JPS6213986B2 - - Google Patents
Info
- Publication number
- JPS6213986B2 JPS6213986B2 JP15176180A JP15176180A JPS6213986B2 JP S6213986 B2 JPS6213986 B2 JP S6213986B2 JP 15176180 A JP15176180 A JP 15176180A JP 15176180 A JP15176180 A JP 15176180A JP S6213986 B2 JPS6213986 B2 JP S6213986B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- groups
- alkyl
- aryl
- hydrogen
- 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
- 150000001875 compounds Chemical class 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
- 239000000460 chlorine Substances 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 239000011342 resin composition Substances 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 7
- 239000003381 stabilizer Substances 0.000 description 7
- 239000011701 zinc Substances 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000004287 Dehydroacetic acid Substances 0.000 description 3
- 239000004593 Epoxy Chemical class 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 229940061632 dehydroacetic acid Drugs 0.000 description 3
- 235000019258 dehydroacetic acid Nutrition 0.000 description 3
- JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 description 3
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 3
- 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
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- -1 boric acid ester Chemical class 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 2
- OCWMFVJKFWXKNZ-UHFFFAOYSA-L lead(2+);oxygen(2-);sulfate Chemical compound [O-2].[O-2].[O-2].[Pb+2].[Pb+2].[Pb+2].[Pb+2].[O-]S([O-])(=O)=O OCWMFVJKFWXKNZ-UHFFFAOYSA-L 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-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
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- ZGGZFNAEOKFQIT-UHFFFAOYSA-N 1,3-diphenylpropane-1,3-dione;zinc Chemical compound [Zn].C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 ZGGZFNAEOKFQIT-UHFFFAOYSA-N 0.000 description 1
- LRQGFQDEQPZDQC-UHFFFAOYSA-N 1-Phenyl-1,3-eicosanedione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 LRQGFQDEQPZDQC-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- VGYZKPWMARHMDW-UHFFFAOYSA-N 1-phenyltetradecane-1,3-dione Chemical compound CCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 VGYZKPWMARHMDW-UHFFFAOYSA-N 0.000 description 1
- LNBMZFHIYRDKNS-UHFFFAOYSA-N 2,2-dimethoxy-1-phenylethanone Chemical compound COC(OC)C(=O)C1=CC=CC=C1 LNBMZFHIYRDKNS-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- QAUIAXORENGBSN-UHFFFAOYSA-N 2-ethylhexyl 3-oxobutanoate Chemical compound CCCCC(CC)COC(=O)CC(C)=O QAUIAXORENGBSN-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- VVXLFFIFNVKFBD-UHFFFAOYSA-N 4,4,4-trifluoro-1-phenylbutane-1,3-dione Chemical compound FC(F)(F)C(=O)CC(=O)C1=CC=CC=C1 VVXLFFIFNVKFBD-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 239000004135 Bone phosphate Substances 0.000 description 1
- BGWSILIXRXEWOT-UHFFFAOYSA-N C(C1=CC=CC=C1)(=O)OCCCC.[Zn] Chemical compound C(C1=CC=CC=C1)(=O)OCCCC.[Zn] BGWSILIXRXEWOT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004288 Sodium dehydroacetate Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 150000008360 acrylonitriles Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- BHDOPTZJCSDVJE-CVBJKYQLSA-L barium(2+);(z)-octadec-9-enoate Chemical compound [Ba+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O BHDOPTZJCSDVJE-CVBJKYQLSA-L 0.000 description 1
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- QQXHRVGJXNCKND-UHFFFAOYSA-N calcium;1,3-diphenylpropane-1,3-dione Chemical compound [Ca].C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 QQXHRVGJXNCKND-UHFFFAOYSA-N 0.000 description 1
- MFBPHBWAQKFBOH-UHFFFAOYSA-L calcium;3-acetyl-6-methyl-2-oxopyran-4-olate Chemical compound [Ca+2].CC(=O)C1=C([O-])C=C(C)OC1=O.CC(=O)C1=C([O-])C=C(C)OC1=O MFBPHBWAQKFBOH-UHFFFAOYSA-L 0.000 description 1
- LSFBQOPXRBJSSI-UHFFFAOYSA-L calcium;tetradecanoate Chemical compound [Ca+2].CCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCC([O-])=O LSFBQOPXRBJSSI-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004649 discoloration prevention Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- ZBRRLVWJAPULGW-UHFFFAOYSA-N henicosane-2,4-dione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(C)=O ZBRRLVWJAPULGW-UHFFFAOYSA-N 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- HGPXWXLYXNVULB-UHFFFAOYSA-M lithium stearate Chemical compound [Li+].CCCCCCCCCCCCCCCCCC([O-])=O HGPXWXLYXNVULB-UHFFFAOYSA-M 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- BJZBHTNKDCBDNQ-UHFFFAOYSA-L magnesium;dodecanoate Chemical compound [Mg+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O BJZBHTNKDCBDNQ-UHFFFAOYSA-L 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- SJOCPYUKFOTDAN-ZSOIEALJSA-N methyl (4z)-4-hydroxyimino-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophene-1-carboxylate Chemical compound C1C(C)(C)C\C(=N\O)C=2C1=C(C(=O)OC)SC=2SC SJOCPYUKFOTDAN-ZSOIEALJSA-N 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
- 229910052759 nickel Inorganic materials 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene 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
- 230000002265 prevention Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- FRKHZXHEZFADLA-UHFFFAOYSA-L strontium;octadecanoate Chemical compound [Sr+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRKHZXHEZFADLA-UHFFFAOYSA-L 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 1
- 229940100530 zinc ricinoleate Drugs 0.000 description 1
- MPLUJWVUQCBCBX-UHFFFAOYSA-L zinc;16-methylheptadecanoate Chemical compound [Zn+2].CC(C)CCCCCCCCCCCCCCC([O-])=O.CC(C)CCCCCCCCCCCCCCC([O-])=O MPLUJWVUQCBCBX-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は新規な塩素含有樹脂組成物に関する。
一般に塩素を含有する樹脂は、成形加工時の熱に
より塩化水素が脱離し、その結果好ましくない着
色を伴う。このため加工温度におけるこの着色を
軽減するために、樹脂組成物に１種またはそれ以
上の安定剤を添加することが行われている。この
ような安定剤としては、Pb系、Cd―Ba系、Ca―
Zn系、Ba―Zn系などが一般的である。
このような安定剤の具体例としては、三塩基性
硫酸鉛、三塩基性マレイン酸鉛、リチウム、カル
シウム、ナトリウム、カリウム、バリウム、マグ
ネシウム、ストロンチウム、亜鉛、鉛、カドミニ
ウム、アルミニウム、錫等の金属と炭素数２から
20までの有機カルボン酸との塩またはこれらの金
属のフエノレートがある。例えばステアリン酸リ
チウム、ミリスチン酸カルシウム、ステアリン酸
バリウム、ステアリン酸ストロンチウム、ステア
リン酸亜鉛、ラウリン酸マグネシウム、バリウム
ノニフエノール、ブチル安息香酸亜鉛、リシノー
ル酸亜鉛、オレイン酸バリウム、２―エチルヘキ
シル酸亜鉛、ナフテン酸カルシウム、イソステア
リン酸亜鉛等があり、また有機錫化合物、有機リ
ン化合物、エポキシ化合物等各種のものが用いら
れる。
通常これらの化合物の単独または組合わせで使
用されるが、しばしば着色防止能が不充分であつ
たりして何れも一長一短があり、いまだ実用的に
充分満足できるものではない。
本発明は上述の如き状況に鑑み、綿密な実験研
究を重ねた結果、熱による劣化ならびに着色に対
してすぐれた安定性を有し、しかも毒性が少い安
定剤を開発したものである。
即ち本発明は、塩素含有樹脂に一般式〔〕
（ただし、R1，R2はアルキル基、アルケニル
基、置換アルキル基又は
The present invention relates to a novel chlorine-containing resin composition.
Generally, in resins containing chlorine, hydrogen chloride is eliminated by heat during molding, resulting in undesirable coloring. Therefore, one or more stabilizers have been added to resin compositions to reduce this coloration at processing temperatures. Such stabilizers include Pb-based, Cd-Ba-based, Ca-
Zn series, Ba-Zn series, etc. are common. Examples of such stabilizers include tribasic lead sulfate, tribasic lead maleate, metals such as lithium, calcium, sodium, potassium, barium, magnesium, strontium, zinc, lead, cadmium, aluminum, and tin. and from carbon number 2
There are salts with up to 20 organic carboxylic acids or phenolates of these metals. For example, lithium stearate, calcium myristate, barium stearate, strontium stearate, zinc stearate, magnesium laurate, barium noniphenol, zinc butylbenzoate, zinc ricinoleate, barium oleate, zinc 2-ethylhexylate, naphthenic acid. Examples include calcium, zinc isostearate, and various other compounds such as organic tin compounds, organic phosphorous compounds, and epoxy compounds. Usually, these compounds are used alone or in combination, but each has its own advantages and disadvantages, such as the ability to prevent coloration being often insufficient, and so far they have not been fully satisfactory for practical use. In view of the above-mentioned circumstances, the present invention has been made as a result of careful experimental research and has developed a stabilizer that has excellent stability against heat-induced deterioration and coloring, and is less toxic. That is, the present invention provides a chlorine-containing resin with the general formula [] (However, R 1 and R 2 are alkyl groups, alkenyl groups, substituted alkyl groups, or
【式】で示され
る基より選ばれ、R1，R2は同一あるいは異なつ
ていてもよく、末端でつながつていてもよい。
尚、R3，R4，R5はアルキル基、アリール基、ア
セチル基、アルコキシル基、ヒドロキシアルキル
基、アミノ基、ニトロ基、カルボキシル基、水
素、ハロゲン、水酸基より選ばれる基で同一ある
いは異つていてもよい。）
で表わされる化合物の少なくとも１種、および一
般式〔〕
（ただし、R6はアルキル基、アリール基、置
換アルキル基、置換アリール基より選ばれた基
を、R7はアルキル基、水素、アリール基、アセ
チル基より選ばれた基を、またR6はアルキル
基、アルコキシル基、アリール基より選ばれた基
であつて、R6，R7，R8は同一であつても異つて
いてもよく末端でつながつていてもよい。）
で表わされる化合物又はその金属塩の少くとも１
種を含有することを特徴とする塩素含有樹脂組成
物を提供するものである。
従来、これら化合物は単独では安定剤として提
案されたことはあるが、本発明者らはこれらを併
用することによつてすぐれた着色防止能が得られ
ることを見出し本発明に至つた。
本発明で用いる〔〕式化合物の例としては
等が挙げられる。これら化合物の添加量は樹脂
100部に対して0.01〜３重量部、好ましくは0.05
〜1.0重量部でる。
次に本発明に使用する〔〕式化合物の例とし
ては
ジベンゾイルメタン、ベンゾイルアセトン、ス
テアロイルベンゾイルメタン、ステアロイルアセ
トン、ベンゾイルトリフルオロアセトン、ジベン
ゾイルメタン―亜鉛、ラウロイルベンゾイルメタ
ン、ジ―メトキシベンゾイルメタン、ベンゾイ
ル・クロルベンゾイルメタン、ジベンゾイルメタ
ン―カルシウム、デヒドロ酢酸、デヒドロ酢酸―
亜鉛、２エチルヘキシルアセトアセテート、デヒ
ドロ酢酸―カルシウム、デヒドロ酢酸―ナトリウ
ム、等が挙げられる。通常これらの化合物の添加
量は樹脂100部に対して0.01〜1.0部である。
本発明の樹脂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、エ
ポキシ系可塑剤、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。
本発明の樹脂組成物に酸化防止剤を添加するこ
とは該樹脂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、有
機リン化合物、合流黄化合物などが含まれる。
本発明の樹脂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。これらに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
アジン系などが包含される。
その他必要に応じて、例えばエポキシ安定剤、
有機キレーター、金属石けん、多価アルコール、
顔料、充填剤、発泡剤、他の安定化助剤、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
属不活性化剤、光劣化剤、非金属安定化剤、硼酸
エステル、チオ尿素誘導体、加工助剤、離型剤、
補強剤などを含有させることができる。
本発明に用いられる塩素含有樹脂としては、次
のようなものがある。例えばポリ塩化ビニル樹
脂、塩化ビニルと他のモノマー、例えば酢酸ビニ
ル、エチレン、マレイン酸、アクリロニトリル、
ブタジエン、スチレン、塩化ビニリデン等との共
重合体、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、塩化ゴム等がある。
次に示す実施例は本発明による塩素含有樹脂物
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。
実施例 １
下記配合物をロール温度170℃で５分間混練し
て0.2mm厚さのシートを作成した。次いでこのシ
ートを170℃で10分間プレス加工して初期着色防
止能を試験評価した。
〈配合〉
PVC 100重量部
DOP 50
ステアリン酸Ba 1.0
ステアリン酸Zn 0.3
ジベンゾイルメタン（〔〕式化合物）
0.05
〔〕式化合物 0.1 R 1 and R 2 may be the same or different, and may be connected at the ends.
