Industrial pest control composition

The industrial pest control composition, featuring a guanidine compound like iminoctadine, effectively controls a wide range of pests without affecting the appearance of industrial products, addressing the limitations of existing compositions.

JP7699475B2Active Publication Date: 2025-06-27NIPPON SODA CO LTD
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Patent Information

Application Number
JP2021097985
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-06-11
Publication Date
2025-06-27
Estimated Expiration
2041-06-11

AI Technical Summary

Technical Problem

Existing industrial pest control compositions either fail to effectively control a wide range of pests or cause discoloration and other appearance issues in industrial products, limiting their use in business and daily life applications.

Method used

An industrial pest control composition containing a guanidine compound, preferably an iminoctadine compound such as iminoctadine acetate or iminoctadine albesilate, which is incorporated into various industrial products like coatings, adhesives, and paints to provide effective pest control without affecting their appearance.

Benefits of technology

The composition exhibits a broad-spectrum pest control effect, is suitable for use in non-agricultural and non-medical settings, and does not cause discoloration or other appearance issues in industrial products, ensuring their appearance remains unchanged over time.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an industrial pest control composition that has the effect of controlling a wide range of pests, can be used in consumer as well as industrial products, and does not impair the appearance of the industrial products by discoloration or the like.SOLUTION: Guanidine compounds such as iminoctadine alkylbenzenesulfonate, iminoctadine triacetate are mixed with an adhesive, a coating or the like containing a resin and an additive to give a pest control composition. The pest control composition is applied to a substrate, giving a molding having a high pest control effect.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a pest control composition. More specifically, the present invention relates to an industrial pest control composition that exhibits a control effect against a wide range of pests, can be used in business or daily life excluding agriculture or medicine, and does not damage the appearance of industrial products due to discoloration or the like.

Background Art

[0002] Industrial oils such as lubricating oils and metalworking oils; various industrial products such as starch paste, glue, coated paper, coating liquids for paper, paints, adhesives, repair agents, caulking materials, sealing materials, synthetic rubber latex, printing inks, organic material films, plastic products, and cement admixtures; industrial circulating cooling water, industrial water such as papermaking process water in the pulp and paper industry; etc. use industrial preservatives or industrial bactericides for suppressing the reproduction of pests, removing pests, etc.

[0003] For example, Patent Document 1 discloses an industrial sterilizing composition containing 2-n-octyl-4-isothiazolin-3-one and polyhexamethylene biguanide hydrochloride as active ingredients.

[0004] Patent Document 2 discloses an industrial bactericide and preservative characterized by containing one or two of polyhexamethylene biguanide hydrochloride and polyhexamethylene biguanide acetate and 2-bromo-2-nitropropane-1,3-diol as active ingredients in a ratio that exhibits a synergistic effect.

[0005] Patent Document 3 discloses a novel guanidine compound. Cited Document 3 teaches that this guanidine compound can be used as an industrial bactericide and that other bactericide components such as iminoctadine acetate can be mixed and used in combination with this guanidine compound.

[0006] Patent Document 4 discloses an industrial preservative containing an addition salt of an acid having a lipophilic group with 9 or more carbon atoms in total in an antibacterial and antifungal guanidine compound. And Patent Document 4 discloses, as antibacterial and antifungal guanidine compounds, guazatine (1,1'-iminodi(octamethylene)diguanidine), 1,8-diguanidinooctane, 1,12-diguanidinododecane, 8-guanidinooctyl-3-guanidinopropyl ether, dodecylguanidine, guazatine triacetate, dodecylguanidine hydrochloride, and the like.

[0007] Patent Document 5 discloses an aqueous suspension composition containing 3-iodo-2-propynyl-n-butylcarbamate, an alkylnaphthalenesulfonate, and a nonionic surfactant, which is effective for controlling molds, particularly for controlling mold fungi that propagate on wood. Patent Document 5 states that components such as guanidine compounds such as dodecylguanidine hydrochloride, dodecylguanidine acetate, and iminoctadine acetate can coexist in this composition.

Prior Art Documents

Patent Documents

[0008]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

Disclosure of the Invention

Problems to be Solved by the Invention

[0009] An object of the present invention is to provide an industrial pest control composition that exhibits a control effect against a wide range of pests, can be used in business or daily life excluding agriculture or medicine, and does not impair the appearance of industrial products or the like due to discoloration or the like.

