Selective Glucose Isomerization to Fructose via a Nitrogen-doped Solid Base Catalyst Derived from Spent Coffee Grounds

被引:102
作者
Chen, Season S. [1 ,2 ]
Yu, Iris K. M. [1 ]
Cho, Dong-Wan [1 ,3 ]
Song, Hocheol [3 ]
Tsang, Daniel C. W. [1 ]
Tessonnier, Jean-Philippe [2 ]
Ok, Yong Sik [4 ]
Poon, Chi Sun [1 ]
机构
[1] Hong Kong Polytech Univ, Dept Civil & Environm Engn, Kowloon, Hong Kong, Peoples R China
[2] Iowa State Univ, Dept Chem & Biol Engn, 618 Bissell Rd, Ames, IA 50011 USA
[3] Sejong Univ, Environm & Energy Dept, Seoul 05006, South Korea
[4] Korea Univ, Div Environm Sci & Ecol Engn, OJERI, Korea Biochar Res Ctr, Seoul 02841, South Korea
关键词
Biorefinery; Glucose isomerization; Engineered biochar; Carbon-based catalyst; Biomass valorization; Food waste recycling; LEVULINIC ACID; FOOD WASTE; HYDROXYMETHYLFURFURAL HMF; CARBON; CONVERSION; BIOCHAR; BIOMASS; VALORIZATION; TEMPERATURE; PERFORMANCE;
D O I
10.1021/acssuschemeng.8b02752
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this work, glucose isomerization to fructose was conducted via a solid base biochar catalyst derived from spent coffee grounds and melamine. The X-ray photoelectron spectroscopy spectra identified the majority of pyridinic nitrogen on the biochar surface, which imparted the strong base character of the catalyst. Activity of the catalyst was evidenced by fast conversion of glucose (12%) and high selectivity to fructose (84%) in 20 min at a moderate temperature (120 degrees C) compared to recently reported immobilized tertiary amines at comparable N concentrations (10-15 mol % relative to glucose). By increasing the reaction temperature to 160 degrees C, fructose yield achieved 14% in 5 min. The base biochar catalyst showed superior selectivity (>80%) to commonly used homogeneous base catalysts, such as aqueous hydroxides and amines (50-80%) and comparable catalytic activity (similar to 20 mol % conversion within 20 min). Moreover cosolvent of acetone in the reaction system may increase the overall basicity by stabilizing protonated water clusters via hydrogen bonding, which led to faster conversion and higher fructose selectivity than those in water. Approximately 19% fructose was obtained at 160 degrees C, and the basic sites on the biochar catalyst were stable in hydrothermal environment, as indicated by an acid-base titration test. Therefore, nitrogen-doped engineered biochar can potentially serve as a green solid base catalyst for biorefinery processes.
引用
收藏
页码:16113 / 16120
页数:15
相关论文
共 60 条
[1]   Soy protein directed hydrothermal synthesis of porous carbon aerogels for electrocatalytic oxygen reduction [J].
Alatalo, Sara-Maaria ;
Qiu, Kaipei ;
Preuss, Kathrin ;
Marinovic, Adam ;
Sevilla, Marta ;
Sillanpaa, Mika ;
Guo, Xiao ;
Titirici, Maria-Magdalena .
CARBON, 2016, 96 :622-630
[2]   Dynamic surface rearrangement and thermal stability of nitrogen functional groups on carbon nanotubes [J].
Arrigo, Rosa ;
Haevecker, Michael ;
Schloegl, Robert ;
Su, Dang Sheng .
CHEMICAL COMMUNICATIONS, 2008, (40) :4891-4893
[3]   The effect of outer-sphere acidity on chemical reactivity in a synthetic heterogeneous base catalyst [J].
Bass, JD ;
Anderson, SL ;
Katz, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (42) :5219-5222
[4]   Active Sites in Sn-Beta for Glucose Isomerization to Fructose and Epimerization to Mannose [J].
Bermejo-Deval, Ricardo ;
Orazov, Marat ;
Gounder, Rajamani ;
Hwang, Son-Jong ;
Davis, Mark E. .
ACS CATALYSIS, 2014, 4 (07) :2288-2297
[5]   Metalloenzyme-like catalyzed isomerizations of sugars by Lewis acid zeolites [J].
Bermejo-Deval, Ricardo ;
Assary, Rajeev S. ;
Nikolla, Eranda ;
Moliner, Manuel ;
Roman-Leshkov, Yuriy ;
Hwang, Son-Jong ;
Palsdottir, Arna ;
Silverman, Dorothy ;
Lobo, Raul F. ;
Curtiss, Larry A. ;
Davis, Mark E. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (25) :9727-9732
[6]   Molecular and industrial aspects of glucose isomerase [J].
Bhosale, SH ;
Rao, MB ;
Deshpande, VV .
MICROBIOLOGICAL REVIEWS, 1996, 60 (02) :280-+
[7]   Industrial carbohydrate biotransformations [J].
Buchholz, K. ;
Seibel, J. .
CARBOHYDRATE RESEARCH, 2008, 343 (12) :1966-1979
[8]   Production of 5-hydroxymethylfurfural from starch-rich food waste catalyzed by sulfonated biochar [J].
Cao, Leichang ;
Yu, Iris K. M. ;
Chen, Season S. ;
Tsang, Daniel C. W. ;
Wang, Lei ;
Xiong, Xinni ;
Zhang, Shicheng ;
Ok, Yong Sik ;
Kwon, Eilhann E. ;
Song, Hocheol ;
Poon, Chi Sun .
BIORESOURCE TECHNOLOGY, 2018, 252 :76-82
[9]   Solvent effect on the allylic oxidation of cyclohexene catalyzed by nitrogen doped carbon nanotubes [J].
Cao, Yonghai ;
Yu, Hao ;
Wang, Hongjuan ;
Peng, Feng .
CATALYSIS COMMUNICATIONS, 2017, 88 :99-103
[10]   Kinetic and Mechanistic Study of Glucose Isomerization Using Homogeneous Organic Bronsted Base Catalysts in Water [J].
Carraher, Jack M. ;
Fleitman, Chelsea N. ;
Tessonnier, Jean-Philippe .
ACS CATALYSIS, 2015, 5 (06) :3162-3173