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Preparation method of five-membered ring polymer used for OLED

A technology of polymer and five-membered ring, applied in the field of preparation of five-membered ring polymers, can solve the problems of short service life and low efficiency, and achieve the effects of good film-forming property, high reaction yield and low price

Pending Publication Date: 2017-09-22
XIJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the lifespan and efficiency of OLED materials have affected the development of OLEDs and become a bottleneck for its development. However, OLEDs in the existing technology have a short lifespan and low efficiency.

Method used

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  • Preparation method of five-membered ring polymer used for OLED
  • Preparation method of five-membered ring polymer used for OLED
  • Preparation method of five-membered ring polymer used for OLED

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] The preparation method of the five-membered ring polymer applied to OLED, the specific steps are as follows:

[0022] Step 1: Dissolve 39.0g (156.0mmol) of 2,5-dibromoaniline in 80ml of glacial acetic acid, and add 15ml of 96% sulfuric acid dropwise, dropwise add 80ml of 32g NaNO 2 Aqueous solution of urea, stirred for 1 hour, then added dropwise 60ml aqueous solution containing 18g urea, so that excess NaNO 2 Complete reaction; then 77.4g of KI aqueous solution was added dropwise, the product was extracted with dichloromethane after reacting for 1 hour, and after drying, it was chromatographed with petroleum ether to obtain 39.6g of white solid with a yield of 70%;

[0023] Step 2: get the product obtained in 21.7g (60.0mmol) step 1 and 30g (72mmol) Dissolve in 140ml of a mixture of tetrahydrofuran and triethylamine with a volume ratio of 1:1, pass through argon gas for ultrasonication, add 390mg of bistriphenylphosphine palladium dichloride and 180mg of cuprous iodi...

Embodiment 2

[0031] The preparation method of the five-membered ring polymer applied to OLED, the specific steps are as follows:

[0032] Step 1: Dissolve 13.0g (52mmol) of 2,5-dibromoaniline in 25ml of glacial acetic acid, and add 10ml of 96% sulfuric acid dropwise; dropwise add 5ml containing 10.7g NaNO 2 aqueous solution; stirred at 0°C for 1 hour, then added dropwise 20ml of aqueous solution containing 6g of urea to make excess NaNO 2 Complete reaction; Then dropwise add the aqueous solution of 25.8g (155.5mmol) KI, after reacting for 1 hour, extract product with dichloromethane, cross column with sherwood oil chromatography after drying, obtain 13.0g white solid product A, productive rate 69%;

[0033] Step 2: Get the white product A and 9.7g (36.0mmol) obtained in 10.85g step 1 Dissolve in 220ml of a mixture of tetrahydrofuran and triethylamine with a volume ratio of 1:1, pass through argon gas for ultrasonication, add 175mg of bistriphenylphosphine palladium dichloride and 82mg o...

Embodiment 3

[0041] The preparation method of the five-membered ring polymer applied to OLED, the specific steps are as follows:

[0042] Step 1: Dissolve 10.4g (41.6mmol) of 2,5-dibromoaniline in 20ml of glacial acetic acid, add 6ml of 96% sulfuric acid dropwise, and dropwise add 20ml of 8.56g NaNO 2 Aqueous solution of urea, then dropwise add 16ml of aqueous solution containing 4.8g urea, make excess NaNO 2 After complete reaction, 20.64g (124.4mmol) KI aqueous solution was added dropwise, and the product was extracted with dichloromethane. After drying, it was chromatographed with petroleum ether to obtain 10.4g white solid product A with a yield of 68.9%.

[0043] Step 2: get 9.05g (25.0mmol) of product A in step 1 and 9.87g (30.0mmol) Dissolve in 240ml of a mixture of tetrahydrofuran and triethylamine with a volume ratio of 1:1, pass through argon gas for ultrasonication, add 130mg of bistriphenylphosphine palladium dichloride, 67mg of cuprous iodide, react at room temperature, and ...

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Abstract

The invention discloses a preparation method of a five-membered ring polymer used for OLED. The preparation method comprises following steps: 2,5-dibromoaniline is dissolved in acetate acid gracial, a NaNO2 aqueous solution is added, a urea aqueous solution is added dropwise, a KI aqueous solution is added drop by drop, extraction is carried out, and an obtained product 1 is mixed with a derivative of R molecular containing terminal alkynyl; the product 1 is dissolved in a mixed solution of tetrahydrofuran and triethylamine, argon is introduced, ultrasonic treatment is carried out, dichlorobispalladium and cuprous iodide are added, purification is carried out, and an obtained product 2 is dissolved in 1,4-dioxane, argon is introduced, ultrasonic treatment is carried out, an obtained product 3 is added into a mixture of hydroquinone, Cs2CO3, CsF, Pd2(dba)3, and P(tBu)3; purification is carried out, an obtained product 4 is dissolved in a mixed solution of tetrahydrofuran and triethylamine, argon is introduced, ultrasonic treatment is carried out, trimethylsilylacetylene is added, dichlorobispalladium and cuprous iodide are added, separation purification is carried out, an obtained product 5 is dissolved in a mixture of absolute methanol and tetrahydrofuran; separation purification is carried out, an obtained product 6 is dissolved in a mixed solution of methylbenzene and tetramethyl ethylenediamine; cuprous chloride is added, and separation purification is carried out so as to obtain a finished product. The five-membered ring polymer is capable of improving the stability and prolonging the service life of OLED.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a method for preparing a five-membered ring polymer used in OLEDs. Background technique [0002] OLED has the following main features: active light emission, no need for backlight, and can be made as thin as paper; low power consumption; the organic light-emitting material used has a narrow light-emitting spectrum, and the light-emitting color can achieve color saturation and purity. Realize true color; no viewing angle problem; fast response speed, it can achieve millisecond level or even microsecond level; high contrast ratio, currently can reach 1,000,000:1. And it can work in the state of -45°C to 80°C. Unlike liquid crystals, the color will change as the temperature changes. These characteristics of OLED meet the requirements of future development, and are considered to be the mainstream of future displays. However, the lifespan and efficiency of OLED materials h...

Claims

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Application Information

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IPC IPC(8): C08G61/02
CPCC08G61/02C08G2261/11C08G2261/143C08G2261/15C08G2261/18C08G2261/314C08G2261/413C08G2261/5222C08G2261/95
Inventor 赵玉真苗宗成李克轩田少鹏马强朱敏丁思懿任花萍杨帅
Owner XIJING UNIV
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