GB874507A - Method for isomerizing olefins - Google Patents

Method for isomerizing olefins

Info

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
Application number
GB28633/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB874507A publication Critical patent/GB874507A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00Aliphatic unsaturated hydrocarbons
    • C07C11/02Alkenes

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.
GB28633/59A 1958-11-28 1959-08-21 Method for isomerizing olefins Expired GB874507A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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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