The tautomerism, solvatochromism and non-linear optical properties of fluorescent 3-hydroxyquinoxaline-2-carboxalidine-4-aminoantipyrine

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• 作者：V. Arun ; S. Mathew ; P.P. Robinson ; M. Jose ; V.P.N. Nampoori ; K.K.M. Yusuff
• 关键词：Schiff base ; Quinoxalines ; Tautomerism ; Fluorescence ; Solvatochromism ; Non-linear optical behaviour
• 刊名：Dyes and Pigments
• 出版年：2010
• 出版时间：October 2010
• 年：2010
• 卷：87
• 期：2
• 页码：149-157
• 全文大小：1400 K

文摘

The Schiff base, 3-hydroxyquinoxaline-2-carboxalidine-4-aminoantipyrine, was synthesized by the condensation of 3-hydroxyquinoxaline-2-carboxaldehyde with 4-aminoantipyrine. HPLC, FT-IR and NMR spectral data revealed that the compound exists predominantly in the amide tautomeric form and exhibits both absorption and fluorescence solvatochromism, large stokes shift, two electron quasi-reversible redox behaviour and good thermal stability, with a glass transition temperature of 104 °C. The third-order non-linear optical character was studied using open aperture Z-scan methodology employing 7 ns pulses at 532 nm. The third-order non-linear absorption coefficient, β, was 1.48 × 10⁻⁶ cm W⁻¹ and the imaginary part of the third-order non-linear optical susceptibility, Im c7;⁽³⁾, was 3.36 × 10⁻¹⁰ esu. The optical limiting threshold for the compound was found to be 340 MW cm⁻².