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Triazine compounds containing deuterated phenyl groups and their applications and organic electroluminescent devices

A technology of triazine compound and deuterated benzene, applied in the field of organic electroluminescence devices, can solve the problems of voltage, efficiency and service life not meeting the requirements, device performance indicators not meeting the use requirements, etc., so as to improve the utilization rate and reduce the Effect of energy loss and improvement of current efficiency

Active Publication Date: 2021-03-12
BEIJING GREEN GUARDEE TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, light-emitting polymers, oligomers, or dendrimers are used to achieve solution processing, but the device performance indicators of these materials are far from meeting the requirements for use.
[0005] However, no matter which of the above situations, the voltage, efficiency and service life still cannot meet the requirements, and need to continue to improve and improve

Method used

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  • Triazine compounds containing deuterated phenyl groups and their applications and organic electroluminescent devices
  • Triazine compounds containing deuterated phenyl groups and their applications and organic electroluminescent devices
  • Triazine compounds containing deuterated phenyl groups and their applications and organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0080]The preferred solvent for the preparation of organic electroluminescent devices of the present invention is selected from toluene, anisole, o-xylene, m-xylene, p-xylene, methyl benzoate, mesitylene, tetralin, ortho-dimethoxy Benzene, THF, methyl-THF, THP, chlorobenzene, phenoxytoluene, especially 3-phenoxytoluene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene Methylbenzene, 1-methylnaphthalene, 2-methylbenzothiazole, 2-phenoxyethanol, 2-pyrrolidone, 3-methylanisole, 4-methylanisole, 3,4-di Methyl Anisole, 3,5-Dimethyl Anisole, Acetophenone, Benzothiazole, Butyl Benzoate, Isopropanol, Cumene, Cyclohexanol, Cyclohexanone, Cyclohexylbenzene, Decalin, dodecylbenzene, methyl benzoate, NMP, p-methylisocyanobenzene, phenetole, 1,4-diisopropylbenzene, dibenzyl ether, diethylene glycol butyl methyl ether, Triethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, triethylene glycol dibutyl ether, diethylene glycol monobutyl ether, tripropylene glycol dimeth...

preparation example 1

[0093] Preparation example 1: the compound shown in preparation formula (1-1)

[0094]

[0095]

[0096] Synthesis of intermediate 1-1-1: Dissolve 0.1mol of 1-aminodibenzothiophene in 200ml of acetic acid, heat up to 50°C, add 0.06mol of potassium iodide, then add 0.03mol of potassium iodate in three batches, add the second After one batch, the reaction solution turns red, and then the next batch of potassium iodate is added when it changes from red to white, and the degree of conversion of the reaction is monitored. After the reaction is completed, the intermediate 1-1-1 is obtained by suction filtration (yield 45%) ).

[0097] Calculated value C12H8INS: 325.17±1.1H-NMR (400MHz, CDCl 3 )(ppm) δ=6.27~6.28(2H, s), 6.65~6.66(1H, d), 7.35~7.36(1H, d), 7.50~7.52(2H, m), 7.98~7.99(1H, m) , 8.45-8.46 (1H, m).

[0098] Synthesis of Intermediate 1-1-2: Dissolve 0.045mol of Intermediate 1-1-1 in 150ml of N,N-dimethylformamide, raise the temperature to 50°C, add dropwise 50ml o...

preparation example 2

[0108] Preparation example 2: the compound shown in preparation formula (1-2)

[0109]

[0110] Synthesis of Intermediate 1-2-1: The synthesis method was the same as that of Intermediate 1-1-4 to obtain Intermediate 1-2-1 (53% yield).

[0111] Calculated value C33H20BrN3S: 570.50±1.1H-NMR (400MHz, CDCl 3 )(ppm) δ=7.25~7.26(2H, m), 7.41~7.52(10H, m), 7.67~7.67(1H, s), 7.85~7.88(3H, m), 7.98~7.99(1H, m) , 8.28~8.29 (2H, m), 8.45~8.46 (1H, m).

[0112] Synthesis of compound 1-2: the synthesis method was the same as that of compound 1-1 to obtain compound 1-2 (yield 60%).

[0113] Calculated value C33H20BrN3S: 570.50±1.1H-NMR (400MHz, CDCl3 )(ppm)δ=7.25~7.52(14H, m), 7.62~7.62(1H, s), 7.69~7.69(1H, s), 7.79~7.98(6H, m), 8.18~8.19(1H, m) , 8.28~8.29(2H, m), 8.45~8.46(1H, m), 8.55~8.56(1H, m)

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Abstract

The invention relates to the field of organic light-emitting devices, and discloses a triazine compound containing a deuterated phenyl group and its application and an organic electroluminescent device. The triazine compound has a structure shown in formula (I), R 1 and R 2 each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzothienyl, Substituted or unsubstituted dibenzofuryl. When the compound of the present invention is used as the host material of the light-emitting layer, the current efficiency, brightness and lifetime can be effectively improved.

Description

technical field [0001] The present invention relates to the field of organic electroluminescent devices, in particular to a triazine compound containing a deuterated phenyl group, an application of the triazine compound containing a deuterated phenyl group in an organic electroluminescent device, and a device containing the deuterated phenyl group. An organic electroluminescence device of one or more than two kinds of triazine compounds containing deuterated phenyl groups. Background technique [0002] Compared with traditional liquid crystal technology, organic electroluminescence (OLED) technology does not require backlight illumination and color filters. Pixels can emit light by themselves and be displayed on a color display panel. Moreover, it has ultra-high contrast and ultra-wide viewing Angle, curved surface, thin and other characteristics. [0003] However, the performance of OLED phosphorescent light-emitting materials is not only affected by the triplet emitter, e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/14C07D409/14C09K11/06H01L51/54
CPCC09K11/06C07D405/14C07D409/14C07B2200/05C09K2211/1092C09K2211/1088C09K2211/1059C09K2211/1029H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 吕瑶贾学艺
Owner BEIJING GREEN GUARDEE TECH
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