Allergen reducing agent, allergen reducing liquid, allergen reducing paint, resin composition, allergen reducing product and allergen reducing method

Abstract

To provide an allergen reducing agent with excellent allergen reducing effects, and to provide an allergen reducing liquid, an allergen reducing paint, a resin composition, an allergen reducing product, and an allergen reducing method using the above allergen reducing agent.SOLUTION: The allergen reducing agent of the present invention has a molecular weight of 1000 or less and possesses at least one acidic functional group or its anhydride group selected from the group consisting of the carboxy group, sulfo group, phosphate group, and phosphorous group. The allergen reducing agent contains an allergen reducing compound as an active ingredient, where the CATS3D_09_LL value calculated by the descriptor calculation software Dragon is 6 or less, the nCp value is 2 or less, and the H-051 value is 2 or less.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an allergen-reducing agent, an allergen-reducing solution, an allergen-reducing paint, a resin composition, an allergen-reducing product, and an allergen-reducing method. [Background technology]

[0002] In recent years, many allergic diseases such as atopic dermatitis, bronchial asthma, and allergic rhinitis have become a problem. The main causes of these allergic diseases are mites that live in homes, especially allergens from Dermatophagoides pneumoniae (Dermatophagoides pyogenes), which are abundant in house dust, and cedar pollen allergens (Cryj1 and Cryj2), which are airborne in large quantities mainly in spring.

[0003] Therefore, there is a need for a technology that can remove allergens from living spaces or inactivate them by denaturing them.

[0004] Patent Document 1 discloses particles for removing allergens, which are made of a vinyl polymer having 0.5 to 12 mmol / g of H-type carboxyl groups and a crosslinked structure. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2009-160563 Summary of the Invention [Problem to be solved by the invention]

[0006] However, the allergen-removing particles disclosed in Patent Document 1 have an insufficient allergen-removing ability (allergen-reducing effect), and an allergen-reducing agent that exhibits an excellent allergen-reducing effect is desired.

[0007] The present invention provides an allergen-reducing agent having excellent allergen-reducing effects. The present invention also provides an allergen-reducing solution, an allergen-reducing paint, a resin composition, an allergen-reduced product, and an allergen-reducing method using the allergen-reducing agent. [Means for solving the problem]

[0008] The allergen reducing agent of the present invention comprises: a molecular weight of 1000 or less and having at least one acidic functional group selected from the group consisting of a carboxy group, a sulfo group, a phosphate group, and a phosphite group, or an anhydride group thereof; It is characterized by containing as an active ingredient an allergen-reducing compound having a CATS3D_09_LL value of 6 or less, an nCp value of 2 or less, and an H-051 value of 2 or less, as calculated by the descriptor calculation software Dragon.

[0009] The allergen-reducing solution of the present invention is characterized by containing the allergen-reducing agent and a solvent.

[0010] The allergen-reducing paint of the present invention is characterized by comprising the above-mentioned allergen-reducing agent and a paint.

[0011] The resin composition of the present invention is characterized by containing the allergen reducing agent and a synthetic resin.

[0012] The allergen-reduced product of the present invention is characterized by comprising a base material and the allergen-reducing agent according to claim 1 or 2 contained in the base material.

[0013] The allergen reduction method of the present invention is characterized by contacting the allergen-reducing agent with an allergen. [Effects of the Invention]

[0014] The allergen reducing agent of the present invention has a molecular weight within a specific range and an acidic functional group or an anhydride group thereof, and the descriptor calculated by the descriptor calculation software Dragon is within a predetermined range, so that it can effectively inactivate allergens and exhibits an excellent allergen reducing effect. DETAILED DESCRIPTION OF THE INVENTION

[0015] The allergen reducing agent of the present invention has a molecular weight of 1,000 or less and has at least one acidic functional group selected from the group consisting of a carboxy group, a sulfo group, a phosphate group and a phosphite group, or an anhydride group thereof; It contains as an active ingredient an allergen-reducing compound having a CATS3D_09_LL value of 6 or less, an nCp value of 2 or less, and an H-051 value of 2 or less, as calculated by the descriptor calculation software Dragon.

[0016] [Allergen-reducing compounds] The allergen-reducing agent contains an allergen-reducing compound as an active ingredient, which has a molecular weight of 1000 or less and has at least one acidic functional group selected from the group consisting of a carboxy group, a sulfo group, a phosphate group, and a phosphite group, or an anhydride group thereof.

