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
来源：
POLYMER DEGRADATION AND STABILITY | 2013年 / 98卷 / 04期
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
相关论文
共 50 条
  • [31] Photo-induced dichroism and surface relief gratings of two novel branched side-chain azo polyelectrolytes
    Wang, HP
    He, YH
    Wang, XG
    ACTA POLYMERICA SINICA, 2003, (06): : 769 - 775
  • [32] Quantum efficiency distributions of photo-induced side-pathway donor oxidation at cryogenic temperature in photosystem II
    Joseph L. Hughes
    A. William Rutherford
    Miwa Sugiura
    Elmars Krausz
    Photosynthesis Research, 2008, 98 : 199 - 206
  • [33] Quantum efficiency distributions of photo-induced side-pathway donor oxidation at cryogenic temperature in photosystem II
    Hughes, Joseph L.
    Rutherford, A. William
    Sugiura, Miwa
    Krausz, Elmars
    PHOTOSYNTHESIS RESEARCH, 2008, 98 (1-3) : 199 - 206
  • [34] Side Chain Engineering of Polythiophene Derivatives with a Thienylene-Vinylene Conjugated Side Chain for Application in Polymer Solar Cells
    Zhang, Zhi-Guo
    Zhang, Siyuan
    Min, Jie
    Cui, Chaohua
    Geng, Hua
    Shuai, Zhigang
    Li, Yongfang
    MACROMOLECULES, 2012, 45 (05) : 2312 - 2320
  • [35] Photo-induced oxidation of ceftriaxone by persulfate in the presence of iron oxides
    Kaur, Balpreet
    Kuntus, Liina
    Tikker, Priit
    Kattel, Eneliis
    Trapido, Marina
    Dulova, Niina
    SCIENCE OF THE TOTAL ENVIRONMENT, 2019, 676 : 165 - 175
  • [36] Photo-induced formation of silver nanoparticles and polymerization of acrylamide derivatives
    Sarkar, A.
    Hegde, Shweta
    Mukherjee, T.
    Kapoor, S.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2010, 36 (03) : 309 - 318
  • [37] Artificial photosynthesis: a molecular approach to photo-induced water oxidation
    La Ganga, Giuseppina
    Puntoriero, Fausto
    PURE AND APPLIED CHEMISTRY, 2015, 87 (06) : 583 - 599
  • [38] Photo-Induced Aerobic Oxidation of C-H Bonds
    Chen, Haolin
    Liu, Feng
    MOLECULES, 2024, 29 (22):
  • [39] Photo-induced protein oxidation: mechanisms, consequences and medical applications
    Fuentes-Lemus, Eduardo
    Lopez-Alarcon, Camilo
    PROTEIN OXIDATION, 2020, 64 (01): : 33 - 44
  • [40] The invalidity of the photo-induced electron transfer mechanism for fluorescein derivatives
    Zhou, Panwang
    Liu, Jianyong
    Yang, Songqiu
    Chen, Junsheng
    Han, Keli
    He, Guozhong
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (43) : 15191 - 15198
12345