A theoretical study of charge-transfer properties of a new material involving naphthalenyl unit

Yıl 2021, Cilt: 4 Sayı: 1, 24 - 27, 02.08.2021

Emine Tanış

Öz

In this study, the charge transport properties of 4- [(E)- [(2-hydroxy-1-naphthalenyl) methylene] amino] -3-methyl benzoic acid (HNMB) molecule were determined by using Marcus and DFT methods. In addition to this, reorganization energies (λe and λh), the ionization potentials (IPs), and the electron affinities (EAs) are also reported. It is understood from the results that HNMB has suitable photovoltaic properties in terms of solar cells.

Anahtar Kelimeler

Marcus method, charge transport properties, reorganization energy, solar cells

Kaynakça

• [1] C.W. Tang, Two-layer organic photovoltaic cell, Applied Physics Letters, 1968, 48, 2, 183-185
• [2] N. S. Sariciftci, Plastic photovoltaic devices, Materials Today, 2004, 7, 9, 36–40.
• [3] A. Aboulouard, A. G. Gürek, and M. E. Idrissi, Computational study of organic small molecules based on imidazolinone for photovoltaic applications, Energy Sources, Part A: Recovery, Utilization, and Environmental Effects, 2020, 1827092.
• [4] Y. J. Cheng, Yang S. H., Hsu, C. S., Synthesis of Conjugated Polymers for Organic Solar Cell Applications, Chemical Reviews, 2009, 109, 11, 5868-5923.
• [5] M. Zhang, L. Zhao, R. Zhao, Z. Li, Y. Liu, Y. Duan, Tianyu Han, A mechanochromic luminescent material with aggregation-induced emission: Application for pressure sensing and mapping, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2019, 220 117125.
• [6] Chu T-C, Buras ZJ, Smith MC, Uwagwu AB, Green WH.From benzene to naphthalene: direct measurement of reactions and intermediates of phenyl radicals and acetylene., 2019 PCCP. 21, 22248-22258.
• [7] Yang T, Troy TP, Xu B, et al. Hydrogen-abstraction/acetyleneaddition exposed. Angew Chem, Int Ed. 2016, 55, 14983-14987.
• [8] Parker DSN, Kaiser RI, Troy TP, Ahmed M. Hydrogen abstraction/acetylene addition revealed. Angew Chem, Int Ed. 2014, 53, 7740-7744.
• [9] Yu T, Lin MC. Kinetics of phenyl radical reactions studied by the cavity-ring-down method. J AmChemSoc. 1993, 115, 4371-4372.
• [10] Liu P, Li Z, Bennett A, Lin H, Sarathy SM, Roberts WL. The site effect on PAHs formation in HACA-based mass growth process. Combust Flame. 2019, 199, 54-68.
• [11] Mebel AM, Georgievskii Y, Jasper AW, Klippenstein SJ. Temperature- and pressure-dependent rate coefficients for the HACA pathways from benzene to naphthalene. Proc Combust Inst. 2017, 36, 919-926.
• [12] Tokmakov IV, Lin MC. Reaction of phenyl radicals with acetylene: quantum chemical investigation of the mechanism and master equation analysis of the kinetics. J Am Chem Soc. 2003, 125, 11397-11408.
• [13] Richter H, Mazyar OA, Sumathi R, Green WH, Howard JB, Bozzelli JW. Detailed kinetic study of the growth of small polycyclic aromatic hydrocarbons. 1. 1-naphthyl + ethyne. J Phys Chem A. 2001, 105, 1561-1573.
• [14] ADF2019, SCM, Theoretical Chemistry, Vrije Universiteit, Amsterdam, The Netherlands, http://www.scm.com
• [15] S. H. Wen, A. Li, J. L. Song, W. Q. Deng, K. L. Han, W. A. Goddard, First-Principles Investigation of Anistropic Hole Mobilities in Organic Semiconductors, J. Phys. Chem. B 2009, 113, 8813.
• [16] S. Chai, S. H. Wen, J. D. Huang, K. L. Han, Density functional theory study on electron and hole transport properties of organic pentacene derivatives with electron-withdrawing substituent, J. Comput. Chem., 2011, 32, 3218.
• [17] W. Q. Deng, L. Sun, J. D. Huang, S. Chai, S. H. Wen, K. L. Han, Quantitative prediction of charge mobilities of π-stacked systems by first-principles simulation, Nat. Protoc. 2015, 10, 632.
• [18] J. D. Huang, S. H. Wen, K. L. Han, First-principles investigation of the electronic and conducting properties of oligothienoacenes and their derivatives, Chem.-Asian J. 2012, 7, 1032.
• [19] Y. Wen and Y. Liu, Recent Progress in n‐Channel Organic Thin‐Film Transistors, Adv. Mater., 2010, 22 12.
• [20] L. Wang, B. Xu, J. Zhang, Y. Dong, S. Wen, H. Zhang and W. Tian, Theoretical investigation of electronic structure and charge transport property of 9,10-distyrylanthracene (DSA) derivatives with high solid-state luminescent efficiency, Phys. Chem. Chem. Phys. 2013, 7, 15.
• [21] García, G., Moral M., Garzón A., Granadino-Roldán J.M., Navarro, A., Fernández-Gómez M., Poly(arylenethynyl-thienoacenes) as candidates for organic semiconducting materials. A DFT insight, Org Electron, 2012, 13 12.
• [22] Li, Y., Zou, L.Y., Ren, A.M. and Feng, J.K., Theoretical study on the electronic structures and photophysical properties of a series of dithienylbenzothiazole derivatives, Comput. Theor. Chem., 2012, 981, 14.
• [23] Rohloff, R., Kotadiya, N.B., Craciun, N.I., Blom, Wetzelaer, G.A.H., Electron and hole transport in the organic small molecule α-NPD, Appl. Phys. Lett. 2017, 110, 073301.