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Thermal activation delayed fluorescence high-molecular compound and preparation method and application thereof

A high-molecular compound, thermal activation delay technology, applied in chemical instruments and methods, luminescent materials, etc., can solve the problems of low photoluminescence quantum yield and low efficiency of PLED devices, and achieve high glass transition temperature and thermal decomposition Effects of temperature, efficiency improvement, and good film formation

Active Publication Date: 2017-04-26
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the problems of low photoluminescence quantum yield and low efficiency of corresponding PLED devices in the existing thermally activated delayed fluorescent polymer materials, the present invention provides a kind of thermally activated delayed fluorescent polymer materials and OLED devices prepared by using such polymer materials

Method used

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  • Thermal activation delayed fluorescence high-molecular compound and preparation method and application thereof
  • Thermal activation delayed fluorescence high-molecular compound and preparation method and application thereof
  • Thermal activation delayed fluorescence high-molecular compound and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0032] Example 1: Synthesis of PCzDP series blue-green light polymers

[0033]

[0034] Under an argon atmosphere, weigh different amounts of M1, M2 and M3 in a 50mL Schlenk bottle, 0.44g potassium carbonate, 1mL tetrakistriphenylphosphopalladium toluene solution (0.02mmol / 10mL), 0.8mL methyltriphenylphosphopalladium The toluene solution of octylammonium tribromide (280mg / 16mL) and 4mL toluene were heated up to 110°C, stirred and reacted for 72 hours under the protection of argon, then cooled to room temperature, and 0.2g of phenylboronic acid was added under the argon atmosphere- The toluene solution was then reacted at 110°C for 12 hours, then lowered to room temperature, 3-4 drops of bromobenzene were added dropwise under an argon atmosphere, and the reaction was continued at 110°C for 12 hours. Cool to room temperature, settle with 250mL of methanol and 30mL of acetone mixed solvent, filter, dissolve the obtained polymer solid in dichloromethane, add 10mL of hydrogen pe...

Embodiment 2

[0044] Example 2: Synthesis of PCz-DPABP series green light polymers

[0045]

[0046] Under argon atmosphere, weigh different amounts of M1, M2 and M3 in a 25mL Schlenk bottle, 0.44g potassium carbonate, 1mL tetrakistriphenylphosphopalladium toluene solution (0.02mmol / 10mL), 0.8mL methyl triphenylphosphorous palladium Toluene solution of octylammonium tribromide (280mg / 16mL) and 4mL toluene, heated to 110°C, stirred and reacted for 72 hours under argon protection, then cooled to room temperature, added 0.2g of phenylboronic toluene under argon atmosphere solution, then reacted at 110°C for 12 hours, then lowered to room temperature, and added 3-4 drops of bromobenzene dropwise in an argon atmosphere, and continued to react at 110°C for 12 hours. Cool to room temperature, settle with 250 mL of methanol and 30 mL of acetone mixed solvent, filter, dissolve the obtained polymer in dichloromethane, add 10 mL of hydrogen peroxide (3%, v / v) aqueous solution, and stir at room temp...

Embodiment 3

[0052] Embodiment 3: Synthesis of PDF series blue-green polymers

[0053]

[0054] Under an argon atmosphere, weigh different amounts of M1, M2 and M3 in a 25mL Schlenk bottle, 0.44g potassium carbonate, 1mL tetrakistriphenylphosphopalladium toluene solution (0.02mmol / 10mL), 0.8mL methyl trioctyl Ammonium tribromide in toluene (280mg / 16mL) and 4mL of toluene, heated to 110°C, stirred for 72 hours under the protection of argon, then cooled to room temperature, and added 0.2g of phenylboronic acid toluene solution under argon atmosphere , and then react at 110°C for 12 hours, then lower to room temperature, drop 3-4 drops of bromobenzene in an argon atmosphere, and continue to react at 110°C for 12 hours. Cool to room temperature, settle with 250 mL of methanol and 30 mL of acetone mixed solvent, filter, dissolve the obtained polymer in dichloromethane, add 10 mL of hydrogen peroxide (3%, v / v) aqueous solution, and stir at room temperature for 5 hour, then dried with anhydro...

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Abstract

The invention discloses a thermal activation delayed fluorescence high-molecular compound which is prepared by using asymmetric thermal activation delayed fluorescence micromolecules as luminescent monomer and applying a Suzuki polymerization method. A strategy of connecting TADF micromolecules through a side chain is adopted, and polyspirofluorene, fluorene, carbazole, benzene or triphenylamine is used as a main chain, so that high triplet-state energy level of the main chain is guaranteed, the main chain can be ensured to have good hole transmission performance, prepared TADF high molecules can well inherit TADF characteristics of the micromolecules, and photoluminescence quantum yield and inverse intersystem crossing constant of certain high molecules are even higher than those of the micromolecules. The synthetic high-molecular compound has quite high glass transition temperature and thermal decomposition temperature and has quite good film-forming performance. When the high-molecular compound is applied in electroluminescent devices, highest current efficiency (38.6 cd / A), power efficiency (14.3 lm / W) and external quantum efficiency (16.1%) of current delayed fluorescence high molecules can be acquired by doping a main body and assistant TADF micromolecules.

Description

technical field [0001] The invention relates to the preparation of a thermally activated delayed fluorescent polymer material and a solution spin-coated OLED device prepared by using the thermally activated delayed fluorescent material. In particular, it relates to a method for further improving photoluminescent quantum yield to obtain high external quantum efficiency of organic electroluminescent devices by adding auxiliary TADF dopant. Background technique [0002] Organic light-emitting diodes (OLEDs) have great potential application value in the application of optoelectronic devices in the fields of display and lighting. Photoelectric conversion efficiency is one of the important parameters for evaluating OLEDs. Since the advent of organic light-emitting diodes, in order to improve the luminous efficiency of organic light-emitting diodes, various light-emitting material systems based on fluorescence and phosphorescence have been developed. OLEDs based on fluorescent mat...

Claims

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Application Information

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IPC IPC(8): C08G61/12C09K11/06
CPCC08G61/124C08G2261/122C08G2261/1424C08G2261/1428C08G2261/143C08G2261/1452C08G2261/3142C08G2261/316C08G2261/3241C08G2261/354C08G2261/5222C08G2261/95C09K11/06C09K2211/1416C09K2211/1433C09K2211/1466
Inventor 杨楚罗罗佳佳谢国华龚少龙
Owner WUHAN UNIV
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