Chemical synthesis of lactic acid from cellulose catalysed by lead(II) ions in water

被引:442
作者
Wang, Yanliang [1 ]
Deng, Weiping [2 ]
Wang, Binju [1 ]
Zhang, Qinghong [1 ,2 ]
Wan, Xiaoyue [1 ]
Tang, Zhenchen [1 ]
Wang, Ye [1 ,2 ]
Zhu, Chun [1 ]
Cao, Zexing [1 ]
Wang, Guichang [3 ,4 ]
Wan, Huilin [1 ,2 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Energy Mat, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Natl Engn Lab Green Chem Prod Alcohols Ethers & E, Xiamen 361005, Peoples R China
[3] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China
[4] Nankai Univ, Tianjin Key Lab Met & Mol Based Mat Chem, Tianjin 300071, Peoples R China
来源
NATURE COMMUNICATIONS | 2013年 / 4卷
关键词
ETHYLENE-GLYCOL; CONVERSION; BIOMASS; PHASE; TRANSFORMATION; ISOMERIZATION; MODELS; SUGARS; FUELS; BASE;
D O I
10.1038/ncomms3141
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The direct transformation of cellulose, which is the main component of lignocellulosic biomass, into building-block chemicals is the key to establishing biomass-based sustainable chemical processes. Only limited successes have been achieved for such transformations under mild conditions. Here we report the simple and efficient chemocatalytic conversion of cellulose in water in the presence of dilute lead(II) ions, into lactic acid, which is a high-value chemical used for the production of fine chemicals and biodegradable plastics. The lactic acid yield from microcrystalline cellulose and several lignocellulose-based raw biomasses is >60% at 463 K. Both theoretical and experimental studies suggest that lead(II) in combination with water catalyses a series of cascading steps for lactic acid formation, including the isomerization of glucose formed via the hydrolysis of cellulose into fructose, the selective cleavage of the C3-C4 bond of fructose to trioses and the selective conversion of trioses into lactic acid.
引用
收藏
页数:7
相关论文
共 39 条
[1]   Stable [Pb(ROH)N]2+ complexes in the gas phase:: Softening the base to match the Lewis acid [J].
Akibo-Betts, G ;
Barran, PE ;
Puskar, L ;
Duncombe, B ;
Cox, H ;
Stace, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (31) :9257-9264
[2]  
Amster IJ, 1996, J MASS SPECTROM, V31, P1325
[3]   Comparison of Sugar Molecule Decomposition through Glucose and Fructose: A High-Level Quantum Chemical Study [J].
Assary, Rajeev S. ;
Curtiss, Larry A. .
ENERGY & FUELS, 2012, 26 (02) :1344-1352
[4]   Theoretical Study of 1,2-Hydride Shift Associated with the Isomerization of Glyceraldehyde to Dihydroxy Acetone by Lewis Acid Active Site Models [J].
Assary, Rajeev S. ;
Curtiss, Larry A. .
JOURNAL OF PHYSICAL CHEMISTRY A, 2011, 115 (31) :8754-8760
[5]   Catalytical conversion of carbohydrates in subcritical water: A new chemical process for lactic acid production [J].
Bicker, M ;
Endres, S ;
Ott, L ;
Vogel, H .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 239 (1-2) :151-157
[6]   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
[7]   Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals [J].
Chheda, Juben N. ;
Huber, George W. ;
Dumesic, James A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (38) :7164-7183
[8]   Chemistry goes green [J].
Clark, James H. .
NATURE CHEMISTRY, 2009, 1 (01) :12-13
[9]   Chemical routes for the transformation of biomass into chemicals [J].
Corma, Avelino ;
Iborra, Sara ;
Velty, Alexandra .
CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502
[10]   Molecular view of the anomalous acidities of Sn2+, Pb2+ and Hg2+ [J].
Cox, H ;
Stace, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (12) :3939-3947