JPS6234271B2 - - Google Patents
Info
- Publication number
- JPS6234271B2 JPS6234271B2 JP56037463A JP3746381A JPS6234271B2 JP S6234271 B2 JPS6234271 B2 JP S6234271B2 JP 56037463 A JP56037463 A JP 56037463A JP 3746381 A JP3746381 A JP 3746381A JP S6234271 B2 JPS6234271 B2 JP S6234271B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- halogen
- phosphite
- formula
- group
- 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 aliphatic monocarboxylic acid Chemical class 0.000 claims description 27
- 239000002253 acid Substances 0.000 claims description 26
- 239000000203 mixture Chemical group 0.000 claims description 24
- 229910052736 halogen Inorganic materials 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 17
- 150000005846 sugar alcohols Polymers 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 14
- 229920005989 resin Polymers 0.000 claims description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000011342 resin composition Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000003751 zinc Chemical class 0.000 claims description 4
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 description 17
- 239000002184 metal Substances 0.000 description 17
- 229920001577 copolymer Polymers 0.000 description 15
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 9
- 238000009472 formulation Methods 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 230000000087 stabilizing effect Effects 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 5
- 229920006385 Geon Polymers 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 239000004014 plasticizer Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000011701 zinc Substances 0.000 description 5
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 4
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- 231100000252 nontoxic Toxicity 0.000 description 4
- 230000003000 nontoxic effect Effects 0.000 description 4
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 4
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- CKMXAIVXVKGGFM-UHFFFAOYSA-N p-cumic acid Chemical compound CC(C)C1=CC=C(C(O)=O)C=C1 CKMXAIVXVKGGFM-UHFFFAOYSA-N 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 239000003549 soybean oil Substances 0.000 description 4
- 235000012424 soybean oil Nutrition 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 4
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 4
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 4
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910052788 barium Inorganic materials 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
- 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 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 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
- 230000000694 effects Effects 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 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
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 2
- RIZUCYSQUWMQLX-UHFFFAOYSA-N 2,3-dimethylbenzoic acid Chemical compound CC1=CC=CC(C(O)=O)=C1C RIZUCYSQUWMQLX-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- CGMMPMYKMDITEA-UHFFFAOYSA-N 2-ethylbenzoic acid Chemical compound CCC1=CC=CC=C1C(O)=O CGMMPMYKMDITEA-UHFFFAOYSA-N 0.000 description 2
- YSJWNEDBIWZWOI-UHFFFAOYSA-N 2-hydroxy-3,4-dimethylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C(O)=C1C YSJWNEDBIWZWOI-UHFFFAOYSA-N 0.000 description 2
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-hydroxyoctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 2
- GADSJKKDLMALGL-UHFFFAOYSA-N 2-propylbenzoic acid Chemical compound CCCC1=CC=CC=C1C(O)=O GADSJKKDLMALGL-UHFFFAOYSA-N 0.000 description 2
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- YEXOWHQZWLCHHD-UHFFFAOYSA-N 3,5-ditert-butyl-4-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(C)(C)C)=C1O YEXOWHQZWLCHHD-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
- XRHGYUZYPHTUJZ-UHFFFAOYSA-N 4-chlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VBHRLSQLJDHSCO-UHFFFAOYSA-N 5,5-dimethylhexanoic acid Chemical compound CC(C)(C)CCCC(O)=O VBHRLSQLJDHSCO-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 239000005643 Pelargonic acid Substances 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-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
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 229960004050 aminobenzoic acid Drugs 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 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 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
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- SXXILWLQSQDLDL-UHFFFAOYSA-N bis(8-methylnonyl) phenyl phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OC1=CC=CC=C1 SXXILWLQSQDLDL-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 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
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N ortho-butylphenol Natural products CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-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
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 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 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 2
- KQTIIICEAUMSDG-UHFFFAOYSA-N tricarballylic acid Chemical compound OC(=O)CC(C(O)=O)CC(O)=O KQTIIICEAUMSDG-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 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 2
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- 239000003429 antifungal agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003899 bactericide agent Substances 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
- 239000012965 benzophenone Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- NIDNOXCRFUCAKQ-UHFFFAOYSA-N bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2C(O)=O NIDNOXCRFUCAKQ-UHFFFAOYSA-N 0.000 description 1
- BKDVBBSUAGJUBA-UHFFFAOYSA-N bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid Chemical compound C1=CC2C(C(O)=O)C(C(=O)O)C1C(C(O)=O)C2C(O)=O BKDVBBSUAGJUBA-UHFFFAOYSA-N 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- GGAUUQHSCNMCAU-UHFFFAOYSA-N butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)CC(C(O)=O)C(C(O)=O)CC(O)=O GGAUUQHSCNMCAU-UHFFFAOYSA-N 0.000 description 1
- JODNECOOAJMIKX-UHFFFAOYSA-N butane-1,2,3-tricarboxylic acid Chemical compound OC(=O)C(C)C(C(O)=O)CC(O)=O JODNECOOAJMIKX-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- ZJPJECQPVMSILT-UHFFFAOYSA-N chloroethene 3-(2-phenylethenyl)furan-2,5-dione Chemical compound ClC=C.O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 ZJPJECQPVMSILT-UHFFFAOYSA-N 0.000 description 1
- IEJNAGSUKYCWCR-UHFFFAOYSA-N chloroethene;1,1-dichloroethene;ethenyl acetate Chemical compound ClC=C.ClC(Cl)=C.CC(=O)OC=C IEJNAGSUKYCWCR-UHFFFAOYSA-N 0.000 description 1
- VSJDEWYENWWMAV-UHFFFAOYSA-N chloroethene;2-methylprop-2-enoic acid Chemical compound ClC=C.CC(=C)C(O)=O VSJDEWYENWWMAV-UHFFFAOYSA-N 0.000 description 1
- KRGNPJFAKZHQPS-UHFFFAOYSA-N chloroethene;ethene Chemical group C=C.ClC=C KRGNPJFAKZHQPS-UHFFFAOYSA-N 0.000 description 1
- SQNNHEYXAJPPKH-UHFFFAOYSA-N chloroethene;prop-2-enoic acid Chemical compound ClC=C.OC(=O)C=C SQNNHEYXAJPPKH-UHFFFAOYSA-N 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- MCJAGZLVJIEZCQ-UHFFFAOYSA-N dihydroxyphosphanyl dimethyl phosphite Chemical compound COP(OC)OP(O)O MCJAGZLVJIEZCQ-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 1
- XWENCHGJOCJZQO-UHFFFAOYSA-N ethane-1,1,2,2-tetracarboxylic acid Chemical compound OC(=O)C(C(O)=O)C(C(O)=O)C(O)=O XWENCHGJOCJZQO-UHFFFAOYSA-N 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 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 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- 229960000367 inositol Drugs 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 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
- 239000008029 phthalate plasticizer Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920005671 poly(vinyl chloride-propylene) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- JXHDZGPVOXKUSI-UHFFFAOYSA-N propane-1,2,2,3-tetracarboxylic acid Chemical compound OC(=O)CC(C(O)=O)(C(O)=O)CC(O)=O JXHDZGPVOXKUSI-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- QETCXRZOYBKFLO-UHFFFAOYSA-N tetradecane-1,6,7,8,9,14-hexacarboxylic acid Chemical compound OC(=O)CCCCCC(C(O)=O)C(C(O)=O)C(C(O)=O)C(C(O)=O)CCCCCC(O)=O QETCXRZOYBKFLO-UHFFFAOYSA-N 0.000 description 1
- BKFSDYFSRDUZIV-UHFFFAOYSA-N tetradecane-1,6,8,14-tetracarboxylic acid Chemical compound OC(=O)CCCCCCC(C(O)=O)CC(C(O)=O)CCCCCC(O)=O BKFSDYFSRDUZIV-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
- ILLOBGFGKYTZRO-UHFFFAOYSA-N tris(2-ethylhexyl) phosphite Chemical compound CCCCC(CC)COP(OCC(CC)CCCC)OCC(CC)CCCC ILLOBGFGKYTZRO-UHFFFAOYSA-N 0.000 description 1
- JZNDMMGBXUYFNQ-UHFFFAOYSA-N tris(dodecylsulfanyl)phosphane Chemical compound CCCCCCCCCCCCSP(SCCCCCCCCCCCC)SCCCCCCCCCCCC JZNDMMGBXUYFNQ-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- YILJLYLJTNUXPY-UHFFFAOYSA-N tris[2,4-di(butan-2-yl)phenyl] phosphite Chemical compound CCC(C)C1=CC(C(C)CC)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)CC)C(C)CC)OC1=CC=C(C(C)CC)C=C1C(C)CC YILJLYLJTNUXPY-UHFFFAOYSA-N 0.000 description 1
- WRSPWQHUHVRNFV-UHFFFAOYSA-N tris[3,5-di(nonyl)phenyl] phosphite Chemical compound CCCCCCCCCC1=CC(CCCCCCCCC)=CC(OP(OC=2C=C(CCCCCCCCC)C=C(CCCCCCCCC)C=2)OC=2C=C(CCCCCCCCC)C=C(CCCCCCCCC)C=2)=C1 WRSPWQHUHVRNFV-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 229940098697 zinc laurate Drugs 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
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は、熱安定性の優れたハロゲン含有樹脂
組成物に関し、より詳しくは、ハロゲン含有樹脂
に対して、有機酸の金属塩と多価アルコールのカ
ルボン酸部分エステルとβ−ジケトン化合物を添
加してなる長期の熱安定性、熱着色性及び透明性
に優れた安定化されたハロゲン含有樹脂組成物に
関する。
一般にハロゲン含有樹脂は熱および光に対する
安定性に難があり、加熱成形加工を行う際に、主
として脱ハロゲン化水素に起因する熱分解を起し
やすく、このため加工製品の機械的性質の低下、
色調の悪化を生じ、著しい不利益をまねく欠点を
もつている。かかる不利益をさけるために、一種
または数種の熱安定剤を該合成樹脂に添加し加工
工程における劣化を抑制する必要がある。かかる
目的で多くの金属石けんが使用され、熱安定性の
面では、ほぼ満足すべき結果が得られている。
しかしながら、金属石けんのみでは安定剤とし
ての技術的課題を満足させるには充分とはいえな
い。例えばカルシウム、亜鉛、マグネシウムある
いはバリウム等の金属石けんと多価アルコールあ
るいはその多価カルボン酸部分エステル、ジフエ
ニルチオ尿素あるいはトリスノニルフエニルホス
フアイトの組合せは安定化効果が不充分であり実
用に耐え得るものではない。また上記金属石けん
とエポキシ化大豆油との組合せはある程度の熱安
定化効果をもたらすが、硬質配合時に軟化点を低
下させる欠点がある。さらにアミノクロトン酸エ
ステルはハロゲン含有樹脂との相溶性が非常に悪
く、特に懸濁重合によつて得られた塩化ビニル樹
脂に対してはその効果は不充分なものであつた。
さらにまたジベンゾイルメタンのようなβ−ジケ
トン化合物は初期着色を改良するが、長時間にわ
たる安定化効果を有しない。
また成形加工の際においても実用上十分とは言
えない。例をカレンダーロール法にとると、カレ
ンダーロール表面にプレートアウト現象が起り、
成形品の表面の形状を害し、加工能率を著しく低
下させる。かかるプレートアウトなる現象はカレ
ンダーロール法以外の加工工程においても大同小
異認められ、金属石けん類を用いてハロゲン含有
樹脂を安定化する場合の欠点となつている。
本発明者らは、従来の安定剤に附随する上述の
欠点を解決することを目的として長年研究を重ね
た結果、劣化に対して秀れた安定性を有する安定
剤を開発することに成功した。
即ち、本発明は、ハロゲン含有樹脂に、(a)炭素
原子数12〜18の脂肪族モノカルボン酸の亜鉛塩又
は芳香族モノカルボン酸の亜鉛塩、(b)有機モノカ
ルボン酸又はアルキルフエノールのａ族金属
塩、(c)３価以上の多価アルコールと、２乃至６価
の多価カルボン酸又は２乃至６価の多価カルボン
酸と１価カルボン酸の混合酸との部分エステル
で、少なくとも１個の水酸基を含有する化合物又
はその混合物及び(d)次の一般式〔〕で示される
β−ジケトン化合物又はそれらの金属錯塩を添加
して成る安定化されたハロゲン含有樹脂組成物に
関するものである。
（式中R1及びR2は各々水素原子、水酸基、ハロゲ
ン原子、アルキル又はアルコキシ基を示し、R3
はアルキル基、アルケニル基、又は
The present invention relates to a halogen-containing resin composition with excellent thermal stability, and more specifically, to a halogen-containing resin, a metal salt of an organic acid, a carboxylic acid partial ester of a polyhydric alcohol, and a β-diketone compound are added. The present invention relates to a stabilized halogen-containing resin composition that has excellent long-term thermal stability, thermal colorability, and transparency. In general, halogen-containing resins have poor stability against heat and light, and are susceptible to thermal decomposition mainly due to dehydrohalogenation during thermoforming processing, resulting in a decrease in the mechanical properties of processed products.
It has the disadvantage of causing deterioration of color tone and causing significant disadvantages. In order to avoid such disadvantages, it is necessary to add one or more kinds of heat stabilizers to the synthetic resin to suppress deterioration during processing steps. Many metal soaps have been used for this purpose, and generally satisfactory results have been obtained in terms of thermal stability. However, metal soap alone is not sufficient to satisfy the technical challenges as a stabilizer. For example, the combination of metal soaps such as calcium, zinc, magnesium, or barium with polyhydric alcohol or its polycarboxylic acid partial ester, diphenylthiourea, or trisnonylphenyl phosphite has insufficient stabilizing effect and cannot be used in practical use. isn't it. Although the combination of the metal soap and epoxidized soybean oil has a certain degree of heat stabilizing effect, it has the disadvantage of lowering the softening point during hard compounding. Furthermore, aminocrotonic acid esters have very poor compatibility with halogen-containing resins, and their effects are particularly insufficient for vinyl chloride resins obtained by suspension polymerization.
Furthermore, β-diketone compounds such as dibenzoylmethane improve initial coloration, but do not have a long-term stabilizing effect. Moreover, it cannot be said that it is practically sufficient during molding. Taking the calender roll method as an example, a plate-out phenomenon occurs on the calender roll surface.
It damages the surface shape of the molded product and significantly reduces processing efficiency. This phenomenon of plate-out is also observed in processing steps other than the calendar roll method, and is a drawback when using metal soaps to stabilize halogen-containing resins. As a result of many years of research aimed at solving the above-mentioned drawbacks associated with conventional stabilizers, the present inventors succeeded in developing a stabilizer with excellent stability against deterioration. . That is, the present invention provides a halogen-containing resin containing (a) a zinc salt of an aliphatic monocarboxylic acid having 12 to 18 carbon atoms or a zinc salt of an aromatic monocarboxylic acid, (b) an organic monocarboxylic acid or an alkyl phenol. A group a metal salt, (c) a partial ester of a trivalent or higher polyhydric alcohol and a divalent to hexavalent polycarboxylic acid or a mixed acid of a divalent to hexavalent polycarboxylic acid and a monovalent carboxylic acid, Regarding a stabilized halogen-containing resin composition comprising a compound containing at least one hydroxyl group or a mixture thereof and (d) a β-diketone compound represented by the following general formula [] or a metal complex salt thereof. It is. (In the formula, R 1 and R 2 each represent a hydrogen atom, a hydroxyl group, a halogen atom, an alkyl or an alkoxy group, and R 3
is an alkyl group, an alkenyl group, or
【式】
を示し、R4は水素原子、アルキル基、又は
[Formula], R 4 is a hydrogen atom, an alkyl group, or
【式】を示す。）
以下、上記特徴を似てなる本発明の組成物につ
いて詳述する。
本発明において使用する有機モノカルボン酸の
金属塩を構成するカルボン酸の例としては、酢
酸、プロピオン酸、酪酸、吉草酸、カプロン酸、
エナント酸、カプリル酸、ネオオクタン酸、２−
エチルヘキシル酸、ペラルゴン酸、カプリン酸、
ウンデカン酸、ラウリン酸、トリデカン酸、ミリ
スチン酸、パルミチン酸、イソステアリン酸、ス
テアリン酸、２−ヒドロキシステアリン酸、ベヘ
ン酸、モンタン酸、安息香酸、モノクロル安息香
酸、Ｐ−tert−ブチル安息香酸、ジメチルヒドロ
キシ安息香酸、３・５−ジtert−ブチル−４−ヒ
ドロキシ安息香酸、トルイル酸、ジメチル安息香
酸、エチル安息香酸、クミン酸、ｎ−プロピル安
息香酸、アミノ安息香酸、Ｎ・Ｎ−ジメチルアミ
ノ安息香酸、アセトキシ安息香酸、サリチル酸、
Ｐ−tert−オクチルサリチル酸、オレイン酸、エ
ライジン酸、リノール酸、リノレン酸、チオグリ
コール酸、メルカプトプロピオン酸、オクチルメ
ルカプトプロピオン酸などの一価カルボン酸、が
あげられる。また、アルキルフエノールの金属塩
を構成するアルキルフエノール類としては、例え
ばtert−ブチルフエノール、ノニルフエノール、
ジノニルフエノール、シクロヘキシルフエノー
ル、フエニルフエノール、オクチルフエノール、
フエノール、クレゾール、キシレノール、ｎ−ブ
チルフエノール、イソアミルフエノール、エチル
フエノール、イソプロピルフエノール、イソオク
チルフエノール、２−エチルヘキシルフエノー
ル、tert−ノニルフエノール、デシルフエノー
ル、tert−オクチルフエノール、イソヘキシルフ
エノール、オクタデシルフエノール、ジイソブチ
ルフエノール、メチルプロピルフエノール、ジア
ミルフエノール、メチルイソヘキシルフエノー
ル、メチル−ｔ−オクチルフエノールなどがあげ
られる。
また、金属塩を構成する金属の具体例として
は、Zn及びMg、Ca、Sr、Ba等のａ族金属があ
げられる。
本発明に係る上記金属塩(a)及び(b)の添加量は、
それぞれ、樹脂100重量部に対して0.01〜10重量
部、好ましくは0.1〜３重量部である。
本発明において使用する(c)成分の多価アルコー
ルのカルボン酸部分エステルを構成する３価以上
の多価アルコールとしては、例えばトリメチロー
ルエタン、トリメチロールプロパン、グリセリ
ン、２−ヒドロキシメチル−３−メチルブタン−
１・３−ジオール、３−メチルペンタン−１・
３・５−トリオール、トリス−（２−ヒドロキシ
エチル）イソシアヌレート、ヘキサン−１・２・
６−トリオール、２−ヒドロキシメチル−２−メ
チルブタン−１・３−ジオール、２・４−ジメチ
ル−３−ヒドロキシメチルペンタン−２・４−ジ
オール、ペンタエリスリトール、ジグリセリン、
ジトリメチロールエタン、ジトリメチロールプロ
パン、２・２・６・６−テトラメチロールシクロ
ヘキサノール、ジペンタエリスリトール、イノシ
トール、マニトール、ソルビトール、ポリペンタ
エリスリトールなどがあげられる。
１価カルボン酸の例としては、酢酸、プロピオ
ン酸、酪酸、吉草酸、カプロン酸、エナント酸、
カプリル酸、ネオオクタン酸、２−エチルヘキシ
ル酸、ペラルゴン酸、カプリン酸、ウンデカン
酸、ラウリン酸、トリデカン酸、ミリスチン酸、
パルミチン酸、イソステアリン酸、ステアリン
酸、２−ヒドロキシステアリン酸、ベヘン酸、モ
ンタン酸、安息香酸、モノクロル安息香酸、Ｐ−
tert−ブチル安息香酸、ジメチルヒドロキシ安息
香酸、３・５−ジtert−ブチル−４−ヒドロキシ
安息香酸、トルイル酸、ジメチル安息香酸、エチ
ル安息香酸、クミン酸、ｎ−プロピル安息香酸、
アミノ安息香酸、Ｎ・Ｎ−ジメチルアミノ安息香
酸、アセトキシ安息香酸、サリチル酸、Ｐ−tert
−オクチルサリチル酸、オレイン酸、エライジン
酸、リノール酸、リノレン酸、チオグリコール
酸、メルカプトプロピオン酸、オクチルメルカプ
トプロピオン酸などがあげられる。
２乃至６価の多価カルボン酸としては、フタル
酸、イソフタル酸、テレフタル酸、３−メチルフ
タル酸、２−メチルイソフタル酸、オキシフタル
酸、ジオキシフタル酸、アミノフタル酸、アミノ
テレフタル酸、ジアミノフタル酸、３−クロルフ
タル酸、クロルテレフタル酸などの二価カルボン
酸、ヘミメリツト酸、トリメリツト酸、トリメシ
ン酸、メロフアン酸、ピロメリツト酸、メリツト
酸などの芳香族多価カルボン酸、シユウ酸、マロ
ン酸、コハク酸、グルタル酸、アジピン酸、ピメ
リン酸、スベリン酸、アゼライン酸、セバチン
酸、リンゴ酸、マレイン酸、フマール酸、シトラ
コン酸、メサコン酸、イタコン酸、アコニツト
酸、チオジプロピオン酸、酒石酸、イミノジ酢
酸、ブタン−１・２・３−トリカルボン酸、プロ
パン−１・２・３−トリカルボン酸、ブテン−
１・２・３−トリカルボン酸、クエン酸、アセチ
ルクエン酸、ニトリロトリ酢酸、ニトリロトリプ
ロピオン酸、トリス（カルボキシエチル）イソシ
アヌレート、ブタン−１・２・３・４−テトラカ
ルボン酸、ペンタン−１・３・３・５−テトラカ
ルボン酸、１・１・２・２−エタンテトラカルボ
ン酸、１・２・２・３−プロパンテトラカルボン
酸、エチレンジアミンテトラ酢酸、５−ビシクロ
〔２・２・１〕ヘプテン−２・３−ジカルボン
酸、５−ビシクロ〔２・２・２〕オクテン−２・
３−ジカルボン酸、７−ビシクロ〔２・２・２〕
オクテン−２・３・５・６−テトラカルボン酸、
１・６・８・14−テトラデカンテトラカルボン
酸、１・６・７・８・９・14−テトラデカンヘキ
サカルボン酸などの脂肪族多価カルボン酸があげ
られる。
本発明において使用する多価アルコールのカル
ボン酸部分エステル化合物は、上記多価アルコー
ルと上記多価カルボン酸又は上記多価カルボン酸
と上記１価カルボン酸の混合酸を任意の比率で混
合し、通常のエステル化反応により約100〜200℃
で数時間脱水することにより容易に得ることがで
きる。これらの化合物は少くとも１個の水酸基を
含有するものであれば本発明組成物の熱安定性向
上に寄与するが、多価アルコールが本来有してい
る水酸基を全部またはほとんどエステル化したも
のはあまり効果がなく、また水酸基のエステル化
度の低すぎるものは揮発したり、樹脂との相溶性
が劣るなど変性の効果が少ない。またエステル化
度の極端に高いポリエステル型の化合物でもハロ
ゲン含有樹脂との相溶性が悪く、熱安定性及び透
明性が劣る傾向があるので適宜エステル化度を調
節するのが好ましい。水酸基の含有量及びエステ
ル化度を調節することは多価アルコールとカルボ
ン酸のモル比、反応温度及び反応時間を調節する
ことで容易にできる。次の表１に本発明における
多価アルコールのカルボン酸部分エステルの代表
的具体例を示す。[Formula] is shown. ) Hereinafter, the composition of the present invention having similar characteristics as described above will be described in detail. Examples of carboxylic acids constituting the metal salt of organic monocarboxylic acid used in the present invention include acetic acid, propionic acid, butyric acid, valeric acid, caproic acid,
enanthic acid, caprylic acid, neooctanoic acid, 2-
Ethylhexylic acid, pelargonic acid, capric acid,
Undecanoic acid, lauric acid, tridecanoic acid, myristic acid, palmitic acid, isostearic acid, stearic acid, 2-hydroxystearic acid, behenic acid, montanic acid, benzoic acid, monochlorobenzoic acid, P-tert-butylbenzoic acid, dimethyl hydroxy Benzoic acid, 3,5-di-tert-butyl-4-hydroxybenzoic acid, toluic acid, dimethylbenzoic acid, ethylbenzoic acid, cumic acid, n-propylbenzoic acid, aminobenzoic acid, N/N-dimethylaminobenzoic acid , acetoxybenzoic acid, salicylic acid,
Examples include monohydric carboxylic acids such as P-tert-octylsalicylic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, thioglycolic acid, mercaptopropionic acid, and octylmercaptopropionic acid. In addition, examples of the alkylphenols constituting the metal salt of alkylphenol include tert-butylphenol, nonylphenol,
dinonylphenol, cyclohexylphenol, phenylphenol, octylphenol,
Phenol, cresol, xylenol, n-butylphenol, isoamylphenol, ethylphenol, isopropylphenol, isooctylphenol, 2-ethylhexylphenol, tert-nonylphenol, decylphenol, tert-octylphenol, isohexylphenol, octadecylphenol, diisobutyl Examples include phenol, methylpropylphenol, diamylphenol, methylisohexylphenol, and methyl-t-octylphenol. Further, specific examples of metals constituting the metal salt include Zn and group a metals such as Mg, Ca, Sr, and Ba. The amounts of the metal salts (a) and (b) added according to the present invention are:
Each amount is 0.01 to 10 parts by weight, preferably 0.1 to 3 parts by weight, based on 100 parts by weight of the resin. Examples of trivalent or higher polyhydric alcohols constituting the carboxylic acid partial ester of polyhydric alcohol as component (c) used in the present invention include trimethylolethane, trimethylolpropane, glycerin, and 2-hydroxymethyl-3-methylbutane. −
1,3-diol, 3-methylpentane-1.
3,5-triol, tris-(2-hydroxyethyl)isocyanurate, hexane-1,2-
6-triol, 2-hydroxymethyl-2-methylbutane-1,3-diol, 2,4-dimethyl-3-hydroxymethylpentane-2,4-diol, pentaerythritol, diglycerin,
Examples include ditrimethylolethane, ditrimethylolpropane, 2,2,6,6-tetramethylolcyclohexanol, dipentaerythritol, inositol, mannitol, sorbitol, and polypentaerythritol. Examples of monovalent carboxylic acids include acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid,
Caprylic acid, neooctanoic acid, 2-ethylhexylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid,
Palmitic acid, isostearic acid, stearic acid, 2-hydroxystearic acid, behenic acid, montanic acid, benzoic acid, monochlorobenzoic acid, P-
tert-butylbenzoic acid, dimethylhydroxybenzoic acid, 3,5-ditert-butyl-4-hydroxybenzoic acid, toluic acid, dimethylbenzoic acid, ethylbenzoic acid, cumic acid, n-propylbenzoic acid,
Aminobenzoic acid, N/N-dimethylaminobenzoic acid, acetoxybenzoic acid, salicylic acid, P-tert
- Octylsalicylic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, thioglycolic acid, mercaptopropionic acid, octylmercaptopropionic acid and the like. Examples of di- to hexavalent polycarboxylic acids include phthalic acid, isophthalic acid, terephthalic acid, 3-methylphthalic acid, 2-methylisophthalic acid, oxyphthalic acid, dioxyphthalic acid, aminophthalic acid, aminoterephthalic acid, diaminophthalic acid, - Dicarboxylic acids such as chlorphthalic acid and chlorterephthalic acid, aromatic polycarboxylic acids such as hemimellitic acid, trimellitic acid, trimesic acid, merophanoic acid, pyromellitic acid, and mellitic acid, oxalic acid, malonic acid, succinic acid, and glutaric acid. Acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, malic acid, maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, aconitic acid, thiodipropionic acid, tartaric acid, iminodiacetic acid, butane- 1,2,3-tricarboxylic acid, propane-1,2,3-tricarboxylic acid, butene-
1,2,3-tricarboxylic acid, citric acid, acetylcitric acid, nitrilotriacetic acid, nitrilotripropionic acid, tris(carboxyethyl)isocyanurate, butane-1,2,3,4-tetracarboxylic acid, pentane-1,3・3,5-tetracarboxylic acid, 1,1,2,2-ethanetetracarboxylic acid, 1,2,2,3-propanetetracarboxylic acid, ethylenediaminetetraacetic acid, 5-bicyclo[2,2,1]heptene -2,3-dicarboxylic acid, 5-bicyclo[2.2.2]octene-2.
3-dicarboxylic acid, 7-bicyclo[2.2.2]
octene-2,3,5,6-tetracarboxylic acid,
Examples include aliphatic polycarboxylic acids such as 1,6,8,14-tetradecane tetracarboxylic acid and 1,6,7,8,9,14-tetradecane hexacarboxylic acid. The carboxylic acid partial ester compound of polyhydric alcohol used in the present invention is prepared by mixing the above polyhydric alcohol and the above polyhydric carboxylic acid or the mixed acid of the above polyhydric carboxylic acid and the above monohydric carboxylic acid in any ratio, and usually Approximately 100 to 200℃ due to the esterification reaction of
It can be easily obtained by dehydrating for several hours. If these compounds contain at least one hydroxyl group, they contribute to improving the thermal stability of the composition of the present invention, but compounds in which all or most of the hydroxyl groups inherent in the polyhydric alcohol are esterified They are not very effective, and those with too low a degree of esterification of the hydroxyl group will volatilize or have poor compatibility with resins, resulting in little modification effect. Furthermore, even polyester type compounds with an extremely high degree of esterification tend to have poor compatibility with halogen-containing resins and have poor thermal stability and transparency, so it is preferable to adjust the degree of esterification as appropriate. The content of hydroxyl groups and the degree of esterification can be easily adjusted by adjusting the molar ratio of polyhydric alcohol and carboxylic acid, reaction temperature, and reaction time. The following Table 1 shows typical examples of carboxylic acid partial esters of polyhydric alcohols in the present invention.
【表】【table】
【表】
本発明に係る上記多価アルコールのカルボン酸
部分エステル(c)の添加量は樹脂100重量部に対し
て0.005〜10重量部、好ましくは0.01〜５重量部
である。
また、本発明において使用される一般式〔〕
で示されるβ−ジケトン化合物としてはベンゾイ
ル−Ｐ−クロルベンゾイルメタン、ビス（４−メ
チルベンゾイル）メタン、ビス（２−ヒドロキシ
ベンゾイル）メタン、ベンゾイルアセチルメタ
ン、トリベンゾイルメタン、ジアセチルベンゾイ
ルメタン、ステアロイル・ベンゾイルメタン、パ
ルミトイル・ベンゾイルメタン、ラウロイル・ベ
ンゾイルメタン、ジベンゾイルメタン、４−メト
キシベンゾイル・ベンゾイルメタン、ビス（４−
メトキシベンゾイル）メタン、ビス（４−クロル
ベンゾイル）メタン、ビス（３・４−メチレンジ
オキシベンゾイル）メタン、ベンゾイル・アセチ
ル・オクチルメタン、ステアロイル・４−メトキ
シベンゾイルメタン、ビス（４−ｔ−ブチルベン
ゾイル）メタン、ベンゾイル・アセチル・エチル
メタン、ベンゾイル・トリフルオル アセチルメ
タン、４−ｔ−ブチルベンゾイル・ベンゾイルメ
タン、オレイル・ベンゾイルメタン、ベンゾイ
ル・フエニルアセチルメタン、などが挙げられ、
又、これらの金属錯塩を構成する金属としてはリ
チウム、ナトリウム、カリウム、マグネシウム、
カルシウム、ストロンチユム、バリウム、亜鉛な
どを挙げることができる。
上記β−ジケトン化合物又はその金属錯塩(d)の
添加量は、含ハロゲン樹脂100重量部に対して
0.0001〜1.0重量部が好適である。
本発明組成物に更に有機ホスフアイト化合物及
び／またはエポキシ化合物を併用することにより
すぐれた相剰効果を示す。
本発明で使用できる有機ホスフアイト化合物と
しては、ジフエニルデシルホスフアイト、トリフ
エニルホスフアイト、トリス−ノニルフエニルホ
スフアイト、トリデシルホスフアイト、トリス
（２−エチルヘキシル）ホスフアイト、トリブチ
ルホスフアイト、ジラウリルアシドホスフアイ
ト、ジブチルアシドホスフアイト、トリス（ジノ
ニルフエニル）ホスフアイト、トリラウリルトリ
チオホスフアイト、トリラウリルホスフアイト、
ビス（ネオペンチルグリコール）−１・４−シク
ロヘキサンジメチルジホスフアイト、ジステアリ
ルペンタエリスリトールジホスフアイト、ジイソ
デシルペンタエリスリトールジホスフアイト、ジ
フエニルアシドホスフアイト、トリス（ラウリル
−２−チオエチル）ホスフアイト、テトラトリデ
シル−１・１・３−トリス（2′−メチル−5′−第
３ブチル−4′−オキシフエニル）ブタンジホスフ
アイト、テトラ（C12〜C15混合アルキル）−４・
4′−イソプロピリデンジフエニルジホスフアイ
ト、トリス（４−オキシ−２・５−ジ−第３ブチ
ルフエニル）ホスフアイト、トリス（４−オキシ
−３・５−ジ−第３ブチルフエニル）ホスフアイ
ト、２−エチルヘキシルジフエニルホスフアイ
ト、トリス（モノ、ジ混合ノニルフエニル）ホス
フアイト、水素化−４・4′−イソプロピリデンジ
フエノールポリホスフアイト、ジフエニル・ビス
〔４・4′−ｎ−ブチリデンビス（２−第３ブチル
−５−メチルフエノール）〕チオジエタノールジ
ホスフアイト、ビス（オクチルフエニル）・ビス
〔４・4′−ｎ−ブチリデンビス（２−第３ブチル
−５−メチルフエノール）〕−１・６−ヘキサンジ
オールジホスフアイト、フエニル−４・4′−イソ
プロピリデンジフエノール・ペンタエリスリトー
ルジホスフアイト、フエニルジイソデシルホスフ
アイト、テトラトリデシル−４・4′−ｎ−ブチリ
デンビス（２−第３ブチル−５−メチルフエノー
ル）ジホスフアイト、トリス（２・４−ジ−第３
ブチルフエニル）ホスフアイト、などがあげられ
る。
これら有機ホスフアイト化合物の添加量は樹脂
100重量部に対して0.01〜５重量部、好ましくは
0.1〜３重量部である。
本発明で使用しうるエポキシ化合物としては、
エポキシ化大豆油、エポキシ化アマニ油、エポキ
シ化魚油、エポキシ化トール油脂肪酸エステル、
エポキシ化牛脂油、エポキシ化ポリブタジエン、
エポキシステアリン酸メチル、−ブチル、−２エチ
ルヘキシル、−ステアリル、トリス（エポキシプ
ロピル）イソシアヌレート、エポキシ化ヒマシ
油、エポキシ化サフラワー油、エポキシ化アマニ
油脂肪酸ブチル、３−（２−キセノキシ）−１・２
−エポキシプロパン、ビスフエノール−Ａ−ジグ
リシジルエーテル、ビニルシクロヘキセンジエポ
キサイド、ジシクロペンタジエンジエポキサイ
ド、３・４−エポキシシクロヘキシル−６−メチ
ルエポキシシクロヘキサンカルボキシレートなど
があげられる。
これらエポキシ化合物の添加量は樹脂100重量
部に対して0.01〜10重量部、好ましくは0.5〜５
重量部である。
本発明の重合体組成物にはフタール酸エステル
系可塑剤もしくはその他のエステル系可塑剤、又
はポリエステル系可塑剤、燐酸エステル系可塑
剤、塩素系可塑剤、その他の可塑剤などが用途に
応じて適宜使用できる。
本発明の重合体組成物に酸化防止剤を添加する
ことは該重合体組成物の酸化劣化防止性を増大さ
せ得るので、使用目的に応じて適宜使用できる。
これら酸化防止剤には、フエノール系酸化防止
剤、含硫黄化合物などが含まれる。
本発明の重合体組成物に紫外線吸収剤を添加す
るならば、光安定性を向上させ得るので、使用目
的に応じて適宜これらを選択して使用することが
可能である。これらはベンゾフエノン系、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、各種の金属塩又は金属キレート、特
にニツケル又はクロムの塩又はキレート類、トリ
アジン系、ピペリジン系などが包含される。
更に無毒なハロゲンを含有する重合体を得るた
めには、前記の通常用いられる金属石けんのう
ち、無毒なものを選んで用いれば無毒且つ熱安定
性の良好なハロゲンを含有する重合体組成物が得
られる。
その他必要に応じて、例えば架橋剤、顔料、充
填剤、発泡剤、帯電防止剤、防曇剤、プレートア
ウト防止剤、表面処理剤、滑剤、難燃剤、螢光
剤、防黴剤、殺菌剤、金属不活性剤、光劣化剤、
加工助剤、離型剤、補強剤などを包含させること
ができる。
本発明に用いられるハロゲンを含有する重合体
としては次のようなものがある。例えば、ポリ塩
化ビニル、ポリ臭化ビニル、ポリフツ化ビニル、
ポリ塩化ビニリデン、塩素化ポリエチレン、塩素
化ポリプロピレン、臭素化ポリエチレン、塩化ゴ
ム、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−スチレン共重合体、塩化
ビニル−イソブチレン共重合体、塩化ビニル−塩
化ビニリデン共重合体、塩化ビニル−スチレン−
無水マレイン酸三元共重合体、塩化ビニル−スチ
レン−アクリロニトリル共重合体、塩化ビニル−
ブタジエン共重合体、塩化ビニル−イソプレン共
重合体、塩化ビニル−塩素化プロピレン共重合
体、塩化ビニル−塩化ビニリデン−酢酸ビニル三
元共重合体、塩化ビニル−アクリル酸エステル共
重合体、塩化ビニル−マレイン酸エステル共重合
体、塩化ビニル−メタクリル酸エステル共重合
体、塩化ビニル−アクリロニトリル共重合体、内
部可塑化ポリ塩化ビニルなどの含ハロゲン合成樹
脂および上記含ハロゲン樹脂とポリエチレン、ポ
リプロピレン、ポリブテン、ポリ−３−メチルブ
テンなどのα−オレフイン重合体又はエチレン−
酢酸ビニル共重合体、エチレン−プロピレン共重
合体などのポリオレフイン及びこれらの共重合
体、ポリスチレン、アクリル樹脂、スチレンと他
の単量体（例えば無水マレイン酸、ブタジエン、
アクリロニトリルなど）との共重合体、アクリロ
ニトリル−ブタジエン−スチレン共重合体、アク
リル酸エステル−ブタジエン−スチレン共重合
体、メタクリル酸エステル−ブタジエン−スチレ
ン共重合体とのブレンド品などを挙げることがで
きる。
次に示す実施例は本発明によるハロゲン含有樹
脂組成物の効果を示すものであるが、本発明はこ
れらの実施例によつて限定されるものではない。
なお、以下の実施例において初期着色及び熱着色
はハンター比色計による黄色度（％）を示し、透
明性は５段階表示により１が極めて良好、３が普
通、５が極めて劣ることを示す。
実施例 １
本発明組成物の安定化効果をみるために、次の
配合により、混練ロールで厚さ１mmのシートを作
成し、190℃における熱劣化試験及び初期着色の
試験を行なつた。また透明性を視覚的に判定し
た。その結果を次の表２に示す。
＜配合＞
PVC（Geon 103EP8） 100重量部
エポキシ化大豆油 1.0
トリスノニルフエニルホスフアイト 0.3
Ca−ステアレート 1.0
Zn−ステアレート 0.3
ステアロイルベンゾイルメタン 0.05
多価アルコール誘導体（表２） 0.2[Table] The amount of the carboxylic acid partial ester (c) of the polyhydric alcohol according to the present invention added is 0.005 to 10 parts by weight, preferably 0.01 to 5 parts by weight, per 100 parts by weight of the resin. In addition, the general formula used in the present invention []
Examples of β-diketone compounds represented by include benzoyl-P-chlorobenzoylmethane, bis(4-methylbenzoyl)methane, bis(2-hydroxybenzoyl)methane, benzoylacetylmethane, tribenzoylmethane, diacetylbenzoylmethane, and stearoyl benzoyl. Methane, palmitoyl benzoylmethane, lauroyl benzoylmethane, dibenzoylmethane, 4-methoxybenzoyl benzoylmethane, bis(4-
methoxybenzoyl)methane, bis(4-chlorobenzoyl)methane, bis(3,4-methylenedioxybenzoyl)methane, benzoyl acetyl octylmethane, stearoyl 4-methoxybenzoylmethane, bis(4-t-butylbenzoyl) ) Methane, benzoyl acetyl ethylmethane, benzoyl trifluoroacetylmethane, 4-t-butylbenzoyl benzoylmethane, oleyl benzoylmethane, benzoyl phenylacetylmethane, etc.
In addition, the metals constituting these metal complex salts include lithium, sodium, potassium, magnesium,
Examples include calcium, strontium, barium, and zinc. The amount of the β-diketone compound or its metal complex salt (d) added is based on 100 parts by weight of the halogen-containing resin.
0.0001 to 1.0 part by weight is suitable. When the composition of the present invention is further combined with an organic phosphite compound and/or an epoxy compound, an excellent synergistic effect is exhibited. Examples of organic phosphite compounds that can be used in the present invention include diphenyldecyl phosphite, triphenyl phosphite, tris-nonylphenyl phosphite, tridecyl phosphite, tris(2-ethylhexyl) phosphite, tributyl phosphite, and dilauryl acid. Phosphite, dibutyl acid phosphite, tris(dinonylphenyl) phosphite, trilauryl trithiophosphite, trilauryl phosphite,
Bis(neopentyl glycol)-1,4-cyclohexane dimethyl diphosphite, distearyl pentaerythritol diphosphite, diisodecyl pentaerythritol diphosphite, diphenyl acid phosphite, tris(lauryl-2-thioethyl) phosphite, tetratri Decyl-1,1,3-tris(2'-methyl-5'-tert-butyl-4'-oxyphenyl)butane diphosphite, tetra( C12 - C15 mixed alkyl)-4.
4'-isopropylidene diphenyl diphosphite, tris(4-oxy-2,5-di-tert-butylphenyl) phosphite, tris(4-oxy-3,5-di-tert-butylphenyl) phosphite, 2-ethylhexyl Diphenyl phosphite, tris(mono, dimixed nonylphenyl) phosphite, hydrogenated-4,4'-isopropylidene diphenol polyphosphite, diphenyl bis[4,4'-n-butylidene bis(2-tert-butyl- 5-methylphenol)] thiodiethanol diphosphite, bis(octylphenyl) bis[4,4'-n-butylidene bis(2-tert-butyl-5-methylphenol)]-1,6-hexanediol di Phosphite, phenyl-4,4'-isopropylidene diphenol pentaerythritol diphosphite, phenyl diisodecyl phosphite, tetratridecyl-4,4'-n-butylidene bis(2-tert-butyl-5-methylphenol) ) diphosphite, tris(2,4-di-3
butylphenyl) phosphite, etc. The amount of these organic phosphite compounds added is
0.01 to 5 parts by weight per 100 parts by weight, preferably
It is 0.1 to 3 parts by weight. Epoxy compounds that can be used in the present invention include:
Epoxidized soybean oil, epoxidized linseed oil, epoxidized fish oil, epoxidized tall oil fatty acid ester,
Epoxidized tallow oil, epoxidized polybutadiene,
Epoxy methyl stearate, -butyl, -2 ethylhexyl, -stearyl, tris(epoxypropyl) isocyanurate, epoxidized castor oil, epoxidized safflower oil, epoxidized linseed oil fatty acid butyl, 3-(2-xenoxy)-1・2
-epoxypropane, bisphenol-A-diglycidyl ether, vinylcyclohexene diepoxide, dicyclopentadiene diepoxide, 3,4-epoxycyclohexyl-6-methylepoxycyclohexanecarboxylate, and the like. The amount of these epoxy compounds added is 0.01 to 10 parts by weight, preferably 0.5 to 5 parts by weight, per 100 parts by weight of the resin.
Parts by weight. The polymer composition of the present invention may contain a phthalate plasticizer or other ester plasticizer, a polyester plasticizer, a phosphate plasticizer, a chlorine plasticizer, or other plasticizer depending on the purpose. Can be used as appropriate. Adding an antioxidant to the polymer composition of the present invention can increase the oxidative deterioration prevention properties of the polymer composition, so it can be used as appropriate depending on the purpose of use.
These antioxidants include phenolic antioxidants, sulfur-containing compounds, and the like. If an ultraviolet absorber is added to the polymer composition of the present invention, the photostability can be improved, so it is possible to appropriately select and use these depending on the purpose of use. These include benzophenone, benzotriazole, salicylate, substituted acrylonitrile, various metal salts or metal chelates, especially nickel or chromium salts or chelates, triazine, piperidine, and the like. Furthermore, in order to obtain a non-toxic halogen-containing polymer, a non-toxic halogen-containing polymer composition that is non-toxic and has good thermal stability can be obtained by selecting a non-toxic one from among the commonly used metal soaps mentioned above. can get. Others as necessary, such as crosslinking agents, pigments, fillers, foaming agents, antistatic agents, antifogging agents, plate-out prevention agents, surface treatment agents, lubricants, flame retardants, fluorescent agents, antifungal agents, and bactericidal agents. , metal deactivator, photodegrading agent,
Processing aids, mold release agents, reinforcing agents, etc. can be included. Examples of the halogen-containing polymer used in the present invention include the following. For example, polyvinyl chloride, polyvinyl bromide, polyvinyl fluoride,
Polyvinylidene chloride, chlorinated polyethylene, chlorinated polypropylene, brominated polyethylene, chlorinated rubber, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-propylene copolymer, vinyl chloride-styrene copolymer Coalescence, vinyl chloride-isobutylene copolymer, vinyl chloride-vinylidene chloride copolymer, vinyl chloride-styrene-
Maleic anhydride terpolymer, vinyl chloride-styrene-acrylonitrile copolymer, vinyl chloride-
Butadiene copolymer, vinyl chloride-isoprene copolymer, vinyl chloride-chlorinated propylene copolymer, vinyl chloride-vinylidene chloride-vinyl acetate terpolymer, vinyl chloride-acrylic acid ester copolymer, vinyl chloride- Halogen-containing synthetic resins such as maleic acid ester copolymer, vinyl chloride-methacrylic acid ester copolymer, vinyl chloride-acrylonitrile copolymer, internally plasticized polyvinyl chloride, and the above halogen-containing resins and polyethylene, polypropylene, polybutene, polyester, etc. -α-olefin polymers such as 3-methylbutene or ethylene-
Polyolefins and their copolymers such as vinyl acetate copolymers, ethylene-propylene copolymers, polystyrene, acrylic resins, styrene and other monomers (e.g. maleic anhydride, butadiene,
Examples include copolymers with acrylonitrile (such as acrylonitrile), acrylonitrile-butadiene-styrene copolymers, acrylic ester-butadiene-styrene copolymers, and blends with methacrylic ester-butadiene-styrene copolymers. The following examples show the effects of the halogen-containing resin composition according to the present invention, but the present invention is not limited to these examples.
In the following examples, initial coloring and thermal coloring are expressed as yellowness (%) using a Hunter colorimeter, and transparency is expressed in 5 stages, with 1 indicating extremely good, 3 indicating average, and 5 indicating extremely poor. Example 1 In order to examine the stabilizing effect of the composition of the present invention, a sheet with a thickness of 1 mm was prepared using a kneading roll using the following formulation, and a heat deterioration test at 190°C and an initial coloring test were conducted. Transparency was also visually determined. The results are shown in Table 2 below. <Formulation> PVC (Geon 103EP8) 100 parts by weight Epoxidized soybean oil 1.0 Trisnonylphenyl phosphite 0.3 Ca-stearate 1.0 Zn-stearate 0.3 Stearoylbenzoylmethane 0.05 Polyhydric alcohol derivative (Table 2) 0.2
【表】【table】
【表】
実施例 ２
本発明組成物の安定化効果をみるために、次の
配合により、混練ロールで厚さ１mmのシートを作
成し、120℃のギヤーオーブン中での低温熱老化
変色試験を行なつた。安定化効果はシートが黒化
するまでの時間と０、72、144及び216時間後のシ
ートの色調により評価した。その結果を表３に示
す。
＜配合＞
PVC（Geon 103EP：日本ゼオン社製） 50
ABS（Blendex101：宇部サイコン社製） 50
NBR（Ｎ−210S：日本合成ゴム社製） 10
エポキシ化大豆油 10
トリオクチルトリメリテート 10
テトラ（C12〜C15アルキル）ビスフエノールＡ・
ジホスフアイト 1.0
ラウリン酸バリウム 1.5
ラウリン酸亜鉛 0.5
試料 多価アルコール誘導体（表３） 0.3
試料 β−ジケトン化合物（表３） 0.05[Table] Example 2 In order to examine the stabilizing effect of the composition of the present invention, a sheet with a thickness of 1 mm was prepared using a kneading roll using the following formulation, and a low temperature heat aging discoloration test was conducted in a gear oven at 120°C. I did it. The stabilizing effect was evaluated based on the time it took for the sheet to turn black and the color tone of the sheet after 0, 72, 144, and 216 hours. The results are shown in Table 3. <Composition> PVC (Geon 103EP: manufactured by Nippon Zeon Co., Ltd.) 50 ABS (Blendex101: manufactured by Ube Saikon Co., Ltd.) 50 NBR (N-210S: manufactured by Nihon Gosei Rubber Co., Ltd.) 10 Epoxidized soybean oil 10 Trioctyl trimellitate 10 Tetra ( C 12 - C 15 alkyl) bisphenol A.
Diphosphite 1.0 Barium laurate 1.5 Zinc laurate 0.5 Sample Polyhydric alcohol derivative (Table 3) 0.3 Sample β-diketone compound (Table 3) 0.05
【表】【table】
【表】
実施例 ３
本発明組成物の安定化効果をみるために、次の
配合により、混練ロールで厚さ１mmのシートを作
成し、190℃における熱劣化試験及び初期着色の
試験を行なつた。また透明性を視覚的に判定し
た。その結果を次の表４に示す。
＜配合＞
PVC（Geon 103EP） 100重量部
ジオクチルフタレート 50重量部
Ca−ステアレート 1.0
Zn−ステアレート 0.2
フエニルジイソデシルホスフアイト 0.5
ベンゾイルアセトン 0.01
エポキシ化合物（表４） 2.0
多価アルコール誘導体No.5（表１） 0.3[Table] Example 3 In order to examine the stabilizing effect of the composition of the present invention, a sheet with a thickness of 1 mm was prepared using a kneading roll using the following formulation, and a heat deterioration test and an initial coloring test were conducted at 190°C. Ta. Transparency was also visually determined. The results are shown in Table 4 below. <Composition> PVC (Geon 103EP) 100 parts by weight Dioctyl phthalate 50 parts by weight Ca-stearate 1.0 Zn-stearate 0.2 Phenyl diisodecyl phosphite 0.5 Benzoylacetone 0.01 Epoxy compound (Table 4) 2.0 Polyhydric alcohol derivative No.5 ( Table 1) 0.3
【表】
実施例 ４
次の配合により、混練ロールで厚さ１mmのシー
トを作成し190℃における熱安定性を測定した。
その結果を表５に示す。
＜配合＞
PVC（Geon 103EP） 100重量部
DOP 50
ステアリン酸 0.3
トルイル酸Zn 0.3
ジベンゾイルメタン 0.1
ノニルフエノール−Ba塩 0.4
ビスフエノールＡ・ジグリシジルエーテル 0.5
テトラ（C12〜15アルキル）ビスフエノールＡジ
ホスフアイト 0.5
多価アルコール・誘導体（表５） 0.4[Table] Example 4 A sheet with a thickness of 1 mm was prepared using a kneading roll using the following formulation, and its thermal stability at 190°C was measured.
The results are shown in Table 5. <Formulation> PVC (Geon 103EP) 100 parts by weight DOP 50 Stearic acid 0.3 Zn toluic acid 0.3 Dibenzoylmethane 0.1 Nonylphenol-Ba salt 0.4 Bisphenol A diglycidyl ether 0.5 Tetra (C 12-15 alkyl) bisphenol A diphosphite 0.5 Polyhydric alcohol/derivatives (Table 5) 0.4
【表】
実施例 ５
次の配合により、ホスフアイト化合物の種類を
変えて、混練ロールで厚さ１mmのシートを作成し
190℃における熱安定性を測定した。その結果を
表６に示す。
＜配合＞
PVC（Geon 103EP） 100重量部
DOP 50
ステアリン酸 0.3
トルイル酸Zn 0.3
ジベンゾイルメタン 0.1
ノニルフエノール−Ba塩 0.4
多価アルコール誘導体No.1（表１） 0.4
ビスフエノールＡ・ジグリシジルエーテル 0.5
ホスフアイト化合物（表６） 0.5[Table] Example 5 A sheet with a thickness of 1 mm was made using a kneading roll using the following formulation and changing the type of phosphite compound.
Thermal stability was measured at 190°C. The results are shown in Table 6. <Composition> PVC (Geon 103EP) 100 parts by weight DOP 50 Stearic acid 0.3 Zn toluic acid 0.3 Dibenzoylmethane 0.1 Nonylphenol-Ba salt 0.4 Polyhydric alcohol derivative No. 1 (Table 1) 0.4 Bisphenol A diglycidyl ether 0.5 Phosphite compounds (Table 6) 0.5
Claims (1)
脂肪族モノカルボン酸の亜鉛塩又は芳香族モノカ
ルボン酸の亜鉛塩、(b)有機モノカルボン酸又はア
ルキルフエノールのａ族金属塩、(c)３価以上の
多価アルコールと、２乃至６価の多価カルボン酸
又は２乃至６価の多価カルボン酸と１価カルボン
酸の混合酸との部分エステルで、少なくとも１個
の水酸基を含有する化合物又はその混合物及び(d)
次の一般式〔〕で示されるβ−ジケトン化合物
又はこれらの金属錯塩を添加して成る安定化され
たハロゲン含有樹脂組成物。 （式中R1及びR2は各々水素原子、水酸基、ハロゲ
ン原子、アルキル又はアルコキシ基を示し、R3
はアルキル基、アルケニル基、又は【式】 を示し、R4は水素原子、アルキル基、又は
【式】を示す。）[Scope of Claims] 1. A halogen-containing resin containing (a) a zinc salt of an aliphatic monocarboxylic acid having 12 to 18 carbon atoms or a zinc salt of an aromatic monocarboxylic acid, (b) an organic monocarboxylic acid or an alkylphenol. (c) a partial ester of a trivalent or higher polyhydric alcohol and a divalent to hexavalent polycarboxylic acid or a mixed acid of a divalent to hexavalent polycarboxylic acid and a monovalent carboxylic acid; , a compound containing at least one hydroxyl group or a mixture thereof, and (d)
A stabilized halogen-containing resin composition comprising a β-diketone compound represented by the following general formula [] or a metal complex salt thereof. (In the formula, R 1 and R 2 each represent a hydrogen atom, a hydroxyl group, a halogen atom, an alkyl or an alkoxy group, and R 3
represents an alkyl group, an alkenyl group, or [Formula], and R 4 represents a hydrogen atom, an alkyl group, or [Formula]. )
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3746381A JPS57151635A (en) | 1981-03-16 | 1981-03-16 | Halogen-containing resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3746381A JPS57151635A (en) | 1981-03-16 | 1981-03-16 | Halogen-containing resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57151635A JPS57151635A (en) | 1982-09-18 |
| JPS6234271B2 true JPS6234271B2 (en) | 1987-07-25 |
Family
ID=12498212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3746381A Granted JPS57151635A (en) | 1981-03-16 | 1981-03-16 | Halogen-containing resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57151635A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59105043A (en) * | 1982-12-08 | 1984-06-18 | Dainippon Ink & Chem Inc | Liquid stabilizer for halogen-containing resin |
| US4584241A (en) * | 1984-04-06 | 1986-04-22 | At&T Technologies | Stabilization of PVC bodies |
| JPH0745605B2 (en) * | 1987-03-23 | 1995-05-17 | 信越化学工業株式会社 | Vinyl chloride resin composition with improved transparency |
| DE68927302T2 (en) * | 1988-03-01 | 1997-03-06 | Witco Corp | Improvement of the stability at moderate temperatures of automotive molded parts made of polyvinyl chloride compositions |
| FR2645163B1 (en) * | 1989-04-04 | 1993-06-11 | Rhone Poulenc Chimie | PROCESS FOR STABILIZING HALOGENATED POLYMERS |
| FR2907458A1 (en) * | 2006-10-24 | 2008-04-25 | Rhodia Recherches & Tech | Organopolysiloxane composition, able to form a thermally stable elastomer by crosslinking, comprises a thermal stabilizer i.e. an iron complex comprising a beta-diketonate ligand |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5214648A (en) * | 1975-07-26 | 1977-02-03 | Adeka Argus Chem Co Ltd | Halogen-containing resin composition |
| JPS533442A (en) * | 1976-06-28 | 1978-01-13 | Rhone Poulenc Ind | Composition based on thermally stabilized polyvinyl chloride polymer |
| FR2371480A1 (en) * | 1976-11-17 | 1978-06-16 | Neynaber Chemie Gmbh | STABILIZER-LUBRICANT SYSTEM CONTAINING LEAD COMPOUNDS, FOR POLYVINYL CHLORIDE BASED MOLDING MATERIALS |
| JPS54129045A (en) * | 1977-10-06 | 1979-10-06 | Ajinomoto Co Inc | Stabilizde halogen-containing resin composition |
| JPS6121494A (en) * | 1984-07-06 | 1986-01-30 | 松下冷機株式会社 | Corrosion-resistant method of copper-aluminum pipe joining section |
-
1981
- 1981-03-16 JP JP3746381A patent/JPS57151635A/en active Granted
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5214648A (en) * | 1975-07-26 | 1977-02-03 | Adeka Argus Chem Co Ltd | Halogen-containing resin composition |
| JPS533442A (en) * | 1976-06-28 | 1978-01-13 | Rhone Poulenc Ind | Composition based on thermally stabilized polyvinyl chloride polymer |
| FR2371480A1 (en) * | 1976-11-17 | 1978-06-16 | Neynaber Chemie Gmbh | STABILIZER-LUBRICANT SYSTEM CONTAINING LEAD COMPOUNDS, FOR POLYVINYL CHLORIDE BASED MOLDING MATERIALS |
| JPS54129045A (en) * | 1977-10-06 | 1979-10-06 | Ajinomoto Co Inc | Stabilizde halogen-containing resin composition |
| JPS6121494A (en) * | 1984-07-06 | 1986-01-30 | 松下冷機株式会社 | Corrosion-resistant method of copper-aluminum pipe joining section |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57151635A (en) | 1982-09-18 |
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