Intramolecular hydrogen-bonding effects on structural and electronic properties of pyrrole-phenylene derivatives: a DFT study

Journal article

Authors/Editors

CHINAPONG KRITAYAKORNUPONG

Strategic Research Themes

Sustainable Energy & Environment (Strategic Research Themes)

Publication Details

Author list: Janprapa, Nuttaporn; Vchirawongkwin, Viwat; Kritayakornupong, Chinapong;

Publisher: Springer

Publication year: 2020

Journal acronym: Theor. Chem. Acc.

Volume number: 139

Issue number: 7

Start page: 1

End page: 14

Number of pages: 14

ISSN: 1432-881X

eISSN: 1432-2234

URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85086176623&doi=10.1007%2fs00214-020-02623-x&partnerID=40&md5=55996de652ed39d016ce281d3ffe7630

Languages: English-Great Britain (EN-GB)

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Abstract

Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) calculations are employed to evaluate structural, electronic, charge-transport and optical properties of pyrrole-phenylene copolymer ((Py-co-Ph)4) and its derivatives. The distorted coplanar structure is found for the pristine pyrrole-phenylene copolymer, while the functionalized structures with –OCH3, –OH, and –F exhibit the highly coplanar structures due to larger π-orbital overlap along neighboring backbones and strong intramolecular hydrogen bonding interaction. A good linear correlation between HOMO and LUMO as a functional resonance effect is observed. A better hole transport behavior is obtained from –OCH3, –N(CH3)2, –OH, –CN, and –F functionalizations compared to the parent. According to the optical properties, –CN, –COOH, and –NO2 substitutions reveal the absorption peaks covering the solar region, which are characterized as the potential solar materials. © 2020, Springer-Verlag GmbH Germany, part of Springer Nature.

Keywords

Intramolecular hydrogen bonding, Pyrrole-phenylene copolymer