FR3068036B1 - PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES - Google Patents

PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES Download PDF

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Publication number
FR3068036B1
FR3068036B1 FR1755668A FR1755668A FR3068036B1 FR 3068036 B1 FR3068036 B1 FR 3068036B1 FR 1755668 A FR1755668 A FR 1755668A FR 1755668 A FR1755668 A FR 1755668A FR 3068036 B1 FR3068036 B1 FR 3068036B1
Authority
FR
France
Prior art keywords
hydroxymethylfurfural
aqueous phase
ketohexose
hexoses
production
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.)
Expired - Fee Related
Application number
FR1755668A
Other languages
French (fr)
Other versions
FR3068036A1 (en
Inventor
Alexandra Gimbernat
Jean-Sebastien Girardon
Ferreira Nicolas Lopes
Damien Delcroix
Renato Froidevaux
Pascal Dhulster
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.)
Centre National de la Recherche Scientifique CNRS
Universite de Lille 1 Sciences et Technologies
IFP Energies Nouvelles IFPEN
Original Assignee
Centre National de la Recherche Scientifique CNRS
Universite de Lille 1 Sciences et Technologies
IFP Energies Nouvelles IFPEN
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 Centre National de la Recherche Scientifique CNRS, Universite de Lille 1 Sciences et Technologies, IFP Energies Nouvelles IFPEN filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1755668A priority Critical patent/FR3068036B1/en
Publication of FR3068036A1 publication Critical patent/FR3068036A1/en
Application granted granted Critical
Publication of FR3068036B1 publication Critical patent/FR3068036B1/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/38—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48—Furfural
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/38—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48—Furfural
    • C07D307/50—Preparation from natural products

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne un procédé de transformation de sucres et en particulier les aldohexoses en 5-hydroxyméthylfurfural impliquant une étape d'isomérisation d'un aldohexose en cétohexose et de complexation de cétohexose dans une première phase aqueuse, une étape de transport du complexe de la première phase aqueuse vers une phase organique puis de la phase organique vers une seconde phase aqueuse indépendante de la première et enfin une hydrolyse du complexe et une déshydratation du cétohexose en 5-hydroxyméthylfurfural en phase aqueuse, les deux phases aqueuses étant caractérisées par une différence de pH bien définie permettant la mise en œuvre du procédé.The invention relates to a process for converting sugars and in particular aldohexoses into 5-hydroxymethylfurfural involving a step of isomerization of an aldohexose into ketohexose and of complexation of ketohexose in a first aqueous phase, a step of transporting the complex of the first aqueous phase to an organic phase then from the organic phase to a second aqueous phase independent of the first and finally hydrolysis of the complex and dehydration of ketohexose to 5-hydroxymethylfurfural in aqueous phase, the two aqueous phases being characterized by a difference in Well-defined pH allowing the implementation of the process.

FR1755668A 2017-06-21 2017-06-21 PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES Expired - Fee Related FR3068036B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR1755668A FR3068036B1 (en) 2017-06-21 2017-06-21 PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1755668 2017-06-21
FR1755668A FR3068036B1 (en) 2017-06-21 2017-06-21 PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES

Publications (2)

Publication Number Publication Date
FR3068036A1 FR3068036A1 (en) 2018-12-28
FR3068036B1 true FR3068036B1 (en) 2021-02-12

Family

ID=59811536

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1755668A Expired - Fee Related FR3068036B1 (en) 2017-06-21 2017-06-21 PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES

Country Status (1)

Country Link
FR (1) FR3068036B1 (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015066287A1 (en) * 2013-11-01 2015-05-07 The University Of Toledo Methods for high yield production of furans from biomass sugars at mild operating conditions
SG11201702612TA (en) * 2014-09-30 2017-04-27 Agency Science Tech & Res Triphasic system for direct conversion of sugars to furandicarboxylic acid

Also Published As

Publication number Publication date
FR3068036A1 (en) 2018-12-28

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Legal Events

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PLSC Publication of the preliminary search report

Effective date: 20181228

PLFP Fee payment

Year of fee payment: 3

PLFP Fee payment

Year of fee payment: 5

ST Notification of lapse

Effective date: 20210305

RN Application for restoration

Effective date: 20210430

FC Decision of inpi director general to approve request for restoration

Effective date: 20210623

ST Notification of lapse

Effective date: 20230205