JPH0131529B2 - - Google Patents
Info
- Publication number
- JPH0131529B2 JPH0131529B2 JP53092692A JP9269278A JPH0131529B2 JP H0131529 B2 JPH0131529 B2 JP H0131529B2 JP 53092692 A JP53092692 A JP 53092692A JP 9269278 A JP9269278 A JP 9269278A JP H0131529 B2 JPH0131529 B2 JP H0131529B2
- Authority
- JP
- Japan
- Prior art keywords
- feed
- catalyst
- reactor
- butene
- 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
- 239000003054 catalyst Substances 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 28
- 239000000463 material Substances 0.000 claims description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 15
- 229910002804 graphite Inorganic materials 0.000 claims description 15
- 239000010439 graphite Substances 0.000 claims description 15
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 6
- -1 polybutylene Polymers 0.000 claims description 6
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 6
- 239000002808 molecular sieve Substances 0.000 claims description 4
- 229920001748 polybutylene Polymers 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 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 4
- 230000003197 catalytic effect Effects 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 230000004913 activation Effects 0.000 claims 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 16
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 16
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 13
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 10
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 8
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000009830 intercalation Methods 0.000 description 6
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 6
- 230000007423 decrease Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000001282 iso-butane Substances 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 230000002687 intercalation Effects 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- 239000002841 Lewis acid Substances 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 235000013844 butane Nutrition 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 2
- 239000003426 co-catalyst Substances 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
- 239000011491 glass wool Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000642 polymer Polymers 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 150000007517 lewis acids Chemical class 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
- 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
- 239000012071 phase Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011949 solid catalyst 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Polymerisation Methods In General (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US82076377A | 1977-08-01 | 1977-08-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5441986A JPS5441986A (en) | 1979-04-03 |
JPH0131529B2 true JPH0131529B2 (it) | 1989-06-27 |
Family
ID=25231660
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9269278A Granted JPS5441986A (en) | 1977-08-01 | 1978-07-31 | Polymerization method |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS5441986A (it) |
AR (1) | AR217308A1 (it) |
BE (1) | BE869393A (it) |
CA (1) | CA1108799A (it) |
FR (1) | FR2399446A1 (it) |
GB (1) | GB2001662B (it) |
IN (1) | IN149826B (it) |
IT (1) | IT1097765B (it) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1283997C (en) * | 1986-12-12 | 1991-05-07 | Frank Joung-Yei Chen | Fixed bed process for polymerizing liquid butenes |
US4982045A (en) * | 1986-12-12 | 1991-01-01 | Exxon Chemical Patents Inc. | 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 |
EP0700405B1 (en) * | 1993-05-20 | 1998-04-08 | 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 GB GB787831454A patent/GB2001662B/en not_active Expired
- 1978-07-28 IT IT26295/78A patent/IT1097765B/it active
- 1978-07-31 BE BE189602A patent/BE869393A/xx not_active IP Right Cessation
- 1978-07-31 JP JP9269278A patent/JPS5441986A/ja active Granted
- 1978-08-01 FR FR7822658A patent/FR2399446A1/fr active Granted
Also Published As
Publication number | Publication date |
---|---|
GB2001662A (en) | 1979-02-07 |
AR217308A1 (es) | 1980-03-14 |
JPS5441986A (en) | 1979-04-03 |
BE869393A (fr) | 1978-11-16 |
IT7826295A0 (it) | 1978-07-28 |
FR2399446B3 (it) | 1981-03-06 |
CA1108799A (en) | 1981-09-08 |
FR2399446A1 (fr) | 1979-03-02 |
IT1097765B (it) | 1985-08-31 |
IN149826B (it) | 1982-05-01 |
GB2001662B (en) | 1982-04-28 |
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