The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin
A novel method to prepare the macrocyclic compound locating substitution derivatives of chitosan was investigated, by using cyclodextrin as the model of macrocyclic compound. The method combines the advantages of activated 6-OH of chitin and high efficiency of click reaction. Chitin C6-OH p-toluenes...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2015-01-01
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| Series: | International Journal of Polymer Science |
| Online Access: | http://dx.doi.org/10.1155/2015/419506 |
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| author | Yu Chen Yanchun Ye Yanyan Jing YuanYuan Gao Yanwen Guo Huimin Tan |
| author_facet | Yu Chen Yanchun Ye Yanyan Jing YuanYuan Gao Yanwen Guo Huimin Tan |
| author_sort | Yu Chen |
| collection | DOAJ |
| description | A novel method to prepare the macrocyclic compound locating substitution derivatives of chitosan was investigated, by using cyclodextrin as the model of macrocyclic compound. The method combines the advantages of activated 6-OH of chitin and high efficiency of click reaction. Chitin C6-OH p-toluenesulfonate (CTN-6-OTs) was generated and subsequently transferred to chitin C6-N3 via nucleophilic substitution. Afterwards, β-cyclodextrin was immobilized at 6-OH of chitin via click reaction to afford CTN-6-CD. Ultimately, CTS-6-CD was obtained by removing the acetyl group of chitin unit. The structures and properties of these products were characterized by FTIR, TG, and XRD, respectively. It was found that CTN-6-CD synthesized at the optimum conditions has an immobilized loading of 1.6126×10-4 mol/g and that of the corresponding CTS-6-CD, generated by removal of the acetyl group, was 1.6891×10-4 mol/g. |
| format | Article |
| id | doaj-art-b0c4b232bbb24aafa0c7932103aeb52d |
| institution | Kabale University |
| issn | 1687-9422 1687-9430 |
| language | English |
| publishDate | 2015-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | International Journal of Polymer Science |
| spelling | doaj-art-b0c4b232bbb24aafa0c7932103aeb52d2025-02-03T07:26:17ZengWileyInternational Journal of Polymer Science1687-94221687-94302015-01-01201510.1155/2015/419506419506The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of ChitinYu Chen0Yanchun Ye1Yanyan Jing2YuanYuan Gao3Yanwen Guo4Huimin Tan5School of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081, ChinaSchool of Chemistry, Beijing Institute of Technology, Beijing 100081, ChinaSchool of Chemistry, Beijing Institute of Technology, Beijing 100081, ChinaSchool of Chemistry, Beijing Institute of Technology, Beijing 100081, ChinaSchool of Chemistry, Beijing Institute of Technology, Beijing 100081, ChinaSchool of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081, ChinaA novel method to prepare the macrocyclic compound locating substitution derivatives of chitosan was investigated, by using cyclodextrin as the model of macrocyclic compound. The method combines the advantages of activated 6-OH of chitin and high efficiency of click reaction. Chitin C6-OH p-toluenesulfonate (CTN-6-OTs) was generated and subsequently transferred to chitin C6-N3 via nucleophilic substitution. Afterwards, β-cyclodextrin was immobilized at 6-OH of chitin via click reaction to afford CTN-6-CD. Ultimately, CTS-6-CD was obtained by removing the acetyl group of chitin unit. The structures and properties of these products were characterized by FTIR, TG, and XRD, respectively. It was found that CTN-6-CD synthesized at the optimum conditions has an immobilized loading of 1.6126×10-4 mol/g and that of the corresponding CTS-6-CD, generated by removal of the acetyl group, was 1.6891×10-4 mol/g.http://dx.doi.org/10.1155/2015/419506 |
| spellingShingle | Yu Chen Yanchun Ye Yanyan Jing YuanYuan Gao Yanwen Guo Huimin Tan The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin International Journal of Polymer Science |
| title | The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin |
| title_full | The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin |
| title_fullStr | The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin |
| title_full_unstemmed | The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin |
| title_short | The Synthesis of the Locating Substitution Derivatives of Chitosan by Click Reaction at the 6-Position of Chitin |
| title_sort | synthesis of the locating substitution derivatives of chitosan by click reaction at the 6 position of chitin |
| url | http://dx.doi.org/10.1155/2015/419506 |
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