GB1104294A - Production of lower alkanols and lower alkyl bromides - Google Patents

Production of lower alkanols and lower alkyl bromides

Info

Publication number
GB1104294A
GB1104294A GB4873363A GB4873363A GB1104294A GB 1104294 A GB1104294 A GB 1104294A GB 4873363 A GB4873363 A GB 4873363A GB 4873363 A GB4873363 A GB 4873363A GB 1104294 A GB1104294 A GB 1104294A
Authority
GB
United Kingdom
Prior art keywords
bromide
hydrogen bromide
bromine
carried out
catalyst
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
GB4873363A
Original Assignee
Ralph William King
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 Ralph William King filed Critical Ralph William King
Priority to GB4873363A priority Critical patent/GB1104294A/en
Priority to GB2966364 priority
Priority claimed from FR997838A external-priority patent/FR1418479A/en
Publication of GB1104294A publication Critical patent/GB1104294A/en
Application status is Expired legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives

Abstract

A C1-C8 alkyl bromide is produced from the corresponding alkane by reacting an excess of the alkane with bromine at elevated temperature to produce the bromide and hydrogen bromide, separating the hydrogen bromide, recovering the alkyl bromide, oxidizing the hydrogen bromide to produce bromine and recycling the bromine to the bromination step. If desired the alkyl bromide may be hydrolysed with water or steam at elevated temperature to give the corresponding alkanol and hydrogen bromide, and the hydrogen bromide separated and oxidized to bromine which is recycled to the bromination step. The bromination step is preferably carried out at 80-450 DEG C. and 1-200 atm. absolute and may be carried out in the presence of a catalyst, e.g. tetraethyl lead or other catalyst generating free radicals, ultraviolet light or a silent electric discharge. The oxidation of the hydrogen bromide may be carried out by molecular oxygen or nitric acid. If oxygen is used, e.g. in the form of air, a catalyst such as nitric acid, nitric oxide, a nitrate or nitrite is preferably also present.
GB4873363A 1963-12-10 1963-12-10 Production of lower alkanols and lower alkyl bromides Expired GB1104294A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB4873363A GB1104294A (en) 1963-12-10 1963-12-10 Production of lower alkanols and lower alkyl bromides
GB2966364 1964-07-23

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
GB4873363A GB1104294A (en) 1963-12-10 1963-12-10 Production of lower alkanols and lower alkyl bromides
DE19641468781 DE1468781A1 (en) 1963-12-10 1964-11-25 Producing lower alkanols and lower alkyl bromides
FR997838A FR1418479A (en) 1963-12-10 1964-12-08 Improvements to processes for the production of lower alkanols and lower alkyl bromides
BE656849D BE656849A (en) 1963-12-10 1964-12-09
NL6414356A NL6414356A (en) 1963-12-10 1964-12-10

Publications (1)

Publication Number Publication Date
GB1104294A true GB1104294A (en) 1968-02-21

Family

ID=26260016

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4873363A Expired GB1104294A (en) 1963-12-10 1963-12-10 Production of lower alkanols and lower alkyl bromides

Country Status (4)

Country Link
BE (1) BE656849A (en)
DE (1) DE1468781A1 (en)
GB (1) GB1104294A (en)
NL (1) NL6414356A (en)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1983000859A1 (en) * 1981-09-01 1983-03-17 George Andrew Olah Methyl halides and methyl alcohol from methane
GB2120249A (en) * 1982-05-15 1983-11-30 British Petroleum Co Plc Process for the production of methyl or ethyl mono-halide
US4523040A (en) * 1981-09-01 1985-06-11 Olah George A Methyl halides and methyl alcohol from methane
US7244867B2 (en) 2004-04-16 2007-07-17 Marathon Oil Company 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
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
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

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4990696A (en) * 1988-12-29 1991-02-05 Stauffer John E Methyl alcohol process
US5185479A (en) * 1992-04-21 1993-02-09 Stauffer John E Process for methyl alcohol

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4523040A (en) * 1981-09-01 1985-06-11 Olah George A Methyl halides and methyl alcohol from methane
WO1983000859A1 (en) * 1981-09-01 1983-03-17 George Andrew Olah Methyl halides and methyl alcohol from methane
GB2120249A (en) * 1982-05-15 1983-11-30 British Petroleum Co Plc Process for the production of methyl or ethyl mono-halide
US7838708B2 (en) 2001-06-20 2010-11-23 Grt, Inc. Hydrocarbon conversion process improvements
US8415512B2 (en) 2001-06-20 2013-04-09 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
US7674941B2 (en) 2004-04-16 2010-03-09 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
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
US7348464B2 (en) 2004-04-16 2008-03-25 Marathon Oil Company Process for converting gaseous alkanes to liquid hydrocarbons
US7244867B2 (en) 2004-04-16 2007-07-17 Marathon Oil Company Process 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
US8232441B2 (en) 2004-04-16 2012-07-31 Marathon Gtf Technology, Ltd. Process for converting gaseous alkanes to 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
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
US8198495B2 (en) 2010-03-02 2012-06-12 Marathon Gtf Technology, Ltd. 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

Also Published As

Publication number Publication date
DE1468781A1 (en) 1969-05-08
BE656849A (en) 1965-06-08
NL6414356A (en) 1965-06-11

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