Preparation and Chiral Recognition of Chiral Stationary Phases Derived from Benzoylated Chitosan
文献类型:期刊论文
作者 | Luo, Ying-bin1; Wang, Xiao-chen1; Chen, Wei1; Huang, Shao-hua2![]() |
刊名 | ACTA POLYMERICA SINICA
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出版日期 | 2014-08-20 |
期号 | 8页码:1103-1109 |
关键词 | Chitosan Benzoylation Coating Chiral stationary phase Chiral recognition |
英文摘要 | In order to develop novel chiral stationary phases ( CSPs ), chitosan was modified by benzoyl chlorides with various substituents, successively using methylsulfonic acid and N, N-dimethylacetamide as the solvents. In this way, new derivatives of chitosan bis ( benzoate )-( benzamide ), chitosan bis ( 4-methylbenzoate )- ( 4-methylbenzamide ), chitosan bis ( 3, 5-dimethylbenzoate )- ( 3, 5-dimethylbnzamide ) and chitosan bis ( 4-chlorobenzoate )-( 4-chlorobenzamide ) were synthesized. The corresponding CSPs were prepared by coating the chitosan derivatives on porous 3-aminopropyl silica gel employing N, N-dimethylforamide as the solvent. The chiral recognition capability of the CSPs was evaluated towards structurally various chiral compounds in normal phase conditions, and the results showed that these CSPs possessed satisfactory enantioselectivity. The CSP prepared from chitosan bis ( 4-methylbenzoate ) - ( 4-methylbenzamide ) with a coating ratio of 16% exhibited better chiral recognition capability than that prepared from the same derivative with a coating ratio of 20%. The CSP based on chitosan bis ( 3,5-dimethylbenzoate ) - ( 3,5-dimethylbenzamide ) showed stronger chiral recognition capability than the CSPs based on the other derivatives. Meanwhile, the CSP derived from chitosan bis( 4-methylbenzoate ) - ( 4-methylbenzamide ) separated the chiral compounds with highest resolutions. This feature is similar to that of the CSP derived from cellulose tris( 4-methylbenzoate ), and different from that of the CSP prepared from amylose tris( 4-methylbenozate ) that bear poor chiral recognition capability. The reason may be related to the similarity of chitosan and cellulose in which the repeating units are all connected by beta-1, 4-glycosidic bond, other than alpha-1,4-glycosidic bond in amylose. In addition, the CSPs generally demonstrated better resolutions in the mobile phases simultaneously containing ethanol and methanol. |
WOS标题词 | Science & Technology ; Physical Sciences |
类目[WOS] | Polymer Science |
研究领域[WOS] | Polymer Science |
关键词[WOS] | POLYSACCHARIDE DERIVATIVES ; SILICA-GEL ; CHROMATOGRAPHIC RESOLUTION ; ENANTIOMERS ; SEPARATION ; DISCRIMINATION ; IMMOBILIZATION ; CHITIN ; COLUMN ; NMR |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000340351000011 |
公开日期 | 2015-12-24 |
源URL | [http://ir.qibebt.ac.cn/handle/337004/6316] ![]() |
专题 | 青岛生物能源与过程研究所_条件保障部公共实验室 |
作者单位 | 1.Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430073, Peoples R China 2.Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Qingdao 266101, Peoples R China |
推荐引用方式 GB/T 7714 | Luo, Ying-bin,Wang, Xiao-chen,Chen, Wei,et al. Preparation and Chiral Recognition of Chiral Stationary Phases Derived from Benzoylated Chitosan[J]. ACTA POLYMERICA SINICA,2014(8):1103-1109. |
APA | Luo, Ying-bin,Wang, Xiao-chen,Chen, Wei,Huang, Shao-hua,&Bai, Zheng-wu.(2014).Preparation and Chiral Recognition of Chiral Stationary Phases Derived from Benzoylated Chitosan.ACTA POLYMERICA SINICA(8),1103-1109. |
MLA | Luo, Ying-bin,et al."Preparation and Chiral Recognition of Chiral Stationary Phases Derived from Benzoylated Chitosan".ACTA POLYMERICA SINICA .8(2014):1103-1109. |
入库方式: OAI收割
来源:青岛生物能源与过程研究所
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