[0017] The allergen-reducing compound has at least one acidic functional group or an anhydride group thereof selected from the group consisting of a carboxyl group (-COOH), a sulfo group (-SO3H), a phosphate group [-OPO(OH)2], and a phosphite group [-O-PH(=O)-O-], and preferably has a carboxyl group (-COOH) or an anhydride group thereof, and more preferably has a carboxyl group (-COOH). The allergen-reducing compound exhibits excellent allergen-reducing effects due to the acidic functional group or an anhydride group thereof. The allergen-reducing compound may be used alone or in combination of two or more types.

[0018] The anhydride group of the acidic functional group of the allergen-reducing compound may be an anhydride group of the same type of acidic functional group or an acid anhydride group of different types of acidic functional groups. However, since the allergen-reducing effect of the allergen-reducing agent is superior, an anhydride group of the same type of acidic functional group is preferred, and an anhydride group of a carboxy group is more preferred.

[0019] The molecular weight of the allergen-reducing compound is 1000 or less, preferably 800 or less, more preferably 700 or less, more preferably 600 or less, more preferably 550 or less, and more preferably 500 or less. The molecular weight of the allergen-reducing compound is preferably 80 or more, more preferably 90 or more, and more preferably 100 or more. When the molecular weight of the allergen-reducing compound is 1000 or less, the interaction between the acidic functional group of the allergen-reducing compound and the allergen can be improved. When the molecular weight of the allergen-reducing compound is 80 or more, the interaction between the acidic functional group of the allergen-reducing compound and the allergen can be improved.

[0020] The allergen-reducing compound having a carboxy group (-COOH) or its anhydride group is not particularly limited as long as it has a molecular weight of 1000 or less and the descriptors described below fall within the specified ranges, and examples thereof include glycolic acid, diglycolic acid, diglycolic acid anhydride, diethylenetriaminepentaacetic acid, 1,3-propanediaminetetraacetic acid, and phthalic acid.

[0021] The allergen-reducing compound having a carboxy group or an anhydride group thereof may have a plurality of carboxy groups in the molecule. When the allergen-reducing compound has a plurality of carboxy groups in the molecule, the number of carboxy groups is preferably 2 to 8, more preferably 2 to 6. When the allergen-reducing compound has an anhydride group, the number of carboxy groups is counted based on the carboxy groups generated by hydrolysis of the anhydride group.

[0022] The allergen-reducing compound containing a sulfo group (-SO3H) or its anhydride group is not particularly limited as long as it has a molecular weight of 1000 or less and the descriptors described below fall within the specified ranges, and examples thereof include sulfanilic acid, metanilic acid, orthanilic acid, p-hydroxybenzenesulfonic acid, and p-toluidine-2-sulfonic acid.

[0023] The allergen-reducing compound having a sulfo group or an anhydride group thereof may have a plurality of sulfo groups in the molecule. When the allergen-reducing compound has a plurality of sulfo groups in the molecule, the number of sulfo groups is preferably 2 to 8, more preferably 2 to 6. When the allergen-reducing compound has an anhydride group, the number of sulfo groups is counted based on the sulfo groups produced by hydrolysis of the anhydride group.

[0024] The allergen-reducing compound having a phosphate group [-OPO(OH)2] or its anhydride group is not particularly limited as long as it has a molecular weight of 1000 or less and the descriptors described below fall within the specified ranges, and examples thereof include polyoxyalkylene alkyl ether phosphates (e.g., polyoxyethylene dodecyl ether phosphate).

[0025] In the present invention, an alkylene group refers to a divalent atomic group generated by removing (abtracting) one hydrogen atom bonded to each different carbon atom in an aliphatic saturated hydrocarbon, or a divalent atomic group generated by removing (abtracting) two hydrogen atoms from methane, and includes both linear and branched atomic groups.

[0026] Examples of the alkylene group include an ethylene group, a propylene group [-CH(CH3)-CH2-], a trimethylene group [-CH2-CH2-CH2-], a butylene group, an amylene group [-(CH2)5-], and a hexylene group.

[0027] The allergen-reducing compound having a phosphate group or an anhydride group thereof may have a plurality of phosphate groups in the molecule. When the allergen-reducing compound has a plurality of phosphate groups in the molecule, the number of phosphate groups is preferably 2 to 8, more preferably 2 to 6. When the allergen-reducing compound has an anhydride group, the number of phosphate groups is counted based on the phosphate groups generated by hydrolysis of the anhydride group.

[0028] The allergen-reducing compound having a phosphorous acid group [-O-PH(=O)-O-] or its anhydride group is not particularly limited as long as it has a molecular weight of 1000 or less and the descriptors described below fall within the specified ranges, and examples thereof include diphenyl hydrogen phosphite (diphenyl phosphite). Note that the "-" at both ends of the phosphorous acid group [-O-PH(=O)-O-] represents a single bond.

[0029] The allergen-reducing compound having a phosphite group or an anhydride group thereof may have a plurality of phosphite groups in the molecule. When the allergen-reducing compound has a plurality of phosphite groups in the molecule, the number of phosphite groups is preferably 2 to 8, more preferably 2 to 6. When the allergen-reducing compound has an anhydride group, the number of phosphite groups is counted based on the number of phosphite groups generated by hydrolysis of the anhydride group.

[0030] The pH of a 0.5% by mass aqueous solution of the allergen-reducing compound at 25°C is preferably 4.5 or less, since this allows the acidity of the acidic functional groups of the allergen-reducing compound to be easily maintained, and, combined with the three-dimensional structure defined by the descriptors within the specified ranges described below, improves the allergen-reducing effect of the allergen-reducing agent. The pH of a 0.5% by mass aqueous solution of the allergen-reducing compound refers to the pH value at 25°C of an aqueous solution obtained by adding 0.5 g of the allergen-reducing compound to 99.5 g of purified water and uniformly mixing the resulting solution. When the concentration of the allergen-reducing compound in a saturated aqueous solution at 25°C is less than 0.5% by mass, the pH is the pH at 25°C of a suspension containing 0.5 parts by mass of the allergen-reducing compound and 99.5 parts by mass of water, in which the allergen-reducing compound has dissolved in water to its solubility and reached a saturated state.

[0031] The amount of acidic functional groups in the allergen-reducing compound is preferably 4 mmol / g or more, more preferably 5 mmol / g or more, and even more preferably 5.5 mmol / g or more. When the amount of acidic functional groups in the allergen-reducing compound is 4 mmol / g or more, the allergen-reducing effect of the allergen-reducing agent is improved in combination with the three-dimensional structure defined by the descriptors within the specified ranges described below.

[0032] The amount of acidic functional groups in the allergen-reducing compound is a value measured by titration. Specifically, approximately 1 g (Cg) of the dried allergen-reducing compound is weighed out, 200 mL of purified water is added to the allergen-reducing compound, and the allergen-reducing compound is titrated with 0.1 mol / L aqueous sodium hydroxide at 25°C. The amount of aqueous sodium hydroxide consumed (DmL) up to the half-equivalent point (the point at which half the amount required for complete neutralization has been added dropwise) is determined, and the amount of acidic functional groups (mmol / g) in the allergen-reducing compound is calculated using the following formula: Acidic functional group amount (mmol / g)=0.1×C / D

[0033] The allergen-reducing compound has a CATS3D_09_LL value of 6 or less, an nCp value of 2 or less, and an H-051 value of 2 or less, as calculated by the descriptor calculation software Dragon.

[0034] The descriptor CATS3D_09_LL is calculated by the descriptor calculation software Dragon based on the three-dimensional structural coordinates of the allergen-reducing compound calculated by structural optimization using DFT (density functional theory) calculations. The descriptors nCp and H-051 are calculated by the descriptor calculation software Dragon based on the chemical structure of the allergen-reducing compound.

[0035] General-purpose software can be used to calculate the three-dimensional structural coordinates of allergen-reducing compounds by DFT (density functional theory) calculations, such as software packages commercially available from Gaussian under the trade name "Gaussian 16" and Dassault Systems under the trade name "Turbomole," and "Firefly," developed at Moscow State University and distributed free of charge.

[0036] For example, when structural optimization by DFT calculation is performed using a software package commercially available from Gaussian Inc. under the trade name "Gaussian16 (version Rev. A.03)", it can be performed under the following conditions. Functional: cam-B3LYP Basis function: 6-311+G(d,p)

[0037] Then, based on the three-dimensional structural coordinates of the allergen-reducing compound calculated by DFT (density functional theory) calculation and the chemical structure of the allergen-reducing compound, the descriptors CATS3D_09_LL, nCp, and H-051 are calculated by the descriptor calculation software Dragon. Details of each descriptor are described in the following literature.

[0038] Handbook of Molecular Descriptors by R.Todeschini and V.Consonni, Wiley-VCH, Weinheim, Germany (2000), pages 667, in the Series 'Methods and Principles in Medicinal Chemistry' edited by R. Mannhojd, H. Kubinyi, and H. Timmerman. Molecular Descriptors for Chemoinformatics (2 volumes) by R.Todeschini and V.Consonni, Wiley-VCH, Weinheim, Germany (2009), in the Series 'Methods and Principles in Medicinal Chemistry' edited by R. Mannhojd, H. Kubinyi, and H. Timmerman.

[0039] Descriptor calculation software Dragon, commercially available from Kode Chemoinformatics, Inc., version 7 or its successors can be used.

[0040] The allergen-reducing agent of the present invention is an allergen-reducing compound that has a three-dimensional structure in which the descriptors CATS3D_09_LL, nCp, and H-051 fall within a specified range, and it has been discovered that the allergen-reducing agent exhibits an excellent allergen-reducing effect due to the synergistic effect of this three-dimensional structure, a molecular weight within a specified range, and an acidic functional group or an anhydride group thereof.

[0041] Although the mechanism is unclear, it is presumed to be as follows: Allergens cause allergic diseases due to a portion of the protein they contain. The protein portion that causes allergic diseases (the causative protein portion) is on the order of several nanometers to several tens of nanometers, which is small even compared to viruses. Furthermore, the causative protein portion is folded into a spiral or sheet shape and has a complex three-dimensional structure.

[0042] Various studies were conducted to effectively induce interaction between the allergen-reducing compound and the allergen and reduce the allergen, and it was found that, as mentioned above, it is not the entire allergen that causes allergic diseases, but rather the causative protein portion contained in it that causes allergic diseases.Therefore, it is necessary not only for the allergen-reducing agent to come into contact with the allergen, but also for the causative protein portion of the allergen to come into effective contact with the acidic functional group or its anhydride group portion of the allergen-reducing compound.

[0043] The inventors have therefore conducted extensive research to effectively bring the allergen-reducing compound into contact with the protein moiety that causes the allergen, thereby reducing the allergen. As a result, they have found that in the allergen-reducing compound, the descriptors CATS3D_09_LL, nCp, and H-051 are within a specific range, thereby sterically separating the acidic functional group or anhydride group moiety from the relatively lipophilic moiety. As a result, they have found that the allergen-reducing compound has a three-dimensional structure that effectively brings the acidic functional group or its anhydride group moiety into contact with the protein moiety that causes the allergen, thereby exhibiting an excellent allergen-reducing effect.

[0044] Furthermore, the allergen-reducing compound, which is the active ingredient of the allergen-reducing agent, has a relatively highly hydrophilic acidic functional group and has excellent affinity for the similarly hydrophilic allergen. Therefore, the allergen-reducing agent limits the molecular size to 1,000 or less, and, combined with the above-mentioned three-dimensional structure, can easily attract the causative protein portion of the allergen, disrupting its three-dimensional structure and denaturing it.

[0045] The descriptor CATS3D_09_LL of an allergen-reducing compound is 6 or less, preferably 4 or less, and more preferably 2 or less. The descriptor CATS3D_09_LL of an allergen-reducing compound refers to the number of structural moieties in the allergen-reducing compound where the distance between lipophilic atoms is 9 to 10 Å. All lipophilic atoms in the allergen-reducing compound are included.

[0046] The lipophilic atom refers to a chlorine atom, a bromine atom, an iodine atom, a sulfur atom adjacent to two carbon atoms (CSC), and a carbon atom to which 1 to 4 carbon atoms are bonded and, if there is a remaining bond, to which a hydrogen atom is bonded.

[0047] The descriptor nCp of an allergen-reducing compound is not more than 2, and preferably not more than 1. The descriptor nCp of an allergen-reducing compound refers to the number of terminal primary carbons (sp3) in the allergen-reducing compound, as defined by the descriptor calculation software Dragon.

[0048] The descriptor H-051 of an allergen-reducing compound is 2 or less, and preferably 1 or less. The descriptor H-051 of an allergen-reducing compound refers to the number of hydrogen atoms bonded to the α-carbon in the allergen-reducing compound, as defined by the descriptor calculation software Dragon.

[0049] [Allergen denaturing agent] The allergen-reducing agent contains an allergen-reducing compound as an active ingredient, and effectively interacts with the allergen to denature the allergen, thereby exerting an excellent allergen-reducing effect.

