GB975454A - Isoprene production - Google Patents

Isoprene production

Info

Publication number
GB975454A
GB975454A GB3845260A GB3845260A GB975454A GB 975454 A GB975454 A GB 975454A GB 3845260 A GB3845260 A GB 3845260A GB 3845260 A GB3845260 A GB 3845260A GB 975454 A GB975454 A GB 975454A
Authority
GB
United Kingdom
Prior art keywords
bromine
bromopropane
methylpentene
cracking
bromide
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
GB3845260A
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.)
Goodyear Tire and Rubber Co
Original Assignee
Goodyear Tire and Rubber 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 Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co
Priority to BE610128A priority Critical patent/BE610128A/en
Publication of GB975454A publication Critical patent/GB975454A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/12—Alkadienes
    • C07C11/173—Alkadienes with five carbon atoms
    • C07C11/18—Isoprene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08—Catalytic processes
    • C07C2/26—Catalytic processes with hydrides or organic compounds
    • C07C2/30—Catalytic processes with hydrides or organic compounds containing metal-to-carbon bond; Metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
    • C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
    • C07C4/10—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from acyclic hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Isoprene is obtained by dimerizing propylene to 2-methylpentene-1 in the presence of a catalyst of the formula Me(R)n, where Me is aluminium, gallium, indium or beryllium of valency n and R is hydrogen, alkyl or aryl, and cracking the 2-methylpentene-1 in the presence of bromine or a bromine-producing compound. The dimerization is preferably effected with an aluminium trialkyl at 100-350 DEG C. and 0-5000 p.s.i.g. The cracking is effected at 300-1000 DEG C., 10 mm. Hg to 500 p.s.i.g. using 0.5-50% mol. of bromine based on hexane in the presence of 0.5-15 mols. of diluent per mol. of hexene. Bromine may be supplied per se or as ethyl bromide, 2-bromopropane, 1-bromobutene, 1-bromopropane, alpha-bromotoluene, bromobenzene, 1,2-dibromoethane, ammonium bromide or hydrogen bromide. The diluent may be a hydrocarbon or water. Reference has been directed by the Comptroller to Specifications 831,249 and 868,566.
GB3845260A 1960-04-19 1960-11-09 Isoprene production Expired GB975454A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
BE610128A BE610128A (en) 1960-11-09 1961-11-09 Improvements to the recovery of caprolactam

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US2315160A 1960-04-19 1960-04-19

Publications (1)

Publication Number Publication Date
GB975454A true GB975454A (en) 1964-11-18

Family

ID=21813414

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3845260A Expired GB975454A (en) 1960-04-19 1960-11-09 Isoprene production

Country Status (3)

Country Link
CH (1) CH401027A (en)
DE (1) DE1418861A1 (en)
GB (1) GB975454A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6864398B2 (en) 2000-04-03 2005-03-08 Chevron U.S.A. Inc. Conversion of syngas to distillate fuels

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6864398B2 (en) 2000-04-03 2005-03-08 Chevron U.S.A. Inc. Conversion of syngas to distillate fuels

Also Published As

Publication number Publication date
CH401027A (en) 1965-10-31
DE1418861A1 (en) 1968-10-24

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