Triarylamine organic compound and application thereof

An organic compound and triarylamine technology, which is applied in the field of triarylamine organic compounds, can solve different problems and achieve the effects of excellent life, excellent film phase stability and weather resistance, and excellent hole migration ability

Pending Publication Date: 2022-07-01
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

[0041] Example 1: Synthesis of Intermediate N-1

[0042]

[0043] Under a nitrogen atmosphere, add 0.02mol of raw material A-1 to a 500ml three-necked flask, add a mixed solvent (120ml toluene, 36ml H 2 O) Dissolve it, pass nitrogen and stir for 1 hour, then slowly add 0.011mol raw material B-2, 0.04molK 2 CO 3 , 0.002mol Pd (PPh 3 ) 4 , heated to 90° C., reacted for 8 hours, and observed the reaction by thin layer chromatography (TLC) until the reaction was complete. After naturally cooling to room temperature, water was added to the reaction system for extraction, the liquid was separated, and the organic phase was rotary-evaporated under reduced pressure until there was no fraction. The obtained material was purified by silica gel column to obtain Intermediate N-1 with a purity of 99.7% and a yield of 76.8%. Elemental analysis structure (molecular formula C 42 H 31 ClN 2 ): Theoretical: C, 84.19; H, 5.22; Cl, ​​5.92; N, 4.68; found: C, 84.11; H, 5.24; Cl, ​​5.93;...

Embodiment 2

[0044] Example 2: Synthesis of Intermediate N-2

[0045]

[0046] Under a nitrogen atmosphere, add 0.02mol of raw material A-1 to a 500ml three-necked flask, add a mixed solvent (120ml toluene, 36ml H 2 O) Dissolve it, pass nitrogen and stir for 1 hour, then slowly add 0.011mol raw material B-3, 0.04molK 2 CO 3 , 0.002mol Pd (PPh 3 ) 4 , heated to 90° C., reacted for 8 hours, and observed the reaction by thin layer chromatography (TLC) until the reaction was complete. After naturally cooling to room temperature, water was added to the reaction system for extraction, the liquid was separated, and the organic phase was rotary-evaporated under reduced pressure until there was no fraction. The obtained material was purified by silica gel column to obtain intermediate N-2 with a purity of 99.7% and a yield of 75.6%. Elemental analysis structure (molecular formula C 42 H 31 ClN 2 ): Theoretical: C, 84.19; H, 5.22; Cl, ​​5.92; N, 4.68; found: C, 84.09; H, 5.24; Cl, ​​5.93;...

Embodiment 3

[0047] Example 3: Synthesis of Intermediate N-3

[0048]

[0049]Under a nitrogen atmosphere, add 0.02mol of raw material C-1 to a 500ml three-necked flask, add a mixed solvent (120ml toluene, 36ml H 2 O) Dissolve it, pass nitrogen and stir for 1 hour, then slowly add 0.011mol raw material B-4, 0.04molK 2 CO 3 , 0.002mol Pd (PPh 3 ) 4 , heated to 90° C., reacted for 8 hours, and observed the reaction by thin layer chromatography (TLC) until the reaction was complete. After naturally cooling to room temperature, water was added to the reaction system for extraction, the liquid was separated, and the organic phase was rotary-evaporated under reduced pressure until there was no fraction. The obtained material was purified by silica gel column to obtain intermediate N-3 with a purity of 99.6% and a yield of 72.9%. Elemental analysis structure (molecular formula C 42 H 27 ClN 2 ): Theoretical: C, 84.76; H, 4.57; Cl, ​​5.96; N, 4.71; found: C, 84.69; H, 4.59; Cl, ​​5.97; ...

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Abstract

The invention relates to the technical field of semiconductors, in particular to a triarylamine organic compound and application thereof. The structure of the organic compound is as shown in the following formula: Ar1 to Ar6 are respectively and independently represented as substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted benzophenanthreryl and substituted or unsubstituted dibenzofuranyl; the fluorenyl group is any one of a substituted or unsubstituted dimethyl fluorenyl group and a substituted or unsubstituted spirofluorenyl group; l represents a single bond or a phenylene group; the dotted line represents that the two groups can be bonded or not connected in a single bond form; the substituent group of the substituent group is optionally selected from deuterium atom, phenyl, naphthyl, biphenyl, phenanthryl or dibenzofuranyl. The arylamine organic compound provided by the invention has excellent hole migration capability, and can realize high-efficiency luminescence of an organic electroluminescent device under low driving voltage when being used as a hole transport region.

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] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products. 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 purpose 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, the positive and negative charges in the functional material film layer of the organic layer are acted by the electric field, and the positive and negative charges are further combined in the light-emitting layer, that ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/58C07C211/61C07D209/86C07D307/91C07D405/12C07D487/06H01L51/54H01L51/50
CPCC07C211/54C07C211/58C07C211/61C07D209/86C07D487/06C07D405/12C07D307/91C07C2603/18C07C2603/94H10K85/622H10K85/624H10K85/636H10K85/626H10K85/633H10K85/615H10K85/631H10K85/6574H10K85/6572H10K50/15H10K50/17
Inventor 赵四杰尚书夏王芳李崇崔明
Owner JIANGSU SUNERA TECH CO LTD
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