DE2713376C2 - Stabilisatorzusammensetzung für Polyolefinharze und ihre Verwendung - Google Patents
Stabilisatorzusammensetzung für Polyolefinharze und ihre VerwendungInfo
- Publication number
- DE2713376C2 DE2713376C2 DE2713376A DE2713376A DE2713376C2 DE 2713376 C2 DE2713376 C2 DE 2713376C2 DE 2713376 A DE2713376 A DE 2713376A DE 2713376 A DE2713376 A DE 2713376A DE 2713376 C2 DE2713376 C2 DE 2713376C2
- Authority
- DE
- Germany
- Prior art keywords
- nickel
- phosphate
- stabilizer composition
- mol
- ethylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims description 38
- 239000003381 stabilizer Substances 0.000 title claims description 23
- 229920005672 polyolefin resin Polymers 0.000 title claims description 10
- 150000002815 nickel Chemical class 0.000 claims description 26
- 229920001577 copolymer Polymers 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 229920001519 homopolymer Polymers 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims 1
- 150000002895 organic esters Chemical class 0.000 claims 1
- -1 alkaryl radicals Chemical class 0.000 description 42
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 26
- 150000003014 phosphoric acid esters Chemical class 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 239000005977 Ethylene Substances 0.000 description 11
- 229920002943 EPDM rubber Polymers 0.000 description 9
- 229920000098 polyolefin Polymers 0.000 description 9
- 239000004743 Polypropylene Substances 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 229920001155 polypropylene Polymers 0.000 description 8
- 238000002156 mixing Methods 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000002530 phenolic antioxidant Substances 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 229920001897 terpolymer Polymers 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 3
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 3
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000002656 Distearyl thiodipropionate Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 2
- IKOOQLUHSOLTSJ-UHFFFAOYSA-L decyl phosphate nickel(2+) Chemical compound [Ni+2].CCCCCCCCCCOP([O-])([O-])=O IKOOQLUHSOLTSJ-UHFFFAOYSA-L 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- FMQWFRLMHSEAMX-UHFFFAOYSA-L dioctadecyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC FMQWFRLMHSEAMX-UHFFFAOYSA-L 0.000 description 2
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 2
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- UXAWEOREWZRXBC-UHFFFAOYSA-L nickel(2+) octadecyl phosphate Chemical compound [Ni+2].CCCCCCCCCCCCCCCCCCOP([O-])([O-])=O UXAWEOREWZRXBC-UHFFFAOYSA-L 0.000 description 2
- NEHYWCUVMKIVHL-UHFFFAOYSA-L nickel(2+);octyl phosphate Chemical compound [Ni+2].CCCCCCCCOP([O-])([O-])=O NEHYWCUVMKIVHL-UHFFFAOYSA-L 0.000 description 2
- WRKCIHRWQZQBOL-UHFFFAOYSA-N octyl dihydrogen phosphate Chemical compound CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DNZZPKYSGRTNGK-PQZOIKATSA-N (1z,4z)-cycloocta-1,4-diene Chemical compound C1C\C=C/C\C=C/C1 DNZZPKYSGRTNGK-PQZOIKATSA-N 0.000 description 1
- RDAFFINKUCJOJK-UYIJSCIWSA-N (1z,5e)-cyclodeca-1,5-diene Chemical compound C1CC\C=C/CC\C=C\C1 RDAFFINKUCJOJK-UYIJSCIWSA-N 0.000 description 1
- HOEFIGOFJSMARD-FUOWLQLWSA-N (1z,5z)-1-methylcycloocta-1,5-diene Chemical compound C\C1=C\CC\C=C/CC1 HOEFIGOFJSMARD-FUOWLQLWSA-N 0.000 description 1
- GWCMUONZBWHLRN-REXUQAFDSA-N (1z,6z)-cyclodeca-1,6-diene Chemical compound C1C\C=C/CCC\C=C/C1 GWCMUONZBWHLRN-REXUQAFDSA-N 0.000 description 1
- ZNKSEKPEHPSRAX-UHFFFAOYSA-L (2-butylphenyl) phosphate nickel(2+) Chemical compound [Ni+2].CCCCC1=CC=CC=C1OP([O-])([O-])=O ZNKSEKPEHPSRAX-UHFFFAOYSA-L 0.000 description 1
- WSMJCDSTOMCAQW-UHFFFAOYSA-L (2-methylphenyl) phosphate nickel(2+) Chemical compound P(=O)(OC1=C(C=CC=C1)C)([O-])[O-].[Ni+2] WSMJCDSTOMCAQW-UHFFFAOYSA-L 0.000 description 1
- VRWOEFJNMPHSTD-UHFFFAOYSA-N (2-octoxyphenyl)-phenylmethanone Chemical compound CCCCCCCCOC1=CC=CC=C1C(=O)C1=CC=CC=C1 VRWOEFJNMPHSTD-UHFFFAOYSA-N 0.000 description 1
- HQGYGGZHZWXFSI-UHFFFAOYSA-N 1,4-cycloheptadiene Chemical compound C1CC=CCC=C1 HQGYGGZHZWXFSI-UHFFFAOYSA-N 0.000 description 1
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 description 1
- 239000004912 1,5-cyclooctadiene Substances 0.000 description 1
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- SXSUYJNCRQAVDO-UHFFFAOYSA-L 2-ethylhexyl phosphate nickel(2+) Chemical compound [Ni+2].CCCCC(CC)COP([O-])([O-])=O SXSUYJNCRQAVDO-UHFFFAOYSA-L 0.000 description 1
- VCLZLHXDVJVGOD-UHFFFAOYSA-N 2-heptylbicyclo[2.2.1]hepta-1,3-diene Chemical compound C(CCCCCC)C1=C2CCC(=C1)C2 VCLZLHXDVJVGOD-UHFFFAOYSA-N 0.000 description 1
- SLQMKNPIYMOEGB-UHFFFAOYSA-N 2-methylhexa-1,5-diene Chemical compound CC(=C)CCC=C SLQMKNPIYMOEGB-UHFFFAOYSA-N 0.000 description 1
- UMMAQMILGDNKRC-UHFFFAOYSA-L 2-methylpropyl phosphate;nickel(2+) Chemical compound [Ni+2].CC(C)COP([O-])([O-])=O UMMAQMILGDNKRC-UHFFFAOYSA-L 0.000 description 1
- OWRACTVEYJLPRK-UHFFFAOYSA-N 3,3-dimethylhexa-1,5-diene Chemical compound C=CC(C)(C)CC=C OWRACTVEYJLPRK-UHFFFAOYSA-N 0.000 description 1
- BKWNZVQQIYSORG-UHFFFAOYSA-N 3-ethylbicyclo[2.2.1]hepta-1,3-diene Chemical compound C1CC2=CC(CC)=C1C2 BKWNZVQQIYSORG-UHFFFAOYSA-N 0.000 description 1
- PCBPVYHMZBWMAZ-UHFFFAOYSA-N 5-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)CC1C=C2 PCBPVYHMZBWMAZ-UHFFFAOYSA-N 0.000 description 1
- WTQBISBWKRKLIJ-UHFFFAOYSA-N 5-methylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C)CC1C=C2 WTQBISBWKRKLIJ-UHFFFAOYSA-N 0.000 description 1
- KUFDSEQTHICIIF-UHFFFAOYSA-N 6-methylhepta-1,5-diene Chemical compound CC(C)=CCCC=C KUFDSEQTHICIIF-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 229910018553 Ni—O Inorganic materials 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- YHKIRYHLSNBGIT-UHFFFAOYSA-L P(=O)(OC(C)(C)C)([O-])[O-].[Ni+2] Chemical compound P(=O)(OC(C)(C)C)([O-])[O-].[Ni+2] YHKIRYHLSNBGIT-UHFFFAOYSA-L 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241001080024 Telles Species 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- PWBPSZYSHUPZDO-UHFFFAOYSA-L benzyl phosphate nickel(2+) Chemical compound [Ni+2].[O-]P([O-])(=O)OCC1=CC=CC=C1 PWBPSZYSHUPZDO-UHFFFAOYSA-L 0.000 description 1
- PCFAEJXONOIXBS-UHFFFAOYSA-L bis(2-butylphenyl) phosphate;nickel(2+) Chemical compound [Ni+2].CCCCC1=CC=CC=C1OP([O-])(=O)OC1=CC=CC=C1CCCC.CCCCC1=CC=CC=C1OP([O-])(=O)OC1=CC=CC=C1CCCC PCFAEJXONOIXBS-UHFFFAOYSA-L 0.000 description 1
- BRHFUYDGKSNJPV-UHFFFAOYSA-L bis(2-methylpropyl) phosphate;nickel(2+) Chemical compound [Ni+2].CC(C)COP([O-])(=O)OCC(C)C.CC(C)COP([O-])(=O)OCC(C)C BRHFUYDGKSNJPV-UHFFFAOYSA-L 0.000 description 1
- XVHDCWCFAFMZJF-UHFFFAOYSA-L bis(2-phenylethyl) phosphate;nickel(2+) Chemical compound [Ni+2].C=1C=CC=CC=1CCOP(=O)([O-])OCCC1=CC=CC=C1.C=1C=CC=CC=1CCOP(=O)([O-])OCCC1=CC=CC=C1 XVHDCWCFAFMZJF-UHFFFAOYSA-L 0.000 description 1
- SHPARFJXIFMDHE-UHFFFAOYSA-L bis[2-(6-methylheptyl)phenyl] phosphate;nickel(2+) Chemical compound [Ni+2].CC(C)CCCCCC1=CC=CC=C1OP([O-])(=O)OC1=CC=CC=C1CCCCCC(C)C.CC(C)CCCCCC1=CC=CC=C1OP([O-])(=O)OC1=CC=CC=C1CCCCCC(C)C SHPARFJXIFMDHE-UHFFFAOYSA-L 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- NMARDRVXAKUAEG-UHFFFAOYSA-L butyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCOP([O-])([O-])=O NMARDRVXAKUAEG-UHFFFAOYSA-L 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- VFTOXDVSFHLQQV-UHFFFAOYSA-L cyclohexyl phosphate nickel(2+) Chemical compound [Ni+2].[O-]P([O-])(=O)OC1CCCCC1 VFTOXDVSFHLQQV-UHFFFAOYSA-L 0.000 description 1
- NLDGJRWPPOSWLC-UHFFFAOYSA-N deca-1,9-diene Chemical compound C=CCCCCCCC=C NLDGJRWPPOSWLC-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- QFFPSYLIYAVBTC-UHFFFAOYSA-L dibenzyl phosphate;nickel(2+) Chemical compound [Ni+2].C=1C=CC=CC=1COP(=O)([O-])OCC1=CC=CC=C1.C=1C=CC=CC=1COP(=O)([O-])OCC1=CC=CC=C1 QFFPSYLIYAVBTC-UHFFFAOYSA-L 0.000 description 1
- SPBUDMIQKOOWIG-UHFFFAOYSA-L dibutyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCOP([O-])(=O)OCCCC.CCCCOP([O-])(=O)OCCCC SPBUDMIQKOOWIG-UHFFFAOYSA-L 0.000 description 1
- ZCDHYQVYUSTIEW-UHFFFAOYSA-L didodecyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC ZCDHYQVYUSTIEW-UHFFFAOYSA-L 0.000 description 1
- TYSPIVHLLNINHE-UHFFFAOYSA-L diethyl phosphate;nickel(2+) Chemical compound [Ni+2].CCOP([O-])(=O)OCC.CCOP([O-])(=O)OCC TYSPIVHLLNINHE-UHFFFAOYSA-L 0.000 description 1
- FLFKUCXCIVVPQK-UHFFFAOYSA-L dihexyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCOP([O-])(=O)OCCCCCC.CCCCCCOP([O-])(=O)OCCCCCC FLFKUCXCIVVPQK-UHFFFAOYSA-L 0.000 description 1
- CGIHOAGHLXZIJX-UHFFFAOYSA-L dioctyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC CGIHOAGHLXZIJX-UHFFFAOYSA-L 0.000 description 1
- RIARDECMAOPYBG-UHFFFAOYSA-L diphenyl phosphate;nickel(2+) Chemical compound [Ni+2].C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1.C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 RIARDECMAOPYBG-UHFFFAOYSA-L 0.000 description 1
- UPJWUGIJXOKNNA-UHFFFAOYSA-L dipropyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCOP([O-])(=O)OCCC.CCCOP([O-])(=O)OCCC UPJWUGIJXOKNNA-UHFFFAOYSA-L 0.000 description 1
- YZAOXEQRVHCALM-UHFFFAOYSA-L dodecyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCCCCCCCOP([O-])([O-])=O YZAOXEQRVHCALM-UHFFFAOYSA-L 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- PVHBLTVUIFFJDC-UHFFFAOYSA-L ethyl phosphate;nickel(2+) Chemical compound [Ni+2].CCOP([O-])([O-])=O PVHBLTVUIFFJDC-UHFFFAOYSA-L 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- NMUIMGHOLXWPJW-UHFFFAOYSA-L hexyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCOP([O-])([O-])=O NMUIMGHOLXWPJW-UHFFFAOYSA-L 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical group [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- LGQLOGILCSXPEA-UHFFFAOYSA-L nickel sulfate Chemical compound [Ni+2].[O-]S([O-])(=O)=O LGQLOGILCSXPEA-UHFFFAOYSA-L 0.000 description 1
- QNZBRIQCYNEBNF-UHFFFAOYSA-L nickel(2+);(2-octylphenyl) phosphate Chemical compound [Ni+2].CCCCCCCCC1=CC=CC=C1OP([O-])([O-])=O QNZBRIQCYNEBNF-UHFFFAOYSA-L 0.000 description 1
- ACXNQBCSXMTIRJ-UHFFFAOYSA-L nickel(2+);2-phenylethyl phosphate Chemical compound [Ni+2].[O-]P([O-])(=O)OCCC1=CC=CC=C1 ACXNQBCSXMTIRJ-UHFFFAOYSA-L 0.000 description 1
- HPTLGJBXSQJORE-UHFFFAOYSA-L nickel(2+);phenyl phosphate Chemical compound [Ni+2].[O-]P([O-])(=O)OC1=CC=CC=C1 HPTLGJBXSQJORE-UHFFFAOYSA-L 0.000 description 1
- FIZLWZSXHYIYFI-UHFFFAOYSA-L nickel(2+);propyl phosphate Chemical compound [Ni+2].CCCOP([O-])([O-])=O FIZLWZSXHYIYFI-UHFFFAOYSA-L 0.000 description 1
- 229910000363 nickel(II) sulfate Inorganic materials 0.000 description 1
- MAMCJGWPGQJKLS-UHFFFAOYSA-N nona-2,7-diene Chemical compound CC=CCCCC=CC MAMCJGWPGQJKLS-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 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 1
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- IYQYZZHQSZMZIG-UHFFFAOYSA-N tricyclo[5.2.1.0(2.6)]deca-3,8-diene, 4.9-dimethyl Chemical compound C1C2C3C=C(C)CC3C1C=C2C IYQYZZHQSZMZIG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08K5/132—Phenols containing keto groups, e.g. benzophenones
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/680,130 US4060513A (en) | 1976-04-26 | 1976-04-26 | Nickel organophosphate/benzophenone U.V. stabilizers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2713376A1 DE2713376A1 (de) | 1977-11-03 |
| DE2713376C2 true DE2713376C2 (de) | 1982-07-08 |
Family
ID=24729792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2713376A Expired DE2713376C2 (de) | 1976-04-26 | 1977-03-25 | Stabilisatorzusammensetzung für Polyolefinharze und ihre Verwendung |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4060513A (enExample) |
| JP (1) | JPS52130843A (enExample) |
| AU (1) | AU507461B2 (enExample) |
| BE (1) | BE853964A (enExample) |
| CA (1) | CA1091915A (enExample) |
| DE (1) | DE2713376C2 (enExample) |
| FR (1) | FR2349615A1 (enExample) |
| GB (1) | GB1574750A (enExample) |
| NL (1) | NL7702466A (enExample) |
