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Synthesis of water soluble chromophore with A–π–D–π–A structures

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Abstract

In order to explore the application of organic conjugated small molecules in bio-imaging, novel functional chromophore with A–π–D–π–A structures (chromophore OY-2) was designed and synthesized. To improve the water solubility of this conjugated molecule, two carboxyl groups were introduced to chromophore OY-2 in the electron acceptor parts. Compared to the traditional D–π–A chromophores, chromophore OY-2 showed us great improvement in water solubility. The solubility of chromophore OY-2 in water could reach 300 ppm. Else, the thermal stability of chromophore OY-2 was also studied. Due to the presence of multi-carboxyl groups, the thermal stability of chromophore OY-2 was not very good. The initial decomposition temperature was just above 210 °C, which was attributed to the dehydration of the carboxyl groups. Though the SHG effect was not very high, it is large enough for the detection of SHG signal in water solution (0.2–0.3 pm/V).

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Acknowledgments

This work was supported by Special Nonprofit Agricultural Industrial Research Fund of China (20080321, 201103027).

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Authors and Affiliations

  1. Department of Pesticide, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Ministry of Agriculture, Beijing, 100193, People’s Republic of China

    Canbin Ouyang & Aocheng Cao

  2. Institute of Quality Standards and Testing Technology for Agro-Products/Key Laboratory of Agro-Product Quality and Safety, Chinese Academy of Agriculture Sciences, Beijing, 100081, People’s Republic of China

    Jian Zhou & Min Wang

  3. School of Chemical Engineering, Qinghai University, Xining, 810016, Qinhai Province, People’s Republic of China

    Li Guo

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  1. Canbin Ouyang
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  2. Jian Zhou
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  3. Min Wang
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  4. Li Guo
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  5. Aocheng Cao
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Correspondence to Li Guo or Aocheng Cao.

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Ouyang, C., Zhou, J., Wang, M. et al. Synthesis of water soluble chromophore with A–π–D–π–A structures. J Mater Sci: Mater Electron 26, 9827–9830 (2015). https://doi.org/10.1007/s10854-015-3656-1

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  • DOI: https://doi.org/10.1007/s10854-015-3656-1

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