High performance chiral separation materials based on chitosan bis(3, 5-dimethylphenylcarbamate)-(alkyl urea)s. (20th January 2017)

• Record Type: Journal Article
• Authors: Wang, Jing; Xi, Jiang-Bo; Chen, Wei; Huang, Shao-Hua; Bai, Zheng-Wu
• Is Part Of: Carbohydrate polymers. Volume 156(2017)
• Page Start: 481
• Page End: 489
• Publication Date: 2017-01-20
• Subjects: Chitosan -- Derivatization -- Chiral stationary phase -- Enantioseparation -- High performance liquid chromatography; Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2016.09.047
• Languages: English
• ISSNs: 0144-8617

Abstract

Highlights: A series of chitosan alkyl urea derivatives were designed and synthesized. Prepared chitosan alkyl urea derivatives were fully characterized. A new series of CSPs based on these chitosan derivatives were prepared. Prepared CSPs all exhibited an excellent enantioseparation capability. These CSPs also showed very good tolerance to organic solvents. Abstract: Enantioseparation plays an important role for many fields and for pharmaceutical industry in particular. Chiral stationary phase (CSP) is the core of chiral liquid chromatography that effectively implements enantioseparation. In order to develop coated type CSPs with excellent enantioseparation capability and high tolerance against mobile phases, in this work, a series of chitosan bis(3, 5-dimethylphenylcarbamate)-(alkyl urea)s were synthesized, which were coated on 3-aminopropyl silica gel to afford new CSPs. Owing to strong hydrogen bonds formed among the synthesized derivatives, the supra-structure of the derivatives should be highly ordered. Hence, these CSPs could provide excellent separation capability and could tolerate common organic solvents that are usually prohibited for coated type CSPs of cellulose and amylose derivatives. Therefore the newly prepared CSPs exhibited promising prospects for enantioseparation of chiral compounds.