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Luminescent material and application thereof

A selected and unreplaced technology, applied in the application field of organic electroluminescent devices, can solve the problems of electron and hole mismatch, shortened life, and efficiency roll-off in the light-emitting layer, and achieve high luminous efficiency and favorable charge balanced effect

Inactive Publication Date: 2020-06-05
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The single carrier transport capability will cause a mismatch of electrons and holes in the light-emitting layer, resulting in severe efficiency roll-off and shortened lifetime

Method used

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  • Luminescent material and application thereof
  • Luminescent material and application thereof
  • Luminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0052] Synthesis of Compound A1

[0053]

[0054] In the reaction flask, add 2,4-dichloro-6-(3,5-diphenyl)phenyltriazine 37g (100mmol), 2-dibenzofuran boronic acid 22g (110mmol), tetrakis(triphenylphosphine Palladium) 0.9g (0.785mmol, 0.5%), toluene 1500ml, ethanol 1000ml, potassium carbonate 43.3g (314mmol) / water 1000ml, react at 80°C for 3.5h. After the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization from toluene to obtain white powder M1-1.

[0055] In the reaction flask, add 18.8g (50mmol) of M1-1, 16.5g (60mmol) of carbazole, 21g (150mmol) of potassium carbonate / 200ml of DMF, and react at 150°C for 12h. After the reaction is complete, stop the reaction. Water was added to the reaction solution, and a white solid was precipitated. The obtained solid was purified by recrystallization from toluene to obtain A1.

[0056] 1 H NMR (CDCl3, 400MHz) δ8.72–8.48(m,4H),8.25(s,1H),8....

Synthetic example 2

[0058] Synthesis of compound A6

[0059]

[0060] In the reaction flask, add 2,4-dichloro-6-(3,5-diphenyl)phenyltriazine 37g (100mmol), 2-dibenzothiophene boronic acid 24g (110mmol), tetrakis(triphenylphosphine Palladium) 0.9g (0.785mmol, 0.5%), toluene 1500ml, ethanol 1000ml, potassium carbonate 43.3g (314mmol) / water 1000ml, react at 80°C for 3.5h. After the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization from toluene to obtain white powder M2-1.

[0061] In the reaction flask, add 20g (50mmol) of M2-1, 16.5g (60mmol) of carbazole, 21g (150mmol) of potassium carbonate / 200ml of DMF, and react at 150°C for 12h. After the reaction is complete, stop the reaction. Water was added to the reaction solution, and a white solid was precipitated. The obtained solid was purified by recrystallization from toluene to obtain A6.

[0062] 1 H NMR(CDCl3,400MHz)δ8.83(s,1H),8.53(d,J=12.0Hz,4H)...

Synthetic example 3

[0064] Synthesis of Compound A15

[0065]

[0066] In the reaction flask, add 2,4-dichloro-6-(3-phenyl-5-(3-phenylcarbazole))phenyltriazine 54.2g (100mmol), 2-dibenzofuran boronic acid 22g ( 110mmol), tetrakis(triphenylphosphine palladium) 0.9g (0.785mmol, 0.5%), toluene 1500ml, ethanol 1000ml, potassium carbonate 43.3g (314mmol) / water 1000ml, react at 80°C for 3.5h. After the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization from toluene to obtain white powder M3-1.

[0067] In the reaction flask, add M3-1 33.7g (50mmol), 3-(2-naphthyl)carbazole 29g (60mmol), potassium carbonate 21g (150mmol) / DMF200ml, and react at 150°C for 12h. After the reaction is complete, stop the reaction. Water was added to the reaction solution, and a white solid was precipitated. The obtained solid was purified by recrystallization from toluene to obtain A15.

[0068] 1 H NMR (CDCl3, 400MHz) δ8.79(s,...

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PUM

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Abstract

The invention discloses a novel organic compound, which has a structure shown as the formula (1), wherein X1 and X2 are selected from CR15R16, NR17, Se, O or S, and R1-R5 are selected from one of hydrogen, alkyl, alkoxy, halogen, cyano, nitro, hydroxyl, silyl, amino, arylamino, heteroarylamino, aryl and heteroaryl; Hy is represented by formula (Hy1)or (Hy2); Y1 is selected from a single bond, CR7R8, NR9, O or S; Z1-Z8 are respectively and independently selected from CR13 or N; Y2 is selected from CR10R11, NR12, O or S; D1 to D8 are respectively and independently selected from CR14 or N; and iis selected from 0-2. The compound disclosed by the invention is suitable for being used as a luminescent material in an OLED device, and can show excellent device performance and stability. The invention also discloses an organic light-emitting device adopting the compound with the general formula.

Description

technical field [0001] The invention relates to a novel organic compound, in particular to a compound used in an organic electroluminescent device and its application in the organic electroluminescent device. Background technique [0002] Organic electroluminescent display (hereinafter referred to as OLED) has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, light weight, simple composition and process, etc. Compared with liquid crystal display, organic electroluminescent display is not It needs a backlight source, has a large viewing angle, low power, and its response speed can reach 1000 times that of a liquid crystal display, but its manufacturing cost is lower than that of a liquid crystal display with the same resolution. Therefore, organic electroluminescent devices have broad application prospects. [0003] With the continuous advancement of OLED technology in the two major fields of lighting and display, people ...

Claims

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Application Information

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IPC IPC(8): C07D405/14C07D409/14C07D487/04C07D495/04C07D491/048C07D403/04C07D471/04C07D495/14C07D513/04C07D421/14C09K11/06H01L51/50H01L51/54
CPCC07D405/14C07D409/14C07D487/04C07D495/04C07D491/048C07D403/04C07D471/04C07D495/14C07D513/04C07D421/14C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1096C09K2211/1044C09K2211/1033C09K2211/1037H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K50/11
Inventor 邢其锋李之洋任雪艳
Owner BEIJING ETERNAL MATERIAL TECH