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A compound with a dibenzo five-membered heterocycle as the core and its application

A five-membered heterocycle and compound technology, applied in the field of semiconductors, can solve the problems of inability to balance electron transport and hole transport in the light-emitting layer, device efficiency and lifespan to be improved, and poor device stability, so as to improve the utilization rate of excitons and improve The effect of device efficiency and steric hindrance

Active Publication Date: 2022-04-29
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The internal electron transport and hole transport of the light-emitting layer material itself need to reach a proper balance to effectively prevent light emission at the interface. If the hole-type material and the electron-type material in the double host are not well matched, the device will be at the interface recombination, resulting in poor stability and short lifetime of the whole device
[0008] The double-host matching method in the prior art cannot achieve a proper balance between electron transport and hole transport in the light-emitting layer, and the efficiency and lifetime of the device still need to be improved

Method used

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  • A compound with a dibenzo five-membered heterocycle as the core and its application
  • A compound with a dibenzo five-membered heterocycle as the core and its application
  • A compound with a dibenzo five-membered heterocycle as the core and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Embodiment 1. Preparation of compound 1:

[0090]

[0091] (1) In a three-necked flask, under the protection of nitrogen, weigh 0.01mol of raw material A-1 and dissolve it in tetrahydrofuran, cool to -78°C, and then add 8ml of 1.6mol / L n-butyllithium tetrahydrofuran solution to the reaction system , after reacting for 3 hours at -78°C, add 0.013mol triisopropyl borate, react for 2h, then raise the reaction system to 0°C, add 10ml 2mol / L hydrochloric acid solution, stir for 3h, the reaction is complete, add ether to extract, the extract Add anhydrous magnesium sulfate to dry, spin evaporate, and recrystallize with ethanol solvent to obtain intermediate I-1;

[0092] (2) In the three-necked flask, under the protection of nitrogen, add 0.01mol intermediate I-1, 0.012mol raw material B-1, dissolve with mixed solvent (90ml toluene, 45ml ethanol), and then add 1×10 -4 mol Pd(PPh 3 ) 4 , 0.03molK 2 CO 3 Aqueous solution (2M), heating and reflux reaction for 15 hours, s...

Embodiment 4

[0094] Example 4. Preparation of compound 33:

[0095]

[0096] (1) In a three-necked flask, under the protection of nitrogen, weigh 0.01mol of raw material A-2 and dissolve it in tetrahydrofuran, cool to -78°C, and then add 8ml of 1.6mol / L n-butyllithium tetrahydrofuran solution to the reaction system , after reacting for 3 hours at -78°C, add 0.013mol triisopropyl borate, react for 2h, then raise the reaction system to 0°C, add 10ml 2mol / L hydrochloric acid solution, stir for 3h, the reaction is complete, add ether to extract, the extract Add anhydrous magnesium sulfate to dry, spin evaporate, and recrystallize with ethanol solvent to obtain intermediate I-2;

[0097] (2) In the three-neck flask, under the protection of nitrogen, add 0.01mol intermediate I-2, 0.012mol raw material B-1, dissolve with mixed solvent (90ml toluene, 45ml ethanol), and then add 1×10 -4 mol Pd(PPh 3 ) 4 , 0.03molK 2 CO 3 Aqueous solution (2M), heated and refluxed for 15 hours, sampling plat...

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Abstract

The invention discloses a compound with a dibenzo five-membered heterocycle as the core and an application thereof, belonging to the technical field of semiconductors. The structure of the compound provided by the present invention is shown in general formula (1) or general formula (2); The compound of the present invention contains a dibenzo five-membered heterocyclic core structure, has suitable HOMO and LUMO energy levels, and is relatively high The triplet energy level (T1) and the lower dipole moment. After the compound of the invention is applied to an OLED device, the luminous efficiency and service life of the device can be effectively improved.

Description

technical field [0001] The invention relates to a compound with a dibenzo five-membered heterocycle as the core and an application thereof, belonging to the technical field of semiconductors. Background technique [0002] When an organic electroluminescent device includes an anode, a cathode, and an organic functional layer arranged between the anode and the cathode, the organic functional layer is a general term for all layers between the cathode and the anode. The organic functional layer comprises an emitting layer, there may be a hole-transporting region between the anode and the emitting layer, and there may be an electron-transporting region between the emitting layer and the cathode. Holes from the anode can migrate to the light emitting layer through the hole transport region, and electrons from the cathode can migrate to the light emitting layer through the electron transport region. Carriers (holes and electrons) recombine in the light-emitting layer to generate e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/14C07D409/14C07D209/86C07D401/14C07D403/14C07D491/048C07D519/00C07D487/04C07D495/04C09K11/06H01L51/50H01L51/54
CPCC07D405/14C07D409/14C07D209/86C07D401/14C07D403/14C07D491/048C07D519/00C07D487/04C07D495/04C09K11/06C09K2211/1029C09K2211/1088C09K2211/1011C09K2211/1007C09K2211/1044C09K2211/1033C09K2211/1037C09K2211/1092H10K85/622H10K85/615H10K85/654H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K50/11
Inventor 陈海峰殷梦轩李崇崔明
Owner JIANGSU SUNERA TECH CO LTD
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