Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography
The goal of the present work was to study the influence of the swelling of chitosan derivatives on the enantioseparation and the separation performance recovery of chiral stationary phases (CSPs) based on these derivatives. Therefore, six chitosan bis(phenylcarbamate)-(n-octyl urea)s were synthesize...
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MDPI AG
2016-11-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/21/11/1528 |
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| author | Jing Wang Shao-Hua Huang Wei Chen Zheng-Wu Bai |
| author_facet | Jing Wang Shao-Hua Huang Wei Chen Zheng-Wu Bai |
| author_sort | Jing Wang |
| collection | DOAJ |
| description | The goal of the present work was to study the influence of the swelling of chitosan derivatives on the enantioseparation and the separation performance recovery of chiral stationary phases (CSPs) based on these derivatives. Therefore, six chitosan bis(phenylcarbamate)-(n-octyl urea)s were synthesized, which were coated on macroporous 3-aminopropyl silica gel affording new CSPs. Most of the CSPs demonstrated strong enantioseparation capability for the tested chiral compounds. The swelling capacity of the chitosan bis(phenylcarbamate)-(n-octyl urea)s in ethyl acetate, acetone and tetrahydrofuran (THF) was evaluated. Among the chitosan derivatives, the chitosan bis(3,5-dichlorophenylcarbamate)-(n-octyl urea) polymer showed the highest swelling capacity in ethyl acetate and THF. The polymer-based CSPs could be utilized with pure ethyl acetate and a normal phase containing 70% THF, but was damaged by pure THF. On the other hand, the separation performance of the damaged CSP could be recovered after it was allowed to stand for a period of time. The observations are important for the development and application of polysaccharide derivative-based CSPs. |
| first_indexed | 2024-12-20T18:08:12Z |
| format | Article |
| id | doaj.art-dbc675fd303e4f6793b7bb01f01f266c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-20T18:08:12Z |
| publishDate | 2016-11-01 |
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| record_format | Article |
| series | Molecules |
| spelling | doaj.art-dbc675fd303e4f6793b7bb01f01f266c2022-12-21T19:30:32ZengMDPI AGMolecules1420-30492016-11-012111152810.3390/molecules21111528molecules21111528Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid ChromatographyJing Wang0Shao-Hua Huang1Wei Chen2Zheng-Wu Bai3School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, ChinaKey Laboratory of Biobased Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, ChinaSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, ChinaThe goal of the present work was to study the influence of the swelling of chitosan derivatives on the enantioseparation and the separation performance recovery of chiral stationary phases (CSPs) based on these derivatives. Therefore, six chitosan bis(phenylcarbamate)-(n-octyl urea)s were synthesized, which were coated on macroporous 3-aminopropyl silica gel affording new CSPs. Most of the CSPs demonstrated strong enantioseparation capability for the tested chiral compounds. The swelling capacity of the chitosan bis(phenylcarbamate)-(n-octyl urea)s in ethyl acetate, acetone and tetrahydrofuran (THF) was evaluated. Among the chitosan derivatives, the chitosan bis(3,5-dichlorophenylcarbamate)-(n-octyl urea) polymer showed the highest swelling capacity in ethyl acetate and THF. The polymer-based CSPs could be utilized with pure ethyl acetate and a normal phase containing 70% THF, but was damaged by pure THF. On the other hand, the separation performance of the damaged CSP could be recovered after it was allowed to stand for a period of time. The observations are important for the development and application of polysaccharide derivative-based CSPs.http://www.mdpi.com/1420-3049/21/11/1528chitosanchiral packing materialdurabilitychiral recognitionhigh performance liquid chromatography |
| spellingShingle | Jing Wang Shao-Hua Huang Wei Chen Zheng-Wu Bai Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography Molecules chitosan chiral packing material durability chiral recognition high performance liquid chromatography |
| title | Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography |
| title_full | Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography |
| title_fullStr | Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography |
| title_full_unstemmed | Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography |
| title_short | Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography |
| title_sort | eluent tolerance and enantioseparation recovery of chiral packing materials based on chitosan bis phenylcarbamate n octyl urea s for high performance liquid chromatography |
| topic | chitosan chiral packing material durability chiral recognition high performance liquid chromatography |
| url | http://www.mdpi.com/1420-3049/21/11/1528 |
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