Citation: Huang Yaobing, Yang Tao, Liu Anfeng, Zhou Xincheng, Pan Hui. Microwave-Assisted Alcoholysis of Cellulose to Methyl Levulinate Catalyzed by SnCl₄/H₂SO₄[J]. Chinese Journal of Organic Chemistry, ;2016, 36(6): 1438-1443. doi: 10.6023/cjoc201511015 shu

Microwave-Assisted Alcoholysis of Cellulose to Methyl Levulinate Catalyzed by SnCl₄/H₂SO₄

1.
College of Chemical and Engineering, Nanjing Forestry University, Nanjing 210037

Corresponding author: Huang Yaobing, hyb@njfu.edu.cn Pan Hui, hpan@njfu.edu.cn
Received Date: 9 November 2015
Revised Date: 28 December 2015

Fund Project: and the Opening Fund from Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals No.14003Project supported by the National Natural Science Foundation of China No.21502095the Natural Science Foundation of Jiangsu Province No.BK20150872

Figures(6)

Microwave irradiation technology was used to assist the conversion of cellulose to methyl levulinate (ML) in methanol solution in the presence of mixed catalysts. The reactions were carried out in a microwave reactor and cellulose was rapidly converted into ML with a highest yield of 61.5% by the use of SnCl₄/H₂SO₄ as catalyst. The catalysts ratios, reaction time and reaction temperature were optimized and found to have great influences on both the ML product yield and the selectivity. Besides, an appropriate amount of water, which may participate the breakage of the glucosidic bond of cellulose, is highly desirable for the full conversion of cellulose. Several other biomass derived carbohydrates such as starch, sucrose and inulin were also tested in the optimized system and 48%~60% ML yields were achieved. Finally, the mixed catalysts can be recycled and reused for at least five times without much decrease in catalytic activity.
- cellulose,
- methyl levulinate,
- microwave irradiation,
- alcoholysis
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
  Runge, T.; Zhang, C. Ind. Eng. Chem. Res. 2012, 51, 3265.
6. [6]
7. [7]
8. [8]
  Joshi, H.; Moser, B. R.; Toler, J.; Smith, W. F.; Walker, T. Biomass Bioenergy 2011, 35, 3262.
9. [9]
  Chia, M.; Dumesic, J. A. Chem. Commun. 2011, 47, 12233.
10. [10]
  Huang, Y.; Dai, J.; Deng, X.; Qu, Y.; Guo, Q.; Fu, Y. ChemsusChem 2011, 4, 1578.
11. [11]
  Alexandre, D.; Nadine, E.; Franck, R. ACS Sustainable Chem. Eng. 2014, 2, 1338.
12. [12]
  Climent, M. J.; Corma, A.; Iborra, S. Green Chem. 2014, 16, 516.
13. [13]
  Melero, J. A.; Morales, G.; Iglesias, J.; Paniagua, M.; Hernandez, B.; Penedo, S. Appl. Catal., A 2013, 466, 116.
14. [14]
  Huang, Y. B.; Yang, T.; Zhou, M. C.; Pan, H.; Fu, Y. Green Chem. 2016, 18, 1516.
15. [15]
16. [16]
  Yu, K. M. K.; Tsang, S. C. Catal. Lett. 2011, 141, 259.
17. [17]
  Tominaga, K.; Mori, A.; Fukushima, Y.; Shimada, S.; Sato, K. Green Chem. 2011, 13, 810.
18. [18]
19. [19]
20. [20]
  Ding, D. Q.; Xi, J. X.; Wang, J. J.; Liu, X. H.; Lu, G. Z.; Wang, Y. Q. Green Chem. 2015, 17, 4037.
21. [21]
  Hishikawa, Y.; Yamaguchi, M.; Kubo, S.; Yamada, T. J. Wood Sci. 2013, 59, 179.
22. [22]
23. [23]
  Wu, X.; Fu, J.; Lu, X. Carbohydr. Res. 2012, 358, 37.
24. [24]
  Chang, C.; Jiang, X. X.; Zhang, T. Adv. Mater. Res. 2012, 512, 388.
25. [25]
  Peng, L.; Lin, L.; Li, H.; Yang, Q. Appl. Energ. 2011, 88, 4590.
1. [1]
  Xiaoning TANG , Junnan LIU , Xingfu YANG , Jie LEI , Qiuyang LUO , Shu XIA , An XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191
2. [2]
  Lisha LEI , Wei YONG , Yiting CHENG , Yibo WANG , Wenchao HUANG , Junhuan ZHAO , Zhongjie ZHAI , Yangbin DING . Application of regenerated cellulose and reduced graphene oxide film in synergistic power generation from moisture electricity generation and Mg-air batteries. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1151-1161. doi: 10.11862/CJIC.20240202
3. [3]
  Aili Feng , Xin Lu , Peng Liu , Dongju Zhang . Computational Chemistry Study of Acid-Catalyzed Esterification Reactions between Carboxylic Acids and Alcohols. University Chemistry, 2025, 40(3): 92-99. doi: 10.12461/PKU.DXHX202405072
4. [4]
  Yifeng TAN , Ping CAO , Kai MA , Jingtong LI , Yuheng WANG . Synthesis of pentaerythritol tetra(2-ethylthylhexoate) catalyzed by h-MoO₃/SiO₂. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2155-2162. doi: 10.11862/CJIC.20240147
5. [5]
  Shijie Li , Ke Rong , Xiaoqin Wang , Chuqi Shen , Fang Yang , Qinghong Zhang . Design of Carbon Quantum Dots/CdS/Ta₃N₅ S-Scheme Heterojunction Nanofibers for Efficient Photocatalytic Antibiotic Removal. Acta Physico-Chimica Sinica, 2024, 40(12): 2403005-. doi: 10.3866/PKU.WHXB202403005
6. [6]
  Ruitong Zhang , Zhiqiang Zeng , Xiaoguang Zhang . Improvement of Ethyl Acetate Saponification Reaction and Iodine Clock Reaction Experiments. University Chemistry, 2024, 39(8): 197-203. doi: 10.3866/PKU.DXHX202312004
7. [7]
  Ping Song , Nan Zhang , Jie Wang , Rui Yan , Zhiqiang Wang , Yingxue Jin . Experimental Teaching Design on Synthesis and Antitumor Activity Study of Cu-Pyropheophorbide-a Methyl Ester. University Chemistry, 2024, 39(6): 278-286. doi: 10.3866/PKU.DXHX202310087
8. [8]
  Shuying Zhu , Shuting Wu , Ou Zheng . Improvement and Expansion of the Experiment for Determining the Rate Constant of the Saponification Reaction of Ethyl Acetate. University Chemistry, 2024, 39(4): 107-113. doi: 10.3866/PKU.DXHX202310117
9. [9]
  Wei Li , Guoqiang Feng , Ze Chang . Teaching Reform of X-ray Diffraction Using Synchrotron Radiation in Materials Chemistry. University Chemistry, 2024, 39(3): 29-35. doi: 10.3866/PKU.DXHX202308060
10. [10]
  Ronghao Zhao , Yifan Liang , Mengyao Shi , Rongxiu Zhu , Dongju Zhang . Investigation into the Mechanism and Migratory Aptitude of Typical Pinacol Rearrangement Reactions: A Research-Oriented Computational Chemistry Experiment. University Chemistry, 2024, 39(4): 305-313. doi: 10.3866/PKU.DXHX202309101
11. [11]
  Yuena Yu , Fang Fang . Microwave-Assisted Synthesis of Safinamide Methanesulfonate. University Chemistry, 2024, 39(11): 210-216. doi: 10.3866/PKU.DXHX202401076
12. [12]
  Yinuo Wang , Siran Wang , Yilong Zhao , Dazhen Xu . Selective Synthesis of Diarylmethyl Anilines and Triarylmethanes via Multicomponent Reactions: Introduce a Comprehensive Experiment of Organic Chemistry. University Chemistry, 2024, 39(8): 324-330. doi: 10.3866/PKU.DXHX202401063
13. [13]
  Min LI , Xianfeng MENG . Preparation and microwave absorption properties of ZIF-67 derived Co@C/MoS₂ nanocomposites. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1932-1942. doi: 10.11862/CJIC.20240065
14. [14]
  Zixuan Zhao , Miao Fan . “Carbon” with No “Ester”: A Boundless Journey of CO₂ Transformation. University Chemistry, 2025, 40(7): 213-217. doi: 10.12461/PKU.DXHX202409040
15. [15]
  Yixuan Zhu , Qingtong Wang , Jin Li , Lin Chen , Junlong Zhao . Blog of Oxytocin. University Chemistry, 2024, 39(9): 134-140. doi: 10.12461/PKU.DXHX202310090
16. [16]
  Yiling Wu , Peiyao Jin , Shenyue Tian , Ji Zhang . The Star of Sugar Substitutes: An Interview of Erythritol. University Chemistry, 2024, 39(9): 22-27. doi: 10.12461/PKU.DXHX202404034
17. [17]
  Yiping HUANG , Liqin TANG , Yufan JI , Cheng CHEN , Shuangtao LI , Jingjing HUANG , Xuechao GAO , Xuehong GU . Hollow fiber NaA zeolite membrane for deep dehydration of ethanol solvent by vapor permeation. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 225-234. doi: 10.11862/CJIC.20240224
18. [18]
  Yukun Xing , Xiaoyu Xie , Fangfang Chen . A Sunlit Gift: Vitamin D. University Chemistry, 2024, 39(9): 28-34. doi: 10.12461/PKU.DXHX202402006
19. [19]
  Jijun Sun , Qianlang Wang , Qian Chen , Quanqin Zhao , Shumei Zhai . The Antibiotic Legion’s Manifesto to Human Allies. University Chemistry, 2025, 40(4): 307-321. doi: 10.12461/PKU.DXHX202405206
20. [20]
  Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H₂ production activity of BaTiO₃ nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(911)
HTML views(97)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Microwave-Assisted Alcoholysis of Cellulose to Methyl Levulinate Catalyzed by SnCl4/H2SO4

Metrics

通讯作者: 陈斌, bchen63@163.com

Microwave-Assisted Alcoholysis of Cellulose to Methyl Levulinate Catalyzed by SnCl₄/H₂SO₄