SU1153834A3 - Полимерна композици - Google Patents
Полимерна композици Download PDFInfo
- Publication number
 - SU1153834A3 SU1153834A3 SU823520356A SU3520356A SU1153834A3 SU 1153834 A3 SU1153834 A3 SU 1153834A3 SU 823520356 A SU823520356 A SU 823520356A SU 3520356 A SU3520356 A SU 3520356A SU 1153834 A3 SU1153834 A3 SU 1153834A3
 - Authority
 - SU
 - USSR - Soviet Union
 - Prior art keywords
 - butyl
 - tert
 - acid
 - phenolic stabilizer
 - methyl
 - Prior art date
 
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 7
 - 239000003381 stabilizer Substances 0.000 claims abstract description 14
 - 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims abstract description 10
 - 230000003647 oxidation Effects 0.000 claims abstract description 6
 - 238000007254 oxidation reaction Methods 0.000 claims abstract description 6
 - 150000001875 compounds Chemical class 0.000 claims abstract description 4
 - ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract 6
 - XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims abstract 3
 - 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims abstract 3
 - 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
 - 229920005669 high impact polystyrene Polymers 0.000 claims description 3
 - 239000004797 high-impact polystyrene Substances 0.000 claims description 3
 - 239000004793 Polystyrene Substances 0.000 abstract 2
 - 229920002223 polystyrene Polymers 0.000 abstract 2
 - NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
 - 229920001577 copolymer Polymers 0.000 abstract 1
 - -1 3-tert-butyl-4 hydroxy-5-methylphenyl Chemical group 0.000 description 15
 - 238000012360 testing method Methods 0.000 description 11
 - OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
 - 150000002148 esters Chemical class 0.000 description 5
 - OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
 - LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
 - HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
 - 230000032683 aging Effects 0.000 description 3
 - MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
 - 238000004455 differential thermal analysis Methods 0.000 description 3
 - 230000000694 effects Effects 0.000 description 3
 - 238000005259 measurement Methods 0.000 description 3
 - 150000004702 methyl esters Chemical class 0.000 description 3
 - WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
 - YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-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
 - 239000004952 Polyamide Substances 0.000 description 2
 - 239000005062 Polybutadiene Substances 0.000 description 2
 - QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
 - 239000002253 acid Substances 0.000 description 2
 - WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
 - 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
 - 150000001412 amines Chemical class 0.000 description 2
 - TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
 - 239000007859 condensation product Substances 0.000 description 2
 - NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
 - 238000001802 infusion Methods 0.000 description 2
 - 239000003446 ligand Substances 0.000 description 2
 - HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
 - 150000002815 nickel Chemical class 0.000 description 2
 - 229910052757 nitrogen Inorganic materials 0.000 description 2
 - GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
 - 230000003287 optical effect Effects 0.000 description 2
 - 229910052760 oxygen Inorganic materials 0.000 description 2
 - ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
 - 229920002647 polyamide Polymers 0.000 description 2
 - 229920002857 polybutadiene Polymers 0.000 description 2
 - 239000000843 powder Substances 0.000 description 2
 - 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
 - BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 2
 - XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
 - HQEPZWYPQQKFLU-UHFFFAOYSA-N (2,6-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC(O)=C1C(=O)C1=CC=CC=C1 HQEPZWYPQQKFLU-UHFFFAOYSA-N 0.000 description 1
 - ATLWFAZCZPSXII-UHFFFAOYSA-N (2-octylphenyl) 2-hydroxybenzoate Chemical compound CCCCCCCCC1=CC=CC=C1OC(=O)C1=CC=CC=C1O ATLWFAZCZPSXII-UHFFFAOYSA-N 0.000 description 1
 - RJEBRAZFKYSRBP-UHFFFAOYSA-N (2-tert-butylphenyl) 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CC(C)(C)C1=CC=CC=C1OC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 RJEBRAZFKYSRBP-UHFFFAOYSA-N 0.000 description 1
 - CHJJYTIOLUWORE-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl)methyl dihydrogen phosphate Chemical compound CC(C)(C)C1=CC(COP(O)(O)=O)=CC(C(C)(C)C)=C1O CHJJYTIOLUWORE-UHFFFAOYSA-N 0.000 description 1
 - SNJAYFIFURSZQU-UHFFFAOYSA-N (3-amino-1h-1,2,4-triazol-5-yl)-(2-hydroxyphenyl)methanone Chemical compound N1C(N)=NC(C(=O)C=2C(=CC=CC=2)O)=N1 SNJAYFIFURSZQU-UHFFFAOYSA-N 0.000 description 1
 - XZNCWUVBASQKPX-UHFFFAOYSA-N 1-(1-hydroxyethyl)piperidin-4-ol Chemical compound CC(O)N1CCC(O)CC1 XZNCWUVBASQKPX-UHFFFAOYSA-N 0.000 description 1
 - IOHCSOXUCWUZQJ-UHFFFAOYSA-J 2,2'-spirobi[1,3,2-benzodioxastannole] Chemical compound O1c2ccccc2O[Sn]11Oc2ccccc2O1 IOHCSOXUCWUZQJ-UHFFFAOYSA-J 0.000 description 1
 - OVPFRNKLVXOALB-UHFFFAOYSA-N 2,2-bis(1,2,2,6,6-pentamethylpiperidin-3-yl)decanedioic acid;2,2-bis(2,2,6,6-tetramethylpiperidin-1-yl)decanedioic acid Chemical compound CC1(C)CCCC(C)(C)N1C(CCCCCCCC(O)=O)(C(O)=O)N1C(C)(C)CCCC1(C)C.CC1(C)N(C)C(C)(C)CCC1C(CCCCCCCC(O)=O)(C(O)=O)C1C(C)(C)N(C)C(C)(C)CC1 OVPFRNKLVXOALB-UHFFFAOYSA-N 0.000 description 1
 - BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
 - BPRYUXCVCCNUFE-UHFFFAOYSA-N 2,4,6-trimethylphenol Chemical compound CC1=CC(C)=C(O)C(C)=C1 BPRYUXCVCCNUFE-UHFFFAOYSA-N 0.000 description 1
 - LKALLEFLBKHPTQ-UHFFFAOYSA-N 2,6-bis[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound OC=1C(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=CC(C)=CC=1CC1=CC(C)=CC(C(C)(C)C)=C1O LKALLEFLBKHPTQ-UHFFFAOYSA-N 0.000 description 1
 - SCXYLTWTWUGEAA-UHFFFAOYSA-N 2,6-ditert-butyl-4-(methoxymethyl)phenol Chemical compound COCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SCXYLTWTWUGEAA-UHFFFAOYSA-N 0.000 description 1
 - LEKUHIDSXGLIRT-UHFFFAOYSA-N 2-(2,2-dihydroxyethoxy)-2-oxoacetic acid Chemical compound OC(O)COC(=O)C(O)=O LEKUHIDSXGLIRT-UHFFFAOYSA-N 0.000 description 1
 - BVNPSIYFJSSEER-UHFFFAOYSA-H 2-[2-(1,3,2-benzodioxastibol-2-yloxy)phenoxy]-1,3,2-benzodioxastibole Chemical compound O([Sb]1Oc2ccccc2O1)c1ccccc1O[Sb]1Oc2ccccc2O1 BVNPSIYFJSSEER-UHFFFAOYSA-H 0.000 description 1
 - HHPDFYDITNAMAM-UHFFFAOYSA-N 2-[cyclohexyl(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)C1CCCCC1 HHPDFYDITNAMAM-UHFFFAOYSA-N 0.000 description 1
 - DNCXDHOJMZMEEY-UHFFFAOYSA-N 2-hydroxy-n-(2-hydroxybenzoyl)benzohydrazide Chemical compound C=1C=CC=C(O)C=1C(=O)N(N)C(=O)C1=CC=CC=C1O DNCXDHOJMZMEEY-UHFFFAOYSA-N 0.000 description 1
 - WBJWXIQDBDZMAW-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carbonyl chloride Chemical compound C1=CC=CC2=C(C(Cl)=O)C(O)=CC=C21 WBJWXIQDBDZMAW-UHFFFAOYSA-N 0.000 description 1
 - BCHSGIGAOYQMPC-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)-3-dodecylsulfanylbutyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CC(C)SCCCCCCCCCCCC)C1=CC(C(C)(C)C)=C(O)C=C1C BCHSGIGAOYQMPC-UHFFFAOYSA-N 0.000 description 1
 - PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
 - PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
 - VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
 - OVARTXYXUGDZHU-UHFFFAOYSA-N 4-hydroxy-n-phenyldodecanamide Chemical compound CCCCCCCCC(O)CCC(=O)NC1=CC=CC=C1 OVARTXYXUGDZHU-UHFFFAOYSA-N 0.000 description 1
 - RDZBAYGNTNYHAH-UHFFFAOYSA-N 4-hydroxy-n-phenyloctadecanamide Chemical compound CCCCCCCCCCCCCCC(O)CCC(=O)NC1=CC=CC=C1 RDZBAYGNTNYHAH-UHFFFAOYSA-N 0.000 description 1
 - 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 description 1
 - KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
 - DBOSBRHMHBENLP-UHFFFAOYSA-N 4-tert-Butylphenyl Salicylate Chemical compound C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC=CC=C1O DBOSBRHMHBENLP-UHFFFAOYSA-N 0.000 description 1
 - XUEVNEQLDIFVAO-UHFFFAOYSA-N 6-methylheptyl 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetate Chemical compound CC(C)CCCCCOC(=O)CSCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 XUEVNEQLDIFVAO-UHFFFAOYSA-N 0.000 description 1
 - OJJXZHYAPVFDRX-UHFFFAOYSA-N 6-tert-butyl-3-[[5-[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-3H-dithiol-3-yl]methyl]-2,4-dimethylphenol terephthalic acid Chemical compound C(C1=CC=C(C(=O)O)C=C1)(=O)O.C(C)(C)(C)C1=C(C(=C(CC2=CC(SS2)CC2=C(C(=C(C=C2C)C(C)(C)C)O)C)C(=C1)C)C)O OJJXZHYAPVFDRX-UHFFFAOYSA-N 0.000 description 1
 - ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
 - 239000005995 Aluminium silicate Substances 0.000 description 1
 - NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
 - OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
 - 229940126062 Compound A Drugs 0.000 description 1
 - XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
 - GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
 - NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
 - 229930194542 Keto Natural products 0.000 description 1
 - 229920000877 Melamine resin Polymers 0.000 description 1
 - IWGBGUINMSOOKP-UHFFFAOYSA-N OC1=C(C(=O)CCCCCCCCCCC)C=NN1C1=CC=CC=C1 Chemical compound OC1=C(C(=O)CCCCCCCCCCC)C=NN1C1=CC=CC=C1 IWGBGUINMSOOKP-UHFFFAOYSA-N 0.000 description 1
 - YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical class NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 1
 - 229910019142 PO4 Inorganic materials 0.000 description 1
 - XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
 - XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
 - KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
 - GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
 - HHFMFWAFQGUGOB-UHFFFAOYSA-N [5-(4-tert-butylbenzoyl)-2,4-dihydroxyphenyl]-(4-tert-butylphenyl)methanone Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)C1=CC(C(=O)C=2C=CC(=CC=2)C(C)(C)C)=C(O)C=C1O HHFMFWAFQGUGOB-UHFFFAOYSA-N 0.000 description 1
 - 239000006096 absorbing agent Substances 0.000 description 1
 - 238000010521 absorption reaction Methods 0.000 description 1
 - 238000000862 absorption spectrum Methods 0.000 description 1
 - 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
 - 239000000654 additive Substances 0.000 description 1
 - 239000001361 adipic acid Substances 0.000 description 1
 - 235000011037 adipic acid Nutrition 0.000 description 1
 - 239000003513 alkali Substances 0.000 description 1
 - 150000001342 alkaline earth metals Chemical class 0.000 description 1
 - PYHXGXCGESYPCW-UHFFFAOYSA-N alpha-phenylbenzeneacetic acid Natural products C=1C=CC=CC=1C(C(=O)O)C1=CC=CC=C1 PYHXGXCGESYPCW-UHFFFAOYSA-N 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
 - 235000012211 aluminium silicate Nutrition 0.000 description 1
 - 150000001408 amides Chemical class 0.000 description 1
 - 239000003963 antioxidant agent Substances 0.000 description 1
 - 239000002216 antistatic agent Substances 0.000 description 1
 - 239000010425 asbestos Substances 0.000 description 1
 - QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
 - WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical group C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
 - 235000010233 benzoic acid Nutrition 0.000 description 1
 - 150000001559 benzoic acids Chemical group 0.000 description 1
 - 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
 - 230000008033 biological extinction Effects 0.000 description 1
 - 230000005540 biological transmission Effects 0.000 description 1
 - KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
 - 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
 - 229910000019 calcium carbonate Inorganic materials 0.000 description 1
 - 159000000007 calcium salts Chemical class 0.000 description 1
 - CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
 - 235000013539 calcium stearate Nutrition 0.000 description 1
 - 239000008116 calcium stearate Substances 0.000 description 1
 - 239000006229 carbon black Substances 0.000 description 1
 - 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
 - 238000006243 chemical reaction Methods 0.000 description 1
 - 239000007795 chemical reaction product Substances 0.000 description 1
 - 239000003795 chemical substances by application Substances 0.000 description 1
 - 238000001816 cooling Methods 0.000 description 1
 - 150000001879 copper Chemical class 0.000 description 1
 - 239000013078 crystal Substances 0.000 description 1
 - 238000002425 crystallisation Methods 0.000 description 1
 - 230000008025 crystallization Effects 0.000 description 1
 - 230000006378 damage Effects 0.000 description 1
 - 230000001066 destructive effect Effects 0.000 description 1
 - QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
 - 235000014113 dietary fatty acids Nutrition 0.000 description 1
 - 239000003995 emulsifying agent Substances 0.000 description 1
 - 239000003623 enhancer Substances 0.000 description 1
 - 239000000194 fatty acid Substances 0.000 description 1
 - 229930195729 fatty acid Natural products 0.000 description 1
 - 150000004665 fatty acids Chemical class 0.000 description 1
 - 239000000945 filler Substances 0.000 description 1
 - 239000003063 flame retardant Substances 0.000 description 1
 - 239000003365 glass fiber Substances 0.000 description 1
 - 239000008187 granular material Substances 0.000 description 1
 - 239000010439 graphite Substances 0.000 description 1
 - 229910002804 graphite Inorganic materials 0.000 description 1
 - 238000010438 heat treatment Methods 0.000 description 1
 - XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
 - 150000002429 hydrazines Chemical class 0.000 description 1
 - 229910052740 iodine Inorganic materials 0.000 description 1
 - 239000011630 iodine Substances 0.000 description 1
 - KDSNLYIMUZNERS-UHFFFAOYSA-N isobutyl amine Natural products CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 1
 - NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
 - 235000019359 magnesium stearate Nutrition 0.000 description 1
 - WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
 - JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
 - 229910000000 metal hydroxide Inorganic materials 0.000 description 1
 - 150000004692 metal hydroxides Chemical class 0.000 description 1
 - 229910044991 metal oxide Inorganic materials 0.000 description 1
 - 150000004706 metal oxides Chemical class 0.000 description 1
 - 238000000034 method Methods 0.000 description 1
 - 239000010445 mica Substances 0.000 description 1
 - 229910052618 mica group Inorganic materials 0.000 description 1
 - 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
 - SZPLJNGLZKGFLE-UHFFFAOYSA-N n',n'-bis[3-(dimethylamino)propyl]oxamide Chemical compound CN(C)CCCN(C(=O)C(N)=O)CCCN(C)C SZPLJNGLZKGFLE-UHFFFAOYSA-N 0.000 description 1
 - RYKIMYINWPEUBW-UHFFFAOYSA-N n',n'-diphenyloxamide Chemical compound C=1C=CC=CC=1N(C(=O)C(=O)N)C1=CC=CC=C1 RYKIMYINWPEUBW-UHFFFAOYSA-N 0.000 description 1
