In Situ Generation of n-Type Dopants by Thermal Decarboxylation

Filip Aniés, Mohamad Insan Nugraha, Arona Fall, Julianna Panidi, Yuxi Zhao, Patrice Vanelle, Leonidas Tsetseris, Julie Broggi, Thomas D. Anthopoulos, Martin Heeney

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Molecular doping is a powerful and increasingly popular approach toward enhancing electronic properties of organic semiconductors (OSCs) past their intrinsic limits. The development of n-type dopants has been hampered, however, by their poor stability and high air-reactivity, a consequence of their generally electron rich nature. Here, the use of air-stable carboxylated dopant precursors is reported to overcome this challenge. Active dopants are readily generated in solution by thermal decarboxylation and applied in n-type organic field-effect transistors (OFETs). Both 1,3-dimethylimidazolium-2-carboxylate (CO2-DMI) and novel dopant 1,3-dimethylbenzimidazolium-2-carboxylate (CO2-DMBI) are applied to n-type OFETs employing well-known organic semiconductors (OSCs) P(NDI2OD-T2), PCBM, and O-IDTBR. Successful improvement of performance in all devices demonstrates the versatility of the dopants across a variety of OSCs. Experimental and computational studies indicate that electron transfer from the dopant to the host OSC is preceded by decarboxylation of the precursor, followed by dimerization to form the active dopant species. Transistor studies highlight CO2-DMBI as the most effective dopant, improving electron mobility by up to one order of magnitude, while CO2-DMI holds the advantage of commercial availability.
Original languageEnglish (US)
Pages (from-to)2212305
JournalAdvanced Functional Materials
DOIs
StatePublished - Jan 13 2023

Bibliographical note

KAUST Repository Item: Exported on 2023-01-17
Acknowledged KAUST grant number(s): OSR-2020-CRG8-4095
Acknowledgements: The authors would like to thank the Engineering and Physics Science Research Council (EPSRC) (EP/V048686/1, EP/T028513/1, and EP/V057839/1), the Royal Society and Wolfson Foundation, and the King Abdullah University of Science and Technology (KAUST) Office of Sponsored Research (OSR) under Award No. OSR-2020-CRG8-4095 for financial support. F.A. acknowledges support from The Wilkinson Charitable Foundation. L.T. acknowledges support for the computational time granted from GRNET in the National HPC facility -ARIS – under project ATOMA. BJ thanks the Agence Nationale de la Recherche for the JCJC ANR grant “iPOD” (17-CE07-000101).

ASJC Scopus subject areas

  • Biomaterials
  • Electrochemistry
  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics

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