KR20070004712A - 올레핀 중합용 촉매 시스템 - Google Patents
올레핀 중합용 촉매 시스템 Download PDFInfo
- Publication number
- KR20070004712A KR20070004712A KR1020067018722A KR20067018722A KR20070004712A KR 20070004712 A KR20070004712 A KR 20070004712A KR 1020067018722 A KR1020067018722 A KR 1020067018722A KR 20067018722 A KR20067018722 A KR 20067018722A KR 20070004712 A KR20070004712 A KR 20070004712A
- Authority
- KR
- South Korea
- Prior art keywords
- solvent
- solution
- catalyst system
- methylalumoxane
- carbon atoms
- 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.)
- Withdrawn
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 54
- 238000006116 polymerization reaction Methods 0.000 title claims description 24
- 150000001336 alkenes Chemical class 0.000 title claims description 15
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 8
- 239000002904 solvent Substances 0.000 claims abstract description 86
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 claims abstract description 43
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 24
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 18
- 239000003849 aromatic solvent Substances 0.000 claims abstract description 16
- 238000009835 boiling Methods 0.000 claims abstract description 13
- 230000008569 process Effects 0.000 claims abstract description 13
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 claims description 11
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 claims description 11
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 claims description 8
- 229910052732 germanium Inorganic materials 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052710 silicon Inorganic materials 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 239000004711 α-olefin Substances 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000010703 silicon Substances 0.000 claims description 5
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 5
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 claims description 4
- 238000009826 distribution Methods 0.000 claims description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 4
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 75
- 239000000243 solution Substances 0.000 description 57
- -1 C 2 -C 20 -alkyl Chemical compound 0.000 description 45
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 22
- 229920000642 polymer Polymers 0.000 description 16
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 230000000737 periodic effect Effects 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000003446 ligand Substances 0.000 description 5
- 229910052726 zirconium Inorganic materials 0.000 description 5
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001923 cyclic compounds Chemical class 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- FUDNBFMOXDUIIE-UHFFFAOYSA-N 3,7-dimethylocta-1,6-diene Chemical compound C=CC(C)CCC=C(C)C FUDNBFMOXDUIIE-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- UMZRDRQLOUEPQX-UHFFFAOYSA-N CN1C2=C(C=C1C)C=1C=CC(=CC=1C2)[Ti](C)C Chemical compound CN1C2=C(C=C1C)C=1C=CC(=CC=1C2)[Ti](C)C UMZRDRQLOUEPQX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 229910007926 ZrCl Inorganic materials 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 150000007824 aliphatic compounds Chemical class 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 150000004646 arylidenes Chemical group 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052735 hafnium Inorganic materials 0.000 description 2
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
- PRBHEGAFLDMLAL-XQRVVYSFSA-N (4z)-hexa-1,4-diene Chemical compound C\C=C/CC=C PRBHEGAFLDMLAL-XQRVVYSFSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- UHWUPRFSWYYSEB-UHFFFAOYSA-N 1-[bis(2-trimethylsilylpropyl)alumanyl]propan-2-yl-trimethylsilane Chemical compound C[Si](C)(C)C(C)C[Al](CC(C)[Si](C)(C)C)CC(C)[Si](C)(C)C UHWUPRFSWYYSEB-UHFFFAOYSA-N 0.000 description 1
- 229940106006 1-eicosene Drugs 0.000 description 1
- FIKTURVKRGQNQD-UHFFFAOYSA-N 1-eicosene Natural products CCCCCCCCCCCCCCCCCC=CC(O)=O FIKTURVKRGQNQD-UHFFFAOYSA-N 0.000 description 1
- KYSNRMGJOYWQQR-UHFFFAOYSA-N 11-methyldodeca-1,10-diene Chemical compound CC(C)=CCCCCCCCC=C KYSNRMGJOYWQQR-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
- FSWNZCWHTXTQBY-UHFFFAOYSA-N 4,6-dimethylhept-1-ene Chemical compound CC(C)CC(C)CC=C FSWNZCWHTXTQBY-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
- 241000349731 Afzelia bipindensis Species 0.000 description 1
- NCWFZBMYMOCSNE-UHFFFAOYSA-N C(C)N1C2=C(C3=CC=CC=C13)C1=CC=CC=C1C2[Ti](C)C Chemical compound C(C)N1C2=C(C3=CC=CC=C13)C1=CC=CC=C1C2[Ti](C)C NCWFZBMYMOCSNE-UHFFFAOYSA-N 0.000 description 1
- VCFVRHAQERGNFA-UHFFFAOYSA-L C1=CC2=CC=CC=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C2=CC=CC=C2C=C1 Chemical compound C1=CC2=CC=CC=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C2=CC=CC=C2C=C1 VCFVRHAQERGNFA-UHFFFAOYSA-L 0.000 description 1
- OJVWBQRZCJLURF-UHFFFAOYSA-L C1=CC=C2C(C3=CC=CC4=C3C=C(C)C4[Zr](Cl)(Cl)(C3C4=C(C(=CC=C4)C=4C5=CC=CC=C5C=CC=4)C=C3C)=[Si](C)C)=CC=CC2=C1 Chemical compound C1=CC=C2C(C3=CC=CC4=C3C=C(C)C4[Zr](Cl)(Cl)(C3C4=C(C(=CC=C4)C=4C5=CC=CC=C5C=CC=4)C=C3C)=[Si](C)C)=CC=CC2=C1 OJVWBQRZCJLURF-UHFFFAOYSA-L 0.000 description 1
- JRXNHGJHNXPTNB-UHFFFAOYSA-N C1=CC=C2C([Ti](C)C)C=CC2=C1 Chemical compound C1=CC=C2C([Ti](C)C)C=CC2=C1 JRXNHGJHNXPTNB-UHFFFAOYSA-N 0.000 description 1
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 description 1
- AZYYDZIDULUTSU-UHFFFAOYSA-N CC(C)C(C(C1=CC=C2)[Zr](C3C4=CC=CC(C5=CC=CC=C5)=C4C=C3C)(C3C4=CC=CC(C5=CC=CC=C5)=C4C=C3C(C)C)=[Si](C)C)=CC1=C2C1=CC=CC=C1.Cl.Cl Chemical compound CC(C)C(C(C1=CC=C2)[Zr](C3C4=CC=CC(C5=CC=CC=C5)=C4C=C3C)(C3C4=CC=CC(C5=CC=CC=C5)=C4C=C3C(C)C)=[Si](C)C)=CC1=C2C1=CC=CC=C1.Cl.Cl AZYYDZIDULUTSU-UHFFFAOYSA-N 0.000 description 1
- GQIHHZDGFJJOKJ-UHFFFAOYSA-L CC(C)c1cc2C(C(C)=Cc2c(c1)C(C)C)[Zr](Cl)(Cl)(C1C(C)=Cc2c1cc(cc2C(C)C)C(C)C)=[Si](C)c1ccccc1 Chemical compound CC(C)c1cc2C(C(C)=Cc2c(c1)C(C)C)[Zr](Cl)(Cl)(C1C(C)=Cc2c1cc(cc2C(C)C)C(C)C)=[Si](C)c1ccccc1 GQIHHZDGFJJOKJ-UHFFFAOYSA-L 0.000 description 1
- VWTVXOSCPQSDLG-UHFFFAOYSA-L CC(C)c1cccc2C(C(C)=Cc12)[Zr](Cl)(Cl)(C1C(C)=Cc2c1cccc2C(C)C)=[Si](C)c1ccccc1 Chemical compound CC(C)c1cccc2C(C(C)=Cc12)[Zr](Cl)(Cl)(C1C(C)=Cc2c1cccc2C(C)C)=[Si](C)c1ccccc1 VWTVXOSCPQSDLG-UHFFFAOYSA-L 0.000 description 1
- FLFNHHSXSLXYQB-UHFFFAOYSA-L CC1=CC(C(=CC=C2)C=3C=CC=CC=3)=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C(C)=CC2=C1C=CC=C2C1=CC=CC=C1 Chemical compound CC1=CC(C(=CC=C2)C=3C=CC=CC=3)=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C(C)=CC2=C1C=CC=C2C1=CC=CC=C1 FLFNHHSXSLXYQB-UHFFFAOYSA-L 0.000 description 1
- HLSYXGQTDYFTFL-UHFFFAOYSA-N CC=1C(C2=CC=CC=C2C1)[Ti](C)C Chemical compound CC=1C(C2=CC=CC=C2C1)[Ti](C)C HLSYXGQTDYFTFL-UHFFFAOYSA-N 0.000 description 1
- ZTKDBQOYGOGBNI-UHFFFAOYSA-N CN1C2=C(C3=CC(=CC=C13)C)C1=CC=CC=C1C2[Ti](C)C Chemical compound CN1C2=C(C3=CC(=CC=C13)C)C1=CC=CC=C1C2[Ti](C)C ZTKDBQOYGOGBNI-UHFFFAOYSA-N 0.000 description 1
- ZXUCPDAZULWLCB-UHFFFAOYSA-N CN1C2=C(C3=CC(=CC=C13)OC)C1=CC=CC=C1C2[Ti](C)C Chemical compound CN1C2=C(C3=CC(=CC=C13)OC)C1=CC=CC=C1C2[Ti](C)C ZXUCPDAZULWLCB-UHFFFAOYSA-N 0.000 description 1
- QFKNJQCLGWXWQF-UHFFFAOYSA-L C[Si](C)=[Zr](Cl)(Cl)(C1c2ccccc2-c2ccccc12)C1(C=CC=C1)C(C)(C)C Chemical compound C[Si](C)=[Zr](Cl)(Cl)(C1c2ccccc2-c2ccccc12)C1(C=CC=C1)C(C)(C)C QFKNJQCLGWXWQF-UHFFFAOYSA-L 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- KBOAIUOMHXNSGH-UHFFFAOYSA-L [Cl-].[Cl-].CC(C)c1cccc2[C@H](C(C)=Cc12)[Zr++]([C@@H]1C(C)=Cc2c1cccc2C(C)C)=[Si](C)C Chemical compound [Cl-].[Cl-].CC(C)c1cccc2[C@H](C(C)=Cc12)[Zr++]([C@@H]1C(C)=Cc2c1cccc2C(C)C)=[Si](C)C KBOAIUOMHXNSGH-UHFFFAOYSA-L 0.000 description 1
- UVVHOKMKYKTWHC-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2c([C@H]1[Zr++]([C@@H]1C(C)=Cc3c1c(C)ccc3C)=[Si](C)C)c(C)ccc2C Chemical compound [Cl-].[Cl-].CC1=Cc2c([C@H]1[Zr++]([C@@H]1C(C)=Cc3c1c(C)ccc3C)=[Si](C)C)c(C)ccc2C UVVHOKMKYKTWHC-UHFFFAOYSA-L 0.000 description 1
- YVQPUXMWIMJFBY-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2c(cc(C)cc2C)C1[Zr++](C1C(C)=Cc2c1cc(C)cc2C)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2c(cc(C)cc2C)C1[Zr++](C1C(C)=Cc2c1cc(C)cc2C)=[Si](C)C YVQPUXMWIMJFBY-UHFFFAOYSA-L 0.000 description 1
- IOEZEGGCMNVLHK-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2cc(C)c(C)cc2C1[Zr++](C1C(C)=Cc2cc(C)c(C)cc12)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2cc(C)c(C)cc2C1[Zr++](C1C(C)=Cc2cc(C)c(C)cc12)=[Si](C)C IOEZEGGCMNVLHK-UHFFFAOYSA-L 0.000 description 1
- PNRJUCXJBYLCRR-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2cccc(C)c2C1[Zr++](C1C(C)=Cc2cccc(C)c12)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2cccc(C)c2C1[Zr++](C1C(C)=Cc2cccc(C)c12)=[Si](C)C PNRJUCXJBYLCRR-UHFFFAOYSA-L 0.000 description 1
- CGELJBSWQTYCIY-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2ccccc2[C@H]1[Zr++]([C@@H]1C(C)=Cc2ccccc12)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2ccccc2[C@H]1[Zr++]([C@@H]1C(C)=Cc2ccccc12)=[Si](C)C CGELJBSWQTYCIY-UHFFFAOYSA-L 0.000 description 1
- 229910052768 actinide Inorganic materials 0.000 description 1
- 150000001255 actinides Chemical class 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000008901 benefit Effects 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
- 238000011088 calibration curve Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 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 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- GEAWFZNTIFJMHR-UHFFFAOYSA-N hepta-1,6-diene Chemical compound C=CCCCC=C GEAWFZNTIFJMHR-UHFFFAOYSA-N 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- IHLVCKWPAMTVTG-UHFFFAOYSA-N lithium;carbanide Chemical compound [Li+].[CH3-] IHLVCKWPAMTVTG-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 150000004291 polyenes Chemical class 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
