AU2013363501B2 - Esterification of 2,5-furan-dicarboxylic acid - Google Patents

Esterification of 2,5-furan-dicarboxylic acid Download PDF

Info

Publication number
AU2013363501B2
AU2013363501B2 AU2013363501A AU2013363501A AU2013363501B2 AU 2013363501 B2 AU2013363501 B2 AU 2013363501B2 AU 2013363501 A AU2013363501 A AU 2013363501A AU 2013363501 A AU2013363501 A AU 2013363501A AU 2013363501 B2 AU2013363501 B2 AU 2013363501B2
Authority
AU
Australia
Prior art keywords
alcohol
reaction
fdca
furan
psi
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.)
Active
Application number
AU2013363501A
Other languages
English (en)
Other versions
AU2013363501A1 (en
Inventor
Kenneth STENSRUD
Padmesh Venkitasubramanian
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Archer Daniels Midland Co
Original Assignee
Archer Daniels Midland Co
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 Archer Daniels Midland Co filed Critical Archer Daniels Midland Co
Publication of AU2013363501A1 publication Critical patent/AU2013363501A1/en
Application granted granted Critical
Publication of AU2013363501B2 publication Critical patent/AU2013363501B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02Oxygen as only ring hetero atoms
    • C12P17/04Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/54Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Furan Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
AU2013363501A 2012-12-20 2013-12-09 Esterification of 2,5-furan-dicarboxylic acid Active AU2013363501B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261739761P 2012-12-20 2012-12-20
US61/739,761 2012-12-20
PCT/US2013/073821 WO2014099438A2 (en) 2012-12-20 2013-12-09 Esterification of 2,5-furan-dicarboxylic acid

Publications (2)

Publication Number Publication Date
AU2013363501A1 AU2013363501A1 (en) 2015-05-28
AU2013363501B2 true AU2013363501B2 (en) 2016-12-01

Family

ID=50979377

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2013363501A Active AU2013363501B2 (en) 2012-12-20 2013-12-09 Esterification of 2,5-furan-dicarboxylic acid

Country Status (12)

Country Link
US (2) US9765045B2 (https=)
EP (1) EP2935229B1 (https=)
JP (1) JP6370307B2 (https=)
KR (1) KR101963478B1 (https=)
CN (1) CN105246958B (https=)
AU (1) AU2013363501B2 (https=)
BR (1) BR112015014183B1 (https=)
CA (1) CA2895186C (https=)
ES (1) ES2642005T3 (https=)
MX (1) MX362292B (https=)
SG (1) SG11201503646TA (https=)
WO (1) WO2014099438A2 (https=)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2013338397B2 (en) * 2012-10-29 2017-11-16 Archer Daniels Midland Company Alcohol-mediated esterification of carboxylic acids with carbonates
CA2921489C (en) * 2013-08-30 2021-06-29 Furanix Technologies B.V. Process for purifying an acid composition comprising 2-formyl-furan-5-carboxylic acid and 2,5-furandicarboxylic acid
US9944615B2 (en) 2014-05-08 2018-04-17 Eastman Chemical Company Purifying crude furan 2,5-dicarboxylic acid by hydrogenation and a purge zone
US9604202B2 (en) 2014-05-08 2017-03-28 Eastman Chemical Company Furan-2,5-dicarboxylic acid purge process
US10010812B2 (en) 2014-05-08 2018-07-03 Eastman Chemical Company Furan-2,5-dicarboxylic acid purge process
JP6452428B2 (ja) * 2014-12-18 2019-01-16 花王株式会社 ハロゲン系樹脂用可塑剤
US10160740B2 (en) 2015-03-20 2018-12-25 The Board Of Trustees Of The Leland Stanford Junior University Carbonate-promoted carboxylation reactions for the synthesis of valuable organic compounds
PL3283470T3 (pl) 2015-04-14 2024-05-06 E I Du Pont De Nemours Sposoby wytwarzania kwasu 2,5-furanodikarboksylowego i jego pochodnych
US20190084952A1 (en) * 2015-07-24 2019-03-21 E I Du Pont De Nemours And Company Process for producing 2,5-furandicarboxylic acid dialkyl ester
EP3434672B1 (en) * 2015-07-24 2020-02-19 DuPont Industrial Biosciences USA, LLC Processes for preparing 2,5-furandicarboxylic acid
WO2017091437A1 (en) * 2015-11-24 2017-06-01 Archer Daniels Midland Company Organotin catalysts in esterification processes of furan-2,5-dicarboxylic acid (fdca)
EP3402787A4 (en) 2016-01-13 2019-11-27 Stora Enso Oyj PROCESS FOR THE PREPARATION OF 2,5-FURANDIC ACETIC ACID AND INTERMEDIATES AND DERIVATIVES THEREOF
WO2018187031A1 (en) * 2017-04-05 2018-10-11 Archer Daniels Midland Company Novel esterification catalyst and uses thereof
EP4071142B1 (en) * 2017-06-22 2023-10-04 Archer Daniels Midland Company Process for making esters of 2,5-furandicarboxylic acid
EP3652161A1 (en) 2017-07-12 2020-05-20 Stora Enso Oyj Purified 2,5-furandicarboxylic acid pathway products
US20190023837A1 (en) 2017-07-20 2019-01-24 Eastman Chemical Company Production of polyethylene furanoate in a retrofitted polyester plant
WO2019214576A1 (zh) * 2018-05-10 2019-11-14 中国科学院长春应用化学研究所 2,5-呋喃二甲酸的制备方法
US11236199B2 (en) * 2018-06-25 2022-02-01 Eastman Chemical Company Oxidation process to produce 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC)
US20190389820A1 (en) * 2018-06-25 2019-12-26 Eastman Chemical Company Process for producing 5-(alkoxycarbonyl)furan-2-carboxylic acids and compositions containing same
US11440895B2 (en) 2018-06-25 2022-09-13 Eastman Chemical Company Oxidation process to produce 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC)
JP7163659B2 (ja) * 2018-08-06 2022-11-01 三菱ケミカル株式会社 グルカル酸生産能を有する高耐酸性微生物、及びそれを用いたグルカル酸の製造方法
CN112585123A (zh) * 2018-08-31 2021-03-30 伊士曼化工公司 在改造的dmt设备中生产纯化呋喃-2,5-二甲酸二烷基酯(dafd)
US10526301B1 (en) * 2018-10-18 2020-01-07 Eastman Chemical Company Production of purified dialkyl-furan-2,5-dicarboxylate (DAFD) in a retrofitted DMT plant
US11787774B2 (en) 2019-09-05 2023-10-17 Eastman Chemical Company Efficient process for producing 5-(alkoxycarbonyl)-furan-2-carboxylic acids
CA3187611A1 (en) * 2020-08-12 2022-02-17 Iman TABER Purification of 2,5-furandicarboxylic acid, dimethyl ester and other esterified products
WO2022049384A1 (en) 2020-09-03 2022-03-10 Imperial College Innovations Limited Surfactants
KR102640902B1 (ko) * 2021-11-08 2024-02-27 한국생산기술연구원 테트라히드로퓨란-2,5-디카르복실산을 이용한 테트라히드로퓨란-2,5-디에스터의 제조 및 분리 정제 방법
CN115286598B (zh) * 2022-07-01 2024-04-26 中国石油化工股份有限公司 一种2,5-呋喃二甲酸二酯类化合物的合成方法
CN117362252B (zh) * 2023-10-08 2024-09-10 华东师范大学 一种从呋喃制备2,5-呋喃二甲酸二甲酯的方法
CN117624093A (zh) * 2023-12-06 2024-03-01 中科国生(杭州)科技有限公司 一种5-十二烷氧羰基呋喃-2-羧酸钠的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7772414B1 (en) * 2006-11-14 2010-08-10 Aerophase, Inc. Process for producing biodiesel fuel products
WO2013191938A1 (en) * 2012-06-22 2013-12-27 Eastman Chemical Company Esterification of furan-2,5-dicarboxylic acid to a dialkyl-furan-2,5-dicarboxylate vapor with rectification

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5071754A (en) * 1990-01-23 1991-12-10 Battelle Memorial Institute Production of esters of lactic acid, esters of acrylic acid, lactic acid, and acrylic acid
CN100594220C (zh) * 2003-03-05 2010-03-17 伊士曼化工公司 聚合物共混物
CN1938257A (zh) * 2004-01-29 2007-03-28 齐凯姆公司 有机酸的回收
DE102004008042A1 (de) * 2004-02-19 2005-09-01 Goldschmidt Gmbh Verfahren zur Herstellung von Aminosäureestern und deren Säure-Additions-Salzen
DE102004047869A1 (de) * 2004-10-01 2006-04-06 Goldschmidt Gmbh Verfahren zur enzymatischen Synthese von Pyroglutaminsäureestern
WO2007038496A2 (en) * 2005-09-27 2007-04-05 Chemic Laboratories, Inc. Synthesis of fatty alcohol esters of hydroxy carboxylic acids, the use of the same as percutaneous permeation enhancers
CA2625511A1 (en) * 2008-03-13 2009-09-13 Dilum Dunuwila Process for the direct production of esters of carboxylic acids from fermentation broths
US8105809B2 (en) * 2008-07-03 2012-01-31 Accera, Inc. Enzymatic synthesis of acetoacetate esters and derivatives
US8188305B2 (en) * 2009-02-03 2012-05-29 David Miller Method of producing biodiesel with supercritical alcohol and apparatus for same
DE102009028975A1 (de) * 2009-08-28 2011-03-03 Evonik Oxeno Gmbh Esterderivate der 2,5-Furandicarbonsäure und ihre Verwendung als Weichmacher
KR101769455B1 (ko) * 2009-10-07 2017-08-18 퓨라닉스 테크놀러지스 비.브이. 2,5-퓨란다이카르복시산 및 2,5-퓨란다이카르복시산의 다이알킬 에스테르의 제조방법
EP2486027B2 (en) * 2009-10-07 2022-01-19 Furanix Technologies B.V. Method for the preparation of 2,5-furandicarboxylic acid and esters thereof
EP2481733A1 (en) * 2011-01-28 2012-08-01 Süd-Chemie AG Process for manufacturing esters of 2,5-furandicarboxylic acid
US8658810B2 (en) * 2012-06-22 2014-02-25 Eastman Chemical Company Method for producing purified dialkyl-furan-2,5-dicarboxylate vapor

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7772414B1 (en) * 2006-11-14 2010-08-10 Aerophase, Inc. Process for producing biodiesel fuel products
WO2013191938A1 (en) * 2012-06-22 2013-12-27 Eastman Chemical Company Esterification of furan-2,5-dicarboxylic acid to a dialkyl-furan-2,5-dicarboxylate vapor with rectification

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
D2 : FA-HAI CAO ET AL: "CATALYTIC ESTERIFICATION OF CARBON DIOXIDE AND METHANOL FOR THE PREPARATION OF DIMETHYL CARBONATE", Fuel Chemistry Division Preprints 2002, 74(1), 1 January 2002 , pages 295-297 *
D3 : LYNNETTE A. BLANCHARD ET AL: "Esterification of acetic acid with ethanol in carbon dioxide", GREEN CHEMISTRY, vol. 3, no. 1, 26 January 2001, pages 17-19 *

Also Published As

Publication number Publication date
CA2895186C (en) 2019-10-22
JP6370307B2 (ja) 2018-08-08
EP2935229B1 (en) 2017-06-28
AU2013363501A1 (en) 2015-05-28
BR112015014183A2 (pt) 2017-07-11
US9765045B2 (en) 2017-09-19
CA2895186A1 (en) 2014-06-26
EP2935229A4 (en) 2016-01-27
WO2014099438A2 (en) 2014-06-26
SG11201503646TA (en) 2015-07-30
US10155736B2 (en) 2018-12-18
MX2015007903A (es) 2015-10-05
KR20150095931A (ko) 2015-08-21
CN105246958A (zh) 2016-01-13
BR112015014183B1 (pt) 2021-03-16
ES2642005T3 (es) 2017-11-14
CN105246958B (zh) 2018-02-02
EP2935229A2 (en) 2015-10-28
MX362292B (es) 2019-01-10
US20170369463A1 (en) 2017-12-28
WO2014099438A3 (en) 2015-07-16
JP2016506407A (ja) 2016-03-03
US20150315166A1 (en) 2015-11-05
KR101963478B1 (ko) 2019-03-28

Similar Documents

Publication Publication Date Title
AU2013363501B2 (en) Esterification of 2,5-furan-dicarboxylic acid
Liu et al. Efficient synthesis of bio-monomer 2, 5-furandicarboxylic acid from concentrated 5-hydroxymethylfurfural or fructose in DMSO/H2O mixed solvent
CA2773640C (en) Method for the preparation of 2,5-furandicarboxylic acid and esters thereof
CA2775319C (en) Method for the preparation of 2,5-furandicarboxylic acid and for the preparation of the dialkyl ester of 2,5-furandicarboxylic acid
KR101624362B1 (ko) 테레프탈산 조성물 및 이의 제조 방법
CA2902493C (en) Process for making 2,5-furandicarboxylic acid
EP3283471B1 (en) Method of producing furan carboxylates from aldaric acids by using solid heterogeneous catalysts
JP2014515037A (ja) 5−ヒドロキシメチルフルフラールの製造方法
JP2019529422A (ja) グリコール酸を製造するための方法
CA3003762A1 (en) A process for preparing furan-2,5-dicarboxylic acid
JP2018536656A (ja) 5−(ヒドロキシメチル)フルフラール及び特定のhmfエステルを含む混合物を調製する方法
US10053442B2 (en) Preparation of dialkyl esters of 2,5-furandicarboxylic acid
JP6522599B2 (ja) フランおよびその誘導体を製造するための方法
EP3800174A1 (en) Acidic elimination for bio-based aromatics
Szabó et al. Microwave-induced base-catalyzed synthesis of methyl levulinate, a further improvement in dimethyl carbonate-mediated valorization of levulinic acid
Shaterian et al. Acidic Brønsted Ionic Liquids Catalyzed the Preparation of 1-((Benzo [d] thiazol-2-ylamino)(aryl)-methyl) naphthalen-2-ol Derivatives 1-[(1, 3-Benzothiazol-2-ylamino)(aryl) methyl]-2-naphthol
WO2017091412A1 (en) Oligomers of fdca and glycols from a one-pot esterification-transesterification process using water-tolerant metal triflate catalyst
WO2018236218A1 (en) Production and use of furan compounds
US9802910B2 (en) Method for preparing 5-hydroxymethyl-2-furfural using acid catalyst in presence of ethylene glycol-based compound solvent derived from biomass
JP2012236819A (ja) テトラヒドロフランの製造方法
CN104402723B (zh) 一种烷基葡萄糖苷制备乙酰丙酸酯和甲酸酯的方法
ES2506565B1 (es) Preparación de moléculas orgánicas útiles como agentes surfactantes
Xu et al. Novel Brϕnsted Acidic Ionic Liquid Based on a Cyclic Guanidinium Cation: a Green, Efficient, and Recyclable Dual Slovent-catalyst System for Fisher Esterification
JP2011219416A (ja) 芳香族多価カルボン酸無水物化合物の製造方法
US20130211132A1 (en) Method for preparing di-alpha-methyl benzyl adipate

Legal Events

Date Code Title Description
FGA Letters patent sealed or granted (standard patent)