GB797989A - Improvements in or relating to the production of olefinic compounds by the continuous catalytic dehydration of alcohols in the liquid phase - Google Patents

Improvements in or relating to the production of olefinic compounds by the continuous catalytic dehydration of alcohols in the liquid phase

Info

Publication number
GB797989A
GB797989A GB22054/55A GB2205455A GB797989A GB 797989 A GB797989 A GB 797989A GB 22054/55 A GB22054/55 A GB 22054/55A GB 2205455 A GB2205455 A GB 2205455A GB 797989 A GB797989 A GB 797989A
Authority
GB
United Kingdom
Prior art keywords
derivatives
olefinic compounds
alcohol
alcohols
liquid phase
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
GB22054/55A
Inventor
Francois Eschard
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
IFP Energies Nouvelles IFPEN
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 IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Publication of GB797989A publication Critical patent/GB797989A/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
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
    • C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
    • 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
    • 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
    • C07C2531/025—Sulfonic acids
    • 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
    • C07C2531/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Olefinic compounds are continuously produced by the acid catalysed dehydration of alcohols in the liquid phase and in the presence of a polar solvent, soluble in the alcohol and of higher boiling point than that of water and the olefinic compounds produced. Olefinic compounds referred to are olefins, cycloalkenes and aromatic compounds containing an olefinic double bond in a side-chain, e.g. styrene. Catalysts referred to are sulphuric, phosphoric and p-toluene sulphonic acids. Polar solvents referred to are phenols, e.g. phenol, cresol and xylenol, phenol derivatives, nitro-aromatic derivatives, e.g. nitrobenzene and nitrotoluene, and acetic acid and its derivatives, e.g. the halogenated derivatives such as mono- and dichloroacetic acids and the corresponding fluoroacetic acids. The dehydration may be carried out by heating a mixture of the catalyst, polar solvent and alcohol to boiling point, distilling off the reaction products and continuously adding additional alcohol to the reaction mixture to maintain the reaction volume constant. The preparation of cyclohexene and primary and secondary octene is described.
GB22054/55A 1954-07-29 1955-07-29 Improvements in or relating to the production of olefinic compounds by the continuous catalytic dehydration of alcohols in the liquid phase Expired GB797989A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR797989X 1954-07-29

Publications (1)

Publication Number Publication Date
GB797989A true GB797989A (en) 1958-07-09

Family

ID=9235991

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22054/55A Expired GB797989A (en) 1954-07-29 1955-07-29 Improvements in or relating to the production of olefinic compounds by the continuous catalytic dehydration of alcohols in the liquid phase

Country Status (1)

Country Link
GB (1) GB797989A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1181207B (en) * 1960-05-26 1964-11-12 Engelhard Ind Inc Process for the dehydration of cyclohexanol to cyclohexene
WO2003024910A1 (en) * 2001-09-17 2003-03-27 Sasol Technology (Pty) Limited Method of increasing the carbon chain length of olefinic compounds
US7858787B2 (en) 2006-09-22 2010-12-28 Shell Oil Company Process for producing olefins

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1181207B (en) * 1960-05-26 1964-11-12 Engelhard Ind Inc Process for the dehydration of cyclohexanol to cyclohexene
WO2003024910A1 (en) * 2001-09-17 2003-03-27 Sasol Technology (Pty) Limited Method of increasing the carbon chain length of olefinic compounds
US7858787B2 (en) 2006-09-22 2010-12-28 Shell Oil Company Process for producing olefins

Similar Documents

Publication Publication Date Title
GB797989A (en) Improvements in or relating to the production of olefinic compounds by the continuous catalytic dehydration of alcohols in the liquid phase
FR2440931B1 (en)
GB655074A (en) An improved process for the preparation of terephthalic acid
Field et al. Alkanesulfonic Acid Anhydrides1
Parker et al. The Thermal Isomerization of allo-Ocimene
GB998974A (en) Synthesis of organic carboxylic acids
GB743736A (en) Phenol production
GB925812A (en) Novel ester of hydroxymethylfurfural and process for its preparation
US2457696A (en) Synthesis of unsaturated ketones
US1804527A (en) Aromatic sulfonic acids and process of preparing the same
GB662491A (en) Process for the preparation of esters of gallic acid with aliphatic alcohols containing at least 7 carbon atoms
GB589501A (en) Improvements in manufacture of chlorinated quinones
GB574738A (en) An improved process for the methylation of aromatic hydrocarbons
GB1007655A (en) Process for the manufacture of organic sulphonylchlorides
Blankespoor et al. 7-Oxabicyclo [2.2. 1] hept-5-ene-2, 3-dione and its radical anion. Experimental and theoretical study
GB855564A (en) Improvements in the preparation of cyclopentane dicarboxylic acids
GB911230A (en) Process for the production of esters of tertiary alcohols
GB762129A (en) Process for the preparation of terephthalic acid
GB762803A (en) Process for the preparation of isophthalic acid
GB571137A (en) Manufacture of thymol
GB343947A (en) Improvements in or relating to the production of organic compounds containing oxygen
GB669756A (en) Improvements in or relating to new methods of conducting the grignard synthesis
GB672475A (en) Bismuth salt of di-n-propyl acetic acid
GB325855A (en) Process for the propylation of ortho-and para-cresol
GB625203A (en) Improvements in or relating to the manufacture of aliphatic diesters of aromatic dicarboxylic acids