JP2014131797A - Ion-bonding salt composition, thermoplastic resin composition including the same, and method of producing thermoplastic resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an ion-bonding salt composition which makes it possible to improve the weather resistance of a resin composition and obtain sufficient polymerization stability upon emulsion polymerization, and a thermoplastic resin composition including the composition.SOLUTION: An ion-bonding salt composition includes an ion-bonding salt (I) represented by the following chemical formula (1) or the like, and an ion-bonding salt (II) represented by the following chemical formula (3) or the like, where Q1 is a cation having a hindered amine structure, and Q3 is an ammonium ion, an imidazolium ion or the like having a structure different from that of Q1.

Description

  The present invention relates to an ion-binding salt composition and a thermoplastic resin composition containing the same.

  Conventionally, it is known that an anionic surfactant or a nonionic surfactant is used alone or as a mixture as an emulsifier for emulsion polymerization. In such a case, as the anionic surfactant, alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, alkyl benzene sulfonates and the like are used, and as nonionic surfactants, Polyoxyalkylene alkyl ethers are used. However, when emulsion polymerization is carried out using these anionic surfactants and nonionic surfactants, the resulting emulsion is inferior in weather resistance, for example, when used in paint, it loses gloss or discolors. Or other problems have occurred.

  In order to solve such a problem, in Patent Document 1, 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate is added as a light stabilizer, and is simply added in the presence of an anionic surfactant. A technique for improving the weather resistance of an aqueous emulsion of a resin by polymerizing a monomer has been proposed.

Japanese Patent Laid-Open No. 2002-234917

  However, the present inventors have found a problem that the polymerization stability is insufficient when the above light stabilizer is added to the resin emulsion as in the technique of Patent Document 1. That is, when the above-mentioned light stabilizer is added to the resin emulsion, the present inventors have a problem that a large amount of agglomerates are generated during polymerization, or gelation proceeds and it is difficult to obtain a stable emulsion. Has been found to occur.

  Accordingly, an object of the present invention is to provide an ion-binding salt composition capable of improving the weather resistance of a resin composition and obtaining sufficient polymerization stability during emulsion polymerization, and a thermoplastic resin composition containing the composition. And

  In order to solve the above-mentioned problems, the present inventors have intensively studied. As a result, surprisingly, an ion-binding salt composition comprising an ion-binding salt (I) containing a cation having a hindered amine structure and an ion-binding salt (II) having a specific structure is obtained as a resin composition. It has been found that the weather resistance is improved and the polymerization stability during emulsion polymerization is improved, and the present invention has been completed.

  That is, the present invention provides an ion-binding salt (I) represented by the following chemical formula (1) or (2), an ion-binding salt (II) represented by the following chemical formula (3) or (4), Is an ion-binding salt composition.

In the chemical formulas (1) and (2),
R ¹ and R ² are each independently a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ¹ is a linear or branched alkylene group having 2 to 4 carbon atoms,
n1 is an integer of 0-50,
Q1 and Q2 are cations having a hindered amine structure.

In the chemical formulas (3) and (4),
R ³ and R ⁴ are each independently a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ² is a linear or branched alkylene group having 2 to 4 carbon atoms,
n2 is an integer of 0-50,
Q3 and Q4 are each independently an ammonium ion, an imidazolium ion, a pyridinium ion, a pyrrolidinium ion, a pyrrolium ion, a pyrazinium ion, a pyrimidinium ion, a triazolium ion, a triazinium ion, a quinolinium ion, Q1 and Q2 are at least one selected from the group consisting of isoquinolinium ion, indolinium ion, quinoxalinium ion, oxazolinium ion, thiazolinium ion, and morpholinium ion It is a different structure.

  ADVANTAGE OF THE INVENTION According to this invention, the weather resistance of a resin composition can be improved and the ion-bonding salt composition from which sufficient polymerization stability is obtained at the time of emulsion polymerization, and the thermoplastic resin composition containing this composition can be provided.

  The present invention includes an ion-binding salt (I) represented by the following chemical formula (1) or (2) (hereinafter sometimes simply referred to as “ion-binding salt (I)”), and a chemical formula (3) below. Or an ion-binding salt composition (hereinafter simply referred to as “ion-binding salt (II)”) represented by (4) (hereinafter also simply referred to as “ion-binding salt (II)”). It may also be referred to as “composition”).

  The ion-binding salt (I) is represented by the following chemical formula (1) or (2).

In the chemical formulas (1) and (2),
R ¹ and R ² are each independently a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ¹ is a linear or branched alkylene group having 2 to 4 carbon atoms,
n1 is an integer of 0-50,
Q1 and Q2 are cations having a hindered amine structure.

  The ion-binding salt (II) is represented by the following chemical formula (3) or (4).

In the chemical formulas (3) and (4),
R ³ and R ⁴ are each independently a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ² is a linear or branched alkylene group having 2 to 4 carbon atoms,
n2 is an integer of 0-50,
Q3 and Q4 are each independently an ammonium ion, an imidazolium ion, a pyridinium ion, a pyrrolidinium ion, a pyrrolium ion, a pyrazinium ion, a pyrimidinium ion, a triazolium ion, a triazinium ion, a quinolinium ion, Q1 and Q2 are at least one selected from the group consisting of isoquinolinium ion, indolinium ion, quinoxalinium ion, oxazolinium ion, thiazolinium ion, and morpholinium ion It is a different structure.

  Thus, the ion-binding salt composition of the present invention comprises an ion-binding salt (I) which is a sulfate ester salt or sulfonate salt of a cation having a hindered amine structure, and a cation of the ion-binding salt (I). And an ion-binding salt (II) which is a sulfate salt or sulfonate salt of a cation having a structure different from that of cation. By including the two kinds of ion-binding salts, the polymerization stability is greatly improved when the ion-binding salt composition of the present invention is used for emulsion polymerization. Although the mechanism is not clear, it can be considered as follows.

  In the ion-binding salts represented by the chemical formulas (1) to (4), the anion portion can act as an emulsifier. Here, the ion-binding salt (I) represented by the chemical formulas (1) and (2) having a hindered amine structure in the cation moiety has an action as a light stabilizer derived from the hindered amine structure. On the other hand, the ion-binding salt (I) having a hindered amine structure has a large molecular weight and a bulky structure, and thus contributes to the improvement of the weather resistance of the resin composition. Low. As a result, it is considered that the anion portion of the ion-binding salt (I) hardly acts as an emulsifier. Therefore, it is difficult to obtain sufficient polymerization stability only with the ion-binding salt (I) containing a hindered amine as a cation.

  On the other hand, the ion-binding salt (II) represented by the chemical formulas (3) and (4) has a small structure as compared with a cation having a hindered amine structure, so that the anion portion and further the ion The degree of freedom of the binding salt (II) itself is high. Therefore, when the ion-binding salt (II) supplements the action as an emulsifier, the composition of the present invention containing the ion-binding salts (I) and (II) has extremely high polymerization stability when used in emulsion polymerization. It is considered that the weather resistance of the resin composition is improved.

  Hereinafter, the ion-binding salts (I) and (II) will be specifically described.

[Ion-binding salt (I)]
Examples of substituted or unsubstituted linear, branched, or cyclic alkyl groups having 1 to 30 carbon atoms, which are used as R ¹ and R ^{2 in the} above chemical formulas (1) and (2), respectively. As, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isoamyl group, tert-pentyl group, Neopentyl group, n-hexyl group, 3-methylpentan-2-yl group, 3-methylpentan-3-yl group, 4-methylpentyl group, 4-methylpentan-2-yl group, 1,3-dimethyl Butyl, 3,3-dimethylbutyl, 3,3-dimethylbutan-2-yl, n-heptyl, 1-methylhexyl, 3-methylhexyl, 4-methylhexyl Group, 5-methylhexyl group, 1-ethylpentyl group, 1- (n-propyl) butyl group, 1,1-dimethylpentyl group, 1,4-dimethylpentyl group, 1,1-diethylpropyl group, 1 , 3,3-trimethylbutyl group, 1-ethyl-2,2-dimethylpropyl group, n-octyl group, 2-methylhexane-2-yl group, 2,4-dimethylpentan-3-yl group, 1, 1-dimethylpentan-1-yl group, 2,2-dimethylhexane-3-yl group, 2,3-dimethylhexane-2-yl group, 2,5-dimethylhexane-2-yl group, 2,5- Dimethylhexane-3-yl group, 3,4-dimethylhexane-3-yl group, 3,5-dimethylhexane-3-yl group, 1-methylheptyl group, 2-methylheptyl group, 5-methylheptyl group, 2-Methylhe Butan-2-yl group, 3-methylheptan-3-yl group, 4-methylheptan-3-yl group, 4-methylheptan-4-yl group, 1-ethylhexyl group, 2-ethylhexyl group, 1-propyl Pentyl group, 2-propylpentyl group, 1,1-dimethylhexyl group, 1,4-dimethylhexyl group, 1,5-dimethylhexyl group, 1-ethyl-1-methylpentyl group, 1-ethyl-4-methyl Pentyl group, 1,1,4-trimethylpentyl group, 2,4,4-trimethylpentyl group, 1-isopropyl-1,2-dimethylpropyl group, 1,1,3,3-tetramethylbutyl group, n- Nonyl group, 1-methyloctyl group, 6-methyloctyl group, 1-ethylheptyl group, 1- (n-butyl) pentyl group, 4-methyl-1- (n-propyl) pentyl group, , 5,5-trimethylhexyl group, 1,1,5-trimethylhexyl group, 2-methyloctane-3-yl group, n-decyl group, 1-methylnonyl group, 1-ethyloctyl group, 1- (n- (Butyl) hexyl group, 1,1-dimethyloctyl group, 3,7-dimethyloctyl group, n-undecyl group, 1-methyldecyl group, 1-ethylnonyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group 1-methyltridecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, n-eicosyl group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group And cyclooctyl group. From the viewpoint of availability, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 20 carbon atoms is preferable, and a methyl group having 1 to 15 carbon atoms is more preferable. N-propyl group, isopropyl group, n-butyl group, isobutyl group, n-hexyl group, 2-ethylhexyl group, n-dodecyl group and n-tridecyl group are preferable, and n-dodecyl group and n-tridecyl group are more preferable. preferable.