[0050] Here, the allergen denaturing agent refers to an agent having an allergen-denaturing effect. The allergen-denaturing effect can be determined by measuring the allergen-denaturing rate of cedar pollen allergen (Cryj1) or mite allergen (Derf1) as described below, and if the allergen-denaturing rate is 60% or more for at least either allergen, the agent can be determined to have an allergen-denaturing effect.

[0051] An allergen-reducing paint is prepared by adding 90 parts by mass of binder resin (solid content) to 10 parts by mass of allergen-reducing agent. Next, a polyester film is prepared as a substrate. The allergen-reducing paint is applied to one side of this substrate, and then dried or cured to produce an allergen-reducing product with a coating film 18 μm thick formed on one side.

[0052] The lyophilized powders of the above allergens were dissolved separately in purified water to prepare an aqueous allergen solution containing 10 μg / mL of allergen. Then, phosphate-buffered saline (pH 7.4, hereafter referred to as "PBS-T") containing 0.05 w / v% polysorbate 20 was added to the aqueous allergen solution and mixed uniformly to prepare an aqueous allergen solution containing 15 ng / mL of allergen.

[0053] The allergen-reduced product is cut into a 5 cm square, 0.4 mL of the allergen solution is dropped onto the coating, and the product is then covered with a 4 cm square polyethylene film and left to stand for 24 hours at 25°C to prepare a test solution. The amount of allergen present in the test solution, W1 (ng / mL), is then measured using the measurement reagent.

[0054] A blank product with a coating film formed on one side is prepared in the same manner as above, except that a binder resin is used as the blank paint instead of the allergen-reduced paint. The amount of allergen present in the test solution, W0 (ng / mL), is measured in the same manner as above, except that the blank product is used instead of the allergen-reduced product. The allergen reduction rate (%) is calculated using the following formula: Allergen reduction rate (%) = 100 - (W1 / W0) x 100

[0055] Allergens targeted by allergen reducers include animal allergens such as house dust mite allergens (Der1, Der2) and allergens caused by dogs and cats (Canf1, Feld1), as well as airborne cedar pollen allergens (Cryj1, Cryj2) and plant allergens such as pollen. Particularly effective animal allergens include mite allergens (mites are organisms of the Arthropoda class - order Acari, and are divided into seven main suborders: dorsal stigmata represented by Dermestida, tetrastigmata represented by hard mites, posterior stigmata represented by Ixodes ovatus and Ornithoides spp., middle stigmata represented by house mites and Passer mites, anterior stigmata represented by Lunanese Cheyletidylus and Tarsus cruzi, house dust mites such as Dermatophagoides farinae, astigmata represented by Tyrophagus putrescentiae, and cryptostigmata represented by Ornithoides nigricans and Neospora nigricans). However, it is particularly effective against house dust mites, which are abundant in house dust, especially in bedding, and cause allergic diseases.

[0056] The cedar pollen allergen (Cryj1) may be, for example, a product commercially available from ITEA under the trade name "Cedar Pollen Extract, Code 10103." The mite allergen (Derf1) may be, for example, a product commercially available from ITEA under the trade name "Mite Allergen Extract, Code 10102."

[0057] The cedar pollen allergen measurement kit may be, for example, a measurement kit commercially available from ITEA under the product name "Cedar Pollen Allergen (Cryj1) ELISA Kit, Code 10204." The mite allergen measurement kit may be, for example, a measurement kit commercially available from ITEA under the product name "Mite Allergen (Derf1) ELISA Kit, Code 10205."

[0058] The allergen reduction rate of the allergen reducing agent is preferably 65% ​​or more, more preferably 70% or more, more preferably 80% or more, more preferably 85% or more, more preferably 90% or more, and more preferably 95% or more.

[0059] Next, the usage of the allergen-reducing agent will be described. The allergen-reducing agent is used, for example, by being contained in a substrate to which an allergen-reducing effect is to be imparted, thereby constituting an allergen-reduced product. The substrate containing the allergen-reducing agent exhibits an allergen-reducing effect as an allergen-reduced product. The form in which the allergen-reducing agent is contained in the substrate is not particularly limited, and examples include a form in which the allergen-reducing agent is mixed into the substrate, a form in which the allergen-reducing agent is attached to the surface of the substrate, and a form in which the allergen-reducing agent is kneaded into the substrate.

[0060] The allergen-reducing agent can be attached to the surface of a substrate by dissolving or dispersing the allergen-reducing agent in a solvent to prepare an allergen-reducing liquid, and then applying the allergen-reducing liquid to the substrate. The allergen-reducing liquid may contain additives such as solvents, oils, emulsions, and suspending agents, as needed.

