Compound taking triarylamine as core, and preparation method and application of compound

A compound, triarylamine technology, applied in chemical instruments and methods, condensation/addition reaction to prepare amino compounds, organic chemistry, etc., can solve very different problems

Active Publication Date: 2020-01-31
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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  • Compound taking triarylamine as core, and preparation method and application of compound
  • Compound taking triarylamine as core, and preparation method and application of compound
  • Compound taking triarylamine as core, and preparation method and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Embodiment 1: the synthesis of reactant I

[0086]

[0087] Step 1: take raw material I and intermediate I as raw material, ethanol and toluene as solvent, wherein, the ratio of described toluene and ethanol is 2:(0.8-1.2), and the amount of toluene is that every gram of raw material I uses 30-50ml, so The molar ratio of raw material I and intermediate I is 1:(1.0-1.5); Pd(PPh 3 ) 4 And potassium carbonate, make reaction system; Wherein, described Pd(PPh 3 ) 4 The molar ratio to the raw material I is (0.005~0.01):1, and the potassium carbonate and water are configured to obtain a 2-2.5mol / L aqueous solution; under the protection of nitrogen, the reaction system is reacted at 95~110°C for 10~24 hours , naturally cooled to room temperature, and filtered the reaction solution, and the filtrate was subjected to vacuum rotary evaporation, and passed through a neutral silica gel column to obtain intermediate II;

[0088] Step 2: Dissolve intermediate II with 50-80mL of...

Embodiment 2

[0095] Embodiment 2: the synthesis of intermediate I

[0096]

[0097] Under nitrogen atmosphere, weigh raw material III, bis(pinacolate) diboron, Pd(dppf)Cl 2 1. Potassium acetate was dissolved in toluene, reacted at 100-120°C for 12-24 hours, sampled and plated, the reaction was complete, cooled naturally, filtered, and the filtrate was rotary evaporated to obtain a crude product, which was passed through a neutral silica gel column to obtain intermediate I; raw material The molar ratio of Ⅲ to bis(pinacolate) diboron is 2:(1~1.5), the raw material Ⅲ and Pd(dppf)Cl 2 The mol ratio of the raw material III is 1:(0.01~0.05), and the mol ratio of raw material III and potassium acetate is 1:(2~2.5);

[0098] Take intermediate I-1 as an example:

[0099]

[0100] Under a nitrogen atmosphere, weigh 0.02mol of raw material III-1, 0.012mol of bis(pinacolate) diboron, 0.0002mol of Pd(dppf)Cl 2 1. Dissolve 0.05mol potassium acetate in toluene, react at 100-120°C for 12-24 hour...

Embodiment 3

[0101] Embodiment 3: the synthesis of reactant III

[0102]

[0103] Weigh the intermediate reactant II and raw material IV, dissolve with toluene; then add Pd 2 (dba) 3 , P(Ph) 3 , sodium tert-butoxide; under an inert atmosphere, react the mixed solution of the above-mentioned reactants at 95-110° C. for 10-24 hours, cool and filter the reaction solution, spin the filtrate, and pass through a silica gel column to obtain intermediate IV; The molar ratio of reactant II and raw material IV is 1:(1.0~1.5), Pd 2 (dba) 3 The molar ratio with reactant II is (0.006~0.02):1, P(Ph) 3 The molar ratio to reactant II is (0.006~0.02):1, and the molar ratio of sodium tert-butoxide to reactant II is (1.0~3.0):1;

[0104] Under nitrogen atmosphere, weigh intermediate IV, bis(pinacolate) diboron, Pd(dppf)Cl 2 1. Potassium acetate was dissolved in toluene, reacted at 100-120°C for 12-24 hours, sampled and spotted on a plate, the reaction was complete, cooled naturally, filtered, and th...

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Abstract

The invention discloses a compound taking triarylamine as a core, and a preparation method and an application of the compound, and belongs to the technical field of semiconductors. The compound provided by the invention has the structure represented by a general formula (1). The invention also discloses the preparation method and the application of the compound. The compound provided by the invention has relatively high glass transition temperature and molecular thermal stability, proper HOMO and LUMO energy levels and relatively high mobility; and the photoelectric property of an OLED devicecan be effectively improved and the service life of the OLED device can be effectively prolonged by optimizing the structure of the device.

Description

technical field [0001] The invention relates to a compound with triarylamine as its core, its preparation method and application, and belongs to the technical field of semiconductors. 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. [0003] 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 negat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D213/38C07D239/26C07D307/91C07D221/20C07D335/12C07D407/12C07D265/38C07D319/24H01L51/50H01L51/54
CPCC07C211/61C07D213/38C07D239/26C07D307/91C07D221/20C07D335/12C07D407/12C07D265/38C07D319/24C07C2603/94C07C2603/18H10K85/633H10K85/654H10K85/657H10K85/6572H10K85/6574H10K50/00C09K11/06C07C209/60Y02E10/549
Inventor 李崇张小庆王芳张兆超谢丹丹
Owner JIANGSU SUNERA TECH CO LTD
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