Jump to main content
Jump to site search

Issue 5, 2015
Previous Article Next Article

Is a polymer semiconductor having a “perfect” regular structure desirable for organic thin film transistors?

Author affiliations

Abstract

This study utilized high temperature NMR and matrix-assisted laser desorption/ionization time-of-flight (MALDI-ToF) mass spectrometry to reveal that appreciable amounts of structural defects are present in the diketopyrrolopyrrole (DPP)–quaterthiophene copolymers (PDQT) synthesized by the Stille coupling polymerization with Pd(PPh3)2Cl2, Pd2(dba)3/P(o-tol)3, and Pd(PPh3)4 catalyst systems. It was proposed that these structural defects were produced via homocoupling side reactions of the C–Br bonds and the organostannane species. Model Stille coupling reactions further substantiated that the amount of structural defects are catalyst-dependent following the order of Pd(PPh3)2Cl2 > Pd2(dba)3/P(o-tol)3 > Pd(PPh3)4. To verify the structural assignments, “perfect” structurally regular PDQT polymers were prepared using Yamamoto coupling polymerization. When compared to the structurally regular polymers, the polymers containing defects exhibited notable redshifts in their absorption spectra. Surprisingly, the “perfect” structurally regular polymers showed poor molecular ordering in thin films and very low charge transport performance as channel semiconductors in organic thin film transistors (OTFTs). On the contrary, all the “defected” polymers exhibited much improved molecular ordering and significantly higher charge carrier mobility.

Graphical abstract: Is a polymer semiconductor having a “perfect” regular structure desirable for organic thin film transistors?

Back to tab navigation

Supplementary files

Publication details

The article was received on 09 Mar 2015, accepted on 28 Mar 2015 and first published on 31 Mar 2015


Article type: Edge Article
DOI: 10.1039/C5SC00843C
Author version
available:
Download author version (PDF)
Citation: Chem. Sci., 2015,6, 3225-3235
  • Open access: Creative Commons BY license
  •   Request permissions

    Is a polymer semiconductor having a “perfect” regular structure desirable for organic thin film transistors?

    W. Hong, S. Chen, B. Sun, M. A. Arnould, Y. Meng and Y. Li, Chem. Sci., 2015, 6, 3225
    DOI: 10.1039/C5SC00843C

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements