Synthesis, growth and characterization of 4-bromo-4′chloro benzylidene aniline—A third order non linear optical material

Subashini, A.; Kumaravel, R.; Leela, S.; Evans, Helen Stoeckli; Sastikumar, D.; Ramamurthi, K.

doi:10.1016/j.saa.2010.11.041

Cited by 101 publications

(15 citation statements)

References 24 publications

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“…The benzylideneanilines are a kind of typical compounds that have π conjugate system; their polymers and coordination compounds are important optical functional compounds and have been applied extensively in the fields of liquid crystal and NLO material . For example, Ramamurthi et al have made many linear and nonlinear studies deeply about the compounds of 4‐bromo‐4′‐chloro benzylideneaniline and 4‐bromo‐4′‐dimethylamino benzylideneaniline, and attained meaningful results. The previous studies of benzylideneanilines mostly focus on the synthesis, photoelectric performance and quantitative molecular structure–performance relationship .…”

Section: Introductionmentioning

confidence: 99%

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

Wang

Cao

2014

J. Phys. Org. Chem.

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Thirty‐one samples of 3,4′/4,3′‐disubstituted benzylideneanilines (XBAY) with specified UV–Vis absorption maximum wavelength (λmax) were designed and synthesized by applying the equation (Eqn ) which was abstracted from the UV–Vis absorption maximum wavelength energy (νmax = 1/λmax) of 4,4′‐disubstituted benzylideneanilines. Then, the UV–Vis data (λmax) of the designed compounds were measured in anhydrous ethanol. The predicted UV–Vis data of designed compounds are in agreement with the experimental ones, in which the mean absolute error is 2.9 nm. The results show that Eqn is applicative for the prediction of UV–Vis absorption λmax values of both 4,4′‐disubstituted benzylideneanilines and 3,4′/4,3′‐disubstituted benzylideneanilines. For a same pair of groups (X and Y), one can at least get four disubstituted benzylideneaniline compounds which have different λmax values. It perhaps provides a convenient method to design an optical material for benzylideneaniline compounds. Copyright © 2014 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

Wang

Cao

2014

J. Phys. Org. Chem.

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“…The reaction mixture was stirred at room temperature for 24 h. The solution was filtered, and the solvent removed under reduced pressure to give crude product, which was then re‐crystallized from ethanol to yield colourless solid III . The condensation reaction with III and benzaldehydes was processed according to reference . Equimolar amounts of compounds III and p ‐substituted benzaldehydes by substituents Y (Y = Me, H, Cl, F, CF 3 , or CN) were dissolved in ethanol, followed by stirring at 80°C for 1 h. The solvent was removed by rotary evaporation and re‐crystallized from ethanol to give compounds M4 .…”

Section: Methodsmentioning

confidence: 99%

Long‐range transmission of substituent effects on ¹³C NMR chemical shifts of imine carbon in benzylidene anilines

Fang

Cao

et al. 2012

J of Physical Organic Chem

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The 13 C NMR chemical shifts of six kinds of substituted benzylidene anilines, with different backbone conjugation length, have been used as a probe to investigate the long-range transmission of substituent effects. In this context, it was found that for substituents Y at the aniline unit, the transmission of the inductive and conjugative effects depend on the chemical bond numbers n (Y) between Y and the imine carbon, and the parameters n (Y) À2 s F (Y) and n (Y) À2 s R (Y) are suitable to scale the corrected inductive and conjugative effects, respectively. However, for substituents X, the chemical bond numbers n (X) between X and the imine carbon influences only the transmission of inductive effects of X, and the n (X) À2 s F (X) item is appropriate to evaluate the modified inductive effects of X. Similarly, Δs (cor) 2 was proposed to describe the transmitted effect of the cross-interaction effect. With the parameters n (X), and d C (parent), the d C (C = N) values of 181 samples can be well correlated. The correlation coefficient is 0.9957, and the standard derivation is only 0.23 ppm. Moreover, the multi-parameter correlation equation is predicted well the d C (C = N) of other 25 samples of designed conjugated benzylidene anilines.

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“…The input energy and the energy transmitted by the sample were measured using a power meter. The peak followed by a valley of normalized transmittance is the signature for non-linearity of the material 13,14 . The Z-scan curves in closed and open aperture modes are illustrated in Figures 8 and 9 respectively.…”

Section: Z -Scan Studiesmentioning

confidence: 99%

Studies on Growth, Spectral, Thermal, Mechanical and Optical Properties of 4-Bromoanilinium 4-Methylbenzenesulfonate Crystal: A Third Order Nonlinear Optical Material

Sivakumar

Kumar²,

Kumar

et al. 2016

Mat. Res.

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4-Bromoanilinium 4-methylbenzenesulfonate (4BPTS) single crystal was successfully grown from ethanol by slow evaporation method at room temperature. The structure of grown crystal was confirmed by single crystal X-ray diffraction studies. The presence of functional groups of grown crystal was confirmed by the Fourier transform infrared spectroscopy (FTIR) spectral analysis. UVVisible absorption study was performed on the grown crystal to determine the cut-off wavelength. The thermal stability of the grown crystal was investigated from the Thermogravimetric analysis (TGA)/ Differential thermal analysis (DTA) analysis. The mechanical behaviour of grown crystal was studied by using Vicker's microhardness test. The third order non-linear optical properties of 4BPTS were investigated by Z-scan technique with He-Ne laser radiation and the corresponding non-linear refractive index and absorption coefficients were also calculated.

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Synthesis, growth and characterization of 4-bromo-4′chloro benzylidene aniline—A third order non linear optical material

Cited by 101 publications

References 24 publications

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

Long‐range transmission of substituent effects on ¹³C NMR chemical shifts of imine carbon in benzylidene anilines

Studies on Growth, Spectral, Thermal, Mechanical and Optical Properties of 4-Bromoanilinium 4-Methylbenzenesulfonate Crystal: A Third Order Nonlinear Optical Material

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Synthesis, growth and characterization of 4-bromo-4′chloro benzylidene aniline—A third order non linear optical material

Cited by 101 publications

References 24 publications

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

An attempt of molecular design and synthesis of 3,4′/4,3′-disubstituted benzylideneanilines with specified UV-Vis absorption maximum wavelength

Long‐range transmission of substituent effects on 13C NMR chemical shifts of imine carbon in benzylidene anilines

Studies on Growth, Spectral, Thermal, Mechanical and Optical Properties of 4-Bromoanilinium 4-Methylbenzenesulfonate Crystal: A Third Order Nonlinear Optical Material

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Long‐range transmission of substituent effects on ¹³C NMR chemical shifts of imine carbon in benzylidene anilines