Synthesis, Characterization of The Novel Carbazole Core Structures and Investigations of Photodiode Properties
Müjdat Çağlar1*, Kamuran Görgün2, Merve Yandımoğlu3
1Eskişehir Technical University, Eskişehir, Turkey
2Osmangazi University, Eskişehir, Turkey
3Osmangazi University, Eskişehir, Turkey
* Corresponding author: mujdatcaglar@gmail.com
Presented at the 2nd International Symposium on Innovative Approaches in Scientific Studies (ISAS2018-Winter), Samsun, Turkey, Nov 30, 2018
SETSCI Conference Proceedings, 2018, 3, Page (s): 760-763 , https://doi.org/
Published Date: 31 December 2018 | 1389 12
Abstract
Palladium-catalyzed Suzuki Miyaura cross coupling reactions (SM Coupling) are made using organoboronic acid
and halides. 9-(4-anthracene-9-yl-phenyl)-9H-carbazole (III) was synthesized by using Ullman and Suzuki coupling reactions.
Structural analysis of the 9-(4-anthracene-9-yl-phenyl)-9H-carbazole (III) compounds obtained by this method has been
elucidated by 1H-NMR. This compound was dissolved by chloroform and the borosilicate glass was coated with drop casting
method. Transmittance measurement of this film was taken and optical band value was determined. The heterojunction
structure (n-Si/III) was fabricated by using the obtained compounds. The electrical properties of the fabricated photodiode
were investigated.
Keywords - Carbazole, Suzuki-Miyaura Coupling, Ullman Coupling, photodiodes
References
[1] S. Kotowicz, M. Siwy, M. Filapek, J. G. Malecki, K. Smolarek, J. Grzelak, S. Mackowski, A. Slodek, and E. Schab-Balcerzak, “New donor-acceptor-donor molecules based on quinoline acceptor unit with Schiff base bridge: synthesis and characterization,” J. Lumin., vol. 183, pp. 458-469, Mar. 2017.
[2] I. Bhattacharjee, N. Acharya, H. Bhatia, and D. Ray, “Dual Emission through Thermally Activated Delayed Fluorescence and RoomTemperature Phosphorescence, and Their Thermal Enhancement via Solid-State Structural Change in a Carbazole-Quinoline Conjugate,” J. Phys. Chem. Lett., vol. 9, pp. 2733–2738, May. 2018.
[3] J. Li, and A. C. Grimsdale, “Carbazole-based polymers for organic photovoltaic devices,” Chem. Soc. Rev., vol. 39, pp. 2399-2410, Feb. 2010.
[4] J. Huang, J.-H. Su, X. Li, M.-K. Lam, K.-M. Fung, H.-H. Fan, K.-W. Cheah, C. H. Chen, and H. Tian, “Bipolar anthracene derivatives containing hole- and electron-transporting moieties for highly efficient blue electroluminescence devices,” J. Mater. Chem., vol. 21, pp. 2957-2964, Jan. 2011.
[5] E. Stanislovaityte, J. Simokaitiene, S. Raisys, H. Al-Attar, J. V. Grazulevicius, A. P. Monkman, and V. Jankus, “Carbazole based polymers as hosts for blue iridium emitters: synthesis, photophysics and high efficiency PLEDs” J. Mater. Chem. C, vol. 1, pp. 8209-8221,Oct. 2013.
[6] F. Dumur, L. Beouch, S. Peralta, G. Wantz, F. Goubard, and D. Gigmes, “Solution-processed blue phosphorescent OLEDs with carbazole-based polymeric host materials,” Org. Electron., vol. 25, pp. 21-30, Oct. 2015.
[7] Y. Huo, J. Lu, S. Hu, L. Zhang, F. Zhao, H. Huang, B. Huang, and L. Zhang, “Photoluminescence properties of new Zn(II) complexes with 8-hydroxyquinoline ligands: Dependence on volume and electronic effect of substituents,” J. Mol. Struct., vol. 1083, pp. 144–151, Mar. 2015.
[8] C. W. Tang, and S. A. VanSlyke, “Organic electroluminescent diodes,” Appl. Phys. Lett., vol. 51, pp. 913-915, Jul. 1987.
[9] S. Grigalevicius, G. Buika, J. V. Grazulevicius, V. Gaidelis, V. Jankauskas, and E. Montrimas, “3,6-Di(diphenylamino)-9-alkylcarbazoles: novel hole-transporting molecular glasses,” Synthetic Met., vol. 122, pp. 311-314, Jun. 2001.
[10] K. Nasu, T. Nakagawa, H. Nomura, C.-J. Lin, C.-H. Cheng, M.-R. Tseng, T. Yasuda, and C. Adachi, “A highly luminescent spiroanthracenone-based organic light-emitting diode exhibiting thermally activated delayed fluorescence,” Chem. Commun., vol. 49, pp. 10385-10387, Sep. 2013.
[11] M.-X. Yu, J.-P. Duan, C.-H. Lin, C.-H. Cheng, and Y.-T. Tao, “Diaminoanthracene Derivatives as High-Performance Green Host Electroluminescent Materials,” Chem. Mater., vol. 14, pp. 3958-3963, Sept. 2002.
[12] J. I. Pankove, Optical Processes in Semiconductors, Prentice-Hall Inc., Englewoord Cliffs, NJ, 1971.