JP7445824B2 - 化合物、重合体、光安定剤組成物、樹脂組成物、塗料組成物、物品、シーリング材、成形品、耐候性樹脂組成物の製造方法および合成樹脂の耐候性向上方法 - Google Patents
化合物、重合体、光安定剤組成物、樹脂組成物、塗料組成物、物品、シーリング材、成形品、耐候性樹脂組成物の製造方法および合成樹脂の耐候性向上方法 Download PDFInfo
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- JP7445824B2 JP7445824B2 JP2023534324A JP2023534324A JP7445824B2 JP 7445824 B2 JP7445824 B2 JP 7445824B2 JP 2023534324 A JP2023534324 A JP 2023534324A JP 2023534324 A JP2023534324 A JP 2023534324A JP 7445824 B2 JP7445824 B2 JP 7445824B2
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- OGVJEUDMQQIAPV-UHFFFAOYSA-N diphenyl tridecyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCCCCC)OC1=CC=CC=C1 OGVJEUDMQQIAPV-UHFFFAOYSA-N 0.000 description 1
- TVIDDXQYHWJXFK-UHFFFAOYSA-L dodecanedioate(2-) Chemical compound [O-]C(=O)CCCCCCCCCCC([O-])=O TVIDDXQYHWJXFK-UHFFFAOYSA-L 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000004070 electrodeposition Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- ZCWSUZJGZZFSHM-UHFFFAOYSA-N ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 ZCWSUZJGZZFSHM-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920005680 ethylene-methyl methacrylate copolymer Polymers 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000010097 foam moulding Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 235000021189 garnishes Nutrition 0.000 description 1
- 238000001641 gel filtration chromatography Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920004932 high density cross-linked polyethylene Polymers 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- GWWYBYNZFWRRSG-UHFFFAOYSA-N hydroxyphosphanyloxyphosphinous acid;1,2,3,4-tetrakis(2,4-ditert-butylphenyl)biphenylene Chemical compound OPOPO.CC(C)(C)C1=CC(C(C)(C)C)=CC=C1C(C(=C1C=2C(=CC(=CC=2)C(C)(C)C)C(C)(C)C)C=2C(=CC(=CC=2)C(C)(C)C)C(C)(C)C)=C(C=2C3=CC=CC=2)C3=C1C1=CC=C(C(C)(C)C)C=C1C(C)(C)C GWWYBYNZFWRRSG-UHFFFAOYSA-N 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- WGGBUPQMVJZVIO-UHFFFAOYSA-N methyl 2-cyano-3-(4-methoxyphenyl)but-2-enoate