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Naphthalene-containing triarylated amine organic compound and application thereof

A technology of organic compounds and triarylamines, which is applied in the field of triarylamine organic compounds containing naphthalene, can solve problems such as differences, and achieve the effects of improving luminous efficiency, distribution balance, and improving recombination efficiency

Active Publication Date: 2019-06-21
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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  • Naphthalene-containing triarylated amine organic compound and application thereof
  • Naphthalene-containing triarylated amine organic compound and application thereof
  • Naphthalene-containing triarylated amine organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Embodiment 1: the synthesis of compound 5

[0058]

[0059] In a 500ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate M-1, 0.024mol raw material B-1, 300ml toluene and stir to mix, then add 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 0.06mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no residual chlorine, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated to no fraction , through a neutral silica gel column to obtain the target compound with a purity of 99.8% and a yield of 85.2%.

[0060] Elemental analysis structure (molecular formula C 52 h 39 N 3 ): theoretical value C, 88.48; H, 5.57; N, 5.95; test value: C, 88.46; H, 5.58; N, 5.96. ESI-MS (m / z) (M+): The theoretical value is 705.90, and the measured value is 706.48.

Embodiment 2

[0061] Embodiment 2: the synthesis of compound 46

[0062]

[0063] The synthesis steps of compound 46 are similar to those of compound 5, except that intermediate M-1 is replaced by intermediate M-2, and raw material B-1 is replaced by raw material B-2;

[0064] Elemental analysis structure (molecular formula C 60 h 55 N 3 ): theoretical value C, 88.09; H, 6.78; N, 5.14; test value: C, 88.04; H, 6.80; N, 5.17. ESI-MS (m / z) (M+): The theoretical value is 818.12, and the measured value is 817.29.

Embodiment 3

[0065] Embodiment 3: the synthesis of compound 59

[0066]

[0067] The synthesis steps of compound 59 are similar to those of compound 5, except that intermediate M-1 is replaced by intermediate M-3, and raw material B-1 is replaced by raw material B-3;

[0068] Elemental analysis structure (molecular formula C 60 h 43 N 3 ): theoretical value C, 89.41; H, 5.38; N, 5.21; test value: C, 89.39; H, 5.39; N, 5.22. ESI-MS (m / z) (M+): theoretical value 806.02, found value 805.37.

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Abstract

The invention relates to a naphthalene-containing triarylated amine organic compound and application thereof and belongs to the technical field of semiconductors. The compound has a structural formula(I) as shown in the description. The compound provided by the invention has a good hole transport capability, at an appropriate HOMO (Highest Occupied Molecular Orbital) energy level, the hole injection and transport performance can be improved, at an appropriate LUMO (Lowest Unoccupied Molecular Orbital) energy level, an electron baffle function is achieved, and the compounding efficiency of exciton in a light emitting layer is improved; when the compound is used as a light emitting function layer material of an OLED (Organic Light Emitting Diode), the exciton utilization rate and the radiation efficiency can be effectively improved together with branch chains of the invention.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a naphthalene-containing triarylamine organic compound and an application thereof. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. 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. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and the positive and negative ch...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/58C07C211/61C07D307/91C07D333/76C07D213/74C07D209/88C07D209/86H01L51/50H01L51/54
Inventor 赵四杰王芳谢丹丹吴秀芹张兆超
Owner JIANGSU SUNERA TECH CO LTD
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