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Polycyclic aromatic hydrocarbon compound used as electroluminescent material and light-emitting device thereof

An electroluminescent material and aromatic ring technology, which can be applied to luminescent materials, compounds of Group 5/15 elements of the periodic table, compounds containing elements of Group 3/13 of the periodic table, etc., which can solve the problem of insufficient redox stability. , the emission spectrum is large, the color purity is not good enough, etc.

Active Publication Date: 2018-09-28
YANTAI XIANHUA OPTOELECTRONICS INST CORP LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The small conjugated aromatic ring system has a large HOMO-LUMO energy difference, but its redox stability is not good enough, and the emission spectrum often has a large shoulder peak, which is likely to cause poor color purity; while the aromatic ring system with a large conjugated ring The system has good redox stability, but it is easy to produce a relatively small HOMO-LUMO energy difference, and it is also easy to produce a low-energy triplet excited state, which is not suitable as a blue light-emitting material

Method used

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  • Polycyclic aromatic hydrocarbon compound used as electroluminescent material and light-emitting device thereof
  • Polycyclic aromatic hydrocarbon compound used as electroluminescent material and light-emitting device thereof
  • Polycyclic aromatic hydrocarbon compound used as electroluminescent material and light-emitting device thereof

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Effect test

Embodiment 1

[0047] For the synthesis of compound 1, the reaction equation is as follows:

[0048] (1)

[0049]

[0050] (2)

[0051]

[0052] Specific steps are as follows:

[0053] (1) In a 250mL flask, add 2-bromo-N-ethylaniline R A1 6.0g (30mmol), R C1 4.16g (12mmol), potassium carbonate 3.4g (25mmol), 100ml of toluene, 15ml of ethanol, 15ml of deionized water, under nitrogen protection, add tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 1.2g (0.1mmol), slowly heated to 65°C, stirred and refluxed for 18 hours, stopped the reaction, cooled to room temperature, separated liquids, collected the organic phase, and removed the solvent to obtain intermediate INT1 A1 2.9g (8mmol, yield 67%);

[0054] (2) Under the protection of nitrogen, the intermediate INT1 A1 Dissolve 2.9g (8mmol) in 100ml o-xylene, then add 2.9ml of 2.5mol / L n-butyllithium hexane solution dropwise. After the addition is complete, heat up to 70°C, stir for 4 hours, and then heat up to 100°C Then the hexane was distilled off. A...

Embodiment 2

[0056] Refer to the method of Example 1 to synthesize compound 3, the difference is that in step (2), R C2 Instead of R C1 , Compound 3 is obtained through the same reaction.

Embodiment 3

[0058] Compound 8 was synthesized by referring to the method in Example 1, except that in step (1), R A2 Instead of R A1 , Compound 8 was obtained through the same reaction.

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and relates to a polycyclic aromatic hydrocarbon compound used as an electroluminescent material and application. The polycyclic aromatic hydrocarbon compound is of a molecular structure as shown in a formula (1): as shown in the specification. The polycyclic aromatic hydrocarbon compound provided by the invention isformed by connecting small conjugate aromatic nucleuses through elements or groups such as boron, phosphorus and oxygen; small conjugate ring systems are connected by adopting non-carbon bridge groupsto reduce the strong conjugate interaction among multiple rings, thereby suppressing the delocalization degree of HOMO and LUMO; an energy difference of HOMO-LUMO cannot be too small, and the T1 energy level is also not too small; therefore, the compound has a relatively large HOMO-LUMO energy difference, and can emit high-quality blue, sky blue and dark blue light.

Description

Technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and particularly relates to a class of polycyclic aromatic compounds and their light-emitting devices. Background technique [0002] As an emerging display technology, organic electroluminescence technology has the advantages of high brightness, low driving voltage, high luminous efficiency, simple structure, and large viewing angle, and has a very broad application prospect. At present, among the red, green, and blue primary color materials used to prepare full-color organic light-emitting diodes, red light materials and green light materials have basically reached industrial requirements, while blue light materials are in terms of fluorescence efficiency, color purity, lifespan, and brightness. There is still a long way to go to industrial applications, which has become a technical problem for the industry. [0003] Currently, blue light materials mainly use carbazole, anthrac...

Claims

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Application Information

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IPC IPC(8): C07F5/02C07F5/06C07F5/00C07F9/6584C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F5/003C07F5/022C07F5/069C07F9/6584C07F9/65848C09K2211/1055C09K2211/1044C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1092C09K2211/1088H10K85/636H10K85/626H10K85/631H10K85/654H10K85/657H10K50/12H10K85/6572
Inventor 陈跃丰佩川王培祥胡灵峰杨阳李伟超王鹏程
Owner YANTAI XIANHUA OPTOELECTRONICS INST CORP LTD
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