Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study

Pinar Seyitdanlioglu Ozturk; Hilal Kalkan

doi:10.18596/jotcsa.1918166

Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study

Abstract

Diketopyrrolopyrrole (DPP)-based semiconductors represent a versatile class of π-conjugated materials whose optoelectronic behavior can be effectively tuned through terminal-skeleton engineering. In this work, we present a comparative DFT/TD-DFT investigation of ten DPP derivatives in order to clarify how structural variation governs their electronic structure, optical response, excited-state character, and charge-transport tendencies. Benchmark calculations performed against the experimental frontier orbital energies of C10 identified B3PW91/6-31+G(d,p) as the most suitable computational level for the studied series. The results show that most compounds retain largely planar backbones, whereas localized torsional variations act as important modulators of conjugation. The calculated HOMO and LUMO energies span from −4.99 to −5.64 eV and from −2.74 to −3.95 eV, respectively, revealing substantial electronic diversity across the molecular set. TD-DFT analysis indicates that C8 is a promising candidate for near-infrared photodetection due to its narrow bandgap and pronounced charge-transfer character. Within the donor-relevant subset, C9 emerges as the most balanced photovoltaic candidate, combining favorable donor-side energetic alignment with a strong optical response, whereas C10 exhibits a more pronounced electron-transport tendency due to its relatively low electron reorganization energy. By combining intrinsic CT/LE contributions with the Δr and Λ descriptors, the present study distinguishes formal donor–acceptor polarization from genuinely spatially separated charge-transfer excitation. Overall, this work provides a consistent structure–property framework for the evaluation and design of DPP-based organic semiconductors.

Keywords

Thanks

The authors gratefully acknowledge the computational resources provided by TÜBİTAK ULAKBİM High Performance and Grid Computing Center (TRUBA).

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Details

Primary Language

English

Subjects

Optical Properties of Materials, Computational Chemistry

Journal Section

Research Article

Authors

Pinar Seyitdanlioglu Ozturk ^*
0000-0002-5597-9338
Türkiye

Hilal Kalkan
0000-0001-6277-8190
Türkiye

Publication Date

April 26, 2026

Submission Date

March 28, 2026

Acceptance Date

April 14, 2026

Published in Issue

Year 2026 Number: 2026-1

DOI

https://doi.org/10.18596/jotcsa.1918166

IZ

https://izlik.org/JA49GW63HY

Cite

RIS / Bibtex

APA

Seyitdanlioglu Ozturk, P., & Kalkan, H. (2026). Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study. Journal of the Turkish Chemical Society Section A: Chemistry, 2026-1, 1-16. https://doi.org/10.18596/jotcsa.1918166

AMA

1.Seyitdanlioglu Ozturk P, Kalkan H. Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study. JOTCSA. 2026;(2026-1):1-16. doi:10.18596/jotcsa.1918166

Chicago

Seyitdanlioglu Ozturk, Pinar, and Hilal Kalkan. 2026. “Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT TD-DFT Study”. Journal of the Turkish Chemical Society Section A: Chemistry, no. 2026-1: 1-16. https://doi.org/10.18596/jotcsa.1918166.

EndNote

Seyitdanlioglu Ozturk P, Kalkan H (April 1, 2026) Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study. Journal of the Turkish Chemical Society Section A: Chemistry 2026-1 1–16.

IEEE

[1]P. Seyitdanlioglu Ozturk and H. Kalkan, “Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study”, JOTCSA, no. 2026-1, pp. 1–16, Apr. 2026, doi: 10.18596/jotcsa.1918166.

ISNAD

Seyitdanlioglu Ozturk, Pinar - Kalkan, Hilal. “Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT TD-DFT Study”. Journal of the Turkish Chemical Society Section A: Chemistry. 2026-1 (April 1, 2026): 1-16. https://doi.org/10.18596/jotcsa.1918166.

JAMA

1.Seyitdanlioglu Ozturk P, Kalkan H. Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study. JOTCSA. 2026;:1–16.

MLA

Seyitdanlioglu Ozturk, Pinar, and Hilal Kalkan. “Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT TD-DFT Study”. Journal of the Turkish Chemical Society Section A: Chemistry, no. 2026-1, Apr. 2026, pp. 1-16, doi:10.18596/jotcsa.1918166.

Vancouver

1.Pinar Seyitdanlioglu Ozturk, Hilal Kalkan. Electronic Diversity and Charge-Transport Properties of DPP Semiconductors: A Comparative DFT/TD-DFT Study. JOTCSA. 2026 Apr. 1;(2026-1):1-16. doi:10.18596/jotcsa.1918166