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Six-arm stellate organic light-emitting material and organic electroluminescent device adopting the material

A luminescent material and electroluminescence technology, applied in luminescent materials, electro-solid devices, electrical components, etc., can solve the problems of poor film formation, solvent-dependent fluid properties, easy dewetting, etc., to improve device efficiency and radiation. Luminous efficiency, clear structure effect

Active Publication Date: 2017-02-22
ANHUI SCI & TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because small molecules have poor film-forming properties, are easy to dewet, and their fluid properties are highly dependent on solvents, it is still a huge challenge to develop small-molecule materials with good solubility, good film-forming properties and reliable devices.

Method used

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  • Six-arm stellate organic light-emitting material and organic electroluminescent device adopting the material
  • Six-arm stellate organic light-emitting material and organic electroluminescent device adopting the material
  • Six-arm stellate organic light-emitting material and organic electroluminescent device adopting the material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: Preparation of six-arm star-shaped organic light-emitting material M1:

[0025] Add 4 g (30 mmol) of the compound indol-2-one and 30 mL of phosphorus oxychloride into a two-necked flask, and raise the temperature to reflux under a nitrogen atmosphere to react with stirring for 8 h. Cool to room temperature after the reaction is completed, slowly pour the reaction solution into ice water to quench with stirring, adjust to neutral with 2M NaOH solution, filter the solid under reduced pressure and wash the solid with 20 mL of methanol to obtain a brown crude product, which is recrystallized with acetone 2.2 g of trimeric carbazole was obtained with a yield of 63%. MS (ESI-TOF): m / z: 345.1034. 1 H NMR (400MHz, DMSO-d 6 ): δ / ppm, 11.86 (s, 3H), 8.66 (d, 3H), 7.71 (d, 3H), 7.41-7.28 (m, 6H).

[0026] Under nitrogen atmosphere, add 1g (2.9mmol) trimeric carbazole, 0.1g sodium hydride (3.6mmol) into 20mL anhydrous tetrahydrofuran and stir to dissolve, add 1.4g (9....

Embodiment 2

[0035] Example 2: A non-doped organic electroluminescent device using the six-armed star-shaped organic light-emitting material M1 as the main light-emitting material:

[0036] The organic electroluminescence device of present embodiment comprises: 1. glass substrate layer; 2. transparent anode (ITO); Ethylene sulfonic acid) (PEDOT:PSS); 4. The light-emitting layer is M1; 5. The electron transport layer is 1,3,5-tris[(3-pyridine grade)-3-phenyl]benzene (TmPyPB); 6. Metal cathode (A1 / LiF), such as Figure 4 shown.

[0037] The performance of the device was detected by Spectroscan PR705 spectrometer and Keithley 236 current and voltage source measurement system, and the results are shown in Table 2:

[0038] Table 2 Performance data of organic electroluminescent devices with M1 as the light-emitting host

[0039]

[0040] The non-doped device using the six-armed star-shaped organic light-emitting material M1 as the host light-emitting material has achieved a maximum extern...

Embodiment 3

[0041] Example 3: A doped organic electroluminescent device using the six-armed star-shaped organic light-emitting material M1 as a light-emitting object:

[0042] The organic electroluminescent device of this embodiment uses M1 as the light-emitting guest, and the doped device structure of the polymer material PVK as the main body is as follows Figure 5 As shown, including: 1. Glass substrate layer; 2. Transparent anode (ITO); 3. The hole injection layer is poly(3,4-ethylenedioxyethylthiophene)-poly(styrenesulfonic acid) (PEDOT :PSS); 4. The light-emitting layer is PVK:M1 or DCJTB; 5. The electron transport layer is 1,3,5-tris[(3-pyridine grade)-3-phenyl]benzene (TmPyPB); 6. Metal cathode (Al / LiF)

[0043] The performance of the device was detected by Spectroscan PR705 spectrometer and Keithley 236 current and voltage source measurement system, and the results are shown in Table 3:

[0044] Table 3 Performance data of organic electroluminescent devices with M1 as doping gu...

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Abstract

The invention discloses a six-arm stellate organic light-emitting material and an organic electroluminescent device adopting the material. The structure of the six-arm stellate organic light-emitting material is shown by a formula (I), six-arm isotropic molecules ordered in height and of three-dimensional structures are formed by utilizing a P-type group with carbazole as a representative, connecting N-para C atoms with trimerized carbazole and then using Sp3 hybridized N atoms as linkage to connect a N-type group with dicyanobenzene as a representative, the advantage of a specific micromolecular structure is kept by utilizing an alkyl chain or and alkoxy chain for solubilization promotion, and the compound also has good branch and polymer solubleness and wettability and facilitates solution processing for film formation. A light-emitting layer of the organic electroluminescent device is made by adopting ink-jet printing, the six-arm stellate organic light-emitting material serves as a main light-emitting material or an object doped material to be applied to the light-emitting layer of the organic electroluminescent device, and pure red light emission is obtained.

Description

technical field [0001] The invention relates to the technical field of electroluminescence, in particular to a six-arm star-shaped organic luminescent material and an organic electroluminescent device based on the material. Background technique [0002] Since 1990, when the Friend research group at the University of Cambridge prepared the first single-layer polymer light-emitting device (PLED) based on polyphenylene vinylene (PPV) by spin coating, people have been working on the development of solution-processable organic electroluminescent devices (OLEDs). Vacuum evaporation is still the mainstream manufacturing method of organic electroluminescent devices due to its long development cycle and mature technology. [0003] However, the evaporation process including metal mask (FMM) encounters bottlenecks in high PPI and large-scale issues, and serious material waste leads to high product pricing. Compared with vacuum evaporation, inkjet printing is currently the most import...

Claims

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Application Information

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IPC IPC(8): C07D487/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/14C09K2211/1029H10K85/6572H10K50/11
Inventor 张婷柏雷徐冬青丁志杰宋常春
Owner ANHUI SCI & TECH UNIV
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