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Article << Previous     |     Next >>   Contents Vol 62(10)

Synthesis and Characterization of Soluble Conjugated Poly(p-phenylenevinylene) Derivatives Constituted of Alternating Pyrazole and 1,3,4-Oxadiazole Moieties

En-Ming Chang B, Shin-Lin Huang C, Cheng-Tien Lee B, Hui-Chang Lin A, Chun-Yen Chen B, Yu-Ying Huang A, Shao-Kai Lin C, Fung Fuh Wong A D

A Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung, Taiwan 40402, Republic of China.
B Department of Chemistry, National Cheng Kung University, Tainan, Taiwan 70101, Republic of China.
C Sustainable Environment Research Center, National Cheng Kung University, Tainan City, Taiwan 709, Republic of China.
D Corresponding author. Email: wongfungfuh@yahoo.com.tw
 
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Abstract

New soluble poly(p-phenylenevinylene) derivatives with 1,3,4-oxadiazole and pyrazole rings along the main chain were synthesized by Heck coupling. The new conjugated polymers are soluble in common organic solvents as a result of the fully conjugated backbone with dodecyloxy side groups. The polymers show relatively high glass-transition temperatures (up to 160°C) and good satisfactory thermal stability. Solutions of the polymers emit blue-greenish light with photoluminescence (PL) emission maxima around 490–500 nm. The PL spectrum of the polymer’s thin films, with a maximum at 515 nm, shows a red-shift (~20 nm), with respect to the solution spectrum. Cyclic voltammetry reveals that both conjugated polymers have reversible oxidation and irreversible reduction, making them n-type electroluminescent materials. The electron affinity of the new polymers was estimated as 2.73–2.74 eV. The weight-average molecular weights (M w) of the new soluble polymers were in the range of 4790–4950.

   
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