Nematik Sıvı Kristal (E)-4-((4-Etoksibenzilidenamino)Benzonitril’in Spektroskopik ve Doğrusal Olmayan Optik Özelliklerinin Araştırılması

Nematojenik bir bileşik olan (E)-4-((4-etoksibenzilidenamino)benzonitril, deneysel 1H/13C NMR ve FT-IR spektroskopik yöntemlerle karakterize edildi. Tek kristal X-ışını kırınımından elde edilen moleküler yapı, NMR spektrumundan elde edilen kimyasal kaymalar ve FT-IR spektrumundan elde edilen titreşim bantları hakkında daha fazla bilgi edinmek için, hesaplamalı DFT/B3LYP yöntemi 6–311++G(d,p) baz seti ile birlikte kullanıldı. Nematik sıvı kristaller, benzersiz fiziksel ve optik özellikleri nedeniyle doğrusal olmayan optikte önemli bir yer tutmaktadır. Başlıktaki bileşiğin doğrusal olmayan optik (NLO) özellikleri, benzen, kloroform, etanol, metanol, DMSO ve su gibi farklı çözücü ortamlarda PCM modeli ile araştırıldı. Dahası, bileşik için sınır moleküler orbitalleri (FMO), moleküler elektrostatik potansiyel haritası (MEP) ve potansiyel enerji yüzeyi taraması aynı yöntem kullanılarak elde edildi.

Investigation of Spectroscopic and Nonlinear Optical Properties of Nematic Liquid Crystal (E) 4-(4-Ethoxybenzylideneamino)Benzonitrile

(E)-4-(4-ethoxybenzylideneamino)benzonitrile, which is a nematogenic compound, was characterized by using experimental 1H/13C NMR and FT-IR spectroscopic methods. Computational DFT/B3LYP method with 6–311++G(d,p) basis set was used to get more insight into the molecular structure from single crystal X-ray diffraction, chemical shifts from NMR spectra and vibration bands from FT-IR spectrum. Nematic liquid crystals occupy an important place in nonlinear optics due to their unique physical and optical properties. The Nonlinear optical (NLO) properties of the title compound were investigated in different solvent media as benzene, chloroform, ethanol, methanol, DMSO and water by the PCM model. Further, frontier molecular orbitals (FMO), molecular electrostatic potential map (MEP) and potential energy surface scanning for the compound were obtained by using the same method.

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  • Bahgat K, Jasem NAD, El-Emary T, 2009. Theoretical and experimental investigations on the structure and vibrational spectra of 6-AMino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid and 6,7-dihydro-3-methyl-6-oxo-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile. Journal of the Serbian Chemical Society, 74(5): 555–571.
  • Becke AD, 1993. Density-functional thermochemistry. III. The role of exact exchange. The Journal of Chemical Physics, 98(7): 5648.
  • Bryan RF, Forcier PG, 1980. Contrasting Solid-State Structures for Two Nematogenic Benzylideneanilines. Crystal Structures of p [( p ’-Ethoxybenzylidene)amino] -benzonitrile and p - [( p ’-Methoxybenzylidene)amino] -phenyl Acetate. Molecular Crystals and Liquid Crystals, 60(1–2): 133–152.
  • Dehghani Z, Dalir N, Nadafan M, Ara MHM, Iranizad ES, 2017. Investigation of electrical and nonlinear optical properties of colloidal composite nematic liquid crystal. Journal of Molecular Liquids, 225: 502–509.
  • Ebrahimi A, Yaghmaee P, Withayachumnankul W, Fumeaux C, Al-Sarawi S, Abbott D, 2013. Interlayer tuning of X-band frequency-selective surface using liquid crystal. Asia-Pacific Microwave Conference Proceedings (APMC), Seoul, November 05 08, 2013, pp: 1118-1120.
  • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery J A Jr, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, et al. 2009. Gaussian 09, Gaussian Inc. Wallingford CT.
  • Garmire E, 2013. Nonlinear Optics İn Daily Life. Optics Express, 21(25): 30532-30544.
  • Jamróz MH, 2010. Vibrational Energy Distribution Analysis VEDA 4, Warsaw.
  • Jeewandara AK, Silva KMND, 2004. Are donor – acceptor self organised aromatic systems NLO ( non-linear optical ) active ?. Journal of Molecular Structure: THEOCHEM, 686(1-3): 131-136.
  • Kanmazalp SD, Macit M, Dege N, 2019. Hirshfeld surface, crystal structure and spectroscopic characterization of (E)-4-(diethylamino)-2-((4-phenoxyphenylimino)methyl)phenol with DFT studies. Journal of Molecular Structure, 1179: 181–191.
  • Kaştaş ÇA, Kaştaş G, Güder A, Gür M, Muğlu H, Büyükgüngör O, 2017. Investigation of two o-hydroxy Schiff bases in terms of prototropy and radical scavenging activity. Journal of Molecular Structure, 1130: 623–632.
  • Khoo IC, 2009. Nonlinear optics of liquid crystalline materials. Physics Reports, 471(5–6): 221–267.
  • Liu Y, Jiang D, Cao W, Yang T, Xia L, Xu R. 2016. Optik Microwave tunable split ring resonator bandpass filter using nematic liquid crystal materials. Optik - International Journal for Light and Electron Optics, 127(21): 10216–10222.
  • Mueller S, Member S, Penirschke A, Damm C, Member S, Scheele P, Member S, Wittek M, Weil C, Jakoby R. 2005. Broad-Band Microwave Characterization of Liquid Crystals Using a Temperature-Controlled Coaxial Transmission Line. IEEE Transactions on Microwave Theory and Techniques, 53(6): 1937–1945.
  • Praseetha KP, Divyasree MC, Nimmy JV, Chandrasekharan K, Varghese S, 2019. Enhanced optical nonlinearity in nematic liquid crystal on doping with CdSe quantum dot. Journal of Molecular Liquids, 273: 497–503.
  • Saed B, Sabzyan H, 2019. Quantum computational study of non-linear optical properties of some phenanthrene derivatives. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 222: 117133.
  • Senthil RP, Shoba D, Ramalingam S, Periandy S, 2015. Spectroscopic (FT-IR/FT-Raman) and computational (HF/DFT) investigation and HOMO/LUMO/MEP analysis on 1,1-difluoro-2-vinyl-cyclopropane. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 147(November): 293–302.
  • Silverstein RM, Webster FX, Kiemle D, Bryce DL, 1991. Spectrometric identification of organic compounds. John Wiley & Sons Inc., s. 82-108, Amerika Birleşik Devletleri.
  • Stuart BH, 2004. Infrared Spectroscopy: Fundamentals and Applications. John Wiley & Sons Inc., s. 71-93, Amerika Birleşik Devletleri.
  • Sun YX, Hao QL, Wei WX, Yu ZX, Lu LD, Wang X, Wang YS, 2009. Experimental and density functional studies on 4-(3,4-dihydroxybenzylideneamino)antipyrine and 4-(2,3,4-trihydroxybenzylideneamino)antipyrine. Journal of Molecular Structure: THEOCHEM, 904(1-3): 74-82.
  • Sundaraganesan N, Ilakiamani S, Saleem H, Wojciechowski PM, Michalska D, 2005. FT-Raman and FT-IR spectra, vibrational assignments and density functional studies of 5-bromo-2-nitropyridine. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 61(13–14): 2995–3001.
  • Tanak H, Toy M, 2013. Molecular structure, vibrational spectra, NLO and MEP analysis of bis[2-hydroxy-кO-N-(2-pyridyl)-1-naphthaldiminato-кN]zinc(II). Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 115: 145–153.
  • Tarı GÖ, Ceylan Ü, Uzun S, Ağar E, Büyükgüngör O, 2018. Synthesis, spectroscopic (FT-IR, UV–Vis), experimental (X-Ray) and theoretical (HF/DFT) study of: (E)-2-Chloro-N-((4-nitrocyclopenta-1,3-dienyl)methylene)benzenamine. Journal of Molecular Structure, 1174: 18–24.
  • Thanthiriwatte KS, De Silva KN, 2002. Non-linear optical properties of novel fluorenyl derivatives—ab initio quantum chemical calculations. Journal of Molecular Structure: THEOCHEM, 617(1–3): 169–175.
  • Tripathi PK, Misra AK, Manohar S, Gupta SK, Manohar R, 2013. Improved dielectric and electro-optical parameters of ZnO nano-particle (8% Cu2+) doped nematic liquid crystal. Journal Of Molecular Structure, 1035: 371–377.
  • Varsányi G, 1969. Vibrational spectra of benzene derivatives. Academic Press, s141-212, New York ve Londra.
  • Yıldırım AÖ, Yıldırım MH, Kaştaş ÇA, 2016. Studies on the synthesis, spectroscopic analysis and DFT calculations on (E)-4,6-dichloro-2-[(2-chlorophenylimino)methyl]-3methoxyphenol as a novel Schiff’s base. Journal of Molecular Structure, 1113: 1–8.
  • Yıldırım AÖ, Yıldırım MH, Kaştaş ÇA, 2017. Keto-enol tautomerism of (E)-2-[(3,4-dimethylphenylimino)methyl]-4-nitrophenol: Synthesis, X-ray, FT-IR, UV–Vis, NMR and quantum chemical characterizations. Journal of Molecular Structure, 1127: 275–282.
Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi-Cover
  • ISSN: 2146-0574
  • Yayın Aralığı: Yılda 4 Sayı
  • Başlangıç: 2011
  • Yayıncı: -