JP6267919B2 - Thermoplastic resin composition, antistatic agent and weathering agent - Google Patents

Description

  The present invention relates to a thermoplastic resin composition, an antistatic agent and a weathering agent.

  Conventionally, as a method for imparting weather resistance to a thermoplastic resin composition, a method of adding a light stabilizer such as a hindered amine (hindered amine light stabilizer = HALS) or the like is known. Thermoplastic resins, on the other hand, tend to be charged with static electricity generated by impact and friction, and are required to have antistatic performance in order to avoid appearance deterioration and electronic component effects due to dust adhesion. Yes. Conventionally, a method using an antistatic agent such as a surfactant for imparting antistatic performance is known.

  Patent Document 1 discloses a weather-resistant thermoplastic resin composition in which a weathering agent mainly composed of a zinc compound is added to a thermoplastic resin.

Japanese Patent Laid-Open No. 11-60694

  However, in the technique described in Patent Document 1, when imparting antistatic properties to the thermoplastic resin composition, it is necessary to add an antistatic agent separately from the weathering agent, and the weathering agent and the antistatic agent are used in combination. There was a problem that this would lead to an increase in cost. Moreover, further improvement in the weather resistance and antistatic property of the thermoplastic resin composition has been demanded.

  Then, an object of this invention is to provide the means which improves the weather resistance and antistatic property of a thermoplastic resin composition, suppressing a cost rise.

  Another object of the present invention is to provide an antistatic agent having an excellent antistatic effect.

  Yet another object of the present invention is to provide a weathering agent exhibiting high gloss retention.

  In order to solve the above-mentioned problems, the present inventors have intensively studied. As a result, surprisingly, by adding an ion-binding salt containing a cation having a hindered amine structure to the thermoplastic resin, both the weather resistance and the antistatic property are improved while suppressing an increase in cost. Has been found, and the present invention has been completed.

  That is, the first of the present invention is a thermoplastic resin composition containing an ion-binding salt represented by the following chemical formula (1) or (2) and a thermoplastic resin.

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 is a linear or branched alkylene group having 2 to 4 carbon atoms,
n is an integer from 0 to 50;
Q1 and Q2 are cations having a hindered amine structure.

  The second of the present invention is an antistatic agent containing an ion-binding salt represented by the chemical formula (1) or (2).

  Furthermore, the third of the present invention is a weathering agent containing an ion-binding salt represented by the above chemical formula (1) or (2).

  ADVANTAGE OF THE INVENTION According to this invention, the thermoplastic resin composition which both the weather resistance and antistatic property improved, suppressing a cost increase can be provided. Moreover, according to the present invention, an antistatic agent having an excellent antistatic effect or a weathering agent exhibiting a high gloss retention can be provided. The antistatic agent or weathering agent is preferably used in the thermoplastic resin composition according to the present invention.

  A first aspect of the present invention is a thermoplastic resin composition (hereinafter, also simply referred to as “composition”) containing an ion-binding salt represented by the following chemical formula (1) or (2) and a thermoplastic resin. Is).

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 is a linear or branched alkylene group having 2 to 4 carbon atoms,
n is an integer from 0 to 50;
Q1 and Q2 are cations having a hindered amine structure.

  The thermoplastic resin composition of the present invention contains an ion-binding salt which is a sulfate ester salt or sulfonate salt of a cation having a hindered amine structure as described above without using a weathering agent and an antistatic agent in combination. Thus, the composition is improved in both weather resistance and antistatic properties while suppressing an increase in cost. Moreover, since it leads to reduction of the additive amount, it is considered that the properties inherent to the thermoplastic resin can be easily maintained.

  The second of the present invention is an antistatic agent containing the ion-binding salt.

  Furthermore, a third aspect of the present invention is a weathering agent containing the ion binding salt.

  Hereinafter, the ion-binding salt (antistatic agent and weathering agent) and the thermoplastic resin contained in the composition of the present invention will be specifically described.

[Ion-binding salt]
The present inventors exhibit an effect as an antistatic agent and / or a weathering agent by adding the ion-binding salt represented by the above formula (1) or (2) to a thermoplastic resin. I found.

  The antistatic agent of the present invention essentially comprises an ion-binding salt represented by the above formula (1) or (2), and comprises an ion-binding salt represented by the above formula (1) or (2) ( It is preferable that it is comprised only from this. In the former case, the other components that can be contained in addition to the ion-binding salt represented by the above formula (1) or (2) are not particularly limited, and the components usually used for the antistatic agent are the same. Can be used. When other components are included, the content of other components is also not particularly limited, and usually the same amount as that used for the antistatic agent can be used.

  Similarly, the weathering agent of the present invention essentially contains an ion-binding salt represented by the above formula (1) or (2), and the ion-binding salt represented by the above formula (1) or (2). It is preferable to consist of (consisting of only). In the former case, other components that can be included in addition to the ion-binding salt represented by the above formula (1) or (2) are not particularly limited, and the components usually used for the weathering agent are the same. Can be used. When other components are included, the content of other components is also not particularly limited, and usually the same amount as that used for the weathering agent can be used.

  Hereinafter, the ion-binding salt will be described.

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, n-tridecyl group are preferable, 2-ethylhexyl group, n-dodecyl group, n -A tridecyl group is more preferred.

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.

  As an example of a C2-C4 linear or branched alkylene group used as A in the said Chemical formula (1), an ethylene group, a propylene group, a butylene group etc. are mentioned, for example. 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.

  N in the chemical formula (1) is an integer of 0 to 50. From the viewpoint of easy handling due to a decrease in viscosity or the like, or from the viewpoint of interface characteristics, n is independently preferably an integer of 1 to 50, more preferably an integer of 2 to 40, and particularly preferably an integer of 2 to 20.

  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 200 to 800, and particularly preferably 230 to 600.

  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 (3).

In the chemical formula (3),
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 hydroxy group, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted carbon group having 1 to 8 carbon atoms. It is an alkoxy group, a cyano group, or a substituent represented by the following chemical formula (4) (hereinafter also simply referred to as “substituent (a)”).

In the chemical formula (4),
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 (3), 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 (3) 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 (3) 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 (3) 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 a carbon number. The acyl group of 1-5 is preferable, a hydrogen atom, a methyl group, a methoxy group, an acryl group, and a methacryl group are more preferable, and a hydrogen atom and a methyl group are especially preferable.

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

The substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms used as L in the chemical formula (3) is the same as that of the above X ¹ , and thus detailed description thereof is omitted.

  L in the chemical formula (3) is a hydroxy group, a substituted or unsubstituted linear, branched or cyclic alkyl group having 3 to 8 carbon atoms, a cyano group, The substituent (a) is preferable.

X ² in chemical formula (4) representing the substituent (a) is an oxygen atom (—O—) or —NH—, and preferably an oxygen atom.

R ⁹ , R ¹⁰ and R ¹¹ in the chemical formula (4) 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.

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

  That is, 4- (meth) acryloyloxy-2,2,6,6-tetramethylpiperidine, 4- (meth) acryloylamino-2,2,6,6-tetramethylpiperidine, 4- (meth) acryloyloxy- 1,2,2,6,6-pentamethylpiperidine (for example, “Newcol LS-3410” manufactured by Nippon Emulsifier Co., Ltd.), 1,2,2,6,6-pentamethyl-4-piperidinol, 4- (meta ) 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-tetramethylpiperidine, 4-crotonoylamino-2,2,6,6-tetramethylpiperidine 4- (meth) acryloylamino-1,2,2,6,6-pentamethylpiperidine, 4-cyano-4- (meth) 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, in the chemical formula (1) or (2), R ¹ and R ² are each independently a substituted or unsubstituted straight chain or branched chain having 6 to 15 carbon atoms. A cyclic or cyclic alkyl group, or a substituted or unsubstituted aryl group having 8 to 18 carbon atoms, A is a linear or branched alkylene group having 2 to 3 carbon atoms, and n Is an integer of 2 to 20, and Q1 and Q2 are preferably each independently a cation having a hindered amine structure represented by the chemical formula (3).

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

<Method for producing ion-binding salt>
The production method of the ion-binding salt 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.

  In addition, an ion binding salt can be used individually or in combination of 2 or more types.

