JP2003261854A - Moisture absorption or moisture absorption and desorption property imparting agent - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a moisture absorption or moisture absorption and desorption property imparting agent for imparting excellent moisture absorption or moisture absorption and desorption properties to a resin to impart excellent antistatic properties, comfortable wearing properties or the like to the resin because a copolyester containing a sulfonate group or the like is known heretofore as a treatment agent for imparting antistatic properties to the resin but can not be satisfied from an aspect of the development of capacities. <P>SOLUTION: The moisture absorption or moisture absorption and desorption property imparting agent comprises an amide or polyamide of a primary amine containing a polyoxyethylene chain and a sufonic acid (sulfonate) group- containing carboxylic acid. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a moisture-absorption or moisture-absorption / desorption imparting agent [hereinafter abbreviated as "absorption (releasing) moisture-releasing agent"]. More specifically, the present invention relates to a resin hygroscopicity imparting agent that imparts hygroscopicity to a resin.

[0002]

2. Description of the Related Art Conventionally, as a treating agent imparting antistatic property, a treating agent comprising a poly (alkylene ether), an organic polyhydric alcohol and an organic dibasic acid having a sulfonate group or a copolymerized polyester thereof is used. (For example, refer to Patent Document 1) and the like are known.

[0003]

[Patent Document 1] Japanese Patent Publication No. 46-11480

[0004]

However, these treating agents have not been sufficiently satisfactory in terms of performance development of antistatic property.

[0005]

The present inventors have arrived at the present invention as a result of intensive studies to solve the above problems. That is, the present invention comprises a (poly) amide (I) of a polyoxyethylene chain-containing primary amine (a) and a sulfonic acid (salt) group-containing carboxylic acid (b). An imparting agent; a resin composition comprising the imparting agent and a resin; a molded article obtained by molding the resin composition; and a molded article obtained by adhering the imparting agent to the surface of the resin molded article.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, (a) which constitutes the (poly) amide (I) is a primary amine containing a polyoxyethylene chain in the molecule. The polyoxyethylene chain includes a polymer of ethylene oxide (hereinafter abbreviated as EO), and another alkylene oxide containing EO as a main component (50 mol% or more) [having 3 to 6 carbon atoms, such as propylene oxide (hereinafter, Abbreviated as PO), butylene oxide, etc.] (addition form may be random and / or block). The degree of polymerization of the (co) polymer is preferably 5 to 2 from the viewpoint of moisture absorption (release).
00, more preferably 7 to 150, particularly preferably 10 to 100. The weight average molecular weight of the (co) polymer [hereinafter abbreviated as Mw, measured by gel permeation chromatography (GPC)] is preferably 200 to 10,000, more preferably from the viewpoint of moisture absorption (release). It is 300 to 7,000. The number of polyoxyethylene chains in one molecule of (a) is preferably 1 to 10, more preferably 2 to 8, and most preferably 2 to 6 from the viewpoint of moisture absorption (release). Further, the number of primary amino groups in (a) one molecule is preferably 1 to 10, more preferably 2 to 8, and particularly preferably 2 to 6 from the viewpoint of moisture absorption (release).

Among the above (a), the one represented by the following general formula (1) is preferable. [G- (OCH ₂ CH ₂ ) _n ] _q -A ² -[(CH ₂ CH ₂ O) _m -A ¹ -NH ₂ ] _pq (1) [In the formula, G is H or -A ¹ -NH ₂ , A ¹ has 1 to ¹ carbon atoms
3 is an alkylene group, A ² is a residue obtained by removing H from a compound having p active hydrogen atoms or —OCH ₂ O—; p is 1 to 8, q is 0 to 7 and p−q ≧ 1 is satisfied. Integer; m and n represent an integer of 0 or 1 or more, where m + n is 2 to 200. ]

In the formula (1), A ¹ is an alkylene group having 1 to 3 carbon atoms, such as a methylene group, an ethylene group, and n- and i-propylene groups. ² for A 2
-8 (preferably 2-6, more preferably 2-4)
And particularly preferably 2) polyhydric alcohols, polyhydric phenols, amines and the like having active hydrogen atoms are removed.

The polyhydric alcohol having 2 to 8 active hydrogen atoms is a dihydric alcohol, for example, having 2 to 1 carbon atoms.
2 aliphatic diols [(di) alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-
And 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, dodecanediol, etc.], alicyclic diol having 4 to 10 carbon atoms [1,3-cyclobutanediol, 1,4-cyclohexanediol,
Bis (hydroxymethyl) cyclohexane etc.], aromatic ring-containing diol having 8 to 20 carbon atoms [xylylene glycol, bis (hydroxyethyl) benzene etc.], amine dihydric alcohol having 2 to 10 carbon atoms [N-alkyl (carbon 1-20) dialkanolamine (2-4 carbon atoms of hydroxyalkyl group, such as N-methyldiethanolamine)]; and trihydric to octahydric or higher polyhydric alcohols such as (cyclo) alkanepolyols and them Intra- or intermolecular dehydration of [glycerin,
Trimethylolpropane, 1,2,6-hexanetriol, cyclohexanetriol, pentaerythritol, sorbitol, mannitol, sorbitan, diglycerin, other polyglycerin, dipentaerythritol, etc.], sugars and their derivatives (sucrose,
Glucose, fructose, mannose, lactose,
Methyl glucoside, etc.) and amine trihydric alcohols [trialkanolamine (hydroxyalkyl group having 2 to 4 carbon atoms, for example, triethanolamine)].

As the polyhydric phenol having 2 to 8 active hydrogen atoms, monocyclic dihydric phenol (hydroquinone, catechol, resorcin, etc.), bisphenol (bisphenol A, bisphenol F, bisphenol C, bisphenol S, etc.), 3 And monohydric phenols (pyrogallol, phloroglucin, etc.) and monohydric phenols (phenol, etc.) having low formaldehyde condensation products (novolak resins, intermediates of resoles) and the like.

Examples of amines having 2 to 8 active hydrogen atoms include aliphatic amines, alicyclic amines, araliphatic amines, aromatic amines and alkanolamines. Examples of the aliphatic amine include alkylamines having 1 to 12 carbon atoms or more [methylamine, ethylamine, octylamine, dodecylamine, etc.], 2 to 2 carbon atoms.
12 or more alkylenediamines and their derivatives [ethylenediamine, propylenediamine, hexamethylenediamine, octamethylenediamine, 2,2,2
4-trimethylhexamethylenediamine, N, N′-dimethylethylenediamine, N, N′-dimethylhexamethylenediamine (where N and N ′ mean nitrogen atoms at both ends), etc.], polyalkylene polyamine (of alkylene group) 2 to 6 carbon atoms, 3 to 6 or more amino groups) and derivatives thereof [diethylenetriamine, triethylenetetramine, pentaethylenehexamine, N,
N'-dimethyldiethylenetriamine, N, N'-dimethyltriethylenetetramine (however, N and N'mean the nitrogen atom of both terminals) etc.] etc. are mentioned.

Examples of the alicyclic amine are monoamines having 4 to 15 carbon atoms such as cyclobutylamine, cyclohexylamine and cycloheptylamine; polyvalent amines having 4 to 15 carbon atoms such as 4,4'-diaminodicyclohexylmethane. , 4'-diamino-3,3'-dimethyldicyclohexylmethane, isophoronediamine, diaminocyclohexane, N, N'-dimethyldiaminocyclohexane. Examples of the araliphatic amine include monoamines having 6 to 15 carbon atoms, such as benzylamine, phenethylamine, naphthylmethylamine and naphthylethylamine; polyamines having 8 to 15 carbon atoms, such as xylylenediamine, α, α, α ′, Examples include α′-tetramethylxylylenediamine and N, N′-dimethylxylylenediamine. As aromatic amines, monoamines having 6 to 15 carbon atoms, such as aniline and naphthylamine; carbon atoms 6
~ 15 polyvalent amines such as phenylenediamine, tolylenediamine, diethyltolylenediamine, 4,4'-
Diaminophenyl methane, diphenyl ether diamine, polymethylene polyphenylene polyamine, etc. are mentioned. Examples of the alkanolamine include monoalkanolamine (hydroxyalkyl group having 2 to 4 carbon atoms, for example, monoethanolamine).

Further, m and n are 0 or an integer of 1 or more, usually m + n is 2 to 200, preferably 5 to 150, more preferably 10 to 100 from the viewpoint of moisture absorption (release).
Is.

As the method for producing (a), for example, (i) first, EO or EO is added to the above polyhydric alcohol, polyhydric phenol or amine having 2 to 8 active hydrogen atoms.
And another monomer used in combination with alkylene oxide are subjected to addition polymerization to produce a polyoxyalkylene having a terminal hydroxyl group obtained, and then (ii) a procedure of introducing a primary amino group into a part or all of the terminal is performed. Can be mentioned.
In (i), the obtained polyoxyalkylene is further reacted with methylene chloride to couple a plurality of polyoxyalkylene molecules by a —OCH ₂ O— group by a condensation reaction, or a polyisocyanate is reacted to form a urethane bond. It is also possible to combine multiple polyoxyalkylene molecules. Examples of the method (ii) include a method of aminoalkylating a terminal hydroxyl group (aminoethylation, aminoethylation, etc.). Aminomethylation is a method of reacting polyoxyalkylene having a terminal hydroxyl group with paraformaldehyde and a secondary amine to aminomethylate a part or all of the molecular terminals. This is a method in which acrylonitrile is reacted and cyanoethylated, and then hydrogenated to partially or wholly molecule-end the terminal of the molecule.

Specific examples of (a) represented by the general formula (1) include the following. -Polyoxyethylene monoaminoalkyl (alkyl group having 1 to 6 carbon atoms) ether poly (degree of polymerization 10) oxyethylene monoaminomethyl ether, poly (degree of polymerization 23) oxyethylene monoaminopropyl ether, poly (degree of polymerization 90) Oxyethylene monoaminopropyl ether / polyoxyethylene diaminoalkyl (alkyl group having 1 to 6 carbon atoms) ether poly (degree of polymerization 5) oxyethylene diaminomethyl ether, poly (degree of polymerization 10) oxyethylene diaminomethyl ether, poly (polymerization 45) oxyethylene diaminoethyl ether, poly (degree of polymerization 90) oxyethylene diamino-n- and i-propyl ether, poly (degree of polymerization 100) oxyethylene diamino-n- and i-propyl ether ) Moisturizing The preferred point, polyoxyethylene di-aminoalkyl ethers, more preferred poly (polymerization degree 10 to 100) oxyethylene di aminomethyl -, ethyl -, n-propyl - a and i- propyl ether.

Examples of (b) in the present invention include monocarboxylic acids, dicarboxylic acids and tri- to hexa-valent or higher polycarboxylic acids containing a sulfonic acid group or a sulfonate group. Of these, suck (release)
From the viewpoint of imparting wettability, a carboxylic acid represented by the following general formula (2) is preferable. XZ-COOH (2) [In the formula, Z may be substituted with a sulfonic acid (salt) group, and may be substituted with an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or a nitro group, 2
Represents a valent hydrocarbon group; X represents -COOH or H. ]

In the formula (2), Z is substituted with a sulfonic acid (salt) group and substituted with an alkoxy group (having 1 to 4 carbon atoms), a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or a nitro group (the number of substitutions). Represents a divalent hydrocarbon group which is preferably 1 to 4, and more preferably 1 to 2). In the formula, the divalent hydrocarbon group Z that is substituted with a sulfonic acid (salt) group (the number of substitutions is preferably 1 to 6, more preferably 1 to 4) is an aliphatic hydrocarbon group (carbon number). 1 to 12, for example, methylene group, ethylene group, butylene group, hexylene group, octylene group, decylene group,
Ethenylene group, etc., alicyclic hydrocarbon group (5 to 1 carbon atoms)
2, for example cyclopentylene group, cyclohexylene group,
Examples thereof include a cycloheptylene group, a cyclooctylene group) and an aromatic hydrocarbon group (having 6 to 15 carbon atoms, such as a phenylene group and a naphthenylene group).

As the cation (monovalent to trivalent or higher) constituting the sulfonate group in (b), metals (alkali metal, alkaline earth metal, etc.), ammonium and amine (1, 2 and tertiary amine). ) Is mentioned. Aliphatic amines (having 1 to 1 carbon atoms) are used as primary amines.
0, for example, methylamine, butylamine, hexylamine, octylamine, 2-ethylhexylamine), alicyclic amine (having 3 to 10 carbon atoms, for example, cyclopropylamine, cyclohexylamine, monoethanolamine), aromatic (aliphatic) amine (C6-15, for example, aniline, naphthylamine, benzylamine, phenethylamine, naphthylethylamine) and the like.

As the secondary amine, an aliphatic amine (having 2 to 12 carbon atoms, for example, dimethylamine, dibutylamine,
Dihexylamine), alicyclic amine (C6-15,
For example, dicyclopentylamine, dicyclohexylamine), aromatic (aliphatic) amine (having 7 to 16 carbon atoms, such as N-methylaniline, N-methylnaphthylamine, N-
Methylbenzylamine, N-methylphenethylamine,
N-methylnaphthylethylamine), alkanolamine (having 4 to 12 carbon atoms, for example, diethanolamine) and the like. As the tertiary amine, an aliphatic amine (having 3 to 15 carbon atoms, for example, trimethylamine, tributylamine, trihexylamine), an aromatic (fatty) amine (having 18 to 26 carbon atoms, for example, triphenylamine, tribenzylamine), Alkanolamines (6 to 1 carbon atoms
2, for example, triethanolamine, tripropanolamine, tributanolamine) and the like.

In the formula (2), Z is an alkoxy group (having 1 carbon atom).
To 4), a hydroxyl group, a cyano group, an aldehyde group, a halogen atom (F, Cl, Br, I, etc.) or a nitro group, and the number of substitutions is preferably 1 to
4, more preferably 1-2.

Specific examples of the carboxylic acid represented by the general formula (2) in (b) include aromatic sulfodicarboxylic acid [sulfobenzenedicarboxylic acid (5-sulfo-ortho-, iso-, terephthalic acid, etc.) and the like. ], An aliphatic sulfodicarboxylic acid [(substituted) sulfosuccinic acid represented by the following general formula (3), sulfoadipic acid, sulfosuberic acid, sulfosebacic acid, sulfomaleic acid, and others described in US Pat. No. 2,176,423. And the like]; and sulfo-monocarboxylic acid [such as sulfobenzoic acid]; and sulfonates thereof. _{^{HOOC-CHR 2 -CH (SO 3}} M 1 / f) -COOH (3) [ wherein, R ² is H, 1 monovalent hydrocarbon group, alkoxy group (1 to 12 or more carbon atoms), a hydroxyl group ,
Represents a cyano group, an aldehyde group, a halogen atom or a nitro group; M is a cation (as described above), f is 1 or 2
Represents ]

The monovalent hydrocarbon group of R ² has 1 to 15 carbon atoms, for example, an alkyl group (methyl group, ethyl group, propyl group, octyl group, 2-ethylhexyl group, dodecyl group, etc.), alkenyl group ( Ethenyl group, propenyl group, butenyl group, hexenyl group, etc.), cycloalkyl group (cyclobutyl group, cyclohexyl group, etc.), aryl (alkyl) group (phenyl group, naphthenyl group, benzyl group, phenethyl group, etc.), (alkyl) aryl Groups (toluyl group, ethylphenyl group, nonylphenyl group, etc.) and the like.

Of these, sulfobenzenedicarboxylic acid and its sulfonates are more preferable from the viewpoint of imparting moisture absorption (release) moisture, and particularly preferable are 5-sulfoisophthalic acid alkali metal salts (sodium and potassium).

Examples of the ester-forming derivative of (b) and other carboxylic acid components include lower alcohols (having 1 to 4 carbon atoms such as methyl alcohol, ethyl alcohol, propyl alcohol, n-, i- and sec-butyl). Alcohol) esters, acid anhydrides, acid halides and the like.

The (poly) amide (I) is a component (A) consisting of (a) and optionally other amino and / or hydroxy compound, and (b) and optionally other (poly) carboxylic acid and / or oxy compound. It is composed of a component (B) composed of a carboxylic acid.

Other amino compounds include amines (monoamines and polyvalent amines) that do not contain polyoxyalkylene chains, hydroxyamines (monoamines and polyvalent amines), secondary amines at the ends (monoamines and polyvalent amines), and the like. To be Examples of the amine containing no polyoxyalkylene chain include those exemplified as the amine (mono- and polyvalent amine) constituting the above (a) [aliphatic, alicyclic, aromatic (aliphatic) amine]. To be Examples of the hydroxyamine include those exemplified as the alkanolamine among those exemplified as the amine (mono- and polyvalent amine) constituting the above (a), for example, monoalkanolamine (having 2 to 4 carbon atoms of the hydroxyalkyl group, for example, Monoethanolamine, monopropanolamine) and the like. As the terminal secondary amine, a polyvalent amine having a secondary amino group at the terminal by substituting the primary amino groups at both terminals with an alkyl group (having 1 to 4 carbon atoms) or the like, or the primary amino group of (a) Substitute the group with an alkyl group (C1-4) etc.
Examples include mono- and polyamines having a primary amino group.

Other hydroxy compounds have 1 carbon atoms
To 15 monools (such as methyl alcohol, ethyl alcohol, butyl alcohol, 2-ethylhexyl alcohol and dodecyl alcohol) and those exemplified as the polyhydric alcohols constituting the above (a).

Among the other (poly) carboxylic acids, the monocarboxylic acid is an aliphatic carboxylic acid (having 1 to 15 carbon atoms,
For example, formic acid, acetic acid, octylic acid, 2-ethylhexanoic acid, etc., alicyclic carboxylic acid (C6-20, for example, cyclohexanecarboxylic acid, naphthenic acid, etc.), aromatic (fatty) carboxylic acid (C7-15) , For example benzoic acid,
Naphthoic acid, etc.) and the like. Examples of the polycarboxylic acid include dicarboxylic acid [aliphatic (having 2 to 15 carbon atoms, for example, succinic acid, adipic acid, azelaic acid, sebacic acid,
Dodecanedicarboxylic acid, maleic acid, fumaric acid, itaconic acid), alicyclic (C4-10, for example, cyclobutanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclooctanedicarboxylic acid), aromatic (fat) group (C8-1)
5, for example ortho-, iso- and terephthalic acid, naphthalenedicarboxylic acid, etc.]; tricarboxylic acid [aliphatic (having 6 to 15 carbon atoms, for example, 1,2,4-butanetricarboxylic acid, 1,2,5-hexanetricarboxylic acid] Acid), aromatic (having 9 to 15 carbon atoms, such as trimellitic acid), etc.] and the like.

Other (poly) carboxylic acids include those mentioned above.
In the general formula (2), X is -COOR. ¹[R¹Has 1 to 1 carbon atoms
12 or more (preferably 5-8) monovalent alco
Or 2 to 10 or more carbon atoms (preferably
Is a polyvalent alcohol having a valence of 2 to 6 and a valence of 8 to 8 or more.
Residue from which hydroxyl group is removed] is also included. The
As monohydric alcohols, aliphatic (methyl alcohol,
Ethyl alcohol, butyl alcohol, pentyl alcohol
Alcohol, hexyl alcohol, octyl alcohol, 2-
Ethylhexyl alcohol, decyl alcohol, dodeci
Alcohol, etc., alicyclic (cyclopentyl alcohol)
, Cyclohexyl alcohol, etc., araliphatic (beta)
Benzyl alcohol, phenethyl alcohol, etc.)
The polyhydric alcohol may be ethylene glycol.
Cole, glycerin, diglycerin, triglycerin,
And those exemplified above.

Other oxycarboxylic acids include monocarboxylic acids [aliphatic (having 2 to 6 carbon atoms, such as glycolic acid,
Lactic acid), aromatic (fatty) group (having 7 to 15 carbon atoms, such as salicylic acid, gallic acid, mandelic acid, and tropic acid)], dicarboxylic acid [aliphatic (having 4 to 10 carbon atoms, such as glyceric acid, tartaric acid, and malic acid] ) Etc.] and the like.

The proportion of (a) in the component (A) is preferably 60% by weight or more, more preferably 70 to 100% by weight, particularly preferably 80 to 1 from the viewpoint of moisture absorption (release).
It is 00% by weight. The ratio of (b) in the component (B) is preferably 60% by weight or more, more preferably 70 to 100% by weight, and particularly preferably 80 to 100% by weight, from the viewpoint of moisture absorption (release).

Among the above (I), the (poly) amide represented by the following general formula (4) is preferable. T- (QEQ-CO-D-CO) _k -QEQT (4) [wherein T represents H and / or -CO-D-X;
D represents an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a divalent hydrocarbon group which may be substituted with a halogen atom or a nitro group, and / or Z, and D
At least one of (including D which may be present in T) is Z; X is —COOH, —COOR ¹ , (R ¹ is a monohydric alcohol or a polyhydric alcohol having 2 or more carbon atoms, and the hydroxyl group is removed. A residue) or H; Q represents O and / or NH, at least one of Q is NH; E is a diamine, diol, aminoalcohol and / or (a) with the amino or hydroxyl group removed. Represents a residue,
At least one of E is a residue obtained by removing an amino group or a hydroxyl group from (a); Z is substituted with a sulfonic acid (salt) group, and is an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or a nitro group. Represents a divalent hydrocarbon group which may be substituted with a group; k represents 0 or an integer of 1 or more. ]

In the formula (4), the divalent hydrocarbon group represented by D constitutes the hydrocarbon group having 1 to 15 carbon atoms exemplified as Z and (B) and (b). Other examples include a hydrocarbon group that is a residue obtained by removing a carboxyl group from the other (poly) carboxylic acid or oxycarboxylic acid.
In the formula (4), as the diamine represented by E, the diamine having 2 to 15 carbon atoms exemplified as constituting the above (a); as the diol represented by E, the above (a)
C2-C20 diols exemplified as constituting the above; and, as the aminoalcohol represented by E, the alkanol having 2-4 carbon atoms of the hydroxyalkyl group exemplified as constituting above (a). Examples include amines.

In the above general formula (4), when T is -CO-D-X at both ends, the following general formula (41), T is one end H and the other one end is -CO-D-X. When,
The following general formula (42), or when T is H at both ends,
It is represented by the following general formula (43) (k is 1 or more). XD-CO- [QEQ-CO-D-CO] _k -QEQ-CO-DX (41) XD-CO- [QEQ-CO-D-CO] _k -QEQH (42) H- [QEQ-CO-D -CO] _k -QEQH (43) Furthermore, in each of the general formulas (41) and (42),
When k is 0, the following general formulas (410) and (42)
0), and when k is 1 in the general formula (43), it is represented by (430). XZ-CO-QEQ-CO-DX (410) XZ-CO-QEQH (420) HQEQ-CO-Z-CO-QEQH (430)

Among the above (poly) amides, the primary amines represented by the general formula (1) in the above (a) and the general formula ( Polyamide formed from carboxylic acid represented by 2), more preferably polyoxyethylene diaminoalkyl ether and sulfobenzene dicarboxylic acid (5-
Sulfo-ortho-, iso- and terephthalic acid etc.),
(Substituted) sulfosuccinic acid represented by the general formula (3),
Polyamides formed from (b) consisting of one or more selected from the group consisting of sulfoadipic acid, sulfosuberic acid, sulfosebacic acid, sulfomaleic acid, sulfobenzoic acid and sulfonates thereof, particularly preferred Is a polyamide formed from a polyoxyethylene diaminoalkyl ether selected from the group consisting of poly (degree of polymerization 10 to 100) oxyethylenediaminomethyl-, ethyl- and propyl ether and 5-sulfoisophthalate.

The reaction molar ratio of (a) and (b) is usually 0.9 / 1 to 2.2 / 1, preferably 1/1 to 2/1, when (a) is a one-terminal amine. When a) is an amine having both terminals, it is usually 0.5 / 1 to 1.2 / 1, preferably 0.6 / 1.
˜0.9 / 1. The terminal of the (poly) amide obtained by the reaction may be a carboxyl group, an amino group or a hydroxyl group, but from the viewpoint of heat resistance, the carboxyl group is preferred.

The Mw of the (poly) amide (I) is preferably 500 to 50,000, more preferably 2,000 to 30,000, particularly preferably 3, from the viewpoint of heat resistance.
It is 000 to 20,000. The amide bond content of (I) is preferably 1 to 20% by weight, and more preferably 2 to 15% by weight from the viewpoint of moisture absorption (release). The sulfonate group content of (I) is preferably 1 to 15% by weight, more preferably 2 to 10% by weight from the viewpoint of moisture absorption (release). The polyoxyethylene content of (I) is preferably 70 to 98% by weight, and more preferably 75 to 95% by weight from the viewpoint of moisture absorption (release). The acid value of (I) is preferably 1 or less, more preferably 0.5 or less. The amine value of (I) is preferably 5 or less, more preferably 3 or less, and particularly preferably 2 or less. (I)
The softening point of is preferably 30 to 70 ° C., more preferably 35 to 65 ° C., and particularly preferably 40 to 60 ° C.

The method for producing the (poly) amide (I) is not particularly limited. For example, the component (A) consisting of (a) and optionally other amino and / or hydroxy compound, and (b) ) And optionally other polycarboxylic acid and / or oxycarboxylic acid or component (B) consisting of an ester-forming derivative thereof, usually under reduced pressure (0.0001 to 0.07 MPa), 120
A method of heating to ˜220 ° C. and removing water generated by the condensation reaction can be mentioned. At that time, if necessary, an amidation catalyst (phosphoric acid or the like) usually used and a usual solvent (water, methanol, xylene, toluene, hexane etc.) may be used. Regarding the introduction of the sulfonate group, in addition to the above method, for example, the component (A) is reacted with a polycarboxylic acid containing no sulfonate group to (poly) amidate, and then an unsaturated carboxylic acid such as maleic acid is added. A method of reacting and further adding sodium hydrogen sulfite to introduce a sulfonate group may be used.

The absorbent (releasing) and moisture releasing agent of the present invention comprises (poly) amide (I), and the resin composition of the present invention comprises the absorbent (releasing) agent.
It consists of a wetting agent and a resin. The resin to be applied is not particularly limited as long as it is a commonly used resin for producing molded products, and includes thermoplastic resins and thermosetting resins.

As the thermoplastic resin, vinyl polymerization resin {polyolefin resin [polyethylene (Mw 2,000
˜500,000), ethylene / α-olefin (C3 to C12) copolymer [copolymerization ratio of ethylene 90 mol% to 99 mol% or more, Mw 2,000 to 50]
10,000), ethylene / vinyl acetate copolymer (copolymerization ratio of ethylene: 90 mol% to 99 mol% or more, Mw 2,000 to 500,000), polypropylene (Mw 10,000 to 500,000), propylene / Α-olefin (carbon number 4 to 12) copolymer [copolymerization ratio of propylene 90 mol% to 99 mol% or more, Mw 10,000 to 500,000], etc., chlorine-containing vinyl resin [polyvinyl chloride] (Mw 10,000 ~
1,000,000), etc.], (meth) acrylic resin [(meth) acrylic acid and alkyl (meth) acrylate (C 1-18) ester [methyl (meth) acrylate, ethyl (meth) acrylate, (Meth) -2-ethylhexyl acrylate, etc.] (co) polymer (Mw
10,000 to 5,000,000), and styrene resin [polystyrene (Mw 10,000 to 1.0)
0,000), HIPS (high impact polystyrene)
(Mw 10,000 to 500,000), AS (acrylonitrile / styrene) resin [A / S molar ratio (90/1
0-50 / 50), Mw 10,000-1,000,0
00], ABS (acrylonitrile / butadiene / styrene) resin (Mw 10,000-1,000,00)
0), styrene / butadiene resin [styrene / butadiene molar ratio (90/10 to 50/50), Mw 10,000
0 to 1,000,000], styrene / maleic anhydride resin [styrene / maleic anhydride molar ratio (99/1 to 5
0/50), Mw 10,000 to 500,000], styrene / acrylic acid ester resin [styrene / acrylic acid ester molar ratio (99/1 to 50/50), Mw1
10,000-500,000], etc.]; Condensation-based resin {polyamide resin [Mw 10,000-500,00]
0 nylon 6, nylon 7, nylon 11, nylon 66, etc.], polyester resin [aromatic polyester [Mw 5,000 to 100,000 PET (polyethylene terephthalate) resin, PBT (polybutylene terephthalate) resin, part of terephthalate] (Eg 20
(% By weight or less) substituted with adipate, sebacate, (sulfo) isophthalate, p-oxybenzoate, p-oxyethoxybenzoate, etc. (described in Patent News No. 4201), poly-1,4
-Bismethylene cyclohexane terephthalate, polyethylene naphthalene-2,6-dicarboxylate, polyethylene diphenoxyethane-4,4-dicarboxylate, etc.], etc.]; polyaddition resin {polyurethane resin (Mw 5,000 to 200, 000), polyacetal resin (Mw 10,000 to 200,000), etc.}
And so on. Among these thermoplastic resins, the polyamide resin and the polyester resin are preferable from the viewpoint of exhibiting moisture absorption (release) moisture.

Examples of the thermosetting resin include unsaturated polyester resins (eg, glycols, unsaturated dibasic acids and crosslinked copolymers of unsaturated polyesters derived from saturated dibasic acids with other vinyl monomers) and epoxies. Resin (bisphenol type epoxy resin, novolac type epoxy resin,
Examples thereof include polyamines of epoxy resins such as alicyclic epoxy resins, cured products of acid anhydrides, etc.) and thermosetting polyurethane resins. Among these thermosetting resins, unsaturated polyester resins and thermosetting polyurethane resins are preferable from the viewpoint of developing moisture absorption (release) moisture.

The resin composition of the present invention can be obtained by incorporating the absorbent (humidity releasing) moisture-providing agent of the present invention into a thermoplastic resin among the above resins. The content of the moisture absorbing (releasing) hygroscopicity-imparting agent in the resin composition is preferably 5 to 50% by weight, and more preferably 8 to 10% by weight based on the weight of the resin, from the viewpoint of imparting (absorbing (releasing)) hygroscopicity and moldability. 40% by weight, particularly preferably 10 to 30% by weight.

The resin composition of the present invention can be applied to a resin molded product. As the method, a method of molding a resin composition to obtain a molded article containing the moisture-absorption (release) moisture-providing agent of the present invention (a), and applying the imparting agent to the surface of the resin molded article A method (b) of forming a molded product may be mentioned. (B)
Examples of the resin molded product to which the method of (1) is applied include the resin molded product before applying the imparting agent and the molded product obtained by the method of (a) above. The resin constituting the resin composition of the present invention used in the method (a) includes a thermoplastic resin, and the resin used in the method (b) includes a thermoplastic resin and a thermosetting resin. .

To the resin composition of the present invention, usual resin additives can be added within a range that does not impair the effects of the present invention. The additives include stabilizers such as lead white, basic lead sulfite, tribasic lead sulfate, dibasic lead phosphite, silica gel co-precipitated lead silicate, organic tin compounds (dibutyltin dilaurate, dibutyltin dimaleate, etc. ), Antimony compounds (such as antimony trioxide), epoxy compounds (such as epoxidized soybean oil), phosphites (such as triphenylphosphite)]; flame retardants {organic [phosphorus-containing [phosphate (triester (Cresyl phosphate, etc.)
Etc.], bromine-containing systems (tetrabromobisphenol A, decabromobiphenyl ether, etc.), chlorine-containing systems (chlorinated paraffin, het anhydride, etc.)], inorganic systems [antimony trioxide, magnesium hydroxide, borohydride] Acid salt, zinc borate, barium metaborate, aluminum hydroxide, red phosphorus, magnesium hydroxide, ammonium polyphosphate, etc.]; UV absorber [benzotriazole-based [2-
(2'-hydroxy-5'-methylphenyl) benzotriazole, etc.], benzophenone-based [2-hydroxy-4-methoxybenzophenone, etc.], salicylic acid-based [phenyl salicylate, etc.], acrylate-based [2-
Ethylhexyl-2-cyano-3,3′-diphenyl acrylate, etc.]]; antioxidant [phenolic [2,6-di-t-butyl-p-cresol (BH
T), butylated hydroxyanisole (BHA) and the like], sulfur-based [dilauryl 3,3′-thiodipropionate (DLTDP) and the like], phosphorus-based [triphenylphosphite (TPP) and the like], amine-based [octylated Diphenylamine, etc.]; Antistatic agent {Ionic antistatic agent [Anionic surfactant [Sulfate ester salt type (higher alcohol sulfate ester salt, higher alcohol EO adduct sulfate ester salt etc.), phosphate ester salt type (higher grade Alcohol EO adduct phosphate ester salt etc.), cationic surfactant [quaternary ammonium salt type etc.], amphoteric surfactant [betaine type surfactant etc.], inorganic salt [alkali metal (Li, Na, K) and / or alkaline earth metal (Ca, Mg, etc.) inorganic acids (hydrohalic acid, perchloric acid, sulfuric acid) , Nitric acid, phosphoric acid, etc.) salts, such as lithium chloride, potassium bromide, potassium sulfate, etc.], nonionic antistatic agents [nonionic surfactants [polyethylene glycol type (higher alcohol EO adducts, polyethylene glycol fatty acid] Ester, etc.), polyhydric alcohol type (polyhydric alcohol fatty acid ester, etc.)
Etc.], polymer type [polyether ester amide, etc.]
]}; Colorant {Pigment [Inorganic pigment (titanium oxide, red iron oxide, yellow lead, cadmium pigment, ultramarine, etc., organic pigment (azo chelate type, monoazo type, disazo type, chelate azo type, benzimidazoline type, phthalocyanine type, quinacridone type) , Dioxazine-based, isoindolinone-based, thioindigo-based, perylene-based, quinophthalone-based, anthraquinone-based, etc.], dyes [azo-based, anthraquinone-based indigo-based, sulfide-based, triphenylmethane-based, pyrazolone-based, stilbene-based, diphenylmethane-based , Xanthene-based, alizarin-based, acridine-based, quinoneimine-based, thiazole-based, methine-based, nitro-based, nitroso-based, aniline-based, etc.]}; fillers [powdered (calcium carbonate,
Talc, clay, silicic acid, silicate, etc.), fibrous [asbestos, mica, glass fiber, carbon fiber, metal (aluminum, etc.) fiber, ceramic whiskers, titanium whiskers, etc.], hollow bodies (glass balloons, etc.), etc. ]; Foaming agent [Low volatile compound [Lower (C1-5)
Aliphatic hydrocarbons (propane, pentane, etc.), chlorinated aliphatic hydrocarbons (C1-5, such as methylene chloride), fluorinated aliphatic hydrocarbons (C1-10, such as fluorinated ethylene)] , Reactive foaming agents (sodium bicarbonate, ammonium bicarbonate, sodium borohydride), decomposing foaming agents [azo compounds (having 2 to 50 carbon atoms, such as azodicarbonamide), nitroso compounds (having 5 to 50 carbon atoms, For example, dinitrosopentamethylenetetramine, etc.), hydrazide compounds (having 1 to 20 carbon atoms, such as p-toluenesulfonylhydrazide, trihydrazinotriazine, etc.), etc.] and the like.

The total amount of these resin additives used is usually 50% by weight or less, preferably 40% by weight or less, based on the weight of the resin. Of the above additives, the stabilizer is usually 5% or less, preferably 0.1 to 3%, the flame retardant is usually 30% or less, preferably 2 to 25%, an ultraviolet absorber,
Each antioxidant is usually 2% or less, preferably 0.1% or less.
~ 1%, antistatic agent is usually 5% or less, preferably 0.1
~ 2%, colorant usually 5% or less, preferably 0.1-4
%, The filler is usually 30% or less, preferably 0.5 to 25
%, The foaming agent is usually 5% or less, preferably 0.1 to 4%.

In the above method (a), the method of incorporating the moisture absorptive (release) agent of the present invention into the thermoplastic resin is not particularly limited, and a usual method can be applied. For example, the resin and the absorbent (releasing) hygroscopicity agent may be mixed in a tumbler or a Henschel mixer in a powder state or a particle state, and if necessary, the resin additive may be further added, and the mixture may be melt-kneaded and pelletized by an extruder, A resin, a moisture absorbing (releasing) moisture-imparting agent and, if necessary, the above resin additive may be further added, and the mixture may be directly melt-kneaded to form pellets. When mixing the resin and the moisture absorptivity imparting agent, the absorptivity (releasing) moisture imparting agent and a part of the resin are first mixed to obtain a resin composition having a high concentration of the moisture absorptivity (releasing) moisture imparting agent. After that, the remaining resin may be mixed (masterbatch method). Also,
The organic solvent [aromatic hydrocarbons (toluene, xylene, etc.), alcohols (isopropyl alcohol, etc.), ketones (methyl ethyl ketone, etc.), amides (dimethylformamide, etc.)] are used to put the moisture absorbing agent and resin in solution. You may mix in.

The conditions for melt-kneading are usually 100 to 280 ° C. [preferably a softening point of a moisture-absorbing (releasing) moisture-providing agent and a resin (measured by a ring and ball method: JIS K 2207).
0 to 100 ° C. higher than that according to −96, and the same hereinafter), and the pressure is usually 0.1 to 15 MPa.

The resin composition of the present invention can be molded using a usual molding machine (injection molding machine, blow molding machine, extrusion molding machine, calender roll, extruder type spinning machine, etc.) to obtain a molded product. . Examples of the form of the molded article include films, sheets, blocks and fibers (single fiber, woven fabric, knitted fabric, etc.). Of the molding conditions, the temperature is usually 150 to 280 ° C. [preferably 0 from the softening point of the moisture-absorbing or moisture-releasing agent of the present invention and the resin].
~ 100 ° C higher temperature], pressure is usually 0.1 to 15 MPa
Is. In the case of a film, a sheet, or a fiber, each molded product can be obtained by forming a film of a resin composition solution by a wet or dry method, spinning, and the like.

A method for applying the moisture absorptive (release) moisture-providing agent of the present invention to a resin molded product (the molding machine used for molding, molding conditions, the form of the molded product, and the like are the same as described above) by the method (b). As the above, a solution or dispersion (emulsion, etc.) containing the above-mentioned imparting agent (and other additives as required) and a solvent (water, methanol, isopropanol, toluene, etc.)
Is attached to the surface of the resin molded product by a method such as spraying, brush coating or dipping, followed by drying and optionally heat treatment. The amount to be adhered is usually 0.5 to 20% by weight, based on the weight of the resin molded article, as the solid content of the imparting agent after drying, and preferably 2 to 10% by weight from the viewpoint of imparting hygroscopicity. is there. When the molded product is a block product and the applied amount is expressed by the film thickness after drying, it is usually 300μ.
The following is preferably 50 to 200 μ.

The moisture absorption rate at 20 ° C. and 65% relative humidity of the molded article to which the moisture absorptive agent of the present invention is applied is at least 1% based on the weight of the molded article, preferably 2 to 8.
%, And more preferably 3 to 5%. Here, the moisture absorption rate of the molded product is a value obtained by measurement by a method described later in Examples. By setting the moisture absorption rate at 20 ° C. and 65% relative humidity within the above range, the antistatic property of the molded product can be improved.

The moisture absorption / desorption rate of the molded article to which the moisture absorptive (moisture release) imparting agent of the present invention is applied is at least 2%, preferably 3 to 20%, more preferably 5 to 1 based on the weight of the molded article.
5%. Here, the moisture absorption and desorption rate of the molded product is a value obtained by the method described later in Examples. Moisture absorption and desorption rate is a driving force for fibers to release the moisture inside clothes when they are worn to the outside air to obtain comfort (comfort), and to perform light-medium work or light-medium exercise. It is the difference in moisture absorption rate between the inside condition of clothes represented by 30 ° C. and relative humidity of 90% and the outside temperature and humidity represented by 20 ° C. and relative humidity of 65%. By setting the range, it is possible to improve the wearing comfort.

The molded articles to which the moisture absorptive (moisture release) imparting agent of the present invention is applied include industrial materials (various pipes,
Sheets, films, squares, bars, etc.), industrial materials [cases, pallets, trays, bottle stockers, housing construction materials (wall materials, roofing materials, floor materials), etc.], textile products (threads, tows, tops, cassettes, etc.) Knitted fabrics, non-woven fabrics, etc., household items (buckets,
Brooms, trash cans, etc., appliances housings (vacuum housings, TV housings, copier housings, etc.), automobile parts (bumpers, instrument panels, door trims, etc.) and the like.

[0053]

EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited thereto. Parts in the examples are parts by weight, and% is% by weight. The physical properties of the molded articles described in Examples and Comparative Examples were evaluated according to the following methods.

1. Moisture absorption rate, moisture absorption rate and desorption rate, molded sheet sample shape Vertical x Horizontal x Thickness = 10
0 × 50 × 1 (mm) Moisture absorption / desorption rate (%) = w2-w1 However, w1 is the moisture absorption rate (%) after the molded sheet sample is allowed to stand for 24 hours in an atmosphere of 20 ° C. and relative humidity of 65%. )
Is a value obtained from the following formula: w1 = (weight after standing-weight in absolute dry) × 100 / weight in absolute dry w2 is a molded sheet sample in an atmosphere of 30 ° C. and 90% relative humidity. Is the moisture absorption rate (%) after standing for 24 hours and is a value obtained from the following formula. w2 = (weight after standing-weight in absolute dry) × 100 / weight in absolute dry Here, the weight after standing and the weight during absolute dry are the weights of the molded sheet samples measured under the following conditions. Is. Weight after standing: The weight measured immediately after standing the molded sheet sample under each of the above conditions. Absolute dry weight: The weight of the molded sheet sample measured after being left in a thermostatic oven at 105 ° C for 1.5 hours, then taken out and allowed to stand in a desiccator (20 ° C) containing a desiccant (such as silica gel) for 30 minutes. . 2. The surface resistivity molded sheet sample was allowed to stand for 24 hours in an atmosphere of 20 ° C. and a relative humidity of 65%, and then measured by a super insulation meter (manufactured by Advantest) in the same temperature and humidity atmosphere.

Example 1 142 parts of potassium 5-sulfoisophthalate, poly (degree of polymerization 30) oxyethylene diaminomethyl ether 628
A part was charged into a flask equipped with a thermometer, a nitrogen inlet tube, a stirrer, a water separator, and a reflux condenser, and heated under a nitrogen stream while stirring, and the reaction temperature was raised to 180 ° C to react. During this period, the generated water was removed to the outside of the system, and the acid value of the reaction solution was 5
The reaction was carried out until the following. Thereafter, the reaction system was depressurized (0.
(002 MPa) and the reaction is continued until the acid value becomes 0.5 or less, and poly (polymerization degree 30) oxyethylene diaminomethyl ether-5-sulfoisophthalic acid potassium polyamide (I-1) is absorbed (released). 716 parts of Wetting Agent (1) was obtained. (I-1) has a polyexethylene content of 84%, a sulfonate group content of 8.3%, an amide bond content of 10.4%, an acid value of 0.5, and an amine value of 1.
5, a yellow solid having a softening point of 42 ° C. and Mw of 4,800.

Example 2 142 parts of potassium 5-sulfoisophthalate was added to 26.8 parts of sodium 5-sulfoisophthalate and poly (degree of polymerization of 30) oxyethylene diaminomethyl ether 628.
Poly (degree of polymerization 90) oxyethylene diaminopropyl ether-5-sodium sulfoisophthalic acid polyamide (I-) in the same manner as in Example 1 except that 286 parts of poly (degree of polymerization 90) oxyethylene diaminopropyl ether was used. A moisture absorbing (releasing) moisture-imparting agent (2) 29 consisting of 2)
6 parts were obtained. (I-2) has a polyethylene content of 93%, a sulfonate group content of 3.5%, an amide bond content of 4%, an acid value of 0.4, an amine value of 0.7, and a softening point of 53.
C., a light brown solid with Mw of 15,000.

Comparative Example 1 Poly (degree of polymerization 182) Oxyethylene glycol 32
Parts, 8 parts of dimethyl terephthalate, 2.1 parts of methyl 5-sulfoisophthalic acid sodium salt and 0.023 part of zinc acetate dihydrate as a catalyst, antimony oxide 0.0076.
The part was charged into a flask equipped with a thermometer, a nitrogen inlet tube, a stirrer, a water separator, and a reflux condenser, and heated while stirring under a nitrogen stream, and the reaction temperature was gradually raised to 250 ° C, and at the same temperature. The methanol was distilled off for 4 hours. Next, the temperature was lowered to 220 ° C and ethylene glycol was changed to 7.4.
Parts were added, and transesterification was carried out at 220 ° C. for 2 hours. Next, this reaction system is heated to 265 ° C. to distill off excess ethylene glycol, gradually reduce the pressure to 0.0001 MPa or less, and polymerize for 1.5 hours to obtain a copolyester (I-3).
39.7 parts of a comparison-imparting agent (3) was obtained. (I-
3) has a softening point of 220 ° C. and a sulfonate group content of 1.6.
%, And a polyoxyethylene content of 71% was a pale yellow solid.

Example 3 Polyester [Polybutylene terephthalate (trade name "Duranex 2000", Polyplastics Co., Ltd.)
[Manufacturing] 10 parts of the moisture absorbing (releasing) moisture-providing agent (1) is mixed with 100 parts, sufficiently kneaded with a twin-screw extruder, and then pelletized. Next, the pellets were molded by an ordinary method using an injection molding machine (cylinder temperature: 240 ° C., mold temperature: 50 ° C.) to obtain a molded sheet 1 (thickness: 1 mm). The evaluation results are shown in Table 1.

Example 4 Polyamide [nylon 6 [trade name "Ube Nylon 101
3B ", manufactured by Ube Industries, Ltd.]] and 20 parts of the moisture absorbing (releasing) moisture imparting agent (2) were mixed with 100 parts to obtain a molded sheet 2 (thickness: 1 mm) in the same manner as in Example 3. The evaluation results are shown in Table 1.

Comparative Example 2 Comparative molded sheet 1 (thickness 1 m) was prepared in the same manner as in Example 3 except that (I-1) was replaced with (I-3) synthesized in Comparative Example 1.
m) was obtained. The evaluation results are shown in Table 1.

Comparative Example 3 (I-2) was converted to poly (degree of polymerization 90) oxyethylene-5-
Comparative molded sheet 2 (thickness: 1 m) in the same manner as in Example 4 except that sodium sulfoisophthalate diester was used.
m) was obtained. The evaluation results are shown in Table 1.

[0062]

[Table 1]

[0063]

EFFECTS OF THE INVENTION The absorbent (releasing) and moisture-releasing agent of the present invention is a molded article obtained by molding a resin composition containing the same, or a molded article obtained by surface-coating the agent. The fibers are superior in antistatic property, and in the case of fibers containing the imparting agent or being adhered to the surface, they have excellent wearing comfort and the like, and thus are extremely useful.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) C08L 101/00 C08L 101/00 // C09K 3/16 103 C09K 3/16 103C 106 106E (C08L 101/00) C08L 77:06 77:06) F term (reference) 4F006 AA12 AA13 AA15 AA17 AA22 AA32 AA34 AA35 AA37 AA38 AB32 AB38 BA07 BA10 CA04 CA07 CA08 4F071 AA12X AA14X AX AA30A32A32A32A32A32A32A34A32A32A32A32A34A32A34A32A32A32A32A34A32A32A32A32A32A32A34A32A32A32A32A32A32A32A34A32A34A32A34A32A32A32A32A32A32A34A32A34A32A34A32A34A32A32A32A32A32A32A32A32A32A34A32A32A32A34A32A34A32A32A32A32A34A32A32A34A32A34A32A32A34A32A32A32A34A32A34A33 AA45 AA45X AA46 AA46X AA49 AA51 AA51X AA53 AA54 AA76 AF10Y AF38 AH03 AH04 AH05 AH06 AH07 AH11 AH12 AH16 BA01 BB04 BB05 BB06 BC01 BC03 4F100 AK01A AK01B AK41A AK41B AK46A AK46B AK54A AL05A BA02 CA01A CA05A CA06A CA07A CA08A CA13A CA22A CA23A CA30A GB07 GB15 GB33 GB48 GB72 JD15A JG03 YY00A 4J001 DA02 DB02 DB05 DB06 DC05 DC12 DC14 EB04 EB06 EB08 EB09 EB36 EB37 EC24 EC83 EE72C FB03 FC03 GA13 JA17 JB01 JB07 JB17 JC01 4J002 BB03W BB05W BB06W BB12W BB14W BB15W BC03W BC05W BC06W BC07W BD04W BG04W BG05W BG10W BH01W BN14W BN15W CB00W CD02W CD05W CD06W CF04W CF06W CF07W CF22W CH02X CK02W CL00W CL01W CL03W CL07X FD10X FD20X GC00 GG01 GG02 GH01 GH02 GL00 GN00 GQ00

Claims (14)

[Claims] 1. A moisture-absorbing or moisture-releasing property, which comprises a (poly) amide (I) of a polyoxyethylene chain-containing primary amine (a) and a sulfonic acid (salt) group-containing carboxylic acid (b). Granting agent. 2. (I) is formed from an amine component comprising (a) and a carboxylic acid component comprising (b).
The imparting agent according to claim 1. 3. (a) has the general formula: [G- (OCH ₂ CH ₂ ) _n ] _q -A ² -[(CH ₂ CH ₂ O) _m -A ¹ -NH ₂ ] _pq (1) [formula In the above, G is H or -A ¹ -NH ₂ , and A ¹ is 1 to ¹ carbon atoms.
3 is an alkylene group, A ² is a residue obtained by removing H from a compound having p active hydrogen atoms or —OCH ₂ O—; p is 1 to 8, q is 0 to 7 and p−q ≧ 1 is satisfied. Integer; m and n represent an integer of 0 or 1 or more, where m + n is 2 to 200. ] The imparting agent of Claim 1 or 2 shown by these. 4. (b) has the general formula: XZ-COOH (2) [wherein Z is substituted with a sulfonic acid (group), and is an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or a nitro group. Represents a divalent hydrocarbon group which may be substituted with; X represents -COOH or H. ] The imparting agent in any one of Claims 1-3 shown by these. 5. (b) is sulfobenzenedicarboxylic acid,
(Substituted) sulfosuccinic acid represented by the following general formula (3),
The impartation according to any one of claims 1 to 4, which comprises one or more selected from the group consisting of sulfoadipic acid, sulfosuberic acid, sulfosebacic acid, sulfomaleic acid, sulfobenzoic acid and sulfonates thereof. Agent. HOOC-CHR ² -CH (SO ₃ M _{1 / f} ) -COOH (3) [In the formula, R ² is H, a monovalent hydrocarbon group, an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or nitro. Represents a group; M represents a cation. ] 6. (I) has the general formula: T- (QEQ-CO-D-CO) _k -QEQT (4) [wherein T represents H and / or -CO-D-X;
D represents an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a divalent hydrocarbon group which may be substituted with a halogen atom or a nitro group, and / or Z, and D
At least one of (including D which may be present in T) is Z; X is —COOH, —COOR ¹ , (R ¹ is a monohydric alcohol or a polyhydric alcohol having 2 or more carbon atoms, and the hydroxyl group is removed. A residue) or H; Q represents O and / or NH, at least one of Q is NH; E is a diamine, diol, aminoalcohol and / or (a) with the amino or hydroxyl group removed. Represents a residue,
At least one of E is a residue obtained by removing an amino group or a hydroxyl group from (a); Z is substituted with a sulfonic acid (salt) group, and is an alkoxy group, a hydroxyl group, a cyano group, an aldehyde group, a halogen atom or a nitro group. Represents a divalent hydrocarbon group which may be substituted with a group; k represents 0 or an integer of 1 or more. ] It has a structure shown by these.
~ 5 the imparting agent according to any one of. 7. A resin composition comprising the imparting agent according to claim 1 and a resin. 8. The content of the imparting agent is 5 based on the weight of the resin.
The resin composition according to claim 7, which is -50%. 9. A stabilizer, a flame retardant, an ultraviolet absorber, an antioxidant, an antistatic agent, a colorant, a filler and / or
Alternatively, the resin composition according to claim 7, which contains a foaming agent. 10. A molded product obtained by molding the resin composition according to claim 7. 11. A molded product obtained by adhering the imparting agent according to claim 1 to the surface of a resin molded product. 12. The resin composition or molded article according to claim 7, wherein the resin is a polyamide resin or a polyester resin. 13. The molded product according to claim 10, wherein the moisture absorption of the molded product at 20 ° C. and 65% relative humidity is 2 to 8% based on the weight of the molded product. 14. The molded product according to claim 10, wherein the moisture absorption / release rate of the molded product is 3 to 20% based on the weight of the molded product.