GB637595A - Demethylation of methylbenzenes - Google Patents

Demethylation of methylbenzenes

Info

Publication number
GB637595A
GB637595A GB14326/47A GB1432647A GB637595A GB 637595 A GB637595 A GB 637595A GB 14326/47 A GB14326/47 A GB 14326/47A GB 1432647 A GB1432647 A GB 1432647A GB 637595 A GB637595 A GB 637595A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
toluene
partial pressure
xylenes
al2o3
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
GB14326/47A
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.)
California Research LLC
Original Assignee
California Research LLC
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 California Research LLC filed Critical California Research LLC
Publication of GB637595A publication Critical patent/GB637595A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C4/00Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
    • C07C4/08Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
    • C07C4/12Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
    • C07C4/14Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene splitting taking place at an aromatic-aliphatic bond
    • C07C4/18Catalytic processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04Alumina

Abstract

Methylbenzenes are demethylated by contacting with activated alumina at 800 DEG F. upwards, preferably 1000-1200 DEG F., and under a partial pressure of hydrogen of at least 100 p.s.i.g. Toluene, xylenes, and trimethyl benzenes such as mesitylene are specified feedstocks, also mixtures such as toluene and xylene or fractions containing one or more of the reactants. In general, the hydrogen partial pressure is 100-3000, preferably above 500 p.s.i. Preferably the molar ratio of hydrogen to methyl benzenes is at least 2 : 1, especially 4 to 10 : 1 or more. The contact time is correlated with hydrogen partial pressure, temperature, and catalyst activity and is generally below 50 secs. Space velocities are usually 0.2-5, preferably 0.6-1.0. Aluminas of high specific surface areas are preferred. Commercial activated aluminas are generally dried, e.g. at 1050 DEG F. for 2 1/2 hours, before use. Aluminium oxide hydrate may be calcined to give a dehydrated oxide substantially in the gamma form. Preferably, alumina is the sole catalyst and is used at 1050-1200 DEG F. Hydrogen halide, e.g. 1-6 mol. per cent of the reaction mixture may, however, be present when preferred temperatures are 900-1100 DEG F. Comparative figures are given for conversions of toluene, xylenes, and a crude 329-380 DEG F. fraction using activated alumina catalysts and Cr2O3-Al2O3, SiO2-Al2O3 or silica gel.
GB14326/47A 1946-06-10 1947-05-29 Demethylation of methylbenzenes Expired GB637595A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US637595XA 1946-06-10 1946-06-10

Publications (1)

Publication Number Publication Date
GB637595A true GB637595A (en) 1950-05-24

Family

ID=22051310

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14326/47A Expired GB637595A (en) 1946-06-10 1947-05-29 Demethylation of methylbenzenes

Country Status (1)

Country Link
GB (1) GB637595A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2656397A (en) * 1952-03-08 1953-10-20 Shell Dev Isomerization and separation of xylenes
US2709193A (en) * 1950-07-17 1955-05-24 Ici Ltd Dealkylation of aromatic hydrocarbons
US2773917A (en) * 1952-09-16 1956-12-11 Socony Mobil Oil Co Demethylation over chromia or molybdena catalysts
US2786876A (en) * 1952-09-16 1957-03-26 Socony Mobil Oil Co Inc Demethylation of methylbenzenes
US2795633A (en) * 1952-09-16 1957-06-11 Socony Mobil Oil Co Inc Demethylation process

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2709193A (en) * 1950-07-17 1955-05-24 Ici Ltd Dealkylation of aromatic hydrocarbons
US2656397A (en) * 1952-03-08 1953-10-20 Shell Dev Isomerization and separation of xylenes
US2773917A (en) * 1952-09-16 1956-12-11 Socony Mobil Oil Co Demethylation over chromia or molybdena catalysts
US2786876A (en) * 1952-09-16 1957-03-26 Socony Mobil Oil Co Inc Demethylation of methylbenzenes
US2795633A (en) * 1952-09-16 1957-06-11 Socony Mobil Oil Co Inc Demethylation process

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