CA1188671A - Olefin polymerization - Google Patents
Olefin polymerizationInfo
- Publication number
- CA1188671A CA1188671A CA000416506A CA416506A CA1188671A CA 1188671 A CA1188671 A CA 1188671A CA 000416506 A CA000416506 A CA 000416506A CA 416506 A CA416506 A CA 416506A CA 1188671 A CA1188671 A CA 1188671A
- Authority
- CA
- Canada
- Prior art keywords
- titanium
- compound
- catalyst
- product
- solution
- 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
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 31
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 145
- 239000010936 titanium Substances 0.000 claims abstract description 78
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 49
- 150000001875 compounds Chemical class 0.000 claims abstract description 45
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229910052726 zirconium Inorganic materials 0.000 claims abstract description 16
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 15
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000010703 silicon Substances 0.000 claims abstract description 9
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 9
- 150000004820 halides Chemical class 0.000 claims abstract description 8
- 229910001507 metal halide Inorganic materials 0.000 claims abstract description 7
- 150000005309 metal halides Chemical class 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 38
- 229920000642 polymer Polymers 0.000 claims description 35
- 239000000047 product Substances 0.000 claims description 35
- -1 halide compound Chemical class 0.000 claims description 34
- 230000008569 process Effects 0.000 claims description 30
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 29
- 239000005977 Ethylene Substances 0.000 claims description 29
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 17
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 150000002430 hydrocarbons Chemical class 0.000 claims description 12
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 claims description 12
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 claims description 11
- 238000009826 distribution Methods 0.000 claims description 10
- 150000002901 organomagnesium compounds Chemical class 0.000 claims description 10
- 239000008096 xylene Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 claims description 9
- 150000003738 xylenes Chemical class 0.000 claims description 9
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims description 8
- 150000004703 alkoxides Chemical class 0.000 claims description 8
- 150000003609 titanium compounds Chemical class 0.000 claims description 8
- 239000003426 co-catalyst Substances 0.000 claims description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000005049 silicon tetrachloride Substances 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 150000004796 dialkyl magnesium compounds Chemical class 0.000 claims description 4
- 150000003755 zirconium compounds Chemical class 0.000 claims description 4
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- VCTCXZDCRFISFF-UHFFFAOYSA-N magnesium;butane;butane Chemical compound [Mg+2].CCC[CH2-].CC[CH-]C VCTCXZDCRFISFF-UHFFFAOYSA-N 0.000 claims description 3
- 239000002685 polymerization catalyst Substances 0.000 claims description 3
- NIJDLRJGRCHJDB-UHFFFAOYSA-N propan-2-ol;propan-2-olate;zirconium(4+) Chemical compound [Zr+4].CC(C)O.CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-] NIJDLRJGRCHJDB-UHFFFAOYSA-N 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 239000012442 inert solvent Substances 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 8
