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A kind of polypyrazole containing xanthene structure and preparation method thereof

A technology of polypyrazole and xanthene, which is applied in the field of polymer synthesis, can solve the problems of low polymerization efficiency and achieve the effects of simple preparation method, clear structure and good atom economy

Active Publication Date: 2020-10-27
江西德璟材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional polypyrazoles are generally produced by condensation of diethynylbenzene with hydrazine or tolylhydrazine, and the polymerization efficiency is low. Therefore, the research and development of its synthesis method is a topic of great interest to researchers.

Method used

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  • A kind of polypyrazole containing xanthene structure and preparation method thereof
  • A kind of polypyrazole containing xanthene structure and preparation method thereof
  • A kind of polypyrazole containing xanthene structure and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Preparation of xanthene-containing monomers (taking 9,9-bis(4-ethynylphenyl)xanthene as an example)

[0040] (1) Add 3.6g (10mmol) of 9,9-bis(4-hydroxyphenyl)phenyl, pyridine (8mL), and dichloromethane (150mL) into a 250mL single-necked bottle, stir and dissolve in an ice bath Finally, drop trifluoromethanesulfonic anhydride (5mL, 30mmol) into the reaction flask dropwise, remove the ice bath after the dropwise addition, return to room temperature and then react for 2h, add 50mL distilled water to quench the reaction, and the organic layer was sequentially Wash with HCl(1N) (2×30mL), water (20mL), and wash the organic phase with anhydrous NaSO 4 Drying, filtration, and rotary evaporation of the solvent gave the crude product, which was recrystallized from methanol and dried to give 9,9-bis(4-(trifluoromethylsulfonyloxy)phenyl)xanthene (5.6 g) as a white solid , the yield was 89%, and the melting point was 112.5-113.5°C. 1 H NMR (400MHz, CDCl 3 ): δ=7.35–7.31(m, 2H), 7...

Embodiment 2

[0044] Preparation of polypyrazole (taking polypyrazole P(1a / 2a) as an example)

[0045] Add 9,9-bis(4-ethynylphenyl)xanthene (0.3825g, 1mmol), terephthaloyl chloride (0.2030g, 1mmol), Pd(PPh 3 ) 2 Cl 2 (0.0281g, 0.04mmol), CuI (0.0152g, 0.08mmol), after sealing well, back and forth evacuated and filled with nitrogen three times, under the protection of nitrogen balloon, inject freshly steamed tetrahydrofuran (20mL) and triethylamine (0.28mL), at room temperature After reacting for 1h, inject freshly distilled DMF (5mL) and hydrazine hydrate (0.36mL, 3mmol), continue to react at room temperature for 12h, then add the reaction solution dropwise into n-hexane / tetrahydrofuran (v / v=10 / 1) In the mixed solvent, a yellow powder was precipitated, filtered with suction, put the powder into a Soxhlet extractor and extracted it with hot n-hexane for 24 hours, and then dried it in vacuum at 80°C for 12 hours to obtain polypyrazole P(1a / 2a).

[0046] (1) Structural analysis of polypyraz...

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Abstract

The invention relates to a polypyrazole containing a xanthene structure and a preparation method thereof, specifically: three diyne monomers containing a xanthene structure 9,9-di(4-ethynylphenyl)xanthene, 9 ,9-bis(3-methyl-4-ethynylphenyl)xanthene and 9,9-bis(4-propargyloxyphenyl)xanthene, respectively with terephthaloyl dichloride and hydrazine hydrate or Phenylhydrazine undergoes "multi-component series" polymerization reaction, and a new type of polypyrazole containing xanthene structure is prepared. The functional polypyrazole of the present invention has good performances such as heat resistance, light transmission, dissolution and film formation due to the introduction of bulky xanthene structural groups into its main molecular chain, and has potential application prospects.

Description

technical field [0001] The invention relates to a xanthene-containing polypyrazole and a preparation method thereof. The xanthene-containing polypyrazole is a novel functional polypyrazole polymer material, and specifically belongs to the technical field of polymer synthesis. Background technique [0002] Multi-component reactions (MCRs) refer to three or more reactants, using the "one-pot cooking" method to obtain reaction products, which have the characteristics of convergence and reaction flexibility, and avoid protection- The cumbersome steps such as deprotection make the operation easier. Tandem reactions usually refer to multi-step reactions or multiple reaction components are placed in one reactor to complete. The intermediate product does not need to be separated and purified, and the final product is directly obtained. This reaction has the advantages of simple operation, solvent saving, intermediate It has unique advantages such as no need to separate the body and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/06C08J5/18C08L79/04
CPCC08G73/0616C08J5/18C08J2379/04
Inventor 盛寿日黄水秀周一芳刘晓玲黄振钟
Owner 江西德璟材料科技有限公司
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