DE2522331A1 - Katalysator zum polymerisieren oder copolymerisieren von olefinen sowie dessen herstellung und verwendung - Google Patents
Katalysator zum polymerisieren oder copolymerisieren von olefinen sowie dessen herstellung und verwendungInfo
- Publication number
- DE2522331A1 DE2522331A1 DE19752522331 DE2522331A DE2522331A1 DE 2522331 A1 DE2522331 A1 DE 2522331A1 DE 19752522331 DE19752522331 DE 19752522331 DE 2522331 A DE2522331 A DE 2522331A DE 2522331 A1 DE2522331 A1 DE 2522331A1
- Authority
- DE
- Germany
- Prior art keywords
- zirconium
- neophyl
- tetra
- catalyst
- aluminum oxide
- 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- Withdrawn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 description 92
- 238000006116 polymerization reaction Methods 0.000 title claims description 72
- 150000001336 alkenes Chemical class 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 238000007334 copolymerization reaction Methods 0.000 title description 11
- -1 neophyl zirconium aluminate Chemical class 0.000 claims description 89
- 229910052726 zirconium Inorganic materials 0.000 claims description 60
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 50
- 239000005977 Ethylene Substances 0.000 claims description 50
- VSKUGEFWRDJTPS-UHFFFAOYSA-N C=1C=CC=CC=1C(C)(C)C[Zr](CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C(C)(C)C[Zr](CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 VSKUGEFWRDJTPS-UHFFFAOYSA-N 0.000 claims description 46
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 39
- 229920000573 polyethylene Polymers 0.000 claims description 33
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 29
- 229930195733 hydrocarbon Natural products 0.000 claims description 27
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 26
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 150000002430 hydrocarbons Chemical class 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 25
- 229920000098 polyolefin Polymers 0.000 claims description 20
- 239000007787 solid Substances 0.000 claims description 16
- 230000008569 process Effects 0.000 claims description 15
- 239000007795 chemical reaction product Substances 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 12
- 229910044991 metal oxide Inorganic materials 0.000 claims description 11
- 239000002002 slurry Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 150000004706 metal oxides Chemical class 0.000 claims description 10
- 239000013078 crystal Substances 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 230000007062 hydrolysis Effects 0.000 claims description 7
- 238000006460 hydrolysis reaction Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 239000012298 atmosphere Substances 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 230000000737 periodic effect Effects 0.000 claims description 6
- KSCFJBIXMNOVSH-UHFFFAOYSA-N dyphylline Chemical group O=C1N(C)C(=O)N(C)C2=C1N(CC(O)CO)C=N2 KSCFJBIXMNOVSH-UHFFFAOYSA-N 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 150000003755 zirconium compounds Chemical class 0.000 claims description 5
- 239000002685 polymerization catalyst Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 238000010924 continuous production Methods 0.000 claims description 3
- 230000009849 deactivation Effects 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 230000002269 spontaneous effect Effects 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 2
- 230000036571 hydration Effects 0.000 claims description 2
- 238000006703 hydration reaction Methods 0.000 claims description 2
- 230000008707 rearrangement Effects 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- 238000011027 product recovery Methods 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 52
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 40
- 239000000243 solution Substances 0.000 description 40
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 239000004698 Polyethylene Substances 0.000 description 28
- 229920000642 polymer Polymers 0.000 description 28
- 229910052757 nitrogen Inorganic materials 0.000 description 20
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 19
- 239000004743 Polypropylene Substances 0.000 description 17
- 229920001155 polypropylene Polymers 0.000 description 17
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 16
- 239000000725 suspension Substances 0.000 description 16
- 229920001577 copolymer Polymers 0.000 description 15
- 238000002844 melting Methods 0.000 description 15
- 230000008018 melting Effects 0.000 description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
- 239000003708 ampul Substances 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 13
- 229910001220 stainless steel Inorganic materials 0.000 description 13
- 239000010935 stainless steel Substances 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000000155 melt Substances 0.000 description 7
- 239000002480 mineral oil Substances 0.000 description 7
- 235000010446 mineral oil Nutrition 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 229910007926 ZrCl Inorganic materials 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000012967 coordination catalyst Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- IJGRUMAEYZWBQI-UHFFFAOYSA-N C=1C=CC=CC=1C[Zr](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)CC1=CC=CC=C1 Chemical class C=1C=CC=CC=1C[Zr](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)CC1=CC=CC=C1 IJGRUMAEYZWBQI-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000004645 aluminates Chemical class 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000004455 differential thermal analysis Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- OJOWICOBYCXEKR-UHFFFAOYSA-N 5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=CC)CC1C=C2 OJOWICOBYCXEKR-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- DNXXUUPUQXSUFH-UHFFFAOYSA-N neophyl chloride Chemical compound ClCC(C)(C)C1=CC=CC=C1 DNXXUUPUQXSUFH-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- 229910001928 zirconium oxide Inorganic materials 0.000 description 2
- KUFLEYZWYCAZCC-AATRIKPKSA-N (3e)-2-methylhexa-1,3-diene Chemical compound CC\C=C\C(C)=C KUFLEYZWYCAZCC-AATRIKPKSA-N 0.000 description 1
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical group C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- DVZZMFPQYDYJHI-UHFFFAOYSA-N 2-methanidylpropan-2-ylbenzene;zirconium(4+) Chemical compound [Zr+4].CC(C)([CH2-])C1=CC=CC=C1.CC(C)([CH2-])C1=CC=CC=C1.CC(C)([CH2-])C1=CC=CC=C1.CC(C)([CH2-])C1=CC=CC=C1 DVZZMFPQYDYJHI-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- VAUAMEDMLANPBY-UHFFFAOYSA-N [Zr]CC1=CC=CC=C1 Chemical class [Zr]CC1=CC=CC=C1 VAUAMEDMLANPBY-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000006254 arylation reaction Methods 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- UHOVQNZJYSORNB-MICDWDOJSA-N deuteriobenzene Chemical compound [2H]C1=CC=CC=C1 UHOVQNZJYSORNB-MICDWDOJSA-N 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 238000007871 hydride transfer reaction Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- IYOKDPFKCXZKJU-UHFFFAOYSA-M magnesium;2-methanidylpropan-2-ylbenzene;chloride Chemical compound [Mg+2].[Cl-].CC(C)([CH2-])C1=CC=CC=C1 IYOKDPFKCXZKJU-UHFFFAOYSA-M 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000010412 oxide-supported catalyst Substances 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920006126 semicrystalline polymer Polymers 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000010414 supernatant solution Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000002759 woven fabric 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/471,813 US3932307A (en) | 1974-05-20 | 1974-05-20 | Tetra(neophyl) zirconium and its use in process for the polymerization of olefins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2522331A1 true DE2522331A1 (de) | 1975-12-04 |
Family
ID=23873093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752522331 Withdrawn DE2522331A1 (de) | 1974-05-20 | 1975-05-20 | Katalysator zum polymerisieren oder copolymerisieren von olefinen sowie dessen herstellung und verwendung |
Country Status (16)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4321498A1 (de) * | 1993-06-29 | 1995-01-12 | Danubia Petrochem Deutschland | Hochaktive Katalysatoren für die Olefinpolymerisation und Polymerisationsverfahren unter Verwendung dieser Katalysatoren |
| US5596076A (en) * | 1993-05-21 | 1997-01-21 | Pcd Polymere Gesellschaft M.B.H. | Process for the preparation of elastomeric polypropylenes |
| US5629255A (en) * | 1993-05-21 | 1997-05-13 | Pcd Polymere Gesellschaft M.B.H. | Highly active catalysts for olefin polymerization and a polymerization process using these catalysts |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4018707A (en) * | 1969-08-13 | 1977-04-19 | Imperial Chemical Industries Limited | Transition metal compositions |
| US4011383A (en) * | 1974-05-20 | 1977-03-08 | E. I. Du Pont De Nemours And Company | Tetra(neophyl) zirconium and its use in process for the polymerization of olefins |
| DE2830160A1 (de) * | 1977-07-12 | 1979-01-25 | Du Pont | Fraktionierbares elastisches polypropylen und verfahren zu seiner herstellung |
| US4335225A (en) * | 1978-06-20 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Elastomeric polypropylene |
| US4228263A (en) * | 1978-06-20 | 1980-10-14 | E. I. Du Pont De Nemours And Company | Polymerization of propylene with a catalyst prepared in situ |
| US4269733A (en) * | 1979-09-28 | 1981-05-26 | The Dow Chemical Company | Ultra high efficiency catalyst for polymerizing olefins |
| WO1982000826A1 (en) * | 1980-01-10 | 1982-03-18 | J Collette | Fractionable,elastomeric poly(1-butene) |
| US4298722A (en) * | 1980-03-11 | 1981-11-03 | E. I. Du Pont De Nemours And Company | Fractionable, elastomeric poly (1-butene) |
| US4304685A (en) * | 1980-07-31 | 1981-12-08 | E. I. Du Pont De Nemours And Company | Large pore alumina-supported transition metal alkyl |
| US4310648A (en) * | 1980-10-20 | 1982-01-12 | The Dow Chemical Company | Polymerization of olefins in the presence of a catalyst containing titanium and zirconium |
| US4356111A (en) * | 1980-10-20 | 1982-10-26 | The Dow Chemical Company | High efficiency catalyst containing titanium and zirconium for polymerizing olefins |
| US4399053A (en) * | 1980-12-24 | 1983-08-16 | The Dow Chemical Company | High efficiency catalyst containing titanium, zirconium and zinc for polymerizing olefins |
| US4411821A (en) * | 1981-02-23 | 1983-10-25 | E. I. Du Pont De Nemours And Company | 1-Olefin polymerization catalyst |
| US4376065A (en) * | 1981-06-01 | 1983-03-08 | The Dow Chemical Company | Organo zirconium-chromium compound, catalyst prepared therefrom and polymerization of olefins therewith |
| US4381382A (en) * | 1981-06-01 | 1983-04-26 | The Dow Chemical Company | Polymerization of olefins from catalysts prepared from organo zirconium-chromium compounds |
| US4399056A (en) * | 1981-06-01 | 1983-08-16 | The Dow Chemical Company | Organo zirconium-chromium mixtures, catalyst prepared therefrom and polymerization of olefins therewith |
| US4361685A (en) * | 1981-06-01 | 1982-11-30 | The Dow Chemical Company | Polymerization of olefins in the presence of catalyst prepared from organo zirconium-chromium mixtures |
| GB2139017A (en) * | 1983-04-30 | 1984-10-31 | Michael Anthony Thomas | A modular interconnector |
| US4665046A (en) * | 1985-10-21 | 1987-05-12 | The Dow Chemical Company | Organoactinide polymer catalysts |
| US5010129A (en) * | 1987-11-02 | 1991-04-23 | Koch Industries, Inc. | Petroleum resistant coating and method of preparing same |
| US5270276A (en) * | 1989-04-25 | 1993-12-14 | Shell Oil Company | Process for the production of elastomeric, primarily syndiotactic polypropylene and catalysts for use in said process |
| US5270410A (en) * | 1989-04-25 | 1993-12-14 | Shell Oil Company | Process for the production of elastomeric, primarily syndiotactic polypropylene and catalysts for use in said process |
| US4971936A (en) * | 1989-07-10 | 1990-11-20 | Shell Oil Company | Catalyst component for making primarily isotactic elastomeric polypropylene or polybutene |
| US5089573A (en) * | 1990-02-26 | 1992-02-18 | Shell Oil Company | Process for the production of elastomeric, primarily isotactic polyolefins and catalysts for use in said process |
| US5118767A (en) * | 1990-02-26 | 1992-06-02 | Shell Oil Company | Process for producing mildly elastomeric primarily isotatic polypropylene and poly-1-butene |
| US5118649A (en) * | 1990-02-26 | 1992-06-02 | Shell Oil Company | Process for the production of elastomeric primarily isotactic polyolefins and catalysts for use in said process |
| US5164352A (en) * | 1990-05-11 | 1992-11-17 | Shell Oil Company | Process for the production of elastomeric, primarily isotactic polyolefins and catalysts for use in said process |
| US5118768A (en) * | 1990-05-11 | 1992-06-02 | Shell Oil Company | Process for the production of elastomeric, primarily isotactic polyolefins and catalysts for use in said process |
| US5192730A (en) * | 1991-11-13 | 1993-03-09 | E. I. Du Pont De Nemours And Company | Stable solutions of tetra(hydrocarbyl)metal compounds and use thereof for catalyst preparation |
| US5179178A (en) * | 1992-05-15 | 1993-01-12 | Phillips Petroleum Company | Olefin polymerization |
| ATE159263T1 (de) * | 1993-05-21 | 1997-11-15 | Danubia Petrochem Polymere | Hochaktive katalysatoren für die olefinpolymerisation und polymerisationsverfahren unter verwendung dieser katalysatoren |
| AU2001293571A1 (en) * | 2000-09-25 | 2002-04-02 | Iogen Energy Corporation | Method for glucose production with a modified cellulase mixture |
| DE60334193D1 (de) * | 2002-03-15 | 2010-10-28 | Iogen Energy Corp | Verfahren zur herstellung von glukose durch verwendung von endoglucanase-core-protein zur verbesserten rückgewinnung und wiederverwendung des enzyms |
| CN113045690A (zh) * | 2018-04-24 | 2021-06-29 | 旭化成株式会社 | 聚乙烯粉末、成型体和微孔膜 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1314828A (en) * | 1969-08-13 | 1973-04-26 | Ici Ltd | Transition metal compositions and polymerisation process catalysed thereby |
| BE763475A (fr) * | 1970-03-03 | 1971-08-25 | Ici Ltd | Compositions pour amorcer la polymerisation des olefines et leur utilisation |
| GB1313183A (en) * | 1970-09-03 | 1973-04-11 | Ici Ltd | Polymerisation process and catalysts |
| US3694422A (en) * | 1971-02-02 | 1972-09-26 | Hercules Inc | Light activation of tetraalkylchromium compounds in polymerization of olefins |
| US3817931A (en) * | 1972-01-06 | 1974-06-18 | Ici Ltd | Process for the production of polyesters |
-
1974
- 1974-05-20 US US05/471,813 patent/US3932307A/en not_active Expired - Lifetime
-
1975
- 1975-04-30 IT IT22936/75A patent/IT1037796B/it active
- 1975-05-13 IE IE1067/75A patent/IE41239B1/xx unknown
- 1975-05-15 NL NLAANVRAGE7505755,A patent/NL179651C/xx not_active IP Right Cessation
- 1975-05-16 AR AR258818A patent/AR222136A1/es active
- 1975-05-16 FR FR7515364A patent/FR2272099B1/fr not_active Expired
- 1975-05-16 CA CA227,242A patent/CA1052763A/en not_active Expired
- 1975-05-16 JP JP5756575A patent/JPS558004B2/ja not_active Expired
- 1975-05-16 GB GB20937/75A patent/GB1513673A/en not_active Expired
- 1975-05-16 NO NO751764A patent/NO145012C/no unknown
- 1975-05-16 DK DK218675A patent/DK147797C/da active
- 1975-05-19 BR BR3944/75A patent/BR7503095A/pt unknown
- 1975-05-20 DE DE19752522331 patent/DE2522331A1/de not_active Withdrawn
- 1975-05-20 BE BE156527A patent/BE829279A/xx not_active IP Right Cessation
- 1975-05-20 FI FI751471A patent/FI62105C/fi not_active IP Right Cessation
- 1975-05-20 LU LU72520A patent/LU72520A1/xx unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5596076A (en) * | 1993-05-21 | 1997-01-21 | Pcd Polymere Gesellschaft M.B.H. | Process for the preparation of elastomeric polypropylenes |
| US5629255A (en) * | 1993-05-21 | 1997-05-13 | Pcd Polymere Gesellschaft M.B.H. | Highly active catalysts for olefin polymerization and a polymerization process using these catalysts |
| AT403582B (de) * | 1993-05-21 | 1998-03-25 | Danubia Petrochem Polymere | Verfahren zur herstellung von elastomeren polypropylenen |
| DE4321498A1 (de) * | 1993-06-29 | 1995-01-12 | Danubia Petrochem Deutschland | Hochaktive Katalysatoren für die Olefinpolymerisation und Polymerisationsverfahren unter Verwendung dieser Katalysatoren |
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