Additive composition, resin composition, masterbatch for synthetic resin additive, molded article, and method for producing resin composition

A compound with a specific monovalent group enhances the properties of synthetic resins by forming a resin composition and additive masterbatch, addressing the inadequacies of existing additives.

JP2025138907APending Publication Date: 2025-09-25ADEKA CORP
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Patent Information

Application Number
JP2025120291
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-07-17
Publication Date
2025-09-25

AI Technical Summary

Technical Problem

Existing additives for synthetic resins, such as triphenyloxytriazine, do not sufficiently improve the properties of synthetic resins.

Method used

A composition containing a compound with a specific monovalent group represented by general formula (1), which can be blended with synthetic resins to form a resin composition and additive masterbatch, enhancing the properties of synthetic resins.

Benefits of technology

The composition significantly improves the properties of synthetic resins, providing improved additives and molded articles.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an additive composition capable of improving properties of synthetic resins, a resin composition, a masterbatch for a synthetic resin additive, a molded article, and a method for producing the resin composition.SOLUTION: The additive composition is granular and contains a compound including a monovalent group represented by the general formula (1) in the figure. (In the general formula (1): X represents a divalent group; Ar1 and Ar2 each independently represent a phenyl group that is unsubstituted or substituted; and * indicates a bonding site to another atom.)SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an additive composition capable of improving the properties of a synthetic resin, a resin composition, an additive masterbatch for synthetic resins, a molded article, and a method for producing a resin composition. [Background technology]

[0002] Various compounds are used as additives for improving the properties of synthetic resins. For example, Patent Document 1 proposes triphenyloxytriazine as a compound used as an additive for synthetic resins, and indicates that this compound serves as a flow improver for thermoplastic resins. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 14261 / 1983 Summary of the Invention [Problem to be solved by the invention]

[0004] However, the compound described in Patent Document 1 may not be able to sufficiently improve the properties of synthetic resins, and there is room for further improvement.

[0005] Therefore, an object of the present invention is to provide an additive composition, a resin composition, an additive masterbatch for synthetic resins, a molded article, and a method for producing a resin composition, which can improve the properties of synthetic resins. [Means for solving the problem]

[0006] As a result of intensive research into solving the above problems, the present inventors have found that the above problems can be solved by a composition containing a compound having a specific structure, and have thus completed the present invention.

[0007] That is, the present invention provides an additive composition that is in the form of granules and contains a compound that contains a monovalent group represented by the following general formula (1):

[0008] [ka]

[0009] (In the general formula (1), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.)

[0010] The present invention also provides a resin composition containing a synthetic resin and a compound containing a monovalent group represented by the following general formula (1).

[0011] [ka]

[0012] (In the general formula (1), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.)

[0013] The present invention also provides a synthetic resin additive masterbatch comprising the above resin composition.

[0014] The present invention also relates to a molded article obtained by molding the above resin composition.

[0015] The present invention further provides a method for producing a resin composition, which includes a blending step of mixing a synthetic resin with the additive composition.

[0016] Furthermore, the present invention is a method for producing a resin composition, which includes a compounding step of mixing a synthetic resin with the synthetic resin additive masterbatch. [Effects of the Invention]

[0017] According to the present invention, it is possible to provide an additive composition, a resin composition, an additive masterbatch for synthetic resins, a molded article, and a method for producing a resin composition, which can improve the properties of synthetic resins. DETAILED DESCRIPTION OF THE INVENTION

[0018] Hereinafter, an embodiment of the present invention will be described in detail. First, the additive composition of the present embodiment will be described. <Additive composition>

[0019] The additive composition of this embodiment contains a compound containing a monovalent group represented by the following general formula (1) and is in the form of granules.

[0020] [ka]

[0021] In the general formula (1), X represents a divalent group, Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.

[0022] The additive composition of this embodiment can improve the properties of synthetic resins.

[0023] [ka]

[0024] In the general formula (2), X represents a divalent group, Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group; W 1 and W 2 each independently represents an unsubstituted or substituted phenyloxy group, or a monovalent group represented by the above general formula (1).

[0025] [ka]

[0026] Here, in the general formula (4), X 1 and X 2 each independently represents a divalent group, Ar 1 , Ar 2 , Ar 5 and Ar 6 each independently represents an unsubstituted or substituted phenyl group; W 3 represents an unsubstituted or substituted phenyloxy group, or a monovalent group represented by the above general formula (1), and n represents an integer of 1 or more.

[0027] In general formula (4), n can be, for example, 500 or less, preferably 100 or less, more preferably 50 or less, even more preferably 10 or less, and even more preferably 5 or less. Also, n is preferably 2 or more. Furthermore, n is particularly preferably 2. Also, in general formula (4), W 3 is preferably an unsubstituted or substituted phenyloxy group.

[0028] [ka]

[0029] In the general formula (8), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group.

[0030] Examples of the compound represented by general formula (2) include a compound represented by the following general formula (3), a compound represented by the following general formula (9), and a compound represented by the following general formula (10). Among these, the compound represented by general formula (3) is preferred.

[0031] [ka]

[0032] In the general formula (3), X represents a divalent group, Ar 1 , Ar 2 , Ar 3 and Ar 4 each independently represents an unsubstituted or substituted phenyl group.

[0033] [ka]

[0034] Here, in the general formula (9), X 3 and X 4 each independently represents a divalent group, Ar 1 , Ar 2 , Ar 7 , Ar 8 and Ar 9 each independently represents an unsubstituted or substituted phenyl group.

[0035] [ka]

[0036] Here, in the general formula (10), X 5 , X 6 and X 7 each independently represents a divalent group, Ar 1 , Ar 2 , Ar 10 , Ar 11 , Ar 12 and Ar 13 each independently represents an unsubstituted or substituted phenyl group.

[0037] X and X 1 ~X 7Examples of the alkylene group include alkylene groups such as methylene, ethylene, propylene, and butylene, alkylidene groups such as ethylidene, propylidene, and butylidene, arylene groups such as phenylene, naphthylene, anthracylene, phenanthrylene, biphenylylene, and terphenylylene, alkylenearylene groups such as methylenephenylene and methylenebiphenylylene, alkylenearylenealkylene groups such as methylenephenylenemethylene and methylenebiphenylenemethylene, arylenealkylenearylene groups such as phenylenemethylenephenylene and biphenylylenemethylenebiphenylylene, and arylenealkylidenearylene groups such as phenyleneethylidenephenylene and phenylenemethylethylidenephenylene. These may be unsubstituted or may have a substituent.

[0038] X and X 1 ~X 7 When has a substituent, examples of the substituent include an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylcarbonyl group having 2 to 11 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, an arylcarbonyl group having 7 to 21 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, an amino group, an aminocarbonyl group, a halogen atom, a hydroxy group, a nitro group, a cyano group, a formyl group, a carboxy group, a sulfo group, a sulfonamide group, etc. Here, the carboxy group and the sulfo group may form a salt.

[0039] Examples of the alkyl group having 1 to 10 carbon atoms include linear alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl groups; branched alkyl groups such as isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, neopentyl, tert-amyl, 2-heptyl, tert-heptyl, tert-octyl, isononyl, and isodecyl groups; and cyclic alkyl groups such as cyclopentyl, cyclohexyl, cyclooctyl, and adamantyl groups.

[0040] Examples of the alkoxy group having 1 to 10 carbon atoms include groups having a structure in which the above alkyl group having 1 to 10 carbon atoms is bonded to an oxygen atom.

[0041] Examples of the alkylcarbonyl group having 2 to 11 carbon atoms include groups having a structure in which the above alkyl group having 1 to 10 carbon atoms is bonded to a carbonyl group.

[0042] Examples of the aryl group having 6 to 20 carbon atoms include unsubstituted aryl groups such as a phenyl group, an o-biphenylyl group, an m-biphenylyl group, a p-biphenylyl group, an α-naphthyl group, a β-naphthyl group, a 1-anthryl group, a 2-anthryl group, a 9-anthryl group, a 1-phenanthryl group, a 2-phenanthryl group, a 3-phenanthryl group, a 4-phenanthryl group, and a 9-phenanthryl group, and aryl groups having a substituent such as a p-methylphenyl group, an o-methylphenyl group, a p-tert-butylphenyl group, a p-methoxyphenyl group, a p-chlorophenyl group, a p-nitrophenyl group, and a p-cyanophenyl group.

[0043] Examples of the aryloxy group having 6 to 20 carbon atoms include groups having a structure in which the above-mentioned aryl group having 6 to 20 carbon atoms is bonded to an oxygen atom.

[0044] Examples of the arylcarbonyl group having 7 to 21 carbon atoms include groups having a structure in which the above-mentioned aryl group having 6 to 20 carbon atoms is bonded to a carbonyl group.

[0045] Examples of the heterocyclic group having 2 to 20 carbon atoms include a pyridyl group, a pyrimidyl group, a furyl group, a thienyl group, a tetrahydrofuryl group, a dioxolanyl group, a benzoxazol-2-yl group, a tetrahydropyranyl group, a pyrrolidyl group, an imidazolidyl group, a pyrazolidyl group, a thiazolidyl group, an isothiazolidyl group, an oxazolidyl group, an isoxazolidyl group, a piperidyl group, a piperazyl group, and a morpholinyl group.

[0046] The amino group is -NA 1 A 2 where A is a group having the structure 1 and A 2 each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or the like. 1 and A 2 may be linked to form a ring. Examples of the alkyl group having 1 to 10 carbon atoms and the aryl group having 6 to 20 carbon atoms include the same groups as those exemplified as the substituent when X has a substituent.

[0047] Examples of the aminocarbonyl group include groups having a structure in which the above-mentioned amino group is bonded to a carbonyl group.

[0048] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine.

[0049] Ar 1 ~Ar 13 When is a substituted phenyl group, the substituents include X and X 1 ~X 7 When has a substituent, examples of the substituent include the same as those exemplified above.

[0050] Also, W 1 ~W 3When X is a substituted phenyloxy group, X and X 1 ~X 7 When has a substituent, examples of the substituent include the same as those exemplified above.

[0051] In the compound of this embodiment, X is preferably a group represented by the following general formula (5) or (6), and more preferably a group represented by the following general formula (6).

[0052] [ka]

[0053] [ka]

[0054] In the general formulas (5) and (6), ** represents the site of bonding to the oxygen atom, and R 1 ~R 12 each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom, and Y represents a single bond, an oxygen atom, a sulfur atom, a sulfonyl group, or an unsubstituted or substituted alkanediyl group.

[0055] In addition, in the compound of this embodiment, X 1 and X 2 is preferably a group represented by the above general formula (5) or (6), and more preferably a group represented by the above general formula (6).

[0056] Furthermore, in the compound of this embodiment, X 3 ~X 7 is preferably a group represented by the above general formula (5) or (6), and more preferably a group represented by the above general formula (6).

[0057] R 1 ~R 12Examples of the alkyl group having 1 to 10 carbon atoms, the alkoxy group having 1 to 10 carbon atoms, and the halogen atom represented by the formula (I) include the same groups as those exemplified as the substituent when X has a substituent.

[0058] Examples of the alkanediyl group represented by Y include alkylene groups such as methylene, ethylene, propylene, and butylene, and alkylidene groups such as ethylidene, propan-1-ylidene, propan-2-ylidene, butan-1-ylidene, butan-2-ylidene, and cyclohexylidene. The number of carbon atoms in the alkanediyl group can be, for example, 1 to 10, and preferably 1 to 6. When the alkanediyl group has a substituent, examples of the substituent include the same as those exemplified as the substituent when X has a substituent.

[0059] In the compound of this embodiment, X and X 1 ~X 7 is a group represented by general formula (5), X and X 1 ~X 7 is preferably a group represented by the following general formula (5'). 1 ~X 7 is a group represented by general formula (6), X and X 1 ~X 7 is preferably a group represented by the following general formula (6'): 1 ~R 12 is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and more preferably a hydrogen atom. Furthermore, Y is preferably a single bond. In the compound of this embodiment, X and X 1 ~X 7 may be a group represented by general formula (5), and Y may be a single bond.

[0060] [ka]

[0061] [ka]

[0062] In the compound of this embodiment, Ar 1 ~Ar 13 are 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2-n-propylphenyl, 3-n-propylphenyl, 4-n-propylphenyl, 2-t-butylphenyl, 3-t-butylphenyl, 4-t-butylphenyl, 2,3-dimethylphenyl, 3,4-dimethylphenyl, 2,3-dichlorophenyl, 3,4-dichlorophenyl, 2-cyclohexylphenyl, 3-cyclohexylphenyl Preferably, the phenyl group is a 4-cyclohexylphenyl group, a 2-biphenylyl group, a 3-biphenylyl group, or a 4-biphenylyl group, more preferably a 4-ethylphenyl group, a 4-n-propylphenyl group, a 4-t-butylphenyl group, a 3,4-dimethylphenyl group, a 3,4-dichlorophenyl group, a 4-cyclohexylphenyl group, or a 4-biphenylyl group, even more preferably a 4-cyclohexylphenyl group or a 4-biphenylyl group, and particularly preferably a 4-cyclohexylphenyl group.

[0063] Specific examples of the compound containing the monovalent group represented by general formula (1) include the following compounds, but the compounds of this embodiment are not limited to these specific examples.

[0064] [ka]

[0065] [ka]

[0066] [ka]

[0067] [ka]

[0068] [ka]

[0069] [ka]

[0070] The compound containing the monovalent group represented by general formula (1) can be produced by combining known synthesis methods. For example, the compound represented by general formula (3) can be produced by reacting 1 equivalent of Ar with 1 equivalent of cyanuric acid chloride in the presence of a base such as triethylamine or sodium hydroxide. 1 -OH, Ar 2 -OH and HO-X-OH are reacted sequentially to prepare the first intermediate, and then 1 equivalent of cyanuric chloride is reacted with 1 equivalent of Ar in the presence of a base. 3 -OH and Ar 4 The compound can be produced by, for example, reacting —OH successively to prepare a second intermediate, and then reacting 1 equivalent of the first intermediate with 1 equivalent of the second intermediate in the presence of a base.

[0071] The additive composition of the present embodiment may further contain one or more additives such as nucleating agents, phenolic antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, other antioxidants, hindered amine compounds, ultraviolet absorbers, fatty acid metal salts, lubricants, flame retardants, flame retardant aids, fillers, hydrotalcites, antistatic agents, fluorescent brighteners, colorants, and granulation aids, which are compounds other than the compound containing a monovalent group represented by general formula (1) (hereinafter referred to as "other additives").

[0072] Nucleating agents include dibenzylidene sorbitol compounds such as dibenzylidene sorbitol, bis(p-methylbenzylidene)sorbitol, bis(p-ethylbenzylidene)sorbitol, bis(3,4-dimethylbenzylidene)sorbitol, and 1,2,3-trideoxy-4,6:5,7-o-bis(4-propylbenzylidene)nonitol, sodium 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate, lithium 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate, dihydroxyaluminum 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate, and hydroxyaluminum 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate. Aromatic phosphate ester metal salts such as bis[2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate], sodium benzoate, 4-tert-butylbenzoic acid aluminum salt, sodium adipate, disodium bicyclo[2.2.1]heptane-2,3-dicarboxylate, calcium Examples include metal salts of carboxylic acids such as cyclohexane-1,2-dicarboxylate, amide compounds such as N,N',N"-tris[2-methylcyclohexyl]-1,2,3-propanetricarboxamide, N,N',N"-tricyclohexyl-1,3,5-benzenetricarboxamide, N,N'-dicyclohexylnaphthalenedicarboxamide, and 1,3,5-tris[(2,2-dimethylpropanoylamino)]benzene, and 2,4,6-tri(aryloxy)-1,3,5-triazine compounds described in WO 2020 / 067144 pamphlet, other than compounds containing a monovalent group represented by general formula (1).

[0073] Examples of phenolic antioxidants include 2,6-di-tert-butyl-4-ethylphenol, 2-tert-butyl-4,6-dimethylphenol, styrenated phenol, 2,2'-methylenebis(4-ethyl-6-tert-butylphenol), 2,2'-thiobis-(6-tert-butyl-4-methylphenol), 2,2'-thiodiethylenebis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2-methyl-4,6-bis(octylsulfanylmethyl)phenol, 2,2'-isobutylidenebis(4,6-dimethylphenol), isooctyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, and 2,2'-isobutylidenebis(4,6-dimethylphenol). Nyl)propionate, N,N'-hexane-1,6-diylbis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide], 2,2'-oxamido-bis[ethyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2-ethylhexyl-3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, 2,2'-ethylenebis(4,6-di-tert-butylphenol), 3,5-di-tert-butyl-4-hydroxybenzenepropanoic acid and C13-15 alkyl ester, 2,5-di-tert-amylhydroquinone, hindered phenol polymer (ADEKA POLYMER ADDITIVES EUROPE SAS) Trade name "AO.OH.98"), 2,2'-methylenebis[6-(1-methylcyclohexyl)-p-cresol], 2-tert-butyl-6-(3-tert-butyl-2-hydroxy5-methylbenzyl)-4-methylphenyl acrylate, 2-[1-(2-hydroxy-3,5-di-tert-pentylphenyl)ethyl]-4,6-di-tert-pentylphenyl acrylate, 6-[3-(3-tert-butyl-4-hydroxy-5-methyl)propoxy]-2,4,8,10-tetra-tert-butylbenz[d,f][1,3,2]-dioxaphophobin, hexamethylenebis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], bis[monoethyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate]calcium salt, 5,Reaction products of 7-bis(1,1-dimethylethyl)-3-hydroxy-2(3H)-benzofuranone with o-xylene, 2,6-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol, DL-α-tocophenol (vitamin E), 2,6-bis(α-methylbenzyl)-4-methylphenol, bis[3,3-bis-(4'-hydroxy-3'-tert-butyl-phenyl)butanoic acid] glycol ester, 2,6-di-tert-butyl-p-cresol, 2,6-diphenyl Nyl-4-octadecyloxyphenol, stearyl (3,5-di-tert-butyl-4-hydroxyphenyl)propionate, distearyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate, tridecyl-3,5-tert-butyl-4-hydroxybenzylthioacetate, thiodiethylenebis[(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 4,4'-thiobis(6-tert-butyl-m-cresol), 2-octylthio-4,6-di(3,5-di-tert-butyl) (4-hydroxyphenoxy)-s-triazine, 2,2'-methylenebis(4-methyl-6-tert-butylphenol), bis[3,3-bis(4-hydroxy-3-tert-butylphenyl)butylic acid] glycol ester, 4,4'-butylidenebis(2,6-di-tert-butylphenol), 4,4'-butylidenebis(6-tert-butyl-3-methylphenol), 2,2'-ethylidenebis(4,6-di-tert-butylphenol), 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenol), rt-butylphenyl)butane, bis[2-tert-butyl-4-methyl-6-(2-hydroxy-3-tert-butyl-5-methylbenzyl)phenyl]terephthalate, 1,3,5-tris(2,6-dimethyl-3-hydroxy-4-tert-butylbenzyl)isocyanurate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,3,5-tris[(3,5-di-tert-butyl-4-hydroxyphenyl)propionyloxyethyl]isocyanurate, tetrakis[methylene-3-(3',5'-tert-butyl-4'-hydroxyphenyl)propionate]methane, 2-tert-butyl-4-methyl-6-(2-acryloyloxy-3-tert-butyl-5-methylbenzyl)phenol, 3,9-bis[2-(3-tert-butyl-4-hydroxy-5-methylhydrocinnamoyloxy)-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, triethylene glycol bis[β 3-(3,5-dialkyl-4-hydroxyphenyl)propionic acid derivatives such as 3-(3,5-di-tert-butyl-4-hydroxy-5-methylphenyl)propionate, stearyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid amide, palmityl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid amide, myristyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid amide, and lauryl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid amide, etc.

[0074] Examples of phosphorus-based antioxidants include triphenyl phosphite, diisooctyl phosphite, heptakis(dipropylene glycol)triphosphite, triisodecyl phosphite, diphenyl isooctyl phosphite, diisooctylphenyl phosphite, diphenyl tridecyl phosphite, triisooctyl phosphite, trilauryl phosphite, diphenyl phosphite, tris(dipropylene glycol)phosphite, dioleylhydrogen phosphite, trilauryl trithiophosphite, and bis(tridecyl)phosphite. phosphite, tris(isodecyl)phosphite, tris(tridecyl)phosphite, diphenyldecylphosphite, dinonylphenylbis(nonylphenyl)phosphite, poly(dipropylene glycol)phenylphosphite, tetraphenyldipropylene glycol diphosphite, trisnonylphenylphosphite, tris(2,4-di-tert-butylphenyl)phosphite, tris(2,4-di-tert-butyl-5-methylphenyl)phosphite, tris[2-tert-butyl-4-(3-tert-butyl-4-hydrochloride] (tridecyl) bisphenol A phosphite, octyl diphenyl phosphite, di(decyl) monophenyl phosphite, mixture of distearyl pentaerythritol and calcium stearate, alkyl (C10) bisphenol A phosphite, tetraphenyl-tetra(tridecyl) pentaerythritol tetraphosphite, bis(2,4-di-tert-butyl-6-methylphenyl)ethyl phosphite, tetra(tridecyl) isopropylidenediphenol diphosphite tetra(tridecyl)-4,4'-n-butylidenebis(2-tert-butyl-5-methylphenol)diphosphite, hexa(tridecyl)-1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butanetriphosphite, tetrakis(2,4-di-tert-butylphenyl)biphenylene diphosphonite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, (1-methyl-1-propenyl-3-ylidene)tris(1,1-dimethylethyl)-5-methyl-4,1-phenylene)hexatridecyl phosphite, 2,2'-methylenebis(4,6-di-tert-butylphenyl)-2-ethylhexyl phosphite, 2,2'-methylenebis(4,6-di-tert-butylphenyl)-octadecyl phosphite, 2,2'-ethylidenebis(4,6-di-tert-butylphenyl)fluorophosphite, 4,4'-butylidenebis(3-methyl- 6-tert-butylphenylditridecyl)phosphite, tris(2-[(2,4,8,10-tetrakis-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]ethyl)amine, 3,9-bis(4-nonylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphespiro[5,5]undecane, 2,4,6-tri-tert-butyl Examples of suitable phosphates include phenyl-2-butyl-2-ethyl-1,3-propanediol phosphite, poly4,4'-isopropylidenediphenol C12-15 alcohol phosphite, bis(diisodecyl)pentaerythritol diphosphite, bis(tridecyl)pentaerythritol diphosphite, bis(octadecyl)pentaerythritol diphosphite, bis(nonylphenyl)pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, bis(2,4,6-tri-tert-butylphenyl)pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, and bis(2,4-dicumylphenyl)pentaerythritol diphosphite.

[0075] Examples of sulfur-based antioxidants include tetrakis[methylene-3-(laurylthio)propionate]methane, bis(methyl-4-[3-n-alkyl(C12 / C14)thiopropionyloxy]5-tert-butylphenyl)sulfide, ditridecyl-3,3'-thiodipropionate, dilauryl-3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, distearyl-3,3'-thiodipropionate, lauryl / stearyl thiodipropionate, 4,4'-thiobis(6-tert-butyl-m-cresol), 2,2'-thiobis(6-tert-butyl-p-cresol), and distearyl disulfide.

