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Compound with pyridine and benzazole as core and application of compound on electroluminescent devices

A technology of electroluminescent devices and compounds, which is applied in the field of semiconductors, can solve problems such as different performances, achieve high glass transition temperature, improve service life, and high film stability

Active Publication Date: 2019-05-24
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Compound with pyridine and benzazole as core and application of compound on electroluminescent devices
  • Compound with pyridine and benzazole as core and application of compound on electroluminescent devices
  • Compound with pyridine and benzazole as core and application of compound on electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] Embodiment 1: the synthesis of compound 9:

[0088]

[0089] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol intermediate B6, 150ml toluene and stir to mix, then add 0.02mol sodium carbonate, 1×10 -4 molPd(PPh 3 ) 4 , heated to 105 ° C, reflux reaction for 24 hours, sampling point plate, showing no bromide remaining, the reaction is complete; naturally cooled to room temperature, filtered, the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85 ° C), passed through neutral silica gel Column, obtain target product, HPLC purity 99.2%, yield 78.5%;

[0090] Elemental analysis structure (molecular formula C 47 h 30 N 4 ): theoretical value C, 86.74; H, 4.65; N, 8.61; test value: C, 86.87; H, 4.57; N, 8.79. ESI-MS(m / z)(M + ): The theoretical value is 650.78, and the measured value is 650.99.

Embodiment 2

[0091] Embodiment 2: the synthesis of compound 11:

[0092]

[0093] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol intermediate B8, 150ml toluene and stir to mix, then add 0.02mol sodium carbonate, 1×10 -4 molPd(PPh 3 ) 4 , heated to 105 ° C, reflux reaction for 24 hours, sampling point plate, showing no bromide remaining, the reaction is complete; naturally cooled to room temperature, filtered, the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85 ° C), passed through neutral silica gel Column, obtain target product, HPLC purity 99.2%, yield 78.5%;

[0094] Elemental analysis structure (molecular formula C 41 h 25 N 3 O): Theoretical value C, 85.54; H, 4.38; N, 7.30; O, 2.78; Test value: C, 85.49; H, 4.37; N, 2.75; ESI-MS(m / z)(M + ): The theoretical value is 575.67, and the measured value is 575.97.

Embodiment 3

[0095] Embodiment 3: the synthesis of compound 19:

[0096]

[0097] The preparation method of compound 19 is the same as that of Example 1, except that intermediate B6 is replaced by intermediate B1.

[0098] Elemental analysis structure (molecular formula C 44 h 31 N 3 ): theoretical value C, 87.82; H, 5.19; N, 6.98; test value: C, 87.89; H, 5.17; N, 6.95. ESI-MS(m / z)(M + ): The theoretical value is 601.75, and the measured value is 601.87.

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Abstract

The invention relates to an organic compound shown in the general formula (I) and application thereof on electroluminescent devices. The compound has relatively high vitrification temperature and molecular heat stability, proper HOMO and LUMO energy levels and relatively high Eg. By means of device structural optimization, the photoelectric performance of an OLED device can be effectively improved, and the service life of the OLED device can be effectively prolonged. The general formula (I) is shown in the description.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with pyridoindole as the core and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products, and is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes at both ends, and the positive and negative charges in...

Claims

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Application Information

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IPC IPC(8): C07D471/04C07D519/00C09K11/06H01L51/54
CPCY02E10/549
Inventor 王芳李崇张兆超张小庆
Owner JIANGSU SUNERA TECH CO LTD
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