title: Synthesis of a Sulfonated Two-Dimensional Covalent Organic Framework as an Efficient Solid Acid Catalyst for Biobased Chemical Conversion.
abstract: Because of limited framework stability tolerance, de novo synthesis of sulfonated covalent organic frameworks (COFs) remains challenging and unexplored. Herein, a sulfonated two-dimensional crystalline COF, termed TFP-DABA, was synthesized directly from 1,3,5-triformylphloroglucinol and 2,5-diaminobenzenesulfonic acid through a previously reported Schiff base condensation reaction, followed by irreversible enol-to-keto tautomerization, which strengthened its structural stability. TFP-DABA is a highly efficient solid acid catalyst for fructose conversion with remarkable yields (97 % for 5-hydroxymethylfurfural and 65 % for 2,5-diformylfuran), good chemoselectivity, and good recyclability. The present study sheds light on the de novo synthesis of sulfonated COFs as novel solid acid catalysts for biobased chemical conversion.
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Yongwu
authors.initials: Y
authors.lastname: Peng
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Hu
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Yongjun
authors.initials: Y
authors.lastname: Gao
authors.affiliation: State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, P.R. China.
authors.forename: Daqiang
authors.initials: D
authors.lastname: Yuan
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Zixi
authors.initials: Z
authors.lastname: Kang
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Yuhong
authors.initials: Y
authors.lastname: Qian
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore.
authors.forename: Ning
authors.initials: N
authors.lastname: Yan
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore, 117585, Singapore. chezhao@nus.edu.sg.
authors.forename: Dan
authors.initials: D
authors.lastname: Zhao
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation; D010655:Phenylenediamines / Q000737:chemistry*; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000737:chemistry; D013451:Sulfonic Acids / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C000607859:1,3,5-triformylphloroglucinol; D010655:Phenylenediamines; D013451:Sulfonic Acids; C030993:2,5-diaminobenzenesulfonic acid; D010696:Phloroglucinol
keywords: biocatalysis; covalent organic frameworks; heterocycles; heterogeneous catalysis; synthesis design