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Some properties of a new D-π-A dye based on hydroxyl-methoxybenzene donor and isophorone acceptor moiety: Effects of anion, ethylamine and temperature
  • Oh, Byeong M. ;
  • Noh, Ha Lim ;
  • Gwon, Seon Yeong ;
  • Park, Young Ki ;
  • Cho, Namchul ;
  • Lee, Woosung ;
  • Kim, Sung Hoon ;
  • Kim, Jong H.
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Publication Year
2018-12-01
Publisher
Elsevier Ltd
Citation
Dyes and Pigments, Vol.159, pp.158-165
Keyword
ChemosensorCyanideD-π-A isophorone dyeDensity functional theory calculationEthylamineTemperature
Mesh Keyword
ChemosensorEffect of temperatureElectrical measurementElectrical resistancesEthylamineIsophoronesSemi-conducting propertyTheoretical calculations
All Science Classification Codes (ASJC)
Chemical Engineering (all)Process Chemistry and Technology
Abstract
Some sensing properties of a new D-π-A dye (dye3) based on hydroxyl-methoxybenzene donor and isophorone acceptor moiety were investigated by using spectroscopic and electrical measurements. The effects of anion, ethylamine and temperature on the color/emission changes of dye3 in solution and resistance changes in thin-film were evaluated and characterized. Dye3 exhibited colorimetric and fluorometric changes in response to cyanide anion. The reversible colorimetric sensing mechanism of dye3 to the cyanide, based on the complex formation by anion binding, was studied with the use of 1H NMR analyses together with theoretical calculations. Then the interactions of dye3 with three ethylamines (mono-, di-, and tri-ethylamine) were investigated. Dye3 showed different degree of changes in UV/Vis absorption spectra when exposed to different ethylamines. From the kinetic studies based on the association constant calculation and theoretical calculations, we revealed that different interaction distance between dye3 and ethylamines caused discrepancy in absorption spectrum changes. Finally, the effect of temperature on the electrical properties of dye3 was explored. Dye3 showed an increase or decrease in electrical resistance because of its semiconducting property. In this article, some unique properties of D-π-A-type dye3 were systemically investigated, and these properties suggest the potential applicability of dye3 to the multi-stimuli (anion, volatile organic compounds (VOCs) and temperature) responsible smart chemosensors.
Language
eng
URI
https://dspace.ajou.ac.kr/dev/handle/2018.oak/30267
DOI
https://doi.org/10.1016/j.dyepig.2018.06.012
Fulltext

Type
Article
Funding
This research was supported by the National Research Foundation (NRF) grant funded by the Korea government ( MSIP: Ministry of Science , ICT and Future Planning ) (No. 2015R1C1A1A01053241 ). This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education ( 2009-0093826 ). This study has been conducted with the support of the Korea Institute of Industrial Technology as “Development of color/light-emitting textile products for detection of industrial harmful materials and prevention of danger (kitech JA-18-0022 )”. This work was supported by Soonchunhyang University research fund.This research was supported by the National Research Foundation (NRF) grant funded by the Korea government (MSIP: Ministry of Science, ICT and Future Planning) (No. 2015R1C1A1A01053241). This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (2009-0093826). This study has been conducted with the support of the Korea Institute of Industrial Technology as “Development of color/light-emitting textile products for detection of industrial harmful materials and prevention of danger (kitech JA-18-0022)”. This work was supported by Soonchunhyang University research fund.
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Kim, Jong Hyun김종현
Department of Applied Chemistry & Biological Engineering
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