Preparation method of conjugated polymer luminescent material with main chain containing naphthalene derivative

A technology of conjugated polymers and luminescent materials, which is applied in the field of preparation of polymer luminescent materials, can solve the problems of poor chemical stability, low luminous efficiency, and poor moldability of polymers, and achieve short reaction time, high luminous brightness, and reduced The effect of reunion

Active Publication Date: 2012-08-08
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, currently there are few types of light-emitting polymers synthesized by oxidative coupling methods, only polyphenylenes, polyfluorenes, and polycarbazoles, and some polymers have disadvantages such as poor chemical stability, low luminous efficiency, and poor moldability. Demand for High Performance Devices (Macromolecules 2000, 33, 5455)

Method used

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  • Preparation method of conjugated polymer luminescent material with main chain containing naphthalene derivative
  • Preparation method of conjugated polymer luminescent material with main chain containing naphthalene derivative
  • Preparation method of conjugated polymer luminescent material with main chain containing naphthalene derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Chemical oxidative homopolymerization of 2,3-dioctyloxynaphthalene

[0036]The 250mL three-necked flask is equipped with a condenser tube and a nitrogen inlet tube. Nitrogen is led out from the top of the condenser tube, and connected to the atmosphere through a drying tower filled with calcium chloride. Add 0.385 g (1 mmol) of 2,3-dioctyloxynaphthalene, add 10 mL of chloroform to dissolve the monomer, then add 0.64 (4 mmol) g of anhydrous ferric chloride; stir at 25°C for 24 hours under nitrogen protection Stop the reaction, add 50mL methanol, stir for 2 hours and then filter. After the filter residue was dried, it was extracted with ethanol for 24 hours to obtain 0.31 g of a homopolymer of 2,3-dioctyloxynaphthalene after drying, with a yield of 80.5%.

[0037] To 2,3-dioctyloxynaphthalene chemical oxidation homopolymerization luminescent performance test: the chemical oxidation homopolymerization of 2,3-dioctyloxynaphthalene prepared in the embodiment is dissolved i...

Embodiment 2

[0039] Chemical Oxidative Copolymerization of 2,3-Dioctyloxynaphthalene and Triphenylamine

[0040] The 250mL three-necked flask is equipped with a condenser tube and a nitrogen inlet tube. Nitrogen is led out from the top of the condenser tube, and connected to the atmosphere through a drying tower filled with calcium chloride. Add 0.385 g (1 mmol) of 2,3-dioctyloxynaphthalene, 0.25 g (1 mmol) of triphenylamine, add 10 mL of chloroform to dissolve the two monomers, and then add 0.04 (0.25 mmol) g of anhydrous ferric chloride; The reaction was stopped after stirring at 25° C. for 4 hours under the protection of nitrogen, added into 50 mL of methanol, stirred for 2 hours, and then filtered. After the filter residue was dried, it was extracted with ethanol for 24 hours to obtain 0.05 g of a copolymer of 2,3-dioctyloxynaphthalene and triphenylamine after drying, with a yield of 7.9%.

Embodiment 3

[0042] Chemical Oxidative Copolymerization of 2,3-Dioctyloxynaphthalene and Triphenylamine

[0043] The 250mL three-necked flask is equipped with a condenser tube and a nitrogen inlet tube. Nitrogen is led out from the top of the condenser tube, and connected to the atmosphere through a drying tower filled with calcium chloride. Add 0.385 grams (1 mmol) of 2,3-dioctyloxynaphthalene, 0.25 grams (1 mmol) of triphenylamine, add 10 mL of chloroform to dissolve the two monomers, and then add 0.04 (0.25 mmol) of anhydrous ferric chloride; After stirring at 25°C for 24 hours under the protection of nitrogen, the reaction was stopped, added into 50 mL of methanol, stirred for 2 hours, and then filtered. After the filter residue was dried, it was extracted with ethanol for 48 hours to obtain 0.13 g of a copolymer of 2,3-dioctyloxynaphthalene and triphenylamine after drying, with a yield of 20.5%.

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Abstract

The invention discloses a preparation method of a conjugated polymer luminescent material with a main chain containing naphthalene derivative. The conjugated polymer luminescent material comprises a homopolymer luminescent material and a copolymer luminescent material. The preparation method comprises the following steps of: adopting naphthalene derivative as an aromatic monomer, and adopting a chemical oxidative polymerization method to obtain the homopolymer luminescent material; or selecting two types of different aromatic monomers, adopting the chemical oxidative polymerization method to obtain the copolymer luminescent material, wherein an aromatic monomer is adopted as the naphthalene derivative, another aromatic monomer is selected from one of the following substances: triphenylamine, N-alkyl carbazole, 9, 9-dialkyl fluorine, alkyl thiophene, 3, 4-ethene dioxo thiophene and para-dialkoxybenzene; and the naphthalene derivative is alkyl and / or naphthalene substituted by alkoxy. The preparation method has simple operation, low cost and easy industrial production; and the prepared conjugated polymer luminescent material has better dissolubility and processing performance and improves luminescent efficiency.

Description

(1) Technical field [0001] The invention relates to a preparation method of a polymer luminescent material whose main chain contains naphthalene derivatives. (2) Background technology [0002] The flat-panel displays made of polymer light-emitting diodes (PLEDs) have the advantages of low driving voltage, wide viewing angle, fast response, ultra-thin, light weight, flexible display devices, and easy molding and processing. Polymers are used as the light-emitting layer or carrier transport layer of PLEDs. Commonly used polymers include polyfluorenes (PFs), polythiophenes (PTs), and polyphenylene vinylenes (PPV). [0003] The common synthesis methods of polymers include oxidative coupling method, chemical catalytic method and electrochemical method. Oxidative coupling is to oxidize aromatic monomers, use the active hydrogen on the aromatic ring as the functional group, generate corresponding free radicals, and pass free radicals. Direct coupling to obtain conjugated polymers....

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G85/00C08G61/10C08G73/02C08G61/02C08G61/12C09K11/06
Inventor 张诚张玉建徐意项文勤俞春辉马淳安
Owner ZHEJIANG UNIV OF TECH
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