In addition, R 3 , R 4 , and R 5 are groups selected from alkyl groups, aryl groups, acetyl groups, alkoxyl groups, hydroxyalkyl groups, amino groups, nitro groups, carboxyl groups, hydrogen, halogen, and hydroxyl groups, and may be the same or different. You can leave it there. ) and at least one compound represented by the general formula [] (However, R 6 is a group selected from alkyl groups, aryl groups, substituted alkyl groups, and substituted aryl groups, R 7 is a group selected from alkyl groups, hydrogen, aryl groups, and acetyl groups, and R 6 is a group selected from alkyl groups, hydrogen, aryl groups, and acetyl groups.) A group selected from alkyl groups, alkoxyl groups, and aryl groups, in which R 6 , R 7 , and R 8 may be the same or different, and may be connected at the ends.) At least one of the compounds or metal salts thereof
The present invention provides a chlorine-containing resin composition characterized by containing seeds. In the past, these compounds have been proposed as stabilizers alone, but the present inventors have discovered that excellent anti-coloring ability can be obtained by using them in combination, leading to the present invention. Examples of compounds of formula [] used in the present invention are etc. The amount of these compounds added is
0.01 to 3 parts by weight per 100 parts, preferably 0.05
~1.0 parts by weight. Examples of compounds of the formula [ ] used in the present invention include dibenzoylmethane, benzoylacetone, stearoylbenzoylmethane, stearoylacetone, benzoyltrifluoroacetone, dibenzoylmethane-zinc, lauroylbenzoylmethane, di-methoxybenzoylmethane, Benzoyl/chlorobenzoylmethane, dibenzoylmethane - calcium, dehydroacetic acid, dehydroacetic acid -
Zinc, 2-ethylhexylacetoacetate, calcium dehydroacetate, sodium dehydroacetate, and the like. Usually, the amount of these compounds added is 0.01 to 1.0 parts per 100 parts of resin. Phthalate plasticizers or other ester plasticizers, polyester plasticizers, phosphate plasticizers, epoxy plasticizers, chlorine plasticizers, and other plasticizers are used in the resin composition of the present invention. It can be used as appropriate depending on the situation. Adding an antioxidant to the resin composition of the present invention can increase the oxidative deterioration prevention properties of the resin composition, so it can be used as appropriate depending on the purpose of use. These antioxidants include phenolic antioxidants, organic phosphorus compounds, mixed yellow compounds, and the like. If an ultraviolet absorber is added to the resin 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 benzophenones, benzotriazoles, salicylates, substituted acrylonitriles, various metal salts or metal chelates, especially nickel or chromium salts or chelates, triazine types, and the like. Others as necessary, such as epoxy stabilizers,
organic chelator, metal soap, polyhydric alcohol,
Pigments, fillers, blowing agents, other stabilizing aids, antistatic agents, antifogging agents, antiplate-out agents, surface treatment agents, lubricants, flame retardants, fluorescent agents, antifungal agents, bactericidal agents, metal-free agents. activator, photodegrading agent, nonmetallic stabilizer, boric acid ester, thiourea derivative, processing aid, mold release agent,
It can contain reinforcing agents and the like. Examples of the chlorine-containing resin used in the present invention include the following. For example, polyvinyl chloride resin, vinyl chloride and other monomers, such as vinyl acetate, ethylene, maleic acid, acrylonitrile,
Examples include copolymers with butadiene, styrene, vinylidene chloride, etc., polyvinylidene chloride, chlorinated polyethylene, chlorinated polypropylene, chlorinated rubber, etc. The following examples show the effects of the chlorine-containing resin product according to the present invention, but the present invention is not limited to these examples. Example 1 The following composition was kneaded at a roll temperature of 170° C. for 5 minutes to prepare a sheet with a thickness of 0.2 mm. Next, this sheet was pressed at 170° C. for 10 minutes to test and evaluate its ability to prevent initial discoloration. <Composition> PVC 100 parts by weight DOP 50 Ba stearate 1.0 Zn stearate 0.3 Dibenzoylmethane (compound of [])
0.05 [] Formula compound 0.1
【表】
実施例 ２
下記配合によつて実施例１と同様にシートを作
成し、初期着色防止能を試験した。
〈配合〉
PVC 100重量部
DOP 50
安息香酸Ba 1.0
オクチル酸Zn 0.5
トリフエニルホスフアイト 0.5
エポキシ化大豆油 3.0
No.13化合物（〔〕式化合物） 0.1
〔〕式化合物 0.1 [Table] Example 2 A sheet was prepared in the same manner as in Example 1 using the following formulation, and its ability to prevent initial discoloration was tested. <Composition> PVC 100 parts by weight DOP 50 Ba benzoate 1.0 Zn octylate 0.5 Triphenyl phosphite 0.5 Epoxidized soybean oil 3.0 No.13 compound ([] formula compound) 0.1 [] formula compound 0.1
【表】【table】
【表】
実施例 ３
下記配合によつて実施例１と同様の方法でシー
トを作成し、初期着色防止能を評価した。
〈配合〉
PVC 100重量部
DOP 50
炭酸カルシウム 25
ステアリン酸Ca 1.0
ステアリン酸Zn 0.5
ジペンタエリスリトール 0.5
ビスフエノールＡ 0.2
デヒドロ酢酸（〔〕式化合物） 0.1
〔〕式化合物 0.1 [Table] Example 3 A sheet was prepared in the same manner as in Example 1 using the following formulation, and the initial discoloration prevention ability was evaluated. <Composition> PVC 100 parts by weight DOP 50 Calcium carbonate 25 Ca stearate 1.0 Zn stearate 0.5 Dipentaerythritol 0.5 Bisphenol A 0.2 Dehydroacetic acid ([] formula compound) 0.1 [] formula compound 0.1
【表】
実施例 ４
下記配合によつて実施例１と同様の方法によつ
てシートを作成し、初期着色防止能を評価した。
〈配合〉
PVC 100重量部
三塩基性硫酸鉛 ２
ステアリン酸Ba １
二塩基性ステアリン酸鉛 １
ベンゾイルアセトン（〔〕式化合物）
0.05
〔〕式化合物 0.2 [Table] Example 4 A sheet was prepared in the same manner as in Example 1 using the following formulation, and its ability to prevent initial discoloration was evaluated. <Composition> PVC 100 parts by weight Tribasic lead sulfate 2 Ba stearate 1 Dibasic lead stearate 1 Benzoylacetone (compound of formula [])
0.05 [] Formula compound 0.2
【表】【table】
Claims (1)
基、置換アルキル基又は【式】で示され る基より選ばれ、R1，R2は同一あるいは異なつ
ていてもよく、末端でつながつていてもよい。
尚、R3，R4，R5はアルキル基、アリール基、ア
セチル基、アルコキシル基、ヒドロキシアルキル
基、アミノ基、ニトロ基、カルボキシ基、水素、
ハロゲン、水酸基より選ばれる基で同一あるいは
異つていてもよい。） で表わされる化合物の少なくとも１種、および一
般式〔〕 （ただし、R6はアルキル基、アリール基、置
換アルキル基、置換アリール基より選ばれた基
を、R7はアルキル基、水素、アリール基、アセ
チル基より選ばれた基を、またR8はアルキル
基、アルコキシル基、アリール基より選ばれた基
であつて、R6，R7，R8は同一であつても異つて
いもよく末端でつながつていてもよい。） で表わされる化合物又はその金属塩の少くとも１
種を含有することを特徴とする塩素含有樹脂組成
物。[Claims] 1. General formula for chlorine-containing resin [] (However, R 1 and R 2 are selected from an alkyl group, an alkenyl group, a substituted alkyl group, or a group represented by [Formula], and R 1 and R 2 may be the same or different and are connected at the terminal It's okay.
In addition, R 3 , R 4 , and R 5 are an alkyl group, an aryl group, an acetyl group, an alkoxyl group, a hydroxyalkyl group, an amino group, a nitro group, a carboxy group, hydrogen,
The groups selected from halogen and hydroxyl groups may be the same or different. ) and at least one compound represented by the general formula [] (However, R 6 is a group selected from alkyl groups, aryl groups, substituted alkyl groups, and substituted aryl groups, R 7 is a group selected from alkyl groups, hydrogen, aryl groups, and acetyl groups, and R 8 is a group selected from alkyl groups, hydrogen, aryl groups, and acetyl groups. A compound represented by a group selected from an alkyl group, an alkoxyl group, and an aryl group, in which R 6 , R 7 , and R 8 may be the same or different, and may be connected at the terminals. or at least one of its metal salts
A chlorine-containing resin composition characterized by containing seeds.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15176180A JPS5774346A (en) | 1980-10-28 | 1980-10-28 | Chronine-containing resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15176180A JPS5774346A (en) | 1980-10-28 | 1980-10-28 | Chronine-containing resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5774346A JPS5774346A (en) | 1982-05-10 |
| JPS6213986B2 true JPS6213986B2 (en) | 1987-03-30 |
Family
ID=15525712
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15176180A Granted JPS5774346A (en) | 1980-10-28 | 1980-10-28 | Chronine-containing resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5774346A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE59010900D1 (en) | 1989-12-11 | 2000-04-06 | Witco Vinyl Additives Gmbh | Beta-keto esters as stabilizers for chlorine-containing polymers |
-
1980
- 1980-10-28 JP JP15176180A patent/JPS5774346A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5774346A (en) | 1982-05-10 |
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