JPH09176420A - Stabilized vinyl chloride resin composition - Google Patents
Stabilized vinyl chloride resin compositionInfo
- Publication number
- JPH09176420A JPH09176420A JP35453395A JP35453395A JPH09176420A JP H09176420 A JPH09176420 A JP H09176420A JP 35453395 A JP35453395 A JP 35453395A JP 35453395 A JP35453395 A JP 35453395A JP H09176420 A JPH09176420 A JP H09176420A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- vinyl chloride
- chloride resin
- phosphite
- bis
- 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
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000011342 resin composition Substances 0.000 title description 2
- 229920005989 resin Polymers 0.000 claims abstract description 30
- 239000011347 resin Substances 0.000 claims abstract description 30
- 239000004593 Epoxy Substances 0.000 claims abstract description 15
- 229910052751 metal Inorganic materials 0.000 claims abstract description 14
- 239000002184 metal Substances 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims abstract description 12
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims abstract description 12
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims abstract description 12
- -1 diketone compound Chemical class 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 18
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 12
- 150000007524 organic acids Chemical class 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 230000000087 stabilizing effect Effects 0.000 claims description 7
- 239000002530 phenolic antioxidant Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 abstract description 20
- 239000003381 stabilizer Substances 0.000 abstract description 12
- 229920001577 copolymer Polymers 0.000 abstract description 4
- 229920000578 graft copolymer Polymers 0.000 abstract description 2
- 229920002959 polymer blend Polymers 0.000 abstract description 2
- 229920001400 block copolymer Polymers 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 229910001385 heavy metal Inorganic materials 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 239000007983 Tris buffer Substances 0.000 description 17
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 11
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 9
- 229910052718 tin Inorganic materials 0.000 description 9
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 8
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- LUZSPGQEISANPO-UHFFFAOYSA-N butyltin Chemical compound CCCC[Sn] LUZSPGQEISANPO-UHFFFAOYSA-N 0.000 description 5
- WEMJWKKJHSZRQT-KTKRTIGZSA-N 2-sulfanylethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCS WEMJWKKJHSZRQT-KTKRTIGZSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 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 4
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 230000002070 germicidal effect Effects 0.000 description 4
- 229940070765 laurate Drugs 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 4
- ZMHZSHHZIKJFIR-UHFFFAOYSA-N octyltin Chemical compound CCCCCCCC[Sn] ZMHZSHHZIKJFIR-UHFFFAOYSA-N 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 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 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UMHKOAYRTRADAT-UHFFFAOYSA-N [hydroxy(octoxy)phosphoryl] octyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OP(O)(=O)OCCCCCCCC UMHKOAYRTRADAT-UHFFFAOYSA-N 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- QDPASQJARACYBJ-UHFFFAOYSA-N dicyclohexyl phenyl phosphite Chemical compound C1CCCCC1OP(OC=1C=CC=CC=1)OC1CCCCC1 QDPASQJARACYBJ-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- CSHCPECZJIEGJF-UHFFFAOYSA-N methyltin Chemical compound [Sn]C CSHCPECZJIEGJF-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 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 3
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 3
- UKVYVZLTGQVOPX-IHWYPQMZSA-N (z)-3-aminobut-2-enoic acid Chemical compound C\C(N)=C\C(O)=O UKVYVZLTGQVOPX-IHWYPQMZSA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- HNURKXXMYARGAY-UHFFFAOYSA-N 2,6-Di-tert-butyl-4-hydroxymethylphenol Chemical compound CC(C)(C)C1=CC(CO)=CC(C(C)(C)C)=C1O HNURKXXMYARGAY-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- XRCZLWBVBIRCEL-UHFFFAOYSA-N 3-hydroxy-4-(6-methylheptoxy)-4-oxobutanoic acid Chemical compound CC(C)CCCCCOC(=O)C(O)CC(O)=O XRCZLWBVBIRCEL-UHFFFAOYSA-N 0.000 description 2
- NIJZFHNDUJXJMR-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethanol Chemical compound C1C(CO)CCC2OC21 NIJZFHNDUJXJMR-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- JXLWTLZBAJWNSG-UHFFFAOYSA-N CCCC[Ti] Chemical compound CCCC[Ti] JXLWTLZBAJWNSG-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
- 239000004709 Chlorinated polyethylene Substances 0.000 description 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 2
- 150000001463 antimony compounds Chemical class 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 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
- 235000010233 benzoic acid Nutrition 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 235000013985 cinnamic acid Nutrition 0.000 description 2
- 229930016911 cinnamic acid Natural products 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- 150000002894 organic compounds Chemical class 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
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 150000003609 titanium compounds Chemical class 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- IMYZYCNQZDBZBQ-UHFFFAOYSA-N (+-)-8-(cis-3-octyl-oxiranyl)-octanoic acid Natural products CCCCCCCCC1OC1CCCCCCCC(O)=O IMYZYCNQZDBZBQ-UHFFFAOYSA-N 0.000 description 1
- ANKUJHVDTVYVRG-UHFFFAOYSA-N (11,15-ditert-butyl-4,13-dimethyl-7,9-dioxa-2-thia-8-phosphatricyclo[8.2.2.23,6]hexadeca-1(12),3(16),4,6(15),10,13-hexaen-8-yl) dihydrogen phosphite Chemical compound CC1=CC2=C(C=C1SC3=CC(=C(C=C3C)OP(O2)OP(O)O)C(C)(C)C)C(C)(C)C ANKUJHVDTVYVRG-UHFFFAOYSA-N 0.000 description 1
- VZOPQUYCOLDQPV-UHFFFAOYSA-N (2-cyclohexylphenyl) diphenyl phosphite Chemical compound C1CCCCC1C1=CC=CC=C1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 VZOPQUYCOLDQPV-UHFFFAOYSA-N 0.000 description 1
- LPFAQQYUKORPFJ-UHFFFAOYSA-N (2-ethyl-1,1-diphenylhexyl) dihydrogen phosphate Chemical compound C=1C=CC=CC=1C(OP(O)(O)=O)(C(CC)CCCC)C1=CC=CC=C1 LPFAQQYUKORPFJ-UHFFFAOYSA-N 0.000 description 1
- DGDOFPFVYKDKCY-UHFFFAOYSA-N (2-nonylphenyl) ditridecyl phosphite Chemical compound CCCCCCCCCCCCCOP(OCCCCCCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC DGDOFPFVYKDKCY-UHFFFAOYSA-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
- IRDJCBNSDNPDSA-ZOKJKDLISA-H (Z)-but-2-enedioate methyltin(3+) Chemical compound C[Sn+3].C[Sn+3].[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O IRDJCBNSDNPDSA-ZOKJKDLISA-H 0.000 description 1
- URJITOLRUFWZLN-DCVDYEDCSA-H (Z)-but-2-enedioate octyltin(3+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O.CCCCCCCC[Sn+3].CCCCCCCC[Sn+3] URJITOLRUFWZLN-DCVDYEDCSA-H 0.000 description 1
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- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- QASWQXKZQZCVST-UHFFFAOYSA-N propan-2-yl dihydrogen phosphite Chemical compound CC(C)OP(O)O QASWQXKZQZCVST-UHFFFAOYSA-N 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
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229910052895 riebeckite Inorganic materials 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
- 239000000344 soap Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 125000006488 t-butyl benzyl group Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- AFNRRBXCCXDRPS-UHFFFAOYSA-N tin(ii) sulfide Chemical compound [Sn]=S AFNRRBXCCXDRPS-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- FICPQAZLPKLOLH-UHFFFAOYSA-N tricyclohexyl phosphite Chemical compound C1CCCCC1OP(OC1CCCCC1)OC1CCCCC1 FICPQAZLPKLOLH-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ILLOBGFGKYTZRO-UHFFFAOYSA-N tris(2-ethylhexyl) phosphite Chemical compound CCCCC(CC)COP(OCC(CC)CCCC)OCC(CC)CCCC ILLOBGFGKYTZRO-UHFFFAOYSA-N 0.000 description 1
- WSRKWWQBQDBQRH-UHFFFAOYSA-N tris(2-octylphenyl) phosphite Chemical compound CCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCC)OC1=CC=CC=C1CCCCCCCC WSRKWWQBQDBQRH-UHFFFAOYSA-N 0.000 description 1
- DECPGQLXYYCNEZ-UHFFFAOYSA-N tris(6-methylheptyl) phosphite Chemical compound CC(C)CCCCCOP(OCCCCCC(C)C)OCCCCCC(C)C DECPGQLXYYCNEZ-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- URFPYADUEZJYDO-UHFFFAOYSA-L zinc;dioctadecyl phosphate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC URFPYADUEZJYDO-UHFFFAOYSA-L 0.000 description 1
- PORPEXMDRRVVNF-UHFFFAOYSA-L zinc;octadecyl phosphate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCOP([O-])([O-])=O PORPEXMDRRVVNF-UHFFFAOYSA-L 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は塩化ビニル系樹脂安定化
組成物に関するものである。更に詳しくは、組成物の熱
安定性及び耐光性を改良した塩化ビニル系樹脂安定化組
成物に関するものである。FIELD OF THE INVENTION The present invention relates to a vinyl chloride resin stabilizing composition. More specifically, it relates to a vinyl chloride resin-stabilized composition having improved thermal stability and light resistance.