Means for Solving the Problems

[0010] As a result of investigations to achieve the above object, the present invention including the following aspects has been completed.

[0011] 〔1〕An industrial pest control composition containing a guanidine compound. 〔2〕The industrial pest control composition according to 〔1〕, wherein the guanidine compound is an iminoctadine compound. 〔3〕The industrial pest control composition according to 〔2〕, wherein the iminoctadine compound is at least one salt selected from the group consisting of hydrochloride, alkylbenzenesulfonate, and acetate. 〔4〕A resin composition containing the industrial pest control composition according to any one of 〔1〕 to 〔3〕 and a resin.

[0012] 〔5〕A molded article containing the resin composition according to 〔4〕.

[0013] 〔6〕A coating composition containing the industrial pest control composition according to any one of 〔1〕 to 〔3〕 or the resin composition according to 〔4〕. 〔7〕An adhesive composition containing the industrial pest control composition according to any one of 〔1〕 to 〔3〕 or the resin composition according to 〔4〕. 〔8〕A paint composition containing the industrial pest control composition according to any one of 〔1〕 to 〔3〕 or the resin composition according to 〔4〕.

[0014] 〔9〕A molded article having a base material and a layer composed of the adhesive composition according to claim 7 coated thereon and 〔10〕A molded article having a base material and a layer composed of the paint composition according to claim 8 coated thereon A molded article having 〔11〕 A molded article having a base material and a layer composed of the coating composition according to claim 6 coated thereon A molded article having

Advantages of the Invention

[0015] The industrial pest control composition of the present invention exhibits a control effect against a wide range of pests. Since the industrial pest control composition of the present invention has low skin irritation, etc., it can be used in business or for household use except for agriculture or medicine. The industrial pest control composition of the present invention can provide various industrial products that do not undergo daily changes in appearance such as discoloration.

Embodiments for Carrying Out the Invention

[0016] The industrial pest control composition of the present invention contains a guanidine compound. Here, “industrial use” means business use or household use excluding agricultural and medical use. Examples of pests include bacteria, oomycetes, proteobacteria, fungi (such as molds and yeasts), and algae. Pest control property means having an effect of preventing the reproduction of pests and / or an effect of removing pests. The industrial pest control composition of the present invention is also effective against Alternaria fungi, which are particularly problematic in industrial use.

[0017] Examples of the guanidine compound used in the present invention include polyhexamethylene biguanide (PHMB) and its salts (for example, polyhexamethylene biguanide hydrochloride), chlorhexidine and its salts (for example, chlorhexidine gluconate, etc.), cyanoguanidine, 1,1'-(ammoniumdiyl dioctane-8,1-diyl) diguanidinium triacetate, guanidine hydrochloride, iminoctadine compounds, and the like. Among these, iminoctadine compounds are preferred.

[0018] Examples of the iminoctadine compound include iminoctadine, iminoctadine hydrochloride, iminoctadine alkylbenzenesulfonate, or iminoctadine acetate. Among the alkylbenzenesulfonates, dodecylbenzenesulfonate, which is also referred to as albesilate, is included. Among these, iminoctadine albesilate or iminoctadine acetate is preferable.

[0019] Iminoctadine is also referred to as 1,1’-[iminodi(octamethylene)] diguanidine. Iminoctadine albesilate is also referred to as 1,1’-iminodioctamethylene diguanidium = tris(dodecylbenzenesulfonate) and is generally represented by the following structural formula. TIFF0007699475000001.tif32148

[0020] Iminoctadine acetate is also referred to as 1,1’-iminodioctamethylene diguanidium = triacetate and is generally represented by the following structural formula. TIFF0007699475000002.tif32115

[0021] The amount of the guanidine compound contained in the industrial pest control composition of the present invention can be appropriately set according to the use. For example, with respect to 100 parts by mass of the industrial pest control composition, it is preferably 0.0001 to 1.0 part by mass, more preferably 0.0005 to 0.5 part by mass, and still more preferably 0.001 to 0.3 part by weight.

[0022] The industrial pest control composition of the present invention may contain a solvent. The solvent is preferably one that can disperse or dissolve the guanidine compound. Specific examples of the solvent include, for example, water; glycol ether solvents such as diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monobutyl ether, 2-ethylhexyl glycol, tripropylene glycol monomethyl ether, diethylene glycol monohexyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monobutyl ether; organic acids such as formic acid, acetic acid, lactic acid, oxalic acid, citric acid, benzoic acid; alcohols such as methanol, ethanol, isopropyl alcohol, isobutyl alcohol, n-butanol; amines such as ethanolamine, dimethylamine, pyridine; amides such as dimethylformamide, dimethylacetamide, N-methylpyrrolidone; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, acetylacetone; ethers such as diethyl ether, dimethyl ether, tetrahydrofuran; hydroxyethers such as ethyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether; esters such as ethyl acetate, butyl acetate, ethyl lactate, butyl lactate; hydrocarbons such as hexane, benzene, xylene, toluene; halogenated hydrocarbons such as dichloromethane, carbon tetrachloride, chloroform, trichloroethylene; acetonitrile; mineral oil, synthetic hydrocarbon oil, synthetic ester oil, natural oil, natural oil derivative, ether oil, silicone oil, fluorine oil, etc. These solvents can be used alone or in combination of two or more.

[0023] The amount of the solvent contained in the industrial pest control composition of the present invention can be appropriately set according to the use. For example, with respect to 100 parts by mass of the industrial pest control composition, it is preferably 5 to 90 parts by mass, more preferably 10 to 70 parts by mass, and still more preferably 30 to 60 parts by weight.

[0024] The industrial pest control composition of the present invention can further contain a component having antimicrobial properties other than the guanidine compound. Examples of the component having antimicrobial properties include antibacterial components, bactericidal components, antiviral components, antifungal components, preservative components, and algicidal components. These can be used alone or in combination of two or more.

[0025] The industrial pest control composition of the present invention can further contain other components according to its purpose and use. Examples of other components include flame retardants, heat stabilizers, antioxidants, lubricants, antistatic agents, ultraviolet absorbers, colorants, dyes / pigments, mold release agents, heat insulating agents, dispersants, surfactants, pH adjusters, defoamers, rust preventives, viscosity adjusters, sequestering agents, friction adjusters, fillers, and shells of barnacles. These can be used alone or in combination of two or more.

[0026] The industrial pest control composition of the present invention can be formulated according to its purpose and use. Examples of the dosage form of the formulation include liquid formulations such as aqueous suspensions and oils, pastes, powders, granules, microcapsules, and the like.

[0027] The liquid industrial pest control composition of the present invention can be added, mixed, applied, sprayed, impregnated, etc. to other materials. The solid industrial pest control composition of the present invention can be added, mixed, scattered, adhered, etc. to other materials. By doing so, pest control properties can be imparted to other materials.

[0028] The resin composition of the present invention contains the industrial pest control composition of the present invention and a resin. The resin can be appropriately selected according to the use of the resin composition, the required performance, etc. The resin in the present invention is a resin in a broad sense and includes elastomers, rubbers, etc. in addition to resins in a narrow sense. The resin in the present invention may be a thermoplastic resin, a thermosetting resin, or a photocurable resin.

[0029] Examples of the thermoplastic resin include styrene resins, acrylic resins, vinyl acetate resins, acrylonitrile copolymers, polyphenylene oxide resins, polysulfone resins, polyethersulfone, polyarylate, polyetherimide, polyamideimide, polyimide, polymethyl methacrylate, acrylonitrile-styrene copolymer resins, acrylonitrile-styrene-N-substituted maleimide terpolymers, acrylonitrile-butadiene-styrene copolymer resins, styrene-maleic anhydride copolymer resins, styrene-maleic anhydride-N-substituted maleimide copolymer resins, polycarbonate resins, polybutylene terephthalate resins, polyethylene (such as linear low density polyethylene, low density polyethylene, high density polyethylene, etc.), polyethylene terephthalate, polybutylene terephthalate, polyvinyl chloride, polypropylene, styrene-butadiene-styrene block copolymer and its hydrogenated product, styrene-butadiene rubber, acrylonitrile-butadiene rubber, polybutadiene, polyisoprene, styrene-isoprene-styrene block copolymer and its hydrogenated product, polyolefin elastomers, polyester elastomers, polystyrene, acrylic resins, methyl methacrylate-styrene copolymers, acrylonitrile-styrene-methyl methacrylate copolymers, polyacetal resins, modified polyphenylene ether resins, ethylene-vinyl acetate copolymers, polyphenylene sulfide resins, polyphenyl sulfone, polyether ketone, polyether ether ketone, polyethers, cycloolefin polymers, liquid crystal polyester resins, liquid crystal polymers, polyamides, fluorine resins, polyvinyl pyrrolidone, natural rubber, butyl rubber, polyisobutylene, polysulfide, and the like.

