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TW200517375A - A novel acidic ionic liquid and method of reaction using the same - Google Patents

A novel acidic ionic liquid and method of reaction using the same

Info

Publication number
TW200517375A
TW200517375A TW093127902A TW93127902A TW200517375A TW 200517375 A TW200517375 A TW 200517375A TW 093127902 A TW093127902 A TW 093127902A TW 93127902 A TW93127902 A TW 93127902A TW 200517375 A TW200517375 A TW 200517375A
Authority
TW
Taiwan
Prior art keywords
ionic liquid
reaction
same
liquid
acidic ionic
Prior art date
Application number
TW093127902A
Other languages
Chinese (zh)
Inventor
Chiaki Yokoyama
Kun Qiao
Original Assignee
Sumitomo Chemical Co
Chiaki Yokoyama
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 Sumitomo Chemical Co, Chiaki Yokoyama filed Critical Sumitomo Chemical Co
Publication of TW200517375A publication Critical patent/TW200517375A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • 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
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/06—Compounds containing nitro groups bound to a carbon skeleton having nitro groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/025—Sulfonic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)

Abstract

This invention provides a novel acidic ionic liquid which is useful as a catalyst for alkylation, nitration, Beckmann rearrangement, etc. and is stable to air and water, and method of reaction using the same. The ionic liquid represented by the following formula (1). Wherein X represents halogeno or hydroxy; Y- represents CF3SO3-, BF4-, PF6-, CH3COO-, CF3COO-, (CF3SO2)2N-, (CF3SO2)3C-, F-, Cl-, Br-, or I-; n is an integer of 2 to 16; and R represents methyl, allyl, or vinyl. This ionic liquid not only functions as a BrDnsted acid or a Lewis acid but is a liquid insoluble in many organic solvents. The liquid is very useful as a catalyst or solvent for Friedel-Crafts reaction, nitration, and Beckmann rearrangement. It can be easily separated from the reaction mixture and reused.
TW093127902A 2003-09-18 2004-09-15 A novel acidic ionic liquid and method of reaction using the same TW200517375A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2003325590 2003-09-18
JP2003374512 2003-11-04
JP2004029219 2004-02-05
JP2004036947 2004-02-13

Publications (1)

Publication Number Publication Date
TW200517375A true TW200517375A (en) 2005-06-01

Family

ID=34382099

Family Applications (1)

Application Number Title Priority Date Filing Date
TW093127902A TW200517375A (en) 2003-09-18 2004-09-15 A novel acidic ionic liquid and method of reaction using the same

Country Status (5)

Country Link
JP (1) JPWO2005028446A1 (en)
CN (1) CN1852898B (en)
DE (1) DE112004001729T5 (en)
TW (1) TW200517375A (en)
WO (1) WO2005028446A1 (en)

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DE102006019460A1 (en) * 2006-04-26 2007-10-31 Süd-Chemie AG New porous heterogeneous catalyst whose inner surface is coated with an ionic liquid, useful e.g. for hydrogenation of aromatic compound to cycloolefins and for hydrogenation of acetylene to ethylene
CN1970582B (en) * 2006-12-04 2010-07-14 南京大学 Poly(N-vinyl-N'-alkyl-imidazole) ionic liquid structural material and preparation method thereof
JP5340269B2 (en) * 2007-05-25 2013-11-13 ディーエスエム アイピー アセッツ ビー．ブイ． Process for producing lactams in ionic liquids
EP2072530A1 (en) * 2007-12-21 2009-06-24 Dow Wolff Cellulosics GmbH Method for manufacturing cellulose derivatives containing amino groups in ionic liquid
CN101250160B (en) * 2008-03-21 2011-05-25 西北师范大学 Chlorinated 1,3-di(2-hydroxyethyl)imidazolium ionic liquid and its synthesis method
JP5315787B2 (en) * 2008-05-19 2013-10-16 住友化学株式会社 Imidazolium salt and particulate oxide on which it is immobilized
JP2009298755A (en) * 2008-06-17 2009-12-24 Nippon Polyurethane Ind Co Ltd Method for producing aromatic polyamine
JP2010018534A (en) * 2008-07-09 2010-01-28 Nippon Polyurethane Ind Co Ltd Method for producing polyisocyanate
TW201010968A (en) * 2008-09-11 2010-03-16 China Petrochemical Dev Corp Method for preparing amide
US9278134B2 (en) 2008-12-29 2016-03-08 The Board Of Trustees Of The University Of Alabama Dual functioning ionic liquids and salts thereof
CN101602673B (en) * 2009-07-14 2013-05-08 西安近代化学研究所 Method for preparing nitrobenzene in ionic liquid
CN102625731B (en) * 2009-09-03 2016-04-06 丹麦科技大学 Comprise the palladium catalyst system of the ionic liquid of zwitter-ion and/or acid functionalization
TWI388545B (en) 2009-09-30 2013-03-11 China Petrochemical Dev Corp Taipei Taiwan A method for preparing a catalytic composition of amide and a method for producing amide
TW201114740A (en) 2009-10-30 2011-05-01 China Petrochemical Dev Corp Taipei Taiwan Method of separating amide from amino acid ionic solution
CN102249927B (en) * 2010-05-20 2014-02-12 江苏大华化学工业有限公司 Clean nitration reaction of p-chlorobenzotrifluoride under catalysis of degradable functional ionic liquid
CN101838175B (en) * 2010-05-21 2013-08-21 哈尔滨师范大学 Application of ionic liquid and catalytic oxime removal method thereof
CN101973940B (en) * 2010-09-28 2012-10-03 盐城师范学院 Continuously synthesizing method of sulfonic acid alkyl group ionic liquid
CN102229569A (en) * 2011-04-11 2011-11-02 新疆大学 Method for preparing Br[phi]nsted acidic ionic liquid based on benzimidazole cations
CN102250026A (en) * 2011-05-23 2011-11-23 浙江常山科润化学有限公司 Synthesis method of 2,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine
CN102295614B (en) * 2011-07-01 2013-12-25 安徽中天化工有限公司 Synthetic method of 2-methyl-4-dimethylamino-6-methoxy-1,3,5-triazine
TWI418401B (en) 2011-08-26 2013-12-11 China Petrochemical Dev Corp Taipei Taiwan A method for preparing a catalytic composition of amide and a method for producing amide
CN103288735B (en) * 2012-02-29 2015-03-04 北京安耐吉能源工程技术有限公司 Catalyst system for Beckmann rearrangement and method for preparing caprolactam thereof
CN102633929B (en) * 2012-03-27 2013-11-06 绍兴文理学院 Preparation method of acid ionic liquid mesoporous polymeric material
CN103420747B (en) * 2012-05-14 2016-07-06 苏州奥索特新材料有限公司 The synthetic method of alkenes compounds
CN103073405B (en) * 2013-02-04 2015-08-19 河北工业大学 A kind of method of catalysis of pimelinketone oxime hydrolysis reaction in acidic ionic liquid
CN103265435A (en) * 2013-06-20 2013-08-28 江苏大华化学工业有限公司 Clean preparation method of 4-chlorine-3-nitrobenzotrifluoride
CN103553925B (en) * 2013-10-28 2015-05-06 河北工业大学 Process for synthesizing nitrocyclohexane by liquid phase nitration
US9416071B2 (en) 2014-05-06 2016-08-16 Uop Llc Hydrocarbon conversion processes using lactamium-based ionic liquids
CN104030925A (en) * 2014-06-26 2014-09-10 扬州大学 Method for catalytically synthesizing mononitrochlorobenzene
CN105289746B (en) * 2015-11-04 2017-11-14 常州大学 A kind of preparation method of the modified graphene oxide catalyst that is used for Beckmann rearrangement reaction
CN106380418B (en) * 2016-09-07 2018-07-31 上饶师范学院 It is a kind of to use N-Methyl pyrrolidone/SOCl2The method for efficiently realizing ketoxime Beckmann rearrangement
CN106565488B (en) * 2016-10-21 2019-05-14 华南理工大学 A kind of method that lignin selective catalytic oxidation prepares maleate
CN109721462B (en) * 2017-10-30 2022-03-11 中国石油化工股份有限公司 Method for preparing long-chain alkyl benzene
CN108911999B (en) * 2018-08-06 2021-05-04 朱晓萍 Synthesis method of 1-aminoanthraquinone
US20220410134A1 (en) * 2019-11-15 2022-12-29 University Of Kansas Alkylation catalyst composition and related methods
CN111690004B (en) * 2020-07-17 2022-11-29 山东药石药业有限公司 Ionic liquid modified silica gel loaded aluminum chloride catalyst
US12240792B2 (en) 2020-08-24 2025-03-04 Univeristy Of Kansas Processes for the preparation of alkylbenzenes
US12157719B2 (en) 2020-08-24 2024-12-03 University Of Kansas Haloalkane sulfonic acids, compositions thereof, and related methods
JP7001861B1 (en) 2021-03-31 2022-01-20 第一工業製薬株式会社 Fluorine-based ionic liquid and its manufacturing method

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EP1556390A4 (en) * 2002-04-05 2007-12-26 Univ South Alabama FUNCTIONALIZED IONIC LIQUIDS AND METHODS OF USE
JP2003313171A (en) * 2002-04-23 2003-11-06 Kuraray Co Ltd Method for producing N-alkyl-N'-alkylimidazolium salt

Also Published As

Publication number Publication date
JPWO2005028446A1 (en) 2007-11-15
DE112004001729T5 (en) 2006-10-19
WO2005028446A1 (en) 2005-03-31
CN1852898B (en) 2010-04-28
CN1852898A (en) 2006-10-25

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