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A diyne monomer and its preparation method, a polydiyne and its preparation method and application

A bidiyne and monomer technology, applied in the field of functional materials, can solve the problems of complex electrospinning film forming process, little difference in color change, narrow application range, etc., achieve low synthesis cost, simple and easy control of synthesis conditions, large-scale effects

Active Publication Date: 2021-09-24
HUBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the electrospinning film forming process is complex and costly, and the application range is narrow, only a few types of solvents can be detected, and the color change is not much different

Method used

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  • A diyne monomer and its preparation method, a polydiyne and its preparation method and application
  • A diyne monomer and its preparation method, a polydiyne and its preparation method and application
  • A diyne monomer and its preparation method, a polydiyne and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] 1. Synthesis of Diyne Monomer:

[0044] Add 5.5g of 2,4-hexadiyn-1,6-diol, 12.0g of glutaric anhydride, 0.05g of 4-dimethylaminopyridine (DMAP) and 20mL of dry tetrahydrofuran into the reaction vessel, and stir Heated to 50°C, kept the temperature constant and continued to stir for 10 hours. After the reaction was completed, the tetrahydrofuran was removed by rotary evaporation, and the residue was repeatedly washed with deionized water for 3 times, and then purified by silica gel column (ethyl acetate as eluent). , to obtain 13.5 g light yellow solid, the yield is 80%.

[0045] Melting point: 6 , 600MHz) δ / ppm: 12.11 (s, 2H, COOH); 4.84 (s, 4H, OCH 2 ); 2.39(t,J=7.5Hz,4H,CH 2 COO); 2.25(t, J=7.5Hz, 4H, CH 2 COO); 1.74(m, J=7.65Hz, 4H, CH 2 ); 13 C NMR (DMSO-d 6 , 150MHz) δ / ppm: 173.88; 171.77; 75.18; 69.12; 51.84; 32.45; 32.19; 19.73; 16 h 18 o 8 [M-H] - 337.0929.

[0046] As can be seen from the above identification and analysis results, the light yellow so...

Embodiment 2

[0056] 1. Synthesis of Diyne Monomer:

[0057] Add 1.1g of 2,4-hexadiyne-1,6-diol, 2.4g of succinic anhydride, 0.05g of DMAP and 10mL of dry tetrahydrofuran into the reaction vessel, and heat to 60°C while stirring, keeping the temperature constant After stirring for 5 hours, the tetrahydrofuran was removed by rotary evaporation, and the residue was repeatedly washed with deionized water for 3 times, and then purified by silica gel column (ethyl acetate as eluent) to obtain 2.9 g of light yellow solid , which is a monomer, and the yield is 93%.

[0058] Melting point: 135-137°C; 1 H NMR (MeOD, 600MHz)δ / ppm: 4.79(s,4H,OCH 2 ); 2.62(m,8H,CH 2 ); 13 C NMR (MeOD, 150MHz) δ / ppm: 175.75; 173.18; 74.92; 70.53; 53.11; 29.71; 29.57; 16 h 18 o 8 [M-H] - 309.0616.

[0059] As can be seen from the above-mentioned identification and analysis results, the light yellow solid obtained is bis-diacetylene di-succinate, and its structural formula is as follows:

[0060]

[0061] 2. ...

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Abstract

The invention discloses a didiyne monomer and its preparation method, a polydiyne and its preparation method and application. The general structural formula of the didiyne monomer is: wherein, A is (CH 2 ) n , n is a natural number. The synthesis method of monomer is: cyclic acid anhydride and 2,4-hexadiyne-1,6-diol undergo esterification reaction in molten state or solution state to generate monomer, and its reaction formula is as follows: The general structural formula of the alkyne is: the synthesis method of the polydiyne is: grow the monomer into a crystal, and then under the conditions of light radiation, heating, microwave radiation or electron radiation, or spontaneously undergo a polymerization reaction to form a crystal-like polydiyne Diacetylene. The monomer has simple structure, simple synthesis method and low synthesis cost. The polydiyne synthesis method is simple and the conditions are mild, and can be used to detect various conventional solvents and prepare two-dimensional supramolecular materials.

Description

technical field [0001] The invention relates to the technical field of functional materials, in particular to a didiyne monomer and a preparation method thereof, a polydiyne and a preparation method and application thereof. Background technique [0002] In daily and industrial production, various solvents are used. Generally, these solvents and aqueous solutions are colorless and transparent, making them easy to be confused. Some of these solvents are toxic, flammable and explosive, and if confused, will cause various safety accidents, such as methanol and ethanol. In order to distinguish and identify these solvents, various analytical instruments (such as nuclear magnetic resonance) need to be used. However, analytical instruments are generally expensive, complicated to operate, and inefficient. People can also roughly judge the type of solvent by smelling the smell, but because of the toxicity, inflammability and explosion of the solvent, this rough method has considera...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/24C07C67/08C08F138/00G01N21/25G01N21/78G01N33/00
CPCC07C67/08C07C69/24C08F138/00G01N21/25G01N21/78G01N33/00
Inventor 黎明彭泽飞
Owner HUBEI UNIV
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