4.7 Article

Effects of flanked units on optoelectronic properties of diketopyrrolopyrrole based π-conjugated polymers

Journal

DYES AND PIGMENTS
Volume 123, Issue -, Pages 64-71

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2015.07.021

Keywords

Donor-acceptor conjugated polymers; Diketopyrrolopyrrole; Organic field effect transistors; Polymer solar cells; Optoelectronic properties; (E)-1,2-di(thiophene-2-yl)ethylene

Funding

  1. National Natural Science Foundation of China [51303056, 91333206, 51273069]
  2. Research Fund for the Doctoral Program of Higher Education of China [20130172110005]
  3. Fundamental Research Funds for the Central Universities, South China University of Technology [2014ZM0005]

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Two novel donor-acceptor pi-conjugated copolymers comprising (E)-1,2-di(thiophen-2-yl)ethylene as the electron-donating unit, and diketopyrrolopyrrole flanked with phenyl or 2-pyridyl moiety as the electron-accepting unit were synthesized through a palladium-catalyzed Stille polymerization. With respect to the copolymer based on diketopyrrolopyrrole flanked with phenyl unit (PTDPP-Ph), the copolymer counterpart containing the 2-pyridyl moiety (PTDPP-Py) as the flanked unit exhibited increased coplanarity, bathochromic shift in absorption, decreased lowest unoccupied molecular orbital energy levels, as well as the about one order of magnitude increase in hole mobility. Of particular interests is that the bulk heterojunction solar cell based on PTDPP-Py exhibited an improved power conversion efficiency of 3.26% relative to the power conversion efficiency of 2.51% as attained by PTDPP-Ph. These results indicated that the replacement of flanked phenyl with 2-pyridyl moiety of the diketopyrrolopyrrole core unit can be an effective strategy for the construction of conjugated polymers with improved optoelectronic properties. (C) 2015 Elsevier Ltd. All rights reserved.

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