GB764338A - Improvements in or relating to preparation of m- and p-diisopropylbenzenes - Google Patents

Improvements in or relating to preparation of m- and p-diisopropylbenzenes

Info

Publication number
GB764338A
GB764338A GB12055/54A GB1205554A GB764338A GB 764338 A GB764338 A GB 764338A GB 12055/54 A GB12055/54 A GB 12055/54A GB 1205554 A GB1205554 A GB 1205554A GB 764338 A GB764338 A GB 764338A
Authority
GB
United Kingdom
Prior art keywords
diisopropylbenzene
acid
cumene
aluminium chloride
temperature
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
GB12055/54A
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co Ltd
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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Publication of GB764338A publication Critical patent/GB764338A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02—Monocyclic hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
    • C07C6/123—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of only one hydrocarbon
    • 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
    • C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • C07C2527/126—Aluminium chloride

Landscapes

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

Abstract

A diisopropylbenzene substantially free from o-diisopropylbenzene and trimethylindane is obtained by propylating benzene with a propylene containing gas containing no higher molecular weight unsaturates in the presence of an acid-acting condensation catalyst to produce substantially pure cumene, which is contacted with 0.1 to 2.0 mols. per cent of aluminium chloride at a temperature of 65-115 DEG C. until the reaction mixture contains a substantial amount of m-diisopropylbenzene, and separating the diisopropylbenzene from the reaction mixture by distillation. The propylene containing gas may be a refinery gas which contains also ethylene, but must be free from butene or butadiene. The acid acting catalyst may be 80 per cent sulphuric acid, phosphoric acid on kiesleguhr, ferric or cupric pyrrophosphate, aluminium chloride, zinc chloride, acid clays, hydrogen fluoride or boron trifluoride. In the second stage, anhydrous aluminium chloride powder is added to the cumene at a temperature which is preferably below 50 DEG C. and the temperature slowly allowed to rise to 65-115 DEG C. The percentage composition of the resulting mixture is approximately benzene 17, cumene 51, m-diisopropylbenzene 20, p-diisopropylbenzene 10, and triisopropylbenzene 2. Specification 763,179 is referred to.
GB12055/54A 1953-06-29 1954-04-26 Improvements in or relating to preparation of m- and p-diisopropylbenzenes Expired GB764338A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US764338XA 1953-06-29 1953-06-29

Publications (1)

Publication Number Publication Date
GB764338A true GB764338A (en) 1956-12-28

Family

ID=22131973

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12055/54A Expired GB764338A (en) 1953-06-29 1954-04-26 Improvements in or relating to preparation of m- and p-diisopropylbenzenes

Country Status (1)

Country Link
GB (1) GB764338A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0149508A1 (en) * 1984-01-04 1985-07-24 Mobil Oil Corporation Production of para-diisopropylbenzene and use of the same in the production of hydroquinone
WO2002088052A1 (en) * 2001-04-27 2002-11-07 Exxonmobil Chemical Patents Inc. Production of diisopropylbenzene

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0149508A1 (en) * 1984-01-04 1985-07-24 Mobil Oil Corporation Production of para-diisopropylbenzene and use of the same in the production of hydroquinone
WO2002088052A1 (en) * 2001-04-27 2002-11-07 Exxonmobil Chemical Patents Inc. Production of diisopropylbenzene
US6933419B2 (en) 2001-04-27 2005-08-23 Exxonmobil Oil Corporation Production of diisopropylbenzene
US7432405B2 (en) 2001-04-27 2008-10-07 Exxonmobil Oil Corporation Production of diisopropylbenzene by disproportion of cumene in the presence of a TEA-mordenite catalyst

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