Examples of the substituted or unsubstituted aryl group having 6 to 30 carbon atoms used as R ¹ and R ^{2 in the} chemical formulas (1) and (2) are, for example, a phenyl group, a biphenyl group, 1-naphthyl group, 2-naphthyl group, 9-anthryl group, 9-phenanthryl group, 1-pyrenyl group, 5-naphthacenyl group, 1-indenyl group, 2-azurenyl group, 9-fluorenyl group, terphenyl group, quarter Phenyl group, mesityl group, pentarenyl group, binaphthalenyl group, turnaphthalenyl group, quarternaphthalenyl group, heptaenyl group, biphenylenyl group, indacenyl group, fluoranthenyl group, acenaphthylenyl group, aceanthrylenyl group, phenalenyl group, fluorenyl group, anthryl Group, bianthracenyl group, teranthracene Group, quarter anthracenyl group, anthraquinolyl group, phenanthryl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, preadenyl group, picenyl group, perylenyl group, pentaphenyl group, pentacenyl group, tetraphenylenyl group, Examples include a hexaphenyl group, a hexacenyl group, a rubicenyl group, a coronenyl group, a trinaphthylenyl group, a heptaphenyl group, a heptacenyl group, a pyranthrenyl group, and an ovalenyl group. From the viewpoint of availability, a substituted or unsubstituted aryl group having 8 to 18 carbon atoms is preferable, and a dimethylphenyl group (2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 3,4- Dimethylphenyl group, etc.), isopropylphenyl group (2-isopropylphenyl group, 3-isopropylphenyl group, 4-isopropylphenyl group), dodecylphenyl group (2-dodecylphenyl group, 3-dodecylphenyl group, 4-dodecylphenyl group) Is particularly preferred.

Examples of the substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms used as R ¹ and R ^{2 in the} chemical formulas (1) and (2) are, for example, benzyl group, phenylethyl Group, 3-phenylpropyl group, 1-naphthylmethyl group, 2-naphthylmethyl group, 2- (1-naphthyl) ethyl group, 2- (2-naphthyl) ethyl group, 3- (1-naphthyl) propyl group, Or 3- (2-naphthyl) propyl group etc. are mentioned.

Used as A ¹ in the above formula (1), examples of linear or branched alkylene group having 2 to 4 carbon atoms, such as ethylene group, propylene group, and butylene group. From the viewpoint of availability, an ethylene group and a propylene group are particularly preferable.

  “Substituted” included in the description of the above-mentioned “substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 30 carbon atoms” and the like In the embodiment, the hydrogen atom of may be further substituted with another substituent. In the present specification, the term “substituted” used for other substituents is also the same.

  As the above-mentioned “other substituent”, for example, halogen such as fluorine, chlorine, bromine and iodine, alkyl group such as methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group and dodecyl group, Phenyl group, p-tolyl group, xylyl group, cumenyl group, naphthyl group, anthryl group, aryl group such as phenanthryl group, alkoxy group such as methoxy group, ethoxy group, tert-butoxy group, phenoxy group, p-tolyloxy group, etc. Acyloxy such as alkoxycarbonyl group such as aryloxy group, methoxycarbonyl group, butoxycarbonyl group, 2-ethylhexyloxycarbonyl group, phenoxycarbonyl group, acetoxy group, propionyloxy group, acryloyloxy group, methacryloyloxy group, benzoyloxy group Group Aryl sulfanyl such as acyl group such as til group, benzoyl group, isobutyryl group, acrylic group, methacryl group, methoxalyl group, alkylsulfanyl group such as methylsulfanyl group, tert-butylsulfanyl group, phenylsulfanyl group, p-tolylsulfanyl group Group, alkylamino group such as methylamino group, cyclohexylamino group, dimethylamino group, diethylamino group, morpholino group, dialkylamino group such as piperidino group, arylamino group such as phenylamino group, p-tolylamino group, etc. Hydroxy group, carboxy group, formyl group, mercapto group, sulfo group, mesyl group, p-toluenesulfonyl group, amino group, nitro group, cyano group, trifluoromethyl group, trichloromethyl group, trimethylsilyl group, Finiko group, a phosphono group.

  N1 in the said Chemical formula (1) is an integer of 0-50. From the viewpoint of ease of handling due to a decrease in viscosity, etc., or from the viewpoint of interface properties, n1 and n2 are each independently preferably an integer of 1 to 50, more preferably an integer of 3 to 40, and particularly preferably an integer of 5 to 20. preferable.

  The cations represented by Q1 and Q2 in the chemical formulas (1) and (2) are cations having a hindered amine structure. In the present specification, the “cation having a hindered amine structure” means a cation having a nitrogen atom in the hindered amine compound as a cationic property. Furthermore, the “hindered amine compound” means an amine compound having a structure that is sterically hindered with respect to a basic nitrogen atom. The cation having a hindered amine structure preferably has a molecular weight of 150 to 1,000, more preferably 160 to 900, still more preferably 170 to 850, still more preferably 200 to 800, and 230 to 600. Particularly preferred.

  The cation having a hindered amine structure represented by Q1 and Q2 in the chemical formulas (1) and (2) is preferably a structure represented by the following chemical formula (5).

In the chemical formula (5),
X ¹ represents a hydrogen atom, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 carbon atoms Substituted or unsubstituted arylalkyl groups having 7 to 11 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 8 carbon atoms, or substituted or unsubstituted carbon atoms having 1 to 8 carbon atoms An acyl group of
R ^{5 to} R ⁸ each independently represent a hydrogen atom, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted group. An aryl group having 6 to 10 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 11 carbon atoms,
L is a hydrogen atom, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, It is a hydroxyl group, a cyano group, or a substituent represented by the following formula (6) (hereinafter sometimes simply referred to as “substituent (a)”).

In the chemical formula (6),
X ² is an oxygen atom (—O—) or —NH—;
R ⁹ , R ¹⁰ and R ¹¹ each independently represent a hydrogen atom or an alkyl group having 1 to 2 carbon atoms.

A substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, which is used as X ¹ , R ^{5 to} R ⁸ and L in the chemical formula (5), respectively; Examples of the substituted or unsubstituted aryl group having 6 to 10 carbon atoms and the substituted or unsubstituted arylalkyl group having 7 to 11 carbon atoms include the corresponding in each of the substituents exemplified above. Since the carbon number is exemplified, the description thereof is omitted here.

Examples of the substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms used as X ¹ in the chemical formula (5) include, for example, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, A hexyloxy group, a heptyloxy group, an octyloxy group, etc. are mentioned.

Examples of the substituted or unsubstituted acyl group having 1 to 8 carbon atoms used as X ¹ in the chemical formula (5) include a formyl group, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, and valeryl. Group, isovaleryl group, pivaloyl group, hexanoyl group, heptanoyl group, octanoyl group, acrylic group, methacryloyl group, crotonoyl group, isocrotonoyl group and the like.

X ¹ in the chemical formula (5) is, among the above examples, a hydrogen atom, a linear, branched or cyclic alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, or 1 carbon atom. To 5 acyl groups are preferred, hydrogen atoms, methyl groups, methoxy groups, acrylic groups, and methacryl groups are more preferred, and hydrogen atoms and methyl groups are particularly preferred.

Among the above examples, R ^{5 to} R ⁸ in the chemical formula (5) are preferably a linear, branched or cyclic alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group.

The substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms used as L in the chemical formula (5) is the same as that of the above X ¹ , and thus detailed description thereof is omitted.

  L in the chemical formula (5) is a substituted or unsubstituted C3-C8 linear, branched, or cyclic alkyl group, hydroxyl group, cyano group, or The substituent (a) is preferable. Among these, L is preferably a hydroxyl group or a substituent (a).

X ² in chemical formula (6) representing the substituent (a) is an oxygen atom (—O—) or —NH—, and is preferably an oxygen atom.

R ⁹ , R ¹⁰ and R ^{11 in} chemical formula (6) representing the substituent (a) are each independently a hydrogen atom or an alkyl group having 1 to 2 carbon atoms. Examples of the alkyl group include Examples thereof include a methyl group and an ethyl group. From the viewpoint of availability, R ⁹ , R ¹⁰ and R ¹¹ are each independently preferably a hydrogen atom and a methyl group.

  Therefore, examples of the cation having a hindered amine structure include the following cations of piperidine compounds.

  That is, 1,2,2,6,6-pentamethyl-4-piperidinol (abbreviation: HATT-MW), 2,2,6,6-tetramethyl-4-piperidinol, 4- (meth) acryloyloxy-2, 2,6,6-tetramethylpiperidine, 4- (meth) acryloylamino-2,2,6,6-tetramethylpiperidine, 4- (meth) acryloyloxy-1,2,2,6,6-pentamethyl Piperidine (for example, “Newcol LS-3410” manufactured by Nippon Emulsifier Co., Ltd.), 4- (meth) acryloyl-1-methoxy-2,2,6,6-tetramethylpiperidine, 4-cyano-4- (meth) Acryloyloxy-2,2,6,6-tetramethylpiperidine, 1- (meth) acryloyl-4- (meth) acryloylamino-2,2,6,6-tetramethyl Lupiperidine, 4-crotonoylamino-2,2,6,6-tetramethylpiperidine, 4- (meth) acryloylamino-1,2,2,6,6-pentamethylpiperidine, 4-cyano-4- (meta ) Acryloylamino-2,2,6,6-tetramethylpiperidine, 4-crotonoyloxy-2,2,6,6-tetramethylpiperidine, 1- (meth) acryloyl-4-cyano-4- (meth) Acryloylamino-2,2,6,6-tetramethylpiperidine, 1-crotonoyl-4-crotonoyloxy-2,2,6,6-tetramethylpiperidine.

Regarding the ion-binding salt (I), in the chemical formula (1) or (2), R ¹ and R ² are each independently substituted or unsubstituted straight chain having 6 to 15 carbon atoms. , A branched or cyclic alkyl group, or a substituted or unsubstituted aryl group having 8 to 18 carbon atoms, and A ¹ is a linear or branched alkylene group having 2 to 3 carbon atoms N1 is an integer of 5 to 20, and Q1 and Q2 are preferably each independently a cation having a hindered amine structure represented by the chemical formula (5).

  More preferable compounds of the ion-binding salt (I) represented by the chemical formula (1) or (2) include ion-binding salts represented by the following chemical formulas (101) to (108).

[Ion-binding salt (II)]
A substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, substituted for R ³ and R ^{4 in the} above chemical formulas (3) and (4), respectively. Substituted or unsubstituted aryl group having 6 to 30 carbon atoms and substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms are represented by R ¹ and R in the above chemical formulas (1) and (2). ^{2 is the same} as the group used for each, and detailed description thereof is omitted.

Since the linear or branched alkylene group having 2 to 4 carbon atoms used as A ² in the chemical formula (3) is the same as the group used as A ¹ in the chemical formula (1), Detailed description thereof is omitted.

  Since n2 in the chemical formula (3) is the same as n1 in the chemical formula (1), detailed description thereof is omitted.

  The cations represented by Q3 and Q4 in the chemical formulas (3) and (4) have a structure different from that of Q1 and Q2. Examples of the cation represented by Q3 and Q4 include ammonium ion, imidazolium ion, pyridinium ion, pyrrolidinium ion, pyrrolinium ion, pyrazinium ion, pyrimidinium ion, triazolium ion, triazinium ion, quinoli Examples thereof include at least one selected from the group consisting of a nium ion, an isoquinolinium ion, an indolinium ion, a quinoxalinium ion, an oxazolinium ion, a thiazolinium ion, and a morpholinium ion. From the viewpoint of improving the weather resistance of the resulting emulsion, these ions preferably have an ethylenically unsaturated bond. Further, when the composition of the present invention is used for emulsion polymerization, in order to improve the polymerization stability, Q3 and Q4 have a smaller molecular weight than Q1 and Q2 of the ion-binding salt (I) that coexists in the composition. And preferred. Furthermore, Q3 and Q4 are preferably 300 or less, their molecular weights are preferably 10-200, and more preferably 15-150.

Specific examples of ammonium ions include the following ions. For example, unsubstituted ammonium ion (NH ₄ ⁺ ), dimethyl ammonium ion, trimethyl ammonium ion, tetramethyl ammonium ion, diethyl ammonium ion, triethyl ammonium ion, tetraethyl ammonium ion, monopropyl ammonium ion, dipropyl ammonium ion, tripropyl Ammonium ion, tetrapropylammonium ion, monobutylammonium ion, dibutylammonium ion, tributylammonium ion, tetrabutylammonium ion, methyl (ethyl) ammonium ion, methyl (propyl) ammonium ion, methyl (butyl) ammonium ion, ethyl (propyl) ) Ammonium ion, ethyl (butyl) ammonium ion, dimethyl Le (ethyl) ammonium ion, dimethyl (propyl) ammonium ion, dimethyl (butyl) ammonium ion, trimethyl (ethyl) ammonium ion, trimethyl (propyl) ammonium ion, alkylammonium ions such as trimethyl (butyl) ammonium ion.

  C5-C16 cycloalkylammonium ions such as monocyclopentylammonium ion, dicyclopentylammonium ion, tricyclopentylammonium ion, monocyclohexylammonium ion, dicyclohexylammonium ion; dimethyl (cyclopentyl) ammonium ion, dimethyl (cyclohexyl) ammonium ion, An ammonium ion having an alkyl group and a cycloalkyl group such as dimethyl (cycloheptyl) ammonium ion; (methylcyclopentyl) ammonium ion, bis (methylcyclopentyl) ammonium ion, (ethylcyclopentyl) ammonium ion, bis (ethylcyclopentyl) ammonium ion, (Methylcyclohexyl) ammonium ion Bis (methylcyclohexyl) ammonium ion, (ethyl cyclohexyl) ammonium ion, bis (ethyl cyclohexyl) ammonium ion, (methyl ethyl cyclohexyl) ammonium ion, alkyl-substituted cycloalkyl ammonium ions such as (diethyl cyclohexyl) ammonium ion.

  Monomethanolammonium ion, dimethanolammonium ion, trimethanolammonium ion, monoethanolammonium ion, diethanolammonium ion, triethanolammonium ion, mono (n-propanol) ammonium ion, di (n-propanol) ammonium ion, tri (n -Propanol) ammonium ion, monoisopropanolammonium ion, diisopropanolammonium ion, triisopropanolammonium ion, diethylmonomethylethanolammonium ion, bis (2-methoxyethyl) monoethylmonomethylammonium ion, monoethylmonomethyldiethanolammonium ion, diethylmonomethylmono Ethanol ammonium ion Alkanol ammonium ions.

  Dimethylmonoethyl acrylate ethylammonium ion, dimethylmonoethyl methacrylate ammonium ion, diethylmonoethyl acrylate ethylammonium ion, diethylmonoethyl methacrylate ethylammonium ion, dipropylmonoacrylate ethylammonium ion, dipropylmonoethyl methacrylate ethylammonium ion, (Meth) acrylic acid ester ammonium ions such as dibutyl monoethyl ethylammonium ion, dibutyl monoethyl methacrylate ammonium ion, ethyl methyl monoacrylate ethyl ammonium ion, ethyl methyl monoethyl ammonium methacrylate ion. From the viewpoints of availability, easy handling of ion binding salts, weather resistance of the resulting emulsion, dimethylmonoethyl acrylate ethylammonium ion, dimethylmonoethyl methacrylate ethylammonium ion, diethylmonoacrylate ethylammonium ion, Diethyl monoethyl methacrylate ammonium ion is preferred.

  Monovinylammonium ion, divinylammonium ion, trivinylammonium ion, monopropenylammonium ion, dipropenylammonium ion, tripropenylammonium ion, monobutenylammonium ion, dibutenylammonium ion, tributenylammonium ion, monopentenylammonium ion, di Alkenyl ammonium ions such as pentenyl ammonium ion, tripentenyl ammonium ion, monohexenyl ammonium ion, dihexenyl ammonium ion, dimethyl (vinyl) ammonium ion, dimethyl (propenyl) ammonium ion, and dimethyl (butenyl) ammonium ion.

  Aryl ammonium ions such as tetraphenyl ammonium ion and tetranaphthyl ammonium ion.

  Arylalkylammonium ions such as monobenzylammonium ion and (1-phenethyl) ammonium ion.

  In the above ammonium ion, descriptions such as “N—” and “N, N—” indicating a substituent on N are omitted.

Among the above ammonium ions, (meth) acrylate ammonium ion and unsubstituted ammonium ion (NH ₄ ⁺ ) from the viewpoints of availability, easy handling of ion-binding salts, weather resistance of the resulting emulsion, and the like. ) Is preferred.

  Specific examples of the imidazolium ion include, for example, imidazolium ion, N-isobutylimidazolium ion, 2-methylimidazolium ion, 2-ethylimidazolium ion, 2-n-propylimidazolium ion, and 2-isopropyl. Examples include imidazolium ions.

  Specific examples of the pyridinium ion include, for example, pyridinium ion, 2-isobutylpyridinium ion, 3-isobutylpyridinium ion, 3-methylpyridinium ion, 4-methylpyridinium ion, 2-ethylpyridinium ion, and 3-ethylpyridinium ion. 4-ethylpyridinium ion, 4-propylpyridinium ion, and the like.

  Specific examples of the pyrrolidinium ion include, for example, pyrrolidinium ion, N-methylpyrrolidinium ion, N-ethylpyrrolidinium ion, N-propylpyrrolidinium ion, N-butylpyrrolidinium ion, and the like.

  Specific examples of pyrrolinium ions include pyrrolinium ions and N-methylpyrrolinium ions.

  Specific examples of the pyrazinium ion include, for example, pyrazinium ion, methyl pyrazinium carboxylate, pyrazinium-2-carbonitrile, pyrazinium carboxamide, 2,3-dimethylpyrazinium ion, 2,5-dimethyl. Examples include pyrazinium ion, 2,6-dimethylpyrazinium ion, 2,3-diethylpyrazinium ion, 2,3,5,6-tetramethylpyrazinium ion, 2,3,5-trimethylpyrazinium ion, and the like. .

  Specific examples of the pyrimidinium ion include, for example, pyrimidinium ion, 4-methylpyrimidinium ion, 4-hydroxypyrimidinium ion, 4,6-dimethylpyrimidinium ion, and 4,6-dihydroxy. A pyrimidinium ion, a 2,4,5-trihydroxypyrimidinium ion, etc. are mentioned.

  Specific examples of triazolium ions include 1,2,3-triazolium ions and 1,2,4-triazolium ions.

  Specific examples of the triazinium ion include 1,2,3-triazinium ion, 1,2,4-triazinium ion, 1,3,5-triazinium ion, and the like.

  Specific examples of quinolinium ions include, for example, quinolinium ions, 2-methylquinolinium ions, 3-methylquinolinium ions, 4-methylquinolinium ions, and 8-methylquinolinium ions. Etc.

  Specific examples of the isoquinolinium ion include, for example, isoquinolinium ion, 3-methylisoquinolinium ion, 4-methylisoquinolinium ion, 5-methylisoquinolinium ion, 1, Examples include 3-dimethylisoquinolinium ion, 5,8-dimethylisoquinolinium ion, and 5,6,7,8-tetramethylisoquinolinium ion.

  Specific examples of indolinium ions include, for example, indolinium ions, 3-methylindolinium ions, 2-methylindolinium ions, 1-methyl-3-methylindolinium ions, and 2,3-dimethylindolinium ions. , 3-ethylindolinium ion and the like.

  Specific examples of quinoxalinium ions include quinoxalinium ions, 2-methylquinoxalinium ions, and 2,3-dimethylquinoxalinium ions.

  Specific examples of the oxazolinium ion include oxazolinium ion, 4-methyloxazolinium ion, 5-methyloxazolinium ion, and the like.

  Specific examples of thiazolinium ions include, for example, thiazolinium ions, 2-aminothiazolinium ions, 2-methylthiazolinium ions, 2-methoxythiazolinium ions, and 2-ethoxythiazolinium ions. 4-methylthiazolinium ion, 4,5-dimethylthiazolinium ion, 2-ethylthiazolinium ion, 2,4-dimethylthiazolinium ion, and the like.

  Specific examples of the morpholinium ion include, for example, morpholinium ion, N-methylmorpholinium ion, N-ethylmorpholinium ion, N- (iso) propylmorpholinium ion, N- (meta ) Acryloylmorpholinium and the like.

Among the above, the cations represented by Q3 and Q4 are ammonium ions ([N (Z ₁ ) (Z ₂ ) (Z ₃ ) (Z ₄ )] ⁺ ), and Z _{1 to} Z ₄ are independent of each other. A hydrogen atom, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted linear chain having 2 to 30 carbon atoms, And represents a substituted, unsubstituted, or aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms) Is preferable. At this time, Z _{1 to} Z ₄ of the ammonium ion are each independently a hydrogen atom, a linear, branched or cyclic alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted carbon number. It is preferably a linear, branched or cyclic alkenyl group having 2 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 10 carbon atoms.

Regarding the ion-binding salt (II), in the chemical formula (3) or (4), R ³ and R ⁴ are each independently substituted or unsubstituted straight chain having 6 to 15 carbon atoms. , A branched or cyclic alkyl group, or a substituted or unsubstituted aryl group having 8 to 18 carbon atoms, and A ² is a linear or branched alkylene group having 2 to 3 carbon atoms N2 is an integer of 5 to 20, and Q3 and Q4 have a structure different from Q1 and Q2, and are preferably each independently an ammonium ion.

  More preferable compounds of the ion-binding salt (II) represented by the chemical formula (3) or (4) include ion-binding salts represented by the following chemical formulas (201) to (217).

[Method for producing ion-binding salt composition]
The production method of the ion-binding salts (I) and (II) is not particularly limited, and examples thereof include an anion exchange method, a neutralization method, and an acid ester method. In addition, a deammonia method in which an ammonium salt of a sulfate ester or an ammonium salt of a sulfonate ester and a nitrogen-containing compound are reacted to distill off ammonia to obtain an ion-binding salt is also preferably used.

  The production method of the ion-binding salt composition of the present invention is not particularly limited, and the ion-binding salts (I) and (II) are subjected to a temperature condition of 0 to 150 ° C., more preferably a temperature of 20 to 100 ° C. A method of stirring and mixing under conditions is used. At this time, each of the ion-binding salts (I) and (II) may be in a salt state or a solution state. When mixing in the state of a solution, since an operation for evaporating the solvent is required thereafter, a method of stirring and mixing each in a salt state is preferable. Stirring and mixing may be performed by a general stirring method. For example, a method of stirring using a stirring blade such as a disk turbine, a fan turbine, a fiddler type, a propeller type or a multistage blade is preferable.

  The composition ratio of the ion-binding salt (I) and the ion-binding salt (II) contained in the ion-binding salt composition of the present invention is not particularly limited. The ion-binding salt (II) is preferably contained in a mass ratio of 99: 1 to 1:99. Further, the ion-binding salt (I) and the ion-binding salt (II) are more preferably in a ratio of 95: 5 to 5:95, more preferably 90:10 to 10:90, and 85: More preferably, it is 15 to 10:90, even more preferably 60:40 to 15:85, and particularly preferably 50:50 to 20:80.

  In the ion-binding salt composition of the present invention, the content ratio of the ion-binding salt (II) is preferably increased with respect to the ion-binding salt (I) containing a cation having a hindered amine structure. According to such an embodiment, since the number (amount) of bulky hindered amine structures contained in the composition is reduced, it is considered that the polymerization stability is more easily improved as a result of more uniform polymerization. The ion-binding salt (I) and the ion-binding salt (II) may be used alone or in combination of two or more.

[Processing agent]
The treating agent according to the present invention is a treating agent comprising the above-described ion-binding salt composition, and has a physical action or a chemical action on a gas such as plastic, metal, and CO _2. It is. More specifically, for example, electrolytes, lubricants, antistatic agents, antifogging agents, dispersants, emulsifiers, acid gas absorbents, wastewater treatment agents, synthetic catalysts, drug delivery systems (DDS), metal processing, polymer processing And uses such as weathering agents.

  Hereinafter, a dispersant and an emulsifier which are typical treatment agents will be described in detail.

(Dispersant / Emulsifier)
As one embodiment of the treating agent containing the ion-binding salt composition containing the ion-binding salts (I) and (II), a dispersant / emulsifier is provided.

  The method of using the treating agent containing the ion-binding salt composition as a dispersant is not particularly limited, and examples thereof include cleaning agents, dyeing assistants, softening agents, anti-scattering agents, asphalt emulsions, cement slurry viscosity reducing agents, Examples include concrete air entraining agents, wetting agents, paraffin emulsifiers, felt cleaning agents, wettable powders, preservatives, hydrophilicity-imparting agents, and bactericides.

  Although the usage method of the processing agent containing the said ion binding salt composition as an emulsifier is not restrict | limited in particular, For example, the method of dripping at the monomer for emulsion polymerization, or dividing | segmenting or collectively mixing is mentioned.

  A preferable monomer used for emulsion polymerization is not particularly limited, and examples thereof include an acrylate monomer, a styrene monomer, an allyl monomer, a vinyl monomer, and the like. Preferred are acrylate monomers and mixtures of acrylate monomers and styrene monomers.

  The content of the ion-binding salt composition in the treatment agent is preferably 100 to 20 parts by mass of the entire treatment agent, and the composition is 0.1 to 20 parts by mass, and preferably 0.5 to 5 parts by mass. And more preferably 1 to 3 parts by mass.

  A processing agent containing an ion-binding salt composition containing the ion-binding salts (I) and (II) is used as a dispersant / emulsifier, and a molded product is formed using a resin obtained by suspension polymerization or emulsion polymerization. When manufactured, the manufactured molded article may have weather resistance and water resistance. It can be considered that the effect of improving the weather resistance / water resistance of the molded article is obtained, for example, by the fact that the ion-binding salts (I) and (II) have an organic cation. Specifically, the organic cation of the ion-binding salt according to the present invention has a repulsion between organic cations when compared with a normal dispersant / emulsifier having a cation with strong repulsion between ions such as sodium ions. The force is relatively small. If it does so, the particle size of resin obtained by suspension polymerization, emulsion polymerization, etc. may become small. When such a resin having a small particle size is applied to, for example, plastic to produce a molded product, the coating film exhibits high adhesion and the like, so that the molded product may have weather resistance and water resistance.

  In addition, the effect of the lubricant obtained by the treatment agent of the present invention is due in part to the heat resistance and non-volatility of the ion-binding salts (I) and (II) contained in the lubricant as the treatment agent of the present invention. It is thought that it is obtained by.

  Therefore, the ion-binding salt composition of the present invention is suitably used as a weathering agent for thermoplastic resins.

  That is, this invention provides the thermoplastic resin composition containing the ion binding salt which has the said reactive group, and a thermoplastic resin.

[Thermoplastic resin]
The thermoplastic resin used in the present invention is not particularly limited. For example, (meth) acrylic resin, styrene resin, olefin resin (including cyclic olefin resin), polyester resin, polycarbonate resin, polyamide resin, polyphenylene ether resin, polyphenylene Sulfide resins, halogen-containing resins (polyvinyl chloride, polyvinylidene chloride, fluorine resins, etc.), polysulfone resins (polyethersulfone, polysulfone, etc.), cellulose derivatives (cellulose esters, cellulose carbamates, cellulose ethers, etc.), silicone resins (Polydimethylsiloxane, polymethylphenylsiloxane, etc.), polyvinyl ester resins such as polyvinyl acetate, polyvinyl alcohol resins and their derivative resins, rubber or elastomers Tomah (polybutadiene, diene rubbers such as polyisoprene, styrene - butadiene copolymer, acrylonitrile - butadiene copolymer, acrylic rubber, urethane rubber, silicone rubber, etc.) and the like. The above thermoplastic resins can be used alone or in combination of two or more.

  Specific examples of the (meth) acrylic resin include, for example, (meth) acrylic acid, (meth) acrylic acid ester [methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, (meth) (Meth) acrylic acid alkyl ester having a C 1-10 alkyl group such as butyl acrylate, 2-ethylhexyl (meth) acrylate, cyclohexyl (meth) acrylate; hydroxyethyl (meth) acrylate, etc. (Meth) acrylic acid hydroxyalkyl; (meth) acrylic acid glycidyl ester, etc.], (meth) acrylonitrile and other homopolymers or copolymers of (meth) acrylic monomers; (meth) acrylic monomers and other Examples include copolymers with monomers.

  Specific examples of the homopolymer or copolymer of the (meth) acrylic monomer include poly (meth) acrylic acid ester, acrylic acid ester-methacrylic acid ester copolymer, and polyacrylonitrile. Specific examples of the copolymer of the (meth) acrylic monomer and other monomers include, for example, a (meth) acrylic acid-styrene copolymer, a (meth) acrylic acid ester-styrene copolymer, (Meth) acrylic acid ester- (meth) acrylic acid-styrene copolymer, acrylonitrile-butadiene-styrene copolymer, acrylonitrile-styrene copolymer, acrylonitrile-styrene- (meth) acrylic acid ester copolymer, acrylonitrile- Acrylic ester-styrene copolymer (AAS resin), methyl methacrylate-butadiene-styrene copolymer (MBS resin) and the like can be mentioned.

  Specific examples of the styrene resin include, for example, polystyrene, poly-α-methylstyrene, α-methylstyrene-acrylonitrile copolymer, styrene-N-phenylmaleimide copolymer, and styrene-N-phenylmaleimide-acrylonitrile copolymer. And rubber reinforced polystyrene resin (HIPS resin).

  Examples of the olefin resin include a homopolymer of an olefin monomer, a copolymer of an olefin monomer, and a copolymer of an olefin monomer and another copolymerizable monomer. Specific examples of the olefin monomer include, for example, chain olefins [ethylene, propylene, 1-butene, isobutene, 1-pentene, 4-methyl-1-pentene, 1-hexene, 1-octene, 1-decene, etc. [Alpha] -olefin having 2 to 20 carbon atoms], cyclic olefin [for example, cycloalkene having 4 to 10 carbon atoms such as cyclopentene; cycloalkadiene having 4 to 10 carbon atoms such as cyclopentadiene; carbon such as norbornene and norbornadiene Bicycloalkene having 7 to 20 carbon atoms or bicycloalkadiene having 7 to 20 carbon atoms; tricycloalkene or tricycloalkadiene having 10 to 25 carbon atoms such as dihydrodicyclopentadiene and dicyclopentadiene] and the like. These olefin monomers may be used alone or in combination of two or more. Of the olefin monomers, chain olefins such as α-olefins having 2 to 4 carbon atoms such as ethylene, propylene, and 1-butene are preferable.

  Specific examples of the other copolymerizable monomer copolymerizable with the olefin monomer include, for example, vinyl acetate, fatty acid vinyl esters such as vinyl propionate; (meth) acrylic acid, alkyl (meth) acrylate, (Meth) acrylic monomers such as glycidyl (meth) acrylate; unsaturated dicarboxylic acids such as maleic acid, fumaric acid and maleic anhydride or anhydrides thereof; vinyl esters of carboxylic acids (eg, vinyl acetate, vinyl propionate) And the like]; cyclic olefins such as norbornene and cyclopentadiene; and dienes such as butadiene and isoprene. These copolymerizable monomers can be used singly or in combination of two or more.

  More specific examples of the olefin resin include, for example, polyethylene (low density polyethylene, medium density polyethylene, high density polyethylene, linear low density polyethylene, etc.), polypropylene (homopolypropylene, block polypropylene, random polypropylene, etc.), Examples thereof include (co) polymers of chain olefins (particularly α-olefins having 2 to 4 carbon atoms) such as terpolymers such as ethylene-propylene copolymer and ethylene-propylene-butene-1. Moreover, as a specific example of the copolymer of an olefin monomer and another copolymerizable monomer, for example, a chain olefin (particularly, an α-olefin having 2 to 4 carbon atoms such as ethylene and propylene) and Copolymer with fatty acid vinyl ester monomer (for example, ethylene-vinyl acetate copolymer, ethylene-vinyl propionate copolymer, etc.); copolymer of chain olefin and (meth) acrylic monomer [ Copolymers of chain olefins (particularly α-olefins having 2 to 4 carbon atoms) and (meth) acrylic acid (for example, ethylene- (meth) acrylic acid copolymer, propylene- (meth) acrylic acid copolymer) Copolymer of chain olefin (especially α-olefin having 2 to 4 carbon atoms) and alkyl (meth) acrylate (for example, ethylene-alkyl (meth) acrylate copolymer) A copolymer of a chain olefin (particularly an α-olefin having 2 to 4 carbon atoms) and a diene (for example, ethylene-butadiene copolymer); an epoxy-modified polyolefin (for example, ethylene-glycidyl) (Meth) acrylate copolymer), carboxy-modified polyolefin (for example, ethylene-maleic anhydride copolymer), epoxy and carboxy-modified polyolefin (for example, ethylene-maleic anhydride-glycidyl (meth) acrylate copolymer), etc. Modified polyolefins; olefin elastomers (ethylene-propylene rubber, etc.) and the like.

  Specific examples of the polyester resin include, for example, (a) at least one selected from the group consisting of a dicarboxylic acid or a derivative thereof and a diol or a derivative thereof, (b) a hydroxycarboxylic acid or a derivative thereof, and (c) a lactone. Examples thereof include a polymer or copolymer obtained by polycondensation.

  Examples of the dicarboxylic acid or derivatives thereof include terephthalic acid, isophthalic acid, phthalic acid, 2,6-naphthalenedicarboxylic acid, 1,5-naphthalenedicarboxylic acid, bis (p-carboxyphenyl) methane, anthracene dicarboxylic acid, 4 , 4'-diphenyl ether dicarboxylic acid, 5-tetrabutylphosphonium isophthalic acid, 5-sodium sulfoisophthalic acid and other aromatic dicarboxylic acids, oxalic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, malonic acid And aliphatic dicarboxylic acids such as glutaric acid and dimer acid, 1,3-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid and the like. Examples of the diol or derivative include aliphatic glycols having 2 to 20 carbon atoms, that is, ethylene glycol, propylene glycol, 1,4-butanediol, neopentyl glycol, 1,5-pentanediol, and 1,6-hexanediol. , Decamethylene glycol, cyclohexanedimethanol, cyclohexanediol, dimer diol, or the like, or long chain glycols having a molecular weight of 200 to 100,000, that is, polyethylene glycol, poly-1,3-propylene glycol, polytetramethylene glycol, and the like, aromatic dioxy compounds, That is, 4,4′-dihydroxybiphenyl, hydroquinone, t-butylhydroquinone, bisphenol A, bisphenol S, bisphenol F, and derivatives thereof And the like. Examples of the hydroxycarboxylic acid include glycolic acid, lactic acid, hydroxypropionic acid, hydroxybutyric acid, hydroxyvaleric acid, hydroxycaproic acid, hydroxybenzoic acid, p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid and these. Derivatives and the like. Examples of the lactone include caprolactone, valerolactone, propiolactone, undecalactone, 1,5-oxepan-2-one and the like. The polyester resin also includes a polyester elastomer.

  Specific examples of the polycarbonate resin include a thermoplastic resin obtained by reacting a divalent or higher valent phenol compound with a carbonic acid diester compound such as phosgene or diphenyl carbonate.

  Examples of the divalent or higher phenol compound include 2,2-bis (4-hydroxyphenyl) propane (commonly called bisphenol A), bis (4-hydroxyphenyl) methane, bis (4-hydroxyphenyl) phenylmethane, and bis. (4-hydroxyphenyl) naphthylmethane, bis (4-hydroxyphenyl)-(4-isopropylphenyl) methane, bis (3,5-dichloro-4-hydroxyphenyl) methane, bis (3,5-dimethyl-4- Hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) ethane, 1-naphthyl-1,1-bis (4-hydroxyphenyl) ethane, 1-phenyl-1,1-bis (4-hydroxyphenyl) Ethane, 1,2-bis (4-hydroxyphenyl) ethane, 2-methyl-1,1-bis 4-hydroxyphenyl) propane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, 1-ethyl-1,1-bis (4-hydroxyphenyl) propane, 2,2-bis (3 , 5-dichloro-4-hydroxyphenyl) propane, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane, 2,2-bis (3-chloro-4-hydroxyphenyl) propane, 2, 2-bis (3-methyl-4-hydroxyphenyl) propane, 2,2-bis (3-fluoro-4-hydroxyphenyl) propane, 1,1-bis (4-hydroxyphenyl) butane, 2,2-bis (4-hydroxyphenyl) butane, 1,4-bis (4-hydroxyphenyl) butane, 2,2-bis (4-hydroxyphenyl) pentane, 4- Til-2,2-bis (4-hydroxyphenyl) pentane, 2,2-bis (4-hydroxyphenyl) hexane, 4,4-bis (4-hydroxyphenyl) heptane, 2,2-bis (4-hydroxy) Phenyl) nonane, 1,10-bis (4-hydroxyphenyl) decane, 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane, 2,2-bis (4-hydroxyphenyl)- Dihydroxydiarylalkanes such as 1,1,1,3,3,3-hexafluoropropane, 1,1-bis (4-hydroxyphenyl) cyclohexane, 1,1-bis (3,5-dichloro-4-hydroxy Dihydroxydiarylcycloalkanes such as phenyl) cyclohexane, 1,1-bis (4-hydroxyphenyl) cyclodecane Dihydroxydiaryl sulfones such as bis (4-hydroxyphenyl) sulfone, bis (3,5-dimethyl-4-hydroxyphenyl) sulfone, bis (3-chloro-4-hydroxyphenyl) sulfone, bis (4-hydroxy Phenyl) ether, dihydroxyaryl ethers such as bis (3,5-dimethyl-4-hydroxyphenyl) ether, 4,4′-dihydroxybenzophenone, 3,3 ′, 5,5′-tetramethyl-4,4 ′ -Dihydroxydiaryl ketones such as dihydroxybenzophenone, dihydroxydiaryls such as bis (4-hydroxyphenyl) sulfide, bis (3-methyl-4-hydroxyphenyl) sulfide, bis (3,5-dimethyl-4-hydroxyphenyl) sulfide Sulfides Examples include dihydroxydiaryl sulfoxides such as bis (4-hydroxyphenyl) sulfoxide, dihydroxydiphenyls such as 4,4′-dihydroxydiphenyl, and dihydroxyaryl fluorenes such as 9,9-bis (4-hydroxyphenyl) fluorene. . In addition to the above divalent phenol compounds, dihydroxybenzenes such as hydroquinone, resorcinol and methylhydroquinone, and dihydroxynaphthalenes such as 1,5-dihydroxynaphthalene and 2,6-dihydroxynaphthalene can be used as the divalent phenol compound. .

  These divalent or higher valent phenol compounds may be used alone or in combination of two or more. Moreover, you may use linear aliphatic divalent carboxylic acid, such as adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, decanedicarboxylic acid, as a copolymerization component.

  Specific examples of the polyamide resin include aliphatic polyamides such as polyamide 46, polyamide 5, polyamide 6, polyamide 66, polyamide 610, polyamide 612, polyamide 11, polyamide 12, polyamide 6/66, polyamide 6/11; -1,4-norbornene terephthalamide, poly-1,4-cyclohexane terephthalamide poly-1,4-cyclohexane-1,4-cyclohexaneamide and other alicyclic polyamides; polyamide 6T, polyamide 9T, polyamide MXD and other fragrances Group polyamides; copolyamides formed by at least two different polyamide-forming components among these polyamides. The polyamide resin includes a polyamide elastomer.

  Specific examples of the polyphenylene ether resin include poly (2,5-dimethyl-1,4-phenylene ether), poly (2,6-dimethyl-1,4-phenylene ether), and poly (2-methyl-6). -Ethyl-1,4-phenylene ether), poly (2,6-di-n-propyl-1,4-phenylene ether), poly (2-methyl-6-chloroethyl-1,4-phenylene ether), etc. Examples include homopolymers, modified polyphenylene ether copolymers based on these homopolymers, polyphenylene ether homopolymers or modified graft copolymers in which a styrene polymer is grafted on the copolymer. .

  Specific examples of the polyphenylene sulfide resin include polyphenylene sulfide, polyphenylene sulfide ketone, polybiphenylene sulfide, and polyphenylene sulfide sulfone.

  The form of the copolymer when the thermoplastic resin is a copolymer may be a block copolymer, a random copolymer, a graft copolymer, or an alternating copolymer.

  As the thermoplastic resin, a synthetic product or a commercially available product may be used. The polymerization method for synthesizing these thermoplastic resins is not particularly limited, and a known method can be used. Examples thereof include a high pressure radical polymerization method, a medium to low pressure polymerization method, a solution polymerization method, a slurry polymerization method, a bulk polymerization method, an emulsion polymerization method, and a gas phase polymerization method. The catalyst used for the polymerization is not particularly limited, and examples thereof include peroxide catalysts, Ziegler-Natta catalysts, metallocene catalysts, and the like.

  The thermoplastic resin is preferably at least one selected from the group consisting of (meth) acrylic resins, styrene resins, olefin resins, and polyester resins.

  The content of the ion-binding salt composition in the thermoplastic resin composition of the present invention is preferably 0.01 to 10 parts by mass with respect to 100 parts by mass of the thermoplastic resin, and 0.05 to 8 parts. More preferably, it is 0.1 parts by weight, even more preferably 1-5 parts by weight. If it is this range, it will become easy to obtain the thermoplastic resin composition excellent in the weather resistance. In addition, the said ion binding salt composition can be used individually or in combination of 2 or more types.

  The thermoplastic resin composition of the present invention is an antioxidant, a filler, a lubricant, a dye, an organic pigment, an inorganic pigment, a plasticizer, a processing aid, an ultraviolet absorber, and a light stabilizer as long as the object of the present invention is not impaired. Agent, foaming agent, wax, crystal nucleating agent, mold release agent, hydrolysis inhibitor, antiblocking agent, antistatic agent, radical scavenger, antifogging agent, antifungal agent, ion trapping agent, flame retardant, flame retardant aid Other additive components such as an agent and a surfactant can be appropriately blended.

  The form of the thermoplastic resin composition of the present invention is not particularly limited, and may be any form such as solid, emulsion, translucent solution, transparent solution, etc., but from the viewpoint of reducing environmental burden, it may be an emulsion. preferable.

[Method for producing thermoplastic resin composition]
The method for producing the thermoplastic resin composition of the present invention is not particularly limited. For example, the ion-binding salt composition, the thermoplastic resin, and the ion-binding salt having the reactive group added as necessary. And a method of melt-kneading other additives. The method of melt kneading is not particularly limited, and for example, a method using a device such as a single screw extruder, a twin screw extruder, a heat roll, a Banbury mixer, a Henschel mixer, a tumbler mixer, or various kneaders can be employed. .

  Further, the ion-binding salt composition of the present invention is used as an emulsifier, and if necessary, an ion-binding salt having a reactive group is further added to the thermoplastic resin in an aqueous solvent in the presence of a polymerization initiator. A method of obtaining a thermoplastic resin composition of the present invention by emulsion polymerization of the raw material monomer, an ion-binding salt composition of the present invention in an organic solvent, a monomer that is a raw material of the thermoplastic resin, Furthermore, the method of obtaining the thermoplastic resin composition of the present invention by subjecting an ion-binding salt having a reactive group added as necessary to solution polymerization or ultraviolet polymerization in the presence of a polymerization initiator also has excellent productivity. Since it has, it is used suitably. Under the present circumstances, you may use other surfactants, such as anionic surfactant and a nonionic surfactant, with the said ion binding salt composition as an emulsifier. In emulsion polymerization, polymerization may be started from a simple mixture of raw materials (aqueous medium, emulsifier and monomer component), or the raw material may be emulsified by mechanical stirring and pre-emulsion may be used to start polymerization. Polymerization may be started by preparing a mixture of a part of the mixture (aqueous medium, one or more of monomer components, etc.) and adding the rest as a pre-emulsion. A multilayer emulsion by multi-stage emulsion polymerization may be used.

[Use of thermoplastic resin composition]
Applications of the thermoplastic resin composition of the present invention include, for example, paints, adhesives, pressure-sensitive adhesives, fiber aids, papermaking applications (surface coating agents, etc.), civil engineering applications (concrete admixtures, etc.).

  EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated further in detail, this invention is not restrict | limited at all by the following Example. In the following description, “part” or “%” may be used, but “part by mass” or “% by mass” is indicated unless otherwise specified.

(Synthesis Example 1: Synthesis of [LS-3410] [707-S]; Synthesis of ion-binding salt (I))
1,2,2,6,6-pentamethyl-4-piperidinyl-methacrylate (manufactured by Nippon Emulsifier Co., Ltd., trade name: NEWCOL LS-3410, abbreviation N-LS-3410) in 239.4 parts by mass, polyoxyethylene 30% aqueous solution of polycyclic phenyl ether sulfate ammonium salt (ammonium ion is NH ₄ ⁺ ) (manufactured by Nippon Emulsifier Co., Ltd., trade name: New Coal 707-SF, abbreviated name: N-707-SF), water was distilled off under reduced pressure After adding 920.1 parts by mass of the polyoxyethylene polycyclic phenyl ether sulfate ammonium salt (abbreviation: 707-SF) obtained in this manner, the mixture was reacted for 1 hour. After the reaction, 1142.5 parts by mass of the target ion-binding salt (abbreviation: [LS-3410] [707-S]; compound represented by the above chemical formula (101)) was obtained.

(Synthesis Example 2: Synthesis of [LS-3410] [1305-S]; Synthesis of ion-binding salt (I))
Instead of using 707-SF, 517.4 parts by mass of polyoxyethylene tridecyl ether sulfate ammonium salt (ammonium ion is NH ₄ ⁺ ) (abbreviation: 1305-SF) synthesized by a conventionally known method was used. In the same manner as described above, 739.8 parts by mass of the target ion-binding salt (abbreviation: [LS-3410] [1305-S]; compound represented by the chemical formula (102)) was obtained.

(Synthesis Example 3: Synthesis of [2M-MA] [707-S]; Synthesis of ion-binding salt (II))
157.2 parts by mass of N, N-dimethylaminoethyl methacrylate (abbreviation: 2M-MA) and 30% aqueous solution of polyoxyethylene polycyclic phenyl ether sulfate ammonium salt (trade name: New Coal 707, manufactured by Nippon Emulsifier Co., Ltd.) After adding 920.1 parts by mass of polyoxyethylene polycyclic phenyl ether sulfate ammonium salt (abbreviation: 707-SF) obtained by distilling off -SF, abbreviation: N-707-SF) for 1 hour Reacted. After the reaction, 1060.3 parts by mass of the target ion-binding salt (abbreviation: [2M-MA] [707-S]; compound represented by the above chemical formula (203)) was obtained.

(Synthesis Example 4: Synthesis of [PMHP] [707-S]; Synthesis of Ion Binding Salt (I))
1,2,2,6,6-pentamethyl-4-piperidinol (abbreviation: HATT-MW) 171.3 parts by mass, polyoxyethylene polycyclic phenyl ether sulfate ammonium salt (ammonium ion is NH ₄ ⁺ ) 30 Polyoxyethylene polycyclic phenyl ether sulfate ammonium salt (abbreviation) obtained by distilling off water from an aqueous solution (product name: New Coal 707-SF, abbreviation: N-707-SF, manufactured by Nippon Emulsifier Co., Ltd.) under reduced pressure. : 707-SF) was added for 920.1 parts by mass, followed by reaction for 1 hour. After the reaction, 1075.0 parts by mass of the target ion-binding salt (abbreviation: [PMHP] [707-S]; compound represented by the above chemical formula (105)) was obtained.

Example 1
A flask equipped with a cooling tube, a nitrogen introducing tube, a thermometer, and a Teflon (registered trademark) half moon stirring blade was charged with 100.0 parts by mass of water, and the temperature was raised to 80 ° C. Separately, in an Erlenmeyer flask, n-butyl acrylate 100.0 parts by mass, methyl methacrylate 70.0 parts by mass, styrene 30.0 parts by mass, acrylic acid 4.0 parts by mass, emulsifier (I) (ion binding salt ( [LS-3410] [707-S] 5.4 parts by mass synthesized in the above Synthesis Example 1 as I)), and N-707-SF 13.4 masses as emulsifier (II) (ion-binding salt (II)) Parts (therefore, 707-SF (compound represented by the above chemical formula (214)) as the ion-binding salt (II) substantially contained is 4.08 parts by mass), water 91.1 parts by mass, 10% An aqueous solution of ammonium peroxodisulfate (10.2 parts by mass) was charged and mixed to obtain a mixture. 15.7 parts by mass of this mixture was charged into the flask equipped with a cooling tube and the like, and the temperature was raised to 80 ° C. with a monomer seed amount of 5%, and initial polymerization was performed for 30 minutes. Thereafter, the mixture in the Erlenmeyer flask was added dropwise at 80 ° C. over 3 hours. Further, aging was performed at 80 ° C. for 1 hour, and neutralization was performed using 1.1 parts by mass of 28% aqueous ammonia to obtain an emulsion.

(Example 2)
An emulsion was obtained in the same manner as in Example 1 except that the addition amount of [LS-3410] [707-S] was changed to 2.7 parts by mass.

(Example 3)
An emulsion was obtained in the same manner as in Example 1 except that the addition amount of [LS-3410] [707-S] was changed to 1.35 parts by mass.

(Example 4)
[LS-3410] [707-S] was added in an amount of 2.04 parts by mass, and 707-SF as an emulsifier (II) (ion-binding salt (II)) was synthesized in Synthesis Example 3 above [2M -MA] [707-S] The emulsion was obtained in the same manner as in Example 1 except that the amount added was 2.04 parts by mass.

(Example 5)
Except that the addition amount of [LS-3410] [707-S] was 1.02 parts by mass and the addition amount of [2M-MA] [707-S] was changed to 3.06 parts by mass. An emulsion was obtained in the same manner as in Example 4.

(Example 6)
Except that the addition amount of [LS-3410] [707-S] was 1.53 parts by mass and the addition amount of [2M-MA] [707-S] was changed to 1.53 parts by mass. An emulsion was obtained in the same manner as in Example 4.

(Example 7)
Except that the addition amount of [LS-3410] [707-S] was 0.765 parts by mass and the addition amount of [2M-MA] [707-S] was changed to 2.295 parts by mass. An emulsion was obtained in the same manner as in Example 4.

(Example 8)
An emulsion was obtained in the same manner as in Example 7 except that the monomer seed amount was changed to 3%.

Example 9
[LS-3410] [707-S] as emulsifier (I) (ion-binding salt (I)) was changed to [LS-3410] [1305-S] synthesized in Synthesis Example 2 and added. An emulsion was obtained in the same manner as in Example 1 except that the amount was 3.9 parts by mass.

(Example 10)
An emulsion was obtained in the same manner as in Example 9 except that the addition amount of [LS-3410] [1305-S] was changed to 1.95 parts by mass.

(Example 11)
An emulsion was obtained in the same manner as in Example 9, except that the addition amount of [LS-3410] [1305-S] was changed to 0.975 parts by mass.

(Example 12)
707-SF as emulsifier (II) (ion-binding salt (II)) was changed to [2M-MA] [707-S] synthesized in Synthesis Example 3 above, and the amount added was 4.08 parts by mass. Except for the above, an emulsion was obtained in the same manner as in Example 1.

(Example 13)
An emulsion was obtained in the same manner as in Example 12 except that the addition amount of [LS-3410] [707-S] was changed to 2.7 parts by mass.

(Example 14)
An emulsion was obtained in the same manner as in Example 12 except that the addition amount of [LS-3410] [707-S] was changed to 1.35 parts by mass.

(Example 15)
[LS-3410] [707-S] as emulsifier (I) (ion binding salt (I)) was changed to [PMHP] [707-S] synthesized in Synthesis Example 4 above, and the amount added was changed. An emulsion was obtained in the same manner as in Example 1 except that the amount was 7.28 parts by mass and the addition amount of 707-SF was changed to 1.02 parts by mass.

(Example 16)
An emulsion was obtained in the same manner as in Example 15 except that the amount of [PMHP] [707-S] was changed to 3.64 parts by mass.

(Comparative Example 1)
Instead of [LS-3410] [707-S] as emulsifier (I) (ion binding salt (I)), LS-3410 was 0.14 parts by mass and 707-SF was 2.92 parts by mass. Except for, an emulsion was obtained in the same manner as in Example 1. That is, by adding the hindered amine compound (1,2,2,6,6-pentamethyl-4-piperidinyl-methacrylate) and the ion-binding salt (II) without adding the ion-binding salt (I). An emulsion was obtained.

(Comparative Example 2)
An emulsion was obtained in the same manner as in Example 1 except that the addition amount of [LS-3410] [707-S] was changed to 4.08 parts by mass and 707-SF was not added. That is, an emulsion was obtained under conditions that did not contain the ion-binding salt (II).

(Comparative Example 3)
An emulsion was obtained in the same manner as in Example 1 except that 4.08 parts by mass of 707-SF was added without adding [LS-3410] [707-S]. That is, an emulsion was obtained under conditions that did not contain the ion-binding salt (I).

(Comparative Example 4)
1.0 mass of hindered amine compound bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate: a compound represented by the following chemical formula A) was added to the emulsion obtained in the same manner as in Comparative Example 3 above. Added. That is, an emulsion was obtained under conditions that did not contain the ion-binding salt (I).

(Comparative Example 5)
An emulsion was obtained in the same manner as in Comparative Example 4 except that the addition amount of bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate was changed to 0.5 parts by mass. That is, an emulsion was obtained under conditions that did not contain the ion-binding salt (I).

(Comparative Example 6)
An emulsion was obtained in the same manner as in Comparative Example 4 except that the addition amount of bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate was changed to 0.25 parts by mass. That is, an emulsion was obtained under conditions that did not contain the ion-binding salt (I).

(Evaluation)
[PH and viscosity]
The pH of the obtained emulsion was measured using pH METER F-51 manufactured by Horiba, Ltd. Further, the viscosity of the obtained emulsion was measured using a VISCOMETER BL type viscometer manufactured by TOKIMEC.

[Emulsion polymerization]
The initial emulsification stability was evaluated as follows by visually observing the liquid state after the pre-emulsion was allowed to stand for 10 minutes.

○: No layer separation ×: Layer separation Polymerization stability was expressed as a percentage of filtration residue mass after emulsion polymerization / solid content mass in emulsion. Therefore, it can be said that the smaller this value, the better the polymerization stability.

  The polymerization conversion rate was calculated as a percentage of the mass% of emulsion non-volatile content / mass% of theoretical emulsion non-volatile content (50.5%).

  The average particle size of the particles in the emulsion was measured with a scattering type particle size distribution measuring device LA-950 manufactured by Horiba, Ltd.

  Tables 1 to 3 below show the compositions and evaluation results of the emulsions of the examples and comparative examples. The item “LS-3410 pure” in the table indicates the substantial weight of [LS-3410], which is a hindered amine structure portion. The item “PMHP pure” indicates the substantial weight of [PMHP] which is a hindered amine structure portion. The item “pure sebacate” indicates a substantial weight of bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, which is a hindered amine structure portion. In addition, "-" in a table | surface shows that the said component is not contained, or the said measurement item is not measured (or it was not able to measure).

[Glossiness test (weather resistance test)]
The emulsions obtained in Examples 1 to 3 and 8 to 16 and Comparative Examples 3 to 6 were coated on a glass plate with a film thickness of 75 μm and dried for 10 minutes with a dryer at 110 ° C., and the film thickness was about 15 μm. A specimen was obtained. About this test piece, glossiness was measured using the glossiness measuring device (product name: GLOSS CHECKER IG-331) by Horiba, Ltd., and this was made into "initial glossiness."

Next, the above test was conducted using an ultraviolet lamp (product name: QUV, ultraviolet lamp: UVA-340) manufactured by Q-PANEL, with an irradiation intensity of 0.68 W / m ² and an irradiation time of 4 hours (temperature 60 ° C.). The piece was irradiated with light, and a test was repeatedly performed for 1000 hours (or 700 hours, 200 hours) with a shower of 1 minute, condensation of 4 hours (temperature: 40 ° C.), and a shower of 1 minute as one cycle. About this test piece, glossiness was measured similarly to the above, and this was made into "the glossiness after a test."

  Regarding the “initial glossiness” obtained as described above and the “glossiness after test” of the test piece subjected to 1000 hours (or 700 hours, 200 hours) repeated tests, The percentage of "initial glossiness" was defined as gloss retention. The measurement results are shown in Tables 1-3.

  As is clear from the examples of Tables 1 to 3 and Comparative Examples 1 to 6, when the emulsion polymerization of the monomer was performed using the ion-binding salt composition of the present invention, the polymerization stability was extremely excellent. It has been shown. Therefore, with the ion-binding salt composition of the present invention, excellent polymerization stability during emulsion polymerization can be obtained while including a hindered amine structure that can function as a light stabilizer. Moreover, when the ion-binding salt composition of the present invention is used, it is excellent in initial emulsion stability, polymerization stability, and polymerization conversion rate, and the average particle size of the resulting resin is smaller than those in Comparative Examples 1-6. It became clear that there was a tendency to become.

  Furthermore, when the monomer was emulsion-polymerized using the ion-binding salt composition of the present invention, it was shown that the test piece prepared from the obtained emulsion had an extremely excellent gloss retention. In particular, in Example 15, good results were obtained in initial emulsion stability, polymerization stability, polymerization conversion rate, and gloss retention. In Comparative Examples 1 and 2 using a material containing a hindered amine structure, a stable emulsion could not be obtained, and the gloss retention rate could not be measured. In Comparative Examples 4 to 6, the emulsifier (II) was added in advance, and the hindered amine compound was added after obtaining the emulsion. This is stable when the hindered amine compound is added simultaneously with the emulsifier (II). This is because a simple emulsion could not be obtained. Therefore, a hindered amine compound was added later to the emulsion obtained in Comparative Example 3 using only the ion-binding salt (II) for the purpose of measuring the gloss retention, and to the emulsion obtained in Comparative Example 3. Comparative Examples 4 to 6 were evaluated. As a result, it was revealed that Comparative Example 3 containing no hindered amine structure had a low gloss retention although it had excellent polymerization stability. In Comparative Examples 4 to 6, the hindered amine compound was contained, and the gloss retention of the test piece subjected to the 200-hour repetition test showed a relatively high value, but the test after a longer repetition test than this The gloss retention rate of a piece (particularly a test piece subjected to a repeated test for 1000 hours) was greatly reduced. Such a tendency is remarkably shown by comparing Examples 1 to 3, 9, 10, 12 to 16, and Comparative Examples 4 to 6.

  From the above, it was shown that when emulsion polymerization of a monomer was performed using the ion-binding salt composition of the present invention, both polymerization stability and weather resistance (light stability) were greatly improved.

The present invention relates to an ion-binding salt composition, a thermoplastic resin composition containing the same, and a method for producing the thermoplastic resin composition .

Claims (10)

The following chemical formula (1):
Or the following chemical formula (2):
In the chemical formulas (1) and (2),
R ¹ and R ² are each independently a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ¹ is a linear or branched alkylene group having 2 to 4 carbon atoms,
n1 is an integer of 0-50,
Q1 and Q2 are cations having a hindered amine structure;
An ion-binding salt (I) represented by:
The following chemical formula (3):
Or the following chemical formula (4):
In the chemical formulas (3) and (4),
R ³ and R ⁴ are each independently a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted carbon number An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 31 carbon atoms,
A ² is a linear or branched alkylene group having 2 to 4 carbon atoms,
n2 is an integer of 0-50,
Q3 and Q4 are each independently an ammonium ion, an imidazolium ion, a pyridinium ion, a pyrrolidinium ion, a pyrrolium ion, a pyrazinium ion, a pyrimidinium ion, a triazolium ion, a triazinium ion, a quinolinium ion, Q1 and Q2 are at least one selected from the group consisting of isoquinolinium ion, indolinium ion, quinoxalinium ion, oxazolinium ion, thiazolinium ion, and morpholinium ion Different structure;
And an ion-binding salt (II) represented by the formula: Q1 and Q2 in the chemical formulas (1) and (2) are represented by the following chemical formula (5):
In the chemical formula (5),
X ¹ represents a hydrogen atom, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 carbon atoms Substituted or unsubstituted arylalkyl groups having 7 to 11 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 8 carbon atoms, or substituted or unsubstituted carbon atoms having 1 to 8 carbon atoms An acyl group of
R ^{5 to} R ⁸ each independently represent a hydrogen atom, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted group. An aryl group having 6 to 10 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 11 carbon atoms,
L is a hydrogen atom, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms, A hydroxyl group, a cyano group, or a substituent represented by the following formula (6),
(In the chemical formula (6),
X ² is an oxygen atom or —NH—,
R ⁹ , R ¹⁰ and R ¹¹ are each independently a hydrogen atom or an alkyl group having 1 to 2 carbon atoms)
The ion-binding salt composition according to claim 1, which is a cation having a hindered amine structure represented by:   The ion-binding salt composition according to claim 1 or 2, wherein Q3 or Q4 is an ammonium ion.   The processing agent containing the ion binding salt composition of any one of Claims 1-3.   The processing agent of Claim 4 which is a dispersing agent or an emulsifier.   The processing agent according to claim 4, which is a weathering agent. The ion-binding salt composition according to any one of claims 1 to 3,
A thermoplastic resin;
A thermoplastic resin composition comprising:   The thermoplastic resin composition according to claim 7, wherein a content of the ion-binding salt composition is 0.01 to 10 parts by mass with respect to 100 parts by mass of the thermoplastic resin.   The thermoplastic resin composition according to claim 7 or 8, wherein the thermoplastic resin is at least one selected from the group consisting of a (meth) acrylic resin, a styrene resin, an olefin resin, and a polyester resin.   The thermoplastic resin composition according to any one of claims 7 to 9, which is in the form of an emulsion.