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Preparation method of carbon nanotube modified by alkynyl on surface

A carbon nanotube and surface modification technology, used in the fields of chemistry and materials, can solve the problems of carbon nanotubes, such as high destructiveness, inability to be widely used, complex synthesis, etc., to achieve easy availability of raw materials, less damage, and good repeatability. Effect

Active Publication Date: 2015-01-28
CHENGDU BIOSENSING TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The main way to modify carbon nanotubes with click chemistry is to pre-modify the alkyne groups on the surface of carbon nanotubes. At present, there are two main methods for modifying carbon nanotubes with alkyne groups: 1. Carboxylation or hydroxylation modification of carbon nanotubes and then further Grafting compounds with alkynyl groups, this method has low grafting rate and is very destructive to carbon nanotubes; 2. directly phenyl propargyl ether or 4-(trimethyl silylethynyl) aniline modification on the surface of carbon nanotubes
However, the synthesis of these two compounds is complicated and the yield is low, and in the Pschorr-type arylation reaction, due to the use of a strong oxidant, the alkynyl group is likely to be destroyed, so this method cannot be widely used

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  • Preparation method of carbon nanotube modified by alkynyl on surface
  • Preparation method of carbon nanotube modified by alkynyl on surface

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: Add 60mg of multi-walled carbon nanotubes and 4.38g of p-iodoaniline into a reaction vessel with a reflux device, and slowly add 3.33ml of isoamyl nitrite under the condition of no solvent and under the protection of nitrogen , Heated to 65°C, stirred and refluxed for 5h. Dilute with N, N-dimethylformamide, filter with suction and wash repeatedly until the filtrate is colorless, and then obtain iodine-modified carbon nanotubes, take 10 mg of carbon nanotubes after vacuum drying, and perform thermogravimetric analysis and characterization, as shown in figure 1 shown. Take 17 mg of iodine-modified carbon nanotubes obtained in the above steps and ultrasonically disperse them in 5 ml of tetrahydrofuran solution, add them into a Schlenk tube protected by anhydrous and oxygen-free nitrogen, add 0.003 ml of triethylamine, 4 mg of bis (Triphenylphosphine)palladium dichloride, 0.03ml trimethylsilylacetylene, stirred at room temperature for 8h, after the reaction, suc...

Embodiment 2

[0030] Example 2: Add 60mg of multi-walled carbon nanotubes and 3.44g of p-bromoaniline into a reaction vessel with a reflux device, and slowly add 3.33ml of isoamyl nitrite under the condition of no solvent under the protection of nitrogen , Heated to 65°C, stirred and refluxed for 5h. Dilute with tetrahydrofuran, filter with suction and wash repeatedly until the filtrate is colorless to obtain bromine-modified carbon nanotubes. Ultrasonically disperse the washed carbon nanotubes in 15ml of tetrahydrofuran solution, add anhydrous and oxygen-free nitrogen protected Schlenk In the Schlenk tube, add 0.003ml triethylamine, 4mg bis(triphenylphosphine) palladium dichloride, 0.03ml trimethylsilylacetylene drop by drop, stir at room temperature for 8h, after the reaction is over, suction filter And washed repeatedly with tetrahydrofuran until the filtrate was colorless. A silane deprotection reagent was added to wash with 2 mol / l ammonium chloride reagent, suction filtered and vacuu...

Embodiment 3

[0031] Example 3: Add 60mg of multi-walled carbon nanotubes and 2.29g of p-iodoaniline into a reaction vessel with a reflux device, and slowly add 2.22ml of isoamyl nitrite under the condition of no solvent and under the protection of argon Ester, heated to 65 ° C, stirred and refluxed for 7h. Dilute with tetrahydrofuran, filter with suction and wash repeatedly until the filtrate is colorless to obtain iodine-modified carbon nanotubes. Ultrasonically disperse the washed carbon nanotubes in 15ml of tetrahydrofuran solution, add anhydrous and oxygen-free nitrogen protected Schlenk In the Schlenk tube, add 0.003ml triethylamine, 4mg bis(triphenylphosphine) palladium dichloride, 0.03ml trimethylsilylacetylene drop by drop, stir at room temperature for 8h, after the reaction is over, suction filter And washed repeatedly with tetrahydrofuran until the filtrate was colorless. Add 1 mol / l sodium hydroxide methanol solution of silane deprotection reagent to wash, suction filter and va...

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Abstract

The invention discloses a preparation method of a carbon nanotube modified by alkynyl on the surface. The preparation method comprises the following steps: carrying out surface modification on the carbon nanotube by virtue of a Pschorr-type arylation method to obtain the carbon nanotube which is halogen modified on the surface; then, converting the surface halogen of the carbon nanotube into alkynyl by virtue of Sonogashira coupling reaction; and carrying out alkynyl modification on the surface of the carbon nanotube by virtue of a joint application of Pschorr-type arylation and Sonogashira coupling reaction. The preparation method provides a simple path for introducing the carbon nanotube into preparation of a biosensor electrode or a biological nano material further by virtue of click chemistry. The method disclosed by the invention is simple, few in byproduct and can be prepared on a large scale, and the raw materials are easily available.

Description

technical field [0001] The invention relates to the technical fields of chemistry and materials, in particular to a preparation method for alkyne group modification on the surface of carbon nanotubes. Background technique [0002] Carbon nanotubes are one-dimensional quantum materials with special structures, mainly composed of single-layer to dozens of-layer coaxial tubes composed of carbon atoms arranged in a hexagonal shape. This unique structure makes it exhibit excellent mechanical and electronic properties, and has good application prospects in the fields of electronics and sensors, energy conversion, preparation of composite materials, and biomedicine. However, the application of carbon nanotubes is still limited due to the difficulty in grafting highly engineered molecules on the surface of carbon nanotubes. This thorny problem has two main origins: the incompatibility between the functional groups on the molecule and the conditions required for the functionalizatio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C01B31/02B82Y30/00
Inventor 永远吴桐
Owner CHENGDU BIOSENSING TECH CO LTD
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