Homogeneous Modification of Cellulose in Ionic Liquid with Succinic Anhydride Using N-Bromosuccinimide as a Catalyst

被引:63
作者
Liu, Chuan-Fu [2 ]
Zhang, Ai-Ping [2 ]
Li, Wei-Ying [2 ]
Yue, Feng-Xia [2 ]
Sun, Run-Cang [1 ]
机构
[1] Beijing Forestry Univ, Coll Mat Sci & Technol, Beijing 100083, Peoples R China
[2] S China Univ Technol, State Key Lab Pulp & Paper Engn, Guangzhou 510640, Peoples R China
关键词
Cellulose; ionic liquid; homogeneous modification; N-bromosuccinimide; SUGARCANE BAGASSE CELLULOSE; 1-N-BUTYL-3-METHYLIMIDAZOLIUM CHLORIDE; LIGNOCELLULOSIC MATERIALS; CHEMICAL-MODIFICATION; WHEAT-STRAW; WOOD; ACETYLATION; STARCH; DISSOLUTION; ACYLATION;
D O I
10.1021/jf803097k
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The homogeneous chemical modification of cellulose with succinic anhydride was investigated in a solvent system containing 1-butyl-3-methylimidazolium chloride ionic liquid and dimethylsulfoxide using N-bromosuccinimide (NBS) as a catalyst. The results showed that the degree of substitution of the succinylated cellulosic samples, in the range of 0.24-2.31, noticeably increased as compared with the products without any catalysts, indicating that NBS was a novel efficient catalyst for cellulose succinoylation in ionic liquids. Fourier transform infrared and solid-state cross-polarization/magic angle spinning C-13 NMR spectroscopies also provided evidence of succinoylation reaction. The results indicated that the reaction of hydroxyl groups at C-6, C-2, and C-3 positions in cellulose occurred. The thermal stability of the succinylated cellulose was found to decrease upon chemical modification.
引用
收藏
页码:1814 / 1820
页数:7
相关论文
共 35 条
[1]   High-resolution solid-state CPMAS NMR study of archaeological woods [J].
Bardet, M ;
Foray, MF ;
Trân, QK .
ANALYTICAL CHEMISTRY, 2002, 74 (17) :4386-4390
[2]   Acylation and carbanilation of cellulose in ionic liquids [J].
Barthel, S ;
Heinze, T .
GREEN CHEMISTRY, 2006, 8 (03) :301-306
[3]   Ionic liquids as solvents for biopolymers: Acylation of starch and zein protein [J].
Biswas, Atanu ;
Shogren, R. L. ;
Stevenson, D. G. ;
Willett, J. L. ;
Bhowmik, Pradip K. .
CARBOHYDRATE POLYMERS, 2006, 66 (04) :546-550
[4]  
El Seoud OA, 2000, MACROMOL CHEM PHYSIC, V201, P882, DOI 10.1002/(SICI)1521-3935(20000501)201:8<882::AID-MACP882>3.3.CO
[5]  
2-9
[6]   Homogeneous tritylation of cellulose in 1-butyl-3-methylimidazolium chloride [J].
Erdmenger, Tina ;
Haensch, Claudia ;
Hoogenboom, Richard ;
Schubert, Ulrich S. .
MACROMOLECULAR BIOSCIENCE, 2007, 7 (04) :440-445
[7]   Rapid, clean, and mild O-acetylation of alcohols and carbohydrates in an ionic liquid [J].
Forsyth, SA ;
MacFarlane, DR ;
Thomson, RJ ;
von Itzstein, M .
CHEMICAL COMMUNICATIONS, 2002, (07) :714-715
[8]  
Fort DA, 2007, GREEN CHEM, V9, P63, DOI 10.1039/B607614A
[9]   Cellulose dissolution with polar ionic liquids under mild conditions: required factors for anions [J].
Fukaya, Yukinobu ;
Hayashi, Kensaku ;
Wada, Masahisa ;
Ohno, Hiroyuki .
GREEN CHEMISTRY, 2008, 10 (01) :44-46
[10]   FT-IR and FT-Raman spectroscopy study of the cyclic anhydride intermediates for esterification of cellulose: I. Formation of anhydrides without a catalyst [J].
Gu, XH ;
Yang, CQ .
RESEARCH ON CHEMICAL INTERMEDIATES, 1998, 24 (09) :979-996