Nanocellulose 3, 5-Dimethylphenylcarbamate Derivative Coated Chiral Stationary Phase: Preparation and Enantioseparation Performance

被引:25
作者
Zhang, Xiaoli [1 ,2 ,3 ]
Wang, Litao [1 ,2 ]
Dong, Shuqing [1 ,2 ]
Zhang, Xia [1 ,2 ]
Wu, Qi [1 ,2 ,3 ]
Zhao, Liang [1 ,2 ]
Shi, Yanping [1 ,2 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Chem Northwestern Plant Resources, Lanzhou 730000, Gansu, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Nat Med Gansu Prov, Lanzhou 730000, Gansu, Peoples R China
[3] Univ Chinese Acad Sci, Beijing, Peoples R China
关键词
nanocrystalline cellulose; 3; 5-dimethylphenylcarbamate; chiral stationary phases; enantioseparation; high performance liquid chromatography; INORGANIC MESOPOROUS MATERIAL; NANOCRYSTALLINE CELLULOSE; LIQUID-CHROMATOGRAPHY; PACKING MATERIALS; HPLC; SEPARATION; RESOLUTION; AMYLOSE;
D O I
10.1002/chir.22578
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Nanocrystalline cellulose (NCC) with high surface area and high ordered crystalline structure was prepared from microcrystalline cellulose (MCC) under the hydrolysis of sodium hypochlorite. NCC was further reacted with 3,5-dimethylphenyl isocyanate to obtain the nanocellulose derivative, and then coated successfully on the surface of silica gel to a prepared NCC-coated chiral stationary phase (CSP) as a new kind of chiral separation material. Similarly, MCC derivative-coated CSP was also prepared as contrast. The chiral separation performance of NCC-based CSP was evaluated and compared with MCC-based CSP by high-performance liquid chromatography. Moreover, the effects of the alcohol modifiers, mobile phase additives, and flow rates on chiral separations were investigated in detail. The results showed that 10 chiral compounds were separated on NCC-based CSP with better peak shape and higher column efficiency than MCC-based CSP, which confirmed that NCC-based CSP was a promising packing material for the resolution of chiral compounds. (C) 2016 Wiley Periodicals, Inc.
引用
收藏
页码:376 / 381
页数:6
相关论文
共 29 条
[1]   A technique for production of nanocrystalline cellulose with a narrow size distribution [J].
Bai, Wen ;
Holbery, James ;
Li, Kaichang .
CELLULOSE, 2009, 16 (03) :455-465
[2]   Recent applications in chiral high performance liquid chromatography: A review [J].
Cavazzini, Alberto ;
Pasti, Luisa ;
Massi, Alessandro ;
Marchetti, Nicola ;
Dondi, Francesco .
ANALYTICA CHIMICA ACTA, 2011, 706 (02) :205-222
[3]   Recent developments on polysaccharide-based chiral stationary phases for liquid-phase separation of enantiomers [J].
Chankvetadze, Bezhan .
JOURNAL OF CHROMATOGRAPHY A, 2012, 1269 :26-51
[4]   Recent Developments in High-Performance Liquid Chromatography Stationary Phases [J].
Chester, Thomas L. .
ANALYTICAL CHEMISTRY, 2013, 85 (02) :579-589
[5]  
[敦惠娟 Dun Huijuan], 2003, [色谱, Chinese Journal of Chromatography], V21, P456
[6]   Cellulose Nanocrystals: Chemistry, Self-Assembly, and Applications [J].
Habibi, Youssef ;
Lucia, Lucian A. ;
Rojas, Orlando J. .
CHEMICAL REVIEWS, 2010, 110 (06) :3479-3500
[7]   Immobilized polysaccharide derivatives: Chiral packing materials for efficient HPLC resolution [J].
Ikai, Tomoyuiu ;
Yamamoto, Chiyo ;
Kamigaito, Masami ;
Okamoto, Yoshio .
CHEMICAL RECORD, 2007, 7 (02) :91-103
[8]   Immobilized-type chiral packing materials for HPLC based on polysaccharide derivatives [J].
Ikai, Tomoyuki ;
Yamamoto, Chip ;
Kamigaito, Masami ;
Okamotoc, Yoshio .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2008, 875 (01) :2-11
[9]   Structure Control of Polysaccharide Derivatives for Efficient Separation of Enantiomers by Chromatography [J].
Ikai, Tomoyuki ;
Okamoto, Yoshio .
CHEMICAL REVIEWS, 2009, 109 (11) :6077-6101
[10]   Mechanical and barrier properties of nanocrystalline cellulose reinforced chitosan based nanocomposite films [J].
Khan, Avik ;
Khan, Ruhul A. ;
Salmieri, Stephane ;
Le Tien, Canh ;
Riedl, Bernard ;
Bouchard, Jean ;
Chauve, Gregory ;
Tan, Victor ;
Kamal, Musa R. ;
Lacroix, Monique .
CARBOHYDRATE POLYMERS, 2012, 90 (04) :1601-1608