Resin composition, molded article, resin additive composition, method for producing resin composition, and method for improving crystallinity of crystalline resin
By blending a crystalline resin with a compound having a specific structure, the resin composition significantly enhances crystallinity, improving the properties of molded articles.
Patent Information
- Application Number
- JP2025097470
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2025-06-11
- Publication Date
- 2025-08-15
AI Technical Summary
Existing resin compositions do not effectively enhance the crystallinity of crystalline resins, limiting the performance and properties of molded articles made from them.
A resin composition is developed by blending a crystalline resin with a compound containing a specific group represented by general formula (1), which includes unsubstituted or substituted phenylene groups, to improve crystallinity.
The composition achieves improved crystallinity of the crystalline resin, resulting in enhanced properties of molded articles, such as increased impact resistance and rigidity.
Smart Images

Figure 2025120379000001 
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Figure 2025120379000003
Abstract
Description
[Technical Field]
[0001] The present invention relates to a resin composition, a molded article, a resin additive composition, a method for producing a resin composition, and a method for improving the crystallinity of a crystalline resin. [Background technology]
[0002] Various compounds have been investigated as additives for synthetic resins. For example, Patent Document 1 below discloses a compound having a triazine skeleton as an additive for synthetic resins. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] Japanese Unexamined Patent Publication No. 54-4950 Summary of the Invention [Problem to be solved by the invention]
[0004] The object of the present invention is to provide a resin composition having improved crystallinity of a crystalline resin and a molded article thereof, a resin additive composition capable of improving the crystallinity of a crystalline resin, a method for producing a resin composition having improved crystallinity of a crystalline resin, and a method for improving the crystallinity of a crystalline resin. [Means for solving the problem]
[0005] As a result of intensive research into solving the above-mentioned problems, the inventors discovered that the above-mentioned problems can be solved by blending a composition containing a compound having a specific structure as an additive with a crystalline resin, and thus completed the present invention.
[0006] That is, the present invention is a resin composition containing a crystalline resin and a compound containing a group represented by the following general formula (1).
[0007] [ka]
[0008] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0009] The present invention also relates to a molded article obtained by molding the above resin composition.
[0010] Furthermore, the present invention provides The resin additive composition includes a compound containing a group represented by the following general formula (1):
[0011] [ka]
[0012] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0013] Furthermore, the present invention is a method for producing a resin composition, which includes a blending step of mixing a crystalline resin with a compound containing a group represented by the following general formula (1).
[0014] [ka]
[0015] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0016] Furthermore, the present invention is a method for improving the crystallinity of a crystalline resin, comprising a blending step of mixing a crystalline resin with a compound containing a group represented by the following general formula (1).
[0017] [ka]
[0018] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom. [Effects of the Invention]
[0019] According to the present invention, it is possible to provide a resin composition having improved crystallinity of a crystalline resin and a molded article thereof, a resin additive composition capable of improving the crystallinity of a crystalline resin, a method for producing a resin composition having improved crystallinity of a crystalline resin, and a method for improving the crystallinity of a crystalline resin. DETAILED DESCRIPTION OF THE INVENTION
[0020] Hereinafter, embodiments of the present invention will be described in detail.
[0021] First, the resin composition of the present embodiment will be described. <Resin composition> The resin composition of the present embodiment contains a crystalline resin and a compound containing a group represented by the following general formula (1).
[0022] [ka]
[0023] Here, in the general formula (1), X 1 , X 2 and X 3each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0024] In the resin composition of this embodiment, the crystallinity of the crystalline resin is improved.
[0025] (crystalline resin) The crystalline resin contained in the resin composition of this embodiment is not particularly limited, and examples of the crystalline resin include polyolefin resins, polyamide resins, polyester resins, polyacetal resins, polylactic acid, and polyphenylene sulfide. The crystalline resin may be contained alone or in combination of two or more. Furthermore, the crystalline resin may be a copolymer or a polymer alloy.
[0026] From the viewpoint of obtaining a resin composition with further improved crystallinity of the crystalline resin, the crystalline resin preferably contains 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. The molecular weight, degree of polymerization, density, softening point, proportion of solvent-insoluble matter, 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 may be selected appropriately.
[0027] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, in the resin composition of this embodiment, the crystalline resin preferably contains at least one selected from the group consisting of polyethylene-based resins and polypropylene-based resins, and more preferably contains a polypropylene-based resin. In the resin composition of this embodiment, the crystalline resin preferably contains a random copolymer polypropylene or a homopolypropylene.
[0028] The resin composition of this embodiment may contain a resin other than the crystalline resin as a resin component, as long as the effect of improving the crystallinity of the crystalline resin is not impaired. Examples of resins other than the crystalline resin include amorphous thermoplastic resins such as polycarbonate resins, styrene-based resins, acrylic resins, urethane-based resins, halogen-containing resins, petroleum resins, coumarone resins, polyvinyl alcohol, polyvinyl acetate, and polyphenylene oxide, and thermosetting resins such as phenolic resins, urea resins, melamine resins, epoxy resins, unsaturated polyester resins, and synthetic rubber. Here, in the resin composition of this embodiment, the content ratio of the crystalline resin relative to the total resin components contained in the resin composition is not particularly limited and can be, for example, 5 to 100 mass%. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the content of the crystalline resin relative to the total resin components contained in the resin composition is preferably 50 to 100 mass%, more preferably 80 to 100 mass%, even more preferably 90 to 100 mass%, even more preferably 95 to 100 mass%, and particularly preferably 100 mass%.
[0029] The resin composition of this embodiment may contain an elastomer as a resin component, provided that the effect of improving the crystallinity of the crystalline resin is not impaired. In this case, molded articles made from the resin composition will 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. When the resin composition of the present embodiment contains an elastomer, the content ratio of the elastomer relative to all the resin components contained in the resin composition is not particularly limited and can be, for example, 1 to 50 mass %. From the viewpoint of achieving both impact resistance and rigidity in a molded article made from the resin composition, the content ratio is preferably 5 to 30 mass %, and more preferably 10 to 25 mass %.
[0030] (Compound containing a group represented by general formula (1)) As described above, the resin composition of the present embodiment contains a compound containing a group represented by the general formula (1). Here, the resin composition of the present embodiment may contain only one type of compound containing a group represented by the general formula (1), or may contain two or more types.
[0031] X 1 , X 2 and X 3When X is a phenylene group having 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, and a sulfonamide group. Here, the carboxy group and the sulfo group may form a salt. 1 , X 2 and X 3 When X is a substituted phenylene group, the substituent is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 20 carbon atoms. 1 , X 2 and X 3 When is a phenylene group having a substituent, the number of substituents is not particularly limited and can be 1 to 4, and from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, it is preferably 1 to 2, and more preferably 1.
[0032] 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. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, among these, a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a cyclopentyl group, and a cyclohexyl group are preferred, a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, and a cyclohexyl group are more preferred, a methyl group and a cyclohexyl group are even more preferred, and a cyclohexyl group is particularly preferred.
[0033] 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.
[0034] 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.
[0035] Examples of aryl groups having 6 to 20 carbon atoms include unsubstituted aryl groups such as phenyl, o-biphenylyl, m-biphenylyl, p-biphenylyl, α-naphthyl, β-naphthyl, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, and 9-phenanthryl, as well as aryl groups having a substituent such as p-methylphenyl, o-methylphenyl, p-tert-butylphenyl, p-methoxyphenyl, p-chlorophenyl, p-nitrophenyl, and p-cyanophenyl. From the viewpoint of obtaining a resin composition with further improved crystallinity of the crystalline resin, unsubstituted aryl groups are preferred, and phenyl groups are more preferred.
[0036] 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.
[0037] 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.
[0038] 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.
[0039] The amino group is -NY 1 Y 2 where N is a nitrogen atom and Y is a group having the structure 1 and Y 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 Y 2may 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 as those exemplified above.
[0040] Examples of the aminocarbonyl group include groups having a structure in which the above-mentioned amino group is bonded to a carbonyl group.
[0041] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine.
[0042] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, X 1 , X 2 and X 3 is preferably an unsubstituted phenylene group.
[0043] In the resin composition of the present embodiment, the number of triazine rings contained in the compound containing a group represented by general formula (1) is not particularly limited and can be, for example, an integer of 1 to 10. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the number of triazine rings is preferably an integer of 1 to 5, more preferably an integer of 1 to 4, and even more preferably an integer of 1 to 3.
[0044] The resin composition of the present embodiment preferably contains a compound represented by the following general formula (2) as the compound containing a group represented by general formula (1). The resin composition of the present embodiment may contain only one type of compound represented by general formula (2), or may contain two or more types.
[0045] [ka]
[0046] Here, in the general formula (2), W 1 ~W 3 each independently represents a group represented by the following general formula (4):
[0047] [ka]
[0048] Here, in the general formula (4), Ar 1 represents an unsubstituted or substituted phenyl group, R 1 represents a hydrogen atom or a monovalent substituent, and L 1 and L 2 each independently represents a group represented by the following general formula (5), m represents 0 or an integer of 1 or more, and **** represents a site bonding to an oxygen atom.
[0049] [ka]
[0050] Here, in the general formula (5), X 4 and X 5 each independently represents an unsubstituted or substituted phenylene group; A 1 represents a direct bond or an unsubstituted or substituted alkanediyl group, and n represents 0 or 1.
[0051] Ar 1 is a substituted phenyl group, R 1 a monovalent substituent represented by X 4 and X 5 When X is a phenylene group having a substituent, the substituent may be 1 , X 2 and X 3 When is a phenylene group having a substituent, examples of the substituent include the same as those mentioned above.
[0052] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, Ar 1When Ar is a phenyl group having a substituent, the substituent is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group. 1 When is a substituted phenyl group, the number of substituents is not particularly limited and can be 1 to 5. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the number of substituents is preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. Furthermore, when the number of substituents is 1, the position of the substituent is not particularly limited and can be any of the o-position, m-position, and p-position, but from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the position of the substituent is preferably the p-position.
[0053] In addition, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, R 1 is preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group.
[0054] Furthermore, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, X 4 and X 5When X is a phenylene group having a substituent, the substituent is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, or a halogen atom, more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a halogen atom, and even more preferably an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 20 carbon atoms. 4 and X 5 When is a phenylene group having a substituent, the number of substituents is not particularly limited and can be 1 to 4, and from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, it is preferably 1 to 2, and more preferably 1.
[0055] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, X 4 and X 5 is preferably an unsubstituted phenylene group.
[0056] A 1 Examples of the alkanediyl group represented by 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 from the viewpoint of obtaining a resin composition with further improved crystallinity of the crystalline resin, it is preferably 1 to 6, and more preferably 1 to 3. From the same viewpoint, A 1The alkanediyl group represented by is preferably a methylene group, an ethylene group, a propylene group, a butylene group, an ethylidene group, a propan-1-ylidene group, a propan-2-ylidene group, a butan-1-ylidene group, a butan-2-ylidene group or a cyclohexylidene group, more preferably a methylene group, an ethylene group, a propylene group, an ethylidene group, a propan-1-ylidene group or a propan-2-ylidene group, and even more preferably a methylene group or a propan-2-ylidene group. When the alkanediyl group has a substituent, examples of the substituent include X 1 , X 2 and X 3 When is a phenylene group having a substituent, examples of the substituent include the same as those mentioned above.
[0057] In the resin composition of the present embodiment, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, A 1 is preferably a direct bond.
[0058] The value of m can be, for example, 0 or an integer of 1 to 100. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the value of m is preferably 0 or an integer of 1 to 5, more preferably 0 or an integer of 1 to 2, and even more preferably 0 or 1.
[0059] In the resin composition of the present embodiment, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, W 1 is a group in which m is 1 in general formula (4), and W 2 and W 3 are each preferably independently a group in which m is 0 in general formula (4). That is, the compound represented by general formula (2) is preferably a compound represented by the following general formula (2').
[0060] [ka]
[0061] Here, in the general formula (2'), L 11 , L 12 , L 13 and L 21 each independently represents a group represented by the above general formula (5), and R 11 , R 12 and R 13 each independently represents a hydrogen atom or a monovalent substituent, and Ar 11 represents an unsubstituted or substituted phenyl group.
[0062] In addition, R 11 , R 12 and R 13 and Ar 11 When X is a substituted phenyl group, the substituents are 1 , X 2 and X 3 When is a phenylene group having a substituent, examples of the substituent include the same as those mentioned above.
[0063] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, Ar 11 When Ar is a phenyl group having a substituent, the substituent is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, or a halogen atom, more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a halogen atom, and even more preferably an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 20 carbon atoms. 11 When is a phenyl group having a substituent, the number of substituents is not particularly limited and can be 1 to 5. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the number of substituents is preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. Furthermore, when the number of substituents is 1, the position of the substituent is not particularly limited and can be any of the o-position, m-position, and p-position, but from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the position of the substituent is preferably the p-position.
[0064] In addition, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, R 11 , R 12 and R 13 is preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group.
[0065] Furthermore, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, L 11 , L 12 , L 13 and L 21 In the group represented by the general formula (5), X 4 and X 5 is preferably an unsubstituted phenylene group. 11 , L 12 , L 13 and L 21 In the group represented by the general formula (5), A 1 is preferably a direct bond.
[0066] In the resin composition of the present embodiment, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, W 1 and W 2 are each independently a group in which m is 1 in general formula (4), and W 3 may be a group in which m in general formula (4) is 0. That is, the compound represented by general formula (2) may be a compound represented by the following general formula (2″).
[0067] [ka]
[0068] Here, in the general formula (2″), L 14 , L 15 , L 16 , L 24 and L 25 each independently represents a group represented by the above general formula (5), and R 14 , R 15 and R 16 each independently represents a hydrogen atom or a monovalent substituent, Ar 14 and Ar 15 each independently represents an unsubstituted or substituted phenyl group.
[0069] In addition, R 14 , R 15 and R 16 and Ar 14 and Ar 15 When X is a substituted phenyl group, the substituents are 1 , X 2 and X 3 When is a phenylene group having a substituent, examples of the substituent include the same as those mentioned above.
[0070] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, Ar 14 and Ar 15 When Ar is a phenyl group having a substituent, the substituent is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, or a halogen atom, more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a halogen atom, and even more preferably an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 20 carbon atoms. 14 and Ar 15When is a phenyl group having a substituent, the number of substituents is not particularly limited and can be 1 to 5. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the number of substituents is preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. Furthermore, when the number of substituents is 1, the position of the substituent is not particularly limited and can be any of the o-position, m-position, and p-position, but from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the position of the substituent is preferably the p-position.
[0071] In addition, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, R 14 , R 15 and R 16 is preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group.
[0072] Furthermore, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, L 14 , L 15 , L 16 , L 24 and L 25 In the group represented by the general formula (5), X 4 and X 5 is preferably an unsubstituted phenylene group. 14 , L 15 , L 16 , L 24 and L 25 In the group represented by the general formula (5), A 1is preferably a direct bond.
[0073] In the resin composition of the present embodiment, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, W 1 , W 2 and W 3 may each independently be a group in which m is 0 in general formula (4). That is, the compound represented by general formula (2) may be a compound represented by the following general formula (2''').
[0074] [ka]
[0075] Here, in the general formula (2′′′), L 17 , L 18 and L 19 each independently represents a group represented by the above general formula (5), and R 17 , R 18 and R 19 each independently represents a hydrogen atom or a monovalent substituent.
[0076] In addition, R 17 , R 18 and R 19 The monovalent substituent represented by X 1 , X 2 and X 3 When is a phenylene group having a substituent, examples of the substituent include the same as those mentioned above.
[0077] In addition, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, R 17 , R 18 and R 19is preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, more preferably a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a halogen atom, or a hydroxy group, and even more preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group.
[0078] Furthermore, from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, L 17 , L 18 and L 19 In the group represented by the general formula (5), X 4 and X 5 is preferably an unsubstituted phenylene group. 17 , L 18 and L 19 In the group represented by the general formula (5), A 1 is preferably a direct bond.
[0079] The resin composition of this embodiment may contain only one of the compounds represented by general formula (2'), the compounds represented by general formula (2"), and the compounds represented by general formula (2'"), or may contain two or more of them. From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, the resin composition of this embodiment preferably contains two or more of the compounds represented by general formula (2'), the compounds represented by general formula (2"), and the compounds represented by general formula (2'").
[0080] Specific examples of the compound containing a group represented by general formula (1) include, for example, the following compounds No. 1 to No. 42, but the compound containing a group represented by general formula (1) is not limited to the following compounds.
[0081]
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[0092] [ka]
[0093] From the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, among these, compound No. 4, compound No. 6, compound No. 19, compound No. 25, compound No. 28, compound No. 32, compound No. 34, compound No. 37, compound No. 39, compound No. 40, compound No. 41, and compound No. 42 are preferred, compound No. 4, compound No. 6, compound No. 19, compound No. 32, compound No. 34, compound No. 37, compound No. 39, compound No. 40, compound No. 41, and compound No. 42 are more preferred, and compound No. 4, compound No. 19, compound No. 32, compound No. 39, and compound No. 41 are even more preferred.
[0094] In addition, compounds containing a group represented by general formula (1) can be produced by known methods such as those described in WO 2020 / 067144 and WO 2022 / 039224.
[0095] In the resin composition of this embodiment, the content of the compound containing a group represented by general formula (1) can be, for example, 0.001 to 10 parts by mass relative to 100 parts by mass of the crystalline resin. From the viewpoint of obtaining a resin composition with further improved crystallinity of the crystalline resin and from the viewpoint of sufficiently suppressing the occurrence of bloom, the content of the compound containing a group represented by general formula (1) is preferably 0.002 to 5 parts by mass relative to 100 parts by mass of the crystalline resin, more preferably 0.003 to 3 parts by mass, even more preferably 0.005 to 1 part by mass, still more preferably 0.01 to 0.5 parts by mass, even more preferably 0.02 to 0.2 parts by mass, and particularly preferably 0.03 to 0.1 parts by mass.
[0096] As described above, the resin composition of this embodiment may contain only one type of compound containing a group represented by general formula (1), or may contain two or more types. When the resin composition of this embodiment contains two or more types of compounds containing a group represented by general formula (1), the compound with the highest content among the compounds containing a group represented by general formula (1) contained in the resin composition is defined as the "major compound." The content of the major compound relative to all compounds containing a group represented by general formula (1) can be, for example, 10 to 99.9 mass%. From the viewpoint of obtaining a resin composition with further improved crystallinity of the crystalline resin, the content of the major compound relative to all compounds containing a group represented by general formula (1) is preferably 50 to 99 mass%, more preferably 80 to 95 mass%. In addition, when the resin composition of the present embodiment contains two or more compounds containing a group represented by general formula (1), if the compounds other than the main compound among the compounds containing a group represented by general formula (1) contained in the resin composition are defined as "minor compounds", the total content of the minor compounds relative to all the compounds containing a group represented by general formula (1) can be, for example, 0.1 to 90 mass%, and from the viewpoint of obtaining a resin composition in which the crystallinity of the crystalline resin is further improved, it is preferably 1 to 50 mass%, and more preferably 5 to 20 mass%.
[0097] The resin composition of the present embodiment may further contain one or more additives other than the compound containing a group represented by the general formula (1) above (hereinafter referred to as "other additives"), such as nucleating agents, 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, lubricants, hydrotalcites, antistatic agents, fluorescent brighteners, and colorants, within the scope of not interfering with the effect of improving the crystallinity of the crystalline resin.
[0098] Examples of nucleating agents include aromatic phosphate metal salts such as 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 bis[2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate], sodium benzoate, aluminum 4-tert-butylbenzoate, sodium adipate, disodium bicyclo[2.2.1]heptane-2,3-dicarboxylate, and calcium Examples of the compound 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 diacetal 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.
[0099] 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.
[0100] 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.
[0101] 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.
[0102] 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.
[0103] 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.
[0104] 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;
[0105] 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.
[0106] 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.
[0107] 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.
[0108] Examples of lubricants include fatty acid esters such as fatty acid methyl, fatty acid ethyl, ethylene glycol fatty acid monoesters, propylene glycol fatty acid monoesters, ethylene glycol fatty acid diesters, propylene glycol fatty acid diesters, glycerol fatty acid monoesters, glycerol fatty acid diesters, glycerol fatty acid triesters, pentaerythritol fatty acid monoesters, pentaerythritol fatty acid diesters, pentaerythritol fatty acid triesters, and pentaerythritol fatty acid tetraesters; fatty acid amides such as fatty acid monoamides, alkylenebisfatty acid amides, alkylol fatty acid amides, and N-alkyl fatty acid amides; 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 stearyl alcohol; and sugar alcohols such as mannitol.
[0109] Examples of hydrotalcites include complex salt compounds containing magnesium, aluminum, hydroxyl groups, carbonate groups, and optional crystal water, and they may be natural or synthetic. The crystal structure, particle shape, and particle size of the hydrotalcites are not particularly limited. Furthermore, the hydrotalcites may be those in which at least a portion of the magnesium or aluminum has been substituted with another metal such as an alkali metal or zinc, or those in which at least a portion of the hydroxyl groups or carbonate groups has been substituted with another anion group. Furthermore, the hydrotalcites may be those in which the crystal water has been dehydrated, and the surface may be 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.
[0110] 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.
[0111] 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.
[0112] 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.
[0113] 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 27, 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.
[0114] Next, a method for producing the resin composition of this embodiment will be described.
[0115] <Method of manufacturing resin composition> The method for producing a resin composition of this embodiment includes a compounding step of mixing a crystalline resin with a compound containing a group represented by the general formula (1) above.
[0116] According to the method for producing a resin composition of the present embodiment, a resin composition can be produced in which the crystallinity of the crystalline resin is improved.
[0117] In the blending step, the method for mixing the crystalline resin and the compound containing the group represented by general formula (1) is not particularly limited. Examples include a method in which the compound containing the group represented by general formula (1) is added to the crystalline resin and then mixed using a mixer such as an FM mixer, mill roll, Banbury mixer, or super mixer. When two or more compounds containing the group represented by general formula (1) are added, the compounds may be added sequentially or all at once. The compound containing the group represented by general formula (1) may also be added as a resin additive composition, as described below. Furthermore, one or more of the other additives described above may also be blended in the blending step. Furthermore, the method for producing a resin composition according to this embodiment may further include, in addition to the 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 a resin composition according to this embodiment may further include a granulation step in which the mixture obtained in the melt-kneading step is granulated. Here, the granulation method is not particularly limited, and examples thereof include methods using a granulation device such as a pelletizer. The shape of the resin composition obtained by granulation is also not particularly limited, and it can be, for example, pelletized. Furthermore, the method for producing the resin composition of this embodiment may be a method in which a compound containing a group represented by general formula (1) and, if necessary, one or more of the other additives described above are added before or during polymerization of a crystalline resin monomer or oligomer, and the remaining components are added to the resulting polymer.
[0118] Next, the molded product of this embodiment will be described. <Molded products> The molded article of this embodiment is obtained by molding the above-described resin composition.
[0119] The molded article of this embodiment is made of a resin composition in which the crystallinity of the crystalline resin is improved, and therefore has excellent properties such as transparency and mechanical properties.
[0120] 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.
[0121] 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.
[0122] Next, the resin additive composition of this embodiment will be described.
[0123] <Resin additive composition> The resin additive composition of the present embodiment contains a group represented by the general formula (1). Here, the resin additive composition of the present embodiment may contain only one type of compound containing a group represented by the general formula (1), or may contain two or more types.
[0124] According to the resin additive composition of the present embodiment, the crystallinity of a crystalline resin can be improved. That is, the resin additive composition of the present embodiment can be used as a crystallinity improver for a crystalline resin.
[0125] Examples of the compound containing a group represented by general formula (1) contained in the resin additive composition of this embodiment include the same compounds as those contained in the resin composition described above.
[0126] When the resin additive composition of this embodiment contains two or more compounds containing a group represented by general formula (1), the compound contained in the resin additive composition that contains the group represented by general formula (1) in the greatest amount is defined as the "main compound." The content ratio of the main compound to all compounds containing a group represented by general formula (1) can be, for example, 10 to 99.9 mass%. From the viewpoint of obtaining a resin additive composition that further improves the crystallinity of a crystalline resin, the content ratio of the main compound to all compounds containing a group represented by general formula (1) is preferably 50 to 99 mass%, more preferably 80 to 95 mass%. In addition, when the resin additive composition of the present embodiment contains two or more compounds containing a group represented by general formula (1), if the compounds containing a group represented by general formula (1) contained in the resin additive composition other than the main component compound are defined as "minor component compounds", the total content of the minor component compounds relative to all the compounds containing a group represented by general formula (1) can be, for example, 0.1 to 90 mass%, and from the viewpoint of obtaining a resin additive composition that further improves the crystallinity of a crystalline resin, it is preferably 1 to 50 mass%, more preferably 5 to 20 mass%.
[0127] The resin additive composition of this embodiment may further contain one or more of the other additives exemplified as components that may be contained in the resin composition described above, within a range that does not interfere with the effect of improving the crystallinity of the crystalline resin.
[0128] Furthermore, the resin additive composition of the present embodiment may be a one-pack additive composition that is further blended with a granulation aid such as a binder, a wax, a solvent, or silica, within a range that does not impair the crystallinity improving effect of the crystalline resin, and granulated. Furthermore, the resin additive composition of the present embodiment may be a masterbatch that further contains a resin component.
[0129] In the resin additive composition of this embodiment, the content of the compound containing a group represented by general formula (1) relative to the entire resin additive composition can be, for example, 10 to 100 mass%. From the viewpoint of obtaining a resin additive composition that further improves the crystallinity of a crystalline resin, the content of the compound containing a group represented by general formula (1) relative to the entire resin additive composition is preferably 20 to 100 mass%, more preferably 40 to 100 mass%, even more preferably 60 to 100 mass%, and even more preferably 80 to 100 mass%.
[0130] When the resin additive composition of this embodiment contains two or more compounds containing a group represented by general formula (1), the resin additive composition can be produced, for example, by preparing each simple compound containing a group represented by general formula (1) and then mixing the two or more compounds containing a group represented by general formula (1) using a mixing device such as an FM mixer, mill roll, Banbury mixer, super mixer, etc. Furthermore, when the resin additive composition of this embodiment contains two or more compounds containing a group represented by general formula (1), the resin additive composition may be produced in one pot by using a precursor of the compound containing a group represented by general formula (1) as a raw material to produce a mixture containing two or more compounds containing a group represented by general formula (1).
[0131] Next, the method for improving the crystallinity of the crystalline resin according to this embodiment will be described.
[0132] <Method for improving the crystallinity of crystalline resin> The method for improving the crystallinity of a crystalline resin according to this embodiment includes a blending step of mixing a crystalline resin with a compound containing a group represented by the general formula (1) above.
[0133] According to the method for improving the crystallinity of a crystalline resin of this embodiment, the crystallinity of the crystalline resin can be improved.
[0134] Further embodiments of the present invention include, for example, the following. [1] a crystalline resin; a compound containing a group represented by the following general formula (1); A resin composition comprising:
[0135] [ka]
[0136] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0137] [2] X 1 , X 2 and X 3 is an unsubstituted phenylene group.
[0138] [3] The resin composition according to [1], wherein the compound containing a group represented by general formula (1) is a compound represented by the following general formula (2):
[0139] [ka]
[0140] (In general formula (2), W 1 ~W 3 each independently represents a group represented by the following general formula (4):
[0141] [ka]
[0142] (In general formula (4), Ar 1 represents an unsubstituted or substituted phenyl group, R 1 represents a hydrogen atom or a monovalent substituent, and L 1 and L 2each independently represents a group represented by the following general formula (5), m represents an integer of 0 or 1 or more, and **** represents a site bonded to an oxygen atom.
[0143] [ka]
[0144] (In general formula (5), X 4 and X 5 each independently represents an unsubstituted or substituted phenylene group; A 1 represents a direct bond or an unsubstituted or substituted alkanediyl group, and n represents 0 or 1.
[0145] [4] Ar 1 [3] The resin composition according to [3], wherein when is a substituted phenyl group, the substituent is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, or a halogen atom.
[0146] [5] R 1 is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a hydroxy group, or a halogen atom, preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group, more preferably an alkyl group having 1 to 10 carbon atoms or a hydroxy group.
[0147] [6] X 4 and X 5 The resin composition according to any one of [3] to [5], wherein is an unsubstituted phenylene group.
[0148] [7] A 1 The resin composition according to any one of [3] to [6], wherein the bond is a direct bond.
[0149] [8] The resin composition according to any one of [3] to [7], wherein m is 0 or an integer of 1 to 100, preferably 0 or an integer of 1 to 5, more preferably 0 or an integer of 1 to 2, and even more preferably 0 or 1.
[0150] [9] The resin composition according to any one of [1] to [8], wherein the number of triazine rings possessed by the compound containing a group represented by general formula (1) is an integer of 1 to 10, preferably an integer of 1 to 5, more preferably an integer of 1 to 4, and even more preferably an integer of 1 to 3.
[10] The resin composition according to any one of [1] to [9], wherein the crystalline resin comprises a polyolefin-based resin, preferably at least one selected from the group consisting of a polyethylene-based resin and a polypropylene-based resin, more preferably a polypropylene-based resin, and even more preferably a random copolymer polypropylene.
[0151]
[11] The resin composition according to any one of [1] to
[10] , wherein the content of the compound containing a group represented by general formula (1) is 0.001 to 10 parts by mass, preferably 0.002 to 5 parts by mass, more preferably 0.003 to 3 parts by mass, even more preferably 0.005 to 1 part by mass, still more preferably 0.01 to 0.5 parts by mass, even more preferably 0.02 to 0.2 parts by mass, and particularly preferably 0.03 to 0.1 parts by mass, relative to 100 parts by mass of the crystalline resin.
[0152]
[12] Contains two or more compounds containing a group represented by general formula (1), The resin composition according to any one of [1] to
[11] , wherein the compound having the largest content among the compounds having a group represented by general formula (1) is defined as the "main component compound", and the content of the main component compound relative to the total amount of the compounds having a group represented by general formula (1) is 10 to 99.9 mass%, preferably 50 to 99 mass%, and more preferably 80 to 95 mass%.
[0153]
[13] Contains two or more compounds containing a group represented by general formula (1), The resin composition according to any one of [1] to
[12] , wherein, when compounds other than the main compound among compounds containing a group represented by general formula (1) are defined as "minor compounds", the total content of the minor compounds relative to the total content of all compounds containing a group represented by general formula (1) is 0.1 to 90 mass%, preferably 1 to 50 mass%, more preferably 5 to 20 mass%.
[14] A molded article obtained by molding the resin composition according to any one of [1] to
[13] .
[0154]
[15] A resin additive composition comprising a compound containing a group represented by general formula (1). [ka]
[0155] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0156]
[16] X 1 , X 2 and X 3
[15] The resin additive composition according to
[15] , wherein is an unsubstituted phenylene group.
[0157]
[17] The resin additive composition according to
[15] , wherein the compound represented by general formula (1) is a compound represented by the following general formula (2): [ka] (In the general formula (2) and the general formula (3), W 1 ~W 3 each independently represents a group represented by the following general formula (4):
[0158] [ka]
[0159] (In general formula (4), Ar 1 represents an unsubstituted or substituted phenyl group, R 1 represents a hydrogen atom or a monovalent substituent, and L 1 and L 2 each independently represents a group represented by the following general formula (5), m represents an integer of 0 or 1 or more, and **** represents a site bonded to an oxygen atom.
[0160] [ka]
[0161] (In general formula (5), X 4 and X 5 each independently represents an unsubstituted or substituted phenylene group; A 1 represents a direct bond or an unsubstituted or substituted alkanediyl group, and n represents 0 or 1.
[0162]
[18] Ar 1
[17] The resin additive composition according to
[17] , wherein when is a substituted phenyl group, the substituent is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, or a halogen atom.
[0163]
[19] R 1 is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a hydroxy group, or a halogen atom, preferably an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a hydroxy group, more preferably an alkyl group having 1 to 10 carbon atoms or a hydroxy group.
[0164]
[20] X 4 and X 5 The resin additive composition according to any one of
[17] to
[19] , wherein is an unsubstituted phenylene group.
[0165] [twenty one] A 1 The resin additive composition according to any one of
[17] to
[20] , wherein is a direct bond.
[0166] [twenty two] The resin additive composition according to any one of
[17] to
[21] , wherein m is 0 or an integer of 1 to 100, preferably 0 or an integer of 1 to 5, more preferably 0 or an integer of 1 to 2, and even more preferably 0 or 1.
[0167] [twenty three] The resin additive composition according to any one of
[15] to
[22] , wherein the number of triazine rings possessed by the compound containing a group represented by general formula (1) is an integer of 1 to 10, preferably an integer of 1 to 5, more preferably an integer of 1 to 4, and even more preferably an integer of 1 to 3.
[0168] [twenty four] Contains two or more compounds containing a group represented by general formula (1), The resin additive composition according to any one of
[15] to
[23] , wherein, when the compound having the largest content among the compounds having a group represented by general formula (1) is defined as the "main component compound", the content of the main component compound relative to the total amount of the compounds having a group represented by general formula (1) is 10 to 99.9 mass%, preferably 50 to 99 mass%, and more preferably 80 to 95 mass%.
[0169] [twenty five] Contains two or more compounds containing a group represented by general formula (1), The resin additive composition according to any one of
[15] to
[24] , wherein, when compounds other than the main compound among the compounds containing a group represented by general formula (1) are defined as "minor compounds", the total content of the minor compounds relative to the total content of the compounds containing a group represented by general formula (1) is 0.1 to 90 mass%, preferably 1 to 50 mass%, more preferably 5 to 20 mass%.
[0170]
[26] The resin additive composition according to any one of
[15] to
[25] , which is a crystallinity improver for a crystalline resin.
[0171]
[27]
[26] The resin additive composition according to the present invention, wherein the crystalline resin comprises at least one selected from the group consisting of a polyolefin-based resin, preferably a polyethylene-based resin and a polypropylene-based resin, more preferably a polypropylene-based resin, and even more preferably a random copolymer polypropylene.
[0172]
[28] The resin additive composition according to any one of
[15] to
[27] , wherein the compound containing a group represented by general formula (1) is added to a crystalline resin so that the content of the compound containing a group represented by general formula (1) is 0.001 to 10 parts by mass, preferably 0.002 to 5 parts by mass, more preferably 0.003 to 3 parts by mass, even more preferably 0.005 to 1 part by mass, still more preferably 0.01 to 0.5 parts by mass, even more preferably 0.02 to 0.2 parts by mass, and particularly preferably 0.03 to 0.1 parts by mass, relative to 100 parts by mass of the crystalline resin.
[0173]
[29] a crystalline resin; a compound containing a group represented by the following general formula (1); A method for producing a resin composition, comprising a compounding step of mixing the above components.
[0174] [ka] (In general formula (1), X 1 , X 2 and X 3each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0175]
[30] a crystalline resin; a compound containing a group represented by the following general formula (1); A method for improving the crystallinity of a crystalline resin, comprising a compounding step of mixing the above.
[0176] [ka] (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site with another atom.
[0177] The present invention is not limited to the above-described embodiments. The above-described embodiments are merely examples, and anything that has substantially the same configuration as the technical idea described in the claims of the present invention and that exhibits similar effects is included within the technical scope of the present invention. [Example]
[0178] 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.
[0179] <Preparation of Resin Additive Composition> (Resin additive composition 1) (Synthesis Example 1) A 500 mL three-neck flask equipped with a 200 mL dropping funnel was charged with 1.8 g of cyanuric chloride, and 100 mL of acetone was added to dissolve the solution. The resulting solution was cooled in an ice bath, and a solution of 3.5 g of 4-cyclohexylphenol and 0.8 g of sodium hydroxide dissolved in 100 mL of distilled water was added dropwise while stirring. The addition rate was adjusted so that the temperature of the reaction solution remained below 10°C during the addition. After the addition was completed, the ice bath was removed, and the reaction solution was stirred at room temperature for an additional hour. After stirring, 100 mL of distilled water was added to the reaction solution to precipitate a precipitate. The precipitate was filtered, washed with distilled water, and dried under reduced pressure to obtain a white solid. A separate 500 mL three-neck flask was charged with 0.95 g of 4,4'-biphenol and 1.06 g of sodium carbonate, and 60 mL of distilled water and 90 mL of acetone were added to dissolve the precipitate. The entire amount of the white solid was added to the resulting solution, and the mixture was stirred at room temperature for 3 hours. After stirring was completed, the precipitate was filtered, washed with distilled water, and then dried under reduced pressure to obtain 4.4 g of a solid. Analysis of the resulting solid by high-performance liquid chromatography (HPLC) revealed that the solid contained Compounds No. 19, No. 32, No. 41, No. 39, and No. 4, with the total content of these compounds being 90.3% by mass of Compound No. 19, 5.2% by mass of Compound No. 32, 2.8% by mass of Compound No. 41, 0.9% by mass of Compound No. 39, and 0.8% by mass of Compound No. 4. This solid was designated Resin Additive Composition 1.
[0180] (Resin additive composition 2) (Synthesis Example 2) A 4.4 g solid was obtained in the same manner as in Synthesis Example 1, except that 3.9 g of 4-cyclohexylphenol, 0.85 g of sodium hydroxide, 1.02 g of 4,4'-biphenol, and 1.06 g of sodium carbonate were used. Analysis of the obtained solid by high-performance liquid chromatography (HPLC) revealed that the solid was a mixture containing Compound No. 19, No. 32, Compound No. 41, Compound No. 39, and Compound No. 4, with the total content of Compound No. 19 being 77.6 mass%, Compound No. 32 being 5.7 mass%, Compound No. 41 being 3.2 mass%, Compound No. 39 being 6.3 mass%, and Compound No. 4 being 7.2 mass%, based on the total content of these compounds. This solid was designated Resin Additive Composition 2.
[0181] (Resin additive compositions 3 to 237) Resin additive composition 2 was separated and purified by silica gel column chromatography (developing solvent: toluene:hexane=9:1 (volume ratio)) to obtain Compound No. 19, Compound No. 32, Compound No. 41, Compound No. 39, and Compound No. 4 as simple compounds. Compound No. 19, Compound No. 32, Compound No. 41, Compound No. 39, and Compound No. 4 thus obtained were blended in the amounts shown in Tables 1 to 6 below and mixed uniformly to obtain Resin additive compositions 3 to 237. In Tables 1 to 6, the blend amount of each component is expressed in parts by mass.
[0182] [Table 1]
[0183] [Table 2]
[0184] [Table 3]
[0185] [Table 4]
[0186] [Table 5]
[0187] [Table 6]
[0188] <Preparation of Resin Composition> Example 1 Random copolymer polypropylene (MFR = 12 g / 10 min at 230 ° C and a load of 2.16 kg, Prime Polymer Co., Ltd., product name "Prime Polypro R720") was mixed with 100 parts by mass of 0.03 parts by mass of resin additive composition 1, 0.05 parts by mass of tetrakis[methylene-3-(3',5'-tert-butyl-4'-hydroxyphenyl)propionate]methane, 0.1 parts by mass of tris(2,4-di-tert-butylphenyl)phosphite, and 0.05 parts by mass of calcium stearate. The mixture was mixed at 1000 rpm for 1 minute using an FM mixer (Mitsui Mining Co., Ltd., FM200). The mixture was then fed into a twin-screw extruder (Japan Steel Works, Ltd., TEX-28V), melt-kneaded at a melt temperature of 230 ° C and a screw speed of 150 rpm, and then granulated to obtain pellets. The obtained pellets were dried at 60° C. for 8 hours, and this was used as the resin composition of Example 1.
[0189] (Examples 2 to 237) Except for the fact that resin additive composition 1 was replaced with the resin additive composition corresponding to each example number (i.e., resin additive composition 2 for Example 2, resin additive composition 3 for Example 3, and so on), all other conditions were the same as in Example 1, and resin compositions of Examples 2 to 237 were obtained.
[0190] (Examples 238 to 474) Resin compositions of Examples 238 to 474 were obtained under the same conditions as in Examples 1 to 237, except that the blending amount of resin additive compositions 1 to 237 was changed to 0.05 parts by mass.
[0191] (Examples 475 to 711) Resin compositions 475 to 711 were obtained under the same conditions as in Examples 1 to 237, except that the blending amount of resin additive compositions 1 to 237 was changed to 0.1 parts by mass.
[0192] (Examples 712 to 948) Resin compositions of Examples 712 to 948 were obtained under the same conditions as in Examples 1 to 237, except that the blending amount of resin additive compositions 1 to 237 was changed to 0.15 parts by mass.
[0193] (Examples 949 to 1185) Resin compositions of Examples 949 to 1185 were obtained under the same conditions as in Examples 1 to 237, except that the blending amount of resin additive compositions 1 to 237 was changed to 0.2 parts by mass.
[0194] (Comparative Example 1) The resin composition of Comparative Example 1 was obtained under the same conditions as in Examples 1 to 237, except that the resin additive composition was not blended.
[0195] (Examples 1186 to 2370) Except for the fact that homopolypropylene (MFR=8 g / 10 min at 230°C and a load of 2.16 kg) was used instead of random copolymer polypropylene, all other conditions were the same as in Examples 1 to 1185, and resin compositions of Examples 1186 to 2370 were obtained.
[0196] (Comparative Example 2) A resin composition of Comparative Example 2 was obtained under the same conditions as in Example 1186, except that the resin additive composition was not blended.
[0197] <Characteristics evaluation> The crystallization temperatures of the resin compositions of Examples 1 to 2370 and Comparative Examples 1 and 2 were measured by differential thermal analysis and used as an index for evaluating the crystallinity of the crystalline resin in the resin composition. Specifically, pellets of the resin composition were introduced into a differential scanning calorimeter (Diamond, manufactured by PerkinElmer), and the temperature was raised from room temperature to 230°C at a rate of 50°C / min under a nitrogen atmosphere, held for 20 minutes, and then cooled to 50°C at -10°C / min. The peak-top temperature of the exothermic peak during the cooling process was taken as the crystallization temperature, and the crystallinity of the crystalline resin in the resin composition was evaluated based on this crystallization temperature.
[0198] As a result, it was found that the crystallization temperatures of the resin compositions of Examples 1 to 1185 were higher than that of the resin composition of Comparative Example 1. That is, it was revealed that the resin compositions of Examples 1 to 1185 had improved crystallinity of the crystalline resin compared to the resin composition of Comparative Example 1. It was also found that the crystallization temperatures of the resin compositions of Examples 1186 to 2370 were higher than that of the resin composition of Comparative Example 2. That is, it was revealed that the resin compositions of Examples 1186 to 2370 had improved crystallinity of the crystalline resin compared to the resin composition of Comparative Example 2.
[0199] From the above, it was confirmed that the resin composition of the present invention has improved crystallinity of the crystalline resin.
Claims
1. a crystalline resin; a compound containing a group represented by the following general formula (1); A resin composition comprising: 【Chemical 1】 (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site to another atom.
2. 2. The resin composition according to claim 1, wherein the compound containing a group represented by general formula (1) is a compound represented by the following general formula (2): (In general formula (2), W 1 ~W 3 each independently represents a group represented by the following general formula (4): 【Chemistry 2】 【Chemistry 3】 (In general formula (4), Ar 1 represents an unsubstituted or substituted phenyl group, R 1 represents a hydrogen atom or a monovalent substituent, L 1 and L 2 each independently represents a group represented by the following general formula (5), m represents an integer of 0 or 1 or more, and **** represents a site bonding to an oxygen atom. 【Chemistry 4】 (In general formula (5), X 4 and X 5 each independently represents an unsubstituted or substituted phenylene group; A 1 represents a direct bond or an unsubstituted or substituted alkanediyl group, and n represents 0 or 1.
3. The resin composition according to claim 1, wherein the crystalline resin comprises a polyolefin resin.
4. A molded article obtained by molding the resin composition according to any one of claims 1 to 3.
5. A resin additive composition comprising a compound containing a group represented by the following general formula (1): 【Chemistry 5】 (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site to another atom.
6. a crystalline resin; a compound containing a group represented by the following general formula (1); A method for producing a resin composition, comprising a compounding step of mixing the above components. 【Chemistry 6】 (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site to another atom.
7. a crystalline resin; a compound containing a group represented by the following general formula (1); A method for improving the crystallinity of a crystalline resin, comprising a compounding step of mixing the above. 【Chemistry 7】 (In general formula (1), X 1 , X 2 and X 3 each independently represents an unsubstituted or substituted phenylene group, and *, **, and *** represent a bonding site to another atom.