Volume 7 Issue 5
Oct.  2022
Turn off MathJax
Article Contents
Article Navigation >  Green Energy&Environment  > 2022  >  7(5): 957-964
Qing-Shan Kong, Xing-Long Li, Hong-Bo Shen, Hua-Jian Xu, Yao Fu. Na-MnOx catalyzed aerobic oxidative cleavage of biomass-derived 1,2-diols to synthesis medium-chain furanic chemicals. Green Energy&Environment, 2022, 7(5): 957-964. doi: 10.1016/j.gee.2020.12.007
Citation: Qing-Shan Kong, Xing-Long Li, Hong-Bo Shen, Hua-Jian Xu, Yao Fu. Na-MnOx catalyzed aerobic oxidative cleavage of biomass-derived 1,2-diols to synthesis medium-chain furanic chemicals. Green Energy&Environment, 2022, 7(5): 957-964. doi: 10.1016/j.gee.2020.12.007
shu

Na-MnOx catalyzed aerobic oxidative cleavage of biomass-derived 1,2-diols to synthesis medium-chain furanic chemicals

doi: 10.1016/j.gee.2020.12.007

  • a Hefei National Laboratory for Physical Sciences at the Microscale, iChEM, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Institute of Energy, Hefei Comprehensive National Science Center, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China;

  • b Institute of Energy, Hefei Comprehensive National Science Center, Hefei, 230031, China;

  • c School of Food and Biological Engineering, Hefei University of Technology, Hefei, 230009, China

Funds:

D Program of China (2018YFB1501604), the Strategic Priority Research Program of the CAS (XDA21060101), the Major Science and Technology Projects of Anhui Province (18030701157), the National Natural Science Foundation of China (51821006, 51961135104), and the Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01N092). The authors thank the Hefei Leaf Biotech Co., Ltd. for free samples that benefited our ability to conduct this study.

This work was supported by the National Key R&

  • Received date 03 August 2020, Accepted date 09 December 2020, RevRecd date 08 December 2020, Publish date 15 December 2020,
    Abstract
  • Medium-chain furanic chemicals have outstanding practical potential, especially in the application of pharmaceuticals and polymers. Herein, we describe an eco-friendly and efficient heterogeneous sodium-doped porous sodium manganese oxide catalyst (Na-MnOx) for oxidative cleavage of furanic 1,2-diols into medium-chain furanic aldehyde compounds. Subsequently, various high value-added chemicals (diacids and esters, diols, hydroxy acids, acrylics) were synthesized based on the widely applicable and highly selective catalytic approaches. The Na-MnOx was prepared by the coprecipitation method and characterized by XRD, SEM, XPS and FT-IR, and TGA. XPS revealed that Mn species existed in the mixed oxidation states MnII, MnIII and MnIV. When NaOH concentration up to 1.8 mol L-1 during the preparation process of the catalyst, the ratio of Mn4+ in the catalyst was the highest, and the yield of product (Furan-2-acrolein) in the model reaction is also optimal. Overall, this protocol developed a novel and general route for the preparation of medium-chain furanic compounds utilizing cellulose-derived platform molecules.

     

    • • Na-MnOx was proposed for oxidative cleavage of furanic 1,2-diols. • Various Medium-chain furanic chemicals were synthesized. • The catalyst with higher proportion of Mn4+ exhibited the best performance. • The catalyst showed excellent recycling performance.
    FullText(HTML)
  • loading
    • References(47)
  • [1]
    H. Olcay, A. V. Subrahmanyam, R. Xing, J. Lajoie, J. A. Dumesic, G. W. Huber, Energ. Environ. Sci. 6 (2013) 205-216
    [2]
    A. Farran, C. Cai, M. Sandoval, Y. Xu, J. Liu, M. J. Hernaiz, R. J. Linhardt, Chem. Rev. 115 (2015) 6811-6853
    [3]
    J. P. Lange, E. van der Heide, J. van Buijtenen, R. Price, ChemSusChem 5 (2012) 150-166
    [4]
    N. Li, G. A. Tompsett, G. W. Huber, ChemSusChem 3 (2010) 1154-1157
    [5]
    Y. B. Huang, Z. Yang, J. J. Dai, Q. X. Guo, Y. Fu, RSC. Adv. 2 (2012) 11211-11214
    [6]
    B. Liu, Z. Zhang, ChemSusChem 9 (2016) 2015-2036
    [7]
    X. Li, P. Jia, T. Wang, ACS Catal. 6 (2016) 7621-7640
    [8]
    K. Zhang, X. L. Li, S. Y. Chen, H. J. Xu, J. Deng, Y. Fu, ChemSusChem 11 (2018) 726-734
    [9]
    X. H. Yang, X. M. Xiang, H. M. Chen, H. Y. Zheng, Y. W. Li, Y. L. Zhu, ChemCatChem 9 (2017) 3023-3030
    [10]
    J. Xu, N. Li, X. Yang, G. Li, A. Wang, Y. Cong, X. Wang, ACS Catal. 7 (2017) 5880-5886
    [11]
    J. Dai, X. Fu, L. Zhu, J. Tang, X. Guo, C. Hu, ChemCatChem 8 (2016) 1379-1385
    [12]
    J. J. Bozell, G. R. Petersen, Green Chem. 12 (2010) 539-554
    [13]
    A. Ranoux, K. Djanashvili, I. W. C. E. Arends, U. Hanefeld, ACS Catal. 3 (2013) 760-763
    [14]
    J. Lewkowski, Arkivoc 2 (2001)17-54
    [15]
    N. K. Gupta, S. Nishimura, A. Takagaki, K. Ebitani, Green Chem. 13 (2011) 824-827
    [16]
    J. Zhu, J. Cai, W. Xie, P.-H. Chen, M. Gazzano, M. Scandola, R. A. Gross, Macromolecules 46 (2013) 796-804
    [17]
    B. S. Wu, Y. T. Xu, Z. Y. Bu, L. B. Wu, B. G. Li, P. Dubois, Polymer 55 (2014) 3648-3655
    [18]
    X.-L. Li, K. Zhang, J.-L. Jiang, R. Zhu, W.-P. Wu, J. Deng, Y. Fu, Green Chem. 20 (2018) 362-368
    [19]
    N. Poulopoulou,N. Kasmi, D. N. Bikiaris, D. G. Papageorgiou, G. Floudas, G. Z. Papageorgiou, Macromol. Mater. Eng. 303 (2018) 1800153
    [20]
    D. Zhang, M.-J. Dumont, J. Polym. Sci. Part A Polym. Chem. 55 (2017) 1478-1492
    [21]
    K. Kan, M. Akashi, H. Ajiro, ACS Appl. Polym. Mater. 1 (2018) 267-274
    [22]
    N. Miyagawa, T. Suzuki, K. Okano, T. Matsumoto, T. Nishino, A. Mori, J. Polym. Sci. Pol. Chem. 56 (2018) 1516-1519
    [23]
    A. J. J. E. Eerhart, A. P. C. Faaij, M. K. Patel, Energy Environ. Sci. 5 (2012) 6407-6422
    [24]
    J. C. Morales-Huerta, A. M. de Ilarduya, S. Munoz-Guerra, Polymer 87 (2016) 148-158
    [25]
    S. K. Burgess, D. S. Mikkilineni, D. B. Yu, D. J. Kim, C. R. Mubarak, R. M. Kriegel, W. J. Koros, Polymer 55 (2014) 6861-6869
    [26]
    S. K. Burgess, R. M. Kriegel, W. J. Koros, Macromolecules 48 (2015) 2184-2193
    [27]
    G. Cecchin, E. Garagnani, US Patent, US6610785B1, 2003.
    [28]
    D. Tamarkin, D. Friedman, M.Eini, A. Besonov, US Patent, US7820145B2, 2010.
    [29]
    N. Kagawa, Y. Sasaki, H. Kojima, M. Toyota, Tetrahedron Lett. 51 (2010) 482-484
    [30]
    M. Kirihara, K. Yoshida, T. Noguchi, S. Naito, N. Matsumoto, Y. Ema, M. Torii, Y. Ishizuka, I. Souta, Tetrahedron Lett. 51 (2010) 3619-3622
    [31]
    L. Ning, S. Liao, X. Liu, P. Guo, Z. Zhang, H. Zhang, X. Tong, J. Catal. 364 (2018) 1-13
    [32]
    X. Tong, L. Yu, X. Luo, X. Zhuang, S. Liao, S. Xue, Catal. Today 298 (2017) 175-180
    [33]
    M. Gao, J. J. Meng, H. Lv, X. Zhang, Angew. Chem., Int. Ed. 127 (2015) 1905-1907
    [34]
    H. Zhu, Y. Zhang, X. Yang, H. Liu, X. Zhang, J. Yao, Ind. Eng. Chem. Res. 54 (2015) 2825-2829
    [35]
    F. Napoly, L. Jean-Gerard, C. Goux-Henry, M. Draye, B. Andrioletti, Eur. J. Org. Chem. 4 (2014) 781-787
    [36]
    A. Behr, N. Tenhumberg, A. Wintzer, RSC Adv. 3 (2013)172-180
    [37]
    P. T. Anastas, T. C. Williamson, D. Hjeresen, J. J. Breen, Environ. Sci. Technol. 33 (1999) 116A-119A
    [38]
    G. D. Du, L. K. Woo, J. Porphyr. Phthalocya. 9 (2005) 206-213
    [39]
    S. Riano, D. Fernandez, L. Fadini, Catal. Commun. 9 (2008) 1282-1285
    [40]
    C. Klein-Koerkamp, R. Granet, R. Zerrouki, N. Villandier, F. Jerome, J. Barrault, P. Krausz, Carbohydr. Polym. 78 (2009) 938-944
    [41]
    C. F. Zhao, C. A. Sojdak, W. Myint, D. Seidel, J. Am. Chem. Soc. 139 (2017) 10224-10227
    [42]
    V. Escande, C. H. Lam, P. Coish, P. T. Anastas, Angew. Chem., Int. Ed. 56 (2017) 9561-9565
    [43]
    P. Manjunathan, R. Ravishankar, G. V. Shanbhag, ChemCatChem 8 (2016) 631-639
    [44]
    A. R. Gandhe, J. S. Rebello, J. L. Figueiredo, J. B. Fernandes, Appl. Catal., B 72 (2007) 129-135
    [45]
    W. Luo, L. Sun, Y. Yang, Y. Chen, Z. Zhou, J. Liu, F, Catal. Sci. Technol. 8 (2018) 6468-6477
    [46]
    E. S. Ilton, J. E. Post, P. J. Heaney, F. T. Ling, S. N. Kerisit, Appl. Surf. Sci. 366 (2016) 475-485
    [47]
    V. Escande, C. H. Lam, C. Grison, P. T. Anastas, ACS Sustain. Chem. Eng. 5 (2017) 3214-3222
    • Relative Articles
    • Supplements(0)
    • Cited By
  • 加载中

Catalog

    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

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索
    Get Citation
    PDF
    XML

    Article Metrics

    Article views (115) PDF downloads(14) Cited by()
    Proportional views

    Publish With GEE

    Contact

    • Email：gee@ipe.ac.cn
    • Tel：010-82627075
    • Address：North 2nd street, Zhongguancun, Haidian District, Beijing, China

    Links

    京ICP备10002620号-1京公网安备 11010802039050号

    Supported by: Beijing Renhe Information Technology Co. Ltd    

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return