Cross conjugated polymer, method for preparing same and application of cross conjugated polymer

A cross-conjugation, polymer technology, applied in the polymer field, can solve the problems of limiting the scope of synthesis of cross-conjugated polymers, environmental pollution, reducing the practicality of synthesis methods, etc., and achieves excellent optical properties, good processing performance, and yield. high effect

Active Publication Date: 2019-04-05
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, most of the reported ones are linear conjugated polymers, and there are few studies on cross-conjugated polymers; and the existing synthesis methods of cross-conjugated polymers need to use stoichiometric organometallic reagents, which will cause environmental pollution. extreme pollution
Moreover, due to the stability and availability of the reaction raw materials, the practicability of these synthetic methods is greatly reduced, and the scope of synthesizing cross-conjugated polymers is limited.

Method used

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  • Cross conjugated polymer, method for preparing same and application of cross conjugated polymer
  • Cross conjugated polymer, method for preparing same and application of cross conjugated polymer
  • Cross conjugated polymer, method for preparing same and application of cross conjugated polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1: Polymer 1

[0040] Add 1 mmol of diiodobenzene into the Schlenk reaction tube, ( Z )-1-methyl-2-(1-phenylethylidene)hydrazine 0.8 mmol, palladium acetate 0.1 mmol, BrettPhos 0.2 mmol, sodium methoxide 1 mmol. Add 5 mL of toluene as a solvent, then stir the reaction tube in an oil bath at 70°C for 12 hours, then cool the reaction to room temperature, extract with ethyl acetate, wash with saturated brine, and dry over anhydrous sodium sulfate. The solvent was evaporated to obtain the initial product. The sample was precipitated three more times in methanol and dried in vacuo to constant weight to obtain yellow cross-conjugated polymer 1.

Embodiment 2

[0041] Example 2: Polymer 2

[0042] Add 1 mmol of diiodobenzene, 3,6-bis(( E )-1-(2-methylhydrazino)ethyl)-9 H - Carbazole 0.8 mmol, Palladium acetate 0.1 mmol, BrettPhos 0.2 mmol, Sodium methoxide 1 mmol. Add 5 mL of toluene as a solvent, then stir the reaction tube in an oil bath at 70°C for 12 hours, then cool the reaction to room temperature, extract with ethyl acetate, wash with saturated brine, and dry over anhydrous sodium sulfate. The solvent was evaporated to obtain the initial product. The sample was precipitated three more times in methanol and dried in vacuo to constant weight to obtain yellow cross-conjugated polymer 2.

Embodiment 3

[0043] Example 3: Polymer 3

[0044] Add 1 mmol of diiodobenzene, 10-(2-ethylhexyl)-3-((E)-1-(2-methylhydrazino)ethyl)-7-(( Z )-1-(2-methylhydrazino)ethyl)-10 H - phenothiazine 0.8 mmol, palladium acetate 0.1 mmol, BrettPhos 0.2 mmol, sodium methoxide 1 mmol. Add 5 mL of toluene as a solvent, then stir the reaction tube in an oil bath at 70°C for 12 hours, then cool the reaction to room temperature, extract with ethyl acetate, wash with saturated brine, and dry over anhydrous sodium sulfate. The solvent was evaporated to obtain the initial product. The sample was precipitated three more times in methanol and dried in vacuo to constant weight to obtain yellow cross-conjugated polymer 3.

[0045] Optical properties of the second part of the polymer of the present invention

[0046] The ultraviolet spectra of the cross-conjugated polymers synthesized by the present invention show that the maximum absorption wavelength of these polymers in tetrahydrofuran (THF) is in the range...

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PUM

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Abstract

The invention belongs to the technical field of high polymer chemical science, and particularly discloses a cross conjugated polymer, a method for preparing the same and application of the cross conjugated polymer. The cross conjugated polymer prepared by the aid of the method is an aromatic cross conjugated polymer or a heteroatom-containing aromatic cross conjugated polymer. The cross conjugatedpolymer, the method and the application have the advantages that the cross conjugated polymer is prepared by means of one-step coupling reaction, ultraviolet absorption can be carried out by the cross conjugated polymer in the ultraviolet and purple light ranges, the cross conjugated polymer is high in luminescence ability, and the luminescence range of the cross conjugated polymer covers light from purple light to yellow light; films can be easily formed from the cross conjugated polymer, and the cross conjugated polymer is good in processing property, is extremely high in luminescence ability even when the cross conjugated polymer is in solid states and accordingly has a broad application prospect in the aspect of optics.

Description

technical field [0001] The invention belongs to the technical field of macromolecules, and in particular relates to a cross-conjugated polymer and its preparation method and application. Background technique [0002] With the development of transition metal-catalyzed reactions in the field of polymerization, the scientific field of polymers has been greatly enriched, making it easier to obtain complex, diverse, and functional materials. In the past few decades, cross-coupling reactions such as Suzuki-Miyaura, Stille and Heck (Journal No.: Chem. Rev. 2011, 111, 1493–1528), and Buchwald-Hartwig amination reactions have been widely used In the polymerization reaction, many useful polyaromatic compounds were obtained. Recently, through the transition metal-catalyzed polymerization of heteroatom-containing aromatic compounds and heteroatom-free aromatic compounds, as well as multi-component compounds such as aryne (Journal No.: Angew. Chem. Int. Ed.2018, 57, 8592 -8596), furthe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C08G61/02
CPCC08G61/02C08G61/124C08G2261/124C08G2261/18C08G2261/3241C08G2261/3246C08G2261/344
Inventor 陈茂蒋昆明张鲁
Owner FUDAN UNIV
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