A theoretical investigation of the effect of fluorination and bromination on the optoelectronic properties of tetrathienophenazine derivatives

• Published in: Computational materials science 2020-05, Vol.177, p.109578, Article 109578
• Main Authors: Lazaar, Koussai, Gueddida, Saber, Foerster, Dietrich, Said, Moncef
• Format: Article
• Language: English
• Subjects: Band model; Chemical modifications; Chemical Sciences; Crystal structure prediction; Density Functional Theory (DFT); or physical chemistry; Tetrathienophenazine derivatives; Theoretical and
• ISSN: 0927-0256; 1879-0801
• DOI: 10.1016/j.commatsci.2020.109578

[Display omitted] •The position of sulfur atoms and fluorination and bromination modify the charge transport in TTP derivatives.•The introduction of fluorine and bromine atoms helps to suggest a new series of promising ambipolar organic materials. The electronic and optical properties of crystalline tetrathienophenazine derivatives (l-TTP, m-TTP, t-TTP) and their four fluorinated and brominated derivatives are predicted using density functional theory within the generalized gradient approximation and including the van der Waals weak interactions. We analyze how the position of sulfur atoms and fluorination and bromination modify the charge transport in TTP derivatives. Our results show that the introduction of bromine substituents into TTP derivatives has a stronger effect than fluorination. The introduction of the fluorine atoms improves the hole transport in the l-TTP derivatives, while bromine atoms improve both hole and electron transport of the three TTP derivatives. Our findings suggest a new series of promising ambipolar organic materials.