First-principles study of nonlinear optical and electronic properties of A-π-D-π-A configured compounds with novel oligothiophenes

Ali, 2021, Key electronic, linear and nonlinear optical properties of designed disubstituted quinoline with carbazole compounds, Molecules, 26, 9, 10.3390/molecules26092760 Mveme, 2021, A density functional theory (DFT) study of the doping effect on 4-[2-(2-N, N-dihydroxy amino thiophene) vinyl] benzenamine, SN, Appl. Sci., 3, 1 Khan Khan, 2018, First Theoretical Framework of Triphenylamine-Dicyanovinylene-Based Nonlinear Optical Dyes: Structural Modification of π-Linkers, J. Phys. Chem. C., 122, 4009, 10.1021/acs.jpcc.7b12293 O. Concepcion, A. Ali, M. F. Khalid, A.de la Torre, M. U. Khan, A. R. Raza,... & M. W. Pertino, Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration, ACS Omega. 6, 40, (2021) 26016–26025. 10.1021/acsomega.1c02962. Kang, 2021, DFT study of effect of substituents on second-order NLO response of novel BODIPY dyes, Theor. Chem., 140, 1 Allen Moses, 2019, Synthesis, growth and physicochemical properties of new organic nonlinear optical crystal l-threoninium tartrate (LTT) for frequency conversion, Mater. Sci. Energy Technol., 2, 565 Hao, 2021, Bioapplications Manipulated by AIEgens with Nonlinear Optical Effect, Chem. Res. Chinese Univ., 37, 25, 10.1007/s40242-021-0395-0 M. U. Khan, M. Khalid, R. A. Khera, M. N. Akhtar, A. Abbas, M. F. ur Rehman, ... & C. Lu, Influence of acceptor tethering on the performance of nonlinear optical properties for pyrene-based materials with A-π-D-π-D architecture. Arab. J. Chem. 15, 3 (2022) 103673. 10.1016/j.arabjc.2021.103673. Janjua, 2016, First Principle Study of Electronic and Non-Linear Optical (NLO) Properties of Triphenylamine Dyes: Interactive Design Computation of New NLO Compounds, Aust. J. Chem., 69, 467, 10.1071/CH15402 Prabu, 2020, Ferrocene conjugated donor-π-acceptor malononitrile dimer: Synthesis, theoretical calculations, electrochemical, optical and nonlinear optical studies, J. Mol. Struct., 1202, 10.1016/j.molstruc.2019.127302 M. Feroci, T. Civitarese, F. Pandolfi, R. Petrucci, D. Rocco, G. Zollo & L. Mattiello, A series of new conjugated oligothiophenes for organic electronics. In AIP Conference Proceedings. 2257, 1 (2020, September) 020008). 10.1063/5.0023648. Liu, 2016, Molecular structures and second-order nonlinear optical properties of ionic organic crystal materials, Crystals., 6, 158, 10.3390/cryst6120158 Senthamizhan, 2020, Physico-chemical, structural, optical and NLO studies on pure and La3+ doped l-arginine acetate crystals, Mater. Sci. Energy Technol., 3, 282 Zhou, 2012, Small molecules based on benzo[1,2-b:4,5-b′]dithiophene unit for high-performance solution-processed organic solar cells, J. Am. Chem. Soc., 134, 16345, 10.1021/ja306865z Ma, 2012, A strategy of enhancing the photoactivity of g-C 3N 4 via doping of nonmetal elements: A first-principles study, J. Phys. Chem. C., 116, 23485, 10.1021/jp308334x Wessendorf, 2014, Efficiency improvement of solution-processed dithienopyrrole-based A-D-A oligothiophene bulk-heterojunction solar cells by solvent vapor annealing, Adv. Energy Mater., 4, 1, 10.1002/aenm.201400266 Paquin, 2015, Multi-phase semicrystalline microstructures drive exciton dissociation in neat plastic semiconductors, J. Mater. Chem. C., 3, 10715, 10.1039/C5TC02043C U. Perugia, V. S. Costanzo, and P. Italia, “2.Ii-P22,” (2000) 2–3. Liu, 2011, Spin-coated small molecules for high performance solar cells, Adv. Energy Mater., 1, 771, 10.1002/aenm.201100230 Li, 2012, Solution processable rhodanine-based small molecule organic photovoltaic cells with a power conversion efficiency of 6.1%, Adv. Energy Mater., 2, 74, 10.1002/aenm.201100572 G. He, Z. Li, X. Wan, Y. Liu, J. Zhou, G. Long, ... & Y. Chen, Impact of dye end groups on acceptor–donor–acceptor type molecules for solution-processed photovoltaic cells, J. Mater. Chem. 22, 18 (2012) 9173-9180. 2012, 10.1039/c2jm30194f. Khan, 2019, Quantum designing of indolo[3,2,1-jk]carbazole-based dyes for highly efficient nonlinear optical properties, Chem. Phys. Lett., 719, 59, 10.1016/j.cplett.2019.01.043 Johnson, 2019, In depth study on growth aspects and characteristic properties of semiorganic nonlinear optical crystal: 4-Dimethylaminopyridine copper chloride, Mater. Sci. Energy Technol., 2, 226 Gaussian09, R. A. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Had, gaussian. Inc. Wallingford CT, 121 (2009) 150-166. Dennington, 2016 Fonkem, 2020, A density functional theory (DFT) study of the doping effect on 2-cyano-3- [4 (diphenylamino) phenyl] acrylic acid, Chinese, J. Phys., 63, 207 Olinga Mbala, 2021, Ab initio investigation of nonlinear optical, electronic, and thermodynamic properties of BEDT-TTF molecule: doping with boron, Heliyon, 7, e07461, 10.1016/j.heliyon.2021.e07461 Fankam, 2020, Theoretical investigation of the molecular structure, vibrational spectra, thermodynamic and nonlinear optical properties of 4, 5-dibromo-2, 7dinitro- fluorescein, Opt. Quantum Electron., 52, 6, 10.1007/s11082-020-02396-4 Møllendal, 1998, The molecular structure of benzene derivatives, part 2: 4-Chloro-benzaldehyde by joint analysis of gas electron diffraction, microwave spectroscopy and ab initio molecular orbital calculations, J. Mol. Struct., 444, 47, 10.1016/S0022-2860(97)00310-4 Sharma, 2019, Spectroscopic behavior, FMO, NLO and NBO analysis of two novel aryl boronic acid derivatives: Experimental and theoretical insights, J. Mol. Struct., 1181, 474, 10.1016/j.molstruc.2018.12.086 Sıdır, 2017, Density functional theory design D-D-A type small molecule with 1.03eV narrow band gap: Effect of electron donor unit for organic photovoltaic solar cell, Mol. Phys., 115, 2451, 10.1080/00268976.2017.1322722 Kavitha, 2010, Molecular structure, anharmonic vibrational frequencies and NBO analysis of naphthalene acetic acid by density functional theory calculations, Spectrochim. Acta Part A Mol. Biomol. Spec-trosc., 77, 612, 10.1016/j.saa.2010.06.034 James, 2006, “Structural conformation and vibrational spectroscopic studies of 2,6-bis(p-N, N-dimethyl benzylidene)cyclohexanone using density functional theory, J. Raman Spectrosc, 37, 1381, 10.1002/jrs.1554 T. A. Hajam, H. Saleem, M. Syed Ali Padhusha, K. K. Mohammed Ameen, Quantum Mechanical Study, Spectroscopic (FT-IR, FT-Raman and UV-Vis) Study, NBO, NLO Analysis and Molecular Docking Studies of 2-Ethoxy-4-(Pyridine-2yliminomethyl)-Phenol, Polycycl. Aromat. Compd. 0, 0 (2021) 1–24. 10.1080/10406638.2021.1896561. Midoune, 2021, some complexes with the tetrathiafulvalene-1, 3-benzothiazole ligand, Inorganica Chim. Acta., 516, 10.1016/j.ica.2020.120151 Gültekin, 2020, A combined experimental (XRD, FT-IR, UV-VIS and NMR) and theoretical (NBO, NLO, local & global chemical activity) studies of methyl 2-((3R,4R)-3-(naphthalen-1-yl)-4-(phenylsulfonyl) isoxazolidin-2-yl) acetate, J. Mol. Struct., 1199, 10.1016/j.molstruc.2019.126970 A. Aboulouard, S. Mtougui, N. Demir, A. Moubarik, M. El idrissi, M. Can, New non-fullerene electron acceptors-based on quinoxaline derivatives for organic photovoltaic cells: DFT computational study, Synth. Met. 279 (2021) 116846. 10.1016/j.synthmet.2021.116846. Ramalingam, 2014, “Experimental [FT-IR and FT-Raman] Analysis and Theoretical [IR, Raman, NMR and UV-Visible] Investigation on Propylbenzene, J. Theor. Comput. Sci., 3, 1, 10.4172/jtco.1000109 Sun, 2009, Experimental and density functional studies on 4-(3,4-dihydroxybenzylideneamino)antipyrine, and 4-(2,3,4-trihydroxybenzylideneamino)antipyrine, J. Mol. Struct. THEOCHEM, 904, 74, 10.1016/j.theochem.2009.02.036