JPH02169649A - Stabilized halogenated resin composition - Google Patents
Stabilized halogenated resin compositionInfo
- Publication number
- JPH02169649A JPH02169649A JP32199688A JP32199688A JPH02169649A JP H02169649 A JPH02169649 A JP H02169649A JP 32199688 A JP32199688 A JP 32199688A JP 32199688 A JP32199688 A JP 32199688A JP H02169649 A JPH02169649 A JP H02169649A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- halogen
- containing resin
- oxyacid
- resin composition
- 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.)
- Pending
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 29
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 48
- 150000002367 halogens Chemical class 0.000 claims abstract description 48
- 229920005989 resin Polymers 0.000 claims abstract description 35
- 239000011347 resin Substances 0.000 claims abstract description 35
- 239000003381 stabilizer Substances 0.000 claims abstract description 12
- 229910052718 tin Inorganic materials 0.000 claims abstract description 7
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 5
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 4
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 4
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 4
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 4
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 4
- 229910052712 strontium Inorganic materials 0.000 claims abstract description 4
- 239000002253 acid Substances 0.000 claims description 41
- -1 salt compounds Chemical class 0.000 claims description 37
- 229910052751 metal Inorganic materials 0.000 claims description 16
- 239000002184 metal Substances 0.000 claims description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 8
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052787 antimony Inorganic materials 0.000 claims description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052684 Cerium Inorganic materials 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract description 18
- 239000000203 mixture Substances 0.000 abstract description 16
- 230000000694 effects Effects 0.000 abstract description 3
- 238000003878 thermal aging Methods 0.000 abstract 2
- 125000002524 organometallic group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 description 18
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 15
- 239000007983 Tris buffer Substances 0.000 description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- 239000004014 plasticizer Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 229920002554 vinyl polymer Polymers 0.000 description 9
- 229920005830 Polyurethane Foam Polymers 0.000 description 8
- 230000006866 deterioration Effects 0.000 description 8
- 239000011496 polyurethane foam Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 6
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 6
- 230000032683 aging Effects 0.000 description 6
- 235000013877 carbamide Nutrition 0.000 description 6
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 6
- 238000005338 heat storage Methods 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 150000007524 organic acids Chemical class 0.000 description 6
- 239000004202 carbamide Substances 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- 229920002635 polyurethane Polymers 0.000 description 5
- 239000004814 polyurethane Substances 0.000 description 5
- 239000003981 vehicle Substances 0.000 description 5
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Chemical class 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 230000003679 aging effect Effects 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- BHIIOLWIZLICII-UHFFFAOYSA-N 2-butyl-5-methylphenol Chemical compound CCCCC1=CC=C(C)C=C1O BHIIOLWIZLICII-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-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
- 150000001412 amines Chemical class 0.000 description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 150000003949 imides Chemical class 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 235000005985 organic acids Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- KCOYHFNCTWXETP-UHFFFAOYSA-N (carbamothioylamino)thiourea Chemical compound NC(=S)NNC(N)=S KCOYHFNCTWXETP-UHFFFAOYSA-N 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-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
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 2
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VMAQYKGITHDWKL-UHFFFAOYSA-N 5-methylimidazolidine-2,4-dione Chemical compound CC1NC(=O)NC1=O VMAQYKGITHDWKL-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000004709 Chlorinated polyethylene 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
- FULZLIGZKMKICU-UHFFFAOYSA-N N-phenylthiourea Chemical compound NC(=S)NC1=CC=CC=C1 FULZLIGZKMKICU-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 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
- 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
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- HIMXGTXNXJYFGB-UHFFFAOYSA-N alloxan Chemical compound O=C1NC(=O)C(=O)C(=O)N1 HIMXGTXNXJYFGB-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N antipyrene Natural products C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 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
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000006356 dehydrogenation reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 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
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-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
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229940049920 malate Drugs 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 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
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- CKMXAIVXVKGGFM-UHFFFAOYSA-N p-cumic acid Chemical compound CC(C)C1=CC=C(C(O)=O)C=C1 CKMXAIVXVKGGFM-UHFFFAOYSA-N 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- 150000002989 phenols Chemical class 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
- 229920000573 polyethylene Polymers 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
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920006027 ternary co-polymer Polymers 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 150000003606 tin compounds Chemical class 0.000 description 2
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-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
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- RLWTZURPSVMYGG-UHFFFAOYSA-N (6-methoxy-4-methylpyridin-3-yl)boronic acid Chemical compound COC1=CC(C)=C(B(O)O)C=N1 RLWTZURPSVMYGG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
- 229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 1
- XDSXQYLETRMUPE-UHFFFAOYSA-N 1,1-dioctadecylurea Chemical compound CCCCCCCCCCCCCCCCCCN(C(N)=O)CCCCCCCCCCCCCCCCCC XDSXQYLETRMUPE-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
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- IRFPIPNMASANJY-UHFFFAOYSA-L dimethyltin(2+);2-(6-methylheptoxy)-2-oxoethanethiolate Chemical compound CC(C)CCCCCOC(=O)CS[Sn](C)(C)SCC(=O)OCCCCCC(C)C IRFPIPNMASANJY-UHFFFAOYSA-L 0.000 description 1
- MODMQTQULUIZQZ-UHFFFAOYSA-L dimethyltin(2+);2-(6-methylheptylsulfanyl)propanoate Chemical compound C[Sn+2]C.CC(C)CCCCCSC(C)C([O-])=O.CC(C)CCCCCSC(C)C([O-])=O MODMQTQULUIZQZ-UHFFFAOYSA-L 0.000 description 1
- RFAIKXASDCRKEP-UHFFFAOYSA-N dioctyl(sulfanylidene)tin Chemical compound CCCCCCCC[Sn](=S)CCCCCCCC RFAIKXASDCRKEP-UHFFFAOYSA-N 0.000 description 1
- VXGIVDFKZKMKQO-UHFFFAOYSA-L dioctyltin isooctylthioglycolate Chemical compound CCCCC(CC)COC(=O)CS[Sn](CCCCCCCC)(CCCCCCCC)SCC(=O)OCC(CC)CCCC VXGIVDFKZKMKQO-UHFFFAOYSA-L 0.000 description 1
- SNZAWIWMBQMVSB-BGSQTJHASA-L dioctyltin(2+);(z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC SNZAWIWMBQMVSB-BGSQTJHASA-L 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000011156 evaluation Methods 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
- 239000012530 fluid Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- NJSFVZMHKQOAQY-UHFFFAOYSA-N formaldehyde;methanamine;phenol Chemical compound NC.O=C.OC1=CC=CC=C1 NJSFVZMHKQOAQY-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 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
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 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
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910052914 metal silicate Inorganic materials 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
- CSHCPECZJIEGJF-UHFFFAOYSA-N methyltin Chemical compound [Sn]C CSHCPECZJIEGJF-UHFFFAOYSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 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
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- MADOXCFISYCULS-UHFFFAOYSA-N octyl 2-sulfanylacetate Chemical compound CCCCCCCCOC(=O)CS MADOXCFISYCULS-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- LLYCMZGLHLKPPU-UHFFFAOYSA-N perbromic acid Chemical compound OBr(=O)(=O)=O LLYCMZGLHLKPPU-UHFFFAOYSA-N 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-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
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 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 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 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
- 239000003784 tall oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 150000007979 thiazole derivatives Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 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
- 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
- 229940035893 uracil Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 150000003751 zinc 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
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、安定化されたハロゲン含有樹脂組成物に関す
る。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to stabilized halogen-containing resin compositions.
詳しくは本発明は、ハロゲン含有樹脂にハロゲン酸素e
IRを添加し、更にリチウム、ナトリウム。Specifically, the present invention provides a method for adding halogen oxygen e to a halogen-containing resin.
Add IR, and then add lithium and sodium.
カリウム、カルシウム、マグネシウム、ストaンチウム
、バリウム、アルミニウム、亜鉛、スズ。Potassium, calcium, magnesium, strontium, barium, aluminum, zinc, tin.
アンチモン、マンガン、セリクム、鋼、ニッケル。antimony, manganese, sericum, steel, nickel.
コバルトの有機金属塩化合物の一攬以上又はポリビニル
アルコールを併用してなる。高嵩での熱安定性及び長時
間の低温蓄熱に対して優れ九着色防止効果を有すること
を特徴とする安定化されたハロゲン含有樹脂組成物に関
する。It is made by using at least one cobalt organometallic salt compound or polyvinyl alcohol. The present invention relates to a stabilized halogen-containing resin composition characterized by excellent thermal stability in high bulk and long-term low-temperature heat storage, and an effect of preventing discoloration.
〔従来の技術及び発明が解決しようとする課電〕ハcl
rン含有樹脂は、元来熱的に不安定な樹脂で、成形加工
時の加熱や使用時の太陽光線による成形品の表面温度上
昇等により主として分子鎖内で脱ハa/fン化水素に起
因する分解反応を起こし易く、この之めに成型品の色調
の悪化2機械的性質の低下がみられる。[Electrical charging to be solved by conventional technology and invention] Hcl
R-containing resins are inherently thermally unstable resins, and dehydrogenation and dehydrogenation occur mainly within the molecular chain due to heating during molding processing and an increase in the surface temperature of the molded product due to sunlight during use. It is easy to cause decomposition reactions due to this, and as a result, the color tone of the molded product deteriorates and the mechanical properties deteriorate.
従来よりsかかる欠点を除くために、各種の有機酸金属
塩、有機錫化合物、エポ中シ化合物、有機亜リン酸エス
テル等の安定剤を単独もしくは数種組み合わせて、該へ
ロrン含有樹脂に添加し、成形加工時や成型品の使用時
における熱劣化の改善が行なわれている。Conventionally, in order to eliminate such drawbacks, stabilizers such as various organic acid metal salts, organic tin compounds, epoxy compounds, and organic phosphite esters are used singly or in combination of several kinds to stabilize the heron-containing resin. It is added to improve thermal deterioration during molding and use of molded products.
これら各種の従来公知の安定剤添加により安定化された
該ハロゲン含有樹脂組成物は、優れた性能を有し、しか
も可塑剤等の添加によって市場における多岐に及ぶ要求
品質に十分対応できる成型品を提供しており、極めて有
用な材料である。近年かかる該ハロゲン含有樹脂組成物
からなる成型品は自動車等の車輌内装用部品に多用され
るようになシ、更に、車輌の軽量化などの目的で使用範
囲が拡大されてきている。The halogen-containing resin compositions stabilized by the addition of various conventionally known stabilizers have excellent performance, and by adding plasticizers, etc., molded products can be produced that can fully meet the wide variety of quality requirements in the market. It is an extremely useful material. In recent years, molded products made from such halogen-containing resin compositions have come to be frequently used in interior parts of vehicles such as automobiles, and the range of use has also been expanded for the purpose of reducing the weight of vehicles.
このような該ハロゲン含有、樹脂組成物からなる車輌内
装用部品の成型品は反発弾性風合いなど全史に改善する
目的で、ポリウレタンフォームを裏面に接着ま九は内部
に注入する方法が多く採用されている。また近年では粉
末で一体成型を行なう・奢ウダースラッシュ成型加工法
が普及してきておシ、金型温度、約220〜250℃と
非常に高温での熱安定性が要求されている。このような
車輌内装用部品の成形品は、その用途及び目的によって
は70℃から最高140℃の比較的低温で、しかも長時
間に亘りて熱にさらされるなどの厳しい使用条件に耐え
る性能も要求されている。このような長時間に及ぶ低温
蓄熱などの熱履歴に対して、ポリウレタンフォームに接
着もしくはポリウレタンフォームを内部に注入し几該ハ
ロゲン含有樹脂組成物からなる車輌内装用部品の成型品
は機械的性質の低下及び色調の悪化をき几す等着るしい
不利益をまねくことになる。この機械的性質の低下及び
色調の悪化は、併用する該ポリウレタンフォーム中に残
存もしくは該ポリウレタンフォームが熱により分解し九
アiン化合物、イはドま几はシアン化合物などが該ハロ
ryき有樹脂組成物からなる成型品層に移行して、該ノ
、 o fン含有樹脂組成物の蓄熱劣化を更に促進して
いるものと推察される。For the purpose of improving the overall feel of molded vehicle interior parts made of such halogen-containing resin compositions, such as rebound resilience, many methods have been adopted in which polyurethane foam is bonded to the back surface or injected inside. ing. In addition, in recent years, the Ouda Slash molding process, in which powder is integrally molded, has become popular, and thermal stability at very high mold temperatures of about 220 to 250°C is required. Molded products for vehicle interior parts are required to withstand severe usage conditions, such as being exposed to heat for long periods of time at relatively low temperatures ranging from 70°C to a maximum of 140°C, depending on the use and purpose. has been done. In response to such thermal history such as low-temperature heat storage over a long period of time, molded parts for vehicle interior parts made of halogen-containing resin compositions are made by adhering to polyurethane foam or injecting polyurethane foam into the interior. This will cause disadvantages to the wearer, such as deterioration of the color and deterioration of the color tone. This decrease in mechanical properties and deterioration of color tone may be caused by the presence of halogen compounds, cyanide compounds, etc. that remain in the polyurethane foam used in combination or that the polyurethane foam decomposes due to heat. It is surmised that this transfers to the molded product layer made of the resin composition, further accelerating heat storage deterioration of the o f -containing resin composition.
従来公知のかかる目的で使用される安定剤は末だ該ハロ
ゲン含有樹脂組成物の安定化効果は十分なものとは云え
ず、また有機金属塩化合物のうち、特にカドはラム塩及
び鉛塩はその毒性上の問題が大きく、安定剤としての使
用が著しく制限されている。The stabilizing effect of the halogen-containing resin composition cannot be said to be sufficient for conventionally known stabilizers used for such purposes, and among organic metal salt compounds, rum salt and lead salt are particularly Its use as a stabilizer is severely limited due to its toxicity.
近年、かかる目的で該へロダン含有樹脂の安定剤として
、過塩素酸に代表されるノSロrン酸索酸の金属塩が各
種提案されている。例示すると特開昭59−18424
0号公報、特開昭61−34042号公報にはへロrン
酸素酸の金属塩を単独もしくは有機酸の亜鉛塩及びゼオ
ライト結晶構造を有するアルミノケイ酸塩との併用を、
特開昭61−78874号公報には過塩素酸処理珪酸金
属塩の添加を、また、特開昭62−39652号公報に
は軟質用途として過塩素酸金属塩とヒンダードアミン化
合物との併用が提案されている。しかしながら、これら
のへロr7酸累酸の金属塩は、成型加工時の着色及び成
型品使用の際に70〜140℃の温度雰囲気中に連続的
にされた場合の熱的劣化(以下、低温老化性と称す)の
改良が認められ注目に値するが、末だ満足し友性能が得
られておらず、更に長期の熱安定性、及び低温老化性の
向上が市場で要望されている。In recent years, various metal salts of chloric acids, typified by perchloric acid, have been proposed as stabilizers for the herodane-containing resins for this purpose. For example, JP-A-59-18424
No. 0 and JP-A No. 61-34042 disclose the use of a metal salt of heron oxyacid alone or in combination with a zinc salt of an organic acid and an aluminosilicate having a zeolite crystal structure.
JP-A No. 61-78874 proposes the addition of a metal silicate treated with perchlorate, and JP-A No. 62-39652 proposes the combination of a metal perchlorate and a hindered amine compound for soft applications. ing. However, these metal salts of hero-R7 acid complex are subject to thermal deterioration (hereinafter referred to as low-temperature Although it is noteworthy that improvements in aging properties (referred to as aging properties) have been observed, the results are still unsatisfactory and the performance has not yet been achieved, and there is a demand in the market for further improvements in long-term thermal stability and low-temperature aging properties.
〔課W11を解決するための手段〕
本発明者らは、かかる現状に鑑み鋭意研究を重ね次結果
、高温での熱安定及び70℃〜140℃下の比較的長時
間に亘る低温での蓄熱劣化防止に優れる安定化され次ハ
ロゲン含有樹脂組成物を見い出し本発明に到達し友もの
である。[Means for solving Section W11] In view of the current situation, the present inventors have conducted extensive research and have found that thermal stability at high temperatures and heat storage at low temperatures of 70°C to 140°C for a relatively long period of time have been achieved. The present invention has been achieved by discovering a stabilized halogen-containing resin composition that is excellent in preventing deterioration.
すなわち1本発明はハロゲン酸素酸を0.0rン含有樹
脂に710rン酸素酸を添加してなるノ5o)fン含有
樹脂組成物、又、へロr:/含有樹脂にハロゲン酸素酸
及び有機金属塩化合物の一種以上を添加してなるノ%
a fン含有樹脂組成物、更に又、ハロゲン含有樹脂に
710グン酸素酸及びIリピニルアルコールを添加して
なるハロゲン含有樹脂組成物を提供するものである。That is, the present invention provides a resin composition containing a halogen oxyacid and an organic oxyacid, which is obtained by adding 710rn oxyacid to a resin containing 0.0rn halogen oxyacid, and a resin composition containing a halogen oxyacid and an organic % made by adding one or more metal salt compounds
The present invention provides a halogen-containing resin composition, and a halogen-containing resin composition obtained by adding 710 g of oxygen acid and I lipinyl alcohol to a halogen-containing resin.
以下に、本発明の安定化され九ノ為口rン含有樹脂組成
物について詳述する。本発明で用いられるハロゲン含有
樹脂としては、例えばポリ塩化・ビニル、ポリ臭化ビニ
ル、ポリフッ化ビニル、ポリ塩化ビニリデン、塩素化ポ
リエチレン、塩素化/ IJプロピレン、臭素化ポリエ
チレン、塩化コ9ム、塩化ビニルー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−fo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−7’a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−1タジ工ン
共重合体、塩化ビニルーイソグレン共重合体、塩化ビニ
ル−塩素化7”oピレン共重合体、塩化ビニル−アクリ
ル酸エステル共重合体、塩化ビニル−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31合
体、[化ビニル−マレイン酸エステル共重合体、塩化ビ
ニル−スチレン−アクリロニトリル三元共重合体、塩化
ビニル−スチレン−無水!レイン酸三元共重合体、塩化
ビニル−ポリウレタン共重合体、塩化ビニル−塩化ピ=
yデy−酢酸ビニル三元共重合体、内部可塑化ポリ塩化
ビニルなどを挙げることができる。In the following, the stabilized resin composition containing Kunotamekurin of the present invention will be described in detail. Examples of the halogen-containing resin used in the present invention include polyvinyl chloride, polyvinyl bromide, polyvinyl fluoride, polyvinylidene chloride, chlorinated polyethylene, chlorinated/IJ propylene, brominated polyethylene, cobalt chloride, and chlorinated polyethylene. Vinyl-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-fopyrene copolymer, vinyl chloride-styrene copolymer, vinyl chloride-7'a pyrene copolymer, vinyl chloride-styrene copolymer , vinyl chloride-isobutylene copolymer, vinyl chloride-vinylidene chloride copolymer, vinyl chloride-1-tadiene copolymer, vinyl chloride-isogrene copolymer, vinyl chloride-chlorinated 7"o pyrene copolymer , vinyl chloride-acrylic acid ester copolymer, vinyl chloride-methacrylic acid ester copolymer, vinyl chloride-acrylonitrile co-31 copolymer, vinyl chloride-maleic acid ester copolymer, vinyl chloride-styrene-acrylonitrile ternary copolymer Coalescence, vinyl chloride-styrene-anhydride!leic acid ternary copolymer, vinyl chloride-polyurethane copolymer, vinyl chloride-pyrochloride
Examples include y-vinyl acetate terpolymer and internally plasticized polyvinyl chloride.
また上記のハロゲン含有樹脂と、ポリエチレン。Also, the above halogen-containing resin and polyethylene.
Iリデロピレソ、ボリツテン、4リー3−メチルブテン
、エチレン−酢酸ビニル共重合体、エチレンーグロピレ
ン共重合体等のポリオレフィン及びこれらの共重合体、
/ IJスチレン、アクリル樹脂。Polyolefins such as I-rideropyreso, boritutene, 4-3-methylbutene, ethylene-vinyl acetate copolymer, ethylene-glopyrene copolymer and copolymers thereof,
/ IJ styrene, acrylic resin.
スチレン−無水マレイン酸共重合体、スチレン−ゲタジ
エン共重合体、スチレン−アクリロニトリル共重合体、
アクリロニトリル−ブタジェン−スチレン三元共重合体
、アクリル酸エステル−ゲタジエン−スチレン共重合体
、メタクリル酸エステル−ブタジェン−スチレン共重合
体などとのブレンド物等を挙げることができる。Styrene-maleic anhydride copolymer, styrene-getadiene copolymer, styrene-acrylonitrile copolymer,
Examples include blends with acrylonitrile-butadiene-styrene terpolymer, acrylic ester-getadiene-styrene copolymer, methacrylic ester-butadiene-styrene copolymer, and the like.
本発明で用いられるハロゲン酸素酸としては。The halogen oxyacid used in the present invention includes:
過塩素酸、過臭素酸、過沃素酸等が挙げられ、過塩素酸
が好ましい。かかるハロゲン酸素酸の添加量はハロゲン
含有樹脂100重量部に対して、好ましくは0.01〜
50重量部、よシ好ましぐは0.05〜5x量部である
。尚、かかるハロゲン酸素mを予め少量のハロゲン含有
樹脂に均一に混合し、それをハロゲン含有樹脂に添加す
るのが、最終的に得られる樹脂組成物の着色度合を小さ
くできるので好”ましい。Examples include perchloric acid, perbromic acid, and periodic acid, with perchloric acid being preferred. The amount of the halogen oxygen acid added is preferably 0.01 to 100 parts by weight of the halogen-containing resin.
50 parts by weight, preferably 0.05-5x parts by weight. It is preferable to uniformly mix the halogen oxygen m into a small amount of the halogen-containing resin in advance and add it to the halogen-containing resin, since this can reduce the degree of coloring of the resin composition finally obtained.
本発明の樹脂組成物には、ハロゲン酸素酸に加えてハロ
ゲン酸素R素酸の分散性を高め、組成物の耐熱老化性を
向上せしめる目的でリチウム、ナトリウム、カリウム、
カルシウム、マグネシウム、ストロンチウム、バリウム
、アルミニウム、亜鉛、スズ、アンチモン、マンガン、
セリウム、銅、ニッケル、コバルトの有機金属塩化合物
の一種以上を添加することができる。かかる有機金属塩
化合物としては、有機酸の金属塩または有機錫化合物等
が挙げられる。上記の有機酸の金属塩を構成する有機酸
としては、カルボン酸、フェノール類等が有用である。In addition to the halogen oxygen acid, the resin composition of the present invention contains lithium, sodium, potassium,
Calcium, magnesium, strontium, barium, aluminum, zinc, tin, antimony, manganese,
One or more organic metal salt compounds of cerium, copper, nickel, and cobalt can be added. Examples of such organic metal salt compounds include metal salts of organic acids and organic tin compounds. Carboxylic acids, phenols, and the like are useful as the organic acids constituting the metal salts of the organic acids mentioned above.
カルメン酸の例としては、酢酸、プロピオン酸、酪酸、
吉草酸、カブロン酸、二ナンド酸、カグリル酸、ネオオ
クタン酸、2−エチルヘキシ/L/酸、(マレイン酸、
カブリン酸、クンデカン酸、ラウリン酸、トリデカン〜
、iリスチン酸、〕9ルミチン酸、ステアリン酸、イソ
ステアリン酸、 1,2ヒドロキシステアリン酸、ヘ
ヘym。Examples of carmenic acids include acetic acid, propionic acid, butyric acid,
Valeric acid, cabroic acid, dinandoic acid, calylic acid, neooctanoic acid, 2-ethylhexy/L/acid, (maleic acid,
Cabric acid, Kundecanoic acid, Lauric acid, Tridecane~
, i listic acid, ] 9 rumitic acid, stearic acid, isostearic acid, 1,2 hydroxystearic acid, hehym.
モンタン酸、安息香酸、モノクロル安息香酸、p−をブ
チル安息香酸、ジメチルヒドロキシ安息香酸、3.5−
シーをブチル−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−グ
ロビル安息香酸、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
−を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、リルン酸、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々どの
モノカルゲン酸、シュウ酸、マロン酸、コハク酸、グル
タル酸、アジピ/酸、ピ、! 177酸、スペリン酸、
アゼライン酸、七ノ量チン酸、フタル酸、イソフタル酸
、テレフタル酸、オキシフタル酸、クロルフタル酸、ア
ミノフタル酸、マレイン酸、フマル酸、シトラコン酸、
メサコン酸、・イタコン酸、アコニット酸、チオノプロ
ピオン酸などのジカルゼン酸のモノエステルまたはモノ
アマイト化合物、ヘミメリット酸、メロファン酸、ピロ
メリット酸などの三価または四価カルぎン酸のジまたは
トリエステル化合物が挙げられる。Montanic acid, benzoic acid, monochlorobenzoic acid, p-butylbenzoic acid, dimethylhydroxybenzoic acid, 3.5-
Butyl-4-hydroxybenzoic acid, toluic acid,
Dimethylbenzoic acid, ethylbenzoic acid, cumic acid, n-globilbenzoic acid, aminobenzoic acid, N,N-dimethylaminobenzoic acid, acetoxybenzoic acid, salicylic acid, p
- Octylsalicylic acid, oleic acid, elaidic acid,
Linoleic acid, lylunic acid, thioglycolic acid, mercaptopropionic acid, octylmercaptopropionic acid, monocargenic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic/acid, pi,! 177 acid, speric acid,
Azelaic acid, heptanic acid, phthalic acid, isophthalic acid, terephthalic acid, oxyphthalic acid, chlorphthalic acid, aminophthalic acid, maleic acid, fumaric acid, citraconic acid,
Monoesters or monoamite compounds of dicarzenic acids such as mesaconic acid, itaconic acid, aconitic acid, and thionopropionic acid; di- or trivalent compounds of trivalent or tetravalent carginic acids such as hemimellitic acid, merophonic acid, and pyromellitic acid. Examples include ester compounds.
また、上記のフェノール類の例としては、フェノール、
クレゾール、エチルフェノール、ジメチルフェノール、
クレゾール、イソプロピルフェノール、シクロヘキシル
フェノール、をブチルフェノール、フェニルフェノール
、ノニルフェノール、ジノニルフェノール、ジインプロ
ピル−m−クレゾール、ブチルフェノール、イソアミル
フェノール、イソオクチルフェノール、2−エチルヘキ
シルフェノール、をノニルフェノール、デシルフェノー
ル、をドデシルフェノール、オクチルフェノール、をオ
クチルフェノール、イソヘキシルフェノール、オクタデ
シルフェノール、ジイソブチルフェノール、メチルプロ
ピルフェノール、メチル−をオクチルフェノール、シー
をノニルフェノール、ジ−をドデシルフェノールなどが
挙げられる。In addition, examples of the above phenols include phenol,
Cresol, ethylphenol, dimethylphenol,
Cresol, isopropylphenol, cyclohexylphenol, butylphenol, phenylphenol, nonylphenol, dinonylphenol, diimpropyl-m-cresol, butylphenol, isoamylphenol, isooctylphenol, 2-ethylhexylphenol, nonylphenol, decylphenol, dodecylphenol, octylphenol Examples include octylphenol, isohexylphenol, octadecylphenol, diisobutylphenol, methylpropylphenol, methyloctylphenol, nonylphenol, and dodecylphenol.
かかる有機酸の金属化合物は酸性塩または中性塩であっ
てもよく、また該化合物中の金属が全化学当量以上に結
合した塩基性または過塩基性塩でありてもよい。Such a metal compound of an organic acid may be an acidic salt or a neutral salt, or may be a basic or overbased salt in which more than the total chemical equivalent of the metal is bound in the compound.
また上記の有機錫化合物の具体例としては、メチルスタ
ノイック酸、n−プチルスタノイック酸、オクチルスタ
ノイック酸、ジメチル錫サルファイド、ジ−n−ブチル
錫サルファイド、ジーn−オクチル錫サルファイド、メ
チルチオスタノイック酸、n−プチルチオスタノイック
酸、n−オクチルチオスタノイック酸、ジ−n−ブチル
錫ラウレート、−/−n−ブチル錫ステアレート、ジー
n−オクチル錫ジオレート、ジ−n−ブチル錫塩基性ラ
ウレート、ジ−ミーブチル錫ビス(ブトキシジエチレン
グリコールマレート)、ジーn−オクチル錫ビス(オレ
イルマレート)、&−n−オクチル錫ビス(ステアリル
マレート)、ジ−n−ブチル錫ビス(ステアリルマレー
ト)、ジ−n−ブチル錫ビス(ベンジルマレ−))、ジ
ーn−オクチル錫マレート、シーn−オクチル錫ビス(
n−ブチルマレート)、ジーn−ブチル錫ジメトキシド
、ジーn−ブチル錫ノラウロキシド、ジーn−オクチル
錫エチレングリコキシド、ペンタエリスリトール・ジ−
n−ブチル錫オキシド縮合物、ジ−n−ブチル錫ビス(
ラウリルメルカプメイド)ノーメチル錫ビス(ステアリ
ルメルカプタイド)、モ/−n−7”チル錫トリス(ラ
ウリルメルカプタイド)、ジ−n−ブチル錫−β−メル
カプトプロピオネート、ジーn−オクチル錫−β−メル
カプトプロピオネート、ノーn−ブチル錫メルカプトア
セテート、モノ−n−ブチル錫トリス(イソオクチルメ
ルカプトアセテート)、モノ−n−オクチルQ) IJ
ス(2−エチルへキシルメルカプトアセテート)、ジ−
n−ジチル錫ビス(イソオクチルメルカプトアセテート
)、ジーn−オクチル錫ビス(2−エチルへキシルメル
カ7”)アセテート)、ジメチル錫ビス(イソオクチル
メルカプトアセテート)、ジメチル錫ビス(インオクチ
ルメルカプトプロピオネート)、モノーn−ブチル縣ト
リス(イソオクチルメルカプトピロビオネート)、ビス
〔モノ−n−オチルジ(イソオクトキシカルボニルメチ
レンチオ)錫〕サルファイド、ビス〔・ノーn−ブチル
モノ(イソオクトキシカルボニルメチレンチオ)錫〕サ
ルファイド、七ノー、+2チルモノクロル錫ビス(イン
オクチルメルカプトプロピオネート)、モノーn−ブチ
ルモノクロロ錫ビス(イソオクチルメルカプトアセテー
ト)、モノーn−ブチルモノクロロ錫ビス(ラウリルメ
ルカプタイド)、ジ−n−ブチル錫ビス(エチルセロソ
ルブマレート)、ビス(ジーn−オクチル錫ラウレート
)マレート、ビス(ジーn−オクチル錫n−ブチルマレ
ート)マレート、ビス(メチル錫ジイソオクチルチオグ
リコレート)ジサルファイド、ビス(メチル/ジメチル
錫モノ/ジインオクチルチオグリコレート)ジサルフ丁
イド、ビス(メチル錫ゾイソオクチルチオグリコレート
)トリサルファイド、ビス(n−7”チル錫ノイソオク
チルチオグリコレート)トリサルファイド、2−ブトキ
シカルメニルエチル錫トリス(ステアリルチオグロピオ
ネート)、2−ブトキシカル?ニルエチル錫サルファイ
ドポリマー、ビス(2−ブトキシカル−ニルエチル)錫
ビス(イソオクチルチオグリコレート)などが挙げられ
る。Specific examples of the above organotin compounds include methylstanoic acid, n-butylstanoic acid, octylstanoic acid, dimethyltin sulfide, di-n-butyltin sulfide, di-n-octyltin sulfide. , methylthiostanoic acid, n-butylthiostanoic acid, n-octylthiostanoic acid, di-n-butyltin laurate, -/-n-butyltin stearate, di-n-octyltin dioleate, Di-n-butyltin basic laurate, di-n-butyltin bis(butoxydiethylene glycol malate), di-n-octyltin bis(oleyl maleate), &-n-octyltin bis(stearyl maleate), di-n-octyltin bis(stearyl maleate) -butyltin bis(stearyl maleate), di-n-butyltin bis(benzyl maleate), di-n-octyltin maleate, di-n-octyltin bis(
n-butyl malate), di-n-butyltin dimethoxide, di-n-butyltin norouroxide, di-n-octyltin ethylene glycoxide, pentaerythritol di-
n-Butyltin oxide condensate, di-n-butyltin bis(
lauryl mercapmade) no-methyltin bis(stearyl mercaptide), mo/-n-7” thyltin tris(lauryl mercaptide), di-n-butyltin-β-mercaptopropionate, di-n-octyl Tin-β-mercaptopropionate, non-n-butyltin mercaptoacetate, mono-n-butyltin tris(isooctylmercaptoacetate), mono-n-octyl Q) IJ
(2-ethylhexylmercaptoacetate), di-
n-Dimethyltin bis(isooctylmercaptoacetate), di-n-octyltin bis(2-ethylhexylmercaptoacetate), dimethyltin bis(isooctylmercaptoacetate), dimethyltin bis(isooctylmercaptopropionate) ), mono n-butyl tris(isooctylmercaptopyrobionate), bis[mono-n-ethyldi(isooctoxycarbonylmethylenethio)tin] sulfide, bis[non-n-butyl mono(isooctoxycarbonylmethylenethio) ) Tin] sulfide, hepano, +2 thyl monochlorotin bis (in-octyl mercaptopropionate), mono n-butyl monochloro tin bis (iso-octyl mercaptoacetate), mono n-butyl monochloro tin bis (lauryl mercaptide), Di-n-butyltin bis(ethyl cellosolve maleate), bis(di-n-octyltin laurate) maleate, bis(di-n-octyltin n-butylmalate) maleate, bis(methyltin diisooctylthioglycolate) di Sulfide, bis(methyl/dimethyltin mono/diyne octylthioglycolate) disulftoid, bis(methyltin zoisooctylthioglycolate) trisulfide, bis(n-7” thyltin zoisooctylthioglycolate) tri Sulfide, 2-butoxycarmenylethyltin tris(stearylthioglopionate), 2-butoxycar? Examples include nylethyltin sulfide polymer, bis(2-butoxycar-nylethyl)tin bis(isooctylthioglycolate), and the like.
本発明で用いられる有機金属塩化合物の添加量はハロゲ
ン含有樹脂100重量部に対して、好ましくは0,01
〜5重量部よシ好ましくは0.1〜3重量部である。The amount of the organic metal salt compound used in the present invention is preferably 0.01 parts by weight per 100 parts by weight of the halogen-containing resin.
The amount is 5 parts by weight, preferably 0.1 to 3 parts by weight.
又、本発明の樹脂組成物には、ハロゲン酸素酸に加えて
ポリビニールアルコールを添加することができる。かか
るポリビニールアルコールの添加量はハロゲン含有樹脂
100重量部に対して固形分で好ましくは0.01〜2
0重量部、よシ好ましくは0.1〜5重量部である。か
かるポリビニールアルコールを添加することによシ保水
性を高め、120℃程度の低温化の耐老化性を向上する
ことができる。Moreover, polyvinyl alcohol can be added to the resin composition of the present invention in addition to the halogen oxyacid. The amount of polyvinyl alcohol added is preferably 0.01 to 2 in terms of solid content per 100 parts by weight of the halogen-containing resin.
The amount is 0 parts by weight, preferably 0.1 to 5 parts by weight. By adding such polyvinyl alcohol, water retention can be increased and aging resistance at low temperatures of about 120° C. can be improved.
更に、本発明の樹脂組成物に有機ホスファイト化合物、
エポキシ化合物及び/又は、含窒素非金属系安定剤を併
用することができる。Furthermore, an organic phosphite compound,
An epoxy compound and/or a nitrogen-containing nonmetallic stabilizer can be used in combination.
本発明で使用することのできる上記有機ホスファイト化
合物としては、ジフェニルデシルホスファイト、トリフ
ェニルホスファイト、トリスノニルフェニルホスファイ
ト、トリデシルホスファイ)、 ト’)ス(2−エチル
へ中シル)ホスファイト。Examples of the organic phosphite compounds that can be used in the present invention include diphenyldecyl phosphite, triphenyl phosphite, trisnonylphenyl phosphite, tridecyl phosphite, and t')s(2-ethyl). Phosphite.
トリ1チルホスフアイト、ジラウリルアシッドホスファ
イト、ジ−n−ブチルアシッドホスファイト、トリス(
ツノニルフェニル)ホスファイト。Tri-1-tyl phosphite, dilauryl acid phosphite, di-n-butyl acid phosphite, tris(
tunonylphenyl) phosphite.
トリラウリルトリチオホスファイト、トリラウリ/l/
ホスファイト、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ホスファイト。Trilauryltrithiophosphite, trilauryl/l/
Phosphite, bis(neopentyl glycol)-1
,4-cyclohexanedimethylphosphite.
ジステアリルペンタエリスリトールジホスファイト、ソ
フェニルアシッドホスファイト、トリス(ラウリル−2
−チオエチル)ホスファイト、テトラトリデシル−1,
1,3−トリス(2′−メチル−5′−をブチル−4′
−オキシフェニ、A/)ブタンジホスファイト、テトラ
(C12〜015混合アルキル)−4,4’−4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−をブチルフェニル)ホスファイト、ト
リス(4−、をキシ−3,5−ジ−をブチルフェニル)
ホスファイト。Distearyl pentaerythritol diphosphite, sophenyl acid phosphite, tris(lauryl-2
-thioethyl) phosphite, tetratridecyl-1,
1,3-tris(2'-methyl-5'- to butyl-4'
-oxyphenylene, A/)butane diphosphite, tetra(C12-015 mixed alkyl)-4,4'-4sopropylidene diphenyl diphosphite, tris(4-oxy-2,5-di-butylphenyl) ) phosphite, tris(4-,oxy-3,5-di-butylphenyl)
Phosphite.
2−エチルへキシルジフェニルホスファイト、トリス(
モノ、ジ混合ノニルフェニル)ホスファイ) s 水素
化−4,4’−イングロピリデンジフェノールポリホス
ファイト、ジフェニル・ビス[4,4’−n−ブチリデ
ンビス(2−をブチル−5−メチルフェノール)〕チオ
ノエタノールノホスファイト、ヒス(オクチルフェニル
)・ビス〔4,4′−n−プチリデンビス(2−をブチ
ル−5−メチルフェノール) ) −116−ヘキサン
ゾオールノホスフアイト、フェニル−4,4′−イソグ
ロビリデンジフェノール・ペンタエリスリトールジホス
ファイト、フエニルジイソデシルホスファイト、テトラ
トリデシル−414’−n−ブチリデンビス(2−をブ
チル−5−メチルフェノール)ゾホスファイト、トリス
(2,4−ジ−をブチルフェニル)ホスファイト等が挙
げられる。2-ethylhexyl diphenyl phosphite, tris(
(mono-, di-mixed nonylphenyl) phosphite) s hydrogenated-4,4'-ingropylidene diphenol polyphosphite, diphenyl bis[4,4'-n-butylidene bis(2-butyl-5-methylphenol)] Thionoethanolnophosphite, his(octylphenyl)bis[4,4'-n-butylidenebis(2-butyl-5-methylphenol))-116-hexanezoolnophosphite, phenyl-4,4 '-Isoglopylidene diphenol/pentaerythritol diphosphite, phenyl diisodecyl phosphite, tetratridecyl-414'-n-butylidene bis(2-butyl-5-methylphenol)zophosphite, tris(2,4-diphosphite) - butylphenyl) phosphite and the like.
上記の有機ホスファイト化合物の添加量は、・・ログン
含有樹脂100重量部に対して、0.O1〜531!を
部、好ましくは0.1〜3を置部でおる。The amount of the above-mentioned organic phosphite compound added is...0. O1~531! parts, preferably 0.1 to 3 parts.
本発明で使用することのできる上記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、エポキシ化魚油、エポキシ化牛
脂油、エポキシ化トール油脂肪酸エステル、エポキシ化
ポリブタジェン。The above-mentioned epoxy compounds that can be used in the present invention include epoxidized soybean oil, epoxidized linseed oil, epoxidized castor oil, epoxidized safflower oil, epoxidized linseed oil butyl fatty acid, epoxidized fish oil, and epoxidized beef tallow. oil, epoxidized tall oil fatty acid ester, epoxidized polybutadiene.
工?キシステアリン酸メチル、エポキシステアリン酸ブ
チル、工Iキシステアリン酸2−エチルヘキシル、エポ
キシステアリン酸ステアリル、トリス(エポキシシロビ
ル)インシアヌレート、3−(2−キセノキシ) −1
,2−エボキシグロパン。Engineering? Methyl xystearate, butyl epoxystearate, 2-ethylhexyl oxystearate, stearyl epoxystearate, tris(epoxysilovir) in cyanurate, 3-(2-xenoxy)-1
, 2-Eboxyglopane.
ビスフェノール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、ゾシクロベンタジエンゾエポ
キサイド、3,4−エポキシシクロへキシル−6−メチ
ルニポキシシクロヘキサンカルゲキシレート等が挙げら
れる。Examples thereof include bisphenol A diglycidyl ether, vinylcyclohexene diepoxide, zocyclobentadienezoepoxide, 3,4-epoxycyclohexyl-6-methylnipoxycyclohexane calgexylate, and the like.
上記のエポキシ化合物の添加量は、ハロゲン含有樹脂1
00重量部に対して、0.01〜10を置部、好ましく
は0.2〜5重量部である。The amount of the above epoxy compound added is 1 part of the halogen-containing resin.
0.01 to 10 parts by weight, preferably 0.2 to 5 parts by weight.
本発明で使用することのできる含窒素非金属系安定剤と
しては、尿素系、チオ尿素系、グアニジン系、アミン系
、アミノ酸系、チアゾール系、イミダノール系、イミド
系、ま几はアミド系等の各誘導体が挙げられる。Examples of nitrogen-containing nonmetallic stabilizers that can be used in the present invention include urea-based, thiourea-based, guanidine-based, amine-based, amino acid-based, thiazole-based, imidanol-based, imide-based, and amide-based stabilizers. Each derivative is mentioned.
原木系誘導体の具体例としては、尿素、N、N −ジス
テアリル尿素、 N、N−ビス(カル〆エトキシイソグ
ロペニル)尿素等のモノま九はジアルキル尿素、セミカ
ルバジド等のアリール尿素、p−フェネチル原木等の置
換フェニル尿素、ノ母うパン酸。Specific examples of raw wood derivatives include urea, N,N-distearylurea, N,N-bis(carethoxyisogropenyl)urea, dialkyl urea, semicarbazide, aryl urea, etc. -Substituted phenyl ureas, such as phenethyl logs, and upanoic acid.
バルビッル酸、ジアルル酸、アロキサン、ウラシル、ヒ
ダントイン、5−メチルヒダントイン等のアンル尿素な
どが挙げられる。Examples include anluureas such as barbituric acid, dialuric acid, alloxan, uracil, hydantoin, and 5-methylhydantoin.
チオ尿素系誘導体の具体例としては、チオ尿素。A specific example of the thiourea derivative is thiourea.
モノフェニルチオ尿素、 N、N’−k’フェニルチオ
尿素、θ−トリルチオ尿素、 N、N’−ジーθ−トリ
ルチオ尿素、ジフェニルビスチオ尿素、ジフェニル−p
−7エニレンジチオ尿素、ジフェニル−m−7エニレン
ジチオ尿素、ジフェニルチオカルバゾンなどが挙げられ
る。Monophenylthiourea, N,N'-k'phenylthiourea, θ-tolylthiourea, N,N'-diθ-tolylthiourea, diphenylbisthiourea, diphenyl-p
-7 enylene dithiourea, diphenyl-m-7 enylene dithiourea, diphenylthiocarbazone, and the like.
グアニジン系訪導体の具体例としては、グアニジン、シ
アノグアニジン、θ−トリルグアニノンなどが挙げられ
る。Specific examples of the guanidine-based conductor include guanidine, cyanoguanidine, and θ-tolylguaninon.
アミン系誘導体の具体例としては、α−ナフチルアミン
、β−ナフチルアミン、フェニレンジアミン、ナフチレ
ンシアξン、フェニルβ−ナフチルアミン、アルドール
−α−す7チルアミンなどが挙げられる。Specific examples of amine derivatives include α-naphthylamine, β-naphthylamine, phenylene diamine, naphthylene cyanine, phenyl β-naphthylamine, and aldol-α-su7thylamine.
アミノ酸系誘導体の具体例としては、β−エチル7 ミ
ノクロトネー) −1,3−ブタンジオールビス(アミ
ノクロトネート)等のアミノクロトン酸アルキルま友は
アリールエステルまたはヒドラゾンなどが挙げられる。Specific examples of amino acid derivatives include aminocrotonate alkyl aryl esters and hydrazones such as β-ethyl 7-minocrotonate-1,3-butanediol bis(aminocrotonate).
チアゾール系誘導体の具体例としては、チアゾール、ジ
ペンゾチアゾールスルフィドなどが挙げられる。Specific examples of thiazole derivatives include thiazole and dipenzothiazole sulfide.
イミダゾール系訪導体の具体例としては、イミダゾール
、2−メルカグトベンゾイミダゾールなどが挙げられる
。Specific examples of the imidazole-based conductor include imidazole, 2-mercagutobenzimidazole, and the like.
イミド系まtはアミド系誘導体の具体例としては、スク
ミ/イミド、グルタルイミド、フタルイミド、θ−スル
ホベンズイミド、N−フェニル−β−メルカプトグロピ
オンアミド、ニトリロトリ酢酸トリアルキルアミドま次
はアニリドなどが挙げられる。Specific examples of imide-based or amide-based derivatives include sukumi/imide, glutarimide, phthalimide, θ-sulfobenzimide, N-phenyl-β-mercaptogropionamide, nitrilotriacetic acid trialkylamide, and anilide. can be mentioned.
ま友上記化合物の他に、s−)IJアジン系化合物、ピ
リミジン系化合物、プリン系化合物、ホルムアルデヒド
−フェノール−メチルアミン組合物。Mayu: In addition to the above compounds, s-)IJ azine compounds, pyrimidine compounds, purine compounds, and formaldehyde-phenol-methylamine combinations.
置換アミン−二塩基酸縮合物、エタノ−ルアオン−不飽
和酸縮合物、メラミン−ホルマール縮金物。Substituted amine-dibasic acid condensate, ethanolone-unsaturated acid condensate, melamine-formal condensate.
尿素−ホルマール樹脂なども包含される。Also included are urea-formal resins and the like.
上記の含窒素非金属系安定剤の添加量は、ノ・ログン含
有樹脂100重量部に対して0.01〜5重量部、好ま
しくは0.1〜2重量部である。The amount of the nitrogen-containing nonmetallic stabilizer added is 0.01 to 5 parts by weight, preferably 0.1 to 2 parts by weight, per 100 parts by weight of the resin containing No.
本発明の組成物には、フタル酸エステル系可塑剤、アジ
ピン酸エステル系可塑剤、トリメリット酸エステル系可
塑剤もしくはその他のエステル系可塑剤、ポリエステル
系可製剤、リン酸エステル系可朦剤、塩素化パラフィン
等の塩素系可塑剤。The composition of the present invention includes a phthalate ester plasticizer, an adipate ester plasticizer, a trimellitate ester plasticizer or other ester plasticizer, a polyester plasticizer, a phosphate ester plasticizer, Chlorinated plasticizers such as chlorinated paraffin.
その他の可塑剤等が用途に応じて適宜使用することがで
きる。Other plasticizers and the like can be used as appropriate depending on the purpose.
本発明の組成物には、更にフェノール系、含イオウ系、
含リン系teはアミン系の酸化防止剤。The composition of the present invention further includes phenolic, sulfur-containing,
Phosphorus-containing TE is an amine-based antioxidant.
ベンゾフェノール系、ベンゾトリアゾール系、サリシレ
ー)系、lt換アクリロニトリル系、ニッケルta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
等の光安定剤を用途に応じて適宜使用することができる
。Light stabilizers such as benzophenol type, benzotriazole type, salicylene type, lt-substituted acrylonitrile type, nickel ta, chromium salt or chelate, triazine type, piperidine type, etc. can be used as appropriate depending on the purpose.
その他必要に応じて、本発明の組成物には例えば滑剤、
加工助剤、充填剤、#i料1発泡剤、架橋剤、帯電防止
剤、防曇剤、グレートアウト防止剤。In addition, if necessary, the composition of the present invention may include, for example, a lubricant,
Processing aids, fillers, #i material 1 blowing agents, crosslinking agents, antistatic agents, antifogging agents, anti-grate agents.
表面処理剤、離燃剤、防黴剤、離型剤、補強剤等を包含
させることができる。A surface treatment agent, a flame retardant, a fungicide, a mold release agent, a reinforcing agent, etc. can be included.
本発明に於いて、ハロゲン含有樹脂に、ハロゲン酸素酸
、有機金属塩化合物、ポリビニルアルコール及び他の添
加する場合には、従来公知の技術で行なえばよく、例え
ば該樹脂とハロゲン酸素酸及びその該吸着物とをヘンシ
ェルミキツー、す〆ンプレンダー、バンバリーミキサ−
2万能混合攪拌機、ナウターミキサ−等で混合すること
ができる。In the present invention, when adding a halogen oxyacid, an organic metal salt compound, polyvinyl alcohol, and others to the halogen-containing resin, it may be done using conventionally known techniques. Mix the adsorbent with a Henschel Mixer, Stamplender, or Banbury Mixer.
2. Can be mixed using a universal mixer, Nauta mixer, etc.
試料調製例1゜
万能混合攪拌機中でポリ塩化ビニル樹脂(ゼオン103
EP、日本ゼオン社製)100重量部に60−過塩素酸
0.05〜0.3重量部を均一分散し比後、ステアリン
酸バリウム0.8重量部、ラウリン酸亜鉛0.4重量部
を添加し、再度均一分散させ、次いでジ(08〜C12
)アルキルフタレート60重量部、エポキシ化大豆油3
重量部を十分混合分散させ次。Sample Preparation Example 1゜Polyvinyl chloride resin (Zeon 103
After uniformly dispersing 0.05 to 0.3 parts by weight of 60-perchloric acid in 100 parts by weight (EP, manufactured by Zeon Corporation), 0.8 parts by weight of barium stearate and 0.4 parts by weight of zinc laurate were added. was added, uniformly dispersed again, and then di(08-C12
) 60 parts by weight of alkyl phthalate, 3 parts by weight of epoxidized soybean oil
Thoroughly mix and disperse the parts by weight.
試料調製例2゜
万能混合攪拌機中で、ペーストタイプ塩化ビニル樹脂(
ゼオン121、日本ゼオン社製)に60−過塩素酸10
〜30%を均一に十分混合分散させ、流動性のおる混合
物を得九。Sample Preparation Example 2゜Paste type vinyl chloride resin (
Zeon 121 (manufactured by Nippon Zeon Co., Ltd.) and 60-perchloric acid 10
~30% was uniformly mixed and dispersed to obtain a fluid mixture.
試料調製例3゜
試料vI4!!i例2で得た60%過塩素酸混合処理物
に万能混合攪拌機中でステアリン酸バリウムを10〜2
0%均一に十分混合分散させた。Sample preparation example 3゜Sample vI4! ! i Add 10 to 2 ml of barium stearate to the 60% perchloric acid mixture obtained in Example 2 in a universal mixer.
It was thoroughly mixed and dispersed to a 0% uniformity.
試料pus例4゜
万能混合攪拌機中でペーストタイプ塩化ビニル樹脂(ゼ
オン121)に60優過塩素酸/ポリビニルアルコール
=5 o、’s O混合晶を20〜30優十分混合分散
させて試料とした。Sample push example 4゜A sample was prepared by thoroughly mixing and dispersing 60% perchloric acid/polyvinyl alcohol = 5 o,'s O mixed crystals in paste type vinyl chloride resin (Zeon 121) in a universal mixer and stirrer. .
〔実7Ili例〕
次に本発明を実施例をもって具体的に説明するが、本発
明は、これらによって限定されるものではない。尚、例
中の−は特断しない限シ重量基準でおる。[Example 7Ili] Next, the present invention will be specifically explained with reference to Examples, but the present invention is not limited thereto. In addition, unless otherwise specified, - in the examples is based on weight.
実施例1゜
次の配合物を170℃に調整した6インチテストロール
で5分間混練して厚さ0.5 amの均一なシートを作
成し文。ギヤーオープン老化試験機で190℃での熱安
定性および120℃の低温老化性を調べた。なお熱劣化
によるシートの着色は以下の数値で表わした。Example 1 The following formulation was kneaded for 5 minutes using a 6-inch test roll adjusted to 170°C to form a uniform sheet with a thickness of 0.5 am. Thermal stability at 190°C and low temperature aging property at 120°C were examined using a gear open aging tester. The coloration of the sheet due to thermal deterioration was expressed by the following numerical values.
1:無着色、2:微黄色、3:淡黄色、4:黄色、5:
黄褐色、6:褐色、7:濃褐色、8:黒色
/
く配合〉
yft!JtJE化ヒニル樹脂(ゼ、tyl 03EP
) 10011jt部ノ(C8〜C1□アルキルフ
タレー) 60ステアリン酸バリウム
ラウリン酸亜鉛
0.81
0.41
と′−9
/
実施例2
次の塩素含有樹脂配合物を用いて、実施例1と同様にし
て厚さ0.5鰭のシートを作成した。次いでこのシート
に、ポリウレタンフォームを注入し、接着させた複合体
の成形品について、長時間の比較的低温である蓄熱にさ
らすために、ギヤー老化試験機による120℃400時
間後迄の熱老化着色度を、実施例1と同じ基準値を用い
て測定評価した。その結果を第2表に示す。1: Uncolored, 2: Slight yellow, 3: Pale yellow, 4: Yellow, 5:
Yellowish brown, 6: brown, 7: dark brown, 8: black / combination> yft! JtJE modified hinyl resin (ze, tyl 03EP
) 10011jt part (C8-C1□alkyl phthalate) 60 Barium stearate Zinc laurate 0.81 0.41 and'-9 / Example 2 Same as Example 1 using the following chlorine-containing resin formulation A sheet with a thickness of 0.5 fin was prepared. Next, polyurethane foam was injected into this sheet, and the composite molded product that was bonded was subjected to heat aging coloring at 120°C for up to 400 hours using a gear aging tester in order to expose it to heat storage at a relatively low temperature for a long time. The degree was measured and evaluated using the same reference values as in Example 1. The results are shown in Table 2.
配合(塩素含有樹脂組成物)
ポリ塩化ビニル樹脂(ゼオン103EP) 1.
O0重量部ステアリン酸亜鉛
2−エチルヘキシル酸亜鉛
ステアリン酸パリウA
バリウムネオデカノエート
4.4′ −イソプロピリデンジフェノールアルキル
(C12<、5)ホスファイト0.5 1
0.3ガ
0.5I
O08I
O,61
試料
配合(ポリウレタン)
(第2表)
上記の(A)組成物を、常温にてハンドミキサーを用い
て攪拌しながら十分に混合し、次いで(Blの・ジイソ
シアネートを攪拌しながら徐々に添加し、室温で十分に
混合した。かかるポリウレタンの調整液を前記の厚さ0
.5 tsの塩化ビニル樹脂のシート上に、厚さが20
mとなるように注入して発泡せしめ、塩素含有樹脂組成
物とポリウレタンフォームとからなる複合体の放型品を
得た。Compound (chlorine-containing resin composition) Polyvinyl chloride resin (Zeon 103EP) 1.
O0 parts by weight Zinc stearate 2-ethylhexylate Zinc stearate A Barium neodecanoate 4.4' -isopropylidene diphenol alkyl (C12<,5) phosphite 0.5 1 0.3 Ga 0.5I O08I O, 61 Sample formulation (polyurethane) (Table 2) The above (A) composition was thoroughly mixed with stirring using a hand mixer at room temperature, and then the diisocyanate of (Bl) was gradually mixed with stirring. and thoroughly mixed at room temperature.The polyurethane adjustment solution was added to the thickness of
.. 20 mm thick on a sheet of PVC resin of 5 ts.
The mixture was injected and foamed to obtain a molded composite consisting of a chlorine-containing resin composition and polyurethane foam.
ン
実施例3
次の塩素含有樹脂ペースト!ルコンノナウンドを用いて
シートを作成した。Example 3 The following chlorine-containing resin paste! A sheet was created using Lucon Noun.
即ち、以下の配合組成物を室温でハンPミキサーを用い
て攪拌しながら十分に混合した後、減圧下で脱気する享
により混入した空気を除き、得られたイーストゾルコン
ノ奢つンドを厚さ1闘になるように平坦なステンレス板
上に塗布し1次いで温度200℃の乾燥機中で2分間加
熱し、完全に該ゾルをrル化させることによりシートを
得た。That is, after thoroughly mixing the following composition at room temperature with stirring using a Han-P mixer, the air mixed in was removed by degassing under reduced pressure, and the resulting yeast solcono delicacy was thickened. The sol was coated on a flat stainless steel plate so that the sol was completely coated, and then heated for 2 minutes in a dryer at a temperature of 200°C to completely convert the sol to a sheet.
配合
ポリ塩化ビニル樹脂(ゼオン121 )10 ON量置
部いで、実施例2と同じ方法でポリウレタンの調整液を
作成し、前記のrル化させたシート上に該ポリウレタン
調整液を、厚さが2011IIとなるように注入して発
泡せしめ、ハロゲン含有樹脂組成物とポリウレタンフォ
ームとからなる複合体の成型品を得た。該複合体の成型
品から試験片を採取し実施例2と全く同じ方法で120
℃400時間後迄の熱老化着色度合を測定した。実施例
1と同じ基準値を用いて評価した結果を第3表に示す。Mixed polyvinyl chloride resin (Zeon 121) 10 A polyurethane adjustment liquid was prepared in the same manner as in Example 2 in the ON metering section, and the polyurethane adjustment liquid was spread on the rolled sheet as described above. 2011II and foaming to obtain a composite molded product consisting of a halogen-containing resin composition and polyurethane foam. A test piece was taken from the molded product of the composite and tested in exactly the same manner as in Example 2.
The degree of coloration due to heat aging was measured after 400 hours at °C. Table 3 shows the results of evaluation using the same reference values as in Example 1.
つ
2−エチルヘキシル酸亜鉛 0.5 1
バリウムネオデカノエート
1.0
試料
(第4表)
/
〔発明の効果〕
本発明の樹脂組成物はハロゲン酸素酸、特に過塩素酸を
均一に分散していることにより長時間にわたる比較的低
温での蓄熱老化防止に優れる。更に特定の金属石鹸又は
ポリビニルアルコールを併用することにより高性能化さ
れたものとなる。Zinc 2-ethylhexylate 0.5 1
Barium neodecanoate 1.0 sample (Table 4) / [Effects of the invention] The resin composition of the present invention has a uniform dispersion of halogen oxyacid, especially perchloric acid, so that it can be kept at a relatively low temperature for a long period of time. Excellent in preventing heat storage aging. Furthermore, by using a specific metal soap or polyvinyl alcohol in combination, the performance can be improved.
Claims (4)
を添加してなる安定化されたハロゲン含有樹脂組成物。(1) A stabilized halogen-containing resin composition obtained by adding a halogen oxygen acid as a stabilizer to a halogen-containing resin.
酸素酸を0.01〜50重量部を添加してなる安定化さ
れたハロゲン含有樹脂組成物。(2) A stabilized halogen-containing resin composition prepared by adding 0.01 to 50 parts by weight of a halogen oxygen acid to 100 parts by weight of the halogen-containing resin.
、ナトリウム、カリウム、カルシウム、マグネシウム、
ストロンチウム、バリウム、アルミニウム、亜鉛、スズ
、アンチモン、マンガン、セリウム、銅、ニッケル、コ
バルトの有機金属塩化合物の一種以上を添加してなる安
定化されたハロゲン含有樹脂組成物。(3) Halogen-containing resin with halogen oxygen acid and lithium, sodium, potassium, calcium, magnesium,
A stabilized halogen-containing resin composition containing one or more organic metal salt compounds of strontium, barium, aluminum, zinc, tin, antimony, manganese, cerium, copper, nickel, and cobalt.
ニルアルコールを添加してなる安定化されたハロゲン含
有樹脂組成物。(4) A stabilized halogen-containing resin composition obtained by adding a halogen oxygen acid and polyvinyl alcohol to a halogen-containing resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP32199688A JPH02169649A (en) | 1988-12-22 | 1988-12-22 | Stabilized halogenated resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP32199688A JPH02169649A (en) | 1988-12-22 | 1988-12-22 | Stabilized halogenated resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02169649A true JPH02169649A (en) | 1990-06-29 |
Family
ID=18138766
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP32199688A Pending JPH02169649A (en) | 1988-12-22 | 1988-12-22 | Stabilized halogenated resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02169649A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009249510A (en) * | 2008-04-07 | 2009-10-29 | Nitto Denko Corp | Pressure sensitive adhesive sheet |
-
1988
- 1988-12-22 JP JP32199688A patent/JPH02169649A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009249510A (en) * | 2008-04-07 | 2009-10-29 | Nitto Denko Corp | Pressure sensitive adhesive sheet |
US8877337B2 (en) | 2008-04-07 | 2014-11-04 | Nitto Denko Corporation | Pressure-sensitive adhesive sheet |
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