FR2509735A1 - Catalyseur halogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene - Google Patents
Catalyseur halogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene Download PDFInfo
- Publication number
- FR2509735A1 FR2509735A1 FR8114053A FR8114053A FR2509735A1 FR 2509735 A1 FR2509735 A1 FR 2509735A1 FR 8114053 A FR8114053 A FR 8114053A FR 8114053 A FR8114053 A FR 8114053A FR 2509735 A1 FR2509735 A1 FR 2509735A1
- Authority
- FR
- France
- Prior art keywords
- ethylene
- polymerization
- copolymerization
- transition metal
- catalyst
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 29
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 239000005977 Ethylene Substances 0.000 title claims abstract description 26
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 21
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 11
- 150000002367 halogens Chemical class 0.000 title claims abstract description 11
- 239000011777 magnesium Substances 0.000 title claims description 22
- 229910052723 transition metal Inorganic materials 0.000 title claims description 20
- 150000003624 transition metals Chemical class 0.000 title claims description 20
- 229910052749 magnesium Inorganic materials 0.000 title claims description 15
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 3
- 229910052751 metal Inorganic materials 0.000 claims abstract description 14
- 239000002184 metal Substances 0.000 claims abstract description 14
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 12
- 150000002739 metals Chemical class 0.000 claims abstract description 7
- 230000000737 periodic effect Effects 0.000 claims abstract description 6
- -1 magnesium alkoxide Chemical class 0.000 claims description 14
- 230000003197 catalytic effect Effects 0.000 claims description 13
- 239000012190 activator Substances 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 9
- 239000010936 titanium Substances 0.000 claims description 9
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 8
- 239000000725 suspension Substances 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- 150000004820 halides Chemical class 0.000 claims description 6
- 229910052720 vanadium Chemical group 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 229910021552 Vanadium(IV) chloride Inorganic materials 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 150000004678 hydrides Chemical class 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 230000007704 transition Effects 0.000 claims description 2
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 claims description 2
- 239000012986 chain transfer agent Substances 0.000 claims 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical group [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000012429 reaction media Substances 0.000 description 5
- 238000005658 halogenation reaction Methods 0.000 description 4
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical group CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 3
- 239000012346 acetyl chloride Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 230000002140 halogenating effect Effects 0.000 description 2
- 230000026030 halogenation Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- RVDLHGSZWAELAU-UHFFFAOYSA-N 5-tert-butylthiophene-2-carbonyl chloride Chemical compound CC(C)(C)C1=CC=C(C(Cl)=O)S1 RVDLHGSZWAELAU-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 229910021550 Vanadium Chloride Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 108010011222 cyclo(Arg-Pro) Proteins 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- ORPJQHHQRCLVIC-UHFFFAOYSA-N magnesium;propan-2-olate Chemical compound CC(C)O[Mg]OC(C)C ORPJQHHQRCLVIC-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- RPESBQCJGHJMTK-UHFFFAOYSA-I pentachlorovanadium Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[V+5] RPESBQCJGHJMTK-UHFFFAOYSA-I 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003609 titanium compounds Chemical class 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
- C08F10/02—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
