SK392890A3 - Process for olefin polymerisation - Google Patents

Process for olefin polymerisation Download PDF

Info

Publication number: SK392890A3
Authority: SK; Slovakia
Prior art keywords: catalyst; product; solution; chromium; polymerization
Prior art date: 1989-08-10

Application number

SK3928-90A

Other languages

English (en)

Slovak (sk)

Other versions

SK280001B6 (sk

Inventor

William K Reagen

Original Assignee

Phillips Petroleum Co

Priority date (The priority date 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 date listed.)

1989-08-10

Filing date

1990-08-09

Publication date

1999-06-11

1990-08-09 Application filed by Phillips Petroleum Co filed Critical Phillips Petroleum Co

1999-06-11 Publication of SK280001B6 publication Critical patent/SK280001B6/sk

1999-06-11 Publication of SK392890A3 publication Critical patent/SK392890A3/sk

Links

150000001336 alkenes Chemical class 0.000 title claims abstract description 29
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 14
238000000034 method Methods 0.000 title claims description 49
230000008569 process Effects 0.000 title claims description 26
239000011651 chromium Substances 0.000 claims abstract description 122
239000000203 mixture Substances 0.000 claims abstract description 63
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 37
229910052804 chromium Inorganic materials 0.000 claims abstract description 25
229920000642 polymer Polymers 0.000 claims abstract description 23
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 21
150000001875 compounds Chemical class 0.000 claims abstract description 21
229910052751 metal Inorganic materials 0.000 claims abstract description 17
239000002184 metal Substances 0.000 claims abstract description 17
150000001408 amides Chemical class 0.000 claims abstract description 16
150000001844 chromium Chemical class 0.000 claims abstract description 13
239000002685 polymerization catalyst Substances 0.000 claims abstract description 9
239000003054 catalyst Substances 0.000 claims description 112
238000006116 polymerization reaction Methods 0.000 claims description 43
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 28
239000005977 Ethylene Substances 0.000 claims description 28
150000001845 chromium compounds Chemical class 0.000 claims description 23
239000011541 reaction mixture Substances 0.000 claims description 19
-1 ethylene, propylene, 1-butene Chemical class 0.000 claims description 15
125000004432 carbon atom Chemical group C* 0.000 claims description 14
238000005829 trimerization reaction Methods 0.000 claims description 12
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 9
239000010936 titanium Substances 0.000 claims description 8
229910052719 titanium Inorganic materials 0.000 claims description 8
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 4
229910052809 inorganic oxide Inorganic materials 0.000 claims description 3
239000002002 slurry Substances 0.000 claims description 2
230000003993 interaction Effects 0.000 claims 1
239000000178 monomer Substances 0.000 abstract description 7
SCCNXKACLAJZAP-UHFFFAOYSA-N chromium(3+);pyrrol-1-ide Chemical compound [Cr+3].C=1C=C[N-]C=1.C=1C=C[N-]C=1.C=1C=C[N-]C=1 SCCNXKACLAJZAP-UHFFFAOYSA-N 0.000 abstract description 4
229920001577 copolymer Polymers 0.000 abstract description 4
238000011065 in-situ storage Methods 0.000 abstract description 2
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 117
239000000047 product Substances 0.000 description 100
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 79
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 74
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 58
239000011734 sodium Substances 0.000 description 57
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 45
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 45
125000004429 atom Chemical group 0.000 description 40
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 39
239000007787 solid Substances 0.000 description 36
239000002904 solvent Substances 0.000 description 33
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 32
239000013078 crystal Substances 0.000 description 32
125000004435 hydrogen atom Chemical group [H]* 0.000 description 30
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical group CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 30
229910052757 nitrogen Inorganic materials 0.000 description 24
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 20
238000006243 chemical reaction Methods 0.000 description 18
238000002474 experimental method Methods 0.000 description 17
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 15
239000001282 iso-butane Substances 0.000 description 15
QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 description 14
239000000377 silicon dioxide Substances 0.000 description 14
239000002841 Lewis acid Substances 0.000 description 13
150000007517 lewis acids Chemical class 0.000 description 13
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 12
229910017119 AlPO Inorganic materials 0.000 description 10
229910052799 carbon Inorganic materials 0.000 description 10
239000007810 chemical reaction solvent Substances 0.000 description 10
230000000694 effects Effects 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 9
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical class C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 9
238000002156 mixing Methods 0.000 description 9
239000000376 reactant Substances 0.000 description 9
229910052708 sodium Inorganic materials 0.000 description 9
125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 description 8
229910021555 Chromium Chloride Inorganic materials 0.000 description 8
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
239000007795 chemical reaction product Substances 0.000 description 8
238000002425 crystallisation Methods 0.000 description 8
230000008025 crystallization Effects 0.000 description 8
239000007788 liquid Substances 0.000 description 8
239000012299 nitrogen atmosphere Substances 0.000 description 8
238000002360 preparation method Methods 0.000 description 8
239000012298 atmosphere Substances 0.000 description 7
239000006227 byproduct Substances 0.000 description 7
150000001768 cations Chemical class 0.000 description 7
239000003153 chemical reaction reagent Substances 0.000 description 7
150000002430 hydrocarbons Chemical group 0.000 description 7
239000002574 poison Substances 0.000 description 7
231100000614 poison Toxicity 0.000 description 7
KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000002441 X-ray diffraction Methods 0.000 description 6
150000001450 anions Chemical class 0.000 description 6
150000001721 carbon Chemical group 0.000 description 6
229930195733 hydrocarbon Natural products 0.000 description 6
229920000098 polyolefin Polymers 0.000 description 6
238000000746 purification Methods 0.000 description 6
238000010992 reflux Methods 0.000 description 6
PAPNRQCYSFBWDI-UHFFFAOYSA-N 2,5-Dimethyl-1H-pyrrole Chemical compound CC1=CC=C(C)N1 PAPNRQCYSFBWDI-UHFFFAOYSA-N 0.000 description 5
239000004215 Carbon black (E152) Substances 0.000 description 5
230000008878 coupling Effects 0.000 description 5
238000010168 coupling process Methods 0.000 description 5
238000005859 coupling reaction Methods 0.000 description 5
150000002170 ethers Chemical class 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 4
HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 4
229910019590 Cr-N Inorganic materials 0.000 description 4
229910019588 Cr—N Inorganic materials 0.000 description 4
125000001931 aliphatic group Chemical group 0.000 description 4
239000000463 material Substances 0.000 description 4
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
239000003495 polar organic solvent Substances 0.000 description 4
230000035484 reaction time Effects 0.000 description 4
239000011780 sodium chloride Substances 0.000 description 4
239000012265 solid product Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical compound N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 description 3
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 3
229910018072 Al 2 O 3 Inorganic materials 0.000 description 3
229910021556 Chromium(III) chloride Inorganic materials 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
125000002015 acyclic group Chemical group 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
238000004364 calculation method Methods 0.000 description 3
125000004122 cyclic group Chemical group 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
229920001519 homopolymer Polymers 0.000 description 3
238000009396 hybridization Methods 0.000 description 3
239000003446 ligand Substances 0.000 description 3
AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 3
230000000737 periodic effect Effects 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
229910000104 sodium hydride Inorganic materials 0.000 description 3
MFTDDEGCJOYPMG-UHFFFAOYSA-N sodium;pyrrol-1-ide Chemical class [Na+].C=1C=C[N-]C=1 MFTDDEGCJOYPMG-UHFFFAOYSA-N 0.000 description 3
229910052717 sulfur Inorganic materials 0.000 description 3
238000002424 x-ray crystallography Methods 0.000 description 3
SPURMHFLEKVAAS-UHFFFAOYSA-N 1-docosene Chemical compound CCCCCCCCCCCCCCCCCCCCC=C SPURMHFLEKVAAS-UHFFFAOYSA-N 0.000 description 2
RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 2
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
125000005234 alkyl aluminium group Chemical group 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 2
150000001491 aromatic compounds Chemical class 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
239000000969 carrier Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
229960000359 chromic chloride Drugs 0.000 description 2
229910021563 chromium fluoride Inorganic materials 0.000 description 2
PPUZYFWVBLIDMP-UHFFFAOYSA-K chromium(3+);triiodide Chemical compound I[Cr](I)I PPUZYFWVBLIDMP-UHFFFAOYSA-K 0.000 description 2
XZQOHYZUWTWZBL-UHFFFAOYSA-L chromium(ii) bromide Chemical compound [Cr+2].[Br-].[Br-] XZQOHYZUWTWZBL-UHFFFAOYSA-L 0.000 description 2
238000013461 design Methods 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
238000009826 distribution Methods 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
238000001640 fractional crystallisation Methods 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
239000011521 glass Substances 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
239000012535 impurity Substances 0.000 description 2
ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
238000005259 measurement Methods 0.000 description 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
238000010926 purge Methods 0.000 description 2
QEWFNTGJRKCBES-UHFFFAOYSA-N pyrrolidine;sodium Chemical compound [Na].C1CCNC1 QEWFNTGJRKCBES-UHFFFAOYSA-N 0.000 description 2
239000012312 sodium hydride Substances 0.000 description 2
239000011949 solid catalyst Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 2
239000013638 trimer Substances 0.000 description 2
238000001291 vacuum drying Methods 0.000 description 2
229910052720 vanadium Inorganic materials 0.000 description 2
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
ZEBFPAXSQXIPNF-UHFFFAOYSA-N 2,5-dimethylpyrrolidine Chemical compound CC1CCC(C)N1 ZEBFPAXSQXIPNF-UHFFFAOYSA-N 0.000 description 1
CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 1
OJFOWGWQOFZNNJ-UHFFFAOYSA-N 3,4-dimethyl-1h-pyrrole Chemical class CC1=CNC=C1C OJFOWGWQOFZNNJ-UHFFFAOYSA-N 0.000 description 1
ZQDPJFUHLCOCRG-UHFFFAOYSA-N 3-hexene Chemical compound CCC=CCC ZQDPJFUHLCOCRG-UHFFFAOYSA-N 0.000 description 1
PYTSGHSDPWZGCR-UHFFFAOYSA-N CC1NC(CC1)C.[Na] Chemical compound CC1NC(CC1)C.[Na] PYTSGHSDPWZGCR-UHFFFAOYSA-N 0.000 description 1
229910021554 Chromium(II) chloride Inorganic materials 0.000 description 1
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
229930194542 Keto Natural products 0.000 description 1
101150030193 Nanp gene Proteins 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
229910004298 SiO 2 Inorganic materials 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
CPFVTCYAAMWNHV-UHFFFAOYSA-N [Cr].N1CCCC1 Chemical class [Cr].N1CCCC1 CPFVTCYAAMWNHV-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000003213 activating effect Effects 0.000 description 1
230000004913 activation Effects 0.000 description 1
150000007824 aliphatic compounds Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000003368 amide group Chemical group 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
150000008378 aryl ethers Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
238000001354 calcination Methods 0.000 description 1
239000001175 calcium sulphate Substances 0.000 description 1
235000011132 calcium sulphate Nutrition 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
QZYJCTSSGJVQOT-UHFFFAOYSA-N chromium pyrrolidin-2-one Chemical compound [Cr].N1C(CCC1)=O QZYJCTSSGJVQOT-UHFFFAOYSA-N 0.000 description 1
239000011636 chromium(III) chloride Substances 0.000 description 1
235000007831 chromium(III) chloride Nutrition 0.000 description 1
XBWRJSSJWDOUSJ-UHFFFAOYSA-L chromium(ii) chloride Chemical compound Cl[Cr]Cl XBWRJSSJWDOUSJ-UHFFFAOYSA-L 0.000 description 1
229940109126 chromous chloride Drugs 0.000 description 1
229910052681 coesite Inorganic materials 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
229910052906 cristobalite Inorganic materials 0.000 description 1
238000002447 crystallographic data Methods 0.000 description 1
238000010908 decantation Methods 0.000 description 1
CQYBWJYIKCZXCN-UHFFFAOYSA-N diethylaluminum Chemical compound CC[Al]CC CQYBWJYIKCZXCN-UHFFFAOYSA-N 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
HSUGRBWQSSZJOP-RTWAWAEBSA-N diltiazem Chemical compound C1=CC(OC)=CC=C1[C@H]1[C@@H](OC(C)=O)C(=O)N(CCN(C)C)C2=CC=CC=C2S1 HSUGRBWQSSZJOP-RTWAWAEBSA-N 0.000 description 1
XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
AASUFOVSZUIILF-UHFFFAOYSA-N diphenylmethanone;sodium Chemical compound [Na].C=1C=CC=CC=1C(=O)C1=CC=CC=C1 AASUFOVSZUIILF-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229920006332 epoxy adhesive Polymers 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000007789 gas Substances 0.000 description 1
230000005484 gravity Effects 0.000 description 1
WZHKDGJSXCTSCK-UHFFFAOYSA-N hept-3-ene Chemical compound CCCC=CCC WZHKDGJSXCTSCK-UHFFFAOYSA-N 0.000 description 1
125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
125000000468 ketone group Chemical group 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
AHNJTQYTRPXLLG-UHFFFAOYSA-N lithium;diethylazanide Chemical compound [Li+].CC[N-]CC AHNJTQYTRPXLLG-UHFFFAOYSA-N 0.000 description 1
YDGSUPBDGKOGQT-UHFFFAOYSA-N lithium;dimethylazanide Chemical compound [Li+].C[N-]C YDGSUPBDGKOGQT-UHFFFAOYSA-N 0.000 description 1
FJDQVJUXXNIHNB-UHFFFAOYSA-N lithium;pyrrolidin-1-ide Chemical compound [Li+].C1CC[N-]C1 FJDQVJUXXNIHNB-UHFFFAOYSA-N 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
239000000155 melt Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000011990 phillips catalyst Substances 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
238000005070 sampling Methods 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000004904 shortening Methods 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
WRIKHQLVHPKCJU-UHFFFAOYSA-N sodium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([Na])[Si](C)(C)C WRIKHQLVHPKCJU-UHFFFAOYSA-N 0.000 description 1
GJGGEAHURAMCDT-UHFFFAOYSA-N sodium;2,5-dimethylpyrrol-1-ide Chemical class [Na+].CC1=CC=C(C)[N-]1 GJGGEAHURAMCDT-UHFFFAOYSA-N 0.000 description 1
VSYCUXURPINEGQ-UHFFFAOYSA-N sodium;indol-1-ide Chemical compound C1=CC=C2N([Na])C=CC2=C1 VSYCUXURPINEGQ-UHFFFAOYSA-N 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229910052682 stishovite Inorganic materials 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
229910052905 tridymite Inorganic materials 0.000 description 1
YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000005303 weighing Methods 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
- 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
- C08F4/69—Chromium, molybdenum, tungsten or compounds thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/32—Catalytic processes with hydrides or organic compounds as complexes, e.g. acetyl-acetonates
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
- 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
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/22—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of chromium, molybdenum or tungsten
- 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
- C08F4/72—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44
- C08F4/74—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals
- C08F4/78—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals selected from chromium, molybdenum or tungsten
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/22—Organic complexes
- 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
- C08F110/02—Ethene
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2410/00—Features related to the catalyst preparation, the catalyst use or to the deactivation of the catalyst
- C08F2410/03—Multinuclear procatalyst, i.e. containing two or more metals, being different or not

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Materials Engineering (AREA)
Engineering & Computer Science (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Catalysts (AREA)
Polymerization Catalysts (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

SK3928-90A 1989-08-10 1990-08-09 Process for olefin polymerisation SK392890A3 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US39335489A	1989-08-10	1989-08-10

Publications (2)

Publication Number	Publication Date
SK280001B6 SK280001B6 (sk)	1999-06-11
SK392890A3 true SK392890A3 (en)	1999-06-11

Family

ID=23554349

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK3928-90A SK392890A3 (en)	1989-08-10	1990-08-09	Process for olefin polymerisation

Country Status (25)

Country	Link
EP (1)	EP0417477B1 (de)
JP (1)	JP2619125B2 (de)
KR (1)	KR0154875B1 (de)
CN (1)	CN1037610C (de)
AR (1)	AR244258A1 (de)
AT (1)	ATE129255T1 (de)
AU (1)	AU628203B2 (de)
CA (1)	CA2021410C (de)
DD (1)	DD298934A5 (de)
DE (1)	DE69023086T2 (de)
DK (1)	DK0417477T3 (de)
DZ (1)	DZ1438A1 (de)
EG (1)	EG18961A (de)
ES (1)	ES2078278T3 (de)
FI (1)	FI99243C (de)
GR (1)	GR3018169T3 (de)
HU (1)	HU211200B (de)
MX (1)	MX170962B (de)
MY (1)	MY110241A (de)
NO (1)	NO175941C (de)
PL (1)	PL166203B1 (de)
RU (1)	RU2107696C1 (de)
SK (1)	SK392890A3 (de)
YU (1)	YU47085B (de)
ZA (1)	ZA906191B (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA2020509C (en) *	1989-08-10	1998-04-28	William K. Reagen	Chromium compounds and uses thereof
SG112883A1 (en) *	1992-09-17	2005-07-28	Mitsubishi Chem Corp	Method for oligomerizing an alpha-olefin
CA2087578C (en) *	1993-01-19	1998-10-27	William Kevin Reagen	Preparing catalyst for olefin polymerization
TW354300B (en) †	1993-02-17	1999-03-11	Mitsubishi Chem Corp	Process for producing <alpha>-olefin oligomers
MY115177A (en) *	1994-06-21	2003-04-30	Mitsubishi Chem Corp	Process for producing (alpha) -olefin oligomers
KR100414008B1 (ko) *	1995-03-02	2004-04-29	미쓰비시 가가꾸 가부시키가이샤	α-올레핀올리고머의제조방법
US5780698A (en) *	1997-03-31	1998-07-14	Chevron Chemical Company	Olefin oligomerization catalyst and process employing and preparing same
KR100786613B1 (ko)	2006-09-07	2007-12-21	한국화학연구원	올레핀 삼량체 제조 방법 및 그를 이용한 고비점알킬레이트제조 방법
CA2783494C (en) *	2012-07-23	2019-07-30	Nova Chemicals Corporation	Adjusting polymer composition
WO2014071119A1 (en) *	2012-11-01	2014-05-08	Univation Technologies, Llc	Mixed compatible ziegler-natta/chromium catalysts for improved polymer products

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3887494A (en) *	1970-11-12	1975-06-03	Phillips Petroleum Co	Olefin polymerization catalyst
DE3621763A1 (de) *	1986-06-28	1988-01-21	Bayer Ag	Verfahren zur herstellung von verzweigtem niederdruckpolyethen, neue niederdruckpolyethene und praeformierte bifunktionelle katalysatoren

1990
- 1990-07-18 CA CA002021410A patent/CA2021410C/en not_active Expired - Fee Related
- 1990-08-03 AU AU60146/90A patent/AU628203B2/en not_active Ceased
- 1990-08-03 MX MX021842A patent/MX170962B/es unknown
- 1990-08-06 ZA ZA906191A patent/ZA906191B/xx unknown
- 1990-08-08 DZ DZ900147A patent/DZ1438A1/fr active
- 1990-08-09 NO NO903515A patent/NO175941C/no not_active IP Right Cessation
- 1990-08-09 YU YU154390A patent/YU47085B/sh unknown
- 1990-08-09 KR KR1019900012251A patent/KR0154875B1/ko not_active Expired - Fee Related
- 1990-08-09 DK DK90115317.1T patent/DK0417477T3/da active
- 1990-08-09 DE DE69023086T patent/DE69023086T2/de not_active Expired - Fee Related
- 1990-08-09 AT AT90115317T patent/ATE129255T1/de not_active IP Right Cessation
- 1990-08-09 ES ES90115317T patent/ES2078278T3/es not_active Expired - Lifetime
- 1990-08-09 AR AR90317574A patent/AR244258A1/es active
- 1990-08-09 SK SK3928-90A patent/SK392890A3/sk unknown
- 1990-08-09 EP EP90115317A patent/EP0417477B1/de not_active Expired - Lifetime
- 1990-08-09 FI FI903953A patent/FI99243C/fi not_active IP Right Cessation
- 1990-08-09 HU HU904948A patent/HU211200B/hu not_active IP Right Cessation
- 1990-08-09 CN CN90106929A patent/CN1037610C/zh not_active Expired - Fee Related
- 1990-08-09 RU SU4831148A patent/RU2107696C1/ru active
- 1990-08-10 DD DD90343380A patent/DD298934A5/de not_active IP Right Cessation
- 1990-08-10 PL PL90286476A patent/PL166203B1/pl unknown
- 1990-08-10 MY MYPI90001346A patent/MY110241A/en unknown
- 1990-08-10 JP JP2213606A patent/JP2619125B2/ja not_active Expired - Lifetime
- 1990-08-11 EG EG47690A patent/EG18961A/xx active
1995
- 1995-11-22 GR GR950403288T patent/GR3018169T3/el unknown

Also Published As

Publication number	Publication date
ZA906191B (en)	1991-06-26
CA2021410C (en)	1998-06-02
YU154390A (sh)	1992-07-20
DE69023086D1 (de)	1995-11-23
AU628203B2 (en)	1992-09-10
HU211200B (en)	1995-11-28
EP0417477B1 (de)	1995-10-18
NO903515D0 (no)	1990-08-09
CN1049356A (zh)	1991-02-20
NO175941B (no)	1994-09-26
GR3018169T3 (en)	1996-02-29
MX170962B (es)	1993-09-22
RU2107696C1 (ru)	1998-03-27
PL286476A1 (en)	1991-05-20
FI903953A0 (fi)	1990-08-09
JPH03115406A (ja)	1991-05-16
ATE129255T1 (de)	1995-11-15
FI99243C (fi)	1997-12-10
ES2078278T3 (es)	1995-12-16
EP0417477A2 (de)	1991-03-20
CA2021410A1 (en)	1991-02-11
DZ1438A1 (fr)	2004-09-13
NO175941C (no)	1995-01-04
HU904948D0 (en)	1991-01-28
AU6014690A (en)	1991-02-14
YU47085B (sh)	1994-12-28
SK280001B6 (sk)	1999-06-11
DD298934A5 (de)	1992-03-19
EP0417477A3 (en)	1992-03-25
MY110241A (en)	1998-03-31
FI99243B (fi)	1997-08-29
PL166203B1 (pl)	1995-04-28
AR244258A1 (es)	1993-10-29
DE69023086T2 (de)	1996-03-28
CN1037610C (zh)	1998-03-04
JP2619125B2 (ja)	1997-06-11
NO903515L (no)	1991-02-11
DK0417477T3 (da)	1995-11-27
EG18961A (en)	1994-03-30
HUT59430A (en)	1992-05-28
KR0154875B1 (ko)	1998-12-01
KR910004681A (ko)	1991-03-29

Publication	Publication Date	Title
EP0416304B1 (de)	1997-03-12	Chromverbindungen und ihre Verwendung
US5786431A (en)	1998-07-28	Process for olefin polymerization
US5523507A (en)	1996-06-04	Process of trimerizing and oligomerizing olefins using chromium compounds
US5288823A (en)	1994-02-22	Chromium compounds and uses thereof
JP5635126B2 (ja)	2014-12-03	エチレンの三量化による１−ヘキセンの合成用触媒及びその使用
US5331104A (en)	1994-07-19	Chromium compounds and uses thereof
AU650808B1 (en)	1994-06-30	Preparing catalyst for olefin polymerization
US5360879A (en)	1994-11-01	Polymerization catalysts and processes
JP5485415B2 (ja)	2014-05-07	オレフィンの（共）三量体化用触媒系、その調製方法ならびにその触媒系を用いるオレフィンの（共）三量体化用およびオレフィンオリゴマーの（共）重合用プロセス
SK392890A3 (en)	1999-06-11	Process for olefin polymerisation
RU2104088C1 (ru)	1998-02-10	Способ получения каталитической системы для тримеризации, олигомеризации или полимеризации олефинов (варианты) и способ тримеризации, олигомеризации или полимеризации олефинов с использованием полученной каталитической системы
CZ392890A3 (cs)	2000-04-12	Způsob polymerace olefinů
SK4393A3 (en)	1994-08-10	Method of the preparation of catalyst for polymerization of olefins