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Photophysics of aminobenzazole dyes in silica-based hybrid materials

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Abstract

In this work two aminobenzazole derivatives (5-AHBT and 5-AHBI) were dispersed in silica-based hybrid materials with different surface hydrophobicity, which were obtained by the sol–gel process using tetraethylorthosilicate as inorganic precursor and dimethyldimethoxysilane as organic precursor, with a molar percent of organic precursor changing from 0 to 50%. The photophysics of the obtained doped silica hybrid materials was investigated by means ultraviolet–visible diffuse reflectance and steady-state fluorescence emission spectroscopy in the solid state. The materials present absorption maxima located around 353 and 318 nm when doped with 5-AHBT and 5-AHBI, respectively. The red shifted absorption maxima of the 5-AHBT can be explained by the better electron delocalization allowed by the sulfur atom in relation to the nitrogen. The fluorescence emission spectra are located in the blue-green regions and the high Stokes shift indicates that the ESIPT mechanism occurs in the excited state for both dyes. The photophysical behavior of 5-AHBT shows that this dye is more affected by the matrix polarity due to specific interactions that take place in the ground state.

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Acknowledgments

The authors thank Conselho Nacional de Desenvolvimento Científico e Tecnológico, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior and Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul for financial support and Instituto Nacional de Inovação em Diagnósticos para a Saúde Pública.

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Authors and Affiliations

  1. LSS—Laboratório de Sólidos e Superfícies, Universidade Federal do Rio Grande do Sul, Avenida Bento Gonçalves, 9500, CP 15003, Porto Alegre-RS, CEP 91501-970, Brazil

    Silvia Regina Grando, Fabiano da Silveira Santos, Tania Maria Haas Costa & Edilson Valmir Benvenutti

  2. LNMO—Laboratório de Novos Materiais Orgânicos, Universidade Federal do Rio Grande do Sul, Avenida Bento Gonçalves, 9500, CP 15003, Porto Alegre-RS, CEP 91501-970, Brazil

    Fabiano da Silveira Santos & Fabiano Severo Rodembusch

  3. LAPMA—Laboratório de Altas Pressões e Materiais Avançados, Universidade Federal do Rio Grande do Sul, Avenida Bento Gonçalves, 9500, CP 15003, Porto Alegre-RS, CEP 91501-970, Brazil

    Márcia Russman Gallas & Tania Maria Haas Costa

Authors
  1. Silvia Regina Grando
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  2. Fabiano da Silveira Santos
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  3. Márcia Russman Gallas
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  4. Tania Maria Haas Costa
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  5. Edilson Valmir Benvenutti
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  6. Fabiano Severo Rodembusch
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Corresponding authors

Correspondence to Edilson Valmir Benvenutti or Fabiano Severo Rodembusch.

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Grando, S.R., da Silveira Santos, F., Gallas, M.R. et al. Photophysics of aminobenzazole dyes in silica-based hybrid materials. J Sol-Gel Sci Technol 63, 235–241 (2012). https://doi.org/10.1007/s10971-012-2720-z

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