Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite

The technology of ketofluoroboron pyrrole and fluoroboron pyrrole is applied to α, β-unsaturated ketofluoroboron pyrrole and its application in sulfite detection, and can solve the problem of reduced measurement accuracy, measurement signal fluctuation, etc. Problems such as low detection sensitivity

Inactive Publication Date: 2016-08-03
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most of the above-mentioned probes only change in color or fluorescence intensity when they respond to sulfite, and their detection sensitivity is relatively low, and the measurement signal may fluctuate due to changes in the sample environment or probe concentration, resulting in measurement accuracy. reduce

Method used

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  • Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite
  • Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite
  • Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] 1. Synthesis of compounds BSP1 and BSP2:

[0043] (1) Synthesis of Compound 1: Weigh 1.0g of benzaldehyde (9.43mmol) and 1.9g of pyrrole (28.29mmol) in a 250mL single-necked flask, add 150mL of ultrapure water, and add 7 to 8 drops of hydrochloric acid dropwise under stirring, The solution quickly turned milky white, and the above reaction solution was stirred in an ice bath for 4 hours, followed by TLC until the raw materials disappeared, and a large amount of solids were precipitated in the solution, filtered, and the solids were washed with ultrapure water and petroleum ether to obtain gray-green solids, the product with anhydrous Na 2 SO 4 Drying; the crude product was separated through a silica gel column (petroleum ether: dichloromethane = 1:1), and the solvent was removed by rotary evaporation to obtain 1.79 g of a light yellow solid. 1 HNMR (400MHz, CDCl 3 )δ(ppm): 9.51(s, 2H), 8.93~8.80(m, 6H), 8.28(s, 2H), 7.75(d, J=2.69Hz, 2H), 7.51(s, 2H).

[0044] (2) S...

Embodiment 2

[0053] Determination of sulfite in buffer solution-CTAB system:

[0054] Accurately weigh a certain amount of compound BSP1 and dissolve it in 10mL N,N-dimethylformamide to prepare a 30mM stock solution and store it at low temperature; accurately weigh a certain amount of SO 3 2- Dissolve in 10mL phosphate buffer solution (PBS, 20mM, pH=7.4) to prepare 30mM sulfite stock solution; accurately weigh a certain mass of CTAB and dissolve in 10mL buffer solution to prepare 1mM CTAB-PBS stock solution . Accurately pipette 33.3 μL of the stock solution of compound BSP1 into a 10 mL volumetric flask, dilute to the mark with the CTAB-PBS stock solution, and obtain a buffer solution of 10 μL of BSP1. Add 167 μL of sulfite stock solution to the above solution, measure the fluorescence and ultraviolet spectra of the probe solution at different times, and obtain the time response curve of probe BSP1 to sulfite in the CTAB buffer solution system after data processing. Add different volume...

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Abstract

The invention relates to a boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite. A novel fluorescent probe utilizes the characteristic that C-C double bonds on the alpha,beta-unsaturated ketone and sulfite undergo nucleophilic addition; after reaction with sulfite, the absorption and emission spectra of the compound both show substantial blue shift; and the probe has high detection sensitivity and selectivity to sulfite, has emission wavelength of 620 nm, is located in a red light zone and is applicable to detection of sulfite in a practical sample.

Description

technical field [0001] The invention relates to the technical field of sulfite detection, in particular to an α, β-unsaturated ketone-containing fluoroborate pyrrole and its application in the detection of sulfite. Background technique [0002] Sulfites in various forms (sulfur dioxide, sulfurous acid, sulfite, etc.) are a class of food and beverage preservatives that have been widely used around the world for a long time to protect food from oxidation and also help prevent food The microorganisms continue to grow and prolong the storage time of food. In addition, sulfites can be used as bleaching agents, preservatives and antioxidants in daily life, and as reducing agents in dyes, papermaking, tanning and organic synthesis. However, sulfite ions are irritating to the skin, eyes, and respiratory tract. Studies have found that certain concentrations of sulfites may cause asthma or allergic reactions in some populations. At the same time, a large amount of sulfite in the for...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06G01N21/33G01N21/64
Inventor 钱俊红刘姗姗孙倩陈兆洋张维冰刘天奇
Owner EAST CHINA UNIV OF SCI & TECH
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