WO2017030000A1 - 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード - Google Patents
塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード Download PDFInfo
- Publication number
- WO2017030000A1 WO2017030000A1 PCT/JP2016/072936 JP2016072936W WO2017030000A1 WO 2017030000 A1 WO2017030000 A1 WO 2017030000A1 JP 2016072936 W JP2016072936 W JP 2016072936W WO 2017030000 A1 WO2017030000 A1 WO 2017030000A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- vinyl chloride
- chloride resin
- ester compound
- plasticizer
- carbon atoms
- Prior art date
Links
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 279
- 229920005989 resin Polymers 0.000 title claims abstract description 174
- 239000011347 resin Substances 0.000 title claims abstract description 174
- 239000004014 plasticizer Substances 0.000 title claims abstract description 128
- 239000011342 resin composition Substances 0.000 title claims abstract description 105
- -1 ester compound Chemical class 0.000 claims abstract description 300
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 52
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 90
- 239000002253 acid Substances 0.000 claims description 71
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 34
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims description 34
- 125000005907 alkyl ester group Chemical group 0.000 claims description 33
- 150000001875 compounds Chemical class 0.000 claims description 32
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 24
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 22
- 238000005227 gel permeation chromatography Methods 0.000 claims description 21
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 19
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims description 19
- 238000000465 moulding Methods 0.000 claims description 18
- 150000007513 acids Chemical class 0.000 claims description 17
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 claims description 17
- 150000008064 anhydrides Chemical class 0.000 claims description 16
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 claims description 16
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 14
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 11
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 claims description 10
- 238000005259 measurement Methods 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 7
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 claims description 6
- 235000010233 benzoic acid Nutrition 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 6
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 claims description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 5
- 150000008065 acid anhydrides Chemical class 0.000 claims description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 238000011156 evaluation Methods 0.000 description 36
- 239000000047 product Substances 0.000 description 36
- 230000000052 comparative effect Effects 0.000 description 35
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 238000012360 testing method Methods 0.000 description 22
- 239000003054 catalyst Substances 0.000 description 19
- 238000005886 esterification reaction Methods 0.000 description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 19
- 229910052757 nitrogen Inorganic materials 0.000 description 19
- 230000032050 esterification Effects 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
- RLJWTAURUFQFJP-UHFFFAOYSA-N propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)O.CC(C)O.CC(C)O RLJWTAURUFQFJP-UHFFFAOYSA-N 0.000 description 16
- VXUYXOFXAQZZMF-UHFFFAOYSA-N tetraisopropyl titanate Substances CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 16
- 238000010438 heat treatment Methods 0.000 description 15
- 238000010992 reflux Methods 0.000 description 15
- 238000003756 stirring Methods 0.000 description 15
- GCAIEATUVJFSMC-UHFFFAOYSA-N benzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1C(O)=O GCAIEATUVJFSMC-UHFFFAOYSA-N 0.000 description 14
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 238000002156 mixing Methods 0.000 description 14
- 230000032683 aging Effects 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 235000019198 oils Nutrition 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 11
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 11
- 150000001298 alcohols Chemical class 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 8
- 150000004665 fatty acids Chemical group 0.000 description 8
- 239000002216 antistatic agent Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 7
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 239000001361 adipic acid Substances 0.000 description 6
- 235000011037 adipic acid Nutrition 0.000 description 6
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 239000004359 castor oil Substances 0.000 description 4
- 235000019438 castor oil Nutrition 0.000 description 4
- 239000004020 conductor Substances 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
- 239000000945 filler Substances 0.000 description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- 239000004611 light stabiliser Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000013508 migration Methods 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 239000000243 solution Substances 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
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical group CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 3
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical group O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 3
- RKHXDCVAPIMDMG-UHFFFAOYSA-N 9-hydroxyoctadecanoic acid Chemical group CCCCCCCCCC(O)CCCCCCCC(O)=O RKHXDCVAPIMDMG-UHFFFAOYSA-N 0.000 description 3
- 239000006057 Non-nutritive feed additive Substances 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical group CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical group CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 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
- 239000010452 phosphate Substances 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- 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
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- 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
- IYBOGQYZTIIPNI-UHFFFAOYSA-N 2-methylhexano-6-lactone Chemical group CC1CCCCOC1=O IYBOGQYZTIIPNI-UHFFFAOYSA-N 0.000 description 2
- IGVGCQGTEINVOH-UHFFFAOYSA-N 2-methyloctan-1-ol Chemical compound CCCCCCC(C)CO IGVGCQGTEINVOH-UHFFFAOYSA-N 0.000 description 2
- XXCRXPYEAMCJKH-UHFFFAOYSA-N 3,3,4-trimethyloxepan-2-one Chemical group CC1CCCOC(=O)C1(C)C XXCRXPYEAMCJKH-UHFFFAOYSA-N 0.000 description 2
- LROFMHLJBOIJHA-UHFFFAOYSA-N 3,3-dimethyloxepan-2-one Chemical group CC1(C)CCCCOC1=O LROFMHLJBOIJHA-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
- PCWGTDULNUVNBN-UHFFFAOYSA-N 4-methylpentan-1-ol Chemical compound CC(C)CCCO PCWGTDULNUVNBN-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
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 2
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-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
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004641 Diallyl-phthalate Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 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
- 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
- 230000003078 antioxidant effect Effects 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 229960004365 benzoic acid Drugs 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical group O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 2
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-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
- 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 2
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 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
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-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
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 2
- 229960003656 ricinoleic acid Drugs 0.000 description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- YEYCMBWKTZNPDH-UHFFFAOYSA-N (2,2,6,6-tetramethylpiperidin-4-yl) benzoate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)C1=CC=CC=C1 YEYCMBWKTZNPDH-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- OZDOQMMXEACZAA-NRFIWDAESA-L (z)-4-butoxy-4-oxobut-2-enoate;dibutyltin(2+) Chemical compound CCCCOC(=O)\C=C/C(=O)O[Sn](CCCC)(CCCC)OC(=O)\C=C/C(=O)OCCCC OZDOQMMXEACZAA-NRFIWDAESA-L 0.000 description 1
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 1
- OTCWVYFQGYOYJO-UHFFFAOYSA-N 1-o-methyl 10-o-(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound COC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 OTCWVYFQGYOYJO-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- BKUSIKGSPSFQAC-RRKCRQDMSA-N 2'-deoxyinosine-5'-diphosphate Chemical compound O1[C@H](CO[P@@](O)(=O)OP(O)(O)=O)[C@@H](O)C[C@@H]1N1C(NC=NC2=O)=C2N=C1 BKUSIKGSPSFQAC-RRKCRQDMSA-N 0.000 description 1
- VDVUCLWJZJHFAV-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1 VDVUCLWJZJHFAV-UHFFFAOYSA-N 0.000 description 1
- XKNLMAXAQYNOQZ-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CC(=C)C(O)=O.CC(=C)C(O)=O.CC(=C)C(O)=O.OCC(CO)(CO)CO XKNLMAXAQYNOQZ-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- DPNKLVIZDGHZCU-UHFFFAOYSA-N 2-(2,2,2-trimethoxyethoxy)ethenylsilane Chemical compound COC(COC=C[SiH3])(OC)OC DPNKLVIZDGHZCU-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical class OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 1
- BBINCXCRWLAQFZ-UHFFFAOYSA-N 3,5-dimethylbenzene-1,2,4-tricarboxylic acid Chemical compound CC1=CC(C(O)=O)=C(C(O)=O)C(C)=C1C(O)=O BBINCXCRWLAQFZ-UHFFFAOYSA-N 0.000 description 1
- DJMFLRNBJLNOHL-UHFFFAOYSA-N 3,6-dimethylbenzene-1,2,4,5-tetracarboxylic acid Chemical compound CC1=C(C(O)=O)C(C(O)=O)=C(C)C(C(O)=O)=C1C(O)=O DJMFLRNBJLNOHL-UHFFFAOYSA-N 0.000 description 1
- UKVQTDPWSWISPM-UHFFFAOYSA-N 3-methylbenzene-1,2,4,5-tetracarboxylic acid Chemical compound CC1=C(C(O)=O)C(C(O)=O)=CC(C(O)=O)=C1C(O)=O UKVQTDPWSWISPM-UHFFFAOYSA-N 0.000 description 1
- SZXKGVPTMAHAOK-UHFFFAOYSA-N 3-methylbenzene-1,2,4-tricarboxylic acid Chemical compound CC1=C(C(O)=O)C=CC(C(O)=O)=C1C(O)=O SZXKGVPTMAHAOK-UHFFFAOYSA-N 0.000 description 1
- STEYNUVPFMIUOY-UHFFFAOYSA-N 4-Hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CC(O)CC(C)(C)N1CCO STEYNUVPFMIUOY-UHFFFAOYSA-N 0.000 description 1
- CWJJAFQCTXFSTA-UHFFFAOYSA-N 4-methylphthalic acid Chemical compound CC1=CC=C(C(O)=O)C(C(O)=O)=C1 CWJJAFQCTXFSTA-UHFFFAOYSA-N 0.000 description 1
- UKWUOTZGXIZAJC-UHFFFAOYSA-N 4-nitrosalicylic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C=C1O UKWUOTZGXIZAJC-UHFFFAOYSA-N 0.000 description 1
- DBOSBRHMHBENLP-UHFFFAOYSA-N 4-tert-Butylphenyl Salicylate Chemical compound C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC=CC=C1O DBOSBRHMHBENLP-UHFFFAOYSA-N 0.000 description 1
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 1
- ZOXBWJMCXHTKNU-UHFFFAOYSA-N 5-methyl-2-benzofuran-1,3-dione Chemical compound CC1=CC=C2C(=O)OC(=O)C2=C1 ZOXBWJMCXHTKNU-UHFFFAOYSA-N 0.000 description 1
- ADRNSOYXKABLGT-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC(C)C)OC1=CC=CC=C1 ADRNSOYXKABLGT-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- RWPICVVBGZBXNA-BGYRXZFFSA-N Bis(2-ethylhexyl) terephthalate Natural products CCCC[C@H](CC)COC(=O)C1=CC=C(C(=O)OC[C@H](CC)CCCC)C=C1 RWPICVVBGZBXNA-BGYRXZFFSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- HCJSTEINYRVWGI-UHFFFAOYSA-N C(C1=CC=CC=C1)(=O)O.C1(=C(C(=CC=C1)C(=O)O)C(=O)O)C(=O)O Chemical compound C(C1=CC=CC=C1)(=O)O.C1(=C(C(=CC=C1)C(=O)O)C(=O)O)C(=O)O HCJSTEINYRVWGI-UHFFFAOYSA-N 0.000 description 1
- NJGHOGCFXASSIV-UHFFFAOYSA-N C=1(C(=C(C(=CC1)C(=O)O)C(=O)O)C(=O)O)C(=O)O.C1(=CC=CC=C1)C(=O)O Chemical compound C=1(C(=C(C(=CC1)C(=O)O)C(=O)O)C(=O)O)C(=O)O.C1(=CC=CC=C1)C(=O)O NJGHOGCFXASSIV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004803 Di-2ethylhexylphthalate Substances 0.000 description 1
- 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 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 241000282376 Panthera tigris Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 229920007962 Styrene Methyl Methacrylate Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- KRADHMIOFJQKEZ-UHFFFAOYSA-N Tri-2-ethylhexyl trimellitate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)=C1 KRADHMIOFJQKEZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- AUNAPVYQLLNFOI-UHFFFAOYSA-L [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O Chemical compound [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O AUNAPVYQLLNFOI-UHFFFAOYSA-L 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- XFSBVAOIAHNAPC-WSORPINJSA-N acetylbenzoylaconine Chemical compound O([C@H]1[C@]2(O)C[C@H]3C45[C@@H]6[C@@H]([C@@]([C@H]31)(OC(C)=O)[C@@H](O)[C@@H]2OC)[C@H](OC)C4[C@]([C@@H](C[C@H]5OC)O)(COC)CN6CC)C(=O)C1=CC=CC=C1 XFSBVAOIAHNAPC-WSORPINJSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- OOULUYZFLXDWDQ-UHFFFAOYSA-L barium perchlorate Chemical compound [Ba+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O OOULUYZFLXDWDQ-UHFFFAOYSA-L 0.000 description 1
- RAKMKCZMVZBODU-PIQLPZBWSA-L barium(2+);(z)-12-hydroxyoctadec-9-enoate Chemical compound [Ba+2].CCCCCCC(O)C\C=C/CCCCCCCC([O-])=O.CCCCCCC(O)C\C=C/CCCCCCCC([O-])=O RAKMKCZMVZBODU-PIQLPZBWSA-L 0.000 description 1
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 1
- NHDLVKOYPQPGNT-UHFFFAOYSA-N benzene-1,2,3,5-tetracarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1 NHDLVKOYPQPGNT-UHFFFAOYSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- VAXVWHDAGLTVRV-UHFFFAOYSA-N benzoic acid;phthalic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1C(O)=O VAXVWHDAGLTVRV-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- FLPKSBDJMLUTEX-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) 2-butyl-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)(CCCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FLPKSBDJMLUTEX-UHFFFAOYSA-N 0.000 description 1
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 1
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 1
- RWPICVVBGZBXNA-UHFFFAOYSA-N bis(2-ethylhexyl) benzene-1,4-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C=C1 RWPICVVBGZBXNA-UHFFFAOYSA-N 0.000 description 1
- HORIEOQXBKUKGQ-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCC(C)C HORIEOQXBKUKGQ-UHFFFAOYSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- QXJJQWWVWRCVQT-UHFFFAOYSA-K calcium;sodium;phosphate Chemical compound [Na+].[Ca+2].[O-]P([O-])([O-])=O QXJJQWWVWRCVQT-UHFFFAOYSA-K 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000006084 composite stabilizer Substances 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical class [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000005594 diketone group Chemical group 0.000 description 1
- PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 229940069096 dodecene Drugs 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
- BJAJDJDODCWPNS-UHFFFAOYSA-N dotp Chemical compound O=C1N2CCOC2=NC2=C1SC=C2 BJAJDJDODCWPNS-UHFFFAOYSA-N 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- ZJOLCKGSXLIVAA-UHFFFAOYSA-N ethene;octadecanamide Chemical compound C=C.CCCCCCCCCCCCCCCCCC(N)=O.CCCCCCCCCCCCCCCCCC(N)=O ZJOLCKGSXLIVAA-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229920006226 ethylene-acrylic acid Polymers 0.000 description 1
- 229920006244 ethylene-ethyl acrylate Polymers 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 229940056932 lead sulfide Drugs 0.000 description 1
- 229910052981 lead sulfide Inorganic materials 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- HGPXWXLYXNVULB-UHFFFAOYSA-M lithium stearate Chemical compound [Li+].CCCCCCCCCCCCCCCCCC([O-])=O HGPXWXLYXNVULB-UHFFFAOYSA-M 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- BJZBHTNKDCBDNQ-UHFFFAOYSA-L magnesium;dodecanoate Chemical compound [Mg+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O BJZBHTNKDCBDNQ-UHFFFAOYSA-L 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004570 mortar (masonry) Substances 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
- TXSUIVPRHHQNTM-UHFFFAOYSA-N n'-(3-methylanilino)-n-phenyliminobenzenecarboximidamide Chemical compound CC1=CC=CC(NN=C(N=NC=2C=CC=CC=2)C=2C=CC=CC=2)=C1 TXSUIVPRHHQNTM-UHFFFAOYSA-N 0.000 description 1
- GPJPBLLWYCLERP-UHFFFAOYSA-N n-(benzotriazol-1-ylmethyl)-n-octyloctan-1-amine Chemical compound C1=CC=C2N(CN(CCCCCCCC)CCCCCCCC)N=NC2=C1 GPJPBLLWYCLERP-UHFFFAOYSA-N 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N n-Decanedioic acid Natural products OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- FDAKZQLBIFPGSV-UHFFFAOYSA-N n-butyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)NC(C)(C)C1 FDAKZQLBIFPGSV-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 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
- 125000002347 octyl 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])[H] 0.000 description 1
- UGAGPNKCDRTDHP-UHFFFAOYSA-N omega-hydroxypalmitic acid Natural products OCCCCCCCCCCCCCCCC(O)=O UGAGPNKCDRTDHP-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 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
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 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
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 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
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 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
- 229960000380 propiolactone Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000021003 saturated fats Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000344 soap 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
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid 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
- 239000010959 steel Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000011115 styrene butadiene Substances 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
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000004154 testing of material 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
- 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
- 239000012974 tin catalyst Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 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
- 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
- 150000005691 triesters Chemical class 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
- 125000002948 undecyl 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])[H] 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229940098697 zinc laurate Drugs 0.000 description 1
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 1
- 229940100530 zinc ricinoleate Drugs 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
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60K—ARRANGEMENT OR MOUNTING OF PROPULSION UNITS OR OF TRANSMISSIONS IN VEHICLES; ARRANGEMENT OR MOUNTING OF PLURAL DIVERSE PRIME-MOVERS IN VEHICLES; AUXILIARY DRIVES FOR VEHICLES; INSTRUMENTATION OR DASHBOARDS FOR VEHICLES; ARRANGEMENTS IN CONNECTION WITH COOLING, AIR INTAKE, GAS EXHAUST OR FUEL SUPPLY OF PROPULSION UNITS IN VEHICLES
- B60K37/00—Dashboards
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60K—ARRANGEMENT OR MOUNTING OF PROPULSION UNITS OR OF TRANSMISSIONS IN VEHICLES; ARRANGEMENT OR MOUNTING OF PLURAL DIVERSE PRIME-MOVERS IN VEHICLES; AUXILIARY DRIVES FOR VEHICLES; INSTRUMENTATION OR DASHBOARDS FOR VEHICLES; ARRANGEMENTS IN CONNECTION WITH COOLING, AIR INTAKE, GAS EXHAUST OR FUEL SUPPLY OF PROPULSION UNITS IN VEHICLES
- B60K37/00—Dashboards
- B60K37/20—Dashboard panels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B62—LAND VEHICLES FOR TRAVELLING OTHERWISE THAN ON RAILS
- B62D—MOTOR VEHICLES; TRAILERS
- B62D25/00—Superstructure or monocoque structure sub-units; Parts or details thereof not otherwise provided for
- B62D25/08—Front or rear portions
- B62D25/14—Dashboards as superstructure sub-units
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/24—Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B7/00—Insulated conductors or cables characterised by their form
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B7/00—Insulated conductors or cables characterised by their form
- H01B7/0045—Cable-harnesses
Definitions
- the present invention relates to a plasticizer for a vinyl chloride resin from which a vinyl chloride resin composition that is a molded article having good compatibility with the vinyl chloride resin and excellent in cold resistance and heat resistance can be obtained. Moreover, this invention relates to the dashboard formed by shape
- a vinyl chloride resin is added with a plasticizer for the purpose of facilitating the molding process by giving various performances including flexibility and lowering the processing temperature in various molding processes such as extrusion and calendering. Often used as a vinyl chloride resin composition.
- the plasticizer used in such a vinyl chloride resin composition has excellent properties such as excellent compatibility with the vinyl chloride resin and the ability to obtain a molded product of the vinyl chloride resin composition excellent in heat resistance and cold resistance. It is required to have.
- plasticizer used for a vinyl chloride resin composition for example, higher alkyl esters of polybasic acids such as phthalic acid diester, adipic acid diester, trimellitic acid triester and the like have been conventionally known.
- phthalate esters were mainly used in consideration of price, performance balance such as heat resistance and cold resistance, etc., but in recent applications where higher heat resistance is required, it is a trimerit as a plasticizer. Acid triesters have been used.
- trimellitic acid tri-2-ethylhexyl hereinafter abbreviated as “TOTM”
- trimellitic acid triisononyl hereinafter abbreviated as “TINTM”
- trimellitic acid triisodecyl ester hereinafter abbreviated as “TOTM”.
- the trimellitic acid triesters such as “TIDTM” have good compatibility with the vinyl chloride resin, and the molded product obtained using the vinyl chloride resin composition containing the trimellitic acid triester under heating environment. It is frequently used for heat-resistant electric wires having a service temperature of 105 ° C. or higher, vehicle dashboards, and the like because the amount of decrease in mass is small even when exposed to heat (excelling in heat aging resistance).
- a plasticizer for obtaining a vinyl chloride resin composition from which a molded article excellent in heat resistance and cold resistance is obtained for example, an esterified product of trimellitic acid and an aliphatic alcohol having 9 carbon atoms
- the aliphatic alcohol A plasticizer obtained by using a linear aliphatic alcohol and a branched aliphatic alcohol in a specific ratio is known (for example, see Patent Document 1).
- the plasticizer has poor compatibility with the vinyl chloride resin. Therefore, the plasticizer oozes out (bleeds) over time on the surface of the molded product obtained using the composition containing the plasticizer and the vinyl chloride resin. As a result, the molding progresses over time. There is a problem that the heat resistance and cold resistance of the product are lowered.
- polyester plasticizers are also known as plasticizers for obtaining molded articles of vinyl chloride resin.
- a plasticizer for obtaining a molded article having excellent cold resistance specifically, a plasticizer capable of maintaining the flexibility of the molded article even at low temperatures, a glycol having a branched aliphatic structure, and 3 to 18 carbon atoms.
- plasticizers obtained by reacting a cyclic ester or an aliphatic oxycarboxylic acid having 3 to 18 carbon atoms with a dibasic acid such as adipic acid and a monoalcohol having 2 to 22 carbon atoms (for example, see Patent Document 2.)
- a dibasic acid such as adipic acid and a monoalcohol having 2 to 22 carbon atoms
- Patent Document 2 Even if the plasticizer disclosed in Patent Document 2 is used, it has been difficult to impart sufficient cold resistance to the molded product.
- JP 2014-189688 A Japanese Patent Laid-Open No. 1-158060
- An object of the present invention is to provide a plasticizer for a vinyl chloride resin, which has a good compatibility with the vinyl chloride resin and provides a vinyl chloride resin composition that is a molded article excellent in cold resistance and heat resistance. is there. Moreover, the subject of this invention is also providing a wire harness and a dashboard using the said vinyl chloride resin composition.
- benzenecarboxylic acid an aliphatic oxycarboxylic acid having 3 to 18 carbon atoms or a cyclic ester having 3 to 18 carbon atoms, and a saturated aliphatic monovalent having 6 to 18 carbon atoms.
- a polyester resin obtained by reacting with alcohol can be used as a plasticizer for a vinyl chloride resin, and a molded product obtained using a composition containing the polyester resin and a vinyl chloride resin has heat resistance and cold resistance, specifically Is capable of maintaining plasticity even when exposed to a high temperature environment or a low temperature environment, and the polyester resin has good compatibility with a vinyl chloride resin and can be exposed to a high temperature environment or a low temperature environment for a long time.
- the plasticity of the vinyl chloride resin can be maintained, and the composition can be preferably used for molding materials when obtaining dashboards, and for coating wires such as wire harnesses. Heading the door or the like, which resulted in the completion of the present invention.
- a plurality of L, R 1 and R 2 may be the same or different, and each L is an aliphatic oxy of 3 to 18 carbon atoms.
- R 1 represents an alkyl group having 6 to 18 carbon atoms
- R 2 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, respectively.
- A represents the number of repetitions of L, and the sum of a is 1 to 10.
- the plasticizer for vinyl chloride resin characterized by containing the ester compound (A1) represented by these is provided.
- the present invention also provides a vinyl chloride resin composition
- a vinyl chloride resin composition comprising the plasticizer for vinyl chloride resin (X) and the vinyl chloride resin (Y).
- this invention provides the wire harness characterized by coat
- the present invention provides a dashboard characterized by molding the vinyl chloride resin composition.
- the plasticizer for vinyl chloride resin of the present invention has a good compatibility with the vinyl chloride resin, and can provide a vinyl chloride resin composition that can maintain plasticity even when exposed to a high temperature environment or a low temperature environment.
- the vinyl chloride resin composition of the present invention can be used for various applications such as wire coating materials, automobile parts, leather, boots, gaskets, hoses and the like.
- the vinyl chloride resin composition of the present invention can be particularly suitably used as a wire covering material, particularly a covering material used for manufacturing a wire harness and a molding material used for manufacturing a dashboard.
- the plasticizer for vinyl chloride resin of the present invention has the following general formula (1)
- a plurality of L, R 1 and R 2 may be the same or different, and each L is an aliphatic oxy of 3 to 18 carbon atoms.
- R 1 represents an alkyl group having 6 to 18 carbon atoms
- R 2 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, respectively.
- A represents the number of repetitions of L, and the sum of a is 1 to 10. It contains the ester compound (A1) represented by these.
- examples of the aliphatic oxycarboxylic acid residue having 3 to 18 carbon atoms include lactic acid residue, ⁇ -oxycaproic acid residue, ⁇ -oxylauric acid residue, ⁇ -oxypalmitic acid residue, and ricinoleic acid.
- examples thereof include aliphatic monooxymonocarboxylic acid residues such as a residue, 9-hydroxystearic acid residue, 12-hydroxystearic acid residue, hydrogenated castor oil fatty acid residue and hydrogenated castor oil residue.
- examples of the cyclic ester residue having 3 to 18 carbon atoms include ⁇ -propiolactone residue, r-butyrolactone residue, ⁇ -valerolactone residue, ⁇ -valerolactone residue, ⁇ -Caprolactone residue, methyl- ⁇ -caprolactone residue, dimethyl- ⁇ -caprolactone residue, trimethyl- ⁇ -caprolactone residue and the like.
- the number of carbon atoms of “aliphatic oxycarboxylic acid having 3 to 18 carbon atoms” and “cyclic ester having 3 to 18 carbon atoms” includes the carbon atom of the carbonyl group.
- aliphatic oxycarboxylic acid residue and “cyclic ester residue” are aliphatic oxycarboxylic acid and cyclic ester represented by the following general formula ( ⁇ -1) and general formula ( ⁇ -2). When expressed, it refers to the structure represented by the general formula ( ⁇ -3).
- X is an aliphatic structure having 2 to 17 carbon atoms.
- each aliphatic group having 4 to 13 carbon atoms since a vinyl chloride resin composition that is a molded article having excellent compatibility with a vinyl chloride resin and excellent in heat resistance and cold resistance can be obtained, each aliphatic group having 4 to 13 carbon atoms.
- An oxycarboxylic acid residue or a cyclic ester residue having 4 to 13 carbon atoms is preferred, and an aliphatic oxycarboxylic acid residue having 5 to 7 carbon atoms or a cyclic ester residue having 5 to 7 carbon atoms is more preferred.
- ⁇ -caprolactone is more preferred.
- a plurality of L in the general formula (1) may be the same or different. In the parentheses enclosed by a in the general formula (1), L may be the same or two or more may be mixed.
- R 1 in the general formula (1) is an alkyl group having 6 to 18 carbon atoms.
- the alkyl group include hexyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, octadecyl group, isotridecyl group and the like.
- an alkyl group having 6 to 14 carbon atoms is preferable because a vinyl chloride resin composition that is excellent in compatibility with a vinyl chloride resin and is also excellent in heat resistance and cold resistance can be obtained.
- R 12 in the formula represented by the general formula (2) [General formula (1) This corresponds to R 1 in FIG. ] Is preferably an alkyl group having 7 to 14 carbon atoms, because it provides a vinyl chloride resin composition which is excellent in compatibility with the vinyl chloride resin and is also excellent in heat resistance and cold resistance. More preferred is an alkyl group having 10 to 14 carbon atoms.
- R 13 in the formula represented by the general formula (3) [in R 1 in the general formula (1) Equivalent to. ] Is preferably an alkyl group having 7 to 14 carbon atoms, because it provides a vinyl chloride resin composition which is excellent in compatibility with the vinyl chloride resin and is also excellent in heat resistance and cold resistance.
- An alkyl group having 7 to 12 carbon atoms is more preferable.
- R 14 in the formula represented by the general formula (4) [in R 1 in the general formula (1) Equivalent to. ] Is preferably an alkyl group having 6 to 13 carbon atoms, because it provides a vinyl chloride resin composition which is excellent in compatibility with the vinyl chloride resin and is also excellent in heat resistance and cold resistance.
- An alkyl group having 7 to 12 carbon atoms is more preferable.
- R 2 in the formula represented by the general formula (1) is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
- the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, and a t-butyl group.
- a hydrogen atom is preferable because a molded article having excellent compatibility with a vinyl chloride resin, excellent heat resistance and cold resistance, and a low-cost composition for vinyl chloride resin can be obtained.
- the number of R 2 in the formula represented by the general formula (1) is “6-X (X is an integer of 2 to 4)”.
- the number of R 2 is four, and when expressed in the formula represented by the general formula (2), “ ⁇ (R 2 ) 4 ” It becomes.
- the number of R 2 is three, and when expressed in the formula represented by the general formula (3), “ ⁇ (R 2 ) 3 ” It becomes.
- a plurality of R 2 may be the same or different.
- a is the number of repetitions of L, and the total of the plural a is 1 to 10.
- the ester compound (A1) in the plasticizer for vinyl chloride resin of the present invention is obtained by the production method described later, it is usually a mixture of ester compounds having a different number of L repetitions (the sum of the plural a is various). It becomes.
- a plurality of a is excellent in compatibility with the vinyl chloride resin, and a vinyl chloride resin composition that is a molded product having excellent heat resistance and cold resistance can be obtained. 1 to 4 are more preferable
- ester compound (A1) is an ester compound represented by the following general formula (2)
- the sum of a 21 and a 22 in the formula represented by the general formula (2) Is preferably 1 to 8, and more preferably 1 to 4.
- ester compound (A1) is an ester compound represented by the following general formula (3)
- the sum of a 31 , a 32 and a 33 in the formula represented by the general formula (3) is 1 to 6 1 to 3 is more preferable.
- ester compound (A1) is an ester compound represented by the following general formula (4)
- the sum of a 41 , a 42 , a 43 and a 44 in the formula represented by the general formula (4) is 1-6 are preferable, and 1-3 are more preferable.
- the ester compound (A1) which is usually a mixture, contains 10 to 100% of the total a in the ester compound (A1) in the ester compound (A1), and is compatible with the vinyl chloride resin. It is preferable because a vinyl chloride resin composition that is excellent and has excellent heat resistance and cold resistance can be obtained, preferably 20 to 70%, more preferably 20 to 50%.
- the plasticizer for vinyl chloride resin of the present invention contains an ester compound represented by the general formula (2) described later, the total of a 21 and a 22 is 1 to 3 in the ester compound. 10 to 100% is preferable because a vinyl chloride resin composition that is a molded article having excellent compatibility with the vinyl chloride resin and excellent heat resistance and cold resistance can be obtained. 20 to 70% More preferably, it has 20 to 50%.
- the plasticizer for vinyl chloride resin of the present invention contains an ester compound represented by the following general formula (3), a total of 1 to 2 of a 31 , a 32 and a 33 is 10 to 10 in the ester compound.
- a content of 100% is preferable because a vinyl chloride resin composition is obtained, which is excellent in compatibility with a vinyl chloride resin, and becomes a molded product excellent in heat resistance and cold resistance. More preferably, it is 30 to 80%.
- a 41 and a 42 and a 43 and total of the ester compound of 1 to 2 a 44 The content of 10 to 100% is preferably from 20 to 90% because a vinyl chloride resin composition that is excellent in compatibility with the vinyl chloride resin and is also excellent in heat resistance and cold resistance can be obtained. More preferably, it has 30 to 80%.
- the plasticizer for vinyl chloride resin of the present invention is an ester compound (A1), and in the general formula (1), X is a mixture of ester compounds obtained by mixing two or more of any of 2, 3 or 4 , X is the total of ester compounds having the same value, and the ratio of ester compounds having the same total value of a is calculated.
- the plasticizer for vinyl chloride resin of the present invention comprises an ester compound in which X is 2 and an ester compound in which X is 3 in the general formula (1)
- X is an ester compound in which X is 2 and X is 3.
- the content rate of the ester compound is determined respectively.
- the ratio of the ester compound in which the total value of a in the ester compound in which X is 2 is the same is determined with the content of the ester compound in which X is 2 being 100%. This content is preferably in the preferred range described above.
- the content (abundance ratio) of various a total of a in the ester compound (A1) (mixture) is the peak area with respect to each molecular weight obtained by gel permeation chromatography (GPC) measurement shown below. It can be obtained from the ratio.
- the vinyl chloride plasticizer of the present invention is characterized by containing an ester compound (A1) as described above.
- the content of the ester compound (A1) in the plasticizer for vinyl chloride resin of the present invention can be produced more easily, and the effect of the present invention (compatibility with the vinyl chloride resin is good, and From 10 to 100% by weight, more preferably from 30 to 100% by weight, and more preferably from 50 to 100% by weight. Is more preferable, and 70 to 100% by mass is more preferable.
- ester compound (A1) represented by the general formula (1) examples include an ester compound (A2) in which X in the general formula (1) is 2, and an ester in which X in the general formula (1) is 3. There exists compound (A3) and ester compound (A4) whose X in General formula (1) is 4.
- R 14 is an alkyl group having 6 to 18 carbon atoms.
- ester compound (A2) represented by the general formula (2) examples include ester compounds represented by the following general formula (2-1) to general formula (2-3).
- ester compound (A3) represented by the general formula (3) examples include compounds represented by the following general formula (3-1) to general formula (3-3). Of these, ester compounds represented by formula (3-1) are preferred.
- ester compound (A4) represented by the general formula (4) examples include compounds represented by the following general formula (4-1) to general formula (4-3).
- ester compounds (A1) represented by the general formula (1) since a vinyl chloride resin composition is obtained from which a molded product having excellent oil resistance can be obtained, X in the general formula (1) is 3
- the ester compound (A3) which is or the ester compound (A4) which is 4 is preferable.
- the ester compound (A1) is, for example, one or more compounds (a1) selected from the group consisting of di- to tetravalent benzene carboxylic acids, their alkyl esters and their anhydrides, and those having 3 to 18 carbon atoms.
- the ester compound (A1) includes, for example, one or more compounds (a1) selected from the group consisting of di- to tetravalent benzene carboxylic acids, alkyl esters thereof, and anhydrides thereof, and the number of carbon atoms.
- Examples of the divalent benzenecarboxylic acid (benzenedicarboxylic acid), benzenedicarboxylic acid alkyl ester, and benzenedicarboxylic acid anhydride include, for example, phthalic acid, 4-methylphthalic acid, isophthalic acid, terephthalic acid, their alkyl esters and Examples thereof include phthalic acid and 4-methylphthalic acid anhydride.
- phthalic acid, isophthalic acid, terephthalic acid, alkyl esters thereof, and the like are obtained because a vinyl chloride resin composition is obtained that is a molded article having excellent compatibility with vinyl chloride resin and excellent heat resistance and cold resistance.
- One or more compounds selected from the group consisting of phthalic anhydrides are preferred.
- Benzenedicarboxylic acid may be used alone or in combination of two or more.
- Examples of the trivalent benzenecarboxylic acid (benzenetricarboxylic acid), alkyl esters of benzenetricarboxylic acid, and anhydrides of benzenetricarboxylic acid include 1,3,5-benzenetricarboxylic acid, 1,2,4-benzenetricarboxylic acid, and the like. 1,2,3-benzenetricarboxylic acid, 3-methyl-1,2,4-benzenetricarboxylic acid, 3,5-dimethyl-1,2,4-benzenetricarboxylic acid, 3,5,6-trimethyl-1 2,4-benzenetricarboxylic acid, alkyl esters thereof and acid anhydrides thereof.
- 1,2,4-benzenetricarboxylic acid and these alkyls are obtained.
- One or more compounds selected from the group consisting of esters and acid anhydrides thereof are preferred.
- Benzenetricarboxylic acid may be used alone or in combination of two or more.
- Examples of the tetravalent benzenecarboxylic acid (benzenetetracarboxylic acid), alkyl esters of benzenetetracarboxylic acid, and anhydrides of benzenetetracarboxylic acid include 1,2,4,5-benzenetetracarboxylic acid, 1,2 , 3,5-benzenetetracarboxylic acid, 1,2,3,4-benzenetetracarboxylic acid, 3-methyl-1,2,4,5-benzenetetracarboxylic acid, 3,6-dimethyl-1,2, 4,5-benzenetetracarboxylic acid and the like, among others, a vinyl chloride resin composition that is excellent in compatibility with a vinyl chloride resin and that is a molded product having excellent heat resistance and cold resistance can be obtained.
- One or more compounds selected from the group consisting of 1,2,4,5-benzenetetracarboxylic acid, their alkyl esters and their acid anhydrides are preferred.
- Benzenetetracarboxylic acid may be used alone or in combination of two or more.
- Examples of the aliphatic oxycarboxylic acid having 3 to 18 carbon atoms and the alkyl ester of the aliphatic oxycarboxylic acid having 3 to 18 carbon atoms include lactic acid, ⁇ -oxycaproic acid, ⁇ -oxylauric acid, ⁇ - Examples include oxypalmitic acid, ricinoleic acid, 9-hydroxystearic acid, 12-hydroxystearic acid, aliphatic oxycarboxylic acids such as hydrogenated castor oil fatty acid, and alkyl esters thereof.
- Examples of the cyclic ester having 3 to 18 carbon atoms include ⁇ -propiolactone, r-butyrolactone, ⁇ -valerolactone, ⁇ -valerolactone, ⁇ -caprolactone, methyl- ⁇ -caprolactone, and dimethyl- ⁇ -caprolactone. And trimethyl- ⁇ -caprolactone.
- a fat having 4 to 13 carbon atoms is obtained.
- One or more compounds selected from the group consisting of aliphatic oxycarboxylic acids, alkyl esters of aliphatic oxycarboxylic acids having 4 to 13 carbon atoms and cyclic esters having 5 to 7 carbon atoms are preferred, and having 5 to 7 carbon atoms
- One or more compounds selected from the group consisting of aliphatic oxycarboxylic acids, alkyl esters of aliphatic oxycarboxylic acids having 5 to 7 carbon atoms, and cyclic esters having 5 to 7 carbon atoms are more preferable, and ⁇ -caprolactone is further included.
- One or more compounds selected from the group consisting of aliphatic oxycarboxylic acids having 3 to 18 carbon atoms, alkyl esters of aliphatic oxycarboxylic acids having 3 to 18 carbon atoms and cyclic esters having 3 to 18 carbon atoms (a2 ) May be used alone or in combination of two or more.
- saturated aliphatic monoalcohol (a3) having 6 to 18 carbon atoms examples include hexanol, isohexanol, heptanol, n-octanol, isooctanol, 2-ethylhexanol, nonanol, isononanol, 2-methyloctanol and decanol.
- saturated aliphatic monoalcohols (a3) saturated aliphatic monoalcohols having 7 to 14 carbon atoms are excellent in compatibility with vinyl chloride resin, and become a molded product having excellent heat resistance and cold resistance.
- a vinyl resin composition is preferable, and a saturated aliphatic monoalcohol having 8 to 14 carbon atoms is more preferable.
- the saturated aliphatic monoalcohol (a3) is a saturated fat having 7 to 14 carbon atoms.
- Group monoalcohols are preferred, saturated aliphatic monoalcohols having 10 to 14 carbon atoms are more preferred, and one or more alcohols selected from the group consisting of dodecanol, tetradecanol and isotridecanol are even more preferred.
- the saturated aliphatic monoalcohol (a3) is preferably a saturated aliphatic monoalcohol having 7 to 14 carbon atoms, A saturated aliphatic monoalcohol having 7 to 12 carbon atoms is more preferable, and one or more alcohols selected from the group consisting of n-octanol, nonanol, isononanol, decanol, undecanol, and dodecanol are more preferable.
- the saturated aliphatic monoalcohol (a3) is preferably a saturated aliphatic monoalcohol having 6 to 13 carbon atoms.
- a saturated aliphatic monoalcohol having 7 to 12 carbon atoms is more preferable, and one or more alcohols selected from the group consisting of n-octanol, nonanol, isononanol, decanol, undecanol, and dodecanol are more preferable.
- the ester compound (A1) is prepared by, for example, combining (a1), (a2) and (a3) in the presence of an esterification catalyst, for example, within a temperature range of 100 to 250 ° C. For 2 to 25 hours.
- an esterification catalyst for example, within a temperature range of 100 to 250 ° C. For 2 to 25 hours.
- conditions, such as temperature of esterification reaction and time are not specifically limited, You may set suitably.
- esterification catalyst examples include titanium catalysts such as tetraisopropyl titanate and tetrabutyl titanate; tin catalysts such as dibutyltin oxide; and organic sulfonic acid catalysts such as p-toluenesulfonic acid.
- the amount of the esterification catalyst used may be set as appropriate, but usually it is preferably used in the range of 0.001 to 0.1 parts by mass with respect to 100 parts by mass of the total amount of raw materials.
- the amount of (a2) used relative to (a1) is excellent in compatibility with the vinyl chloride resin, it is possible to obtain a vinyl chloride resin composition that is a molded product excellent in heat resistance and cold resistance (a1). Is preferably from 0.1 to 6 mol, more preferably from 0.2 to 4 mol, per mol of the carboxyl group of More specifically, when (a1) is one or more compounds selected from the group consisting of benzenedicarboxylic acid, their alkyl esters and their anhydrides, the amount of (a2) used relative to (a1) is ( a1) It is preferably 1 to 4 moles, more preferably 2 to 3 moles per mole.
- the amount of (a2) used relative to (a1) is 1 mol of (a1) 0.3 to 4.5 mol is preferable, and 0.6 to 3 mol is more preferable.
- the amount of (a2) used relative to (a1) is 1 mol of (a1).
- the amount is preferably 0.4 to 6 mol, more preferably 0.8 to 4 mol.
- the amount of (a3) used relative to (a1) is such that a vinyl chloride resin composition is obtained that is a molded product having excellent compatibility with the vinyl chloride resin and excellent heat resistance and cold resistance ( The amount is preferably 2 to 6 moles, more preferably 2 to 4.8 moles per mole of the carboxyl group a1) has. More specifically, when (a1) is one or more compounds selected from the group consisting of benzenedicarboxylic acid, alkyl esters thereof, and anhydrides thereof, the amount of (a3) used relative to (a1) is ( a1) It is preferably 2 to 3 moles, more preferably 2 to 2.4 moles per mole.
- the amount of (a3) used relative to (a1) is 1 mol of (a1) 3 to 4.5 mol is preferable, and 3 to 3.6 mol is more preferable.
- the amount of (a3) used relative to (a1) is 1 mol of (a1).
- the amount is preferably 4 to 6 moles, more preferably 4 to 4.8 moles.
- the plasticizer for vinyl chloride resin of the present invention may contain other vinyl chloride resin plasticizer together with the ester compound (A1).
- plasticizers include esters of one or more compounds selected from the group consisting of aromatic carboxylic acids, alkyl esters thereof, and anhydrides thereof and saturated aliphatic monoalcohols having 4 to 12 carbon atoms.
- a compound (B) can be illustrated preferably.
- One or more compounds selected from the group consisting of the aromatic carboxylic acids, their alkyl esters and their anhydrides include the benzenedicarboxylic acid, benzenetricarboxylic acid, benzenetetracarboxylic acid, their alkyl esters and their anhydrides.
- benzene monocarboxylic acid such as benzoic acid can be used.
- saturated aliphatic monoalcohol examples include butanol, isobutanol, pentanol, hexanol, isohexanol, heptanol, n-octanol, isooctanol, 2-ethylhexanol, nonanol, isononanol, 2-methyloctanol, decanol, isodecanol. , Undecanol, dodecanol and the like.
- ester compound (B) examples include benzoic acid esters such as diethylene glycol dibenzoate; dibutyl phthalate (DBP), di-2-ethylhexyl phthalate (DOP), diisononyl phthalate (DINP), diisodecyl phthalate ( Phthalates such as DIDP), diundecyl phthalate (DUP), ditridecyl phthalate (DTDP); terephthalates such as bis (2-ethylhexyl) terephthalate (DOTP); bis (2-ethylhexyl) isophthalate ( Isophthalic acid esters such as DOIP); trimellitic acid esters such as tri-2-ethylhexyl trimellitic acid (TOTM), triisononyl trimellitic acid (TINTM), triisodecyl trimellitic acid (TIDTM); pyromellitic acid Tiger 2-ethylhexyl (TOPM) pyrom
- ester compounds (B) one or more compounds selected from the group consisting of trimellitic acid, pyromellitic acid, alkyl esters thereof, and anhydrides thereof, and saturated aliphatic monoalcohols having 6 to 9 carbon atoms
- the ester compound is preferably used because it is excellent in compatibility with the vinyl chloride resin and the plasticizer for the vinyl chloride resin is less transferred to other articles in contact.
- an ester compound of trimellitic acid and 2-ethylhexanol [tri-2-ethylhexyl trimellitic acid (TOTM)] and an ester compound of pyromellitic acid and 2-ethylhexanol [tetra-2-ethylhexyl pyromellitic acid (TOTM)] TOPM)] is more preferable.
- the amount used is preferably 10 to 300 parts by mass, and 20 to 200 parts by mass with respect to 100 parts by mass of the ester compound (A1). More preferred.
- plasticizers other than the ester compound (B) can be added as long as the effects of the present invention are not impaired.
- Plasticizers other than the ester compound (B) include di-2-ethylhexyl adipate (DOA), diisononyl adipate (DINA), diisodecyl adipate (DIDA), di-2-ethylhexyl sebacate (DOS), sebacic acid Aliphatic dibasic acid esters such as diisononyl (DINS);
- Phosphoric esters such as tri-2-ethylhexyl phosphate (TOP) and tricresyl phosphate (TCP); alkyl esters of polyhydric alcohols such as pentaerythritol; and polyesterification of dibasic acids such as adipic acid with glycols Synthetic polyesters having a molecular weight of 800 to 4,000; epoxidized esters such as epoxidized soybean oil and epoxidized linseed oil; alicyclic dibasic acids such as hexahydrophthalic acid diisononyl ester; dicapric acid 1.4- Fatty acid glycol esters such as butanediol; Tributyl acetyl citrate (ATBC); Chlorinated paraffins chlorinated with paraffin wax and n-paraffin; Chlorinated fatty acid esters such as chlorinated stearate; Butyl oleate, etc. Higher fatty acid esters, etc.
- the vinyl chloride resin composition of the present invention is characterized by containing the plasticizer (X) for vinyl chloride resin and the vinyl chloride resin (Y) of the present invention.
- Examples of the vinyl chloride resin (Y) include a homopolymer of vinyl chloride, a homopolymer of vinylidene chloride, a copolymer essential for vinyl chloride, a copolymer essential for vinylidene chloride, and the like.
- the vinyl chloride resin (Y) can be obtained by various known production methods. Examples of the production method include a method of suspension polymerization in the presence of an oil-soluble polymerization catalyst and a method of emulsion polymerization in the presence of a water-soluble polymerization catalyst in an aqueous medium.
- the degree of polymerization of the vinyl chloride resin (Y) is usually from 300 to 5,000, preferably from 400 to 3,500, and from 700 to 3,000, a molded product having high heat resistance can be obtained, and the processability can be improved. It is preferable because it provides an excellent vinyl chloride resin composition.
- copolymers include, for example, ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-nonene, 1-decene, 1- ⁇ -olefins having 2 to 30 carbon atoms such as undecene, 1-dodecene, 1-tridecene, 1-tetradecene, acrylic acid and its esters, methacrylic acid and its esters, maleic acid and its esters, vinyl acetate, Vinyl compounds such as vinyl propionate and alkyl vinyl ethers, polyfunctional monomers such as diallyl phthalate and copolymers of these and vinyl chloride monomers; ethylene-acrylic acid ester copolymer such as ethylene-ethyl acrylate copolymer Copolymer; ethylene-methacrylate copolymer; ethylene-vinyl acetate copolymer Combined (EVA): Chlorin
- the content of the plasticizer (X) for vinyl chloride resin in the vinyl chloride resin composition of the present invention is excellent in compatibility with the vinyl chloride resin, and becomes a molded product having excellent heat resistance and cold resistance.
- the amount is preferably 10 to 100 parts by mass, more preferably 40 to 80 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the vinyl chloride resin composition of the present invention can be blended with various additives as long as the effects of the present invention are not impaired.
- additives include flame retardants, stabilizers, stabilization aids, colorants, processing aids, fillers, antioxidants (anti-aging agents), ultraviolet absorbers, light stabilizers, lubricants, and antistatic agents.
- additives include flame retardants, stabilizers, stabilization aids, colorants, processing aids, fillers, antioxidants (anti-aging agents), ultraviolet absorbers, light stabilizers, lubricants, and antistatic agents.
- additives include flame retardants, stabilizers, stabilization aids, colorants, processing aids, fillers, antioxidants (anti-aging agents), ultraviolet absorbers, light stabilizers, lubricants, and antistatic agents.
- crosslinking aids include crosslinking aids.
- plasticizers and additives other than the ester compound (A) and ester compound (B) may be used alone or in combination of two or more.
- the flame retardant examples include inorganic compounds such as aluminum hydroxide, antimony trioxide, magnesium hydroxide, and zinc borate; cresyl diphenyl phosphate, trischloroethyl phosphate, trischloropropyl phosphate, trisdichloropropyl phosphate
- inorganic compounds such as aluminum hydroxide, antimony trioxide, magnesium hydroxide, and zinc borate
- cresyl diphenyl phosphate trischloroethyl phosphate, trischloropropyl phosphate, trisdichloropropyl phosphate
- phosphorus compounds such as fate
- halogen compounds such as chlorinated paraffin.
- the stabilizer examples include lithium stearate, magnesium stearate, magnesium laurate, calcium ricinoleate, calcium stearate, barium laurate, barium ricinoleate, barium stearate, zinc octylate, zinc laurate, zinc ricinoleate.
- metal soap compounds such as zinc stearate; organotin compounds such as dimethyltin bis-2-ethylhexylthioglycolate, dibutyltin maleate, dibutyltin bisbutylmaleate, and dibutyltin dilaurate; antimony mercaptide compounds .
- the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the stabilizing aid examples include phosphite compounds such as triphenyl phosphite, monooctyl diphenyl phosphite, and tridecyl phosphite; beta diketone compounds such as acetylacetone and benzoylacetone; glycerin, sorbitol, pentaerythritol, polyethylene Examples include polyol compounds such as glycol; perchlorate compounds such as barium perchlorate and sodium perchlorate; hydrotalcite compounds; zeolites and the like.
- the stabilizing aid is blended with the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the colorant examples include carbon black, lead sulfide, white carbon, titanium white, lithopone, benigara, antimony sulfide, chrome yellow, chrome green, cobalt blue, and molybdenum orange.
- the blending amount is usually 1 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- processing aid examples include liquid paraffin, polyethylene wax, stearic acid, stearic acid amide, ethylene bis stearic acid amide, butyl stearate, calcium stearate and the like.
- the processing aid is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the filler examples include metal oxides such as calcium carbonate, silica, alumina, clay, talc, diatomaceous earth, and ferrite; fibers and powders of glass, carbon, metal, and the like; glass spheres, graphite, aluminum hydroxide, and barium sulfate. Examples thereof include magnesium oxide, magnesium carbonate, magnesium silicate, calcium silicate and the like.
- the blending amount is usually 1 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- antioxidants examples include 2,6-di-tert-butylphenol, tetrakis [methylene-3- (3,5-tert-butyl-4-hydroxyphenol) propionate] methane, 2-hydroxy-4-methoxy.
- Phenolic compounds such as benzophenone; sulfur compounds such as alkyl disulfides, thiodipropionic acid esters, and benzothiazole; trisnonylphenyl phosphite, diphenylisodecyl phosphite, triphenyl phosphite, tris (2,4-di-tert
- Examples include phosphoric acid compounds such as -butylphenyl) phosphite; organometallic compounds such as zinc dialkyldithiophosphate and zinc diaryldithiophosphate.
- the blending amount is usually 0.2 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y). *
- the ultraviolet absorber examples include salicylate compounds such as phenyl salicylate and p-tert-butylphenyl salicylate; benzophenones such as 2-hydroxy-4-n-octoxybenzophenone and 2-hydroxy-4-n-methoxybenzophenone Compounds such as cyanoacrylate compounds as well as benzotriazole compounds such as 5-methyl-1H-benzotriazole and 1-dioctylaminomethylbenzotriazole.
- the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the light stabilizer examples include hindered amine light stabilizers. Specifically, for example, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl 1,2 , 2,6,6-Pentamethyl-4-piperidyl sebacate (mixture), bis (1,2,2,6,6-pentamethyl-4-piperidyl) [[3,5-bis (1,1-dimethylethyl ) -4-Hydroxyphenyl] methyl] butyl malonate, bis (2,2,6,6-tetramethyl-1 (octyloxy) -4-piperidyl) ester and 1,1-dimethylethyl hydroperoxide And the reaction product of octane, 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 2,2,6,6-tetramethyl-4-piperidinol and higher fatty acid Telluri
- the lubricant examples include silicone, liquid paraffin, baraffin wax, fatty acid metal salts such as metal stearate and metal laurate; fatty acid amides, fatty acid wax, higher fatty acid wax and the like.
- the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- the antistatic agent examples include alkyl sulfonate type, alkyl ether carboxylic acid type or dialkyl sulfosuccinate type anionic antistatic agents; nonionic antistatic agents such as polyethylene glycol derivatives, sorbitan derivatives, diethanolamine derivatives; Type, quaternary ammonium salts such as alkyldimethylbenzyl type, cationic antistatic agents such as alkylpyridinium type organic acid salts or hydrochlorides; amphoteric antistatic agents such as alkylbetaine type and alkylimidazoline type .
- the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y).
- crosslinking aid examples include polyfunctional monomers such as tetraethylene glycol dimethacrylate, divinylbenzene diallyl phthalate, triallyl isocyanurate, trimethylolpropane triarylate, tetramethylolmethane tetramethacrylate, and trimethoxyethoxyvinylsilane. Is used in the range of 0.5 to 30 parts by mass with respect to 100 parts by mass of the vinyl chloride resin (Y). Of these, 3 to 20 parts by mass is the most effective.
- the vinyl chloride resin composition of the present invention comprises a plasticizer (X) for vinyl chloride resin containing an ester compound (A1), a vinyl chloride resin (Y) and various additives as required, such as a mortar mixer and a Henschel mixer.
- the mixture can be mixed with a vinyl chloride resin composition by stirring and mixing with a stirrer such as a Banbury mixer or a ribbon blender.
- a pellet-like vinyl chloride resin composition can also be obtained by melt molding with a kneader such as a kneader, a kneader type kneader, or a roll kneader.
- a paste-like vinyl chloride resin composition can also be obtained by mixing and kneading with a kneader such as a planetary mixer, ribbon blender, kneader, dissolver, twin screw mixer, high speed mixer, three roll mill.
- vinyl chloride resin compositions of the present invention when a powdered vinyl chloride resin composition or a pellet-like vinyl chloride resin composition is used, vacuum molding, compression molding, extrusion molding, injection molding, calendar molding, press A molded product having a desired shape can be obtained by melt molding using a conventionally known method such as molding, blow molding or powder molding.
- the vinyl chloride resin compositions of the present invention when a paste-like vinyl chloride resin composition is used, molding is performed using a conventionally known method such as spread molding, dipping molding, gravure molding, slush molding, or screen processing. By processing, a molded product having a desired shape can be obtained.
- the shape of the molded body is not particularly limited.
- a polygonal shape is exemplified.
- the molded body thus obtained includes pipes such as water pipes, joints for pipes, raindrops, etc., window frame siding, flat plate, corrugated sheet, automobile underbody coat, dashboard, instrument panel, console Automotive seats such as door seats, under carpets, trunk seats, door trims, various leathers, decorative sheets, agricultural films, food packaging films, conductor coatings, various foam products, hoses, medical tubes, food tubes , Fridge gaskets, packing, wallpaper, flooring, boots, curtains, shoe soles, gloves, waterproofing boards, toys, decorative boards, blood bags, infusion bags, tarpaulins, mats, waterproof sheets, civil engineering sheets, roofing It is useful for waterproof sheets, insulating sheets, industrial tapes, glass films, erasers and the like.
- the vinyl chloride resin composition of the present invention can be preferably used for producing a conductor coating among molded articles. And among the electric wires obtained by conducting the conductor coating of the vinyl chloride resin composition of the present invention, a wire harness formed by coating the conductor using the vinyl chloride resin composition of the present invention can be preferably obtained.
- the vinyl chloride resin composition of the present invention can be preferably used for producing automobile materials among molded articles.
- a dashboard can be preferably obtained by molding the vinyl chloride resin composition of the present invention.
- Example 1 (plasticizer for vinyl chloride resin) 296 g (2.0 mol) of phthalic anhydride, 456 g (4.0 mol) of ⁇ -caprolactone, 856 g (4.6 mol) of dodecanol (manufactured by Shin Nippon Chemical Co., Ltd .; Konol 20P, linearity 100 mol%) and esterification catalyst
- 0.438 g of tetraisopropyl titanate was charged into a 2-liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser, and the temperature was raised stepwise to 230 ° C. while stirring under a nitrogen stream. Heating was continued at 230 ° C.
- an ester compound (A2-1) represented by the general formula (2) The acid value of the ester compound (A1) was 0.06, the hydroxyl value was 0.06, and the viscosity was 140 mPa ⁇ s. According to the GPC chart, the ester compound (A1) has a total of a 21 + a 22 of 13.9%, a total of a 21 + a 22 of 2 is 19.4%, and a total of a 21 + a 22 Contained 13.3% of the three.
- the synthesized ester compound (A2-1) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (1)”].
- Example 2 (same as above) In a reaction vessel, 296 g (2.0 mol) of phthalic anhydride, 456 g (4.0 mol) of ⁇ -caprolactone, 599 g (3.22 mol) of dodecanol (manufactured by Nippon Nippon Chemical Co., Ltd .; Konol 20P, linearity 100 mol%) , Tetradecanol (manufactured by Nippon Nippon Chemical Co., Ltd .; Conol 1495, linearity 100 mol%) 295 g (1.38 mol) and 0.455 g of tetraisopropyl titanate as an esterification catalyst are equipped with a thermometer, stirrer and reflux condenser.
- the ester compound (A2-2) has a total of a 21 + a 22 of 24.3%, a total of a 21 + a 22 of 2 is 15.7%, and a 21 + a 22 Of which the total of 3 was 14.1%.
- the synthesized ester compound (A2-2) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (2)”].
- Example 3 Dimethyl isophthalate 388 g (2.0 mol), ⁇ -caprolactone 456 g (4.0 mol), dodecanol (manufactured by Nippon Nippon Chemical Co., Ltd .; Konol 20P, linearity 100 mol%) 856 g (4.6 mol) and esterification catalyst
- 0.438 g of tetraisopropyl titanate was charged into a 2-liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser, and the temperature was raised stepwise to 230 ° C. while stirring under a nitrogen stream. Heating was continued at 230 ° C.
- an ester compound (A2-3) represented by the general formula (2).
- the acid value of the ester compound (A2-3) was 0.04, the hydroxyl value was 0.64, and the viscosity was 175 mPa ⁇ s.
- the ester compound (A2-3) is 10.3% in which the total of a 21 + a 22 is 1, 10.2% in which the total of a 21 + a 22 is 2, and a 21 + a 22 The total of 3 was 20.3%.
- the synthesized ester compound (A2-3) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (3)”].
- Example 4 Dimethyl isophthalate 388 g (2.0 mol), ⁇ -caprolactone 456 g (4.0 mol), dodecanol (manufactured by Nippon Nippon Chemical Co., Ltd .; Konol 20P, linearity 100 mol%) 599 g (3.22 mol), isotrideca 276 g (1.38 mol) of diol (manufactured by KH Neochem; tridecanol, mol%) and 0.444 g of tetraisopropyl titanate as an esterification catalyst with an internal volume of 2 liters equipped with a thermometer, stirrer and reflux condenser The mixture was charged into a four-necked flask and heated stepwise to 230 ° C.
- the ester compound (A2-4) is 21.8% when the sum of a 21 + a 22 is 1, 20.9% when the sum of a 21 + a 22 is 2, and a 21 + a 22 Of which the total of 3 was 16.2%.
- the synthesized ester compound (A2-4) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (4)”].
- Example 5 (same as above) 384 g (2.0 mol) of trimellitic anhydride, 228 g (2.0 mol) of ⁇ -caprolactone, 580 g (4.46 mol) of normal octanol (linearity of 100 mol%), normal decanol (linearity of 100 mol) %) 385 g (2.44 mol) and 0.417 g of tetraisopropyl titanate as an esterification catalyst were charged into a 2 liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser under a nitrogen stream.
- the ester compound (A3-1) has a total of a 31 + a 32 + a 33 of 36.2%, a total of a 31 + a 32 + a 33 of 35.8%, The total of a 31 + a 32 + a 33 contained 14.1%.
- the synthesized ester compound (A3-1) can also be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (5)”].
- Example 6 (same as above) Trimellitic anhydride 159 g (0.83 mol), ⁇ -caprolactone 95 g (0.83 mol), Neodol 911 (manufactured by Shell Chemicals Inc., containing 18% nonanol, 42% decanol, 39% undecanol and 1% octanol) Alcohol, average molecular weight 160, linearity ratio; 85%) 458 g (2.86 mol) and 0.187 g of tetraisopropyl titanate as an esterification catalyst were added to a 1 liter internal volume equipped with a thermometer, a stirrer and a reflux condenser.
- Neodol 911 manufactured by Shell Chemicals Inc., containing 18% nonanol, 42% decanol, 39% undecanol and 1% octanol
- Alcohol average molecular weight 160, linearity ratio; 85%) 458 g (2.86 mol) and 0.187 g of t
- the mixture was charged into a four-necked flask and heated stepwise to 230 ° C. while stirring under a nitrogen stream. Heating was continued at 230 ° C. until the acid value became 2 or less, and water produced was continuously removed. After the reaction, unreacted alcohols were distilled off at 230 to 200 ° C. under reduced pressure to obtain 458 g of an ester compound (A3-2) represented by the general formula (3).
- the acid value of the ester compound (A3-2) was 0.18
- the hydroxyl value was 0.18
- the viscosity at 25 ° C. was 177 mPa ⁇ s.
- the ester compound (A3-2) has a total of a 31 + a 32 + a 33 of 35.1%, a total of a 31 + a 32 + a 33 of 2 and 34.2%. The total of a 31 + a 32 + a 33 contained 13.3%.
- the synthesized ester compound (A3-2) can also be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (6)”].
- Example 7 (same as above) 159 g (0.83 mol) of trimellitic anhydride, 95 g (0.83 mol) of ⁇ -caprolactone, 351 g (2.20 mol) of neodol 911, 87 g (0.67 mol) of normal octanol (100 mol% linearity) Then, 0.182 g of tetraisopropyl titanate as an esterification catalyst was charged into a one-liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser, and stepwise up to 230 ° C. while stirring under a nitrogen stream. The temperature was raised, and heating was continued at 230 ° C.
- ester compound (A3-3) represented by the general formula (3).
- the acid value of the ester compound (A3-3) was 0.15
- the hydroxyl value was 0.15
- the viscosity at 25 ° C. was 174 mPa ⁇ s.
- the ester compound (A3-3) has a total of a 31 + a 32 + a 33 of 16.9%, a total of a 31 + a 32 + a 33 of 24.8%, The total of a 31 + a 32 + a 33 contained 14.2%.
- the synthesized ester compound (A3-3) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (7)”].
- Example 8 (same as above) 159 g (0.83 mol) of trimellitic anhydride, 95 g (0.83 mol) of ⁇ -caprolactone, 168 g (1.29 mol) of normal octanol (linearity of 100 mol%), normal decanol (linearity of 100 mol) %) 204 g (1.29 mol), 53 g (0.29 mol) of normal dodecanol (linearity 100 mol%) and 0.180 g of tetraisopropyl titanate as esterification catalyst, thermometer, stirrer and reflux condenser was added to a four-necked flask with an internal volume of 1 liter, and the temperature was raised stepwise to 230 ° C.
- an ester compound (A3-4) represented by the general formula (3).
- the acid value of the ester compound (A3-4) was 0.15, the hydroxyl value was 0.15, and the viscosity at 25 ° C. was 160 mPa ⁇ s.
- the ester compound (A3-4) has a total of a 31 + a 32 + a 33 of 34.2%, a total of a 31 + a 32 + a 33 of 2 is 33.8%, The total of a 31 + a 32 + a 33 contained 33.6%.
- the synthesized ester compound (A3-4) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (8)”].
- Example 9 (same as above) 159 g (0.83 mol) trimellitic anhydride, 95 g (0.83 mol) ⁇ -caprolactone, 62 g (0.48 mol) normal octanol (100 mol% linearity), normal decanol (100 mol linearity) %) 75 g (0.48 mol), isononanol 137 g (0.95 mol), normal dodecanol (linearity 100 mol%) 178 g (0.95 mol) and tetraisopropyl titanate 0.185 g as an esterification catalyst, A four-necked flask with an internal volume of 1 liter equipped with a thermometer, stirrer and reflux condenser was charged stepwise up to 230 ° C.
- an ester compound (A3-5) represented by the general formula (3) The acid value of the ester compound (A3-5) was 0.18, the hydroxyl value was 0.18, and the viscosity at 25 ° C. was 180 mPa ⁇ s.
- the ester compound (A3-5) has a total of a 31 + a 32 + a 33 of 35.2%, a total of a 31 + a 32 + a 33 of 2 is 33.8%, The total of a 31 + a 32 + a 33 was 16.0%.
- the synthesized ester compound (A3-5) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (9)”].
- Example 10 (same as above) 159 g (0.83 mol) of trimellitic anhydride, 95 g (0.83 mol) of ⁇ -caprolactone, 166 g (1.43 mol) of heptanol (linear rate 88%), normal dodecanol (linear rate 100 mol%) 266 g (1.43 mol) and 0.180 g of tetraisopropyl titanate as an esterification catalyst were charged into a 1-liter four-necked flask equipped with a thermometer, stirrer and reflux condenser, and stirred under a nitrogen stream. However, the temperature was raised stepwise to 230 ° C., and heating was continued at 230 ° C.
- ester compound (A3-6) represented by the general formula (3).
- the acid value of the ester compound (A3-6) was 0.18
- the hydroxyl value was 0.18
- the viscosity at 25 ° C. was 167 mPa ⁇ s.
- the ester compound (A3-6) has a total of a 31 + a 32 + a 33 of 34.9%, a total of 2 of a 31 + a 32 + a 33 of 33.5%, The total of a 31 + a 32 + a 33 contained 35.5%.
- the synthesized ester compound (A3-6) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (10)”].
- Example 11 (same as above) Pyromellitic anhydride 181 g (0.83 mol), ⁇ -caprolactone 95 g (0.83 mol), normal octanol (linearity 100 mol%) 249 g (1.91 mol), normal decanol (linearity 100 mol) %) 302 g (1.91 mol) and 0.180 g of tetraisopropyl titanate as an esterification catalyst were charged into a 1-liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser, under a nitrogen stream. While stirring, the temperature was raised stepwise to 230 ° C., and heating was continued at 230 ° C.
- an ester compound (A4-1) represented by the general formula (4) was obtained 493 g of an ester compound (A4-1) represented by the general formula (4).
- the acid value of the ester compound (A4-1) was 0.15
- the hydroxyl value was 0.15
- the viscosity at 25 ° C. was 328 mPa ⁇ s.
- the total of a 41 + a 42 + a 43 + a 44 is 33.2%
- the total of a 41 + a 42 + a 43 + a 44 is 31.
- the synthesized ester compound (A4-1) can be said to be a plasticizer for vinyl chloride resin containing the ester compound (A1) [hereinafter abbreviated as “plasticizer for vinyl chloride resin (11)”].
- Comparative Example 1 [Synthesis of Comparative Reference Ester Compound (A ′)] Adipic acid 730 g (5.0 mol), 1,6-hexanediol 189 g (1.6 mol), 2,2-dimethyl-1,3-propanediol 353 g (3.4 mol), ⁇ -caprolactone 200 g (1 .75 mol), 169 g (1.3 mol) of 2-ethylhexanol and 0.438 g of tetraisopropyl titanate as an esterification catalyst were added to a two-liter four-necked flask equipped with a thermometer, a stirrer and a reflux condenser. The temperature was raised stepwise to 230 ° C.
- the synthesized comparative ester compound (A′1) can be said to be a plasticizer for comparative vinyl chloride resin containing the comparative ester compound (A′1) [hereinafter referred to as “comparative vinyl chloride resin for comparative control”.
- Comparative Example 2 730 g (5.0 mol) of adipic acid, 283 g (2.4 mol) of 3-methyl-1,5-pentanediol, 250 g (2.4 mol) of 2,2-dimethyl-1,3-propanediol, 171 g of ⁇ -caprolactone ( 1.5 mol), 195 g (1.5 mol) of 2-ethylhexanol and 0.435 g of tetraisopropyl titanate as an esterification catalyst, and a 2-liter four-necked flask equipped with a thermometer, stirrer and reflux condenser Then, the temperature was raised stepwise to 230 ° C.
- the synthesized comparative ester compound (A′2) can be said to be a plasticizer for comparative vinyl chloride resin containing the comparative ester compound (A′2). Abbreviated as plasticizer (2 ') "]]
- the synthesized comparative ester compound (A′3) can be said to be a plasticizer for comparative vinyl chloride resin containing the comparative ester compound (A′3) [hereinafter referred to as “comparative vinyl chloride resin for comparative control”. Abbreviated as plasticizer (3 ') for use. "]
- Comparative Example 4 (same as above) A thermometer containing 576 g (3.0 mol) of trimellitic anhydride, 1526 g (9.54 mol) of nonanol (manufactured by Shell Chemicals; Lineball 9, linearity ratio: 88%) and 0.382 g of tetraisopropyl titanate as an esterification catalyst The mixture was charged into a three-liter four-necked flask equipped with a stirrer and a reflux condenser, and gradually heated to 230 ° C. while stirring under a nitrogen stream, at 230 ° C. until the acid value became 2 or less. Heating was continued and water formed was continuously removed.
- the synthesized comparative ester compound (A′4) can be said to be a plasticizer for comparative vinyl chloride resin containing the comparative ester compound (A′4) [hereinafter referred to as “comparative vinyl chloride resin for comparative control”. Abbreviated as plasticizer (4 ') "]]
- Example 12 (vinyl chloride resin composition) 50 parts of plasticizer for vinyl chloride resin (1), vinyl chloride resin [ZEST1300. Polymerization degree 1300] 100 parts and a filler (a calcium / zinc composite stabilizer trade name GREC MP-677D manufactured by Nippon Steel Trading Co., Ltd.) were mixed to obtain a vinyl chloride resin composition (1) of the present invention. Molded articles were prepared using the vinyl chloride resin composition (1), and the plasticizing effect, heat resistance and cold resistance of the vinyl chloride resin plasticizer (1) on the vinyl chloride resin were evaluated. The compatibility of the plasticizer (1) for vinyl chloride resin and the vinyl chloride resin was also evaluated. The production method and evaluation method of the molded product used for each evaluation are shown below. The evaluation results are shown in Table 1.
- plasticizing effect of plasticizer for vinyl chloride resin including plasticizer for vinyl chloride resin (1) on vinyl chloride resin After the vinyl chloride resin composition (1) has been kneaded for 10 minutes with two rolls heated to 170 ° C., the mold (0) 0.5 mm thick mold) and a press machine heated to 170 ° C. to form a 0.5 mm thick sheet.
- ⁇ Evaluation method> The plasticizing effect was evaluated by measuring 100% modulus (tensile stress at 100% elongation) and tensile elongation according to JISK6251. Specifically, using the 0.5 mm thick sheet, a tensile test was performed under the following conditions to measure 100% modulus and tensile elongation. The tensile elongation is expressed as a percentage obtained by dividing the value obtained by subtracting the initial chuck distance of 20 mm from the chuck distance when the 0.5 mm thick sheet is pulled and broken by the chuck distance of 20 mm. Measuring instrument: “Tensilon Universal Material Testing Machine” manufactured by Orientec Co., Ltd. Sample shape: Dumbbell shape No. 3 Chuck distance: 20 mm Tensile speed: 200 mm / min Measurement atmosphere: temperature 23 ° C., humidity 50%
- ⁇ The surface of the sheet and the surface where the sheets overlap each other are visually confirmed, and no foreign matter (bleed) such as powder or viscosity can be confirmed, and the surface of the sheet and the surface where the sheets overlap each other with a finger. Bleed cannot be confirmed even if touched.
- X The bleed can be confirmed by visually confirming the surface of the sheet and the surface where the sheets overlap each other, or the bleed can be confirmed by touching the surface of the sheet and the surface where the sheets overlap each other with a finger.
- Example 13 (same as above) A vinyl chloride resin composition (2) was obtained in the same manner as in Example 12 except that 50 parts of the plasticizer for vinyl chloride resin (2) was used instead of 50 parts of the plasticizer for vinyl chloride resin (1). The same evaluation as in Example 12 was performed, and the results are shown in Table 1.
- Example 14 (same as above) A vinyl chloride resin composition (3) was obtained in the same manner as in Example 12 except that 50 parts of the plasticizer for vinyl chloride resin (3) was used instead of 50 parts of the plasticizer for vinyl chloride resin (1). The same evaluation as in Example 12 was performed, and the results are shown in Table 1.
- Example 15 (same as above) A vinyl chloride resin composition (4) was obtained in the same manner as in Example 12 except that 50 parts of the plasticizer (4) for vinyl chloride resin was used instead of 50 parts of the plasticizer (1) for vinyl chloride resin. The same evaluation as in Example 12 was performed, and the results are shown in Table 1.
- Example 16 (same as above) A vinyl chloride resin composition (5) was obtained in the same manner as in Example 12 except that 50 parts of the vinyl chloride resin plasticizer (5) was used instead of 50 parts of the vinyl chloride resin plasticizer (1). Evaluation similar to Example 12 and evaluation of oil resistance shown below were performed, and the results are shown in Table 2.
- Example 17 (same as above) A vinyl chloride resin composition (6) was obtained in the same manner as in Example 12 except that 50 parts of the vinyl chloride resin plasticizer (6) was used instead of 50 parts of the vinyl chloride resin plasticizer (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 18 (same as above) A vinyl chloride resin composition (7) was obtained in the same manner as in Example 12 except that 50 parts of the plasticizer for vinyl chloride resin (7) was used instead of 50 parts of the plasticizer for vinyl chloride resin (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 19 (same as above) A vinyl chloride resin composition (8) was obtained in the same manner as in Example 12 except that 50 parts of the plasticizer for vinyl chloride resin (8) was used instead of 50 parts of the plasticizer for vinyl chloride resin (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 20 (same as above) A vinyl chloride resin composition (9) was obtained in the same manner as in Example 12 except that 50 parts of the vinyl chloride resin plasticizer (9) was used instead of 50 parts of the vinyl chloride resin plasticizer (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 21 (same as above) A vinyl chloride resin composition (10) was obtained in the same manner as in Example 12 except that 50 parts of the vinyl chloride resin plasticizer (10) was used instead of 50 parts of the vinyl chloride resin plasticizer (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 22 (same as above) A vinyl chloride resin composition (11) was obtained in the same manner as in Example 12 except that 50 parts of the vinyl chloride resin plasticizer (11) was used instead of 50 parts of the vinyl chloride resin plasticizer (1). The same evaluation as in Example 16 was performed, and the results are shown in Table 2.
- Example 23 (same as above) A vinyl chloride resin composition (12) was obtained in the same manner as in Example 12 except that 40 parts of the plasticizer for vinyl chloride resin (1) and 10 parts of tri-2-ethylhexyl trimellitic acid were used. The same evaluation as in Example 12 was performed, and when a molded product obtained using the vinyl chloride resin composition (12) was brought into contact with the ABS resin according to the following method, the plasticizer for vinyl chloride resin (12) The difficulty of transferring to ABS resin (non-transferability) was also evaluated. The evaluation results are shown in Table 3.
- the sheet was sandwiched between two flat plates of ABS resin (product name: Stylac, grade 121, manufactured by Asahi Kasei Co., Ltd.) and left for 72 hours under a load condition of 70 ° C. and 0.22 kg / cm 2 .
- ABS resin product name: Stylac, grade 121, manufactured by Asahi Kasei Co., Ltd.
- the flat plate surface of the ABS resin was visually observed and evaluated according to the following evaluation criteria.
- ⁇ Although the strip-like traces (migration traces) cannot be confirmed even by visual observation with light applied to the flat plate surface, or traces of migration traces can be confirmed, these traces can be observed by wiping with gauze impregnated with ethanol. Can be removed.
- Example 24 (same as above) A vinyl chloride resin composition (13) was obtained in the same manner as in Example 12, except that 40 parts of the plasticizer for vinyl chloride resin (1) and 10 parts of tetra-2-ethylhexyl pyromellitic acid were used. The same evaluation as in Example 23 was performed, and the results are shown in Table 3.
- Comparative Example 5 (Comparative vinyl chloride resin composition) A vinyl chloride resin composition (1 ′) was obtained in the same manner as in Example 12 except that 50 parts of the comparative ester compound (A′1) was used instead of 50 parts of the ester compound (A1). Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
- Comparative Example 6 (same as above) A vinyl chloride resin composition (2 ′) was obtained in the same manner as in Example 12 except that 50 parts of the comparative ester compound (A′2) was used instead of 50 parts of the ester compound (A1). Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
- Comparative Example 7 (same as above) A vinyl chloride resin composition (3 ′) was obtained in the same manner as in Example 12 except that 50 parts of the comparative ester compound (A′3) was used instead of 50 parts of the ester compound (A1). Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
- Comparative Example 8 (same as above) A vinyl chloride resin composition (4 ′) was obtained in the same manner as in Example 12 except that 50 parts of the comparative ester compound (A′4) was used instead of 50 parts of the ester compound (A1). Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
- Comparative Example 9 Chlorinated in the same manner as in Example 12 except that 50 parts of tri-2-ethylhexyl trimellitate (acid value 0.1, hydroxyl value 0.6, viscosity 210 mPa ⁇ s) was used instead of 50 parts of the ester compound (A1). A vinyl resin composition (5 ′) was obtained. Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
- Comparative Example 10 Chlorination was carried out in the same manner as in Example 12 except that 50 parts of trinormal octyl trimellitate (acid value 0.1, hydroxyl value 0.1, viscosity 90 mPa ⁇ s) was used instead of using 50 parts of the ester compound (A1). A vinyl resin composition (6 ′) was obtained. Evaluation was carried out in the same manner as in Example 12, and the results are shown in Table 4.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Combustion & Propulsion (AREA)
- Transportation (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
で表されるエステル化合物(A1)を含有することを特徴とする塩化ビニル樹脂用可塑剤を提供するものである。
で表されるエステル化合物(A1)を含有することを特徴とする。
測定装置:東ソー株式会社製高速GPC装置「HLC-8320GPC」
カラム:東ソー株式会社製「TSK GURDCOLUMN SuperHZ-L」+東ソー株式会社製「TSK gel SuperHZM-M」+東ソー株式会社製「TSK gel SuperHZM-M」+東ソー株式会社製「TSK gel SuperHZ-2000」+東ソー株式会社製「TSK gel SuperHZ-2000」
検出器:RI(示差屈折計)
データ処理:東ソー株式会社製「EcoSEC Data Analysis バージョン1.07」
カラム温度:40℃
展開溶媒:テトラヒドロフラン
流速:0.35mL/分
測定試料:試料15mgを10mlのテトラヒドロフランに溶解し、得られた溶液をマイクロフィルターでろ過したものを測定試料とした。
試料注入量:20μl
標準試料:前記「HLC-8320GPC」の測定マニュアルに準拠して、分子量が既知の下記の単分散ポリスチレンを用いた。
東ソー株式会社製「A-300」
東ソー株式会社製「A-500」
東ソー株式会社製「A-1000」
東ソー株式会社製「A-2500」
東ソー株式会社製「A-5000」
東ソー株式会社製「F-1」
東ソー株式会社製「F-2」
東ソー株式会社製「F-4」
東ソー株式会社製「F-10」
東ソー株式会社製「F-20」
東ソー株式会社製「F-40」
東ソー株式会社製「F-80」
東ソー株式会社製「F-128」
東ソー株式会社製「F-288」
JIS K0070-1992に準じた方法により測定した。
JIS K0070-1992に準じた方法により測定した。
JIS K6901-1986に準じた方法により測定した。
無水フタル酸296g(2.0モル)、ε-カプロラクトン456g(4.0モル)、ドデカノール(新日本理化製;コノール20P、直鎖率100モル%)856g(4.6モル)及びエステル化触媒としてテトライソプロピルチタネート0.438gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のドデカノールを減圧留去し、一般式(2)で表されるエステル化合物(A2-1)を1329g得た。エステル化合物(A1)の酸価は0.06で、水酸基価は0.06で、粘度は140mPa・sであった。GPCチャートによると、エステル化合物(A1)は、a21+a22の合計が1のものを23.9%、a21+a22の合計が2のものを19.4%、a21+a22の合計が3のものを13.3%含んでいた。合成したエステル化合物(A2-1)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(1)と略記する。」〕
反応容器に、無水フタル酸296g(2.0モル)、ε-カプロラクトン456g(4.0モル)、ドデカノール(新日本理化製;コノール20P、直鎖率100モル%)599g(3.22モル)、テトラデカノール(新日本理化製;コノール1495、直鎖率100モル%)295g(1.38モル)及びエステル化触媒としてテトライソプロピルチタネート0.455gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のドデカノール、テトラデカノールを減圧留去し、一般式(2)で表されるエステル化合物(A2-2)を1365g得た。エステル化合物(A2-2)の酸価は0.02で、水酸基価は0.37で、粘度は134mPa・sであった。GPCチャートによると、エステル化合物(A2-2)は、a21+a22の合計が1のものを24.3%、a21+a22の合計が2のものを15.7%、a21+a22の合計が3のものを14.1%含んでいた。合成したエステル化合物(A2-2)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(2)と略記する。」〕
イソフタル酸ジメチル388g(2.0モル)、ε-カプロラクトン456g(4.0モル)、ドデカノール(新日本理化製;コノール20P、直鎖率100モル%)856g(4.6モル)及びエステル化触媒としてテトライソプロピルチタネート0.438gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成するメタノールを連続的に除去し、一般式(2)で表されるエステル化合物(A2-3)を1343g得た。エステル化合物(A2-3)の酸価は0.04で、水酸基価は0.64で、粘度は175mPa・sであった。GPCチャートによると、エステル化合物(A2-3)は、a21+a22の合計が1のものを10.3%、a21+a22の合計が2のものを12.1%、a21+a22の合計が3のものを20.3%含んでいた。合成したエステル化合物(A2-3)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(3)と略記する。」〕
イソフタル酸ジメチル388g(2.0モル)、ε-カプロラクトン456g(4.0モル)、ドデカノール(新日本理化製;コノール20P、直鎖率100モル%)599g(3.22モル)、イソトリデカノール(KHネオケム製;トリデカノール、直鎖率モル%)276g(1.38モル)及びエステル化触媒としてテトライソプロピルチタネート0.444gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成するメタノールを連続的に除去した。反応後、230~200℃で未反応のドデカノール、イソトリデカノールを減圧留去し、一般式(2)で表されるエステル化合物(A2-4)を1330g得た。エステル化合物(A2-4)の酸価は0.06で、水酸基価は0.94で、粘度は215mPa・sであった。GPCチャートによると、エステル化合物(A2-4)は、a21+a22の合計が1のものを21.8%、a21+a22の合計が2のものを20.9%、a21+a22の合計が3のものを16.2%含んでいた。合成したエステル化合物(A2-4)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(4)と略記する。」〕
無水トリメリット酸384g(2.0モル)、ε-カプロラクトン228g(2.0モル)、ノルマルオクタノール(直鎖率100モル%)580g(4.46モル)、ノルマルデカノール(直鎖率100モル%)385g(2.44モル)及びエステル化触媒としてテトライソプロピルチタネート0.417gを、温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-1)を1308g得た。エステル化合物(A3-1)の酸価は0.08で、水酸基価は0.08で、25℃における粘度は150mPa・sであった。GPCチャートによると、エステル化合物(A3-1)は、a31+a32+a33の合計が1のものを36.2%、a31+a32+a33の合計が2のものを35.8%、a31+a32+a33の合計が3のものを14.1%含んでいた。合成したエステル化合物(A3-1)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(5)と略記する。」〕。
無水トリメリット酸159g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ネオドール911(シェルケミカルズ社製。ノナノール18%、デカノール42%、ウンデカノール39%及びオクタノール1%を含有する混合アルコール。平均分子量160。直鎖率;85%)458g(2.86モル)及びエステル化触媒としてテトライソプロピルチタネート0.187gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-2)を458g得た。エステル化合物(A3-2)の酸価は0.18で、水酸基価は0.18で、25℃における粘度は177mPa・sであった。GPCチャートによると、エステル化合物(A3-2)は、a31+a32+a33の合計が1のものを35.1%、a31+a32+a33の合計が2のものを34.2%、a31+a32+a33の合計が3のものを13.3%含んでいた。合成したエステル化合物(A3-2)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(6)と略記する。」〕。
無水トリメリット酸159g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ネオドール911 351g(2.20モル)、ノルマルオクタノール(直鎖率100モル%)87g(0.67モル)及びエステル化触媒としてテトライソプロピルチタネート0.182gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-3)を478g得た。エステル化合物(A3-3)の酸価は0.15で、水酸基価は0.15で、25℃における粘度は174mPa・sであった。GPCチャートによると、エステル化合物(A3-3)は、a31+a32+a33の合計が1のものを36.9%、a31+a32+a33の合計が2のものを34.8%、a31+a32+a33の合計が3のものを14.2%含んでいた。合成したエステル化合物(A3-3)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(7)と略記する。」〕。
無水トリメリット酸159g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ノルマルオクタノール(直鎖率100モル%)168g(1.29モル)、ノルマルデカノール(直鎖率100モル%)204g(1.29モル)、ノルマルドデカノール(直鎖率100モル%)53g(0.29モル)及びエステル化触媒としてテトライソプロピルチタネート0.180gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-4)を485g得た。エステル化合物(A3-4)の酸価は0.15で、水酸基価は0.15で、25℃における粘度は160mPa・sであった。GPCチャートによると、エステル化合物(A3-4)は、a31+a32+a33の合計が1のものを34.2%、a31+a32+a33の合計が2のものを33.8%、a31+a32+a33の合計が3のものを13.6%含んでいた。合成したエステル化合物(A3-4)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(8)と略記する。」〕。
無水トリメリット酸159g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ノルマルオクタノール(直鎖率100モル%)62g(0.48モル)、ノルマルデカノール(直鎖率100モル%)75g(0.48モル)、イソノナノール137g(0.95モル)、ノルマルドデカノール(直鎖率100モル%)178g(0.95モル)及びエステル化触媒としてテトライソプロピルチタネート0.185gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-5)を505g得た。エステル化合物(A3-5)の酸価は0.18で、水酸基価は0.18で、25℃における粘度は180mPa・sであった。GPCチャートによると、エステル化合物(A3-5)は、a31+a32+a33の合計が1のものを35.2%、a31+a32+a33の合計が2のものを33.8%、a31+a32+a33の合計が3のものを16.0%含んでいた。合成したエステル化合物(A3-5)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(9)と略記する。」〕。
無水トリメリット酸159g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ヘプタノール(直鎖率88%)166g(1.43モル)、ノルマルドデカノール(直鎖率100モル%)266g(1.43モル)及びエステル化触媒としてテトライソプロピルチタネート0.180gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(3)で表されるエステル化合物(A3-6)を503g得た。エステル化合物(A3-6)の酸価は0.18で、水酸基価は0.18で、25℃における粘度は167mPa・sであった。GPCチャートによると、エステル化合物(A3-6)は、a31+a32+a33の合計が1のものを34.9%、a31+a32+a33の合計が2のものを33.5%、a31+a32+a33の合計が3のものを15.5%含んでいた。合成したエステル化合物(A3-6)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(10)と略記する。」〕。
無水ピロメリット酸181g(0.83モル)、ε-カプロラクトン95g(0.83モル)、ノルマルオクタノール(直鎖率100モル%)249g(1.91モル)、ノルマルデカノール(直鎖率100モル%)302g(1.91モル)及びエステル化触媒としてテトライソプロピルチタネート0.180gを、温度計、攪拌器及び還流冷却器を付した内容積1リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のアルコール類を減圧留去し、一般式(4)で表されるエステル化合物(A4-1)を493g得た。エステル化合物(A4-1)の酸価は0.15で、水酸基価は0.15で、25℃における粘度は328mPa・sであった。GPCチャートによると、エステル化合物(A4-1)は、a41+a42+a43+a44の合計が1のものを33.2%、a41+a42+a43+a44の合計が2のものを31.4%、a41+a42+a43+a44の合計が3のものを14.5%含んでいた。合成したエステル化合物(A4-1)は、エステル化合物(A1)を含有する塩化ビニル樹脂用可塑剤とも言える〔以下、「塩化ビニル樹脂用可塑剤(11)と略記する。」〕。
アジピン酸730g(5.0モル)、1,6-ヘキサンジオール189g(1.6モル)、2,2-ジメチル-1,3-プロパンジオール353g(3.4モル)、ε-カプロラクトン200g(1.75モル)、2-エチルヘキサノール169g(1.3モル)及びエステル化触媒としてテトライソプロピルチタネート0.438gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応の1,6-ヘキサンジオール、2,2-ジメチル-1,3-プロパンジオール、2-エチルヘキサノールを減圧留去し、比較対照用エステル化合物(A´1)を1358g得た。エステル化合物(A´1)の酸価は0.1で、水酸基価は9.8で、粘度は6000mPa・sであった。尚、合成した比較対照用エステル化合物(A´1)は、比較対照用エステル化合物(A´1)を含有する比較対照用塩化ビニル樹脂用可塑剤とも言える〔以下、「比較対照用塩化ビニル樹脂用可塑剤(1´)と略記する。」〕
アジピン酸730g(5.0モル)、3メチル1,5ペンタンジオール283g(2.4モル)、2,2-ジメチル-1,3-プロパンジオール250g(2.4モル)、ε-カプロラクトン171g(1.5モル)、2-エチルヘキサノール195g(1.5モル)及びエステル化触媒としてテトライソプロピルチタネート0.435gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応の3-メチル-1,5-ペンタンジオール、2,2-ジメチル-1,3-プロパンジオール、2-エチルヘキサノールを減圧留去し、比較対照用エステル化合物(A´2)を1430g得た。エステル化合物(A´2)の酸価は0.1で、水酸基価は10.5で、粘度は3000mPa・sであった。尚、合成した比較対照用エステル化合物(A´2)は、比較対照用エステル化合物(A´2)を含有する比較対照用塩化ビニル樹脂用可塑剤とも言える〔以下、「比較対照用塩化ビニル樹脂用可塑剤(2´)と略記する。」〕
アジピン酸730g(5.0モル)、1,4-ブタンジオール126g(1.4モル)、3-メチル-1,5-ペンタンジオール401g(3.4モル)、水添ヒマシ油脂肪酸376g(1.25モル)、2-エチルヘキサノール195g(1.5モル)及びエステル化触媒としてテトライソプロピルチタネート0.494gを温度計、攪拌器及び還流冷却器を付した内容積2リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応の1,4-ブタンジオール、3-メチル-1,5-ペンタンジオール、2-エチルヘキサノールを減圧留去し、比較対照用エステル化合物(A´3)を1532g得た。エステル化合物(A´3)の酸価は0.1で、水酸基価は11.5で、粘度は3450mPa・sであった。尚、合成した比較対照用エステル化合物(A´3)は、比較対照用エステル化合物(A´3)を含有する比較対照用塩化ビニル樹脂用可塑剤とも言える〔以下、「比較対照用塩化ビニル樹脂用可塑剤(3´)と略記する。」〕
無水トリメリット酸576g(3.0モル)、ノナノール(シェルケミカルズ社製;リネボール9、直鎖率;88%)1526g(9.54モル)及びエステル化触媒としてテトライソプロピルチタネート0.382gを温度計、攪拌器及び還流冷却器を付した内容積3リットルの四ツ口フラスコに仕込み、窒素気流下で攪拌しながら230℃まで段階的に昇温し、酸価が2以下になるまで230℃で加熱を続け、生成する水を連続的に除去した。反応後、230~200℃で未反応のノナノールを減圧留去し、4%水酸化ナトリウム水溶液で中和後、ろ過をして比較対照用エステル化合物(A´4)を1774g得た。エステル化合物(A´4)の酸価は0.1で、水酸基価は0.5で、粘度は130mPa・sであった。尚、合成した比較対照用エステル化合物(A´4)は、比較対照用エステル化合物(A´4)を含有する比較対照用塩化ビニル樹脂用可塑剤とも言える〔以下、「比較対照用塩化ビニル樹脂用可塑剤(4´)と略記する。」〕
塩化ビニル樹脂用可塑剤(1)50部、塩化ビニル樹脂〔新第一塩ビ株式会社製のZEST1300.重合度1300〕100部及び充填剤(日辰貿易株式会社製のカルシウム/亜鉛系複合安定剤 商品名グレックMP-677D)を混合し、本発明の塩化ビニル樹脂組成物(1)を得た。塩化ビニル樹脂組成物(1)を用いて成形品を作製し、塩化ビニル樹脂用可塑剤(1)の塩化ビニル樹脂に対する可塑化効果、耐熱性、耐寒性の評価を行った。また、塩化ビニル樹脂用可塑剤(1)と塩化ビニル樹脂との相溶性の評価も行った。各評価に用いる成形品の作製方法と評価方法を下記に示す。また評価結果を第1表に示す。
<成形品の作製条件>
170℃に加熱した2本ロールで塩化ビニル樹脂組成物(1)を10分混練した後、混練後の塩化ビニル樹脂組成物(1)を0.5mm厚の成形品が得られる金型(0.5mm厚金型)と170℃に熱したプレス機とを用いて成形し、0.5mm厚のシートを作製した。
可塑化効果はJISK6251に従い、100%モジュラス(伸び100%時の引張応力)及び引張伸び率を測定する事で評価した。具体的には、前記0.5mm厚シートを用いて、下記条件にて引張試験を実施し、100%モジュラス及び引張伸び率を測定した。引張伸び率は、0.5mm厚シートが引張破断した時のチャック間距離から初期のチャック間距離20mmを引いた値をチャック間距離20mmで除して百分率で表したものである。
測定機器:株式会社オリエンテック社製「テンシロン万能材料試験機」
サンプル形状:ダンベル状3号形
チャック間距離:20mm
引張速度:200mm/分
測定雰囲気:温度23℃、湿度50%
<成形品の作製条件>
170℃に加熱した2本ロールで塩化ビニル樹脂組成物(1)を10分混練した後、混練後の塩化ビニル樹脂組成物(1)を0.5mm厚の成形品が得られる金型(0.5mm厚金型)と170℃に熱したプレス機とを用いて成形し、0.5mm厚のシートを作製した。作製した0.5mm厚のシートから、JISK6251に従い、ダンベル状3号形(ダンベル片)を作製した。
JISK6257に従い熱老化試験を行った。試験条件は155℃、96時間である。熱老化試験前後のダンベル片の質量を測定し、熱老化試験前の質量と熱老化試験後の質量との差(減量)を、熱老化試験前の質量を基準として100分率で求めた。この値が小さい程、熱老化試験後においても塩化ビニル樹脂用可塑剤(1)が成形品内に留まり、塩化ビニル樹脂用可塑剤(1)による耐熱性の効果が期待できる。
<成形品の作製条件>
170℃に加熱した2本ロールで塩化ビニル樹脂組成物(1)を10分混練した後、混練後の塩化ビニル樹脂組成物(1)を1.0mm厚の成形品が得られる金型(1.0mm厚金型)と170℃に熱したプレス機とを用いて成形し、1.0mm厚のシートを作製した。作製した1.0mm厚のシートから、JISK6745に従い、試験片を作製した。
<評価方法>
耐寒性はJISK6745に従い、クラッシュバーグ柔軟温度測定試験機で評価した。温度が低い程、耐寒性に優れることを表す。
<成形品の作製条件>
170℃に加熱した2本ロールで塩化ビニル樹脂組成物(1)を10分混練した後、混練後の塩化ビニル樹脂組成物(1)を1.0mm厚の成形品が得られる金型(1.0mm厚金型)と170℃に熱したプレス機とを用いて成形し、1.0mm厚のシートを作製した。このシートから5cm×5cmの大きさに切断した1.0mm厚のシートを2枚作製した。
<評価方法>
前記シートを2枚重ね、70℃で相対湿度95%の条件下で7日間放置した。その後、シートの表面及びシート同士が重なっている面の状態を下記の評価基準に従い評価した。
○:シートの表面及びシート同士が重なっている面を目視で確認し粉状や粘性状等の異物(ブリード)が確認できず、且つ、シートの表面及びシート同士が重なっている面を指で触れてもブリードが確認できない。
×:シートの表面及びシート同士が重なっている面を目視で確認しブリードが確認できる、または、シートの表面及びシート同士が重なっている面を指で触れてブリードが確認できる。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(2)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(2)を得た。実施例12と同様の評価を行い、その結果を第1表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(3)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(3)を得た。実施例12と同様の評価を行い、その結果を第1表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(4)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(4)を得た。実施例12と同様の評価を行い、その結果を第1表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(5)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(5)を得た。実施例12と同様の評価及び下記に示す耐油性の評価を行い、その結果を第2表に示す。
<試験片>
前記「・塩化ビニル樹脂組成物の成形品の耐熱性の評価」に記載のダンベル状3号形(ダンベル片)を用いた。
JISK6258に従い耐油性試験を行った。試験条件は100℃、72時間、試験用液体はJIS2号絶縁油(出光興産株式会社 商品名トランスフォーマーオイルG)である。耐油性試験前後のダンベル片の質量を測定し、耐油性試験前の質量と耐油性試験後の質量との差(減量)を、耐油性試験前の質量を基準として100分率で求めた。この値が小さい程、耐油性試験後においても塩化ビニル樹脂用可塑剤(5)が成形品内に留まり、塩化ビニル樹脂用可塑剤(5)による耐油性の効果が期待できる。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(6)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(6)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(7)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(7)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(8)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(8)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(9)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(9)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(10)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(10)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)を50部用いる代わりに塩化ビニル樹脂用可塑剤(11)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(11)を得た。実施例16と同様の評価を行い、その結果を第2表に示す。
塩化ビニル樹脂用可塑剤(1)40部及びトリメリット酸トリ-2-エチルヘキシル10部を用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(12)を得た。実施例12と同様の評価を行うと共に、下記方法に従って、塩化ビニル樹脂組成物(12)を用いて得られる成形品とABS樹脂とを接触させた際に、塩化ビニル樹脂用可塑剤(12)のABS樹脂への移行しにくさ(非移行性)の評価も行った。評価結果を第3表に示す。
前記「・相溶性の評価」の「<成形品の作製条件>」に従って1.0mm厚のシートを作製し、このシートから0.6cm×3.8cmの短冊状に切断した1.0mm厚のシートを2枚作製した。
◎:平板表面に光をあてて目視で観察しても前記短冊状の痕跡(移行痕跡)が確認できない、または移行痕跡状の跡が確認できるものの、エタノールを含浸させたガーゼで拭くとこの痕跡が除去できる。
○:平板表面を、エタノールを含浸させたガーゼで拭いた後に光をあてて注意深く観察するとわずかな移行痕跡が確認できる。
×:平板表面を、エタノールを含浸させたガーゼで拭いた後に観察すると明らかな移行痕跡が確認できる。
塩化ビニル樹脂用可塑剤(1)40部及びピロメリット酸テトラ-2-エチルヘキシル10部を用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(13)を得た。実施例23と同様の評価を行い、その結果を第3表に示す。
エステル化合物(A1)を50部用いる代わりに比較対照用エステル化合物(A´1)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(1´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
エステル化合物(A1)を50部用いる代わりに比較対照用エステル化合物(A´2)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(2´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
エステル化合物(A1)を50部用いる代わりに比較対照用エステル化合物(A´3)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(3´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
エステル化合物(A1)を50部用いる代わりに比較対照用エステル化合物(A´4)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(4´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
エステル化合物(A1)を50部用いる代わりにトリ2エチルヘキシルトリメリテート(酸価0.1、水酸基価0.6、粘度210mPa・s)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(5´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
エステル化合物(A1)を50部用いる代わりにトリノルマルオクチルトリメリテート(酸価0.1、水酸基価0.1、粘度90mPa・s)を50部用いた以外は実施例12と同様にして塩化ビニル樹脂組成物(6´)を得た。実施例12と同様にして評価を行い、その結果を第4表に示す。
Claims (19)
- 前記Lがそれぞれ炭素原子数5~7の脂肪族オキシカルボン酸残基または炭素原子数5~7の環状エステル残基で、R12がそれぞれ炭素原子数7~14のアルキル基で、R2が水素原子で、a21とa22の合計が1~4である請求項2記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(A1)が前記一般式(2-1)、一般式(2-2)または一般式(2-3)で表されるエステル化合物であり、該一般式(2-1)、一般式(2-2)または一般式(2-3)で表されるエステル化合物がa21とa22との合計が種々のものである混合物で、該混合物をゲルパーミエーションクロマトグラフィー(GPC)測定した時にa21とa22の合計が2~3であるエステル化合物を該GPC測定で得られる各々の分子量に対するピーク面積の割合で10~100%含有するものである請求項2記載の塩化ビニル樹脂用可塑剤。
- 前記一般式(1)中のXが3である請求項1記載の塩化ビニル樹脂用可塑剤。
- 前記Lがそれぞれ炭素原子数5~7の脂肪族オキシカルボン酸残基または炭素原子数5~7の環状エステル残基で、R13がそれぞれ炭素原子数7~14のアルキル基で、R2が水素原子で、a31とa32とa33との合計が1~3である請求項6記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(A1)が前記一般式(3-1)で表されるエステル化合物であり、該エステル化合物がa31とa32とa33との合計が種々のものである混合物で、該混合物をゲルパーミエーションクロマトグラフィー(GPC)測定した時にa31とa32とa33の合計が1~2であるエステル化合物を該GPC測定で得られる各々の分子量に対するピーク面積の割合で10~100%含有するものである請求項6記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(A1)が、二~四価のベンゼンカルボン酸、これらのアルキルエステルおよびこれらの無水物からなる群から選ばれる一種以上の化合物(a1)と、炭素原子数3~18の脂肪族オキシカルボン酸、炭素原子数3~18の脂肪族オキシカルボン酸のアルキルエステルおよび炭素原子数3~18の環状エステルからなる群から選ばれる一種以上の化合物(a2)と、炭素原子数6~18の飽和脂肪族モノアルコール(a3)とを原料とするものである請求項1記載の塩化ビニル樹脂用可塑剤。
- 前記(a1)がフタル酸、イソフタル酸、テレフタル酸、これらのアルキルエステルおよびフタル酸無水物からなる群から選ばれる一種以上の化合物であり、(a2)がε-カプロラクトンであり、(a3)がドデカノール、テトラデカノールおよびイソトリデカノールからなる群から選ばれる一種以上のモノアルコールである請求項9記載の塩化ビニル樹脂用可塑剤。
- 前記(a1)が1,2,4-ベンゼントリカルボン酸、これのアルキルエステルおよびこれの酸無水物からなる群から選ばれる一種以上の化合物であり、(a2)がε-カプロラクトンであり、(a3)がn-オクタノール、ノナノール、イソノナノール、デカノール、ウンデカノール及びドデカノールからなる群から選ばれる一種以上のモノアルコールである請求項9記載の塩化ビニル樹脂用可塑剤。
- 更に、芳香族カルボン酸と炭素原子数4~12の飽和脂肪族モノアルコールとのエステル化合物(B)を含有する請求項1~11のいずれか1項記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(B)がトリメリット酸と2-エチルヘキサノールとのエステル化合物である請求項12記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(B)がピロメリット酸と2-エチルヘキサノールとのエステル化合物である請求項12記載の塩化ビニル樹脂用可塑剤。
- 前記エステル化合物(B)の含有量がエステル化合物(A1)100質量部に対して10~300質量部である請求項12~14のいずれか1項記載の塩化ビニル樹脂用可塑剤。
- 請求項1~15のいずれか1項記載の塩化ビニル樹脂用可塑剤(X)と塩化ビニル樹脂(Y)とを含有することを特徴とする塩化ビニル樹脂組成物。
- 前記塩化ビニル樹脂用可塑剤(X)の含有量が、塩化ビニル樹脂(Y)100質量部に対して10~100質量部である請求項16記載の塩化ビニル樹脂組成物。
- 導線を請求項16または17に記載の塩化ビニル樹脂組成物で被覆してなることを特徴とするワイヤーハーネス。
- 請求項16または17に記載の塩化ビニル樹脂組成物を成形してなることを特徴とするダッシュボード。
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2016574036A JP6137427B1 (ja) | 2015-08-19 | 2016-08-04 | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード |
CN201680048200.1A CN107922700A (zh) | 2015-08-19 | 2016-08-04 | 氯乙烯树脂用增塑剂、氯乙烯树脂组合物、线束及仪表板 |
EP16836991.6A EP3339368B1 (en) | 2015-08-19 | 2016-08-04 | Plasticizer for vinyl chloride resin, vinyl chloride resin composition, wire harness, and dashboard |
US15/751,960 US10703880B2 (en) | 2015-08-19 | 2016-08-04 | Plasticizer for vinyl chloride resin, vinyl chloride resin composition, wire harness, and dashboard |
KR1020187007509A KR102527766B1 (ko) | 2015-08-19 | 2016-08-04 | 염화비닐 수지용 가소제, 염화비닐 수지 조성물, 와이어 하니스 및 대시보드 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2015161895 | 2015-08-19 | ||
JP2015-161895 | 2015-08-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2017030000A1 true WO2017030000A1 (ja) | 2017-02-23 |
Family
ID=58052199
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2016/072936 WO2017030000A1 (ja) | 2015-08-19 | 2016-08-04 | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード |
Country Status (7)
Country | Link |
---|---|
US (1) | US10703880B2 (ja) |
EP (1) | EP3339368B1 (ja) |
JP (1) | JP6137427B1 (ja) |
KR (1) | KR102527766B1 (ja) |
CN (1) | CN107922700A (ja) |
TW (1) | TWI747838B (ja) |
WO (1) | WO2017030000A1 (ja) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017048308A (ja) * | 2015-09-02 | 2017-03-09 | 新日本理化株式会社 | トリメリット酸トリエステルを含有する塩化ビニル系樹脂用可塑剤 |
JP2018197292A (ja) * | 2017-05-23 | 2018-12-13 | 三菱ケミカル株式会社 | ポリ塩化ビニル系熱収縮性チューブ、該チューブを被覆してなる電線、巻線、及びケーブル |
CN109053444A (zh) * | 2018-09-05 | 2018-12-21 | 安徽泰达新材料股份有限公司 | 一种耐高、低温型均苯三甲酸类合成酯增塑剂及其制备方法 |
WO2020074945A1 (en) | 2018-10-12 | 2020-04-16 | Dic Corporation | Plasticizer for vinyl chloride resin, vinyl chloride resin composition, electric wire, and vehicle interior material |
CN111187477A (zh) * | 2018-01-02 | 2020-05-22 | 金华观瑞科技有限公司 | 一种包含酯类增塑剂的pvc组合物 |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3858941A4 (en) * | 2018-09-27 | 2022-06-22 | DIC Corporation | Fluidity modifier, composition containing same, and cured product of said composition |
KR102150527B1 (ko) * | 2018-10-29 | 2020-09-01 | 주식회사 엘지화학 | 사이클로헥산 트리에스터계 가소제 조성물 및 이를 포함하는 수지 조성물 |
JP2022013701A (ja) * | 2020-06-29 | 2022-01-18 | アキレス株式会社 | 合成皮革 |
US20240002634A1 (en) * | 2020-11-24 | 2024-01-04 | Lg Chem, Ltd. | Isophthalate-based plasticizer composition and resin composition comprising the same |
TW202237724A (zh) * | 2020-11-24 | 2022-10-01 | 南韓商Lg化學股份有限公司 | 以間苯二甲酸酯為底質之塑化劑組成物及包含彼之樹脂組成物 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50123745A (ja) * | 1974-01-18 | 1975-09-29 | ||
JPS5154640A (ja) * | 1974-08-22 | 1976-05-13 | Ciba Geigy | |
JPS5154641A (ja) * | 1974-08-21 | 1976-05-13 | Ciba Geigy | |
JPS6040162A (ja) * | 1983-08-15 | 1985-03-02 | Daicel Chem Ind Ltd | ポリエステル系可塑剤 |
JPH01158060A (ja) * | 1987-09-07 | 1989-06-21 | Dainippon Ink & Chem Inc | ポリエステル系可塑剤 |
JPH06271731A (ja) * | 1993-01-22 | 1994-09-27 | Asahi Denka Kogyo Kk | 塩素含有樹脂組成物 |
JP2014189688A (ja) * | 2013-03-28 | 2014-10-06 | New Japan Chem Co Ltd | トリメリット酸トリエステルを含有する塩化ビニル系樹脂用可塑剤 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3296298A (en) * | 1958-07-17 | 1967-01-03 | Rohm & Haas | Tetra (2-ethylhexyl) pyromellitate |
US4130533A (en) * | 1974-01-18 | 1978-12-19 | Ciba-Geigy Ag | Polyester plasticizers |
JPS5857459B2 (ja) * | 1979-07-31 | 1983-12-20 | 大日本インキ化学工業株式会社 | 耐熱性可塑剤 |
JPS5856220A (ja) * | 1981-09-28 | 1983-04-02 | Alps Electric Co Ltd | 磁気ヘツド及びその製造方法 |
KR100540817B1 (ko) * | 2002-12-26 | 2006-01-11 | 곽승엽 | 폴리염화비닐 가소제용 성형구조 지방족 폴리에스테르화합물 및 이를 포함하는 폴리염화비닐 블렌드 |
JP4020150B1 (ja) * | 2005-07-08 | 2007-12-12 | 東洋インキ製造株式会社 | 分散剤、その製造方法、及び該分散剤を含む顔料分散体 |
US9562155B2 (en) * | 2013-08-06 | 2017-02-07 | Kaneka Corporation | Soft thermoplastic resin composition |
-
2016
- 2016-08-04 EP EP16836991.6A patent/EP3339368B1/en active Active
- 2016-08-04 WO PCT/JP2016/072936 patent/WO2017030000A1/ja active Application Filing
- 2016-08-04 JP JP2016574036A patent/JP6137427B1/ja active Active
- 2016-08-04 CN CN201680048200.1A patent/CN107922700A/zh active Pending
- 2016-08-04 KR KR1020187007509A patent/KR102527766B1/ko active Active
- 2016-08-04 US US15/751,960 patent/US10703880B2/en active Active
- 2016-08-18 TW TW105126323A patent/TWI747838B/zh active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50123745A (ja) * | 1974-01-18 | 1975-09-29 | ||
JPS5154641A (ja) * | 1974-08-21 | 1976-05-13 | Ciba Geigy | |
JPS5154640A (ja) * | 1974-08-22 | 1976-05-13 | Ciba Geigy | |
JPS6040162A (ja) * | 1983-08-15 | 1985-03-02 | Daicel Chem Ind Ltd | ポリエステル系可塑剤 |
JPH01158060A (ja) * | 1987-09-07 | 1989-06-21 | Dainippon Ink & Chem Inc | ポリエステル系可塑剤 |
JPH06271731A (ja) * | 1993-01-22 | 1994-09-27 | Asahi Denka Kogyo Kk | 塩素含有樹脂組成物 |
JP2014189688A (ja) * | 2013-03-28 | 2014-10-06 | New Japan Chem Co Ltd | トリメリット酸トリエステルを含有する塩化ビニル系樹脂用可塑剤 |
Non-Patent Citations (1)
Title |
---|
See also references of EP3339368A4 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017048308A (ja) * | 2015-09-02 | 2017-03-09 | 新日本理化株式会社 | トリメリット酸トリエステルを含有する塩化ビニル系樹脂用可塑剤 |
JP2018197292A (ja) * | 2017-05-23 | 2018-12-13 | 三菱ケミカル株式会社 | ポリ塩化ビニル系熱収縮性チューブ、該チューブを被覆してなる電線、巻線、及びケーブル |
CN111187477A (zh) * | 2018-01-02 | 2020-05-22 | 金华观瑞科技有限公司 | 一种包含酯类增塑剂的pvc组合物 |
CN109053444A (zh) * | 2018-09-05 | 2018-12-21 | 安徽泰达新材料股份有限公司 | 一种耐高、低温型均苯三甲酸类合成酯增塑剂及其制备方法 |
CN109053444B (zh) * | 2018-09-05 | 2021-04-20 | 安徽泰达新材料股份有限公司 | 一种耐高、低温型均苯三甲酸类合成酯增塑剂及其制备方法 |
WO2020074945A1 (en) | 2018-10-12 | 2020-04-16 | Dic Corporation | Plasticizer for vinyl chloride resin, vinyl chloride resin composition, electric wire, and vehicle interior material |
Also Published As
Publication number | Publication date |
---|---|
US10703880B2 (en) | 2020-07-07 |
TW201718460A (zh) | 2017-06-01 |
CN107922700A (zh) | 2018-04-17 |
EP3339368B1 (en) | 2022-10-05 |
KR102527766B1 (ko) | 2023-05-03 |
TWI747838B (zh) | 2021-12-01 |
US20180244894A1 (en) | 2018-08-30 |
EP3339368A4 (en) | 2019-05-15 |
KR20180042308A (ko) | 2018-04-25 |
JPWO2017030000A1 (ja) | 2017-08-17 |
EP3339368A1 (en) | 2018-06-27 |
JP6137427B1 (ja) | 2017-05-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6137427B1 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード | |
JP6954509B1 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物及びその成形品 | |
JP2014189688A (ja) | トリメリット酸トリエステルを含有する塩化ビニル系樹脂用可塑剤 | |
JP6409384B2 (ja) | 4−シクロヘキセン−1,2−ジカルボン酸ジエステルを含有する塩化ビニル系樹脂用可塑剤 | |
JP7235172B2 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物及びその成形品 | |
JP2015193817A (ja) | 1,2−シクロヘキサンジカルボン酸ジエステルを含有する塩化ビニル系樹脂用可塑剤 | |
TWI778152B (zh) | 氯乙烯樹脂用之塑化劑、氯乙烯樹脂組成物、電線及車輛內裝材料 | |
JP6694136B2 (ja) | 耐着色性に優れた塩化ビニル系樹脂用の可塑剤組成物 | |
JP6544200B2 (ja) | 1,4−シクロヘキサンジカルボン酸ジエステルを含有する塩化ビニル系樹脂用可塑剤 | |
WO2017169730A1 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、ワイヤーハーネス及びダッシュボード | |
JP7131718B2 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物、並びに当該塩化ビニル樹脂組成物を用いた成形品及びワイヤーハーネス | |
JP6770226B2 (ja) | 塩化ビニル系樹脂成形体の耐熱着色性の改善方法 | |
JP2019059888A (ja) | イソフタル酸ジエステルからなる塩化ビニル系樹脂用可塑剤 | |
WO2024135269A1 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物およびその成形品 | |
JP6528441B2 (ja) | 4−シクロヘキセン−1,2−ジカルボン酸ジエステルを含有してなる塩化ビニル系ペーストゾル組成物 | |
WO2023058392A1 (ja) | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物およびその成形品並びに積層体 | |
JP2017082108A (ja) | 4−シクロヘキセン−1,2−ジカルボン酸ジエステルを含有する塩化ビニル系樹脂用可塑剤 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
ENP | Entry into the national phase |
Ref document number: 2016574036 Country of ref document: JP Kind code of ref document: A |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 16836991 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 15751960 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
ENP | Entry into the national phase |
Ref document number: 20187007509 Country of ref document: KR Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2016836991 Country of ref document: EP |