DE19806435A1 - Verfahren zur Herstellung eines geträgerten Katalysatorsystems - Google Patents
Verfahren zur Herstellung eines geträgerten KatalysatorsystemsInfo
- Publication number
- DE19806435A1 DE19806435A1 DE19806435A DE19806435A DE19806435A1 DE 19806435 A1 DE19806435 A1 DE 19806435A1 DE 19806435 A DE19806435 A DE 19806435A DE 19806435 A DE19806435 A DE 19806435A DE 19806435 A1 DE19806435 A1 DE 19806435A1
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- aryl
- compound
- metallocene
- 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- Withdrawn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 23
- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- 229920000098 polyolefin Polymers 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 23
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 14
- 150000002736 metal compounds Chemical class 0.000 claims abstract description 11
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 239000000725 suspension Substances 0.000 claims abstract description 9
- 229910052751 metal Inorganic materials 0.000 claims abstract description 8
- 239000002184 metal Substances 0.000 claims abstract description 8
- 230000008569 process Effects 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 5
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 5
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000004104 aryloxy group Chemical group 0.000 claims abstract description 5
- 239000012442 inert solvent Substances 0.000 claims abstract description 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 26
- -1 alkyl radical Chemical class 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 239000001257 hydrogen Substances 0.000 claims description 20
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 17
- 239000012876 carrier material Substances 0.000 claims description 14
- 229910052782 aluminium Inorganic materials 0.000 claims description 10
- 150000003254 radicals Chemical class 0.000 claims description 10
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 7
- 150000005840 aryl radicals Chemical class 0.000 claims description 7
- 230000000737 periodic effect Effects 0.000 claims description 7
- 229910052726 zirconium Inorganic materials 0.000 claims description 7
- 239000002841 Lewis acid Substances 0.000 claims description 6
- 150000008040 ionic compounds Chemical class 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000000741 silica gel Substances 0.000 claims description 4
- 229910002027 silica gel Inorganic materials 0.000 claims description 4
- 238000002955 isolation Methods 0.000 claims description 3
- 150000007517 lewis acids Chemical class 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 239000010936 titanium Substances 0.000 description 6
- 229910052719 titanium Inorganic materials 0.000 description 6
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 5
- 229910052735 hafnium Inorganic materials 0.000 description 5
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 125000003106 haloaryl group Chemical group 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 239000007848 Bronsted acid Substances 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- 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 2
- 150000001336 alkenes Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052733 gallium Inorganic materials 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000001282 iso-butane 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
- 239000003446 ligand Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229910052758 niobium Inorganic materials 0.000 description 2
- 239000010955 niobium Substances 0.000 description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052715 tantalum Inorganic materials 0.000 description 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 2
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 1
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 description 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
- RSPAIISXQHXRKX-UHFFFAOYSA-L 5-butylcyclopenta-1,3-diene;zirconium(4+);dichloride Chemical compound Cl[Zr+2]Cl.CCCCC1=CC=C[CH-]1.CCCCC1=CC=C[CH-]1 RSPAIISXQHXRKX-UHFFFAOYSA-L 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-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
- XEZLFNHQVAZJQY-UHFFFAOYSA-L C1CC2CC=CC=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C2=CC=CCC2CC1 Chemical compound C1CC2CC=CC=C2C1[Zr](Cl)(Cl)(=[Si](C)C)C1C2=CC=CCC2CC1 XEZLFNHQVAZJQY-UHFFFAOYSA-L 0.000 description 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 1
- WLHDJFLYFWVYCP-UHFFFAOYSA-L C=C.Cl[Zr](Cl)(C1C=CC=C1)C1C=CC=C1 Chemical compound C=C.Cl[Zr](Cl)(C1C=CC=C1)C1C=CC=C1 WLHDJFLYFWVYCP-UHFFFAOYSA-L 0.000 description 1
- DNEHYTOIAJFQCO-UHFFFAOYSA-L CC1=CC=C(C)C1[Zr](Cl)(Cl)(C1C(C)=CC=C1C)=[Si](C)C Chemical compound CC1=CC=C(C)C1[Zr](Cl)(Cl)(C1C(C)=CC=C1C)=[Si](C)C DNEHYTOIAJFQCO-UHFFFAOYSA-L 0.000 description 1
- RGPSRYWDFHAWOT-UHFFFAOYSA-N CCCCCCCC[Mg]CCCC Chemical compound CCCCCCCC[Mg]CCCC RGPSRYWDFHAWOT-UHFFFAOYSA-N 0.000 description 1
- LMNJIRLUFGKYMP-UHFFFAOYSA-L C[Si](C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1C=CC=C1 Chemical compound C[Si](C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1C=CC=C1 LMNJIRLUFGKYMP-UHFFFAOYSA-L 0.000 description 1
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical group CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 description 1
- 102000015782 Electron Transport Complex III Human genes 0.000 description 1
- 108010024882 Electron Transport Complex III Proteins 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- KHUMHMJAYHNUBM-UHFFFAOYSA-L [Br-].[Br-].C(C)[Si](=[Zr+2](C1C(=CC2=CC=CC=C12)C)C1C(=CC2=CC=CC=C12)C)CC Chemical compound [Br-].[Br-].C(C)[Si](=[Zr+2](C1C(=CC2=CC=CC=C12)C)C1C(=CC2=CC=CC=C12)C)CC KHUMHMJAYHNUBM-UHFFFAOYSA-L 0.000 description 1
- DLQZGRLCYQJIDQ-UHFFFAOYSA-L [Cl-].[Cl-].C=C.C12=CC=CCC2CCC1[Zr+2]C1C2=CC=CCC2CC1 Chemical compound [Cl-].[Cl-].C=C.C12=CC=CCC2CCC1[Zr+2]C1C2=CC=CCC2CC1 DLQZGRLCYQJIDQ-UHFFFAOYSA-L 0.000 description 1
- QSZGOMRHQRFORD-UHFFFAOYSA-L [Cl-].[Cl-].C=C.C1=CC2=CC=CC=C2C1[Zr+2]C1C2=CC=CC=C2C=C1 Chemical compound [Cl-].[Cl-].C=C.C1=CC2=CC=CC=C2C1[Zr+2]C1C2=CC=CC=C2C=C1 QSZGOMRHQRFORD-UHFFFAOYSA-L 0.000 description 1
- GCPXODGHANPVBD-UHFFFAOYSA-L [Cl-].[Cl-].CC(C)C1=Cc2ccccc2C1[Zr++](C1C(=Cc2ccccc12)C(C)C)=[Si](C)C Chemical compound [Cl-].[Cl-].CC(C)C1=Cc2ccccc2C1[Zr++](C1C(=Cc2ccccc12)C(C)C)=[Si](C)C GCPXODGHANPVBD-UHFFFAOYSA-L 0.000 description 1
- BOMWQXOILQOKHL-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2c(ccc3ccccc23)C1[Zr++](C1C(C)=Cc2c1ccc1ccccc21)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2c(ccc3ccccc23)C1[Zr++](C1C(C)=Cc2c1ccc1ccccc21)=[Si](C)C BOMWQXOILQOKHL-UHFFFAOYSA-L 0.000 description 1
- LTAUOROLGLTOIF-UHFFFAOYSA-L [Cl-].[Cl-].CC1=Cc2ccccc2[C@H]1[Hf++]([C@@H]1C(C)=Cc2ccccc12)=[Si](C)C Chemical compound [Cl-].[Cl-].CC1=Cc2ccccc2[C@H]1[Hf++]([C@@H]1C(C)=Cc2ccccc12)=[Si](C)C LTAUOROLGLTOIF-UHFFFAOYSA-L 0.000 description 1
- ZLZGFVOADUDZPU-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC=C1C(C)C)CC)C1C(=CC=C1C(C)C)CC)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1C(=CC=C1C(C)C)CC)C1C(=CC=C1C(C)C)CC)C ZLZGFVOADUDZPU-UHFFFAOYSA-L 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 125000005018 aryl alkenyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- QRUYYSPCOGSZGQ-UHFFFAOYSA-L cyclopentane;dichlorozirconium Chemical compound Cl[Zr]Cl.[CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1 QRUYYSPCOGSZGQ-UHFFFAOYSA-L 0.000 description 1
- JJQHEAPVGPSOKX-UHFFFAOYSA-L cyclopentyl(trimethyl)silane;dichlorozirconium Chemical compound Cl[Zr]Cl.C[Si](C)(C)[C]1[CH][CH][CH][CH]1.C[Si](C)(C)[C]1[CH][CH][CH][CH]1 JJQHEAPVGPSOKX-UHFFFAOYSA-L 0.000 description 1
- MIILMDFFARLWKZ-UHFFFAOYSA-L dichlorozirconium;1,2,3,4,5-pentamethylcyclopentane Chemical compound [Cl-].[Cl-].CC1=C(C)C(C)=C(C)C1(C)[Zr+2]C1(C)C(C)=C(C)C(C)=C1C MIILMDFFARLWKZ-UHFFFAOYSA-L 0.000 description 1
