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A kind of acetate fluorescent probe compound and application thereof

A fluorescent probe, acetate technology, used in fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve the problems of indistinguishability of the three ions, less identification research, etc., and achieve excellent luminescence performance and molecular planarity. Good, the effect of eliminating systematic errors

Active Publication Date: 2016-03-30
DALIAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, using the special spectral properties of ESIPT compounds, many fluorescent probes with excellent performance have been developed and designed, including 2-(2'-hydroxyphenyl) benzoxazoles (HBX, X=O, S, NH) ESIPT compounds with structural units have been extensively studied as anionic fluorescent probes, but the AcO based on the principle of ESIPT - Little research has been done to identify
In 2007, Pang et al. (Apolymericcolorimetricsensorwithexcited-stateintramolecularprotontransferforanionicspecies.Chem.Mater.,2007,19(26):6421) synthesized ESIPT polymers containing 2-(2'-hydroxyphenyl)benzoxazole units and applied them to Oh - , F - and AcO - and other fluorescence detection, but the compound has little discrimination for the three ions, and the author only reported the detection of anions that are 0 to 2 times the size of the probe molecule

Method used

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  • A kind of acetate fluorescent probe compound and application thereof
  • A kind of acetate fluorescent probe compound and application thereof
  • A kind of acetate fluorescent probe compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add 0.226g (1mmol) 2-(4-amino-2-hydroxyphenyl) benzoxazole and 0.097g (0.6mmol) carbonylimidazole to 20mL toluene, stir and reflux for 12h under the condition of drying and nitrogen protection , a large amount of pale yellow solid appeared, and the reaction was stopped. The crude product was obtained by filtration and purified by crystallization with DMSO to obtain 0.212 g of a yellow solid substance with a yield of 89%.

Embodiment 2

[0021] Add 0.226g (1mmol) 2-(4-amino-2-hydroxyphenyl) benzoxazole and 0.065g (0.4mmol) carbonylimidazole to 15mL toluene, stir and reflux for 15h under the condition of drying and nitrogen protection , a large amount of pale yellow solid appeared, and the reaction was stopped. The crude product was obtained by filtration and purified by crystallization with DMSO to obtain 0.162 g of a yellow solid substance with a yield of 85%.

Embodiment 3

[0023] Add 0.226g (1mmol) 2-(4-amino-2-hydroxyphenyl) benzoxazole and 0.129g (0.8mmol) carbonylimidazole to 25mL toluene, stir and reflux for 8h under the condition of drying and nitrogen protection , a large amount of pale yellow solid appeared, and the reaction was stopped. The crude product was obtained by filtration and purified by crystallization with DMSO to obtain 0.193 g of a yellow solid substance with a yield of 81%.

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Abstract

The invention provides a fluorescent probe compound used for detection of acetate, and a preparation method and applications thereof, and belongs to the field of fluorescent probe compounds and preparation of fluorescent probe compounds. The fluorescent probe compound N, N'-2-[3-hydroxy-4-(2-benzoxazole)phenyl]carbamide can be used as a ratiometric fluorescent identification probe for concentration detection of acetate, and is used for detecting fluorescence peak intensity at 470nm and fluorescence intensity at 380nm on a fluorescence spectra. Sensitivity, and selectivity of the fluorescent probe compound on acetate detection are relatively high, and reproducibility is excellent. The fluorescent probe compound can be used for acetate detection in the fields of biochemistry, environmental chemistry, and the like.

Description

technical field [0001] The invention belongs to the field of anionic fluorescent probe compounds, in particular to a method for acetate (AcO - ) Fluorescent probe compounds and their applications. Background technique [0002] Anions widely exist in biological systems and play a pivotal role in biology, chemistry, medicine, and environmental science. Therefore, the identification of anions has broad application prospects in disease diagnosis and treatment and environmental modification. For example, AcO in hemodialysate - The determination of concentration is directly related to the dialysis effect and safety of patients with kidney disease (Ke Linnan et al. Journal of Drug Analysis, 2009, 29(10):1696), which can be obtained by AcO - Changes in content monitor the decomposition of organic matter in marine sediments; changes in the content of fluoride ions in the human body can cause dental diseases, osteoporosis, etc.; pollutant anions are closely related to the eutrophica...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D263/57C09K11/06G01N21/64
Inventor 尹静梅贾颖萍崔颖娜李慎敏
Owner DALIAN UNIV