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8114053A FR2509735A1 (fr) | 1981-07-20 | 1981-07-20 | Catalyseur halogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene |
| CA000405672A CA1175799A (fr) | 1981-07-20 | 1982-06-22 | Catalyseur homogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene |
| EP82401150A EP0070749A1 (fr) | 1981-07-20 | 1982-06-23 | Catalyseur homogène comprenant un métal de transition et du magnésium, son procédé de préparation et son application à la polymérisation de l'éthylène |
| US06/399,242 US4465781A (en) | 1981-07-20 | 1982-07-19 | Halogenated catalyst for ethylene polymerization containing a transition metal and magnesium and process for its preparation |
| AU86177/82A AU8617782A (en) | 1981-07-20 | 1982-07-19 | Olefin polymerisation catalyst |
| JP57126615A JPS5865708A (ja) | 1981-07-20 | 1982-07-20 | オレフイン重合用触媒とその製法並びにオレフイン重合法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8114053A FR2509735A1 (fr) | 1981-07-20 | 1981-07-20 | Catalyseur halogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2509735A1 true FR2509735A1 (fr) | 1983-01-21 |
| FR2509735B1 FR2509735B1 (OSRAM) | 1984-08-10 |
Family
ID=9260655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8114053A Granted FR2509735A1 (fr) | 1981-07-20 | 1981-07-20 | Catalyseur halogene comprenant un metal de transition et du magnesium, son procede de preparation et son application a la polymerisation de l'ethylene |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4465781A (OSRAM) |
| EP (1) | EP0070749A1 (OSRAM) |
| JP (1) | JPS5865708A (OSRAM) |
| AU (1) | AU8617782A (OSRAM) |
| CA (1) | CA1175799A (OSRAM) |
| FR (1) | FR2509735A1 (OSRAM) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2546522B1 (fr) * | 1983-05-25 | 1985-07-26 | Ato Chimie | Procede de preparation d'une composante de metal de transition pour un systeme catalytique de polymerisation d'olefines |
| US4508843A (en) * | 1983-08-08 | 1985-04-02 | Exxon Research & Engineering Co. | Supported polyolefin catalyst for the polymerization of ethylene under high temperatures |
| US4593009A (en) * | 1984-04-04 | 1986-06-03 | Mobil Oil Corporation | Catalyst composition for polymerizing alpha-olefins |
| JPS61141708A (ja) * | 1984-12-14 | 1986-06-28 | Ube Ind Ltd | エチレンの重合法 |
| US5280000A (en) * | 1985-10-11 | 1994-01-18 | Sumitomo Chemical Company, Limited | Catalyst for olefin polymerization and process for producing olefin polymer using the catalyst |
| DE10140859A1 (de) * | 2001-08-21 | 2003-03-06 | Bayer Ag | Verfahren zur Herstellung von Isoolefincopolymeren |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3409681A (en) * | 1964-06-25 | 1968-11-05 | Exxon Research Engineering Co | Method of making novel bimetallic heterogeneous catalysts and their use in hydrocarbon conversions |
| FR2241569B1 (OSRAM) * | 1973-08-21 | 1979-03-02 | Ethylene Plastique Sa | |
| JPS60359B2 (ja) * | 1975-05-23 | 1985-01-07 | 三井化学株式会社 | チタン複合体の製造方法 |
| IT1042711B (it) * | 1975-09-19 | 1980-01-30 | Montedison Spa | Compnenti di catalizzatori per la polimerizzazione di olefine |
| DE2831830A1 (de) * | 1978-07-20 | 1980-01-31 | Basf Ag | Verfahren zum herstellen einer komponente fuer polymerisationskatalysatoren |
| JPS5562907A (en) * | 1978-11-07 | 1980-05-12 | Mitsubishi Petrochem Co Ltd | Preparation of olefin polymerization catalyst component |
-
1981
- 1981-07-20 FR FR8114053A patent/FR2509735A1/fr active Granted
-
1982
- 1982-06-22 CA CA000405672A patent/CA1175799A/fr not_active Expired
- 1982-06-23 EP EP82401150A patent/EP0070749A1/fr not_active Withdrawn
- 1982-07-19 US US06/399,242 patent/US4465781A/en not_active Expired - Fee Related
- 1982-07-19 AU AU86177/82A patent/AU8617782A/en not_active Abandoned
- 1982-07-20 JP JP57126615A patent/JPS5865708A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5865708A (ja) | 1983-04-19 |
| EP0070749A1 (fr) | 1983-01-26 |
| CA1175799A (fr) | 1984-10-09 |
| FR2509735B1 (OSRAM) | 1984-08-10 |
| AU8617782A (en) | 1983-01-27 |
| US4465781A (en) | 1984-08-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |