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Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor

Maxim Sergeevich Mikhailov 1
Maxim Sergeevich Mikhailov
, 
Nikita Olegovich Dubinets 1, 2, 3
Nikita Olegovich Dubinets
, 
Timur A Yulaev 4
Timur A Yulaev
, 
Vladislav G Konstantinov 1, 2
Vladislav G Konstantinov
, 
Vasilii Andreevich Trukhanov 2
Vasilii Andreevich Trukhanov
,  ,  ,  , 
10.71267/mencom.7779
Published 2025-11-29
Communication , Volume 36, Issue 1, 76-78
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Mikhailov M. S. et al. Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 76-78.
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Mikhailov M. S., Dubinets N. O., Yulaev T. A., Konstantinov V. G., Trukhanov V. A., Borshchev O. V., Paraschuk D. Y., Ponomarenko S. A., Sosorev A. Y. Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 76-78.
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TY - JOUR
DO - 10.71267/mencom.7779
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7779
TI - Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor
T2 - Mendeleev Communications
AU - Mikhailov, Maxim Sergeevich
AU - Dubinets, Nikita Olegovich
AU - Yulaev, Timur A
AU - Konstantinov, Vladislav G
AU - Trukhanov, Vasilii Andreevich
AU - Borshchev, Oleg Valentinovich
AU - Paraschuk, Dmitry Yu.
AU - Ponomarenko, Sergey Anatol'evich
AU - Sosorev, Andrey Yuryevich
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 76-78
IS - 1
VL - 36
ER -
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@article{2025_Mikhailov,
author = {Maxim Sergeevich Mikhailov and Nikita Olegovich Dubinets and Timur A Yulaev and Vladislav G Konstantinov and Vasilii Andreevich Trukhanov and Oleg Valentinovich Borshchev and Dmitry Yu. Paraschuk and Sergey Anatol'evich Ponomarenko and Andrey Yuryevich Sosorev},
title = {Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7779},
number = {1},
pages = {76--78},
doi = {10.71267/mencom.7779}
}
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Mikhailov, Maxim Sergeevich, et al. “Novel multiresonant diindolophenazine fluorophore as a hole-transport organic semiconductor.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 76-78. https://mendcomm.colab.ws/publications/10.71267/mencom.7779.
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Keywords

charge carrier mobility
DFT
luminescence
organic electronics
organic field-effect transistors.

Abstract

A novel multiresonant fluorophore 2,5,10,13-tetraphenyldiindolo[3,2,1-de:3',2',1'-kl]phenazine was investigated computationally using (TD)DFT, synthesized and characterized; it emits blue light with a photoluminescence maximum at 436 nm and a quantum yield of 67%. Organic field-effect transistors based on this compound as an organic semiconductor showed a significant hole mobility of up to 0.023 cm2 V−1 s−1, highlighting the potential of multiresonant fluorophores as multifunctional compounds that can be used in both charge-transporting and light-emitting layers of organic (opto)electronic devices.

Funders

Russian Science Foundation
24-49-02038, 22-72-10056

References

3.
High performance organic semiconductors for field-effect transistors
Dong H., Wang C., Hu W.
Chemical Communications, 2010
5.
Organic Light-Emitting Transistors: From Understanding to Molecular Design and Architecture
Maria Angela V., Anjali A., Harshini D., Nagarajan S.
ACS Applied Electronic Materials, 2021
7.
Charge Transport in Crystalline Organic Semiconductors
Li Y., Coropceanu V., Brédas J.
Materials and Energy, 2016
8.
Charge Transport in Organic Semiconductors
Coropceanu V., Cornil J., da Silva Filho D.A., Olivier Y., Silbey R., Brédas J.
Chemical Reviews, 2007
11.
Highly efficient and stable deep-blue OLEDs based on narrowband emitters featuring an orthogonal spiro-configured indolo[3,2,1-de]acridine structure
Meng G., Zhang D., Wei J., Zhang Y., Huang T., Liu Z., Yin C., Hong X., Wang X., Zeng X., Yang D., Ma D., Li G., Duan L.
Chemical Science, 2022
14.
Organoboron-based multiple-resonance emitters: synthesis, structure–property correlations, and prospects
Mamada M., Hayakawa M., Ochi J., Hatakeyama T.
Chemical Society Reviews, 2024
16.
Electron transfers in chemistry and biology
Marcus R.A., Sutin N.
Biochimica et Biophysica Acta (BBA) - Reviews on Bioenergetics, 1985
17.
Hopping Mechanism
Shuai Z., Wang L., Song C.
SpringerBriefs in Molecular Science, 2012
19.
Fully optimized contracted Gaussian basis sets for atoms Li to Kr
Schäfer A., Horn H., Ahlrichs R.
Journal of Chemical Physics, 1992
20.
Effect of the damping function in dispersion corrected density functional theory
Grimme S., Ehrlich S., Goerigk L.
Journal of Computational Chemistry, 2011
22.
Software update: The ORCA program system—Version 5.0
Neese F.
Wiley Interdisciplinary Reviews: Computational Molecular Science, 2022
23.
High performance n-type and ambipolar small organic semiconductors for organic thin film transistors.
Zhou K., Dong H., Zhang H., Hu W.
Physical Chemistry Chemical Physics, 2014
24.
Modification of acenes for n-channel OFET materials
Naibi Lakshminarayana A., Ong A., Chi C.
Journal of Materials Chemistry C, 2018
25.
Selectively Fluorinated BTBT Derivatives Combining Pronounced Luminescence with Bipolar or Electron Transport
Sosorev A.Y., Trukhanov V.A., Skorotetcky M.S., Polyakov R.A., Konstantinov V.G., Dominskiy D.I., Tafeenko V.A., Borshchev O.V., Ponomarenko S.A., Paraschuk D.Y.
Journal of Physical Chemistry C, 2025
26.
A window to trap-free charge transport in organic semiconducting thin films
Kotadiya N.B., Mondal A., Blom P.W., Andrienko D., Wetzelaer G.A.
Nature Materials, 2019
28.
An approximate method for calculating transfer integrals based on the ZINDO Hamiltonian
Kirkpatrick J.
International Journal of Quantum Chemistry, 2007
31.
Effective conjugation and Raman intensities in oligo(para-phenylene)s: A microscopic view from first-principles calculations
Heimel G., Somitsch D., Knoll P., Brédas J., Zojer E.
Journal of Chemical Physics, 2005
32.
Toward probing of the local electron–phonon interaction in small-molecule organic semiconductors with Raman spectroscopy
Nuraliev M.K., Parashchuk O.D., Tukachev N.V., Repeev Y.A., Maslennikov D.R., Borshchev O.V., Vainer Y.G., Paraschuk D.Y., Sosorev A.Y.
Journal of Chemical Physics, 2020
33.
The Electron-Vibrational Interaction in a Thiophene—Phenylene Cooligomer and Its Relationship to the Raman Spectrum
Sosorev A.Y.
Moscow University Physics Bulletin (English Translation of Vestnik Moskovskogo Universiteta, Fizika), 2019
34.
Effect of Fluorination on Properties of Thiophene–Phenylene Co-Oligomers with Annulated Core: A DFT Study
Korchkova S.N., Sosorev A.Y.
Moscow University Physics Bulletin (English Translation of Vestnik Moskovskogo Universiteta, Fizika), 2023
35.
Efficiency of the π conjugation in a novel family of α, α'-bisphenyl end-capped oligothiophenes by means of Raman spectroscopy
Moreno Castro C., Ruiz Delgado M.C., Hernández V., Hotta S., Casado J., López Navarrete J.T.
Journal of Chemical Physics, 2002
36.
Correlation of mobility and molecular packing in organic transistors based on cycloalkyl naphthalene diimides
Kakinuma T., Kojima H., Ashizawa M., Matsumoto H., Mori T.
Journal of Materials Chemistry C, 2013
37.
Tuning Molecular Packing, Charge Transport, and Luminescence in Thiophene–Phenylene Co-Oligomer Crystals via Terminal Substituents
Maslennikov D.R., Dominskiy D.I., Sosorev A.Y., Trukhanov V.A., Konstantinov V.G., Sorokina N.I., Borshchev O.V., Skorotetcky M.S., Ponomarenko S.A., Paraschuk D.Y.
Journal of Physical Chemistry C, 2024