Copolymer type conjugated polymer whose main chain contains double bond, its preparation method and application

A conjugated polymer and copolymerization technology, used in chemical instruments and methods, luminescent materials, etc., can solve problems such as difficulty in adapting to high-performance devices, difficulty in obtaining batch products, and complex synthesis work, and achieve enhanced dissolution and processing performance. The effect of simplified preparation steps and more flexibility

Inactive Publication Date: 2004-05-26
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The introduction of these structures complicates the synthesis work and makes it difficult to obtain batch products
The method of synthesizing poly-p-phenylene and its derivatives by oxidative coupling method is the simplest, but only a few polymers such as poly-p-phenylene and polynaphthalene have been synthesized so far, which only transport holes and have low luminous efficiency, so it is difficult to adapt to the preparation of high performance device requirements

Method used

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  • Copolymer type conjugated polymer whose main chain contains double bond, its preparation method and application
  • Copolymer type conjugated polymer whose main chain contains double bond, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] 0.40 g of heptylcarbazole and 0.54 g of trans-1,2-stilbene were added to a 250-mL three-necked flask, 75 mL of freshly distilled chloroform was added, stirred to dissolve, 2.93 g of dry anhydrous ferric chloride was added, and 2.93 g of dry anhydrous ferric chloride was added. The reaction was carried out at room temperature for 24 hours under the protection of dry nitrogen. The reaction was stopped, the ferric chloride was removed by suction filtration on the funnel, the filter residue was washed several times with chloroform, and the filtrates were combined. The filtrate was poured into 120 mL of methanol, and after stirring for 2 hours, the product precipitated, and the product was collected, washed with methanol, and dried at 60°C to obtain 0.57 g of a brown powder. Intrinsic viscosity 0.3-10.0g·dL -1 . The infrared, ultraviolet and nuclear magnetic resonance spectra prove that it is a copolymer, and the fluorescence spectrum proves that its maximum emission inten...

Embodiment 2

[0022] 3.7 g of triphenylamine and 2.7 g of trans-1,2-stilbene were dissolved in 200 ml of chloroform to obtain a bright green solution. In addition, under the protection of drying, 300 ml of chloroform and 10 g of anhydrous ferric chloride were added to a 500-ml reaction flask, and the aforementioned triphenylamine and stilbene solutions were added dropwise, and the reaction was stopped by stirring at room temperature for 24 hours. After filtration, the filtrate was slightly concentrated to about 200 ml, and after cooling, about 500 ml of methanol was added, stirred for 1 hour, and suction filtered to obtain a black flake precipitate. It was dried at 60° C. to obtain 1.9 g of the product, which was identified as a copolymer by infrared, elemental analysis and nuclear magnetic resonance, and its emission peak was about 430 nanometers by fluorescence analysis, indicating that it was a blue light emitting material.

Embodiment 3

[0024] 0.32 g of 9,9-dihexylfluorene and 0.30 g of 1,2-(2,5-dithiophene)ethylene were dissolved in 30 ml of carbon tetrachloride and the solution was placed in a dropping funnel. The funnel is connected to the three-necked reaction flask, and the reaction flask is also provided with a condensing water pipe and an air conduit. Under the protection of dry nitrogen or argon, 0.35 g of anhydrous ferric chloride, 0.3 g of anhydrous copper dichloride and 20 ml of carbon tetrachloride were added to the reaction flask, and dihexyl fluorene and dithiophene were added dropwise with stirring. The ethylene mixture was stirred at room temperature for 30 hours. Stop stirring and filter, pour the filtrate into 150 ml of methanol, stir for 1 hour, filter, wash the filter residue with petroleum ether and methanol several times, and dry to obtain 0.29 g of the product. The product has good solubility in chloroform and tetrahydrofuran, and is proved to be a copolymer by elemental analysis, infr...

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Abstract

The present invention discloses a kind of copolymer conjugated polymers with main chain containing double bond and its preparation method and application. This kind of polymer can be obtained by using aromatic heterocyclic and fused ring compound or its derivative and diaryl ethylenes compound through the process of direct oxidation coupling reaction. Its preparation method is simple, cost is low, can batch-prepare several conjugated polymers with various structures and more complete function. These polymers can be used as luminescent material, and can be used for manufacturing light-emitting diode, electroluminescent device, photoluminescent device and other photoelectric conersion device and product.

Description

technical field [0001] The present invention relates to a copolymerized conjugated polymer and its preparation method and use, in particular to a copolymerized conjugated polymer containing double bonds in the main chain and its preparation method and use. These polymers can be used to manufacture light-emitting diodes and other optoelectronics conversion device. Background technique [0002] In organic light-emitting diodes, polymers are used as light-emitting layers or charge transport layers. Commonly used polymers are polyparaphenylene vinylene (PPV) and its derivatives, polyparaphenylene vinylene (PPP) and its derivatives, polyvinylcarbazole ( PVC 2 ), polystyrene, etc., in which the main chain consists of alternating aryl and vinyl groups to form a polymer polyarylene) is the most common. However, the introduction of vinyl into the main chain often requires special monomers or complex reactions (Wessling, R.A. et al, USP3 401152, USP3 706677), so these compounds ar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/00C08F236/04C09K11/06
Inventor 詹才茂程占刚肖华秦金贵
Owner WUHAN UNIV
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