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Triarylamine organic compound and application thereof

A technology of organic compounds and triarylamines, applied in the field of triarylamine organic compounds, can solve problems such as differences, and achieve the effects of improving luminous efficiency, improving recombination efficiency, and improving exciton utilization.

Active Publication Date: 2019-06-04
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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  • Triarylamine organic compound and application thereof
  • Triarylamine organic compound and application thereof
  • Triarylamine organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Embodiment 1: the synthesis of compound 2

[0051]

[0052] (1) In a 250ml three-neck flask, under the protection of nitrogen, add 0.012mol 1,3-dibromo-5-iodobenzene, 0.01mol raw material A-1, 150ml toluene and stir to mix, then add 5×10 -5 mol Pd 2 (dba) 3 , 5×10 -5 mol tri-tert-butylphosphine, 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no amino compound remaining, 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 intermediate M-1 with a purity of 99.7% and a yield of 91.4%.

[0053] Elemental analysis structure (molecular formula C 29 h 29 Br 2 N): Theoretical C, 63.17; H, 5.30; Br, 28.98; N, 2.54; Found: C, 63.14; H, 5.31; Br, 28.98; N, 2.56. ESI-MS (m / z) (M+): The theoretical value is 551.37, and the measured value is 550.84.

[0054] (2) In a 500ml three-neck flask, under the prot...

Embodiment 2

[0056] Embodiment 2: the synthesis of compound 18

[0057]

[0058] (1) The synthesis steps of intermediate M-2 are similar to those of intermediate M-1, except that raw material A-1 is replaced by raw material A-3;

[0059] Elemental analysis structure (molecular formula C 33 h 25 Br 2 N): Theoretical C, 66.57; H, 4.23; Br, 26.84; N, 2.35; Found: C, 66.55; H, 4.23; Br, 26.84; N, 2.37. ESI-MS (m / z) (M+): The theoretical value is 595.38, and the measured value is 594.93.

[0060] (2) The synthesis steps of compound 18 are similar to those of compound 2, except that intermediate M-1 is replaced by intermediate M-2, and raw material A-2 is replaced by raw material A-4;

[0061] Elemental analysis structure (molecular formula C 85 h 77 N 3 ): theoretical value C, 89.51; H, 6.81; N, 3.68; test value: C, 89.45; H, 6.83; N, 3.72. ESI-MS (m / z) (M+): The theoretical value is 1140.57, and the measured value is 1139.08.

Embodiment 3

[0062] Embodiment 3: the synthesis of compound 48

[0063]

[0064] (1) The synthesis steps of intermediate M-3 are similar to those of intermediate M-1, except that raw material A-1 is replaced by raw material A-5;

[0065] Elemental analysis structure (molecular formula C 38 h 41 Br 2 N): theoretical C, 67.96; H, 6.15; Br, 23.80; N, 2.09; found: C, 67.92; H, 6.16; Br, 23.80; N, 2.12. ESI-MS (m / z) (M+): The theoretical value is 671.56, and the measured value is 670.95.

[0066] (2) The synthesis steps of compound 48 are similar to those of compound 2, except that intermediate M-1 is replaced by intermediate M-3, and raw material A-2 is replaced by raw material A-6;

[0067] Elemental analysis structure (molecular formula C 78 h 93 N 3 ): theoretical value C, 87.34; H, 8.74; N, 3.92; test value: C, 87.27; H, 8.76; N, 3.97. ESI-MS (m / z) (M+): The theoretical value is 1072.62, and the measured value is 1071.47.

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Abstract

The invention relates to a triarylamine organic compound and application thereof, and belongs to the technical field of semiconductors. The structure of the compound provided by the invention is shownas the general formula (I). The compound has strong hole transport capability, and the hole injection and transport performance is improved under an appropriate HOMO energy level; under an appropriate LUMO energy level, the compound plays an electron blocking role and improves the recombination efficiency of excitons in a light-emitting layer; when the compound is used as a light-emitting functional layer material of an OLED, the exciton utilization rate and the radiation efficiency can be effectively improved by matching with branched chains within the range of the invention.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a triarylamine organic compound and its application. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements, the luminous efficiency and service life of OLED devices Further improvement is needed. Research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the continuous research and innovation of OLED photoelectric functional materials...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/58C07C211/61C07D209/88C07D213/74C07D307/91C07D333/76H01L51/54
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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