Chemical compound COC(=O)C(C#N)=C(C)C1=CC=C(OC)C=C1 WGGBUPQMVJZVIO-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- AXRSHKZFNKUGQB-UHFFFAOYSA-N octyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC)OC1=CC=CC=C1 AXRSHKZFNKUGQB-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- ACMVLJBSYFHILY-UHFFFAOYSA-N oxo-di(tridecoxy)phosphanium Chemical compound CCCCCCCCCCCCCO[P+](=O)OCCCCCCCCCCCCC ACMVLJBSYFHILY-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 150000005599 propionic acid derivatives Chemical class 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- GDESWOTWNNGOMW-UHFFFAOYSA-N resorcinol monobenzoate Chemical compound OC1=CC=CC(OC(=O)C=2C=CC=CC=2)=C1 GDESWOTWNNGOMW-UHFFFAOYSA-N 0.000 description 1
- 238000001175 rotational moulding Methods 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- WUPCFMITFBVJMS-UHFFFAOYSA-N tetrakis(1,2,2,6,6-pentamethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)CC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 WUPCFMITFBVJMS-UHFFFAOYSA-N 0.000 description 1
- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LTXMJHWSYUANCC-UHFFFAOYSA-N tris(2,4-ditert-butyl-5-methylphenyl) phosphite Chemical compound C1=C(C(C)(C)C)C(C)=CC(OP(OC=2C(=CC(=C(C)C=2)C(C)(C)C)C(C)(C)C)OC=2C(=CC(=C(C)C=2)C(C)(C)C)C(C)(C)C)=C1C(C)(C)C LTXMJHWSYUANCC-UHFFFAOYSA-N 0.000 description 1
- DECPGQLXYYCNEZ-UHFFFAOYSA-N tris(6-methylheptyl) phosphite Chemical compound CC(C)CCCCCOP(OCCCCCC(C)C)OCCCCCC(C)C DECPGQLXYYCNEZ-UHFFFAOYSA-N 0.000 description 1
- JZNDMMGBXUYFNQ-UHFFFAOYSA-N tris(dodecylsulfanyl)phosphane Chemical compound CCCCCCCCCCCCSP(SCCCCCCCCCCCC)SCCCCCCCCCCCC JZNDMMGBXUYFNQ-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- SGKKYCDALBXNCG-UHFFFAOYSA-N tris[2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl-5-methylphenyl] phosphite Chemical compound CC(C)(C)C1=C(O)C(C)=CC(SC=2C(=CC(OP(OC=3C(=CC(SC=4C=C(C(O)=C(C)C=4)C(C)(C)C)=C(C)C=3)C(C)(C)C)OC=3C(=CC(SC=4C=C(C(O)=C(C)C=4)C(C)(C)C)=C(C)C=3)C(C)(C)C)=C(C=2)C(C)(C)C)C)=C1 SGKKYCDALBXNCG-UHFFFAOYSA-N 0.000 description 1
