AU2010338941B2 - Alkylation method using ionic liquid as catalyst - Google Patents

Alkylation method using ionic liquid as catalyst Download PDF

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Publication number
AU2010338941B2
AU2010338941B2 AU2010338941A AU2010338941A AU2010338941B2 AU 2010338941 B2 AU2010338941 B2 AU 2010338941B2 AU 2010338941 A AU2010338941 A AU 2010338941A AU 2010338941 A AU2010338941 A AU 2010338941A AU 2010338941 B2 AU2010338941 B2 AU 2010338941B2
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AU
Australia
Prior art keywords
alkylation
halogenated hydrocarbons
ionic liquid
fraction
reaction
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Ceased
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AU2010338941A
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English (en)
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AU2010338941A1 (en
Inventor
Zhichang Liu
Xianghai Meng
Chunming Xu
Rui Zhang
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Shell Internationale Research Maatschappij BV
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Shell Internationale Research Maatschappij BV
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54Preparation 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
    • C07C2/56Addition to acyclic hydrocarbons
    • C07C2/58Catalytic processes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0278Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0278Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
    • B01J31/0281Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
    • B01J31/0284Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G29/00Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
    • C10G29/20Organic compounds not containing metal atoms
    • C10G29/205Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G57/00Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one cracking process or refining process and at least one other conversion process
    • C10G57/005Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one cracking process or refining process and at least one other conversion process with alkylation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1081Alkanes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1088Olefins
    • C10G2300/1092C2-C4 olefins
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/40Characteristics of the process deviating from typical ways of processing
    • C10G2300/4081Recycling aspects
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/70Catalyst aspects

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
AU2010338941A 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst Ceased AU2010338941B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CN200910244097.X 2009-12-28
CN200910244097XA CN102108306B (zh) 2009-12-28 2009-12-28 一种以离子液体为催化剂的烷基化反应方法
PCT/CN2010/002173 WO2011079516A1 (zh) 2009-12-28 2010-12-27 一种以离子液体为催化剂的烷基化反应方法

Publications (2)

Publication Number Publication Date
AU2010338941A1 AU2010338941A1 (en) 2012-07-12
AU2010338941B2 true AU2010338941B2 (en) 2014-05-29

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AU2010338941A Ceased AU2010338941B2 (en) 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst

Country Status (7)

Country Link
US (1) US9096487B2 (enExample)
EP (1) EP2520558B1 (enExample)
CN (1) CN102108306B (enExample)
AU (1) AU2010338941B2 (enExample)
IN (1) IN2012DN04953A (enExample)
SG (1) SG181453A1 (enExample)
WO (1) WO2011079516A1 (enExample)

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US8920755B2 (en) * 2011-09-12 2014-12-30 Chevron U.S.A. Inc. Conversion of HF alkylation units for ionic liquid catalyzed alkylation processes
US9102578B2 (en) 2013-06-28 2015-08-11 Uop Llc Catalytic isomerization of paraffins using ionic liquids
US9096481B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic disproportionation of pentane using ionic liquids
US9096485B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic isomerization of heptane using ionic liquids
US9096483B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic isomerization of hexanes using ionic liquids
US9096480B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic disproportionation of heptane using ionic liquids
US9096482B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic reverse disproportionation of paraffins using ionic liquids
US9126881B2 (en) 2013-06-28 2015-09-08 Uop Llc Catalytic isomerization of pentane using ionic liquids
US9102577B2 (en) 2013-06-28 2015-08-11 Uop Llc Catalytic disproportionation of paraffins using ionic liquids
US20150005554A1 (en) 2013-06-28 2015-01-01 Uop Llc Catalytic isomerization of butane using ionic liquids
CN103521263B (zh) * 2013-10-16 2015-08-12 连云港正丰生物能源有限公司 吗啉盐类离子液体催化剂、其制备方法及其用途
CN103521264A (zh) * 2013-10-17 2014-01-22 开滦能源化工股份有限公司 氯铝酸离子液体的再生方法
CN104971674B (zh) * 2014-04-08 2017-03-08 中国石油大学(华东) 基于液相催化剂的液液非均相催化反应分离一体化装置
US9416071B2 (en) * 2014-05-06 2016-08-16 Uop Llc Hydrocarbon conversion processes using lactamium-based ionic liquids
US9233928B2 (en) 2014-05-06 2016-01-12 Uop Llc Synthesis of lactam based ionic liquid
US9518023B2 (en) 2014-05-06 2016-12-13 Uop Llc Synthesis of N-derivatized lactam based ionic liquid
US9328037B2 (en) 2014-07-09 2016-05-03 Uop Llc Benzene alkylation using acidic ionic liquids
US9566578B2 (en) * 2014-12-11 2017-02-14 Uop Llc Hydrochloric acid stripping process for ionic liquid regeneration process
US9950970B2 (en) 2014-12-12 2018-04-24 Uop Llc Ionic liquid reactor with heat exchanger
US9914679B2 (en) * 2014-12-12 2018-03-13 Uop Llc Processes for removing entrained ionic liquid from a hydrocarbon phase
US9669377B2 (en) 2014-12-12 2017-06-06 Uop Llc Ionic liquid reactor with heat exchanger
CN104549506B (zh) * 2014-12-15 2017-02-22 浙江大学 一种基于铝的用于烷基化反应的催化剂的制备方法
CN105536866B (zh) * 2015-12-11 2018-08-03 中国石油大学(北京) 类离子液体及其制备方法和在制备烷基化油中的应用
CN106833734B (zh) * 2017-03-03 2018-07-13 中国科学院过程工程研究所 一种碳基材料强化浓硫酸催化生产烷基化油的方法
CN106946645A (zh) * 2017-05-06 2017-07-14 洛阳和梦科技有限公司 脱除正己烷中微量溴反应性杂质的方法
US10294173B2 (en) * 2017-06-30 2019-05-21 Uop Llc Integration of a dehydrogenation unit and an alkylation unit
CN109694734B (zh) * 2017-10-20 2020-11-10 中国石油化工股份有限公司 烷基化油的脱氯方法
CN112980499B (zh) * 2019-12-13 2023-05-30 中化化工科学技术研究总院有限公司 一种离子液体催化制备烷基化油的方法
CN111592912A (zh) * 2020-05-31 2020-08-28 南京克米斯璀新能源科技有限公司 一种烷基化方法及烷基化设备
CN115181585B (zh) * 2022-08-09 2023-11-07 中国石油大学(北京) 基于离子液体催化的烷烃异构化方法

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Also Published As

Publication number Publication date
AU2010338941A1 (en) 2012-07-12
SG181453A1 (en) 2012-07-30
IN2012DN04953A (enExample) 2015-09-25
CN102108306B (zh) 2013-12-18
EP2520558A1 (en) 2012-11-07
CN102108306A (zh) 2011-06-29
EP2520558B1 (en) 2018-02-14
EP2520558A4 (en) 2015-11-18
WO2011079516A1 (zh) 2011-07-07
US20130331625A1 (en) 2013-12-12
US9096487B2 (en) 2015-08-04

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