[0076] Other antioxidants include nitrone compounds such as N-benzyl-α-phenyl nitrone, N-ethyl-α-methyl nitrone, N-octyl-α-heptyl nitrone, N-lauryl-α-undecyl nitrone, N-tetradecyl-α-tridecyl nitrone, N-hexadecyl-α-pentadecyl nitrone, N-octyl-α-heptadecyl nitrone, N-hexadecyl-α-heptadecyl nitrone, N-octadecyl-α-pentadecyl nitrone, N-heptadecyl-α-heptadecyl nitrone, and N-octadecyl-α-heptadecyl nitrone; 3-arylbenzofuran-2(3H)-one, 3-(alkoxyphenyl)benzofuran-2-one, 3-(acyloxyphenyl)benzofuran-2(3H)-one; Examples of the benzofuran compounds include t-butyl-3-(3,4-dimethylphenyl)-benzofuran-2(3H)-one, 5,7-di-tert-butyl-3-(4-hydroxyphenyl)-benzofuran-2(3H)-one, 5,7-di-tert-butyl-3-{4-(2-hydroxyethoxy)phenyl}-benzofuran-2(3H)-one, 6-(2-(4-(5,7-di-tert-2-oxo-2,3-dihydrobenzofuran-3-yl)phenoxy)ethoxy)-6-oxohexyl-6-((6-hydroxyhexanoyl)oxy)hexanoate, and 5-di-tert-butyl-3-(4-((15-hydroxy-3,6,9,13-tetraoxapentadecyl)oxy)phenyl)benzofuran-2(3H)-one.

[0077] Examples of the hindered amine compound include 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidyl stearate, 2,2,6,6-tetramethyl-4-piperidyl benzoate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, tetrakis(1,2,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, biphenylsulfonyl ether ... Bis(2,2,6,6-tetramethyl-4-piperidyl)di(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)di(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,4,4-pentamethyl-4-piperidyl)-2-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate polycondensate, 1,6-bis( 2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-morpholino-s-triazine polycondensate, 1,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-tert-octylamino-s-triazine polycondensate, 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-s-triazine-6-yl]-1,5,8,12-tetraazadodecane, 1,5,8,12-tetrakis[2,4-bis(N- butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino)-s-triazin-6-yl]-1,5,8-12-tetraazadodecane, 1,6,11-tris[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino-s-triazin-6-ylamino]undecane, 1,6,11-tris[2,4-bis(N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino-s-triazin-6-ylamino]undecane, 3,9-bis[1,1-dimethyl-2-{tris(2,2,Examples of the bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyloxycarbonyl)butylcarbonyloxy}ethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane include 3,9-bis[1,1-dimethyl-2-{tris(1,2,2,6,6-pentamethyl-4-piperidyloxycarbonyl)butylcarbonyloxy}ethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, bis(1-undecyloxy-2,2,6,6-tetramethylpiperidin-4-yl)carbonate, 2,2,6,6-tetramethyl-4-piperidyl hexadecanoate, and 2,2,6,6-tetramethyl-4-piperidyl octadecanoate.

[0078] Examples of the ultraviolet absorber include 2-hydroxybenzophenones such as 2,4-dihydroxybenzophenone and 5,5'-methylenebis(2-hydroxy-4-methoxybenzophenone); 2-(2-hydroxy-5-methylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-(2-hydroxy-3,5-di-tert-butylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 2-( 2-Hydroxy-3,5-dicumylphenyl)benzotriazole, 2,2'-methylenebis(4-tert-octyl-6-benzotriazolylphenol), polyethylene glycol esters of 2-(2-hydroxy-3-tert-butyl-5-carboxyphenyl)benzotriazole, 2-[2-hydroxy-3-(2-acryloyloxyethyl)-5-methylphenyl]benzotriazole, 2-[2-hydroxy-3-(2-methacryloyloxyethyl)-5-tert-butylphenyl]benzotriazole, 2-[2-hydroxy- 3-(2-Methacryloyloxyethyl)-5-tert-octylphenyl]benzotriazole, 2-[2-hydroxy-3-(2-methacryloyloxyethyl)-5-tert-butylphenyl]-5-chlorobenzotriazole, 2-[2-hydroxy-5-(2-methacryloyloxyethyl)phenyl]benzotriazole, 2-[2-hydroxy-3-tert-butyl-5-(2-methacryloyloxyethyl)phenyl]benzotriazole, 2-[2-hydroxy-3-tert-amyl-5-(2-methacryloyloxyethyl) 2-(2-hydroxyphenyl)benzotriazoles such as 2-[2-hydroxy-3-tert-butyl-5-(3-methacryloyloxypropyl)phenyl]benzotriazole, 2-[2-hydroxy-4-(2-methacryloyloxymethyl)phenyl]benzotriazole, 2-[2-hydroxy-4-(3-methacryloyloxy-2-hydroxypropyl)phenyl]benzotriazole, and 2-[2-hydroxy-4-(3-methacryloyloxypropyl)phenyl]benzotriazole;Phenyl salicylate, resorcinol monobenzoate, 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, octyl (3,5-di-tert-butyl-4-hydroxy)benzoate, dodecyl (3,5-di-tert-butyl-4-hydroxy)benzoate, tetradecyl (3,5-di-tert-butyl-4-hydroxy)benzoate, hexadecyl (3,5-di-tert-butyl-4-hydroxy)benzoate ) benzoates such as octadecyl (3,5-di-tert-butyl-4-hydroxy) benzoate, behenyl (3,5-di-tert-butyl-4-hydroxy) benzoate; substituted oxanilides such as 2-ethyl-2'-ethoxyoxanilide, 2-ethoxy-4'-dodecyloxanilide; cyanoacrylates such as ethyl-α-cyano-β,β-diphenylacrylate, methyl-2-cyano-3-methyl-3-(p-methoxyphenyl)acrylate Acetates; 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexyloxyphenol, 2-(2-hydroxy-4-octoxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, trioctyl-2,2',2"-((1,3,5-triazine-2,4,6-triyl)tris(3-hydroxybenzene-4-,1-diyl)tripropionate), 2-(4,6-diphenyl-1,3,5-triazine-2- triazines such as 2-[4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy]ethyl]dodecanedioate; various metal salts or metal chelates, particularly nickel and chromium salts or chelates;

[0079] Examples of fatty acid metal salts include metal salts of fatty acids having 12 to 30 carbon atoms and containing linear or branched fatty acid residues. Examples of metal ions constituting fatty acid metal salts include sodium ions, potassium ions, lithium ions, dihydroxyaluminum ions, calcium ions, zinc ions, barium ions, magnesium ions, and hydroxyaluminum ions, with sodium ions, potassium ions, lithium ions, and calcium ions being preferred. Examples of fatty acids constituting fatty acid metal salts include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, arachidonic acid, behenic acid, lignoceric acid, cerotic acid, montanic acid, and melissic acid, with myristic acid and stearic acid being preferred. The fatty acids constituting fatty acid metal salts may be those in which one or more hydrogen atoms of the fatty acid residue have been substituted with hydroxyl groups. Examples of such fatty acids include 12-hydroxystearic acid and 12-hydroxyoleic acid.

