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The synthesis and spectral properties of a stimuli-responsive D-π-A charge transfer dye based on phenol donor and isophorone acceptor moiety

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Abstract

D-π-A system 3 has been designed and synthesized from 4-hydroxy benzaldehyde and isophorone. The dye 3 exhibited high selectivity for cyanide ion detection over other anions with the association constant of the dye 3-CN− complexes were found to be of 4.65×103 M−1. 1H NMR studies indicated that the cyanide ion sensing by the dye 3 is due to the formation of H-bonds between CN− ions and OH moiety of the dye 3. In the presence of CN− ion the color of dye 3 is purple. After the addition of Cu2+ ion, the purple dye 3-CN solution has been turn to yellow color with the binding constant to be 6.17×103 M−1. Besides, dye 3 has also been sense volatile organic compounds (VOCs) such as ethylamine, diethylamine and triethylamine. The order of the binding constant of dye 3 with various amines are ethylamine>diethylamine> triethylamine. The structural and electronics properties of the dye 3 and their cyanide complexes were also investigated using Material Studio 4.4 program.

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Authors and Affiliations

  1. Department of Textile System Engineering, Kyungpook National University, Daegu, 41566, Korea

    Seon-Yeong Gwon & Sung-Hoon Kim

  2. Department of Advanced Organic Materials Engineering, Chungnam National University, Daejeon, 34134, Korea

    Satheshkumar Angupillai & Young-A Son

Authors
  1. Seon-Yeong Gwon
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  2. Satheshkumar Angupillai
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  3. Young-A Son
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  4. Sung-Hoon Kim
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Correspondence to Young-A Son or Sung-Hoon Kim.

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Gwon, SY., Angupillai, S., Son, YA. et al. The synthesis and spectral properties of a stimuli-responsive D-π-A charge transfer dye based on phenol donor and isophorone acceptor moiety. Fibers Polym 16, 1605–1610 (2015). https://doi.org/10.1007/s12221-015-5288-8

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  • DOI: https://doi.org/10.1007/s12221-015-5288-8

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