JP6936435B2 - 高温使用時の着色の抑制された塩化ビニル系樹脂組成物 - Google Patents
高温使用時の着色の抑制された塩化ビニル系樹脂組成物 Download PDFInfo
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- JP6936435B2 JP6936435B2 JP2017087742A JP2017087742A JP6936435B2 JP 6936435 B2 JP6936435 B2 JP 6936435B2 JP 2017087742 A JP2017087742 A JP 2017087742A JP 2017087742 A JP2017087742 A JP 2017087742A JP 6936435 B2 JP6936435 B2 JP 6936435B2
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- Prior art keywords
- vinyl chloride
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- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims description 129
- 239000011342 resin composition Substances 0.000 title claims description 59
- 238000004040 coloring Methods 0.000 title description 61
- 125000004432 carbon atom Chemical group C* 0.000 claims description 75
- 238000000034 method Methods 0.000 claims description 64
- 229920005989 resin Polymers 0.000 claims description 61
- 239000011347 resin Substances 0.000 claims description 61
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical class C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 60
- 150000001875 compounds Chemical class 0.000 claims description 50
- 239000004593 Epoxy Substances 0.000 claims description 45
- 229920006395 saturated elastomer Polymers 0.000 claims description 43
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 25
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 24
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 22
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 21
- 150000003751 zinc Chemical class 0.000 claims description 21
- 150000003752 zinc compounds Chemical class 0.000 claims description 17
- CXOFVDLJLONNDW-UHFFFAOYSA-N Phenytoin Chemical compound N1C(=O)NC(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 CXOFVDLJLONNDW-UHFFFAOYSA-N 0.000 claims description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 159000000009 barium salts Chemical class 0.000 claims description 15
- 159000000007 calcium salts Chemical class 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000002994 raw material Substances 0.000 claims description 12
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 11
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 10
- 159000000003 magnesium salts Chemical class 0.000 claims description 10
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004185 ester group Chemical group 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 239000011701 zinc Substances 0.000 claims description 8
- 239000011592 zinc chloride Substances 0.000 claims description 6
- 235000005074 zinc chloride Nutrition 0.000 claims description 6
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 claims description 5
- 239000011667 zinc carbonate Substances 0.000 claims description 5
- 235000004416 zinc carbonate Nutrition 0.000 claims description 5
- 229910000010 zinc carbonate Inorganic materials 0.000 claims description 5
- 239000011787 zinc oxide Substances 0.000 claims description 5
- 235000016804 zinc Nutrition 0.000 claims description 4
- 235000014692 zinc oxide Nutrition 0.000 claims description 4
- 238000000465 moulding Methods 0.000 description 37
- -1 β-diketone compounds Chemical class 0.000 description 36
- 239000000047 product Substances 0.000 description 28
- 150000002191 fatty alcohols Chemical class 0.000 description 24
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 22
- 239000002253 acid Substances 0.000 description 20
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 20
- 235000021355 Stearic acid Nutrition 0.000 description 19
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 19
- 239000008117 stearic acid Substances 0.000 description 19
- 229960004274 stearic acid Drugs 0.000 description 19
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 18
- 239000004014 plasticizer Substances 0.000 description 18
- 230000007774 longterm Effects 0.000 description 16
- 235000014113 dietary fatty acids Nutrition 0.000 description 15
- 239000000194 fatty acid Substances 0.000 description 15
- 229930195729 fatty acid Natural products 0.000 description 15
- 230000000694 effects Effects 0.000 description 14
- 238000010438 heat treatment Methods 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
- 230000001629 suppression Effects 0.000 description 12
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 11
- 150000004665 fatty acids Chemical class 0.000 description 11
- 235000021357 Behenic acid Nutrition 0.000 description 9
- 239000002216 antistatic agent Substances 0.000 description 9
- 229940116226 behenic acid Drugs 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
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- 239000003381 stabilizer Substances 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- SDUZNEIVCAVWSH-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylic acid Chemical compound C1C(C(O)=O)C(C(=O)O)CC2OC21 SDUZNEIVCAVWSH-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 229940125904 compound 1 Drugs 0.000 description 5
- 229940125782 compound 2 Drugs 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 235000019197 fats Nutrition 0.000 description 5
- 239000000944 linseed oil Substances 0.000 description 5
- 235000021388 linseed oil Nutrition 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 235000012424 soybean oil Nutrition 0.000 description 5
- 239000003549 soybean oil Substances 0.000 description 5
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000006057 Non-nutritive feed additive Substances 0.000 description 4
- 235000019482 Palm oil Nutrition 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- RRDGKBOYQLLJSW-UHFFFAOYSA-N bis(2-ethylhexyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate Chemical compound C1C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)CC2OC21 RRDGKBOYQLLJSW-UHFFFAOYSA-N 0.000 description 4
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 229940126214 compound 3 Drugs 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 238000006735 epoxidation reaction Methods 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 239000003063 flame retardant Substances 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- 239000002540 palm oil Substances 0.000 description 4
- WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical compound CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 235000019486 Sunflower oil Nutrition 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
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- 239000000945 filler Substances 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 239000004611 light stabiliser Substances 0.000 description 3
- 239000012567 medical material Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
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- 229920005862 polyol Polymers 0.000 description 3
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- 238000002360 preparation method Methods 0.000 description 3
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical class OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
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- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
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- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
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- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 description 2
- GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical compound C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 description 2
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
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- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 235000019774 Rice Bran oil Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
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- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
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- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- WXZOXVVKILCOPG-UHFFFAOYSA-N bis(2-ethylhexyl) benzene-1,3-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC(C(=O)OCC(CC)CCCC)=C1 WXZOXVVKILCOPG-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000000828 canola oil Substances 0.000 description 2
- 235000019519 canola oil Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000002285 corn oil Substances 0.000 description 2
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- 239000002385 cottonseed oil Substances 0.000 description 2
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- 230000007423 decrease Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- UQLDLKMNUJERMK-UHFFFAOYSA-L di(octadecanoyloxy)lead Chemical compound [Pb+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O UQLDLKMNUJERMK-UHFFFAOYSA-L 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 2
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 2
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 2
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
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- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
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- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- YPMOSINXXHVZIL-UHFFFAOYSA-N sulfanylideneantimony Chemical compound [Sb]=S YPMOSINXXHVZIL-UHFFFAOYSA-N 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 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
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- VQOXUMQBYILCKR-UHFFFAOYSA-N tridecaene Natural products CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 1
- TUUQISRYLMFKOG-UHFFFAOYSA-N trihexyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCOC(=O)CC(C(=O)OCCCCCC)(OC(C)=O)CC(=O)OCCCCCC TUUQISRYLMFKOG-UHFFFAOYSA-N 0.000 description 1
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000010457 zeolite Substances 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
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
成分(C)が、分子内に少なくとも1つの水酸基を有していても良い炭素数8〜22の飽和又は不飽和脂肪酸の亜鉛塩、金属亜鉛、酸化亜鉛、炭酸亜鉛及び塩化亜鉛からなる群より選ばれた1種又は2種以上の化合物であり、且つ、成分(C)の含有量が、成分(A)100重量部に対して、0.01以上、0.2重量部未満の範囲であることを特徴とする塩化ビニル系樹脂組成物。
本発明の塩化ビニル系樹脂組成物は、(A)塩化ビニル系樹脂、(B)分子量300〜1200の範囲であり、且つオキシラン酸素濃度が2〜13%の範囲である、分子内に少なくとも1つのエステル基を有するエポキシ化合物、(C)亜鉛化合物を含んでなり、その成分(C)が、分子内に少なくとも1つの水酸基を有していても良い炭素数8〜22の飽和又は不飽和脂肪酸の亜鉛塩、金属亜鉛、酸化亜鉛、炭酸亜鉛及び塩化亜鉛からなる群より選ばれた1種もしく2種以上の化合物であり、且つ、成分(C)の含有量が、成分(A)100重量部に対して、0.01以上、0.2重量部未満の範囲であることを最大の特徴としている。
ΔE*ab ={(L*−L*0)2+(a*−a*0)2+(b*−b*0)2}1/2
本発明の塩化ビニル系樹脂とは、塩化ビニルあるいは塩化ビニリデンの単独重合体及び塩化ビニルあるいは塩化ビニリデンの共重合体であり、その製造方法は、従来公知の重合方法で行われる。例えば、汎用塩化ビニル樹脂の場合は、油溶性重合触媒の存在下に懸濁重合する方法などが挙げられる。また、塩化ビニルペースト樹脂では水性媒体中で水溶性重合触媒の存在下に乳化重合する方法などが挙げられる。これらの塩化ビニル系樹脂の重合度は、通常300から5000であり、好ましくは400〜3500、さらに好ましくは700〜3000である。この重合度が低すぎると耐熱性等が低下し、高すぎると成形加工性が低下する傾向がある。
本発明のエポキシ化合物とは、分子量300〜1200の範囲であり、更にそのオキシラン酸素濃度が2〜13%の範囲の、分子内に少なくとも1つのエステル基を有するエポキシ化合物であり、以下では「本エポキシ化合物1」という。ここで、オキシラン酸素とは、基準油脂分析試験法 2.3.7.1-2013「オキシラン酸素定量方法(その1)」に準拠して測定した値である。
本発明の亜鉛化合物とは、分子内に少なくとも1つの水酸基を有していても良い炭素数8〜22の飽和又は不飽和脂肪酸の亜鉛塩、金属亜鉛、酸化亜鉛、炭酸亜鉛及び塩化亜鉛からなる群より選ばれた1種又は2種以上の化合物である。これらの亜鉛化合物は、それぞれ単独で又は2種以上適宜組み合わせて用いても構わない。また、上記以外の亜鉛化合物、例えば、オルソリン酸、ロジン酸、ジブチルジチオカルバミン酸、サリチル酸、ナフテン酸の亜鉛などを用いることもできる。
