# US 10,118,908 B2 · Method for manufacturing furan-2,5-dicarboxylic acid (FDCA) from a solid salt

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- Number: US 10,118,908 B2
- Document ID: US10118908B2
- Status: Granted
- Kind: B2
- Application number: 15/558,247
- Filed: 2016-03-17
- Published: 2018-04-12
- Granted: 2018-11-06
- Earliest claimed: 2015-03-17
- Assignees: Purac Biochem B.V.
- Applicants: Purac Biochem BV
- Inventors: Jan Van Krieken; Andre Banier De Haan
- Web page: https://patentgrep.com/patent/US10118908B2

## CPC

- C07D 307/68: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

A method for manufacturing furan-2,5-dicarboxylic acid (FDCA) by converting a furan-2,5-dicarboxylate salt (MFDC) into furan-2,5-dicarboxylic acid (FDCA), includes the steps of combining solid MFDC with an inorganic acid (HY), to form a reaction mixture having solid FDCA in a concentration of 1-15 wt. % in a solution of a salt resulting from the cation of the furan-2,5-dicarboxylate salt and the anion of the inorganic acid (MY solution), removing solid FDCA from the reaction mixture in a solid/liquid separation step, and providing at least 40 vol. % of the MY solution resulting from the solid/liquid separation step to the step of combining MFDC with HY. The step of providing part of the MY salt solution resulting from the solid/liquid separation step to the step of combining MFDC with HY makes it possible to obtain a stable and economic process which results in an FDCA product with good quality, and obtained in high yield.

## Claims

### Claim 1

Method for manufacturing furan-2,5-dicarboxylic acid (FDCA) by converting a furan-2,5-dicarboxylate salt (MFDC) into furan-2,5-dicarboxylic acid (FDCA), comprising the steps of
combining solid MFDC with an inorganic acid (HY), to form a reaction mixture comprising solid FDCA in a concentration of 1-15 wt. % in a solution of a salt resulting from the cation of the furan-2,5-dicarboxylate salt and the anion of the inorganic acid (MY solution),
removing solid FDCA from the reaction mixture in a solid/liquid separation step, and
providing at least 40 vol. % of the MY solution resulting from the solid/liquid separation step to the step of combining MFDC with HY.

### Claim 2 (depends on 1)

Method according to claim 1, wherein the salt of furan-2,5-dicarboxylate is selected from magnesium furan-2,5-dicarboxylate (MgFDC), calcium furan-2,5-dicarboxylate (CaFDC), sodium furan-2,5-dicarboxylate (NaFDC), potassium furan-2,5-dicarboxylate (KFDC), and ammonium furan-2,5-dicarboxylate (NH4FDC).

### Claim 3 (depends on 1)

Method according to claim 1, wherein the inorganic acid (HY) is selected from hydrochloric acid (HCl), nitric acid (HNO3), and sulphuric acid (H2SO4), with the proviso that where the salt of furan-2,5-dicarboxylate is CaFDC, the inorganic acid (HY) is selected from hydrochloric acid (HCl) and nitric acid (HNO3).

### Claim 4 (depends on 1)

Method according to claim 1, wherein the inorganic acid (HY) is hydrochloric acid (HCl) and the salt of furan-2,5-dicarboxylate is MgFDC, wherein the method encompasses in a combination step combining solid MgFDC with hydrochloric acid in a magnesium chloride solution to form a reaction mixture comprising solid FDCA in a concentration of 1-15 wt. % in a magnesium chloride solution,
removing solid FDCA from the reaction medium in a solid/liquid separation step, and
providing at least 40 vol. % of the magnesium chloride solution resulting from the solid/liquid separation step to the step of combining solid magnesium chloride with hydrochloric acid.

### Claim 5 (depends on 1)

Method according to claim 1, wherein the amount of MFDC and its water content, the amount of acid and its concentration, and the amount of MY solution which are combined are selected in such a manner that the FDCA concentration in the reaction mixture is within the range of 1-10 wt. %, in some embodiments 2 to 8 wt. % calculated on the total weight of the reaction mixture.

### Claim 6 (depends on 1)

Method according to claim 1, wherein at least 50 vol. % of the MY solution resulting from the solid/liquid separation step is provided to the step of combining MFDC with HY.

### Claim 7 (depends on 1)

Method according to claim 1, wherein the concentration of the MY solution, e.g., the magnesium chloride solution, withdrawn from the solid liquid separation step has a concentration of at least 5 wt. %, and/or at most 30 wt. %.

### Claim 8 (depends on 1)

Method according to claim 1, wherein the MFDC results from a fermentation step.

### Claim 9 (depends on 1)

Method according to claim 1, wherein of the HY solution resulting from the solid/liquid separation step, a part is recycled to the combination step, and another part is not recycled to the combination step.

### Claim 10 (depends on 9)

Method according to claim 9, wherein the HY solution is a magnesium chloride solution, and part of the magnesium chloride stream which is not recycled to the combination step is subjected to a thermal decomposition step, wherein magnesium chloride is reacted with water to form hydrochloric acid and magnesium oxide.

### Claim 11 (depends on 10)

Method according to claim 10, wherein hydrochloric acid resulting from the thermal decomposition is provided to the combination step, in gaseous form, or after having been incorporated in an aqueous solution.

### Claim 12 (depends on 10)

Method according to claim 10, wherein the magnesium oxide is provided, directly or after conversion into magnesium hydroxide or magnesium carbonate, as neutralizing agent to a fermentation process.
