GB840082A - A process for the preparation of diolefins by dehydrogenation of mono-olefins - Google Patents
A process for the preparation of diolefins by dehydrogenation of mono-olefinsInfo
- Publication number
- GB840082A GB840082A GB75359A GB75359A GB840082A GB 840082 A GB840082 A GB 840082A GB 75359 A GB75359 A GB 75359A GB 75359 A GB75359 A GB 75359A GB 840082 A GB840082 A GB 840082A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxide
- contact
- methyl
- hydrocarbon
- butene
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
- C07C5/3332—Catalytic processes with metal oxides or metal sulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
- C07C5/3335—Catalytic processes with metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Diolefines are prepared by the dehydrogenation of mono-olefines containing at least four carbon atoms in contact with an oxide of iron, cobalt or nickel in a high oxidation state, i.e. one capable of being reduced to an oxide in which the metal is in a lower oxidation state, preferably Fe2O3, Ni2O3 or Co2O3, at 260-540 DEG C. for less than 40 seconds. The metal oxide may be supported on alpha or gamma alumina of surface area 20-150 sq. metres per gram, titania, zirconia, magnesia, silica, natural or synthetic clays, diatomaceous earth or magnetite, the composite containing 10-95% of the metal oxide. The oxide is reduced during the reaction and is frequently regenerated by contact with an oxygen-containing gas, e.g. air, at 260-650 DEG C. for 0.1-5 minutes. Preferably the oxide is treated with a non-oxidizing gas before and after the oxidizing step, suitable gases being nitrogen, flue gas, steam, hydrogen or carbon monoxide. The oxide only becomes fully active after activation by 1-100 cycles of alternate contact with a reducing agent such as hydrocarbon feed at 315-540 DEG C. and an oxidizing agent such as air at up to 650 DEG C., contact times being in the same range as in the process itself. Conversions which may be effected include 1- or 2-butene to 1,3-butadiene, 1- or 2-pentene to 1,3-pentadiene, 2- or 3-methyl-1-butene or 3-methyl-2-butene to isoprene and (methyl)cyclopentene to (methyl) cyclopentadiene. The hydrocarbon should be in the vapour phase and contact times of 0.3-20 seconds are preferred at 0.35-4.2 kg./cm.2 absolute. The contact between solid and vapour may be effected in a co-current up-flow or down-flow reactor or counter-current, the vapours flowing up and the solid down. Amounts of hydrocarbon passed during a reaction cycle may be 0.1-2 parts per 100 parts by weight of solid. Diluents may be employed, e.g. up to 4 times the amount of hydrocarbon of nitrogen, carbon dioxide or steam may be added.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70808158A | 1958-01-10 | 1958-01-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB840082A true GB840082A (en) | 1960-07-06 |
Family
ID=24844307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB75359A Expired GB840082A (en) | 1958-01-10 | 1959-01-08 | A process for the preparation of diolefins by dehydrogenation of mono-olefins |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1295542B (en) |
| FR (1) | FR1218700A (en) |
| GB (1) | GB840082A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0397637A1 (en) * | 1989-05-12 | 1990-11-14 | Fina Research S.A. | Process for the catalytic dehydrogenation of alkylaromatic hydrocarbons |
| EP0403462A1 (en) * | 1989-05-12 | 1990-12-19 | Fina Research S.A. | Process for the catalytic dehydrogenation of hydrocarbons |
| EP0482276A1 (en) * | 1990-10-22 | 1992-04-29 | Fina Research S.A. | Process for the catalytic dehydrogenation of alkylaromatic hydrocarbons |
| BE1004207A3 (en) * | 1989-05-12 | 1992-10-13 | Fina Research | Olefinic hydrocarbon catalytic dehydrogenation method |
| BE1004206A3 (en) * | 1989-05-12 | 1992-10-13 | Fina Research | Paraffinic hydrocarbon catalytic dehydrogenation method |
| BE1004274A3 (en) * | 1989-05-12 | 1992-10-27 | Fina Research | Hydrocarbon catalytic dehydrogenation method |
| US5689005A (en) * | 1994-12-06 | 1997-11-18 | Basf Aktiengesellschaft | Reductive deoxygenation using a redox catalyst |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015197856A1 (en) | 2014-06-27 | 2015-12-30 | IFP Energies Nouvelles | Iron oxide catalyst on an alpha alumina substrate and use thereof in a method for dehydrogenation of monounsaturated hydrocarbons |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2449295A (en) * | 1943-03-19 | 1948-09-14 | Shell Dev | Preparation of autoregenerative catalysts |
-
1959
- 1959-01-08 GB GB75359A patent/GB840082A/en not_active Expired
- 1959-01-08 DE DE1959N0016088 patent/DE1295542B/en active Pending
- 1959-01-08 FR FR783551A patent/FR1218700A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0397637A1 (en) * | 1989-05-12 | 1990-11-14 | Fina Research S.A. | Process for the catalytic dehydrogenation of alkylaromatic hydrocarbons |
| EP0403462A1 (en) * | 1989-05-12 | 1990-12-19 | Fina Research S.A. | Process for the catalytic dehydrogenation of hydrocarbons |
| BE1004207A3 (en) * | 1989-05-12 | 1992-10-13 | Fina Research | Olefinic hydrocarbon catalytic dehydrogenation method |
| BE1004206A3 (en) * | 1989-05-12 | 1992-10-13 | Fina Research | Paraffinic hydrocarbon catalytic dehydrogenation method |
| BE1004205A4 (en) * | 1989-05-12 | 1992-10-13 | Fina Research | Dehydrogenation catalytic process oil alkylaromatic. |
| BE1004274A3 (en) * | 1989-05-12 | 1992-10-27 | Fina Research | Hydrocarbon catalytic dehydrogenation method |
| EP0482276A1 (en) * | 1990-10-22 | 1992-04-29 | Fina Research S.A. | Process for the catalytic dehydrogenation of alkylaromatic hydrocarbons |
| US5689005A (en) * | 1994-12-06 | 1997-11-18 | Basf Aktiengesellschaft | Reductive deoxygenation using a redox catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1295542B (en) | 1969-05-22 |
| FR1218700A (en) | 1960-05-12 |
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