- LOKCKYUBKHNUCV-UHFFFAOYSA-L dichlorozirconium;methylcyclopentane Chemical compound Cl[Zr]Cl.C[C]1[CH][CH][CH][CH]1.C[C]1[CH][CH][CH][CH]1 LOKCKYUBKHNUCV-UHFFFAOYSA-L 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 1
- ALSOCDGAZNNNME-UHFFFAOYSA-N ethene;hex-1-ene Chemical compound C=C.CCCCC=C ALSOCDGAZNNNME-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 125000004407 fluoroaryl group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-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
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 235000021190 leftovers Nutrition 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- AQYCWSHDYILNJO-UHFFFAOYSA-N methyl 6-methyl-3-oxo-4h-1,4-benzoxazine-8-carboxylate Chemical compound N1C(=O)COC2=C1C=C(C)C=C2C(=O)OC AQYCWSHDYILNJO-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229940054334 silver cation Drugs 0.000 description 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 210000002303 tibia Anatomy 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0203—Impregnation the impregnation liquid containing 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/48—Zirconium
-
- 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
- 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
- C08F4/619—Component covered by group C08F4/60 containing a transition metal-carbon bond
- C08F4/61908—Component covered by group C08F4/60 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- 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
- C08F4/619—Component covered by group C08F4/60 containing a transition metal-carbon bond
- C08F4/61912—Component covered by group C08F4/60 containing a transition metal-carbon bond in combination with an organoaluminium compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polymerization Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19806435A DE19806435A1 (de) | 1998-02-17 | 1998-02-17 | Verfahren zur Herstellung eines geträgerten Katalysatorsystems |
| US09/622,211 US6683018B1 (en) | 1998-02-17 | 1999-02-05 | Method for producing a supported catalyst system |
| PCT/EP1999/000784 WO1999042493A1 (de) | 1998-02-17 | 1999-02-05 | Verfahren zur herstellung eines geträgerten katalysatorsystems |
| JP2000532445A JP2002504565A (ja) | 1998-02-17 | 1999-02-05 | 担持触媒組成物の製造 |
| DE59911328T DE59911328D1 (de) | 1998-02-17 | 1999-02-05 | Verfahren zur herstellung eines geträgerten katalysatorsystems |
| EP99913145A EP1056785B1 (de) | 1998-02-17 | 1999-02-05 | Verfahren zur herstellung eines geträgerten katalysatorsystems |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19806435A DE19806435A1 (de) | 1998-02-17 | 1998-02-17 | Verfahren zur Herstellung eines geträgerten Katalysatorsystems |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19806435A1 true DE19806435A1 (de) | 1999-08-19 |
Family
ID=7857945
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19806435A Withdrawn DE19806435A1 (de) | 1998-02-17 | 1998-02-17 | Verfahren zur Herstellung eines geträgerten Katalysatorsystems |
| DE59911328T Expired - Fee Related DE59911328D1 (de) | 1998-02-17 | 1999-02-05 | Verfahren zur herstellung eines geträgerten katalysatorsystems |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59911328T Expired - Fee Related DE59911328D1 (de) | 1998-02-17 | 1999-02-05 | Verfahren zur herstellung eines geträgerten katalysatorsystems |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6683018B1 (enExample) |
| EP (1) | EP1056785B1 (enExample) |
| JP (1) | JP2002504565A (enExample) |
| DE (2) | DE19806435A1 (enExample) |
| WO (1) | WO1999042493A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1099714A1 (en) * | 1999-11-12 | 2001-05-16 | BP Chemicals Limited | Polymerisation catalyst |
| US6492293B1 (en) | 1999-11-12 | 2002-12-10 | Bp Chemicals Limited | Polymerisation catalyst |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19927766A1 (de) * | 1999-06-17 | 2000-12-21 | Basf Ag | Trägerkatalysator zur Olefinpolymerisation |
| US7390920B2 (en) * | 2002-02-14 | 2008-06-24 | Monsanto Technology Llc | Oxidation catalyst and process |
| US7129373B2 (en) * | 2002-02-14 | 2006-10-31 | Monsanto Technology Llc | Oxidation catalyst and process |
| BRPI0413586A (pt) * | 2003-08-14 | 2006-10-17 | Monsanto Technology Llc | catalisadores contendo metal de transição e processo para a preparação dos mesmos e uso como catalisadores de oxidação e de desidrogenação |
| BRPI0608355B1 (pt) * | 2005-02-17 | 2016-05-24 | Monsanto Technology Llc | processo para oxidação de ácido n-(fosfonometil) iminodiacético ou seu sal e catalisador de oxidação |
| WO2007098432A2 (en) * | 2006-02-17 | 2007-08-30 | Monsanto Technology Llc | Transition metal-containing catalysts and processes for their preparation and use as fuel cell catalysts |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05502906A (ja) * | 1990-01-02 | 1993-05-20 | エクソン・ケミカル・パテンツ・インク | オレフィン重合用の担持イオン性メタロセン触媒 |
| JP2895199B2 (ja) * | 1990-10-02 | 1999-05-24 | 三井化学株式会社 | オレフィンの重合触媒 |
| JP3255716B2 (ja) * | 1991-07-11 | 2002-02-12 | 出光興産株式会社 | オレフィンの重合方法及びオレフィン重合用触媒 |
| DE69334188T2 (de) | 1992-08-05 | 2008-10-23 | Exxonmobil Chemical Patents Inc., Baytown | Verfahren zur Herstellung von einem geträgertem Aktivatorkomponenten |
| WO1995007939A1 (en) | 1993-09-17 | 1995-03-23 | Exxon Chemical Patents Inc. | Polymerization catalyst systems, their production and use |
| WO1995014044A1 (en) | 1993-11-19 | 1995-05-26 | Exxon Chemical Patents Inc. | Polymerization catalyst systems, their production and use |
| US5498582A (en) | 1993-12-06 | 1996-03-12 | Mobil Oil Corporation | Supported metallocene catalysts for the production of polyolefins |
| IT1273701B (it) | 1994-07-29 | 1997-07-09 | Enichem Elastomers | Derivati metallorganici del grupo iiia e procedimento per la loro preparazione |
| JPH09151206A (ja) * | 1995-09-29 | 1997-06-10 | Nippon Oil Co Ltd | オレフィン類重合用触媒成分、オレフィン類重合用触媒およびポリオレフィンの製造方法 |
| CA2186696A1 (en) | 1995-09-29 | 1997-03-30 | Takashi Seki | Catalyst component and catalyst |
| DE19602543A1 (de) * | 1996-01-25 | 1997-07-31 | Basf Ag | Verfahren zur Herstellung von Polymerisaten von C¶2¶- bis C¶1¶¶0¶-Alkenen in Gegenwart von Metallocenkomplexen mit kationisch funktionalisierten Cyclopentadienylliganden |
| DE19606165A1 (de) | 1996-02-20 | 1997-08-21 | Basf Ag | Verfahren zur Herstellung von Polymerisaten von Alkenen durch Gasphasenpolymerisation |
| DE19606166A1 (de) | 1996-02-20 | 1997-08-21 | Basf Ag | Verfahren zur Herstellung von Polymerisaten von Alkenen durch Suspensionspolymerisation |
| DE19606167A1 (de) | 1996-02-20 | 1997-08-21 | Basf Ag | Geträgerte Katalysatorsysteme |
| DE19616523A1 (de) * | 1996-04-25 | 1997-11-06 | Basf Ag | Polymerisationskatalysatoren mit beta-Diketiminat-Liganden |
| DE19617230A1 (de) * | 1996-04-30 | 1997-11-06 | Basf Ag | Oxidierte Metallocen-Polyolefin-Wachse |
| ES2156389T3 (es) * | 1996-07-04 | 2001-06-16 | Basf Ag | Procedimiento para la obtencion de catalizadores de metales de transicion soportados. |
-
1998
- 1998-02-17 DE DE19806435A patent/DE19806435A1/de not_active Withdrawn
-
1999
- 1999-02-05 JP JP2000532445A patent/JP2002504565A/ja active Pending
- 1999-02-05 US US09/622,211 patent/US6683018B1/en not_active Expired - Fee Related
- 1999-02-05 EP EP99913145A patent/EP1056785B1/de not_active Expired - Lifetime
- 1999-02-05 DE DE59911328T patent/DE59911328D1/de not_active Expired - Fee Related
- 1999-02-05 WO PCT/EP1999/000784 patent/WO1999042493A1/de not_active Ceased
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1099714A1 (en) * | 1999-11-12 | 2001-05-16 | BP Chemicals Limited | Polymerisation catalyst |
| US6492293B1 (en) | 1999-11-12 | 2002-12-10 | Bp Chemicals Limited | Polymerisation catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| US6683018B1 (en) | 2004-01-27 |
| EP1056785B1 (de) | 2004-12-22 |
| DE59911328D1 (de) | 2005-01-27 |
| JP2002504565A (ja) | 2002-02-12 |
| EP1056785A1 (de) | 2000-12-06 |
| WO1999042493A1 (de) | 1999-08-26 |
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