Transition of cellulose crystalline structure in biodegradable mixtures of renewably-sourced levulinate alkyl ammonium ionic liquids, γ-valerolactone and water

被引:48
作者
Boissou, Florent [1 ,2 ]
Muehlbauer, Andrea [2 ,3 ,4 ]
Vigier, Karine De Oliveira [1 ]
Leclercq, Loic [3 ]
Kunz, Werner [4 ]
Marinkovic, Sinisa [2 ]
Estrine, Boris [2 ]
Nardello-Rataj, Veronique [3 ]
Jerome, Francois [1 ]
机构
[1] Univ Poitiers, ENSIP, Inst Chim Milieux & Mat, F-86022 Poitiers, France
[2] ARD Agroind Rech & Dev, Green Chem Dept, F-51110 Pomacle, France
[3] Univ Lille 1, EA Chim Mol & Formulat 4478, F-59655 Villeneuve Dascq, France
[4] Univ Regensburg, Inst Phys & Theoret Chem, D-93040 Regensburg, Germany
关键词
CONVERSION; BIOMASS; TRANSFORMATION; PRETREATMENT; DISSOLUTION; DEPOLYMERIZATION; EXTRACTIONS; HYDROLYSIS;
D O I
10.1039/c3gc42396d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this work, we report that combination of levulinate as a renewably sourced anion with short chain alkyl ammonium as a cation yields room temperature ionic liquids that are capable of dissolving up to 10 wt% of microcrystalline cellulose. This dissolution results in a change of the cellulose crystalline structure from cellulose I to cellulose II, a pre-requisite step known to significantly improve the accessibility of cellulose to enzymes. As compared to previous methodologies, such ILs tolerate the presence of up to 18 wt% of water. Hence technical grade ILs can be used, thus avoiding the energy-consuming drying process generally required with traditional ILs before dissolution experiments. In addition, such ILs can be mixed with 20 wt% of.-valerolactone, a renewably-sourced co-solvent, resulting in an improvement of the cellulose dissolution up to 20 wt% while concomitantly increasing the sustainability of these media. Finally, prepared ILs were proved to be biodegradable according to the OCDE 301F directive, thus opening a promising route for the pre-treatment of cellulose with a higher eco-efficiency.
引用
收藏
页码:2463 / 2471
页数:9
相关论文
共 45 条
[11]   Conversion of biomass to selected chemical products [J].
Gallezot, Pierre .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (04) :1538-1558
[12]  
Graenacher C., 1934, US Patent, Patent No. [1943176, US1943176A]
[13]   Mechanocatalysis for biomass-derived chemicals and fuels [J].
Hick, Sandra M. ;
Griebel, Carolin ;
Restrepo, David T. ;
Truitt, Joshua H. ;
Buker, Eric J. ;
Bylda, Caroline ;
Blair, Richard G. .
GREEN CHEMISTRY, 2010, 12 (03) :468-474
[14]   Cellulose pretreatment in subcritical water: Effect of temperature on molecular structure and enzymatic reactivity [J].
Kumar, Sandeep ;
Gupta, Rajesh ;
Lee, Y. Y. ;
Gupta, Ram B. .
BIORESOURCE TECHNOLOGY, 2010, 101 (04) :1337-1347
[15]   Structure-activity relationship of cyclodextrin/biocidal double-tailed ammonium surfactant host-guest complexes: Towards a delivery molecular mechanism? [J].
Leclercq, Loic ;
Nardello-Rataj, Veronique ;
Rauwel, Gaetan ;
Aubry, Jean-Marie .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2010, 41 (02) :265-275
[16]   On the mechanism of dissolution of cellulose [J].
Lindman, Bjorn ;
Karlstrom, Gunnar ;
Stigsson, Lars .
JOURNAL OF MOLECULAR LIQUIDS, 2010, 156 (01) :76-81
[17]   Direct, high-yield conversion of cellulose into biofuel [J].
Mascal, Mark ;
Nikitin, Edward B. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (41) :7924-7926
[18]   Solvent-Free Catalytic Depolymerization of Cellulose to Water-Soluble Oligosaccharides [J].
Meine, Niklas ;
Rinaldi, Roberto ;
Schueth, Ferdi .
CHEMSUSCHEM, 2012, 5 (08) :1449-1454
[19]   Ultrasound enhancement of cellulose processing in ionic liquids: from dissolution towards functionalization [J].
Mikkola, Jyri-Pekka ;
Kirilin, Alexey ;
Tuuf, Jean-Christopher ;
Pranovich, Andrey ;
Holmbom, Bjarne ;
Kustov, Leonid M. ;
Murzin, Dmitry Yu. ;
Salmi, Tapio .
GREEN CHEMISTRY, 2007, 9 (11) :1229-1237
[20]   Features of promising technologies for pretreatment of lignocellulosic biomass [J].
Mosier, N ;
Wyman, C ;
Dale, B ;
Elander, R ;
Lee, YY ;
Holtzapple, M ;
Ladisch, M .
BIORESOURCE TECHNOLOGY, 2005, 96 (06) :673-686