GB1385348A - Process for the catalytic production of dienes from aldehydes - Google Patents

Process for the catalytic production of dienes from aldehydes

Info

Publication number
GB1385348A
GB1385348A GB5868472A GB5868472A GB1385348A GB 1385348 A GB1385348 A GB 1385348A GB 5868472 A GB5868472 A GB 5868472A GB 5868472 A GB5868472 A GB 5868472A GB 1385348 A GB1385348 A GB 1385348A
Authority
GB
United Kingdom
Prior art keywords
butyraldehyde
aldehyde
dec
methyl
conjugated dienes
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
GB5868472A
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.)
Erdoelchemie GmbH
Original Assignee
Erdoelchemie GmbH
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 Erdoelchemie GmbH filed Critical Erdoelchemie GmbH
Publication of GB1385348A publication Critical patent/GB1385348A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides 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
    • C07C2527/14—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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1385348 Conjugated dienes ERDOLCHEMIE GmbH 20 Dec 1972 [21 Dec 1971] 58684/72 Heading C5E Conjugated dienes are produced by dehydrating an aldehyde having the same number of carbon atoms with an acidic catalyst. The aldehyde has the general Formula (I) in which the radicals R 1 , R 2 , R 3 and R 4 are each H, aliphatic or aromatic hydrocarbon radicals. The reaction may be carried out at 250-500‹ C. optionally in the presence of a carrier gas. The catalyst may be an inorganic acid or an acid salt or anhydride thereof or a mixed anhydride. Suitable catalysts are phosphoric, boric, silicic, and titanic acids, the anhydrides thereof or boron phosphate, a silicoborate or silicotitanate. Examples describe the preparation of isoprene from 2-methyl-butyraldehyde, 1,3-butadiene from n-butyraldehyde and 2-methyl-1,3-pentadiene from 2-methylvaleraldehyde.
GB5868472A 1971-12-21 1972-12-20 Process for the catalytic production of dienes from aldehydes Expired GB1385348A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712163396 DE2163396C3 (en) 1971-12-21 1971-12-21 Process for the production of isoprene

Publications (1)

Publication Number Publication Date
GB1385348A true GB1385348A (en) 1975-02-26

Family

ID=5828645

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5868472A Expired GB1385348A (en) 1971-12-21 1972-12-20 Process for the catalytic production of dienes from aldehydes

Country Status (8)

Country Link
JP (1) JPS4868501A (en)
BE (1) BE793044A (en)
CA (1) CA983532A (en)
DE (1) DE2163396C3 (en)
FR (1) FR2164826B1 (en)
GB (1) GB1385348A (en)
IT (1) IT974147B (en)
NL (1) NL7217219A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4524233A (en) * 1984-09-10 1985-06-18 The Goodyear Tire & Rubber Company Process for the production of dienes from aldehydes
US4547614A (en) * 1983-09-20 1985-10-15 Monsanto Company Process for the preparation of conjugated dienes by dehydration of aldehydes
US4560822A (en) * 1984-05-24 1985-12-24 Basf Aktiengesellschaft Preparation of dienes by dehydration of aldehydes
US4587372A (en) * 1985-08-02 1986-05-06 The Goodyear Tire & Rubber Company Boron phosphate catalyst for the production of dienes from aldehydes
US4632913A (en) * 1985-08-02 1986-12-30 The Goodyear Tire & Rubber Company Boron phosphate catalyst for the production of dienes from aldehydes
US4734538A (en) * 1986-12-24 1988-03-29 Union Carbide Corporation Process for the production of dienes
US5264644A (en) * 1990-06-04 1993-11-23 Enichem Elastomers Limited Preparation of conjugated dienes
WO2019136283A1 (en) 2018-01-04 2019-07-11 Gevo, Inc. Upgrading fusel oil mixtures over heterogeneous catalysts to higher value renewable chemicals

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3264581D1 (en) * 1981-10-28 1985-08-08 Monsanto Co Synthesis of isoprene from linear butenes

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4547614A (en) * 1983-09-20 1985-10-15 Monsanto Company Process for the preparation of conjugated dienes by dehydration of aldehydes
US4560822A (en) * 1984-05-24 1985-12-24 Basf Aktiengesellschaft Preparation of dienes by dehydration of aldehydes
US4524233A (en) * 1984-09-10 1985-06-18 The Goodyear Tire & Rubber Company Process for the production of dienes from aldehydes
EP0174898A2 (en) * 1984-09-10 1986-03-19 The Goodyear Tire & Rubber Company A process for the production of dienes from aldehydes
EP0174898A3 (en) * 1984-09-10 1986-05-28 The Goodyear Tire & Rubber Company A process for the production of dienes from aldehydes
US4587372A (en) * 1985-08-02 1986-05-06 The Goodyear Tire & Rubber Company Boron phosphate catalyst for the production of dienes from aldehydes
US4632913A (en) * 1985-08-02 1986-12-30 The Goodyear Tire & Rubber Company Boron phosphate catalyst for the production of dienes from aldehydes
US4734538A (en) * 1986-12-24 1988-03-29 Union Carbide Corporation Process for the production of dienes
US5264644A (en) * 1990-06-04 1993-11-23 Enichem Elastomers Limited Preparation of conjugated dienes
WO2019136283A1 (en) 2018-01-04 2019-07-11 Gevo, Inc. Upgrading fusel oil mixtures over heterogeneous catalysts to higher value renewable chemicals
US10633320B2 (en) 2018-01-04 2020-04-28 Gevo, Inc. Upgrading fusel oil mixtures over heterogeneous catalysts to higher value renewable chemicals

Also Published As

Publication number Publication date
DE2163396B2 (en) 1978-09-07
BE793044A (en) 1973-06-20
FR2164826A1 (en) 1973-08-03
DE2163396A1 (en) 1973-06-28
CA983532A (en) 1976-02-10
NL7217219A (en) 1973-06-25
DE2163396C3 (en) 1979-05-03
IT974147B (en) 1974-06-20
JPS4868501A (en) 1973-09-18
FR2164826B1 (en) 1976-06-04

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Legal Events

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