Application of 1-Allyl-3-(1-butyl)imidazolium Chloride in the Synthesis of Cellulose Esters: Properties of the Ionic Liquid, and Comparison with Other Solvents

被引:30
作者
Fidale, Ludmila C. [1 ]
Possidonio, Shirley [1 ]
El Seoud, Omar A. [1 ]
机构
[1] Univ Sao Paulo, Inst Chem, BR-05513970 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
activation energy adsorption; cellulose acetate; cellulose butyrate; ionic Liquids (ILs); 1-allyl-3-(1-butyl)imidazolium chloride (AlBuImCl); DILUTE-SOLUTION PROPERTIES; RHEOLOGICAL PROPERTIES; BACTERIAL CELLULOSE; DISSOLUTION; DERIVATIVES; ACYLATION; ACETATE; POLYSACCHARIDES; SOLVATION; CHEMISTRY;
D O I
10.1002/mabi.200900034
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The ionic liquid (IL), 1-allyl-3-(1-butyl)imidazolium chloride (AlBuImCl), has been synthesized and its properties determined. Increase in the temperature increased its conductivity and decreased its density, polarity, and viscosity. Microcrystalline cellulose (MCC), dissolves in thisIL by heating at 80 degrees C; this did not affect its degree of polymerization, decreased its index of crystallinity (Ic), and changed in morphology after regeneration. Convenient acylation of MCC was achieved by using 50% excess anhydride at 80 degrees C, for 24 or 48 h for acetic and butyric anhydride, respectively. The composition of the mixed esters depended on the initial ratio of the anhydrides, and their order of addition.
引用
收藏
页码:813 / 821
页数:9
相关论文
共 59 条
[11]  
2-9
[12]   Solvation in pure and mixed solvents: Some recent developments [J].
El Seoud, Omar A. .
PURE AND APPLIED CHEMISTRY, 2007, 79 (06) :1135-1151
[13]   Applications of ionic liquids in carbohydrate chemistry: A window of opportunities [J].
El Seoud, Omar A. ;
Koschella, Andreas ;
Fidale, Ludmila C. ;
Dorn, Susann ;
Heinze, Thomas .
BIOMACROMOLECULES, 2007, 8 (09) :2629-2647
[14]   Kinetic solvent isotope effect: A simple, multipurpose physical chemistry experiment [J].
ElSeoud, OA ;
Bazito, RC ;
Sumodjo, PT .
JOURNAL OF CHEMICAL EDUCATION, 1997, 74 (05) :562-565
[15]  
ELSEOUD OA, 2005, ORGANIC ESTERS CELLU, P103
[16]  
F Armarego W.L., 2013, Purification of Laboratory Chemicals, VSeventh
[17]   Research progress on dissolution and functional modification of cellulose in ionic liquids [J].
Feng, Li ;
Chen, Zhong-Ian .
JOURNAL OF MOLECULAR LIQUIDS, 2008, 142 (1-3) :1-5
[18]   Superior solubility of polysaccharides in low viscosity, polar, and halogen-free 1,3-dialkylimidazolium formates [J].
Fukaya, Yukinobu ;
Sugimoto, Akiko ;
Ohno, Hiroyuki .
BIOMACROMOLECULES, 2006, 7 (12) :3295-3297
[19]   Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride [J].
Granstrom, Mari ;
Kavakka, Jari ;
King, Alistair ;
Majoinen, Johanna ;
Makela, Valtteri ;
Helaja, Juho ;
Hietala, Sami ;
Virtanen, Tommi ;
Maunu, Sirkka-Liisa ;
Argyropoulos, Dimitris S. ;
Kilpelainen, Ilkka .
CELLULOSE, 2008, 15 (03) :481-488
[20]   Controlling the aqueous miscibility of ionic liquids: Aqueous biphasic systems of water-miscible ionic liquids and water-structuring salts for recycle, metathesis, and separations [J].
Gutowski, KE ;
Broker, GA ;
Willauer, HD ;
Huddleston, JG ;
Swatloski, RP ;
Holbrey, JD ;
Rogers, RD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (22) :6632-6633