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Synthesis and luminescence behavior of inorganic–organic hybrid materials covalently bound with pyran-containing dyes

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Abstract

A DCM derivative, namely 4-Dicyanomethylene-2-methyl-6-{[4′-(N-hydroxyethyl-N-methyl)amino]styryl}-4H-pyran (DCMH), has been synthesized and covalently incorporated into the inorganic silica network as pendants via a sol–gel process. Molecular structures of the resultants are confirmed by elemental analysis, 1H NMR, DSC, TGA, FTIR and UV–Vis spectroscopy. Photoluminescence (PL) spectra shows that the emission of DCMH peaked at 625 nm is almost completely quenched in DMF solution with a concentration of 1 × 10−4 mol/L, however, in hybrid films, the PL intensity enhances obviously with increasing DCMH concentration even at the high loading content of 40 mol%. All the hybrid films exhibit PL emission around 646–650 nm and the peak position reveal little dependence on the concentration of dye, suggesting they can be used as red emissive materials in light-emitting diodes. The relationship between fluorescence lifetime and dye concentration is also investigated by time-resolved PL measurements.

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Acknowledgments

This work was supported by PCSIRT and the National Natural Science Foundation of China (Nos. 50532030, 50625206 and 50802084).

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Authors and Affiliations

  1. Department of Materials Science and Engineering, State Key Lab of Silicon Materials, Zhejiang University, 310027, Hangzhou, People’s Republic of China

    Yuanjing Cui, Jiancan Yu, Junkuo Gao, Zhiyu Wang & Guodong Qian

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  1. Yuanjing Cui
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  2. Jiancan Yu
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  3. Junkuo Gao
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Correspondence to Guodong Qian.

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Cui, Y., Yu, J., Gao, J. et al. Synthesis and luminescence behavior of inorganic–organic hybrid materials covalently bound with pyran-containing dyes. J Sol-Gel Sci Technol 52, 362–369 (2009). https://doi.org/10.1007/s10971-009-2037-8

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  • DOI: https://doi.org/10.1007/s10971-009-2037-8

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