Adsorbent and gas adsorption method using same

Abstract

Provided are an adsorbent which is capable of efficiently adsorbing a gas, a liquid, a solid substance or the like; and a gas adsorption method using the same.　This adsorbent contains an amine compound (A) and an acid (B), wherein the amine compound (A) is represented by following formula (I) or (II). (In the formula, Ra represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and a hydrocarbon moiety having 1-22 carbon atoms, Rb represents a hydrogen atom or a hydrocarbon group having 1-22 carbon atoms, and c represents an integer of 1-3.) (In the formula, R1 represents an optionally substituted monovalent or divalent hydrocarbon group having 1-22 carbon atoms, R2 represents a hydrogen atom or an optionally substituted monovalent or divalent hydrocarbon group having 1-22 carbon atoms, R3 represents an optionally substituted divalent hydrocarbon group having 1-22 carbon atoms, l represents a number of 0-2, m represents a number of 0-2, and n represents 0 or 1, R1 and R2 may be combined to form a ring having 3-22 carbon atoms, and X represents a hydrogen atom or a monovalent cation.)

Description

Adsorbent and gas adsorption method using same

[0001] The present invention relates to an adsorbent and a gas adsorption method using the same.

[0002] In recent years, there has been a growing need for products that adsorb volatile substances such as malodorous components, harmful compounds, and harmful gases, in order to eliminate odors in the living environment and to suppress the release of harmful substances into the atmosphere.

[0003] Conventionally, as technologies for adsorbing malodorous components and harmful gases using amine compounds, there have been proposed aqueous deodorant compositions using polyhydroxyamine compounds (Patent Documents 1 and 2), a volatile organic compound reducer containing an amino acid as an active ingredient (Patent Document 3), and an aldehyde remover having a compound containing a guanidino group or creatinine (Patent Document 4).

[0004] The present inventors have investigated the use of organic ammonium salts having a hydrogen-bonding functional group in at least one of the cation and anion in cosmetic formulations (Patent Documents 5 and 6). However, their gas adsorption performance has not yet been investigated.

[0005] Japanese Patent Application Laid-Open No. 2009-028071 Japanese Patent Application Laid-Open No. 2006-320711 International Publication No. 2021 / 054443 Japanese Patent Application Laid-Open No. 2004-275520 International Publication No. 2020 / 166678 Japanese Patent Application Laid-Open No. 2019-023185

[0006] The present invention has been made in view of the above circumstances, and an object of the present invention is to provide an adsorbent capable of efficiently adsorbing gases, liquids, solid substances, etc., and a gas adsorption method using the same.

[0007] In order to solve the above problems, the present inventors have conducted extensive research and have found that various compounds can be adsorbed by combining an amine compound and an acid, thereby completing the present invention.

[0008] That is, the adsorbent of the present invention contains (A) an amine compound and (B) an acid, and the amine compound (A) is represented by the following formula (I) or (II): (In the formula, R aeach independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and a hydrocarbon moiety having 1 to 22 carbon atoms; R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 22 carbon atoms, and c represents an integer of 1 to 3. (In the formula, R 1 represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, and R 2 each independently represents a hydrogen atom or a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, R 3 represents a divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, l represents 0 to 2, m represents 0 to 2, and n represents 0 or 1. 1 and R 2 may be joined together to form a ring having 3 to 22 carbon atoms. X represents a hydrogen atom or a monovalent cation. The gas adsorption method of the present invention is characterized by being represented by the following formula: The adsorbent is brought into contact with a gas and the gas is adsorbed.

[0009] According to the present invention, it is possible to efficiently adsorb gases, liquids, solid substances, etc. Furthermore, according to the gas adsorption method of the present invention, it is possible to efficiently adsorb gaseous substances.

[0010] Hereinafter, embodiments of the present invention will be described in detail. (Adsorbent) The adsorbent of the present invention contains (A) an amine compound and (B) an acid. The amine compound (A) is represented by the following formula (I) or (II):

[0011]

[0012] (In the formula, R a each independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and a hydrocarbon moiety having 1 to 22 carbon atoms; R b are each independently a hydrogen atom or a hydrocarbon group having 1 to 22 carbon atoms, and c is an integer of 1 to 3.

[0013]

[0014] (In the formula, R 1represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, and R 2 each independently represents a hydrogen atom or a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, R 3 represents a divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, l represents 0 to 2, m represents 0 to 2, and n represents 0 or 1. 1 and R 2 may combine with each other to form a ring having 3 to 22 carbon atoms. X represents a hydrogen atom or a monovalent cation.

[0015] [Hydrocarbon Group] In this specification, the hydrocarbon group is not particularly limited, but examples thereof include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that are combinations thereof. It may be monovalent or polyvalent depending on the context. It is basically composed of hydrocarbon, but as long as it is mainly composed of a hydrocarbon structure, substituents such as those described below may be allowed within a range that does not affect the effects of the present invention. The monovalent saturated or unsaturated aliphatic hydrocarbon group is not particularly limited, but examples thereof include linear or branched alkyl groups, alkenyl groups, alkynyl groups, and the like having 1 to 22 carbon atoms.

[0016] The saturated or unsaturated alicyclic hydrocarbon group is not particularly limited, but examples thereof include saturated or unsaturated alicyclic hydrocarbon groups having 3 to 22 carbon atoms, with saturated alicyclic hydrocarbon groups being preferred.

[0017] The aromatic hydrocarbon group is not particularly limited, but examples thereof include aromatic hydrocarbon groups having 6 to 22 carbon atoms, and preferred examples include phenyl, naphthyl, anthracenyl groups, and groups containing aromatic ring residues such as these residues. The aromatic hydrocarbon group may form a fused ring together with a substituent such as those described below for oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, and phosphorus-containing groups.

[0018] Examples of the divalent hydrocarbon group include groups in which one hydrogen atom has been removed from the above groups.

[0019] [Substituent] The substituent is not particularly limited, and examples thereof include a hydrocarbon group, an oxygen-containing group, a nitrogen-containing group, a sulfur-containing group, a phosphorus-containing group, a halogen, etc. The substituent also includes a group to which these substituents are bonded.

[0020] The oxygen-containing group is not particularly limited, but examples thereof include hydroxyl group-containing groups, alkoxy group-containing groups, acetoxy group-containing groups, acetyl group-containing groups, aldehyde group-containing groups, carboxy group-containing groups, carboxylate group-containing groups, urea group-containing groups, urethane group-containing groups, amide group-containing groups, imide group-containing groups, ether group-containing groups, carbonyl group-containing groups, ester group-containing groups, oxazole group-containing groups, morpholine group-containing groups, carbamate group-containing groups, carbamoyl group-containing groups, polyoxyethylene group-containing groups, tocopheryl group-containing groups, chroman group-containing groups, dihydropyran group-containing groups, glyceryl group-containing groups, and glyceryl ether group-containing groups. The number of carbon atoms contained in the oxygen-containing group is not particularly limited, but is, for example, 0 to 22.

[0021] The nitrogen-containing group is not particularly limited, but examples thereof include a cyano group-containing group, a cyanato group-containing group, an isocyanate group-containing group, a nitro group-containing group, a nitroalkyl group-containing group, an amido group-containing group, a guanidino group-containing group, an imidazolyl group-containing group, an indolyl group-containing group, a urea group-containing group, a urethane group-containing group, an imido group-containing group, a carbodiimide group-containing group, an azo group-containing group, a pyridine group-containing group, an imidazole group-containing group, a primary amino group-containing group, a secondary amino group-containing group, a tertiary amino group-containing group, a quaternary ammonium group-containing group, an aminoalkyl group-containing group, etc. The number of carbon atoms contained in the nitrogen-containing group is not particularly limited, but is, for example, 0 to 22.

[0022] The sulfur-containing group is not particularly limited, but examples thereof include sulfate group-containing groups, sulfonyl group-containing groups, sulfonic acid group-containing groups, mercapto group-containing groups, thioether group-containing groups, thiocarbonyl group-containing groups, thiourea group-containing groups, thiocarboxy group-containing groups, thiocarboxylate group-containing groups, dithiocarboxy group-containing groups, dithiocarboxylate group-containing groups, sulfate ester-containing groups, thiophene group-containing groups, thiazole group-containing groups, thiol group-containing groups, sulfo group-containing groups, sulfide group-containing groups, disulfide group-containing groups, thioester group-containing groups, thioamide group-containing groups, thiocarbamate group-containing groups, dithiocarbamate group-containing groups, etc. The number of carbon atoms contained in the sulfur-containing group is not particularly limited, but is, for example, 0 to 22.

[0023] The phosphorus-containing group is not particularly limited, but examples thereof include a phosphate group-containing group, a phosphite group-containing group, a phosphonic acid group-containing group, a phosphinic acid group-containing group, a phosphonous acid group-containing group, a phosphinous acid group-containing group, a pyrophosphate group-containing group, a phosphate ester group-containing group, a phosphite ester group-containing group, a phosphonic acid ester group-containing group, a pyrophosphate group-containing group, and ester groups thereof. The number of carbon atoms contained in the phosphorus-containing group is not particularly limited, but is, for example, 0 to 22.

[0024] The oxygen-containing group, nitrogen-containing group, sulfur-containing group, and phosphorus-containing group may have a hydrocarbon moiety, and the number of carbon atoms therein may be, for example, 1 to 22.

[0025] Halogens include fluorine, chlorine, bromine and iodine.

[0026] The amine compounds represented by formula (I) and formula (II) preferably have a hydrogen-bonding functional group. The hydrogen-bonding functional group is not particularly limited in terms of affinity to water, alcohol, malodorous components, and harmful gases, but examples include the above-mentioned oxygen-containing group, nitrogen-containing group, sulfur-containing group, phosphorus-containing group, and a hydrogen atom directly bonded to nitrogen. Among oxygen-containing groups, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, ester-containing groups, ether-containing groups, and alkoxy-containing groups are preferred as hydrogen-bonding functional groups. Among these, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, ether-containing groups, alkoxy-containing groups, and a hydrogen atom directly bonded to nitrogen are more preferred, while hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, and a hydrogen atom directly bonded to nitrogen are even more preferred, and hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, and a hydrogen atom directly bonded to nitrogen are particularly preferred. Preferred examples of hydrogen-bonding functional groups include hydrocarbon groups having hydrogen-bonding functional groups. Examples include hydrocarbon groups containing a hydroxy group (hydroxy hydrocarbon group), hydrocarbon groups containing a carboxy group (carboxy hydrocarbon group), hydrocarbon groups containing a hydroxy group and a carboxy group (hydroxycarboxy hydrocarbon group), hydrocarbon groups containing a carboxylate group (carboxylate hydrocarbon group), hydrocarbon groups containing an ester group, hydrocarbon groups containing an ether group, hydrocarbon groups containing an alkoxy group, etc. Among these, hydroxy hydrocarbon groups, carboxy hydrocarbon groups, and carboxylate hydrocarbon groups are preferred.

[0027] In the formula (I), R a The hydrocarbon group in the hydroxy hydrocarbon group is not particularly limited, but is preferably an aliphatic hydrocarbon group, more preferably a saturated aliphatic hydrocarbon group (alkyl group).

[0028] R a The hydroxy hydrocarbon group is a monohydroxy hydrocarbon group having one hydroxy group or a polyhydroxy hydrocarbon group having two or more hydroxy groups. a may have both of these when there are multiple R aare preferably all monohydroxy hydrocarbon groups or all polyhydroxy hydrocarbon groups.

[0029] R a When is a monohydroxy hydrocarbon group, it may be linear or branched, but linear is preferred. The number of carbon atoms in the monohydroxy hydrocarbon group (particularly a monohydroxyalkyl group) is preferably 1 to 18, more preferably 1 to 12, and even more preferably 1 to 6. The monohydroxy hydrocarbon group is not particularly limited, but examples thereof include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropan-1-yl group, a 2-hydroxypropan-1-yl group, a 3-hydroxypropan-1-yl group, a 1-hydroxybutan-1-yl group, a 2-hydroxybutan-1-yl group, a 3-hydroxybutan-1-yl group, a 4-hydroxybutan-1-yl group, a 5-hydroxypentan-1-yl group, and a 6-hydroxyhexan-1-yl group.

[0030] R a When is a polyhydroxy hydrocarbon group, it may be linear or branched, with branched being preferred. The number of carbon atoms in the polyhydroxy hydrocarbon group (particularly, a polyhydroxyalkyl group) is preferably 2 or more, more preferably 3 or more. It is also preferably 18 or less, more preferably 12 or less, even more preferably 8 or less, and particularly preferably 6 or less. The number of hydroxyl groups per polyhydroxy hydrocarbon group is preferably 2 to 8, more preferably 2 to 6, and even more preferably 2 to 3. The polyhydroxy hydrocarbon group is not particularly limited, but examples include branched polyhydroxyalkyl groups represented by -C(CHOH)R (wherein R represents a hydrogen atom, a linear alkyl group having 1 to 4 carbon atoms, or a linear monohydroxyalkyl group having 1 to 4 carbon atoms). Specific examples include a 1,3-dihydroxypropan-2-yl group, a 1,3-dihydroxy-2-methylpropan-2-yl group, a 1,3-dihydroxy-2-ethylpropan-2-yl group, and a 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group.

[0031] In the formula (I), R bThe hydrocarbon group in formula (I) is preferably an aliphatic hydrocarbon group. The number of carbon atoms therein is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, and particularly preferably 1 to 4. b In the formula (I), c is preferably 1 or 3.

[0032] In the formula (II), R 1 is a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, and R 2 R are each independently a hydrogen atom or a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent. 1 and R 2 may combine with each other to form a ring having 3 to 22 carbon atoms. For the hydrocarbon group, see the contents described in the above [Hydrocarbon Group] section. The hydrocarbon group is preferably an aliphatic hydrocarbon group, more preferably a saturated aliphatic hydrocarbon group (alkyl group). The alkyl group may be, for example, linear or branched and have 1 to 22, 1 to 10, or 1 to 5 carbon atoms.

[0033] The substituent is not particularly limited, and examples thereof include those described in the above [Substituent] column. Among the substituents, those having an oxygen-containing group, a nitrogen-containing group, or a sulfur-containing group are preferred, and an oxygen-containing group is more preferred. Among the substituents, a hydroxyl group-containing group, a carboxyl group-containing group, a carboxylate group-containing group, an ester group-containing group, an ether group-containing group, an alkoxy group-containing group, an amino group-containing group, an amide group-containing group, a guanidino group-containing group, an imidazolyl group-containing group, an indolyl group-containing group, a mercapto group-containing group, or a thioether group-containing group is preferred, a hydroxyl group-containing group, a carboxyl group-containing group, a carboxylate group-containing group, an amino group-containing group, or a guanidino group-containing group is more preferred, a hydroxyl group-containing group or a carboxyl group-containing group is even more preferred, and a hydroxyl group-containing group is particularly preferred.

[0034] The hydrocarbon group may contain an oxygen-containing group. In the present invention, the phrase "the hydrocarbon group contains an oxygen-containing group" includes cases where the hydrocarbon moiety is interrupted by the oxygen-containing group, where the hydrocarbon moiety contains the oxygen-containing group at the base end, or where a hydrogen atom is substituted by the oxygen-containing group.

[0035] In addition, R 1 and R 2 are taken together to form a ring having 3 to 22 carbon atoms, R 1 l NH m CR 2 In units of R 1 and R 2 Together, R 1 , R 2 , C is a ring containing nitrogen N, and the total number of carbon atoms forming the ring is 3 to 22, preferably 4 to 10. In addition to the 3 to 22 carbon atoms forming the ring, the ring may have, as a substituent, a monovalent or divalent hydrocarbon group, sulfur-containing group, nitrogen-containing group, or oxygen-containing group having 1 to 22, preferably 1 to 10, more preferably 1 to 3 carbon atoms. Preferably, R 1 , R 2 and C are rings containing a nitrogen atom and having a total of 4 to 10 carbon atoms, and the ring has a hydroxy group or no substituent. 1 , R 2 In the formula (II), l is preferably 0 or 1, and m is preferably 1 or 2.

[0036] In one preferred example, in the formula (II), two R 2 are both hydrogen atoms or two R 2 At least one of R is a hydrocarbon group having an oxygen-containing group, or 1 and two R's 2 More preferably, in the formula (II), two R 2 are both hydrogen atoms or two R 2 one of which is a hydrogen atom and the other is a hydrocarbon group having an oxygen-containing group, or 2 One of the two is a hydrogen atom, and R 1 and the other R 2 are combined to form a ring having 3 to 22 carbon atoms.

[0037] In the formula (II), R 3is a divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent. The hydrocarbon group is a divalent group, and reference is made to the details described in the above [Hydrocarbon Group] section. The hydrocarbon group is preferably an aliphatic hydrocarbon group, and more preferably a saturated aliphatic hydrocarbon group (alkylene group). The alkylene group may be, for example, a linear or branched alkylene group having 1 to 22, 1 to 10, or 1 to 5 carbon atoms.

[0038] The hydrocarbon group may have a substituent, and the substituent is not particularly limited, but examples thereof include those described in the above [Substituent] column.

[0039] When component (A) is represented by the formula (II), an amino acid in which X is a hydrogen atom is preferred. Examples of the amino acid include acidic amino acids, neutral amino acids, and basic amino acids.

[0040] In the compound represented by formula (II), the amino acid includes a compound having one or more amino groups (primary amino group, secondary amino group, tertiary amino group) and one or more carboxy groups (—COOH) in one molecule, provided that an amino acid having an amide group, urea group, urethane group, or guanidino group has at least one amino group in addition to these groups.

[0041] R 2 As the amino acid in which R is a hydrogen atom or an alkyl group, 2 is a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms. In this case, l is 0 or l is 1 and R 1 is preferably a linear or branched alkyl group having 1 to 3 carbon atoms. Also, n is preferably 0. Specific examples of such amino acids include glycine, alanine, valine, leucine, isoleucine, and sarcosine.

[0042] R 2 As an amino acid having a hydroxy group in R 2 is a linear or branched hydroxyalkyl group having 1 to 5, preferably 1 to 3, carbon atoms and 1 to 3, preferably 1, hydroxy group. In this case, l is 0 or l is 1 and R1 is preferably a linear or branched alkyl group having 1 to 3 carbon atoms, and 1 is more preferably 0. Also, n is preferably 0. Specific examples of such amino acids include serine and threonine.

[0043] R 2 The amino acids containing sulfur are R 2 The following are some of the reasons:

[0044]

[0045] (In the formula, R 21 represents a methylene group, and R 22 represents a methyl group or -CH2CH(NH2)(COOH). a1 represents 1 to 5, preferably 1 to 3, and a2 represents 1 to 4, preferably 1 or 2. a1 R 21 The order of the two Ss is arbitrary, but R 21 are arranged alternately with -S-, and the base end is R 21 And R 22 The group bonded to is preferably —S—.

[0046] In this case, l is 0 or l is 1 and R 1 is preferably a linear or branched alkyl group having 1 to 3 carbon atoms, and 1 is more preferably 0. Also, n is preferably 0. Specific examples of such amino acids include cysteine, methionine, and cystathionine.

[0047] R 2 The amino acid having an amide group in R 2 The following are some of the reasons:

[0048] (In the formula, R 23 represents a linear or branched alkylene group having 1 to 5 carbon atoms, preferably 1 or 2.

[0049] In this case, l is 0 or l is 1 and R 1is preferably a linear or branched alkyl group having 1 to 3 carbon atoms and containing a secondary amino group, and more preferably 1 is 0. Also, n is preferably 0. Specific examples of such amino acids include asparagine, glutamine, citrulline, etc.

[0050] R 2 The amino acids that have an imino group are N and R 1 R 1 represents an alkylene group having 3 or 4 carbon atoms which may have a hydroxy group, and forms a pyrrolidine ring or a piperidine ring. Preferably, a pyrrolidine ring is formed. In this case, it is preferable that l is 1. It is also preferable that n is 0. Specific examples of such amino acids include proline and hydroxyproline. R 2 As an amino acid having an aromatic group in R 2 The following are some of the reasons:

[0051]

[0052] (In the formula, R 24 represents a linear or branched alkylene group having 1 to 5, preferably 1 or 2, carbon atoms; R 25 represents an aromatic hydrocarbon group having 6 to 10 carbon atoms or a heterocyclic group having 3 to 10 carbon atoms, which may have a substituent. 25 preferably represents a phenyl group, a hydroxyphenyl group, or an indole group.

[0053] In this case, l is 0 or l is 1 and R 1 is a linear or branched alkyl group having 1 to 3 carbon atoms, or l is 1 and R 1 is preferably a group having 2 to 4 carbon atoms and containing an amide group and a secondary amino group, and more preferably 1 is 0. Also, n is preferably 0. Specific examples of such amino acids include phenylalanine, tyrosine, tryptophan, histidine, 1-methylhistidine, 3-methylhistidine, anserine, carnosine, etc.

[0054] For β, γ, δ, or ε-amino acids, R 3 is a linear or branched alkylene group having 1 to 4 carbon atoms. In this case, l is 0 or l is 1 and R 1 is preferably a linear or branched alkyl group having 1 to 3 carbon atoms, and 1 is more preferably 0. Also, n is preferably 1. Specific examples of such amino acids include β-alanine, β-aminoisobutyric acid, γ-aminobutyric acid, and ε-aminocaproic acid.

[0055] R 2 Examples of amino acids having a carboxyl group-containing group include those represented by the following formula:

[0056] (In the formula, R 26 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.

[0057] In this case, l is 0 or l is 1 and R 1 is preferably a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably 1 is 0. Also, n is preferably 0. Specific examples of such amino acids include aspartic acid, glutamic acid, and α-aminoadipic acid.

[0058] In addition to the above, R 2 Examples of such a compound include those represented by the following formula:

[0059]

[0060] (In the formula, R 27 represents a linear or branched alkylene group having 1 to 10 carbon atoms which may have a hydroxy group, and R 28 represents -NH2, -NHC(=NH)(NH2), or an imidazolyl group.

[0061] In this case, l is 0 or l is 1 and R 1is preferably a linear or branched alkyl group having 1 to 3 carbon atoms, and 1 is more preferably 0. Also, n is preferably 0. Specific examples of such amino acids include arginine, lysine, histidine, 5-hydroxylysine, ornithine, etc.

[0062] In the present invention, the acid (B) can be an organic acid or an inorganic acid. Preferably, the acid (B) is an organic acid, and more preferably a carboxylic acid. The carboxylic acid is an organic acid having at least one carboxy group (—COOH) in the molecule, and may have an oxygen-containing group, a nitrogen-containing group, a sulfur-containing group, a phosphorus-containing group, a hydrocarbon group, or the like. It may also be a carboxylate group in which a hydrogen atom is dissociated from the carboxy group. A carboxylic acid having a hydrocarbon group is preferred. Although not particularly limited, examples of carboxylic acids having a hydrocarbon group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and the like, as well as combinations thereof having a hydrocarbon group and a carboxy group. Examples of such carboxylic acids include saturated aliphatic carboxylic acids, unsaturated aliphatic carboxylic acids, saturated or unsaturated alicyclic carboxylic acids, aromatic carboxylic acids, saturated aliphatic hydroxycarboxylic acids, unsaturated aliphatic hydroxycarboxylic acids, saturated or unsaturated alicyclic hydroxycarboxylic acids, aromatic hydroxycarboxylic acids, carbonyl carboxylic acids, alkyl ether carboxylic acids, and halogen carboxylic acids (the carbon number of the carboxylic acids listed below includes the carbon atoms of the carboxy group).

[0063] The saturated aliphatic carboxylic acid is composed of a linear or branched saturated aliphatic hydrocarbon group and one or more carboxy groups, and preferably has 1 to 22 carbon atoms. Examples of the saturated aliphatic carboxylic acid include saturated aliphatic monocarboxylic acids with one carboxy group and saturated aliphatic dicarboxylic acids with two carboxy groups. The saturated aliphatic monocarboxylic acid is composed of a linear or branched saturated aliphatic hydrocarbon group and one carboxy group, and preferably has 1 to 22 carbon atoms. Among these, HCOOH and CH3(CH2) b1Preferred are saturated aliphatic monocarboxylic acids selected from COOH (where b1 represents an integer of 0 to 8), and branched saturated aliphatic monocarboxylic acids. Specific examples include, but are not limited to, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, arachidic acid, heneicosylic acid, behenic acid, isobutyric acid, 2-methylbutyric acid, isovaleric acid, 2-ethylhexanoic acid, isononanoic acid, isopalmitic acid, and isostearic acid. The saturated aliphatic dicarboxylic acid is preferably a linear or branched saturated aliphatic hydrocarbon group and two carboxy groups, and has 2 to 22 carbon atoms. Among these, HOOC(CH2) b2 Preferred are saturated aliphatic dicarboxylic acids represented by COOH (b2 represents an integer of 0 to 4). Specific examples include, but are not limited to, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, and glutamic acid.

[0064] The unsaturated aliphatic carboxylic acid is composed of a linear or branched unsaturated aliphatic hydrocarbon group and one or more carboxy groups, and preferably has 3 to 22 carbon atoms. Examples of the unsaturated aliphatic carboxylic acid include unsaturated aliphatic monocarboxylic acids with one carboxy group and unsaturated aliphatic dicarboxylic acids with two carboxy groups. The unsaturated aliphatic monocarboxylic acid is composed of a linear or branched unsaturated aliphatic hydrocarbon group and one carboxy group, and preferably has 1 to 22 carbon atoms. Among these, R 31 CH=CH(CH2) b3 COOH (R 31 is a hydrogen atom or CH3(CH2) b4(b4 represents an integer of 0 to 7), and b3 represents an integer of 0 to 7.) are preferred. Specific examples include, but are not limited to, acrylic acid, methacrylic acid, crotonic acid, palmitoleic acid, oleic acid, vaccenic acid, linoleic acid, linolenic acid, eleostearic acid, and arachidonic acid. The unsaturated aliphatic dicarboxylic acid is composed of a linear or branched unsaturated aliphatic hydrocarbon group and two carboxy groups, and preferably has 1 to 4 carbon atoms. Specific examples include, but are not limited to, maleic acid and fumaric acid.

[0065] The saturated or unsaturated alicyclic carboxylic acid is composed of a non-aromatic saturated or unsaturated carbon ring and one or more carboxy groups, and preferably has 3 to 20 carbon atoms. Among these, saturated alicyclic carboxylic acids having a cyclohexane ring skeleton are preferred. Examples of saturated or unsaturated alicyclic carboxylic acids include saturated or unsaturated alicyclic monocarboxylic acids with one carboxy group and saturated or unsaturated alicyclic dicarboxylic acids with two carboxy groups. Examples of saturated or unsaturated alicyclic monocarboxylic acids include, but are not limited to, cyclohexanecarboxylic acid. Examples of saturated or unsaturated alicyclic dicarboxylic acids include, but are not limited to, cyclohexanedicarboxylic acid.

[0066] The aromatic carboxylic acid is composed of a single ring or multiple rings having aromaticity and one or more carboxy groups, and preferably has 6 to 20 carbon atoms. Among these, aromatic carboxylic acids having a benzene ring skeleton are preferred. Examples of aromatic carboxylic acids include aromatic monocarboxylic acids with one carboxy group and aromatic dicarboxylic acids with two carboxy groups. Examples of aromatic monocarboxylic acids include, but are not limited to, benzoic acid and cinnamic acid. Examples of aromatic dicarboxylic acids include, but are not limited to, phthalic acid, isophthalic acid, and terephthalic acid.

[0067] The saturated aliphatic hydroxycarboxylic acid comprises a linear or branched saturated aliphatic hydrocarbon group, one or more carboxy groups, and one or more hydroxy groups, and preferably has 2 to 24 carbon atoms. Among these, saturated aliphatic hydroxycarboxylic acids having 2 to 7 carbon atoms and 1 to 5 hydroxy groups are preferred. Examples of saturated aliphatic hydroxycarboxylic acids include saturated aliphatic hydroxymonocarboxylic acids having one carboxy group, and saturated aliphatic hydroxydi- or tricarboxylic acids having two or three carboxy groups. The saturated aliphatic hydroxymonocarboxylic acids preferably have 2 to 20 carbon atoms, more preferably 2 to 7 carbon atoms, and even more preferably 2 to 5 carbon atoms. The number of hydroxyl groups is preferably 1 to 5. Among these, (R 32 ) 3C (C (R 33 ) 2) b5 COOH (b5 represents an integer of 1 to 4, and three R 32 and 2 × b5 R 33 each independently represent a hydrogen atom or a hydroxyl group, and the total number of hydroxyl groups is 1 to 5. ) is preferred. Specific examples include, but are not limited to, glycolic acid, lactic acid, glyceric acid, hydroxyacetic acid, hydroxybutyric acid, 2-hydroxydecanoic acid, 3-hydroxydecanoic acid, 12-hydroxystearic acid, dihydroxystearic acid, cerebronic acid, leucinic acid, mevalonic acid, pantoic acid, gluconic acid, galactonic acid, mannonic acid, arabinonic acid, fructuronic acid, tagaturonic acid, and aldonic acid. The saturated aliphatic hydroxy di- or tricarboxylic acid preferably has 4 to 22 carbon atoms, more preferably 4 to 10 carbon atoms, and even more preferably 4 to 8 carbon atoms. The number of hydroxyl groups is preferably 1 to 3. Among these, HOOCC(R 34 R 35 ) C (R 36 R 37 ) C (R 38 R 39 ) COOH(R 34 ~R 39each independently represent a hydrogen atom, a hydroxyl group, or a carboxyl group, with a total of 1 to 2 hydroxyl groups and a total of 0 to 1 carboxyl group. A saturated aliphatic hydroxydicarboxylic acid or saturated aliphatic hydroxytricarboxylic acid represented by the formula (I) is one preferred embodiment. Examples of saturated aliphatic hydroxydicarboxylic acids include, but are not limited to, tartronic acid, malic acid, tartaric acid, and citramalic acid. Examples of saturated aliphatic hydroxytricarboxylic acids include, but are not limited to, citric acid and isocitric acid.

[0068] The unsaturated aliphatic hydroxycarboxylic acid comprises a linear or branched unsaturated aliphatic hydrocarbon group, one or more carboxy groups, and one or more hydroxyl groups, and preferably has a carbon number of 3 to 22. Specific examples include, but are not limited to, ricinoleic acid (ricinoleic acid) and ricinelaidic acid.

[0069] The saturated or unsaturated alicyclic hydroxycarboxylic acid preferably comprises a non-aromatic saturated or unsaturated carbon ring, one or more carboxy groups, and one or more hydroxyl groups, and has 4 to 20 carbon atoms. Among these, saturated alicyclic hydroxycarboxylic acids having a 6-membered ring skeleton and 1 to 4 hydroxyl groups are preferred. Specific examples include, but are not limited to, hydroxycyclohexanecarboxylic acid, dihydroxycyclohexanecarboxylic acid, quinic acid (1,3,4,5-tetrahydroxycyclohexanecarboxylic acid), shikimic acid, glucuronic acid, galacturonic acid, mannuronic acid, iduronic acid, and guluronic acid. Cyclic lactones having a hydroxyl group can also be preferably used. Specific examples include, but are not limited to, ascorbic acid and erythorbic acid.

[0070] The aromatic hydroxycarboxylic acid preferably has a carbon number of 6 to 20 and is composed of a single ring or multiple rings having aromaticity, one or more carboxy groups, and one or more hydroxy groups. Among these, aromatic carboxylic acids having a benzene ring skeleton and one to three hydroxy groups are preferred. Specific examples include, but are not limited to, salicylic acid, hydroxybenzoic acid, dihydroxybenzoic acid, trihydroxybenzoic acid, hydroxymethylbenzoic acid, vanillic acid, syringic acid, protocatechuic acid, gentisic acid, orselliic acid, mandelic acid, benzilic acid, atrolactic acid, phloretic acid, coumaric acid, umbellic acid, caffeic acid, ferulic acid, and sinapic acid.

[0071] The carbonyl carboxylic acid is a carboxylic acid having 3 to 22 carbon atoms and a carbonyl group in the molecule, and a carbonyl carboxylic acid having 3 to 7 carbon atoms and 1 or 2 carbonyl groups is preferred. Among these, CH3((CH2) b6 CO(CH2) b7 )COOH (b6 and b7 each represent an integer of 0 to 2). Specific examples include, but are not limited to, pyruvic acid.

[0072] The alkyl ether carboxylic acid is a carboxylic acid having 2 to 22 carbon atoms and an ether group in the molecule, including polyoxyalkylene alkyl ether carboxylic acid, and is preferably an alkyl carboxylic acid having 2 to 12 carbon atoms and one or two ether groups. b8 O(CH2) b9 Preferred are alkyl ether carboxylic acids and polyoxyethylene alkyl ether carboxylic acids represented by COOH (b8 and b9 are integers of 0 to 4). Specific examples include, but are not limited to, methoxyacetic acid, ethoxyacetic acid, methoxybutyric acid, and ethoxybutyric acid.

[0073] The halogen carboxylic acid is preferably a halogen carboxylic acid having 2 to 22 carbon atoms. Specific examples include, but are not limited to, halogen-substituted halogen carboxylic acids such as trifluoroacetic acid, trichloroacetic acid, tribromoacetic acid, pentafluoropropionic acid, pentachloropropionic acid, pentabromopropionic acid, perfluorononanoic acid, perchlorononanoic acid, and perbromononanoic acid.

[0074] Among the carboxylic acids listed above, linear or branched saturated aliphatic monocarboxylic acids, linear or branched unsaturated aliphatic carboxylic acids, saturated aliphatic dicarboxylic acids, unsaturated aliphatic dicarboxylic acids, saturated aliphatic hydroxymonocarboxylic acids, saturated aliphatic hydroxydi- or tricarboxylic acids, aromatic carboxylic acids, aromatic hydroxycarboxylic acids, and cyclic lactones having a hydroxyl group are preferred, and linear or branched saturated aliphatic monocarboxylic acids, linear or branched unsaturated aliphatic carboxylic acids, saturated aliphatic hydroxymonocarboxylic acids, saturated aliphatic hydroxydi- or tricarboxylic acids, aromatic carboxylic acids, and aromatic hydroxycarboxylic acids are more preferred, and saturated aliphatic hydroxymonocarboxylic acids, saturated aliphatic hydroxydi- or tricarboxylic acids, aromatic carboxylic acids, and saturated aliphatic hydroxytricarboxylic acids are even more preferred.

[0075] Among carboxylic acids, those having a hydrogen-bonding functional group are preferred. Here, the hydrogen-bonding functional group is a residue of a carboxylic acid molecule excluding one carboxy group, or a part of the residue. The hydrogen-bonding functional group is not particularly limited in terms of affinity to water, alcohol, and malodorous components and harmful gases, but examples include the above-mentioned oxygen-containing group, nitrogen-containing group, sulfur-containing group, phosphorus-containing group, and a hydrogen atom directly bonded to nitrogen. Among oxygen-containing groups as hydrogen-bonding functional groups, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, ester-containing groups, ether-containing groups, and alkoxy-containing groups are preferred. Among these, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, ether-containing groups, and alkoxy-containing groups are more preferred, with hydroxyl-containing groups, carboxyl-containing groups, and carboxylate-containing groups being even more preferred, and hydroxyl-containing groups, carboxyl-containing groups, and carboxylate-containing groups being particularly preferred. A preferred example of a hydrogen-bonding functional group is a hydrocarbon group having a hydrogen-bonding functional group. Examples include hydrocarbon groups containing a hydroxy group (hydroxy hydrocarbon group), hydrocarbon groups containing a carboxy group (carboxy hydrocarbon group), hydrocarbon groups containing a hydroxy group and a carboxy group (hydroxycarboxy hydrocarbon group), hydrocarbon groups containing a carboxylate group (carboxylate hydrocarbon group), hydrocarbon groups containing an ester group, hydrocarbon groups containing an ether group, hydrocarbon groups containing an alkoxy group, etc. Among these, hydroxy hydrocarbon groups, carboxy hydrocarbon groups, and carboxylate hydrocarbon groups are preferred.

[0076] In all of the carboxylic acids listed above, the number of carbon atoms of the carboxylic acid is not particularly limited, but is preferably 1 to 10, more preferably 1 to 8. A carboxylic acid with a small number of carbon atoms is useful in that it is easily turned into a liquid and has high water solubility.

[0077] Among the acids (B), the inorganic acid is not particularly limited, and examples thereof include inorganic acids of a halogen-based anion, a sulfur-based anion, a phosphorus-based anion, a cyanide-based anion, a boron-based anion, a fluorine-based anion, a nitrogen oxide-based anion, or the like with a proton.

[0078] Among the (B) acids listed above, those with an acid dissociation index (pKa) of less than 5.0 are preferred, those with an acid dissociation index of 4.5 or less are more preferred, and those with an acid dissociation index of 4.0 or less are even more preferred. Examples of such acids include, but are not limited to, lactic acid (3.9), citric acid (3.1), malic acid (3.5), succinic acid (4.2), benzoic acid (4.2), and stearic acid (4.8). The numbers in parentheses indicate the acid dissociation index.

[0079] The adsorbent of the present invention preferably contains (A) an amine compound and (B) an organic ammonium salt formed from a carboxylic acid.

[0080] In the adsorbent of the present invention, if the organic ammonium salt formed from component (A) and component (B) is nonvolatile, the volatilization of component (A) and component (B) is suppressed. Therefore, even at high concentrations, the odor of component (A) and component (B) is absent, making the adsorbent useful. In particular, an adsorbent containing highly volatile, low-molecular-weight components (A) and (B) suppresses the odor of component (A) and component (B). For example, even when the concentration of the organic ammonium salt contained in the adsorbent of the present invention is 50% by mass or more, or even 80% by mass or more, the odor of the adsorbent itself is suppressed.

[0081] In the adsorbent of the present invention, the blending molar ratio of component (A) to component (B) can be 0.1:1 to 10:1, and from the viewpoint of adsorption performance, is preferably 0.5:1 to 2:1, more preferably 1:2 to 1:1, and even more preferably 1:1.

[0082] In terms of adsorption properties, the adsorbent of the present invention may have a total of 1 to 5 amino groups and a total of 1 to 5 carboxy groups and carboxylate groups in components (A) and (B).

[0083] When component (A) is an amine compound represented by formula (I), the total number of amino groups in components (A) and (B) is preferably 1. The total number of carboxy groups and carboxylate groups is preferably 1 to 5, more preferably 1 to 3, and even more preferably 1.

[0084] When component (A) has one amino group and component (B) has one carboxy group and one carboxylate group in total, a fully neutralized salt obtained by blending components (A) and (B) in a molar ratio of 1:1 has a neutral pH, which can enhance the effect of the hydrogen-bonding functional groups contained in component (A) and / or component (B).

[0085] When component (A) is an amine compound represented by formula (II), the total number of amino groups in components (A) and (B) is preferably 1 to 5, more preferably 1 to 4, and even more preferably 1. The total number of carboxy groups and carboxylate groups is preferably 1 to 5, more preferably 1 to 3, and even more preferably 2 to 3.

[0086] The adsorbent of the present invention has excellent adsorption properties due to hydrogen-bonding functional groups such as amino groups and carboxy groups in component (A) and / or component (B). Preferably, the total number of amino groups and the total number of carboxy groups and carboxylate groups in component (A) and component (B) are equal to each other, or the total number of carboxy groups and carboxylate groups is greater than the total number of carboxy groups and carboxylate groups. When component (A) and component (B) form an organic salt, it is preferable that either fully neutralized or unneutralized carboxy groups (—COOH) are present. In other words, it is preferable that the ratio of the total number of amino groups to the total number of carboxy groups and carboxylate groups in component (A) and component (B) (total number of amino groups / (total number of carboxy groups and carboxylate groups)) is 1 or less.

[0087] When component (A) is an amine compound having one amino group represented by formula (I), it is preferable to combine component (A) with the amino group of component (A) to neutralize not more than one carboxy group in component (B).When component (B) is a carboxylic acid having two or more carboxy groups (a polyvalent acid such as the above-mentioned saturated aliphatic dicarboxylic acid, unsaturated aliphatic dicarboxylic acid, saturated aliphatic hydroxydicarboxylic acid, or saturated aliphatic hydroxytricarboxylic acid), it is preferable to combine an amino group that neutralizes not more than one carboxy group.

