CA1106099A - Process for producing copolymers of ethylene and higher alpha-olefins - Google Patents
Process for producing copolymers of ethylene and higher alpha-olefinsInfo
- Publication number
- CA1106099A CA1106099A CA313,065A CA313065A CA1106099A CA 1106099 A CA1106099 A CA 1106099A CA 313065 A CA313065 A CA 313065A CA 1106099 A CA1106099 A CA 1106099A
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- titanium
- magnesium
- reactor
- organo
- 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.)
- Expired
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 40
- 239000004711 α-olefin Substances 0.000 title claims abstract description 18
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 239000005977 Ethylene Substances 0.000 title claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 32
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 150000002901 organomagnesium compounds Chemical class 0.000 claims abstract description 9
- 150000003609 titanium compounds Chemical class 0.000 claims abstract description 9
- 239000003426 co-catalyst Substances 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 239000008246 gaseous mixture Substances 0.000 claims description 22
- 238000009826 distribution Methods 0.000 claims description 11
- 239000010936 titanium Substances 0.000 claims description 11
- 229910052719 titanium Inorganic materials 0.000 claims description 11
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 10
- 239000011777 magnesium Substances 0.000 claims description 9
- 239000000843 powder Substances 0.000 claims description 9
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 230000003197 catalytic effect Effects 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 6
- 229910052749 magnesium Inorganic materials 0.000 claims description 6
- 230000004927 fusion Effects 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 4
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 150000002681 magnesium compounds Chemical class 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001350 alkyl halides Chemical class 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical group CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 claims description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 239000007791 liquid phase Substances 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 150000002902 organometallic compounds Chemical class 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 238000000638 solvent extraction Methods 0.000 claims 1
- 239000011248 coating agent Substances 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 abstract description 2
- 238000005266 casting Methods 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 24
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 5
- -1 chlorine or bromine Chemical class 0.000 description 4
- 241001558496 Talpa caeca Species 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001845 chromium compounds Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002899 organoaluminium compounds Chemical class 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- GHPYJLCQYMAXGG-WCCKRBBISA-N (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride Chemical compound Cl.N[C@@H](CSCCB(O)O)C(O)=O GHPYJLCQYMAXGG-WCCKRBBISA-N 0.000 description 1
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000272470 Circus Species 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 241000286904 Leptothecata Species 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000005452 bending Methods 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002370 organoaluminium group Chemical group 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- 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)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7730662A FR2405961A1 (fr) | 1977-10-12 | 1977-10-12 | Procede de copolymerisation d'olefines en phase gazeuse en presence d'un lit fluidise de copolymere et d'un catalyseur contenant du titane et du magnesium |
| FR7730662 | 1977-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1106099A true CA1106099A (en) | 1981-07-28 |
Family
ID=9196402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA313,065A Expired CA1106099A (en) | 1977-10-12 | 1978-10-11 | Process for producing copolymers of ethylene and higher alpha-olefins |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS6053044B2 (it) |
| BE (1) | BE871221A (it) |
| CA (1) | CA1106099A (it) |
| DE (1) | DE2844312C2 (it) |
| ES (1) | ES474076A1 (it) |
| FR (1) | FR2405961A1 (it) |
| GB (1) | GB2006232B (it) |
| IT (1) | IT1099775B (it) |
| LU (1) | LU80350A1 (it) |
| NL (1) | NL184165C (it) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5256351A (en) * | 1985-06-17 | 1993-10-26 | Viskase Corporation | Process for making biaxially stretched, heat shrinkable VLDPE films |
| US5256428A (en) * | 1985-06-17 | 1993-10-26 | Viskase Corporation | Puncture resistant, heat-shrinkable films containing very low density polyethylene |
| US6822051B2 (en) | 2002-03-29 | 2004-11-23 | Media Plus, Inc. | High density polyethylene melt blends for improved stress crack resistance in pipe |
| US7867588B2 (en) | 2001-12-17 | 2011-01-11 | Media Plus, Inc. | Polyethylene melt blends for high density polyethylene applications |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5529512A (en) * | 1978-08-22 | 1980-03-01 | Nippon Oil Co Ltd | Preparation of polyolefin |
| JPS5552309A (en) * | 1978-10-11 | 1980-04-16 | Nippon Oil Co Ltd | Preparation of copolymer |
| JPS5556111A (en) * | 1978-10-20 | 1980-04-24 | Nippon Oil Co Ltd | Preparation of copolymer |
| JPS5556110A (en) * | 1978-10-20 | 1980-04-24 | Nippon Oil Co Ltd | Preparation of copolymer |
| JPS5558210A (en) * | 1978-10-26 | 1980-04-30 | Nippon Oil Co Ltd | Production of copolymer |
| FR2460964A1 (fr) * | 1979-07-06 | 1981-01-30 | Naphtachimie Sa | Copolymeres elastomeres d'ethylene et de propylene, leur fabrication et leurs applications |
| JPS6042806B2 (ja) * | 1979-12-26 | 1985-09-25 | 日石三菱株式会社 | 共重合体の製造方法 |
| JPS56136806A (en) * | 1980-03-29 | 1981-10-26 | Mitsui Petrochem Ind Ltd | Storage of solid titanium catalyst component containing highly active magnesium |
| JPS57101A (en) * | 1980-06-04 | 1982-01-05 | Mitsui Petrochem Ind Ltd | Method and apparatus for polymerization |
| JPS5738837A (en) * | 1980-08-19 | 1982-03-03 | Mitsubishi Chem Ind Ltd | Production of polyolefin film |
| FR2493855B1 (fr) * | 1980-11-13 | 1986-01-10 | Naphtachimie Sa | Compositions de polypropylene de resistance au choc ameliorees |
| FR2493856B1 (fr) * | 1980-11-13 | 1986-03-21 | Naphtachimie Sa | Compositions de polypropylene a haute resistance au choc |
| FR2493854B1 (fr) * | 1980-11-13 | 1985-10-11 | Naphtachimie Sa | Compositions de polyethylene ameliorees pour extrusion notamment pour extrusion-soufflage |
| FR2509315A1 (fr) * | 1981-07-10 | 1983-01-14 | Charbonnages Ste Chimique | Copolymeres heterogenes de l'ethylene pour la fabrication de films |
| ZA828776B (en) * | 1981-12-04 | 1984-07-25 | Mobil Oil Corp | Preparation of a catalyst for and a method of producing linear low density polyethylene |
| US4481301A (en) * | 1981-12-04 | 1984-11-06 | Mobil Oil Corporation | Highly active catalyst composition for polymerizing alpha-olefins |
| IT1210855B (it) * | 1982-02-12 | 1989-09-29 | Assoreni Ora Enichem Polimeri | Polimeri dell'etilene a struttura lineare e processi per la loro preparazione. |
| DE3366573D1 (en) * | 1982-06-24 | 1986-11-06 | Bp Chimie Sa | Process for the polymerization and copolymerization of alpha-olefins in a fluidized bed |
| JPS5975910A (ja) * | 1982-10-25 | 1984-04-28 | Mitsui Petrochem Ind Ltd | エチレン共重合体 |
| FR2563833B1 (fr) † | 1984-05-02 | 1986-09-05 | Bp Chimie Sa | Procede de copolymerisation en lit fluidise d'ethylene, de propylene et/ou de butene-1 et d'alpha-olefines contenant de 5 a 8 atomes de carbone |
| FR2565591B1 (fr) * | 1984-06-08 | 1986-08-29 | Inst Francais Du Petrole | Procede de fabrication d'un copolymere ethylene-butene-1 a partir d'ethylene |