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 15
- 230000036961 partial effect Effects 0.000 description 13
- 239000000243 solution Substances 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000003085 diluting agent Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 8
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 229910010066 TiC14 Inorganic materials 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 239000001282 iso-butane Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 3
- 229910003074 TiCl4 Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XBEXIHMRFRFRAM-UHFFFAOYSA-N tridodecylalumane Chemical compound CCCCCCCCCCCC[Al](CCCCCCCCCCCC)CCCCCCCCCCCC XBEXIHMRFRFRAM-UHFFFAOYSA-N 0.000 description 2
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- QBFKMOACQMEFLE-UHFFFAOYSA-N 1-tetracosoxytetracosane;titanium Chemical compound [Ti].CCCCCCCCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCCCCCCCC QBFKMOACQMEFLE-UHFFFAOYSA-N 0.000 description 1
- PYCOQUWDCUUVOB-UHFFFAOYSA-N 1-tetracosoxytetracosane;zirconium Chemical compound [Zr].CCCCCCCCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCCCCCCCC PYCOQUWDCUUVOB-UHFFFAOYSA-N 0.000 description 1
- UUXDPRZTJZRKHE-UHFFFAOYSA-N 1-tetradecoxytetradecane;titanium Chemical compound [Ti].CCCCCCCCCCCCCCOCCCCCCCCCCCCCC UUXDPRZTJZRKHE-UHFFFAOYSA-N 0.000 description 1
- WODCKWGFQSSLID-UHFFFAOYSA-N 1-tetradecoxytetradecane;zirconium Chemical compound [Zr].CCCCCCCCCCCCCCOCCCCCCCCCCCCCC WODCKWGFQSSLID-UHFFFAOYSA-N 0.000 description 1
- NMVXHZSPDTXJSJ-UHFFFAOYSA-L 2-methylpropylaluminum(2+);dichloride Chemical compound CC(C)C[Al](Cl)Cl NMVXHZSPDTXJSJ-UHFFFAOYSA-L 0.000 description 1
- NYEVYCIEQJOVQY-UHFFFAOYSA-N C1CCCCC1[Mg]C1CCCCC1 Chemical compound C1CCCCC1[Mg]C1CCCCC1 NYEVYCIEQJOVQY-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910003910 SiCl4 Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminum chloride Substances Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 230000002547 anomalous effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
- DFZMJEWPEDLXSY-UHFFFAOYSA-M bromo(dicyclohexyl)alumane Chemical compound [Br-].C1CCCCC1[Al+]C1CCCCC1 DFZMJEWPEDLXSY-UHFFFAOYSA-M 0.000 description 1
- NZIXICKPQWIFAU-UHFFFAOYSA-K bromo(dimethyl)alumane;dibromo(methyl)alumane Chemical compound C[Al](C)Br.C[Al](Br)Br NZIXICKPQWIFAU-UHFFFAOYSA-K 0.000 description 1
- SVOZEWXYCOBNAY-UHFFFAOYSA-M bromo(dioctyl)alumane Chemical compound [Br-].CCCCCCCC[Al+]CCCCCCCC SVOZEWXYCOBNAY-UHFFFAOYSA-M 0.000 description 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
- ISFMCQATCMRFPY-UHFFFAOYSA-M chloro(diphenyl)alumane Chemical compound [Cl-].C=1C=CC=CC=1[Al+]C1=CC=CC=C1 ISFMCQATCMRFPY-UHFFFAOYSA-M 0.000 description 1
- LKRBKNPREDAJJQ-UHFFFAOYSA-M chloro-di(propan-2-yl)alumane Chemical compound [Cl-].CC(C)[Al+]C(C)C LKRBKNPREDAJJQ-UHFFFAOYSA-M 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- ZGMHEOLLTWPGQX-UHFFFAOYSA-M dimethylalumanylium;bromide Chemical compound C[Al](C)Br ZGMHEOLLTWPGQX-UHFFFAOYSA-M 0.000 description 1
- KZLUHGRPVSRSHI-UHFFFAOYSA-N dimethylmagnesium Chemical compound C[Mg]C KZLUHGRPVSRSHI-UHFFFAOYSA-N 0.000 description 1
- QICIKCXRCRCEIR-UHFFFAOYSA-L dodecylaluminum(2+);dibromide Chemical compound [Br-].[Br-].CCCCCCCCCCCC[Al+2] QICIKCXRCRCEIR-UHFFFAOYSA-L 0.000 description 1
- ASBGGHMVAMBCOR-UHFFFAOYSA-N ethanolate;zirconium(4+) Chemical compound [Zr+4].CC[O-].CC[O-].CC[O-].CC[O-] ASBGGHMVAMBCOR-UHFFFAOYSA-N 0.000 description 1
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 description 1
- JFICPAADTOQAMU-UHFFFAOYSA-L ethylaluminum(2+);dibromide Chemical compound CC[Al](Br)Br JFICPAADTOQAMU-UHFFFAOYSA-L 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- WRYKIHMRDIOPSI-UHFFFAOYSA-N magnesium;benzene Chemical compound [Mg+2].C1=CC=[C-]C=C1.C1=CC=[C-]C=C1 WRYKIHMRDIOPSI-UHFFFAOYSA-N 0.000 description 1
- AAPWDGUQUXVEAO-UHFFFAOYSA-N magnesium;dodecane Chemical compound [Mg+2].CCCCCCCCCCC[CH2-].CCCCCCCCCCC[CH2-] AAPWDGUQUXVEAO-UHFFFAOYSA-N 0.000 description 1
- DLPASUVGCQPFFO-UHFFFAOYSA-N magnesium;ethane Chemical compound [Mg+2].[CH2-]C.[CH2-]C DLPASUVGCQPFFO-UHFFFAOYSA-N 0.000 description 1
- WCFJMDWWJOCLSJ-UHFFFAOYSA-N magnesium;methanidylbenzene Chemical compound [Mg+2].[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1 WCFJMDWWJOCLSJ-UHFFFAOYSA-N 0.000 description 1
- CXYPKXYSWBMCRG-UHFFFAOYSA-N magnesium;pentane Chemical compound [Mg+2].CCCC[CH2-].CCCC[CH2-] CXYPKXYSWBMCRG-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- IKGXNCHYONXJSM-UHFFFAOYSA-N methanolate;zirconium(4+) Chemical compound [Zr+4].[O-]C.[O-]C.[O-]C.[O-]C IKGXNCHYONXJSM-UHFFFAOYSA-N 0.000 description 1
- IRRLOYQPAMYUGE-UHFFFAOYSA-M methyl(propyl)alumanylium;bromide Chemical compound [Br-].CCC[Al+]C IRRLOYQPAMYUGE-UHFFFAOYSA-M 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- XBKBZMOLSULOEA-UHFFFAOYSA-L methylaluminum(2+);dibromide Chemical compound C[Al](Br)Br XBKBZMOLSULOEA-UHFFFAOYSA-L 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 125000002734 organomagnesium group Chemical group 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 102200014657 rs121434437 Human genes 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- DPNUIZVZBWBCPB-UHFFFAOYSA-J titanium(4+);tetraphenoxide Chemical compound [Ti+4].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 DPNUIZVZBWBCPB-UHFFFAOYSA-J 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- ZIYNWDQDHKSRCE-UHFFFAOYSA-N tricyclohexylalumane Chemical compound C1CCCCC1[Al](C1CCCCC1)C1CCCCC1 ZIYNWDQDHKSRCE-UHFFFAOYSA-N 0.000 description 1
- JQPMDTQDAXRDGS-UHFFFAOYSA-N triphenylalumane Chemical compound C1=CC=CC=C1[Al](C=1C=CC=CC=1)C1=CC=CC=C1 JQPMDTQDAXRDGS-UHFFFAOYSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- DJIFSIBYHXVGSS-UHFFFAOYSA-J zirconium(4+);tetraphenoxide Chemical compound [Zr+4].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 DJIFSIBYHXVGSS-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/343,643 US4406818A (en) | 1982-01-28 | 1982-01-28 | Olefin polymerization |
| US343,643 | 1982-01-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1188671A true CA1188671A (en) | 1985-06-11 |
Family
ID=23346961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000416506A Expired CA1188671A (en) | 1982-01-28 | 1982-11-26 | Olefin polymerization |
Country Status (10)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4814314A (en) * | 1986-09-26 | 1989-03-21 | Mitsubishi Petrochemical Company Limited | Catalyst for olefin polymerization |
| US5418044A (en) * | 1988-05-07 | 1995-05-23 | Akzo N.V. | Irreversibly stretchable laminate comprising layers of woven or knitted fabrics and water-vapor permeable films |
| CA2089970A1 (en) * | 1992-03-04 | 1993-09-05 | Edwar S. Shamshoum | Catalyst formulation and polymerization processes |
| KR100557472B1 (ko) * | 2003-06-27 | 2006-03-07 | 한국하이테크 주식회사 | 유기성 폐기물을 이용한 숯 제조에 따른 공해물질제거방법 및 장치 |
| CN115246904A (zh) * | 2021-04-26 | 2022-10-28 | 中国石油天然气股份有限公司 | 用于溶液法乙烯聚合的主催化剂组份及其制备方法、催化剂体系及其应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3094568A (en) * | 1959-12-01 | 1963-06-18 | Gulf Research Development Co | Process for alkylating aromatics in the presence of a heavy metal halide, an organic halide and an organo aluminum halide |
| US3409681A (en) * | 1964-06-25 | 1968-11-05 | Exxon Research Engineering Co | Method of making novel bimetallic heterogeneous catalysts and their use in hydrocarbon conversions |
| DE1912706C3 (de) * | 1969-03-13 | 1978-07-06 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Polymerisation von Äthylen |
| US3676418A (en) * | 1968-07-20 | 1972-07-11 | Mitsubishi Petrochemical Co | Catalytic production of olefin polymers |
| NL136668C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1969-01-24 | |||
| DE2043508A1 (de) * | 1970-09-02 | 1972-03-16 | Farbwerke Hoechst AG, vorm. Meister Lucius & Brüning, 6000 Frankfurt | Verfahren zur Herstellung von Polyolefinen |
| US4113654A (en) * | 1971-04-20 | 1978-09-12 | Montecatini Edison S.P.A. | Catalysts for the polymerization of olefins |
| FR2193654B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-07-26 | 1974-12-27 | Naphtachimie Sa | |
| US3917575A (en) * | 1972-11-11 | 1975-11-04 | Nippon Oil Co Ltd | Process for production of polyolefins |
| US4172050A (en) * | 1974-04-22 | 1979-10-23 | The Dow Chemical Company | High efficiency titanate catalyst for polymerizing olefins |
| GB1492379A (en) * | 1974-04-22 | 1977-11-16 | Dow Chemical Co | Polymerization catalyst |
| JPS591286B2 (ja) * | 1976-02-05 | 1984-01-11 | 三井東圧化学株式会社 | α−オレフインの重合方法 |
| US4136058A (en) * | 1977-02-28 | 1979-01-23 | Arco Polymers, Inc. | High efficiency catalysts for olefin polymerization |
| US4105846A (en) * | 1977-08-25 | 1978-08-08 | Standard Oil Company (Indiana) | Increasing the particle size of as formed polyethylene or ethylene copolymer |
| US4268418A (en) * | 1978-06-05 | 1981-05-19 | Chemplex Company | Polymerization catalyst |
| US4312783A (en) * | 1979-07-24 | 1982-01-26 | Asahi Kasei Kogyo Kabushiki Kaisha | Catalyst for polymerization of olefins |
| US4310648A (en) * | 1980-10-20 | 1982-01-12 | The Dow Chemical Company | Polymerization of olefins in the presence of a catalyst containing titanium and zirconium |
-
1982
- 1982-01-28 US US06/343,643 patent/US4406818A/en not_active Expired - Lifetime
- 1982-11-26 CA CA000416506A patent/CA1188671A/en not_active Expired
-
1983
- 1983-01-21 JP JP58008602A patent/JPS58129007A/ja active Granted
- 1983-01-24 GB GB08301819A patent/GB2114583B/en not_active Expired
- 1983-01-26 AT AT83100704T patent/ATE41779T1/de active
- 1983-01-26 EP EP83100704A patent/EP0085389B1/en not_active Expired
- 1983-01-26 DE DE8383100704T patent/DE3379503D1/de not_active Expired
- 1983-01-28 NO NO830295A patent/NO159096C/no unknown
- 1983-01-28 ES ES519361A patent/ES8503010A1/es not_active Expired
-
1989
- 1989-07-10 SG SG414/89A patent/SG41489G/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2114583A (en) | 1983-08-24 |
| GB8301819D0 (en) | 1983-02-23 |
| NO830295L (no) | 1983-07-29 |
| NO159096B (no) | 1988-08-22 |
| ES519361A0 (es) | 1985-02-01 |
| EP0085389B1 (en) | 1989-03-29 |
| SG41489G (en) | 1989-12-22 |
| US4406818A (en) | 1983-09-27 |
| ATE41779T1 (de) | 1989-04-15 |
| GB2114583B (en) | 1985-05-01 |
| NO159096C (no) | 1988-11-30 |
| JPS58129007A (ja) | 1983-08-01 |
| DE3379503D1 (en) | 1989-05-03 |
| ES8503010A1 (es) | 1985-02-01 |
| EP0085389A1 (en) | 1983-08-10 |
| JPH0377802B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-12-11 |
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