[0061] Examples of the solvent include water (preferably ion-exchanged water), alcohols (methyl alcohol, ethyl alcohol, propyl alcohol, etc.), hydrocarbons (toluene, xylene, methylnaphthalene, kerosene, cyclohexane, etc.), ethers (diethyl ether, tetrahydrofuran, dioxane, etc.), ketones (acetone, methyl ethyl ketone, etc.), and amides (N,N-dimethylformamide, etc.), with water or alcohols being preferred.

[0062] The content of the allergen-reducing agent in 100% by mass of the allergen-reducing liquid is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and more preferably 1% by mass or more. The content of the allergen-reducing agent in 100% by mass of the allergen-reducing liquid is preferably 20% by mass or less, more preferably 15% by mass or less, and more preferably 10% by mass or less.

[0063] The substrate into which the allergen reducing agent is to be incorporated is not particularly limited as long as it is capable of incorporating the allergen reducing agent, and examples include synthetic resin molded bodies, paints, wallpaper, decorative sheets, flooring materials, fibers, textile products (woven fabrics, nonwoven fabrics, knitted fabrics), interior goods and interior materials for vehicles (for example, cars, airplanes, ships, etc.) (seats, child seats, and the foams that make up these), kitchenware, baby products, and architectural interior materials.

[0064] The building interior materials are not particularly limited, and examples thereof include flooring materials, wallpaper, ceiling materials, paints, doorknobs, switches, switch covers, wax, and the like.

[0065] The vehicle interior goods and materials are not particularly limited, and examples thereof include seats, child seats, seat belts, car mats, seat covers, doors, ceiling materials, floor mats, door trim, instrument panels, consoles, glove boxes, handrails, and the like.

[0066] The synthetic resin constituting the synthetic resin molded article is not particularly limited, and examples thereof include thermoplastic resins (e.g., polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyvinyl acetate, polyurethane, Teflon (registered trademark), acrylonitrile butadiene styrene resin, acrylonitrile styrene resin, acrylic resin, polyvinyl alcohol, polyamide, polyacetal, polycarbonate, modified polyphenylene ether, polyester, polyethylene terephthalate, polybutylene terephthalate, cyclic polyolefin, polyphenylene sulfide, polytetrafluoroethylene, polysulfone, polyethersulfone, polyarylate, polyether ether ketone, thermoplastic polyimide, polyamideimide, etc.), thermosetting resins (e.g., phenolic resin, epoxy resin, melamine resin, urea resin, unsaturated polyester resin, alkyd resin, silicone resin, polyurethane, thermosetting polyimide, etc.). The synthetic resins may be used alone or in combination of two or more.

[0067] The allergen-reducing agent may be kneaded into the synthetic resin. Even when the allergen-reducing agent is kneaded into the synthetic resin, the allergen-reducing agent is effectively present in a protruding state on the surface of the resulting allergen-reduced product (molded article), and the allergen-reduced product exhibits excellent allergen-reducing effects.

[0068] A method for kneading an allergen-reducing agent into a synthetic resin involves mixing the allergen-reducing agent with a raw synthetic resin to prepare a resin composition, and then using this resin composition to obtain an allergen-reduced product of a desired shape as a molded article by a general-purpose synthetic resin molding method. Examples of general-purpose synthetic resin molding methods include extrusion molding, injection molding, and blow molding. A synthetic resin and an allergen-reducing agent may be mixed to prepare a synthetic resin molding masterbatch, which may then be mixed with the raw synthetic resin to produce an allergen-reduced product as a molded article by a general-purpose synthetic resin molding method.

[0069] The content of the allergen reducing agent in 100% by mass of the resin composition is preferably 1% by mass or more, more preferably 3% by mass or more, and more preferably 5% by mass or more. The content of the allergen reducing agent in 100% by mass of the resin composition is preferably 20% by mass or less, more preferably 15% by mass or less, and more preferably 10% by mass or less.

[0070] The content of the allergen reducing agent in 100% by mass of the synthetic resin molding masterbatch is preferably 20% by mass or more, more preferably 30% by mass or more, and more preferably 50% by mass or more. The content of the allergen reducing agent in 100% by mass of the synthetic resin molding masterbatch is preferably 80% by mass or less, more preferably 70% by mass or less, and more preferably 60% by mass or less.

[0071] Allergen-reducing paints can be produced by incorporating an allergen-reducing agent into paint. Conventional paints can be used as the paint, including oil-based paints (e.g., blended paints, oil varnishes, etc.), cellulose paints, and synthetic resin paints. The paint also includes photocurable paints that polymerize upon exposure to radiation such as ultraviolet light to produce a binder resin component.

[0072] Paints generally contain a binder resin and a solvent. The solvent is the same as that described above, so a detailed description will be omitted. The paint may contain additives such as pigments, plasticizers, curing agents, extenders, fillers, antioxidants, thickeners, and surfactants, as long as the additives do not impair the paint's physical properties. Examples of methods for preparing an allergen-reducing paint by incorporating an allergen-reducing agent into the paint include a method in which the allergen-reducing agent and the paint are supplied to a dispersing device and mixed uniformly. Examples of dispersing devices include a high-speed mill, a ball mill, and a sand mill.

[0073] Examples of binder resins include urethane-based resins such as one-component urethane resins and two-component urethane resins, silicone-based resins, acrylic resins, urethane acrylate resins, polyester resins, unsaturated polyester resins, alkyd resins, vinyl acetate resins, vinyl chloride resins, epoxy resins, and epoxy acrylate resins.

[0074] The content of the allergen-reducing agent in 100% by mass of the allergen-reducing paint is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and more preferably 1% by mass or more. The content of the allergen-reducing agent in 100% by mass of the allergen-reducing paint is preferably 20% by mass or less, more preferably 15% by mass or less, and more preferably 10% by mass or less.

[0075] By applying a paint to the surface of the above-mentioned substrate and providing a coating film containing an allergen-reducing agent on the surface of the substrate (laminated and integrated), an allergen-reducing product having an allergen-reducing effect can be constructed. [Example]

[0076] The present invention will be described in more detail using examples, but the present invention is not limited thereto. Specific numerical values ​​of the blending ratios (content ratios), physical property values, parameters, etc. used in the following description can be replaced with the upper limit values ​​(numeric values ​​defined as "equal to or less than") or lower limit values ​​(numeric values ​​defined as "equal to or more than") of the blending ratios (content ratios), physical property values, parameters, etc. described in the "Mode for Carrying Out the Invention" or "Summary of the Problems" section.

[0077] The following compounds were used as allergen-reducing compounds: Sulfanilic acid (4-aminobenzene-1-sulfonic acid) Metanilic acid (3-aminobenzenesulfonic acid) Orthanilic acid (2-aminobenzenesulfonic acid) Diphenyl hydrogen phosphite (diphenyl phosphite) [formula (a)]

[0078] [ka]

[0079] Polyoxyethylene (4) dodecyl ether phosphate [formula (b)]

[0080] [ka]

[0081] Diglycolic anhydride p-Hydroxybenzenesulfonic acid p-Toluidine-2-sulfonic acid (4-aminotoluene-3-sulfonic acid) Diethylenetriaminepentaacetic acid (DTPA) 1,3-Propanediamine-N,N,N',N'-tetraacetic acid Phthalates Stearylamine acetate Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate Sebacic acid (decanedioic acid) Dodecanedioic acid

[0082] (Examples 1 to 11, Comparative Examples 1 to 5) Allergen-reducing agents containing 100% by mass of the allergen-reducing compounds of the types shown in Table 1 as active ingredients were prepared.

[0083] The descriptor values ​​of CATS3D_09_LL, nCp, and H-051 of the allergen-reducing compound contained in the allergen-reducing agent were calculated as follows, and the results are shown in Table 1.

[0084] The pH and amount of acidic functional groups of a 0.5% by mass aqueous solution of the allergen-reducing compound at 25°C were measured as described above, and the results are shown in the "pH" and "Acidic Functional Groups (mmol / g)" columns of Table 1.

[0085] The allergen reduction rate of the obtained allergen reducing agent was measured in the following manner, and the results are shown in Table 1.

[0086] (Descriptor calculation) The three-dimensional structural coordinates of the allergen-reducing compounds were calculated by structural optimization using DFT (density functional theory) calculations under the following conditions using a software package commercially available from Gaussian under the trade name "Gaussian16 (Version Rev. A.03)". Functional: cam-B3LYP Basis function: 6-311+G(d,p)

[0087] Based on the obtained three-dimensional structural coordinates and chemical structures of the allergen-reducing compounds, the CATS3D_09_LL values, nCp values, and H-051 values ​​were calculated using the descriptor calculation software Dragon (Kode Chemoinformatics, version 7).

[0088] (Allergen reduction rate) The allergen denaturing agents were subjected to anti-allergen tests using mite allergen (Derf1) and pollen allergen (Cryj1).

[0089] The mite allergen (Derf1) used was a freeze-dried powder of mite allergen (Derf1) (ITEA, product name "Mite (Df) culture medium extract, code 10102"), and the measurement kit used was a mite allergen measurement kit (ITEA, product name "Mite Allergen (Derf1) ELISA kit, code 10205").

[0090] The cedar pollen allergen (Cryj1) used was a freeze-dried powder of cedar pollen allergen (Cryj1) (manufactured by ITEA, product name "Cedar Pollen Extract"), and the measurement kit used was a cedar pollen allergen measurement kit (ITEA, product name "Cedar Pollen Allergen (Cryj1) ELISA Kit, code 10204").

[0091] An allergen-reducing paint was prepared by adding 90 parts by mass of ultraviolet-curing acrylic paint (manufactured by Coattec Co., Ltd., product name "AI-N2") to 10 parts by mass of the allergen-reducing agent and uniformly mixing them. Next, a polyester film was prepared as a substrate. One side of this substrate was coated with the allergen-reducing paint to a thickness of 18 μm using a wire bar coater #8, and then ultraviolet light with a wavelength of 365 nm was applied to the coating layer at 25°C using a UV conveyor device (manufactured by iGraphics Co., Ltd., product name "ECS301G1") at an integrated light dose of 500 mJ / cm. 2 The ultraviolet-curable acrylic paint was cured by irradiating the paint so that a coating film with a thickness of 18 μm was formed on one side, thereby producing an allergen-reduced product.

[0092] The freeze-dried powders of the above allergens were dissolved separately in purified water to prepare aqueous allergen solutions containing 10 μg / mL of allergen. PBS-T was then added to the aqueous allergen solutions and mixed uniformly to prepare an allergen solution containing 15 ng / mL of allergen.

[0093] The allergen-reduced product was cut into a 5 cm square, 0.4 mL of the allergen solution was dropped onto the coating, and the product was then covered with a 4 cm square polyethylene film and left to stand for 24 hours at 25°C to prepare a test solution. The amount of allergen present in the test solution, W1 (ng / mL), was then measured by ELISA using the measurement kit.

[0094] A blank product with a coating film formed on one side was prepared in the same manner as above, except that an ultraviolet-curing acrylic paint (manufactured by Coattec Co., Ltd., product name "AI-N2") was used as the blank paint instead of the allergen-reduced paint. The amount of allergen present in the test solution, W0 (ng / mL), was measured in the same manner as above, except that the blank product was used instead of the allergen-reduced product. The allergen reduction rate (%) was calculated using the following formula. The results obtained are shown in the "mite (Derf1)" and "cedar (Cryj1)" columns in Table 1, respectively. Allergen reduction rate (%) = 100 - (W1 / W0) x 100

[0095] [Table 1]

Claims

1. a molecular weight of 1,000 or less and having at least one acidic functional group selected from the group consisting of a carboxy group, a sulfo group, a phosphate group, and a phosphite group, or an anhydride group thereof; An allergen-reducing agent characterized by comprising, as an active ingredient, an allergen-reducing compound having a CATS3D_09_LL value of 6 or less, an nCp value of 2 or less, and an H-051 value of 2 or less, as calculated by the descriptor calculation software Dragon.

2. 2. The allergen-reducing agent according to claim 1, wherein the allergen-reducing compound has a carboxy group.

3. 3. The allergen-reducing agent according to claim 1, wherein a 0.5% by mass aqueous solution of the allergen-reducing compound has a pH of 4.5 or less at 25°C.

4. An allergen-reducing solution comprising the allergen-reducing agent according to claim 1 or 2 and a solvent.

5. An allergen-reducing paint comprising the allergen-reducing agent according to claim 1 or 2 and a paint.

6. A resin composition comprising the allergen reducing agent according to claim 1 or 2 and a synthetic resin.

7. 7. The resin composition according to claim 6, which is used as a masterbatch for synthetic resin molding.

8. An allergen-reduced product comprising a base material and the allergen-reducing agent according to claim 1 or 2 contained in the base material.

9. A method for reducing an allergen, which comprises contacting the allergen-reducing agent according to claim 1 or 2 with an allergen.

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