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- INNUJJCMHIUXQQ-UHFFFAOYSA-N tris(2,2-diphenylethyl)alumane Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)C[Al](CC(C=1C=CC=CC=1)C=1C=CC=CC=1)CC(C=1C=CC=CC=1)C1=CC=CC=C1 INNUJJCMHIUXQQ-UHFFFAOYSA-N 0.000 description 1
- HKVFGFGPRISDFM-UHFFFAOYSA-N tris(2,3,3-trimethylbutyl)alumane Chemical compound CC(C)(C)C(C)C[Al](CC(C)C(C)(C)C)CC(C)C(C)(C)C HKVFGFGPRISDFM-UHFFFAOYSA-N 0.000 description 1
- RXTYCDSTJDDMRJ-UHFFFAOYSA-N tris(2,3,3-trimethylpentyl)alumane Chemical compound CCC(C)(C)C(C)C[Al](CC(C)C(C)(C)CC)CC(C)C(C)(C)CC RXTYCDSTJDDMRJ-UHFFFAOYSA-N 0.000 description 1
- WRZKUDJYHWOMSC-UHFFFAOYSA-N tris(2,3-diethylpentyl)alumane Chemical compound CCC(CC)C(CC)C[Al](CC(CC)C(CC)CC)CC(CC)C(CC)CC WRZKUDJYHWOMSC-UHFFFAOYSA-N 0.000 description 1
- IBAAQZWRANCYLH-UHFFFAOYSA-N tris(2,3-dimethyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)(C)C(C)C[Al](CC(C)C(C)(C)C=1C=CC=CC=1)CC(C)C(C)(C)C1=CC=CC=C1 IBAAQZWRANCYLH-UHFFFAOYSA-N 0.000 description 1
- SSEXLBWMXFFGTD-UHFFFAOYSA-N tris(2,3-dimethylbutyl)alumane Chemical compound CC(C)C(C)C[Al](CC(C)C(C)C)CC(C)C(C)C SSEXLBWMXFFGTD-UHFFFAOYSA-N 0.000 description 1
- WUGMXCQCNQHHDC-UHFFFAOYSA-N tris(2,3-dimethylheptyl)alumane Chemical compound CCCCC(C)C(C)C[Al](CC(C)C(C)CCCC)CC(C)C(C)CCCC WUGMXCQCNQHHDC-UHFFFAOYSA-N 0.000 description 1
- VGONMIOMLRCRSS-UHFFFAOYSA-N tris(2,3-dimethylhexyl)alumane Chemical compound CCCC(C)C(C)C[Al](CC(C)C(C)CCC)CC(C)C(C)CCC VGONMIOMLRCRSS-UHFFFAOYSA-N 0.000 description 1
- BENYMJNPVWYYES-UHFFFAOYSA-N tris(2,3-dimethylpentyl)alumane Chemical compound CCC(C)C(C)C[Al](CC(C)C(C)CC)CC(C)C(C)CC BENYMJNPVWYYES-UHFFFAOYSA-N 0.000 description 1
- WXUZTGFTOYFKIR-UHFFFAOYSA-N tris(2-ethyl-3,3-dimethylbutyl)alumane Chemical compound CCC(C(C)(C)C)C[Al](CC(CC)C(C)(C)C)CC(CC)C(C)(C)C WXUZTGFTOYFKIR-UHFFFAOYSA-N 0.000 description 1
- IDEILWZYRDEEGQ-UHFFFAOYSA-N tris(2-ethyl-3,3-dimethylpentyl)alumane Chemical compound CCC(C)(C)C(CC)C[Al](CC(CC)C(C)(C)CC)CC(CC)C(C)(C)CC IDEILWZYRDEEGQ-UHFFFAOYSA-N 0.000 description 1
- FEJNOSHLGDRZDX-UHFFFAOYSA-N tris(2-ethyl-3-methylbutyl)alumane Chemical compound CCC(C(C)C)C[Al](CC(CC)C(C)C)CC(CC)C(C)C FEJNOSHLGDRZDX-UHFFFAOYSA-N 0.000 description 1
- JAFSWBPCWFKGBY-UHFFFAOYSA-N tris(2-ethyl-3-methylpentyl)alumane Chemical compound CCC(C)C(CC)C[Al](CC(CC)C(C)CC)CC(CC)C(C)CC JAFSWBPCWFKGBY-UHFFFAOYSA-N 0.000 description 1
- SHYOGCVYLVUSDK-UHFFFAOYSA-N tris(2-ethyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)C(CC)C[Al](CC(CC)C(C)C=1C=CC=CC=1)CC(CC)C(C)C1=CC=CC=C1 SHYOGCVYLVUSDK-UHFFFAOYSA-N 0.000 description 1
- FVXNGHQGBIRVOB-UHFFFAOYSA-N tris(2-methyl-2-phenylpropyl)alumane Chemical compound C=1C=CC=CC=1C(C)(C)C[Al](CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 FVXNGHQGBIRVOB-UHFFFAOYSA-N 0.000 description 1
- ZMFQGYOUXPHLOA-UHFFFAOYSA-N tris(2-methyl-3-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C)C(C)C[Al](CC(C)C(C)C=1C=CC=CC=1)CC(C)C(C)C1=CC=CC=C1 ZMFQGYOUXPHLOA-UHFFFAOYSA-N 0.000 description 1
- JHKHTIUZAWUYBF-UHFFFAOYSA-N tris(2-methyl-3-propylhexyl)alumane Chemical compound CCCC(CCC)C(C)C[Al](CC(C)C(CCC)CCC)CC(C)C(CCC)CCC JHKHTIUZAWUYBF-UHFFFAOYSA-N 0.000 description 1
- ZOELJNRKNGBGAH-UHFFFAOYSA-N tris(2-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(CC)C[Al](CC(CC)C=1C=CC=CC=1)CC(CC)C1=CC=CC=C1 ZOELJNRKNGBGAH-UHFFFAOYSA-N 0.000 description 1
- VFPYUYMFBROVAS-UHFFFAOYSA-N tris(2-phenylpentyl)alumane Chemical compound C=1C=CC=CC=1C(CCC)C[Al](CC(CCC)C=1C=CC=CC=1)CC(CCC)C1=CC=CC=C1 VFPYUYMFBROVAS-UHFFFAOYSA-N 0.000 description 1
- VJEKKLDXDUTOAK-UHFFFAOYSA-N tris(2-phenylpropyl)alumane Chemical compound C=1C=CC=CC=1C(C)C[Al](CC(C)C=1C=CC=CC=1)CC(C)C1=CC=CC=C1 VJEKKLDXDUTOAK-UHFFFAOYSA-N 0.000 description 1
- NEKKHOCWHFUARF-UHFFFAOYSA-N tris(2-propan-2-ylpentyl)alumane Chemical compound CCCC(C(C)C)C[Al](CC(CCC)C(C)C)CC(CCC)C(C)C NEKKHOCWHFUARF-UHFFFAOYSA-N 0.000 description 1
- YEGQCMGIQOIQNF-UHFFFAOYSA-N tris(3,3-dimethyl-2-propan-2-ylbutyl)alumane Chemical compound CC(C)C(C(C)(C)C)C[Al](CC(C(C)C)C(C)(C)C)CC(C(C)C)C(C)(C)C YEGQCMGIQOIQNF-UHFFFAOYSA-N 0.000 description 1
- NWZXKGHKCZTEHC-UHFFFAOYSA-N tris(3-ethyl-2-methylheptyl)alumane Chemical compound CCCCC(CC)C(C)C[Al](CC(C)C(CC)CCCC)CC(C)C(CC)CCCC NWZXKGHKCZTEHC-UHFFFAOYSA-N 0.000 description 1
- PZHDFOMROGHRBA-UHFFFAOYSA-N tris(3-ethyl-2-methylhexyl)alumane Chemical compound CCCC(CC)C(C)C[Al](CC(C)C(CC)CCC)CC(C)C(CC)CCC PZHDFOMROGHRBA-UHFFFAOYSA-N 0.000 description 1
- AMPVHNIRJXJXEN-UHFFFAOYSA-N tris(3-ethyl-2-methylpentyl)alumane Chemical compound CCC(CC)C(C)C[Al](CC(C)C(CC)CC)CC(C)C(CC)CC AMPVHNIRJXJXEN-UHFFFAOYSA-N 0.000 description 1
- QQRJKBIMCFKYOT-UHFFFAOYSA-N tris(3-methyl-2-phenylbutyl)alumane Chemical compound C=1C=CC=CC=1C(C(C)C)C[Al](CC(C(C)C)C=1C=CC=CC=1)CC(C(C)C)C1=CC=CC=C1 QQRJKBIMCFKYOT-UHFFFAOYSA-N 0.000 description 1
- VIDMRZMJMLMHSP-UHFFFAOYSA-N tris(3-methyl-2-propan-2-ylbutyl)alumane Chemical compound CC(C)C(C(C)C)C[Al](CC(C(C)C)C(C)C)CC(C(C)C)C(C)C VIDMRZMJMLMHSP-UHFFFAOYSA-N 0.000 description 1
- KFXLMHSDDUANFS-UHFFFAOYSA-N tris[2-(2,3,4,5,6-pentafluorophenyl)propyl]alumane Chemical compound FC=1C(F)=C(F)C(F)=C(F)C=1C(C)C[Al](CC(C)C=1C(=C(F)C(F)=C(F)C=1F)F)CC(C)C1=C(F)C(F)=C(F)C(F)=C1F KFXLMHSDDUANFS-UHFFFAOYSA-N 0.000 description 1
- JFJVQNAKPNAYCQ-UHFFFAOYSA-N tris[2-(3-propan-2-ylphenyl)propyl]alumane Chemical compound CC(C)C1=CC=CC(C(C)C[Al](CC(C)C=2C=C(C=CC=2)C(C)C)CC(C)C=2C=C(C=CC=2)C(C)C)=C1 JFJVQNAKPNAYCQ-UHFFFAOYSA-N 0.000 description 1
- ASSHEQWDGOTJRP-UHFFFAOYSA-N tris[2-(4-chlorophenyl)propyl]alumane Chemical compound C=1C=C(Cl)C=CC=1C(C)C[Al](CC(C)C=1C=CC(Cl)=CC=1)CC(C)C1=CC=C(Cl)C=C1 ASSHEQWDGOTJRP-UHFFFAOYSA-N 0.000 description 1
- ZCLZBCAKWSHDJL-UHFFFAOYSA-N tris[2-(4-fluorophenyl)propyl]alumane Chemical compound C=1C=C(F)C=CC=1C(C)C[Al](CC(C)C=1C=CC(F)=CC=1)CC(C)C1=CC=C(F)C=C1 ZCLZBCAKWSHDJL-UHFFFAOYSA-N 0.000 description 1
- AETKXSGBGBBCGA-UHFFFAOYSA-N tris[3-methyl-2-(2-methylpropyl)pentyl]alumane Chemical compound CCC(C)C(CC(C)C)C[Al](CC(CC(C)C)C(C)CC)CC(CC(C)C)C(C)CC AETKXSGBGBBCGA-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000002699 waste material Substances 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/08—Butenes
-
- 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
- C08F4/00—Polymerisation catalysts
-
- 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
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
-
- 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
- Y10S526/943—Polymerization with metallocene catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04101020 | 2004-03-12 | ||
| EP04101020.8 | 2004-03-12 | ||
| US55411004P | 2004-03-17 | 2004-03-17 | |
| US60/554,110 | 2004-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20070004712A true KR20070004712A (ko) | 2007-01-09 |
Family
ID=38693341
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020067018722A Withdrawn KR20070004712A (ko) | 2004-03-12 | 2005-03-08 | 올레핀 중합용 촉매 시스템 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7799722B2 (https=) |
| EP (1) | EP1727836A2 (https=) |
| JP (1) | JP2007528924A (https=) |
| KR (1) | KR20070004712A (https=) |
| CN (1) | CN101001892A (https=) |
| BR (1) | BRPI0508155A (https=) |
| WO (1) | WO2005095468A2 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005517773A (ja) | 2002-02-25 | 2005-06-16 | バセル ポリオレフィン ジーエムビーエイチ | エチレンの共重合方法 |
| US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
| WO2004046214A2 (en) | 2002-10-15 | 2004-06-03 | Exxonmobil Chemical Patents Inc. | Multiple catalyst system for olefin polymerization and polymers produced therefrom |
| ATE445650T1 (de) | 2004-05-04 | 2009-10-15 | Basell Polyolefine Gmbh | Verfahren zur herstellung von ataktischen 1- butenpolymeren |
| JP2008506825A (ja) | 2004-07-22 | 2008-03-06 | バーゼル・ポリオレフィン・ゲーエムベーハー | フラクション化可能な１−ブテンポリマー類の製造法 |
| ATE388994T1 (de) | 2004-07-22 | 2008-03-15 | Basell Polyolefine Gmbh | 1-butenpolymerzusammensetzung |
| PL1805231T3 (pl) | 2004-10-18 | 2010-08-31 | Basell Poliolefine Italia Srl | (Ko)polimery butenu-1 o niskiej izotaktyczności |
| EP1802669B1 (en) | 2004-10-21 | 2011-03-09 | Basell Polyolefine GmbH | 1-butene polymer and process for the preparation thereof |
| JP5027665B2 (ja) * | 2004-10-21 | 2012-09-19 | バーゼル・ポリオレフィン・ゲーエムベーハー | １−ブテンポリマー及びこの調製方法 |
| EP1655314A1 (en) | 2004-11-09 | 2006-05-10 | Basell Polyolefine GmbH | Process for the preparation of 1-butene/propylene copolymers |
| WO2006053911A1 (en) | 2004-11-22 | 2006-05-26 | Basell Polyolefine Gmbh | Propylene based terpolymers |
| US7803887B2 (en) | 2005-03-18 | 2010-09-28 | Basell Polyolefine Gmbh | Metallocene compounds |
| RU2410388C2 (ru) | 2005-03-18 | 2011-01-27 | Базелль Полиолефине Гмбх | Металлоценовые соединения |
| CN101146836B (zh) | 2005-03-23 | 2011-06-08 | 巴塞尔聚烯烃股份有限公司 | 烯烃聚合方法 |
| US7799880B2 (en) | 2005-03-23 | 2010-09-21 | Basell Polyolefine Gmbh | Process for the polymerization of olefins |
| WO2006117285A1 (en) | 2005-05-03 | 2006-11-09 | Basell Polyolefine Gmbh | Process for the polymerization of alpha olefins |
| ATE515533T1 (de) | 2005-05-11 | 2011-07-15 | Basell Poliolefine Srl | Polymerisationsverfahren zur herstellung von polyolefinblends |
| WO2007003528A2 (en) * | 2005-06-30 | 2007-01-11 | Basell Polyolefine Gmbh | Metallocene compounds |
| EP2010580B1 (en) * | 2006-04-21 | 2016-07-13 | Basell Polyolefine GmbH | Process for the preparation of ethylene copolymers |
| US8785575B2 (en) * | 2006-04-21 | 2014-07-22 | Basell Polyolefine Gmbh | Process for the preparation of ethylene propylene copolymers |
| CN101765959B (zh) | 2007-05-08 | 2015-04-15 | 美国电力转换有限公司 | 交流电源能量管理 |
| US10870716B2 (en) | 2017-03-23 | 2020-12-22 | Exxonmobil Chemical Patents Inc. | Catalyst systems and methods for preparing and using the same |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5324800A (en) * | 1983-06-06 | 1994-06-28 | Exxon Chemical Patents Inc. | Process and catalyst for polyolefin density and molecular weight control |
| ZA844157B (en) | 1983-06-06 | 1986-01-29 | Exxon Research Engineering Co | Process and catalyst for polyolefin density and molecular weight control |
| DE3474673D1 (en) * | 1984-08-30 | 1988-11-24 | Mitsui Petrochemical Ind | 1-butene polymer and its use |
| JP2501865B2 (ja) * | 1988-04-09 | 1996-05-29 | 三井石油化学工業株式会社 | アルミノオキサン化合物の炭化水素溶液 |
| US5043515A (en) * | 1989-08-08 | 1991-08-27 | Shell Oil Company | Ethylene oligomerization catalyst and process |
| DE4032266A1 (de) | 1990-10-11 | 1992-04-16 | Hoechst Ag | Verfahren zur herstellung eines polyolefins |
| US5066631A (en) * | 1990-10-16 | 1991-11-19 | Ethyl Corporation | Hydrocarbon solutions of alkylaluminoxane compounds |
| US5239022A (en) * | 1990-11-12 | 1993-08-24 | Hoechst Aktiengesellschaft | Process for the preparation of a syndiotactic polyolefin |
| EP0485820B1 (de) | 1990-11-12 | 1996-08-21 | Hoechst Aktiengesellschaft | Verfahren zur Herstellung eines Olefinpolymers |
| ES2091273T3 (es) | 1990-11-12 | 1996-11-01 | Hoechst Ag | Procedimiento para la preparacion de un polimero olefinico de alto peso molecular. |
| ES2071888T3 (es) * | 1990-11-12 | 1995-07-01 | Hoechst Ag | Bisindenilmetalocenos sustituidos en posicion 2, procedimiento para su preparacion y su utilizacion como catalizadores en la polimerizacion de olefinas. |
| US5243001A (en) * | 1990-11-12 | 1993-09-07 | Hoechst Aktiengesellschaft | Process for the preparation of a high molecular weight olefin polymer |
| JPH06220127A (ja) * | 1993-01-26 | 1994-08-09 | Mitsui Petrochem Ind Ltd | ポリオレフィンの製造方法 |
| BR9407034A (pt) * | 1993-06-24 | 1996-03-19 | Dow Chemical Co | Complexos de titânio ( I) ou zircônio (II) e catalisadores de polimerização por adição dos mesmos |
| IT1272923B (it) | 1995-01-23 | 1997-07-01 | Spherilene Srl | Composti metallocenici,procedimento per la loro preparazione,e loro utilizzo in catalizzatori per la polimerizzazione delle olefine |
| US5777143A (en) | 1995-12-22 | 1998-07-07 | Akzo Nobel Nv | Hydrocarbon soluble alkylaluminoxane compositions formed by use of non-hydrolytic means |
| AU1864697A (en) | 1996-03-05 | 1997-09-22 | Ronald B. Armstrong | Improved manhole casting positioning apparatus and method |
| EP0798315B1 (de) * | 1996-03-19 | 1997-10-29 | Witco GmbH | Verfahren zur Herstellung von hochaktiven, stabilen Metallocen-Katalysatorsystemen und gemäss diesem Verfahren hergestellte Formulierungen |
| US5847177A (en) * | 1996-10-10 | 1998-12-08 | Albemarle Corporation | Production of hydrocarbon-soluble hydrocarbylaluminoxanes |
| TR199901635T2 (xx) | 1996-11-15 | 2000-02-21 | Montell Technology Company Bv | Heterosiklik metalosenler ve polimerizasyon kataliz�rleri. |
| DE19719517A1 (de) * | 1997-05-09 | 1998-11-12 | Basf Ag | Katalysatorlösung zur Polymerisation von alpha-Olefinen |
| US6559252B1 (en) | 1997-10-29 | 2003-05-06 | Basell Technology Company Bv | Catalysts and processes for the polymerization of olefins |
| JP4540755B2 (ja) | 1997-11-12 | 2010-09-08 | バセル テクノロジー カンパニー ベスローテン フェンノートシャップ | メタロセンおよびオレフィン重合用の触媒 |
| AU4141999A (en) | 1998-05-08 | 1999-11-29 | Montell Technology Company B.V. | Metallocenes, ligands and olefin polymerization |
| US6664208B1 (en) * | 1999-09-07 | 2003-12-16 | Sumitomo Chemical Company, Limited | Modified aluminum oxy compound, polymerization catalyst and process for producing olefin polymer and alkenyl aromatic hydrocarbon polymer |