本発明の成分(D)は、主として成形加工性の改善の目的で配合される。一般的に、用途や成形方法によるが、成形加工性が悪い時にその熱履歴が成形品の外観、機械的強度等に影響する場合があり、従って、必要に応じて、成分(B)、成分(C)に加えて成分(D)を配合することが好ましい。
本発明の塩化ビニル系樹脂組成物には、上記成分(A)、(B)、(C)及び(D)以外に、必要に応じて上記成分(B)以外の可塑剤、上記成分(C)及び(D)以外の安定化剤、安定化助剤、酸化防止剤(老化防止剤)、紫外線吸収剤、ヒンダードアミン等の光安定剤、難燃剤、着色剤、加工助剤、充填剤、滑剤或いは帯電防止剤等の添加剤を適宜配合することができる。また、上記その他の添加剤は、1種で又は2種以上組み合わせて使用することができる。
本発明の塩化ビニル系樹脂成形体の高温使用時の着色抑制方法は、上記[項28]〜[項52]を要旨とする発明であり、それらの項の構成要件の説明としては、本発明の塩化ビニル系樹脂組成物の上述の説明と基本的には同義である。
上記の本発明の着色抑制方法を用いて得られた本発明に係る塩化ビニル系樹脂組成物(配合粉状やペレット状)を、真空成型、圧縮成形、押出成形、射出成形、カレンダー成形、プレス成形、ブロー成形、粉体成形等の従来公知の方法を用いて溶融成形加工することにより、所望の形状に成形することができる。
(1)塩化ビニルシートの作製
塩化ビニル樹脂(成分(A)、ストレート、重合度1050、商品名「Zest1000Z」、新第一塩ビ(株)製)100重量部に、所定量の成分(C)及び/又は成分(D)を配合して、モルタルミキサーで攪拌混合する。続いて、成分(B)又は成分(B)と成分(B)以外の可塑剤との混合物を50重量部加えた後、均一になるまでハンドリング混合し、塩化ビニル樹脂組成物を作製した。
次に、得られた塩化ビニル樹脂組成物を用いて、5×12インチの二本ロールにて160〜166℃で4分間溶融混練し、ロールシートを作製した。続いて162〜168℃×10分間プレス成形を行い、厚さ約1mmのプレスシートを作製した。
(2)初期着色性:上記(1)の方法で得られたプレスシートの成形直後の色相(着色度合)を分光測色計(CM−5、KONIKAMINOLTA製)で測定し、得られた L*0、a*0、b*0からイエローインデックス(YI ASTM D1925)を算出した。一般的に、 YI の値が0に近いほど着色が少ないことを示し、本発明では、YIの値が25以下であれば初期着色が少なく、初期着色性に優れていると判定した。
ΔE*ab ={(L*−L*0)2+(a*−a*0)2+(b*−b*0)2}1/2
E−PS : サンソサイザー E−PS(新日本理化(株)製、4,5−エポキシシクロヘキサン−1,2−ジカルボン酸ジ2−エチルヘキシル、分子量411、オキシラン酸素濃度3.6)
E−PL9 : サンソサイザー E−PL9(新日本理化(株)製、4,5−エポキシシクロヘキサン−1,2−ジカルボン酸ジノニル(分岐及び直鎖)、分子量439、オキシラン酸素濃度3.4)
E−P911 : サンソサイザー E−P911(新日本理化(株)製、4,5−エポキシシクロヘキサン−1,2−ジカルボン酸ジアルキル(C9−11)、分子量472、オキシラン酸素濃度3.1)
E−PO : サンソサイザー E−PO(新日本理化(株)製、4,5−エポキシシクロヘキサン−1,2−ジカルボン酸ジ−9,10−エポキシステアリル、分子量719、オキシラン酸素濃度5.6)
Zn−St : ステアリン酸亜鉛(試薬、ナカライテスク(株)
Ca−St : ステアリン酸カルシウム(試薬、ナカライテスク(株))
Ba−St : ステアリン酸バリウム(試薬、ナカライテスク(株))
ZnCl2 : 塩化亜鉛(試薬、和光純薬工業(株))
塩化ビニル樹脂(成分(A))100重量部に、表1に記載の種類の成分(B)、成分(C)、成分(D)を本発明の範囲内の含有量になる様に配合して、上記[評価試料の作製]に記載の方法にて、本発明の塩化ビニル系樹脂組成物を調製し、その組成物を用いて塩化ビニルシート(本発明の塩化ビニル系樹脂成形体)を作製した。
次に、得られた塩化ビニルシートを用いて、上記[着色性評価]に記載の方法にて、初期着色性(成形直後のYI)と長期着色性(加熱後のΔE*ab)を評価し、その結果を表1に示した。
成分(B)であるE−PS50重量部の代わりに、成分(B)としてE−PS5重量部と汎用の可塑剤であるフタル酸ジ2−エチルヘキシル(DOP、新日本理化(株)製)45重量部との混合物を用いた以外は、実施例3と同様に実施して、塩化ビニルシートを作製し、得られた塩化ビニルシートの初期着色性と長期着色性を評価し、その結果を表1に記載した。
成分(C)及び成分(D)の含有量を本発明の範囲外に変えた以外は、実施例3と同様に実施して、塩化ビニルシートを作製し、得られた塩化ビニルシートの初期着色性と長期着色性を評価し、その結果を表2に記載した。
成分(C)を抜いた以外は、実施例3と同様に実施して、塩化ビニル系樹脂組成物を調製した。続いて、その組成物を用いて塩化ビニルシートの作製を試みたが、均一なプレスシートの作製が困難であり、更にロールによる溶融混練途中で著しい黄着色が確認されたため、着色評価の実施は不可能であった。
成分(B)の代わりに、汎用の可塑剤のみを配合した以外は、実施例3と同様に実施して、塩化ビニルシートを作製し、得られた塩化ビニルシートの初期着色性と長期着色性を評価し、その結果を表2に記載した。
成分(B)の代わりに、汎用の可塑剤DOP50重量部のみを配合し、更に成分(C)及び成分(D)の含有量を本発明の範囲外に変えた以外は、実施例3と同様に実施して、塩化ビニルシートを作製し、得られた塩化ビニルシートの初期着色性と長期着色性を評価し、その結果を表2に記載した。
Claims (6)
- (A)塩化ビニル系樹脂、(B)分子量300〜1200の範囲であり、且つオキシラン酸素濃度が2〜13%の範囲である、分子内に少なくとも1つのエステル基を有するエポキシ化合物、(C)亜鉛化合物を含んでなる塩化ビニル系樹脂組成物であって、
成分(B)が、下記一般式(1)で示されるエポキシ化合物及び/又は一般式(2)で示されるエポキシ化合物であり、当該成分(B)の含有量が、成分(A)100重量部に対して、50〜100重量部の範囲であり、更に、
成分(C)が、分子内に少なくとも1つの水酸基を有していても良い炭素数8〜22の飽和又は不飽和脂肪酸の亜鉛塩、金属亜鉛、酸化亜鉛、炭酸亜鉛及び塩化亜鉛からなる群より選ばれた1種又は2種以上の化合物であり、且つ、
成分(C)の含有量が、成分(A)100重量部に対して、0.05〜0.15重量部の範囲であることを特徴とする塩化ビニル系樹脂組成物。
[式中、R1及びR2は、同一又は異なって、それぞれ飽和脂肪族アルコールから水酸基を除いた残基を表し、その飽和脂肪族アルコールは、炭素数8〜18の直鎖状又は分岐鎖状の飽和脂肪族アルコールである。]
- 更に、(D)分子内に少なくとも1つの水酸基を有していても良い炭素数8〜22の飽和又は不飽和脂肪酸のカルシウム塩、バリウム塩及びマグネシウム塩からなる群より選ばれた1種又は2種以上の化合物を含んでなる、請求項1に記載の塩化ビニル系樹脂組成物。
- 成分(C)が、炭素数8〜22の飽和又は不飽和脂肪酸の亜鉛塩である、請求項1又は請求項2に記載の塩化ビニル系樹脂組成物。
- 一般式(1)における飽和脂肪族アルコールが、炭素数8〜11の直鎖状又は分岐鎖状の飽和脂肪族アルコールである、請求項3に記載の塩化ビニル系樹脂組成物。
- 請求項1〜4の何れかに記載の塩化ビニル系樹脂組成物を原料とする塩化ビニル系樹脂成形体。
- (A)塩化ビニル系樹脂100重量部に対して、(B)下記一般式(1)及び/又は一般式(2)で示され、分子量300〜1200の範囲であり、且つオキシラン酸素濃度が2〜13%の範囲である、分子内に少なくとも1つのエステル基を有するエポキシ化合物50〜100重量部、並びに、(C)亜鉛化合物0.05〜0.15重量部を配合することを特徴とする、塩化ビニル系樹脂成形体の高温使用時の着色抑制方法。
[式中、R1及びR2は、同一又は異なって、それぞれ飽和脂肪族アルコールから水酸基を除いた残基を表し、その飽和脂肪族アルコールは、炭素数8〜18の直鎖状又は分岐鎖状の飽和脂肪族アルコールである。]
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