GB874507A - Method for isomerizing olefins - Google Patents
Method for isomerizing olefinsInfo
- Publication number
- GB874507A GB874507A GB28633/59A GB2863359A GB874507A GB 874507 A GB874507 A GB 874507A GB 28633/59 A GB28633/59 A GB 28633/59A GB 2863359 A GB2863359 A GB 2863359A GB 874507 A GB874507 A GB 874507A
- Authority
- GB
- United Kingdom
- Prior art keywords
- olefin
- reaction
- boron
- olefins
- diborane
- 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
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Internal olefins are isomerised to a -olefins by first converting to the corresponding boron alkyl, heating the boron alkyl to above 100 DEG C. for a time sufficient to cause isomerisation and recovering the isomerised olefin from the boron alkyl. Mixtures of olefins which may also contain saturated or aromatic hydrocarbons may be treated; C4-C24 olefins may be treated including branched chain olefins such as tetrapropylene and alkenyl cycloalkanes or alkenyl aromatics. The boron alkyl may be prepared (1) by reaction with diborane, (2) by reaction in ether-type solvents with reagents producing diborane, e.g. NaBH4 + BF3.Et2O or (3) by a displacement reaction with a different boron trialkyl. Reaction (1) may be effected at - 50 to 150 DEG C. and 0-2,000 p.s.i.g., reaction (2) at -50 to 150 DEG C. and atmospheric pressure and reaction (3) at 50-250 DEG C. and 0-3,500 p.s.i.g. Non-olefinic materials do not react and may be separated. Isomerisation may be effected at 100-250 DEG C. and may be combined either with the formation of the boron alkyl or the recovery of the olefin. Recovery of the olefin may be by thermal decomposition to diborane or alkylborohydrides at 150-350 DEG C. and atmospheric or reduced pressure or by displacement with a different olefin to give a different boron trialkyl and the required olefin. The boron trialkyl may be recycled as such for further formation of boron alkyl by method (3) or reduced to diborane and recycled for use in method (1). Displacement may be effected at 50-250 DEG C. and 0-3500 p.s.i.g., if desired in the presence of nickel, cobalt, chromium dibenzene, ferrocene or cyclopentadienyl nickel and an amine or ether; preferably the desired olefin is removed as it is formed. Ethylene is the preferred displacing olefin.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US874507XA | 1958-11-28 | 1958-11-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB874507A true GB874507A (en) | 1961-08-10 |
Family
ID=22205261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB28633/59A Expired GB874507A (en) | 1958-11-28 | 1959-08-21 | Method for isomerizing olefins |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB874507A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0991613A1 (en) * | 1997-06-09 | 2000-04-12 | Catalytic Distillation Technologies | Olefin skeletal isomerization process |
WO2014004954A1 (en) * | 2012-06-29 | 2014-01-03 | Dow Global Technologies Llc | Converting linear internal olefins to linear alpha olefins |
CN108892103A (en) * | 2018-06-21 | 2018-11-27 | 南京远淑医药科技有限公司 | A kind of synthetic method of sodium cyanoborohydride |
-
1959
- 1959-08-21 GB GB28633/59A patent/GB874507A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0991613A1 (en) * | 1997-06-09 | 2000-04-12 | Catalytic Distillation Technologies | Olefin skeletal isomerization process |
EP0991613A4 (en) * | 1997-06-09 | 2000-09-20 | Catalytic Distillation Tech | Olefin skeletal isomerization process |
WO2014004954A1 (en) * | 2012-06-29 | 2014-01-03 | Dow Global Technologies Llc | Converting linear internal olefins to linear alpha olefins |
CN108892103A (en) * | 2018-06-21 | 2018-11-27 | 南京远淑医药科技有限公司 | A kind of synthetic method of sodium cyanoborohydride |
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