Strategies for the Design of PEDOT Analogues Unraveled: the Use of Chalcogen Bonds and σ-Holes

0571982 - ÚOCHB 2024 RIV US eng J - Journal Article
Farka, Dominik - Kříž, Kristian - Fanfrlík, Jindřich
Strategies for the Design of PEDOT Analogues Unraveled: the Use of Chalcogen Bonds and σ-Holes.
Journal of Physical Chemistry A. Roč. 127, č. 17 (2023), s. 3779-3787. ISSN 1089-5639. E-ISSN 1520-5215
Institutional support: RVO:61388963
Keywords : electrical conductivity * absorption * polymers
OECD category: Physical chemistry
Impact factor: 2.9, year: 2022
Method of publishing: Open access
https://doi.org/10.1021/acs.jpca.2c08965

In this theoretical study, we set out to demonstrate the substitution effect of PEDOT analogues on planarity as an intrinsic indicator for electronic performance. We perform a quantum mechanical (DFT) study of PEDOT and analogous model systems and demonstrate the usefulness of the ωB97X-V functional to simulate chalcogen bonds and other noncovalent interactions. We confirm that the chalcogen bond stabilizes the planar conformation and further visualize its presence via the electrostatic potential surface. In comparison to the prevalent B3LYP, we gain 4-fold savings in computational time and simulate model systems of up to a dodecamer. Implications for design of conductive polymers can be drawn from the results, and an example for self-doped polymers is presented where modulation of the strength of the chalcogen bond plays a significant role.
Permanent Link: https://hdl.handle.net/11104/0342830