A kind of preparation method and application of near-infrared fluorescent dye
A fluorescent dye, near-infrared technology, applied in the field of fluorescence sensing and detection, can solve the problems of low quantum efficiency, limited application, inability to reach deep red or near-infrared region, etc., and achieves high sensitivity, low cost, and simple preparation method. easy effect
Inactive Publication Date: 2018-10-30
TIANJIN UNIVERSITY OF TECHNOLOGY
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Problems solved by technology
Unfortunately, except for a few dyes such as cyanine, the maximum absorption and emission wavelengths of other dyes are in the ultraviolet-visible region, and cannot reach the deep red or near-infrared region, so they cannot meet the needs of detection in biomolecular detection. Needle Wavelength Requirements
However, cyanine dyes have the defects of low quantum efficiency, structure and optical signal instability, which limit their application in biomolecular detection.
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[0024] A kind of preparation method of near-infrared fluorescent dye, the structural formula of described near-infrared fluorescent dye is as follows:
[0025]
[0026] The preparation steps are as follows:
[0027] 1) Mix 2.62g 2-(2,4-dihydroxybenzoyl)benzoic acid (10mmol) and 2.29g 2-methoxyphenothiazine (10mmol), heat and stir in 12g methanesulfonic acid under nitrogen atmosphere, The heating temperature is 50°C, the reaction time is 24h, and the solution is obtained by cooling to room temperature;
[0028] 2) Add water to the above solution, the volume ratio of water to solution is 15-10:1, then neutralize with sodium bicarbonate to pH 7, extract with dichloromethane, collect the organic phase and dry it with anhydrous sodium sulfate to obtain mid product;
[0029] 3) Dissolve the above-mentioned intermediate product in 30 mL of methanol, add 3 mL of concentrated sulfuric acid with a concentration of 98 wt % to reflux and stir, then react at a temperature of 90° C. fo...
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The invention discloses a preparation method and application of a near infrared fluorescence dye. A structural formula of the near infrared fluorescence dye is shown as below: (shown in the description). The prepared near infrared fluorescence dye serves as a molecular fluorescent probe for detecting hypochlorous acid. The preparation method of the near infrared fluorescence dye has the advantages and beneficial effects that in a certain environment, the dye can be used to realize high-selectivity and high-sensitivity in-situ real-time response on the hypochlorous acid, and a limit of detection can reach the order of magnitudes of 10<-8>M; the preparation method is simple, practicable and low-cost; by using the dye as an optical signal reporting group, the molecular fluorescent probe capable of being used for detecting the hypochlorous acid is designed; meanwhile, the dye also can serve as a platform to design a probe for identifying various molecules or ions.
Description
technical field [0001] The invention belongs to the technical field of fluorescent sensing and detection, and relates to a preparation method and application of a near-infrared fluorescent dye. Background technique [0002] As an important method in modern analytical chemistry, fluorescence analysis technology often uses fluorescent molecular probes as optical signal reporting groups, and uses non-living substances to analyze target analytes that change in one or more systems. Fluorescent probes have attracted widespread attention due to their high sensitivity, high selectivity, easy operation, real-time in situ and bioimaging. With the development of technologies such as lasers, photography, and image processing, cell fluorescence imaging methods based on fluorescent probes enable us to observe changes in the state of biological tissues at the cellular and subcellular levels, and make this method widely used in the fields of biology and clinical diagnosis. It has great app...
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IPC IPC(8): C07D513/04C09B21/00C09K11/06G01N21/64
CPCC07D513/04C09B21/00C09K11/06C09K2211/1037C09K2211/1088G01N21/643
Inventor 曾宪顺黄昆
Owner TIANJIN UNIVERSITY OF TECHNOLOGY