Synthesis and Characterization of α, ω- Dialdehyde-Terminated Telechelic Polystyrenes

Yu-mei TAN; Mei-hua LI; Guo-hua DENG

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Synthesis and Characterization of α, ω- Dialdehyde-Terminated Telechelic Polystyrenes

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- Synthesis and Characterization of α, ω- Dialdehyde-Terminated Telechelic Polystyrenes
- Polymer Bulletin Vol. 27, Issue 6, Pages: 88-94(2014)
- 作者机构：
  
  华南理工大学　化学与化工学院，广州　510640
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Published：2014-06，
  
  Received：09 August 2013，
  
  Revised：16 December 2013，
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Yu-mei TAN, Mei-hua LI, Guo-hua DENG. Synthesis and Characterization of α, ω- Dialdehyde-Terminated Telechelic Polystyrenes. [J]. Polymer Bulletin 27(6):88-94(2014)
DOI：

Yu-mei TAN, Mei-hua LI, Guo-hua DENG. Synthesis and Characterization of α, ω- Dialdehyde-Terminated Telechelic Polystyrenes. [J]. Polymer Bulletin 27(6):88-94(2014) DOI：

摘要

采用原子转移自由基聚合(ATRP)制备了α，ω-双溴功能化的聚苯乙烯，然后通过叠氮化、点击化学反应得到了α，ω-双醛功能化遥爪聚苯乙烯。作为对比，也采用一步法，即通过双溴聚苯乙烯末端Br与对羟基苯甲醛的亲核取代反应合成了双醛聚苯乙烯。通过叠氮化、点击化学两步反应合成分子量为2480g·mol

-1

的双醛聚苯乙烯，其末端醛基功能化率可达79%，与一步法相比，功能化率提高了 54%。并且发现低分子量聚合物有利于末端功能化率的提高。

Abstract

ω-dibromo-terminated polystyrenes were prepared by atom transfer radical polymerization(ATRP). Then

the azidation and "click" chemistry reaction were carried out to convert α

ω-dibromo-terminated polystyrenes to α

ω- dialdehyde-terminated telechelic polystyrenes. For comparison

the dialdehyde polystyrene was also prepared by one-step

in which the terminal bromines of the dibromo-terminated polystyrene were directly substituted by

p-hydroxy

benzaldehyde. The terminal aldehyde functionality of the dialdehyde polystyrene (

NMR

= 2480g· mol

-1

) prepared by the azidation and "click" chemistry reaction could reach 79%

which was 54% higher than the one-step method's. Experimental results also showed that polymers with low-molecular weights were easier to obtain high functionalities than the ones with high molecular weights.

关键词

醛基功能化原子转移自由基聚合(ATRP)叠氮化反应点击化学反应

Keywords

Aldehyde functionalizationAtom transfer radical polymerization (ATRP)AzidationClick chemistry

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School of Chemical Science and Technology, Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan University

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