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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 of Group 4/14 elements of the periodic table, etc., can solve the triplet excited state of low energy, Redox stability is not good enough, not suitable for blue light emitting materials and other problems

Active Publication Date: 2020-07-07
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

[0061] The synthesis of compound 1, the reaction equation is as follows:

[0062] (1)

[0063]

[0064] (2)

[0065]

[0066] The specific preparation method is as follows:

[0067] (1) In a 250mL three-necked flask, add R1a 5.0g (20mmol), R2a 4.4g (11mmol), potassium carbonate 3.4g (25mmol), toluene 80ml, ethanol 10ml, deionized water 10ml, nitrogen protection, add tetratriphenyl Palladium Phosphine Pd(PPh 3 ) 4 1.2g (0.1mmol), slowly warming up to 65°C, stirring and refluxing for 18 hours, stopping the reaction, cooling down to room temperature, separating the liquids, collecting the organic phase, removing the solvent to obtain 3.4g (7mmol, yield 69%) of intermediate INT1a ;

[0068] (2) Under the condition of nitrogen protection, 3.4g (7mmol) of intermediate INT1a (7mmol) and 100ml of o-xylene were added to a 250ml three-necked flask at 0 degrees Celsius, and then 2.5mol / L n-butyllithium hexane solution was added dropwise 2.9ml, after the dropwise addition, the...

Embodiment 2

[0070] The synthesis of compound 2, the reaction equation is as follows:

[0071] (1)

[0072]

[0073] (2)

[0074]

[0075] The specific preparation method refers to Example 1, the difference is that in step (1) R1b is used to react with R2a to obtain INT2b; INT2b undergoes step (2) to generate product Pb (compound 2).

Embodiment 3

[0077] The synthesis of compound 3, reaction equation is as follows:

[0078] (1)

[0079]

[0080] (2)

[0081]

[0082] The specific preparation method refers to Example 1, the difference is that in step (1) R1c is used to react with R2a to generate INT2c; INT2c undergoes step (2) to generate product Pc (compound 3).

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Abstract

The invention relates to a polyaromatic ring compound used as an electroluminescent material and a light-emitting device thereof, which has a molecular structure as shown in formula (1). The group connects small conjugated aromatic rings into polyaromatic ring compounds. The HOMO-LUMO energy difference of this type of compound is easy to adjust, so as to realize the adjustment of the color of emitted light. This type of material can emit light in the dark blue to green range, and is suitable for use as an active material. Luminescent materials in electroluminescent devices.

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): C07F5/00C07F5/02C07F5/06C07F7/10C07F7/30C07F9/6584C09K11/06H01L51/54
CPCC09K11/06C07F5/003C07F5/022C07F5/069C07F7/10C07F7/30C07F9/6584C07F9/65846C07F9/65848C09K2211/1007C09K2211/1029C09K2211/1033C09K2211/104C09K2211/1044C09K2211/1055C09K2211/1059C09K2211/1088C09K2211/1092H10K85/655H10K85/626H10K85/654H10K85/6572H10K85/657
Inventor 陈跃丰佩川胡灵峰杨阳王培祥张国选刘鹏
Owner YANTAI XIANHUA OPTOELECTRONICS INST CORP LTD
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