1255097-13-2Relevant academic research and scientific papers
A unique pathway to platform chemicals: Aldaric acids as stable intermediates for the synthesis of furandicarboxylic acid esters
Van Strien, Nicolaas,Rautiainen, Sari,Asikainen, Martta,Thomas, David A.,Linnekoski, Juha,Niemel?, Klaus,Harlin, Ali
, p. 8271 - 8277 (2020/12/28)
2,5-Furandicarboxylic acid (FDCA) has received attention as an emerging bio-based building block with many applications, especially in renewable polyesters. The common route to FDCA uses the unstable 5-hydroxymethylfurfural (HMF) as an intermediate. Here, we present an alternative route to FDCA and its esters using C6 aldaric acids as stable intermediates. Aldaric acids, or sugar diacids, can be obtained by the oxidation of C6 sugars or uronic acids from pectin. Subsequent dehydration of aldaric acids by solid acid catalysts in butanol produces furancarboxylates. Using silica-supported acid catalysts, over 90% yields of furancarboxylates were achieved with the selectivity to FDCA and its esters reaching 80%.
PROCESS FOR MAKING ESTERS OF 2,5-FURANDICARBOXYLIC ACID
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Paragraph 0072; 0073; 0074, (2019/01/10)
The present invention relates to a process for making the esters of 2,5-furandicarboxylic acid, and particularly the dimethyl, diethyl or dipropyl esters of FDCA for use as monomers in the production of polyesters and other types of polymers with biobased content, comprising: reacting an aqueous feed comprising glucaric acid with a high boiling first alcohol in the presence of an acid catalyst and with removing water during the reaction, to form a first product mixture comprising a first ester of FDCA and the high boiling first alcohol; removing unreacted high boiling first alcohol from the first product mixture; combining the first ester of FDCA and the high boiling first alcohol with a lower boiling second alcohol selected from the group consisting of methanol, ethanol, isopropanol and n-propanol; transesterifying the first ester with the lower boiling second alcohol to form a second product mixture comprising a second ester of FDCA with the lower boiling second alcohol; and recovering the second ester of FDCA with the lower boiling second alcohol.
