Allergen reducing agent, allergen reducing liquid, allergen reducing paint, and master batch for synthetic resin molding

Abstract

The present invention provides an allergen reducing agent that exhibits an excellent allergen-reducing effect over a long period of time due to reduced shedding from a base material. This allergen reducing agent is characterized by including, as an active ingredient, an allergen reducing compound containing an alkoxysilyl structure or a silanol structure represented by a prescribed structural formula, and an acidic functional group or an anhydride group thereof in each molecule. Therefore, the allergen reducing agent has an excellent allergen-reducing effect and reduced shedding from the base material, and can impart an excellent allergen-reducing effect to the base material for a long period of time.

Description

Allergen denaturing agents, allergen denaturing liquids, allergen denaturing paints, and masterbatches for synthetic resin molding

[0001] The present invention relates to an allergen-reducing agent, an allergen-reducing liquid, an allergen-reducing paint, and a masterbatch for synthetic resin molding.

[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 mites that live in homes, particularly allergens such as Dermatophagoides pneumoniae allergens (Der1, Der2) that are abundant in house dust, and cedar pollen allergens (Cryj1, Cryj2) that are airborne in large quantities mainly in spring.

[0003] The allergens for house dust mites are not the mites themselves, but rather the corpses and feces of house dust mites, so even if house dust mites are eradicated, it will not be a fundamental solution to allergic diseases.

[0004] Furthermore, the cedar pollen allergens Cryj1 and Cryj2 are glycoproteins with molecular weights of approximately 40 kDa and approximately 37 kDa, respectively. When these cedar pollen allergens come into contact with the nasal mucosa, they are recognized as foreign substances in the body and cause an inflammatory reaction.

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

[0006] 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.

[0007] JP 2009-160563 A

[0008] 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.

[0009] Furthermore, the allergen-removing particles of Patent Document 1 can be incorporated into various products to produce allergen-removing products. Allergen-removing products typically come into contact with human hands or are rubbed against other objects during use. Therefore, the allergen-removing particles contained in the allergen-removing product tend to fall off, resulting in a short-term decline in the allergen-reducing effect.

[0010] The present invention provides an allergen reducing agent that exhibits excellent allergen reducing effects over a long period of time with reduced shedding from substrates, as well as an allergen reducing liquid, an allergen reducing paint, and a synthetic resin molding masterbatch that use this allergen reducing agent.

[0011] The allergen reducing agent of the present invention is characterized by containing, as an active ingredient, an allergen reducing compound having, in its molecule, an alkoxysilyl structure represented by formula (1) or a silanol structure represented by formula (2) and a structure containing an acidic functional group or an anhydride group thereof.

[0012] (However, in formula (1), R 1 is an alkyl group. In formulas (1) and (2), * denotes a bond and represents a single bond.

[0013] The allergen-reducing solution of the present invention is characterized by containing the allergen-reducing agent and a solvent.

[0014] The allergen-reducing paint of the present invention is characterized by containing the allergen-reducing agent, a solvent, and a binder resin.

[0015] The synthetic resin molding masterbatch of the present invention is characterized by containing the above-mentioned allergen reducing agent and a synthetic resin.

[0016] The allergen-reducing agent of the present invention exhibits excellent allergen-reducing effects because it contains, as an active ingredient, an allergen-reducing compound having, in the molecule, an alkoxysilyl structure or a silanol structure and a structure containing an acidic functional group or an anhydride group thereof.

[0017] The allergen reducing agent of the present invention has an alkoxysilyl structure or silanol structure that forms a strong bond with the substrate, reducing the likelihood of it falling off from the substrate, and can impart an excellent allergen reducing effect to the substrate over a long period of time.

[0018] In the numerical ranges described in stages in this specification, the upper or lower limit of a certain numerical range can be arbitrarily combined with the upper or lower limit of another numerical range. In the numerical ranges described in this specification, the upper or lower limit of the numerical range may be replaced with a value shown in an example or a value that can be unambiguously derived from an example. In this specification, a numerical value connected with "to" means a numerical range that includes the numbers before and after "to" as the lower and upper limits.

[0019] [Allergen-reducing compound] The allergen-reducing agent contains, as an active ingredient, an allergen-reducing compound having, in the molecule, an alkoxysilyl structure represented by formula (1) (hereinafter sometimes simply referred to as "alkoxysilyl structure") or a silanol structure represented by formula (2) (hereinafter sometimes simply referred to as "silanol structure"), and a structure containing an acidic functional group or its anhydride group. The allergen-reducing compound may be used alone or in combination of two or more types. In formula (1), R 1 is an alkyl group. In this specification, * is a bond and means a single bond.

[0020]

[0021] (However, in formula (1), R 1 is an alkyl group. In formulas (1) and (2), * denotes a bond and represents a single bond.

[0022] The content of the allergen-reducing compound in the allergen-reducing agent is preferably 50% by mass or more, more preferably 60% by mass or more, more preferably 70% by mass or more, more preferably 80% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, more preferably 99% by mass or more, and more preferably 100% by mass.

[0023] The allergen-reducing agent exhibits an excellent allergen-reducing effect by containing the allergen-reducing compound.

[0024] Here, the allergen reducing agent refers to an agent having an allergen reducing effect. The allergen reducing effect can be determined by measuring the allergen reduction rate for cedar pollen allergen (Cryj1) or mite allergen (Derf1) as described below, and if the allergen reduction rate for at least either allergen is 60% or more, the agent can be determined to have an allergen reducing effect.

[0025] 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."

[0026] A lyophilized powder of the allergen is dissolved in purified water to prepare an aqueous allergen solution containing 10 μg / mL of the allergen. PBS-T [phosphate buffered saline containing 0.05 w / v% polysorbate 20 (pH 7.4, hereafter referred to as "PBS-T")] is then added to the aqueous allergen solution and mixed uniformly to prepare an allergen solution containing 15 ng / mL of the allergen.

[0027] 5 mg of the allergen denaturing agent is placed in a microtube, and 1 mL of the above allergen solution is added dropwise. After stirring to make the mixture homogenous, the mixture is left to stand at 25° C. for 2 hours to prepare a test solution.

[0028] Next, the amount W1 (ng / mL) of the allergen present in the test solution is measured using an ELISA kit.

[0029] 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."

[0030] The amount of allergen present in the test solution, W0 (ng / mL), is measured in the same manner as above, except that no allergen denaturing agent is added to the microtube. The allergen denaturation rate (%) is calculated using the following formula: Allergen denaturation rate (%) = 100 - (W1 / W0) x 100

[0031] 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.

[0032] An alkoxysilyl structure refers to a structure in which an alkoxy group is directly bonded to a silicon atom, as shown in formula (1). An alkoxy group refers to a group in which the hydrogen atom of a hydroxyl group (-OH) is substituted with an alkyl group. An alkyl group refers to the atomic group remaining after removing one hydrogen atom from an aliphatic saturated hydrocarbon, and may be either linear or branched. It is preferable that the hydrogen atom of the alkyl group is not substituted. The alkoxy group is not particularly limited, and examples include alkoxy groups having 1 to 5 carbon atoms, such as a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentoxy group. The alkoxy group is preferably a methoxy group or an ethoxy group, and more preferably an ethoxy group.

[0033] The silanol structure is a structure in which a hydroxyl group (—OH) is directly bonded to a silicon atom, as shown in formula (2).

[0034] The allergen-reducing compound has an alkoxysilyl structure represented by formula (1) or a silanol structure represented by formula (2) in its molecule, which allows the allergen-reducing compound to form a strong bond with the substrate, reducing the allergen-reducing agent from falling off from the substrate and providing the substrate with an excellent allergen-reducing effect over a long period of time. The alkoxysilyl structure represented by formula (1) is hydrolyzed, as needed, by moisture contained in the substrate or in the air to generate a silanol structure represented by formula (2), and this generated silanol structure forms a strong bond with the substrate.

[0035] Furthermore, although the allergen-reducing compound has an alkoxysilyl structure represented by formula (1) or a silanol structure represented by formula (2), this has almost no effect on the allergen-reducing effect exerted by the acidic functional group or its anhydride group described below, and the allergen-reducing agent exerts an excellent allergen-reducing effect.

[0036] The allergen-reducing compound has a structure containing an acidic functional group or an anhydride group thereof, and exhibits excellent allergen-reducing effects due to the acidic functional group or the anhydride group thereof.

[0037] The acidic functional group refers to a functional group capable of releasing a hydrogen ion (proton) in an aqueous solution. The acidic functional group is preferably an H-type acidic functional group. Examples of the acidic functional group include a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), and a phosphonic acid group [-P(=O)(OH)2]. The carboxy group (-COOH) is preferred because it exhibits an excellent allergen reduction effect without substantially interfering with the bonding action with the substrate exerted by the alkoxysilyl structure and the silanol structure.

[0038] The structure containing an acidic functional group is preferably a structure containing a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), or a phosphonic acid group [-P(=O)(OH)2], more preferably a structure containing a carboxy group (-COOH), more preferably a carboxy group (-COOH), a structure represented by the following formula (5-1) (succinic acid residue), a structure represented by the following formula (5-2) (phthalic acid residue), or a structure represented by the following formula (5-3) (maleic acid residue), and more preferably a carboxy group (-COOH) or a structure represented by formula (5-1) (succinic acid residue). These structures can further exhibit excellent allergen-reducing effects in the allergen reducing agent while maintaining excellent adhesion to substrates due to the alkoxysilyl structure and silanol structure.

[0039] In the formulas (5-1) to (5-3), one of the two carboxy groups (—COOH) is esterified to —COOR. 9 It may be as follows. 9 is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms. The alkyl group is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group, with a methyl group or an ethyl group being preferred, and an ethyl group being more preferred. The alkyl group may be either linear or branched. It is preferred that the hydrogen atoms of the alkyl group are not substituted.

[0040]

[0041] The acidic functional group may be an anhydride group. The anhydride group reacts with the substrate or moisture in the air to hydrolyze, generating an acidic functional group and exhibiting an allergen-reducing effect. The anhydride group of the acidic functional group is preferably an anhydride group of a carboxy group (*-CO-O-CO-*). Note that the bonds * at both ends of the anhydride group are bonds and represent single bonds.

[0042] The anhydride group of the acidic functional group is preferably, for example, the structure shown in the following formula (6-1) (anhydride group of a succinic acid residue), the structure shown in the following formula (6-2) (anhydride group of a phthalic acid residue), or the structure shown in the following formula (6-3) (anhydride group of a maleic acid residue), and more preferably the structure shown in (6-1) (anhydride group of a succinic acid residue). The structures shown in formulas (6-1) to (6-3) can enable the allergen reducing agent to exert an excellent allergen reducing effect while maintaining excellent adhesion to substrates due to the alkoxysilyl structure and silanol structure.

[0043]

[0044] The number of acidic functional groups in the allergen-reducing compound is preferably multiple (two or more), since this improves the allergen-reducing effect of the allergen-reducing agent. When the allergen-reducing compound has multiple acidic functional groups, the acidic functional groups may be of the same type only, or may contain acidic functional groups of different types. Since this allows the proton-releasing ability of the acidic functional groups in the allergen-reducing compound to be fully exerted and improves the allergen-reducing effect of the allergen-reducing agent, it is preferable that the acidic functional groups are of the same type only, and more preferably that the acidic functional groups are of the same type only, and more preferably that the acidic functional groups are of the same type only, and more preferably that the acidic functional groups are of the same type only, and more preferably, ...

[0045] Although the allergen-reducing compound has not been clearly elucidated, the alkoxysilyl structure or the above-mentioned silanol structure is firmly bonded to the substrate and allows the acidic functional group to be positioned on the outside, taking a form that can efficiently adsorb allergens, and therefore the allergen-reducing agent is thought to have an excellent allergen-reducing effect.

[0046] The allergen-reducing compound is preferably a compound having the structure shown in formula (3) or formula (4).

[0047]

[0048] The allergen-reducing compound represented by formula (3) will be described. In formula (3), X 1is a structure containing an acidic functional group or an anhydride group thereof. The acidic functional group is preferably a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), or a phosphonic acid group [-P(=O)(OH)2], and more preferably a carboxy group (-COOH).

[0049] In formula (3), X 1 is preferably a structure containing one acidic functional group selected from the group consisting of a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H) and a phosphonic acid group [-P(=O)(OH)2], or an anhydride group of this functional group, more preferably a structure containing a carboxy group (-COOH) or an anhydride group of a carboxy group (-CO-O-CO-), more preferably a carboxy group (-COOH), a succinic acid residue [formula (5-1)] or an anhydride group of a succinic acid residue [formula (6-1)], and even more preferably a succinic acid residue [formula (5-1)] or an anhydride group of a succinic acid residue [formula (6-1)].

[0050] In formula (3), R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. The alkyl group is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. A methyl group or an ethyl group is preferred, and an ethyl group is more preferred. The alkyl group may be either linear or branched. It is preferred that the hydrogen atoms of the alkyl group are not substituted. R 2 is preferably a hydrogen atom. 3 is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms.

[0051] In formula (3), a is an integer of 1 to 20. a is preferably 1 to 10, more preferably 2 to 8, and even more preferably 3 to 6, since this improves the allergen-reducing effect of the allergen-reducing agent.

[0052] In formula (3), b is an integer of 0 to 2. b is preferably 0 or 1, and more preferably 0, because this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to be imparted with an excellent allergen denaturing effect for a longer period of time.

[0053] The allergen-reducing compound represented by formula (3) is preferably a compound represented by the following formula (3-1) or an anhydride thereof [formula (3-2)], more preferably a compound represented by the following formula (3-3) or an anhydride thereof [formula (3-4)], and more preferably 3-trimethoxysilylpropylsuccinic acid [in formula (3-3), R 3 is a methyl group] or an anhydride thereof [in formula (3-4), R 3 is a methyl group], or 3-triethoxysilylpropylsuccinic acid [in formula (3-3), R 3 is an ethyl group] or an anhydride thereof [in formula (3-4), R 3 In the formulae (3-1) to (3-4), a and R are preferably an ethyl group. 3 is the same as that explained in equation (3).

[0054]

[0055] The allergen-reducing compound represented by formula (4) will now be described.

[0056]

[0057] In formula (4), X 2 and X 3 are each independently a structure containing an acidic functional group or an anhydride group thereof. The acidic functional group is preferably a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), or a phosphonic acid group [-P(=O)(OH)2], and more preferably a carboxy group (-COOH). 2 and X 3 may be the same or different.

[0058] In formula (4), X 2 and X 3 is preferably a structure containing one acidic functional group selected from the group consisting of a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H) and a phosphonic acid group [-P(=O)(OH)2], or an anhydride group of such an acidic functional group, more preferably a structure containing a carboxy group (-COOH) or an anhydride group of a carboxy group (-CO-O-CO-), and even more preferably a structure containing a succinic acid residue [formula (5-1)] or an anhydride group of a succinic acid residue [formula (6-1)], because this improves the allergen-reducing effect of the allergen-reducing agent.

[0059] In formula (4), R 4 is a hydrogen atom, a hydroxyl group (—OH) or an alkyl group having 1 to 10 carbon atoms, preferably a hydroxyl group or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydroxyl group or an alkyl group having 1 to 3 carbon atoms. 5 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 6 is a hydrogen atom, a hydroxyl group (—OH) or an alkyl group having 1 to 10 carbon atoms, preferably a hydroxyl group or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydroxyl group or an alkyl group having 1 to 3 carbon atoms. 7 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 4 , R 5 , R 6 and R 7 In the formula (I), the alkyl group is not particularly limited and examples thereof include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl groups, with methyl or ethyl being preferred, and ethyl being more preferred. The alkyl group may be either linear or branched. It is preferred that the hydrogen atoms of the alkyl group are not substituted. R 4 , R 5 , R6 and R 7 When any two or more of R are alkyl groups, they may be the same or different. 4 and R 6 is preferably a hydroxyl group, since this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to have an excellent allergen denaturing effect for a longer period of time. 5 and R 7 is preferably a hydrogen atom, since this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to be provided with an excellent allergen denaturing effect for a longer period of time.

[0060] In formula (4), c is 0 or 1. c is preferably 0 because this further reduces the detachment of the allergen denaturing agent from the substrate, thereby imparting an excellent allergen denaturing effect to the substrate for a longer period of time.

[0061] In formula (4), e is 0 or 1. e is preferably 0, since this further reduces the detachment of the allergen denaturing agent from the substrate, thereby enabling the substrate to be imparted with an excellent allergen denaturing effect for a longer period of time.

[0062] In formula (4), d is an integer of 1 to 100. d is preferably an integer of 1 to 80, and more preferably 1 to 40, since this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to be imparted with an excellent allergen denaturing effect for a longer period of time.

[0063] The allergen-reducing compound represented by formula (4) is preferably a compound represented by the following formula (4-1a) or formula (4-1b), and more preferably a compound represented by the following formula (4-2a) or formula (4-2b). 4 ~R 7 and d are the same as those explained in equation (4).

[0064]

[0065] In formula (4-1a) and formula (4-1b), s is an integer of 1 to 20. s is preferably an integer of 1 to 7, and more preferably an integer of 1 to 5, because this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to be imparted with an excellent allergen denaturing effect for a longer period of time.

[0066] In formula (4-1a) and formula (4-1b), q is an integer of 1 to 20. q is preferably an integer of 1 to 7, and more preferably an integer of 1 to 5, because this further reduces the detachment of the allergen denaturing agent from the substrate and allows the substrate to be imparted with an excellent allergen-denaturing effect for a longer period of time.

[0067] The allergen-reducing compound may be a polymer compound, and is preferably a chain polymer having an alkoxysilyl structure or a silanol structure and an acidic functional group or an anhydride group thereof on the side chain of the chain polymer.

[0068] When the allergen-reducing compound is a chain polymer having an alkoxysilyl structure or a silanol structure and an acidic functional group or an anhydride group thereof in the side chain, the alkoxysilyl structure or the silanol structure and the acidic functional group or an anhydride group thereof can be incorporated into the substrate in a state in which the alkoxysilyl structure or the silanol structure and the acidic functional group or anhydride group thereof are arranged along the main chain, and the compound can impart an excellent allergen-reducing effect to the substrate while forming a strong bond to the substrate. The acidic functional group is preferably a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), or a phosphonic acid group [-P(=O)(OH)2], and more preferably a carboxy group (-COOH).

[0069] The acidic functional group or anhydride group thereof is preferably one acidic functional group selected from the group consisting of a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H) and a phosphonic acid group [-P(=O)(OH)2], or a structure containing an anhydride group of this functional group, because this improves the allergen-reducing effect of the allergen-reducing agent; more preferably a structure containing a carboxy group (-COOH) or an anhydride group of a carboxy group (-CO-O-CO-); more preferably a carboxy group (-COOH), a succinic acid residue [formula (5-1)] or an anhydride group of a succinic acid residue [formula (6-1)]; and even more preferably a succinic acid residue [formula (5-1)] or an anhydride group of a succinic acid residue [formula (6-1)].

[0070] When the allergen-reducing compound is a chain polymer, the allergen-reducing compound is more preferably a polymer represented by formula (7-1) or formula (7-2).

[0071] In formulas (7-1) and (7-2), n is the number of repeating units and is an integer of 1 to 1000, m is the number of repeating units and is an integer of 1 to 1000, and p is the number of repeating units and is an integer of 1 to 1000. 8 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. The alkyl group is not particularly limited, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. A methyl group or an ethyl group is preferred, and an ethyl group is more preferred. The alkyl group may be either linear or branched. It is preferred that the hydrogen atom of the alkyl group is not substituted. In formulas (7-1) and (7-2), —Si(OR 8 The three groups and the carbon atoms of the main chain are linked by a chain polymer (for example, vinyl polymer, polyalkylene oxide, polyurethane, polyester, etc.).

[0072] When the allergen-reducing compound is a chain polymer, the number average molecular weight of the allergen-reducing compound is preferably 100,000 or less, more preferably 50,000 or less, and more preferably 10,000 or less. When the allergen-reducing compound is a chain polymer, the number average molecular weight of the allergen-reducing compound is preferably 1,000 or more, more preferably 20,000 or more, and more preferably 5,000 or more. When the number average molecular weight of the allergen-reducing compound is 100,000 or less, aggregation of the allergen-reducing compound is suppressed, the surface area is increased, and contact with the allergen is facilitated, thereby improving the allergen-reducing effect of the allergen-reducing agent. When the number average molecular weight of the allergen-reducing compound is 1,000 or more, the allergen-reducing compound and allergen can be adsorbed at multiple points, improving the allergen-reducing effect.

[0073]

[0074] 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 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 mixture. 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.

[0075] When the allergen-reducing compound does not contain a repeating unit, the molecular weight of the allergen-reducing compound is preferably 1000 or less, more preferably 800 or less, more preferably 600 or less, more preferably 500 or less, more preferably 460 or less, more preferably 450 or less, more preferably 400 or less, and more preferably 350 or less. When the molecular weight of the allergen-reducing compound is 1000 or less, the allergen-reducing effect of the allergen-reducing agent is improved.

[0076] The pKa1 of the allergen-reducing compound at 25° C. is preferably 4.5 or less, more preferably 4.4 or less, more preferably 4.3 or less, more preferably 4.2 or less, and more preferably 4.0 or less. When the pKa1 of the allergen-reducing compound is 4.5 or less, the allergen-reducing effect of the allergen-reducing agent is improved.

[0077] When the allergen-reducing compound is a polyvalent acid, the allergen-reducing compound undergoes multi-stage ionization, and pKa1 refers to the pKa calculated based on the first-stage ionization constant. + and A - When an acid dissociates into HCl and HCl to reach ionization equilibrium (A), the acid dissociation constant Ka is defined by formula (B), and pKa is defined as the common logarithm (C) of the reciprocal of the acid dissociation constant Ka.

[0078]

[0079] The pKa1 of the allergen-reducing compound is a value measured by titration. Specifically, the allergen-reducing compound and sodium hydroxide are titrated at 25°C, and the pKa1 can be determined by measuring the pH at 25°C at the half-equivalent point (the point at which half the amount required for complete neutralization has been added dropwise).

[0080] The amount of acidic functional groups in the allergen-reducing compound is preferably 3 mmol / g or more, more preferably 3.5 mmol / g or more, more preferably 4 mmol / g or more, and even more preferably 6 mmol / g or more. When the amount of acidic functional groups in the allergen-reducing compound is 3 mmol / g or more, the allergen-reducing effect of the allergen-reducing agent is improved.

[0081] The amount of acidic functional groups in the allergen-reducing compound is a value measured by titration. Specifically, approximately 1 g (W1g) of the dried allergen-reducing compound is weighed out, 200 mL of purified water is added to the allergen-reducing compound, and titration is performed at 25°C using a 0.1 mol / L aqueous sodium hydroxide solution. The amount of aqueous sodium hydroxide solution consumed up to the half-equivalent point (the point at which half the amount required to complete neutralization has been added dropwise) (W2mL) is determined, and the amount of acidic functional groups (mmol / g) in the allergen-reducing compound is calculated using the following formula: Amount of acidic functional groups (mmol / g) = 0.1 × W1 / W2

[0082] The solubility of the allergen-reducing compound in water at 25° C. is preferably 500 g / L or less, more preferably 100 g / L or less, more preferably 80 g / L or less, and even more preferably 20 g / L or less. When the solubility of the allergen-reducing compound in water at 25° C. is 500 g / L or less, the allergen-reducing compound has an improved affinity for allergens rather than water molecules, and the allergen-reducing effect of the allergen-reducing agent is improved.

[0083] The solubility of an allergen-reducing compound in water at 25°C refers to the mass (g) of the allergen-reducing compound in a saturated aqueous solution obtained by dissolving the allergen-reducing compound in 1 L of water. The solubility of an allergen-reducing compound in water at 25°C refers to a value measured at 25°C in accordance with OECD Chemicals Testing Guideline No. 105 (Water Solubility).

[0084] [Allergen-reducing agent] The allergen-reducing agent contains an allergen-reducing compound as an active ingredient. The method for producing the allergen-reducing agent is not particularly limited, and the allergen-reducing agent can be produced by mixing the allergen-reducing compound with general-purpose additives as needed in a general manner.

[0085] Next, the usage of the allergen-reducing agent will be described. The allergen-reducing agent exerts an allergen-reducing effect on various allergens by virtue of the action of the allergen-reducing compound.

[0086] Allergens targeted by allergen reducing agents include animal allergens such as house dust mite allergens (Der1, Der2) and allergens caused by dogs and cats (Canf1, Feld1), airborne cedar pollen allergens (Cryj1, Cryj2), and plant allergens such as pollen. Particularly effective animal allergens include allergens from mites (mites are organisms of the Arthropoda class - order Acari, which 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.

[0087] The allergen-reducing agent is used, for example, by being incorporated into 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 incorporated into the substrate is not particularly limited, and examples include mixing the allergen-reducing agent into the substrate, adhering the allergen-reducing agent to the surface of the substrate, and kneading the allergen-reducing agent into the substrate. The allergen-reducing agent has excellent adhesion to the substrate, and therefore exhibits particularly excellent effects when adhered to the surface of the substrate.

[0088] 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 water-soluble solvents, oils, emulsions, and suspensions, as needed.

[0089] 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.

[0090] 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.

[0091] 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 and interior materials for vehicles (for example, cars, airplanes, ships, etc.) (seats, child seats, and foams that constitute these, etc.), kitchenware, baby products, and architectural interior materials.

[0092] The synthetic resin constituting the synthetic resin molded body 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, polyamide imide, 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.

[0093] The allergen-reducing agent may be kneaded into a synthetic resin. Even when the allergen-reducing agent is kneaded into the synthetic resin, the allergen-reducing agent has excellent adhesion to the synthetic resin on the surface of the resulting molded article, remains on the surface of the molded article for a long period of time, and maintains excellent allergen-reducing effects. A method for kneading the allergen-reducing agent into a synthetic resin involves mixing the allergen-reducing agent with a raw synthetic resin to prepare a resin composition, and 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. The synthetic resin and the allergen-reducing agent may be mixed to form a synthetic resin molding masterbatch, which is then mixed with the raw synthetic resin to produce an allergen-reduced product as a molded article by a general-purpose synthetic resin molding method.

[0094] 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.

[0095] 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.

[0096] The allergen-reducing agent may be incorporated into fibers by being fixed to the base fiber. Methods for fixing the allergen-reducing agent to fibers are described below. Examples of methods for fixing the allergen-reducing agent to fibers include: (1) a method in which the allergen-reducing agent is dissolved or dispersed in a solvent to prepare an allergen-reducing liquid, and fibers are impregnated with the allergen-reducing liquid; (2) a method in which the allergen-reducing liquid is applied or sprayed onto the surface of fibers; (3) a method in which fibers are immersed in a binder resin in which the allergen-reducing agent is dissolved or dispersed, and the allergen-reducing agent is fixed to the fibers by the binder resin; and (4) a method in which the binder resin in which the allergen-reducing agent is dissolved or dispersed is applied or sprayed onto the surface of fibers, and the allergen-reducing agent is fixed to the fibers by the binder resin. In the above methods (1) and (2), a binder resin may be contained in the allergen-reducing liquid. The solvent is the same as above, and therefore a description thereof will be omitted.

[0097] The binder resin is not particularly limited as long as it can fix the allergen reducing agent to the fiber surface. For example, examples of the binder resin 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, with urethane-based resins being preferred.

[0098] As the paint, conventionally known paints are used, for example, oil-based paints (e.g., mixed paints, oil varnishes, etc.), cellulose paints, synthetic resin paints, etc. Paints also include photocurable paints that polymerize upon irradiation with radiation such as ultraviolet light to produce a binder resin component.

[0099] Paints generally contain a binder resin and a solvent. The binder resin and solvent are the same as those described above, and therefore further explanation is 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.

[0100] 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.

[0101] 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.

[0102] 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.

[0103] The present invention will be described in more detail below 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 greater than") of the blending ratios (content ratios), physical property values, parameters, etc. described in the "Summary of the Invention" and the "Description of the Invention".

[0104] The following compounds were prepared as allergen-reducing compounds that serve as active ingredients of the allergen-reducing agents.

[0105] [Allergen-reducing compound] 3-trimethoxysilylpropylsuccinic anhydride [in formula (3-4), R 3 is a methyl group] (trade name "X-12-967C" manufactured by Shin-Etsu Chemical Co., Ltd.) 3-trimethoxysilylpropylsuccinic acid [in formula (3-3), R 3 is a methyl group] 3-triethoxysilylpropylsuccinic anhydride [in formula (3-4), R 3 is an ethyl group] 3-triethoxysilylpropylsuccinic acid [in formula (3-3), R 3 is an ethyl group]

[0106]

[0107] A compound represented by formula (4-2)

[0108]

[0109] A mixture of 55% by mass of 2-[3-triethoxysilylpropyl]succinic acid monoethyl ester [formula (8-1)] and 45% by mass of 3-[3-triethoxysilylpropyl]succinic acid monoethyl ester [formula (8-2)]

[0110]

[0111] [Other compounds] Succinic acid Phthalic acid Citric acid Salicylic acid

[0112] The molecular weight, pKa at 25°C, pH of a 0.5% by mass aqueous solution at 25°C, solubility in water at 25°C, and amount of acidic functional groups of the allergen-reducing compounds were measured as described above, and the results are shown in Table 1. In the table, "pKa at 25°C," "pH of a 0.5% by mass aqueous solution at 25°C," "solubility in water at 25°C," and "amount of acidic functional groups" are represented as "pKa," "pH," "solubility," and "amount of acidic functional groups," respectively. In the table, "<X" (X is a numerical value) means "smaller than X." In the table, ">X" (X is a numerical value) means "larger than X."

[0113] (Examples 1 to 6 and Comparative Examples 1 to 4) Allergen-reducing agents were prepared containing, as active ingredients, 100% by mass of the allergen-reducing compounds shown in Table 1. For convenience, the compounds of Comparative Examples 1 to 4 are listed in the "Allergen-reducing compound" column.

[0114] Next, the allergen reduction rate and the effect on antibodies of the products processed using the allergen-reducing agents obtained in the Examples and Comparative Examples were measured as follows, and the results are shown in Table 1. In Table 1, "effect on antibodies" is expressed as "antibody effect."

[0115] [Anti-allergen test] (Drug - anti-allergen test) [Mite allergen] A freeze-dried powder of mite allergen (Derf1) (ITEA, product name "Mite (Df) culture medium extract, code 10102") was dissolved in purified water to prepare an allergen aqueous solution containing 10 μg / mL of the allergen. PBS-T (phosphate buffer containing 0.05% by mass of Tween 20 (Tokyo Chemical Industry Co., Ltd.), pH 7.4) was then added to the allergen aqueous solution and mixed uniformly to prepare an allergen solution containing 15 ng / mL of the allergen.

[0116] Next, an allergen reducing agent containing 5 mg of the allergen-reducing compound was placed in a microtube, and 1 mL of the above allergen liquid was added dropwise. The mixture was stirred to make it homogeneous, and then left to stand at 25°C for 2 hours to prepare a test liquid.

[0117] Next, the amount W1 (ng / ml) of Derf1 present in the test solution in the test tube was measured by ELISA using a mite allergen measurement kit (ITEA, product name "Mite Allergen (Derf1) ELISA Kit, code 10205").

[0118] In addition, the amount of Derf1 present in the test solution in the test tube, W0 (ng / milliliter), was measured in the same manner as described above, except that the test solution was prepared without dropping any allergen reducing agent into the microtube.

[0119] The allergen reduction rate (%) was calculated based on the following formula. The results are shown in the "Drug" column of "Anti-allergen test" in Table 1 under "Mite allergen (Derf1)". Allergen reduction rate (%) = 100 - (W1 / W0) x 100

[0120] [Pollen allergen] The allergen reduction rate was measured in the same manner as when using mite allergen (Derf1), except that freeze-dried powder of cedar pollen allergen (Cryj1) (manufactured by ITEA, product name "Cedar Pollen Extract") was used instead of mite allergen (Derf1), and a cedar pollen allergen measurement kit (ITEA, product name "Cedar Pollen Allergen (Cryj1) ELISA Kit, code 10204") was used instead of a mite allergen measurement kit (ITEA, product name "Mite Allergen (Derf1) ELISA Kit, code 10205"). The results obtained are shown in the "Cedar Pollen Allergen (Cryj1)" column under "Drug" in the "Anti-allergen Test" section of Table 1.

[0121] (Spray - Antiallergen Test) The mite allergen (Derf1) and allergen measurement kit, and the cedar pollen allergen (Cryj1) and allergen measurement kit used were the same as those used in the above (Drug - Antiallergen Test).

[0122] An allergen-reducing liquid was prepared by mixing 5 parts by mass of the allergen-reducing agent obtained in each of the Examples and Comparative Examples, 5 parts by mass of polyethylene glycol (Mw7500, manufactured by Wako Pure Chemical Industries, Ltd.), and 90 parts by mass of water. The obtained allergen-reducing liquid was filled into a spray container and applied to cotton fabric (JIS L 0803-compliant white test cloth (Kanakin No. 3)) at a concentration of 4 μL / cm. 2 The allergen-reducing agent was applied uniformly to the cotton fiber so that the concentration of the allergen-reducing agent was 1 g / m. The allergen-reducing agent was then applied to the cotton fiber and left to dry at room temperature for 8 hours to produce an allergen-reducing fiber in which the allergen-reducing agent was fixed to the cotton fiber. 2 It was contained.

[0123] The freeze-dried powders of the allergens were dissolved separately in purified water to prepare aqueous allergen solutions containing 10 μg / mL of allergen. PBS-T (phosphate buffer containing 0.05% by mass of Tween 20 (Tokyo Chemical Industry Co., Ltd.), pH 7.4) was then added to the aqueous allergen solutions and mixed uniformly to prepare an allergen solution containing 15 ng / mL of allergen.

[0124] Test fibers were prepared by immersing 1 g of the allergen-reduced fiber in 100 mL of purified water, leaving it at 25° C. for 16 hours, and then drying it at 60° C. for 24 hours. 0.4 g of the resulting test fiber was placed in a zippered plastic bag, and 1 mL of the above allergen solution was added dropwise. The bag was then sealed and left at 25° C. for 2 hours to prepare a test solution.

[0125] Next, the amount W1 (ng / mL) of allergen present in the test solution was measured using the allergen measurement kit.

[0126] The amount of allergen present in the test solution, W0 (ng / mL), was measured in the same manner as above, except that the test fiber was not placed in the zippered plastic bag. The allergen reduction rate (%) was calculated based on the following formula. The results obtained are shown in the "Anti-allergen test" "Spray" "Mite allergen (Derf1)" and "Cedar pollen allergen (Cryj1)" columns in Table 1. Allergen reduction rate (%) = 100 - (W1 / W0) x 100

[0127] (Coating Film - Antiallergen Test) The mite allergen (Derf1) and measurement reagent, and the pollen allergen (Cryj1) and measurement reagent used were the same as those used in the above (Drug - Antiallergen Test).

[0128] An allergen-reducing paint was prepared by mixing 10 parts by mass of the allergen-reducing agent obtained in each of the Examples and Comparative Examples with 90 parts by mass of an ultraviolet-curable acrylic paint (manufactured by Coattec Co., Ltd., product name "AI-N2"). 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 having a thickness of 18 μm was formed on one side, thereby producing an allergen-reduced product.

[0129] The freeze-dried powders of the allergens were dissolved separately in purified water to prepare aqueous allergen solutions containing 10 μg / mL of allergen. PBS-T (phosphate buffer containing 0.05% by mass of Tween 20 (Tokyo Chemical Industry Co., Ltd.), pH 7.4) was then added to the aqueous allergen solutions and mixed uniformly to prepare an allergen solution containing 15 ng / mL of allergen.

[0130] The allergen-reduced product was cut into a flat square with sides of 5 cm, immersed in 50 mL of purified water, and left at 25°C for 16 hours, followed by drying at 25°C for 24 hours to prepare a test coating. 0.4 mL of the allergen solution was dropped onto the test coating, which 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. The amount of allergen present in the test solution, W1 (ng / mL), was then measured using the measurement reagent.

[0131] 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 based on the following formula. The results obtained are shown in the "Mite allergen (Derf1)" and "Cedar pollen allergen (Cryj1)" columns under "Coating Film" in the "Anti-allergen Test" section of Table 1. Allergen reduction rate (%) = 100 - (W1 / W0) x 100

[0132] [Measurement of the effect of cedar pollen allergen (Cryj1) on antibodies] 0.4 g of the test fiber from the above (spray antiallergen test) was placed in a zippered plastic bag, and 1 mL of PBS-T (phosphate buffer containing 0.05% by mass of Tween 20 (manufactured by Tokyo Chemical Industry Co., Ltd.), pH 7.4) was added dropwise to bring the fiber into contact with the bag. The bag was then sealed and left to stand at 25°C for 30 seconds to prepare a test solution.

[0133] 100 μL of the test solution was dropped into wells of an antibody-immobilized 96-well plate included in the cedar pollen allergen measurement kit (ITEA, trade name "Cedar Pollen Allergen (Cryj1) ELISA Kit, code 10204") and allowed to stand for 1 hour at 25° C. Next, the wells were washed three times with PBS-T using a plate washer (Tecan, trade name "HydroFlexPlus").

[0134] Next, ELISA was performed using the above wells to measure the amount Z (ng / mL) of cedar pollen allergen (Cryj1) present in the allergen solution containing 15 ng / mL of cedar pollen allergen (Cryj1). The effect on antibodies (%) was calculated based on the following formula and is shown in the "Effect on antibodies (%)" column in Table 1. Effect on antibodies (%) = 100 - (Z / 15) x 100

[0135] [Measurement of the effect of mite allergen (Derf1) on antibodies] The effect of mite allergen (Derf1) on antibodies (%) was calculated in the same manner as in the measurement of the effect of cedar pollen allergen (%) on antibodies, and is shown in the "Effect of antibodies (%)" column in Table 1. The calculation is repeated except that freeze-dried powder of mite allergen (Derf1) (ITEA, product name "mite (Df) culture medium extract, code 10102") was used instead of freeze-dried powder of cedar pollen allergen (Cryj1), and a mite allergen measurement kit (ITEA, product name "mite allergen (Derf1) ELISA kit, code 10205") was used instead of a cedar pollen allergen measurement kit (ITEA, product name "Cedar pollen allergen (Cryj1) ELISA kit, code 10204").

[0136]

[0137] The allergen-reducing agent of the present invention has an excellent allergen-reducing effect. By incorporating the allergen-reducing agent into a base material to which an allergen-reducing effect is to be imparted, an allergen-reduced product having an excellent allergen-reducing effect can be produced.

[0138] (Cross-reference to related applications) This application claims priority based on Japanese Patent Application No. 2023-185318, filed on October 30, 2023, the disclosure of which is incorporated herein by reference in its entirety.

Claims

1. An allergen reducing agent characterized by containing as an active ingredient an allergen reducing compound having in its molecule an alkoxysilyl structure represented by formula (1) or a silanol structure represented by formula (2) and a structure containing an acidic functional group or an anhydride group thereof. (In the formula (1), R 1 is an alkyl group. In formulas (1) and (2), * denotes a bond and means a single bond.

2. The allergen-reducing agent according to claim 1, characterized in that the allergen-reducing compound has a structure represented by formula (3). (In the formula (3), X 1 is a structure containing an acidic functional group or an anhydride group thereof, R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. 2 and R 3 may be the same or different. a is an integer from 1 to 20, and b is an integer from 0 to 2.

3. The allergen reducing agent according to claim 1, characterized in that the allergen reducing compound has a structure represented by formula (4). (In the formula (4), X 2 and X 3 is a structure containing an acidic functional group or an anhydride group thereof, R 4 is a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 10 carbon atoms. 5 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. 6 is a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 10 carbon atoms. 7 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; c is 0 or 1; d is an integer from 1 to 100; and e is 0 or 1.

4. The allergen-reducing compound is a chain polymer, and the side chain of the chain polymer has the alkoxysilyl structure or the silanol structure, and a structure containing the acidic functional group or its anhydride group, as described in the allergen-reducing agent described in claim 1.

5. An allergen reducing agent described in any one of claims 1 to 4, characterized in that the acidic functional group is a carboxy group (-COOH), a sulfo group (sulfonic acid group) (-SO3H), or a phosphonic acid group [-P(=O)(OH)2].

6. An allergen reducing agent described in any one of claims 1 to 4, characterized in that the acidic functional group is a carboxy group (-COOH).

7. An allergen reducing agent described in any one of claims 1 to 4, characterized in that the structure containing the acidic functional group or its anhydride group is a carboxy group (-COOH), a succinic acid residue, an anhydride group of a succinic acid residue, a maleic acid residue, an anhydride group of a maleic acid residue, a phthalic acid residue, or an anhydride group of a phthalic acid residue.

8. An allergen-reducing liquid comprising the allergen-reducing agent according to any one of claims 1 to 4 and a solvent.

9. An allergen-reducing paint comprising the allergen-reducing agent according to any one of claims 1 to 4, a solvent, and a binder resin.

10. A masterbatch for synthetic resin molding, comprising the allergen reducing agent according to any one of claims 1 to 4 and a synthetic resin.

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