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Calix [8] areneboronic acid derivative and preparation thereof, as well as composite containing derivative and application of composite

A technology of aromatic hydrocarbon boronic acid and composite material, which is applied in the field of recognizing D-glucose composite material, and can solve the problems of complex pretreatment steps, large amount of reagents, and low linear correlation coefficient, etc.

Inactive Publication Date: 2015-09-23
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It can be seen that the derivatives can recognize four kinds of monosaccharides by fluorescence spectroscopy, but the detection limit of this method is not high, the linear correlation coefficient is not very high, complex pretreatment steps are required, and the amount of reagents used is relatively large

Method used

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  • Calix [8] areneboronic acid derivative and preparation thereof, as well as composite containing derivative and application of composite
  • Calix [8] areneboronic acid derivative and preparation thereof, as well as composite containing derivative and application of composite
  • Calix [8] areneboronic acid derivative and preparation thereof, as well as composite containing derivative and application of composite

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Synthesis of Calix[8]arene Phenylboronic Acid Derivatives

[0037] 1. Add p-tert-butylphenol (5g, 33mmol), paraformaldehyde (1.75g, 55mmol), 0.1mL (10mol / L) NaOH aqueous solution, and 30mL xylene in a 1000mL three-necked flask, heat and stir, Raise the temperature rapidly, and control the reaction temperature at about 135-140°C. The reactant dissolves, and after about 5 minutes, the reactant becomes transparent and clear, becomes a homogeneous phase, and gradually becomes viscous. Bubbles are constantly generated in the reaction solution, and water continues to flow out of the water separator. After about 4 to 4.5 hours, the reaction solution becomes Light orange, white solid is formed first, then turns yellow, stop heating and cool to room temperature. After filtering, the filtrate was successively washed with 2 mL of toluene, 20 mL of ether, 20 mL of acetone and 20 mL of distilled water, dried, and dried to obtain a white powdery crude product. The crude product was...

Embodiment 2

[0054] Synthesis of Calix[8]arene Phenylboronic Acid Derivatives-Multi-walled Carbon Nanotubes

[0055] 1. Weigh 0.15g of multi-walled carbon nanotubes (SEM picture as figure 1 Shown) in the mixed acid of 10mL concentrated sulfuric acid and 30mL concentrated nitric acid (volume ratio 1:3), heat and reflux for 6 hours, control the temperature at about 80°C, centrifuge and decant to remove the upper liquid, and obtain a precipitate, which is used for deionization Repeatedly washing with water, centrifuging until the pH value of the supernatant is close to neutral, drying at 50° C. for 12 hours to obtain acidified carbon nanotubes MWCNTs-COOH.

[0056] 2. The product obtained in step (1) was added to 50 mL of thionyl chloride, refluxed at 80° C. for 24 h, suspended and evaporated to remove thionyl chloride, and acid-chlorinated multi-walled carbon nanotubes MWCNTs-COCl were obtained.

[0057] 3. Dissolve 0.1986 g of the substance obtained in step (5) of Example 1 with 5 mL of N,...

Embodiment 3

[0059] Electrochemical sensing experiment of calix[8]arene phenylboronic acid derivative-multi-walled carbon nanotube electrode material and D-glucose:

[0060] Experimental instrument: CHI660C electrochemical analyzer

[0061] Supporting electrolyte: prepare 0.1mol / L phosphate buffer solution, adjust to the required pH as needed to obtain supporting electrolyte. Prepare a 0.01mol / L D-glucose solution with the prepared buffer solution, and dilute it to the desired concentration as needed during the experiment.

[0062] Experiment method: circular voltammetry

[0063] Instrument parameters: high potential: 0.6V, low potential: -1.2V, scanning speed 0.1mv / s, sensitivity 10 -4

[0064] Preparation of the modified electrode: Polish the surface of the glassy carbon electrode with No. 1-6 metallographic sandpaper in sequence, and then polish it with 0.3 μm and 0.05 μm Al2O3 powder on the buckskin to form a mirror surface. After each polishing, use Ultrasonic cleaning with absolu...

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Abstract

The invention relates to a calix [8] areneboronic acid derivative and preparation thereof, as well as a composite containing the derivative and an application of the composite. A chemical formula of the derivative is C146H202O20N16B6. With 2-formylphenylboronic acid as an auxiliary ligand and a calix[8] arene tetrahydrazide derivative as a main ligand, the calix [8] areneboronic acid derivative and multi-walled carbon nanotubes are compounded to obtain black powdered calix arene phenylboronic acid derivative-multi-walled carbon nanotube composite. The large-specific-area calix [8] areneboronic acid derivative-carbon nanotube electrode material prepared by using the method has excellent heat conductivity and selective recognition property. The method disclosed by the invention is simple and easy to operate and easy to control. The prepared calix [8] arene phenylboronic acid derivative-carbon nanotube electrode material, namely the composite has a selective recognition effect on D-glucose through an electrochemical method.

Description

technical field [0001] The invention relates to a composite material for recognizing D-glucose, in particular to a calix[8]arene boronic acid derivative, a preparation method of a derivative-multi-walled carbon nanotube electrode material and its application. Background technique [0002] Glucose is an important carbohydrate in animals and plants, plays an important role in the process of life activities, and is also an indispensable energy source and physiologically active substance for the human body. Glucose detection has extremely important applications in clinical diagnosis, food testing, life science and many other fields. As energy storage substances, carbohydrates can be oxidized to generate energy to drive metabolic processes, and can also be converted into other biomolecules such as proteins and fats. Glucose detection will be a long-term topic. [0003] The development of glucose sensors has experienced enzyme-based glucose sensors and non-enzymatic glucose sens...

Claims

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Application Information

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IPC IPC(8): C07F5/02G01N27/48
CPCC07F5/025G01N27/48
Inventor 王丽潘菲菲
Owner TONGJI UNIV
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