Sulfonated lignin-derived ordered mesoporous carbon with highly selective and recyclable catalysis for the conversion of fructose into 5-hydroxymethylfurfural

被引:50
作者
Gan, Linhuo [1 ]
Lyu, Li [1 ]
Shen, Tianruo [1 ]
Wang, Shuai [1 ]
机构
[1] Huaqiao Univ, Coll Chem Engn, 668 Jimei Ave, Xiamen 361021, Peoples R China
基金
中国国家自然科学基金;
关键词
Kraft lignin; Mesoporous carbon; Solid acid catalyst; Kinetics analysis; Green chemistry; SILICA NANOPARTICLES; ACID; DEHYDRATION; BIOMASS; KINETICS; PHENOLATION; ADSORPTION; MECHANISM; GLUCOSE; RESIN;
D O I
10.1016/j.apcata.2019.02.008
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Sulfonic acid-functionalized lignin-derived mesoporous carbon (LDM C-S O3H) was prepared using phenolation and evaporation induced self-assembly method followed by sulfonation. The obtained LDM C-S O3H bearing sulfonic acid density of 0.6528 mmol/g possessed a well-ordered two-dimensional hexagonal mesoporous characteristics. A 5-hydroxymethylfurfural (5-HMF) yield of 98.0% with a full fructose conversion was obtained using LDM C-S O3H as catalyst at 140 degrees C for 2 h in DMSO. Reactive kinetics studies revealed that fructose conversion in DMSO without catalyst or catalyzed by LDMC-SO3H may obey pseudo-first-order kinetics, and the activation energy of latter (72 kJ/mol) was much lower than that of former (114 kJ/mol). Adsorption kinetics studies indicated that almost no 5-HMF adsorbed onto LDM C-S O3H probably had a great contribution to the high selectivity of up to 98.0%, while the fructose adsorption on LDM C-S O3H was a diffusion-controlling adsorption process with more following Bangham kinetic model and Weber-Morris kinetic model owing to the characteristics of ordered mesostructure of LDM C-S O3H. Moreover, LDM C-S O3H exhibited superior reusability and stability in catalytic performance with a 5-HMF yield higher than 88.0% in six runs probably due to the synergistic effect of mesopore structure with a special surface and -SO3H groups with a relatively high content. These research results will contribute to a better understanding of structure-performance relationship of LDM C-S O3H used as an efficient catalyst in the fructose-to-5-HMF transformation as well as the high-value utilization of lignin in the field of catalysis.
引用
收藏
页码:132 / 143
页数:12
相关论文
共 50 条
  • [41] Incorporation of tin oxide nanoparticles on sulfonated carbon microspheres as a bifunctional catalyst for efficient conversion of biomass-derived monosaccharides to 5-Hydroxymethylfurfural and furfural
    Zhong, Yan
    Liu, Yu
    Wang, Sichen
    Hou, Shihang
    Fan, Yongming
    INDUSTRIAL CROPS AND PRODUCTS, 2024, 208
  • [42] Highly Selective and Near-Quantitative Conversion of Fructose to 5-Hydroxymethylfurfural Using Mildly Acidic Ionic Liquids
    Eminov, Sanan
    Wilton-Ely, James D. E. T.
    Hallett, Jason P.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (04): : 978 - 981
  • [43] Efficient conversion of fructose to 5-hydroxymethylfurfural over sulfated porous carbon catalyst
    Liang Wang
    Jian Zhang
    Longfeng Zhu
    Xiangju Meng
    Feng-Shou Xiao
    Journal of Energy Chemistry , 2013, (02) : 241 - 244
  • [44] Efficient conversion of fructose to 5-hydroxymethylfurfural over sulfated porous carbon catalyst
    Wang, Liang
    Zhang, Jian
    Zhu, Longfeng
    Meng, Xiangju
    Xiao, Feng-Shou
    JOURNAL OF ENERGY CHEMISTRY, 2013, 22 (02) : 241 - 244
  • [45] Synthesis of 5-hydroxymethylfurfural from fructose catalyzed by sulfonated carbon-based solid acid
    He, Qiao
    Lu, Yuchan
    Peng, Qiao
    Chen, Wenhai
    Fan, Guozhi
    Chai, Bo
    Song, Guangsen
    BIOMASS CONVERSION AND BIOREFINERY, 2023, 13 (10) : 9195 - 9203
  • [46] Preparation of Acicular Mesoporous Char Sulfonic Acid and Its Application for Conversion of Fructose to 5-Hydroxymethylfurfural
    Zhang, Shuang
    Han, Xiaohui
    Liu, Yanjie
    Liu, Ling
    Yang, Jiajun
    Zhang, Long
    BIORESOURCES, 2021, 16 (01) : 324 - 338
  • [47] Selective hydrogenation of biomass-derived 5-hydroxymethylfurfural using palladium catalyst supported on mesoporous graphitic carbon nitride
    Chen, Jiayi
    Ge, Yao
    Guo, Yuanyuan
    Chen, Jinzhu
    JOURNAL OF ENERGY CHEMISTRY, 2018, 27 (01) : 283 - 289
  • [48] Solid-state NMR studies of sulfonated SBA-15 and the synergistic catalysis of fructose into 5-hydroxymethylfurfural with dimethyl sulfoxide
    Li, Xin
    Shen, Wanling
    Sun, Han
    MAGNETIC RESONANCE LETTERS, 2022, 2 (01) : 38 - 47
  • [49] Hierarchical porous carbon-based solid acid as a high-performance catalyst for conversion of fructose to 5-hydroxymethylfurfural
    Zhang, Xingyilong
    Lu, Houfang
    Wu, Kejing
    Liu, Yingying
    Zhu, Yingming
    Liang, Bin
    FUEL, 2024, 363
  • [50] Acid-Catalyzed Dehydration of Fructose into 5-Hydroxymethylfurfural by Cellulose-Derived Amorphous Carbon
    Qi, Xinhua
    Guo, Haixin
    Li, Luyang
    Smith, Richard L., Jr.
    CHEMSUSCHEM, 2012, 5 (11) : 2215 - 2220