Functional Networks of Organic and Coordination Polymers: Catalysis of Fructose Conversion

被引:54
作者
Bromberg, Lev [1 ]
Su, Xiao [1 ]
Hatton, T. Alan [1 ]
机构
[1] MIT, Dept Chem Engn, Cambridge, MA 02139 USA
关键词
N-BROMOSUCCINIMIDE OXIDATION; ONE-POT SYNTHESIS; DIMETHYL-SULFOXIDE; REDUCING SUGARS; IN-SITU; DEHYDRATION; FRAMEWORK; EFFICIENT; CHROMIUM(III); MECHANISM;
D O I
10.1021/cm503098p
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
The creation of functional porous nanoscale networks with enhanced reactive group accessibility provides rich promise for novel designs of composite materials. We present a straightforward strategy for the preparation of porous polymer/MOF hybrids via polymerization of organic monomers and cross-linkers impregnated within the pores of the MOFs followed by functionalization of the resulting composite. A poly(maleimide-co-dibinylbenzene) network was synthesized in the presence of MOF MIL-101(Cr), resulting in stable hybrid composites, which were then brominated to give porous hybrids of cross-linked poly(N-bromomaleimide), a polymeric analogue of N-bromosuccinimide, interconnected with crystalline nanoparticles of the MOF. Due to the large porosity and surface area, the active bromine (halamine) groups in the polymer network enabled high activity of the composites in heterogeneous catalysis of conversion of d-fructose into 5-hydroxymethylfurfural.
引用
收藏
页码:6257 / 6264
页数:8
相关论文
共 63 条
[1]   Molecular mapping of the acid catalysed dehydration of fructose [J].
Akien, Geoffrey R. ;
Qi, Long ;
Horvath, Istvan T. .
CHEMICAL COMMUNICATIONS, 2012, 48 (47) :5850-5852
[2]   Cellulose Hydrolysis by a New Porous Coordination Polymer Decorated with Sulfonic Acid Functional Groups [J].
Akiyama, George ;
Matsuda, Ryotaro ;
Sato, Hiroshi ;
Takata, Masaki ;
Kitagawa, Susumu .
ADVANCED MATERIALS, 2011, 23 (29) :3294-+
[3]   Mechanism of the dehydration of D-fructose to 5-hydroxymethylfurfural in dimethyl sulfoxide at 150 °C: an NMR study [J].
Amarasekara, Ananda S. ;
Williams, LaToya D. ;
Ebede, Chidinma C. .
CARBOHYDRATE RESEARCH, 2008, 343 (18) :3021-3024
[4]  
[Anonymous], 2010, ANGEW CHEM-GER EDIT
[5]   KINETIC-STUDIES OF THE REACTIONS OF KETOSES AND ALDOSES IN WATER AT HIGH-TEMPERATURE .1. MECHANISM OF FORMATION OF 5-(HYDROXYMETHYL)-2-FURALDEHYDE FROM D-FRUCTOSE AND SUCROSE [J].
ANTAL, MJ ;
MOK, WSL ;
RICHARDS, GN .
CARBOHYDRATE RESEARCH, 1990, 199 (01) :91-109
[6]   Acid-catalyzed production of 5-hydroxymethyl furfural from D-fructose in subcritical water [J].
Asghari, FS ;
Yoshida, H .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2006, 45 (07) :2163-2173
[7]   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
[8]   Efficient One-Pot Synthesis of 5-(Ethoxymethyl)furfural from Fructose Catalyzed by a Novel Solid Catalyst [J].
Bing, Liu ;
Zhang, Zehui ;
Deng, Kejian .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2012, 51 (47) :15331-15336
[9]   Degradation of Chemical Threats by Brominated Polymer Networks [J].
Bromberg, Lev ;
Pomerantz, Natalie ;
Schreuder-Gibson, Heidi ;
Hatton, T. Alan .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2014, 53 (49) :18761-18774
[10]   Chromium(III) Terephthalate Metal Organic Framework (MIL-101): HF-Free Synthesis, Structure, Polyoxometalate Composites, and Catalytic Properties [J].
Bromberg, Lev ;
Diao, Ying ;
Wu, Huimeng ;
Speakman, Scott A. ;
Hatton, T. Alan .
CHEMISTRY OF MATERIALS, 2012, 24 (09) :1664-1675