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A kind of organosilicon polymer fluorescent probe for detecting thiocyanate and its synthesis and application

A fluorescent probe, thiocyanate technology, used in fluorescence/phosphorescence, luminescent materials, material excitation analysis, etc., can solve the problems of low sensitivity, high biological toxicity of the probe, and poor water solubility of the probe

Inactive Publication Date: 2021-05-18
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, many of these probes have poor water solubility, low sensitivity, and the change of pH has a great impact on the detection effect. Some probes have high biological toxicity and poor cell membrane permeability. These defects greatly affect the application of the probes.

Method used

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  • A kind of organosilicon polymer fluorescent probe for detecting thiocyanate and its synthesis and application
  • A kind of organosilicon polymer fluorescent probe for detecting thiocyanate and its synthesis and application
  • A kind of organosilicon polymer fluorescent probe for detecting thiocyanate and its synthesis and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041]Example 1 Synthesis of Compound Probe V1

[0042](1) Synthesis of Compound A

[0043]

[0044]The 2.3 g of bisphenolfluorene is first soluble in 20 mL of ethanol, and then 0.75 g of polymethylene formaldehyde is dissolved in 20 ml of toluene. Add mm in 250ml smear flaskNH2 2 g, dissolved in 100 mL of ethanol, then adding a modified formaldehyde solution to a bisphenol fluore solution, heating at 110 ° C and stirring reflow 24 h. Steam, dried to give compound A.

[0045](2) Synthesis of Compound B

[0046]

[0047]2.77 g 4-bromine-1,8-naphthane was dissolved in 50 ml of ethanol, and then 3 g of sodium methoxide was dissolved in 50 ml of ethanol, and another 250 ml of the solution of the solution was added, and the reaction was stirred at room temperature. 24 h. After the reaction, 100 ml of water was added to the reaction bottle to give a yellow precipitate. After filtration, the column chromatography was purified, the eluate was methanol: dichloromethane (v / v) = 1: 10, obtained Pure compound...

Embodiment 2

[0051]Example 2 Compound V1 fluorescence selection for selectivity of different anions

[0052]Preparation of 5 ml of sodium chloride, sodium acetate, sodium sulfide, sodium bicarbonate, sodium sodium sodium sodium sodium sodium sodium sodium sodium sodium sulfate, sodium nitrate, sodium sodium phosphate, sodium sulfate (pH = 7.4) Example 1 of the concentration of 1 mm The fluorescent probe V1 obtained was used as a spare.

[0053]Add 10 μL of probe, 225 μL of DMSO and 10 equivalents of sodium chloride, sodium acetate, sodium sodium hydrogencarbonate, sodium thiocyanate, sodium hypochlorite, sodium nitrite, sodium nitrate, sodium phosphate, sodium sulfate, sodium carbonate. Sodium solution, configure to 3 mL, shake, 30 min, perform fluorescence detection (λ) with phosphate buffer PBS to 3 mL, shake, 30 minEX = 405 nm, λEM= 530 nm), establish fluorescence intensity column chart after adding each ionic solution, such asfigure 2 Indicated. byfigure 2 It can be found that other ions have a sm...

Embodiment 3

[0054]Example 3 Fluorescence Test Detection of Different Concentrations of Thiocyanate on Probe V1

[0055]The fluorescent probe V1 obtained by preparing a 10 mL concentration of 10 mm of thiocyanate and a concentration of 1 mm 1 mm was prepared as a spare.

[0056]The formulated probe concentration is 10 μm, which interacts with different concentrations of thiocyanate (5, 10, 10, 20, 70, 80, 10, 140 μm), and carried out Fluorescence detection (λEX = 405 nm, λEM= 530 nm), calculating fluorescence intensity in each system, establishing fluorescence intensity and thiocyanate concentration standard curve. Such asimage 3 As shown, with the increase of thiocyanate concentration, the fluorescence intensity of the reaction system gradually decreases, and when the thiocyanate concentration reaches 100 μm, the fluorescence intensity of the reaction system reaches the lowest state.

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Abstract

The invention provides an organosilicon polymer fluorescent probe for detecting thiocyanate, and its structural formula is. The fluorescent probe of the present invention consists of bisphenol fluorene, MM NH2 , formaldehyde, 4-bromo-1,8-naphthalene anhydride, sodium methyl mercaptide and other raw materials, the raw materials are easy to obtain, the synthesis steps are simple, and the yield is high. The fluorescent probe of the present invention emits the fluorescence of thiomethylnaphthoimide itself, and after adding thiocyanate, specifically recognizes thiocyanate, and the thiomethyl in the probe is oxidized to a disulfide bond, and the fluorescence is weakened. The detection conditions are as follows: the excitation wavelength is 405 nm, and the detection wavelength is 530 nm.

Description

Technical field[0001]The present invention belongs to the field of organic polymer fluorescent probes, and in particular to a fluorescent probe and synthesis of thiocyanate in cells.Background technique[0002]Silicon, as a second largest type of element in the crust, has been widely concerned in recent years. Due to Si and Si-O special physical chemical properties, there is better insulation, aging resistance, biocompatibility and other advantages, widely used in biomedical, transportation, power electrical, architecture, textile and other industries. Silicone polymers have many superior performance. Common silicone polymer materials mainly comprise silicone oil, silicone rubber, silicone, which have high low temperature, electrical insulation, moisture resistance, aging, and good physiological inertia, etc., for other carbon-based polymer materials, Replace. Therefore, developing new silicone synthesis strategies, which is very important for the promotion of the silicone industry ch...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G14/12C08G14/06C09K11/06G01N21/64
Inventor 林伟英左育静杨婷新
Owner UNIV OF JINAN