Saranya Saravanan, Vedachalam Seenuvasan
P. C. Ray Department of Chemistry, National Institute of Technology Puducherry, Karaikal 609609, Union Territory of Puducherry, India.
ACS Omega. 2024 Mar 4;9(11):12817-12824. doi: 10.1021/acsomega.3c08763. eCollection 2024 Mar 19.
5-Hydroxymethylfurfural (HMF) is a promising organic platform for producing value-added chemicals. In this work, we focused on using a covalent organic framework (COF-1) as a heterogeneous catalyst for the dehydration of fructose to 5-HMF. The unique phosphazene unit-functionalized pores of COF-1 are essential active sites for catalytic performance. The results show that under the optimized reaction conditions, a maximum yield of 90% was obtained within 1.5 h at 120 °C. Furthermore, the effects of the catalyst load, reaction temperature, and usage of solvents for the improvement of reaction yield were investigated. The catalyst recyclability results showed that the yield of HMF did not change appreciably (90-82%) over five consecutive recycling runs. This work provides a viable strategy by applying phosphazene-based COF-1 for the efficient synthesis of HMF from renewable biomass. The synthesized HMF was further used for the synthesis of the biopolymer monomer furan-2,5-dimethylcarboxylate (FDMC) through N-heterocyclic carbene (NHC)-catalyzed oxidative esterification.
5-羟甲基糠醛（HMF）是一种用于生产增值化学品的有前景的有机平台。在这项工作中，我们专注于使用共价有机框架（COF-1）作为果糖脱水制5-HMF的非均相催化剂。COF-1独特的磷腈单元功能化孔是催化性能的关键活性位点。结果表明，在优化的反应条件下，120℃时1.5小时内可获得最高90%的产率。此外，还研究了催化剂负载量、反应温度和溶剂用量对提高反应产率的影响。催化剂循环使用结果表明，连续五次循环使用后，HMF的产率没有明显变化（90%-82%）。这项工作通过应用基于磷腈的COF-1为从可再生生物质高效合成HMF提供了一种可行的策略。合成的HMF进一步用于通过N-杂环卡宾（NHC）催化的氧化酯化反应合成生物聚合物单体呋喃-2,5-二甲基羧酸酯（FDMC）。
