DD232054A5 - Verfahren zur olefinpolymerisation - Google Patents

Verfahren zur olefinpolymerisation Download PDF

Info

Publication number: DD232054A5
Authority: DD; German Democratic Republic
Prior art keywords: control agent; selectivity control; weak; group; strong
Prior art date: 1984-02-28

Application number

DD85273554A

Other languages

German (de)

English (en)

Inventor

Brian L Goodall

Original Assignee

Shell Int Research

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.)

1984-02-28

Filing date

1985-02-26

Publication date

1986-01-15

1985-02-26 Application filed by Shell Int Research filed Critical Shell Int Research

1986-01-15 Publication of DD232054A5 publication Critical patent/DD232054A5/de

Links

238000006116 polymerization reaction Methods 0.000 title claims abstract description 21
238000000034 method Methods 0.000 title claims description 26
150000001336 alkenes Chemical class 0.000 title claims description 8
230000008569 process Effects 0.000 title claims description 7
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 6
239000003795 chemical substances by application Substances 0.000 claims abstract description 43
239000003054 catalyst Substances 0.000 claims abstract description 35
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims abstract description 10
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims abstract description 7
229910001629 magnesium chloride Inorganic materials 0.000 claims abstract description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 31
125000004432 carbon atom Chemical group C* 0.000 claims description 19
125000000217 alkyl group Chemical group 0.000 claims description 15
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical group CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 13
125000003118 aryl group Chemical group 0.000 claims description 12
150000001875 compounds Chemical class 0.000 claims description 10
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 8
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 5
HRAQMGWTPNOILP-UHFFFAOYSA-N 4-Ethoxy ethylbenzoate Chemical group CCOC(=O)C1=CC=C(OCC)C=C1 HRAQMGWTPNOILP-UHFFFAOYSA-N 0.000 claims description 5
HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims description 5
150000002170 ethers Chemical class 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
150000003512 tertiary amines Chemical group 0.000 claims description 5
JZJCVRDSZUSNNS-UHFFFAOYSA-N 4-ethyl-4-methoxycyclohexa-1,5-diene-1-carboxylic acid Chemical group CCC1(OC)CC=C(C(O)=O)C=C1 JZJCVRDSZUSNNS-UHFFFAOYSA-N 0.000 claims description 4
150000001412 amines Chemical class 0.000 claims description 4
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
AQZGPSLYZOOYQP-UHFFFAOYSA-N Diisoamyl ether Chemical compound CC(C)CCOCCC(C)C AQZGPSLYZOOYQP-UHFFFAOYSA-N 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims description 2
239000011949 solid catalyst Substances 0.000 claims 2
229910052782 aluminium Inorganic materials 0.000 abstract description 6
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 5
239000008247 solid mixture Substances 0.000 abstract description 2
239000012967 coordination catalyst Substances 0.000 abstract 1
-1 magnesium halide Chemical class 0.000 description 21
229920000642 polymer Polymers 0.000 description 20
MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 16
230000000694 effects Effects 0.000 description 15
150000002148 esters Chemical class 0.000 description 13
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 13
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 13
238000006243 chemical reaction Methods 0.000 description 12
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 9
239000010936 titanium Substances 0.000 description 9
239000008096 xylene Substances 0.000 description 9
FHUODBDRWMIBQP-UHFFFAOYSA-N Ethyl p-anisate Chemical compound CCOC(=O)C1=CC=C(OC)C=C1 FHUODBDRWMIBQP-UHFFFAOYSA-N 0.000 description 8
239000007788 liquid Substances 0.000 description 7
239000000047 product Substances 0.000 description 7
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 6
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
230000008901 benefit Effects 0.000 description 6
238000007792 addition Methods 0.000 description 5
230000000052 comparative effect Effects 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
229910052749 magnesium Inorganic materials 0.000 description 5
239000011777 magnesium Substances 0.000 description 5
229920001155 polypropylene Polymers 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000007787 solid Substances 0.000 description 5
229910052719 titanium Inorganic materials 0.000 description 5
RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 4
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
238000009826 distribution Methods 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
150000002430 hydrocarbons Chemical group 0.000 description 3
QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 3
239000002574 poison Substances 0.000 description 3
231100000614 poison Toxicity 0.000 description 3
238000010992 reflux Methods 0.000 description 3
XWKFPIODWVPXLX-UHFFFAOYSA-N 2-methyl-5-methylpyridine Natural products CC1=CC=C(C)N=C1 XWKFPIODWVPXLX-UHFFFAOYSA-N 0.000 description 2
UUGLJVMIFJNVFH-UHFFFAOYSA-N Hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1 UUGLJVMIFJNVFH-UHFFFAOYSA-N 0.000 description 2
239000002879 Lewis base Substances 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
229920001585 atactic polymer Polymers 0.000 description 2
SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
238000007334 copolymerization reaction Methods 0.000 description 2
230000009849 deactivation Effects 0.000 description 2
FNODWEPAWIJGPM-UHFFFAOYSA-N ethyl 2-methoxybenzoate Chemical compound CCOC(=O)C1=CC=CC=C1OC FNODWEPAWIJGPM-UHFFFAOYSA-N 0.000 description 2
NWPWRAWAUYIELB-UHFFFAOYSA-N ethyl 4-methylbenzoate Chemical compound CCOC(=O)C1=CC=C(C)C=C1 NWPWRAWAUYIELB-UHFFFAOYSA-N 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
230000006872 improvement Effects 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
229940095102 methyl benzoate Drugs 0.000 description 2
150000005673 monoalkenes Chemical class 0.000 description 2
239000000178 monomer Substances 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000009467 reduction Effects 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
229930195734 saturated hydrocarbon Natural products 0.000 description 2
239000002002 slurry Substances 0.000 description 2
230000000707 stereoselective effect Effects 0.000 description 2
239000000126 substance Substances 0.000 description 2
229920000576 tactic polymer Polymers 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
239000004711 α-olefin Substances 0.000 description 2
CVTWIWQGBUQAIQ-UHFFFAOYSA-N (2-chlorophenyl) benzoate Chemical compound ClC1=CC=CC=C1OC(=O)C1=CC=CC=C1 CVTWIWQGBUQAIQ-UHFFFAOYSA-N 0.000 description 1
IEKFWPTVAIWBBX-UHFFFAOYSA-N (2-methylphenyl) 4-methylbenzoate Chemical compound C1=CC(C)=CC=C1C(=O)OC1=CC=CC=C1C IEKFWPTVAIWBBX-UHFFFAOYSA-N 0.000 description 1
LLRZUDIHEZXFGV-UHFFFAOYSA-N (4-methylphenyl) benzoate Chemical compound C1=CC(C)=CC=C1OC(=O)C1=CC=CC=C1 LLRZUDIHEZXFGV-UHFFFAOYSA-N 0.000 description 1
UWKQJZCTQGMHKD-UHFFFAOYSA-N 2,6-di-tert-butylpyridine Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=N1 UWKQJZCTQGMHKD-UHFFFAOYSA-N 0.000 description 1
ZUKMGQYDKUNXOO-UHFFFAOYSA-N 2-chloro-3-ethylbenzoic acid Chemical compound CCC1=CC=CC(C(O)=O)=C1Cl ZUKMGQYDKUNXOO-UHFFFAOYSA-N 0.000 description 1
LWOKLXMNGXXORN-UHFFFAOYSA-N 2-chloro-3-methylbenzoic acid Chemical compound CC1=CC=CC(C(O)=O)=C1Cl LWOKLXMNGXXORN-UHFFFAOYSA-N 0.000 description 1
UADWUILHKRXHMM-UHFFFAOYSA-N 2-ethylhexyl benzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1 UADWUILHKRXHMM-UHFFFAOYSA-N 0.000 description 1
229940106004 2-ethylhexyl benzoate Drugs 0.000 description 1
QFHDLLGIDIMFQF-UHFFFAOYSA-N 3-benzyl-2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(CC=2C=CC=CC=2)=C1Cl QFHDLLGIDIMFQF-UHFFFAOYSA-N 0.000 description 1
HEZVMZUNBAGTOK-UHFFFAOYSA-N 3-butyl-2-chlorobenzoic acid Chemical compound CCCCC1=CC=CC(C(O)=O)=C1Cl HEZVMZUNBAGTOK-UHFFFAOYSA-N 0.000 description 1
AUZQQIPZESHNMG-UHFFFAOYSA-N 3-methoxysalicylic acid Chemical compound COC1=CC=CC(C(O)=O)=C1O AUZQQIPZESHNMG-UHFFFAOYSA-N 0.000 description 1
XRHGYUZYPHTUJZ-UHFFFAOYSA-M 4-chlorobenzoate Chemical compound [O-]C(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-M 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
240000004670 Glycyrrhiza echinata Species 0.000 description 1
235000001453 Glycyrrhiza echinata Nutrition 0.000 description 1
235000006200 Glycyrrhiza glabra Nutrition 0.000 description 1
235000017382 Glycyrrhiza lepidota Nutrition 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000003213 activating effect Effects 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
238000003556 assay Methods 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
UADWUILHKRXHMM-ZDUSSCGKSA-N benzoflex 181 Natural products CCCC[C@H](CC)COC(=O)C1=CC=CC=C1 UADWUILHKRXHMM-ZDUSSCGKSA-N 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
SWWYHGZVYNAAHI-UHFFFAOYSA-N benzyl 4-methoxybenzoate Chemical compound C1=CC(OC)=CC=C1C(=O)OCC1=CC=CC=C1 SWWYHGZVYNAAHI-UHFFFAOYSA-N 0.000 description 1
229960002903 benzyl benzoate Drugs 0.000 description 1
230000033228 biological regulation Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
FPRPQIKQCRLLLT-UHFFFAOYSA-N butyl 4-ethoxybenzoate Chemical compound CCCCOC(=O)C1=CC=C(OCC)C=C1 FPRPQIKQCRLLLT-UHFFFAOYSA-N 0.000 description 1
DXKMHDQQRQRYCI-UHFFFAOYSA-N butyl 4-methoxybenzoate Chemical compound CCCCOC(=O)C1=CC=C(OC)C=C1 DXKMHDQQRQRYCI-UHFFFAOYSA-N 0.000 description 1
229910002090 carbon oxide Inorganic materials 0.000 description 1
239000002131 composite material Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
239000002178 crystalline material Substances 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
DQZKGSRJOUYVPL-UHFFFAOYSA-N cyclohexyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1CCCCC1 DQZKGSRJOUYVPL-UHFFFAOYSA-N 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000001035 drying Methods 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
SOUAXOGPALPTTC-UHFFFAOYSA-N ethyl 2-methylbenzoate Chemical compound CCOC(=O)C1=CC=CC=C1C SOUAXOGPALPTTC-UHFFFAOYSA-N 0.000 description 1
IHAAVLXHNOZMBC-UHFFFAOYSA-N ethyl 3,5-dimethylbenzoate Chemical compound CCOC(=O)C1=CC(C)=CC(C)=C1 IHAAVLXHNOZMBC-UHFFFAOYSA-N 0.000 description 1
WSJNYOVBJSOQST-UHFFFAOYSA-N ethyl 3-methylbenzoate Chemical compound CCOC(=O)C1=CC=CC(C)=C1 WSJNYOVBJSOQST-UHFFFAOYSA-N 0.000 description 1
DYSXJBCEIBVGJU-UHFFFAOYSA-N ethyl 4-ethenylbenzoate Chemical compound CCOC(=O)C1=CC=C(C=C)C=C1 DYSXJBCEIBVGJU-UHFFFAOYSA-N 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
230000003993 interaction Effects 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
230000002427 irreversible effect Effects 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
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
229920001580 isotactic polymer Polymers 0.000 description 1
150000007527 lewis bases Chemical class 0.000 description 1
229940010454 licorice Drugs 0.000 description 1
XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
QAYQKAPOTVSWLS-UHFFFAOYSA-N methyl 2-ethoxybenzoate Chemical compound CCOC1=CC=CC=C1C(=O)OC QAYQKAPOTVSWLS-UHFFFAOYSA-N 0.000 description 1
CAABRJFUDNBRJZ-UHFFFAOYSA-N methyl 4-ethylbenzoate Chemical compound CCC1=CC=C(C(=O)OC)C=C1 CAABRJFUDNBRJZ-UHFFFAOYSA-N 0.000 description 1
QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 description 1
DDIZAANNODHTRB-UHFFFAOYSA-N methyl p-anisate Chemical compound COC(=O)C1=CC=C(OC)C=C1 DDIZAANNODHTRB-UHFFFAOYSA-N 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
VECVSKFWRQYTAL-UHFFFAOYSA-N octyl benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1 VECVSKFWRQYTAL-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
XXPIADQGCYAXLN-UHFFFAOYSA-N phenyl 4-ethoxybenzoate Chemical compound C1=CC(OCC)=CC=C1C(=O)OC1=CC=CC=C1 XXPIADQGCYAXLN-UHFFFAOYSA-N 0.000 description 1
BNZYBNYNPXKWCM-UHFFFAOYSA-N phenyl 4-methoxybenzoate Chemical compound C1=CC(OC)=CC=C1C(=O)OC1=CC=CC=C1 BNZYBNYNPXKWCM-UHFFFAOYSA-N 0.000 description 1
WOHDXQQIBRMRFA-UHFFFAOYSA-N phenyl 4-methylbenzoate Chemical compound C1=CC(C)=CC=C1C(=O)OC1=CC=CC=C1 WOHDXQQIBRMRFA-UHFFFAOYSA-N 0.000 description 1
FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
229920013639 polyalphaolefin Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000001294 propane Substances 0.000 description 1
WEHMFTWWOGBHCR-UHFFFAOYSA-N propyl 4-methoxybenzoate Chemical compound CCCOC(=O)C1=CC=C(OC)C=C1 WEHMFTWWOGBHCR-UHFFFAOYSA-N 0.000 description 1
229920001384 propylene homopolymer Polymers 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000001603 reducing effect Effects 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
238000012289 standard assay Methods 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- 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
- 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

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

DD85273554A 1984-02-28 1985-02-26 Verfahren zur olefinpolymerisation DD232054A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/584,416 US4563512A (en)	1984-02-28	1984-02-28	Olefin polymerization process utilizing a combination of selectivity control agents

Publications (1)

Publication Number	Publication Date
DD232054A5 true DD232054A5 (de)	1986-01-15

Family

ID=24337235

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD85273554A DD232054A5 (de)	1984-02-28	1985-02-26	Verfahren zur olefinpolymerisation

Country Status (20)

Country	Link
US (1)	US4563512A (fr)
EP (1)	EP0155716B1 (fr)
JP (1)	JPH072779B2 (fr)
KR (1)	KR920010276B1 (fr)
CN (1)	CN1004135B (fr)
AR (1)	AR242226A1 (fr)
AT (1)	ATE33395T1 (fr)
AU (1)	AU568424B2 (fr)
BR (1)	BR8500856A (fr)
CA (1)	CA1240099A (fr)
DD (1)	DD232054A5 (fr)
DE (1)	DE3562093D1 (fr)
ES (1)	ES8701199A1 (fr)
HK (1)	HK28790A (fr)
IN (1)	IN162460B (fr)
NO (1)	NO163532C (fr)
NZ (1)	NZ211239A (fr)
PT (1)	PT80007B (fr)
SG (1)	SG6590G (fr)
ZA (1)	ZA851398B (fr)

Families Citing this family (14)

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US4981929A (en) *	1986-06-23	1991-01-01	Union Carbide Chemicals And Plastics Company, Inc.	Catalyst productivity in the polymerization of olefins
US4956426A (en) *	1986-07-24	1990-09-11	Union Carbide Chemicals And Plastics Company Inc.	Process for controlled polymerization of stereospecific alpha-olefins having preselected isotacticity
DE3819577A1 (de) *	1988-06-09	1989-12-14	Hoechst Ag	Verfahren zur herstellung eines polypropylens
EP0385765B1 (fr) *	1989-03-02	1995-05-03	Mitsui Petrochemical Industries, Ltd.	Procédé de polymérisation d'oléfines et catalyseur pour polymérisation d'oléfines
US5432244A (en) *	1990-12-12	1995-07-11	Union Carbide Chemicals & Plastics Technology Corporation	Process for the production of polypropylene
DE69333773T2 (de) *	1992-11-13	2006-04-06	Cryovac, Inc.	Wärmeschrumpfbare, durch Single-site-Katalyse hergestellte Copolymere enthaltende Folien.
CA2182717A1 (fr) *	1994-02-04	1995-08-10	Nemesio Delgado Miro	Systeme catalyseur a deux donneurs d'electrons pour la polymerisation d'olefines
US6686433B1 (en)	1994-02-04	2004-02-03	Exxonmobil Chemical Patents Inc.	Dual donor catalyst system for the polymerization of olefins
IT1275867B1 (it) *	1995-03-07	1997-10-24	Enichem Elastomers	Procedimento per l'ottenimento di copolimeri elastomerici etilene- propilene ad alta purezza e distribuzione dei pesi molecolari
US6087459A (en) *	1998-05-14	2000-07-11	Exxon Chemical Patents Inc.	Polymeric materials formed using blends of electron donors
US6566294B2 (en)	2000-12-21	2003-05-20	Exxonmobil Chemical Patents Inc.	Multi-donor catalyst system for the polymerization of olefins
ES2703366T3 (es) *	2007-08-24	2019-03-08	Grace W R & Co	Composición de catalizador auto-limitante sin silano
CN101486776B (zh) *	2008-01-17	2010-12-22	中国石油化工股份有限公司	用于烯烃聚合的催化剂组分及其催化剂
BR112012000866B1 (pt)	2009-07-15	2021-07-20	China Petroleum & Chemical Corporation	Aduto de halogeneto de magnésio, processo para a preparação do mesmo, componente catalisador útil na polimerização de olefinas, catalisador e processo para a polimerização de olefinas

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE559727A (fr) *	1956-08-02
JPS5426891A (en) *	1977-08-02	1979-02-28	Mitsui Petrochem Ind Ltd	Preparation of olefin copolymer
US4211670A (en) *	1979-01-25	1980-07-08	Hercules Incorporated	Titanium trichloride catalyst component for propylene polymerization
US4310439A (en) *	1979-03-07	1982-01-12	Exxon Research & Engineering Co.	Novel trialkyl aluminum cocatalyst
CA1142909A (fr) *	1979-03-07	1983-03-15	Exxon Research And Engineering Company	Cocatalyseur a base d'aluminium-alcoyle
JPS5626904A (en) *	1979-08-09	1981-03-16	Sumitomo Chem Co Ltd	Preparation of highly stereoregular alpha-olefin polymer
JPS6023764B2 (ja) *	1980-02-27	1985-06-10	チッソ株式会社	α−オレフイン重合体を製造する方法
JPS5763309A (en) *	1980-10-03	1982-04-16	Idemitsu Kosan Co Ltd	Polymerization of alpha-olefin
JPS58138705A (ja) *	1982-02-12	1983-08-17	Mitsui Petrochem Ind Ltd	オレフイン系重合体の製造方法
DE3247919A1 (de) *	1982-12-24	1984-06-28	Basf Ag, 6700 Ludwigshafen	Verfahren zum herstellen von homo- und copolymerisaten von (alpha)-monoolefinen mittels einer ziegler-natta-katalysatorsystems
AU566121B2 (en) *	1983-10-25	1987-10-08	Montell Technology Company B.V.	Catalytic polymerization of propylene

1984
- 1984-02-28 US US06/584,416 patent/US4563512A/en not_active Expired - Lifetime
1985
- 1985-02-19 CA CA000474587A patent/CA1240099A/fr not_active Expired
- 1985-02-20 IN IN141/DEL/85A patent/IN162460B/en unknown
- 1985-02-21 DE DE8585200239T patent/DE3562093D1/de not_active Expired
- 1985-02-21 EP EP85200239A patent/EP0155716B1/fr not_active Expired
- 1985-02-21 AT AT85200239T patent/ATE33395T1/de not_active IP Right Cessation
- 1985-02-22 AU AU39069/85A patent/AU568424B2/en not_active Ceased
- 1985-02-25 PT PT80007A patent/PT80007B/pt not_active IP Right Cessation
- 1985-02-25 ZA ZA851398A patent/ZA851398B/xx unknown
- 1985-02-26 NZ NZ211239A patent/NZ211239A/en unknown
- 1985-02-26 AR AR85299601A patent/AR242226A1/es active
- 1985-02-26 DD DD85273554A patent/DD232054A5/de unknown
- 1985-02-27 BR BR8500856A patent/BR8500856A/pt not_active IP Right Cessation
- 1985-02-27 KR KR1019850001211A patent/KR920010276B1/ko not_active Expired
- 1985-02-27 ES ES540732A patent/ES8701199A1/es not_active Expired
- 1985-02-27 NO NO850795A patent/NO163532C/no unknown
- 1985-02-27 JP JP60036739A patent/JPH072779B2/ja not_active Expired - Fee Related
- 1985-04-01 CN CN85101441.0A patent/CN1004135B/zh not_active Expired
1990
- 1990-02-05 SG SG65/90A patent/SG6590G/en unknown
- 1990-04-12 HK HK287/90A patent/HK28790A/en not_active IP Right Cessation

Also Published As

Publication number	Publication date
EP0155716B1 (fr)	1988-04-06
PT80007A (en)	1985-03-01
BR8500856A (pt)	1985-10-15
AR242226A1 (es)	1993-03-31
CN85101441A (zh)	1987-01-17
CA1240099A (fr)	1988-08-02
KR850006685A (ko)	1985-10-16
HK28790A (en)	1990-04-20
JPH072779B2 (ja)	1995-01-18
AU568424B2 (en)	1987-12-24
ES540732A0 (es)	1986-11-16
KR920010276B1 (ko)	1992-11-21
EP0155716A1 (fr)	1985-09-25
IN162460B (fr)	1988-05-28
SG6590G (en)	1990-07-13
ATE33395T1 (de)	1988-04-15
NZ211239A (en)	1987-11-27
AU3906985A (en)	1985-09-05
ZA851398B (en)	1985-10-30
DE3562093D1 (en)	1988-05-11
PT80007B (en)	1986-11-12
JPS60203606A (ja)	1985-10-15
NO163532C (no)	1990-06-13
CN1004135B (zh)	1989-05-10
ES8701199A1 (es)	1986-11-16
NO163532B (no)	1990-03-05
US4563512A (en)	1986-01-07
NO850795L (no)	1985-08-29

Publication	Publication Date	Title
DE69921918T2 (de)	2005-12-01	Vorpolymerisierte katalysatorbestandteile für die olefinpolymerisation
DE2735672C2 (fr)	1991-09-26
DE69125959T2 (de)	1997-12-18	Bestandteile und Katalysatoren für die Olefinpolymerisation
DE69720010T2 (de)	2003-12-24	Verfahren zur polymerisation von alpha-olefinen, für die polymerisation verwendeter katalysator und seine herstellung
DE2714743C2 (de)	1986-10-09	Polyäthylen niederer Dichte und Verfahren zu seiner Herstellung
DE3028759A1 (de)	1981-02-05	Katalysatoren fuer die polymerisation und copolymerisation von olefinen, deren herstellung und mit ihnen durchgefuehrtes polymerisationsverfahren
DE2231982A1 (de)	1973-01-11	Verfahren zum polymerisieren von olefinen und hierfuer verwendeter katalysator
DD268958A5 (de)	1989-06-14	Verfahren zur herstellung einer festen magnesiumhalogenid/titanhalogenid-katalysatorkomponente
DE69026283T2 (de)	1996-09-12	Ein Ziegler-Nattakatalysatorbestandteil
DD232054A5 (de)	1986-01-15	Verfahren zur olefinpolymerisation
DD232055A5 (de)	1986-01-15	Verfahren zur herstellung einer katalysatorkomponente zur olefinpolymerisation
DE3501858A1 (de)	1986-07-24	Katalysator-komponenten, katalysator und verfahren fuer die polymerisation von olefinen
DE2814692C2 (fr)	1992-03-26
DE3786198T2 (de)	1993-12-16	Erhöhung der Katalysatorproduktivität in der Olefinpolymerisation.
DE2513849A1 (de)	1975-10-09	Verfahren zur polymerisation von alpha-olefinen
DE3111071C2 (fr)	1987-08-27
DD275464A5 (de)	1990-01-24	Verfahren zur herstellung einer festen katalysator-komponente fuer die olefinpolymerisation
DE3004768C2 (fr)	1988-05-11
DE2027302B2 (de)	1980-04-10	Verfahren zur Herstellung von Äthylenpolymerisaten
EP0401776A2 (fr)	1990-12-12	Procédé de préparation d'une poly-alpha-oléfine
DE69408649T2 (de)	1998-08-20	Katalysator für die Herstellung von Elastomeren Ethylenpropylen Copolymeren
DE2640679C2 (fr)	1987-09-10
DE3230604A1 (de)	1983-03-10	Katalysatorkomponente fuer die olefinpolymerisation
DE2905330C2 (fr)	1989-12-14
DE1292383B (de)	1969-04-10	Verfahren zur Herstellung von festen Polyolefinen