- PEXOFOFLXOCMDX-UHFFFAOYSA-N tritridecyl phosphite Chemical compound CCCCCCCCCCCCCOP(OCCCCCCCCCCCCC)OCCCCCCCCCCCCC PEXOFOFLXOCMDX-UHFFFAOYSA-N 0.000 description 1
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Sealing Material Composition (AREA)
Description
下記一般式(1’)で表されることを特徴とする化合物。
ここで、一般式(1’)中、nは1または2を表し、nが1の場合、Xは置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基、-C(=O)-R3で表される基または下記一般式(2)で表される基を表し、nが2の場合、Xは置換基を有する若しくは無置換の炭素原子数1~30の二価の炭化水素基、-C(=O)-Y-C(=O)-で表される基または-C(=O)-基を表し、Yは単結合または置換基を有する若しくは無置換の炭素原子数1~30の二価の炭化水素基を表し、Zは単結合または酸素原子を表し、R1は水素原子、置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基または-C(=O)-R5で表される基を表し、R2は置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基または-C(=O)-R6で表される基を表し、R3、R5およびR6はそれぞれ独立に置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表す。
ここで、一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表す。
前記一般式(1’)中、nは1または2を表し、nが1の場合、Xは置換基を有する若しくは無置換の炭素原子数1~30の一価の脂肪族炭化水素基、-C(=O)-R3で表される基または前記一般式(2)で表される基を表し、nが2の場合、Xは置換基を有する若しくは無置換の炭素原子数1~30の二価の脂肪族炭化水素基、-C(=O)-Y-C(=O)-で表される基または-C(=O)-基を表し、Yは単結合または置換基を有する若しくは無置換の炭素原子数1~30の二価の脂肪族炭化水素基を表し、Zは単結合または酸素原子を表し、R1は水素原子、置換基を有する若しくは無置換の炭素原子数1~30の一価の脂肪族炭化水素基または-C(=O)-R5で表される基を表し、R2は置換基を有する若しくは無置換の炭素原子数1~30の一価の脂肪族炭化水素基または-C(=O)-R6で表される基を表し、R3、R5およびR6はそれぞれ独立に置換基を有する若しくは無置換の炭素原子数1~30の一価の脂肪族炭化水素基を表し、前記一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または置換基を有する若しくは無置換の炭素原子数1~30の一価の脂肪族炭化水素基を表す[1]の化合物。
前記Zが酸素原子である[1]の化合物。
前記Zが酸素原子である[2]の化合物。
下記一般式(1)で表される[1]の化合物。
ここで、一般式(1)中、nは1または2を表し、nが1の場合、Xは炭素原子数1~30の一価の炭化水素基、-C(=O)-R3で表される基または下記一般式(2)で表される基を表し、nが2の場合、Xは炭素原子数1~30の二価の炭化水素基、-C(=O)-Y-C(=O)-で表される基または-C(=O)-基を表し、Yは単結合または炭素原子数1~30の二価の炭化水素基を表し、R1は水素原子、炭素原子数1~30の一価の炭化水素基または-C(=O)-R5で表される基を表し、R2、R3およびR5はそれぞれ独立に炭素原子数1~30の一価の炭化水素基を表す。
ここで、一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または炭素原子数1~30の一価の炭化水素基を表す。
前記一般式(1)中、nは1または2を表し、nが1の場合、Xは炭素原子数1~30の一価の脂肪族炭化水素基、-C(=O)-R3で表される基または前記一般式(2)で表される基を表し、nが2の場合、Xは炭素原子数1~30の二価の脂肪族炭化水素基、-C(=O)-Y-C(=O)-で表される基または-C(=O)-基を表し、Yは単結合または炭素原子数1~30の二価の脂肪族炭化水素基を表し、R1は水素原子、炭素原子数1~30の一価の脂肪族炭化水素基または-C(=O)-R5で表される基を表し、R2、R3およびR5はそれぞれ独立に炭素原子数1~30の一価の脂肪族炭化水素基を表し、前記一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または炭素原子数1~30の一価の脂肪族炭化水素基を表す[5]の化合物。
nが1であり、Xが前記一般式(2)で表される基である[1]~[6]のうちいずれかの化合物を含むモノマー成分を重合して得られることを特徴とする重合体。
[1]~[6]のうちいずれかの化合物を含むことを特徴とする光安定剤組成物。
液体である[8]の光安定剤組成物。
[7]の重合体を含むことを特徴とする光安定剤組成物。
合成樹脂と、[1]~[6]のうちいずれかの化合物または[7]の重合体と、を含むことを特徴とする樹脂組成物。
[11]の樹脂組成物を含むことを特徴とする塗料組成物。
[12]の塗料組成物を硬化させて得られる塗膜を備えることを特徴とする物品。
[11]の樹脂組成物を含むことを特徴とするシーリング材。
[11]の樹脂組成物を成形して得られることを特徴とする成形品。
合成樹脂に、[1]~[6]のうちいずれかの化合物または[7]の重合体を配合する工程を含むことを特徴とする耐候性樹脂組成物の製造方法。
合成樹脂に、[1]~[6]のうちいずれかの化合物または[7]の重合体を配合する工程を含むことを特徴とする合成樹脂の耐候性向上方法。
本実施形態の化合物は、下記一般式(1’)で表される。
<重合体>
本実施形態の重合体は、上記一般式(1’)で表され、nが1であり、Xが上記一般式(2)で表される基である化合物を含むモノマー成分を重合して得られるものである。
<光安定剤組成物>
本実施形態の光安定剤組成物は、上記の化合物を含むもの、または、上記の重合体を含むものである。なお、本実施形態の光安定剤組成物は、上記の化合物と上記の重合体との両方を含むものであってもよい。
<樹脂組成物>
本実施形態の樹脂組成物は、合成樹脂と、上述の化合物または上述の重合体とを含むものである。なお、本実施形態の樹脂組成物は、上述の化合物と上述の重合体との両方を含むものであってもよい。
次に、本実施形態の耐候性樹脂組成物の製造方法について説明する。本実施形態の耐候性樹脂組成物の製造方法は、合成樹脂に、上述の化合物または上述の重合体を配合する工程を含む。なお、本実施形態の耐候性樹脂組成物の製造方法においては、上述の化合物と上述の重合体との両方が配合されてもよい。
次に、本実施形態の合成樹脂の耐候性向上方法について説明する。本実施形態の合成樹脂の耐候性向上方法は、合成樹脂に、上述の化合物または上述の重合体を配合する工程を含む。なお、本実施形態の合成樹脂の耐候性向上方法においては、上述の化合物と上述の重合体との両方が配合されてもよい。
<塗料組成物>
本実施形態の塗料組成物は、上述の樹脂組成物を含むものである。
<物品>
本実施形態の物品は、上述の塗料組成物を硬化させて得られる塗膜を備えるものである。
<シーリング材>
本実施形態のシーリング材は、上述の樹脂組成物を含むものである。
<成形品>
本実施形態の成形品は、上述の樹脂組成物を成形して得られるものである。
(製造例1)
100mLの三ツ口フラスコに2,2,6,6-テトラメチルピペリジン-4-オール5g及び混合キシレン15gを仕込み、窒素雰囲気下、50℃で加熱撹拌ながら、滴下漏斗を用いてラウリン酸クロリド7.1gを滴下した。滴下終了後反応混合物を80℃で2時間加熱撹拌し、続いて50℃に冷却した。この反応混合物に炭酸ナトリウム0.35gおよび蒸留水12gを加えてさらに撹拌し、反応混合物を中和した後、静置して水相と有機相に分離し、水相を除去した。続いて有機相に蒸留水12gを加えて撹拌した後、静置して水相と有機相に分離し、水相を除去した。続いて、n-ブチルグリシジルエーテル4.4gおよび塩化亜鉛0.26gを加え、140℃で6時間加熱撹拌した後、50℃に冷却した。この反応混合物に蒸留水12gを加えて撹拌した後、静置して水相と有機相に分離し、水相を除去した。続いて有機相を、ロータリーエバポレーターを用いて減圧濃縮し、残渣をシリカゲルカラムクロマトグラフィー(展開溶媒:ヘキサン/アセトン)で精製し、10.8gの淡黄色液体を得た。
δ(v.s.TMS):5.17(m,1H),3.65(m,1H),3.48(d,2H),3.41(t,2H),2.64(d,2H),2.27(t,2H),1.89(m,2H),1.48-1.66(m,6H),1.43-1.34(m,18H),1.21-1.34(m,12H),0.85-0.95(t,6H)
ラウリン酸クロリドに代えて、セバシン酸クロリドを4.0g使用した以外は製造例1と同様にして、9.2gの淡黄色液体を得た。
δ(v.s.TMS):5.11(m,2H),3.63(m,2H),3.48(d,4H),3.41(t,4H),2.62(d,4H),2.27(t,4H),1.88(m,4H),1.45-1.66(m,12H),1.22-1.44(m,12H),1.02-1.22(m,24H),0.88-0.95(t,6H)
100mLの三ツ口フラスコに2,2,6,6-テトラメチルピペリジン-4-オール5g、n-ブチルグリシジルエーテル4.2g、塩化亜鉛0.13gおよび混合キシレン15gを仕込み、窒素雰囲気下、140℃で6時間加熱撹拌し、続いて50℃に冷却した。この反応混合物に蒸留水10gを加えて撹拌した後、静置して水相と有機相に分離し、水相を除去した。つづいて、混合キシレン20gを加えて有機相を希釈し、窒素雰囲気下、50℃で加熱撹拌ながら、滴下漏斗を用いて3,5,5-トリメチルヘキサン酸クロリド10.9gを滴下した。滴下終了後反応混合物を80℃で2時間加熱撹拌し、続いて50℃に冷却した。この反応混合物に炭酸ナトリウム0.7gおよび蒸留水12gを加えてさらに撹拌し、反応混合物を中和した後、静置して水相と有機相に分離し、水相を除去した。続いて有機相に蒸留水12gを加えて撹拌した後、静置して水相と有機相に分離し、水相を除去した。続いて有機相を、ロータリーエバポレーターを用いて減圧濃縮し、残渣をシリカゲルカラムクロマトグラフィー(展開溶媒:ヘキサン/アセトン)で精製し、13.3gの淡黄色液体を得た。
δ(v.s.TMS):5.01-5.12(m,2H),3.34-3.54(m,4H)2.73(d,2H),1.96-2.21(m,4H),1.74-1.84(m,2H),1.48-1.58(m,2H),1.20-1.47(m,6H),1.11-1.20(m,8H),1.04-1.11(m,6H),0.96-1.04(m,6H),0.87-0.94(m,23H)
ラウリン酸クロリドに代えて、メタクリル酸クロリドを3.7g使用した以外は製造例1と同様にして、7.9gの淡黄色液体を得た。
δ(v.s.TMS):6.09(s,1H),5.55(s,1H),5.18(m,1H),3.64(m,1H),3.48(d,2H),3.42(t,2H),2.64(d,2H),1.88-2.00(m,5H),1.52-1.63(m,4H),1.32-1.43(m,2H),1.08-1.23(m,12H),0.90-0.95(t,3H)
n-ブチルグリシジルエーテルに代えて、3-グリシジルオキシプロピルトリメトキシシランを8.0g使用した以外は製造例1と同様にして、13.2gの淡黄色液体を得た。
δ(v.s.TMS):5.17(m,1H),3.95(tt,1H),3.32-3.75(m,13H),2.64(d,2H),2.27(t,2H),1.41-1.95(m,8H),1.03-1.40(m,27H),0.85-0.95(t,6H)
n-ブチルグリシジルエーテルに代えて、酪酸(R)-グリシジルを4.9g使用した以外は製造例1と同様にして、11.2gの淡黄色液体を得た。
δ(v.s.TMS):5.17(m,1H),4.20(d,1H),3.95(d,1H),3.76(m,1H),2.76(d,1H),2.56(d,1H),2.22-2.39(tt,4H),1.40-1.95(m,8H),1.02-1.39(m,28H),0.85-1.02(t,6H)
n-ブチルグリシジルエーテルに代えて、1,2-エポキシオクタンを4.6g使用した以外は製造例1と同様にして、11.7gの淡黄色液体を得た。
δ(v.s.TMS):5.17(m,1H),3.43(m,1H),2.68(d,2H),2.29(t,2H),1.87(m,2H),1.21-1.75(m,30H),1.06-1.20(m,12H),0.85-0.95(t,6H)
(製造例8)
滴下漏斗を備えた三つ口フラスコにo-キシレン4.0質量部およびプロピレングリコールモノメチルエーテルアセテート0.74質量部を仕込み、窒素雰囲気下125℃で撹拌しながら、2.6質量部のメタクリル酸2-ヒドロキシエチル、3.7質量部のメタクリル酸イソブチル、7.4質量部の化合物4および0.8質量部の2,2’-アゾビスイソブチロニトリルからなる混合物を2時間かけて滴下した。滴下終了後、反応溶液を窒素雰囲気下125℃で1時間撹拌した。撹拌終了後、反応混合物にо-キシレン1.5質量部および酢酸イソブチル3.1質量部を添加して希釈し、樹脂固形分60質量%の重合体をスラリーとして得た。この重合体を重合体1とした。
(実施例1~10)
滴下漏斗を備えた三つ口フラスコにo-キシレン18.2質量部およびプロピレングリコールモノメチルエーテルアセテート3.4質量部を仕込み、窒素雰囲気下125℃で撹拌しながら、スチレンモノマー13.6質量部、アクリル酸0.48質量部、アクリル酸2-ヒドロキシプロピル22質量部、メタクリル酸イソブチル31.6質量部および重合開始剤として2,2’-アゾビスイソブチロニトリル3.1質量部の混合物を4時間かけて滴下した。滴下終了後、反応溶液を窒素雰囲気下125℃で1時間撹拌した。撹拌終了後、反応混合物にo-キシレン2質量部および酢酸イソブチル14.2質量部を添加して希釈し、樹脂固形分65質量%、水酸基価(JIS K 0070)139、重量平均分子量7000の塗料組成物前駆体を得た。こうして得られた塗料組成物前駆体70質量部(固形分)に対し、n-ブタノール変性メラミン樹脂(三井化学社製 商品名 ユーバン20SE60、樹脂固形分60質量%)を50質量部、化合物1~3、5~7、重合体1および紫外線吸収剤1を表1、2に記載の添加量、触媒としてp-トルエンスルホン酸を0.5質量部、レベリング剤としてポリフロー KL-400X(共栄社化学社製)を0.2質量部添加した後、о-キシレンで希釈して均一に混合し、25℃まで冷却して、樹脂組成物からなり、樹脂固形分50質量%、アクリル樹脂:メラミン樹脂=7:3(質量比)である塗料組成物をクリア塗料組成物として得た。なお、表1、2において、化合物1~3、5~7および紫外線吸収剤1の添加量は、樹脂固形分100質量部に対する添加量(質量部)であり、重合体1の添加量は、樹脂固形分100質量部に対する添加量(樹脂固形分、質量部)である。
化合物1を添加しない以外は実施例1と同様にして、樹脂組成物からなり、樹脂固形分50質量%、アクリル樹脂:メラミン樹脂=7:3(質量比)である塗料組成物を得た。
リン酸亜鉛処理を施した鋼板の表面に、下塗り塗料としてエポキシ樹脂系カチオン電着塗料を電着塗装し、ドライ膜厚20μmの下塗り塗膜を形成した。こうして形成された下塗り塗膜上に、中塗り塗料としてポリエステルメラミン樹脂系塗料を塗装して140℃で20分間焼き付け、ドライ膜厚35μmの中塗り塗膜を形成した。こうして形成された中塗り塗膜上に、上塗りベース塗料として、アクリルメラミン樹脂系塗料(ソリッドカラー、白)を塗装して140℃で30分間焼き付け、ドライ膜厚15μmの上塗りベース塗膜を形成した。こうして形成された上塗りベース塗膜上に、実施例1~10および比較例1の塗料組成物を、バーコーターを備えた自動塗工機を用いて塗布した後、140℃で30分間焼き付けて塗料組成物を硬化させ、ドライ膜厚40μmの塗膜を形成し、これを試験体とした。
あらかじめ、耐候性試験前の試験体表面の光沢度を測定してから、ISО4892-2の規格に準じ、表3の条件で耐候性試験を実施した。
(実施例11)
ホモポリプロピレン(温度230℃、荷重2.16kgにおけるMFR10g/10分)100質量部に対し、テトラキス[メチレン-3-(3’,5’-tert-ブチル-4’-ヒドロキシフェニル)プロピオネート]メタンを0.1質量部、トリス(2,4-ジ-tert-ブチルフェニル)ホスファイトを0.1質量部、ステアリン酸カルシウムを0.05質量部、化合物1を0.05質量部配合し、ヘンシェルミキサーを用いて均一に混合した後、二軸押出機(日本製鋼所社製、TEX28V)を用いて、溶融温度230℃、スクリュー速度150rpmの条件で溶融混練し、造粒して樹脂組成物ペレットを得た。得られた樹脂組成物ペレットを60℃で8時間乾燥した後、射出成形機(東芝機械社製 EC100-2A)を用いて、樹脂温度230℃、金型温度40℃の成形条件にて射出成形し、寸法6.0cm×2.7cm×2mmの長方形シート状試験片を作製した。
化合物1を配合しない以外は実施例11と同様にして、寸法6.0cm×2.7cm×2mmの長方形シート状試験片を作製した。
実施例11および比較例2の試験片について、あらかじめ、耐候性試験前の試験片表面の光沢度を測定してから、キセノン耐候試験機(アトラス社製 装置名「Ci4000」)を用い、SAEJ1885(J2412)の規格に準じ、波長340nmにおける照射強度0.55W/m2、連続照射、ブラックパネル温度89℃±3℃、降雨なしの条件にて耐候性試験を実施した。そして、試験開始後、試験片表面の光沢度が、耐候性試験前の試験片表面の光沢度の80%となるまでの時間(h)を「80%光沢度保持時間」と設定し、耐候性の指標とした。
Claims (14)
- 下記一般式(1’)で表されることを特徴とする化合物。
(一般式(1’)中、nは1を表し、Xは下記一般式(2)で表される基を表し、Zは酸素原子を表し、R1は水素原子または-C(=O)-R5で表される基を表し、R2は置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基または-C(=O)-R6で表される基を表し、R 5 およびR6はそれぞれ独立に置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表し、前記置換基がハロゲン原子、アルコキシ基、トリアルキルシリル基、ジアルキルアルコキシシリル基、アルキルジアルコキシシリル基、トリアルコキシシリル基、トリアルキルシロキシ基、ジアルキルアルコキシシロキシ基、アルキルジアルコキシシロキシ基およびトリアルコキシシロキシ基からなる群より選ばれる少なくとも一種である。)
(一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表し、前記置換基がハロゲン原子、アルコキシ基、トリアルキルシリル基、ジアルキルアルコキシシリル基、アルキルジアルコキシシリル基、トリアルコキシシリル基、トリアルキルシロキシ基、ジアルキルアルコキシシロキシ基、アルキルジアルコキシシロキシ基およびトリアルコキシシロキシ基からなる群より選ばれる少なくとも一種である。) - 下記一般式(1’)で表されることを特徴とする化合物。
(一般式(1’)中、nは1または2を表し、nが1の場合、Xは、-C(=O)-R3で表される基または下記一般式(2)で表される基を表し、nが2の場合、Xは-C(=O)-Y-C(=O)-で表される基または-C(=O)-基を表し、Yは単結合または置換基を有する若しくは無置換の炭素原子数1~30の二価の炭化水素基を表し、Zは単結合を表し、R1は水素原子または-C(=O)-R5で表される基を表し、R2は置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表し、R3 およびR 5 はそれぞれ独立に置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表し、前記置換基がハロゲン原子、アルコキシ基、トリアルキルシリル基、ジアルキルアルコキシシリル基、アルキルジアルコキシシリル基、トリアルコキシシリル基、トリアルキルシロキシ基、ジアルキルアルコキシシロキシ基、アルキルジアルコキシシロキシ基およびトリアルコキシシロキシ基からなる群より選ばれる少なくとも一種である。)
(一般式(2)中、*は酸素原子と結合する部位を表し、R4は水素原子または置換基を有する若しくは無置換の炭素原子数1~30の一価の炭化水素基を表し、前記置換基がハロゲン原子、アルコキシ基、トリアルキルシリル基、ジアルキルアルコキシシリル基、アルキルジアルコキシシリル基、トリアルコキシシリル基、トリアルキルシロキシ基、ジアルキルアルコキシシロキシ基、アルキルジアルコキシシロキシ基およびトリアルコキシシロキシ基からなる群より選ばれる少なくとも一種である。) - 請求項1記載の化合物を含むモノマー成分を重合して得られることを特徴とする重合体。
- 請求項1または2記載の化合物または請求項3記載の重合体を含むことを特徴とする組成物。
- 塗料用添加剤組成物である、請求項4記載の組成物。
- 樹脂用添加剤組成物である、請求項4記載の組成物。
- 光安定剤組成物である、請求項4記載の組成物。
- 合成樹脂と、請求項1または2記載の化合物または請求項3記載の重合体と、を含むことを特徴とする樹脂組成物。
- 請求項8記載の樹脂組成物を含むことを特徴とする塗料組成物。
- 請求項9記載の塗料組成物を硬化させて得られる塗膜を備えることを特徴とする物品。
- 請求項8記載の樹脂組成物を含むことを特徴とするシーリング材。
- 請求項8記載の樹脂組成物を成形して得られることを特徴とする成形品。
- 合成樹脂に、請求項1または2記載の化合物または請求項3記載の重合体を配合する工程を含むことを特徴とする樹脂組成物の製造方法。
- 合成樹脂に、請求項1または2記載の化合物または請求項3記載の重合体を配合する工程を含むことを特徴とする合成樹脂の耐候性向上方法。
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