[0080] Examples of the lubricant include glycerol monolaurate, glycerol monomyristate, glycerol monopalmitate, glycerol monostearate, glycerol monooleate, glycerol monolinoleate, glycerol monolinolenate, glycerol monoarachidate, glycerol monoarachidonic acid, glycerol monobehenate, glycerol monoerucate, glycerol monolignocerate, glycerol monocerate, and glycerol monocerate. fatty acid esters such as glycerol montanic acid monoester, glycerol melissic acid monoester, glycerol 12-hydroxystearic acid monoester, glycerol ricinoleic acid monoester, lauric acid amide, myristic acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, linoleic acid amide, linolenic acid amide, arachidic acid amide, arachidonic acid amide, behenic acid amide, erucic acid amide, lignoceric acid amide, cerotic acid amide, montanic acid amide, melissic acid amide, 12-hydroxystearic acid amide, Aric acid amide, ricinoleic acid amide, methylene bislauric acid amide, methylene bismyristic acid amide, methylene bispalmitic acid amide, methylene bisstearic acid amide, methylene bisoleic acid amide, methylene bislinoleic acid amide, methylene bislinolenic acid amide, methylene bisarachidic acid amide, methylene bisarachidonic acid amide, methylene bisbehenic acid amide, methylene bislignoceric acid amide, methylene biscerotic acid amide, methylene bismontanic acid amide, methylene bismelissic acid amide, methylene bis12-hydroxy Roxystearic acid amide, methylene bisricinoleic acid amide, ethylene bislauric acid amide, ethylene bismyristic acid amide, ethylene bispalmitic acid amide, ethylene bisstearic acid amide, ethylene bisoleic acid amide, ethylene bislinoleic acid amide, ethylene bislinolenic acid amide, ethylene bisarachidic acid amide, ethylene bisarachidonic acid amide, ethylene bisbehenic acid amide, ethylene bislignoceric acid amide, ethylene biscerotic acid amide, ethylene bismontanic acid amide, ethylene bismelissic acid amide,Examples of such fatty acid amides include ethylene bis-12-hydroxystearic acid amide and ethylene bis-ricinoleic acid amide; fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, arachidonic acid, behenic acid, erucic acid, lignoceric acid, cerotic acid, montanic acid, melissic acid, 12-hydroxystearic acid, and ricinoleic acid; higher alcohols such as those in which a hydroxyl group is bonded to the fatty acid residues exemplified as the fatty acid residues constituting the above-mentioned fatty acid esters; and sugar alcohols such as mannitol.

[0081] Examples of flame retardants include triphenyl phosphate, tricresyl phosphate, trixylenyl phosphate, cresyl diphenyl phosphate, cresyl-2,6-dixylenyl phosphate, resorcinol bis(diphenyl phosphate), (1-methylethylidene)-4,1-phenylenetetraphenyl diphosphate, 1,3-phenylenetetrakis(2,6-dimethylphenyl)phosphate, and products under the trade names "ADEKA STAB FP-500," "ADEKA STAB FP-600," and "ADEKA STAB FP-600" manufactured by ADEKA Corporation. Aromatic phosphate esters such as "Stab FP-800", phosphonate esters such as divinyl phenylphosphonate, diallyl phenylphosphonate, and 1-butenyl phenylphosphonate, phosphinate esters such as phenyl diphenylphosphinate, methyl diphenylphosphinate, and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide derivatives, phosphazene compounds such as bis(2-allylphenoxy)phosphazene and dicresylphosphazene, melamine phosphate, melamine pyrophosphate, and melamine polyphosphate amine, melam polyphosphate, ammonium polyphosphate, piperazine phosphate, piperazine pyrophosphate, piperazine polyphosphate, phosphorus-containing vinylbenzyl compounds, red phosphorus and other phosphorus-based flame retardants, magnesium hydroxide, aluminum hydroxide and other metal hydroxides, brominated bisphenol A type epoxy resin, brominated phenol novolac type epoxy resin, hexabromobenzene, pentabromotoluene, ethylene bis(pentabromophenyl), ethylene bistetrabromophthalimide, 1,2-dibromo-4-(1,2-dibromoethylene) Examples of suitable flame retardants include brominated flame retardants such as 2,4,6-tris(tribromophenoxy)-1,3,5-triazine, tribromophenylmaleimide, tribromophenyl acrylate, tribromophenyl methacrylate, tetrabromobisphenol A dimethacrylate, pentabromobenzyl acrylate, and brominated styrene. These flame retardants are preferably used in combination with anti-drip agents such as fluororesins, and flame retardant assistants such as polyhydric alcohols and hydrotalcite.

[0082] Examples of fillers include talc, mica, calcium carbonate, calcium oxide, calcium hydroxide, magnesium carbonate, magnesium hydroxide, magnesium oxide, magnesium sulfate, aluminum hydroxide, barium sulfate, glass powder, glass fiber, clay, dolomite, silica, alumina, potassium titanate whiskers, wollastonite, and fibrous magnesium oxysulfate. The particle size (fiber diameter, fiber length, and aspect ratio for fibrous fillers) can be appropriately selected. Among these fillers, talc is particularly preferred because of its excellent rigidity-imparting effect and easy availability. Furthermore, the filler may be surface-treated as needed.

[0083] Hydrotalcites can be complex salt compounds containing magnesium, aluminum, hydroxyl groups, carbonate groups, and optional crystal water, and may be natural or synthetic. The crystal structure, particle shape, and particle size of the hydrotalcites are not particularly limited. Furthermore, the hydrotalcites may have at least a portion of the magnesium or aluminum substituted with another metal such as an alkali metal or zinc, or at least a portion of the hydroxyl groups or carbonate groups substituted with another anion group. Furthermore, the hydrotalcites may have their crystal water dehydrated, and may be surface-coated with a higher fatty acid such as stearic acid, a higher fatty acid metal salt such as an alkali metal oleate, an organic sulfonic acid metal salt such as an alkali metal dodecylbenzenesulfonate, a higher fatty acid amide, a higher fatty acid ester, or a wax.

[0084] Examples of antistatic agents include low-molecular-weight antistatic agents such as nonionic, anionic, cationic, or amphoteric surfactants, and polymeric antistatic agents such as polymeric compounds. Nonionic surfactants include polyethylene glycol-based nonionic surfactants such as higher alcohol ethylene oxide adducts, fatty acid ethylene oxide adducts, higher alkylamine ethylene oxide adducts, and polyolefin glycol ethylene oxide adducts; polyhydric alcohol-based nonionic surfactants such as polyethylene oxide, glycerin fatty acid esters, pentaerythritol fatty acid esters, sorbitol or sorbitan fatty acid esters, polyhydric alcohol alkyl ethers, and alkanolamine fatty amides. Examples of anionic surfactants include carboxylates such as alkali metal salts of higher fatty acids; sulfate ester salts such as higher alcohol sulfate ester salts and higher alkyl ether sulfate ester salts; sulfonates such as alkylbenzene sulfonates, alkyl sulfonates, and paraffin sulfonates; and phosphate ester salts such as higher alcohol phosphate ester salts. Examples of cationic surfactants include quaternary ammonium salts such as alkyltrimethylammonium salts. Examples of amphoteric surfactants include amino acid-type amphoteric surfactants such as higher alkylaminopropionates, and betaine-type amphoteric surfactants such as higher alkyldimethylbetaine and higher alkyldihydroxyethylbetaine. Among these, anionic surfactants are preferred, and sulfonates such as alkylbenzenesulfonates, alkylsulfonates, and paraffin sulfonates are particularly preferred.

[0085] Examples of polymeric antistatic agents include ionomers and block polymers having polyethylene glycol as a hydrophilic moiety. Examples of ionomers include the ionomer described in JP 2010-132927 A. Examples of polymers having polyethylene glycol as a hydrophilic moiety include polyether ester amide described in JP 7-10989 A, polymers composed of polyolefin and polyethylene glycol described in U.S. Pat. No. 6,552,131 A, and polymers composed of polyester and polyethylene glycol described in JP 2016-023254 A.

[0086] Fluorescent brighteners are compounds that absorb ultraviolet light from sunlight or artificial light, convert it into violet-blue visible light, and radiate it to enhance the whiteness and blueness of molded articles through their fluorescent effect. Examples of fluorescent brighteners include the benzoxazole-based compound CI Fluorescent Brightener 184, the coumarin-based compound CI Fluorescent Brightener 52, and the diaminostilbene disulfonic acid-based compounds CI Fluorescent Brighteners 24, 85, and 71.

[0087] Examples of colorants include pigment red 1, 2, 3, 9, 10, 17, 22, 23, 31, 38, 41, 48, 49, 88, 90, 97, 112, 119, 122, 123, 144, 149, 166, 168, 169, 170, 171, 177, 179, 180, 184, 185, 192, 200, 202, 209, 215, 216, 217, 220, 223, 224, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 258, 259, 260, 261, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 286, 287, 288 7, 228, 240, 254; Pigment Orange 13, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 65, 71; Pigment Yellow 1, 3, 12, 13, 14, 16, 17, 20, 24, 55, 60, 73, 81, 83, 86, 93, 95, 97, 98, 100, 109, 110, 113, 114, 117, 120, 1 25, 126, 127, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 166, 168, 175, 180, 185; Pigment Green 7, 10, 36; Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, 22, 24, 29, 56, 60, 61, 62, 64; Pigment Violet 1, 15, Examples of dyes include pigments such as 19, 23, 27, 29, 30, 32, 37, 40, and 50, azo dyes, anthraquinone dyes, indigoid dyes, triarylmethane dyes, xanthene dyes, alizarin dyes, acridine dyes, stilbene dyes, thiazole dyes, naphthol dyes, quinoline dyes, nitro dyes, indamine dyes, oxazine dyes, phthalocyanine dyes, and cyanine dyes.

[0088] Granulation aids include binders, waxes, solvents, silica, and the like.

[0089] As described above, the additive composition of this embodiment is in a granular form. The powder property values ​​of the additive composition, such as the average particle size, angle of repose, loose bulk density, packed bulk density, and compressibility, can be set to values ​​that achieve the desired degree of dispersibility of the additive composition in synthetic resins, the desired fluidity of the granules, and the like. Specifically, the average particle size can be, for example, 0.1 to 100 μm, the angle of repose can be, for example, 20 to 70°, and the loose bulk density can be, for example, 0.1 to 0.8 g / cm. 3 The compacted bulk density can be, for example, 0.2 to 1 g / cm 3 and the compression ratio can be, for example, 1 to 10. Here, the average particle size is the average particle size calculated from the particle size distribution measured by a laser diffraction method in accordance with JIS Z 8825, the angle of repose is the angle of repose measured by a cylindrical rotation method, the loose bulk density is the bulk density measured in accordance with JIS K 5101-12-1, the packed bulk density is the bulk density measured in accordance with JIS K 5101-12-2, and the compression ratio is a value calculated by the following formula. (Compression ratio) = (tight bulk density) / (loose bulk density)

[0090] Examples of methods for producing the additive composition of this embodiment include mixing the compound containing the monovalent group represented by the general formula (1) described above and, if necessary, other additives using a mixing device such as an FM mixer, mill roll, Banbury mixer, or super mixer, and then granulating the mixture by a granulation method such as tumbling granulation, fluidized bed granulation, stirring granulation, crushing granulation, compression granulation, extrusion granulation, or dissolution granulation. Here, compression granulation or extrusion granulation is preferred as the granulation method.

[0091] Next, the resin composition of this embodiment will be described. <Resin composition>

[0092] The resin composition of the present embodiment contains a synthetic resin and a compound containing a monovalent group represented by the following general formula (1).

[0093] [ka]

[0094] In the general formula (1), X represents a divalent group, Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.

[0095] The resin composition of this embodiment has excellent properties.

[0096] The synthetic resin is not particularly limited and may be a thermoplastic resin or a thermosetting resin. Examples of thermoplastic resins include crystalline resins such as polyolefin resins, polyamide resins, polyester resins, polyacetal resins, polylactic acid, and polyphenylene sulfide; amorphous resins such as polycarbonate resins, styrene resins, acrylic resins, urethane resins, halogen-containing resins, petroleum resins, coumarone resins, polyvinyl alcohol, polyvinyl acetate, and polyphenylene oxide; and thermoplastic elastomers. Examples of thermosetting resins include phenol resins, urea resins, melamine resins, epoxy resins, unsaturated polyester resins, and synthetic rubber. One type of synthetic resin may be used alone, or two or more types may be used in combination. The synthetic resin may be a copolymer or a polymer alloy.

[0097] In the resin composition of this embodiment, the synthetic resin is preferably a thermoplastic resin, and more preferably a crystalline resin. Furthermore, in the resin composition of this embodiment, the synthetic resin preferably includes a polyolefin-based resin. Examples of polyolefin-based resins include polyethylene-based resins such as low-density polyethylene, linear low-density polyethylene, high-density polyethylene, cross-linked polyethylene, and ultra-high molecular weight polyethylene; polypropylene-based resins such as homopolypropylene, random copolymer polypropylene, block copolymer polypropylene, impact copolymer polypropylene, high-impact copolymer polypropylene, and maleic anhydride-modified polypropylene; α-olefin polymers such as polybutene-1, cycloolefin polymers, poly-3-methyl-1-butene, poly-3-methyl-1-pentene, and poly-4-methyl-1-pentene; and α-olefin copolymers such as ethylene-methyl methacrylate copolymer and ethylene-vinyl acetate copolymer. From the viewpoint of improving the heat resistance of the resin composition, in the resin composition of this embodiment, the polyolefin-based resin preferably includes at least one selected from the group consisting of polyethylene-based resins and polypropylene-based resins, and particularly preferably includes a polypropylene-based resin. From the viewpoint of improving the transparency of molded articles made from the resin composition, random copolymer polypropylene is particularly preferred as the polypropylene-based resin. The molecular weight, degree of polymerization, density, softening point, proportion of insoluble matter in solvent, degree of stereoregularity, presence or absence of catalyst residue, types and blending ratios of raw material monomers, and type of catalyst used in polymerization (e.g., Ziegler catalyst, metallocene catalyst, etc.) of the polyolefin-based resin are not particularly limited and are selected appropriately.

[0098] In the resin composition of this embodiment, the synthetic resin may contain an elastomer. In this case, molded articles made from the resin composition have excellent impact resistance. Examples of elastomers include synthetic rubbers such as isoprene rubber, butadiene rubber, acrylonitrile-butadiene copolymer rubber, styrene-butadiene copolymer rubber, fluororubber, and silicone rubber, as well as thermoplastic elastomers such as polyolefin-based thermoplastic elastomers, polystyrene-based thermoplastic elastomers, polyvinyl chloride-based thermoplastic elastomers, polyurethane-based thermoplastic elastomers, polyester-based thermoplastic elastomers, and polyamide-based thermoplastic elastomers. Among these, thermoplastic elastomers are preferred from the viewpoints of improving the processability of the resin composition and reducing the weight of molded articles made from the resin composition. Furthermore, among thermoplastic elastomers, polyolefin-based thermoplastic elastomers are particularly preferred. In the resin composition of this embodiment, when the synthetic resin contains an elastomer, the content of the elastomer can be, for example, 50% by mass or less of the total synthetic resin, preferably 30% by mass or less, and more preferably 25% by mass or less. The content of the elastomer can be, for example, 5% by mass or more of the total synthetic resin.

[0099] In the resin composition of this embodiment, the content of the compound containing a monovalent group represented by general formula (1) can be, for example, 0.001 to 10 parts by mass per 100 parts by mass of synthetic resin. From the viewpoint of improving the properties of the resin composition, the content of the compound containing a monovalent group represented by general formula (1) is preferably 0.005 parts by mass or more, more preferably 0.01 parts by mass or more, even more preferably 0.02 parts by mass or more, and even more preferably 0.05 parts by mass or more per 100 parts by mass of synthetic resin. Furthermore, from the viewpoint of sufficiently suppressing the occurrence of bloom and migration of the compound containing a monovalent group represented by general formula (1), the content of the compound containing a monovalent group represented by general formula (1) is preferably 5 parts by mass or less, more preferably 3 parts by mass or less, even more preferably 1 part by mass or less, and even more preferably 0.5 parts by mass or less per 100 parts by mass of synthetic resin. Furthermore, from the viewpoint of improving the transparency of a molded article made from the resin composition, it is also preferable that the content of the compound containing a monovalent group represented by general formula (1) is 0.2 parts by mass or less per 100 parts by mass of the synthetic resin.

[0100] The resin composition of the present embodiment may further contain, as necessary, other additives exemplified above as additives contained in the additive composition.

[0101] Next, a method for producing the resin composition of this embodiment will be described. <Method of manufacturing resin composition>

[0102] The method for producing the resin composition of this embodiment is not particularly limited, and examples thereof include a method including a preparation step of preparing a compound containing a monovalent group represented by the general formula (1) described above and other additives as necessary, and a blending step of mixing the components prepared in the preparation step with a synthetic resin. In the blending step, the compound containing a monovalent group represented by the general formula (1) may be mixed with the synthetic resin as the additive composition described above. That is, the method for producing the resin composition of this embodiment may also include a blending step of mixing the synthetic resin with the additive composition described above. Furthermore, in the blending step, the compound containing a monovalent group represented by the general formula (1) may be mixed with the synthetic resin as a synthetic resin additive masterbatch described below. That is, the method for producing the resin composition of this embodiment may also include a blending step of mixing the synthetic resin with the synthetic resin additive masterbatch described below.

[0103] The method for mixing the components in the blending step is not particularly limited, and examples thereof include adding the components prepared in the preparation step to a synthetic resin and then mixing them using a mixer such as an FM mixer, mill roll, Banbury mixer, or super mixer. Furthermore, the method for producing the resin composition of this embodiment may further include, in addition to the preparation step and blending step described above, a melt-kneading step in which the mixture obtained in the blending step is melt-kneaded using a melt-kneading device such as a single-screw extruder or a twin-screw extruder. The melt-kneading temperature in the melt-kneading step may be, for example, 180 to 280°C. The method for producing the resin composition of this embodiment may further include a granulation step in which the mixture obtained in the melt-kneading step is granulated. The granulation method is not particularly limited, and examples thereof include a method using a granulating device such as a pelletizer. The shape of the resin composition obtained by granulation is not particularly limited, and may be, for example, pellets. Furthermore, the method for producing the resin composition of the present embodiment may be a method in which at least one of the compound containing a monovalent group represented by the above-mentioned general formula (1) and, if necessary, other additives is added before or during polymerization of a synthetic resin monomer or oligomer, and the remaining components are added to the obtained polymer.

[0104] Next, the synthetic resin additive masterbatch of this embodiment will be described. <Masterbatch additives for synthetic resins>

[0105] The synthetic resin additive masterbatch of this embodiment is made of the above-mentioned resin composition.

[0106] The synthetic resin additive masterbatch of this embodiment can impart excellent properties to synthetic resins.

[0107] The content of the synthetic resin in the synthetic resin additive masterbatch can be, for example, 1 to 99.99 mass% of the entire masterbatch, preferably 5 to 99.9 mass%, more preferably 10 to 90 mass%, even more preferably 10 to 80 mass%, and even more preferably 10 to 60 mass%.

[0108] Next, the molded product of this embodiment will be described.

[0109] <Molded products> The molded article of this embodiment is obtained by molding the above-described resin composition.

[0110] The molded article of this embodiment has excellent properties.

[0111] Examples of molded articles include injection molded articles, fibers, flat yarns, biaxially oriented films, uniaxially oriented films, unoriented films, sheets, thermoforming molded articles, extrusion blow molded articles, injection blow molded articles, injection stretch blow molded articles, profile extrusion molded articles, rotational molded articles, etc. Preferred specific examples of molded articles include containers such as bottles, jars, cups, buckets, boxes, cans, and tanks.

[0112] The method for producing the molded article is not particularly limited, and examples thereof include injection molding, extrusion molding, blow molding, rotational molding, vacuum molding, inflation molding, calendar molding, slush molding, dip molding, and thermoforming.

[0113] Further embodiments of the present invention include, for example: [1] It includes a compound containing a monovalent group represented by the following general formula (1): It is granular, Additive composition. [ka] (In the general formula (1), X represents a divalent group, and Ar1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.) [2] Synthetic resin and A compound containing a monovalent group represented by the following general formula (1), A resin composition comprising: [ka] (In the general formula (1), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.) [3] The resin composition according to [2], wherein the synthetic resin comprises a polyolefin resin. [4] [2] or [3]. A synthetic resin additive masterbatch comprising the resin composition according to [2] or [3]. [5] A molded article obtained by molding the resin composition according to [2] or [3]. [6] Synthetic resin and [1] The additive composition according to [1], A method for producing a resin composition, comprising a compounding step of mixing the above components. [7] Synthetic resin and [4] A synthetic resin additive masterbatch according to [4], A method for producing a resin composition, comprising a compounding step of mixing the above components. [Example]

[0114] The present invention will be explained in more detail below by way of examples, but the present invention is not limited to the following examples in any way.

[0115] The synthetic resins, compounds containing a monovalent group represented by general formula (1), antioxidants, fatty acid metal salts, lubricants, hindered amine compounds, and ultraviolet absorbers used in each example are as follows. [Synthetic resin] PP-1: Random copolymer polypropylene (MFR = 12 g / 10 min at 230°C and a load of 2.16 kg) PP-2: Homopolypropylene (MFR = 8g / 10min at 230°C and a load of 2.16kg) PP-3: Homopolypropylene (MFR = 3g / 10min at 230°C and a load of 2.16kg) PP-4: Homopolypropylene (MFR = 1.5 g / 10 min at 230°C and a load of 2.16 kg) [Compound containing a monovalent group represented by general formula (1)] CA-1: 4'',4''''-bis[4',6'-bis(4-cyclohexylphenoxy)-1',3',5'-triazine-2'-oxy]biphenyl (CAS Registry Number 2761026-52-0) having the following structure: [ka] [Antioxidants] AO-1: ADEKA Corporation, product name "ADEKA STAB AO-60" AO-2: ADEKA Corporation, product name "ADEKA STAB 2112" AO-3: ADEKA Corporation, product name "ADEKA STAB AO-20" AO-4: ADEKA Corporation, product name "ADEKA STAB AO-30" AO-5: ADEKA Corporation, product name "ADEKA STAB AO-40" AO-6: ADEKA Corporation, product name "ADEKA STAB AO-50" AO-7: ADEKA Corporation, product name "ADEKA STAB AO-80" AO-8: ADEKA Corporation, product name "ADEKA STAB AO-330" [Fatty acid metal salts] FM-1: Calcium stearate [Lubricant] LB-1: Glycerol stearate monoester [Hindered amine compounds] HALS-1: A mixture of 2,2,6,6-tetramethyl-4-piperidyl stearate and 2,2,6,6-tetramethyl-4-piperidyl palmitate HALS-2: A mixture of 1,2,2,6,6-pentamethyl-4-piperidyl stearate and 1,2,2,6,6-pentamethyl-4-piperidyl palmitate HALS-3: ADEKA Corporation, product name "ADEKA STAB LA-77Y" HALS-4: ADEKA Corporation, product name "ADEKA STAB LA-72" HALS-5: Manufactured by ADEKA, product name "ADEKA STAB LA-57" HALS-6: ADEKA Corporation, product name "ADEKA STAB LA-52" HALS-7: ADEKA Corporation, product name "ADEKA STAB LA-63P" HALS-8: ADEKA Corporation, product name "ADEKA STAB LA-81" [UV absorber] UVA-1: Hexadecyl (3,5-di-tert-butyl-4-hydroxy) benzoate UVA-2: 2,4-di-tert-butylphenyl (3,5-di-tert-butyl-4-hydroxy) benzoate UVA-3: ADEKA Corporation, product name "ADEKA STAB LA-31" UVA-4: ADEKA Corporation, product name "ADEKA STAB LA-24" UVA-5: ADEKA Corporation, product name "ADEKA STAB LA-29" UVA-6: ADEKA Corporation, product name "ADEKA STAB LA-32" UVA-7: ADEKA Corporation, product name "ADEKA STAB LA-36" UVA-8: ADEKA Corporation, product name "ADEKA STAB 1413" UVA-9: ADEKA Corporation, product name "ADEKA STAB LA-46" UVA-10: ADEKA Corporation, product name "ADEKA STAB LA-F70" UVA-11: 2-(2-hydroxy-4-octoxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine

[0116] (Preparation of additive composition) [Examples 1 to 31] The compounds containing a monovalent group represented by general formula (1), antioxidants, fatty acid metal salts, lubricants, hindered amine compounds, and ultraviolet absorbers shown in Tables 1 and 2 below were blended in the amounts shown in Tables 1 and 2, and mixed at 1000 rpm for 1 minute using an FM mixer (FM200 manufactured by Mitsui Mining Co., Ltd.) to obtain additive mixtures. The additive mixtures thus obtained were designated additive mixtures 1 to 31. Subsequently, the additive mixtures 1 to 31 were fed into a twin-screw extruder (a small twin-screw segment extruder (2D15W) connected to a Labo Plastomill Micro (manufactured by Toyo Seiki Seisakusho Co., Ltd.)), melt-kneaded under conditions of a melt temperature of 160 ° C. and an extrusion screw speed of 20 rpm, and the melt strands were discharged from a strand die with a die diameter of 2 mmφ. The discharged strands were granulated at a take-up speed of 3 m / min using a pelletizer (manufactured by Toyo Seiki Seisakusho Co., Ltd., MPETC1) equipped with a water bath (cooling water temperature 20 to 25 ° C.) with a width of 450 mm, a depth of 150 mm, and a height of 220 mm, and the additive compositions of Examples 1 to 31 were obtained as cylindrical granules with a diameter of 2 mm and a height of 5 mm. In Tables 1 and 2, the unit of the blending amount of each component is parts by mass.

[0117] [Table 1]

[0118] [Table 2]

[0119] [Examples 32 to 62] Additive mixtures 1 to 31 were granulated at a granulation temperature of 90°C using a disc pelletizer (F-5 / 11-175D manufactured by Dalton) to obtain additive compositions of Examples 32 to 62 as cylindrical granules having a diameter of 3 mm and a height of 5 to 9 mm.

[0120] [Examples 63 to 93] Additive mixtures 1 to 31 were granulated at a granulation temperature of 90°C using a moist granulator (GA65 manufactured by Alexander Burke) to obtain additive compositions of Examples 63 to 93 as cylindrical granules having a diameter of 2 mm and a height of 3 to 7 mm.

[0121] [Examples 94 to 124] The additive mixtures 1 to 31 were granulated at a granulation temperature of 90°C using a gear pelletizer (GCS200 / 60 manufactured by Hosokawa Micron Corporation), to obtain the additive compositions of Examples 94 to 124 as cylindrical granules having a diameter of 3 mm and a height of 3 to 7 mm.

[0122] [Examples 125 to 155] Additive mixtures 1 to 31 were granulated at a granulation temperature of 30°C using a roller compactor (FT-105 manufactured by Freund-Turbo Corporation), to obtain additive compositions of Examples 125 to 155 as flake-like granules.

[0123] The loose bulk density of the additive compositions of Examples 1 to 155 measured in accordance with JIS K 5101-12-1 was 0.54 g / cm 3 The compacted bulk density measured in accordance with JIS K 5101-12-2 is 0.59 g / cm 3 , the compression ratio was 1.1.

[0124] (Production of additive master batch for synthetic resin) The synthetic resins, antioxidants, fatty acid metal salts, lubricants, hindered amine compounds, and UV absorbers shown in Tables 3 to 7 below were blended in the amounts shown in Tables 3 to 7, and then mixed for 30 minutes using a rocking mixer (RM-150, manufactured by Aichi Electric Co., Ltd.). The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V, manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain synthetic resin additive masterbatches of Examples 156 to 197 as pellets. In Tables 3 to 7, the blending amount of each component is expressed in parts by mass.

[0125] [Table 3]

[0126] [Table 4]

[0127] [Table 5]

[0128] [Table 6]

[0129] [Table 7]

[0130] The loose bulk density of the synthetic resin additive master batches of Examples 156 to 197 measured in accordance with JIS K 5101-12-1 was 0.50 g / cm 3 , the hardened bulk density measured in accordance with JIS K 5101-12-2 is 0.55 g / cm 3 , the compression ratio was 1.1.

[0131] (Preparation of Resin Composition) (Examples 1 to 155) 100 parts by mass of PP-1 synthetic resin and 1 part by mass of each of the additive compositions of Examples 1 to 155 were blended and mixed for 30 minutes using a rocking mixer (RM-150 manufactured by Aichi Electric Co., Ltd.) The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain a resin composition as pellets. (Production Examples 156-310) A resin composition was obtained in the same manner as in Production Examples 1 to 155, except that PP-2 was used instead of PP-1 as the synthetic resin. (Production Examples 311-465) Resin compositions were obtained in the same manner as in Production Examples 1 to 155, except that PP-3 was used as the synthetic resin instead of PP-1. (Production examples 466-620) A resin composition was obtained in the same manner as in Production Examples 1 to 155, except that PP-4 was used as the synthetic resin instead of PP-1.

[0132] (Production Examples 621-655) PP-1 was used as the synthetic resin, and the synthetic resin additive masterbatches of Examples 156 to 190 were used as the synthetic resin additive masterbatches in a blending ratio such that the compound containing a monovalent group represented by general formula (1) was 0.2 parts by mass per 100 parts by mass of the synthetic resin contained in the resin composition, and then mixed for 30 minutes using a rocking mixer (RM-150, manufactured by Aichi Electric Co., Ltd.). The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V, manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain the resin composition as pellets. (Production Examples 656-657) PP-2 was used as the synthetic resin, and the synthetic resin additive masterbatches of Examples 191 and 192 were used as the synthetic resin additive masterbatches in a blending ratio such that the compound containing a monovalent group represented by general formula (1) was 0.2 parts by mass per 100 parts by mass of the synthetic resin contained in the resin composition, and then mixed for 30 minutes using a rocking mixer (RM-150, manufactured by Aichi Electric Co., Ltd.). The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V, manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain a resin composition as pellets. (Production Examples 658-661) PP-3 was used as the synthetic resin, and the synthetic resin additive masterbatches of Examples 193 to 196 were used as the synthetic resin additive masterbatches in a blending ratio such that the compound containing a monovalent group represented by general formula (1) was 0.2 parts by mass per 100 parts by mass of the synthetic resin contained in the resin composition, and then mixed for 30 minutes using a rocking mixer (RM-150, manufactured by Aichi Electric Co., Ltd.). The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V, manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain a resin composition as pellets. (Example 662) PP-4 was used as the synthetic resin, and the synthetic resin additive masterbatch of Example 197 was used as the synthetic resin additive masterbatch. The compound containing a monovalent group represented by formula (1) was mixed in a ratio of 0.2 parts by mass per 100 parts by mass of the synthetic resin contained in the resin composition, and then mixed for 30 minutes using a rocking mixer (RM-150, manufactured by Aichi Electric Co., Ltd.). The resulting mixture was melt-kneaded using a twin-screw extruder (TEX-28V, manufactured by The Japan Steel Works, Ltd.) under processing conditions of a resin temperature of 240°C and a screw speed of 150 rpm, and then granulated to obtain a resin composition as pellets.

[0133] The resin compositions obtained in Production Examples 1 to 662 were dried at 80°C for 8 hours and then injection-molded using an injection molding machine (Toshiba Machine Co., Ltd., EC-100-2A) at a resin temperature of 240°C and a mold temperature of 40°C to obtain molded articles. The molded articles thus obtained had excellent properties.

Claims

1. It includes a compound containing a monovalent group represented by the following general formula (1): It is granular, Additive composition. 【Chemical 1】 (In the general formula (1), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.)

2. Synthetic resin and A compound containing a monovalent group represented by the following general formula (1), A resin composition comprising: 【Chemistry 2】 (In the general formula (1), X represents a divalent group, and Ar 1 and Ar 2 each independently represents an unsubstituted or substituted phenyl group, and * represents a bonding site with another atom.)

3. The resin composition according to claim 2 , wherein the synthetic resin comprises a polyolefin resin.

4. A synthetic resin additive masterbatch comprising the resin composition according to claim 2 or 3.

5. A molded article obtained by molding the resin composition according to claim 2 or 3.

6. Synthetic resin and The additive composition of claim 1; A method for producing a resin composition, comprising a compounding step of mixing the above components.

7. Synthetic resin and The synthetic resin additive masterbatch according to claim 4, A method for producing a resin composition, comprising a compounding step of mixing the above components.

Citation Information

Patent Citations

  • Resin composition having improved moldability

    JP1986014261A