| SE (1) | SE7703681L (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4280842A (en) * | 1979-03-19 | 1981-07-28 | Forsyth Dental Infirmary For Children | Dental-cement composition and method of preparing and using same |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL281303A (enExample) * | 1961-07-24 | |||
| DE1243869B (de) * | 1963-10-22 | 1967-07-06 | Toyo Rayon Co Ltd | Form-, Press- oder UEberzugsmassen aus Propylenpolymerisaten |
| US3464953A (en) * | 1967-02-14 | 1969-09-02 | Eastman Kodak Co | Stabilized polyolefins |
| US3536661A (en) * | 1967-07-03 | 1970-10-27 | Eastman Kodak Co | Stabilization of polyolefins and novel stabilizer compounds |
| US3676471A (en) * | 1967-12-21 | 1972-07-11 | Advance Prod Gmbh | 4-(betahydroxyethoxy-2-hydroxy-benzophenones) and esters thereof |
| US3644485A (en) * | 1969-04-14 | 1972-02-22 | Eastman Kodak Co | 2-hydroxy-4-(2 - hydroxyethoxy) benzophenone esters and their use as stabilizers |
| CA929739A (en) * | 1969-08-29 | 1973-07-10 | Ciba-Geigy Corporation | Stabilizer system containing metal hydroxyalkyl phosphonic acid or phosphinic acid |
| CA929740A (en) * | 1969-08-29 | 1973-07-10 | Ciba-Geigy Corporation | Stabilizer system of metal hydroxyalkyl phosphonic acid, uv absorber and benzoate |
| US3607828A (en) * | 1970-02-01 | 1971-09-21 | Du Pont | Ultra violet stabilized polyolefins |
| US3642690A (en) * | 1970-02-11 | 1972-02-15 | Phillips Petroleum Co | Stabilized alpha-monoolefins |
| CH527873A (de) * | 1970-08-26 | 1972-09-15 | Ciba Geigy Ag | Verwendung von 4-Hydroxy-benzoesäurearylestern als Lichtschutzmittel |
-
1976
- 1976-04-26 US US05/680,130 patent/US4060513A/en not_active Expired - Lifetime
-
1977
- 1977-02-21 AU AU22494/77A patent/AU507461B2/en not_active Expired
- 1977-03-08 NL NL7702466A patent/NL7702466A/xx not_active Application Discontinuation
- 1977-03-25 DE DE2713376A patent/DE2713376C2/de not_active Expired
- 1977-03-29 CA CA275,073A patent/CA1091915A/en not_active Expired
- 1977-03-30 SE SE7703681A patent/SE7703681L/xx not_active Application Discontinuation
- 1977-04-04 JP JP3844977A patent/JPS52130843A/ja active Granted
- 1977-04-21 GB GB16560/77A patent/GB1574750A/en not_active Expired
- 1977-04-25 FR FR7712429A patent/FR2349615A1/fr not_active Withdrawn
- 1977-04-26 BE BE177025A patent/BE853964A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE853964A (fr) | 1977-08-16 |
| AU507461B2 (en) | 1980-02-14 |
| JPS5550496B2 (enExample) | 1980-12-18 |
| GB1574750A (en) | 1980-09-10 |
| FR2349615A1 (fr) | 1977-11-25 |
| DE2713376A1 (de) | 1977-11-03 |
| US4060513A (en) | 1977-11-29 |
| JPS52130843A (en) | 1977-11-02 |
| NL7702466A (nl) | 1977-10-28 |
| SE7703681L (sv) | 1977-10-27 |
| AU2249477A (en) | 1978-09-28 |
| CA1091915A (en) | 1980-12-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| OGA | New person/name/address of the applicant | ||
| OI | Miscellaneous see part 1 | ||
| 8127 | New person/name/address of the applicant |
Owner name: CARSTAB CORP., READING, OHIO, US |
|
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |