Additive composition for synthetic resin, resin composition, and molded article thereof
A synthetic resin additive composition with a compound having a specific monovalent group enhances the properties of synthetic resins by incorporating nucleating agents and other additives, addressing the inadequacies of existing additives.
Patent Information
- Application Number
- JP2025119675
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2025-07-16
- Publication Date
- 2025-09-11
AI Technical Summary
Existing additives for synthetic resins, such as triphenyloxytriazine, do not sufficiently improve the properties of synthetic resins.
A synthetic resin additive composition containing a compound with a specific monovalent group represented by general formula (1), which can be combined with other nucleating agents, lubricants, and colorants to enhance the properties of synthetic resins.
The additive composition significantly improves the properties of synthetic resins, including crystallization promotion and durability, through the use of a compound with a monovalent group, along with other additives.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to an additive composition for synthetic resins, a resin composition and a molded article thereof, and more particularly to an additive composition for synthetic resins, capable of improving the properties of synthetic resins, a resin composition and a molded article thereof. [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] SUMMARY OF THE INVENTION It is therefore an object of the present invention to provide an additive composition for synthetic resins, a resin composition and a molded article thereof, 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 synthetic resin additive composition of the present invention contains a compound containing 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 resin composition of the present invention contains a synthetic resin and the additive composition for synthetic resins.
[0011] Furthermore, the molded article of the present invention is obtained by molding the resin composition of the present invention. [Effects of the Invention]
[0012] According to the present invention, it is possible to provide an additive composition for synthetic resins, which can improve the properties of synthetic resins, a resin composition, and a molded article thereof. DETAILED DESCRIPTION OF THE INVENTION
[0013] Hereinafter, an embodiment of the present invention will be described in detail. First, the synthetic resin additive composition of the present embodiment will be described.
[0014] <Additive composition for synthetic resin> The synthetic resin additive composition of the present embodiment contains a compound containing a monovalent group represented by the following general formula (1).
[0015] [ka]
[0016] In the general formula (1), X represents a divalent group, Ar 1and Ar 2 Each independently represents an unsubstituted or substituted phenyl group, and * represents the bonding site with another atom.
[0017] According to the synthetic resin additive composition of this embodiment, the properties of the synthetic resin can be improved.
[0018] Examples of compounds containing a monovalent group represented by general formula (1) include compounds represented by the following general formula (2), oligomers or polymers represented by the following general formula (4), and dendrimers represented by the following general formula (8). Among these, compounds represented by general formula (2) are preferred. Furthermore, compounds containing a monovalent group represented by general formula (1) may be oligomers or polymers represented by general formula (4).
[0019] [ka]
[0020] 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).
[0021] [ka]
[0022] 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 3represents 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.
[0023] In the general formula (4), n may 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 the general formula (4), W 3 is preferably an unsubstituted or substituted phenyloxy group.
[0024] [ka]
[0025] 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.
[0026] 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.
[0027] [ka]
[0028] 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.
[0029] [ka]
[0030] 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.
[0031] [ka]
[0032] 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.
[0033] 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.
[0034] 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.
[0035] 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.
[0036] 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.
[0037] 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.
[0038] 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.
[0039] 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.
[0040] 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.
[0041] 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.
[0042] 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.
[0043] Examples of the aminocarbonyl group include groups having a structure in which the above-mentioned amino group is bonded to a carbonyl group.
[0044] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine.
[0045] 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.
[0046] 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.
[0047] 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).
[0048] [ka]
[0049] [ka]
[0050] 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.
[0051] 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).
[0052] 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).
[0053] 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.
[0054] 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 may 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.
[0055] 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.
[0056] [ka]
[0057] [ka]
[0058] 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.
[0059] 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.
[0060] [ka]
[0061] [ka]
[0062] [ka]
[0063] [ka]
[0064] [ka]
[0065] [ka]
[0066] 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.
[0067] The synthetic resin additive composition of this embodiment preferably contains another nucleating agent in addition to the compound containing a monovalent group represented by general formula (1). Here, the other nucleating agent is an additive that promotes the crystallization of the synthetic resin and is composed of a compound other than the compound containing a monovalent group represented by general formula (1).
[0068] Other nucleating agents include, for example, 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).
[0069] When the synthetic resin additive composition of this embodiment contains another nucleating agent in addition to the compound containing a monovalent group represented by general formula (1), the ratio B / C of the content B (parts by mass) of the compound containing a monovalent group represented by general formula (1) to the content C (parts by mass) of the other nucleating agent in the synthetic resin additive composition may be, for example, 1 / 99 to 99 / 1. From the viewpoint of further improving the properties of the synthetic resin, the value of B / C is preferably 3 / 97 or more, and more preferably 5 / 95 or more. From the same viewpoint, the value of B / C is preferably 50 / 50 or less, and more preferably 40 / 60 or less.
[0070] The synthetic resin additive composition of the present embodiment preferably contains a lubricant.
[0071] Examples of lubricants include fatty acid esters, fatty acid amides, fatty acids, higher alcohols, sugar alcohols, etc. When the synthetic resin additive composition of the present embodiment contains a lubricant, it is preferable that the lubricant contains at least one selected from the group consisting of fatty acid esters and fatty acid amides.
[0072] Examples of fatty acid esters include fatty acid alkyl esters such as fatty acid methyl and fatty acid ethyl; alkylene glycol fatty acid monoesters such as ethylene glycol fatty acid monoesters and propylene glycol fatty acid monoesters; alkylene glycol fatty acid diesters such as ethylene glycol fatty acid diesters and propylene glycol fatty acid diesters; glycerol fatty acid esters such as glycerol fatty acid monoesters, glycerol fatty acid diesters, and glycerol fatty acid triesters; and pentaerythritol fatty acid esters such as pentaerythritol fatty acid monoesters, pentaerythritol fatty acid diesters, pentaerythritol fatty acid triesters, and pentaerythritol fatty acid tetraesters.
[0073] The fatty acid residue constituting the fatty acid ester may have, for example, 7 to 29 carbon atoms. Here, the fatty acid residue refers to a group obtained by removing a carboxyl group from a fatty acid. The number of carbon atoms in the fatty acid residue is preferably 11 to 23, and more preferably 13 to 21. Examples of the fatty acid residue include groups obtained by removing a carboxyl group from 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. Among these, groups obtained by removing a carboxyl group from lauric acid, myristic acid, palmitic acid, or stearic acid are preferred, and groups obtained by removing a carboxyl group from stearic acid are particularly preferred.
[0074] In the synthetic resin additive composition of this embodiment, the fatty acid ester preferably includes a glycerol fatty acid monoester. Specific examples of the glycerol fatty acid monoester 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 monocerotic acid, glycerol monomontanate, glycerol monomelissate, glycerol mono12-hydroxystearate, and glycerol monoricinoleate. Among these, glycerol monolaurate, glycerol monomyristate, glycerol monopalmitate, and glycerol monostearate are preferred, with glycerol monostearate being particularly preferred.
[0075] Examples of fatty acid amides include fatty acid monoamides, alkylene bis fatty acid amides, alkylol fatty acid amides, N-alkyl fatty acid amides, etc. Among these, fatty acid monoamides and alkylene bis fatty acid amides are preferred.
[0076] Examples of the fatty acid residue constituting the fatty acid amide include the same fatty acid residues as those exemplified above as the fatty acid residues constituting the fatty acid ester.
[0077] Specific examples of fatty acid monoamides include 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, ricinoleic acid amide, etc. Among these, lauric acid amide, myristic acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, and erucic acid amide are preferred, with stearic acid amide, oleic acid amide, and erucic acid amide being more preferred, and oleic acid amide and erucic acid amide being particularly preferred.
[0078] Specific examples of alkylene bisfatty acid amides include 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-hydroxystearic acid amide, methylene bis Examples include sricinoleic 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, ethylene bis12-hydroxystearic acid amide, ethylene bisricinoleic acid amide, etc. Among these, methylene bislauric acid amide, methylene bismyristic acid amide, methylene bispalmitic acid amide, methylene bisstearic acid amide, ethylene bislauric acid amide, ethylene bismyristic acid amide, ethylene bispalmitic acid amide, and ethylene bisstearic acid amide are preferred, methylene bisstearic acid amide and ethylene bisstearic acid amide are more preferred, and ethylene bisstearic acid amide is particularly preferred.
[0079] Examples of the alkylol fatty acid amide include methylol fatty acid amide and ethylol fatty acid amide.
[0080] Examples of N-alkyl fatty acid amides include N-stearyl stearic acid amide, N-stearyl oleic acid amide, N-oleyl stearic acid amide, N-stearyl erucic acid amide, and N-oleyl oleic acid amide.
[0081] Examples of fatty acids include 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.
[0082] Examples of higher alcohols include 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.
[0083] The sugar alcohol includes, for example, mannitol.
[0084] When the synthetic resin additive composition of this embodiment contains a lubricant, the content of the lubricant may be, for example, 5 to 500 parts by mass per 100 parts by mass of the compound containing a monovalent group represented by general formula (1). From the viewpoint of further improving the properties of the synthetic resin, the content of the lubricant is preferably 10 parts by mass or more, more preferably 20 parts by mass or more, even more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more per 100 parts by mass of the compound containing a monovalent group represented by general formula (1). From the same viewpoint, the content of the lubricant is preferably 300 parts by mass or less, more preferably 150 parts by mass or less, even more preferably 100 parts by mass or less, and even more preferably 80 parts by mass or less per 100 parts by mass of the compound containing a monovalent group represented by general formula (1).
[0085] The synthetic resin additive composition of the present embodiment preferably contains a colorant.
[0086] Examples of colorants include pigments, dyes, etc. Among these, pigments are preferred from the viewpoint of durability of the colorant.
[0087] Specific examples of pigments 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, 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, 125, 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, 19, 23, 27, 29, 30, 32, 37, 40, 50, etc.
[0088] Specific examples of dyes include 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.
[0089] When the synthetic resin additive composition of this embodiment contains a colorant, the content of the colorant may be, for example, 0.01 to 100 parts by mass relative to 100 parts by mass of the compound containing a monovalent group represented by general formula (1). The content of the colorant is preferably 0.05 to 50 parts by mass, and more preferably 0.1 to 30 parts by mass, relative to 100 parts by mass of the compound containing a monovalent group represented by general formula (1).
[0090] In the synthetic resin additive composition of this embodiment, the colorant preferably contains a blue colorant.
[0091] Examples of blue colorants include blue pigments such as Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, 22, 24, 29, 56, 60, 61, 62, and 64; purple pigments such as Pigment Violet 1, 15, 19, 23, 27, 29, 30, 32, 37, 40, and 50; green pigments such as Pigment Green 7, 10, and 36; and Acid Blue 1, 3, 5, 7, 9, and 11. , CI 13, 15, 17, 22, 24, 26, 34, 38, 48, 74, 75, 83, 84, 86, 88, 90, 90:1, 91, 93, 93:1, 99, 100, 103, 104, 108, 109, 110, 119, 123, 147, 213, and other blue dyes, Acid Violet 15, 17, 24, 43, 49, and other purple dyes, Acid Green 3, 9, 16, and other green dyes. Among these, blue colorants, purple colorants, and green colorants are preferred, and blue colorants and purple colorants are more preferred.
[0092] The synthetic resin additive composition of this embodiment may further contain one or more additives (hereinafter referred to as "other additives") such as phenolic antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, other antioxidants, hindered amine compounds, ultraviolet absorbers, fatty acid metal salts, flame retardants, flame retardant aids, fillers, hydrotalcites, antistatic agents, fluorescent brighteners, and neutralizing agents, which are compounds other than the compound containing a monovalent group represented by general formula (1). The synthetic resin additive composition may be a one-pack composite additive composition further blended with a granulation aid such as a binder, wax, solvent, or silica and granulated, or may be a composite masterbatch further containing a synthetic resin.
[0093] The synthetic resin contained in the composite masterbatch 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 phenolic resins, urea resins, melamine resins, epoxy resins, unsaturated polyester resins, and synthetic rubber. One type of synthetic resin may be contained alone, or two or more types may be contained in combination. The synthetic resin may also be a copolymer or a polymer alloy.
[0094] The synthetic resin content in the composite masterbatch may be, for example, 99.9% by mass or less of the entire composite masterbatch, preferably 90% by mass or less, more preferably 80% by mass or less, and even more preferably 60% by mass or less, and may be, for example, 10% by mass or more of the entire composite masterbatch.
[0095] 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.
[0096] 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.
[0097] 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.
[0098] 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.
[0099] 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.
[0100] 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;
[0101] 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.
[0102] 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.
[0103] 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.
[0104] The hydrotalcites may be any complex salt compound 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 may have 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.
[0105] 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.
[0106] 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.
[0107] 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.
[0108] The neutralizing agent is a compound that neutralizes residual catalyst in a polyolefin-based resin when the synthetic resin additive composition of this embodiment is blended with the polyolefin-based resin. Examples of the neutralizing agent include the above-mentioned fatty acid metal salts and hydrotalcites. Only one type of neutralizing agent may be used, or two or more types may be mixed and used.
[0109] The synthetic resin additive composition of this embodiment preferably further contains a neutralizing agent. When the synthetic resin additive composition of this embodiment contains a neutralizing agent, the neutralizing agent preferably contains at least one selected from the group consisting of fatty acid metal salts and hydrotalcites.
[0110] When the synthetic resin additive composition of this embodiment contains a neutralizing agent, the content of the neutralizing agent may be, for example, 5 to 500 parts by mass per 100 parts by mass of the compound containing a monovalent group represented by general formula (1). From the viewpoint of further improving the properties of the synthetic resin, the content of the neutralizing agent is preferably 10 parts by mass or more, more preferably 20 parts by mass or more, even more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more per 100 parts by mass of the compound containing a monovalent group represented by general formula (1). From the same viewpoint, the content of the neutralizing agent is preferably 300 parts by mass or less, more preferably 150 parts by mass or less, even more preferably 100 parts by mass or less, and even more preferably 80 parts by mass or less per 100 parts by mass of the compound containing a monovalent group represented by general formula (1).
[0111] The synthetic resin additive composition of the present embodiment preferably contains a lubricant and a neutralizing agent.
[0112] The synthetic resin additive composition of this embodiment may be, for example, in a particulate form. When the synthetic resin additive composition of this embodiment is in a particulate form, the powder characteristic values of the synthetic resin additive composition, such as the average particle size, angle of repose, loose bulk density, packed bulk density, and compressibility, may be values that provide the desired degree of dispersibility of the synthetic resin additive composition in synthetic resin, particle flowability, and the like. Specifically, the average particle size may be, for example, 0.1 to 100 μm, the angle of repose may be, for example, 20 to 70°, and the loose bulk density may be, for example, 0.1 to 0.8 g / cm. 3 The bulk density is, for example, 0.2 to 1 g / cm 3 The compression ratio may 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)
[0113] Next, the resin composition of this embodiment will be described.
[0114] <Resin composition> The resin composition of the present embodiment contains a synthetic resin and the above-described additive composition for synthetic resins.
[0115] The resin composition of this embodiment has excellent properties.
[0116] Examples of synthetic resins include those contained in the masterbatch described above. 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.
[0117] 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 may 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 may be, for example, 5% by mass or more of the total synthetic resin.
[0118] In the resin composition of this embodiment, the content of the synthetic resin additive composition may 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 synthetic resin additive composition 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 additive components, the content of the synthetic resin additive composition 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 molded articles made from the resin composition, the content of the synthetic resin additive composition is preferably 0.2 parts by mass or less per 100 parts by mass of synthetic resin.
[0119] The resin composition of the present embodiment may further contain, as necessary, other additives exemplified above as additives contained in the additive composition for synthetic resins.
[0120] The method for producing the resin composition of this embodiment is not particularly limited, and examples thereof include a method including a preparation step in which the synthetic resin additive composition described above and other additives, as necessary, are prepared, and a blending step in which the components prepared in the preparation step are blended with a synthetic resin. The method for blending the components in the blending step is also not particularly limited, and examples thereof include a method in which the components prepared in the preparation step are added to a synthetic resin and then mixed 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, 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 also 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 granulation device such as a pelletizer. The shape of the resin composition obtained by granulation is not particularly limited, and may be, for example, pellet-like. Furthermore, the method for producing the resin composition of this embodiment may be a method in which at least one of the above-mentioned synthetic resin additive composition 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.
[0121] Next, the molded product of this embodiment will be described.
[0122] <Molded products> The molded article of this embodiment is obtained by molding the above-described resin composition.
[0123] The molded article of this embodiment has excellent properties.
[0124] 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.
[0125] 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.
[0126] Further embodiments of the present invention include, for example: [1] An additive composition for synthetic resins, comprising a compound containing a monovalent group represented by the following general formula (1): [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.) [2] The synthetic resin additive composition according to [1], further comprising a lubricant. [3] The synthetic resin additive composition according to [2], wherein the lubricant comprises at least one selected from the group consisting of fatty acid esters, fatty acid amides, and fatty acid metal salts. [4] The synthetic resin additive composition according to any one of [1] to [3], further comprising a neutralizing agent. [5] The synthetic resin additive composition according to [4], wherein the neutralizing agent comprises at least one selected from the group consisting of fatty acid metal salts and hydrotalcites. [6] A resin composition comprising a synthetic resin and the additive composition for synthetic resins according to any one of [1] to [5]. [7] The resin composition according to [6], wherein the synthetic resin comprises a polyolefin resin. [8] The resin composition according to [7], wherein the polyolefin resin comprises at least one selected from the group consisting of polyethylene resins and polypropylene resins. [9] The resin composition according to any one of [6] to [8], wherein the synthetic resin contains an elastomer.
[10] A molded article obtained by molding the resin composition according to any one of [6] to [9]. [Example]
[0127] 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.
[0128] <Production of synthetic resin additive composition, resin composition, and molded article>
[0129] (Examples 1 to 288)
[0130] The compounds containing a monovalent group represented by general formula (1), lubricants and neutralizing agents used in Examples 1 to 288 are as follows: [Compound containing a monovalent group represented by general formula (1)] Compound-1: 4'',4''''-bis[4',6'-bis(4-cyclohexylphenoxy)-1',3',5'-triazine-2'-oxy]biphenyl having the following structure:
[0131] [ka]
[0132] [Lubricant] Lubricant-1: Glycerol stearate monoester Lubricant-2: Oleic acid amide Lubricant-3: Erucic acid amide Lubricant-4: Stearic acid amide [Neutralizer] Neutralizer-1: Calcium stearate Neutralizer-2: Sodium stearate Neutralizer-3: Magnesium stearate Neutralizer-4: Hydrotalcite
[0133] (Examples 1 to 288) Compounds containing a monovalent group represented by general formula (1), lubricants, and neutralizing agents shown in Tables 1 to 8 below were blended in the amounts shown in Tables 1 to 8 below, and mixed at 1000 rpm for 1 minute using an FM mixer (FM200 manufactured by Mitsui Mining Co., Ltd.) to obtain synthetic resin additive compositions of Examples 1 to 288. In Tables 1 to 8, the blending amount of each component is expressed in parts by mass.
[0134] [Table 1]
[0135] [Table 2]
[0136] [Table 3]
[0137] [Table 4]
[0138] [Table 5]
[0139] [Table 6]
[0140] [Table 7]
[0141] [Table 8]
[0142] The loose bulk density of the synthetic resin additive compositions of Examples 1 to 288 measured in accordance with JIS K 5101-12-1 was 0.25 g / cm 3 The hardened bulk density measured in accordance with JIS K 5101-12-2 is 0.45 g / cm 3 The compression ratio was 1.8, and the angle of repose measured by the cylinder rotation method was 48.8°.
[0143] (Example 289) A composition consisting only of Compound-1 was used as the synthetic resin additive composition of Example 289. The loose bulk density of the synthetic resin additive composition of Example 289 measured in accordance with JIS K 5101-12-1 was 0.15 g / cm 3 The compacted bulk density measured in accordance with JIS K 5101-12-2 is 0.35 g / cm 3 The compression ratio was 2.3. The average particle size calculated from the particle size distribution measured by the laser diffraction method in accordance with JIS Z 8825 was 3.0 μm, with D10 of 1.5 μm, D50 of 3.5 μm, and D90 of 20 μm. The angle of repose measured by the cylindrical rotation method was 45.7°.
[0144] 100 parts by mass of random copolymer polypropylene (MFR = 12 g / 10 min at 230 °C and a load of 2.16 kg, product name "Prime Polypro R720" manufactured by Prime Polymer Co., Ltd.) was blended with 0.1 parts by mass of the synthetic resin additive composition of each example prepared as described above, 0.05 parts by mass of tetrakis[methylene-3-(3',5'-tert-butyl-4'-hydroxyphenyl)propionate]methane, and 0.1 parts by mass of tris(2,4-di-tert-butylphenyl)phosphite, and mixed at 1000 rpm using an FM mixer (FM200 manufactured by Mitsui Mining Co., Ltd.) for 1 minute. The resulting mixture was placed in a twin-screw extruder (TEX-28V manufactured by The Japan Steel Works, Ltd.) and melt-kneaded at a melt temperature of 230 °C and a screw speed of 150 rpm. The mixture was then granulated to obtain pelletized resin compositions. The resulting pelletized resin compositions were dried at 60 °C for 8 hours. The pelletized resin composition was then injection molded using an injection molding machine (Toshiba Machine Co., Ltd., EC100-2A) under conditions of a resin temperature of 230°C and a mold temperature of 50°C to obtain a molded article. The molded article thus obtained had excellent properties due to the incorporation of the synthetic resin additive composition.
Claims
1. An additive composition for synthetic resins, comprising a compound containing a monovalent group represented by the following general formula (1): 【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. The synthetic resin additive composition according to claim 1, further comprising a lubricant.
3. 3. The synthetic resin additive composition according to claim 2, wherein the lubricant comprises at least one selected from the group consisting of fatty acid esters, fatty acid amides, and fatty acid metal salts.
4. The synthetic resin additive composition according to claim 1, further comprising a neutralizing agent.
5. 5. The synthetic resin additive composition according to claim 4, wherein the neutralizing agent comprises at least one selected from the group consisting of fatty acid metal salts and hydrotalcites.
6. Synthetic resin and The synthetic resin additive composition according to any one of claims 1 to 5, A resin composition comprising:
7. The resin composition according to claim 6 , wherein the synthetic resin comprises a polyolefin resin.
8. The resin composition according to claim 7, wherein the polyolefin resin comprises at least one selected from the group consisting of polyethylene resins and polypropylene resins.
9. The resin composition according to claim 6 , wherein the synthetic resin comprises an elastomer.
10. A molded article obtained by molding the resin composition according to claim 6.
Citation Information
Patent Citations
Resin composition having improved moldability
JP1986014261A