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Catalytic Synthesis of 2,5‐Furandicarboxylic Acid from Concentrated 2,5‐Diformylfuran Mediated by N ‐hydroxyimides under Mild Conditions
Author(s) -
Xia Fei,
Ma Jiping,
Jia Xiuquan,
Guo Meiling,
Liu Xuebin,
Ma Hong,
Gao Jin,
Xu Jie
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901001
Subject(s) - catalysis , chemistry , organic chemistry
Producing polyester monomer 2,5‐furandicarboxylic acid (FDCA) from biomass as an alternative to fossil‐derived terephthalic acid has drawn much attention from both academy and industry. In this work, an efficient FDCA synthesis was proposed from 10.6 wt % 2,5‐diformylfuran (DFF) in acetic acid using a combined catalytic system of Co/Mn acetate and N ‐hydroxyimides. The intermediate product of 5‐formyl‐2‐furandicarboxylic acid (FFCA) possesses the least reactive formyl group. N ‐hydroxysuccinimide was found to be superior to N ‐hydroxyphthalimide in catalyzing the oxidation of the formyl group in FFCA intermediate, affording a near 95 % yield of FDCA under mild conditions of 100 °C. Trace maleic anhydride was detected as by‐product, which mainly came from the oxidative cleavage of DFF via furfural, furoic acid and 5‐acetoxyl‐2( 5H )‐furanone as intermediates.