| BR0014616A (pt) | 1999-09-22 | 2002-06-18 | Basell Technology Co Bv | Sistema catalìtico e processo para a polimerização de olefinas |
| US6444833B1 (en) | 1999-12-15 | 2002-09-03 | Basell Technology Company Bv | Metallocene compounds, process for their preparation and their use in catalytic systems for the polymerization of olefins |
| DE19962910A1 (de) * | 1999-12-23 | 2001-07-05 | Targor Gmbh | Chemische Verbindung, Verfahren zu deren Herstellung und deren Verwendung in Katalysatorsystemen zur Herstellung von Polyolefinen |
| WO2001047939A1 (en) | 1999-12-28 | 2001-07-05 | Basell Technology Company B.V. | Heterocyclic metallocene compounds and use thereof in catalyst systems for producing olefin polymers |
| US20030232936A1 (en) * | 2000-12-15 | 2003-12-18 | Beard William R. | Enhanced polymerization reactions based on use of special methylaluminoxane compositions |
| WO2003045964A1 (en) | 2001-11-30 | 2003-06-05 | Basell Polyolefine Gmbh | Metallocene compounds and process for the preparation of propylene polymers |
-
2005
- 2005-03-08 BR BRPI0508155-6A patent/BRPI0508155A/pt not_active IP Right Cessation
- 2005-03-08 JP JP2007502284A patent/JP2007528924A/ja active Pending
- 2005-03-08 KR KR1020067018722A patent/KR20070004712A/ko not_active Withdrawn
- 2005-03-08 EP EP05715870A patent/EP1727836A2/en not_active Withdrawn
- 2005-03-08 CN CNA2005800145349A patent/CN101001892A/zh active Pending
- 2005-03-08 US US10/592,565 patent/US7799722B2/en not_active Expired - Fee Related
- 2005-03-08 WO PCT/EP2005/002479 patent/WO2005095468A2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US20080281062A1 (en) | 2008-11-13 |
| EP1727836A2 (en) | 2006-12-06 |
| WO2005095468A2 (en) | 2005-10-13 |
| CN101001892A (zh) | 2007-07-18 |
| JP2007528924A (ja) | 2007-10-18 |
| US7799722B2 (en) | 2010-09-21 |
| BRPI0508155A (pt) | 2007-08-07 |
| WO2005095468A3 (en) | 2007-01-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101060985B1 (ko) | 1-부텐의 중합 방법 | |
| US7799722B2 (en) | Catalyst system for the polymerization of olefin | |
| US6635779B1 (en) | Metallocene compounds, process for their preparation and their use in catalytic systems for the polymerization of olefins | |
| US7112638B2 (en) | Hetero cyclic metallocene compounds and use thereof in catalyst system for producing olefin polymers | |
| JP3804969B2 (ja) | メタロセン化合物及びオレフィンの重合用触媒への使用 | |
| US7943716B2 (en) | Process for polymerizing 1-hexene or higher alpha-olefins | |
| KR101167877B1 (ko) | 올레핀 중합 방법 | |
| KR20000069756A (ko) | 올레핀 중합용 촉매 및 그 중합 방법 | |
| KR20060133960A (ko) | 헤테로페이스 프로필렌 공중합체의 제조를 위한 다단계공정 | |
| JP2005509062A6 (ja) | １−ブテンを重合する方法および１−ブテンポリマー | |
| JP2005509062A (ja) | １−ブテンを重合する方法および１−ブテンポリマー | |
| KR20010034211A (ko) | 올레핀-중합-촉매로서 비스(테트라히드로-인데닐)메탈로센 | |
| US20070004814A1 (en) | Process for preparing porous polymers and polymers thereof | |
| JP2008506825A (ja) | フラクション化可能な１−ブテンポリマー類の製造法 | |
| US7569648B2 (en) | Process for the copolymerization of ethylene | |
| KR20070084131A (ko) | 1-부텐/프로필렌 공중합체의 제조 방법 | |
| JP4897670B2 (ja) | アタクチック１−ブテンポリマー類の製造方法 | |
| US8101695B2 (en) | Propylene based terpolymers | |
| KR20070018930A (ko) | 혼성배열 1-부텐 중합체의 제조 방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20060912 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |