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Organic conjugated polymer fluorescent material and its synthesis method

A technology of polyphenylene and phenylboronic acid, which is applied in the direction of luminescent materials, chemical instruments and methods, can solve the problems of increasing the difficulty and cost of material synthesis, unfavorable practical application, etc., and achieves low price, regular structure, and adjustable luminous range Effect

Active Publication Date: 2020-06-26
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method needs to synthesize complex functionalized monomers first, and often requires multiple synthesis steps, which increases the difficulty and cost of material synthesis, which is not conducive to practical application

Method used

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  • Organic conjugated polymer fluorescent material and its synthesis method
  • Organic conjugated polymer fluorescent material and its synthesis method
  • Organic conjugated polymer fluorescent material and its synthesis method

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preparation example Construction

[0094] In the present invention, the preparation method of polyparaphenylene and its derivatives, the polymer shown in general formula IA, IC or ID at least includes the following steps:

[0095] A method for preparing an organic conjugated polymer fluorescent material, the method comprising:

[0096] Step 1: Polymerize one item selected from items i-vii below under Suzuki coupling reaction conditions in an aqueous mixed solvent:

[0097] i. a precursor material shown in general formula A; ii. the precursor material shown in general formula A and halide or containing R 21 or R 22 The combination of the halide of the substituent; iii. The precursor material shown in general formula A and aryl borate or containing R 21 or R 22 The combination of the aryl borate compound of the substituent; iv. the combination of the precursor material shown in the general formula A and the precursor material shown in the general formula B; v. the precursor material shown in the general formul...

Embodiment 1

[0142] Example 1, mild aqueous phase synthesis of polyparaphenylene and its fluorescence characterization:

[0143] Example 1 provides a class of synthesis conditions for poly-p-phenylene. Under this condition, the fluorescence emission spectrum of poly-p-phenylene is in the blue light region, and the maximum emission wavelength is at 455 nm.

[0144] 4-Bromophenylboronic acid (0.2mmol, 41mg), sodium hydroxide (0.3mmol, 12mg), ethylene glycol (3ml), water (12ml) were added to a 20ml reaction flask and the reaction mixture was heated at 60°C and stirred for 6h, Add palladium acetate catalyst and 4-bromophenylboronic acid in a molar ratio of 1:100, heat the reaction mixture at 60°C and stir for 6 hours, wash off unreacted inorganic bases and monomers in the product with water, ethanol, and dichloromethane, and filter Obtain polyparaphenylene.

[0145] Test the fluorescence emission spectrum of poly-p-phenylene in ethanol solvent, the results are as follows: figure 1 shown. Th...

Embodiment 2

[0146] Embodiment 2 Structural characterization of polyparaphenylene synthesized in mild water phase:

[0147] Example 2 provides the structural characterization of the poly-p-phenylene synthesized under this condition, indicating that the poly-p-phenylene synthesized under this condition has a regular chain structure and a better conjugated structure, and has excellent thermal stability

[0148] Characterize the structure of polyparaphenylene:

[0149] Solid-state carbon NMR spectrum, the results are as follows Figure 2a ), the peaks of poly-p-phenylene at 125.4ppm and 135.8ppm respectively correspond to the tertiary and quaternary carbon atoms on the para-substituted benzene ring; -1 The absorption peak is the para-position substitution on the benzene ring from poly-p-phenylene; X-ray powder diffraction spectrum, the result is as follows Figure 2c ), 3 strong and sharp peaks in the range of 19-30 ° show that poly-p-phenylene has regular repeating units and has good cryst...

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Abstract

The invention relates to the technical field of organic light-emitting materials, in particular to an organic conjugated polymer fluorescent material and a synthetic method thereof. The organic conjugated polymer of the invention is at least one selected from the group consisting of polymers represented by a general formula I, and has the advantages of structural regularity, high thermal stability, high fluorescence efficiency and adjustable light-emitting range. The invention also provides an aqueous phase synthesis method for the conjugated polymer, and the method is simple, efficient, mildin conditions and inexpensive. By adjusting the ratio of different monomer components, the intramolecular and intermolecular interactions of the conjugated polymer are adjusted, or the offset and transmission of pi electrons in the polymer conjugated structure are adjusted, and thus the luminescent properties of the conjugated polymer fluorescent material is adjusted. The organic conjugated polymer fluorescent material and the synthetic method thereof have certain application prospects in the field of organic electroluminescence.

Description

technical field [0001] The invention relates to the technical field of organic luminescent materials, in particular to a class of organic conjugated polymer fluorescent materials and a synthesis method thereof. Background technique [0002] Organic conjugated polymer fluorescent materials are a class of polymers with delocalized π bonds on the main chain. They have a rigid chain structure and an inherent one-dimensional structure orientation, which is conducive to the preparation of well-oriented thin film devices with macroscopic polarization optical effects. ; Due to its excellent photoelectric properties and easy functionalization, it has a wide range of research and applications in the fields of electrochromic devices, electroluminescent devices, field effect transistors, photovoltaic cells and biological / chemical sensors. [0003] At present, the synthesis methods of organic conjugated polymers can be divided into chemical oxidation method, electrochemical polymer and m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/10C08G61/12C09K11/06
CPCC08G61/10C08G61/124C08G2261/11C08G2261/122C08G2261/18C08G2261/312C08G2261/3241C09K11/06C09K2211/1416C09K2211/1425C09K2211/1466
Inventor 马明明丁雨佳
Owner UNIV OF SCI & TECH OF CHINA
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