Pyridine Anthracene Derivatives Platinum Coordination Compounds and Their Synthesis and Application

A technology of coordination compound and pyridine-like anthracene, which is applied in the field of pyridine-like anthracene derivative platinum coordination compound and its synthesis and application, and can solve the problems of low efficiency, unstable light color and the like

Active Publication Date: 2019-08-09
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the technology of organic light-emitting materials has made considerable progress, the existing organic light-emitting materials still have defects such as unstable light color and low efficiency, especially in single-molecule white light and near-infrared materials.

Method used

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  • Pyridine Anthracene Derivatives Platinum Coordination Compounds and Their Synthesis and Application
  • Pyridine Anthracene Derivatives Platinum Coordination Compounds and Their Synthesis and Application
  • Pyridine Anthracene Derivatives Platinum Coordination Compounds and Their Synthesis and Application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0088] The structural formula of the pyridine anthracene derivative platinum coordination compound in this example is shown in formula 1, and the main chemical reactions in its preparation method are as follows:

[0089]

[0090] (1) Suzuki coupling reaction: under nitrogen protection, 3-bis(4,4,5,5-tetramethyl-1,3,2-boronic acid pinacol ester) benzene (2.5g, 7.58mmol) , 5-bromo-2-iodopyridine (5.2g, 18.2mmol), tetrakis(triphenylphosphine) palladium (105mg, 0.09mmol), toluene (300mL) and potassium carbonate aqueous solution (150mL 2M) were put into 1000ml three-port round bottom Stirring in the flask, the mixture was heated to 90° C. for 12 hours under the protection of nitrogen flow. Naturally cool to room temperature after completion of the reaction, the crude product is washed by using dichloromethane (400ml) and deionized water (4 / 300mL), separates the organic layer, filters after drying with magnesium sulfate, and obtains the crude product by distillation under reduced...

Embodiment 2

[0098] The structural formula of the pyridine anthracene derivative platinum coordination compound in this example is shown in Formula 2, and the main chemical reactions in its preparation method are as follows:

[0099]

[0100]

[0101] (1) Suzuki coupling reaction: under the protection of nitrogen, 2,2'-(5-fluoro-1,3-benzene)bis(4,4,5,5-tetramethyl-1,3,2- Pinacol borate) (1.74g, 5mmol), 5-bromo-2-iodopyridine (2.55g, 9mmol), tetrakis(triphenylphosphine)palladium (208mg, 0.18mmol), toluene (40mL) and potassium carbonate The aqueous solution (20mL, 2M) was put into a 250ml three-necked round-bottomed flask and stirred, and the mixture was heated to 90°C under the protection of nitrogen flow for 12 hours. Naturally cool to room temperature after completion of the reaction, the crude product is washed with dichloromethane (40ml) and deionized water (4 / 30mL), separates the organic layer, filters after drying with magnesium sulfate, and distills under reduced pressure to ob...

Embodiment 3

[0109] The structural formula of the pyridine anthracene derivative platinum coordination compound in this example is shown in formula 9, and the main chemical reactions in its preparation method are as follows:

[0110]

[0111]

[0112] (1) Suzuki coupling reaction: under nitrogen protection, 1,3-bis[2-(5-bromopyridine)]-benzene (200mg, 0.512mmol), [10-(1-naphthalene) 9-anthracene] Boric acid (428mg, 1.23mmol), tetrakis (triphenylphosphine) palladium (29.6mg, 0.026mmol), toluene (80mL) and aqueous potassium carbonate (40mL, 2M) were put into a 250ml three-necked round-bottomed flask and stirred, and the mixture was Heated to 90° C. under the protection of nitrogen flow for 12 hours. Naturally cool to room temperature after completion of the reaction, the crude product is washed with dichloromethane (40ml) and deionized water (4 / 30mL), separates the organic layer, filters after drying with magnesium sulfate, and distills under reduced pressure to obtain the crude produc...

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Abstract

The invention discloses a pyridine-type anthracene derivative platinum coordination compound and its synthesis and application. The pyridine-type anthracene derivative platinum coordination compound is centered on the pyridine derivative platinum complex and anthracene group is added to reduce The triplet state of the entire molecule realizes near-infrared emission; and through the arrangement of the anthracene group on the molecule, the metal-to-ligand charge-transfer state and the metal-to-metal-to-ligand charge-transfer state are realized to achieve dual phosphorescent emission. The pyridine anthracene derivative platinum coordination compound can be used for temperature detection and as an electroluminescent material, and is a new temperature detection, single-molecule white light and near-infrared luminescent material. The present invention improves the key chemical structure and preparation process of the pyridine anthracene derivative platinum coordination compound, and obtains a new type of temperature detection, single-molecule white light and near-infrared based on the pyridine anthracene derivative platinum coordination compound. luminescent material, and the preparation method in the present invention is simple and feasible.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of organic photoelectric materials, and more specifically relates to a platinum coordination compound of pyridine anthracene derivatives and its synthesis and application. The platinum coordination compound material of pyridine anthracene derivatives is especially suitable as a temperature Detection and organic light-emitting materials are used in the fields of temperature detection and light emission. Background technique [0002] Temperature is one of the most fundamental and important physical quantities in the fields of science, technology, industrial applications and in all aspects of daily life. Traditional liquid or glass thermometers and thermocouple thermometers need to be in contact with the measured object during the measurement process. Under extreme measurement conditions, this thermal contact measurement method will have considerable limitations. Generally speaki...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54G01K11/20
CPCG01K11/20C09K11/06C07F15/0086C09K2211/185H10K85/346H10K50/11Y02B20/00
Inventor 王磊向松坡
Owner HUAZHONG UNIV OF SCI & TECH
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