Organic compound taking triarylamine as core, and preparation method and application thereof

A technology for organic compounds and triarylamines, applied in the field of organic compounds and their preparation, can solve problems such as differences, and achieve the effects of high glass transition temperature, good film-forming properties and thermal stability, and not easy to crystallize

Pending Publication Date: 2020-03-17
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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  • Organic compound taking triarylamine as core, and preparation method and application thereof
  • Organic compound taking triarylamine as core, and preparation method and application thereof
  • Organic compound taking triarylamine as core, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Embodiment 1: the synthesis of intermediate B1:

[0067]

[0068] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material 1-1, 0.012mol raw material 2-1, 150ml toluene and stir to mix, then add 5×10-5molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , obtain target product intermediate B1; HPLC purity 99.43%, yield 71.3%; Elemental analysis structure (molecular formula C 36 h 19 NO 4 ): Theoretical value: C, 81.65; H, 3.62; N, 2.65; O, 12.08; Test value: C, 81.63; H, 3.61; N, 2.66; ESI-MS (m / z) (M+): The theoretical value is 529.55, and the measured value is 529.58.

[0069] The synthesis of intermediate B required in the examples refers to the synthesis of ...

Embodiment 2

[0074] Embodiment 2: the synthesis of compound 1:

[0075]

[0076] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate B1, 0.012mol raw material C1, 150ml toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , the target product was obtained, the HPLC purity was 99.54%, and the yield was 73.4%. Elemental analysis structure (molecular formula C 48 h 27 NO 4 ): theoretical value: C, 84.57; H, 3.99; N, 2.05; 0, 9.39; test value C, 84.56; HPLC-MS: The molecular weight of the material is 681.19, and the measured molecular weight is 681.32.

Embodiment 3

[0077] Embodiment 3: the synthesis of compound 7:

[0078]

[0079] Prepare by the synthetic method of compound 1 in embodiment 2, difference is to replace intermediate B1 with intermediate B2; Elemental analysis structure (molecular formula C 48 h 27 NO 4 ): theoretical value: C, 84.57; H, 3.99; N, 2.05; 0, 9.39; test value C, 84.56; HPLC-MS: The molecular weight of the material is 681.19, and the measured molecular weight is 681.32.

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Abstract

The invention relates to an organic compound taking triarylamine as a core, and a preparation method and an application thereof, and belongs to the technical field of semiconductors. The structure ofthe compound is represented by general formula (1) shown in the description. The invention also discloses the preparation method and the application of the compound. The compound has a high hole transport capability, and has improved hole injection and transport performances under a proper HOMO energy level; the compound has an electron blocking effect under a proper LUMO energy level to improve the recombination efficiency of excitons in a light-emitting layer; and when the compound is used as a light-emitting functional layer material of an OLED device, the exciton utilization rate and the radiation efficiency can be effectively improved by matching with the branched chains in the range of the invention.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with triarylamine as its core, a preparation method and 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 a...

Claims

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Application Information

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IPC IPC(8): C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D519/00C09K11/06C09K2211/1007C09K2211/1011C09K2211/1022C09K2211/1029C09K2211/1088H10K85/636H10K85/615H10K85/654H10K85/6574H10K85/657H10K85/6572H10K50/18H10K50/15
Inventor 李崇王芳谢丹丹张兆超
Owner JIANGSU SUNERA TECH CO LTD
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