【0002】[0002]
【背景技術】塩化ビニル系樹脂は成型加工時の高熱ある
いは加工品となってからも紫外線を主体とする光劣化な
どにより着色し優れた商品となり得なくなることは周知
である。こうした欠点を除去するために従来から各種安
定剤が検討され実用に供されてきた。例えばカドミウム
や鉛を含む安定剤は、熱安定剤、初期着色防止剤、耐候
性安定剤として優れた性質を有していた。しかし近年に
なり、安定剤を取扱う時の作業環境及び安定剤を含む製
品を廃棄物として処理する時の公害問題の懸念から従来
きわめて有効に使われてきたカドミウムや鉛を含む安定
剤が問題化されるにいたり、これに応して各種の低毒性
安定剤が検討され提案されている。最近では低毒性の有
機錫化合物が開発され実用化されているが、しかし厳し
い条件を要求される安定剤として必ずしも充分とは言え
ない。BACKGROUND ART It is well known that vinyl chloride resins cannot be made into excellent products because they are colored by high heat during molding or become processed products and are deteriorated by photodegradation mainly due to ultraviolet rays. In order to eliminate such defects, various stabilizers have been conventionally studied and put to practical use. For example, a stabilizer containing cadmium or lead had excellent properties as a heat stabilizer, an initial coloring inhibitor, and a weather resistance stabilizer. However, in recent years, stabilizers containing cadmium and lead, which have been used very effectively in the past, have become a problem due to concerns about the working environment when handling stabilizers and pollution problems when treating products containing stabilizers as waste. Accordingly, various low-toxicity stabilizers have been studied and proposed accordingly. Recently, low-toxic organotin compounds have been developed and put to practical use, but they are not always sufficient as stabilizers requiring strict conditions.
【0003】[0003]
【問題を解決するための手段】こうした問題点を解決す
べく本発明者等は種々検討した結果、優れた熱安定性及
び耐光性効果を示し、しかも毒性の非常に少ない塩化ビ
ニル系樹脂安定化組成物を開発した。[Means for Solving the Problems] As a result of various studies by the present inventors in order to solve these problems, vinyl chloride resin stabilization which shows excellent thermal stability and light resistance effects and has very little toxicity. A composition was developed.
【0004】すなわち本発明者は、(1)塩化ビニル系
樹脂にトレハロースを含有してなることを特徴とする、
塩化ビニル系樹脂安定化組成物。 (2)塩化ビニル系樹脂に(a)トレハロースと、
(b)有機酸の金属塩を含有してなることを特徴とする
塩化ビニル系樹脂安定化組成物。 (3)塩化ビニル系樹脂に(a)トレハロースと、
(b)有機酸の金属塩の少なくとも1種以上及び(c)
エポキシ化合物、有機亜燐酸塩、フェノール系酸化防止
剤、β−ジケトン化合物のうち少なくとも1種以上を含
有してなることを特徴とする塩化ビニル系樹脂安定化組
成物を提供するものである。That is, the present inventor (1) is characterized by containing trehalose in a vinyl chloride resin.
Vinyl chloride resin stabilizing composition. (2) Vinyl chloride resin with (a) trehalose,
(B) A vinyl chloride resin-stabilized composition comprising a metal salt of an organic acid. (3) Vinyl chloride resin with (a) trehalose,
(B) at least one metal salt of an organic acid, and (c)
There is provided a vinyl chloride resin stabilizing composition comprising at least one of an epoxy compound, an organic phosphite, a phenolic antioxidant and a β-diketone compound.
【0005】本発明に於て使用し得る塩化ビニル系樹脂
とはポリ塩ビニル、塩化ビニル及びこれと共重合し得る
モノマーとの共重合物、グラフトポリマー、ブロックポ
リマー、(コモノマーの例としてはエチレン、プロピレ
ンなどのオレフィン系、酢酸ビニル、ラウリン酸ビニ
ル、アクリル酸エステル、メタクリル酸メチルエステル
等の飽和酸ビニルエステル、不飽和酸アルキルエステ
ル、ラウリルビニルエーテルなどのアルキルビニルエー
テル、マレイン酸、アクリロニトリル、スチレン、メチ
ルスチレン、塩化ビニリデン、フッ化ビニリデン等)、
更にポリ塩化ビニルと例えばアクリロニトリル−ブタジ
エン−ステレン、メタクリル酸メチルエステル−ブタジ
エン−ステレンの三元ポリマー、塩素化ポリエチレン、
エチレン−酢酸ビニル共重合物等とのポリマーブレン
ド、ポリ塩化ビニルのアルコールなどによる後処理物、
後塩素化物等の塩化ビニル系樹脂などである。The vinyl chloride resin usable in the present invention includes polyvinyl chloride, vinyl chloride and a copolymer of vinyl chloride and a monomer copolymerizable therewith, a graft polymer, a block polymer, (ethylene is an example of the comonomer). , Olefins such as propylene, vinyl acetate, vinyl laurate, acrylic acid esters, saturated acid vinyl esters such as methacrylic acid methyl ester, unsaturated acid alkyl esters, alkyl vinyl ethers such as lauryl vinyl ether, maleic acid, acrylonitrile, styrene, methyl Styrene, vinylidene chloride, vinylidene fluoride, etc.),
Furthermore, terpolymer of polyvinyl chloride and, for example, acrylonitrile-butadiene-sterene, methacrylic acid methyl ester-butadiene-sterene, chlorinated polyethylene,
Polymer blend with ethylene-vinyl acetate copolymer, etc., post-treated with polyvinyl chloride alcohol, etc.
Examples include vinyl chloride resins such as post-chlorinated products.
【0006】本発明組成物のトレハロースは、下記の式
(1),(2)で示され、これらはα,α−、α,β
−、β,β−の異性体をとる。The trehalose of the composition of the present invention is represented by the following formulas (1) and (2), and these are α, α-, α, β.
-, Β, β-isomers are taken.
【化1】 Embedded image
【化2】 これらトレハロースの添加量は、塩化ビニル系樹脂10
0重量部に対して0.001〜5重量部、好ましくは
0.01〜5重量部である。Embedded image The amount of trehalose added is 10
It is 0.001 to 5 parts by weight, preferably 0.01 to 5 parts by weight, relative to 0 parts by weight.
【0007】本発明組成物の有機酸金属塩の構成要素で
ある金属としては、リチウム、ナトリウム、カリウム、
マグネシウム、カルシウム、ストロンチウム、バリウ
ム、亜鉛、カドミウム、アルミニウム、錫、鉛が示され
る。又有機酸としては、直鎖又は側鎖を有する飽和、不
飽和脂肪酸、多価カルボン酸、芳香族カルボン酸、フェ
ノール化合物及びこれらの酸に置換基を有するものがあ
り、具体例としては2−エチルヘキソイン酸、イソオク
チル酸、オクチル酸、ラウリン酸、イソパルミチン酸、
ステアリン酸、イソステアリン酸、オレイン酸、リシノ
ール酸、リノール酸、リノレイン酸、イソデカン酸、1
2−ヒドロキシステアリン酸、12−ケトステアリン
酸、フェニルステアリン酸、アラキン酸、ベヘン酸、モ
ンタン酸、マレイン酸、マロン酸、セバシン酸、アゼラ
イン酸、アジピン酸、フタール酸、シクロヘキサンジカ
ルボン酸、二塩基酸とアルコール(炭素数1乃至18個
の直鎖又は側鎖、置換又は非置換、飽和又は不飽和のア
ルコール、アルコキシアルコールもしくは、合計炭素数
が5乃至18個のシクロアルキル、アリールアルキル、
アリール、アルキルアリールのヒドロキシ化合物等)と
のモノエステル化カルボン酸、安息香酸、メチル安息香
酸、第3ブチル安息香酸、桂皮酸、サリチル酸、ナフテ
ン酸、ロジン酸、フェノール、クレゾール、キシレノー
ル、エチルフェノール、第3ブチルフェノール、オクチ
ルフェノール、ノニルフェノール、ジノニルフェノー
ル、p−クミルフェノール、フェニルフェノールなどで
ある。これら有機酸の金属塩の添加量は、塩化ビニル系
樹脂100重量部に対して0.01〜10重量部、好ま
しくは0.01〜5重量部である。The metal which is a constituent of the organic acid metal salt of the composition of the present invention includes lithium, sodium, potassium,
Magnesium, calcium, strontium, barium, zinc, cadmium, aluminum, tin, lead are indicated. As the organic acid, there are saturated or unsaturated fatty acids having a straight chain or a side chain, polyvalent carboxylic acids, aromatic carboxylic acids, phenol compounds and those having a substituent in these acids, and specific examples include 2- Ethylhexoic acid, isooctylic acid, octylic acid, lauric acid, isopalmitic acid,
Stearic acid, isostearic acid, oleic acid, ricinoleic acid, linoleic acid, linoleic acid, isodecanoic acid, 1
2-hydroxystearic acid, 12-ketostearic acid, phenylstearic acid, arachidic acid, behenic acid, montanic acid, maleic acid, malonic acid, sebacic acid, azelaic acid, adipic acid, phthalic acid, cyclohexanedicarboxylic acid, dibasic acid And alcohol (straight or side chain having 1 to 18 carbon atoms, substituted or unsubstituted, saturated or unsaturated alcohol, alkoxy alcohol, or cycloalkyl having 5 to 18 carbon atoms, arylalkyl,
Aryl, alkylaryl hydroxy compounds, etc.), benzoic acid, methylbenzoic acid, tert-butylbenzoic acid, cinnamic acid, salicylic acid, naphthenic acid, rosin acid, phenol, cresol, xylenol, ethylphenol, Examples include tert-butylphenol, octylphenol, nonylphenol, dinonylphenol, p-cumylphenol and phenylphenol. The amount of the metal salt of these organic acids added is 0.01 to 10 parts by weight, preferably 0.01 to 5 parts by weight, based on 100 parts by weight of the vinyl chloride resin.
【0008】エポキシ化合物の具体例としては、エポキ
シ化大豆油、エポキシ化アマニ油、エポキシ化豚脂油、
エポキシ化牛脂油、エポキシ化綿実油、エポキシ化サフ
ラワー油、エポキシ化鯨油、エポキシ化トール油、エポ
キシ化ヒマワリ油、エポキシ化魚油、エポキシ化大豆油
のジアセトモノグリセリド、エポキシ化ジアセトモノオ
レイン、エポキシステアリン酸ベンゾイル、エポキシス
テアリン酸ブチル、エポキシステアリン酸シクロヘキシ
ル、エポキシステアリン酸ジヒドロノニル、エポキシス
テアリン酸2−エチルブチル、エポキシステアリン酸メ
トキシエチル、エポキシステアリン酸イソデシル、エポ
キシステアリン酸イソオクチル、エポキシステアリン酸
テトラヒドロフリル、エポキシステアリン酸フェニル、
エポキシステアリン酸アセトキシエチル、エポキシトー
ル油酸のブチル、n−オクチル、イソオクチルおよび2
−エチルヘキシルエステル、エポキシトリアセトモノリ
シノレイン酸グリセリド、エポキシステアリン酸−t−
ブチルフェニル、3,4−エポキシシクロヘキシルメタ
ノールの9,10−エポキシステアリン酸エステル、安
息香酸エポキシステアリール、3,4−エポキシシクロ
ヘキシルメタノールの9,10,12,13−ジエポキ
システアリン酸エステル、3,4−エポキシシクロヘキ
シルカルボン酸の2−エチル−1,3−ヘキサ−ジオル
エステル、エポキシヘキサヒドロフタル酸のジ−n−ブ
チル、ジ−n−ヘキシル、ジ−2−エチルヘキシル、ジ
イソオクチル、ジ−n−デシル、ジイソデシルおよびn
−ブチルデシル等のエステル、3,4−エポキシシクロ
ヘキシルメチル−3,4−エポキシシクロヘキサンカル
ボキシレート、3,4−エポキシ−6−メチルシクロヘ
キサンカルボキシレート、ビス(3,4−エポキシ−6
−メチルシクロヘキシルメチル)アジペート、エピクロ
ルヒドリンとビスフェノールAの縮合物、ジ(C6〜C
10のn−アルキル)−4,5−エポキシシクロヘキサ
ン−1,2−ジカルボキシレートなどである。これらエ
ポキシ化合物の添加量は、塩化ビニル系樹脂100重量
部に対して、0.01〜40重量部、好ましくは0.1
〜20重量部である。Specific examples of the epoxy compound include epoxidized soybean oil, epoxidized linseed oil, epoxidized lard oil,
Epoxidized tallow oil, epoxidized cottonseed oil, epoxidized safflower oil, epoxidized whale oil, epoxidized tall oil, epoxidized sunflower oil, epoxidized fish oil, diacet monoglyceride of epoxidized soybean oil, epoxidized diacet monoolein, epoxy stearin Benzoyl acid, butyl epoxy stearate, cyclohexyl epoxy stearate, dihydrononyl epoxy stearate, 2-ethylbutyl epoxy stearate, methoxyethyl epoxy stearate, isodecyl epoxy stearate, isooctyl epoxy stearate, tetrahydrofuryl epoxy stearate, epoxy stearin Phenyl acid,
Acetoxyethyl epoxystearate, butyl, n-octyl, isooctyl and 2
-Ethylhexyl ester, Epoxytriacetomonoricinoleic acid glyceride, Epoxystearic acid-t-
Butylphenyl, 9,10-epoxystearic acid ester of 3,4-epoxycyclohexylmethanol, epoxystearyl benzoate, 9,10,12,13-diepoxystearic acid ester of 3,4-epoxycyclohexylmethanol, 3, 2-Epoxycyclohexylcarboxylic acid 2-ethyl-1,3-hexa-diol ester, epoxyhexahydrophthalic acid di-n-butyl, di-n-hexyl, di-2-ethylhexyl, diisooctyl, di-n- Decyl, diisodecyl and n
-Esters such as butyldecyl, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-6-methylcyclohexanecarboxylate, bis (3,4-epoxy-6)
-Methylcyclohexylmethyl) adipate, a condensate of epichlorohydrin and bisphenol A, di (C 6 -C)
10 n-alkyl) -4,5-epoxycyclohexane-1,2-dicarboxylate and the like. The amount of these epoxy compounds added is 0.01 to 40 parts by weight, preferably 0.1 to 100 parts by weight of the vinyl chloride resin.
-20 parts by weight.
【0009】本発明の有機亜燐酸塩の具体例としてはト
リフェニルホスファイト、トリクレジルホスファイト、
トリイソオクチルホスファイト、トリデシルホスファイ
ト、トリ−2−エチルヘキシルホスファイト、トリスノ
ニルフェニルホスファイト、トリ(オクチルフェニル)
ホスファイト、トリスシクロヘキシルフェニルホスファ
イト、トリシクロヘキシルホスファイト、トリデシルチ
オホスファイト、トリイソデシルチオホスファイト、フ
ェニル・ジ−2−エチルヘキシルホスファイト、フェニ
ル・ジイソデシルホスファイト、フェニル・ジシクロヘ
キシルホスファイト、フェニル・ジイソオクチルホスフ
ァイト、フェニル・ジ(トリデシル)ホスファイト、フ
ェニル・ジ−シクロヘキシルホスファイト、ジフェニル
・イソオクチルホスファイト、ジフェニル・2−エチル
ヘキシルホスファイト、ジフェニル・イソデシルホスフ
ァイト、ジフェニル・シクロヘキシルフェニルホスファ
イト、ジフェニル・トリデシルチオホスファイト、ノニ
ルフェニル・ジ(トリデシル)ホスファイト、フェニル
・p−t−ブチル・ドデシルホスファイト、ジイソプロ
ピルホスファイト、モノイソプロピルホスファイト、ジ
イソデシルホスファイト、ジイソオクチルホスファイ
ト、モノイソオクチルホスファイト、ジドデシルホスフ
ァイト、モノドデシルホスファイト、ジシクロヘキシル
ホスファイト、モノシクロヘキシルホスファイト、ジシ
クロヘキシルフェニルホスファイト、モノシクロヘキシ
ルフェニルホスファイト、ジ(p−t−ブチルフェニ
ル)ホスファイト、テトラ(トリデシル)−4,4´−
イソプロピリデンジフェニル−ジホスファイト、テトラ
(トリデシル)−4,4´−ブチリデンビス(2−t−
ブチル−5−メチルフェニル)ジホスファイト、テトラ
イソオクチル〔4.4´−チオビス(2−t−ブチル−
5−メチルフェニル)〕ジホスファイト、テトラノニル
フェニルポリプロピレングリコール−ジホスファイト、
テトラ(トリデシル)ジプロピレングリコールジホスフ
ァイト、テトラトリデシル−4,4´−イソプロピリデ
ンシクロヘキシルジホスファイト、ペンタキス(ノニル
フェニル)ビスポリプロピレングリコールトリホスファ
イト、ヘプタキス(ノニルフェニル)テトラキスポリプ
ロピレングリコールペンタホスファイト、ヘプタキス
(ノニルフェニル)テトラキス(ビスフェノールA)ペ
ンタホスファイト、デカキス(ノニルフェニル)ヘプタ
キス(ジプロピレングリコール)オクタホスファイト、
デカフェニルヘプタジプロピレングリコールオクタホス
ファイト、テトラキス(イソオクトキシカルボメチレン
チオ)1,2−オキシカルボニルメチレンチオエチレン
ジホスファイト、ジブトキシカルボエチレンチオ(ペン
タエリスリトールテトラチオグリコール)ジホスファイ
ト、ジイソオクトキシカルボメチレンチオ(ペンタエリ
スリトールテトラチオグリコール)ジホスファイト、テ
トラキス(メルカプトラウリル)1,2−ジメルカプト
−エチレンジホスファイト、テトラキス(メルカプトラ
ウリル)1.6−ジメルカプト−ヘキシレンジホスファ
イト、テトラキス(メルカプトラウリル)β,β´−ジ
メルカプト−エチルエーテルジホスファイト、ペンタキ
ス(ドデシル−メルカプト)ビス(1,6−ヘキシレン
ジメルカプト)トリホスファイト、ジフェニルホスファ
イト、水添4,4´−イソプロピリデンジフェニルホス
ファイト、4,4´−イソプロピリデンジフェニルアル
キル(C12〜C15)ホスファイト、2−t−ブチル
−α(3−t−ブチル−4−ヒドロキシフェニル)p−
クメニルビス(p−ノニルフェニル)ホスファイト、
4,4´−ブチリデンビス(3−メチル−o−t−ブチ
ルフェニル)ジトリデシルホスファイト、ジステアリル
ペンタエリスリトールジホスファイト、トリスシクロヘ
キシルフェニルホスファイト、1,1,3−トリス
〔(2´−メチル−4´−ジトリデシルホスファイト5
´−t−ブチル)フェニル〕ブタン、トリスドデシルメ
ルカプトホスファイト、デカフェニルヘプタジプロピレ
ングリコールオクタホスファイト、ジブチルペンタエリ
スリトールジホスフアイト、ジデシルペンタエリスリト
ールジホスファイト、ジオクチルペンタエリスリトール
ジホスファイト、ビス(2,4−ジ−t−ブチルフェニ
ル)ペンタエリスリトールホスファイトなどである。Specific examples of the organic phosphite of the present invention include triphenyl phosphite, tricresyl phosphite,
Triisooctyl phosphite, tridecyl phosphite, tri-2-ethylhexyl phosphite, trisnonylphenyl phosphite, tri (octylphenyl)
Phosphite, triscyclohexyl phenyl phosphite, tricyclohexyl phosphite, tridecyl thiophosphite, triisodecyl thiophosphite, phenyl di-2-ethylhexyl phosphite, phenyl diisodecyl phosphite, phenyl dicyclohexyl phosphite, phenyl・ Diisooctyl phosphite, phenyl di (tridecyl) phosphite, phenyl di-cyclohexyl phosphite, diphenyl isooctyl phosphite, diphenyl 2-ethylhexyl phosphite, diphenyl isodecyl phosphite, diphenyl cyclohexylphenyl Phosphite, diphenyl tridecylthiophosphite, nonylphenyl di (tridecyl) phosphite, phenyl p-t-butyl Dodecyl phosphite, diisopropyl phosphite, monoisopropyl phosphite, diisodecyl phosphite, diisooctyl phosphite, monoisooctyl phosphite, didodecyl phosphite, monododecyl phosphite, dicyclohexyl phosphite, monocyclohexyl phosphite, dicyclohexylphenyl Phosphite, monocyclohexylphenylphosphite, di (pt-butylphenyl) phosphite, tetra (tridecyl) -4,4'-
Isopropylidene diphenyl-diphosphite, tetra (tridecyl) -4,4'-butylidene bis (2-t-
Butyl-5-methylphenyl) diphosphite, tetraisooctyl [4.4'-thiobis (2-t-butyl-
5-methylphenyl)] diphosphite, tetranonylphenyl polypropylene glycol-diphosphite,
Tetra (tridecyl) dipropylene glycol diphosphite, tetratridecyl-4,4'-isopropylidene cyclohexyl diphosphite, pentakis (nonylphenyl) bis polypropylene glycol triphosphite, heptakis (nonylphenyl) tetrakis polypropylene glycol pentaphosphite, Heptakis (nonylphenyl) tetrakis (bisphenol A) pentaphosphite, decaquis (nonylphenyl) heptakis (dipropylene glycol) octaphosphite,
Decaphenylheptadipropylene glycol octaphosphite, tetrakis (isooctoxycarbomethylenethio) 1,2-oxycarbonylmethylenethioethylene diphosphite, dibutoxycarboethylenethio (pentaerythritol tetrathioglycol) diphosphite, diisooctoxy Carbomethylenethio (pentaerythritol tetrathioglycol) diphosphite, tetrakis (mercaptolauryl) 1,2-dimercapto-ethylene diphosphite, tetrakis (mercaptolauryl) 1.6-dimercapto-hexylene diphosphite, tetrakis (mercaptolauryl) β, β'-dimercapto-ethyl ether diphosphite, pentakis (dodecyl-mercapto) bis (1,6-hexylene dimercapto) tri Sufaito, diphenyl phosphite, hydrogenated 4,4'-isopropylidene diphenyl phosphite, 4,4'-isopropylidene diphenyl alkyl (C 12 ~C 15) phosphite, 2-t-butyl-.alpha. (3-t- Butyl-4-hydroxyphenyl) p-
Cumenyl bis (p-nonylphenyl) phosphite,
4,4'-butylidene bis (3-methyl-o-t-butylphenyl) ditridecyl phosphite, distearyl pentaerythritol diphosphite, triscyclohexylphenyl phosphite, 1,1,3-tris [(2'-methyl -4'-ditridecyl phosphite 5
'-T-Butyl) phenyl] butane, trisdodecylmercaptophosphite, decaphenylheptadipropylene glycol octaphosphite, dibutylpentaerythritol diphosphite, didecylpentaerythritol diphosphite, dioctylpentaerythritol diphosphite, bis ( 2,4-di-t-butylphenyl) pentaerythritol phosphite and the like.
【0010】本発明組成物のフェノール系酸化防止剤と
しては、ヒンダードフェノール、アルキレン又はアルキ
リデンを介して結合するポリ(アルキルフェノール)、
イオウを介して結合するポリ(アルキルフェノール)等
のフェノール誘導体を含む化合物であり、具体例として
は、2,5−ジ−t−ブチルハイドロキノン、ブチル化
ヒドロキシアニソール、2,6−ジ−t−ブチル−4−
p−クレゾール、2,6−ジ−t−ブチル−4−ヒドロ
キシメチルフェノール、2,6−ジ−t−ブチル−p−
フェニルフェノール、n−オクタデシル−β−(4−ヒ
ドロキシ−3,5−ジ−t−ブチルフェニル)プロピオ
ネート、2,2´−イソプロピリデンビスフェノール、
2.2´−メチレンビス(4−メチル−6−ノニルフェ
ノール)、2,2´−メチレンビス〔6−(1−メチル
シクロヘキシル)〕−p−クレゾール、2,2´−エチ
リデンビス(4,6−ジ−t−ブチルフェノール)、
4,4´−メチレンビス(2,6−ジ−t−ブチルフェ
ノール)、4,4´−イソプロピリデンビス(2−t−
ブチルフェノール)、4,4´−ブチリデンビス(6−
t−ブチル−m−クレゾール)、1,1,3−トリス
(2−メチル−4−ヒドロキシ−5−t−ブチルフェニ
ル)ブタン、1,3,5−トリメチル−2,4,6−ト
リス(3、5−ジ−t−ブチル−4−ヒドロキシベンジ
ル)ベンゼン、テトラキス〔メチレン−3−(3,5−
ジ−t−ブチル−4−ヒドロキシフェニル)プロピオネ
ート〕メタン、テトラキス(2,4−ジ−t−ブチルフ
ェニル)−4,4´−ビスフェニレンジホスファイト、
トリエチレングリコールビス〔(3−t−ブチル−4−
ヒドロキシ−5−メチルフェニル)プロピオネート〕、
2,2´−チオビス(4−メチル−6−t−ブチルフェ
ノール)、4,4´−チオビス(6−t−ブチル−m−
クレゾール)、4,4´−チオビス(6−t−ブチルフ
ェノール)、ビス(3−メチル−4−ヒドロキシ−5−
t−ブチルベンジル)サルファイド、などである。これ
ら、フェノール系酸化防止剤の添加量は、塩化ビニル系
樹脂100重量部に対して、0.001〜10重量部、
好ましくは0.001〜5重量部である。As the phenolic antioxidant of the composition of the present invention, a poly (alkylphenol) bonded through a hindered phenol, alkylene or alkylidene,
It is a compound containing a phenol derivative such as poly (alkylphenol) bound through sulfur, and specific examples thereof include 2,5-di-t-butylhydroquinone, butylated hydroxyanisole and 2,6-di-t-butyl. -4-
p-cresol, 2,6-di-t-butyl-4-hydroxymethylphenol, 2,6-di-t-butyl-p-
Phenylphenol, n-octadecyl-β- (4-hydroxy-3,5-di-t-butylphenyl) propionate, 2,2′-isopropylidenebisphenol,
2.2'-methylenebis (4-methyl-6-nonylphenol), 2,2'-methylenebis [6- (1-methylcyclohexyl)]-p-cresol, 2,2'-ethylidenebis (4,6-di) -T-butylphenol),
4,4'-methylenebis (2,6-di-t-butylphenol), 4,4'-isopropylidenebis (2-t-)
Butylphenol), 4,4'-butylidenebis (6-
t-butyl-m-cresol), 1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane, 1,3,5-trimethyl-2,4,6-tris ( 3,5-di-t-butyl-4-hydroxybenzyl) benzene, tetrakis [methylene-3- (3,5-
Di-t-butyl-4-hydroxyphenyl) propionate] methane, tetrakis (2,4-di-t-butylphenyl) -4,4′-bisphenylenediphosphite,
Triethylene glycol bis [(3-t-butyl-4-
Hydroxy-5-methylphenyl) propionate],
2,2'-thiobis (4-methyl-6-t-butylphenol), 4,4'-thiobis (6-t-butyl-m-
Cresol), 4,4'-thiobis (6-t-butylphenol), bis (3-methyl-4-hydroxy-5-)
t-butylbenzyl) sulfide, and the like. These phenolic antioxidants are added in an amount of 0.001 to 10 parts by weight based on 100 parts by weight of the vinyl chloride resin,
It is preferably 0.001 to 5 parts by weight.
【0011】本発明組成物のβ−ジケトン化合物の具体
例としては、ジアセチルメタン、トリアセチルメタン、
2,4,6−ヘプタトリオン、ブタノイルアセチルメタ
ン、ラウロイルアセチルメタン、パルミトイルアセチル
メタン、ステアロイルアセチルメタン、フェニルアセチ
ルアセチルメタン、ジシクロヘキシルカルボニルメタ
ン、ベンゾイルホルミルメタン、ベンゾイルアセチルメ
タン、ジベンゾイルメタン、オクチルベンゾイルメタ
ン、ビス(4−オクチルベンゾイル)メタン、ベンゾイ
ルジアセチルメタン、4−メトキシベンゾイルベンゾイ
ルメタン、ビス(4−カルボキシメチルベンゾイル)メ
タン、2−カルボキシメチルベンゾイルアセチルオクチ
ルメタン、デヒドロ酢酸、シクロヘキサン−1,3−ジ
オン、3,6−ジメチル−2,4−ジオキシシクロヘキ
サン−1カルボン酸メチル、2−アセチルシクロヘキサ
ノン、ジメドン、2−ベンゾイルシクロヘキサン等を示
し得る。β−ジケトン化合物の金属塩とは、上記のβ−
ジケトン化合物とリチウム、ナトリウム及びカリウム等
の第Ia族金属、マグネシウム、カルシウム、ストロン
チウム及びバリウム等の第IIa族金属、亜鉛、アルミ
ニウム、錫、アルキル錫等の金属塩である。これらβ−
ジケトン化合物の添加量は、塩化ビニル系樹脂100重
量部に対して0.001〜10重量部、好ましくは0.
001〜5重量部である。Specific examples of the β-diketone compound of the composition of the present invention include diacetylmethane, triacetylmethane,
2,4,6-heptatrione, butanoylacetylmethane, lauroylacetylmethane, palmitoylacetylmethane, stearoylacetylmethane, phenylacetylacetylmethane, dicyclohexylcarbonylmethane, benzoylformylmethane, benzoylacetylmethane, dibenzoylmethane, octylbenzoylmethane , Bis (4-octylbenzoyl) methane, benzoyldiacetylmethane, 4-methoxybenzoylbenzoylmethane, bis (4-carboxymethylbenzoyl) methane, 2-carboxymethylbenzoylacetyloctylmethane, dehydroacetic acid, cyclohexane-1,3-dione , Methyl 3,6-dimethyl-2,4-dioxycyclohexane-1carboxylate, 2-acetylcyclohexanone, dimedone, 2- It may indicate emissions benzoyl cyclohexane. The metal salt of a β-diketone compound means the above β-
A diketone compound and a Group Ia metal such as lithium, sodium and potassium, a Group IIa metal such as magnesium, calcium, strontium and barium, and a metal salt such as zinc, aluminum, tin and alkyltin. These β-
The addition amount of the diketone compound is 0.001 to 10 parts by weight, preferably 0.1 part by weight with respect to 100 parts by weight of the vinyl chloride resin.
001 to 5 parts by weight.
【0012】本発明の安定化組成物には一般に利用され
ている他の安定剤あるいは、添加剤の1種又は2種以上
を加えることができる。例えば、有機リン酸エステル、
有機錫化合物、有機又は無機アンチモン化合物、有機又
は無機チタン化合物、加工助剤、耐衝撃剤、滑剤、充填
剤、紫外線吸収剤、顔料、染料、可塑剤、有機化合物又
はそれらの塩、離型剤、帯電防止剤、多価又は高級アル
コール、直鎖又は側鎖を有する飽和又は不飽和脂肪酸、
その他の有機溶剤、難燃剤、香料、架橋剤、プレートア
ウト防止剤などである。The stabilizer composition of the present invention may contain one or more other stabilizers or additives generally used. For example, organic phosphate ester,
Organotin compounds, organic or inorganic antimony compounds, organic or inorganic titanium compounds, processing aids, impact resistance agents, lubricants, fillers, UV absorbers, pigments, dyes, plasticizers, organic compounds or salts thereof, release agents , Antistatic agents, polyhydric or higher alcohols, saturated or unsaturated fatty acids with straight or side chains,
Other organic solvents, flame retardants, fragrances, cross-linking agents, anti-plateout agents, etc.
【0013】有機リン酸エステルの具体例としては、ノ
ニルフェノキシポリエトキシリン酸、トリデシルヒドロ
キシポリエトキシリン酸、オクチルオキシポリエトキシ
リン酸、ラウリルオキシポリエトキシリン酸、ステアリ
ルオキシポリエトキシリン酸、オレイルオキシポリエト
キシリン酸、t−ブチルフェノキシポリエトキシリン
酸、オクチルフェノキシポリエトキシリン酸、ジノニル
フェノキシポリエトキシリン酸、ドデシルフェノキシポ
リエトキシリン酸、ジフェニル−2−エチルヘキシルリ
ン酸、モノステアリルホスフェート亜鉛塩、ジステアリ
ルホスフェート亜鉛塩などである。Specific examples of the organic phosphoric acid ester include nonylphenoxypolyethoxyphosphoric acid, tridecylhydroxypolyethoxyphosphoric acid, octyloxypolyethoxyphosphoric acid, lauryloxypolyethoxyphosphoric acid, stearyloxypolyethoxyphosphoric acid and oleyl. Oxypolyethoxyphosphoric acid, t-butylphenoxypolyethoxyphosphoric acid, octylphenoxypolyethoxyphosphoric acid, dinonylphenoxypolyethoxyphosphoric acid, dodecylphenoxypolyethoxyphosphoric acid, diphenyl-2-ethylhexylphosphoric acid, monostearyl phosphate zinc salt , Distearyl phosphate zinc salt and the like.
【0014】有機錫化合物の具体例としては、モノ(又
はジ)メチル錫トリス(又はビス)(イソオクチルチオ
グリコレート)、モノ(又はジ)オクチル錫トリス(又
はビス)(イソオクチルチオグリコレート)、モノ(又
はジ)ブチル錫トリス(又はビス)(イソオクチルチオ
グリコレート)、モノ(又はジ)メチル錫トリ(又は
ジ)ラウレート、モノ(又はジ)ブチル錫トリ(又は
ジ)ラウレート、モノ(又はジ)オクチル錫トリ(又は
ジ)ラウレート、モノ(又はジ)メチル錫トリス(又は
ビス)(イソオクチルマレート)、モノ(又はジ)ブチ
ル錫トリス(又はビス)(イソオクチルマレート)、モ
ノ(又はジ)オクチル錫トリス(又はビス)(イソオク
チルマレート)、モノ(又はジ)ブチル錫トリス(又は
ビス)(メトキシブチルチオグリコレート)、モノ(又
はジ)オクチル錫トリス(又はビス)(メトキシブチル
チオグリコレート)、モノ(又はジ)アルキル(C
1〜12)錫トリス(又はビス)(2−メルカプトエチ
ルオレート)、モノ(又はジ)アルキル(C1〜12)
錫トリス(又はビス)(2−メルカプトエチルオレー
ト)サルファイド、モノ(又はジ)アルキル(C
1〜12)錫トリ(又はジ)オレート、モノ(又はジ)
アルキル(C1〜12)錫サルファイド、モノ(又はビ
ス)(アクリル酸ブチル)錫トリス(又はビス)(イソ
オクチルチオグリコレート)、モノ(又はビス)(アク
リル酸メチル)錫トリス(又はビス)(イソオクチルチ
オグリコレート)、モノ(又はジ)アルキル(C
1〜12)錫オキサイド、モノ(又はジ)メチル錫マレ
ートポリマー、モノ(又はジ)ブチル錫マレートポリマ
ー、モノ(又はジ)オクチル錫マレートポリマー、モノ
(又はジ)アルキル(C1〜12)錫ーβ−メルカプト
プロピオネート、モノ(又はジ)アルキル
(C1〜12)錫チオグリコレート、モノ(又はジ)ア
ルキル(C1〜12)錫トリ(又はジ)メルカプトエタ
ノールモノ(又はジ)アルキル(C1〜12)錫トリ
(又はジ)リシノレート、モノ(又はジ)アルキル(C
1〜12)錫トリ(又はジ)オレート、モノ(又はジ)
アルキル(C1〜8)錫トリ(又はジ)クロライド、2
−メルカプトエチル脂肪酸エステル及び硫化ソーダ及び
苛性ソーダより得られる反応生成物などである。Specific examples of the organic tin compound include mono (or di) methyl tin tris (or bis) (isooctyl thioglycolate) and mono (or di) octyl tin tris (or bis) (isooctyl thioglycolate). ), Mono (or di) butyltin tris (or bis) (isooctylthioglycolate), mono (or di) methyltin tri (or di) laurate, mono (or di) butyltin tri (or di) laurate, Mono (or di) octyltin tri (or di) laurate, Mono (or di) methyltin tris (or bis) (isooctylmalate), Mono (or di) butyltin tris (or bis) (isooctylmalate ), Mono (or di) octyltin tris (or bis) (isooctyl maleate), mono (or di) butyltin tris (or bis) (methoxybutyrate) Thioglycolate), mono (or di) octyl tin tris (or bis) (methoxybutyl thioglycolate), mono (or di) alkyl (C
1-12 ) tin tris (or bis) (2-mercaptoethyl oleate), mono (or di) alkyl ( C1-12 )
Tin tris (or bis) (2-mercaptoethyl oleate) sulfide, mono (or di) alkyl (C
1-12 ) Tin tri (or di) oleate, mono (or di)
Alkyl ( C1-12 ) tin sulfide, mono (or bis) (butyl acrylate) tin tris (or bis) (isooctyl thioglycolate), mono (or bis) (methyl acrylate) tin tris (or bis) (Isooctylthioglycolate), mono (or di) alkyl (C
1-12 ) tin oxide, mono (or di) methyl tin maleate polymer, mono (or di) butyl tin malate polymer, mono (or di) octyl tin maleate polymer, mono (or di) alkyl (C 1 12 ) tin-β-mercaptopropionate, mono (or di) alkyl (C 1-12 ) tin thioglycolate, mono (or di) alkyl (C 1-12 ) tin tri (or di) mercaptoethanol mono ( Or di) alkyl (C 1-12 ) tin tri (or di) ricinoleate, mono (or di) alkyl (C
1-12 ) Tin tri (or di) oleate, mono (or di)
Alkyl (C 1-8 ) tin tri (or di) chloride, 2
-Reaction products obtained from mercaptoethyl fatty acid esters and sodium sulfide and caustic soda.
【0015】有機又は無機アンチモン化合物の具体例と
しては、トリス(イソオクチルチオグリコレート)アン
チモン、モノブチルアンチモンビス(イソオクチルチオ
グリコレート)、ジブチルアンチモンモノ(イソオクチ
ルチオグリコレート)、トリス(2−メルカプトエチル
オレート)アンチモン、三酸化アンチモンなどである。Specific examples of organic or inorganic antimony compounds include tris (isooctylthioglycolate) antimony, monobutylantimony bis (isooctylthioglycolate), dibutylantimony mono (isooctylthioglycolate), tris (2 -Mercaptoethyl oleate) antimony, antimony trioxide and the like.
【0016】有機又は無機チタン化合物の例としてはテ
トラステアリルチタネート、テトラキス(2−エチルヘ
キシル)チタネート、イソプロピルイソステアリルチタ
ネート、ジイソプロポキシビス(アセチルアセトン)チ
タネート、トリブトキシモノステアリルチタネート、ジ
ヒドロキシビス(ラクテイクアシド)チタネート、イソ
プロピルトリデシルベンゼンスルホニルチタネート、イ
ソプロピルトリス(ジオクチルパイロホスフェート)チ
タネート、テトライソプロピルビス(ジオクチルホスフ
ァイト)チタネート、テトラオクチルビス(ジトリデシ
ルホスファイト)チタネート、テトラ(2,2−ジアリ
ルオキシメチル−1−ブチル)ビス(ジトリデシルホス
ファイト)チタネート、ビス(ジオクチルパイロホスフ
ェート)オキシアセテートチタネート、トリス(ジオク
チルパイロホスフェート)エチレンチタネート、(モノ
又はジ)ブチルチタン(トリ又はジ)ラウレート、(モ
ノ又はジ)ブチルチタン(トリス又はビス)イソオクチ
ルチオグリコレート、テトラキス(イソオクチルチオグ
リコレート)チタン、テトラキス(ドデシルメルカプト
エート)チタン、二酸化チタンなどである。Examples of organic or inorganic titanium compounds are tetrastearyl titanate, tetrakis (2-ethylhexyl) titanate, isopropyl isostearyl titanate, diisopropoxy bis (acetylacetone) titanate, tributoxy monostearyl titanate, dihydroxy bis (lactic acid). ) Titanate, isopropyltridecylbenzenesulfonyl titanate, isopropyl tris (dioctyl pyrophosphate) titanate, tetraisopropyl bis (dioctyl phosphite) titanate, tetraoctyl bis (ditridecyl phosphite) titanate, tetra (2,2-diallyloxymethyl-) 1-butyl) bis (ditridecyl phosphite) titanate, bis (dioctyl pyrophosphate) oxya Tate titanate, tris (dioctyl pyrophosphate) ethylene titanate, (mono or di) butyl titanium (tri or di) laurate, (mono or di) butyl titanium (tris or bis) isooctyl thioglycolate, tetrakis (isooctyl thioglycol) Rate) titanium, tetrakis (dodecyl mercaptoate) titanium, titanium dioxide and the like.
