CA1108799A - Polymerization process - Google Patents
Polymerization processInfo
- Publication number
- CA1108799A CA1108799A CA307,949A CA307949A CA1108799A CA 1108799 A CA1108799 A CA 1108799A CA 307949 A CA307949 A CA 307949A CA 1108799 A CA1108799 A CA 1108799A
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- feed
- reactor
- intercalated
- hcl
- 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
- 238000006116 polymerization reaction Methods 0.000 title abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 30
- 239000000463 material Substances 0.000 claims abstract description 26
- 230000008569 process Effects 0.000 claims abstract description 18
- 239000003426 co-catalyst Substances 0.000 claims abstract description 8
- -1 polybutylene Polymers 0.000 claims abstract description 6
- 229920001748 polybutylene Polymers 0.000 claims abstract description 3
- 239000003054 catalyst Substances 0.000 claims description 58
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 229910002804 graphite Inorganic materials 0.000 claims description 14
- 239000010439 graphite Substances 0.000 claims description 14
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 10
- 239000002841 Lewis acid Substances 0.000 claims description 7
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 6
- 150000007517 lewis acids Chemical class 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 239000002808 molecular sieve Substances 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 150000001805 chlorine compounds Chemical class 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 230000004913 activation Effects 0.000 claims 1
- 229910052787 antimony Inorganic materials 0.000 claims 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims 1
- 239000011968 lewis acid catalyst Substances 0.000 abstract description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 14
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 14
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 12
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 11
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 6
- 239000001282 iso-butane Substances 0.000 description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- 235000013844 butane Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011491 glass wool Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/08—Butenes
- C08F10/10—Isobutene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymerization Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82076377A | 1977-08-01 | 1977-08-01 | |
| US820,763 | 1986-01-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1108799A true CA1108799A (en) | 1981-09-08 |
Family
ID=25231660
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA307,949A Expired CA1108799A (en) | 1977-08-01 | 1978-07-24 | Polymerization process |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5441986A (OSRAM) |
| AR (1) | AR217308A1 (OSRAM) |
| BE (1) | BE869393A (OSRAM) |
| CA (1) | CA1108799A (OSRAM) |
| FR (1) | FR2399446A1 (OSRAM) |
| GB (1) | GB2001662B (OSRAM) |
| IN (1) | IN149826B (OSRAM) |
| IT (1) | IT1097765B (OSRAM) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4982045A (en) * | 1986-12-12 | 1991-01-01 | Exxon Chemical Patents Inc. | Fixed bed process for polymerizing liquid butenes |
| CA1283997C (en) * | 1986-12-12 | 1991-05-07 | Frank Joung-Yei Chen | Fixed bed process for polymerizing liquid butenes |
| US5177288A (en) * | 1988-11-25 | 1993-01-05 | Exxon Chemical Patents Inc. | Polybutene process |
| US4935576A (en) * | 1988-11-25 | 1990-06-19 | Exxon Chemical Patents Inc. | Polybutene process |
| WO1994028037A1 (en) * | 1993-05-20 | 1994-12-08 | Exxon Chemical Patents Inc. | Lewis acid catalysts supported on porous polymer substrate |
| WO1994028036A1 (en) * | 1993-05-20 | 1994-12-08 | Exxon Chemical Patents Inc. | Heterogeneous lewis acid-type catalysts |
| US5652202A (en) * | 1995-08-15 | 1997-07-29 | Exxon Chemical Patents Inc. | Lubricating oil compositions |
| US5558802A (en) * | 1995-09-14 | 1996-09-24 | Exxon Chemical Patents Inc | Multigrade crankcase lubricants with low temperature pumpability and low volatility |
| US5691431A (en) * | 1996-01-18 | 1997-11-25 | Exxon Chemical Patents Inc. | Cationic polymerization catalyzed by lewis acid catalysts supported on porous polymer substrate |
| US6534608B2 (en) * | 2000-12-07 | 2003-03-18 | Univation Technologies, Llc | Support materials for use with polymerization catalysts |
| DE10162532C1 (de) | 2001-12-19 | 2003-10-09 | Hilti Ag | Expandierbare Graphit-Intercalationsverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US20230167208A1 (en) * | 2021-11-30 | 2023-06-01 | Braskem S.A. | Heterogeneous catalyst for highly-reactive polyisobutylene |
-
1978
- 1978-07-24 CA CA307,949A patent/CA1108799A/en not_active Expired
- 1978-07-25 AR AR273057A patent/AR217308A1/es active
- 1978-07-27 IN IN823/CAL/78A patent/IN149826B/en unknown
- 1978-07-28 IT IT26295/78A patent/IT1097765B/it active
- 1978-07-28 GB GB787831454A patent/GB2001662B/en not_active Expired
- 1978-07-31 JP JP9269278A patent/JPS5441986A/ja active Granted
- 1978-07-31 BE BE189602A patent/BE869393A/xx not_active IP Right Cessation
- 1978-08-01 FR FR7822658A patent/FR2399446A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT7826295A0 (it) | 1978-07-28 |
| FR2399446B3 (OSRAM) | 1981-03-06 |
| IT1097765B (it) | 1985-08-31 |
| JPH0131529B2 (OSRAM) | 1989-06-27 |
| AR217308A1 (es) | 1980-03-14 |
| IN149826B (OSRAM) | 1982-05-01 |
| BE869393A (fr) | 1978-11-16 |
| JPS5441986A (en) | 1979-04-03 |
| GB2001662B (en) | 1982-04-28 |
| GB2001662A (en) | 1979-02-07 |
| FR2399446A1 (fr) | 1979-03-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1108799A (en) | Polymerization process | |
| KR101719221B1 (ko) | 에틸렌의 올리고머화 방법 | |
| SU438187A1 (ru) | Способ получени полиолефинов | |
| US5126414A (en) | Control of oligomer level in low pressure polyethylene reactor systems | |
| US4851488A (en) | Process for altering hydrogenated polymer compositions from high melt flow to low melt flow | |
| KR920004435A (ko) | 기체상 중합방법 | |
| KR20130008551A (ko) | 고반응성 이소부텐 단독중합체 또는 공중합체의 제조 방법 | |
| JP2000136207A (ja) | 賦活したハロゲン化アルキルアルミニウムを使用するブチルゴムの改良された製造法 | |
| KR20020054344A (ko) | 이소부틸렌 공중합체의 제조법 | |
| JPS6045208B2 (ja) | ポリ−ｎ−ブテンの製造法 | |
| US4110410A (en) | Oligomerization of olefins | |
| US3149136A (en) | Aluminum diene polymers | |
| US4883847A (en) | Process to terminate an olefin polymerization reaction | |
| CA2493729A1 (en) | Process for polymerizing cationically polymerizable monomers | |
| KR100522271B1 (ko) | 중합 개시법 | |
| JP7078953B2 (ja) | 高反応性オレフィン機能性ポリマーを作製するための重合開始系および方法 | |
| CA1283997C (en) | Fixed bed process for polymerizing liquid butenes | |
| EP0752913B1 (en) | Supported lewis acid catalysts for hydrocarbon conversion reactions | |
| CN1239481A (zh) | 聚合反应的暂时空运转 | |
| US4119677A (en) | Titanium tetrachloride as heterogeneous catalyst for transalkylation of alkylaromatic hydrocarbons | |
| US3180837A (en) | Polymerization catalyst containing polymeric diene-aluminum compounds | |
| US4982045A (en) | Fixed bed process for polymerizing liquid butenes | |
| US3497568A (en) | Continuous process for polymerizing olefins | |
| Cai et al. | New approaches to immobilization of aluminum chloride on γ-alumina and its regeneration after deactivation | |
| AU2932900A (en) | Isobutene polymerisation process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |