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Polydiacetylene micro-tube material and preparation method thereof by using hierarchical self-assembly

A technology of microtubes and diacetylene, which is applied in the field of graded self-assembly to prepare polydiacetylene microtube materials, can solve problems affecting performance and practical application, harsh self-assembly conditions, poor operability, etc., to overcome system operation and practical application, The effect of realizing hierarchical self-assembly and simplifying self-assembly conditions

Inactive Publication Date: 2014-12-10
UNIV OF SCI & TECH OF CHINA
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

Their disadvantage is that the molecular synthesis is more complicated, self-assembly needs to go through high temperature heating and gradual cooling process, and self-assembly conditions are harsh.
The polydiacetylene nanotubes prepared by the above reports all have the problems of poor uniformity, poor dispersion, and small size. Due to the small size characteristics of polydiacetylene nanotubes, the operability is usually poor, and the hollow part is easily partially or completely destroyed. ground blockage, affecting its performance and practical application

Method used

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  • Polydiacetylene micro-tube material and preparation method thereof by using hierarchical self-assembly
  • Polydiacetylene micro-tube material and preparation method thereof by using hierarchical self-assembly
  • Polydiacetylene micro-tube material and preparation method thereof by using hierarchical self-assembly

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] First weigh 52.0mg of 23-diynoic acid, 24.0mg of 7-hydroxycoumarin, 39.5mg of N,N'-dicyclohexylcarbodiimide and 3.0mg of 4-dimethylaminopyridine, dissolve in 35ml of refined dichloromethane , stirred at 25°C for 72 hours, filtered, and the filtrate was washed successively with 30ml of water, 1 mol / liter of hydrochloric acid, 6% aqueous sodium bicarbonate solution and water, and dried the dichloromethane solution with magnesium sulfate. The solvent dichloromethane was spun off to obtain a crude product of coumarindiyne, which was purified by column chromatography with a yield of 82%.

[0038] Weigh 4.9 mg of coumarin diyne monomer, dissolve it in 1.2 ml of ethanol under ultrasound to form a uniform and transparent solution, then introduce the solution into 200 ml of deionized water at one time, and then place it in a water bath at 75°C to keep the After the temperature was sonicated for 80 minutes, it was cooled to room temperature in the dark, and stored in a refrigerat...

Embodiment 2

[0045] Weigh 56.0mg of pentacicodiynoic acid, dissolve in 25ml of refined di Methylene chloride was reacted for half an hour, the solvent dichloromethane was removed by rotary evaporation, the resultant was dissolved in 30ml of anhydrous ether, filtered, the filtrate was extracted three times with distilled water, and the organic phase was spin-dried to obtain an intermediate product. The intermediate product was dissolved in 25 ml of refined dichloromethane, 27.0 mg of refined ethylenediamine was added, and the reaction was stirred at room temperature for 2 hours to obtain the crude product ethylenediaminediyne. The crude product was purified by column chromatography with a yield of 90%.

[0046] Weigh 16.8mg of ethylenediaminediyne and dissolve it in 20ml of refined 1,4-dioxane, add 6.0mg of 2-chloro-4,6-diamino-1,3,5-triazine, in anaerobic Heating and reacting at 99°C for 24 hours under the conditions. After the reaction was completed, the solvent was removed by rotary eva...

Embodiment 3

[0054] Weigh 49.0mg of 23-diynoic acid, 28.0mg of 7-hydroxycoumarin, 38.5mg of N,N'-dicyclohexylcarbodiimide and 2.5mg of 4-dimethylaminopyridine, dissolve in 30ml of refined dichloromethane, Stir at 25°C for 72 hours, filter, and wash the filtrate successively with 25ml of water, 1 mol / liter of hydrochloric acid, 6% sodium bicarbonate aqueous solution and water, then dry the dichloromethane solution with magnesium sulfate, spin The dichloromethane was removed from the solvent to obtain a crude product of coumarindiyne, which was purified by column chromatography with a yield of 86%.

[0055] Weigh 9.8 mg of coumarin diyne monomer, dissolve it in 1.5 ml of ethanol under ultrasound to form a uniform and transparent solution; introduce the solution into 500 ml of deionized water at one time, and then place it in a water bath at 75°C to maintain the temperature After ultrasonication for 75 minutes, it was cooled to room temperature in the dark, and then stored in a refrigerator a...

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Abstract

The invention discloses a polydiacetylene micro-tube material and a preparation method of the micro-tube material by using hierarchical self-assembly. The method is characterized by comprising the following steps of: firstly synthesizing coumarin or a melamine modified diacetylene molecule, assembling the coumarin or the melamine modified diacetylene molecule to obtain vesicae, adding cyclodextrin into the vesica of the coumarin or adding a metal ion into the vesica of the melamine modified diacetylene molecule, causing the resulting products to stand for a few weeks to obtain the polydiacetylene micro-tubes, wherein the coumarindiacetylene micro-tube is formed by connecting a coumarindiacetylene molecule and the cyclodextrin through interaction between a main part and an auxiliary part, and the melaminediacetylene micro-tube is formed by connecting a melaminediacetylene molecule and the metal ion through a coordinate bond. A single polydiacetylene micro-tube is good in operability, excellent in mechanical performance, and good in stability, and can be directly used as a micro-sensor component. According to the micro-tube material and the preparation method disclosed by the invention, molecular design and self-assembly condition are simplified, so that the preparation of the polydiacetylene micro-tube can be carried out under a milder condition to realize the hierarchical self-assembly of a water system.

Description

technical field [0001] The invention belongs to the technical field of self-assembly preparation of organic polymer materials, and in particular relates to a method for preparing polydiacetylene microtube materials by adopting hierarchical self-assembly. Background technique [0002] According to the British "Optoelectronic Devices and Technology" (KobayashiT, Optoelectron.Devices Technol.19938:309-316), polydiacetylene compounds have a unique quasi-one-dimensional π-electron conjugated molecular structure, showing superior optics and electricity. performance. Polydiacetylene conjugated polymer materials with one-dimensional tubular structure have attracted people's attention due to their unique structure-performance characteristics and broad application prospects. In particular, the polydiacetylene microtube material can be directly used as a microsensor device because of its large specific surface area, good mechanical properties, chemical stability and biocompatibility, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/02C08F138/00C08F2/48C08F238/00C08F8/44C08B37/16B82B3/00B82Y40/00
Inventor 邹纲李景国蒋皓胡文龙张其锦
Owner UNIV OF SCI & TECH OF CHINA
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