JPH0158214B2 - - Google Patents
Info
- Publication number
- JPH0158214B2 JPH0158214B2 JP22295182A JP22295182A JPH0158214B2 JP H0158214 B2 JPH0158214 B2 JP H0158214B2 JP 22295182 A JP22295182 A JP 22295182A JP 22295182 A JP22295182 A JP 22295182A JP H0158214 B2 JPH0158214 B2 JP H0158214B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- phosphite
- chlorine
- barium
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 salt compounds Chemical class 0.000 claims description 39
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000002184 metal Substances 0.000 claims description 18
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
- 239000000460 chlorine Substances 0.000 claims description 17
- 229910052801 chlorine Inorganic materials 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 15
- 239000011347 resin Substances 0.000 claims description 15
- 239000011342 resin composition Substances 0.000 claims description 10
- 150000002894 organic compounds Chemical class 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000011701 zinc Substances 0.000 claims description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052788 barium Inorganic materials 0.000 claims description 4
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000011575 calcium Substances 0.000 claims description 4
- 229910052791 calcium Inorganic materials 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- 239000011777 magnesium Substances 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 229910052712 strontium Inorganic materials 0.000 claims description 4
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 4
- 239000011135 tin Substances 0.000 claims description 4
- 229910052718 tin Inorganic materials 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 description 20
- 239000002253 acid Substances 0.000 description 19
- 150000003839 salts Chemical class 0.000 description 14
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 12
- 230000000087 stabilizing effect Effects 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 6
- 230000006641 stabilisation Effects 0.000 description 6
- 238000011105 stabilization Methods 0.000 description 6
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 5
- 238000003856 thermoforming Methods 0.000 description 5
- 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 5
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000002524 organometallic group Chemical group 0.000 description 4
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- TYPVOVKAPRTIAU-UHFFFAOYSA-L barium(2+);2-dodecylphenolate;hydrogen carbonate Chemical compound [Ba+2].OC([O-])=O.CCCCCCCCCCCCC1=CC=CC=C1[O-] TYPVOVKAPRTIAU-UHFFFAOYSA-L 0.000 description 3
- 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 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 231100000053 low toxicity Toxicity 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- BWXMKFNSRMVTBY-UHFFFAOYSA-N 2-(2-chlorobenzoyl)cyclohexan-1-one Chemical compound ClC1=CC=CC=C1C(=O)C1C(=O)CCCC1 BWXMKFNSRMVTBY-UHFFFAOYSA-N 0.000 description 2
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 2
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Chemical class 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 2
- SBMJKCDBJMFHGS-UHFFFAOYSA-L barium(2+);2-nonylphenolate Chemical compound [Ba+2].CCCCCCCCCC1=CC=CC=C1[O-].CCCCCCCCCC1=CC=CC=C1[O-] SBMJKCDBJMFHGS-UHFFFAOYSA-L 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 2
- 125000004989 dicarbonyl group Chemical group 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 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
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- LRQGFQDEQPZDQC-UHFFFAOYSA-N 1-Phenyl-1,3-eicosanedione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 LRQGFQDEQPZDQC-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- RIZUCYSQUWMQLX-UHFFFAOYSA-N 2,3-dimethylbenzoic acid Chemical compound CC1=CC=CC(C(O)=O)=C1C RIZUCYSQUWMQLX-UHFFFAOYSA-N 0.000 description 1
- MNCFWYXCYZTXJU-UHFFFAOYSA-N 2-(4-chlorobenzoyl)cyclohexan-1-one Chemical compound C1=CC(Cl)=CC=C1C(=O)C1C(=O)CCCC1 MNCFWYXCYZTXJU-UHFFFAOYSA-N 0.000 description 1
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 description 1
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 description 1
- FDIPWBUDOCPIMH-UHFFFAOYSA-N 2-decylphenol Chemical compound CCCCCCCCCCC1=CC=CC=C1O FDIPWBUDOCPIMH-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- CGMMPMYKMDITEA-UHFFFAOYSA-N 2-ethylbenzoic acid Chemical compound CCC1=CC=CC=C1C(O)=O CGMMPMYKMDITEA-UHFFFAOYSA-N 0.000 description 1
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- NVHGRUYAFQFUJE-UHFFFAOYSA-N 2-octadecanoyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=CC=C2C(=O)C(C(=O)CCCCCCCCCCCCCCCCC)CCC2=C1 NVHGRUYAFQFUJE-UHFFFAOYSA-N 0.000 description 1
- KLLLJCACIRKBDT-UHFFFAOYSA-N 2-phenyl-1H-indole Chemical compound N1C2=CC=CC=C2C=C1C1=CC=CC=C1 KLLLJCACIRKBDT-UHFFFAOYSA-N 0.000 description 1
- MKJHXLKVZNDNDB-UHFFFAOYSA-N 2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)C1=CC=CC=C1 MKJHXLKVZNDNDB-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
- ZQLDNJKHLQOJGE-UHFFFAOYSA-N 4-octylbenzoic acid Chemical compound CCCCCCCCC1=CC=C(C(O)=O)C=C1 ZQLDNJKHLQOJGE-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-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
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
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- 239000002530 phenolic antioxidant Chemical class 0.000 description 1
- VCAFTIGPOYBOIC-UHFFFAOYSA-N phenyl dihydrogen phosphite Chemical compound OP(O)OC1=CC=CC=C1 VCAFTIGPOYBOIC-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920005671 poly(vinyl chloride-propylene) Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- GRLPQNLYRHEGIJ-UHFFFAOYSA-J potassium aluminium sulfate Chemical compound [Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRLPQNLYRHEGIJ-UHFFFAOYSA-J 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 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
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- KKFOMYPMTJLQGA-UHFFFAOYSA-N tribenzyl phosphite Chemical compound C=1C=CC=CC=1COP(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 KKFOMYPMTJLQGA-UHFFFAOYSA-N 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- DECPGQLXYYCNEZ-UHFFFAOYSA-N tris(6-methylheptyl) phosphite Chemical compound CC(C)CCCCCOP(OCCCCCC(C)C)OCCCCCC(C)C DECPGQLXYYCNEZ-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 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
- 235000021081 unsaturated fats Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- LYSLZRDZOBAUFL-UHFFFAOYSA-L zinc;4-tert-butylbenzoate Chemical compound [Zn+2].CC(C)(C)C1=CC=C(C([O-])=O)C=C1.CC(C)(C)C1=CC=C(C([O-])=O)C=C1 LYSLZRDZOBAUFL-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は塩素含有樹脂に、低毒性または無毒性
の有機金属塩化合物と、後記の一般式()で表
わされる有機化合物と、を添加してなることを特
徴とする安定化された塩素含有樹脂組成物に関す
るものである。
塩素含有樹脂はその使用目的に応じて種々の熱
成形加工が施されるのが、かかる熱成形加工時に
おいて熱の影響などにより脱塩化水素に基因する
熱分解を起しやすい。このため成形加工品の色調
の悪化あるいは物理的性質の低下を生じさせ、商
