CRCU

Chemical Research in Chinese Universities ›› 2012, Vol. 28 ›› Issue (6): 985-989.

• Articles • Previous Articles     Next Articles

Synthesis of Single-stranded Polynorbornene with Pendant Group Bearing Benzenedicarboxaldehyde and Long Alkyl Chain

ZHANG Ze1,2, WU Hao-hao1, WANG Chun-shan1, FAN Kun-zeng2   

  1. 1. School of Biochemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. China;
    2. Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. China
  • Received:2012-02-13 Revised:2012-05-11 Online:2012-11-25 Published:2012-11-09
  • Contact: ZHANG Ze E-mail:zhangze@ustc.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20902002) and the Natural Science Foundation of Anhui Province, China(No.10040606Q04).

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Abstract:

An unprecedented single-stranded polynorbornene with the pendant group containing benzenedicarboxaldehyde and a long alkyl chain(12) was synthesized by ring-open metathesis polymerization(ROMP) of the corresponding monomer(11), which was obtained via the esterification of two crucial intermediates, namely, 2-hexadecyl- oxy-5-hydroxymethyl-1,3-benzenedicarboxaldehyde(7, obtained via 6 steps) and 4-(4-aza-tricyclo[5.2.1.02.6]-dec-8- en-4-yl)benzoic acid(10). The target compound and all the intermediates were characterized by infrared(IR), 1H NMR and high resolution mass spectroscopy(HRMS) analysis.

Key words: Polynorbornene, Benzenedicarboxaldehyde, Esterification, Ring-open metathesis polymerization