[0030] The thermosetting resin is cured by the progress of a polymerization reaction or a crosslinking reaction upon heating. Examples of the thermosetting resin include phenol resins, epoxy resins, melamine resins, urea resins, unsaturated polyester resins, alkyd resins, polyurethanes, thermosetting polyimides, diallyl phthalate resins, and the like. It may also be a composition obtained by blending a vulcanizing agent, a curing agent, or a crosslinking agent with the thermoplastic resin.

[0031] A photocurable resin is one that cures by the progress of a polymerization reaction or a crosslinking reaction upon irradiation with light such as ultraviolet light. For example, it is obtained by blending a photoinitiator such as a photo radical generator, a photo cation generator, a photo acid generator, or a photo base generator into a desired monomer or oligomer. The monomer or oligomer that can be used in the photocurable resin is not particularly limited, and examples include (meth)acrylate monomers, (meth)acrylate oligomers, bisphenol A diglycidyl ether, hydrogenated bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, cyclohexanedimethanol diglycidyl ether, 3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexanecarboxylate, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2-bis(hydroxymethyl)-1-butanol; oxetane compounds such as xylylene bisoxetane and 3-ethyl-3-hydroxymethyloxetane; vinyl ether monomers such as cyclohexanedimethanol divinyl ether, 2-ethylhexyl vinyl ether, cyclohexanedimethanol monovinyl ether, and 4-hydroxybutyl vinyl ether.

[0032] Examples of other resins include silicone, acrylic silicone, modified silicone, lacquer, glue, petroleum resin, hydrogenated petroleum resin; starch such as rice, wheat, corn, potato, sweet potato, tapioca, and other natural products, and biodegradable plastics made from these or the like as raw materials.

[0033] The amount of the resin contained in the resin composition of the present invention can be appropriately set according to the use. For example, with respect to 100 parts by weight of the resin composition, it is preferably 5 to 99 parts by weight, more preferably 30 to 95 parts by weight, and still more preferably 50 to 90 parts by weight.

[0034] The resin composition of the present invention can be obtained by mixing the industrial pest control composition of the present invention, a resin, and, if necessary, known additives for resins by a known method. Examples of additives for resins include antioxidants, heat deterioration inhibitors, light stabilizers, lubricants, mold release agents, polymer processing aids, antistatic agents, flame retardants, dyes and pigments, light diffusing agents, organic dyes, matting agents, impact resistance modifiers, phosphors, fillers, preservatives, algicides, pigment dispersants, plasticizers, drying accelerators, surfactants, defoaming agents, anti-skinning agents, low-temperature film-forming agents, film-forming aids, thickeners, leveling agents, dispersants, anti-settling agents, curing agents, curing aids, anti-freezing agents, and the like.

[0035] The mixing of the industrial pest control composition of the present invention, a resin, and, if necessary, known additives for resins can be carried out using known mixing or kneading apparatuses such as a kneader extruder, a single-screw or multi-screw extruder, a mixing roll, a Banbury mixer, and the like. Liquid thermosetting resins or photocurable resins before curing can be mixed with the industrial pest control composition of the present invention and, if necessary, known additives for resins by tank blending.

[0036] The resin composition of the present invention can be formed into a desired shape by a known molding method. Further, the liquid resin composition of the present invention can be added to, applied to, sprayed on, or impregnated into other materials. The solid resin composition of the present invention can be mixed with or adhered to other materials.

[0037] The molded article of the present invention contains the resin composition of the present invention. The molded article of the present invention can be obtained by forming the resin composition of the present invention into a desired shape by a known molding method. Examples of the molding method include an extrusion molding method, an injection molding method, a compression molding method, a blow molding method, a casting molding method, a lamination molding method, a three-dimensional printing method, a powder molding method, and the like.

[0038] The coating composition of the present invention contains the industrial pest control composition of the present invention or the resin composition of the present invention. The liquid coating composition of the present invention can be placed on a substrate by a coating method such as brush coating, roll coating, bar coating, spray coating, etc., and then dried and, if necessary, cured to coat the substrate. The solid coating composition of the present invention can be placed on a substrate by powder spraying, sheet covering, film covering, etc., and then crimped, fused or adhered to coat the substrate.

[0039] The adhesive composition or paint composition of the present invention contains the industrial pest control composition of the present invention or the resin composition of the present invention. The adhesive composition or paint composition of the present invention has characteristics suitable for adhesives or paints. Examples of the characteristics include fluidity, adhesiveness, coatability, film-forming property, blister resistance, adhesion, adhesiveness, sealing property, decorativeness, etc. Such characteristics can be realized by appropriately selecting the type and amount of the resin used, the type and amount of the solvent, the type and amount of the additive, etc.

[0040] The industrial pest control composition, resin composition, coating composition, adhesive composition, or paint composition of the present invention can be used for various applications. For example, bathroom interior materials, floor mats, wall sheets, wallpapers, shoji papers, floor materials, handrail materials, ceiling materials, non-combustible woods, sealing agents, caulking agents, sealing agents, adhesives (acrylic-based, olefin-based, urethane-based, epoxy-based, natural-based), paints (oil-based paints, alcohol-based paints, NAD paints, electrodeposition paints, powder paints, cellulose paints, synthetic resin paints, water-based paints, lacquer-based paints, rubber-based paints, urethane-based paints, silicone-based paints, etc.), glued laminated timber, decorative plywood and other wood materials, synthetic woods, pseudo-woods, recycled woods, heat insulating materials, heat shielding materials, gypsum boards, and other building materials; films, sheets; exterior materials of buildings such as resin siding, ceramic siding, tiles, eaves materials, roofing materials, exterior wall materials, etc.; starch pastes, paper coating liquids, paints, adhesives, repair agents, ceramic materials, cement admixtures, metalworking oils, etc.

[0041] Examples of synthetic resin paints include phenolic resin paints, phthalic resin paints (e.g., alkyd resin paints, etc.), maleic resin paints, urea resin paints, melamine resin paints, vinyl resin paints (e.g., vinyl acetate resin paints, vinyl chloride resin paints, styrene resin paints, acrylic resin paints, polyvinyl butyral resin paints, etc.), epoxy resin paints, silicone resin paints, furan resin paints, polyester resin paints, urethane resin paints, nitrocellulose resin paints, amino resin paints, fluororesin paints, and the like.

[0042] Examples of water-based paints include water-based paints, emulsion oil paints, emulsion polymerization paints (e.g., vinyl acetate resin emulsion polymerization paints, vinylidene chloride-vinyl chloride copolymer emulsion polymerization paints, acrylic resin emulsion polymerization paints, styrene resin emulsion polymerization paints, synthetic rubber latex paints, etc.).

[0043] A molded article according to another aspect of the present invention has a substrate and a layer composed of the resin composition, adhesive composition, or paint composition of the present invention laminated thereon. The substrate that can be used in the present invention is not particularly limited. Examples of the substrate include, for example, buildings in general, building materials, metals, rubbers, wooden materials, plastic products, fibers, cloth, paper, ceramics, concrete, blocks, bricks, and the like. The layer composed of the resin composition, adhesive composition, or paint composition of the present invention is difficult to change in color tone over time, so it does not impair the appearance and exhibits excellent pest control properties. Lamination on the substrate can be performed by known methods. Examples include multi-color extrusion molding, coating extrusion molding, adhesion method, fusion method, coating method, spraying method, powder molding method, in-mold molding method, film insert molding method, and the like.

[0044] Embodiments of the present invention will be described based on the following examples. However, the present invention is not limited by these examples.

[0045] <Lightfastness Evaluation Test> 1) Three black lights (manufactured by Toshiba, fluorescent lamp FL20S·BLB) arranged at 10 cm intervals were placed 10 cm below a coated paper, and the coated paper was irradiated for 72 hours or 96 hours. Before and after irradiation, using a spectrocolorimeter SE2000 manufactured by Nippon Denshoku Industries Co., Ltd., the L * value, a * value, and b * value of the coated paper were measured. From the L * value, a * value, and b * value of the coated paper before irradiation and the L * value, a * value, and b * value of the coated paper after irradiation, the Euclidean distance between the two in the color space was calculated and taken as the color difference ΔE L . 2) Three black lights (manufactured by Toshiba, fluorescent lamp FL20S·BLB) arranged at 10 cm intervals were placed 10 cm below a coated paper, and the coated paper was irradiated for 72 hours. Then, the coated paper was placed 13 cm below a single germicidal lamp (manufactured by Toshiba, germicidal lamp GL15) and irradiated for 24 hours. Before and after irradiation, using a spectrocolorimeter SE2000 manufactured by Nippon Denshoku Industries Co., Ltd., the L * value, a * value, and b * value of the coated paper were measured. From the L * value, a * value, and b * value of the coated paper before irradiation and the L * value, a * value, and b * value of the coated paper after irradiation, the Euclidean distance between the two in the color space was calculated and taken as the color difference ΔE L .

[0046] <Heat Resistance Evaluation Test> The coated paper was placed in a thermostat set at 100 °C and left for 72 hours or 96 hours. Before and after leaving at high temperature, using a spectrocolorimeter SE2000 manufactured by Nippon Denshoku Industries Co., Ltd., the L * value, a * value, and b * value of the coated paper were measured. The L * value, a * value, and b* value and L of coated paper after exposure to high temperature * Value, a * value and b * From the value, the Euclidean distance between the two in color space is calculated, and this is called the color difference ΔE T It was decided.

[0047] Example 1 Water was added to a 40% formulation of iminoctadine acetate (manufactured by Nippon Soda Co., Ltd., "Befran Glycerin 40") and stirred. This was added to a starch-based adhesive for wallpaper application, and stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of adhesive, 0.1 parts of iminoctadine acetate, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 The color difference ΔE after 96 hours of black light irradiation was L is 2.0, and the color difference ΔE when left at 100℃ for 96 hours T was 1.0.

[0048] Example 2 A 30% emulsion of iminoctadine albesilate (manufactured by Nippon Soda Co., Ltd., "Belcut Flowable") was added to a starch-based adhesive for wallpaper application, and the mixture was stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 parts of iminoctadine albesilate, and 77.8 parts of water. The composition was then applied to filter paper at a rate of 500 g / m. 2 The color difference ΔE after 96 hours of black light irradiation was L is 2.0, and the color difference ΔE when left at 100℃ for 96 hours T was 0.2.

[0049] Example 3 A 30% emulsion of iminoctadine albesilate (manufactured by Nippon Soda Co., Ltd., "Belcut Flowable") was added to an acrylic resin emulsion paint (white), and the mixture was stirred while adjusting the concentration with water to obtain a paint composition containing 100 parts of the paint, 0.1 parts of iminoctadine albesilate, and 15 parts of water. The paint composition was applied to a filter paper at a rate of 260 g / m 2Applied it and dried it at room temperature to obtain a coated paper c. Color difference ΔE in 96-hour irradiation with black light L was 0.6, and color difference ΔE T in standing at 100 °C for 96 hours was 0.3, and color difference ΔE L in irradiating with black light for 72 hours and then irradiating with a germicidal lamp for 24 hours was 1.1.

[0050] (Example 4) 30% emulsion of iminoctadine albesilate (manufactured by Nippon Soda Co., Ltd., "Belcute Floable") was added to an acrylic resin emulsion paint (transparent), stirred to obtain a paint composition containing 100 parts of the paint and 0.1 part of iminoctadine albesilate. The paint composition was applied to filter paper at 350 g / m 2 and dried at room temperature to obtain a coated paper d. Color difference ΔE L in irradiating with black light for 72 hours was 0.1, and color difference ΔE T in standing at 100 °C for 96 hours was 2.2.

[0051] (Comparative Example 1) Water was added to 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine (abbreviation: TCMSP) and stirred. This was added to a starch-based adhesive for wallpaper construction, stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 part of TCMSP, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 and dried at room temperature to obtain a coated paper e. Color difference ΔE T in standing at 100 °C for 96 hours was 9.8.

[0052] (Comparative Example 2) Water was added to 2-n-octyl-4-isothiazolin-3-one (abbreviation: OIT) and stirred. This was added to a starch-based adhesive for wallpaper construction, stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 part of OIT, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 and dried at room temperature to obtain a coated paper f. Color difference ΔET was 3.6.

[0053] (Comparative Example 3) Water was added to zinc pyrithione and stirred. This was added to a starch-based adhesive for wallpaper application, and stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 part of zinc pyrithione, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 and dried at room temperature to obtain a coated paper g. The color difference ΔE L in 96-hour irradiation with a black light was 15.8.

[0054] (Comparative Example 4) Water was added to carbendazim and stirred. This was added to a starch-based adhesive for wallpaper application, and stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 part of carbendazim, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 and dried at room temperature to obtain a coated paper h. The color difference ΔE T in leaving at 100 °C for 96 hours was 4.2.

[0055] (Comparative Example 5) Water was added to a 20% formulation of 3-iodo-2-propynyl butylcarbamate (abbreviation: IPBC) and stirred. This was added to a starch-based adhesive for wallpaper application, and stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.1 part of IPBC, and 77.8 parts of water. The adhesive composition was applied to filter paper at 500 g / m 2 and dried at room temperature to obtain a coated paper i. The color difference ΔE L in 96-hour irradiation with a black light was 10.0.

[0056] (Comparative Example 6) The 20% formulation of IPBC was added to an acrylic resin emulsion paint (white), and stirred while adjusting the concentration with water to obtain a paint composition containing 100 parts of the paint, 0.1 part of IPBC, and 15 parts of water. The paint composition was applied to filter paper at 260 g / m 2Applied it and dried it at room temperature to obtain the coated paper j. Color difference ΔE in 72-hour irradiation with black light followed by 24-hour irradiation with a germicidal lamp L was 5.2.

[0057] (Comparative Example 7) OIT was added to an acrylic resin emulsion paint (transparent) and stirred to obtain a paint composition containing 100 parts of the paint and 0.1 part of OIT. The paint composition was applied to filter paper at 350 g / m 2 to obtain the coated paper k after drying at room temperature. Color difference ΔE in 72-hour irradiation with black light L was 4.3.

[0058] (Comparative Example 8) A paint composition containing 100 parts of the paint and 0.1 part of zinc pyrithione was obtained in the same manner as in Comparative Example 7, except that OIT was changed to zinc pyrithione. The paint composition was applied to filter paper at 350 g / m 2 to obtain the coated paper l after drying at room temperature. Color difference ΔE in 72-hour irradiation with black light L was 4.3.

[0059] (Comparative Example 9) A paint composition containing 100 parts of the paint and 0.1 part of carbendazim was obtained in the same manner as in Comparative Example 7, except that OIT was changed to carbendazim. The paint composition was applied to filter paper at 350 g / m 2 to obtain the coated paper m after drying at room temperature. Color difference ΔE in standing at 100 °C for 72 hours T was 4.5.

[0060] (Comparative Example 10) A paint composition containing 100 parts of the paint and 0.1 part of IPBC was obtained in the same manner as in Comparative Example 7, except that OIT was changed to a 20% IPBC formulation. The paint composition was applied to filter paper at 350 g / m 2 to obtain the coated paper n after drying at room temperature. Color difference ΔE in 72-hour irradiation with black light L was 4.0.

[0061] As is clear from the above results, the papers coated with the composition of the present invention all have little color change over time.

[0062] <Paint antifungal test> Based on JIS Z 2911, the following was done. A surfactant solution was added to a slant medium on which Alternaria alternata was cultured to obtain a spore suspension. One test piece was placed in the center of an agar medium, and the spore suspension was dropped thereon. It was covered and cultured for 14 days. Thereafter, the state of mold growth was observed.

[0063] (Example 5) 30% iminoctadine albesilate emulsion (manufactured by Nippon Soda Co., Ltd., "Belcute Floable") was added to an acrylic resin emulsion paint (white), and stirred to obtain a paint composition containing 100 parts of the paint and 0.3 part of iminoctadine albesilate. The paint composition was applied to filter paper at 200 g / m 2 and dried at room temperature to obtain coated paper o. Coated paper o was cut into 40 mm squares to obtain small pieces. The small pieces were immersed in water at 40°C for 24 hours and then air-dried to obtain test pieces. In the paint antifungal test, almost no mold growth was observed on the test pieces.

[0064] (Comparative Example 11) 30% carbendazim formulation (manufactured by Nippon Soda Co., Ltd., "Bio Cut - BM30") was added to an acrylic resin emulsion paint (white), and stirred to obtain a paint composition containing 100 parts of the paint and 0.3 part of carbendazim. The paint composition was applied to filter paper at 200 g / m 2 and dried at room temperature to obtain coated paper p. Coated paper p was cut into 40 mm squares to obtain test pieces. In the paint antifungal test, mold grew on more than 2 / 3 of the area of the test pieces.

