Allergen reducing agents and allergen reducing products

Abstract

To provide an allergen reducing agent that can exhibit excellent allergen reduction effects. [Solution] The allergen reducing agent is characterized by comprising an aromatic hydroxy compound having a functional group shown in formula (1) as a side chain on the main chain of a linear polymer, and a solvent containing 5 to 95% by mass of alcohol and water. When the solvent is dried and removed, the aromatic hydroxy compound is oriented on the substrate so that the hydroxyl groups face outward, thereby improving interaction with allergens and exhibiting an excellent allergen reducing effect. TIFF2026144862000005.tif47170 In formula (1), R 1 ~R 5 R represents a hydrogen atom or a hydroxyl group. 1 ~R 5 At least one of them is a hydroxyl group, and n is 0 or a natural number from 1 to 5.

Description

[Technical Field]

[0001] This invention relates to allergen reducing agents and allergen reducing products. [Background technology]

[0002] In recent years, many allergic diseases such as atopic dermatitis, bronchial asthma, and allergic rhinitis have become a problem. The main cause of these allergic diseases is the increase in allergens in living spaces, such as dust mites that inhabit homes, particularly house dust mites (Der1, Der2), which are abundant in indoor dust, and cedar pollen allergens (Cry j1, Cry j2), which are mainly suspended in the air in large quantities during the spring.

[0003] The allergens from house dust mites are not the mites themselves, but rather their carcasses and feces. Therefore, eliminating house dust mites does not provide a fundamental solution to allergic diseases.

[0004] Furthermore, Cry j1 and Cry j2, which are cedar pollen allergens, are glycoproteins with molecular weights of approximately 40 kDa and 37 kDa, respectively, and have complex three-dimensional structures folded in a spiral or sheet-like manner. When these cedar pollen allergens adhere to the nasal mucosa, they are recognized as foreign substances outside the body and trigger an inflammatory response.

[0005] Therefore, there is a need for technologies that can remove allergens from living spaces or inactivate them by denaturing them.

[0006] Patent Document 1 discloses an allergen-reducing nonwoven fabric in which an ink containing an aromatic hydroxy compound as an allergen-reducing component is fixed to at least one side of the nonwoven fabric by printing. [Prior art documents] [Patent Documents]

[0007] [Patent Document 1] Japanese Patent Publication No. 2023-313778 [Overview of the project] [Problems that the invention aims to solve]

[0008] However, the allergen-reducing nonwoven fabric disclosed in Patent Document 1 is manufactured by coating a nonwoven fabric with an ethanol solution obtained by dissolving poly-4-vinylphenol in ethyl alcohol using screen printing.

[0009] When poly-4-vinylphenol is dissolved in ethyl alcohol, there is a problem in that the allergen-reducing effect of poly-4-vinylphenol is reduced.

[0010] The present invention provides an allergen reducing agent that can exhibit the excellent allergen reducing effect of polyvinylphenol by using a solvent containing water and alcohol, and moreover, alcohol in a predetermined proportion. [Means for solving the problem]

[0011] The allergen reducing agent of the present invention is An aromatic hydroxy compound having a functional group shown in formula (1) as a side chain in the main chain of a linear polymer, A solvent containing alcohol and water, The alcohol content in 100% by mass of the solvent is 5 to 95% by mass. However, in formula (1), R 1 ~R 5 R represents a hydrogen atom or a hydroxyl group. 1 ~R 5 At least one of them is a hydroxyl group, and n is 0 or a natural number from 1 to 5. * represents a bond, meaning a single bond.

[0012] [ka]

[0013] The allergen-reducing product of the present invention is characterized by comprising a base material and a dried product of the allergen-reducing agent contained in the base material. Effects of the Invention

[0014] The allergen-reducing agent of the present invention contains a specific aromatic hydroxy compound and a solvent containing alcohol and water that includes alcohol at a predetermined ratio. Therefore, when the solvent is removed by drying, the aromatic hydroxy compound can be oriented on the base material such that the hydroxyl groups (-OH) face outward, thereby improving the interaction with allergens and expressing an excellent allergen-reducing effect. Mode for Carrying Out the Invention

[0015] In the stepwise described numerical ranges in the present specification, the upper limit or lower limit of the numerical range of one step can be arbitrarily combined with the upper limit or lower limit of the numerical range of another step. In the numerical ranges described in the present specification, the upper limit or lower limit of the numerical range may be replaced with a value shown in the examples or a value that can be uniquely derived from the examples. In the present specification, a numerical value connected by "~" means a numerical range including the numerical values before and after "~" as the lower limit and the upper limit.

[0016] [Aromatic Hydroxy Compound] The allergen-reducing agent contains, as an active ingredient, an aromatic hydroxy compound having a functional group represented by formula (1) as a side chain on the main chain of a linear polymer (hereinafter sometimes simply referred to as "aromatic hydroxy compound"). However, in formula (1), R 1 ~R 5 each represent a hydrogen atom or a hydroxyl group, and R 1 ~R 5 at least one of R1 to R5 is a hydroxyl group, n represents 0 or a natural number of 1 to 5. * represents a bond and means a single bond.

[0017]

Chemical Formula

[0018] In formula (1), R 1 to R 5 each represent a hydrogen atom or a hydroxyl group. At least one of R 1 to R 5 is a hydroxyl group. It is preferable that R 3 is a hydroxyl group, and it is more preferable that R 1 , R 2 , R 4 and R 5 are hydrogen atoms and R 3 is a hydroxyl group. n represents 0 or a natural number from 1 to 5, and 0 is preferable.

[0019] The aromatic hydroxy compound exerts an excellent allergen-reducing effect due to the hydroxyl group of the functional group represented by formula (1) bonded as a side chain to a linear polymer. An excellent allergen-reducing effect is exerted when the hydroxyl group of the functional group represented by formula (1) interacts with an allergen.

[0020] The linear polymer is not particularly limited, and for example, vinyl polymers, polyesters, and polyurethanes are preferable, and vinyl polymers are more preferable.

[0021] The aromatic hydroxy compound is not particularly limited, and examples thereof include polyvinylphenol, poly(4-hydroxyphenyl-1-propene), poly(4-hydroxyphenyl-1-butene), poly(4-hydroxyphenyl-1-pentene), poly(4-hydroxyphenyl-1-butene), and poly(4-hydroxyphenyl-1-pentene); polyvinylphenol, poly[4-(4-hydroxyphenyl)-1-propene], poly[4-(4-hydroxyphenyl)-1-butene], poly[4-(4-hydroxyphenyl)-1-pentene], poly[4-(4-hydroxyphenyl)-1-butene], and poly[4-(4-hydroxyphenyl)-1-pentene] are preferable, and poly(4-vinylphenol) is more preferable.

[0022] The weight-average molecular weight of the aromatic hydroxy compound is preferably 2000 or more, more preferably 3000 or more, more preferably 4000 or more, and more preferably 4500 or more. The weight-average molecular weight of the aromatic hydroxy compound is preferably 30000 or less, more preferably 28000 or less, more preferably 26000 or less, and more preferably 24000 or less. When the weight-average molecular weight of the aromatic hydroxy compound is within the above range, the allergen-reducing effect of the allergen-reducing agent can be improved.

[0023] In this invention, the weight-average molecular weight of the polymer is the polystyrene-converted value measured by GPC (gel permeation chromatography). When multiple peak tops are detected by GPC, the area value of each peak is considered as a weight to calculate the weight-average molecular weight, and this value is taken as the weight-average molecular weight of the polymer.

