Synthesis, photophysical, linear, and non-linear optical properties of 4-methoxyphenyl dicyanovinylene dyes: DFT and TD-DFT studies

IF 4.3 2区化学 Q1 SPECTROSCOPY

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2024-11-27 DOI:10.1016/j.saa.2024.125484

Mayuri S. Bagal, Aishwarya Zambare, Suryapratap Sharma, Nagaiyan Sekar

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引用次数: 0

Abstract

Dyes were synthesized via Knoevenagel condensation using various aldehydes of julolidine, n-hexylcarbazole, n-hexylphenothiazine, triphenylamine, and 7-N, N-diethylaminocoumarin named as MB1, MB2, MB3, MB4, and MB5. The dyes were characterized using FT-IR, ¹H NMR, ¹³C NMR, and HRMS, which provided detailed structural information. Significant absorption, emission, and Stokes shift properties were observed through spectroscopic analysis. Notably, MB2, MB3, and MB4 exhibited solid-state and aggregation-induced emission (AIE) properties. MB1, MB3, and MB4 showed high viscosity sensitivity in polar solvents. Dyes containing nitrogen donors (MB1, MB2, and MB3) demonstrated acidochromism, responding to trifluoroacetic acid, while MB4 and MB5 remained neutral. Solvatochromic analysis indicated enhanced hyperpolarizabilities (

α_{C T}

β_{C T}

and

γ_{C T}

) in polar solvents, with MB1 exhibiting the highest linear and second-order hyperpolarizability, making it ideal for non-linear optical (NLO) applications. MB5 also showed a notable solvent polarity response. Computational studies using B3LYP and CAM-B3LYP functionals confirmed increased hyperpolarizabilities in polar environments. All dyes displayed solvatochromism and promising NLO properties, with MB3 and MB5 showing lower band gaps and higher dipole moments in polar solvents, indicating their potential for photonics, bioimaging, and sensors.

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

CiteScore

8.40

自引率

11.40%

发文量

1364

审稿时长

40 days

期刊介绍： Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.