Synthesis of a low-bandgap polymer bearing side groups containing phenoxy radicals |
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| Authors: | Yu Innami Rafaёl H. L. Kiebooms Tamotsu Koyano Masaaki Ichinohe Satoshi Ohkawa Kohsuke Kawabata Masataka Kawamatsu Kiyoto Matsuishi Hiromasa Goto |
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| Affiliation: | (1) Institute of Materials Science, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba Ibaraki, 305-8573, Japan;(2) European Patent Office, Bayerstr 34, 80335 Munich, Germany;(3) Cryogenic Center, University of Tsukuba, Tsukuba Ibaraki, 305-8577, Japan;(4) Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba Ibaraki, 305-8571, Japan; |
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| Abstract: | Poly(isothianaphthene methine) bearing di-tert-butylphenoxide in the side chain was prepared by reacting isothianaphthene and 3,5-di-tert-butyl-4-hydroxybenzaldehyde in the presence of POCl3. A reference polymer with no hydroxy group in the side chain was also synthesized. Both polymers are characterized by a low-bandgap with value of ca. 1.3 eV obtained by optical absorption spectroscopy, and ca. 1.7 eV estimated from an electrochemical method. After treatment with PbO2 as an oxidizer, phenoxy radicals were generated by oxidation in the polymer side groups. Optical absorption measurements and electron spin resonance (ESR) showed a characteristic signal due to phenoxy radicals. Magnetic properties of the polymer were examined with ESR and superconducting quantum interference device (SQUID) measurements. The results suggested that the polymer shows paramagnetic behavior. |
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