期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 25, 期 2, 页码 564-572出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201804020
关键词
aggregation; B-N bonds; photovoltaic properties; semiconductors; thin films
资金
- Recruitment Program of Global Youth Experts of China
- Ministry of Science and Technology [2017YFA0206600, 2014CB643501]
- Natural Science Foundation of China [21520102006, 91633301]
- Fundacion Seneca, Agencia de Ciencia y Tecnologia de la Region de Murcia
- European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ERC Grant [339031]
- Ministry of Education, Culture and Science [024.001.035]
The packing mode of small-molecular semiconductors in thin films is an important factor that controls the performance of their optoelectronic devices. Designing and changing the packing mode by molecular engineering is challenging. Three structurally related diketopyrrolopyrrole (DPP)-based compounds were synthesized to study the effect of replacing C-C bonds by isoelectronic dipolar B <- N bonds. By replacing one of the bridging C-C bonds on the peripheral fluorene units of the DPP molecules by a coordinative B <- N bond and changing the B <- N bond orientation, the optical absorption, fluorescence, and excited-state lifetime of the compounds can be tuned. The substitution alters the preferential aggregation of the molecules in the solid state from H-type (for C-C) to J-type (for B <- N). Introducing B <- N bonds thus provides a subtle way of controlling the packing mode. The photovoltaic properties of the compounds were evaluated in bulk heterojunctions with a fullerene acceptor and showed moderate performance as a consequence of suboptimal morphologies, bimolecular recombination, and triplet-state formation.
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