[0024] For example, measurements can be taken using the following measuring device and conditions. Gel permeation chromatograph: Waters Corporation, product name "Alliance HPLC" Column: Manufactured by Resonaq Corporation, product name "OHpak SB-805" Detector: Differential refractometer Sample flow rate: 1 mL / min Column temperature: 40℃ Elutate: 0.2M Na2CO3aq. 60 vol% / Acetonitrile 40 vol%

[0025] In the allergen reducing agent, the content of aromatic hydroxy compounds is preferably 0.02 parts by mass or more, more preferably 0.05 parts by mass or more, more preferably 0.1 parts by mass or more, and more preferably 0.3 parts by mass or more, per 100 parts by mass of solvent. In the allergen reducing agent, the content of aromatic hydroxy compounds is preferably 10 parts by mass or less, more preferably 5 parts by mass or less, and more preferably 1 part by mass or less, per 100 parts by mass of solvent. When the content of aromatic hydroxy compounds is within the above range, a uniform dried product having an excellent allergen reducing effect can be formed on the surface of the substrate.

[0026] [solvent] The allergen reducing agent contains a solvent that includes alcohol and water. The allergen reducing agent dissolves or disperses aromatic hydroxy compounds in the solvent that includes alcohol and water.

[0027] When an allergen-reducing agent is supplied to a substrate, the solvent evaporates over time and disappears, leaving a dried substance containing aromatic hydroxy compounds on the substrate surface. This dried substance containing aromatic hydroxy compounds present on the substrate exhibits an excellent allergen-reducing effect. The mechanism by which the allergen-reducing agent exhibits this excellent allergen-reducing effect has not been clearly elucidated, but it is presumed to be due to the following mechanisms.

[0028] The allergen reducing agent contains an aromatic hydroxy compound in a solvent containing water and a predetermined amount of alcohol. The aromatic hydroxy compound is soluble in alcohol but poorly soluble in water. In the process of supplying the allergen reducing agent to a substrate and evaporating the solvent, the alcohol, which has a lower boiling point, evaporates preferentially. As the alcohol evaporates, the allergen reducing agent that was dissolved in the alcohol precipitates. As the alcohol content decreases, the water content becomes relatively higher, and the aromatic hydroxy compound, which is poorly soluble in water, becomes dispersed in the water as the solvent evaporates, resulting in a dried aromatic hydroxy compound. On the surface of the substrate to which the allergen reducing agent is supplied, the aromatic hydroxy compound precipitates uniformly, and towards the end of the solvent evaporation process, the aromatic hydroxy compound becomes dispersed in the water and dries. Therefore, in the drying process of the allergen reducing agent, the formation of hydrogen bonds between hydroxyl groups in the aromatic hydroxy compound can be suppressed as much as possible, and the dried allergen reducing agent can be formed on the substrate with the hydroxyl groups oriented outwards. As a result, the interaction between aromatic hydroxy compounds and allergens can be improved, and it is presumed that the dried form of the allergen reducing agent exhibits excellent allergen-reducing effects.

[0029] The alcohol is not particularly limited, but is preferably methanol (65°C), ethanol (79°C), isopropyl alcohol (82.6°C), or n-propyl alcohol (98°C), with ethanol being more preferred. When ethanol is used as the alcohol, the difference in boiling points between ethanol and water becomes appropriate, which is thought to reduce the crystallization of aromatic hydroxy compounds, allow for uniform precipitation of aromatic hydroxy compounds, and enable more hydroxyl groups of aromatic hydroxy compounds to be oriented outwards, resulting in a more superior allergen-reducing effect for the allergen-reducing agent. The temperatures in parentheses are boiling points at 1 atmosphere (0.1013 MPa).

[0030] The number of carbon atoms in the alcohol is preferably 1 or more, more preferably 2 or more. The number of carbon atoms in the alcohol is preferably 8 or less, more preferably 6 or less, more preferably 4 or less, and more preferably 3 or less.

[0031] The boiling point of alcohol at 1 atmosphere (0.1013 MPa) is preferably 70°C or higher, more preferably 75°C or higher. The boiling point of alcohol at 1 atmosphere (0.1013 MPa) is preferably 98.5°C or lower, more preferably 98°C or lower, more preferably 95°C or lower, more preferably 90°C or lower, and more preferably 85°C or lower.

[0032] The alcohol content in 100% by mass of the solvent is 5% by mass or more, preferably 15% by mass or more, preferably 20% by mass or more, more preferably 22% by mass or more, and more preferably 25% by mass or more. The alcohol content in 100% by mass of the solvent is 95% by mass or less, preferably 90% by mass or less, preferably 85% by mass or less, more preferably 80% by mass or less, more preferably 75% by mass or less, more preferably 70% by mass or less, more preferably 65% ​​by mass or less, more preferably 60% by mass or less, more preferably 55% by mass or less, and more preferably 50% by mass or less. When the alcohol content is within the above range, the allergen-reducing effect of the allergen-reducing agent is improved.

[0033] The water content in 100% by mass of the solvent is preferably 5% by mass or more, more preferably 10% by mass or more, more preferably 15% by mass or more, more preferably 20% by mass or more, more preferably 25% by mass or more, more preferably 30% by mass or more, more preferably 35% by mass or more, more preferably 40% by mass or more, more preferably 45% by mass or more, and more preferably 50% by mass or more. The water content in 100% by mass of the solvent is preferably 95% by mass or less, more preferably 85% by mass or less, more preferably 80% by mass or less, more preferably 78% by mass or less, and more preferably 75% by mass or less. When the water content is within the above range, the allergen reducing effect of the allergen reducing agent is improved.

[0034] [Allergen reducing agent] Allergen reducing agents have an allergen-reducing effect against various allergens through the action of aromatic hydroxy compounds.

[0035] Allergens targeted by allergen reducing agents include animal allergens such as dust mite allergens (Der1, Der2), allergens caused by dogs and cats (Can f1, Fel d1), and plant allergens such as cedar pollen allergens (Cryj1, Cryj2) and pollen that float in the air. While any type of mite allergen can be targeted, particularly those found in indoor dust, especially bedding, and are a common cause of allergic diseases, this product is especially effective against house dust mites, particularly house dust mites, which are abundant in bedding and are a major cause of allergic diseases.

[0036] Here, an allergen reducing agent refers to a substance that has an allergen reducing effect. The allergen reducing effect can be determined by measuring the allergen reduction rate of cedar pollen allergen (Cryj1) or dust mite allergen (Derf1) in the following manner, and if the allergen reduction rate for at least one of the allergens is 60% or higher, it can be determined that the substance has an allergen reducing effect.

[0037] The allergen-reducing effect of an allergen-reducing agent can be measured, for example, in the following manner: Prepare the allergen-reducing agent. Prepare a flat, square polyester film with sides of 10 cm as the base material. After uniformly coating one side of this base material with 200 mg of the allergen-reducing agent, dry the allergen-reducing agent to produce an allergen-reducing product in which the dried allergen-reducing agent is formed on one side.

[0038] Each of the freeze-dried allergen powders is dissolved separately in purified water to prepare an allergen aqueous solution containing 10 μg / mL of the allergen. Then, 0.05 w / v% polysorbate 20-containing phosphate-buffered saline (pH: 7.4, hereinafter referred to as "PBS-T") is added to the allergen aqueous solution and mixed uniformly to prepare an allergen solution containing 15 ng / mL of the allergen.

[0039] The above allergen-reducing product is cut into a flat square with sides of 5 cm, 0.4 mL of the above allergen solution is dropped onto the dried allergen-reducing agent, and then the product is covered with a flat square polyethylene film with sides of 4 cm and left at 25°C for 24 hours to prepare the test solution. Next, the amount of allergen present in the test solution W1 (ng / mL) is measured using a measurement kit.

[0040] For cedar pollen allergen testing, for example, a testing kit commercially available from ITEA under the product name "Cedar Pollen Allergen (Cryj1) ELISA Kit, code 1-CJ1-001" can be used. For dust mite allergen testing, for example, a testing kit commercially available from ITEA under the product name "Derf1 Dust Mite Allergen (Derf1) ELISA Kit, code 4-DF1-001" can be used.

[0041] Separately from the above, a polyester film is prepared as a base material and used as a blank product. Except for using a blank product instead of an allergen-reducing product, the amount of allergen W0 (ng / mL) present in the test solution is measured in the same manner as above. The allergen reduction rate (%) is calculated based on the following formula. Allergen reduction rate (%) = 100 - (W1 / W0) × 100

[0042] For example, as the cedar pollen allergen (Cryj1), you can use the product commercially available from ITEA under the product name "Cedar Pollen Extract, Code 4-CJ-001". For the dust mite allergen (Derf1), you can use the product commercially available from ITEA under the product name "Dust Mite Allergen Extract, Code 4-DF-001".

[0043] The allergen reduction rate of the allergen reducing agent is preferably 65% ​​or more, preferably 70% or more, more preferably 80% or more, and most preferably 85% or more.

[0044] The method for producing an allergen reducing agent is not particularly limited. For example, an allergen reducing agent can be produced by supplying an aromatic hydroxy compound, which is an active ingredient, and a general-purpose additive, which may be included as needed, to water and mixing them in a general manner.

[0045] This document explains the usage instructions for allergen reducing agents. Allergen reducing agents exert an allergen-reducing effect against various allergens through the action of aromatic hydroxy compounds. By coming into contact with allergens, allergen reducing agents inactivate them, thereby reducing their levels.

[0046] The allergen reducing agent is supplied to the surface of a substrate to which an allergen reducing effect is to be imparted. By evaporating and removing the solvent in the allergen reducing agent, a dried form of the allergen reducing agent containing an aromatic hydroxy compound is attached to the substrate surface. The substrate to which the dried form of the allergen reducing agent is attached exhibits an allergen reducing effect as an allergen-reducing product.

[0047] The substrate containing the allergen reducing agent is not particularly limited as long as it can be used to adhere the dried allergen reducing agent to its surface. Examples include synthetic resin molded articles, paints, wallpaper, decorative sheets, flooring materials, fibers, textile products (woven fabrics, nonwoven fabrics, knitted fabrics), interior accessories and interior materials for vehicles (e.g., cars, airplanes, ships, etc.) (seats, child seats and the foams that make them up, etc.), kitchenware, baby products, and building interior materials.

[0048] Building interior materials are not particularly limited and can include, for example, flooring, wallpaper, ceiling materials, paint, doorknobs, switches, switch covers, and wax.

[0049] Vehicle interior accessories and vehicle interior materials are not particularly limited and may include, for example, seats, child seats, seat belts, car mats, seat covers, doors, ceiling materials, floor mats, door trims, instrument panels, consoles, glove boxes, straps, handrails, etc.

[0050] The synthetic resin constituting the molded synthetic resin article is not particularly limited and includes, for example, thermoplastic resins (e.g., polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyvinyl acetate, polyurethane, Teflon®, 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, polyetheretherketone, thermoplastic polyimide, polyamideimide, etc.) and 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 resin may be used alone or in combination of two or more types.

[0051] This section describes a method for producing allergen-reducing fibers as an allergen-reducing product by physically fixing a dried allergen-reducing agent to fibers. Examples of methods for physically fixing the allergen-reducing agent to fibers include: (1) impregnating the fibers in the allergen-reducing agent, evaporating and removing the solvent in the allergen-reducing agent, and fixing the dried allergen-reducing agent to the fibers; and (2) applying or spraying the allergen-reducing agent onto the fiber surface, evaporating and removing the solvent in the allergen-reducing agent, and fixing the dried allergen-reducing agent to the fibers. [Examples]

[0052] The present invention will be described more specifically below with reference to examples, but the present invention is not limited thereto. Specific numerical values ​​such as blending ratios (content percentages), physical properties, and parameters used in the following description may be replaced with the corresponding upper limits (numerical values ​​defined as "less than or equal to" or "less than") or lower limits (numerical values ​​defined as "greater than or equal to") of the blending ratios (content percentages), physical properties, and parameters described in the "Means for Solving the Problems" and "Modes for Carrying Out the Invention" sections.

[0053] (Examples 1-8, Comparative Examples 1-5) Allergen reducing agents were prepared by mixing poly(4-vinylphenol) having the weight-average molecular weight Mw shown in Table 1, water, ethanol, and isopropyl alcohol in the predetermined amounts shown in Table 1. In Table 1, "poly(4-vinylphenol)" is abbreviated as "PvPh", "ethanol" as "EtOH", and "isopropyl alcohol" as "IPA".

[0054] The allergen-reducing effect of the obtained allergen-reducing agent was measured according to the procedure described below, and the results are shown in Table 1.

[0055] (Allergen reduction effect) A flat, square polyester film with sides of 10 cm was prepared as the base material. 200 mg of an allergen reducing agent was uniformly coated onto one side of this base material. The solvent in the allergen reducing agent was then evaporated and removed to produce an allergen-reducing product in which a dried allergen reducing agent containing an aromatic hydroxy compound was formed on one side.

[0056] Lyophilized powders of cedar pollen allergen (Cryj1) and dust mite allergen (Derf1) were separately dissolved in purified water to prepare allergen aqueous solutions containing 10 μg / mL of each allergen. Then, phosphate-buffered saline (pH: 7.4, hereinafter referred to as "PBS-T") containing 0.05 w / v% polysorbate 20 was added to the allergen aqueous solutions and mixed uniformly to prepare an allergen solution containing 15 ng / mL of the allergen.

[0057] For the cedar pollen allergen (Cryj1), we used a product commercially available from ITEA under the product name "Cedar Pollen Extract, Code 4-CJ-001". For the dust mite allergen (Derf1), we used a product commercially available from ITEA under the product name "Dust Mite Allergen Extract, Code 4-DF-001".

[0058] The above allergen-reducing product was cut into a flat square with sides of 5 cm, and 0.4 mL of the above allergen solution was dropped onto the dried allergen-reducing agent. The product was then covered with a flat square polyethylene film with sides of 4 cm and left at 25°C for 24 hours to prepare a test solution. Next, the amount of allergen present in the test solution W1 (ng / mL) was measured using a measurement kit.

[0059] For the cedar pollen allergen measurement kit, we used a commercially available kit from ITEA Corporation under the product name "Cedar Pollen Allergen (Cryj1) ELISA Kit, code 1-CJ1-001". For the dust mite allergen measurement kit, we used a commercially available kit from ITEA Corporation under the product name "Derf1 Dust Mite Allergen (Derf1) ELISA Kit, code 4-DF1-001".

[0060] Separately from the above, a polyester film was prepared as a base material and used as a blank product. Except for using a blank product instead of an allergen-reducing product, the amount of allergen W0 (ng / mL) present in the test solution was measured in the same manner as above. The allergen reduction rate (%) was calculated based on the following formula. Allergen reduction rate (%) = 100 - (W1 / W0) × 100

[0061] [Table 1]

Claims

1. An aromatic hydroxy compound having a functional group shown in formula (1) as a side chain in the main chain of a linear polymer, A solvent containing alcohol and water, An allergen reducing agent characterized in that the alcohol content in 100% by mass of the solvent is 5 to 95% by mass. However, in formula (1), R 1 ~R 5 R represents a hydrogen atom or a hydroxyl group. 1 ~R 5 At least one of these is a hydroxyl group, and n is 0 or a natural number from 1 to 5. * represents a bond, meaning a single bond. 【Chemistry 1】

2. The allergen reducing agent according to claim 1, characterized in that the aromatic hydroxy compound contains polyvinylphenol.

3. The allergen reducing agent according to claim 1, characterized in that the alcohol content in 100% by mass of the solvent is 15 to 70% by mass.

4. The allergen reducing agent according to claim 1, characterized in that the alcohol content in 100% by mass of the solvent is 20 to 50% by mass.

5. The allergen reducing agent according to claim 1 or 2, characterized in that the weight-average molecular weight of the aromatic hydroxy compound is 2,000 to 30,000.

6. The allergen reducing agent according to claim 1 or 2, characterized in that the alcohol contains ethanol.

7. An allergen-reducing product characterized by comprising a base material and a dried body of the allergen-reducing agent described in claim 1 contained in the base material.

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