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Thermal-active delayed fluorescence material and organic light-emitting element

A technology of delayed fluorescence and thermal activity, which is applied in the field of fluorescent materials and light-emitting elements, can solve problems such as the chemical stability of indole groups, and achieve high luminous efficiency

Inactive Publication Date: 2020-02-14
ZHEJIANG HONGWU TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, due to concerns about the chemical stability of indole groups, the research on TADF materials using indolyl-substituted carbazole groups as donor moieties has not attracted the attention of industry and academia.

Method used

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  • Thermal-active delayed fluorescence material and organic light-emitting element
  • Thermal-active delayed fluorescence material and organic light-emitting element
  • Thermal-active delayed fluorescence material and organic light-emitting element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049]

[0050] Synthetic steps:

[0051] 1. Synthesis of Intermediate I:

[0052] 5-Dimethylbromoindole (1.56g 7mmol), iodobenzene (0.56ml 5mmol), CuI (0.191g 1mmol), CsCO3 (3.26g 10mmol) were placed in a 25ml three-necked reaction flask to replace nitrogen, and 15ml ultra-dry DMF was added , replacing nitrogen. Reaction at 120°C for 16h.

[0053] Post-processing:

[0054] 1. Point board monitoring;

[0055] 2. Concentrate to dryness, dissolve in DCM, filter, wash the filter cake with DCM, concentrate the filtrate, and mix with silica gel;

[0056] 3. The petroleum ether system was passed through the column to obtain 0.77g of intermediate I, with a yield of 40%;

[0057] 4. Zoom in 3 times and re-cast.

[0058] Two, the synthesis of intermediate II

[0059] 1. Intermediate I (0.56g 1.9mmol), 3-boronate carbazole (0.61g 2.09mmol), potassium carbonate (0.79g5.7mmol), tetrakistriphenylphosphine palladium (0.11g 0.1mmol), THF 15ml, Put 7ml of water in a 100ml three-nec...

Embodiment 2

[0075]

[0076] Synthetic steps:

[0077] 1. Synthesis of Intermediate I:

[0078] 5-Bromoindole (1.36g 7mmol), iodobenzene (0.56ml 5mmol), CuI (0.191g 1mmol), CsCO3 (3.26g 10mmol) were placed in a 25ml three-necked reaction flask to replace nitrogen, and 15ml ultra-dry DMF was added to replace nitrogen . Reaction at 120°C for 16h.

[0079] Post-processing:

[0080] 1. Point board monitoring;

[0081] 2. Concentrate to dryness, dissolve in DCM, filter, wash the filter cake with DCM, concentrate the filtrate, and mix with silica gel;

[0082] 3. The petroleum ether system was passed through the column to obtain 0.68g of intermediate I, with a yield of 38%;

[0083] 4. Zoom in 3 times and re-cast.

[0084] Two, the synthesis of intermediate II

[0085] 1. Intermediate I (0.52g 1.9mmol), 3-boronate carbazole (0.61g 2.09mmol), potassium carbonate (0.79g5.7mmol), tetrakistriphenylphosphine palladium (0.11g 0.1mmol), THF 15ml water 7ml was placed in a 100ml three-neck bottl...

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PUM

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Abstract

The invention provides a thermal-active delayed fluorescence material and an organic light-emitting element. A charge transport material contains a compound represented by general formula (1), whereinR1-R8 each independently represent a hydrogen atom or a substituent, and at least one of R1-R8 is a substituted or unsubstituted indolyl group; Ar1-Ar3 each independently represent a substituted or unsubstituted aromatic ring or heteroaromatic ring. The compound provided by the invention can emit thermally active delayed fluorescence, and the organic light-emitting element prepared based on the compound provided by the invention has relatively high light-emitting efficiency.

Description

technical field [0001] The invention relates to a fluorescent material and a light-emitting element, in particular to a heat-activated delayed fluorescent material and an organic light-emitting element. Background technique [0002] Organic light emitting diodes (Organic Light Emitting Diodes, OLEDs) have received great attention due to their applications in the fields of flat panel displays and lighting. Among them, the performance of the luminescent material has a significant impact on the performance of the entire device. [0003] Thermally Activated Delayed Fluorescence (TADF) materials achieve 100% luminous efficiency through inverse conversion of triplet excitons, and their luminous efficiency can be comparable to that of phosphorescent materials. It has attracted attention for its high efficiency, no need for precious metals, and low cost. Among them, due to concerns about the chemical stability of indole groups, the research on TADF materials using indolyl-substitu...

Claims

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Application Information

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IPC IPC(8): C07D403/14C09K11/06H01L51/50H01L51/54
CPCC07D403/14C09K11/06C09K2211/1029C09K2211/1059H10K85/654H10K85/6572H10K50/11
Inventor 苏立武蒋勇诗赵理张其胜
Owner ZHEJIANG HONGWU TECH CO LTD
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