[0065] (Comparative Example 12) An acrylic resin emulsion paint (white) was applied to filter paper at 200 g / m 2The coated paper q was then cut into 40 mm square pieces to obtain test pieces. In the paint antifungal test, mold was generated over more than 2 / 3 of the test piece.

[0066] <Starch paste anti-mold test> With reference to JIS A 6922, the following procedure was carried out. A surfactant liquid was added to a slant medium on which mold (Alternaria alternata) had been cultivated to obtain a spore suspension. 0.1 ml of the spore suspension was uniformly inoculated onto the agar medium. One test piece was placed in the center of the agar medium, and 0.05 ml of the spore suspension was dropped onto it. The plate was then covered and cultivated for 14 days. The state of mold development was then observed.

[0067] Example 6 Water was added to a 40% formulation of iminoctadine acetate (manufactured by Nippon Soda Co., Ltd., "Befran Glycerin 40") and stirred. This was added to a starch-based adhesive for wallpaper application, and stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of adhesive, 0.0066 parts of iminoctadine acetate, and 78 parts of water. The adhesive composition was applied at 75 g / m2 on both sides of filter paper. 2 The coated paper was then dried at room temperature to obtain coated paper r. Coated paper r was cut into pieces with a diameter of 30 mm to obtain test pieces. In the starch paste antifungal test, no mycelium growth was observed on the test pieces.

[0068] Comparative Example 13 OIT was added to a starch-based adhesive for wallpaper application, and the mixture was stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.04 parts of OIT, and 80 parts of water. The adhesive composition was applied to both sides of a filter paper at a rate of 75 g / m 2 The coated paper S was then cut into pieces with a diameter of 30 mm to obtain test pieces. In a starch paste anti-mold test, mycelium growth was observed on the test pieces.

[0069] Comparative Example 14 An IPBC 20% formulation was added to a starch-based adhesive for wallpaper application, and the mixture was stirred while adjusting the concentration with water to obtain an adhesive composition containing 100 parts of the adhesive, 0.02 parts of IPBC, and 80 parts of water. The adhesive composition was applied to both sides of filter paper at 75 g / m 2 and dried at room temperature to obtain a coated paper t. The coated paper t was cut into pieces with a diameter of 30 mm to obtain test pieces. In the starch paste antifungal test, the growth of hyphae was observed on the test pieces.

[0070] (Comparative Example 15) A starch-based adhesive for wallpaper application was diluted with water to obtain an adhesive composition containing 100 parts of the adhesive and 78 parts of water. The adhesive composition was applied to both sides of filter paper at 75 g / m 2 and dried at room temperature to obtain a coated paper u. The coated paper u was cut into pieces with a diameter of 30 mm to obtain test pieces. In the starch paste antifungal test, the growth of hyphae was observed on the test pieces.

[0071] As is clear from the above results, the paper coated with the composition of the present invention is excellent in pest control properties.

Claims

**Claim 1**: A composition for obtaining an industrial product containing an iminoctadine compound and having light resistance under black light irradiation, heat resistance at 100°C, and pest control properties. **Claim 2**: A coating composition for obtaining an industrial product containing an iminoctadine compound and having light resistance under black light irradiation, heat resistance at 100°C, and pest control properties. **Claim 3**: An adhesive composition for obtaining an industrial product containing an iminoctadine compound and having light resistance under black light irradiation, heat resistance at 100°C, and pest control properties. **Claim 4**: A coating composition for obtaining an industrial product containing an iminoctadine compound and having light resistance under black light irradiation, heat resistance at 100°C, and pest control properties. **Claim 5**: The composition according to any one of claims 1 to 4, further containing a resin. **Claim 6**: The composition according to any one of claims 1 to 4, wherein the iminoctadine compound is at least one salt selected from the group consisting of hydrochloride, alkylbenzenesulfonate, and acetate.

Citation Information

Patent Citations

  • Industrial preservative

    JP1987039503A

  • Bactericidal composition for industrial use

    JP1998175809A

  • Agrochemical preparation

    JP1999240806A

  • Industrial microbicidal / Antiseptic agent and sterilization / antiseptization using the same

    JP2000053511A

  • Thermoplastic antimicrobial mildewproofing composition

    JP2002038032A