CN102108306B - 一种以离子液体为催化剂的烷基化反应方法 - Google Patents

一种以离子液体为催化剂的烷基化反应方法 Download PDF

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CN102108306B
CN102108306B CN200910244097XA CN200910244097A CN102108306B CN 102108306 B CN102108306 B CN 102108306B CN 200910244097X A CN200910244097X A CN 200910244097XA CN 200910244097 A CN200910244097 A CN 200910244097A CN 102108306 B CN102108306 B CN 102108306B
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alkylation
halohydrocarbon
alkylation reaction
rich
ionic liquid
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CN102108306A (zh
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张睿
刘植昌
孟祥海
徐春明
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Beijing Zhongshi Allgem Petroleum Technology Co ltd
Beijing Zhongyou Authier Technology Development Co ltd
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China University of Petroleum, Beijing
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Priority to CN200910244097XA priority Critical patent/CN102108306B/zh
Application filed by China University of Petroleum, Beijing filed Critical China University of Petroleum, Beijing
Priority to IN4953DEN2012 priority patent/IN2012DN04953A/en
Priority to AU2010338941A priority patent/AU2010338941B2/en
Priority to SG2012039962A priority patent/SG181453A1/en
Priority to US13/519,191 priority patent/US9096487B2/en
Priority to EP10840306.4A priority patent/EP2520558B1/en
Priority to PCT/CN2010/002173 priority patent/WO2011079516A1/zh
Publication of CN102108306A publication Critical patent/CN102108306A/zh
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    • 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
    • C07C2/56—Addition to acyclic hydrocarbons
    • C07C2/58—Catalytic processes
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts 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
    • B01J31/0278—Catalysts 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
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts 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
    • B01J31/0278—Catalysts 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
    • B01J31/0281—Catalysts 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
    • B01J31/0284—Catalysts 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
    • 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
    • C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
    • C10G29/20—Organic compounds not containing metal atoms
    • C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
    • 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
    • C10G57/00—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one cracking process or refining process and at least one other conversion process
    • C10G57/005—Treatment 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
    • 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
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution 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
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • 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
    • C10G2300/1081—Alkanes
    • 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
    • C10G2300/1088—Olefins
    • C10G2300/1092—C2-C4 olefins
    • 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
    • C10G2300/40—Characteristics of the process deviating from typical ways of processing
    • C10G2300/4081—Recycling aspects
    • 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
    • C10G2300/70—Catalyst aspects

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  • 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)
CN200910244097XA 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 Active CN102108306B (zh)

Priority Applications (7)

Application Number Priority Date Filing Date Title
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
AU2010338941A AU2010338941B2 (en) 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst
SG2012039962A SG181453A1 (en) 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst
US13/519,191 US9096487B2 (en) 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst
IN4953DEN2012 IN2012DN04953A (enExample) 2009-12-28 2010-12-27
EP10840306.4A EP2520558B1 (en) 2009-12-28 2010-12-27 Alkylation method using ionic liquid as catalyst
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

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Application Number Priority Date Filing Date Title
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

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CN102108306A CN102108306A (zh) 2011-06-29
CN102108306B true CN102108306B (zh) 2013-12-18

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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
US9096482B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic reverse disproportionation 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
US9102577B2 (en) 2013-06-28 2015-08-11 Uop Llc Catalytic disproportionation of paraffins using ionic liquids
US9126881B2 (en) 2013-06-28 2015-09-08 Uop Llc Catalytic isomerization of pentane using ionic liquids
US9102578B2 (en) 2013-06-28 2015-08-11 Uop Llc Catalytic isomerization of paraffins using ionic liquids
US9096483B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic isomerization of hexanes using ionic liquids
US20150005555A1 (en) 2013-06-28 2015-01-01 Uop Llc Catalytic disproportionation of butane using ionic liquids
US9096480B2 (en) 2013-06-28 2015-08-04 Uop Llc Catalytic disproportionation of heptane 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
US9518023B2 (en) 2014-05-06 2016-12-13 Uop Llc Synthesis of N-derivatized lactam based ionic liquid
US9233928B2 (en) 2014-05-06 2016-01-12 Uop Llc Synthesis of 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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WO2008076722A1 (en) * 2006-12-13 2008-06-26 Chevron U.S.A. Inc. Alkylation process using an alkyl halide promoted ionic liquid catalyst
WO2009079107A1 (en) * 2007-12-19 2009-06-25 Chevron U.S.A. Inc. Reduction of organic halide contamination in hydrocarbon products
WO2009083275A1 (de) * 2008-01-02 2009-07-09 Zeosys Gmbh Verfahren zur rückgewinnung halogenierter kohlenwasserstoffe

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US20130331625A1 (en) 2013-12-12
US9096487B2 (en) 2015-08-04
EP2520558A4 (en) 2015-11-18
EP2520558B1 (en) 2018-02-14
WO2011079516A1 (zh) 2011-07-07
CN102108306A (zh) 2011-06-29
AU2010338941B2 (en) 2014-05-29
AU2010338941A1 (en) 2012-07-12
IN2012DN04953A (enExample) 2015-09-25
SG181453A1 (en) 2012-07-30
EP2520558A1 (en) 2012-11-07

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