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Blue light-emitting compound, organic electroluminescent device and its application

A light-emitting compound, blue technology, applied in the direction of electric solid-state devices, silicon organic compounds, compounds of group 4/14 elements of the periodic table, etc., can solve the problems of low blue light emission efficiency, short life, blue light generation, etc., and achieve improved Luminous efficiency, improvement of luminous efficiency and service life, effect of reducing driving voltage

Active Publication Date: 2020-07-14
NANJING TOPTO MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The triplet bandgap of CBP is sufficient to produce green and red light, but it is too small to produce blue light in exothermic transitions
Since the CBP body cannot release heat and emit blue light, it may cause problems of low blue light emission efficiency and short life
[0005] In order to overcome the above drawbacks, mCP (1,3-biscarbazolyl-9-yl-benzene) compounds having a larger triplet band gap than CBP compounds have been used, however, they have very low molecular weight and low stability

Method used

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  • Blue light-emitting compound, organic electroluminescent device and its application
  • Blue light-emitting compound, organic electroluminescent device and its application
  • Blue light-emitting compound, organic electroluminescent device and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] a blue light-emitting compound

[0055]

[0056] Compound 32 was prepared by the following method:

[0057] Synthesis of intermediate (1)

[0058] 【Reaction 1】

[0059]

[0060] In a 1L three-necked flask, put 33.6g (100mmol) of 1,8-dibromophenanthrene, dissolve it with 600ml of glacial acetic acid, and add 63.9g of Br 2 (400mml). After the dropwise addition, the temperature was raised to 120° C., and the mixture was refluxed for 18 hours. After the reaction is complete, add saturated Na 2 SO 3 The solution was stirred for 1 hour to form a solid, which was suction filtered, and the filter cake was rinsed with water and once with ethanol. After drying, it was recrystallized with toluene and ethanol to obtain 33.6 g of intermediate (1), with a yield of 81%.

[0061] Synthesis of intermediate (2)

[0062] 【Reaction 2】

[0063]

[0064] Add 33.6g (81mmol) of intermediate (1) and 24.1g (89.1mmol) of 8-iodo-2-hydroxynaphthalene obtained by reaction formula [1...

Embodiment 2

[0072] a blue light-emitting compound

[0073]

[0074] Compound 51 is synthesized by the following methods:

[0075] Synthesis of intermediate (1)

[0076] 【Reaction 4】

[0077]

[0078] In a 1L three-necked flask, put 33.6g (100mmol) of 1,8-dibromophenanthrene, dissolve it with 600ml of glacial acetic acid, and add 63.9g of Br 2(400mml). After the dropwise addition, the temperature was raised to 120° C., and the mixture was refluxed for 18 hours. After the reaction is complete, add saturated Na 2 SO 3 After the solution was stirred for 1 hour, a solid was formed, which was suction filtered, and the filter cake was washed with water and once with ethanol. After drying, it was recrystallized with toluene and ethanol to obtain 35.7 g of intermediate (1), with a yield of 86%.

[0079] Synthesis of intermediate (2)

[0080]

[0081] Add 35.7g (86mmol) and 25.5g (94.6mmol) of 8-iodo-2-hydroxynaphthalene of the intermediate (1) obtained in [Reaction Formula 4] into ...

Embodiment 3

[0105] a blue light-emitting compound

[0106]

[0107] Compound 54 was synthesized by the following method:

[0108] Synthesis of intermediate (7)

[0109] 【Reaction 10】

[0110]

[0111] Feed 25.7g (100mmol) of 1-bromophenanthrene in a 2L three-necked flask, use trifluoroacetic acid as a solvent (500ml), add 7.6g (78.4mmol) of concentrated nitric acid, heat to 90°C, and reflux for 12 hours. After the reaction was completed, cool to room temperature, add 1L of water, and a solid was formed. After the temperature dropped, filter with suction, and the obtained filter cake was washed with water several times, recrystallized with ethanol, and dried to obtain 26.9g of intermediate (7). The yield was was 89%.

[0112] Synthesis of intermediate (8)

[0113] 【Reaction 11】

[0114]

[0115] Add 26.9g (89mmol) of the intermediate (7) obtained by the reaction formula [10] into a 2L three-necked flask, use a three-way connection, pump nitrogen three times, and use ethanol / T...

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PUM

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Abstract

The invention relates to the field, in particular, it provides a blue light-emitting compound, an organic electroluminescence device and applications thereof. The structural formula of the blue light-emitting compound is as follows: wherein, R1 and R4 are independently substituted or unsubstituted phenyl, naphthyl, phenanthryl, anthracenyl, phenanthridine, biphenyl, pyridyl, pyrimidyl or Any of the triazinyl groups; R2, R3 and R5 are all independently hydrogen, C1-C20 straight-chain or branched-chain alkyl, substituted or unsubstituted phenyl, naphthyl, phenanthrenyl, anthracenyl, phenanthrene Any one of pyridine, biphenyl, pyridyl, pyrimidinyl or triazinyl. The organic electroluminescent device of the present invention adopts the above-mentioned blue light-emitting compound as a host material, so that the organic electroluminescent device has excellent performances of high efficiency and long life.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to a blue luminescent compound, an organic electroluminescent device and applications thereof. Background technique [0002] At present, most flat-panel displays are liquid crystal displays (LCDs, liquid crystal displays), but efforts have been made all over the world to develop new types of flat-panel displays that are more economical, superior in performance, and different from LCD displays. Screen. Recently, organic electroluminescent devices, which are attracting attention as next-generation flat panel displays, have many advantages compared with liquid crystal displays, such as self-illumination, wide viewing angle, low driving voltage, fast response speed, and flexible display lights. Since its invention in the 1980s, organic electroluminescent devices have been used in industries, such as cameras, computers, mobile phones, TV drama displays, etc. Due to the continuous in...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/78C07D405/04C07D405/10C07D405/14C07D407/10C07F7/08C09K11/06H01L51/54
CPCC09K11/06C07D311/78C07D405/04C07D405/10C07D405/14C07D407/10C07F7/0812C09K2211/1059C09K2211/1044C09K2211/1088C09K2211/1029H10K85/615H10K85/626H10K85/654H10K85/6572H10K85/6574H10K85/40C09K2211/1048C09K2211/1062C09K2211/1033H10K50/11H10K50/80
Inventor 不公告发明人
Owner NANJING TOPTO MATERIALS CO LTD