PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
Tytuł artykułu

Electronic, optical and non-linear optical properties of an N-cyclohexylacrylamide molecule : a potential optoelectronic agent

Treść / Zawartość
Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
In this article, synthesis, electronic and optical properties of an N-cyclohexyl-acrylamide (NCA) molecule are described based on different solvent environments and supported by theoretical calculations. Theoretical calculations have been carried out using a density function theory (DFT). Temperature dependence of the sample electrical resistance has been obtained by a four-point probe technique. Experimental and semitheoretical parameters such as optical density, transmittance, optical band gap, refractive index of the NCA for different solvents were obtained. Both optical values and electrical resistance values have shown that NCA is a semiconductor material. The values of HOMO and LUMO energy levels of the headline molecule indicate that it can be used as the electron transfer material in OLEDs. All results obtained confirm that the NCA is a candidate molecule for OLED and optoelectronic applications.
Twórcy
autor
  • Department of Electrical Electronics Engineering, Kırşehir Ahi Evran University, 40100 Kırsehir, Turkey
autor
  • Department of Chemistry, Uşak University, 64300, Uşak, Turkey
Bibliografia
  • [1] Sutton, C., Sears, J. S., Coropceanu, V. & Breas, J. L. Under-standing the Density Functional Dependence of DFT-Calculated Electronic Couplings in Organic Semiconductors. J. Phys. Chem. Lett. 4, 919−924 (2013). https://doi.org/10.1021/jz3021292.
  • [2] Bouchouit, K. et al. Investigation of crystal structure and nonlinear optical properties of 2-methoxyanilinium nitrate. Opt. Commun. 278, 180–186 (2007). https://doi.org/10.1016/j.optcom.2007.05.068.
  • [3] Bouchouit, K. et al. Experimental and theoretical studies of NLO properties of organic–inorganic materials base on p-nitroaniline. Chem. Phys. Lett. 455, 270–274 (2008). https://doi.org/10.1016/j.cplett.2008.02.101.
  • [4] Bouchouit, K., Bougharraf, H., Derkowska-Zielinska, B., Benali-Cherif, N. & Sahraoui, B. Reversible phase transition in semiorganic compound p-Nitroanilinium sulfate detected using second harmonic generation as a tool. Opt. Mater. 48, 215-221 (2015). https://doi.org/10.1016/j.optmat.2015.07.035
  • [5] Xiao-Hong, L., Hong-Ling, C., Rui-Zhou, Z. & Xian-Zhou, Z. Theoretical investigation on the non-linear optical properties, vibrational spectroscopy and frontier molecular orbital of (E)-2-cyano-3-(3-hydroxyphenyl)acrylamide molecule. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr. 137, 321–327 (2015). https://doi.org/10.1016/j.saa.2014.08.036.
  • [6] Ameen, M.Y., Abhijith, T., Susmita, D., Ray, S.K. & Reddy, V.S. Linearly polarized emission from PTCDI-C8 one-dimensional microstructures. Org. Electron. 14, 554–559 (2013). https://doi.org/10.1016/j.orgel.2012.12.012.
  • [7] Aziz, F. et al. Influence of humidity conditions on the capacitive and resistive response of an Al/VOPc/Pt co-planar humidity sensor. Meas. Sci. Technol. 23, 014001–014009 (2012). https://doi.org/10.1088/0957-0233/23/1/014001.
  • [8] Murugavelu, M., Imran, P.K.M., Sankaran, K.R. & Nagarajan, S. Self-assembly and photophysical properties of a minuscule tailed perylene bisimide. Mater. Sci. Semicon. Proc. 16, 461–466 (2013). https://doi.org/10.1016/j.mssp.2012.08.001.
  • [9] Harsaanyi G. Polymer films in sensor applications: a review of present uses and future possibilities. Sens. Rev. 20, 98–105 (2000). https://doi.org/10.1108/02602280010319169.
  • [10] Che, Y. et al. Ultrathin n-Type Organic Nanoribbons with High Photoconductivity and Application in Optoelectronic Vapor Sensing of Explosives. J. Am. Chem. Soc. 132, 5743–5750 (2010). https://doi.org/10.1021/ja909797q.
  • [11] Guan, M. et al. Organic light-emitting diodes with integrated inor-ganic photo detector for near-infrared optical up-conversion, Org. Elec. 12, 2090–2094 (2011). https://doi.org/10.1016/j.orgel.2011.09.003.
  • [12] Tseng, H.R. et al. High‐Mobility Field‐Effect Transistors Fabricated with Macroscopic Aligned Semiconducting Polymers. Adv. Mater. 26, 2993–2998 (2014). https://doi.org/10.1002/adma.201305084.
  • [13] Hadziioannou, G. & Malliaras, G. Semiconducting Polymers, 768 (Wiley-VCH: Weinheim, Germany, 2007).
  • [14] Liu, Z., Kobayashi, M., Paul, B.C., Bao, Z. & Nishi, Y. Contact engineering for organic semiconductor devices via Fermi level depinning at the metal-organic interface. Phys. Rev. B 82, 035311–035317(2010) https://doi.org/10.1103/PhysRevB.82.035311.
  • [15] Sun, Y.R. et al. Management of singlet and triplet excitons for efficient white organic light-emitting devices. Nature 440, 908-912 (2006). https://doi.org/10.1038/nature04645.
  • [16] Domschke, A., March, W.F., Kabilan, S. & Lowe, C. Initial clinical testing of a holographic noninvasive contact lens glucose sensor. Diabetes Technol. Ther. 8, 89–93 (2006). https://doi.org/10.1089/dia.2006.8.89.
  • [17] Alexeev, V.L., Das, S., Finegold, D.N. & Asher, S.A. Photonic crystal glucose-sensing material for noninvasive monitoring of glucose in tear fluid. Clin. Chem. 50, 2353–2360 (2004). https://doi.org/10.1373/clinchem.2004.039701.
  • [18] Hu,Y., Jiang, X., Zhang, L., Fan, J. & Wu, W. Construction of near-infrared photonic crystal glucose-sensing materials for ratiometric sensing of glucose in tears. Biosens. Bioelectron. 48, 94–99 (2013). https://doi.org/10.1016/j.bios.2013.03.082.
  • [19] Dzhardimalieva, G.I., Yadav, B.C., Singh, S. & Uflyand, I.E. Self-healing and shape memory metallopolymers: state-of-the-art and future Perspectives. Dalton Trans. 49, 3042–3087 (2020). https://doi.org/10.1039/C9DT04360H.
  • [20] Van Duren, J. K. J. et al. Relating the morphology of poly(p‐phenylene vinylene) / methanofullerene blends to solar‐cell performance. Adv. Func. Mater. 14, 425–434 (2004). https://doi.org/10.1002/adfm.200305049.
  • [21] Hoppe, H. et al. Sariciftci, N. S., Nanoscale morphology of conjugated polymer/fullerene‐based bulk‐ heterojunction solar cells. Adv. Funct. Mater. 14, 1005–1011 (2004). https://doi.org/10.1002/adfm.200305026.
  • [22] Jeon, B.C. et al. Effect of solvent on dye-adsorption process and photovoltaic properties of dendritic organic dye on TiO2 electrode of dye-sensitized solar cells. Synth. Met. 188, 130-135 (2014). https://doi.org/10.1016/j.synthmet.2013.12.006.
  • [23] Liu, Y. et al. Theoretical investigation of solvent effects on tautomeric equilibrium of 2‐diazo‐4,6‐dinitrophenol. Int. J. Quant. Chem. 111, 1115–1126 (2011). https://doi.org/10.1002/qua.22468.
  • [24] Erat, S., Metin, H. & Ari, M. Influence of the annealing in nitrogen atmosphere on the XRD, EDX, SEM and electrical properties of chemical bath deposited CdSe thin films. Mater. Chem. Phys. 111, 114–120 (2008). https://doi.org/10.1016/j.matchemphys.2008.03.021.
  • [25] Çankaya, N. Synthesis of graft copolymers onto starch and its semiconducting properties. Results Phys. 6, 538–542 (2016). https://doi.org/10.1016/j.rinp.2016.08.010.
  • [26] Daşbaşı, T., Saçmacı, Ş., Çankaya, N. & Soykan, C. Synthesis, characterization and application of a new chelating resin for solid phase extraction, preconcentration and determination of trace metal ions in some dairy samples by flame atomic absorption spectrometry. Food Chem. 211, 68–73 (2016). https://doi.org/10.1016/j.foodchem.2016.05.037.
  • [27] Frisch, M. J. et al. Gaussian 09, Revision A.2, Gaussian, Inc., Wallingford, CT, 2009.
  • [28] Becke, A. D. Density-functional exchange-energy approximation with correct asymptotic behavior. Phys. Rev. A 38, 3098 (1988). http://dx.doi.org/10.1063/1.464304.
  • [29] O’Boyle, N. M., Tenderholt, A. L. & Langner, K. M. cclib: A library for package‐independent computational chemistry algorithms. J. Comp. Chem., 29, 839–845 (2008), https://doi.org/10.1002/jcc.20823.
  • [30] Fan, J. C., Shang, Z .C., Liang, J., Liu, X. H. & Jin, H. Systematic theoretical investigations on the tautomers of thymine in gas phase and solution. J. Mol. Struct–Theochem. 939, 106–111 (2010). https://doi.org/10.1016/j.theochem.2009.09.047.
  • [31] Tokuhisa, H., Era, M., Tsutsui, T. & Saito, S. Electron drift mobility of oxadiazole derivatives doped in polycarbonate. Appl. Phys. Lett. 66, 3433–3435 (1995). https://doi.org/10.1063/1.113378.
  • [32] Sat, F. Conductivity measurements in semiconductors, Mersin Uni-versity Graduate School of Natural and Applied Sciences, (2010).
  • [33] Tripathy, S.K. Refractive indices of semiconductors from energy gaps. Opt. Mater. 46 240–246 (2015). https://doi.org/10.1016/j.optmat.2015.04.026.
  • [34] Tanış, E., Çankaya, N. & Yalçın, S. Synthesis, characterization, computation of global reactivity descriptors and antiproliferative activity of N-(4-nitrophenyl)acrylamide, Russ. J. Phys. Chem. B 13, 49–61 (2019). https://doi.org/10.1134/S1990793119010147.
  • [35] Helal, M.H. et al., Synthesis, biological evaluation and molecular modeling of novel series of pyridine derivatives as anticancer, anti-inflammatory and analgesic agents. Spectroc. Acta Pt. A 135, 764–773 (2015). https://doi.org/10.1016/j.saa.2014.06.145.
  • [36] Muthu, S.J. & Maheswari, U. Quantum mechanical study and spectroscopic (FT-IR, FT-Raman, 13C, 1H, UV) study, first order hyperpolarizability, NBO analysis, HOMO and LUMO analysis of 4-[(4-aminobenzene) sulfonyl] aniline by ab initio HF and density functional method. Spectroc. Acta Pt. A 92, 154–163 (2012). https://doi.org/10.1016/j.saa.2012.02.056.
  • [37] Govindarasu, K. & Kavitha, E. Vibrational spectra, molecular structure, NBO, UV, NMR, first order hyperpolarizability, analysis of 4-Methoxy-4′-Nitrobiphenyl by density functional theory. Spectroc. Acta Pt. A 122, 130–141 (2014). https://doi.org/10.1016/j.saa.2013.10.122.
  • [38] Govindarasu, K., Kavitha, E. & Sundaraganesan, N. Synthesis, structural, spectral (FTIR, FT-Raman, UV, NMR), NBO and first order hyperpolarizability analysis of N-phenylbenzenesulfonamide by density functional theory. Spectroc. Acta Pt. A 133, 417–431 (2014). https://doi.org/10.1016/j.saa.2014.06.040.
  • [39] Tanış, E. Theoretical and experimental investigation of structural and vibrational spectra of 2-Methyl-1h-benzimidazole-5-carboxylic acid molecule. Sakarya University Journal of Science 21, 545–563 (2017). https://doi.org/10.16984/saufenbilder.270275.
  • [40] Hughbanks, T. & Hoffmann, R. Chains of trans-edge-sharing molybdenum octahedra: metal-metal bonding in extended systems. J. Am. Chem. Soc. 105, 3528–3537 (1983). https://doi.org/10.1021/ja00349a027.
  • [41] Małecki, J. G. Synthesis, crystal, molecular and electronic structures of thiocyanate ruthenium complexes with pyridine and its derivatives as ligands. Polyhedron 29, 1973–1979 (2010). https://doi.org/10.1016/j.poly.2010.03.015.
  • [42] Chen, M., Waghmare, U. V., Friend, C. M. & Kaxiras, E. A density functional study of clean and hydrogen-covered α-MoO3(010): Electronic structure and surface relaxation. J. Chem. Phys. 109 6854–6861 (1998). https://doi.org/10.1063/1.477252.
Uwagi
Opracowanie rekordu ze środków MNiSW, umowa Nr 461252 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2021).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-f9b7382b-b000-49c7-bc11-76e12fb09fd8
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.