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Organic light-emitting material and applications thereof

A luminescent material and organic technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of electron and hole mismatch, shortened life, and efficiency roll-off in the luminescent layer, and achieve good luminous efficiency, Reduced lighting voltage and good thermal stability

Pending Publication Date: 2020-01-17
YANTAI XIANHUA CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently used phosphorescent host materials often have a single carrier transport capability, such as hole-type transport hosts and electron-type transport hosts. However, a single carrier transport capability will cause a mismatch between electrons and holes in the light-emitting layer. resulting in severe efficiency roll-off and shortened life

Method used

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  • Organic light-emitting material and applications thereof
  • Organic light-emitting material and applications thereof
  • Organic light-emitting material and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] For the synthesis of compound A1, the reaction equation is as follows:

[0034]

[0035] The synthesis method is as follows:

[0036] (1) Take 21.2g (100mmol) 4-dibenzofuran boronic acid, 32.6g (100mmol) 2-iodo-5-bromonitrobenzene, (1%) Pd(PPh 3 ) 4 , Sodium carbonate 40g (300mmol), toluene (800mL), ethanol (200mL) and water (200mL), heated to reflux, reacted for 8h, the reaction is complete; the reaction solution is extracted with ethyl acetate, the organic phase is concentrated to obtain a yellow solid A;

[0037] (2) Take 100mmol Intermediate A, add 1000mL o-dichlorobenzene solution, add (300mmol) triphenylphosphine, heat to reflux, react for 12h, the reaction is complete; distill off the solvent, silica gel column chromatography, separation, get the middle Body B;

[0038] (3) In the reaction flask, add (100mmol) intermediate B, 16.5g (100mmol) diphenylamine, 0.9g (0.785mmol, 0.5%) Pd 2 (dba) 3 1500mL of toluene and 40g (300mmol) of sodium tert-butoxide, react at 100°C for ...

Embodiment 2

[0042] For the synthesis of compound A5, the reaction equation is as follows:

[0043]

[0044] The synthesis method is as follows:

[0045] (1) Take 21.2g (100mmol) 4-dibenzofuran boronic acid, 32.6g (100mmol) 2-iodo-5-bromonitrobenzene, (1%) Pd(PPh 3 ) 4 , Sodium carbonate 40g (300mmol), toluene (800mL), ethanol (200mL) and water (200mL), heated to reflux, reacted for 8h, the reaction is complete; the reaction solution is extracted with ethyl acetate, the organic phase is concentrated to obtain a yellow solid A;

[0046] (2) Take 100mmol Intermediate A, add 1000mL o-dichlorobenzene solution, add (300mmol) triphenylphosphine, heat to reflux, react for 12h, the reaction is complete; distill off the solvent, silica gel column chromatography, separation, get the middle Body B;

[0047] (3) In the reaction flask, add (100mmol) Intermediate B, 16.5g (100mmol) 2-(9,9-dimethylfluorene)-aniline, 0.9g (0.785mmol, 0.5%) Pd 2 (dba) 3 1500mL of toluene and 40g (300mmol) of sodium tert-butoxide, ...

Embodiment 3

[0051] For the synthesis of compound A13, the reaction equation is as follows:

[0052]

[0053] The synthesis method is as follows:

[0054] (1) Take 21.2g (100mmol) 1-dibenzothiophene boronic acid, 32.6g (100mmol) 2-iodo-5-bromonitrobenzene, (1%) Pd(PPh 3 ) 4 , Sodium carbonate 40g (300mmol), toluene (800mL), ethanol (200mL) and water (200mL), heated to reflux, reacted for 8h, the reaction is complete; the reaction solution is extracted with ethyl acetate, the organic phase is concentrated to obtain a yellow solid A;

[0055] (2) Take 100mmol Intermediate A, add 1000mL o-dichlorobenzene solution, add (300mmol) triphenylphosphine, heat to reflux, react for 12h, the reaction is complete; distill off the solvent, silica gel column chromatography, separation, get the middle Body B;

[0056] (3) In the reaction flask, add (100mmol) Intermediate B, (100mmol) 2-(2-naphthyl)-aniline, 0.9g (0.785mmol, 0.5%) Pd 2 (dba) 3 1500mL of toluene and 40g (300mmol) of sodium tert-butoxide, react at 10...

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and particularly relates to an organic light-emitting material and applications thereof. According to the invention, the organic light-emitting material has an indolocarbazole parent structure, has high interatomic bond energy and good thermal stability, and is beneficial to intermolecular solid-state accumulation; the preparation process of the derivative has characteristics of simpleness, easy performing and easily available raw materials, and is suitable for mass production and amplification; with the application of the arylamine-substituted indolo heterocyclic derivative in the light-emitting layer of an organic electroluminescent device, the proper energy level with the adjacent level is achieved, the holes and the electrons are easily injected, the turn-on voltage can be effectively reduced, the high exciton migration rate is achieved, and the device can achieve good light-emitting efficiency; and the compound has large conjugate plane, is beneficial to molecular accumulation, shows good thermodynamic stability, and shows long service life as the light-emitting layer material in an organic electroluminescent device.

Description

Technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to an organic light-emitting material and its application. Background technique [0002] Electroluminescence (EL) refers to the phenomenon that a luminescent material is excited by current and electric field to emit light under the action of an electric field. It is a luminescence process that directly converts electrical energy into light energy. Organic electroluminescent display (hereinafter referred to as OLED) has a series of advantages such as autonomous light emission, low-voltage DC drive, full curing, wide viewing angle, light weight, simple composition and process, etc. Compared with liquid crystal displays, organic electroluminescent displays do not It needs a backlight, has a large viewing angle, low power, and its response speed can reach 1,000 times that of a liquid crystal display, but its manufacturing cost is lower than that of a liqui...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C07D403/04C07D409/14C07D487/04C07D491/048C07D498/04C07D513/04C09K11/06H01L51/54H01L51/50
CPCC07D491/048C07D403/04C07D409/14C07D487/04C07D401/04C07D498/04C07D513/04C09K11/06C09K2211/1029C09K2211/1033C09K2211/1044C09K2211/1092C09K2211/1059C09K2211/1037C09K2211/1088C09K2211/1048C09K2211/1051H10K85/636H10K85/633H10K85/654H10K85/657H10K85/6576H10K85/6572H10K85/6574H10K50/11
Inventor 邢其锋丰佩川陈跃胡灵峰陈义丽
Owner YANTAI XIANHUA CHEM TECH CO LTD
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