Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide

Zhuping Fei, Yang Han, Jaime Martin, Fiona H. Scholes, Mohammed Al-Hashimi, Siham Y. Alqaradawi, Natalie Stingelin, Thomas D. Anthopoulos, Martin Heeney

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

We report the synthesis of a novel naphthalene diimide (NDI) monomer containing two (tributylstannyl)vinyl groups. The utility of this building block is demonstrated by its copolymerization with five different electron-rich comonomers under Stille conditions. The resulting high molecular weight polymers show red-shifted optical absorptions in comparison to the analogous polymers without the vinylene spacer and a significant increase in the intensity of the low-energy intramolecular charge transfer band. The polymers all exhibit ambipolar behavior in bottom-gate, top-contact organic thin-film transistors. The insertion of a solution-processed barium hydroxide layer between the polymer and the gold electrode led to unipolar behavior with improved electron mobilities.

Original languageEnglish
Pages (from-to)6384-6393
Number of pages10
JournalMacromolecules
Volume49
Issue number17
DOIs
Publication statusPublished - 13 Sep 2016

Fingerprint

Naphthalene
Polymers
Copolymers
Electron mobility
Thin film transistors
Barium
Gold
Copolymerization
Light absorption
Charge transfer
Monomers
Molecular weight
Electrodes
naphthalenediimide
Electrons

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry

Cite this

Fei, Z., Han, Y., Martin, J., Scholes, F. H., Al-Hashimi, M., Alqaradawi, S. Y., ... Heeney, M. (2016). Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide. Macromolecules, 49(17), 6384-6393. https://doi.org/10.1021/acs.macromol.6b01423

Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide. / Fei, Zhuping; Han, Yang; Martin, Jaime; Scholes, Fiona H.; Al-Hashimi, Mohammed; Alqaradawi, Siham Y.; Stingelin, Natalie; Anthopoulos, Thomas D.; Heeney, Martin.

In: Macromolecules, Vol. 49, No. 17, 13.09.2016, p. 6384-6393.

Research output: Contribution to journalArticle

Fei, Z, Han, Y, Martin, J, Scholes, FH, Al-Hashimi, M, Alqaradawi, SY, Stingelin, N, Anthopoulos, TD & Heeney, M 2016, 'Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide', Macromolecules, vol. 49, no. 17, pp. 6384-6393. https://doi.org/10.1021/acs.macromol.6b01423
Fei Z, Han Y, Martin J, Scholes FH, Al-Hashimi M, Alqaradawi SY et al. Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide. Macromolecules. 2016 Sep 13;49(17):6384-6393. https://doi.org/10.1021/acs.macromol.6b01423
Fei, Zhuping ; Han, Yang ; Martin, Jaime ; Scholes, Fiona H. ; Al-Hashimi, Mohammed ; Alqaradawi, Siham Y. ; Stingelin, Natalie ; Anthopoulos, Thomas D. ; Heeney, Martin. / Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide. In: Macromolecules. 2016 ; Vol. 49, No. 17. pp. 6384-6393.
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