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Polyquinazoline compound as well as preparation method and application thereof

A polyquinazoline and compound technology, applied in the fields of polymer chemistry and materials science, can solve the problems of cumbersome steps and low yield, and achieve the effects of simple process, wide source and excellent solubility

Active Publication Date: 2020-11-13
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional synthesis of quinazoline-2,4(1H,3H)-dione compounds is usually based on highly toxic reactants (such as CO, phosgene, phosgene derivatives and azides, etc.), and the steps are cumbersome , low yield

Method used

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  • Polyquinazoline compound as well as preparation method and application thereof
  • Polyquinazoline compound as well as preparation method and application thereof
  • Polyquinazoline compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] A kind of polyquinazoline compound, its structural formula is as shown in P1:

[0046]

[0047] The polyquinazoline compounds pass through the CO 2 , the polyreaction of difunctional isonitrile and difunctional o-iodoaniline is prepared, and the reaction equation is as formula (1):

[0048]

[0049]Wherein, the synthesis method of monomer M1 can refer to the synthesis method of literature (RSC Adv., 2015,5(56):44722-44727); the synthesis method of monomer N1 can refer to literature (J.Am.Chem.Soc. , 2018,140(19):6156-6163) synthetic method.

[0050] The preparation steps of described polyquinazoline compounds are as follows:

[0051] Add M1 (45mg, 0.1mmol), PdCl 2 (20mol%) and PPh 3 (40mol%), evacuated for 20 minutes, plunged into a filled with CO 2 Inject 0.5mL N,N-dimethylacetamide (DMAc) into the balloon, and after dissolving, dissolve N1 (21.3mg, 0.1mmol) and DBU (400mol%) with 0.5mL and 1mL DMAc respectively, and inject them into the reaction system in t...

Embodiment 2

[0054] A kind of polyquinazoline compound, its structural formula is as shown in P2:

[0055]

[0056] The polyquinazoline compounds pass through the CO 2 , the polyreaction of difunctional isonitrile and difunctional o-iodoaniline is prepared, and the reaction equation is as formula (two):

[0057]

[0058] Wherein, the synthesis method of monomers M2 and N1 is the same as in Example 1.

[0059] The preparation steps of described polyquinazoline compounds are as follows:

[0060] Add M2 (464mg, 1mmol), PdCl 2 (30mol%) and PPh 3 (60mol%), evacuated for 20 minutes, plunged into a CO 2 Inject 0.5mL N,N-dimethylacetamide (DMAc) into the balloon, and after dissolution, dissolve N1 (212.5mg, 1mmol) and Cs with 0.5mL and 1mL DMAc respectively 2 CO 3 (500mol%), injected into the reaction system in turn, reacted at 80°C for 2h, then cooled to room temperature, added 3mL of DMAc to dissolve, passed the obtained polymer solution through a cotton filter device, and added drop...

Embodiment 3

[0063] A kind of polyquinazoline compound, its structural formula is as shown in P3:

[0064]

[0065] The polyquinazoline compounds pass through the CO 2 , the polyreaction of difunctional isonitrile and difunctional o-iodoaniline is prepared, and the reaction equation is as formula (three):

[0066]

[0067] Wherein, the synthesis method of monomers M3 and N1 is the same as in Example 1.

[0068] The preparation steps of described polyquinazoline compounds are as follows:

[0069] Add M3 (245.6mg, 0.4mmol), PdCl 2 (5mol%) and PPh 3 (10mol%), evacuated for 20 minutes, plunged into a CO 2 Inject 0.5mL N,N-dimethylacetamide (DMAc) into the balloon, and after dissolution, dissolve N1 (85.2mg, 0.4mmol) and CS with 0.5mL and 1mL DMAc respectively 2 CO 3 (600mol%), injected into the reaction system in turn, reacted at 50°C for 8h, then cooled to room temperature, added 3mL of DMAc to dissolve, passed the obtained polymer solution through a cotton filter device, and adde...

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Abstract

The invention discloses a polyquinazoline compound as well as a preparation method and application thereof. The preparation method comprises the following step: carrying out multi-component polymerization reaction on normal-pressure carbon dioxide, bifunctional isonitrile and bifunctional o-iodobenzidine monomer under the action of a catalyst and alkali to obtain the polyquinazoline compound. Themethod is mild in condition, and the polymerization monomer is simple and easy to obtain. The polyquinazoline compound obtained by the invention has good solubility, processability and high thermal stability, and has potential application in the fields of metal ion detection and self-assembly.

Description

technical field [0001] The invention relates to the fields of polymer chemistry and material science, in particular to a polyquinazoline compound and its preparation method and application. Background technique [0002] carbon dioxide (CO 2 ) is one of the main gases that cause the greenhouse effect. In recent decades, CO 2 Concentrations are rising year by year, causing people's urgent concern. In addition to reducing carbon dioxide emissions in policy, increasing CO 2 Its utilization and transformation have great research significance. Due to its abundant yield, economical non-toxic, non-flammable, low price and renewable, CO 2 As a carbon resource, it has important research value and commercial application prospect. However, due to the inherent thermodynamic and kinetic stability of carbon dioxide, CO 2 Directly involved reactions usually require harsh reaction conditions. As far as the polymerization reaction is concerned, CO 2 Polymerization with epoxides. Hen...

Claims

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Application Information

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IPC IPC(8): C08G73/06
CPCC08G73/0694
Inventor 唐本忠秦安军刘东明胡蓉蓉赵祖金王志明
Owner SOUTH CHINA UNIV OF TECH
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