Abstract
A recently identified new organic nonlinear optical (NLO) material, 3-Aminopyridine 4-Nitrophenol (3AP4NP) was synthesized and good quality single crystals were grown by slow evaporation solution growth technique. Microanalysis, powder XRD and FT-IR spectral studies were performed on 3AP4NP to ascertain its composition, phase and various characteristic functional groups respectively. The NLO efficiency was measured to be about 2.7 times greater than that of standard KDP. The UV-Vis-NIR and fluorescence spectral data of the crystal were recorded to explore its optical transmission and emission properties respectively. The dielectric properties were evaluated as a function of frequency at various temperatures. The photoconducting nature was analyzed and confirmed to be positive. The hardness test performed at room temperature revealed the moderate hardness of the material. Quantum chemical calculations were performed for the title molecule by DFT using B3LYP/6-311 + + G(d,p) basis set to analyze first hyperpolarizability, HOMO–LUMO energies and molecular electrostatic potential. The atomic charge distributions of various atoms present in the molecule were obtained by Mulliken charge analysis. Stability of the compound arising from hyper-conjugative interactions, intra-molecule rehybridization and charge delocalization within the molecule were analyzed using NBO analysis.
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References
H.S. Nalwa, S. Miyata, Nonlinear Optics of Organic Molecules and Polymer. (CRC, New York, 1997)
P.N. Prasad, D.J. Williams, Introduction to Nonlinear Optical Effects in Organic Molecules and Polymer. (Wiley, New York, 1991)
S. Brahadeeswaran, V. Venkataramanan, J.N. Sherwood, H.L. Bhat, J. Mater. Chem 8(3), 613–618 (1998)
S. Brahadeeswaran, V. Venkataramanan, H.L. Bhat, J. Cryst. Growth 205, 548–553 (1999)
S. Brahadeeswaran, Y. Takahashi, M. Yoshimura, M. Tani, S. Okada, S. Nashima, Y. Mori, M. Hangyo, H. Ito, T. Sasaki, Crys. Growth Des. 13, 415–421 (2013)
B.M. Boaz, M. Palanichamy, B. Varghese, C.J. Raj, S.J. Das. Mater. Res. Bull 43, 3587–3595 (2008)
B.M. Boaz, A.L. Rajesh, S.X.J. Raja, S.J. Das, J. Cryst. Growth 262, 531–535 (2004)
A.J. Varjula, C. Vesta, C.J. Raj, S. Dinakaran, A. Ramanand, S.J. Das. Mater. Lett. 61, 5053–5055 (2007)
C. Vesta, R. Uthrakumar, B. Varghese, S.M.N. Priya, S.J. Das. J. Cryst. Growth 311, 1516–1520 (2009)
P. Srinivasan, Y. Vidyalakshmi, R. Gopalakrishnan, Cryst. Growth Des. 8, 2329–2334 (2008)
M. Jaya Prakash, T.P. Radhakrishnan, Cryst. Growth Des 5, 721–725 (2005)
M. Mahadevan, K. Ramachandran, P. Anandan, M. Arivanandhan, G. Bhagavannarayana, Y. Hayakawa, Spectrochim. Acta Part A 133, 396–402 (2014)
B. Dhanalakshmi, S. Ponnusamy, C. Muthamizhchelvan, J. Cryst. Growth 313, 30–36 (2010)
M. Mahadevan, M. Magesh, K. Ramachandran, P. Anandan, M. Arivanandhan, Y. Hayakawa, Spectrochim. Acta Part A 130, 416–422 (2014)
M. Prakash, M. Lydia Caroline, D. Geetha, Spectrochim. Acta Part A 108, 32–37 (2013)
P. Suresh, S. Janarthanan, R. Sugaraj Samuel, A. Jestin Lenus, C. Shanthi, Spectrochim. Acta Part A 135, 732–735 (2015)
N. Swarna Sowmya, S. Sampathkrishnan, S. Sudhahar, M. Krishna Kumar, R. Mohan Kumar, Optik. 127, 3024–3029 (2016)
N. Swarna Sowmya, S. Sampathkrishnan, Y. Vidyalakshmi, S. Sudhahar, R. Mohan Kumar, Spectrochim. Acta Part A 145, 333–339 (2015)
R. Rathika, G. Raman, Optik. 125, 2978–2982 (2014)
G. Anandha babu, R. Perumal Ramasamy, P. Ramasamy, Mater. Chem. Phys. 117, 326–330 (2009)
T. Chen, Z. Sun, L. Lina, S. Wang, Y. Wang, J. Luon, M. Hong, J. Cryst. Growth 338, 157–161 (2012)
K. Thirupugalmani, S. Karthick, G. Shanmugam, V. Kannan, B. Sridhar, K. Nehru, S. Brahadeeswaran, Opt. Mater. 49, 158–170 (2015)
G. Jagadesan, R. Peramaiyan, M. Kumar, S. Arjunan, J. Cryst. Growth 418, 153–157 (2015)
M. Jesintha John, A.R. Amalanathan, P. Twinkle, I. Srinivasan, H. Joe, Spectrochim. Acta Part A 81, 151–161 (2011)
S. Selvakumar, M.S. Boobalan, S.A. Babu, S. Ramalingam, A.L. Rajesh, J. Mol. Struct. 1125, 1–11 (2016)
S. Draguta, M.S. Fonari, A.E. Masunov, J. Zazueta, S. Sullivan, M.Y. Antipin, T.V. Timofeeva, Cryst. Eng. Comm 15, 4700–4710 (2013)
GAUSSIAN 03 Program, GAUSSIAN Inc., Wallingford, 2004
M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, GAUSSIAN, Inc., Pittsburgh, 2003
S.K. Kurtz, T.T. Perry, J. Appl. Phys. 39, 3798–3813 (1968)
MERCURY 1.3, Cambridge Crystallographic Data Centre, (CCDC Software Limited, Cambridge, 2004).
R.M. Silverstein, G.C. Bassler, T.C. Morrill, Spectrometric Identification of Organic Compounds. (Wiley, New York, 1991)
G. Socrates, Infrared and Raman Characteristic Group Frequencies-Tables and Charts, third edn., Wiley, Chichester, 2001.
G. Varsanyi, Vibrational Spectra of Benzene Derivatives. (Academic, New York, 1969)
L.J. Bellamy, The Infrared Spectra of Complex Molecules, vol. 2 (Chapman and Hall, London, 1980)
H.L. Bhat, Bull. Mater. Sci. 17, 1233–1249 (1994)
S. Natarajan, G. Shanmugam, S.A.M. Britto, Cryst. Res. Technol 43, 561–564 (2008)
M. Jazbinsek, M. Zgonik, Appl Phys. B 74, 407–414 (2002)
M. Zgonik, R. Schlesser, I. Biaggio, E. Voit, J. Tscherry, P. Gunter, J. Appl. Phys. 74, 1287–1297 (1993)
V. Kannan, R. Bairava Ganesh, R. Sathyalakshmi, N.P. Rajesh, P. Ramasamy, Cryst. Res. Technol. 41, 678–682 (2006)
E.M. Onitsch, Mikroskopie, 95, 12–14 (1956)
M. Hanneman, Metall. Manch. 23, 135–140 (1941)
J.F. Nye, Physical Properties of Crystals, (Clarendon, Oxford, 1960)
F. Zernike, J.E. Midwinter, Applied Nonlinear Optics (Wiley, New York, 1973)
D.A.N. Kleinman, Phys. Rev. 126, 1977–1979 (1962)
N. Sudharsana, B. Keerthana, R. Nagalakshmi, V. Krishnakumar, L. Guru Prasad, Mater. Chem. Phys 134, 736–746 (2012)
M. Karabacak, E. Yilan, Spectrochim. Acta Part A 87, 273–285 (2012)
B. Kosar, C. Albayrak, Spectrochim. Acta A. 78, 160–167 (2011)
S.M. Zain, S.W. Ng, Acta Cryst. E63, o3303 (2007)
C.A. Mebi, J. Chem. Sci 123, 727–731 (2011)
B. Edwin, M. Amalanathan, I.H. Joe, Spectrochim. Acta Part A 96, 10–17 (2012)
M. Karnan, V. Balachandran, M. Murugan, Spectrochim. Acta Part A 96, 51–62 (2012)
P.B. Nagabalasubramanian, M. Karabacak, S. Periandy. J. Mol. Struct 1017, 1–13 (2012)
V. Balachandran, A. Lakshmi, A. Janaki, J. Mol. Struct 1013, 75–85 (2012)
M. Karabacak, M. Kurt, M. Cinar, S. Ayyappan, S. Sudha, N. Sundaraganesan, Spectrochim. Acta Part A 92, 365–376 (2012)
V.K. Rastogi, M.A. Palafox, L. Mittal, N. Peica, W. Kiefer, K. Lang, P. Ohja, J. Raman Spectrosc. 38, 1227–1241 (2007)
V. Balachandran, A. Lakshmi, A. Janaki, J. Mol. Struct. 1006, 395–401 (2011)
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Panchapakesan, S., Subramani, K. & Srinivasan, B. Growth, characterization and quantum chemical studies of an organic single crystal: 3-Aminopyridine 4-Nitrophenol for opto-electronic applications. J Mater Sci: Mater Electron 28, 5754–5775 (2017). https://doi.org/10.1007/s10854-016-6247-x
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DOI: https://doi.org/10.1007/s10854-016-6247-x