[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 (ABS resin), acrylonitrile-styrene copolymer, acrylonitrile-styrene- (meth) acrylic acid ester copolymer Examples thereof include acrylonitrile-acrylic acid ester-styrene copolymer (AAS resin), methyl methacrylate-butadiene-styrene copolymer (MBS resin), and the like.

  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 in the thermoplastic resin composition of the present invention is preferably 0.01 to 10 parts by mass, and 0.05 to 8 parts by mass as 100 parts by mass of the thermoplastic resin. Is more preferable, 0.1 to 7 parts by mass is further preferable, and 1 to 5 parts by mass is particularly preferable. If it is this range, it will become easy to obtain the thermoplastic resin composition excellent in the weather resistance.

  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, a method of mixing or melt-kneading the ion-binding salt, the thermoplastic resin, and other additives added as necessary. Can be mentioned. There is no particular limitation on the method of mixing or melt-kneading, for example, mixing using a stirrer, single-screw extruder, twin-screw extruder, hot roll, Banbury mixer, Henschel mixer, tumbler mixer, or various kneaders. Can be adopted.

  In addition, the ion-binding salt according to the present invention is used as an emulsifier, and in the presence of a polymerization initiator, a monomer that is a raw material of the thermoplastic resin is emulsion-polymerized in an aqueous solvent, and the thermoplastic resin composition of the present invention is obtained. The thermoplastic resin composition of the present invention is obtained by subjecting the ion-binding salt according to the present invention and the monomer used as the raw material of the thermoplastic resin to solution polymerization or ultraviolet polymerization in the presence of a polymerization initiator in an organic solvent. A method for obtaining a product is also preferably used since it has excellent productivity. At this time, other surfactants such as an anionic surfactant and a nonionic surfactant may be used as an emulsifier together with the ion-binding salt. 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 started for polymerization. Polymerization may be started by preparing a mixture of a part of these (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] [EHDG-S]; Synthesis of ion-binding salt)
To 630 parts by mass of a toluene solution (concentration: 50% by mass) of diethylene glycol mono 2-ethylhexyl sulfate ammonium salt (abbreviation: EHDG-SF) synthesized by a conventionally known method, 1,2,2,6,6-pentamethyl- After adding 240 parts by mass of 4-piperidinyl-methacrylate (manufactured by Nippon Emulsifier Co., Ltd., trade name: NEWCOL LS-3410, abbreviation N-LS-3410), the mixture was reacted at 50 ° C. for 1 hour. After the reaction, 1110 parts by mass of a 50% by mass toluene solution of the target ion-binding salt (abbreviation: [LS-3410] [EHDG-S]; compound represented by the above chemical formula (105)) was obtained.

(Synthesis Example 2: Synthesis of [PMHP] [EHDG-S]; Synthesis of an ion-binding salt)
Except that 171 parts by mass of 1,2,2,6,6-pentamethyl-4-piperidinol (abbreviation: HATT-MW) was used instead of N-LS-3410 and the reaction was performed at 90 ° C. for 3 hours. In the same manner as in Synthesis Example 1, 972 parts by mass of a 50 mass% toluene solution of the target ion-binding salt (abbreviation: [PMHP] [EHDG-S]; the compound represented by the above chemical formula (106)) was obtained. .

(Synthesis Example 3: Synthesis of [PMHP] [1305-S]; Synthesis of ion-binding salt)
In the same manner as in Synthesis Example 2 except that 517.4 parts by mass of polyoxyethylene tridecyl ether sulfate ammonium salt (abbreviation: 1305-SF) synthesized by a conventionally known method was used instead of EHDG-SF. Thus, 1347.0 parts by mass of a 50% by mass toluene solution of the target ion-binding salt (abbreviation: [PMHP] [1305-S]: the compound represented by (107) above) was obtained.

(Synthesis Example 4: Synthesis of [PMHP] [DOSS]; Synthesis of ion-binding salt)
The above synthesis example except that 439.6 parts by mass of dioctylsulfosuccinate ammonium salt (abbreviation: DOSS-NH ₄ ) synthesized by a conventionally known method was used instead of EHDG-SF and the reaction was performed at 50 ° C. In the same manner as in No. 2, 1191.0 parts by mass of a 50 mass% toluene solution of the target ion-binding salt (abbreviation: [PMHP] [DOSS]: compound represented by (108) above) was obtained.

(Synthesis Example 5: Synthesis of acrylic resin (P1))
In a flask equipped with a cooling tube, a nitrogen introduction tube, a thermometer, and a Teflon (registered trademark) half moon stirring blade, 300.0 parts by mass of toluene, 105.0 parts by mass of n-butyl acrylate, and methyl methacrylate 195.0 Then, 3.0 parts by mass of azobisisobutyronitrile as a polymerization catalyst was added and polymerization was performed at 90 ° C. for 3 hours to obtain an acrylic resin (P1) having a solid content of 50% toluene solution.

(Synthesis Example 6: Synthesis of (meth) acrylic ester-styrene copolymer resin (P2))
An n-butyl acrylate-styrene copolymer resin (P2) was obtained in the same manner as in Synthesis Example 3 except that 195.0 parts by mass of styrene was used instead of methyl methacrylate.

(Preparation of polyester resin (P3))
Byron (registered trademark) 20SS (P3) manufactured by Toyobo Co., Ltd. was prepared.

Example 1
The ion-binding salt ([LS-3410] [EHDG-S]) obtained in Synthesis Example 1 is purified with respect to 20.0 parts by mass of the thermoplastic resin (resin (P1), resin (P2)). 0.4 parts by mass (2% by mass relative to the resin solid content) was added and mixed with stirring. The obtained liquid mixture was apply | coated with the film thickness of 75 micrometers on the glass plate, and it dried for 10 minutes with a 110 degreeC dryer, and the test piece which is about 15 micrometers in film thickness was obtained.

(Example 2)
Instead of the ion-binding salt ([LS-3410] [EHDG-S]) obtained in Synthesis Example 1, the ion-binding salt ([PMHP] [EHDG-S]) obtained in Synthesis Example 2 was used. A test piece was obtained in the same manner as in Example 1 except that. Further, in the same manner as in Example 1, the ion-binding salt ([PMHP] [EHDG-S]) obtained in Synthesis Example 2 was mixed with the resin (P3) to obtain a test piece.

(Example 3)
Instead of the ion-binding salt ([LS-3410] [EHDG-S]) obtained in Synthesis Example 1, the ion-binding salt ([PMHP] [1305-S]) obtained in Synthesis Example 3 was used. A test piece was obtained in the same manner as in Example 1 except that. Further, in the same manner as in Example 1, the ion-binding salt ([PMHP] [1305-S]) obtained in Synthesis Example 3 was mixed with the resin (P3) to obtain a test piece.

(Comparative Example 1)
Instead of the ion-binding salt ([LS-3410] [EHDG-S]) obtained in Synthesis Example 1, bis (1,2,2,6,6-pentamethyl-) represented by the following chemical formula (5) A test piece was obtained in the same manner as in Example 1 except that 4-piperidyl) sebacate (LS-292) was used.

(Evaluation)
[Glossiness test (weather resistance test)]
About the test piece obtained above, the glossiness was measured using a glossiness measuring instrument (product name: GLOSS CHECKER IG-331) manufactured by Horiba, Ltd., and this was designated as “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 weathering test was conducted by irradiating the piece with light, repeating shower for 1 minute, dew condensation for 4 hours (temperature: 40 ° C.), and showering for 1 minute as one cycle for 50 hours. After performing this weather resistance test, the glossiness was measured in the same manner as described above, and this was defined as “the glossiness after the test”. The percentage of “glossiness after test / initial glossiness” calculated using the “initial glossiness” and “glossiness after test” obtained as described above was defined as the gloss retention. The measurement results are shown in Table 1 below.

[Antistatic test (surface resistivity)]
-The surface resistivity (R1) of the test piece before the weather resistance test (immediately after preparation of the test piece)
Apply the surface resistivity (unit: Ω / □ (square)) of the test piece before the weather resistance test (immediately after preparation of the test piece) using a high resistivity meter Hiresta UP and URS probe manufactured by Mitsubishi Chemical Analytech Co., Ltd. Measurement was performed at a voltage of 250V.

・ Surface specific resistivity (R2) of test piece after weathering test
The surface specific resistivity of the test piece after the weather resistance test described in the column of [Glossiness test (weather resistance test)] was measured by the same method as the measurement method of R1. The measurement results are shown in Table 1 below.

Example 4
The ion-binding salt ([PMHP] [EHDG-S] obtained in Synthesis Example 2 with respect to 20.0 parts by mass of the thermoplastic resin (resin (P1), resin (P2), resin (P3)). ) Was added in a pure content of 1 part by mass (5% by mass relative to the resin solid content), and mixed with stirring. The obtained liquid mixture was apply | coated with the film thickness of 75 micrometers on the glass plate, and it dried for 10 minutes with a 110 degreeC dryer, and the test piece which is about 15 micrometers in film thickness was obtained.

(Example 5)
The ion-binding salt ([PMHP] [1305-S]) obtained in Synthesis Example 3 was used instead of the ion-binding salt ([PMHP] [EHDG-S]) obtained in Synthesis Example 2. Except for, a test piece was obtained in the same manner as in Example 4.

(Example 6)
Except for using the ion-binding salt ([PMHP] [DOSS]) obtained in Synthesis Example 4 instead of the ion-binding salt ([PMHP] [EHDG-S]) obtained in Synthesis Example 2. In the same manner as in Example 4, a test piece was obtained.

(Comparative Example 2)
Instead of the ion-binding salt ([PMHP] [EHDG-S]) obtained in Synthesis Example 2, bis (1,2,2,6,6-pentamethyl-4-methyl represented by the above chemical formula (5) is used. A test piece was obtained in the same manner as in Example 4 except that piperidyl) sebacate (LS-292) was used.

  Using the test pieces obtained in Examples 4 to 6 and Comparative Example 2, a gloss test (weather resistance test) and an antistatic test (surface specific resistivity) were performed in the same manner as described above. The measurement results are shown in Table 2 below.

  As is clear from Table 1 and Table 2 above, the thermoplastic resin compositions of the present inventions of Examples 1 to 6 containing the ion-binding salt represented by the chemical formula (1) or (2) are subjected to a weather resistance test. It was found that the antistatic property, antistatic property after weathering test, and gloss retention were excellent, and both the weatherability and antistatic property were improved. Therefore, it was confirmed that the ion-binding salt represented by the chemical formula (1) or (2) acts significantly as an antistatic agent and a weathering agent.

Claims (8)

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 is a linear or branched alkylene group having 2 to 4 carbon atoms,
n is an integer from 0 to 50;
Q1 ⁺ is, Ri cation der having a hindered amine structure,
Q2 ⁺ represents the following chemical formula (3):
In the chemical formula (3),
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 represents a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted carbon number, 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 hydroxy group, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted carbon group having 1 to 8 carbon atoms. An alkoxy group, a cyano group, or a substituent represented by the following chemical formula (4).
(In the chemical formula (4),
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)
A cation having a hindered amine structure represented by:
The weathering agent containing the ion binding salt represented by these. Q 1 ⁺ in the chemical formula (1) represents the following chemical formula (3):
In the chemical formula (3),
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 represents a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted carbon number, 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 hydroxy group, a substituted or unsubstituted linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted carbon group having 1 to 8 carbon atoms. An alkoxy group, a cyano group, or a substituent represented by the following chemical formula (4).
(In the chemical formula (4),
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 weathering agent of Claim 1 which is a cation which has a hindered amine structure shown by these. In the chemical formula (1),
The weathering agent according to claim 1 or 2, wherein n is an integer of 1 to 50. In the chemical formula (2),
R ² represents an unsubstituted linear, branched, or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or The weathering agent according to claim 1 or 2, which is an unsubstituted arylalkyl group having 7 to 31 carbon atoms. The weathering agent according to any one of claims 1 to 4,
A thermoplastic resin;
A thermoplastic resin composition for use in paints, fiber auxiliaries, papermaking or civil engineering applications.   6. The thermoplastic resin composition according to claim 5, wherein the content of the ion-binding salt 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 5 or 6, 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 5 to 7, which is in the form of an emulsion.