WO2005104689A3 - Process for converting gaseous alkanes to liquid hydrocarbons - Google Patents

Process for converting gaseous alkanes to liquid hydrocarbons Download PDF

Info

Publication number
WO2005104689A3
WO2005104689A3 PCT/US2005/012655 US2005012655W WO2005104689A3 WO 2005104689 A3 WO2005104689 A3 WO 2005104689A3 US 2005012655 W US2005012655 W US 2005012655W WO 2005104689 A3 WO2005104689 A3 WO 2005104689A3
Authority
WO
WIPO (PCT)
Prior art keywords
hydrobromic acid
hydrocarbons
vapor
liquid hydrocarbons
alkanes
Prior art date
Application number
PCT/US2005/012655
Other languages
French (fr)
Other versions
WO2005104689A2 (en
Inventor
John J Waycuilis
Original Assignee
Marathon Oil Co
John J Waycuilis
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 claimed from US10/826,885 external-priority patent/US7244867B2/en
Priority to BRPI0509808-4A priority Critical patent/BRPI0509808B1/en
Priority to KR1020067021375A priority patent/KR101170773B1/en
Priority to JP2007508523A priority patent/JP5150249B2/en
Priority to MXPA06011655A priority patent/MXPA06011655A/en
Priority to NZ550361A priority patent/NZ550361A/en
Priority to EA200601595A priority patent/EA011639B1/en
Priority to EP05735925A priority patent/EP1735255A4/en
Application filed by Marathon Oil Co, John J Waycuilis filed Critical Marathon Oil Co
Priority to CN2005800113352A priority patent/CN101018751B/en
Priority to CA2561133A priority patent/CA2561133C/en
Priority to AU2005237458A priority patent/AU2005237458B2/en
Publication of WO2005104689A2 publication Critical patent/WO2005104689A2/en
Publication of WO2005104689A3 publication Critical patent/WO2005104689A3/en
Priority to TNP2006000327A priority patent/TNSN06327A1/en
Priority to EGNA2006000983 priority patent/EG24300A/en
Priority to NO20065250A priority patent/NO20065250L/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B7/00—Halogens; Halogen acids
    • C01B7/09—Bromine; Hydrogen bromide
    • C01B7/093—Hydrogen bromide
    • 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
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B7/00—Halogens; Halogen acids
    • C01B7/09—Bromine; Hydrogen bromide
    • C01B7/096—Bromine
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B9/00—General methods of preparing halides
    • C01B9/04—Bromides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1025—Natural gas
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20—Characteristics of the feedstock or the products
    • C10G2300/201—Impurities
    • C10G2300/202—Heteroatoms content, i.e. S, N, O, P

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 450° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Propane and butane which comprise a portion of the products may be recovered or recycled back through the process to form additional C5+ hydrocarbons. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.
PCT/US2005/012655 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons WO2005104689A2 (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
AU2005237458A AU2005237458B2 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
EP05735925A EP1735255A4 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
JP2007508523A JP5150249B2 (en) 2004-04-16 2005-04-15 Method for converting gaseous alkanes to liquid hydrocarbons
MXPA06011655A MXPA06011655A (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons.
CN2005800113352A CN101018751B (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
EA200601595A EA011639B1 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
KR1020067021375A KR101170773B1 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
BRPI0509808-4A BRPI0509808B1 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
NZ550361A NZ550361A (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
CA2561133A CA2561133C (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons
TNP2006000327A TNSN06327A1 (en) 2004-04-16 2006-10-13 Process for converting gaseous alkanes to liquid hydrocarbons
EGNA2006000983 EG24300A (en) 2004-04-16 2006-10-15 Process for converting gaseous alkanes to liquid hydrocarbons
NO20065250A NO20065250L (en) 2004-04-16 2006-11-15 Process for converting gaseous alkanes to liquid hydrocarbons

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US10/826,885 US7244867B2 (en) 2004-04-16 2004-04-16 Process for converting gaseous alkanes to liquid hydrocarbons
US10/826,885 2004-04-16
US11/101,886 US7348464B2 (en) 2004-04-16 2005-04-08 Process for converting gaseous alkanes to liquid hydrocarbons
US11/101,886 2005-04-08

Publications (2)

Publication Number Publication Date
WO2005104689A2 WO2005104689A2 (en) 2005-11-10
WO2005104689A3 true WO2005104689A3 (en) 2006-05-04

Family

ID=35242120

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2005/012655 WO2005104689A2 (en) 2004-04-16 2005-04-15 Process for converting gaseous alkanes to liquid hydrocarbons

Country Status (10)

Country Link
EP (1) EP1735255A4 (en)
JP (1) JP5150249B2 (en)
KR (1) KR101170773B1 (en)
AR (1) AR051257A1 (en)
AU (1) AU2005237458B2 (en)
BR (1) BRPI0509808B1 (en)
CA (1) CA2561133C (en)
MX (1) MXPA06011655A (en)
NO (1) NO20065250L (en)
WO (1) WO2005104689A2 (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060100469A1 (en) 2004-04-16 2006-05-11 Waycuilis John J 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
US8642822B2 (en) 2004-04-16 2014-02-04 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor
US20080275284A1 (en) 2004-04-16 2008-11-06 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
US7722850B2 (en) 2005-11-23 2010-05-25 Shell Oil Company Process for sequestration of carbon dioxide by mineral carbonation
EA020442B1 (en) * 2006-02-03 2014-11-28 ДжиАрТи, ИНК. Process for converting hydrocarbon feedstock (embodiments) and system therefor
EP1837320A1 (en) * 2006-03-23 2007-09-26 ETH Zürich Production of saturated C2 to C5 hydrocarbons
EP2039044A2 (en) 2006-06-21 2009-03-25 Qualcomm Incorporated Methods and apparatus for measuring, communicating and/or using interference information
BRPI0713707A2 (en) 2006-06-21 2012-10-30 Qualcomm Inc Wireless Resource Allocation Methods and Appliance
TWI372539B (en) 2006-06-23 2012-09-11 Qualcomm Inc Methods and systems for processing overhead reduction for control channel packets
CN101284232B (en) * 2007-04-13 2013-01-16 微宏动力系统（湖州）有限公司 Bromomethane prepared by bromine oxidation of methane and catalyst for conversing the bromomethane into hydrocarbon
AP2009005040A0 (en) * 2007-05-14 2009-12-31 Grt Inc Process for converting hydrocarbon feedstocks withelectrolytic recovery of halogen
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
WO2010009376A1 (en) * 2008-07-18 2010-01-21 Gas Reaction Technologies, 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
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

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4795843A (en) * 1985-08-26 1989-01-03 Uop Inc. Conversion of methane into larger organic hydrocarbons
US5087786A (en) * 1990-04-25 1992-02-11 Amoco Corporation Halogen-assisted conversion of lower alkanes

Family Cites Families (8)

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JPS5573619A (en) * 1978-11-30 1980-06-03 Mitsubishi Heavy Ind Ltd Condensation of methyl chloride through dehydrochlorination
EP0031200B1 (en) * 1979-12-13 1984-08-29 Imperial Chemical Industries Plc Method of recovering bromine from methyl bromide
US4373109A (en) * 1981-08-05 1983-02-08 Olah George A Bifunctional acid-base catalyzed conversion of hetero-substituted methanes into olefins
US4523040A (en) * 1981-09-01 1985-06-11 Olah George A Methyl halides and methyl alcohol from methane
GB8333613D0 (en) * 1983-12-16 1984-01-25 British Petroleum Co Plc Production of hydrocarbons from c1 to c4 alkyl monohalides
GB8410479D0 (en) * 1984-04-24 1984-05-31 British Petroleum Co Plc Conversion process
US5276240A (en) * 1991-10-18 1994-01-04 Board Of Regents, The University Of Texas System Catalytic hydrodehalogenation of polyhalogenated hydrocarbons
RU2366642C2 (en) * 2003-07-15 2009-09-10 Джи Ар Ти, Инк. Hydrocarbons synthesis

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4795843A (en) * 1985-08-26 1989-01-03 Uop Inc. Conversion of methane into larger organic hydrocarbons
US5087786A (en) * 1990-04-25 1992-02-11 Amoco Corporation Halogen-assisted conversion of lower alkanes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1735255A4 *

Also Published As

Publication number Publication date
BRPI0509808B1 (en) 2015-04-07
CA2561133A1 (en) 2005-11-10
BRPI0509808A (en) 2007-09-18
EP1735255A2 (en) 2006-12-27
WO2005104689A2 (en) 2005-11-10
AR051257A1 (en) 2007-01-03
AU2005237458A1 (en) 2005-11-10
JP5150249B2 (en) 2013-02-20
AU2005237458B2 (en) 2011-10-13
KR20070029159A (en) 2007-03-13
MXPA06011655A (en) 2007-01-23
EP1735255A4 (en) 2012-01-04
KR101170773B1 (en) 2012-08-03
JP2007532760A (en) 2007-11-15
NO20065250L (en) 2007-01-08
CA2561133C (en) 2014-07-08

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