AU2010338941B2 - Alkylation method using ionic liquid as catalyst - Google Patents
Alkylation method using ionic liquid as catalyst Download PDFInfo
- 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
- Authority
- AU
- Australia
- Prior art keywords
- alkylation
- halogenated hydrocarbons
- ionic liquid
- fraction
- reaction
- 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.)
- Ceased
Links
Classifications
-
- 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
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)
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 |
Family
ID=44172590
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| 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) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008076722A1 (en) * | 2006-12-13 | 2008-06-26 | Chevron U.S.A. Inc. | Alkylation process using an alkyl halide promoted ionic liquid catalyst |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1203032C (zh) | 2002-11-12 | 2005-05-25 | 石油大学(北京) | 以复合离子液体为催化剂制备烷基化油剂的方法 |
| CN100348559C (zh) * | 2005-08-02 | 2007-11-14 | 北京化工大学 | 离子液体催化烷基化反应工艺及反应器装置 |
| US7732363B2 (en) | 2005-12-20 | 2010-06-08 | Chevron U.S.A. Inc. | Regeneration of acidic catalysts |
| US7737067B2 (en) | 2005-12-20 | 2010-06-15 | Chevron U.S.A. Inc. | Regeneration of ionic liquid catalyst |
| US7651970B2 (en) | 2005-12-20 | 2010-01-26 | Chevron U.S.A. Inc. | Regeneration of ionic liquid catalyst by hydrogenation using a metal or metal alloy catalyst |
| US7495144B2 (en) * | 2006-03-24 | 2009-02-24 | Chevron U.S.A. Inc. | Alkylation process using an alkyl halide promoted ionic liquid catalyst |
| US7538256B2 (en) * | 2006-12-12 | 2009-05-26 | Chevron U.S.A., Inc. | Reduction of organic halides in alkylate gasoline |
| US7553999B2 (en) * | 2006-12-14 | 2009-06-30 | Chevron U.S.A. Inc. | Isomerization of butene in the ionic liquid-catalyzed alkylation of light isoparaffins and olefins |
| CN101234945B (zh) | 2007-02-01 | 2011-04-20 | 北京化工大学 | 一种在线再生离子液体催化剂生产烷基化油的方法 |
| US8105481B2 (en) | 2007-12-19 | 2012-01-31 | Chevron U.S.A. Inc. | Reduction of organic halide contamination in hydrocarbon products |
| US7956230B2 (en) | 2007-12-21 | 2011-06-07 | Chevron U.S.A. Inc. | Reduction of organic halide contamination in hydrocarbon products |
| US20090171133A1 (en) * | 2007-12-28 | 2009-07-02 | Chevron U.S.A. Inc. | Ionic liquid catalyst alkylation using a loop reactor |
| WO2009083275A1 (de) * | 2008-01-02 | 2009-07-09 | Zeosys Gmbh | Verfahren zur rückgewinnung halogenierter kohlenwasserstoffe |
-
2009
- 2009-12-28 CN CN200910244097XA patent/CN102108306B/zh active Active
-
2010
- 2010-12-27 EP EP10840306.4A patent/EP2520558B1/en not_active Not-in-force
- 2010-12-27 AU AU2010338941A patent/AU2010338941B2/en not_active Ceased
- 2010-12-27 WO PCT/CN2010/002173 patent/WO2011079516A1/zh not_active Ceased
- 2010-12-27 US US13/519,191 patent/US9096487B2/en not_active Expired - Fee Related
- 2010-12-27 IN IN4953DEN2012 patent/IN2012DN04953A/en unknown
- 2010-12-27 SG SG2012039962A patent/SG181453A1/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008076722A1 (en) * | 2006-12-13 | 2008-06-26 | Chevron U.S.A. Inc. | Alkylation process using an alkyl halide promoted ionic liquid catalyst |
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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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK24 | Application lapsed reg. 22.2e(2) - failure to pay response fee | ||
| NA | Applications received for extensions of time, section 223 |
Free format text: AN APPLICATION TO EXTEND THE TIME FROM 05 JUN 2014 TO 05 OCT 2014 IN WHICH TO PAY THE EXAMINATION RESPONSE FEE HAS BEEN FILED . |
|
| NB | Applications allowed - extensions of time section 223(2) |
Free format text: THE TIME IN WHICH TO PAY THE EXAMINATION RESPONSE FEE HAS BEEN EXTENDED TO 05 OCT 2014 . |
|
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |