The synthesis and spectral properties of a stimuli-responsive D-π-A charge transfer dye

被引：14

作者：

Kim, Sung-Hoon ^{[1
,2
]}

Gwon, Seon-Yeong ^{[1
]}

Bae, Jin-Seok ^{[1
]}

Son, Young-A. ^{[3
]}

机构：

[1] Kyungpook Natl Univ, Dept Text Syst Engn, Taegu 702701, South Korea

[2] Zhanjiang Normal Univ, Sch Chem Sci & Technol, Zhanjiang 524048, Peoples R China

[3] Chungnam Natl Univ, Dept Adv Organ Mat & Text Systmem Engn, Taejon 305764, South Korea

来源：

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY | 2011年 / 78卷 / 01期

关键词：

Fluoride ion sensing; D-pi-A; Absorption changes; Fluorescent receptor; pH stimulation; VOC; FLUORIDE; CHEMOSENSOR; SENSOR; SWITCH; DCM;

D O I：

10.1016/j.saa.2010.09.027

中图分类号：

O433 [光谱学];

学科分类号：

0703 ; 070302 ;

摘要：

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 H-1 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. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：234 / 237

页数：4

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