GB1205397A - Production of isoprene - Google Patents

Production of isoprene

Info

Publication number
GB1205397A
GB1205397A GB24520/67A GB2452067A GB1205397A GB 1205397 A GB1205397 A GB 1205397A GB 24520/67 A GB24520/67 A GB 24520/67A GB 2452067 A GB2452067 A GB 2452067A GB 1205397 A GB1205397 A GB 1205397A
Authority
GB
United Kingdom
Prior art keywords
catalyst
isoprene
alcohol
halide
formaldehyde
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
GB24520/67A
Inventor
Gordon Foster Peter Johnson
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.)
BP PLC
Original Assignee
BP PLC
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 BP PLC filed Critical BP PLC
Priority to GB24520/67A priority Critical patent/GB1205397A/en
Publication of GB1205397A publication Critical patent/GB1205397A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • 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
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04—Alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/12—Silica and alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/26—Chromium
    • 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
    • C07C2527/10—Chlorides
    • C07C2527/11—Hydrogen chloride
    • 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
    • C07C2527/14—Phosphorus; Compounds thereof
    • C07C2527/16—Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
    • 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
    • C07C2527/14—Phosphorus; Compounds thereof
    • C07C2527/16—Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
    • C07C2527/173—Phosphoric acid or other acids with the formula Hn+2PnO3n+1

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1,205,397. Isoprene. BRITISH PETROLEUM CO. Ltd. 13 May, 1968 [26 May, 1967], No. 24520/67. Heading C5E. Isoprene is prepared by reacting isobutene and formaldehyde with or without a metal halide catalyst to give an unsaturated alcohol and subsequently dehydrating the alcohol to isoprene. The first stage may be carried out at 0-250‹ C. in an inert solvent, e.g. chloroform, in the presence of a zinc halide, stannic halide or silicon tetrahalide. The dehydration may be carried out at 140-500‹ C. in the presence of a catalyst having acid sites e.g. HCl gas absorbed on a support, an aluminosilicate, alumina, an ammonium salt, Cr 2 O 3 , supported phosphoric acid, an alkali or alkaline earth metal sulphate or phosphate, or alkaline ferric oxide. The formaldehyde may be in the liquid but is preferably in the gaseous phase; in reactions where a catalyst is present paraformaldehyde may be used. Before carrying out the second stage of the reaction the crude alcohol is preferably treated with a base to destroy the catalyst and distilled.
GB24520/67A 1967-05-26 1967-05-26 Production of isoprene Expired GB1205397A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB24520/67A GB1205397A (en) 1967-05-26 1967-05-26 Production of isoprene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB24520/67A GB1205397A (en) 1967-05-26 1967-05-26 Production of isoprene

Publications (1)

Publication Number Publication Date
GB1205397A true GB1205397A (en) 1970-09-16

Family

ID=10212947

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24520/67A Expired GB1205397A (en) 1967-05-26 1967-05-26 Production of isoprene

Country Status (1)

Country Link
GB (1) GB1205397A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0034767A2 (en) * 1980-02-14 1981-09-02 Süd-Chemie Ag Process for the production of olefins
CN102659518A (en) * 2012-05-04 2012-09-12 大连理工大学 Method for preparing 3-methyl-3-butylene-1-alcohol
ITMI20111015A1 (en) * 2011-06-06 2012-12-07 C T I Chemical Technologies Intern Ational S R L ISOPRENOL PRODUCTION PROCESS.
CN107614464A (en) * 2015-06-03 2018-01-19 株式会社可乐丽 The manufacture method of conjugated diene
WO2020049111A1 (en) 2018-09-05 2020-03-12 Basf Se Process for producing isoprenol
WO2020058119A1 (en) 2018-09-18 2020-03-26 Basf Se Process to recover high quality 3-methyl-but-3-en-1-ol

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0034767A2 (en) * 1980-02-14 1981-09-02 Süd-Chemie Ag Process for the production of olefins
EP0034767A3 (en) * 1980-02-14 1981-09-09 Sud-Chemie Ag Process for the production of olefins
ITMI20111015A1 (en) * 2011-06-06 2012-12-07 C T I Chemical Technologies Intern Ational S R L ISOPRENOL PRODUCTION PROCESS.
CN102659518A (en) * 2012-05-04 2012-09-12 大连理工大学 Method for preparing 3-methyl-3-butylene-1-alcohol
CN107614464A (en) * 2015-06-03 2018-01-19 株式会社可乐丽 The manufacture method of conjugated diene
EP3305747A4 (en) * 2015-06-03 2019-01-09 Kuraray Co., Ltd. Method for producing conjugated diene
US11198657B2 (en) 2015-06-03 2021-12-14 Kuraray Co., Ltd. Method for producing conjugated diene
WO2020049111A1 (en) 2018-09-05 2020-03-12 Basf Se Process for producing isoprenol
WO2020058119A1 (en) 2018-09-18 2020-03-26 Basf Se Process to recover high quality 3-methyl-but-3-en-1-ol
US11976030B2 (en) 2018-09-18 2024-05-07 Basf Se Process to recover high quality 3-methyl-but-3-en-1-ol

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees