Antibacterial agent composition
The antibacterial agent composition, using specific compounds to disrupt bacterial cell membranes, addresses the inadequacy of existing antibacterial agents in harsh environments by providing superior antibacterial effects on surfaces.
Patent Information
- Application Number
- JP2023222625
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-12-28
- Publication Date
- 2025-07-10
AI Technical Summary
Existing antibacterial compositions, particularly those using quaternary ammonium compounds and bispyridinium compounds, are inadequate in harsh environments where a large amount of bacteria adhere to surfaces, necessitating improved antibacterial performance.
An antibacterial agent composition comprising specific compounds represented by general formulas (a1) and (b1), which enhance the antibacterial action by disturbing bacterial cell membranes, combined with optional nonionic surfactants and other additives, to provide enhanced bactericidal, bacteriostatic, and metabolism-inhibiting effects.
The composition achieves excellent antibacterial performance even under severe conditions, effectively killing, suppressing growth, and inhibiting metabolite production of bacteria on surfaces.
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Abstract
Description
Technical Field
[0001] The present invention relates to an antibacterial agent composition and a method for treating fiber products.
Background Art
[0002] In recent years, with the increasing awareness of hygiene among consumers, interest in odors and bacteria has been on the rise. It is known that various microorganisms existing in the skin commensal bacteria and the environment adhere to and multiply on the fiber surface, hard surface, etc. Microorganisms produce various metabolites by metabolizing the organic dirt attached to the object or the organic dirt present in the object, which can cause olfactory discomfort and health hazards. As a means of antibacterial against bacteria adhering to the fiber surface, hard surface, etc., it is known to use a quaternary ammonium surfactant.
[0003] Patent Document 1 discloses a liquid detergent composition containing a predetermined nonionic surfactant having a secondary alkyl group, a nonionic surfactant excluding the nonionic surfactant, and a cationic surfactant. Patent Document 2 discloses a method for reducing malodor on a fabric substrate by using a detergent composition containing an alkylated phenol antioxidant, a hindered phenol antioxidant, or a mixture thereof. Further, Patent Document 3 discloses a method for treating an elastane-containing fabric, including a step of bringing a fabric treatment composition containing an antioxidant and a surfactant into contact with the elastane-containing fabric in the presence of water. Patent Document 4 discloses a liquid laundry detergent composition containing (a) a hindered phenol antioxidant, (b) a nonionic surfactant, and (c) an anionic surfactant in a predetermined content.
Prior Art Documents
Patent Documents
[0004]
Patent Document 1
Patent Document 2
[0005] However, even in a harsh environment where, for example, a large amount of microorganisms migrate from a contaminated environment to an object, it is required to significantly suppress the growth of bacteria on the object. The present invention relates to an antibacterial agent composition and a method for treating a fiber product, in which the antibacterial action of a conventionally known quaternary ammonium compound or bispyridinium compound is further improved, the antibacterial performance is excellent, and an excellent antibacterial effect can be obtained even under harsh conditions where a large amount of bacteria adhere to an antibacterial target object. [Means for Solving the Problems
[0006] The present invention relates to an antibacterial agent composition containing the following component (a) and component (b).
[0007] (a) Component: One or more compounds selected from (a1) a compound represented by the following general formula (a1) [hereinafter referred to as component (a1)] and (a2) a bispyridinium compound [hereinafter referred to as component (a2)]
[0008] [Chemical Formula
[0009] [In the general formula (a1), R 1a is a chain hydrocarbon group having 6 to 18 carbon atoms, and R 2a is a chain hydrocarbon group having 6 to 18 carbon atoms, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, or a benzyl group, and R 3a and R 4ais, independently of each other, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms or a benzyl group, and X - is an anion. ]
[0010] (b) Component: A compound represented by the following general formula (b1)
[0011] [Chemical formula]
[0012] [In the general formula (b1), R 1b represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and R 2b represents a hydrogen atom or a linear or branched alkyl group having 1 to 25 carbon atoms. ]
[0013] The present invention also relates to a method for treating a fiber product, which comprises bringing the above antibacterial agent composition into contact with the fiber product. [Advantages of the Invention]
[0014] According to the present invention, there are provided an antibacterial agent composition and a method for treating a fiber product, in which the antibacterial action of a quaternary ammonium compound or a bispyridinium compound is enhanced, and the antibacterial performance is excellent, and an excellent antibacterial effect can be obtained even under severe conditions such as a large amount of bacteria adhering to an antibacterial target. [Embodiments for Carrying Out the Invention]
[0015] The reason why the antibacterial performance of the antibacterial agent composition of the present invention is excellent is not necessarily clear, but it is presumed as follows. Generally, the cationic surfactant of the component (a) adsorbs to the bacterial cells and exhibits an antibacterial effect by disturbing the structure of the bacterial cell membrane. In the present invention, it is considered that using a compound having a predetermined chemical structure as the component (b) combined with the cationic surfactant contributes to enhancing the effect of disturbing the bacterial cell membrane structure and obtaining an excellent antibacterial effect. Note that the antibacterial agent composition and the method for treating fiber products of the present invention are not limited to the above mechanism of action.
[0016] In the present invention, antibacterial means killing bacteria adhering to the target, suppressing the growth of bacteria, suppressing the metabolism of bacteria and inhibiting the production of metabolites, or using a treatment liquid in advance on the target, performing washing, spraying, coating, etc., and after antibacterial treatment of the target surface, killing bacteria adhering to the target, suppressing the growth of bacteria, suppressing the metabolism of bacteria and inhibiting the production of metabolites, and one or more selected therefrom may be performed. In the present invention, antibacterial property means the property represented by the above antibacterial. Therefore, the antibacterial agent composition of the present invention may be one or more compositions selected from a bactericidal agent composition, a disinfectant composition, a bacteriostatic agent composition, a static bactericidal agent composition, a metabolism inhibitor composition, and a metabolism regulator composition. Further, the antibacterial agent composition of the present invention may be a composition having the above antibacterial property.
[0017] <Antibacterial agent composition> The antibacterial agent composition of the present invention contains the following component (a) and component (b).
[0018] (a) component: One or more compounds selected from (a1) a compound represented by the following general formula (a1) [hereinafter referred to as (a1) component], and (a2) a bispyridinium compound [hereinafter referred to as (a2) component]
[0019] [Chemical formula]
[0020] 〔In general formula (a1), R 1a is a chain hydrocarbon group having 6 to 18 carbon atoms, and R 2a is a chain hydrocarbon group having 6 to 18 carbon atoms, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms or a benzyl group, and R 3a and R 4ais, independently of one another, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms or a benzyl group, and X - is an anion. ]
[0021] (Component (b): A compound represented by the following general formula (b1))
[0022] [Chemical formula]
[0023] [In the general formula (b1), R 1b represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and R 2b represents a hydrogen atom or a linear or branched alkyl group having 1 to 25 carbon atoms. ]
[0024] [Component (a)] Component (a) is one or more compounds selected from component (a1) and component (a2).
[0025] [Component (a1)] Component (a1) is a compound represented by the above general formula (a1). In the general formula (a1), the number of carbon atoms of the chain hydrocarbon group of R 1a is 6 or more, preferably 8 or more, and 18 or less, preferably 14 or less, more preferably 10 or less, from the viewpoint of further enhancing antibacterial properties. R 1a The chain hydrocarbon group of is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, from the viewpoint of further enhancing antibacterial properties. R 1a The chain hydrocarbon group of is preferably a linear or branched hydrocarbon group, more preferably a linear hydrocarbon group, from the viewpoint of further enhancing antibacterial properties.
[0026] In the general formula (a1), R 2a is a chain hydrocarbon group having 6 to 18 carbon atoms, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms or a benzyl group. R2a The number of carbon atoms in the chain hydrocarbon group of is 6 or more, preferably 8 or more, and 18 or less, preferably 14 or less, more preferably 10 or less, from the viewpoint of further enhancing antibacterial properties. R 2a The chain hydrocarbon group of is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, from the viewpoint of further enhancing antibacterial properties. R 2a The chain hydrocarbon group of is preferably a linear or branched hydrocarbon group, more preferably a linear hydrocarbon group, from the viewpoint of further enhancing antibacterial properties.
[0027] In the general formula (a1), R 3a , R 4a are each independently an alkyl group having 1 to 3 carbon atoms such as a methyl group or an ethyl group, a hydroxyalkyl group having 1 to 3 carbon atoms, or a benzyl group. R 3a , R 4a The alkyl group of is preferably a linear or branched alkyl group, more preferably a linear alkyl group, from the viewpoint of further enhancing antibacterial properties.
[0028] In the general formula (a1), X - is an anion. X - is preferably an alkyl sulfate ion having 1 to 3 carbon atoms such as CH3SO4 - , CH3CH2SO4 - or a halide ion, from the viewpoint of further enhancing antibacterial properties.
[0029] R 1a , R 2a Specific examples of the chain hydrocarbon group of include an octyl group, a nonyl group, a decyl group, a dodecyl group, a tetradecyl group, and a hexadecyl group. Each is independently preferably an octyl group or a decyl group, more preferably a decyl group, from the viewpoint of further enhancing antibacterial properties. R 2a , R 3a and R 4a Specific examples of the alkyl group having 1 to 3 carbon atoms of include, each independently, a methyl group, an ethyl group, and a propyl group. R 2a , R3a and R 4a Specific examples of the hydroxyalkyl group having 1 to 3 carbon atoms of R each independently include a hydroxymethyl group, a hydroxyethyl group, and a hydroxypropyl group.
[0030] More specific compounds of the compound represented by the general formula (a1) include, from the viewpoint of further enhancing antibacterial properties, mono-long-chain ammonium salts such as N-ethyl-N,N-dimethyltetradecylammonium salt, trimethylhexadecylammonium salt, and alkylbenzyldimethylammonium salt, and N,N-dioctyl-N,N-dimethylammonium salt, N,N-dinonyl-N,N-dimethylammonium salt, N,N-didecyl-N,N-dimethylammonium salt, N,N-dioctyl-N-ethyl-N-methylammonium salt, N,N-dinonyl-N-ethyl-N-methylammonium salt, and N,N-didecyl-N-ethyl-N-methylammonium salt. One or more compounds selected from di-long-chain ammonium salts can be mentioned, and a mono-long-chain ammonium salt and a di-long-chain ammonium salt can also be used in combination. The counterions for these salts are CH3SO4 - , CH3CH2SO4 - , or halide ions such as chloride ions.
[0031] <(a2) component> The (a2) component is a bispyridinium compound. Examples of the bispyridinium compound include those described in British Patent No. 1533952, JP-A-52-105228, and International Publication No. 2014 / 100807. Specific examples of the bispyridinium compound include a compound represented by the following general formula (a2) and a compound represented by the following general formula (a3).
[0032] [Chemical formula]
[0033] [In the formula, Y is an alkylene group or an alkenylene group having 4 to 18 carbon atoms, and R5a represents an alkyl group having 6 or more and 18 or less carbon atoms, a cycloalkyl group having 5 or more and 7 or less carbon atoms, or a phenyl group with or without halogen substitution, and A is an anion. q is 1 or 2, r is 1 or 2, and q × r = 2.
[0034] In the above general formula (a2) or (a3), A is a monovalent or divalent anion. For example, it can be an anion from compounds such as chloride, bromide, phosphate, orthosilicate, organic acids, such as an organic acid having the formula R 6a -COO - and alkyl (having 1 to 40 carbon atoms) sulfonic acid. Here, R 6a is hydrogen, hydroxyl, or an alkyl group having 1 to 40 carbon atoms.
[0035] From the viewpoint of further enhancing antibacterial properties, examples of the organic acid corresponding to the anion of A include acetic acid, propionic acid, glycolic acid, pyruvic acid, oxalic acid, maleic acid, malonic acid, succinic acid, fumaric acid, tartaric acid, citric acid, benzoic acid, cinnamic acid, mandelic acid, methanesulfonic acid, ethanesulfonic acid, p - toluenesulfonic acid, glycyllysine acid, salicylic acid, stearic acid, phosphonic acid, trifluoroacetic acid, cyanoacetic acid, 4 - cyanobenzoic acid, 2 - chlorobenzoic acid, 2 - nitrobenzoic acid, phenoxyacetic acid, benzenesulfonic acid, and the like.
[0036] From the viewpoint of further enhancing antibacterial properties, preferred bispyridinium compounds are compounds of general formula (a3), more preferably octenidine dihydrochloride (in general formula (a3), R 5a are each an n - octyl group, Y is an n - decenyl group, A is Cl, q is 1, and r is 2, CAS number 70775 - 75 - 6).
[0037] In the antibacterial agent composition of the present invention, the component (a) may be used alone or in combination of two or more.
[0038] The (a) component preferably contains the (a2) component from the viewpoint of further enhancing antibacterial properties.
[0039] <(b) component> The (b) component is a compound represented by the general formula (b1). When the (b) component is used in combination with the (a) component, the antibacterial property of the (a) component can be further enhanced. The (b) component may be used alone or in combination of two or more. In the general formula (b1), R 1b is a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms. From the viewpoint of further enhancing antibacterial properties, the number of carbon atoms of the linear or branched alkyl group of R 1b is 1 or more, preferably 2 or more, more preferably 3 or more, and 4 or less. R 1b From the viewpoint of further enhancing antibacterial properties, the alkyl group of R R 1b is preferably a methyl group, an ethyl group, a butyl group or a 1,1-dimethylethyl group, and more preferably a methyl group or a 1,1-dimethylethyl group from the viewpoint of further enhancing antibacterial properties.
[0040] In the general formula (b1), from the viewpoint of further enhancing antibacterial properties, the number of carbon atoms of the linear or branched alkyl group of R 2b is preferably 1 or more, and 25 or less, preferably 18 or less, more preferably 8 or less, and still more preferably 2 or less. R 2b From the viewpoint of further enhancing antibacterial properties, the alkyl group of R R 2b is preferably a hydrogen atom, a methyl group, an ethyl group, a butyl group, an octyl group or an octadecyl group, more preferably a hydrogen atom, a methyl group or an ethyl group, and still more preferably a methyl group from the viewpoint of further enhancing antibacterial properties. R 2b When R is a hydrogen atom, in the case where the antibacterial agent composition of the present invention is a composition containing water, it may be dissociated depending on the pH and contained in an ionic state. In the present invention, R 2bWhen it is said to contain the (b) component of a hydrogen atom, even if the (b) component in the antibacterial composition dissociates and is in an ionic state, it is regarded as containing the (b) component of the present invention. Also, R 2b In the case of a hydrogen atom, the amount of the (b) component is the amount converted to a compound in which R 2b is a hydrogen atom.
[0041] (b) component, from the viewpoint of further enhancing antibacterial properties, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoic acid, 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoic acid, methyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, methyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, ethyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, ethyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, butyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, butyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, octyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, octyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, octadecyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, and octadecyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, and one or more selected therefrom are preferred, and one or more selected from methyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, methyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate, ethyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate, and ethyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate are more preferred. That is, the (b) component, from the viewpoint of further enhancing antibacterial properties, in the above general formula (b1), R 1b is a methyl group or a 1,1-dimethylethyl group, and R2b Compounds with a hydrogen atom, methyl group, ethyl group, butyl group, octyl group or octadecyl group are preferred, and R 1b is a methyl group or 1,1-dimethylethyl group, and R 2b is a compound with a methyl group is more preferred.
[0042] <Composition, etc.> From the viewpoint of further enhancing antibacterial properties, the antibacterial composition of the present invention preferably contains the component (a) in an amount of 0.001% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, and preferably 50% by mass or less, more preferably 10% by mass or less, still more preferably 1% by mass or less. In the present invention, when dealing with the mass of the component (a), in the case of the component (a1), the value obtained by converting the counter ion to ethyl sulfate is used. In the case of the component (a2), the value obtained by converting the counter ion to chloride ion is used.
[0043] From the viewpoint of further enhancing antibacterial properties, the antibacterial composition of the present invention preferably contains the component (b) in an amount of 0.001% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.05% by mass or more, and preferably 10% by mass or less, more preferably 1% by mass or less, still more preferably 0.2% by mass or less.
[0044] From the viewpoint of further enhancing antibacterial properties, for the antibacterial composition of the present invention, the mass ratio (b) / (a) of the content of the component (a) to the content of the component (b) in the composition is preferably 0.01 or more, more preferably 0.1 or more, still more preferably 0.13 or more, and preferably 10 or less, more preferably 1 or less, still more preferably 0.7 or less.
[0045] <Component (c)> From the viewpoint of further enhancing antibacterial properties, the antibacterial composition of the present invention can optionally contain a nonionic surfactant. (c) From the perspective of further enhancing antibacterial properties, one or more nonionic surfactants selected from aliphatic alcohol alkoxylates and aliphatic ester alkoxylates are preferred. From the perspective of further enhancing antibacterial properties, the aliphatic hydrocarbon groups in aliphatic alcohol alkoxylates and aliphatic ester alkoxylates include alkyl groups or alkenyl groups, and alkyl groups are preferred.
[0046] From the perspective of further enhancing antibacterial properties, the aliphatic hydrocarbon groups in aliphatic alcohol alkoxylates and aliphatic ester alkoxylates are linear or branched, and linear ones are preferred. From the perspective of further enhancing antibacterial properties, the number of carbon atoms of the aliphatic hydrocarbon group is preferably 9 or more, more preferably 10 or more, still more preferably 12 or more, and preferably 20 or less, more preferably 18 or less, still more preferably 14 or less.
[0047] From the perspective of further enhancing antibacterial properties, the alkylene oxides in aliphatic alcohol alkoxylates and aliphatic ester alkoxylates are preferably one or more selected from ethylene oxide and propylene oxide, and ethylene oxide is more preferred. When the alkylene oxide contains ethylene oxide and propylene oxide, ethylene oxide and propylene oxide may be in a block bond type or a random bond type.
[0048] From the perspective of further enhancing antibacterial properties, the average added mole number of the alkylene oxides in aliphatic alcohol alkoxylates and aliphatic ester alkoxylates is preferably 1 or more, more preferably 5 or more, still more preferably 10 or more, and preferably 70 or less, more preferably 50 or less, still more preferably 35 or less, even more preferably 20 or less.
[0049] Examples of aliphatic ester alkoxylates include alkylene oxide adducts of fatty acids and their terminal methylated products. From the perspective of further enhancing antibacterial properties, fatty acid methyl ester ethoxylates are preferred as aliphatic ester alkoxylates.
[0050] From the viewpoint of further enhancing antibacterial properties, the fatty acid in the aliphatic ester alkoxylate is preferably a fatty acid having an aliphatic hydrocarbon group with 9 or more, more preferably 10 or more, still more preferably 12 or more carbon atoms, and preferably 20 or less, more preferably 18 or less, still more preferably 14 or less carbon atoms.
[0051] Examples of the component (c) include one or more nonionic surfactants selected from the nonionic surfactant represented by the following general formula (c1) and the nonionic surfactant represented by the following general formula (c2). R 1c -O-[(EO) p / (PO) q -H (c1) 〔In the formula, R 1c is an aliphatic hydrocarbon group having 10 to 24 carbon atoms, EO is an ethyleneoxy group, PO is a propyleneoxy group, p and q are average addition molar numbers, p is a number of 0 or more and 40 or less, q is a number of 0 or more and 6 or less, the sum of p and q is 1 or more, and when EO and PO are included, EO and PO may be in a block type bond or a random type bond.〕 R 2c -(CO)O-(AO) r -R 3c (c2) 〔In the formula, R 2c is an aliphatic hydrocarbon group having 9 to 18 carbon atoms, R 3c is a hydrogen atom or a methyl group, CO is a carbonyl group, AO is one or more alkyleneoxy groups selected from an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms. When AO includes an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms, the alkyleneoxy group having 2 carbon atoms and the alkyleneoxy group having 3 carbon atoms may be in a block type bond or a random type bond. r is an average addition molar number and is a number of 1 or more and 70 or less.〕
[0052] In the general formula (c1), R 1cThe number of carbon atoms is 10 or more, preferably 12 or more, and 24 or less, preferably 18 or less, more preferably 14 or less, from the viewpoint of further enhancing antibacterial properties.
[0053] In the general formula (c1), R 1c Examples of the aliphatic hydrocarbon group of are an alkyl group and an alkenyl group, and an alkyl group is preferable from the viewpoint of further enhancing antibacterial properties. R 1c is preferably a linear or branched aliphatic hydrocarbon group, for example, a linear or branched alkyl group or a linear or branched alkenyl group, and more preferably a linear alkyl group, from the viewpoint of further enhancing antibacterial properties.
[0054] In the general formula (c1), p is a number from 0 to 40. When p is not 0, from the viewpoint of further enhancing antibacterial properties, it is preferably 1 or more, more preferably 3 or more, still more preferably 5 or more, even more preferably 7 or more, even more preferably 10 or more, and preferably 35 or less, more preferably 30 or less.
[0055] In the general formula (c1), q is a number from 0 to 6. When q is not 0, from the viewpoint of further enhancing antibacterial properties, it is preferably 1 or more and preferably 4 or less.
[0056] Examples of the component (c) include nonionic surfactants represented by the following general formula (c1-1) from the viewpoint of further enhancing antibacterial properties. R 1c -O-(EO) n1 -(PO) q -(EO) n2 -H (c1-1) [In the formula, R 1c is an aliphatic hydrocarbon group having 10 to 24 carbon atoms, EO is an ethyleneoxy group, PO is a propyleneoxy group, n1, n2 and q are average addition mole numbers, n1 is a number from 0 to 20, q is a number from 1 to 6, and n2 is a number from 0 to 20. When both EO and PO are included, n1 and n2 are not 0 at the same time, and EO and PO are block-bonded in this order. ]
[0057] In general formula (c1-1), R 1c , specific examples and preferred examples of q are the same as R 1c and q in general formula (c1). In general formula (c1-1), n1 is a number from 0 to 20. When n1 is not 0, from the viewpoint of further enhancing antibacterial properties, it is preferably 4 or more, more preferably 5 or more, still more preferably 7 or more, and preferably 18 or less, more preferably 16 or less, still more preferably 12 or less.
[0058] In general formula (c1-1), n2 is a number from 0 to 20. When n2 is not 0, from the viewpoint of further enhancing antibacterial properties, it is preferably 4 or more, more preferably 5 or more, still more preferably 7 or more, and preferably 19 or less, more preferably 18 or less, still more preferably 17 or less.
[0059] Also, in general formula (c2), the number of carbon atoms of R 2c is 9 or more, preferably 10 or more, more preferably 12 or more, and 18 or less, preferably 16 or less, more preferably 14 or less from the viewpoint of further enhancing antibacterial properties. R 2c includes an alkyl group or an alkenyl group from the viewpoint of further enhancing antibacterial properties, and an alkyl group is preferred. From the viewpoint of further enhancing antibacterial properties, the aliphatic hydrocarbon group of R 2c may be linear or branched, and linear is preferred. From the viewpoint of further enhancing antibacterial properties, R 3c is a hydrogen atom or a methyl group, and a hydrogen atom is preferred.
[0060] In general formula (c2), r is 1 or more, preferably 5 or more, more preferably 10 or more, and 70 or less, preferably 50 or less, more preferably 25 or less from the viewpoint of further enhancing antibacterial properties. In general formula (c2), AO is at least one alkyleneoxy group selected from an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms. When AO contains an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms, the alkyleneoxy group having 2 carbon atoms and the alkyleneoxy group having 3 carbon atoms may be in a block type bond or a random type bond.
[0061] Examples of nonionic surfactants other than aliphatic alcohol alkoxylates and aliphatic ester alkoxylates include polyhydric alcohol fatty acid esters which may contain an alkyleneoxy group, alkyl glycosides, polyethylene glycols, polyoxyethylene·polyoxypropylene block copolymers, polyoxypropylene·polyoxyethylene·polyoxypropylene block copolymers, and the like. Examples of polyhydric alcohol fatty acid esters which may contain an alkyleneoxy group include glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sorbitan fatty acid esters, sucrose fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and the like from the viewpoint of further enhancing antibacterial properties.
[0062] Examples of the component (c) include, from the viewpoint of further enhancing antibacterial properties, nonionic surfactants represented by the following general formula (c1-2). R 4c -O-(EO) s -H (c1-2) 〔In the formula, R 4c is a secondary alkyl group having 8 to 24 carbon atoms, EO is an ethyleneoxy group, s is the average number of moles added, and is a number greater than 0 and less than 7.〕
[0063] In general formula (c1-2), R 4cThe number of carbon atoms is 8 or more, preferably 10 or more, more preferably 12 or more, and 24 or less, preferably 18 or less, more preferably 16 or less, even more preferably 14 or less, from the viewpoint of further enhancing antibacterial properties. Here, the secondary alkyl group is a residue obtained by removing a hydroxyl group from a secondary alcohol. More specifically, R in the general formula (c1-2) 4c in -O- is the R bonded to O 4c wherein the carbon atom of is a secondary carbon atom group.
[0064] In the general formula (c1-2), s is a number greater than 0 and less than 7, preferably 5 or less, more preferably 4 or less, even more preferably 3 or less, from the viewpoint of further enhancing antibacterial properties.
[0065] In the antibacterial agent composition of the present invention, the component (c) may be used alone or in combination of two or more.
[0066] The antibacterial agent composition of the present invention preferably contains the component (c) in an amount of 3% by mass or more, more preferably 5% by mass or more, even more preferably 10% by mass or more, and preferably 50% by mass or less, more preferably 30% by mass or less, even more preferably 25% by mass or less, from the viewpoint of further enhancing antibacterial properties.
[0067] The antibacterial agent composition of the present invention may optionally contain a surfactant other than the components (a) and (c) (hereinafter also referred to as other surfactants) as long as it does not affect the effects of the present invention. Examples of other surfactants include one or more surfactants selected from anionic surfactants and amphoteric surfactants. The content of other surfactants is preferably 2% by mass or less, more preferably 1% by mass or less, even more preferably 0.5% by mass or less, and even more preferably 0.1% by mass or less, and may be 0% by mass, in the antibacterial agent composition of the present invention, from the viewpoint of further enhancing antibacterial properties.
[0068] For example, from the viewpoint of further enhancing antibacterial properties, examples of the anionic surfactant include internal olefin sulfonates having 10 to 18 carbon atoms, sulfate esters having an alkyl group or alkenyl group with 10 to 24 carbon atoms, polyoxyalkylene alkyl or alkenyl ether sulfate esters having an alkyl group or alkenyl group with 10 to 24 carbon atoms, alkylbenzene sulfonates having an alkyl group with 8 to 18 carbon atoms (the alkyl group with 8 to 18 carbon atoms means an alkyl group substituting the benzene ring and does not include the benzene skeleton), sulfonates having an alkyl group or alkenyl group with 10 to 24 carbon atoms (however, excluding internal olefin sulfonates having 10 to 18 carbon atoms), and fatty acids having 10 to 24 carbon atoms or salts thereof, and one or more anionic surfactants selected therefrom. Examples of these salts include alkali metal salts, alkaline earth metal (1 / 2 atom) salts, ammonium salts, or organic ammonium salts from the viewpoint of further enhancing antibacterial properties. Examples of the alkali metal salts include sodium salts and potassium salts. Examples of the organic ammonium salts include alkanolammonium salts having 1 to 6 carbon atoms.
[0069] From the viewpoint of further enhancing antibacterial properties, the content of the anionic surfactant is preferably 1% by mass or less, more preferably 0.5% by mass or less, and still more preferably 0.1% by mass or less in the antibacterial agent composition of the present invention, and may be 0% by mass. In the present invention, the amount of the anionic surfactant shall be the value obtained by converting the counter ion to a hydrogen atom.
[0070] From the viewpoint of further enhancing antibacterial properties, examples of the amphoteric surfactant include alkyl or alkenyl amine oxides having 10 to 24 carbon atoms, alkyl or alkenyl betaines having 10 to 24 carbon atoms, alkyl or alkenyl sulfobetaines having 10 to 24 carbon atoms, and the like.
[0071] The antibacterial composition of the present invention preferably contains water. As the water, ion-exchanged water, tap water, purified water, etc. can be used. The water can be used in an amount such that, as the remainder of the composition, the total composition of the whole composition becomes 100% by mass. From the viewpoint of further enhancing the antibacterial property, the antibacterial composition of the present invention preferably contains water in the composition in an amount of preferably 10% by mass or more, more preferably 30% by mass or more, still more preferably 50% by mass or more, and preferably 90% by mass or less, more preferably 85% by mass or less.
[0072] From the viewpoint of further enhancing the antibacterial property, the antibacterial composition of the present invention can optionally contain the following components (1) to (11) as other optional components, as long as the effects of the present invention are not affected.
[0073] (1) Alkali agent From the viewpoint of further enhancing the antibacterial property, the antibacterial composition of the present invention preferably contains an alkali agent. Examples of the alkali agent include inorganic alkali agents such as alkali metal hydroxides and alkali metal carbonates, and alkanolamines in which one to three of the groups bonded to the nitrogen atom are alkanol groups having 2 to 4 carbon atoms and the remainder are alkyl groups having 1 to 4 carbon atoms or hydrogen atoms. From the viewpoint of further enhancing the antibacterial property, among these, the alkanol group is preferably a hydroxyalkyl group, more preferably a hydroxyethyl group. From the viewpoint of further enhancing the antibacterial property, those other than the alkanol group are preferably a hydrogen atom or a methyl group, and particularly preferably a hydrogen atom. Examples of the alkanolamine include alkanolamines such as 2-aminoethanol, N-methylethanolamine, N,N-dimethylethanolamine, N,N-diethylethanolamine, diethanolamine, N-methyldiethanolamine, and triethanolamine. In the present invention, from the viewpoint of further enhancing the antibacterial property, the alkanolamine selected from monoethanolamine and triethanolamine is preferred as the component (1), and monoethanolamine is more preferred. In addition, the alkali agent as the component (1) can also be used to adjust the pH of the antibacterial composition of the present invention to a predetermined value. In the antibacterial composition of the present invention, the component (1) may be blended in an amount such that the pH described later is achieved. Specifically, from the viewpoint of further enhancing antibacterial properties, in the composition, it is preferably contained in an amount of 0.01% by mass or more, more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 8% by mass or less. In the present invention, the amount of the alkaline agent of the component (1), particularly the alkanolamine, includes the amount incorporated into the composition from other components such as the counter ion of the anionic surfactant.
[0074] (2) Chelating agent Specific examples of the chelating agent include, from the viewpoint of further enhancing antibacterial properties, aminopolyacetic acids such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, hydroxyethyliminodiacetic acid or salts thereof, organic acids such as citric acid, lactic acid, tartaric acid, malic acid or salts thereof, 1-hydroxyethylidene-1,1-diphosphonic acid, diethylenetriaminepenta(methylenephosphonic acid), alkali metal or lower amine salts thereof, and the like. The content of the chelating agent as the component (2), when regarded as the acid form, is preferably 0.1% by mass or more and 5% by mass or less, more preferably 0.1% by mass or more and 4% by mass or less, still more preferably 0.1% by mass or more and 3% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0075] (3) Recontamination inhibitor and / or polymer-based dispersant Examples of the recontamination inhibitor and / or polymer-based dispersant include polyacrylic acid, polymaleic acid, carboxymethyl cellulose, etc. from the viewpoint of further enhancing antibacterial properties. The content of the recontamination inhibitor and / or polymer-based dispersant is preferably 0.01% by mass or more and 10% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0076] (4) Bleaching agent Examples of the bleaching agent include hydrogen peroxide, sodium percarbonate, sodium perborate, etc. from the viewpoint of further enhancing antibacterial properties. The content of the bleaching agent is preferably 0.01% by mass or more and 10% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0077] (5) Bleaching activator As the bleaching activator, from the viewpoint of further enhancing antibacterial properties, tetraacetylethylenediamine, bleaching activators represented by general formulas (I-2) to (I-7) of JP-A-6-316700, etc. may be mentioned. The content of the bleaching activator is preferably 0.01% by mass or more and 10% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0078] (6) Enzyme As the enzyme, from the viewpoint of further enhancing antibacterial properties, one or more enzymes selected from amylase, sucrase, lactase, cellulase, pectinase, protease, nuclease, lipase, etc. may be mentioned. The content of the enzyme is preferably 0.001% by mass or more and 2% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties. From the viewpoint of further enhancing antibacterial properties, it is preferable that the enzyme contains amylase and protease.
[0079] (7) Fluorescent dye As the fluorescent dye, from the viewpoint of further enhancing antibacterial properties, fluorescent dyes commercially available as, for example, Tinopal CBS (trade name, manufactured by Ciba Specialty Chemicals) and Whitex SA (trade name, manufactured by Sumitomo Chemical Co., Ltd.) may be mentioned. The content of the fluorescent dye is preferably 0.001% by mass or more and 1% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0080] (8) Antioxidant As the antioxidant, from the viewpoint of antibacterial properties, butylhydroxytoluene, distyrenated cresol, sodium sulfite, sodium bisulfite, etc. may be mentioned. However, the component (b) above is excluded. The content of the antioxidant is preferably 0.01% by mass or more and 2% by mass or less in the composition from the viewpoint of further enhancing antibacterial properties.
[0081] (9) Antibacterial agents such as dyes, fragrances, dichloroisocyanuric acid, defoaming agents such as silicone, enzyme stabilizers From the viewpoint of further enhancing antibacterial properties, dichloroisocyanuric acid is preferable as the antibacterial agent. Examples of the enzyme stabilizer include boric acid, borax, formic acid or its salts, benzoic acid, lactic acid or its salts, calcium salts such as calcium chloride and calcium sulfate, etc. The content of the enzyme stabilizer in the composition is 0.001% by mass or more and 2% by mass or less.
[0082] (10) Organic solvent having a hydroxyl group From the viewpoint of further enhancing antibacterial properties, one or more compounds selected from the following components (10-1) to (10-6) are used as the organic solvent having a hydroxyl group.
[0083] (10-1) Component: Monohydric alcohol having an aliphatic hydrocarbon group with 2 to 6 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-1) component include monohydric alcohols selected from ethanol, 1-propanol, 2-propanol, and 1-butanol.
[0084] (10-2) Component: Dihydric to hexahydric alcohol having 2 to 6 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-2) component include dihydric or trihydric alcohols selected from ethylene glycol, propylene glycol, butylene glycol, 2-methyl-2,4-pentanediol, 1,5-pentanediol, 1,6-hexanediol, and glycerin. 2-Methyl-2,4-pentanediol is also referred to as hexylene glycol.
[0085] (10-3) Component: Polyalkylene glycol containing an alkylene glycol unit with 2 to 4 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-3) component include polyalkylene glycols selected from diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, polyethylene glycol having a weight average molecular weight of 400 or more and 4000 or less, and polypropylene glycol having a weight average molecular weight of 400 or more and 4000 or less.
[0086] (10-4) component: Monoalkyl ether of (mono- or poly) alkylene glycol having an alkylene glycol unit with 2 to 4 carbon atoms and an alkyl group with 1 to 4 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-4) component include compounds selected from diethylene glycol monomethyl ether, triethylene glycol monomethyl ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, tripropylene glycol monomethyl ether, diethylene glycol monobutyl ether (also called butyl carbitol), 1-methoxy-2-propanol, and 1-ethoxy-2-propanol.
[0087] (10-5) component: Alkyl glyceryl ether having an alkyl group with 1 to 8 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-5) component include alkyl glyceryl ethers selected from 1-methyl glyceryl ether, 2-methyl glyceryl ether, 1,3-dimethyl glyceryl ether, 1-ethyl glyceryl ether, 1,3-diethyl glyceryl ether, triethyl glyceryl ether, 1-pentyl glyceryl ether, 2-pentyl glyceryl ether, 1-octyl glyceryl ether, and 2-ethylhexyl glyceryl ether.
[0088] (10-6) component: Aromatic alkyl ether of (mono- or poly) alkylene glycol having an alkylene glycol unit with 2 or 3 carbon atoms From the viewpoint of further enhancing antibacterial properties, examples of the (10-6) component include compounds selected from 2-phenoxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, polyethylene glycol monophenyl ether with an average molecular weight of about 480, 2-benzyloxyethanol, and diethylene glycol monobenzyl ether.
[0089] In the above-mentioned components (10-4) and (10-6), the term "(mono- or poly-)alkylene glycol" means monoalkylene glycol or polyalkylene glycol. Also, "polyalkylene glycol" means containing alkylene glycol units in an amount of 2 or more and 9 or less.
[0090] From the viewpoint of further enhancing antibacterial properties, the component (10) is preferably at least one compound selected from the components (10-1), (10-2), (10-4), and (10-6). More specifically, from the viewpoint of further enhancing antibacterial properties, the antibacterial agent composition of the present invention preferably contains at least one compound selected from ethanol, propylene glycol, diethylene glycol monobutyl ether, 2-phenoxyethanol, diethylene glycol monophenyl ether, and triethylene glycol monophenyl ether. The antibacterial agent composition of the present invention preferably contains at least one organic solvent selected from ethanol, propylene glycol, diethylene glycol monobutyl ether, 2-phenoxyethanol, and polyethylene glycol phenyl ether as the organic solvent having a hydroxyl group from the viewpoint of further enhancing antibacterial properties.
[0091] From the viewpoint of further enhancing antibacterial properties in the composition, the content of the component (10) is preferably 1% by mass or more, more preferably 4% by mass or more, still more preferably 5% by mass or more, and preferably 40% by mass or less, more preferably 20% by mass or less, still more preferably 10% by mass or less.
[0092] (11) Hydrotrope From the perspective of further enhancing antibacterial properties, the antibacterial agent composition of the present invention can contain a hydrotrope. From the perspective of further enhancing antibacterial properties, the hydrotrope is an organic compound having an anionic group, and further contains one or two alkyl groups selected from a methyl group, an ethyl group, or a propyl group, and has one sulfonic acid group or carboxylic acid group, and examples thereof include alkylbenzenecarboxylic acid, alkylbenzenesulfonic acid, or salts thereof, and benzoic acid or a salt thereof. More specifically, from the perspective of further enhancing antibacterial properties, examples of the hydrotrope include paratoluenesulfonic acid, cumenesulfonic acid, metaxylenesulfonic acid, benzoic acid, and salts thereof, and the salt is preferably an alkali metal salt. In the present invention, from the perspective of further enhancing antibacterial properties, paratoluenesulfonic acid or an alkali metal salt thereof is preferred, and it may be blended as an acid and neutralized with an alkali agent in the composition. The antibacterial agent composition of the present invention preferably contains a hydrotrope, in terms of the acid-type compound, from the perspective of further enhancing antibacterial properties, preferably 0.1% by mass or more, more preferably 0.5% by mass or more, still more preferably 1% by mass or more, and preferably 5% by mass or less, more preferably 4% by mass or less, still more preferably 3% by mass or less.
[0093] The pH of the antibacterial agent composition of the present invention is not particularly limited, but can be set in consideration of perspectives such as further enhancing antibacterial properties. For example, the pH at 25°C can be 3 or more, further 5 or more, still further 7 or more, and 12 or less, further 11 or less, still further 10 or less. The pH is a value measured at 25°C using a glass electrode. Specifically, it is measured by the following method.
[0094] <Method for Measuring pH> Calibrate the pH electrode (model 6367) of the pH meter D-52 manufactured by Horiba, Ltd. in advance with a phthalic acid buffer solution (pH 4.01), a phosphate standard solution (pH 6.84), and a borate standard solution (pH 9.18), and rinse it thoroughly with ion-exchanged water. Insert the pH electrode calibrated and washed as described above into the antibacterial agent composition adjusted to 25°C, and use the AUTO HOLD mode of the pH meter to measure until the measured value becomes constant.
[0095] The antibacterial composition of the present invention is suitable for use in fibrous products such as clothing, towels, bedding, and fibrous products for bedding (such as sheets and pillowcases), as well as for hard surfaces such as washing tubs, tableware, bathrooms, floors, toilets, mirrors, sinks around the kitchen, counter tops, areas around water pipes, and medical instruments.
[0096] The fibers constituting the fibrous products can be either hydrophobic fibers or hydrophilic fibers. Also, the fibers can be natural fibers, chemical fibers, or a mixture of these. Examples of hydrophobic fibers include protein-based fibers (such as milk protein casein fibers and Promix), polyamide-based fibers (such as nylon), polyester-based fibers (such as polyester), polyacrylonitrile-based fibers (such as acrylic), polyvinyl alcohol-based fibers (such as vinylon), polyvinyl chloride-based fibers (such as polyvinyl chloride), polyvinylidene chloride-based fibers (such as vinylidene), polyolefin-based fibers (such as polyethylene and polypropylene), polyurethane-based fibers (such as polyurethane), polyvinyl chloride / polyvinyl alcohol copolymer-based fibers (such as polyclaral), polyalkylene paraoxybenzoate-based fibers (such as benzoate), polyfluoroethylene-based fibers (such as polytetrafluoroethylene), glass fibers, carbon fibers, alumina fibers, silicon carbide fibers, rock fibers, slag fibers, metal fibers (such as gold threads, silver threads, and steel fibers), etc. Examples of hydrophilic fibers include seed hair fibers (such as cotton and kapok), bast fibers (such as hemp, flax, ramie, hemp, and jute), leaf vein fibers (such as Manila hemp and sisal), coconut fibers, rush, straw, animal hair fibers (such as wool, mohair, cashmere, camel hair, alpaca, vicuña, and angora), silk fibers (such as mulberry silk and wild silk), feathers, and cellulose-based fibers (such as rayon, polynosic, cupra, and acetate), etc.
[0097] Examples of the materials of the hard articles include plastics (including silicone resins, etc.), metals, ceramics, wood, and combinations thereof. Examples of plastics include polyolefins such as polypropylene and polyethylene, polymethacrylate, polycarbonate, ABS resin, and polyethylene terephthalate.
[0098] The bacteria targeted by the antibacterial composition of the present invention are not particularly limited. For example, they include one or more selected from Escherichia coli, staphylococci such as Staphylococcus aureus, Micrococcus spp., Moraxella spp., Acinetobacter spp., Propionibacterium spp., Corynebacterium spp., Legionella spp., Lactobacillus spp., Clostridium spp., Streptococcus spp., Haemophilus spp., Shigella spp., Ralstonia solanacearum, Sphingobium spp., Pseudomonas spp., Xanthomonas spp., and Aspergillus spp. From the perspective of the ability of bacteria to produce odors, it preferably has antibacterial performance effective against one or more bacteria selected from Escherichia coli, staphylococci such as Staphylococcus aureus, Micrococcus spp., Moraxella spp., Acinetobacter spp., Propionibacterium spp., and Corynebacterium spp.
[0099] The antibacterial composition of the present invention may be an antibacterial composition containing component (a) and component (b). It may also be an antibacterial composition containing component (a), component (b), and optionally component (c). In this antibacterial composition, the content of each of the above components can be applied by replacing it with the blending amount of each component in all the components to be blended.
[0100] <Method for treating textile products> The method for treating textile products of the present invention is a method for treating textile products, which comprises bringing the antibacterial composition of the present invention into contact with the textile products. Further, the method for treating textile products of the present invention may be one that brings a treatment liquid containing the above component (a), component (b), and water (hereinafter also referred to as the treatment liquid of the present invention) into contact with the textile products. The treatment liquid can optionally contain one or more selected from the above component (c) and the other optional components. For example, the method for treating textile products of the present invention may be one that brings a treatment liquid containing component (a), component (b), component (c), and water into contact with the textile products. In the method for treating textile products of the present invention, the matters described in the antibacterial agent composition of the present invention can be applied. Specific examples and preferred examples of the component (a), component (b), component (c) and other optional components in the method for treating textile products of the present invention are the same as those of the antibacterial agent composition of the present invention. In the method for treating textile products of the present invention, a treatment liquid prepared from the antibacterial agent composition of the present invention can be used. Further, if it is a composition suitable for imparting antibacterial properties to textile products, the antibacterial agent composition of the present invention may be used as the treatment liquid as it is. The treatment liquid of the present invention may be a treatment liquid obtained by mixing the component (a), component (b) and water. For this treatment liquid, the content of each component described below can be applied by replacing it with the mixing amount of each component in all the components to be mixed.
[0101] Since the method for treating textile products of the present invention can impart antibacterial properties to textile products, for example, an excellent antibacterial effect can be obtained even with a short treatment time. In the method for treating textile products of the present invention, for example, the contact time of the treatment liquid of the present invention may be, for example, within 1 day (within 24 hours), further within 6 hours, further within 30 minutes, further within 15 minutes, and further within 5 minutes. This contact time may start from the time when the treatment liquid of the present invention first contacts the object.
[0102] In the method for treating textile products of the present invention, the pH of the treatment liquid of the present invention is not particularly limited from the viewpoint of further enhancing antibacterial properties, but the pH at 25°C may be, for example, 3 or more, further 5 or more, further 7 or more, and 12 or less, further 11 or less, further 10 or less. The pH is a value measured at 25°C using a glass electrode, and specifically, it can be measured by the same method as the method for measuring the pH of the antibacterial agent composition of the present invention.
[0103] The treatment liquid of the present invention can contain the component (a) preferably at 0.05 ppm or more, more preferably at 1 ppm or more, still more preferably at 4 ppm or more, and preferably at 1,000 ppm or less, more preferably at 250 ppm or less, still more preferably at 25 ppm or less from the viewpoint of further enhancing antibacterial properties.
[0104] The treatment liquid of the present invention can preferably contain the component (b) in an amount of 0.01 ppm or more, more preferably 0.1 ppm or more, still more preferably 0.5 ppm or more, and preferably 100 ppm or less, more preferably 10 ppm or less, still more preferably 5 ppm or less, and even more preferably 2 ppm or less from the viewpoint of further enhancing antibacterial properties.
[0105] When the treatment liquid of the present invention contains the component (c), the treatment liquid of the present invention can preferably contain the component (c) in an amount of 2 ppm or more, more preferably 10 ppm or more, still more preferably 80 ppm or more, and preferably 5,000 ppm or less, more preferably 1,000 ppm or less, still more preferably 250 ppm or less from the viewpoint of further enhancing antibacterial properties.
[0106] The method for treating a fiber product of the present invention can be carried out, for example, by incorporating it into a washing step or a rinsing step in the so-called washing of a fiber product. In that case, the washing conditions can conform to normal washing. When the method for treating a fiber product of the present invention is carried out by incorporating it into a washing step or a rinsing step of washing, from the viewpoint of further enhancing antibacterial properties, a treatment liquid obtained by diluting the antibacterial agent composition of the present invention with water at a dilution ratio of preferably 500 times or more, more preferably 800 times or more, and preferably 5,000 times or less, more preferably 3,000 times or less can be used.
Examples
[0107] Antibacterial agent compositions shown in Table 1 were prepared and their antibacterial properties were evaluated by the following method. The results are shown in Table 1. Also, formulation examples of the antibacterial agent composition of the present invention are shown in Table 2. Note that the antibacterial agent compositions of the examples in Table 1 had excellent antibacterial effects. Also, the antibacterial agent compositions of the formulation examples in Table 2 had excellent antibacterial effects.
[0108] 〔Evaluation method for antibacterial effect of fiber products〕 (1) Preparation of test cloth As the fiber product for evaluation, a cotton plain weave fabric (cotton 2003, purchased from Taniguchi Shoten) was used. The 6 cm × 6 cm cotton plain weave fabric was treated with each of the various antibacterial agent compositions described in the table to prepare test fabrics for antibacterial tests. Specifically, the cleaning solution was adjusted by diluting the various antibacterial agent compositions with the tap water in Wakayama City to a concentration of 0.83 g / L. 30 g of the above-mentioned cotton plain weave fabric and 600 mL of the cleaning solution were put into a stirring type detergency tester (Tergotometer, manufactured by Ueshima Seisakusho), and after washing at 85 rpm for 10 minutes, dehydration was carried out for 1 minute in the dehydrator of a two-layer washing machine PS-H35L (Hitachi). The dehydrated test fabric was put into 600 mL of tap water and rinsed at 85 rpm for 3 minutes with a stirring type detergency tester. Dehydration was carried out for 1 minute in the dehydrator of the two-tank type washing machine and then naturally dried to obtain the test fabric.
[0109] (2) Antibacterial test (1) In the test fabric prepared in (1), the antibacterial effect against Staphylococcus aureus was evaluated. The bacteria were pre-cultured in an SCD-LP agar medium (manufactured by Nippon Pharmaceutical Co., Ltd.) in advance, and 0.2 mL of the bacterial solution (initial bacterial count 1.0 × 10 7 CFU / mL) was inoculated onto 0.4 g of the test fabric, and after static culture at 37°C for 18 hours, 20 mL of an LP diluent (manufactured by Nippon Pharmaceutical Co., Ltd.) was added and ultrasonic waves were irradiated for 10 minutes to extract the bacteria. Serial dilution of the extract was carried out, and after mixing on an SCD-LP agar medium (manufactured by Nippon Pharmaceutical Co., Ltd.), culture was carried out at 37°C overnight. The fabric without washing treatment was also statically cultured under the same conditions. The number of colonies obtained for each fabric was measured, and the value obtained by subtracting the common logarithm value of the viable bacteria count of each example or comparative example from the common logarithm value of the viable bacteria count of the fabric without washing treatment was defined as the antibacterial activity value. In this evaluation, a higher antibacterial activity value indicates a higher antibacterial effect. Note that the inoculation amount in this evaluation of the antibacterial effect is a test under more severe conditions than the antibacterial test in Japanese Industrial Standard (JIS L 1902).
[0110]
Table 1
[0111]
Table 2
[0112] The components in the table are as follows. <(a) component> (a-1): Ethyl N-ethyl-N,N-dimethyltetradecylammonium sulfate (a-2): Ethyl N,N-didecyl-N-ethyl-N-methylammonium sulfate (a-3): Octenidine dihydrochloride; CAS No. 70775-75-6
[0113] <(b) component> (b-1): Methyl 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoate; CAS No. 6386-38-5 (b-2): Methyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoate; CAS No. 6386-39-6
[0114] <(c) component> (c-1): Polyoxypropylene·polyoxyethylene mixed alkyl ether (a mixed alkyl group of an alkyl group having 12 carbon atoms / an alkyl group having 14 carbon atoms (7 / 3, mass ratio), to which a polyoxypropylene group and a polyoxyethylene group are bonded in this order, and the average added mole number of the oxypropylene group is 3.7 moles, and the average added mole number of the oxyethylene group is 16.5 moles) (c-2): Polyoxyethylene mixed alkyl ether (a mixed alkyl group of an alkyl group having 12 carbon atoms / an alkyl group having 14 carbon atoms (7 / 3, mass ratio), to which a polyoxyethylene group is bonded, and the average added mole number of the oxyethylene group is 10 moles) (c-3): A nonionic surfactant obtained by adding an average of 3 moles of ethylene oxide to a secondary alcohol having 12 to 14 carbon atoms
[0115] <Other components> Protease: Manufactured by Kao Corporation Amylase: Manufactured by Novozymes Calcium chloride: Manufactured by Tokuyama Corporation Palm oil fatty acid: Lunac L55, manufactured by Kao Corporation Acrylic acid polymer: manufactured by Nippon Shokubai Co., Ltd. Butyl carbitol: manufactured by Nippon Emulsion Co., Ltd. Citric acid: manufactured by Fuso Chemical Industry Co., Ltd. Monoethanolamine: manufactured by Nippon Shokubai Co., Ltd. Ion-exchanged water
Claims
1. An antibacterial composition containing the following component (a) and component (b). Component (a): One or more compounds selected from a compound represented by the following general formula (a1) [hereinafter referred to as component (a1)] and a bispyridinium compound [hereinafter referred to as component (a2)] 【Chemical 1】 〔In the general formula (a1), R 1a is a chain hydrocarbon group having 6 to 18 carbon atoms, R 2a is a chain hydrocarbon group having 6 to 18 carbon atoms, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, or a benzyl group, R 3a and R 4a are each independently an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, or a benzyl group, and X - is an anion.〕 Component (b): A compound represented by the following general formula (b1) [Chemical 2] 〔In general formula (b1), R 1b represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and R 2b represents a hydrogen atom or a linear or branched alkyl group having 1 to 25 carbon atoms.〕
2. The antibacterial composition according to claim 1, wherein component (a) contains component (a2).
3. A method for treating a fiber product, comprising bringing the antibacterial composition according to claim 1 or 2 into contact with the fiber product.
Citation Information
Patent Citations
Method of using antioxidants in fabric treatment compositions for treating elastane-containing fabrics
JP2022531561A
Method for reducing malodors on fabrics
JP2022553815A
Liquid detergent composition
JP2023116410A
Liquid laundry detergent composition
JP2023506052A