Title: | The synthesis and spectral properties of a stimuli-responsive D-pi-A charge transfer dye |
Author(s): | Kim SH; Gwon SY; Bae JS; Son YA; |
Address: | "Department of Textile System Engineering, Kyungpook National University, Daegu 702-701, South Korea. shokim@knu.ac.kr" |
Journal Title: | Spectrochim Acta A Mol Biomol Spectrosc |
DOI: | 10.1016/j.saa.2010.09.027 |
ISSN/ISBN: | 1873-3557 (Electronic) 1386-1425 (Linking) |
Abstract: | "A new donor-pi-acceptor (D-pi-A) type isophorone dye was synthesized by the condensation reaction between 2-(3,5,5-trimethylcyclohex-2-enylidene)-malononitrile and indole-3-carboxaldehyde. The chemical structure of the dye was characterized by 1H NMR, EA and MS. A novel, chromogenic, fluorescent dye based on indol as donor unit and isophorone as acceptor unit displayed marked UV-visible absorption changes and highly selective fluorescence quenching in the presence of fluoride ion. The dye also exhibited sizeable colour changes when used as a pH-induced molecular switch and as a detector for volatile organic compounds. The absorption and fluorescent intensity of the dye can be reversibly selected by protonation/deprotonation of the amine moiety via control of intramolecular charge transfer (ICT), leading to a molecular switch with 'on' and 'off' states" |
Keywords: | "Absorption Color Coloring Agents/*chemical synthesis/*chemistry Cyclohexanones/*chemical synthesis/*chemistry Fluorides/chemistry Metals/chemistry Protons Solutions Spectrometry, Fluorescence Spectrophotometry, Ultraviolet *Static Electricity Thermodynami;" |
Notes: | "MedlineKim, Sung-Hoon Gwon, Seon-Yeong Bae, Jin-Seok Son, Young-A eng Research Support, Non-U.S. Gov't England 2010/11/16 Spectrochim Acta A Mol Biomol Spectrosc. 2011 Jan; 78(1):234-7. doi: 10.1016/j.saa.2010.09.027. Epub 2010 Oct 8" |