Thermally activated delayed fluorescence polymer host material with aggregation-induced fluorescence property

A technology of aggregation-induced fluorescence and thermal activation delay, applied in the field of compounds, can solve problems such as increasing workload, and achieve the effects of increasing cost, reducing cost, and high thermal stability

Pending Publication Date: 2022-02-18
JIANGSU OCEAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The lengthy experimental process will undoubtedly greatly increase the workload

Method used

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  • Thermally activated delayed fluorescence polymer host material with aggregation-induced fluorescence property
  • Thermally activated delayed fluorescence polymer host material with aggregation-induced fluorescence property
  • Thermally activated delayed fluorescence polymer host material with aggregation-induced fluorescence property

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Experimental program
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Effect test

Embodiment 1

[0020] Embodiment 1: the synthesis of C2

[0021]

[0022] 3,6-Di-tert-butyl-9H-carbazole (5.31 g, 19.0 mmol) was added to a solution of sodium hydride (0.36 g, 15.3 mmol) in anhydrous THF (100 mL) at room temperature under nitrogen atmosphere. After stirring vigorously for 30 minutes, 2,3,5,6-tetrafluoro-4-(4-(2-(4-((4-vinylbenzyl)oxy)phenyl)propan-2-yl)benzene was added oxy)benzonitrile (2.00 g, 3.8 mmol). The mixture was stirred at room temperature for 24 hours. After the reaction was completed, it was poured into distilled water (50 mL), and a yellow solid was precipitated. The resulting solid was filtered, the yellow solid was dried, and purified by silica gel column chromatography to obtain bright yellow powder (s)-2,3,5,6-tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl )-4-(4-(2-(4-((4-vinylbenzyl)oxy)phenyl)propan-2-yl)phenoxy)benzonitrile (4.52 g, 77% yield).

[0023] Polymers were synthesized by free radical polymerization using azobisisobutyronitrile (AIBN) as a ...

Embodiment 2

[0024] Embodiment 2: the synthesis of C3

[0025]

[0026] (4-((4-vinylbenzyl)oxy)phenyl)prop-2-yl)phenol (0.097g, 0.31mmol), (2S,3R,4R,6S)-2,3,4, 6-Tetra(4-((9H-carbazol-9-yl)oxy)-9H-carbazol-9-yl)-5-fluorobenzonitrile (0.42g, 0.28mmol) and K2CO3 (0.12g, 0.87 mmol) was dissolved in DMF (30 mL). After the mixture was stirred at room temperature for 20 hours, the organic solvent was evaporated to give a yellow crude product. Then, the crude product was further purified by silica gel column chromatography to obtain yellow powder (2S,3R,4R,6S)-2,3,4,6-tetrakis(4-((9H-carbazol-9-yl)oxy )-9H-carbazol-9-yl)-5-(4-(2-(4-((4-vinylbenzyl)oxy)phenyl)propan-2-yl)phenoxy)benzonitrile Benzonitrile (0.45 g, 88% yield).

[0027] The polymerization process is the same as above.

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Abstract

The invention discloses a thermally activated delayed fluorescence polymer host material with aggregation-induced fluorescence property. According to the invention, the material contains TADF molecules, so that the material has TADF characteristics, is a novel homopolymer host material which is based on cyanophenyl and is simple in synthesis process, and can be used for constructing a solution processing type organic light emitting diode (OLED) together with a small-molecule TADF emitter; the homopolymer has high triplet energy, excitons can be effectively limited in a light-emitting layer, and aggregation quenching of the excitons is effectively inhibited by the AIE characteristic; due to the higher molecular weight of the homopolymer, the solubility of the polymer is better, and the homopolymer can be used as a host material and a small molecule guest material to prepare a solution-treated OLED (Organic Light Emitting Diode) together; and a cyanophenyl TADF polymer and a synthesis process thereof in the absence of any catalyst and noble metal are provided.

Description

technical field [0001] The invention specifically relates to a class of thermally activated delayed fluorescent polymer host materials with aggregation-induced fluorescent properties, and belongs to the technical field of compounds. Background technique [0002] Thermally activated delay (TADF) organic materials have attracted extensive attention in the field of organic light-emitting devices (OLEDs) due to their 100% internal quantum efficiency and environmental friendliness without using any heavy metals. Due to the extremely small energy gaps (ΔEST) of the singlet (S1) and triplet (T1) states, T1 can be transferred to S1 via reverse intersystem crossing (RISC), leading to a longer excitonic lifetime of the TADF emitter. Similar to phosphorescent complexes, most TADF emitters undergo multiple exciton quenching phenomena during device operation, such as triplet-triplet annihilation (TTA), singlet-triplet annihilation (STA), and triplet Polaron annihilation (TPA). To impro...

Claims

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Application Information

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IPC IPC(8): C08F112/32C09K11/06
CPCC08F112/32C09K11/06C09K2211/1466C09K2211/1416C09K2211/1433
Inventor 班鑫鑫周涛张开志曹清鹏徐慧葛凤洁朱鹏
Owner JIANGSU OCEAN UNIV
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