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Fluorescence compound for detecting trace cyanogens ions as well as preparation method and application of fluorescence compound

A technology of fluorescent compounds and cyanide ions, which is applied in the field of fluorescent chemical sensors, can solve the problems of low detection selectivity of cyanide ions, quenching of fluorescence intensity, and difficulty in realizing visual identification, and achieves fast detection, convenient operation and high selectivity. Effect

Inactive Publication Date: 2017-05-31
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the low selectivity of the existing fluorescent reagents for the detection of cyanide ions, the addition of surfactants is required, the quantitative detection of cyanide ions requires pre-separation or separation from the water environment to achieve its detection accuracy and the difficulty of visual recognition. One of the purposes of the invention is to provide a fluorescent compound for detecting trace amounts of cyanide ions, which has a highly sensitive and specific fluorescent response to cyanide ions in water, and can undergo double fluorescence intensity quenching and color "blue shift". Response, and very fast, highly selective; the second purpose is to provide a method for preparing a fluorescent compound that detects trace amounts of cyanide ions, the preparation method is simple and easy to operate

Method used

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  • Fluorescence compound for detecting trace cyanogens ions as well as preparation method and application of fluorescence compound
  • Fluorescence compound for detecting trace cyanogens ions as well as preparation method and application of fluorescence compound
  • Fluorescence compound for detecting trace cyanogens ions as well as preparation method and application of fluorescence compound

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Effect test

Embodiment 1

[0047] A preparation method and application of a fluorescent compound for detecting trace cyanide ions:

[0048] (1) Preparation of TPP-CHO

[0049] Dissolve 100 mg of 1-(4-bromophenyl)-2,5-diphenylpyrrole in 10 mL of toluene, add 192 mg of phenylboronic acid, 18 mg of tetrakis (triphenylphosphine) palladium, and 225 mg of cesium carbonate at 70°C. After 18 hours of reaction, a white flocculent solid precipitate was obtained; the characterization of the white solid powder by NMR spectrometer and mass spectrometer showed that the white solid powder was TPP-CHO, and the proton nuclear magnetic spectrum and mass spectrum data are as follows:

[0050] 1 H-NMR (400MHz, DMSO) δ (ppm): 9.93-9.81 (s, 1H), 7.9-7.85 (d, 2H), 7.70-7.65 (d, 2H), 7.53-7.48 (d, 6H), 7.40 -7.32(t,4H),7.32-7.25(d,2H),7.27-7.20(t,2H),6.30-6.20(d,2H).MS(MALDI-TOF):calcd.for C 29 H 21 NO, 400.2; found, 400.2.

[0051] (2) Preparation of TPP-CN

[0052] Dissolve 100 mg of TPP-CHO in 10 mL of ethyl acetate, add 17 mg of m...

Embodiment 2

[0067] A preparation method and application of a fluorescent compound for detecting trace cyanide ions:

[0068] (1) Preparation of TPP-CHO

[0069] Dissolve 100 mg of 1-(4-bromophenyl)-2,5-diphenylpyrrole in 30 mL of toluene, add 222 mg of phenylboronic acid, 55 mg of tetrakis (triphenylphosphine) palladium and 364 mg of cesium carbonate, at 80°C After reacting for 24 hours, a white flocculent solid precipitate is obtained; the characterization by NMR spectrometer and mass spectrometer shows that the white solid powder is TPP-CHO, and its proton nuclear magnetic spectrum and mass spectrometry data are as follows:

[0070] 1 H-NMR (400MHz, DMSO) δ (ppm): 9.93-9.81 (s, 1H), 7.9-7.85 (d, 2H), 7.70-7.65 (d, 2H), 7.53-7.48 (d, 6H), 7.40 -7.32(t,4H),7.32-7.25(d,2H),7.27-7.20(t,2H),6.30-6.20(d,2H).MS(MALDI-TOF):calcd.for C 29 H 21 NO,400.2; found,400.2;

[0071] (2) Preparation of TPP-CN

[0072] Dissolve 100 mg of TPP-CN in 20 mL of ethyl acetate solvent, add 20 mg of malononitrile, and re...

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Abstract

The invention discloses a fluorescence compound for detecting trace cyanogens ions as well as a preparation method and application of the fluorescence compound, and belongs to the field of fluorescence chemical sensors. The fluorescence compound is called as TPP-CN for short. The preparation method comprises the following steps: firstly, dissolving TPP into a good solvent 1, adding phenylboronic acid, a catalyst and alkali salt, performing a sufficient reaction at certain temperature so as to obtain TPP-CHO; dissolving TPP-CHO into a good solvent 2, adding malononitrile, performing a sufficient reaction at certain temperature, and purifying, thereby obtaining TPP-CN. The TPP-CN has high-sensitivity specific fluorescence response to cyanogens ions in a water body, dual response of fluorescence intensity quenching and color 'blue shift' can be resulted, and moreover the response is very rapid to implement.

Description

Technical field [0001] The invention relates to a fluorescent compound for detecting trace cyanide ions, a preparation method and an application, and belongs to the field of fluorescent chemical sensors. Background technique [0002] As an excellent chemical product, cyanide is especially suitable for chemical industry, metallurgy, electroplating, synthetic resin and other fields, and has important practical application value. At the same time, with the discharge of industrial waste water and waste gas, more and more water, soil resources and air environment have been severely damaged by cyanide. In some specific fields of work, such as those working in related fields such as paint, dyes, photography, rubber, etc., they also have more exposure to cyanide; in daily life, various bacteria, fungi and algae also contain more cyanide. Cyanide has been found in some common foods, such as some fruit kernels, horse beans, sorghum, pome nuts, potatoes and bamboo shoots. These are seriou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/327C09K11/06G01N21/64
CPCC07D207/327C09K11/06C09K2211/1029G01N21/643G01N2021/6432
Inventor 董宇平朱少青佟斌石建兵
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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