CA2508756A1 - Processes for transitioning between metallocene and ziegler-natta polymerization catalysts - Google Patents
Processes for transitioning between metallocene and ziegler-natta polymerization catalysts Download PDFInfo
- Publication number
- CA2508756A1 CA2508756A1 CA002508756A CA2508756A CA2508756A1 CA 2508756 A1 CA2508756 A1 CA 2508756A1 CA 002508756 A CA002508756 A CA 002508756A CA 2508756 A CA2508756 A CA 2508756A CA 2508756 A1 CA2508756 A1 CA 2508756A1
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- reactor
- polymerization reaction
- metallocene
- catalysts
- 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.)
- Abandoned
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- 238000000034 method Methods 0.000 title claims abstract description 57
- 230000008569 process Effects 0.000 title claims abstract description 54
- 239000002685 polymerization catalyst Substances 0.000 title abstract description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 159
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 52
- 239000012968 metallocene catalyst Substances 0.000 claims abstract description 27
- 239000011954 Ziegler–Natta catalyst Substances 0.000 claims abstract description 26
- 239000003795 chemical substances by application Substances 0.000 claims description 38
- 229910052751 metal Inorganic materials 0.000 claims description 27
- 239000002184 metal Substances 0.000 claims description 27
- 230000007704 transition Effects 0.000 claims description 26
- 239000007789 gas Substances 0.000 claims description 21
- 229910052760 oxygen Inorganic materials 0.000 claims description 18
- 239000001301 oxygen Substances 0.000 claims description 18
- 238000010926 purge Methods 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000012190 activator Substances 0.000 claims description 13
- 239000003426 co-catalyst Substances 0.000 claims description 13
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 229910001868 water Inorganic materials 0.000 claims description 10
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 6
- 150000002902 organometallic compounds Chemical class 0.000 claims description 6
- 239000011261 inert gas Substances 0.000 claims description 5
- 150000001408 amides Chemical class 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical class CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 239000012876 carrier material Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 abstract description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003446 ligand Substances 0.000 description 85
- -1 hydride radical Chemical class 0.000 description 60
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 47
- 150000001875 compounds Chemical class 0.000 description 44
- 229910052757 nitrogen Inorganic materials 0.000 description 24
- 229910052723 transition metal Inorganic materials 0.000 description 23
- 150000003624 transition metals Chemical class 0.000 description 23
- 125000004429 atom Chemical group 0.000 description 15
- 239000000178 monomer Substances 0.000 description 12
- 239000010936 titanium Substances 0.000 description 12
- 125000004122 cyclic group Chemical group 0.000 description 11
- 125000005842 heteroatom Chemical group 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 10
- 150000002367 halogens Chemical group 0.000 description 10
- 230000000737 periodic effect Effects 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 125000001424 substituent group Chemical group 0.000 description 10
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 9
- 229910052710 silicon Inorganic materials 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 150000003254 radicals Chemical class 0.000 description 8
- 239000010703 silicon Substances 0.000 description 8
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 229910052796 boron Inorganic materials 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 125000000129 anionic group Chemical group 0.000 description 6
- 229910052732 germanium Inorganic materials 0.000 description 6
- 150000004678 hydrides Chemical class 0.000 description 6
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 6
- 230000002427 irreversible effect Effects 0.000 description 6
- 230000002441 reversible effect Effects 0.000 description 6
- 229910052720 vanadium Inorganic materials 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 230000002000 scavenging effect Effects 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 229910052768 actinide Inorganic materials 0.000 description 4
- 150000001255 actinides Chemical class 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- 229910052747 lanthanoid Inorganic materials 0.000 description 4
- 150000002602 lanthanoids Chemical class 0.000 description 4
- 230000000670 limiting effect Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- 125000002015 acyclic group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000002524 organometallic group Chemical group 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910003074 TiCl4 Inorganic materials 0.000 description 2
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 description 2
- UJYLYGDHTIVYRI-UHFFFAOYSA-N cadmium(2+);ethane Chemical compound [Cd+2].[CH2-]C.[CH2-]C UJYLYGDHTIVYRI-UHFFFAOYSA-N 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 229910052798 chalcogen Inorganic materials 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910021436 group 13–16 element Inorganic materials 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
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- 238000010348 incorporation Methods 0.000 description 2
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- 229910052696 pnictogen Inorganic materials 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
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- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- MFWFDRBPQDXFRC-LNTINUHCSA-N (z)-4-hydroxypent-3-en-2-one;vanadium Chemical compound [V].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O MFWFDRBPQDXFRC-LNTINUHCSA-N 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- YBCVSZCMASDRCS-UHFFFAOYSA-N 1-[ethoxy-[ethoxy-(2-methoxyphenoxy)-propoxymethyl]sulfanyl-propoxymethoxy]-2-methoxybenzene Chemical compound C=1C=CC=C(OC)C=1OC(OCC)(OCCC)SC(OCC)(OCCC)OC1=CC=CC=C1OC YBCVSZCMASDRCS-UHFFFAOYSA-N 0.000 description 1
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- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
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- 230000003247 decreasing effect Effects 0.000 description 1
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- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- WWPSJFCVFWMRBH-UHFFFAOYSA-L dibromoalumane Chemical compound Br[AlH]Br WWPSJFCVFWMRBH-UHFFFAOYSA-L 0.000 description 1
- PDZFAAAZGSZIFN-UHFFFAOYSA-N dichloro(2-methylpropyl)borane Chemical compound CC(C)CB(Cl)Cl PDZFAAAZGSZIFN-UHFFFAOYSA-N 0.000 description 1
- LHCGBIFHSCCRRG-UHFFFAOYSA-N dichloroborane Chemical compound ClBCl LHCGBIFHSCCRRG-UHFFFAOYSA-N 0.000 description 1
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- FAFYLCKQPJOORN-UHFFFAOYSA-N diethylborane Chemical compound CCBCC FAFYLCKQPJOORN-UHFFFAOYSA-N 0.000 description 1
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- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 1
- ZTJBELXDHFJJEU-UHFFFAOYSA-N dimethylboron Chemical compound C[B]C ZTJBELXDHFJJEU-UHFFFAOYSA-N 0.000 description 1
- YOTZYFSGUCFUKA-UHFFFAOYSA-N dimethylphosphine Chemical compound CPC YOTZYFSGUCFUKA-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
- OYCNHLAKDKIJIT-UHFFFAOYSA-N ethyl-bis(2-methylpropyl)borane Chemical compound CC(C)CB(CC)CC(C)C OYCNHLAKDKIJIT-UHFFFAOYSA-N 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- KGPPDNUWZNWPSI-UHFFFAOYSA-N flurotyl Chemical group FC(F)(F)COCC(F)(F)F KGPPDNUWZNWPSI-UHFFFAOYSA-N 0.000 description 1
- 229950000929 flurotyl Drugs 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- VGRFVJMYCCLWPQ-UHFFFAOYSA-N germanium Chemical compound [Ge].[Ge] VGRFVJMYCCLWPQ-UHFFFAOYSA-N 0.000 description 1
- 229910052735 hafnium Inorganic materials 0.000 description 1
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003936 heterocyclopentadienyl group Chemical group 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MHERPFVRWOTBSF-UHFFFAOYSA-N methyl(phenyl)phosphane Chemical compound CPC1=CC=CC=C1 MHERPFVRWOTBSF-UHFFFAOYSA-N 0.000 description 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- QLOKAVKWGPPUCM-UHFFFAOYSA-N oxovanadium;dihydrochloride Chemical compound Cl.Cl.[V]=O QLOKAVKWGPPUCM-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 1
- GUVXZFRDPCKWEM-UHFFFAOYSA-N pentalene Chemical compound C1=CC2=CC=CC2=C1 GUVXZFRDPCKWEM-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- JBLSZOJIKAQEKG-UHFFFAOYSA-N phenyl hypobromite Chemical compound BrOC1=CC=CC=C1 JBLSZOJIKAQEKG-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000003063 pnictogens Chemical class 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- KBGJIKKXNIQHQH-UHFFFAOYSA-N potassium;methanidylbenzene Chemical compound [K+].[CH2-]C1=CC=CC=C1 KBGJIKKXNIQHQH-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 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
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
- 125000005287 vanadyl group Chemical group 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- HEPBQSXQJMTVFI-UHFFFAOYSA-N zinc;butane Chemical compound [Zn+2].CCC[CH2-].CCC[CH2-] HEPBQSXQJMTVFI-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 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
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- 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
- C08F2410/00—Features related to the catalyst preparation, the catalyst use or to the deactivation of the catalyst
- C08F2410/05—Transitioning, i.e. transition from one catalyst to another with use of a deactivating agent
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/901—Monomer polymerized in vapor state in presence of transition metal containing catalyst
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43769702P | 2002-12-31 | 2002-12-31 | |
| US60/437,697 | 2002-12-31 | ||
| US10/715,813 US6949612B2 (en) | 2002-12-31 | 2003-11-18 | Processes for transitioning between metallocene and Ziegler-Natta polymerization catalysts |
| US10/715,813 | 2003-11-18 | ||
| PCT/US2003/038263 WO2004060930A2 (en) | 2002-12-31 | 2003-12-03 | Processes for transitioning between metallocene and ziegler-natta polymerization catalysts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2508756A1 true CA2508756A1 (en) | 2004-07-22 |
Family
ID=32717916
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002508756A Abandoned CA2508756A1 (en) | 2002-12-31 | 2003-12-03 | Processes for transitioning between metallocene and ziegler-natta polymerization catalysts |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6949612B2 (enExample) |
| EP (1) | EP1581565A4 (enExample) |
| JP (1) | JP2006512451A (enExample) |
| AU (1) | AU2003298811A1 (enExample) |
| BR (1) | BR0317830A (enExample) |
| CA (1) | CA2508756A1 (enExample) |
| WO (1) | WO2004060930A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007068083A1 (en) * | 2005-12-13 | 2007-06-21 | Nova Chemicals (International) S.A. | On the fly catalyst transitions |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7172987B2 (en) | 2002-12-31 | 2007-02-06 | Univation Technologies, Llc | Bimetallic catalyst, method of polymerization and bimodal polyolefins therefrom |
| US7629422B2 (en) * | 2004-12-21 | 2009-12-08 | Univation Technologies, Llc | Process for transitioning between Ziegler-Natta-based and chromium-based catalysts |
| EP1767549A1 (en) | 2005-09-20 | 2007-03-28 | Ineos Europe Limited | Polymerisation catalysts |
| DE102005056775A1 (de) | 2005-11-28 | 2007-05-31 | Basell Polyolefine Gmbh | Verfahren für den Katalysatorwechsel in einem Gasphasenwirbelschichtreaktor |
| US8172007B2 (en) * | 2007-12-13 | 2012-05-08 | Intelliserv, LLC. | System and method of monitoring flow in a wellbore |
| US20090151939A1 (en) * | 2007-12-13 | 2009-06-18 | Schlumberger Technology Corporation | Surface tagging system with wired tubulars |
| ES2402326T3 (es) * | 2007-12-31 | 2013-04-30 | Dow Global Technologies Llc | Proceso de polimerización de polímeros basados en olefinas |
| KR101040410B1 (ko) * | 2008-08-22 | 2011-06-09 | 삼성토탈 주식회사 | 지글러 나타 촉매계와 메탈로센 촉매계 사이의 전환 방법 |
| KR101019888B1 (ko) * | 2008-08-25 | 2011-03-04 | 삼성토탈 주식회사 | 지글러 나타 촉매계와 메탈로센 촉매계 사이의 전환 방법 |
| EP2216347A1 (en) | 2009-01-30 | 2010-08-11 | Borealis AG | A method of catalyst transitions in olefin polymerizations |
| BR112012020762B1 (pt) * | 2010-02-18 | 2020-04-07 | Univation Tech Llc | método para inativar um reator de polimerização de fase gasosa |
| EP2447288B1 (en) * | 2010-10-29 | 2016-06-22 | Linde Aktiengesellschaft | Method for reaction control of exothermic reaction and apparatus therefore |
| US9914794B2 (en) | 2014-05-27 | 2018-03-13 | Sabic Global Technologies B.V. | Process for transitioning between incompatible catalysts |
| CA2868640C (en) * | 2014-10-21 | 2021-10-26 | Nova Chemicals Corporation | Solution polymerization process |
| BR112017013299A2 (pt) | 2014-12-22 | 2018-01-02 | Sabic Global Technologies Bv | processo de transição entre catalisadores incompatíveis |
| US9944727B2 (en) | 2014-12-22 | 2018-04-17 | Sabic Global Technologies B.V. | Process for transitioning between incompatible catalysts |
| WO2016151098A1 (en) | 2015-03-24 | 2016-09-29 | Sabic Global Technologies B.V. | Process for transitioning between incompatible catalysts |
| EP3280742B1 (en) | 2015-04-08 | 2019-02-20 | Univation Technologies, LLC | Closed reactor transitions between metallocene catalysts |
| US10822433B2 (en) | 2015-12-22 | 2020-11-03 | Sabic Global Technologies B.V. | Process for transitioning between incompatible catalysts |
| KR101758572B1 (ko) | 2016-09-29 | 2017-07-14 | 롯데케미칼 주식회사 | 비혼화성 중합 촉매계 사이의 전환 방법 |
| WO2018077411A1 (en) | 2016-10-27 | 2018-05-03 | Kordsa Teknik Tekstil Anonim Sirketi | Exotherm stopper mixtures |
| US10023666B2 (en) | 2016-12-13 | 2018-07-17 | Chevron Phillips Chemical Company Lp | Process for transitioning between low percentage chrome and high percentage chrome catalysts |
| WO2018113942A1 (en) | 2016-12-21 | 2018-06-28 | Kordsa Teknik Tekstil Anonim Sirketi | Exotherm stopper compositions |
| WO2019173030A1 (en) * | 2018-03-08 | 2019-09-12 | Exxonmobil Chemical Patents Inc. | Methods of preparing and monitoring a seed bed for polymerization reactor startup |
| WO2020096734A1 (en) | 2018-11-06 | 2020-05-14 | Dow Global Technologies Llc | Alkane-soluble non-metallocene precatalysts |
| KR102849172B1 (ko) | 2018-11-06 | 2025-08-25 | 다우 글로벌 테크놀로지스 엘엘씨 | 알칸-용해성 비-메탈로센 전촉매 |
| WO2020096735A1 (en) | 2018-11-06 | 2020-05-14 | Dow Global Technologies Llc | Method of olefin polymerization using alkane-soluble non-metallocene precatalyst |
| EP4330294A1 (en) | 2021-04-30 | 2024-03-06 | ExxonMobil Chemical Patents Inc. | Processes for transitioning between different polymerization catalysts in a polymerization reactor |
| EP4389776A1 (en) | 2022-12-20 | 2024-06-26 | Borealis AG | Process |
| CN119303504B (zh) * | 2023-07-13 | 2025-10-10 | 中国石油化工股份有限公司 | 活泼金属催化剂原位灭活的方法及其装置 |
| WO2025078081A1 (en) | 2023-10-09 | 2025-04-17 | Sabic Global Technologies B.V. | Process for transitioning between incompatible catalysts |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0004417B2 (en) | 1978-03-23 | 1990-02-28 | Imperial Chemical Industries Plc | Gas-phase olefin polymerisation system and process for operating it |
| US4460755A (en) | 1982-09-30 | 1984-07-17 | Union Carbide Corporation | Direct conversion of a polymerization reaction catalyzed by a Ziegler-type catalyst into one catalyzed by a chromium-based catalyst |
| DE3305782A1 (de) | 1983-02-19 | 1984-08-30 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur polymerisation und copolymerisation von ethylen |
| US4834947A (en) | 1983-09-01 | 1989-05-30 | Mobil Oil Corporation | Reactor system for rapid kill gas injection to gas phase polymerization reactors |
| US4701489A (en) | 1986-09-08 | 1987-10-20 | El Paso Products Company | Process for the production of stable noncorrosive amorphous polyalphaolefins |
| US5204751A (en) | 1990-08-17 | 1993-04-20 | Hughes Display Products | Target support for projection cathode ray tube |
| GB9103527D0 (en) | 1991-02-20 | 1991-04-10 | Exxon Chemical Patents Inc | Hp catalyst killer |
| US5227438A (en) | 1991-09-24 | 1993-07-13 | Union Carbide Chemicals & Plastics Technology Corporation | Process for the slowdown or termination of polymerization |
| US5270408A (en) | 1992-01-29 | 1993-12-14 | Union Carbide Chemicals & Plastics Technology Corporation | Method and apparatus for stopping reaction in a gas phase polymerization reactor system |
| US5371053A (en) | 1993-05-18 | 1994-12-06 | Exxon Chemical Patents Inc. | Process for deactivating Ziegler-Natta and metallocene catalysts |
| US5442019A (en) | 1994-03-25 | 1995-08-15 | Exxon Chemical Company | Process for transitioning between incompatible polymerization catalysts |
| US5672666A (en) * | 1995-06-05 | 1997-09-30 | Exxon Chemical Patents Inc. | Process for transitioning between incompatible polymerization catalysts |
| NO301331B1 (no) | 1996-03-05 | 1997-10-13 | Borealis As | Fremgangsmåte for skifting av katalysator ved suspensjonspolymerisasjon av olefiner |
| JP3836219B2 (ja) | 1996-09-12 | 2006-10-25 | 三井化学株式会社 | オレフィン気相重合の停止方法、オレフィン気相重合の開始方法およびオレフィンの気相重合装置 |
| BR9806869A (pt) | 1997-01-13 | 2000-04-18 | Eastman Chem Co | Processos para reduzir a taxa de reação do processo de polimerização pela adição de um desativador de catalisador e para a inativar um processo de reator. |
| EP0959081A1 (en) | 1998-05-19 | 1999-11-24 | Bp Chemicals S.N.C. | Gas phase polymerisation process |
| US6245868B1 (en) * | 1998-05-29 | 2001-06-12 | Univation Technologies | Catalyst delivery method, a catalyst feeder and their use in a polymerization process |
-
2003
- 2003-11-18 US US10/715,813 patent/US6949612B2/en not_active Expired - Lifetime
- 2003-12-03 AU AU2003298811A patent/AU2003298811A1/en not_active Abandoned
- 2003-12-03 WO PCT/US2003/038263 patent/WO2004060930A2/en not_active Ceased
- 2003-12-03 CA CA002508756A patent/CA2508756A1/en not_active Abandoned
- 2003-12-03 EP EP03796569A patent/EP1581565A4/en not_active Withdrawn
- 2003-12-03 JP JP2004565162A patent/JP2006512451A/ja active Pending
- 2003-12-03 BR BR0317830-7A patent/BR0317830A/pt not_active IP Right Cessation
-
2005
- 2005-07-28 US US11/191,585 patent/US6995217B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007068083A1 (en) * | 2005-12-13 | 2007-06-21 | Nova Chemicals (International) S.A. | On the fly catalyst transitions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1581565A4 (en) | 2008-05-21 |
| US6995217B2 (en) | 2006-02-07 |
| EP1581565A2 (en) | 2005-10-05 |
| WO2004060930A3 (en) | 2004-08-26 |
| WO2004060930A2 (en) | 2004-07-22 |
| US6949612B2 (en) | 2005-09-27 |
| US20040181016A1 (en) | 2004-09-16 |
| BR0317830A (pt) | 2005-11-29 |
| US20050282978A1 (en) | 2005-12-22 |
| JP2006512451A (ja) | 2006-04-13 |
| AU2003298811A1 (en) | 2004-07-29 |
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Legal Events
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| EEER | Examination request | ||
| FZDE | Dead |