| FR2566781B1 (fr) * | 1984-06-28 | 1986-11-14 | Bp Chimie Sa | Procede de polymerisation ou de copolymerisation d'alpha-olefines en lit fluidise, en presence d'un systeme catalytique ziegler-natta |
| FR2581564B1 (fr) | 1985-05-13 | 1993-05-07 | Bp Chimie Sa | Appareil a lit fluidise comportant une grille de fluidisation a plusieurs pentes |
| JPH0621132B2 (ja) * | 1985-07-08 | 1994-03-23 | 三菱化成株式会社 | 変性ポリオレフイン樹脂およびその組成物 |
| JPS62112644A (ja) * | 1985-11-11 | 1987-05-23 | Nippon Petrochem Co Ltd | 軟質ポリオレフイン系組成物 |
| FR2659338B1 (fr) * | 1990-03-09 | 1993-05-07 | Bp Chemicals Snc | Procedes et dispositifs de polymerisation catalytique d'alpha-olefines en phase gazeuse. |
| FR2666337B1 (fr) † | 1990-08-31 | 1994-04-08 | Bp Chemicals Snc | Procede regule de polymerisation d'olefine en phase gazeuse effectue a l'aide d'un catalyseur de type ziegler-natta. |
| DE4241533C2 (de) * | 1992-12-10 | 1999-03-25 | Buna Sow Leuna Olefinverb Gmbh | Verfahren zur Herstellung von Polyethylen hoher Dichte |
| DE4241530C2 (de) * | 1992-12-10 | 1999-03-25 | Buna Sow Leuna Olefinverb Gmbh | Verfahren zur Herstellung von Polyethylen hoher Dichte |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU61816A1 (it) * | 1970-10-06 | 1972-06-28 | ||
| NL7113778A (it) * | 1970-10-13 | 1972-04-17 | ||
| US3907760A (en) * | 1971-02-16 | 1975-09-23 | Dow Chemical Co | Process for manufacture of high bulk density powders of olefin polymers |
| BE785673A (fr) * | 1971-06-30 | 1973-01-02 | Naphtachimie Sa | Catalyseurs de polymerisation des olefines prepares a partir decomposesorganomagnesiens |
| AR206852A1 (es) * | 1975-03-10 | 1976-08-23 | Union Carbide Corp | Procedimiento para preparar polimeros de etileno de densidad baja y media en un reactor de lecho fluido |
| IT1042180B (it) * | 1975-08-29 | 1980-01-30 | Montedison Spa | Polimeri e copolimeri cristallini del propolene e procedimento per la loro preparazione |
-
1977
- 1977-10-12 FR FR7730662A patent/FR2405961A1/fr active Granted
-
1978
- 1978-10-10 ES ES474076A patent/ES474076A1/es not_active Expired
- 1978-10-10 IT IT7828577A patent/IT1099775B/it active
- 1978-10-10 LU LU80350A patent/LU80350A1/xx unknown
- 1978-10-11 NL NLAANVRAGE7810217,A patent/NL184165C/xx not_active IP Right Cessation
- 1978-10-11 CA CA313,065A patent/CA1106099A/en not_active Expired
- 1978-10-11 DE DE2844312A patent/DE2844312C2/de not_active Expired
- 1978-10-11 GB GB7840089A patent/GB2006232B/en not_active Expired
- 1978-10-11 JP JP53125014A patent/JPS6053044B2/ja not_active Expired
- 1978-10-12 BE BE191089A patent/BE871221A/xx not_active IP Right Cessation
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5256351A (en) * | 1985-06-17 | 1993-10-26 | Viskase Corporation | Process for making biaxially stretched, heat shrinkable VLDPE films |
| US5256428A (en) * | 1985-06-17 | 1993-10-26 | Viskase Corporation | Puncture resistant, heat-shrinkable films containing very low density polyethylene |
| US5439717A (en) * | 1985-06-17 | 1995-08-08 | Viskase Corporation | Shrunken bag made from biaxially stretched, VLDPE film |
| US7867588B2 (en) | 2001-12-17 | 2011-01-11 | Media Plus, Inc. | Polyethylene melt blends for high density polyethylene applications |
| US6822051B2 (en) | 2002-03-29 | 2004-11-23 | Media Plus, Inc. | High density polyethylene melt blends for improved stress crack resistance in pipe |
Also Published As
| Publication number | Publication date |
|---|---|
| NL184165C (nl) | 1992-03-16 |
| GB2006232A (en) | 1979-05-02 |
| GB2006232B (en) | 1982-08-18 |
| JPS5462292A (en) | 1979-05-19 |
| DE2844312A1 (de) | 1979-04-19 |
| ES474076A1 (es) | 1979-04-16 |
| DE2844312C2 (de) | 1985-07-11 |
| FR2405961A1 (fr) | 1979-05-11 |
| IT1099775B (it) | 1985-09-28 |
| LU80350A1 (fr) | 1979-03-16 |
| BE871221A (fr) | 1979-04-12 |
| NL7810217A (nl) | 1979-04-18 |
| JPS6053044B2 (ja) | 1985-11-22 |
| NL184165B (nl) | 1988-12-01 |
| FR2405961B1 (it) | 1980-08-22 |
| IT7828577A0 (it) | 1978-10-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |