2,4 and 2,5-bis(benzooxazol-2′-yl)hydroquinone (DHBO) and their borate complexes: synthesis and optical properties

被引:24
作者
Benelhadj, Karima [1 ]
Massue, Julien [1 ]
Ulrich, Gilles [1 ]
机构
[1] Ecole Europeenne Chim Polymeres & Mat ECPM, UMR CNRS 7515, COMBO, ICPEES, 25 Rue Becquerel, F-67087 Strasbourg 02, France
关键词
INTRAMOLECULAR PROTON-TRANSFER; BORON COMPLEXES; 2-(2'-HYDROXYPHENYL)BENZOXAZOLE HBO; FLUORESCENCE EMISSION; LUMINESCENT MATERIALS; TRANSFER ESIPT; LIGANDS; 2-(2-HYDROXYPHENYL)BENZOXAZOLE; CHROMOPHORES; EMITTERS;
D O I
10.1039/c6nj00113k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This article describes the multistep synthesis and the solution/solid-state optical properties of a series of highly fluorescent dyes based on either a 2,4 or a 2,5-bis(benzooxazol-2'-yl) hydroquinone (DHBO) scaffold. Their fluorescence emission stems from an intrinsic excited-state intramolecular proton transfer (ESIPT) photophysical process, which is highly dependent on the environment of the probe (solvent/matrix). Besides their ESIPT emission, these dyes are also excellent chelates towards boron(III) fragments such as BF2 or B(Ar)(2) leading to singlet emitters with a quantum yield in solution reaching up to 51%. The solid-state emission of all these fluorophores was investigated by dispersing them as pellets in a KBr matrix revealing an intense emission in condensed matter.
引用
收藏
页码:5877 / 5884
页数:8
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