Base-free selective oxidation of monosaccharide into sugar acid by surface-functionalized carbon nanotube composites |
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| Institution: | 1. State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510641, China;2. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China;1. Department of Geriatrics, Sichuan Academy of Medical Sciences & Sichuan Provincial People''s Hospital, Chengdu 610072, China;2. Department of Neurosurgery, West China Hospital, Sichuan University, Chengdu 610041, China;3. Department of Infection Management, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 610072, China;4. Department of Radiation Oncology, Cancer Center, West China Hospital, West China Medical School, Sichuan University, Chengdu 610041, China;5. Department of Pharmacy, West China Second University Hospital of Sichuan University, Chengdu 610041, China;6. Pharmaceutical Department, Chongqing University Three Gorges Hospital, Chongqing 404000, China;1. Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, School of Medicine & Holistic Integrative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China;2. Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Tarragona 43007, Spain;3. Dipartimento di Farmacia, Università degli Studi “G. D''Annunzio” Chieti-Pescara, Via dei Vestini, Chieti 66100, Italy;4. State key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210023, China;1. Institute of Modern Optics and Center of Single-Molecule Science, Tianjin Key Laboratory of Micro-scale Optical Information Science and Technology, Nankai University, Tianjin 300350, China;2. School of Materials Science and Engineering, Smart Sensing Interdisciplinary Science Center, Nankai University, Tianjin 300350, China;1. Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China;2. State Key Laboratory Base of Eco-Chemical Engineering, College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China;3. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China;4. School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China |
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| Abstract: | Selective oxidation of biomass-derived monosaccharide into high value-added chemicals is highly desirable from sustainability perspectives. Herein, we demonstrate a surface-functionalized carbon nanotube-supported gold (Au/CNT-O and Au/CNT-N) catalyst for base-free oxidation of monosaccharide into sugar acid. Au/CNT-O and Au/CNT-N surfaces successfully introduced oxygen- and nitrogen-containing functional groups, respectively. The highest yields of gluconic acid and xylonic acid were 93.3% and 94.3%, respectively, using Au/CNT-N at 90 °C for 240 min, which is higher than that of using Au/CNT-O. The rate constants for monosaccharide decomposition and sugar acid formation in Au/CNT-N system were higher, while the corresponding activation energy was lower than in Au/CNT-O system. DFT calculation revealed that the mechanism of glucose oxidation to gluconic acid involves the adsorption and activation of O2, adsorption of glucose, dissociation of the formyl C-H bond and formation of O-H bond, and formation and desorption of gluconic acid. The activation energy barrier for the glucose oxidation over Au/CNT-N is lower than that of Au/CNT-O. The nitrogen-containing functional groups are more beneficial for accelerating monosaccharide oxidation and enhancing sugar acid selectivity than oxygen-containing functional groups. This work presents a useful guidance for designing and developing highly active catalysts for producing high-value-added chemicals from biomass. |
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