 - ZZAMUZWGTXZGKY-UHFFFAOYSA-N n-(6-aminohexyl)-3-(3,5-ditert-butyl-4-hydroxyphenyl)propanamide Chemical compound CC(C)(C)C1=CC(CCC(=O)NCCCCCCN)=CC(C(C)(C)C)=C1O ZZAMUZWGTXZGKY-UHFFFAOYSA-N 0.000 description 1
 - SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
 - 229910052759 nickel Inorganic materials 0.000 description 1
 - 150000002816 nickel compounds Chemical class 0.000 description 1
 - 239000012299 nitrogen atmosphere Substances 0.000 description 1
 - MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Substances OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
 - 239000001301 oxygen Substances 0.000 description 1
 - 229960000969 phenyl salicylate Drugs 0.000 description 1
 - 235000021317 phosphate Nutrition 0.000 description 1
 - AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
 - 150000003018 phosphorus compounds Chemical class 0.000 description 1
 - 239000000049 pigment Substances 0.000 description 1
 - 239000004014 plasticizer Substances 0.000 description 1
 - 229920002635 polyurethane Polymers 0.000 description 1
 - 239000004814 polyurethane Substances 0.000 description 1
 - 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
 - 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
 - 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
 - 229910052700 potassium Inorganic materials 0.000 description 1
 - MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
 - 239000000047 product Substances 0.000 description 1
 - 239000011541 reaction mixture Substances 0.000 description 1
 - 238000001055 reflectance spectroscopy Methods 0.000 description 1
 - 238000010992 reflux Methods 0.000 description 1
 - 229910052895 riebeckite Inorganic materials 0.000 description 1
 - 150000003839 salts Chemical class 0.000 description 1
 - DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
 - 150000004760 silicates Chemical class 0.000 description 1
 - IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
 - 239000002904 solvent Substances 0.000 description 1
 - 230000006641 stabilisation Effects 0.000 description 1
 - 238000011105 stabilization Methods 0.000 description 1
 - 230000000087 stabilizing effect Effects 0.000 description 1
 - 238000003756 stirring Methods 0.000 description 1
 - 150000005846 sugar alcohols Polymers 0.000 description 1
 - 239000000454 talc Substances 0.000 description 1
 - 229910052623 talc Inorganic materials 0.000 description 1
 - YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-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
 - 150000003672 ureas Chemical class 0.000 description 1
 - XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
 - 238000005303 weighing Methods 0.000 description 1
 - 150000003751 zinc Chemical class 0.000 description 1
 
Classifications
- 
        
- C—CHEMISTRY; METALLURGY
 - C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
 - C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
 - C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
 - C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
 - C09K15/12—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
 - C09K15/14—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen containing a phenol or quinone moiety
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
 - C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
 - C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
 - C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
 - C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
 - C07C39/16—Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
 - C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
 - C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C43/00—Ethers; Compounds having groups, groups or groups
 - C07C43/02—Ethers
 - C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
 - C07C43/14—Unsaturated ethers
 - C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
 - C07C43/1782—Unsaturated ethers containing hydroxy or O-metal groups containing six-membered aromatic rings
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C07—ORGANIC CHEMISTRY
 - C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
 - C07C43/00—Ethers; Compounds having groups, groups or groups
 - C07C43/02—Ethers
 - C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
 - C07C43/14—Unsaturated ethers
 - C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
 - C07C43/1785—Unsaturated ethers containing hydroxy or O-metal groups having more than one ether bound
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
 - C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
 - C08K5/00—Use of organic ingredients
 - C08K5/04—Oxygen-containing compounds
 - C08K5/13—Phenols; Phenolates
 
 - 
        
- C—CHEMISTRY; METALLURGY
 - C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
 - C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
 - C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
 - C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
 - C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
 - C09K15/08—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen containing a phenol or quinone moiety
 
 
Landscapes
- Chemical & Material Sciences (AREA)
 - Organic Chemistry (AREA)
 - Engineering & Computer Science (AREA)
 - Materials Engineering (AREA)
 - Health & Medical Sciences (AREA)
 - Chemical Kinetics & Catalysis (AREA)
 - Medicinal Chemistry (AREA)
 - Polymers & Plastics (AREA)
 - Compositions Of Macromolecular Compounds (AREA)
 - Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
 - Anti-Oxidant Or Stabilizer Compositions (AREA)
 - Lubricants (AREA)
 
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title | 
|---|---|---|---|
| CH773481 | 1981-12-03 | 
Publications (1)
| Publication Number | Publication Date | 
|---|---|
| SU1153834A3 true SU1153834A3 (ru) | 1985-04-30 | 
Family
ID=4329674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date | 
|---|---|---|---|
| SU823520356A SU1153834A3 (ru) | 1981-12-03 | 1982-12-02 | Полимерна композици | 
Country Status (7)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title | 
|---|---|---|---|---|
| US4734213A (en) * | 1981-06-29 | 1988-03-29 | Exxon Research & Engineering Co. | Haze-free polymer additives for fuels and lubricants | 
| US4532059A (en) * | 1982-11-25 | 1985-07-30 | Ciba-Geigy Corporation | Benzylated phenols | 
| US4687516A (en) * | 1984-12-11 | 1987-08-18 | Halliburton Company | Liquid fluid loss control additive for oil field cements | 
| US4970272A (en) * | 1986-01-06 | 1990-11-13 | General Electric Company | Polyphenylene ether-polyamide compositions | 
| US4855345A (en) * | 1986-06-19 | 1989-08-08 | Ciba-Geigy Corporation | Stabilizers for organic polymers | 
| EP0252006B1 (de) * | 1986-06-26 | 1990-02-28 | Ciba-Geigy Ag | Neue substituierte Phenole und deren Verwendung als Stabilisatoren | 
| EP0253773B1 (de) * | 1986-07-17 | 1993-05-26 | Ciba-Geigy Ag | Stabilisiertes synthetisches Polymer | 
| EP0273864A3 (de) * | 1986-12-22 | 1989-04-19 | Ciba-Geigy Ag | Diphenylmethane | 
| JPH02235963A (ja) * | 1988-07-25 | 1990-09-18 | General Electric Co <Ge> | ポリエーテルイミド配合物 | 
| US5024775A (en) * | 1989-11-06 | 1991-06-18 | Ethyl Corporation | Alkyl phenol stabilizer compositions for fuels and lubricants | 
| US5410015A (en) * | 1991-06-22 | 1995-04-25 | Basf Aktiengesellschaft | Polyamides having a low water absorptivity | 
| US5151131A (en) * | 1991-08-26 | 1992-09-29 | Halliburton Company | Cement fluid loss control additives and methods | 
| EP0705870B1 (de) * | 1994-09-22 | 1999-11-17 | Ciba SC Holding AG | Stabilisatoren für organische Materialien | 
| DE19611466A1 (de) * | 1996-03-25 | 1997-10-02 | Nematel Dr Rudolf Eidenschink | Schmiermittel | 
