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Fluorenyl oxadiazole-based iridium complex as well as preparation and application method

A technology of fluorenyl oxadiazoles and iridium complexes, which is applied in the direction of indium organic compounds, platinum group organic compounds, chemical instruments and methods, etc., can solve the problems of slow development, enhanced luminescence, and reduced luminous intensity and efficiency. Good crystal surface ductility, simple synthesis method, and enhanced emission intensity

Active Publication Date: 2018-10-02
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] As we all know, the luminous intensity and efficiency of traditional luminescent materials will be greatly reduced in the aggregated state, that is, the aggregation-induced luminescent quenching effect ACQ (aggregation caused quenching)
In 2001, Tang Benzhong's research group proposed the aggregation-induced emission effect AIE (Aggregation-induced emission), this type of material does not emit light in the solution state, but emits light in the aggregated state; in 2002, Park's research group discovered a similar phenomenon, that is, a class of materials There is weak luminescence in the solution state, but the luminescence is significantly enhanced in the aggregated state, showing the AIEE effect (aggregation induced enhanced emission)
However, AIE / AIEE materials are mainly limited to fluorescent materials and develop slowly in phosphorescent materials
In 2008, Li Fu's research group at Fudan University discovered for the first time phosphorescent iridium complexes with AIE phenomenon (Zhao Q, Li L, Li F, et al. Aggregation-induced phosphorescent emission (AIPE) of iridium(III) complexes[J].Chemical Communications,2008,6(6):685.), but there are some doubts about the explanation of this phenomenon

Method used

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  • Fluorenyl oxadiazole-based iridium complex as well as preparation and application method
  • Fluorenyl oxadiazole-based iridium complex as well as preparation and application method
  • Fluorenyl oxadiazole-based iridium complex as well as preparation and application method

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1 Complex (FFPO) 2 -Pic synthesis

[0042] The synthetic route is as follows:

[0043]

[0044] The specific implementation method is as follows:

[0045]Step 1, add compound 1 (5g, 20mmol), tetrabutylammonium bromide (0.3287g, 1.025mmol), 50% NaOH 2mL, DMSO 12mL to a 100mL three-necked flask, stir at room temperature for half an hour, then add hexyl bromide (7.404g, 44.87mmol), turn on the stirrer and raise the temperature to 45°C, and react for 8h. After the reaction, it was extracted several times with petroleum ether and deionized water, the upper organic layer was dried with anhydrous magnesium sulfate, and purified by column chromatography (eluent: ethyl acetate: petroleum ether = 1:20). A transparent oily liquid was obtained, and compound 2, namely 2-bromo-9,9-dihexylfluorene (7.525 g, yield 89%) was obtained after vacuum drying.

[0046] Step 2, add compound 2 (7.525g, 18.22mmol) and cuprous cyanide (3.275g, 28.95mmol) into a 100mL three-necked fl...

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Abstract

The invention discloses a fluorenyl oxadiazole-based iridium complex as well as a preparation and application method. The complex has a structural formula shown in the specification. In a preparationprocess, expected main ligand is prepared from a derivative of benzoyl chloride of which positions C2 and C6 are occupied by substituent groups without coordination properties, so that the obtained main ligand has only one coordination mode with a central iridium atom, the prepared iridium complex forms a crystal structure with relatively good homogeneity under the action of molecules, the formedcrystal has very good crystal surface ductility and is applicable to piezochromism materials.

Description

technical field [0001] The invention belongs to the field of electroluminescent organic luminescent materials, and specifically relates to a fluorenyl oxadiazole-based iridium complex, a preparation method and an application method. Background technique [0002] Stimulus-responsive materials refer to materials that are subject to external stimuli, such as changes in pressure, temperature, magnetic field, electric field, light, metal ions, etc., and their luminescent colors will change accordingly. Among them, piezochromic materials change the packing mode of material molecules (crystal to amorphous state, etc.) through the change of pressure. Most piezochromic materials can restore their original color by recrystallization or heating, so this Such materials are widely used in pressure probes, anti-counterfeiting, information storage and other fields. [0003] As we all know, the luminous intensity and efficiency of traditional luminescent materials will be greatly reduced i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K9/02
CPCC07F15/0033C09K9/02C09K2211/1029C09K2211/1048C09K2211/185
Inventor 李咏华刘加伟郭金飞苏艳荣琚飞飞黄维
Owner NANJING UNIV OF POSTS & TELECOMM