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Organic electroluminescence compound and application thereof as well as organic electroluminescence device

A compound and luminescent technology, applied in the field of optoelectronic technology materials, can solve problems affecting the physical process of devices, differences in physical properties, poor film morphology, etc., and achieve the effects of simplifying the preparation procedure, improving the service life, and increasing the utilization rate

Active Publication Date: 2018-07-13
湖北顾瑞半导体科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this kind of host-guest doping system has been proved to have some insurmountable shortcomings when using the solution method to prepare thin films, such as obvious aggregation of light-emitting compounds in organic thin films, diffusion of small molecules to adjacent organic layers, poor film form etc.
Due to the difference in physical properties between the host and the doping compound in this type of host-guest doping system, the device will immediately undergo phase separation during use or during the preparation process, which will seriously affect the physical processes of all aspects of the device, such as charge injection / Transport, exciton formation / recombination, and energy transfer

Method used

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  • Organic electroluminescence compound and application thereof as well as organic electroluminescence device
  • Organic electroluminescence compound and application thereof as well as organic electroluminescence device
  • Organic electroluminescence compound and application thereof as well as organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] The structural formula is Synthesis of the first target compound:

[0057] 5-bromoisophenyldialdehyde (2.11g, 10mmol) and N 1 -Phenylbenzene-1,2-diamine (4.41g, 24mmol) was added to the 2 S 2 o 5 (3.32g 20mmol) in dimethylformamide (DMF) solution, reacted at 90°C for 48h under the protection of inert gas. DMF was distilled off under reduced pressure, and the obtained residue was purified by column chromatography to obtain the intermediate product BPBI (3.7 g, yield 68.5%). The intermediate product is identified and analyzed by a mass spectrometer, and the result is: mass spectrum (EI): m / z C 32 h 21 BrN 4 Theoretical value: 541.45; measured value: 541(M) + .

[0058] 3-Bromopyrrole (1.449g, 10mmol), 4-(2-hydroxyethoxy)benzoyl (0.83g, 5mmol) and BF3 (0.34, 5mmol) were added to 100mL DMF, at 110°C and inert gas protection Under reaction 48h. DMF was distilled off under reduced pressure, and the obtained residue was purified by column chromatography to obtain t...

Embodiment 2

[0062] The structural formula is Synthesis of the second target compound:

[0063] DCzDMAC (3.85g, 5.04mmol), compound A-BPBI (2.0g, 2.1mmol), CuI (0.19g, 1.0mmol) and K 3 PO 4 (1.06g, 8mmol) was added to 100mL toluene, and after degassing with argon for 30 minutes, trans-1,2-cyclohexanediamine (0.245mL, 2.0mmol) was added, and the reaction mixture was reacted under reflux for 48 Hour. After removing the solvent, the residue was extracted three times with dichloromethane (3×100mL), the organic phases were combined and dried over anhydrous magnesium sulfate, and the residue obtained by concentration was purified by column chromatography using dichloromethane: n-hexane as eluent to obtain The product DFBDCz (3.46 g, 71.4% yield). The intermediate product is identified and analyzed by a mass spectrometer, and the result is: mass spectrometry mass spectrometry (MALDI-TOF): m / z C 159 h 153 BF 2 N 12 o 2 Theoretical value: 2312.2; measured value: 2312(M) + .

Embodiment 3

[0065] The first target compound, DFBDCz, was dissolved in chlorobenzene to prepare a solution with a mass concentration of 15 mg / mL. like figure 1 As shown, 40 μL of the solution was dropped onto an indium tin oxide glass substrate, and an organic thin film was prepared on a table top coater (KW-4A type) with a rotation speed of 1500 r / min and a spin coating time of 30 s. The measured thickness of the obtained organic thin film was 40 nm, and the root mean square roughness (Rq) was 0.76 nm.

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Abstract

The invention relates to the field of photoelectric materials, and particularly relates to an organic electroluminescence compound and the application thereof as well as an organic electroluminescencedevice. The structural formula of the organic electroluminescence compound is as follows: as shown in the specification, wherein G1, G2, G3, G4, G5 and G6 are independently electron donor groups; D1and D2 are independently electron acceptor groups; R1 and R2 are independently any one of hydrogen, C1-C4 linear alkyl or branched alkyl, cyan or halogen. The compound can be used as a solution processing type thermal activation delay fluorescent material and can realize transition from triplet excitons to singlet excitons, so that the triplet exciton utilization rate is increased; the electron acceptor groups are added in the compound, so that the carrier transport balance is improved; the compound has an enough high molecular weight and can meet a requirement of solution process-based processing.

Description

technical field [0001] The invention relates to the field of optoelectronic technology materials, in particular to an organic electroluminescent compound and its application, and an organic electroluminescent device. Background technique [0002] In the past three decades, organic light-emitting diodes (OLEDs) have received continuous attention due to their promising application prospects in many fields such as flat panel display and solid-state lighting. In order to meet the requirements of practical applications, the pursuit of "high efficiency and low cost" electroluminescent compounds and device preparation technology has always been the focus of research by researchers. It is well known that in the process of organic electroluminescence, holes and electrons recombine to generate 25% singlet (S1) excitons and 75% triplet (T1) excitons; however, traditional fluorescent compounds can only use singlet state excitons, all The triplet excitons can only be lost through non-ra...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F5/022C09K2211/1033C09K2211/1055C09K2211/1044C09K2211/1007C09K2211/1029H10K85/654H10K85/6572H10K85/657H10K50/11
Inventor 张苏苏王金山王伟袁森袁柳淑范大和李广西陈迪李情兰
Owner 湖北顾瑞半导体科技有限公司
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