| RU2121485C1 (ru) * | 1996-11-04 | 1998-11-10 | Опытно-промышленное предприятие Центра по разработке эластомеров | Стабилизатор для резин на основе ненасыщенных каучуков | 
| US7879778B2 (en) * | 2006-06-27 | 2011-02-01 | Exxonmobil Research And Engineering Company | Synthetic phenolic ether lubricant base stocks and lubricating oils comprising such base stocks mixed with co-base stocks and/or additives | 
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title | 
|---|---|---|---|---|
| US3035908A (en) * | 1959-08-10 | 1962-05-22 | Gulf Research Development Co | Stable gasoline motor fuels | 
| US3346648A (en) * | 1961-09-01 | 1967-10-10 | Ethyl Corp | Benzyl ethers | 
| US3234290A (en) * | 1961-09-21 | 1966-02-08 | Shell Oil Co | Stabilized phenols | 
| GB1229574A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1967-06-28 | 1971-04-28 | ||
| GB1241582A (en) * | 1967-08-14 | 1971-08-04 | Raychem Corp | Substituted phenols and their use as antioxidants for polymers | 
| DE2005272A1 (de) * | 1969-02-06 | 1970-09-03 | Toyo Boseki Kabushiki Kaisha, saka (Japan) | Verfahren zum Verbinden fester oder flüssiger Zusatzstoffe mit Granulatteilchen aus Polyamid | 
| JPS4814181B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1969-05-27 | 1973-05-04 | ||
| US3704326A (en) * | 1970-01-22 | 1972-11-28 | American Cyanamid Co | Hydrocarbon-bridged thiomethylenephenol antioxidants | 
| JPS4914536B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1970-09-28 | 1974-04-08 | ||
| US3795700A (en) * | 1971-03-10 | 1974-03-05 | American Cyanamid Co | Esters of 4-alkyl-2,6-dimethyl-3-hydroxybenzyl alcohol | 
| DE2804215A1 (de) * | 1978-02-01 | 1979-08-02 | Bayer Ag | Neue benzylphenole und ihre verwendung als antioxydantien | 
| US4173541A (en) * | 1978-06-05 | 1979-11-06 | Cincinnati Milacron Chemicals Inc. | Polynuclear hindered phenols and stabilized organic materials containing the phenols | 
- 
        1982
        
- 1982-11-29 DE DE8282810508T patent/DE3264944D1/de not_active Expired
 - 1982-11-29 DE DE8282810509T patent/DE3277444D1/de not_active Expired
 - 1982-11-29 EP EP82810509A patent/EP0081457B1/de not_active Expired
 - 1982-11-29 EP EP82810508A patent/EP0082812B2/de not_active Expired
 - 1982-12-01 CA CA000416788A patent/CA1263409A/en not_active Expired
 - 1982-12-01 CA CA000416767A patent/CA1238653A/en not_active Expired
 - 1982-12-02 SU SU823520356A patent/SU1153834A3/ru active
 - 1982-12-02 BR BR8206997A patent/BR8206997A/pt unknown
 - 1982-12-03 JP JP57212598A patent/JPS58109438A/ja active Granted
 - 1982-12-03 JP JP57212599A patent/JPS58109439A/ja active Granted
 
 - 
        1984
        
- 1984-01-27 US US06/574,422 patent/US4513109A/en not_active Expired - Lifetime
 - 1984-02-01 US US06/575,957 patent/US4507420A/en not_active Expired - Lifetime
 
 
Non-Patent Citations (1)
| Title | 
|---|
| 1. Фойгт И. Стабилизаци синтетических полимеров против действи света и тепла. Л., Хими , 1972, с. ,172-174. 2. Патент GB № 1229574, кл. С 07 С 39/00, опублик. 1971 (прототип). * | 
Also Published As
| Publication number | Publication date | 
|---|---|
| JPS58109439A (ja) | 1983-06-29 | 
| JPS58109438A (ja) | 1983-06-29 | 
| EP0081457A2 (de) | 1983-06-15 | 
| EP0081457B1 (de) | 1987-10-07 | 
| US4507420A (en) | 1985-03-26 | 
| CA1263409A (en) | 1989-11-28 | 
| US4513109A (en) | 1985-04-23 | 
| JPH046178B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-02-05 | 
| EP0081457A3 (en) | 1985-06-19 | 
| EP0082812B1 (de) | 1985-07-24 | 
| JPH0313207B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-02-22 | 
| DE3264944D1 (en) | 1985-08-29 | 
| BR8206997A (pt) | 1983-10-11 | 
| DE3277444D1 (en) | 1987-11-12 | 
| EP0082812B2 (de) | 1987-01-28 | 
| EP0082812A1 (de) | 1983-06-29 | 
| CA1238653A (en) | 1988-06-28 | 
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