【0017】加工助剤、耐衝撃強化剤の具体例としては
塩素化ポリエチレン、エチレンプロピレン共重合物、エ
チレン酢酸ビニル共重合物、スチレンブタジエン共重合
物、アクリロニトリルスチレン共重合物、アクリロニト
リルブタジエンスチレン共重合物、アクリル酸エステル
ブタシエンスチレン共重合物、メタアクリル酸エステル
ブタジエンスチレン共重合物(MBS)、ポリスチレ
ン、アクリル樹脂などである。 滑剤の具体例としては
ポリエチレンワックス、石油又は石炭より誘導されるパ
ラフィンワックス、高級脂肪酸、高級アルコール、天然
又は合成された高分子エステルワックス、エチレンビス
ステアロアミド、前記金属石けん以外の滑性を有する金
属塩などである。Specific examples of the processing aid and the impact resistance enhancer include chlorinated polyethylene, ethylene propylene copolymer, ethylene vinyl acetate copolymer, styrene butadiene copolymer, acrylonitrile styrene copolymer, acrylonitrile butadiene styrene copolymer. And acrylic acid butadiene styrene copolymer, methacrylic acid butadiene styrene styrene copolymer (MBS), polystyrene, acrylic resin and the like. Specific examples of lubricants include polyethylene wax, paraffin wax derived from petroleum or coal, higher fatty acids, higher alcohols, naturally-occurring or synthetic polymer ester waxes, ethylene bis-stearamide, and lubricity other than the above-mentioned metallic soaps. For example, metal salts.
【0018】充填剤の具体例としては炭酸カルシウム、
酸化カルシウム、水酸化カルシウム、酸化亜鉛、水酸化
亜鉛、炭酸亜鉛、硫化亜鉛、酸化マグネシウム、水酸化
マグネシウム、炭酸マグネシウム、酸化アルミニウム、
水酸化アルミニウム、アルミナけい酸ナトリウム、ハイ
ドロタルサイト、ハイドロカルマイト、けい酸アルミニ
ウム、けい酸マグネシウム、けい酸カルシウム、ゼオラ
イト等のけい酸金属塩、活性白土、タルク、クレイ、ベ
ンガラ、アスベスト、三酸化アンチモンなどである。Examples of the filler include calcium carbonate,
Calcium oxide, calcium hydroxide, zinc oxide, zinc hydroxide, zinc carbonate, zinc sulfide, magnesium oxide, magnesium hydroxide, magnesium carbonate, aluminum oxide,
Aluminum hydroxide, alumina sodium silicate, hydrotalcite, hydrocalumite, aluminum silicate, magnesium silicate, calcium silicate, zeolite and other metal silicates, activated clay, talc, clay, red iron oxide, asbestos, trioxide Antimony and the like.
【0019】有機化合物又はそれらの塩の具体例として
は2−フェニルインドール、ジフェニルチオ尿素、セチ
ル及びステアリルβ−アミノクロトン酸エステル、1,
3及び1,4−ブタンジオールビスβ−アミノクロトン
酸エステル、チオジエチレングリコールビスβ−アミノ
クロトン酸エステル、イソシアヌール酸及びその誘導体
例えばトリス(2−ヒドロキシエチル)シアヌレート等
の窒素含有化合物、ペンタエリスリトール、マンニトー
ル、ソルビトール等の多価アルコール、安息香酸、メチ
ル安息香酸、リノール酸、マレイン酸、桂皮酸、p−t
−ブチル安息香酸、クロトン酸等のカルボン酸、硼酸エ
ステル、チオジグリコール酸エステル、ペンタエリスリ
トールテトラキス(メルカプトプロピオネート)、ペン
タエリスリトールテトラキス(メルカプトアセテー
ト)、ジシアンジアミド、タンニン、シュウ酸エステ
ル、マロン酸エステル、2−(3´−メトキシ−4´−
ヒドロキシフェニル)インドール、ジラウリルチオジプ
ロピオネート、ジステアリルチオジプロピオネートなど
のチオジプロピオン酸エステル、6−アニリノ−1,
3,5−トリアジン−2,4−ジチオール、6−ブチル
アミノ−1,3,5−トリアジン−2,4−ジチオール
メラミン、2−メルカプトエチルオレート、オクチルチ
オグリコレート、2−メルカプトエタノール、β−メル
カプトプロピオン酸、チオグリコール酸、ヘキサメチレ
ンテトラミン、ヒンダードアミン系化合物などである。Specific examples of organic compounds or salts thereof include 2-phenylindole, diphenylthiourea, cetyl and stearyl β-aminocrotonic acid esters, 1,
Nitrogen-containing compounds such as 3 and 1,4-butanediol bis β-aminocrotonate, thiodiethylene glycol bis β-aminocrotonate, isocyanuric acid and derivatives thereof such as tris (2-hydroxyethyl) cyanurate, pentaerythritol, Polyhydric alcohols such as mannitol and sorbitol, benzoic acid, methylbenzoic acid, linoleic acid, maleic acid, cinnamic acid, pt
-Carboxylic acid such as butylbenzoic acid and crotonic acid, boric acid ester, thiodiglycolic acid ester, pentaerythritol tetrakis (mercaptopropionate), pentaerythritol tetrakis (mercaptoacetate), dicyandiamide, tannin, oxalic acid ester, malonic acid ester , 2- (3'-methoxy-4'-
Hydroxyphenyl) indole, dilauryl thiodipropionate, thiodipropionate such as distearyl thiodipropionate, 6-anilino-1,
3,5-triazine-2,4-dithiol, 6-butylamino-1,3,5-triazine-2,4-dithiol melamine, 2-mercaptoethyloleate, octylthioglycolate, 2-mercaptoethanol, β- Examples thereof include mercaptopropionic acid, thioglycolic acid, hexamethylenetetramine, and hindered amine compounds.
【0020】[0020]
【実施例】次に示す実施例により本発明による塩化ビニ
ル系樹脂の安定化効果を示す。 実施例 1 塩化ビニル樹脂100重量部、テトラヒドロフラン50
0重量部に表1に示される添加剤をよく分散させ、ガラ
ス板上に一定の厚さで流し、オーブン180℃で5分間
Cureすることで、0.3mmのポリ塩化ビニル樹脂
組成物シートを作成した。このシートを180℃のギア
オーブンで120分間、時間を追って劣化状況を測定し
て、熱安定性結果を評価した。またこのシートを180
℃で5分間プレスしてその殺菌灯による耐光性を評価し
た。これらの試験結果を表1に示す。表中の評価値は、
10段階で評価した。 (例: 優 10→1 劣)EXAMPLE The following example shows the stabilizing effect of the vinyl chloride resin according to the present invention. Example 1 100 parts by weight of vinyl chloride resin and 50 parts of tetrahydrofuran
The additive shown in Table 1 was well dispersed in 0 part by weight, poured on a glass plate with a constant thickness, and then cured for 5 minutes in an oven at 180 ° C. to give a polyvinyl chloride resin composition sheet of 0.3 mm. Created. The thermal stability result was evaluated by measuring the deterioration status of this sheet in a gear oven at 180 ° C. for 120 minutes over time. This sheet 180
It was pressed at 5 ° C. for 5 minutes to evaluate the light resistance of the germicidal lamp. Table 1 shows the test results. The evaluation values in the table are
It was evaluated on a 10-point scale. (Example: Excellent 10 → 1 Inferior)
【0021】実施例 2 下記基本配合に、表2の各種添加剤を配合し、ドライブ
レンドして180℃のミキシングロールで5分間混練
後、0.5mmのシートを作成した。各々のシート片1
80℃の条件下でギアオーブンテストを行って、熱安定
性をみた。また180℃×5分の条件でプレスシートを
作成し、殺菌灯による耐光性をみた。 基本配合 塩化ビニル樹脂 100 重量部 ジオクチルフタレート 50 重量部 これらの試験結果を表2に示す。表中の評価値は、10
段階で評価した。 (例: 優 10→1 劣)Example 2 Various additives shown in Table 2 were added to the following basic composition, dry blended, and kneaded with a mixing roll at 180 ° C. for 5 minutes to prepare a 0.5 mm sheet. Each sheet piece 1
A gear oven test was performed under the condition of 80 ° C. to check the thermal stability. Further, a press sheet was prepared under the condition of 180 ° C. × 5 minutes, and the light resistance by a germicidal lamp was observed. Basic formulation Vinyl chloride resin 100 parts by weight Dioctyl phthalate 50 parts by weight Table 2 shows the test results. The evaluation value in the table is 10
It was evaluated on a scale. (Example: Excellent 10 → 1 Inferior)
【0022】実施例 3 下記基本配合に、表2の各種添加剤を配合し、ドライブ
レンドして180℃のミキシングロールで5分間混練
後、0.5mmのシートを作成した。各々のシート片1
80℃の条件下でギアオーブンテストを行って、熱安定
性をみた。また180℃×5分の条件でプレスシートを
作成し、殺菌灯による耐光性をみた。 基本配合 塩化ビニル樹脂 100 重量部 ジイソノニルアジペート 40 重量部 エポキシ化大豆油 2 重量部 トリスノニルフェニルホスファイト 0.5 重量部 これらの試験結果を表3に示す。表中の評価値は、10
段階で評価した。 (例: 優 10→1 劣)Example 3 Various additives shown in Table 2 were blended with the following basic formulation, dry blended, and kneaded with a mixing roll at 180 ° C. for 5 minutes to prepare a 0.5 mm sheet. Each sheet piece 1
A gear oven test was performed under the condition of 80 ° C. to check the thermal stability. Further, a press sheet was prepared under the condition of 180 ° C. × 5 minutes, and the light resistance by a germicidal lamp was observed. Basic formulation Vinyl chloride resin 100 parts by weight Diisononyl adipate 40 parts by weight Epoxidized soybean oil 2 parts by weight Trisnonylphenyl phosphite 0.5 parts by weight Table 3 shows the test results. The evaluation value in the table is 10
It was evaluated on a scale. (Example: Excellent 10 → 1 Inferior)
【0023】実施例 4 塩素化塩化ビニル樹脂に、表2の各種添加剤を配合し、
ドライブレンドして190℃のミキシングロールで5分
間混練後、0.5mmのシートを作成した。各々のシー
ト片180℃の条件下でギアオーブンテストを行って、
熱安低性をみた。また180℃×5分の条件でプレスシ
ートを作成し、殺菌灯による耐光性をみた。これら試験
結果を表4に示す。表中の評価値は、10段階で評価し
た。 (例: 優 10→1 劣)Example 4 Various additives shown in Table 2 were added to a chlorinated vinyl chloride resin,
After dry blending and kneading with a mixing roll at 190 ° C. for 5 minutes, a 0.5 mm sheet was prepared. Each piece of the sheet was tested at 180 ° C in a gear oven,
The heat resistance was low. Further, a press sheet was prepared under the condition of 180 ° C. × 5 minutes, and the light resistance by a germicidal lamp was observed. The results of these tests are shown in Table 4. The evaluation values in the table were evaluated on a scale of 10. (Example: Excellent 10 → 1 Inferior)
【発明の効果】以上の実施例から明らかなように、トレ
ハロースを併用することにより極めて優れた熱安定性及
び耐光性を得ることが認められる。As is apparent from the above examples, it is recognized that the use of trehalose in combination provides excellent heat stability and light resistance.
【0024】[0024]
【表1】 [Table 1]
【0025】[0025]
【表2】 [Table 2]
【0026】[0026]
【表3】 [Table 3]
【0027】[0027]
【表4】 [Table 4]
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 C08K 5/524 KHX C08K 5/524 KHX ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code Agency reference number FI Technical display location C08K 5/524 KHX C08K 5/524 KHX
Claims (3)
してなることを特徴とする塩化ビニル系樹脂安定化組成
物。1. A vinyl chloride resin stabilizing composition comprising trehalose in a vinyl chloride resin.
スと、(b)有機酸の金属塩の少なくとも1種以上を含
有してなることを特徴とする塩化ビニル系樹脂安定化組
成物。2. A vinyl chloride resin stabilizing composition comprising a vinyl chloride resin containing (a) trehalose and (b) at least one metal salt of an organic acid.
スと、(b)有機酸の金属塩の少なくとも1種以上、及
び(c)エポキシ化合物、有機亜燐酸塩、フェノール系
酸化防止剤、β−ジケトン化合物のうち少なくとも1種
以上を含有してなることを特徴とする塩化ビニル系樹脂
安定化組成物。3. A vinyl chloride resin containing (a) trehalose and (b) at least one metal salt of an organic acid, and (c) an epoxy compound, an organic phosphite, a phenolic antioxidant, and β. -A vinyl chloride resin stabilizing composition comprising at least one diketone compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35453395A JPH09176420A (en) | 1995-12-21 | 1995-12-21 | Stabilized vinyl chloride resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35453395A JPH09176420A (en) | 1995-12-21 | 1995-12-21 | Stabilized vinyl chloride resin composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09176420A true JPH09176420A (en) | 1997-07-08 |
Family
ID=18438193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP35453395A Pending JPH09176420A (en) | 1995-12-21 | 1995-12-21 | Stabilized vinyl chloride resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09176420A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005179517A (en) * | 2003-12-19 | 2005-07-07 | Asahi Denka Kogyo Kk | Vinyl chloride resin composition |
| JP2008208308A (en) * | 2007-02-28 | 2008-09-11 | Yoshino Kogyosho Co Ltd | Resin material and manufacturing method of molded article |
| WO2011004736A1 (en) * | 2009-07-07 | 2011-01-13 | 住友化学株式会社 | Thermoplastic polymer composition |
| WO2011129394A1 (en) * | 2010-04-14 | 2011-10-20 | 住友化学株式会社 | Thermoplastic polymer composition and stabiliser composition |
| JP2012107182A (en) * | 2010-05-12 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| JP2012107181A (en) * | 2010-04-14 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| JP2012107184A (en) * | 2010-06-29 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| CN110591054A (en) * | 2019-09-17 | 2019-12-20 | 江苏泰特尔新材料科技有限公司 | Epoxide with low total chlorine content and no heavy metal residue and synthesis process thereof |
-
1995
- 1995-12-21 JP JP35453395A patent/JPH09176420A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005179517A (en) * | 2003-12-19 | 2005-07-07 | Asahi Denka Kogyo Kk | Vinyl chloride resin composition |
| JP2008208308A (en) * | 2007-02-28 | 2008-09-11 | Yoshino Kogyosho Co Ltd | Resin material and manufacturing method of molded article |
| WO2011004736A1 (en) * | 2009-07-07 | 2011-01-13 | 住友化学株式会社 | Thermoplastic polymer composition |
| TWI472565B (en) * | 2009-07-07 | 2015-02-11 | Sumitomo Chemical Co | Thermoplastic polymer composition |
| WO2011129394A1 (en) * | 2010-04-14 | 2011-10-20 | 住友化学株式会社 | Thermoplastic polymer composition and stabiliser composition |
| JP2012107181A (en) * | 2010-04-14 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| EP2559736A4 (en) * | 2010-04-14 | 2015-09-16 | Sumitomo Chemical Co | THERMOPLASTIC POLYMER COMPOSITION AND STABILIZING COMPOSITION |
| JP2012107182A (en) * | 2010-05-12 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| JP2012107184A (en) * | 2010-06-29 | 2012-06-07 | Sumitomo Chemical Co Ltd | Thermoplastic polymer composition |
| CN110591054A (en) * | 2019-09-17 | 2019-12-20 | 江苏泰特尔新材料科技有限公司 | Epoxide with low total chlorine content and no heavy metal residue and synthesis process thereof |
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