Abstract

Polythiophene derivatives containing a phosphonate ester group, poly [3-(3-diethyl-phosphonate) propoxythiophene] (PEPPT), were synthesized by Rieke and oxidative polymerization methods. These PEPPTs were soluble in polar organic solvents such as methanol, DMF, and chloroform. Thehead-to-tailratio of PEPPT (Rieke) was estimated to be 98 % by1H NMR spectroscopy, while that of PEPPT (Oxidative) was estimated to be 53 %. The maximum absorption peak of PEPPT (Rieke) was observed at 596 nm, which was 46 nm longer than that of PEPPT (Oxidative) in CHCl3solutions. This result suggests that the planarity of PEPPT (Rieke) is higher than that of PEPPT (Oxidative) due to the high regioregularity of the side chains. The estimated band gap of PEPPT was 1.60 eV for Rieke-synthesized derivatives. The XRD peak of PEPPT(Rieke) was observed at 5.14º (17.2 Å) and that of PEPPT (Oxidative) was not clearly observed, suggesting that PEPPT(Rieke) has self-organized properties to form a layered structure.

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