GB775590A - Improvements in or relating to production of ethyl toluenes - Google Patents

Improvements in or relating to production of ethyl toluenes

Info

Publication number
GB775590A
GB775590A GB2973954A GB2973954A GB775590A GB 775590 A GB775590 A GB 775590A GB 2973954 A GB2973954 A GB 2973954A GB 2973954 A GB2973954 A GB 2973954A GB 775590 A GB775590 A GB 775590A
Authority
GB
United Kingdom
Prior art keywords
deg
ethyltoluene
meta
toluene
interaction
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
GB2973954A
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.)
Standard Oil Co
Original Assignee
Standard Oil Co
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
Priority to US775590XA priority Critical
Application filed by Standard Oil Co filed Critical Standard Oil Co
Publication of GB775590A publication Critical patent/GB775590A/en
Application status is Expired legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12Preparation 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
    • C07C6/126Preparation 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 more than one hydrocarbon

Abstract

Meta-ethyltoluene and 1,3,5-diethyltoluene are made by interacting toluene and ethylbenzene, di-or tri-ethylbenzene in the molar ratio of toluene to ethyl groups of at least 0.5 with at least enough liquid hydrogen fluoride to form a separate acid phase and with at least 0.5 mol. of boron trifluoride per mol. of ethyl groups under anhydrous conditions at a temperature not above 135 DEG C., e.g. a temperature in the range - 20 DEG to 100 DEG C., for sufficient time, removing the hydrogen fluoride and boron trifluoride from the acid phase, and fractionating the hydrocarbon mixture which remains. A meta-ethyltoluene fraction may be obtained after interaction for 5 minutes to 2 hours at 50-10 DEG C. of a toluene and ethylbenzene mixture with 5-20 mols. of hydrogen fluoride and at least one mol. of boron trifluoride per mol. of ethylbenzene, and meta-ethyltoluene and 1,3,5-diethyltoluene fractions may be obtained after interaction for 2 minutes to 15 hours, at 100-30 DEG C. of these reactants. A meta-ethyltoluene fraction may be obtained after interaction for 30 minutes to 12 hours of a toluene and diethylbenzene mixture with 5-20 mols. of hydrogen fluoride and at least 2 mols. of boron trifluoride per mol. of the alkyl benzene, and meta-ethyltoluene and 1,3,5-diethyltoluene fractions may be obtained after interaction for 5 minutes to 36 hours at 100-30 DEG C. of these reactants.
GB2973954A 1953-11-27 1954-10-15 Improvements in or relating to production of ethyl toluenes Expired GB775590A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US775590XA true 1953-11-27 1953-11-27

Publications (1)

Publication Number Publication Date
GB775590A true GB775590A (en) 1957-05-29

Family

ID=22138776

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2973954A Expired GB775590A (en) 1953-11-27 1954-10-15 Improvements in or relating to production of ethyl toluenes

Country Status (1)

Country Link
GB (1) GB775590A (en)

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3123547A (en) * 1964-03-03 Fluidized catalytic cracking process
US7674941B2 (en) 2004-04-16 2010-03-09 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US7838708B2 (en) 2001-06-20 2010-11-23 Grt, Inc. Hydrocarbon conversion process improvements
US7847139B2 (en) 2003-07-15 2010-12-07 Grt, Inc. Hydrocarbon synthesis
US7880041B2 (en) 2004-04-16 2011-02-01 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to liquid hydrocarbons
US7883568B2 (en) 2006-02-03 2011-02-08 Grt, Inc. Separation of light gases from halogens
US7964764B2 (en) 2003-07-15 2011-06-21 Grt, Inc. Hydrocarbon synthesis
US7998438B2 (en) 2007-05-24 2011-08-16 Grt, Inc. Zone reactor incorporating reversible hydrogen halide capture and release
US8008535B2 (en) 2004-04-16 2011-08-30 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to olefins and liquid hydrocarbons
US8053616B2 (en) 2006-02-03 2011-11-08 Grt, Inc. Continuous process for converting natural gas to liquid hydrocarbons
US8173851B2 (en) 2004-04-16 2012-05-08 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US8198495B2 (en) 2010-03-02 2012-06-12 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US8273929B2 (en) 2008-07-18 2012-09-25 Grt, Inc. Continuous process for converting natural gas to liquid hydrocarbons
US8282810B2 (en) 2008-06-13 2012-10-09 Marathon Gtf Technology, Ltd. Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery
US8367884B2 (en) 2010-03-02 2013-02-05 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US8436220B2 (en) 2011-06-10 2013-05-07 Marathon Gtf Technology, Ltd. Processes and systems for demethanization of brominated hydrocarbons
US8642822B2 (en) 2004-04-16 2014-02-04 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor
US8802908B2 (en) 2011-10-21 2014-08-12 Marathon Gtf Technology, Ltd. Processes and systems for separate, parallel methane and higher alkanes' bromination
US8815050B2 (en) 2011-03-22 2014-08-26 Marathon Gtf Technology, Ltd. Processes and systems for drying liquid bromine
US8829256B2 (en) 2011-06-30 2014-09-09 Gtc Technology Us, Llc Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons
US9193641B2 (en) 2011-12-16 2015-11-24 Gtc Technology Us, Llc Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems
US9206093B2 (en) 2004-04-16 2015-12-08 Gtc Technology Us, Llc Process for converting gaseous alkanes to liquid hydrocarbons

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3123547A (en) * 1964-03-03 Fluidized catalytic cracking process
US8415512B2 (en) 2001-06-20 2013-04-09 Grt, Inc. Hydrocarbon conversion process improvements
US7838708B2 (en) 2001-06-20 2010-11-23 Grt, Inc. Hydrocarbon conversion process improvements
US7964764B2 (en) 2003-07-15 2011-06-21 Grt, Inc. Hydrocarbon synthesis
US7847139B2 (en) 2003-07-15 2010-12-07 Grt, Inc. Hydrocarbon synthesis
US7880041B2 (en) 2004-04-16 2011-02-01 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to liquid hydrocarbons
US8642822B2 (en) 2004-04-16 2014-02-04 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor
US8232441B2 (en) 2004-04-16 2012-07-31 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to liquid hydrocarbons
US7674941B2 (en) 2004-04-16 2010-03-09 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US8008535B2 (en) 2004-04-16 2011-08-30 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to olefins and liquid hydrocarbons
US8173851B2 (en) 2004-04-16 2012-05-08 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US9206093B2 (en) 2004-04-16 2015-12-08 Gtc Technology Us, Llc Process for converting gaseous alkanes to liquid hydrocarbons
US7883568B2 (en) 2006-02-03 2011-02-08 Grt, Inc. Separation of light gases from halogens
US8053616B2 (en) 2006-02-03 2011-11-08 Grt, Inc. Continuous process for converting natural gas to liquid hydrocarbons
US8921625B2 (en) 2007-02-05 2014-12-30 Reaction35, LLC Continuous process for converting natural gas to liquid hydrocarbons
US7998438B2 (en) 2007-05-24 2011-08-16 Grt, Inc. Zone reactor incorporating reversible hydrogen halide capture and release
US8282810B2 (en) 2008-06-13 2012-10-09 Marathon Gtf Technology, Ltd. Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery
US8415517B2 (en) 2008-07-18 2013-04-09 Grt, Inc. Continuous process for converting natural gas to liquid hydrocarbons
US8273929B2 (en) 2008-07-18 2012-09-25 Grt, Inc. Continuous process for converting natural gas to liquid hydrocarbons
US8198495B2 (en) 2010-03-02 2012-06-12 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US8367884B2 (en) 2010-03-02 2013-02-05 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US9133078B2 (en) 2010-03-02 2015-09-15 Gtc Technology Us, Llc Processes and systems for the staged synthesis of alkyl bromides
US8815050B2 (en) 2011-03-22 2014-08-26 Marathon Gtf Technology, Ltd. Processes and systems for drying liquid bromine
US8436220B2 (en) 2011-06-10 2013-05-07 Marathon Gtf Technology, Ltd. Processes and systems for demethanization of brominated hydrocarbons
US8829256B2 (en) 2011-06-30 2014-09-09 Gtc Technology Us, Llc Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons
US8802908B2 (en) 2011-10-21 2014-08-12 Marathon Gtf Technology, Ltd. Processes and systems for separate, parallel methane and higher alkanes' bromination
US9193641B2 (en) 2011-12-16 2015-11-24 Gtc Technology Us, Llc Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems

Similar Documents

Publication Publication Date Title
GB1015657A (en) Process for the production of polyether-thioethers
CH339194A (en) A process for producing high molecular weight reaction products of polyisocyanates with Alkylenoxydanlagerungsprodukten
DE1057711B (en) Composite process for upgrading gasoline
ES482365A1 (en) Procedure for the obtaining of 1-deoxy-nojirimycin.
GB1137658A (en) Conversion of isocyanates to carbodiimides
GB1193401A (en) Liquid diphenylmethane diisocyanate compositions
GB905314A (en) The production of cyclic phosphonitrilic chloride polymers
FR4628M (en)
US3234264A (en) 1-cyano and 1-carbamoyl-3-alkylbicyclo [1.1.0] butanes and processes for preparing the same
GB1017605A (en) Improvements in or relating to the preparation of dialkyl terephthalates
GB977322A (en) High energy fuels and methods
GB1074402A (en) Improvements in and relating to the preparation of organoantimony compounds
GB577976A (en) Improvements in the manufacture of silicon material for crystal contacts
DK78069C (en) A process for the preparation of crystalline insulin.
ES247016A1 (en) A process for the polymerization of an alpha-olefinic hydrocarbon
NL6512737A (en)
GB844590A (en) Preparation of aluminium trialkyls
GB1068649A (en) Production of 1,2,4-trimethyl-5-isopropyl benzene
FR1017881A (en) Process for preparing the benzene dicarboxylic acids
ES261520A1 (en) Process for the preparation of new products of condensation tetramers aluros of cianëgeno
GB957953A (en) Steroids and their production
US2955129A (en) Preparation of tert.-alkyliso-thiocyanates
FR1247170A (en) A process for preparing rubber compositions vulcanizable silicone cold
GB1121076A (en) Process for preparing 3-aminoisoxazole derivatives
DE1052401B (en) A process for the preparation of iron organic compounds