[0088] For example, when component (A) is an amine compound having one amino group represented by formula (I), the ratio of the total number of amino groups in components (A) and (B) to the total number of carboxy groups and carboxylate groups (total number of amino groups / (total number of carboxy groups and carboxylate groups)) is preferably 1 or less.

[0089] When component (B) is a monocarboxylic acid having one carboxy group (such as a saturated aliphatic monocarboxylic acid, an unsaturated aliphatic monocarboxylic acid, a saturated or unsaturated alicyclic monocarboxylic acid, an aromatic monocarboxylic acid, or a saturated aliphatic hydroxymonocarboxylic acid), the above ratio is preferably 1 or less.

[0090] When component (B) is a dicarboxylic acid having two carboxy groups (such as a saturated aliphatic dicarboxylic acid, an unsaturated aliphatic dicarboxylic acid, a saturated or unsaturated alicyclic dicarboxylic acid, an aromatic dicarboxylic acid, or a saturated aliphatic hydroxydicarboxylic acid), the above ratio is preferably 0.5 or less.

[0091] When component (B) is a tricarboxylic acid having three carboxy groups (such as a saturated aliphatic hydroxytricarboxylic acid), the above ratio is preferably 0.35 or less.

[0092] When component (A) is an amine compound represented by formula (II), the ratio of the total number of amino groups in components (A) and (B) to the total number of carboxy groups and carboxylate groups (total number of amino groups / (total number of carboxy groups and carboxylate groups)) is preferably 2 or less, more preferably 1 or less. When component (A) has one amino group and one carboxy group, and component (B) is a monocarboxylic acid having one carboxy group, the above ratio is preferably 0.5 or less. When component (A) has one amino group and one carboxy group, and component (B) is a dicarboxylic acid having two carboxy groups, the above ratio is preferably 0.35 or less. When component (A) has one amino group and one carboxy group, and component (B) is a tricarboxylic acid having three carboxy groups, the above ratio is preferably 0.25 or less. When component (A) is a monocarboxylic acid having four amino groups and one carboxy group, and component (B) is a monocarboxylic acid having one carboxy group, the above ratio is preferably 2 or less. When component (A) is a dicarboxylic acid having four amino groups and one carboxy group, and component (B) is a dicarboxylic acid having two carboxy groups, the above ratio is preferably 1.35 or less. When component (A) is a tricarboxylic acid having four amino groups and one carboxy group, and component (B) is a tricarboxylic acid having three carboxy groups, the above ratio is preferably 1 or less. When component (A) is a monocarboxylic acid having two amino groups and one carboxy group, and component (B) is a monocarboxylic acid having one carboxy group, the above ratio is preferably 1 or less. When component (A) is a dicarboxylic acid having two amino groups and one carboxy group, and component (B) is a dicarboxylic acid having two carboxy groups, the above ratio is preferably 0.68 or less. When component (A) has two amino groups and one carboxy group, and component (B) is a tricarboxylic acid having three carboxy groups, the above ratio is preferably 0.5 or less.

[0093] When component (A) is a monocarboxylic acid having one amino group and two carboxy groups and component (B) is a monocarboxylic acid having one carboxy group, the above ratio is preferably 0.35 or less. When component (A) is a dicarboxylic acid having one amino group and two carboxy groups and component (B) is a dicarboxylic acid having two carboxy groups, the above ratio is preferably 0.25 or less. When component (A) is a tricarboxylic acid having one amino group and two carboxy groups and component (B) is a tricarboxylic acid having three carboxy groups, the above ratio is preferably 0.2 or less.

[0094] In the adsorbent of the present invention, preferred combinations of components (A) and (B) include the following: Component (A) is represented by the above formula (I), and R a and component (B) is a carboxylic acid selected from saturated aliphatic carboxylic acids, saturated aliphatic hydroxymonocarboxylic acids, saturated aliphatic hydroxydicarboxylic acids, and saturated aliphatic hydroxytricarboxylic acids. a an amine compound in which at least one, and preferably all, of the above is a polyhydroxyalkyl group, the carbon number of which is preferably 1 to 18, more preferably 1 to 12, and even more preferably 1 to 6, and component (B) is a carboxylic acid selected from a saturated aliphatic carboxylic acid, a saturated aliphatic hydroxymonocarboxylic acid, a saturated aliphatic hydroxydicarboxylic acid, and a saturated aliphatic hydroxytricarboxylic acid; component (A) is an amine compound represented by formula (II) above, and component (B) is a carboxylic acid selected from a saturated aliphatic carboxylic acid, a saturated aliphatic hydroxymonocarboxylic acid, a saturated aliphatic hydroxydicarboxylic acid, and a saturated aliphatic hydroxytricarboxylic acid;

[0095] Preferred combinations of component (A) and component (B) are as follows: Component (A) is tromethamine and component (B) is lactic acid, in a molar ratio of 1:1; Component (A) is tromethamine and component (B) is citric acid, in a molar ratio of 1:1; Component (A) is tromethamine and component (B) is stearic acid, in a molar ratio of 1:1; Component (A) is tromethamine and component (B) is benzoic acid, in a molar ratio of 1:1; Component (A) is tromethamine and component (B) is hydrochloric acid, in a molar ratio of 1:1; Component (A) is triethanolamine and component (B) is lactic acid, in a molar ratio of 1:1; Component (A) is triethanolamine and component (B) is citric acid, in a molar ratio of 1:1. Component (A) is serine and component (B) is lactic acid, and the molar ratio thereof is 1:1. Component (A) is serine and component (B) is malic acid, and the molar ratio thereof is 1:1. Component (A) is serine and component (B) is succinic acid, and the molar ratio thereof is 1:1. Component (A) is proline and component (B) is lactic acid, and the molar ratio thereof is 1:1. Component (A) is arginine and component (B) is lactic acid, and the molar ratio thereof is 1:1. Component (A) is glycine and component (B) is citric acid, and the molar ratio thereof is 1:1.

[0096] The adsorbent of the present invention is a blend consisting only of an amine compound (A) and an acid (B). The mixture of components (A) and (B) or the salt of components (A) and (B) may be in an anhydrous state (anhydride) or may be a hydrate that has absorbed moisture from the air. A hydrate refers to a compound that absorbs water and reaches a saturated moisture content when left in air at 25°C. A compound that does not absorb water when left in air at 25°C is an anhydrous compound.

[0097] The adsorbent of the present invention may be either a liquid or a solid at 25°C, but is preferably a liquid. In particular, the adsorbent of the present invention is a blend consisting only of an amine compound (A) and an acid (B), in which the mixture of components (A) and (B) or the salt of components (A) and (B) is either a liquid or a solid at 25°C in the anhydrous or hydrated state, but is preferably a liquid. When the blend consisting only of an amine compound (A) and an acid (B) is liquid, due to its non-volatility, even when dissolved in a solvent such as water or alcohol, it remains uniformly liquid on the application surface even after the solvent evaporates, and its effect can be maintained for a long period of time. For example, when applied to the skin, it can moisturize while adsorbing skin gases such as sweat odor and aging odor, thereby maintaining a deodorizing effect. From this perspective, the freezing point of the blend consisting only of an amine compound (A) and an acid (B), in which the mixture of components (A) and (B) or the salt of components (A) and (B) is a blend consisting only of an amine compound (A) and an acid (B), is preferably below 25°C, more preferably below -5°C, and even more preferably below -10°C. Furthermore, even when the adsorbent of the present invention is used by being supported on a carrier, if the mixture of components (A) and (B) or the salt of components (A) and (B), which is a blend consisting only of (A) the amine compound and (B) the acid, has a freezing point of less than 25°C, the adsorbent will adhere to the carrier in a liquid state even if the solvent evaporates after being supported, and the adsorption ability can be maintained.

[0098] The form of the adsorbent of the present invention is not particularly limited, but examples thereof include a solution in which a mixture of component (A) and component (B) or a salt of component (A) and component (B) is dissolved or mixed in a solvent such as water or alcohol, a support in which the adsorbent is supported on a carrier, or an adsorbent impregnated into paper, cloth, nonwoven fabric, wood, etc. Examples of the carrier include, but are not particularly limited to, a porous carrier, a fibrous carrier, a resin, etc. Examples of the porous carrier include, but are not particularly limited to, alumina, silica gel, zeolite, activated clay, diatomaceous earth, aluminum silicate, a cellulose carrier, etc. Examples of the fibrous carrier include, but are not particularly limited to, paper, cotton, resin fiber, carbon fiber, etc. Examples of the resin include, but are not particularly limited to, superabsorbent resin, ion exchange resin, chelating resin, etc. It can also be used in combination with an aromatic or other deodorizer.

[0099] The substance to be adsorbed by the adsorbent of the present invention is not particularly limited, but examples thereof include gases, liquids, solid substances, etc. Specific examples thereof include, but are not particularly limited to, chemical substances derived from the human body, chemical substances present in the natural environment, chemical substances generated from buildings, etc., and chemical substances generated in the manufacturing process of industrial products.

[0100] Examples of chemical substances derived from the human body include, but are not limited to, body odors such as aging odor (nonenal, etc.), middle-aged oily odor (diacetyl, etc.), sweat odor (ammonia, acetic acid, isovaleric acid, etc.), foot odor (isovaleric acid, etc.), underarm odor (3-methyl-2-hexenoic acid, 3-methyl-3-sulfanylhexan-1-ol, 3-hydroxy-3-methylhexanoic acid, vinyl ketones, etc.), scalp odor (aldehydes, fatty acids, etc.), bad breath (methyl mercaptan, hydrogen sulfide, dimethyl sulfide, etc.), and stress odor (dimethyl trisulfide, allyl mercaptan, ammonia, etc.), and fecal odor (skatole, indole, etc.).

[0101] Chemical substances present in the natural environment are not particularly limited, but examples thereof include hydrogen sulfide, sulfur oxides, methane, ozone, and the like.

[0102] Chemical substances generated from buildings and the like are not particularly limited, but examples thereof include formaldehyde, organic acids, ammonia, and the like.

[0103] Chemical substances generated in the manufacturing process of industrial products and the like are not particularly limited, but examples thereof include hydrogen chloride, hydrogen fluoride, sulfur dioxide, nitric oxide, nitrogen dioxide, hydrogen sulfide, ammonia, amines, siloxanes, aromatic compounds, phthalic acid, mercaptans, and aldehydes.

[0104] Other classifications of the above gases and volatile substances include, for example, aldehydes, organic acids, ketones, hydrocarbons, nitrogen compounds, sulfur compounds, silicon compounds, hydrogen halides, ozone, and the like.

[0105] The aldehydes are not particularly limited, but examples thereof include nonenal, hexanal, formaldehyde, acetaldehyde, propionaldehyde, and isobutyraldehyde.

[0106] The organic acid is not particularly limited, but examples thereof include acetic acid, isovaleric acid, butyric acid, 3-methyl-2-hexenoic acid, 3-hydroxy-3-methylhexanoic acid, and phthalic acid.

[0107] The ketones are not particularly limited, but examples thereof include diacetyl, 1-octen-3-one, cis-1,5-octadien-3-one, and the like.

[0108] The hydrocarbon is not particularly limited, but examples thereof include saturated or unsaturated aliphatic hydrocarbons and aromatic hydrocarbons having 1 to 10 carbon atoms, such as methane, ethane, propane, butane, pentane, hexane, heptane, octane, nonane, decane, ethylene, propylene, butene, pentene, hexene, heptene, octene, nonene, decene, acetylene, benzene, toluene, xylene, and naphthalene.

[0109] The nitrogen compound is not particularly limited, but examples thereof include amines such as skatole and indole, ammonia, nitric oxide, and nitrogen dioxide.

[0110] The sulfur compound is not particularly limited, but examples thereof include thiol compounds (3-methyl-3-sulfanylhexan-1-ol, methyl mercaptan, allyl mercaptan, etc.), sulfide compounds (dimethyl sulfide, dimethyl trisulfide, etc.), hydrogen sulfide, and sulfur oxides (sulfur monoxide, sulfur dioxide, sulfur trioxide, etc.).

[0111] The silicon compound is not particularly limited, but examples thereof include silane, siloxanes, silicon oxide, and the like.

[0112] The hydrogen halide is not particularly limited, but examples thereof include hydrogen chloride, hydrogen bromide, hydrogen iodide, and hydrogen fluoride.

[0113] Among these, the adsorbent of the present invention is useful for adsorbing aldehydes, organic acids, ketones, hydrocarbons, nitrogen compounds, and sulfur compounds. It is particularly useful for aldehydes and nitrogen compounds. When the target substance is an acidic substance, a basic adsorbent can be used, and when the target substance is basic, an acidic adsorbent can be used. However, there are concerns about the impact of basic or acidic adsorbents on the environment and the human body when used. The adsorbent of the present invention is useful in that it has little impact on the environment and the human body when used, is useful even when the target substance is neutral, and can be used for a variety of targets.

[0114] The adsorbent of the present invention may contain other components other than those described above, as long as the effect is not impaired. The other components are not particularly limited, but may include, for example, solvents, surfactants, antioxidants, pigments, dyes, colorants, preservatives, antifungal agents, antifoaming agents, stabilizers, antioxidants, chelating agents, pH adjusters, fragrances, etc. In the adsorbent of the present invention, the total amount of the amine compound (A) and the acid (B) is not particularly limited depending on the purpose. For example, it can be 1% by mass or more, 10% by mass or more, 30% by mass or more, 50% by mass or more, 80% by mass or more, 95% by mass or more, or 100% by mass.

[0115] (Method for Adsorbing Target Substance) In an adsorption method using the adsorbent of the present invention, the adsorbent is brought into contact with a target substance to be adsorbed, such as a gas, liquid, or solid substance, and the target substance is adsorbed onto the adsorbent. By using a support in which the adsorbent of the present invention is supported on a carrier and bringing a liquid or gas containing the target substance to be adsorbed into contact with the support, the target substance can be adsorbed efficiently. In the gas adsorption method of the present invention, the adsorbent described above is brought into contact with a gas, and the gas is adsorbed. Here, the relationship between the terms "gas" and "volatile substance" in this specification is as follows: "gas" also includes volatile substances. However, to clearly indicate that volatile substances are also included, it may also be specified as "gas or volatile substance." Examples of gas or volatile substance include those exemplified above. Specific examples of adsorption methods using the adsorbent of the present invention and gas adsorption methods using the adsorbent of the present invention are not particularly limited, and include, for example, a method of placing an open container containing an adsorbent at a location where adsorption of a target substance such as a gas, liquid, or solid substance is required, depending on the form of the adsorbent, a method of coating or spraying the adsorbent, a method of applying the adsorbent to the human body, for example, to the skin, as a cosmetic product, and a method of placing the adsorbent inside a duct or at a relay section.

[0116] When the adsorbent of the present invention is used by coating, it is sufficient to coat a liquid containing an amine compound (A) and an acid (B) (including a liquid containing an organic ammonium salt formed from the amine compound (A) and the acid (B)). In this case, after coating a solution containing an amine compound (A) and an acid (B) and a solvent (including a solution containing an organic ammonium salt formed from the amine compound (A) and the acid (B) and a solvent), the solvent evaporates, leaving behind a mixture of the amine compound (A) and the acid (B) or the organic ammonium salt thereof, forming a coating film, which can adsorb the target object.

[0117] (Deodorizer) The adsorbent of the present invention can be suitably used as a deodorizer. This deodorizer can be used, for example, depending on the form of the deodorizer, by placing an open container containing the deodorizer in a place where deodorization is required, by painting or spraying the deodorizer, or by applying it to the human body, for example, the skin, as a cosmetic product.

[0118] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. Table 1 shows the structure of component (A). The adsorbents shown in Tables 2 to 11 were prepared using the following compounds, blended in the molar ratios shown in the tables. Tables 2 to 11 show the visual state (liquid or solid) at 25°C.

[0119]

[0120] Tromethamine (2-amino-2-hydroxymethyl-1,3-propanediol): manufactured by Tokyo Chemical Industry Co., Ltd. Triethanolamine (2,2',2''-nitrilotriethanol): manufactured by Wako Pure Chemical Industries, Ltd. Lactic acid: manufactured by Wako Pure Chemical Industries, Ltd. Malic acid: manufactured by Wako Pure Chemical Industries, Ltd. Citric acid: manufactured by Wako Pure Chemical Industries, Ltd. Hydrochloric acid: manufactured by Wako Pure Chemical Industries, Ltd. Benzoic acid: manufactured by Wako Pure Chemical Industries, Ltd. Succinic acid: manufactured by Wako Pure Chemical Industries, Ltd. Stearic acid: manufactured by Wako Pure Chemical Industries, Ltd. L-serine: manufactured by Peptide Institute, Inc. L-proline: manufactured by Peptide Institute, Inc. L-arginine: manufactured by Wako Pure Chemical Industries, Ltd. Glycine: manufactured by Wako Pure Chemical Industries, Ltd. Polyoxyethylene sorbitan monolaurate (Tween 20): manufactured by Kanto Chemical Co., Ltd. Silica gel: manufactured by Wako Pure Chemical Industries, Ltd. Nonwoven fabric: prefilter Acetic acid: manufactured by Wako Pure Chemical Industries, Ltd.

[0121] Evaluation of Diacetyl Gas Adsorption by Gas Adsorption Rate The adsorption of diacetyl gas to the adsorbents listed in Table 2 was evaluated. A 50% by mass aqueous solution of each adsorbent in Examples 1 to 12, 55, and Comparative Examples 1 to 4 was used as the sample solution. Furthermore, water was used as the sample solution in Comparative Example 5. 0.5 mL of the sample solution and 10 μL of diacetyl (Tokyo Chemical Industry Co., Ltd.) were placed in a 3 L Tedlar bag, and air was pumped in with an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec Corporation No. 92). After 2 hours, the gas concentration after 2 hours was measured using the detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after 2 hours (ppm) / initial gas concentration (ppm)] x 100

[0122] The results in Table 2 confirm that Examples 1 to 12 and 55 exhibited better diacetyl gas adsorption rates than the comparative examples, and that their diacetyl gas adsorption rates were superior to those of Comparative Example 1, which is a nonionic surfactant commonly used as a deodorant. A comparison of Examples 1, 6, 8, 11, and 12 with Comparative Example 4 confirmed that Examples 1, 6, 8, 11, and 12, which used adsorbents containing component (A) and component (B), had higher diacetyl gas adsorption rates than Comparative Example 4, which used component (B) alone. Furthermore, a comparison of Examples 8 to 10 with Comparative Example 2 and Example 11 with Comparative Example 3 confirmed that Examples 8 to 11, which used adsorbents containing component (A) and component (B), had higher diacetyl gas adsorption rates than Comparative Examples 2 and 3, which used component (A) alone.

[0123] Among the Examples, in Examples 1 and 2 in which component (A) was tromethamine, and in Examples 6 and 7 in which component (A) was triethanolamine, it was confirmed that when component (B) was lactic acid or citric acid, the diacetyl gas adsorption rate was high, and particularly high when it was lactic acid. This suggests that when component (A) is an amine compound represented by formula (I), the diacetyl gas adsorption rate is high when component (B) is a saturated aliphatic hydroxymonocarboxylic acid or a saturated aliphatic hydroxytricarboxylic acid, and particularly high when it is a saturated aliphatic hydroxymonocarboxylic acid. It was also confirmed that the diacetyl gas adsorption rate was higher in Examples 1 and 2, which were liquids at 25°C, than in Examples 4 and 5, which were solids at 25°C.

[0124] A comparison of Examples 2 and 3, which contain the same components (A) and (B) but in different molar ratios, confirmed that Example 2, in which the molar ratio was 1:1, had a high diacetyl gas adsorption rate. This suggests that when component (A) is an amine compound represented by formula (I) and component (B) is a polyacid, the diacetyl gas adsorption rate is high when the number of amino groups in the amine compound is equal to or less than the number required to neutralize one carboxy group in the polyacid, i.e., when component (B) is a saturated aliphatic hydroxytricarboxylic acid, the ratio of the total number of amino groups to the total number of carboxy groups is 0.35 or less.

[0125] Furthermore, in Examples 8 to 10 in which component (A) was L-serine, it was confirmed that when component (B) was lactic acid or malic acid, the diacetyl gas adsorption rate was high, particularly high for malic acid. This suggests that when component (A) is an amine compound represented by formula (II), the diacetyl gas adsorption rate is high when component (B) is a saturated aliphatic hydroxymonocarboxylic acid or saturated aliphatic hydroxydicarboxylic acid, and is particularly high when it is a saturated aliphatic hydroxydicarboxylic acid. Furthermore, the diacetyl gas adsorption rate was higher in Examples 8 and 9, which were liquids, than in Example 10, which was solid at 25°C, suggesting that the gas adsorption rate is high when the adsorbent is liquid at 25°C.

[0126]

[0127] - Evaluation of nonenal gas adsorption by sensory test The adsorption ability of nonenal gas for the adsorbents listed in Table 3 was evaluated. A 50 mass% aqueous solution of each adsorbent in Examples 13 to 22, 56, and Comparative Examples 6 and 7 was used as the sample solution. In Comparative Example 8, water was used as the sample solution. 0.5 mL of the sample solution and 10 μL of nonenal (manufactured by Tokyo Chemical Industry Co., Ltd.) were placed in a 3 L Tedlar bag, and air was pumped in with an air pump to make the volume 3 L. After 2 hours, the odor intensity was evaluated by a sensory test and scored according to the following criteria. <Criteria for sensory evaluation of nonenal gas> 1: No odor 2: Slight odor 3: Odor 4: Strong odor 5: Extreme odor

[0128] The results in Table 3 confirm that Examples 13 to 22 and 56 showed favorable evaluation results and had better adsorption of nonenal gas than Comparative Example 6, which is a nonionic surfactant commonly used as a deodorant. Furthermore, a comparison of Example 21 with Comparative Example 7 confirms that Example 21, which used an adsorbent containing component (A) and component (B), had better adsorption of nonenal gas than Comparative Example 7, which used component (A) alone.

[0129] Among the Examples, in Examples 13 to 16 in which component (A) was tromethamine, it was confirmed that when component (B) was an organic acid, such as lactic acid or citric acid, the adsorption ability for nonenal gas was superior to that of component (B) which was an inorganic acid, such as hydrochloric acid. This suggests that when component (A) is an amine compound represented by formula (I), the adsorption ability for nonenal gas is superior when component (B) is a saturated aliphatic hydroxymonocarboxylic acid or a saturated aliphatic hydroxytricarboxylic acid.

[0130] A comparison of Examples 14 and 15, which used the same components (A) and (B) but in different molar ratios, confirmed that Example 14, in which the molar ratio was 1:1, had excellent adsorption properties for nonenal gas. This suggests that when component (A) is an amine compound represented by formula (I) and component (B) is a polyacid, excellent adsorption properties for nonenal gas can be achieved when the number of amino groups in the amine compound is equal to or less than the number required to neutralize one carboxy group in the polyacid, i.e., when component (B) is a saturated aliphatic hydroxytricarboxylic acid, the ratio of the total number of amino groups to the total number of carboxy groups is 0.35 or less.

[0131] Furthermore, in Examples 19 and 20, in which component (A) was L-serine, it was confirmed that nonenal gas was well adsorbed when component (B) was malic acid. This suggests that when component (A) is an amine compound represented by formula (II), component (B) of saturated aliphatic hydroxydicarboxylic acid has excellent adsorption ability for nonenal gas.

[0132]

[0133] Evaluation of Isovaleric Acid Gas Adsorption by Gas Adsorption Rate The adsorption ability of isovaleric acid gas for the adsorbents listed in Table 4 was evaluated. A 50% by mass aqueous solution of each adsorbent in Examples 23 to 31, 57, and Comparative Examples 9 and 10 was used as the sample solution. Furthermore, water was used as the sample solution in Comparative Example 11. 0.5 mL of the sample solution and 10 μL of isovaleric acid (manufactured by Tokyo Chemical Industry Co., Ltd.) were placed in a 3 L Tedlar bag, and air was pumped in with an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec Corporation No. 81). After 2 hours, the gas concentration after 2 hours was measured using the detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after 2 hours (ppm) / initial gas concentration (ppm)] × 100

[0134] From the results in Table 4, it was confirmed that Examples 23 to 31 and 57 exhibited good isovaleric acid gas adsorption rates, and that their isovaleric acid gas adsorption rates were superior to that of Comparative Example 9, which is one of the nonionic surfactants commonly used as a deodorant. Furthermore, from a comparison between Example 30 and Comparative Example 10, it was confirmed that Example 30, which used an adsorbent containing component (A) and component (B), had a higher isovaleric acid gas adsorption rate than Comparative Example 10, which used component (A) alone.

[0135] Among the Examples, it was confirmed that when component (B) was lactic acid, the isovaleric acid gas adsorption rate was high in Examples 23 and 24, in which component (A) was tromethamine, and in Examples 26 and 27, in which component (A) was triethanolamine. This suggests that when component (A) is an amine compound represented by formula (I), the isovaleric acid gas adsorption rate is high when component (B) is a saturated aliphatic hydroxymonocarboxylic acid.

[0136] A comparison of Examples 24 and 25, which used the same components (A) and (B) but in different molar ratios, confirmed that Example 24, in which the molar ratio was 1:1, had a high isovaleric acid gas adsorption rate. This suggests that when component (A) is an amine compound represented by formula (I) and component (B) is a polyacid, the isovaleric acid gas adsorption rate is high when the number of amino groups in the amine compound is equal to or less than the number required to neutralize one carboxy group in the polyacid, i.e., when component (B) is a saturated aliphatic hydroxytricarboxylic acid, the ratio of the total number of amino groups to the total number of carboxy groups is 0.35 or less.

[0137] In Examples 23 and 26 in which component (B) was lactic acid, and in Examples 24 and 27 in which component (B) was citric acid, it was confirmed that when component (A) was triethanolamine, the isovaleric acid gas adsorption rate was high. From this, it can be seen that when component (B) is a saturated aliphatic hydroxymonocarboxylic acid or a saturated aliphatic hydroxytricarboxylic acid, component (A) is R a It was suggested that the adsorption rate of isovaleric acid gas was high when the amine compound had a monohydroxyalkyl group.

[0138]

[0139] Evaluation of Ammonia Gas Adsorption by Gas Adsorption Rate The adsorption ability of ammonia gas for the adsorbents listed in Table 5 was evaluated. A 50% by mass aqueous solution of each adsorbent in Examples 32 to 41, 58, and Comparative Examples 12 to 15 was used as the sample solution. Furthermore, in Comparative Example 16, water was used as the sample solution. 0.5 mL of the sample solution and 10 μL of 28% aqueous ammonia (manufactured by Wako Pure Chemical Industries, Ltd.) were placed in a 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec Corporation, No. 3M). After 2 hours, the gas concentration after 2 hours was measured using the detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after 2 hours (ppm) / initial gas concentration (ppm)] x 100

[0140] The results in Table 5 confirm that Examples 32 to 41 and 58 exhibited good ammonia gas adsorption rates, and had better ammonia gas adsorption rates than Comparative Example 12, which is a nonionic surfactant commonly used as a deodorant. Comparisons of Examples 32 to 35 with Comparative Example 13, Examples 38 and 39 with Comparative Example 14, and Example 40 with Comparative Example 15 show that Examples 32 to 35 and 38 to 40, which used adsorbents containing component (A) and component (B), had higher ammonia gas adsorption rates than component (A) alone.

[0141] Among the Examples, in Examples 32 to 35 in which component (A) was tromethamine, it was confirmed that the ammonia gas adsorption rate was higher when component (B) was an organic acid, such as lactic acid or citric acid, than when component (B) was an inorganic acid, such as hydrochloric acid. This suggests that when component (A) is an amine compound represented by formula (I), the ammonia gas adsorption rate is higher when component (B) is a saturated aliphatic hydroxymonocarboxylic acid or a saturated aliphatic hydroxytricarboxylic acid.

[0142] A comparison of Examples 33 and 34, which contain the same components (A) and (B) at different molar ratios, confirmed that Example 33, in which the molar ratio was 1:1, had a high ammonia gas adsorption rate. This suggests that when component (A) is an amine compound represented by formula (I) and component (B) is a polyacid, the ammonia gas adsorption rate is high when the number of amino groups in the amine compound is equal to or less than the number required to neutralize one carboxy group in the polyacid, i.e., when component (B) is a saturated aliphatic hydroxytricarboxylic acid, the ratio of the total number of amino groups to the total number of carboxy groups is 0.35 or less.

[0143] In Examples 38, 40, and 41 in which component (A) is an amine compound represented by formula (II) and component (B) is lactic acid, it was confirmed that the ammonia gas adsorption rate was higher in Examples 38 and 40 in which component (A) is L-serine or L-proline than in Example 41 in which component (A) is L-arginine. This indicates that when component (B) is a saturated aliphatic hydroxymonocarboxylic acid, the ammonia gas adsorption rate is higher in Examples 38 and 40 in which component (A) is L-serine or L-proline than in Example 41 in which component (A) is L-arginine. 2 an amine compound having a hydroxyl group in R 1 and R 2 Together, R 1 , R 2 It was suggested that an amine compound forming a ring of C increases the ammonia gas adsorption rate.

[0144]

[0145] Evaluation of skatole gas adsorption by sensory test The adsorption ability of skatole gas for the adsorbents listed in Table 6 was evaluated. A 50% by mass aqueous solution of each adsorbent of Examples 42 to 46 and 59 to 61 was used as a sample solution. Skatole (manufactured by Tokyo Chemical Industry Co., Ltd.) was dissolved in ethanol to a concentration of 50% by mass, and 0.5 mL of the sample solution and 50 μL of a 50% by mass skatole ethanol solution were placed in a 3 L Tedlar bag, and air was pumped in with an air pump to make the volume 3 L. After 2 hours, the odor intensity was evaluated by a sensory test and scored according to the following criteria. <Skatole gas sensory evaluation criteria> 1: No odor 2: Slight odor 3: Decreased odor was observed 4: No change in odor was observed before and after 2 hours

[0146] From the results in Table 6, it was confirmed that Examples 42 to 46 and 59 to 61 had good skatole gas adsorption properties.

[0147]

[0148] Evaluation of Hydrogen Sulfide Gas Adsorption by Gas Adsorption Rate The adsorption ability of the adsorbents listed in Table 7 was evaluated. A 50% by mass aqueous solution of each adsorbent from Examples 47 to 51 and 62 to 64 was used as a sample solution. 25 mg of sodium sulfide nonahydrate (Kanto Chemical Co., Inc.) and 0.5 mL of dilute hydrochloric acid were added to a 3 L Tedlar bag to generate hydrogen sulfide gas. 0.5 mL of the sample solution and the generated hydrogen sulfide gas were placed in another 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec Corporation, No. 4 L). After 2 hours, the gas concentration after 2 hours was measured using the detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [Gas concentration after 2 hours (ppm) / Initial gas concentration (ppm)] x 100

[0149] The results in Table 7 confirmed that hydrogen sulfide gas was adsorbed in Examples 47 to 51 and 62 to 64. It was confirmed that in Examples 47 and 48, in which component (A) was tromethamine, and in Examples 62 and 63, in which component (A) was triethanolamine, when component (B) was lactic acid, the hydrogen sulfide gas adsorption rate was high. This suggests that when component (A) is an amine compound represented by formula (I), the hydrogen sulfide gas adsorption rate is high when component (B) is a saturated aliphatic hydroxymonocarboxylic acid.

[0150] In Examples 47 and 62 in which component (B) was lactic acid, and in Examples 48 and 63 in which component (B) was citric acid, it was confirmed that when component (A) was triethanolamine, the hydrogen sulfide gas adsorption rate was high. From this, it can be seen that when component (B) was a saturated aliphatic hydroxymonocarboxylic acid or saturated aliphatic hydroxytricarboxylic acid, component (A) was R a It was suggested that the hydrogen sulfide gas adsorption rate was high when the amine compound had a monohydroxyalkyl group.

[0151] In Examples 50 and 51, in which component (A) is an amine compound represented by formula (II) and component (B) is lactic acid, it was confirmed that the hydrogen sulfide gas adsorption rate was higher in Example 50, in which component (A) is L-proline, than in Example 51, in which component (A) is L-arginine. This indicates that when component (B) is a saturated aliphatic hydroxymonocarboxylic acid, component (A) is R in formula (II). 1 and R 2 Together, R 1 , R 2 It was suggested that the hydrogen sulfide gas adsorption rate was increased when the amine compound formed a ring of C.

[0152]

[0153] Evaluation of Butyl Mercaptan Gas Adsorption by Gas Adsorption Rate The adsorption ability of butyl mercaptan gas for the adsorbents listed in Table 8 was evaluated. The 50% by mass aqueous solutions of Examples 52 to 54 and 65 to 67 were used as sample solutions. 0.5 mL of the sample solution and 10 μL of butyl mercaptan (manufactured by Tokyo Chemical Industry Co., Ltd.) were placed in a 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec Corporation No. 70). After 2 hours, the gas concentration after 2 hours was measured using the detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after 2 hours (ppm) / initial gas concentration (ppm)] × 100

[0154] From the results in Table 8, it was confirmed that butyl mercaptan gas was adsorbed in Examples 52 to 54 and 65 to 67.

[0155] In Examples 52 and 65, in which component (B) was lactic acid, it was confirmed that when component (A) was triethanolamine, the butyl mercaptan gas adsorption rate was high. From this, it can be seen that when component (B) is a saturated aliphatic hydroxymonocarboxylic acid, component (A) is R a It was suggested that the butyl mercaptan gas adsorption rate was higher when the amine compound had a monohydroxyalkyl group.

[0156]

[0157] Evaluation of ammonia adsorption by silica gel carrying an adsorbent Silica gel was impregnated with a 10% by mass aqueous solution of the adsorbent listed in Table 9 and dried. 0.5 g of the silica gel was placed in a cylinder (inner diameter: 6.5 mm, length: 68 mm), and both ends were stuffed with cotton to secure it in place. 10 μL of 28% aqueous ammonia (manufactured by Wako Pure Chemical Industries, Ltd.) was placed in a 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec No. 3M). The Tedlar bag filled with ammonia gas and another Tedlar bag were connected using the cylinder, and aeration was carried out over 90 seconds. The gas concentration after aeration was measured using a detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after aeration (ppm) / initial gas concentration (ppm)] × 100

[0158] From the results in Table 9, it was confirmed that, as shown in Examples 68 to 73, ammonia was efficiently adsorbed even when a support in which the adsorbent of the present invention was supported on silica gel was used.

[0159] Compared to the comparative examples, Examples 68 to 73 showed good ammonia gas adsorption rates, and it was confirmed that they had better ammonia gas adsorption rates than Comparative Example 18, which is one of the nonionic surfactants commonly used as a deodorant.

[0160] Furthermore, a comparison of Examples 68 and 69 with Comparative Example 17 confirmed that Examples 68 and 69, which carried an adsorbent containing component (A) and component (B), had a higher ammonia gas adsorption rate than Comparative Example 17, which used only component (A).

[0161]

[0162] Evaluation of ammonia adsorption by nonwoven fabric impregnated with adsorbent A nonwoven fabric was impregnated with a 1% by mass aqueous solution of the adsorbent listed in Table 10 and dried. The nonwoven fabric was cut to fit a cylinder (inner diameter: 17 mm, length: 150 mm), and two pieces were placed and fixed. 10 μL of 28% aqueous ammonia (manufactured by Wako Pure Chemical Industries, Ltd.) was placed in a 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec No. 3M). The Tedlar bag filled with ammonia gas and another Tedlar bag were connected using the cylinder, and aeration was carried out over 90 seconds. The gas concentration after aeration was measured using a detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after aeration (ppm) / initial gas concentration (ppm)] × 100

[0163] From the results in Table 10, it was confirmed that, as shown in Examples 74 to 76, when a support in which the adsorbent of the present invention is supported on a nonwoven fabric is used, ammonia can be efficiently adsorbed.

[0164] Compared to the comparative examples, Examples 74 to 76 showed good ammonia gas adsorption rates, and it was confirmed that they had better ammonia gas adsorption rates than Comparative Example 21, which is one of the nonionic surfactants commonly used as a deodorant.

[0165] Furthermore, a comparison of Example 74 and Comparative Example 21 confirmed that Example 74, which carried an adsorbent containing component (A) and component (B), had a higher ammonia gas adsorption rate than Comparative Example 21, which used only component (A).

[0166]

[0167] Evaluation of Acetic Acid Adsorption by Nonwoven Fabric Impregnated with Adsorbent A nonwoven fabric was impregnated with a 1% by mass aqueous solution of the adsorbent listed in Table 11 and dried. The nonwoven fabric was cut to fit a cylinder (inner diameter: 17 mm, length: 150 mm), and two pieces were placed and fixed. 10 μL of acetic acid (manufactured by Wako Pure Chemical Industries, Ltd.) was placed in a 3 L Tedlar bag, and air was pumped in using an air pump to make the volume 3 L. The initial gas concentration was measured using a detector tube (Gastec No. 81). The Tedlar bag filled with acetic acid gas and another Tedlar bag were connected by the cylinder, and aeration was carried out over 90 seconds. The gas concentration after aeration was measured using a detector tube, and the gas adsorption rate was calculated using the following formula: Gas adsorption rate (%) = [gas concentration after aeration (ppm) / initial gas concentration (ppm)] × 100

[0168] From the results in Table 11, it was confirmed that, as shown in Examples 77 to 82, when a support in which the adsorbent of the present invention is supported on a nonwoven fabric is used, acetic acid can be efficiently adsorbed.

[0169] Compared to the comparative examples, Examples 77 to 82 showed good acetic acid gas adsorption rates, and it was confirmed that they had better acetic acid gas adsorption rates than Comparative Example 23, which is one of the nonionic surfactants commonly used as a deodorant.

[0170] Furthermore, a comparison of Examples 77, 79, 81, and 82 with Comparative Example 22 confirmed that Examples 77, 79, 81, and 82, which carried adsorbents containing component (A) and component (B), had a higher acetic acid gas adsorption rate than Comparative Example 22, which used component (B) alone.

[0171]

Claims

1. The compound (A) comprises an amine compound and an acid, wherein the amine compound (A) is represented by the following formula (I) or (II): (In the formula, R a each independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and a hydrocarbon moiety having 1 to 22 carbon atoms; R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 22 carbon atoms, and c represents an integer of 1 to 3. (In the formula, R 1 represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, and R 2 each independently represents a hydrogen atom or a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, R 3 represents a divalent hydrocarbon group having 1 to 22 carbon atoms which may have a substituent, l represents 0 to 2, m represents 0 to 2, and n represents 0 or 1. 1 and R 2 may be joined together to form a ring having 3 to 22 carbon atoms. X represents a hydrogen atom or a monovalent cation.

2. The adsorbent according to claim 1, which comprises an organic ammonium salt formed from the amine compound (A) and an acid (B).

3. The adsorbent according to claim 1, wherein the amine compound (A) is represented by formula (I).

4. The adsorbent according to claim 1, wherein the amine compound (A) is represented by formula (II).

5. In the formula (II), two R 2 are both hydrogen atoms or two R 2 At least one of R is a hydrocarbon group having an oxygen-containing group, or 1 and two R's 2 The adsorbent according to claim 4, wherein either one of the following is taken together to form a ring having 3 to 22 carbon atoms:

6. The adsorbent according to claim 1, wherein the ratio of the total number of amino groups possessed by the (A) amine compound and the (B) acid to the total number of carboxy groups and carboxylate groups (total number of amino groups / (total number of carboxy groups and carboxylate groups)) is 1 or less.

7. The adsorbent according to claim 1, wherein the acid (B) is a carboxylic acid.

8. The adsorbent according to claim 7, wherein the acid (B) is a saturated aliphatic hydroxy monocarboxylic acid or a saturated aliphatic hydroxy di- or tricarboxylic acid.

9. The adsorbent according to claim 1, wherein the blend consisting of only (A) the amine compound and (B) the acid is liquid at 25°C.

10. The adsorbent according to claim 1, which is used to adsorb at least one compound selected from the group consisting of aldehydes, organic acids, ketones, hydrocarbons, nitrogen compounds, and sulfur compounds.

11. The adsorbent according to claim 10, which is used for adsorbing aldehydes and / or nitrogen compounds.

12. The adsorbent according to any one of claims 1 to 11, which is a deodorizer.

13. A gas adsorption method comprising contacting a gas with the adsorbent according to any one of claims 1 to 11 to adsorb the gas.

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