FR3068036B1 - PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES - Google Patents
PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES Download PDFInfo
- 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
Links
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 title abstract 3
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 150000002402 hexoses Chemical class 0.000 title 1
- 239000008346 aqueous phase Substances 0.000 abstract 5
- AEMOLEFTQBMNLQ-UHFFFAOYSA-N 3,4,5,6-tetrahydroxyoxane-2-carboxylic acid Chemical compound OC1OC(C(O)=O)C(O)C(O)C1O AEMOLEFTQBMNLQ-UHFFFAOYSA-N 0.000 abstract 3
- 238000010668 complexation reaction Methods 0.000 abstract 2
- 239000012074 organic phase Substances 0.000 abstract 2
- GZCGUPFRVQAUEE-UHFFFAOYSA-N 2,3,4,5,6-pentahydroxyhexanal Chemical compound OCC(O)C(O)C(O)C(O)C=O GZCGUPFRVQAUEE-UHFFFAOYSA-N 0.000 abstract 1
- 150000001312 aldohexoses Chemical class 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 235000000346 sugar Nutrition 0.000 abstract 1
- 150000008163 sugars Chemical class 0.000 abstract 1
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.
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 |
---|---|---|---|
FR1755668A FR3068036B1 (en) | 2017-06-21 | 2017-06-21 | PROCESS FOR THE PRODUCTION OF 5-HYDROXYMETHYLFURFURAL 5 FROM HEXOSES |
FR1755668 | 2017-06-21 |
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)
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 |
-
2017
- 2017-06-21 FR FR1755668A patent/FR3068036B1/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
FR3068036A1 (en) | 2018-12-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
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 |