品価値の著しい低下をきたすことは周知である。
そこで、従来よりかかる欠点を改良するために
種々の安定剤が提案され実用に供されてきた。
例えば、(1)カドミウム―バリウム、(2)カドミウ
ム―バリウム―鉛、(3)カドミウム―バリウム―亜
鉛、(4)バリウム―亜鉛または(5)カルシウム―亜鉛
の有機金属塩系化合物に、有機亜リン酸エステ
ル、フエノール系酸化防止剤またはエポキシ化合
物などの安定化助剤を組合せた安定剤が慣用され
ている。しかして、(1)〜(3)の有機金属塩と、前記
の安定化助剤と、を組合せてなる安定剤を用いた
場合、熱安定性に関してはほぼ満足すべき結果が
得られているが、作業環境衛生及び成形品などに
おいて毒性の問題があるなどの欠点がある。一
方、(4)〜(5)の有機金属塩と、前記の安定化助剤
と、更にはアミノクロトン酸エステルなどと、を
組合せてなる低毒性または無毒性安定剤を用いた
場合、衛生性及び毒性上では比較的問題はない
が、熱成形加工時における熱安定性が不十分であ
る。したがつて、これを改善する目的で従来から
種々の安定剤が研究され、かつ提案されている。
例えば、特公昭42−8786号公報には前記(5)の
Ca−Zn有機金属塩と、ケト酢酸化合物と、から
なる安定剤を提案しているが、プレートアウトな
どの加工性などの点で問題がある。また、前記(4)
〜(5)の有機金属塩と、β―ジケトン化合物と、か
らなる安定剤を、特公昭52−47948号公報、特公
昭57−9386号公報などに開示したように見い出
し、かかる安定方法を提案した。更に、前記(4)〜
(5)の有機金属塩と、β―ジケトン化合物の金属錯
塩と、からなる安定剤を特公昭57−39260号公報
で開示したように見い出し、それぞれ提案した。
しかしながら、かかる低毒または無毒性の有機金
属塩と、β―ジケトン化合物またはその金属錯塩
と、安定化助剤と、の組合せからなる安定剤を用
いた場合、工業上の実施において十分に満足でき
る熱安定化効果を得ることができたとはいえな
い。例えば、炭酸カルシウムまたは酸化チタンな
どを該樹脂に多量に配合して熱成形加工した場合
の熱安定化、特に初期−中期の着色を抑制する効
果は十分ではない。したがつて、熱安定性の向上
が強く望まれている。
本発明者らは、かかる技術課題を解決するため
に種々研究を重ねた結果、初期−中期の着色を十
分に抑制する優れた熱安定性を有する塩素含有樹
脂組成物を見い出し本発明を完成させたものであ
る。
すなわち本発明は、塩素含有樹脂に
(A) バリウム、カルシウム、マグネシウム、スト
ロンチウム、リチウム、カリウム、ナトリウ
ム、亜鉛またはスズの有機金属塩化合物の少な
くとも一種または二種以上と、
(B) 下記一般式
(式中、Rはハロゲン原子で置換されたアリー
ル基を表わす)、
で表わされる有機化合物である特定したジカルボ
ニル化合物の少なくとも一種と、を添加すること
を特徴とする安定化された塩素含有樹脂組成物で
ある。
本発明において用いる安定剤の構成成分(A)の有
機金属塩化合物は一般に金属セツケンと呼ばれる
もので、かかる金属セツケンを構成する有機残基
としては以下のカルボン酸及びフエノールの残基
がある。
カルボン酸としては炭素数6〜22の飽和または
不飽和脂肪酸のモノカルボン酸及びジカルボン
酸、炭素数6〜16の炭素環式または炭素数2〜16
のヒドロキシ、アルコキシ、オキソカルボン酸ま
たは複素環式カルボン酸、更にはアミノカルボン
酸で、例えばヘキサン酸、オクタン酸、2―エチ
ルヘキシル酸、デカン酸、イソデカン酸、ラウリ
ン酸、ミリスチン酸、パルミチン酸、ステアリン
酸、ベヘン酸、ミリストレイン酸、パルミトレイ
ン酸、オレイン酸、リシノール酸、リノール酸、
リノレイン酸、イソステアリン酸、12―ヒドロキ
システアリン酸、フエニルステアリン酸、アラジ
ン酸、エルカ酸そして安息香酸、トルイル酸、ク
ロロ安息香酸、p―第三ブチル安息香酸、キシリ
ル酸、エチル安息香酸、p―オクチル安息香酸、
コハク酸、グルタル酸、アジピン酸、ピメリン
酸、スベリン酸、アゼイン酸、セバシン酸、メタ
クリル酸、クロトン酸、イソクロトン酸、ナフト
エ酸、フタル酸、イソフタル酸、テレフタル酸、
ケイ皮酸、ヒドロアトロパ酸、グリコール酸、乳
酸、グリセリン酸、リンゴ酸、酒石酸、クエン
酸、アセト酢酸、レブリン酸、サリチル酸、アニ
ス酸、シクロヘキサン酸、フル酸、テン酸、ニコ
チン酸、イソニコチン酸またはこれらカルボン酸
の混合酸。更にはアラニン、メチオニン、アスパ
ラギン酸、グルタミン酸などをあげることができ
る。
また、その他の有機残基としては炭素数6〜24
のフエノール類も有用であり、例えばフエノー
ル、ピロカテコール、レゾルシノール、ピロガロ
ール、クレゾール、p―第三ブチルフエノール、
キシレノール、p―オクチルフエノール、ノニル
フエノール、ジノニルフエノール、デシルフエノ
ール、ドデシルフエノールなどをあげることがで
きる。
また、スズ化合物としてはアルキルスズ化合物
によつて代表され、例えばジメチルスズラウリン
酸塩、ジブチルスズラウリン酸塩、ジオクチルス
ズラウリン酸塩、ジブチルスズマレイン酸ポリマ
ー、ジブチルスズマレイン酸アルキルエステル
塩、ジオクチルスズマレイン酸アルキルエステル
塩、ジメチルスズチオグリコール酸アルキルエス
テル塩、ジメチルスズチオプロピオン酸塩、ジブ
チルスズチオグリコール酸アルキルエステル塩、
ジブチルスズチオプロピオン酸塩、ジオクチルス
ズチオグリコール酸アルキルエステル塩またはジ
オクチルスズチオプロピオン酸塩などをあげるこ
とができる。
しかして、かかる有機残基と結合した有機金属
塩化合物は酸性塩または中性塩であつてもよく、
金属が等モル以上に結合した塩基性または過塩基
性塩であつてもよい。そしてこれらの有機金属塩
化合物は本発明において使用する場合単独で用い
てもよくまた亜鉛塩と他の金属塩、例えばバリウ
ム、カルシウム、マグネシウム、ストロンチウ
ム、リチウム、カリウム、ナトリウムまたはスズ
金属塩との組合せがより好ましい。この場合通常
亜鉛塩と他の金属塩との比は1.0:0.1〜10の重量
比、好ましくは1.0:0.2〜5.0である。そして上記
有機金属塩化合物は塩素含有樹脂100重量部に対
して0.05〜10重量部、好ましくは0.1〜5重量部
添加される。
本発明において用いる安定剤の構成成分(B)の一
般式()で表わされる有機化合物、すなわちジ
カルボニル化合物としては、2―(2―クロロベ
ンゾイル)シクロヘキサノン、2―(3―クロロ
ベンゾイル)シクロヘキサノン、2―(4―クロ
ロベンゾイル)シクロヘキサノン、2―(2,4
―ジクロロベンゾイル)シクロヘキサノン、2―
(2,5―ジクロロベンゾイル)シクロヘキサノ
ン、2―(2,6―ジクロロベンゾイル)シクロ
ヘキサノン、2―(3,4―ジクロロベンゾイ
ル)シクロヘキサノン、2―(3,5―ジクロロ
ベンゾイル)シクロヘキサノン、2―(2―フロ
ロベンゾイル)シクロヘキサノン、2―ペンタフ
ロロベンゾイルシクロヘキサノンなどをあげるこ
とができる。かかる上記(B)のジカルボニル化合物
は塩素含有樹脂100重量部に対して0.001〜5重量
部、好ましくは0.01〜3重量部添加される。
しかして、本発明は前記(A)〜(B)の二成分からな
ることを必須の構成要件とする安定剤を塩素含有
樹脂に添加してなる安定化された該樹脂組成物で
あつて、優れた熱安定性、特に初期−中期の着色
を抑制しかつ防止するものである。
本発明の該樹脂組成物は、前記(A)〜(B)の二成分
の他に、公知の安定剤または安定化助剤を添加す
ることにより熱安定化性能及び加工性更には耐候
性などがより一層向上するものである。かかる有
用な安定剤または安定化助剤として有機亜リン酸
エステル、例えばトリアルキルホスフアイト、ト
リアリールホスフアイト、アルキルアリールホス
フアイト、トリアラルアラルキルホスフアイト、
ビスフエノールAホスフアイト、多価アルコール
ホスフアイトなどをあげることができる。代表的
な化合物としてトリイソオクチルホスフアイト、
トリイソデシルホスフアイト、トリフエニルホス
フアイト、ジイソデシルモノフエニルホスフアイ
ト、ジフエニルモノデシルホスフアイト、トリベ
ンジルホスフアイト、トリノニルフエニルホスフ
アイト、4,4′―イソプロピリデンジフエニルア
ルキル(C12〜C15)ホスフアイト、ポリ(ジプロ
ピレングリコール)フエニルホスフアイト、ジス
テアリルペンタエリスリトールジホスフアイト、
トリス(4―オキシ―3,5―ジ―第三ブチルフ
エニル)ホスフアイト、ヘプタキス(ジプロピレ
ングリコール)トリホスフアイトなどである。
また、上記の有機亜リン酸エステルであつて、
アルキル、アリールまたはアラルキルなどの有機
残基の一つまたは二つが水素原子によつて置換さ
れたアシツドホスフアイトで、例えばジフエニル
アシツドホスフアイト、ジイソデシルアシツドホ
スフアイト、イソデシルフエニルアシツドホスフ
アイト、ジベンジルアシツドホスフアイト、モノ
フエニルアシツドホスフアイト、モノトリデシル
アシツドホスフアイト、モノノニルフエニルアシ
ツドホスフアイトなどである。また、ホスフエー
ト化合物、例えばジイソオクチルホスフエート、
ジトリデシルホスフエート、ジラウリルホスフエ
ート、ジステアリルホスフエート、ジフエニルホ
スフエート、フエニルイソデシルホスフエート、
ジベンゾルホスフエート、ジノニルフエニルホス
フエートなどの有機リン化合物をあげることがで
きる。
また、フエノール系化合物としては、例えばア
ルキル化フエノール、アルキル化フエノールエス
テル、アルキレンまたはアルキリデンビスフエノ
ール、ポリアルキル化フエノール、チオビスアル
キル化フエノールなどで、代表的な化合物として
ブチル化ヒドロキシトルエン、ブチル化ヒドロキ
シアニソール、2,2′―メチレンビス(4―メチ
ル―6―第三ブチルフエノール)、4,4′―チオ
ビス(6―第三ブチル―m―クレゾール)などで
あり、その他にチオジプロピオン酸アルキルエス
テルなどの酸化防止剤である。また、無機金属塩
化合物で、例えばリチウム、ナトリウム、カリウ
ム、マグネシウム、カルシウム、バリウム、スト
ロンチウム、亜鉛、アルミニウム、インジウム及
びスズからなる群から選ばれた金属の水酸化物、
酸化物または炭酸化物、更には塩基性無機塩であ
つて、例えばリン酸、亜リン酸、ケイ酸、硝酸、
亜硝酸、硫酸、亜硫酸またはホウ酸と前記金属ま
たは該金属の塩化物、酸化物、水酸化物またはこ
れらの混合物または複塩であつて、例えば酸化カ
ルシウム、酸化アルミニウム、酸化マグネシウ
ム、水酸化カルシウム、水酸化マグネシウム、水
酸化アルミニウム、ホウ酸亜鉛、ケイ酸ナトリウ
ム、ケイ酸マグネシウム、硫酸アルミニウム、塩
基性硫酸アルミニウム、硫酸アルミニウムカリウ
ム、リン酸ナトリウム、リン酸マグネシウム、過
塩素酸マグネシウム、過塩素酸バリウム、過塩素
酸ナトリウム、合成ハイドロタルサイトそしてア
ルミノシリケートを主体とする合成ゼオライトな
どである。
本発明の該樹脂組成物には以下に記述するよう
な通常用いられる安定化助剤を添加することがで
きる。例えばエポキシ化合物で、代表的な化合物
としてエポキシ化不飽和油脂、エポキシ化不飽和
脂肪酸エステル、エポキシシクロヘキサン誘導体
またはエピクロルヒドリン誘導体などである。ま
た、多価アルコール化合物、例えばペンタエリス
リトール、ジペンタリスリトール、マンニトー
ル、ソルビトールまたはこれらの多価アルコール
と脂肪族多価カルボン酸、アミノ酸とのエステル
化合物。含窒素系化合物であるβ―アミノクロト
ン酸アルキルエステル塩、2―フエニルインドー
ルまたはN,N′―ジフエニルチオ尿素。また、
光安定剤であるベンゾフエノン系、ベンゾトリア
ゾール系、サリシレート系、置換アクリロニトリ
ル系化合物、またはヒンダードアミン系化合物な
どがそれぞれの用途に応じて適宜使用できる。
本発明における塩素含有樹脂にはポリ塩化ビニ
ル、塩化ビニル―酢酸ビニル共重合体、塩化ビニ
ル―エチレン共重合体、塩化ビニル―プロピレン
共重合体、塩化ビニル―ブタジエン共重合体、塩
化ビニル―スチレン共重合体、塩化ビニル―塩化
ビニリデン共重合体、塩化ビニル―ウレタン共重
合体、塩素化ポリエチレン、塩素化ポリプロピレ
ンまたはこれらと塩化ビニルとの共重合体、塩化
ビニル―スチレン―無水マレイン酸三元共重合
体、更にエチレン―酢酸ビニル共重合体、アクリ
ロニトリル―ブタジエン―スチレン共重合体、メ
タアクリル酸エステル―ブタジエン―スチレン共
重合体などとポリ塩化ビニルとのブレンド品、ブ
ロツク共重合体またはグラフト共重合体などをあ
げることができる。
本発明は、成形品の用途に応じて、例えば可塑
剤、充てん剤、顔料、帯電防止剤、防曇剤、プレ
ートアウト防止剤、滑剤、防燃剤、防ばい剤、発
泡剤、架橋剤その他の補強剤または加工助剤など
を併用することができる。
本発明の組成物は、一般の塩素含有樹脂組成物
の成形品の用途のちでも低毒性または無毒性の可
塑化された軟質または半硬質成形品の組成物とし
て有用である。
次に本発明を具体的に説明するために、以下の
実施例によつて詳細に発明を開示する。しかしな
がら本発明はこれらの実施例によつて何ら限定さ
れるものではない。
実施例 1
本発明の安定剤(A)〜(B)を添加した可塑化塩素含
有樹脂組成物の熱安定化効果などを見るために、
次の配合物を、温度180℃、5分間、ロールミル
加工を行い、厚さ0.5mmの均一なシートを作成し
た。
このシートの熱成形による着色性及び透明性を
観察した。次に該シートについて、下記に記述す
る方法で試験を行つた。
試験 1
前記シートから20×40mmの試験片を切り取り、
一定温度に加熱されたギヤーオーブン老化試験機
中に一定時間入れ、熱劣化による着色及び黒色分
解までの時間などの試験を行つた。その結果を第
1表に記した。
試験 2
前記シートから50×80mmの試験片を切り取り、
これを10枚重ね、プレス成形機で185℃−100Kg/
cm2の条件で一定時間熱成形し、プレス時の熱劣化
による着色及び透明性などの試験を行つた。その
結果を第1表に記した。
配 合
塩化ビニル樹脂※(ゼオン103EP) 100重量部
ジオクチルフタレート 40 〃
エポキシ化大豆油 2 〃
バリウムステアレート 0.5 〃
バリウムノニルフエネート 0.5 〃
亜鉛ステアレート 0.4 〃
トリフエニルホスフアイト 0.6 〃
有機化合物(第1表) 0.1 〃
※日本ゼオン社製品 重合度約1050
The present invention provides a stabilized chlorine-containing resin characterized by adding a low toxicity or non-toxic organic metal salt compound and an organic compound represented by the general formula () below to a chlorine-containing resin. The present invention relates to a composition. Chlorine-containing resins are subjected to various thermoforming processes depending on their purpose of use, but during such thermoforming processes, they tend to undergo thermal decomposition due to dehydrochlorination due to the influence of heat. It is well known that this causes a deterioration in the color tone or physical properties of the molded product, resulting in a significant decrease in commercial value.
Therefore, various stabilizers have been proposed and put into practical use in order to improve these drawbacks. For example, organometallic salt compounds of (1) cadmium-barium, (2) cadmium-barium-lead, (3) cadmium-barium-zinc, (4) barium-zinc, or (5) calcium-zinc, Stabilizers in combination with stabilizing aids such as phosphoric acid esters, phenolic antioxidants or epoxy compounds are commonly used. However, when a stabilizer consisting of a combination of the organic metal salts (1) to (3) and the stabilizing aid described above is used, almost satisfactory results in terms of thermal stability are obtained. However, there are drawbacks such as problems with working environment hygiene and toxicity in molded products. On the other hand, when using a low-toxicity or non-toxic stabilizer consisting of a combination of the organic metal salts (4) to (5), the above-mentioned stabilizing aid, and further aminocrotonic acid ester, the hygiene Although there are relatively no problems in terms of toxicity, the thermal stability during thermoforming processing is insufficient. Therefore, various stabilizers have been studied and proposed to improve this problem. For example, in Japanese Patent Publication No. 42-8786, the above (5)
A stabilizer consisting of a Ca-Zn organic metal salt and a ketoacetic acid compound has been proposed, but there are problems with processability such as plate-out. In addition, (4) above
A stabilizer consisting of the organometallic salt of ~(5) and a β-diketone compound was discovered as disclosed in Japanese Patent Publication No. 52-47948, Japanese Patent Publication No. 57-9386, etc., and such a stabilizing method was proposed. did. Furthermore, the above (4)~
A stabilizer consisting of the organic metal salt (5) and a metal complex salt of a β-diketone compound was discovered as disclosed in Japanese Patent Publication No. 57-39260, and each was proposed.
However, when a stabilizer consisting of a combination of such a low-toxic or non-toxic organic metal salt, a β-diketone compound or a metal complex salt thereof, and a stabilizing aid is used, it is fully satisfactory in industrial practice. It cannot be said that a thermal stabilizing effect could be obtained. For example, when a large amount of calcium carbonate or titanium oxide is blended into the resin and thermoforming is carried out, the effect of thermal stabilization, especially in suppressing discoloration in the early to middle stages, is not sufficient. Therefore, improvement in thermal stability is strongly desired. As a result of various studies to solve these technical problems, the present inventors have discovered a chlorine-containing resin composition that has excellent thermal stability that sufficiently suppresses discoloration in the early to middle stages, and has completed the present invention. It is something that That is, the present invention provides a chlorine-containing resin containing (A) at least one or two or more organometallic salt compounds of barium, calcium, magnesium, strontium, lithium, potassium, sodium, zinc, or tin, and (B) the following general formula: (wherein R represents an aryl group substituted with a halogen atom), and at least one of the specified dicarbonyl compounds which is an organic compound represented by: It is a composition. The organic metal salt compound of the component (A) of the stabilizer used in the present invention is generally called a metal soap, and the organic residues constituting the metal soap include the following carboxylic acid and phenol residues. Carboxylic acids include monocarboxylic acids and dicarboxylic acids of saturated or unsaturated fatty acids having 6 to 22 carbon atoms, carbocyclic acids having 6 to 16 carbon atoms, or carbocyclic acids having 2 to 16 carbon atoms.
hydroxy, alkoxy, oxocarboxylic acids or heterocyclic carboxylic acids, as well as aminocarboxylic acids, such as hexanoic acid, octanoic acid, 2-ethylhexylic acid, decanoic acid, isodecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid. acids, behenic acid, myristoleic acid, palmitoleic acid, oleic acid, ricinoleic acid, linoleic acid,
Linoleic acid, isostearic acid, 12-hydroxystearic acid, phenylstearic acid, aladinic acid, erucic acid and benzoic acid, toluic acid, chlorobenzoic acid, p-tert-butylbenzoic acid, xylic acid, ethylbenzoic acid, p- octylbenzoic acid,
Succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azeic acid, sebacic acid, methacrylic acid, crotonic acid, isocrotonic acid, naphthoic acid, phthalic acid, isophthalic acid, terephthalic acid,
Cinnamic acid, hydroatropic acid, glycolic acid, lactic acid, glyceric acid, malic acid, tartaric acid, citric acid, acetoacetic acid, levulinic acid, salicylic acid, anisic acid, cyclohexanoic acid, furic acid, thenic acid, nicotinic acid, isonicotinic acid or A mixed acid of these carboxylic acids. Further examples include alanine, methionine, aspartic acid, and glutamic acid. In addition, other organic residues include carbon atoms of 6 to 24
Also useful are phenols such as phenol, pyrocatechol, resorcinol, pyrogallol, cresol, p-tert-butylphenol,
Examples include xylenol, p-octylphenol, nonylphenol, dinonylphenol, decylphenol, and dodecylphenol. Examples of tin compounds include alkyltin compounds, such as dimethyltin laurate, dibutyltin laurate, dioctyltin laurate, dibutyltin maleate polymer, dibutyltin maleate alkyl ester salt, and dioctyltin maleate alkyl ester. salt, dimethyltinthioglycolic acid alkyl ester salt, dimethyltinthiopropionate, dibutyltinthioglycolic acid alkyl ester salt,
Examples include dibutyltinthiopropionate, dioctyltinthioglycolic acid alkyl ester salt, and dioctyltinthiopropionate. Thus, the organometallic salt compound bound to such an organic residue may be an acidic salt or a neutral salt;
It may be a basic or overbased salt in which metals are bound in equal moles or more. When used in the present invention, these organometallic salt compounds may be used alone or in combination with zinc salts and other metal salts such as barium, calcium, magnesium, strontium, lithium, potassium, sodium or tin metal salts. is more preferable. In this case, the ratio of zinc salt to other metal salt is usually in a weight ratio of 1.0:0.1 to 10, preferably 1.0:0.2 to 5.0. The organic metal salt compound is added in an amount of 0.05 to 10 parts by weight, preferably 0.1 to 5 parts by weight, per 100 parts by weight of the chlorine-containing resin. Examples of the organic compound represented by the general formula () (i.e., dicarbonyl compound) of the component (B) of the stabilizer used in the present invention include 2-(2-chlorobenzoyl)cyclohexanone, 2-(3-chlorobenzoyl)cyclohexanone, 2-(4-chlorobenzoyl)cyclohexanone, 2-(2,4
-dichlorobenzoyl)cyclohexanone, 2-
(2,5-dichlorobenzoyl)cyclohexanone, 2-(2,6-dichlorobenzoyl)cyclohexanone, 2-(3,4-dichlorobenzoyl)cyclohexanone, 2-(3,5-dichlorobenzoyl)cyclohexanone, 2-(2 -fluorobenzoyl)cyclohexanone, 2-pentafluorobenzoylcyclohexanone, etc. The above dicarbonyl compound (B) is added in an amount of 0.001 to 5 parts by weight, preferably 0.01 to 3 parts by weight, per 100 parts by weight of the chlorine-containing resin. Accordingly, the present invention provides a stabilized resin composition obtained by adding a stabilizer having the two components (A) to (B) as essential constituents to a chlorine-containing resin, Excellent thermal stability, especially suppressing and preventing early to mid-term discoloration. In addition to the two components (A) to (B), the resin composition of the present invention can improve thermal stabilization performance, processability, weather resistance, etc. by adding a known stabilizer or stabilizing aid. will be further improved. Such useful stabilizers or stabilizing aids include organic phosphites such as trialkyl phosphites, triaryl phosphites, alkylaryl phosphites, triallaralkyl phosphites,
Examples include bisphenol A phosphite and polyhydric alcohol phosphite. Typical compounds include triisooctyl phosphite,
Triisodecyl phosphite, triphenyl phosphite, diisodecyl monophenyl phosphite, diphenyl monodecyl phosphite, tribenzyl phosphite, trinonylphenyl phosphite, 4,4'-isopropylidene diphenyl alkyl (C 12 - C15 ) Phosphite, poly(dipropylene glycol) phenyl phosphite, distearyl pentaerythritol diphosphite,
These include tris(4-oxy-3,5-di-tert-butylphenyl) phosphite and heptakis(dipropylene glycol) triphosphite. In addition, the above organic phosphite ester,
Acid phosphites in which one or two of the organic residues such as alkyl, aryl or aralkyl are replaced by hydrogen atoms, such as diphenyl acid phosphite, diisodecyl acid phosphite, isodecylphenyl acid These include phosphite, dibenzyl acid phosphite, monophenyl acid phosphite, monotridecyl acid phosphite, monononylphenyl acid phosphite, and the like. Also, phosphate compounds such as diisooctyl phosphate,
Ditridecyl phosphate, dilauryl phosphate, distearyl phosphate, diphenyl phosphate, phenyl isodecyl phosphate,
Examples include organic phosphorus compounds such as dibenzole phosphate and dinonylphenyl phosphate. Examples of phenolic compounds include alkylated phenols, alkylated phenol esters, alkylene or alkylidene bisphenols, polyalkylated phenols, thiobisalkylated phenols, and typical compounds include butylated hydroxytoluene, butylated hydroxy Anisole, 2,2'-methylenebis(4-methyl-6-tert-butylphenol), 4,4'-thiobis(6-tert-butyl-m-cresol), and other thiodipropionic acid alkyl esters. It is an antioxidant such as. Also, inorganic metal salt compounds, such as hydroxides of metals selected from the group consisting of lithium, sodium, potassium, magnesium, calcium, barium, strontium, zinc, aluminum, indium and tin;
oxides or carbonates, and basic inorganic salts such as phosphoric acid, phosphorous acid, silicic acid, nitric acid,
Nitrous acid, sulfuric acid, sulfite or boric acid and the above metals or chlorides, oxides, hydroxides or mixtures or double salts thereof, such as calcium oxide, aluminum oxide, magnesium oxide, calcium hydroxide, Magnesium hydroxide, aluminum hydroxide, zinc borate, sodium silicate, magnesium silicate, aluminum sulfate, basic aluminum sulfate, potassium aluminum sulfate, sodium phosphate, magnesium phosphate, magnesium perchlorate, barium perchlorate, These include sodium perchlorate, synthetic hydrotalcite, and synthetic zeolite based on aluminosilicate. Commonly used stabilizing aids as described below can be added to the resin composition of the present invention. For example, epoxy compounds include epoxidized unsaturated fats and oils, epoxidized unsaturated fatty acid esters, epoxycyclohexane derivatives, and epichlorohydrin derivatives. Also, polyhydric alcohol compounds such as pentaerythritol, dipentythritol, mannitol, sorbitol, or ester compounds of these polyhydric alcohols and aliphatic polyhydric carboxylic acids and amino acids. β-Aminocrotonic acid alkyl ester salt, 2-phenylindole or N,N'-diphenylthiourea which is a nitrogen-containing compound. Also,
Light stabilizers such as benzophenone, benzotriazole, salicylate, substituted acrylonitrile, or hindered amine compounds can be used as appropriate depending on the purpose. In the present invention, chlorine-containing resins include polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-propylene copolymer, vinyl chloride-butadiene copolymer, vinyl chloride-styrene copolymer, etc. Polymers, vinyl chloride-vinylidene chloride copolymers, vinyl chloride-urethane copolymers, chlorinated polyethylene, chlorinated polypropylene or copolymers of these with vinyl chloride, vinyl chloride-styrene-maleic anhydride ternary copolymers Blends, block copolymers or graft copolymers of polyvinyl chloride and ethylene-vinyl acetate copolymers, acrylonitrile-butadiene-styrene copolymers, methacrylate ester-butadiene-styrene copolymers, etc. etc. can be given. The present invention can be applied to, for example, plasticizers, fillers, pigments, antistatic agents, antifogging agents, antiplate-out agents, lubricants, flame retardants, antifungal agents, blowing agents, crosslinking agents, and other additives depending on the purpose of the molded product. A reinforcing agent or a processing aid can be used in combination. The composition of the present invention is useful as a composition for plasticized soft or semi-hard molded articles with low toxicity or non-toxicity even after the use of general chlorine-containing resin compositions as molded articles. Next, in order to concretely explain the present invention, the invention will be disclosed in detail using the following examples. However, the present invention is not limited to these Examples. Example 1 In order to examine the thermal stabilization effect of the plasticized chlorine-containing resin composition to which the stabilizers (A) to (B) of the present invention were added,
The following formulation was roll milled at a temperature of 180° C. for 5 minutes to produce a uniform sheet with a thickness of 0.5 mm. The colorability and transparency of this sheet by thermoforming were observed. Next, the sheet was tested by the method described below. Test 1 Cut a 20 x 40 mm test piece from the sheet,
The specimens were placed in a gear oven aging tester heated to a constant temperature for a certain period of time, and tests were conducted to determine coloration due to thermal deterioration and the time until black decomposition. The results are shown in Table 1. Test 2 Cut a 50 x 80 mm test piece from the sheet,
Stack 10 sheets of this and use a press molding machine at 185℃ - 100Kg/
It was thermoformed for a certain period of time under conditions of cm 2 and tested for coloration and transparency due to thermal deterioration during pressing. The results are shown in Table 1. Compound Vinyl chloride resin* (Zeon 103EP) 100 parts by weight Dioctyl phthalate 40 Epoxidized soybean oil 2 Barium stearate 0.5 Barium nonyl phenate 0.5 Zinc stearate 0.4 Triphenyl phosphite 0.6 Organic compound (1st Table) 0.1 *Nippon Zeon product Polymerization degree approximately 1050
【表】
実施例 2
この実施例は、本発明の安定剤(A)〜(B)、特に(A)
の成分として過塩基性バリウムドデシルフエノレ
ートカーボネート錯体と(B)を添加してなる可塑化
塩素含有樹脂組成物の熱安定化効果などを見るた
めに、下記配合物を実施例1と同一の条件でシー
トを作成し、実施例1と同一の試験方法(試験1
及び2)で試験を行つた。その結果を第2表に記
した。
配 合
塩化ビニル樹脂(ゼオン103EP) 100重量部
ジオクチルフタレート 40 〃
エポキシ化大豆油 2 〃
過塩基性バリウムドデシルフエノレートカーボ
ネート錯体 0.8 〃
バリウムステアレート 0.2 〃
亜鉛ステアレート 0.4 〃
塩基性亜鉛2―エチルヘキソイン酸 0.1 〃
ジフエニルイソデシルホスフアイト 0.6 〃
有機化合物(第2表)[Table] Example 2 This example shows that the stabilizers (A) to (B) of the present invention, especially (A)
In order to examine the thermal stabilization effect of a plasticized chlorine-containing resin composition prepared by adding an overbased barium dodecyl phenolate carbonate complex and (B) as components, the following formulation was subjected to the same conditions as in Example 1. A sheet was created using the same test method as in Example 1 (Test 1).
and 2). The results are shown in Table 2. Blend Vinyl chloride resin (Zeon 103EP) 100 parts by weight Dioctyl phthalate 40 Epoxidized soybean oil 2 Overbased barium dodecyl phenolate carbonate complex 0.8 Barium stearate 0.2 Zinc stearate 0.4 Basic zinc 2-ethylhexoic acid 0.1 〃 Diphenylisodecyl phosphite 0.6 〃 Organic compounds (Table 2)
【表】
実施例 3
この実施例は、本発明の安定剤(A)〜(B)に白顔料
(酸化チタン)及び充填剤(重質炭酸カルシウム)
を添加してなる下記塩素含有樹脂組成物を実施例
1と同一の条件でシートを作成し、実施例1と同
一の試験方法(試験1及び2)で試験を行つた。
その結果を第3表に記した。
配 合
塩化ビニル樹脂(ゼオン103EP) 100重量部
ジオクチルフタレート 50 〃
エポキシ化大豆油 2 〃
酸化チン(アナターゼ型) 10 〃
重質炭酸カルシウム 20 〃
バリウムステアステアレート 0.5 〃
過塩基性バリウムノニルフエノレートカーボネ
ート錯体 1.0 〃
亜鉛ステアレート 0.8 〃
4,4―イソプロピリデンジフエニルアルキル
(C12〜C15)ホスフアイト 0.6 〃
有機化合物(第3表) 0.1 〃 [Table] Example 3 In this example, white pigment (titanium oxide) and filler (ground calcium carbonate) were added to the stabilizers (A) to (B) of the present invention.
A sheet of the following chlorine-containing resin composition containing the following was prepared under the same conditions as in Example 1, and tested using the same test method as in Example 1 (Tests 1 and 2).
The results are shown in Table 3. Compound Vinyl chloride resin (Zeon 103EP) 100 parts by weight Dioctyl phthalate 50 Epoxidized soybean oil 2 Tin oxide (anatase type) 10 Heavy calcium carbonate 20 Barium stearate 0.5 Overbased barium nonyl phenolate carbonate Complex 1.0 〃 Zinc stearate 0.8 〃 4,4-isopropylidene diphenylalkyl (C 12 - C 15 ) phosphite 0.6 〃 Organic compound (Table 3) 0.1 〃
【表】
前記第1〜第3表の試験結果から明らかなよう
に、本発明の安定剤、特に一般式()で表わし
た(B)の有機化合物、すなわち特定したジカルボニ
ル化合物と、(A)を組合せてなる安定剤を塩素含有
樹脂に添加した場合、他の公知のジカルボニル化
合物、例えば2―ベンゾイルシクロヘキサノン、
ステアロイルテトラロン、1,3―シクロヘキサ
ンジオン、ステアロイルベンゾイルメタンまたは
ステアロイルアセチルメタンなどと、(A)を組合せ
てなる安定剤とを比較して見て熱安定化、特に初
期−中期における着色の抑制及び防止効果、更に
は透明性が優れていることがわかる。またプレー
トアウトなどの加工性においてもデヒドロ酢酸な
どに比較して優れていることがわかつた。
実施例 4
この実施例は、本発明の安定剤(A)〜(B)にさらに
他の公知に安定化助剤を添加することによつて該
塩素含有樹脂組成物の熱安定化などの性能をより
一層向上させる目的で試験を行つた。またシート
の作成及び試験方法は実施例1と同一の方法(試
験1及び2)で行つた。その結果を第4表に記し
た。
配 合
塩化ビニル樹脂(ゼオン103EP) 100重量部
バリウムステアレート 0.5 〃
バリウムノニルフエノレート 0.5 〃
過塩基性バリウムドデシルフエノレートカーボ
ネート錯体 0.5 〃
亜鉛ステアレート 0.4 〃
亜鉛−p−第三ブチルベンゾエート 0.2 〃
2―(2―クロロベンゾイル)シクロヘキサノ
ン 0.1 〃
安定化助剤及びその他の添加剤(第4表)[Table] As is clear from the test results in Tables 1 to 3 above, the stabilizer of the present invention, particularly the organic compound (B) represented by the general formula (), that is, the specified dicarbonyl compound, and (A ) is added to the chlorine-containing resin, other known dicarbonyl compounds such as 2-benzoylcyclohexanone,
A comparison of a stabilizer made by combining stearoyltetralone, 1,3-cyclohexanedione, stearoylbenzoylmethane, or stearoyl acetylmethane with (A) shows that thermal stabilization, especially suppression of coloration in the early to middle stages, and It can be seen that the prevention effect and furthermore the transparency is excellent. It was also found to be superior to dehydroacetic acid in terms of processability such as plate-out. Example 4 This example demonstrates the performance of thermal stabilization of the chlorine-containing resin composition by further adding other known stabilizing aids to the stabilizers (A) to (B) of the present invention. The test was conducted with the aim of further improving the performance. The sheets were prepared and tested in the same manner as in Example 1 (Tests 1 and 2). The results are shown in Table 4. Compound vinyl chloride resin (Zeon 103EP) 100 parts by weight Barium stearate 0.5 〃 Barium nonyl phenolate 0.5 〃 Overbased barium dodecyl phenolate carbonate complex 0.5 〃 Zinc stearate 0.4 〃 Zinc-p-tert-butyl benzoate 0.2 〃 2 -(2-chlorobenzoyl)cyclohexanone 0.1 Stabilizing aids and other additives (Table 4)
Claims (1)
ロンチウム、リチウム、カリウム、ナトリウ
ム、亜鉛またはスズの有機金属塩化合物の少な
くとも一種または二種以上と、 (B) 下記一般式 (式中、Rはハロゲン原子で置換されたアリー
ル基を表わす)、 で表わされる有機化合物の少なくとも一種と、を
添加することを特徴とする安定化された塩素含有
樹脂組成物。[Scope of Claims] 1. A chlorine-containing resin containing (A) at least one or more organic metal salt compounds of barium, calcium, magnesium, strontium, lithium, potassium, sodium, zinc or tin, and (B) the following general compounds: formula (In the formula, R represents an aryl group substituted with a halogen atom.) A stabilized chlorine-containing resin composition characterized by adding at least one organic compound represented by the following.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22295182A JPS59113047A (en) | 1982-12-21 | 1982-12-21 | Stabilized chlorine-containing resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22295182A JPS59113047A (en) | 1982-12-21 | 1982-12-21 | Stabilized chlorine-containing resin composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59113047A JPS59113047A (en) | 1984-06-29 |
JPH0158214B2 true JPH0158214B2 (en) | 1989-12-11 |
Family
ID=16790428
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP22295182A Granted JPS59113047A (en) | 1982-12-21 | 1982-12-21 | Stabilized chlorine-containing resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59113047A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04134111U (en) * | 1991-05-30 | 1992-12-14 | 日立プラント建設株式会社 | cable extension equipment |
JPH0539117U (en) * | 1991-10-18 | 1993-05-25 | 日立プラント建設株式会社 | Cable extension fitting |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5145896A (en) * | 1991-09-09 | 1992-09-08 | Shell Oil Company | Process for the reduction of diene polymer hot melt adhesive color |
-
1982
- 1982-12-21 JP JP22295182A patent/JPS59113047A/en active Granted
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04134111U (en) * | 1991-05-30 | 1992-12-14 | 日立プラント建設株式会社 | cable extension equipment |
JPH0539117U (en) * | 1991-10-18 | 1993-05-25 | 日立プラント建設株式会社 | Cable extension fitting |
Also Published As
Publication number | Publication date |
---|---|
JPS59113047A (en) | 1984-06-29 |
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