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A compound based on bis-dimethylfluorene-substituted aniline and its prepared organic electroluminescent device

An electroluminescent device, bis-dimethylfluorene technology, applied in the field of semiconductors, can solve the problems of different performance and other problems, and achieve the effect of not easy to aggregate, not easy to crystallize, and polymer thermal stability

Active Publication Date: 2021-12-14
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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  • A compound based on bis-dimethylfluorene-substituted aniline and its prepared organic electroluminescent device
  • A compound based on bis-dimethylfluorene-substituted aniline and its prepared organic electroluminescent device
  • A compound based on bis-dimethylfluorene-substituted aniline and its prepared organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0046] Preparation of Intermediate C-1

[0047]

[0048] Under nitrogen atmosphere, in the three-necked flask of 500ml, add 0.05mol raw material A-1, 0.05mol raw material B-1, add mixed solvent (300ml toluene, 90ml H 2 O) it was dissolved, stirred for 1 hour under nitrogen, then added 0.1mol K 2 CO 3 , 0.005mol 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, liquid separation, and the organic phase was rotary evaporated under reduced pressure until there was no distillate. The obtained substance was purified by silica gel column to obtain intermediate C-1 with a purity of 99.4% and a yield of 87%.

[0049] Elemental analysis structure (molecular formula C 24 h 15 BrO): Theoretical C, 72.19; H, 3.79; Br, 20.01; O, 4.01; Found: C, 72.16; H, 3.77; Br, 20.04; O, 4.03.

[0050...

Embodiment 1

[0121] Embodiment 1: the synthesis of compound 3

[0122]

[0123] Under a nitrogen atmosphere, add 0.005 mol of the prepared intermediate C-1, 0.006 mol of raw material D, 0.01 mol of sodium tert-butoxide, 3×10 -4 molPd(dba) 2 and 1.2×10 -3 mol of tri-tert-butylphosphine, then add 60ml of toluene to dissolve it, heat to reflux, react for 4 hours, and observe the reaction by TLC until the reaction is complete. Naturally cooled to room temperature, water was added to the reaction system for extraction, liquid separation, and the organic phase was rotary evaporated under reduced pressure until there was no fraction. The obtained substance was purified by silica gel column to obtain the title target product with a purity of 99.7% and a yield of 81%.

[0124] Elemental analysis structure (molecular formula C 54 h 41 NO): Theoretical C, 90.09; H, 5.74; N, 1.95; O, 2.22; Found: C, 90.06; H, 5.72; N, 1.98;

[0125] ESI-MS(m / z)(M + ): The theoretical value is 719.93, and the...

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Abstract

The invention discloses a compound based on bisdimethylfluorene substituted aniline and an organic electroluminescence device prepared therefrom. The compound has the advantages of intermolecular crystallization and aggregation, good film-forming property and thermal stability, and high glass transition temperature, suitable HOMO and LUMO energy levels. The compounds of the present invention are applied to organic electroluminescent devices as HIT or EB materials. The light-emitting devices using the compounds of the present invention have good optoelectronic performance and can better adapt to and meet the application requirements of panel manufacturers.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an aromatic amine compound containing bis-dimethylfluorene in its structure 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 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. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/91C07C211/61C07D209/86C07D405/10C07D471/04C07D491/048C07D221/16C07D213/38C07D401/10C07D491/147C07D471/14C07D487/14C07D405/04H01L51/50H01L51/54
CPCC07D307/91C07C211/61C07D209/86C07D405/10C07D471/04C07D491/048C07D221/16C07D213/38C07D401/10C07D491/147C07D471/14C07D487/14C07D405/04C07C2603/18H10K85/633H10K85/615H10K85/631H10K85/654H10K85/6574H10K85/6572H10K85/657H10K50/00
Inventor 李崇赵四杰张兆超徐浩杰
Owner JIANGSU SUNERA TECH CO LTD
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