Issue 70, 2018

A quantitative structure–property study of reorganization energy for known p-type organic semiconductors

Abstract

Intramolecular reorganization energy (RE), which quantifies the electron-phonon coupling strength, is an important charge transport parameter for the theoretical characterization of molecular organic semiconductors (OSCs). On a small scale, the accurate calculation of the RE is trivial; however, for large-scale screening, faster approaches are desirable. We investigate the structure–property relations and present a quantitative structure–property relationship study to facilitate the computation of RE from molecular structure. To this end, we generated a compound set of 171, which was derived from known p-type OSCs built from moieties such as acenes, thiophenes, and pentalenes. We show that simple structural descriptors such as the number of atoms, rings or rotatable bonds only weakly correlate with the RE. On the other hand, we show that regression models based on a more comprehensive representation of the molecules such as SMILES-based molecular signatures and geometry-based molecular transforms can predict the RE with a coefficient of determination of 0.7 and a mean absolute error of 40 meV in the library, in which the RE ranges from 76 to 480 meV. Our analysis indicates that a more extensive compound set for training is necessary for more predictive models.

Graphical abstract: A quantitative structure–property study of reorganization energy for known p-type organic semiconductors

Supplementary files

Article information

Article type
Paper
Submitted
21 Sept. 2018
Accepted
15 Nov. 2018
First published
04 Dec. 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 40330-40337

A quantitative structure–property study of reorganization energy for known p-type organic semiconductors

S. Atahan-Evrenk, RSC Adv., 2018, 8, 40330 DOI: 10.1039/C8RA07866A

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