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Synthesis, Spectrofluorometric Studies, Micellization and non Linear Optical Properties of Blue Emitting Quinoline (AMQC) Dye

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Abstract

Blue emitting 2-amino-4-(3, 4, 5-tri methoxyphenyl)-9-methoxy-5,6 dihydrobenzo[f]isoquinoline-1-carbonitrile (AMQC) dye was synthesized by one-pot multicomponent reactions (MCRs) of 3,4,5-trimethoxybenzaldehyd, malononitrile, 6-methoxy-1,2,3,4-tetrahydro-naphthalin-1-one and ammonium acetate. Results obtained from spectroscopic and elemental analysis of synthesized AMQC was in good agreement with their chemical structures. Fluorescence polarity study demonstrated that AMQC was sensitive to the polarity of the microenvironment provided by different solvents. In addition, spectroscopic and physicochemical parameters, including electronic absorption, excitation coefficient, stokes shift, oscillator strength, transition dipole moment and fluorescence quantum yield were investigated in order to explore the analytical potential of AMQC. Dye undergoes solubilization in different micelles and may be used as a quencher and a probe to determine the critical micelle concentration (CMC) of SDS and CTAB. Nonlinear optical parameters of AMQC dye shows relatively lower nonlinear refractive index and nonlinear absorption coefficient at the power levels. Variation of n2 with concentration is linear in the concentration range used in the present study.

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Acknowledgments

This Project was funded by Saudi Basic Industries Corporation (SABIC) and the Deanship of Scientific Research (DSR), King Abdulaziz University, Jeddah, under grant no. 25-130-1436-S. The authors, therefore, acknowledge with thanks SABIC and DSR technical and financial support.

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Authors and Affiliations

  1. Physics Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    S. M. Afzal, M. A. N. Razvi & Ahmed H. Bakry

  2. Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Abdullah M. Asiri, Salman A. Khan & Mohie E. M. Zayed

  3. The Center of Excellence for Advanced Materials, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Abdullah M. Asiri

  4. Physics Department, Aligarh Muslim University, Aligarh, 202002, India

    S. M. Afzal

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  1. S. M. Afzal
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  2. Abdullah M. Asiri
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  3. M. A. N. Razvi
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  4. Ahmed H. Bakry
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  5. Salman A. Khan
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  6. Mohie E. M. Zayed
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Correspondence to Salman A. Khan.

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Afzal, S.M., Asiri, A.M., Razvi, M.A.N. et al. Synthesis, Spectrofluorometric Studies, Micellization and non Linear Optical Properties of Blue Emitting Quinoline (AMQC) Dye. J Fluoresc 26, 559–566 (2016). https://doi.org/10.1007/s10895-015-1740-9

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  • DOI: https://doi.org/10.1007/s10895-015-1740-9

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