Efficient production of 5-hydroxymethylfurfural from fructose catalyzed by acidic ion-functionalized porous carbon solid acid

被引:10
作者
Wang, Xudong [1 ]
Deng, Qingbo [1 ]
Zhang, Yi [1 ]
Ren, Zhilin [1 ]
He, Ping [1 ]
机构
[1] Hubei Univ Arts & Sci, Dept Chem Engn & Food Sci, Xiangyang 441053, Peoples R China
关键词
Biomass; Fructose; Dehydration; Carbon-based acid; MESOPOROUS CARBON; GRAPHENE OXIDE; LEVULINIC ACID; DEHYDRATION; CONVERSION; BIOMASS; TRANSFORMATION; ISOSORBIDE; GLUCOSE; LIQUIDS;
D O I
10.1007/s11164-023-04982-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Efficient production of 5-hydroxymethylfurfural (5-HMF) from fructose dehydration is a crucial step of biomass to chemicals and fuels. Herein, a strong acidic ion-functionalized porous carbon (PCN-ILSO3CF3) was prepared via bonding with trifluoromethanesulfonic groups for catalyzing fructose dehydration. The various reaction parameters including solvent, catalyst amount, reaction temperature, and time were investigated and showed that the full conversion of fructose with highest 5-HMF yield of 95.6% could be obtained at relatively mild conditions of 110 degrees C, 50 min in DMSO. The characterization techniques revealed that PCN-ILSO3CF3 possessed the strong Bronsted acid density of 1.25 mmol/g and a porous structure with super-high surface area over 1400 m(2)/g. Adsorption tests indicated that PCN-ILSO3CF3 was conducive to the adsorption of reactant fructose, but not product of 5-HMF. These characteristics will favor the availability of fructose with the active sites of catalyst, as well as the rapid removal of 5-HMF from the catalyst surface, which had a great contribution to the high selectivity of 95.6%. Moreover, PCN-ILSO3CF3 showed good reusability in reaction with a 5-HMF yield of 84.0% after five runs owing to the stable porous structure and acidic ion groups.
引用
收藏
页码:1369 / 1386
页数:18
相关论文
共 47 条
[1]   Continuous D-Fructose Dehydration to 5-Hydroxymethylfurfural Under Mild Conditions [J].
Aellig, Christof ;
Hermans, Ive .
CHEMSUSCHEM, 2012, 5 (09) :1737-1742
[2]   Chromium(III) catalysts in ionic liquids for the conversion of glucose to 5-(hydroxymethyl)furfural (HMF): Insight into metal catalyst:ionic liquid mediated conversion of cellulosic biomass to biofuels and chemicals [J].
Bali, Sumit ;
Tofanelli, Marcus A. ;
Ernst, Richard D. ;
Eyring, Edward M. .
BIOMASS & BIOENERGY, 2012, 42 :224-227
[3]   Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals [J].
Binder, Joseph B. ;
Raines, Ronald T. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1979-1985
[4]   Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited [J].
Bozell, Joseph J. ;
Petersen, Gene R. .
GREEN CHEMISTRY, 2010, 12 (04) :539-554
[5]   An eco-friendly acidic catalyst phosphorus-doped graphitic carbon nitride for efficient conversion of fructose to 5-Hydroxymethylfurfural [J].
Cai, Bo ;
Kang, Rui ;
Guo, Dayi ;
Feng, Junfeng ;
Ma, Tianyi ;
Pan, Hui .
RENEWABLE ENERGY, 2022, 199 :1629-1638
[6]   Chemical routes for the transformation of biomass into chemicals [J].
Corma, Avelino ;
Iborra, Sara ;
Velty, Alexandra .
CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502
[7]   A comparative study of the activity and stability of SO42-/MxOy (M = Zr, Sn, Ti) for dehydration of sorbitol and glucose [J].
Deng, Qingbo ;
Zhang, Yi ;
Huang, Zilong ;
Lin, Ziyan ;
Chen, Tong .
RESEARCH ON CHEMICAL INTERMEDIATES, 2022, 48 (11) :4693-4709
[8]   Recent advancement and prospective of heterogeneous carbonaceous catalysts in chemical and enzymatic transformation of biodiesel [J].
Dhawane, Sumit H. ;
Kumar, Tarkeshwar ;
Halder, Gopinath .
ENERGY CONVERSION AND MANAGEMENT, 2018, 167 :176-202
[9]   Catalytic conversion of carbohydrates into 5-hydroxymethyl furfural over sulfonated hyper-cross-linked polymer in DMSO [J].
Dong, Kaijun ;
Zhang, Jun ;
Luo, Weimin ;
Su, Lin ;
Huang, Zhilin .
CHEMICAL ENGINEERING JOURNAL, 2018, 334 :1055-1064
[10]   Effect of the sulphonating agent on the catalytic behavior of activated carbons in the dehydration reaction of fructose in DMSO [J].
Eddine Bounoukta, Charf ;
Megias-Sayago, Cristina ;
Ivanova, Svetlana ;
Penkova, Anna ;
Ammari, Fatima ;
Angel Centeno, Miguel ;
Antonio Odriozola, Jose .
APPLIED CATALYSIS A-GENERAL, 2021, 617