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Compound, display panel and display device

A compound, unsubstituted technology, applied in the field of organic electroluminescent materials, can solve the problems of concentration quenching, performance degradation of OLED display devices, triplet-triplet annihilation, etc., and achieves reduced intermolecular stacking and good thermodynamic stability. , the effect of increasing the triplet energy level

Pending Publication Date: 2021-11-19
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, phosphorescent materials may cause triplet-triplet annihilation and concentration quenching at high current densities, resulting in attenuation of the performance of OLED display devices.

Method used

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  • Compound, display panel and display device
  • Compound, display panel and display device
  • Compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0127] Synthesis of Compound M003

[0128]

[0129] Under nitrogen protection, compound X010 (10.5 mmol) was weighed and added to a 500 mL two-necked flask, and 80 mL of dry anhydrous tetrahydrofuran was added to dissolve X010. NaH (stored in 60% oil, 11.0 mmol) was repeatedly washed with n-hexane three times, added to a two-necked flask in batches, and stirred for 1 h. Then X009 (5 mmol) was added to the two-necked flask, reacted at room temperature, and stirred overnight. Quench the reaction with methanol and water, extract with dichloromethane, collect the organic phase, and wash with anhydrous Na 2 SO 4 Dry processing. The dried solution was filtered, and the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was purified by silica gel column chromatography and finally by sublimation to give solid X011 (3.1 mmol, 62%).

[0130] Obtained by liquid chromatography-mass spectrometry analysis:

[0131] MALDI-TOF MS: m / z calcd for C6...

Embodiment 2

[0141] Synthesis of Compound M002

[0142]

[0143] Under nitrogen protection, compound X010 (10.5 mmol) was weighed and added to a 500 mL two-necked flask, and 80 mL of dry anhydrous tetrahydrofuran was added to dissolve X010. NaH (stored in 60% oil, 11.0 mmol) was repeatedly washed with n-hexane three times, added to a two-necked flask in batches, and stirred for 1 h. Then X006 (5 mmol) was added to the two-necked flask, reacted at room temperature, and stirred overnight. Quench the reaction with methanol and water, extract with dichloromethane, collect the organic phase, and wash with anhydrous Na 2 SO 4 Dry processing. The dried solution was filtered, and the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was purified by silica gel chromatography, and finally purified by sublimation to obtain solid X012 (yield 68%).

[0144] Obtained by liquid chromatography-mass spectrometry analysis:

[0145] MALDI-TOF MS: m / z calcd for C...

Embodiment 3

[0155] Synthesis of Compound M001

[0156]

[0157] Under nitrogen protection, compound X010 (10.5 mmol) was weighed and added to a 500 mL two-necked flask, and 80 mL of dry anhydrous tetrahydrofuran was added to dissolve X010. NaH (stored in 60% oil, 11.0 mmol) was repeatedly washed with n-hexane three times, added to a two-necked flask in batches, and stirred for 1 h. Then X003 (5 mmol) was added to the two-necked flask, reacted at room temperature, and stirred overnight. The reaction was quenched with methanol and water, extracted with dichloromethane, and the organic phase was collected and dried over anhydrous Na2SO4. The dried solution was filtered, and the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was purified by silica gel column chromatography, and finally purified by sublimation to obtain solid X013 (yield 74%).

[0158] Obtained by liquid chromatography-mass spectrometry analysis:

[0159] MALDI-TOF MS: m / z calcd ...

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Abstract

The invention discloses a compound, a display panel and a display device. The compound has a structure as shown in a formula I, and in the formula I, Ar1 and Ar2 independently represent at least one of a hydrogen atom, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C20 heteroaryl group, a substituted or unsubstituted C12-C40 arylamine group, a substituted or unsubstituted C12-C40 carbazolyl group and a substituted or unsubstituted C18-C40 acridinyl group respectively; D1 and D2 each independently represent at least one of a substituted or unsubstituted arylamine group of C12 to C40, a substituted or unsubstituted carbazolyl group of C12 to C40, and a substituted or unsubstituted acridinyl group of C18 to C40; each of L1 and L2 independently represents a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C20 heteroaryl group; and m and n are respectively and independently selected from 0, 1 or 2.

Description

technical field [0001] The present application relates to the technical field of organic electroluminescent materials, in particular to compounds, display panels and display devices. Background technique [0002] Organic Light Emitting Diode (OLED) display devices utilize the photoelectric functional properties of compounds to directly convert electrical energy into light energy. The OLED display device belongs to the carrier injection type of luminescence. The holes injected through the anode and the electrons injected from the cathode recombine in the light-emitting layer to form excitons, which are emitted in the form of light energy. [0003] Compounds can be classified into fluorescent materials derived from a singlet excited state of electrons and phosphorescent materials derived from a triplet excited state of electrons according to the light-emitting host. The quantum efficiency of the fluorescent material does not exceed 25%, and the rest of the energy is converted...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6568H01L51/54H01L51/50
CPCC07F9/65685H10K85/615H10K85/631H10K85/653H10K85/636H10K85/626H10K85/633H10K85/654H10K85/655H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K85/40H10K50/11
Inventor 高威翟露张磊代文朋冉佺卢艳匡立莲
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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