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A kind of condensed ring compound and its preparation method and application

A compound and fused ring technology, applied in the field of fused ring compounds and their preparation, can solve the problems of inability to have both thermal stability and high triplet energy level, poor thermal stability, low glass transition temperature, etc., and reduce the potential barrier value. , Improve the effective transmission, increase the effect of effective injection

Active Publication Date: 2020-09-08
NINGBO LUMILAN NEW MATERIAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the defects of low glass transition temperature, amorphous film-forming property and poor thermal stability in the hole transport materials in the prior art, which cannot have both good thermal stability and high triplet energy level.

Method used

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  • A kind of condensed ring compound and its preparation method and application
  • A kind of condensed ring compound and its preparation method and application
  • A kind of condensed ring compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] This embodiment provides a condensed ring compound, which has the structure shown in the following formula C-1:

[0051]

[0052] The synthetic route of the compound shown in formula C-1 is as follows:

[0053]

[0054] The preparation method of the compound shown in formula C-1 specifically comprises the following steps:

[0055] (1) Preparation of intermediate (D)

[0056] Under nitrogen protection, in the four-necked flask of 500ml, add the compound shown in 24.3g (100mmol) formula (A) at room temperature, the compound shown in 24.7g (100mmol) formula (B), the toluene of 200ml, 19.2g ( 200mmol) sodium tert-butoxide, 91mg (0.1mmol) Pd 2 (dba)3, 0.6ml (0.3mmol) tri-tert-butylphosphine toluene solution (the mass fraction of tri-tert-butylphosphine in the tri-tert-butylphosphine toluene solution is 10%), after reflux reaction for 2 hours, add water to quench the reaction , the water phase was separated, and most of the solvent was removed by rotary evaporation, ...

Embodiment 2

[0063] This embodiment provides a condensed ring compound, which has the structure shown in the following formula C-2:

[0064]

[0065] The difference between the preparation steps of the compound shown in formula C-2 and the preparation steps of the compound shown in C-1 provided in Example 1 is only:

[0066] The compound represented by formula F-2 was used to replace the compound F-1 in step (3) of Example 1, and the yield was 85%.

[0067]

Embodiment 3

[0069] This embodiment provides a condensed ring compound, which has the structure shown in the following formula C-3:

[0070]

[0071] The difference between the preparation steps of the compound shown in formula C-3 and the preparation steps of the compound shown in C-1 provided in Example 1 is only:

[0072] The compound represented by formula F-3 was used to replace the compound F-1 in step (3) of Example 1, and the yield was 87%.

[0073]

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Abstract

The invention relates to the technical field of display, in particular to a fused ring compound and a preparation method and application thereof. The fused ring compound has a structure shown as a formula (I), has an appropriate HOMO energy level, can reduce barriers required to be overcome when holes are injected into a light-emitting layer from an anode increases effective injection of the holes, and is beneficial to reducing the working voltage of a device and improving the light-emitting efficiency of the device. The invention also provides an organic light-emitting device. At least one functional layer of the OLED contains the fused ring compound. The compound is used as a hole transport material, so that the working voltage of the OLED device can be reduced, and the current efficiency is improved.

Description

technical field [0001] The invention relates to the field of display technology, in particular to a condensed ring compound and its preparation method and application. Background technique [0002] Organic light-emitting diodes (organic light-emitting diodes, OLEDs) are more promising than liquid crystal display technology in the future due to their advantages of fast response, low energy consumption, self-illumination, wide color gamut, ultra-thin, foldable and flexible. The new display technology has attracted more and more people's attention. [0003] OLED is a carrier double-injection light-emitting device. The light-emitting mechanism is: driven by an external electric field, electrons and holes are injected into the organic light-emitting layer from the cathode and anode respectively, and recombine in the organic light-emitting layer to generate excitons. The radiative transition returns to the ground state and light is emitted. As early as the 1960s, Pope et al. fir...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/16H01L51/50H01L51/54
Inventor 张玉祥龚明明
Owner NINGBO LUMILAN NEW MATERIAL CO LTD
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