Photo-induced oxidation of polythiophene derivatives: Dependence on side chain structure

被引:24
作者
Aoyama, Yoshinori [1 ]
Yamanari, Toshihiro [2 ]
Koumura, Nagatoshi [2 ]
Tachikawa, Hiroto [3 ]
Nagai, Masaru [4 ]
Yoshida, Yuji [1 ,2 ]
机构
[1] Tokyo Inst Technol, Interdisciplinary Grad Sch Sci & Engn, Midori Ku, Yokohama, Kanagawa 2268503, Japan
[2] Natl Inst Adv Ind Sci & Technol, Res Ctr Photovolta Technol, Tsukuba, Ibaraki 3058565, Japan
[3] Hokkaido Univ, Fac Engn, Div Mat Chem, Kita Ku, Sapporo, Hokkaido 0608628, Japan
[4] Fuji Elect Adv Technol Co Ltd, Hino, Tokyo 1918502, Japan
关键词
Photooxidation; Poly(3-hexylthiophene); Side chain; Polymer solar cells; Fourier transform infrared spectroscopy; SOLAR-CELLS; PHOTOCHEMICAL STABILITY; CONJUGATED POLYMERS; EFFICIENCY; PHOTODEGRADATION; DEGRADATION; PARAMETERS; P3HT;
D O I
10.1016/j.polymdegradstab.2013.01.006
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The photooxidation of poly(3-hexylthiophene) (P3HT) has previously been investigated and it is known that the sulfur atom of the thiophene ring is oxidized into sulfur oxides by a hydroxyl radical that arises through hydrogen abstraction at the hexyl side chain at the alpha-position. In this study, in order to further investigate the photooxidation mechanism of the polymer, the side chain at alpha-position was varied and three different polythiophene derivatives with phenyl (P3PhT), tert-pentyl (P3DMPT), and alkoxy (P3OOT) groups were synthesized with no alpha-hydrogens. We observed the differences in the photochemical behavior of the polythiophene derivatives by UV-vis-NIR and FT-IR (ATR) spectroscopy during simulated solar light irradiation. It was found that the photooxidation of P3PhT and P3DMPT progressed in the same way as P3HT, whereas the analogous decomposition of P3OOT was not observed. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:899 / 903
页数:5
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