6338-41-6Relevant articles and documents
Aerobic oxidation of 5-hydroxymethylfurfural to 5-hydroxymethyl-2-furancarboxylic acid and its derivatives by heterogeneous NHC-catalysis
Brandolese, Arianna,Ragno, Daniele,Di Carmine, Graziano,Bernardi, Tatiana,Bortolini, Olga,Giovannini, Pier Paolo,Pandoli, Omar Ginoble,Altomare, Alessandra,Massi, Alessandro
, p. 8955 - 8964 (2018)
The application of the oxidative system composed of a heterogeneous triazolium pre-catalyst, iron(ii) phthalocyanine and air is described for the selective conversion of 5-hydroxymethylfurfural (HMF) into the added-value 5-hydroxymethyl-2-furancarboxylic acid (HMFCA). The disclosed one-pot two-step procedure involved sequential oxidative esterifications of HMF to afford a polyester oligomer having hydroxyl and carboxyl terminal groups (Mw = 389-1258), which in turn was hydrolyzed by a supported base (Ambersep 900 OH) to yield HMFCA in 87% overall yield. The same strategy was adopted for the effective synthesis of ester and amide derivatives of HMFCA by nucleophilic depolymerization of the oligomeric intermediate with methanol and butylamine, respectively. The utilization of the disclosed oxidative system for the direct conversion of HMF and furfural into their corresponding ester, amide, and thioester derivatives is also reported.
Transforming Electrocatalytic Biomass Upgrading and Hydrogen Production from Electricity Input to Electricity Output
Chen, Ru,Du, Shiqian,Fu, Xian-Zhu,Gan, Lang,Gu, Kaizhi,Huang, Zhifeng,Li, Yafei,Liu, Tianyang,Tao, Li,Tian, Jing,Wang, Shuangyin,Wang, Tehua,Wei, Xiaoxiao,Zhou, Peng,Zou, Yuqin
supporting information, (2022/02/05)
Integrating biomass upgrading and hydrogen production in an electrocatalytic system is attractive both environmentally and in terms of sustainability. Conventional electrolyser systems coupling anodic biosubstrate electrooxidation with hydrogen evolution reaction usually require electricity input. Herein, we describe the development of an electrocatalytic system for simultaneous biomass upgrading, hydrogen production, and electricity generation. In contrast to conventional furfural electrooxidation, the employed low-potential furfural oxidation enabled the hydrogen atom of the aldehyde group to be released as gaseous hydrogen at the anode at a low potential of approximately 0 VRHE (vs. RHE). The integrated electrocatalytic system could generate electricity of about 2 kWh per cubic meter of hydrogen produced. This study may provide a transformative technology to convert electrocatalytic biomass upgrading and hydrogen production from a process requiring electricity input into a process to generate electricity.
Aerobic oxidation of 5-[(formyloxy)methyl]furfural to 2,5-furandicarboxylic acid over MoCuOx catalyst
Wang, Qian,Zhang, Jie,Jia, Wenlong,Yu, Xin,Chen, Jiahong,Sun, Yong,Wei, Zuojun,Yang, Shuliang,Tang, Xing,Zeng, Xianhai,Lin, Lu
, (2021/11/30)
Generally, 5-hydroxymethylfurfural (HMF) is used as feedstock to produce 2,5-furandicarboxylic acid (FDCA). Whereas, its poor stability in alkaline environment results in low yield of FDCA. By contrast, 5-[(formyloxy)methyl]furfural (FMF), a novel platform compound derived from HMF, with higher thermal and alkaline stability than HMF, is more promising to replace HMF as substrate for the production of FDCA. In this study, FMF was successfully converted into FDCA over MoCuOx by using NaClO as oxidant, undergoing 2,5-diformylfuran (DFF) and 5-hydroxymethylfuran-2-carboxylic acid (HMFCA) as intermediates. Under optimization condition (30 min, 40 °C), 100% yield of FDCA was obtained. Furthermore, it was also demonstrated that the yield of FDCA up to 90% was gained in 5 wt % FMF concentration. Higher oxygen species mobility and lattice oxygen ratio endowed MoCuOx excellent catalytic activity. The synergy of Mo and Cu species in MoCuOx ensured an efficient conversion of HMF to FDCA through synergistic redox couple of Mo6+/Mo5+ and Cu2+/Cu+.
Base-free atmospheric O2-mediated oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic acid triggered by Mg-bearing MTW zeolite supported Au nanoparticles
Chen, Lei,Zhuang, Wenxia,Lan, Jingmin,Liu, Xiaoling,Jiang, Shi,Wang, Lei,Zhou, Yu,Wang, Jun
, (2021/03/29)
Mg-bearing MTW silicalite zeolite, MgSi-ZSM-12, was straightforwardly synthesized by involving an unusual acidic pre-gelation system and engaged as the task-specific support for loading the Au nanoparticles (NPs). The resulting Au/MgSi-ZSM-12 catalyst showed stably excellent activity for the oxidation of HMF into FDCA in the presence of atmospheric dioxygen (O2) without externally adding any liquid base, affording a yield of 87 % and turnover number (TON) of 331 based on the surface Au sites. Superior basicity was evidenced by embedding Mg species into the all-silica zeolitic skeleton, which enables strong, weak, and near-zero affinity towards aldehyde, alcohol, and carboxyl groups, respectively, thus, allows rapid and high-uptake adsorption of HMF, but negligible adsorption of FDCA. This unique feature of the Mg-bearing all-silica zeolite support together with its synergy with the active sites of Au NPs is revealed to accelerate the production of FDCA under the base-free mild condition.
