt that causes the growth of microorganisms during and after the work. Therefore, a sterilizing detergent that has a cleaning effect in addition to the sterilizing effect and can be cleaned and sterilized in one step is widely used. So far, for example, a bactericidal detergent composition in which a nonionic surfactant or an amphoteric surfactant is blended with a quaternary ammonium salt, or a bactericidal detergent composition in which a nonionic surfactant is blended with a biguanide type bactericide. Has been proposed. In Patent Document 1, a bactericidal detergent composition containing a specific quaternary ammonium salt, an amphoteric surfactant, a nonionic surfactant and water in a specific quantitative ratio has a high bactericidal effect, cleaning effect and stability. Is disclosed.

However, in recent years, while using quaternary ammonium salts and biguanide fungicides repeatedly, microorganisms having resistance to these fungicides (hereinafter also referred to as drug-resistant bacteria) have been generated, and sterilization is insufficient. Has arisen. As drug-resistant bacteria for didecyldimethylammonium chloride and polyhexamethylene biguanide hydrochloride, for example, as described in Non-patent Document 1, bacteria of the genus Pseudomonas and Serratia are known. For these drug-resistant bacteria, measures such as periodic changes in the drugs used are taken as means for preventing their occurrence. However, such means tend to be avoided because the burden is large in terms of workability and cost. In addition, when the presence of drug-resistant bacteria is confirmed, treatment with a chlorine-based disinfectant such as sodium hypochlorite is performed. However, chlorine-based disinfectants are highly corrosive to metals, have a large effect on facilities and equipment, and have problems such as residual odor, and tend to be avoided. Further, didecyldimethylammonium chloride tends to remain slimy after use, and polyhexamethylene biguanide hydrochloride tends to remain sticky after use.

From the above background, in addition to fungi such as molds and general bacteria, it also has a bactericidal effect against drug-resistant bacteria, and drug-resistant bacteria are unlikely to occur even after continuous use. There is a demand for a fungicidal composition with reduced sliminess and stickiness. In addition, a sterilizing detergent composition having these characteristics and having a high detergency is desired.

Japanese Patent No. 4468010

One object of the present invention is to have a bactericidal effect against fungi and general bacteria, and also has a bactericidal effect against microorganisms having resistance to quaternary ammonium salts and / or biguanide fungicides. Another object of the present invention is to provide a fungicide composition in which drug-resistant bacteria are hardly generated. Furthermore, another object of the present invention is to provide a bactericidal cleaning composition having the same characteristics as the bactericidal composition and having a high detergency.

The inventors of the present invention contain a composition having a structure having the structure of the following formula (I), an aqueous solution having a pH of neutral to alkaline, and a compound of the formula (I) and a nonionic surfactant. It has been found that a composition that is an aqueous solution having a pH of neutral to alkaline solves the above-mentioned problems.

That is, the present invention provides a bactericidal composition (hereinafter also referred to as “the bactericidal composition of the present invention”) which is an aqueous solution containing the compound of formula (I) and having a pH of 7 to 12.

[Wherein R ₁ is a saturated linear alkyl group having 1 to 3 carbon atoms, R ₂ is a saturated linear alkyl group having 8 to 12 carbon atoms, X ⁻ is a halogen ion, and Y is a saturated straight chain alkyl group having 8 to 12 carbon atoms. Represents a chain alkylene group].

The present invention also provides a sterilization method including bringing the sterilizer composition or a diluted solution thereof into contact with an object to be sterilized.

Furthermore, the present invention relates to a sterilizing detergent composition (hereinafter referred to as “the sterilizing detergent composition of the present invention” which is an aqueous solution containing a compound of formula (I) and a nonionic surfactant and having a pH of 7 to 12. Also referred to as "thing"):

The present invention also provides a sterilizing and cleaning method including bringing the sterilizing and cleaning composition or a diluted solution thereof into contact with an object to be sterilized and cleaned.

The fungicide composition of the present invention has a bactericidal effect on fungi such as molds and general bacteria, and is resistant to drug-resistant bacteria having resistance to quaternary ammonium salts and / or biguanide fungicides. Have an excellent bactericidal effect. Furthermore, even when the fungicidal composition of the present invention is continuously used for a long period of time, drug-resistant bacteria are hardly generated against the composition itself, and slimming and stickiness after use are reduced. Here, examples of the quaternary ammonium salt include didecyldimethylammonium chloride and benzalkonium chloride. Examples of biguanide fungicides include polyhexamethylene biguanide hydrochloride and chlorhexidine gluconate.

The disinfectant cleaning composition of the present invention has a disinfecting effect against fungi such as molds and general bacteria, and is resistant to drug-resistant bacteria having resistance to quaternary ammonium salts and / or biguanide disinfectants. However, it has an excellent sterilizing effect and a high detergency. Furthermore, the disinfectant cleaning composition of the present invention is less prone to causing drug-resistant bacteria to the composition itself even when used continuously for a long period of time, and has reduced sliminess and stickiness after use. .

In the compound of formula (I) which is a constituent of the bactericidal composition and the bactericidal cleaning composition of the present invention, R ₁ is any _one of a methyl group, an ethyl group and a propyl group, preferably a methyl group or an ethyl group. A methyl group is more preferable. R ₂ is preferably a saturated linear alkyl group having 8 to 10 carbon atoms, and more preferably a decyl group. X ⁻ represents a halogen ion, preferably a chlorine ion or a bromine ion, and more preferably a chlorine ion. Y is preferably a saturated linear alkylene group having 10 to 12 carbon atoms, and more preferably a decylene group.

Specific examples of the compound of the formula (I) that is a constituent of the bactericidal composition and the bactericidal cleaning composition of the present invention include 1,10-di (3-decyl-2-methylimidazolium) decane dibromide, 1,10-di (3-decyl-2-methylimidazolium) decane dichloride, 1,12-di (3-decyl-2-methylimidazolium) dodecane dibromide, 1,12-di (3-decyl-2) -Methylimidazolium) dodecane dichloride, 1,10-di (3-octyl-2-methylimidazolium) decane dibromide, 1,10-di (3-octyl-2-methylimidazolium) decane dichloride, 1,12 -Di (3-octyl-2-methylimidazolium) dodecanedibromide, 1,12-di (3-octyl-2-methylimidazolium) dodecanedi Roraido like. Among these, 1,10-di (3-decyl-2-methylimidazolium) decane dibromide, 1,10-di (3-decyl-2-methylimidazolium) decane dichloride, 1,12-di ( 3-decyl-2-methylimidazolium) dodecane dibromide, 1,12-di (3-decyl-2-methylimidazolium) dodecane dichloride, 1,12-di (3-octyl-2-methylimidazolium) dodecane Dibromide and 1,12-di (3-octyl-2-methylimidazolium) dodecane dichloride are preferred from the viewpoint of bactericidal effect on general bacteria, and 1,10-di (3-decyl-2-methylimidazolium) decandi Bromide, 1,10-di (3-decyl-2-methylimidazolium) decane dichloride, 1,12-di (3-decyl-2) Methylimidazolium) dodecane dichloride and 1,12-di (3-octyl-2-methylimidazolium) dodecane dichloride are more preferable in terms of miscibility with other bactericidal components, and 1,10-di (3-decyl- 2-Methylimidazolium) decane dichloride is more preferable in terms of bactericidal effect against drug-resistant bacteria and solubility in water.

The proportion of the compound of formula (I) in the bactericidal composition and bactericidal cleaning composition of the present invention is preferably 0.001 to 50% by weight, more preferably 0.005 to 30% by weight, and 0.015 to 10%. % By weight is more preferable, and 3 to 10% by weight is particularly preferable. When the proportion of the compound of formula (I) is less than 0.001% by weight, the growth inhibitory effect on drug-resistant bacteria having resistance to quaternary ammonium salts and / or biguanide fungicides tends to decrease. When the amount exceeds 50% by weight, the viscosity of the composition increases and it tends to be difficult to handle.

Nonionic surfactants that are constituents of the sterilizing detergent composition of the present invention include coconut oil fatty acid diethanolamide, lauric acid diethanolamide, polyoxyalkylene alkyl ether, polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, Examples include polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, and polyoxyethylene oxypropylene block polymer. Among these, coconut oil fatty acid diethanolamide and polyoxyalkylene alkyl ether are preferable. The nonionic surfactant in the sterilizing detergent composition of the present invention preferably has an HLB value of 4 to 15, more preferably 9 to 14. These nonionic surfactants may be used in combination of two or more.

The proportion of the nonionic surfactant in the sterilizing detergent composition of the present invention is preferably 0.1 to 20 parts by weight, more preferably 1 to 10 parts by weight, based on 1 part by weight of the compound of the formula (I). 5 parts by weight is more preferable. When the proportion of the nonionic surfactant is less than 0.1 parts by weight, the detergency tends to be reduced, and when it exceeds 20 parts by weight, separation and cloudiness tend to occur, and the bubble breakage tends to deteriorate.

As the nonionic surfactant in the sterilizing detergent composition of the present invention, it is preferable to use coconut oil fatty acid diethanolamide and polyoxyalkylene alkyl ether in combination from the viewpoint of detergency and storage stability. In the case where these are used in combination, the polyoxyalkylene alkyl ether is preferably 0.05 to 1.0 part by weight, more preferably 0.1 to 0.3 part by weight, based on 1 part by weight of coconut oil fatty acid diethanolamide.

The pH of the disinfectant composition and disinfectant cleaning composition of the present invention may be 7 to 12, preferably 7.5 to 11, more preferably 7.7 to 9.5, and 8 to 9.4. Particularly preferred. When the pH of the bactericidal composition and the bactericidal cleaning composition of the present invention is less than 7, the bactericidal effect tends to be insufficient, and when the pH of the composition exceeds 12, the metal corrosivity tends to increase. There is.

The pH of the disinfectant composition and disinfectant cleaning composition of the present invention is adjusted to 7 to 12 by adding an alkali agent to the composition. The alkaline agent that can be contained in the bactericidal composition and the bactericidal cleaning composition of the present invention may be any that does not cause changes such as precipitation and cloudiness in the composition. Examples of the alkali agent include triethanolamine, sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium sesquicarbonate, sodium metasilicate, sodium sesquisilicate, orthosilicate. Examples include sodium acid, sodium orthophosphate, sodium pyrophosphate, sodium tripolyphosphate, sodium tetraphosphate, sodium hexametaphosphate and the like. Among these alkali agents, triethanolamine, sodium hydroxide and potassium hydroxide are preferable in terms of stability during storage.

The ratio of the alkaline agent contained in the bactericidal composition and the bactericidal cleaning composition of the present invention is not particularly limited as long as the pH of the bactericidal composition and the bactericidal cleaning composition can be adjusted to 7 to 12. The proportion of the alkali agent is preferably 0.0005 to 15 parts by weight, more preferably 0.005 to 5 parts by weight, and 0.01 to 1.5 parts by weight with respect to 1 part by weight of the compound of the formula (I). Further preferred. Two or more of these alkali agents may be used in combination.

The bactericidal cleaning composition of the present invention has a bactericidal power, particularly a bactericidal power against drug-resistant bacteria, by combining the compound of formula (I) and a nonionic surfactant within the above pH range. ) In comparison with the case where the non-ionic surfactant is used alone, and an excellent detergency is exhibited. That is, the sterilizing detergent composition of the present invention exhibits a synergistic effect between the compound of formula (I) and the nonionic surfactant in both sterilizing power and cleaning power.

Moreover, the disinfectant composition and disinfectant cleaning composition of the present invention may further contain other disinfecting components. Other bactericidal components that the bactericidal composition and bactericidal cleaning composition of the present invention may contain include quaternary ammonium salts such as didecyldimethylammonium chloride and benzalkonium chloride, polyhexamethylene biguanide hydrochloride, glucone. Examples include biguanide fungicides such as chlorhexidine acid and organic iodine fungicides such as iodine glycine complex. Among these other bactericidal components, a biguanide type bactericidal agent is preferable in terms of bactericidal effect against spore bacteria, and among biguanide type bactericides, polyhexamethylene biguanide hydrochloride is particularly preferable. These other sterilizing components may be used alone or in combination of two or more.

When other bactericidal components are contained in the bactericidal composition and the bactericidal cleaning composition of the present invention, the ratio of the other bactericidal components in the composition is 0. 0 parts by weight relative to 1 part by weight of the compound of formula (I). 5 to 40 parts by weight is preferred, 0.7 to 10 parts by weight is more preferred, and 1 to 5 parts by weight is even more preferred. When the proportion of the other sterilizing component is less than 0.5 parts by weight, the sterilizing effect due to the other sterilizing component tends not to be sufficiently exhibited, and when it exceeds 40 parts by weight, it tends to cause white turbidity during storage. .

If necessary, the disinfectant composition and the disinfectant cleaning composition of the present invention can further contain other additives. Examples of other additives that can be contained in the composition include ethanol, coloring agents, fragrances, and cleaning aids. The ratio of these other additives in the disinfectant composition and disinfectant cleaning composition of the present invention is usually 5% by weight or less.

The method for preparing the disinfectant composition and disinfectant cleaner composition of the present invention is not particularly limited, but the necessary components are uniformly dissolved in water, and the pH of the aqueous solution is adjusted to 7 to 12 using an alkali agent. Thus, the disinfectant composition and disinfectant cleaning composition of the present invention can be obtained. Usually, components other than the alkaline agent are dissolved in water, and then the alkaline agent is added to adjust the pH to a desired value. Or the compounding quantity of the alkaline agent which can adjust aqueous solution to a desired pH range may be determined beforehand, and the alkaline agent of the said quantity may be uniformly dissolved in water with a required component.

As an example of the fungicide composition of the present invention,
(A) a composition which is an aqueous solution containing 0.001 to 50% by weight of the compound of formula (I) and having a pH of 7.5 to 11;
(B) a composition which is an aqueous solution containing 1 to 20% by weight of the compound of formula (I) and having a pH of 7.7 to 9.5;
(C) A composition that is an aqueous solution containing 3 to 10% by weight of the compound of formula (I) and having a pH of 8 to 9.4.
Among these, the composition of (b) is preferable and the composition of (c) is particularly preferable.

Furthermore, as an example of the bactericidal composition of the present invention containing other bactericidal components,
(D) a composition which is an aqueous solution containing 0.001 to 50% by weight of the compound of formula (I) and 0.0005 to 30% by weight of a biguanide fungicide and having a pH of 7.5 to 11;
(E) a composition which is an aqueous solution containing 1 to 20% by weight of the compound of formula (I) and 1 to 20% by weight of a biguanide fungicide and having a pH of 7.7 to 9.5;
(F) A composition that is an aqueous solution containing 3 to 10% by weight of the compound of formula (I) and 3 to 16% by weight of a biguanide fungicide and having a pH of 8 to 9.4.
Among these, the composition of (e) is preferable, the composition of (f) is more preferable, (g) 3 to 10% by weight of the compound of formula (I) and 3 to 16% by weight of polyhexamethylene biguanide hydrochloride %, And a composition that is an aqueous solution having a pH of 8 to 9.4 is particularly preferable.

In addition, if the pH of the bactericide composition of the present invention is in the range of 7 to 12, water can be further added and used as a diluent depending on the purpose of the user. Even when used as a diluting solution, it is preferable to dilute such that the proportion of the compound of formula (I) is 0.001 to 50% by weight.
For example, the fungicide composition of the present invention is
(H) an aqueous solution containing 0.001 to 0.25% by weight of the compound of formula (I) and having a pH of 7.5 to 11;
(I) an aqueous solution containing 0.005 to 0.1% by weight of the compound of formula (I) and having a pH of 7.7 to 9.5;
(J) It can be used in the form of an aqueous solution containing 0.015 to 0.045% by weight of the compound of formula (I) and having a pH of 8 to 9.4.
Among these, it is preferably used in the form of an aqueous solution (i), and particularly preferably used in the form of an aqueous solution (j).

When the disinfectant composition of the present invention further contains another disinfecting component, for example, the composition
(K) an aqueous solution containing 0.001 to 0.25% by weight of the compound of formula (I) and 0.0005 to 0.15% by weight of a biguanide fungicide and having a pH of 7.5 to 11;
(L) An aqueous solution containing 0.005 to 0.1% by weight of the compound of formula (I) and 0.005 to 0.1% by weight of a biguanide fungicide and having a pH of 7.7 to 9.5 ;
(M) an aqueous solution containing 0.015 to 0.045% by weight of the compound of formula (I) and 0.02 to 0.08% by weight of a biguanide fungicide and having a pH of 8 to 9.4 It can be used in the form.
Among these, it is preferably used in the form of an aqueous solution of (l), more preferably used in the form of an aqueous solution of (m), and (n) 0.015 to 0.045% by weight of the compound of formula (I) The polyhexamethylene biguanide hydrochloride is particularly preferably used in the form of an aqueous solution containing 0.02 to 0.08% by weight and having a pH of 8 to 9.4.

As an example of the disinfectant cleaning composition of the present invention,
(A) A composition which is an aqueous solution containing 0.001 to 50% by weight of the compound of formula (I) and 0.0001 to 60% by weight of a nonionic surfactant and having a pH of 7.5 to 11;
(B) a composition which is an aqueous solution containing 1 to 20% by weight of the compound of formula (I) and 1 to 45% by weight of a nonionic surfactant and having a pH of 7.7 to 9.5;
(C) A composition which is an aqueous solution containing 3 to 10% by weight of the compound of formula (I) and 6 to 25% by weight of a nonionic surfactant and having a pH of 8 to 9.4;
(D) 1 to 20% by weight of the compound of formula (I), 0.952 to 22.5% by weight of coconut oil fatty acid diethanolamide and 0.048 to 22.5% by weight of polyoxyalkylene alkyl ether, and A composition which is an aqueous solution having a pH of 7.7 to 9.5;
(E) 3 to 10% by weight of the compound of formula (I), 5.45 to 19.23% by weight of coconut oil fatty acid diethanolamide and 0.55 to 5.77% by weight of polyoxyalkylene alkyl ether, and And a composition that is an aqueous solution having a pH of 8 to 9.4.
Among these, the composition (D) is preferable, and the composition (E) is particularly preferable.

Furthermore, as an example of the sterilizing detergent composition of the present invention containing other sterilizing components,
(F) 0.001 to 50% by weight of a compound of formula (I), 0.0001 to 60% by weight of a nonionic surfactant and 0.0005 to 30% by weight of a biguanide fungicide, and a pH of A composition which is an aqueous solution of 7.5-11;
(G) 1 to 20% by weight of a compound of formula (I), 1 to 45% by weight of a nonionic surfactant and 1 to 15% by weight of a biguanide fungicide, and a pH of 7.7 to 9. A composition which is an aqueous solution of 5;
(H) 3 to 10% by weight of a compound of formula (I), 6 to 25% by weight of a nonionic surfactant and 2 to 5% by weight of a biguanide fungicide, and a pH of 8 to 9.4 A composition that is an aqueous solution;
(J) 0.001 to 50% by weight of the compound of formula (I), 0.0001 to 30% by weight of coconut oil fatty acid diethanolamide, 0 to 30% by weight of polyoxyalkylene alkyl ether and polyhexamethylene biguanide hydrochloride A composition containing 0.0005 to 30% by weight of an aqueous solution having a pH of 7.5 to 11;
(K) 1 to 20% by weight of the compound of formula (I), 0.952 to 22.5% by weight of coconut oil fatty acid diethanolamide, 0.048 to 22.5% by weight of polyoxyalkylene alkyl ether, and polyhexa A composition which is an aqueous solution containing 1 to 15% by weight of methylene biguanide hydrochloride and having a pH of 7.7 to 9.5;
(L) 3 to 10% by weight of the compound of the formula (I), 5.45 to 19.23% by weight of coconut oil fatty acid diethanolamide, 0.55 to 5.77% by weight of polyoxyalkylene alkyl ether, and polyhexa Examples thereof include a composition which is an aqueous solution containing 2 to 5% by weight of methylene biguanide hydrochloride and having a pH of 8 to 9.4.
Among these, the composition of (J) is preferable, the composition of (K) is more preferable, and the composition of (L) is particularly preferable.

In addition, the sterilizing and cleaning composition of the present invention can be used as a diluent by further adding water according to the purpose of the user, as long as the pH is in the range of 7 to 12. Even when used as a diluting solution, it is preferable to dilute such that the proportion of the compound of formula (I) is 0.001 to 50% by weight.
For example, the disinfectant cleaning composition of the present invention is
(M) an aqueous solution containing 0.001 to 0.25% by weight of the compound of formula (I) and 0.0000005 to 0.3% by weight of a nonionic surfactant and having a pH of 7.5 to 11;
(N) containing 0.005 to 0.1% by weight of the compound of formula (I) and 0.005 to 0.225% by weight of a nonionic surfactant, and having a pH of 7.7 to 9.5 Aqueous solution;
(O) an aqueous solution containing 0.015 to 0.045% by weight of the compound of formula (I) and 0.03 to 0.125% by weight of a nonionic surfactant and having a pH of 8 to 9.4;
(P) 0.005 to 0.1% by weight of the compound of formula (I), 0.00476 to 0.1125% by weight of coconut oil fatty acid diethanolamide and 0.00024 to 0.1125% by weight of polyoxyalkylene alkyl ether % Aqueous solution having a pH of 7.7 to 9.5;
(Q) 0.015-0.045% by weight of the compound of formula (I), 0.02725-0.09615% by weight of coconut oil fatty acid diethanolamide and 0.00275-0.02885% by weight of polyoxyalkylene alkyl ether %, And it can be used in the form of an aqueous solution or the like having a pH of 8 to 9.4.
Among these, it is preferable to use in the form of the aqueous solution (P), and it is particularly preferable to use it in the form of the aqueous solution (Q).

When the sterilizing detergent composition of the present invention further includes other sterilizing components, for example, the composition includes:
(R) 0.001 to 0.25% by weight of the compound of formula (I), 0.0000005 to 0.3% by weight of the nonionic surfactant and 0.0005 to 0.15% by weight of the biguanide fungicide An aqueous solution containing and having a pH of 7.5 to 11;
(S) 0.005 to 0.1% by weight of compound of formula (I), 0.005 to 0.225% by weight of nonionic surfactant and 0.005 to 0.1% by weight of biguanide fungicide An aqueous solution containing and having a pH of 7.7 to 9.5;
(T) 0.015-0.045% by weight of compound of formula (I), 0.03-0.125% by weight of nonionic surfactant and 0.01-0.025% by weight of biguanide fungicide An aqueous solution containing and having a pH of 8 to 9.4;
(U) 0.001 to 0.25% by weight of the compound of formula (I), 0.0000005 to 0.3% by weight of coconut oil fatty acid diethanolamide, 0 to 0.3% by weight of polyoxyalkylene alkyl ether and An aqueous solution containing 0.0005 to 0.15% by weight of polyhexamethylene biguanide hydrochloride and having a pH of 7.5 to 11;
(V) 0.005 to 0.1% by weight of the compound of formula (I), 0.00476 to 0.1125% by weight of coconut oil fatty acid diethanolamide, 0.00024 to 0.1125% by weight of polyoxyalkylene alkyl ether % And polyhexamethylene biguanide hydrochloride in an amount of 0.005 to 0.1% by weight and a pH of 7.7 to 9.5;
(W) 0.015-0.045% by weight of the compound of formula (I), 0.02725-0.09615% by weight of coconut oil fatty acid diethanolamide, 0.00275-0.02885% by weight of polyoxyalkylene alkyl ether % And polyhexamethylene biguanide hydrochloride in an amount of 0.01 to 0.025% by weight and a pH of 8 to 9.4.
Among these, it is preferably used in the form of an aqueous solution (U), more preferably in the form of an aqueous solution (V), and particularly preferably in the form of an aqueous solution (W).

In order to sterilize or sterilize an object using the sterilizing agent composition or sterilizing cleaning composition of the present invention, the composition may be brought into contact with the object. The contact method is not particularly limited, and the disinfectant composition and disinfectant cleaning composition of the present invention can be brought into contact with an object by a general method such as spraying, spraying, dipping, wiping and the like. Furthermore, using a brush, sponge, or the like together with the sterilizing agent composition or sterilizing cleaning composition, dirt on the sterilizing target or sterilizing cleaning target can be removed.

The contact time when the bactericidal composition or the bactericidal cleaning composition of the present invention is brought into contact with the sterilization target or the sterilization cleaning target is not particularly limited, and may be appropriately determined according to the concentration of the active ingredient. For example, when the bactericidal composition or the bactericidal cleaning composition in the form of an aqueous solution (h) or (M) is brought into contact with the object at room temperature, it is usually 30 seconds to 10 minutes, preferably 1 to 5 minutes. A sufficient sterilizing effect or sterilizing cleaning effect can be obtained.

Water used in the disinfectant composition and disinfectant cleaning composition of the present invention may be any of purified water such as ion exchange water and distilled water, natural water such as tap water and underground water, underground water, etc. In addition, purified water is preferred in that it has a low content of metal ions.

The disinfectant composition and disinfectant cleaning composition of the present invention are a disinfectant for facilities for sterilizing or disinfecting floors and walls of food factories, hospitals, barns, hotels, restaurants, schools, stores, etc. or food handling facilities. Useful as compositions and bactericidal cleaning compositions. It is also useful for sterilization or sterilization washing of food-use objects such as food production / processing equipment and utensils used in food factories. Examples of food production / processing equipment include various stirrers, mixers, homogenizers, and automatic cutters. Examples of instruments include cutting boards, kitchen knives, tableware, food containers, and cloths.

The bactericidal composition and bactericidal cleaning composition of the present invention have a bactericidal effect on fungi such as molds and general bacteria, and are resistant to quaternary ammonium salts and / or biguanide bactericides. It also exhibits bactericidal activity against microorganisms such as microorganisms resistant to didecyldimethylammonium chloride (DDAC) and / or polyhexamethylene biguanide hydrochloride (PHMB). Therefore, the bactericidal composition and the bactericidal cleaning composition of the present invention are a bactericidal composition used for a subject in which microorganisms having resistance to a quaternary ammonium salt and / or a biguanide type bactericidal agent are present, and It is particularly useful as a sterilizing detergent composition.

In addition, the bactericidal composition and the bactericidal cleaning composition of the present invention have resistance to the composition even when used over a long period of time, as compared with quaternary ammonium salts and / or biguanides. Microorganisms are difficult to generate. Therefore, the bactericidal composition and the bactericidal cleaning composition of the present invention are used for a subject that can generate microorganisms having resistance to the drug by using a quaternary ammonium salt and / or a biguanide bactericidal agent. It is also useful as a disinfectant composition and a disinfectant cleaning composition.

Examples of microorganisms having resistance to quaternary ammonium salts and / or biguanide fungicides include microorganisms of the genus Pseudomonas and microorganisms of the genus Serratia, such as Serratia marcescens, Serratia Liquidfaciens and the like.

The disinfectant composition and disinfectant cleaning composition of the present invention are suitable as a composition for continuous or continuous use. Specifically, the disinfectant composition and disinfectant cleaning composition of the present invention are those in which microorganisms having resistance to the composition are hardly generated even when used continuously or continuously for a long time. . More specifically, the disinfectant composition and the disinfectant cleaning composition of the present invention, when it is repeatedly used for the same subject, the generation of microorganisms having resistance to the composition is the first. Fewer quaternary ammonium salts and / or biguanide fungicides are used for the subject in the same manner as used repeatedly. Here, “repeated use for the same target” means that the same composition is applied multiple times to the same target or to the same microbial species when the target microbial species is specified. (For example, 2, 3, 4, 5, 6, 7, 8, or more). Further, “use continuously” means that the same composition is continuously used twice or more like (Composition A, Composition A, Composition A...). “Continuous use” means that the same composition is not used more than once, but another composition is used in between to continue use for the same subject. For example, when used in the order of (Composition A, Composition B, Composition C, Composition A, Composition D,...), Composition A is used continuously, not continuously. It can be said that.

Hereinafter, the present invention will be further described with reference to examples. In each of the following tests, “+” in the table indicates that the growth of the bacteria was confirmed, and “−” indicates that the growth of the bacteria was not confirmed.

Test example 1
0.03 ml of a bacterial solution obtained by diluting the following test bacteria i to viii with physiological saline so as to be 10 ⁶ cfu / ml (test bacteria iii and viii are 0.1 ml), and the drug concentration is 1.25 After mixing 3 ml of a ~ 320 ppm PHMB aqueous solution (10 ml of test bacteria iii and viii), the mixture was kept at 25 ° C for 5 minutes. After the sensitization time, after stirring again, 1 platinum loop was taken from each mixture, inoculated into 10 ml of BHI bouillon medium (10 ml of SCDLP medium only for test bacteria viii) and cultured at 30 ° C. for 48 hours (test bacteria ii) Only for 120 hours). Based on an uninoculated BHI broth medium (SCDLP medium in which only the test bacteria viii was not inoculated), the turbidity of the medium was visually compared to confirm the bactericidal effect of PHMB on each of the test bacteria. The results are shown in Table 1.
PHMB: Polyhexamethylene biguanide hydrochloride BHI: Brain heart infusion SCDLP: Soybean-Casein Digest Broth with Lecithin & Polysorbate 80
Test bacteria i: Pseudomonas aeruginosa NBRC13736
Test bacteria ii: Aspergillus niger ATCC 16404
Test bacteria iii: Bacillus cereus NBRC15305
Test bacteria iv: Serratia marcescens (Food factory isolate 1)
Test bacteria v: Serratia liquidfaciens (Food factory isolate 2)
Test bacteria vi: Serratia marcescens (Food factory isolate 3)
Test bacteria vii: Serratia marcescens (Food factory isolate 4)
Test bacteria viii: Bacillus subtilis IFO13719

Test example 2
Using the test bacteria i to vii used in Test Example 1, the drug was changed to DDAC, and the bactericidal effect of each DDAC on the test bacteria was confirmed in the same manner as in Test Example 1. The results are shown in Table 2.
DDAC: Didecyldimethylammonium chloride

Test example 3
An aqueous solution containing the compound of formula (I) [1,10-di (3-decyl-2-methylimidazolium) decane dichloride] and PHMB at the following blending ratio was prepared, and the appearance change after 3 hours was confirmed. The results are shown in Table 3.

Examples 1 to 6 and Comparative Examples 1 to 13
Bactericidal test 1 (mold)
0.03 ml of a bacterial solution obtained by diluting a spore suspension of the test bacteria shown below with physiological saline so as to be 10 ⁶ cfu / ml, and a fungicide composition shown in Table 4 with a composition concentration of 0. After mixing 3 ml of an aqueous solution diluted to 1 to 0.3% by weight, the mixture was kept at 25 ° C. for 5 minutes. After the sensitization time had elapsed, the mixture was stirred again, one platinum loop was taken from each mixture, inoculated into 10 ml of BHI broth medium, and cultured at 30 ° C. for 120 hours. The sterilization effect of the bactericidal composition was determined by comparing the turbidity of the medium visually with reference to a BHI broth medium not inoculated with bacteria.
Test bacteria ii: Aspergillus niger ATCC 16404

The results are shown in Table 5. The fungicidal composition of the present invention was superior in fungicidal power against molds as compared with the composition of the comparative example.

Bactericidal test 2 (spore fungus)
0.1 ml of a bacterial solution obtained by diluting a spore suspension of the test bacteria shown below with physiological saline so as to be 10 ⁶ cfu / ml, and the fungicide composition shown in Table 4 at a composition concentration of 0. After mixing 10 ml of an aqueous solution diluted to 1 to 0.3% by weight, the mixture was kept at 25 ° C. for 5 minutes. After stirring for the sensitization time, 1 platinum loop was taken from each mixture, inoculated into 10 ml of BHI broth medium, and cultured at 30 ° C. for 48 hours. Based on the BHI broth medium that had not been inoculated with bacteria, the turbidity of the medium was visually compared to determine the bactericidal effect of the bactericide composition on each cell.
Test bacteria iii: Bacillus cereus NBRC15305

The results are shown in Table 6. The bactericidal composition of the present invention was superior in bactericidal power against spore bacteria compared to the composition of the comparative example.

Bactericidal test 3 (drug-resistant bacteria)
The following test bacteria isolated from a food factory were cultured in a BHI broth medium at 30 ° C. for 24 hours, and 0.03 ml of a bacterial solution diluted with physiological saline to 10 ⁶ cfu / ml, Example 1 To 6 and 3 ml of an aqueous solution prepared by diluting the fungicide composition shown in Table 7 so that the concentration of the composition becomes 0.025 to 0.1% by weight, and then at 25 ° C. for 5 minutes. Retained. After stirring for the sensitization time, 1 platinum loop was taken from each mixture, inoculated into 10 ml of BHI broth medium, and cultured at 30 ° C. for 48 hours. Based on the BHI broth medium that had not been inoculated with bacteria, the turbidity of the medium was visually compared to determine the bactericidal effect of the bactericide composition on each cell.
Test bacteria iv: Serratia marcescens (Food factory isolate 1)

The results are shown in Table 8. The bactericidal composition of the present invention was superior in bactericidal power against drug-resistant bacteria as compared with the composition of the comparative example.

Bactericidal test 4 (drug-resistant bacteria)
The following test bacteria isolated from food factories were pre-cultured in BHI broth medium at 30 ° C. for 24 hours and diluted with physiological saline to a concentration of 10 ⁶ cfu / ml. 1 to 6 and 3 ml of an aqueous solution obtained by diluting the fungicide composition shown in Table 7 so that the concentration of the composition is 0.08 to 1.33% by weight, and then mixing at 1 ° C. at 25 ° C. Hold for a minute. After the sensitization time, the mixture was stirred again, one platinum loop was taken from each mixture, inoculated into 10 ml of BHI broth medium, and main cultured at 30 ° C. for 120 hours. Based on the BHI broth medium that had not been inoculated with bacteria, the turbidity of the medium was visually compared to determine the bactericidal effect of the bactericide composition on each cell.
Test bacteria v: Serratia liquidfaciens (Food factory isolate 2)

The results are shown in Table 9. The bactericidal composition of the present invention was superior in bactericidal power against drug-resistant bacteria as compared with the composition of the comparative example.

Anti-drug resistance inhibition test According to the standard method of the Japanese Society of Chemotherapy (micro liquid dilution method), the minimum inhibitory concentration (MIC) was continuously measured. The composition of Example 1 and Comparative Example 13 was diluted with sterilized water to prepare a chemical solution having a composition concentration of 0.007 to 1.792% by weight, and a nutrient broth medium (Eizo) adjusted to twice the designated concentration. A normal bouillon medium “Eiken” E-MC35) manufactured by Ken Chemical Co., Ltd. was added in the same amount as the chemical solution, and after stirring, it was dispensed at 150 μl / well into a microtiter plate (96 wells). Next, a bacterial solution obtained by culturing the following test bacteria isolated from a food factory in NB medium at 30 ° C. for 20 hours was diluted with physiological saline to 10 ⁷ cfu / ml, and then the medium injection prepared above was injected. 7.5 μl / well was inoculated into the finished microtiter plate. This was cultured in a thermostat at 30 ° C. for 48 hours, and the presence or absence of bacterial growth was visually confirmed, and the MIC was measured. Further, among the wells in which growth was confirmed, the bacterial solution was collected from the well with the highest drug concentration, and the bacterial solution diluted with physiological saline so as to be 10 ⁷ cfu / ml was used in the same manner as described above. The MIC was measured again. This operation was repeated, and the MIC was measured a total of 8 times to confirm the change in MIC.
Test bacteria vi: Serratia marcescens (Food factory isolate 3)
Test bacteria vii: Serratia marcescens (Food factory isolate 4)

Results are shown in Tables 10 and 11. In the composition of Example 1, the MIC was as low as 0.056% by weight (test bacteria vi) and 0.028% by weight (test bacteria vii) even in the eighth test. From these results, it was confirmed that the compound of the formula (I) [1,10-di (3-decyl-2-methylimidazolium) decane dichloride] is less likely to generate drug-resistant bacteria than DDAC.

Metal Corrosion Test 60 ml of a 0.3% aqueous solution of each composition shown in Examples 1 and 5 and Comparative Examples 12 and 13 was placed in a 70 ml glass bottle with a lid, and a copper piece (length 50 mm × width 30 mm × thickness) 1 mm), and stored in a thermostat at 25 ° C. for 1 month. The appearance of the copper piece after storage was visually observed, and the corrosivity was determined according to the following criteria. In addition, the copper piece preserve | saved similarly using the tap water instead of the composition aqueous solution was used as a control.
○: Less corrosion than control △: Equivalent to control ×: More corrosion than control

The results are shown in Table 12. The piece treated with the composition of Example 1 maintained the same appearance as the piece before treatment, and the corrosion was clearly suppressed compared to the control. The piece treated with the composition of Example 5 was slightly discolored, but no rust or discoloration was observed. The piece treated with the composition of Comparative Example 12 was discolored throughout and was more corroded than the control. The piece treated with the composition of Comparative Example 13 was clearly faded and looked similar to the control.

Examples 7 to 14 and Comparative Examples 14 to 22
Bactericidal test 5 (spore bacteria)
0.1 ml of a bacterial solution obtained by diluting a spore suspension of the test bacteria shown below with physiological saline so as to be 10 ⁶ cfu / ml, and a bactericidal detergent composition shown in Table 13 with a composition concentration of 0 The mixture was mixed with 10 ml of an aqueous solution diluted to 1 to 0.3% by weight and then kept at 25 ° C. for 5 minutes. After the sensitization time, the mixture was stirred again, one platinum loop was taken from each mixture, inoculated into 10 ml of SCDLP (soybean casein digest) medium, and cultured at 30 ° C. for 48 hours. The sterilization effect of the sterilizing detergent composition on each bacterial cell was determined by comparing the turbidity of the medium visually with the SCDLP medium not inoculated with the bacteria as a reference.
Test bacteria viii: Bacillus subtilis IFO13719

The results are shown in Table 14. The bactericidal cleaning composition of the present invention was superior in bactericidal power against spore bacteria to the composition of the comparative example.

Bactericidal test 6 (drug-resistant bacteria)
0.03 ml of a bacterial solution obtained by culturing the following test bacteria isolated from a food factory in a BHI (Brain Heart Infusion) medium at 30 ° C. for 24 hours and diluting with physiological saline so as to be 10 ⁶ cfu / ml Were mixed with 3 ml of an aqueous solution obtained by diluting the sterilizing detergent composition shown in Table 13 so that the concentration of the composition was 0.0125 to 0.1% by weight, and then kept at 25 ° C. for 1 minute. After the sensitization time, the mixture was stirred again, and 1 platinum loop was taken from each mixture, inoculated into 10 ml of BHI medium, and cultured at 30 ° C. for 48 hours. Based on the BHI medium not inoculated with the bacteria, the turbidity of the medium was visually compared to determine the bactericidal effect of the bactericidal detergent composition for each bacterial cell.
Test bacteria iv: Serratia marcescens (Food factory isolate 1)

The results are shown in Table 15. The bactericidal detergent composition of the present invention was superior in bactericidal power against drug-resistant bacteria compared to the composition of the comparative example.

Detergency test Examples 7, 8, 11 and 12 and the sterilizing detergent composition shown in Table 16 were used under the test conditions of a temperature of 30 ° C., a washing time of 3 minutes and a rinsing time of 1 minute according to the peanut method (JIS-K3362) A detergency test was performed. The degree of stain removal was evaluated by calculating the cleaning power from the weight of the glass piece before and after cleaning according to the following formula.

The results are shown in Table 17. The disinfectant cleaning composition of the present invention had higher cleaning power than the composition of the comparative example.

The disinfectant composition and disinfectant cleaning composition of the present invention are a disinfectant for facilities for sterilizing or disinfecting floors and walls of food factories, hospitals, barns, hotels, restaurants, schools, stores, etc. or food handling facilities. Useful as compositions and bactericidal cleaning compositions. It is also useful for sterilization or sterilization washing of food-use objects such as food production / processing equipment and utensils used in food factories.

Furthermore, the bactericidal composition and the bactericidal cleaning composition of the present invention are used for subjects in which microorganisms having resistance to quaternary ammonium salts and / or biguanide type bactericides are present or can be generated. It is particularly useful as a disinfectant composition and a disinfectant cleaning composition.

Claims

Bactericidal composition which is an aqueous solution containing a compound of formula (I) and having a pH of 7 to 12:

[Wherein R 1 is a saturated linear alkyl group having 1 to 3 carbon atoms, R 2 is a saturated linear alkyl group having 8 to 12 carbon atoms, X − is a halogen ion, and Y is a saturated straight chain alkyl group having 8 to 12 carbon atoms. Represents a chain alkylene group].
The compound of formula (I) is 1,10-di (3-decyl-2-methylimidazolium) decane dichloride, 1,10-di (3-decyl-2-methylimidazolium) decane dibromide, 1,12 The one or more selected from the group consisting of -di (3-decyl-2-methylimidazolium) dodecane dichloride and 1,12-di (3-octyl-2-methylimidazolium) dodecane dichloride. Disinfectant composition.
The fungicide composition according to claim 1 or 2, wherein the compound of the formula (I) is 1,10-di (3-decyl-2-methylimidazolium) decane dichloride.
The fungicidal composition according to any one of claims 1 to 3, comprising 0.001 to 50% by weight of the compound of formula (I).
The fungicidal composition according to any one of claims 1 to 4, wherein the pH of the composition is adjusted using one or more alkali agents selected from the group consisting of triethanolamine, sodium hydroxide and potassium hydroxide. object.
The fungicide composition according to any one of claims 1 to 5, further comprising a biguanide fungicide.
The fungicide composition according to claim 6, comprising 0.5 to 40 parts by weight of a biguanide fungicide per 1 part by weight of the compound of the formula (I).
The fungicide composition according to claim 6 or 7, wherein the biguanide fungicide is polyhexamethylene biguanide hydrochloride.
The fungicide according to any one of claims 1 to 8, for use on a subject in which a microorganism having resistance to a quaternary ammonium salt and / or a biguanide fungicide is present or may be generated. Composition.
A sterilization method comprising bringing the sterilizing agent composition according to any one of claims 1 to 9 or a diluted solution thereof into contact with an object to be sterilized.
Bactericidal cleaning composition which is an aqueous solution containing a compound of formula (I) and a nonionic surfactant and having a pH of 7-12:

[Wherein R 1 is a saturated linear alkyl group having 1 to 3 carbon atoms, R 2 is a saturated linear alkyl group having 8 to 12 carbon atoms, X − is a halogen ion, and Y is a saturated straight chain alkyl group having 8 to 12 carbon atoms. Represents a chain alkylene group].
The compound of formula (I) is 1,10-di (3-decyl-2-methylimidazolium) decane dichloride, 1,10-di (3-decyl-2-methylimidazolium) decane dibromide, 1,12 The one or more selected from the group consisting of -di (3-decyl-2-methylimidazolium) dodecane dichloride and 1,12-di (3-octyl-2-methylimidazolium) dodecane dichloride. Bactericidal cleaning composition.
The sterilizing detergent composition according to claim 11 or 12, wherein the compound of the formula (I) is 1,10-di (3-decyl-2-methylimidazolium) decane dichloride.
The sterilizing detergent composition according to any one of claims 11 to 13, comprising 0.001 to 50% by weight of the compound of formula (I).
The sterilizing detergent composition according to any one of claims 11 to 14, which contains 0.1 to 20 parts by weight of a nonionic surfactant with respect to 1 part by weight of the compound of formula (I).
The sterilizing detergent composition according to any one of claims 11 to 15, wherein the nonionic surfactant is at least one selected from the group consisting of coconut oil fatty acid diethanolamide and polyoxyalkylene alkyl ether.
The sterilizing detergent composition according to claim 16, comprising 0.05 to 1.0 part by weight of polyoxyalkylene alkyl ether with respect to 1 part by weight of coconut oil fatty acid diethanolamide.
The sterilizing detergent according to any one of claims 11 to 17, wherein the pH of the composition is adjusted using one or more alkaline agents selected from the group consisting of triethanolamine, sodium hydroxide and potassium hydroxide. Composition.
The germicidal detergent composition according to any one of claims 11 to 18, further comprising a biguanide germicide.
20. The sterilizing detergent composition according to claim 19, comprising 0.5 to 40 parts by weight of a biguanide fungicide per 1 part by weight of the compound of formula (I).
21. The disinfectant cleaning composition according to claim 19 or 20, wherein the biguanide disinfectant is polyhexamethylene biguanide hydrochloride.
The sterilization washing according to any one of claims 11 to 21, for use on a subject in which microorganisms having resistance to a quaternary ammonium salt and / or a biguanide fungicide are present or can be generated. Agent composition.
A sterilization cleaning method comprising bringing the sterilization cleaning composition according to any one of claims 11 to 22 or a diluted solution thereof into contact with an object to be sterilized and cleaned.