Synthesis and Spectral Characteristics of Some Highly Soluble Squarylium Cyanine Dyes
نویسندگان
چکیده
The synthesis of eight novel squarylium cyanine dyes is described. The dyes exhibit high solubility in organic solvents due to the introduction of the 1-sulfonatopropyl group onto the N-atom of the indolenine moiety. The condensation of the indolenine with squaric acid preceded smoothly, the reaction being catalyzed by a weak base. Spectral parameters of the dyes were correlated with the nature of the 5-substituent in the indolenium moeity. All the substituents studied in this work gave a bathochromic effect on absorption and emission, as well as enhancing the fluorescence quantum yield. The effects increased with the electron-donating ability of the substituent, due to involvement of the donor moiety in So---~S1 excition and stabilization of the excited state. © 1997 Elsevier Science Ltd
منابع مشابه
Research on Syntheses and Properties of Water-soluble Symmetrical Squarylium Double-cyanine Dyes
In this paper, 2,3,3-trimethyl-3H-indolin was synthesized by phenylhydrazine and 3-methyl-2-butanone as raw materials in the acetic acid reacted with different nitrogenalkylating reagents. Semi mono-cyanine dye and semi dicyanine dye were prepared with the help of squaric acid diethyl ester. The spectral properties of the target products were checked. The results show that compared with symmetr...
متن کاملSinglet oxygen generation ability of squarylium cyanine dyes
The quantum yields for singlet oxygen generation of several squarylium cyanine dyes derived from benzothiazole, benzoselenazole and quinoline, displaying absorption within the so-called “phototherapeutic window” (600–1000 nm), were determined, envisioning their potential usefulness for photodynamic therapy (PDT). The determination was performed by a direct method measuring the luminescence deca...
متن کاملResearch on Syntheses and Properties of Water-Soluble Symmetrical Squaryliurn Double-Cyanine Dyes
In this paper, 2,3,3-trimethyl-3H-indolin was synthesised by phenylhydrazine and 3-methyl-2-butanone as raw materials in the acetic acid, and then was reacted with different nitrogen lkylating reagents. The two kinds of conducts acted with squaric diethyl ester respectively to prepare mono-semicynine dye and dis-semicyanine dye. The spectral properties of the target products were checked. The r...
متن کاملNovel Aza-Substituted Benzothiazol and 1,2,4-Triazol Cyanine Dyes: Synthesis, Characterization and Properties
Series of novel dichromophoric cyanine dyes based on 2-aminobenzothiazoles and 3-amino-1,2,4 -triazole have been synthesized in high yields. All the dyes have been classified as disperse dyes. Besides their electronic spectroscopic properties, high dye-uptakes on polyester, excellent fastness properties, highly extinction coefficients, and broad solvatochromic effects have been observed in thes...
متن کاملHeterobifunctional Dyes: Highly Fluorescent Linkers Based on Cyanine Dyes
Herein, we present a new synthetic route to cyanine-based heterobifunctional dyes and their application as fluorescent linkers between polymers and biomolecules. The synthesized compounds, designed in the visible spectral range, are equipped with two different reactive groups for highly selective conjugation under physiological conditions. By applying indolenine precursors with functionalized b...
متن کامل