Issue 12, 2016

Lactone-fused electron-deficient building blocks for n-type polymer field-effect transistors: synthesis, properties, and impact of alkyl substitution positions

Abstract

The development of novel electron-deficient building blocks (acceptors) plays a vital role in conjugated polymers for n-type field-effect transistors. Incorporation of lactam moieties on conjugated backbones has been one of the most important design concepts of acceptor units, whereas the potential of lactone-fused structures has seldom been explored in polymer semiconductors. Pechmann dyes are a kind of lactone-based electron-accepting units. Theoretical calculations prove that these lactone-based acceptors possess higher electron affinity than their lactam counterparts. In this work, 6,6-endo-dilactone-based Pechmann dyes were successfully incorporated into conjugated polymers for the first time, providing high electron mobilities of up to 0.51 cm2 Vāˆ’1 sāˆ’1. These results demonstrated the high potential of lactone-fused structures as electron-deficient building blocks for conjugated polymers. Furthermore, different alkyl chain substitution positions were found to significantly affect the energy levels and intermolecular interactions, and consequently the device performance, indicating the important role of side chain engineering in polymer semiconductors.

Graphical abstract: Lactone-fused electron-deficient building blocks for n-type polymer field-effect transistors: synthesis, properties, and impact of alkyl substitution positions

Supplementary files

Article information

Article type
Paper
Submitted
26 Jan 2016
Accepted
18 Feb 2016
First published
19 Feb 2016

Polym. Chem., 2016,7, 2264-2271

Lactone-fused electron-deficient building blocks for n-type polymer field-effect transistors: synthesis, properties, and impact of alkyl substitution positions

X. Wang, M. Zhang, F. Zhuang, J. Wang and J. Pei, Polym. Chem., 2016, 7, 2264 DOI: 10.1039/C6PY00143B

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