A versatile approach to the synthesis of polyphosphazene derivatives via the thiol–ene reaction |
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Authors: | Yue‐Cheng Qian Xiao‐Jun Huang Chen Chen Ning Ren Xu Huang Zhi‐Kang Xu |
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Institution: | Department of Polymer Science and Engineering, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Zhejiang University, Hangzhou 310027, People's Republic of China |
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Abstract: | The thiol–ene radical addition reaction has been successfully used to synthesize polyphosphazene derivatives. Polybis(allylamino)phosphazene] with pendant allyl groups was reacted with different thiol reagents under UV irradiation. These thiol reagents include 1‐pentanethiol, 3‐mercaptopropionic acid, 3‐mercapto‐1,2‐propane‐diol, and 2,3,4,6‐tetra‐O‐acetyl‐1‐thio‐β‐D ‐glucopyranose. 1H NMR analyses confirm that the allyl polyphosphazene can be quantitatively modified by the mercaptans. In total, 100% conversion of the allyl groups was reached in <60 min toward the first three mercaptans, whereas about 80% conversion of the allyl groups was reached after 120‐min reaction toward the thioglucose. This method is a facile route for the synthesis of functional polyphosphazenes without the needs for protection/deprotection procedures. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012 |
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Keywords: | functionalization of polymer polyphosphazene steric effect thiol− ene |
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