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NLO‐Phoric Emissive Quinoxaline Analog of Quinoline Yellow 54 and Z‐Scan Studies
Author(s) -
Ayare Nitesh N.,
Rajeshirke Manali,
Sreenath Mavila C.,
Chitrambalam Subramaniyan,
Joe Isaac H.,
Sekar Nagaiyan
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900040
Subject(s) - quinoxaline , homo/lumo , quinoline , cyclic voltammetry , density functional theory , quantum yield , chemistry , derivative (finance) , materials science , analytical chemistry (journal) , computational chemistry , electrochemistry , molecule , organic chemistry , electrode , physics , quantum mechanics , financial economics , economics , fluorescence
Abstract Quinoxaline derivative QY 54 A, an analog of commercially available C.I. (Colour index) Disperse Yellow 54 (quinoline derivative) is synthesized and confirmed by 1 H, 13 C NMR, LC–MS, and CHN analysis. It is emissive (512 nm) with a quantum yield (ϕ F ) =0.34. The electrochemical properties of both the dyes were investigated using cyclic voltammetry (CV). The titled dyes are thermally stable (up to 350 °C). A comprehensive study of linear and nonlinear optical (NLO) properties of commercial dye (QY 54) and its analog (QY 54 A) are performed by Z‐scan and Density functional theory (DFT). The NLO (β o , γ o ) values obtained are compared with the NLO (β o , γ o ) values of urea. Ten different functionals are used to see the effect of %Hartree Fork (HF) exchange on computed NLO properties of both the dyes. The functional M06‐HF (100% HF) and ωB97 (0‐100% HF) perform better for evaluating NLO properties. The Z‐scan and DFT result reveal that QY 54 A and QY54 are excellent NLOphores. The stability and enhancement in NLO properties of QY 54 A are due to electrophilicity index (ω), the Intramolecular charge transfer (ICT) character is confirmed by HOMO‐LUMO study (2.19 eV), quinoid character (0.0230 A°) and molecular electrostatic potential (MEP) plots.