GB616844A - Improvements in the production of styrene and styrene compounds - Google Patents

Improvements in the production of styrene and styrene compounds

Info

Publication number
GB616844A
GB616844A GB2452646A GB2452646A GB616844A GB 616844 A GB616844 A GB 616844A GB 2452646 A GB2452646 A GB 2452646A GB 2452646 A GB2452646 A GB 2452646A GB 616844 A GB616844 A GB 616844A
Authority
GB
United Kingdom
Prior art keywords
ethanol
silica gel
styrene
prepared
oxide
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
GB2452646A
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.)
Carbide and Carbon Chemicals Corp
Original Assignee
Carbide and Carbon Chemicals Corp
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 Carbide and Carbon Chemicals Corp filed Critical Carbide and Carbon Chemicals Corp
Priority to GB2452646A priority Critical patent/GB616844A/en
Publication of GB616844A publication Critical patent/GB616844A/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
    • C07C1/207—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms from carbonyl compounds
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • 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
    • 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
    • C07C2521/08—Silica
    • 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
    • C07C2521/14—Silica and magnesia
    • 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
    • C07C2523/28—Molybdenum

Landscapes

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

Abstract

Styrene is prepared by reacting acetophenone with a primary or secondary alcohol containing two or more carbon atoms in the molecule in the vapour phase in the presence of a dehydrating-dehydrogenation catalyst at 200-500 DEG C., preferably 300-400 DEG C. By using mono-, di-or tri-chlorine or mono- or di-methyl nuclearly substituted acetophenones the correspondingly substituted styrene is obtained. It is preferred to use a threeto nine-fold molar excess of alcohol which is converted to the correponding ketone and alcohols specified are ethanol, isopropanol, primary or secondary butanols, pentanols or hexanols. Catalysts instanced are silica-gel, alumina, titania, zirconia, molybdenum oxide, tantalum oxide and magnesium silicate. The acetophenone may be obtained by oxidizing ethyl-benzene and so include a considerable proportion of phenyl - methylcarbinol. In examples, styrene is prepared from acetophenone and ethanol using (1) magnesium silicate, (2) zirconium oxide, (3) molybdenum oxide, (4) tantalum oxide, (9) silica gel and (8) from oxidized ethyl benzene, ethanol and silica gel; mixed o- and p-monochlorostyrene is prepared from mixed o- and p-chlorophenyl methyl ketone and ethanol with (5) tantalum oxide, (6) alumina gel, (7) titanium oxide, (10) silica gel and (11) from chlorophenyl methyl ketone, isopropyl alcohol and silica gel; and (12) 2,5-dichlorostyrene is prepared from 2,5-dichlorophenyl methyl ketone, ethanol and silica gel and isomeric dichlorostyrenes in (13) from oxidized ethyldichlorobenzenes, ethanol and silica gel.
GB2452646A 1946-08-17 1946-08-17 Improvements in the production of styrene and styrene compounds Expired GB616844A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2452646A GB616844A (en) 1946-08-17 1946-08-17 Improvements in the production of styrene and styrene compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2452646A GB616844A (en) 1946-08-17 1946-08-17 Improvements in the production of styrene and styrene compounds

Publications (1)

Publication Number Publication Date
GB616844A true GB616844A (en) 1949-01-27

Family

ID=10213043

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2452646A Expired GB616844A (en) 1946-08-17 1946-08-17 Improvements in the production of styrene and styrene compounds

Country Status (1)

Country Link
GB (1) GB616844A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6156948A (en) * 1997-01-19 2000-12-05 Aventis Research & Technologies Gmbh & Co. Kg Method for preparation of styrenes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6156948A (en) * 1997-01-19 2000-12-05 Aventis Research & Technologies Gmbh & Co. Kg Method for preparation of styrenes

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