Issue 13, 2016

Effects of pyridyl group orientations on the optoelectronic properties of regio-isomeric diketopyrrolopyrrole based π-conjugated polymers

Abstract

Two novel regio-isomeric π-conjugated polymers consisting of the pyridyl unit flanked by diketopyrrolopyrrole as the electron-accepting unit and 2,5-bis(3-hexylthiophen-2-yl)thieno[3,2-b]thiophene as the electron-donating unit were designed and synthesized. The comparison of the optical and electrochemical properties indicated that the copolymer based on the nitrogen atom proximal to the central diketopyrrolopyrrole unit (p-PDBPy) exhibited bathochromic shifted absorption spectra and narrower bandgaps than the counterpart copolymer (d-PDBPy) with the distally oriented nitrogen atom, which can be correlated with the stronger intermolecular aggregation of the former as a result of the different intrinsic molecular geometry of the polymer backbone. Of particular interest is that the copolymer p-PDBPy exhibited a moderate hole mobility of 0.35 cm2 V−1 s−1, which is about three orders of magnitude higher than the hole mobility of 3.2 × 10−4 cm2 V−1 s−1 obtained based on the counterpart copolymer d-PDBPy, as measured using organic field-effect transistors. These results demonstrated that the delicate control of the pyridyl orientations along the polymer backbone is of vital importance for the molecular design of π-conjugated polymers for high-performance organic electronic devices.

Graphical abstract: Effects of pyridyl group orientations on the optoelectronic properties of regio-isomeric diketopyrrolopyrrole based π-conjugated polymers

Supplementary files

Article information

Article type
Paper
Submitted
06 Jan 2016
Accepted
13 Feb 2016
First published
15 Feb 2016

J. Mater. Chem. C, 2016,4, 2470-2479

Effects of pyridyl group orientations on the optoelectronic properties of regio-isomeric diketopyrrolopyrrole based π-conjugated polymers

J. Yue, S. Sun, J. Liang, W. Zhong, L. Lan, L. Ying, F. Huang, W. Yang and Y. Cao, J. Mater. Chem. C, 2016, 4, 2470 DOI: 10.1039/C6TC00051G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements