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A class of polyaromatic ring compounds used as electroluminescent materials and light-emitting devices 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. Large spectrum, unsuitable for blue light emitting materials, etc.

Active Publication Date: 2020-06-30
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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  • A class of polyaromatic ring compounds used as electroluminescent materials and light-emitting devices thereof
  • A class of polyaromatic ring compounds used as electroluminescent materials and light-emitting devices thereof
  • A class of polyaromatic ring compounds used as electroluminescent materials and light-emitting devices thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 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), toluene 100ml, ethanol 15ml, deionized water 15ml, under the condition of nitrogen protection, add tetrakis triphenylphosphine palladium Pd (PPh 3 ) 4 1.2g (0.1mmol), slowly warm up to 65°C, stir and reflux for 18 hours, stop the reaction, cool down to room temperature, separate the liquids, collect the organic phase, and remove the solvent to obtain the intermediate INT1 A1 2.9g (8mmol, yield 67%);

[0054] (2) Under the condition of nitrogen protection, and at 0°C, the intermediate INT1 A1 Dissolve 2.9g (8mmol) in 100ml o-xylene, then add dropwise 2.9ml of 2.5mol / L n-butyllithium hexane solution, after the dropwise addition, heat up to 70°C, stir for 4 hours, then heat up to 1...

Embodiment 2

[0056] Synthetic compound 3 with reference to the method for embodiment 1, difference is that adopt R in step (2) C2 instead of R C1 , Compound 3 was obtained through the same reaction.

Embodiment 3

[0058] Compound 8 is synthesized according to the method of Example 1, except that R is used in step (1). 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 optoelectronic materials, and relates to a class of polyaromatic ring compounds used as electroluminescent materials and their applications. The polyaromatic ring compounds have a molecular structure as shown in formula (1): the polyaromatic compound provided by the invention Cyclic compounds connect small conjugated aromatic rings into polyaromatic ring compounds through elements or groups such as boron, phosphorus and oxygen, and use non-carbon bridging groups to connect small conjugated ring systems, which can reduce the strong conjugation between polycyclic rings interaction, thereby inhibiting the degree of delocalization of HOMO and LUMO, so that the energy difference of HOMO‑LUMO will not become too small, and the T1 energy level will not be too low, so this type of compound has a larger HOMO‑LUMO Poor energy, 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 in particular relates to a class of polycyclic aromatic compounds and a light emitting device thereof. 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 met the requirements of industrialization, while blue light materials have excellent performance in terms of fluorescence efficiency, color purity, lifespan, and brightness. There is still a large distance from industrial application, which has become a technical problem in this industry. [0003] At present, blue...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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