DD285607A5 - Verfahren zur erzeugung eines neuen syndiotaktischen polypropylens - Google Patents
Verfahren zur erzeugung eines neuen syndiotaktischen polypropylens Download PDFInfo
- Publication number
- DD285607A5 DD285607A5 DD89330834A DD33083489A DD285607A5 DD 285607 A5 DD285607 A5 DD 285607A5 DD 89330834 A DD89330834 A DD 89330834A DD 33083489 A DD33083489 A DD 33083489A DD 285607 A5 DD285607 A5 DD 285607A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- catalyst
- syndiotactic polypropylene
- polymer
- dyads
- racemic
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 80
- -1 POLYPROPYLENE Polymers 0.000 title claims abstract description 65
- 239000004743 Polypropylene Substances 0.000 title claims abstract description 49
- 229920001155 polypropylene Polymers 0.000 title claims abstract description 49
- 229920000642 polymer Polymers 0.000 claims abstract description 82
- 230000008569 process Effects 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims description 92
- 238000006116 polymerization reaction Methods 0.000 claims description 33
- 229910052735 hafnium Inorganic materials 0.000 claims description 20
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 19
- 239000012968 metallocene catalyst Substances 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 15
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 14
- 229910052726 zirconium Inorganic materials 0.000 claims description 14
- 229910052782 aluminium Inorganic materials 0.000 claims description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 11
- 238000009826 distribution Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
- 229910052719 titanium Inorganic materials 0.000 claims description 6
- 239000010936 titanium Substances 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052796 boron Inorganic materials 0.000 claims 2
- 229910052732 germanium Inorganic materials 0.000 claims 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052710 silicon Inorganic materials 0.000 claims 2
- 239000010703 silicon Substances 0.000 claims 2
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 12
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 239000000243 solution Substances 0.000 description 22
- 238000002844 melting Methods 0.000 description 20
- 230000008018 melting Effects 0.000 description 20
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 19
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 16
- 229920001576 syndiotactic polymer Polymers 0.000 description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 14
- 239000003446 ligand Substances 0.000 description 14
- 239000008096 xylene Substances 0.000 description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 11
- 229920001580 isotactic polymer Polymers 0.000 description 11
- 238000005481 NMR spectroscopy Methods 0.000 description 10
- 239000000523 sample Substances 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 9
- 229920001585 atactic polymer Polymers 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- 230000008025 crystallization Effects 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 150000003624 transition metals Chemical class 0.000 description 6
- 229910007926 ZrCl Inorganic materials 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- 238000000746 purification 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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 238000010575 fractional recrystallization Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- IZSHZLKNFQAAKX-UHFFFAOYSA-N 5-cyclopenta-2,4-dien-1-ylcyclopenta-1,3-diene Chemical group C1=CC=CC1C1C=CC=C1 IZSHZLKNFQAAKX-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical class [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 1
- WXACXMWYHXOSIX-UHFFFAOYSA-N 5-propan-2-ylidenecyclopenta-1,3-diene Chemical compound CC(C)=C1C=CC=C1 WXACXMWYHXOSIX-UHFFFAOYSA-N 0.000 description 1
- 101150112656 AKR1B1 gene Proteins 0.000 description 1
- 102100027265 Aldo-keto reductase family 1 member B1 Human genes 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910021551 Vanadium(III) chloride Inorganic materials 0.000 description 1
- MMHDNYMHEPMCIV-UHFFFAOYSA-L [Cl-].[Cl-].C1(=CC=CC=2C3=CC=CC=C3CC12)[Hf+2] Chemical compound [Cl-].[Cl-].C1(=CC=CC=2C3=CC=CC=C3CC12)[Hf+2] MMHDNYMHEPMCIV-UHFFFAOYSA-L 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 101150003265 alr2 gene Proteins 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- MYRTYDVEIRVNKP-UHFFFAOYSA-N divinylbenzene Substances C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002362 hafnium Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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
- 239000011261 inert gas Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
- HQYCOEXWFMFWLR-UHFFFAOYSA-K vanadium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[V+3] HQYCOEXWFMFWLR-UHFFFAOYSA-K 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin 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
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- 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
- C08F110/06—Propene
-
- 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
-
- 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
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Stringed Musical Instruments (AREA)
- Holding Or Fastening Of Disk On Rotational Shaft (AREA)
- Table Devices Or Equipment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22000688A | 1988-07-15 | 1988-07-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD285607A5 true DD285607A5 (de) | 1990-12-19 |
Family
ID=22821662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD89330834A DD285607A5 (de) | 1988-07-15 | 1989-07-14 | Verfahren zur erzeugung eines neuen syndiotaktischen polypropylens |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US5476914A (ja) |
| EP (1) | EP0351391B1 (ja) |
| JP (1) | JP2824082B2 (ja) |
| KR (2) | KR100197327B1 (ja) |
| CN (1) | CN1039812A (ja) |
| AT (1) | ATE133426T1 (ja) |
| AU (1) | AU626090B2 (ja) |
| CA (1) | CA1338299C (ja) |
| CZ (1) | CZ281197B6 (ja) |
| DD (1) | DD285607A5 (ja) |
| DE (1) | DE68925501T2 (ja) |
| ES (1) | ES2081860T3 (ja) |
| FI (1) | FI103344B (ja) |
| NO (1) | NO179950C (ja) |
| SK (1) | SK278733B6 (ja) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4321496A1 (de) * | 1993-06-29 | 1995-01-12 | Danubia Petrochem Deutschland | Verfahren zur Herstellung von elastomeren Polypropylenen |
| US5596076A (en) * | 1993-05-21 | 1997-01-21 | Pcd Polymere Gesellschaft M.B.H. | Process for the preparation of elastomeric polypropylenes |
Families Citing this family (80)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR100197327B1 (ko) * | 1988-07-15 | 1999-06-15 | 치어즈 엠. 노우드 | 신디오택틱 폴리프로필렌 |
| EP0419681B1 (en) * | 1989-04-11 | 1995-06-28 | MITSUI TOATSU CHEMICALS, Inc. | Method of producing syndiotactic polypropylene |
| EP0414047B1 (en) * | 1989-08-25 | 1997-01-08 | MITSUI TOATSU CHEMICALS, Inc. | A novel polypropylene fiber and a preparation process thereof |
| US6156846A (en) * | 1989-11-28 | 2000-12-05 | Idemitsu Petrochemical Co., Ltd. | Flexible polypropylene resins, propylene bases elastomer compositions and process for production of olefin polymers |
| DE69112322T2 (de) * | 1990-04-09 | 1996-03-28 | Mitsui Toatsu Chemicals | Propylen-copolymer. |
| IT1249008B (it) * | 1990-06-27 | 1995-02-11 | Himont Inc | Copolimeri cristallini sindiotattici del propilene |
| US5272003A (en) * | 1990-10-26 | 1993-12-21 | Exxon Chemical Patents Inc. | Meso triad syndiotactic polypropylene fibers |
| DE4035344A1 (de) * | 1990-11-07 | 1992-05-14 | Hoechst Ag | Heisssiegelfaehige verpackungsfolie |
| DE4035343A1 (de) * | 1990-11-07 | 1992-05-14 | Hoechst Ag | Heisssiegelfaehige verpackungsfolie |
| US5317070A (en) * | 1990-11-09 | 1994-05-31 | Exxon Chemical Patents, Inc. | Syndiotactic hot melt adhesive |
| AU9159191A (en) * | 1990-12-28 | 1992-08-17 | Exxon Chemical Patents Inc. | Syndiotactic polypropylene |
| US5401817A (en) * | 1991-05-09 | 1995-03-28 | Phillips Petroleum Company | Olefin polymerization using silyl-bridged metallocenes |
| US5391789A (en) * | 1991-08-08 | 1995-02-21 | Hoechst Aktiengesellschaft | Bridged, chiral metallocenes, processes for their preparation and their use as catalysts |
| EP0563834B1 (en) * | 1992-04-01 | 1995-10-11 | MITSUI TOATSU CHEMICALS, Inc. | Syndiotactic polypropylene wax, production process thereof, and heating roll fixing-type toner composition making use of the wax |
| IT1274606B (it) * | 1994-08-09 | 1997-07-18 | Spherilene Srl | Miscele di polipropilene atattico e polipropilene sindiotattico |
| KR0159685B1 (ko) * | 1995-01-19 | 1998-12-15 | 사토 아키오 | 폴리프로필렌 다층블로성형체 |
| AT403919B (de) * | 1996-02-02 | 1998-06-25 | Danubia Petrochem Polymere | Verfahren zur herstellung von katalysatorträgern und geträgerter polyolefin-katalysatoren sowie deren verwendung für die herstellung von polyolefinen |
| US6617008B1 (en) | 1996-02-22 | 2003-09-09 | Idemitsu Petrochemical Co., Ltd. | Decorative film or sheet, and decorative material and building material made by using the same |
| TW440567B (en) * | 1996-04-04 | 2001-06-16 | Toho Titanium Co Ltd | Propylene homopolymer |
| US6143683A (en) * | 1997-04-09 | 2000-11-07 | Fina Technology, Inc. | Metallocene catalyst and catalyst system for polymerizing an olefin having at least 3 carbon atoms |
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| US6397425B1 (en) | 1999-08-31 | 2002-06-04 | Gillette Canada Company | Polypropylene brush body |
| US6372162B1 (en) | 1999-08-31 | 2002-04-16 | The Gillette Company | Injection molding of oral brush bodies |
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| US6703434B2 (en) | 2002-04-12 | 2004-03-09 | Milliken & Company | Methods of producing highly nucleated syndiotactic polypropylene |
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| RU2007134346A (ru) * | 2005-03-17 | 2009-03-20 | Дау Глобал Текнолоджиз Инк. (Us) | НАПОЛНЕННЫЕ ПОЛИМЕРНЫЕ КОМПОЗИЦИИ, ПОЛУЧАЕМЫЕ ИЗ ИНТЕРПОЛИМЕРОВ ЭТИЛЕНА/α-ОЛЕФИНОВ, И ИХ ПРИМЕНЕНИЕ |
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| FR2885990B1 (fr) * | 2005-05-23 | 2007-07-13 | Valeo Vision Sa | Dispositif d'eclairage et/ou de signalisation a diodes electroluminescentes pour vehicule automobile. |
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| CN101218296B (zh) | 2005-07-15 | 2010-12-08 | 埃克森美孚化学专利公司 | 弹性体组合物 |
| CA2619351C (en) | 2005-08-17 | 2014-04-15 | Bostik, Inc. | Polyolefin based hot melt adhesive having improved heat resistance |
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| CN101516988B (zh) | 2006-09-20 | 2012-06-13 | 三井化学株式会社 | 聚烯烃组合物 |
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| DE102009027447A1 (de) | 2009-07-03 | 2011-01-05 | Evonik Degussa Gmbh | Modifizierte Polyolefine mit besonderem Eigenschaftsprofil, Verfahren zu deren Herstellung und deren Verwendung |
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| US9676532B2 (en) | 2012-08-15 | 2017-06-13 | Avery Dennison Corporation | Packaging reclosure label for high alcohol content products |
| US11459488B2 (en) | 2014-06-02 | 2022-10-04 | Avery Dennison Corporation | Films with enhanced scuff resistance, clarity, and conformability |
| US10808052B2 (en) | 2015-09-28 | 2020-10-20 | Petrochina Company Limited | Spherical supported transition metal catalyst |
| DE102018128283B4 (de) | 2018-07-23 | 2023-04-27 | Silgan White Cap Manufacturing Gmbh | Gefäßverschluss mit Dichtungselement |
| DE102019131078A1 (de) | 2019-11-18 | 2021-05-20 | Silgan White Cap Manufacturing Gmbh | Gefäßverschluss mit Dichtungselement |
| DE102019132561A1 (de) | 2019-11-29 | 2021-06-02 | Silgan White Cap Manufacturing Gmbh | Geschäumtes Dichtungselement und Gefäßverschluss mit dem geschäumten Dichtungselement |
| EP4426804A1 (en) * | 2021-11-05 | 2024-09-11 | ExxonMobil Chemical Patents Inc. | Polypropylene viscosity modifiers and lubricating oils thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| IT609922A (ja) * | 1959-06-06 | |||
| US3305538A (en) * | 1961-11-22 | 1967-02-21 | Montedison Spa | Polymerization process |
| US3268627A (en) * | 1963-05-16 | 1966-08-23 | Standard Oil Co | Blends of isotactic and syndiotactic polypropylene |
| US3364190A (en) * | 1964-04-27 | 1968-01-16 | Standard Oil Co | Process for polymerizing propylene to syndiotactic polypropylene |
| US4411821A (en) * | 1981-02-23 | 1983-10-25 | E. I. Du Pont De Nemours And Company | 1-Olefin polymerization catalyst |
| DE3127133A1 (de) * | 1981-07-09 | 1983-01-27 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von polyolefinen und deren copolymerisaten |
| US4497906A (en) * | 1982-02-16 | 1985-02-05 | Sumitomo Chemical Company, Limited | Solid catalyst component for olefin polymerization |
| US4841009A (en) * | 1982-12-28 | 1989-06-20 | Amoco Corporation | Substantially linear monomeric composition and liquid crystal polymeric compositions derived therefrom |
| ZA844157B (en) * | 1983-06-06 | 1986-01-29 | Exxon Research Engineering Co | Process and catalyst for polyolefin density and molecular weight control |
| EP0128046B1 (en) * | 1983-06-06 | 1987-10-21 | Exxon Research And Engineering Company | Process and catalyst for producing reactor blend polyolefins |
| US4530914A (en) * | 1983-06-06 | 1985-07-23 | Exxon Research & Engineering Co. | Process and catalyst for producing polyethylene having a broad molecular weight distribution |
| US4522982A (en) * | 1983-06-06 | 1985-06-11 | Exxon Research & Engineering Co. | Isotactic-stereoblock polymers of alpha-olefins and process for producing the same |
| DE3443087A1 (de) * | 1984-11-27 | 1986-05-28 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von polyolefinen |
| US4701432A (en) * | 1985-11-15 | 1987-10-20 | Exxon Chemical Patents Inc. | Supported polymerization catalyst |
| IL80888A (en) * | 1985-12-12 | 1991-12-12 | Exxon Chemical Patents Inc | Olefin polymerization catalysts,their preparation and use thereof |
| DE3640924A1 (de) * | 1986-11-29 | 1988-06-01 | Hoechst Ag | 1-olefin-stereoblockpolymer und verfahren zu seiner herstellung |
| US4892851A (en) * | 1988-07-15 | 1990-01-09 | Fina Technology, Inc. | Process and catalyst for producing syndiotactic polyolefins |
| KR100197327B1 (ko) * | 1988-07-15 | 1999-06-15 | 치어즈 엠. 노우드 | 신디오택틱 폴리프로필렌 |
-
1989
- 1989-05-29 KR KR1019890007155A patent/KR100197327B1/ko not_active Expired - Fee Related
- 1989-05-31 AT AT89870078T patent/ATE133426T1/de not_active IP Right Cessation
- 1989-05-31 EP EP89870078A patent/EP0351391B1/en not_active Expired - Lifetime
- 1989-05-31 ES ES89870078T patent/ES2081860T3/es not_active Expired - Lifetime
- 1989-05-31 DE DE68925501T patent/DE68925501T2/de not_active Expired - Fee Related
- 1989-06-07 NO NO892331A patent/NO179950C/no unknown
- 1989-06-16 CN CN89104028A patent/CN1039812A/zh active Pending
- 1989-06-16 CZ CS893654A patent/CZ281197B6/cs not_active IP Right Cessation
- 1989-06-16 JP JP1152448A patent/JP2824082B2/ja not_active Expired - Lifetime
- 1989-06-16 SK SK3654-89A patent/SK278733B6/sk unknown
- 1989-06-19 AU AU36606/89A patent/AU626090B2/en not_active Ceased
- 1989-06-20 CA CA000603307A patent/CA1338299C/en not_active Expired - Lifetime
- 1989-06-28 FI FI893139A patent/FI103344B/fi active IP Right Grant
- 1989-07-14 DD DD89330834A patent/DD285607A5/de unknown
-
1992
- 1992-03-20 US US07/854,150 patent/US5476914A/en not_active Expired - Lifetime
-
1998
- 1998-08-14 KR KR1019980032968A patent/KR100323926B1/ko not_active Expired - Fee Related
Cited By (2)
| 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 |
| DE4321496A1 (de) * | 1993-06-29 | 1995-01-12 | Danubia Petrochem Deutschland | Verfahren zur Herstellung von elastomeren Polypropylenen |
Also Published As
| Publication number | Publication date |
|---|---|
| US5476914A (en) | 1995-12-19 |
| ES2081860T3 (es) | 1996-03-16 |
| CZ281197B6 (cs) | 1996-07-17 |
| AU626090B2 (en) | 1992-07-23 |
| CA1338299C (en) | 1996-04-30 |
| EP0351391A2 (en) | 1990-01-17 |
| JP2824082B2 (ja) | 1998-11-11 |
| KR100197327B1 (ko) | 1999-06-15 |
| CN1039812A (zh) | 1990-02-21 |
| AU3660689A (en) | 1990-01-18 |
| SK365489A3 (en) | 1998-02-04 |
| NO892331D0 (no) | 1989-06-07 |
| ATE133426T1 (de) | 1996-02-15 |
| DE68925501T2 (de) | 1996-06-20 |
| DE68925501D1 (de) | 1996-03-07 |
| KR900001734A (ko) | 1990-02-27 |
| FI893139L (fi) | 1990-01-16 |
| CZ365489A3 (en) | 1996-04-17 |
| EP0351391B1 (en) | 1996-01-24 |
| SK278733B6 (sk) | 1998-02-04 |
| FI103344B1 (fi) | 1999-06-15 |
| NO892331L (no) | 1990-01-16 |
| NO179950C (no) | 1997-01-15 |
| FI103344B (fi) | 1999-06-15 |
| KR100323926B1 (ko) | 2002-10-09 |
| JPH0241305A (ja) | 1990-02-09 |
| EP0351391A3 (en) | 1990-05-30 |
| NO179950B (no) | 1996-10-07 |
| FI893139A0 (fi) | 1989-06-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF04 | In force in the year 2004 |
Expiry date: 20090715 |