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Multi-arm structure photoelectric-function material based on triindene elements

A photoelectric functional material, a technology of triindenes, which is applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the change of luminous intensity and color purity, the chemical purity of polymer materials is not easy to improve, and restricts high-performance blue light polymerization In order to achieve good film-forming performance and good amorphous shape stability performance

Inactive Publication Date: 2011-05-18
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

One defect is that the 9-position of the fluorene structural unit is easily oxidized to produce fluorenone defects, resulting in significant changes in the luminous intensity and color purity of the material; at the same time, the linear fluorenyl polymer material has obvious intermolecular interactions and is easily affected by aggregation. ; In addition, the chemical purity of polymer materials is not easy to improve
These factors severely restrict the development and application of high-performance blue polymer materials

Method used

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  • Multi-arm structure photoelectric-function material based on triindene elements
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  • Multi-arm structure photoelectric-function material based on triindene elements

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028]

[0029] target compound one

[0030] According to the reaction scheme 1, compound 1 and 2 were prepared by Suzuki coupling reaction under the condition of tetrakistriphenylphosphopalladium as catalyst and tetrahydrofuran as solvent to obtain compound CzTr. CzTr and NBS in CHCl 3 / DMF mixed solvent at 0°C to obtain the polybrominated intermediate BrCzTr. The product BrCzTr was subjected to multiple Suzuki coupling reactions with a unit of alkylfluorene boronate to obtain the target product F 1 CzTr.

[0031] 【Reaction Route 1】

[0032]

Embodiment 2

[0034]

[0035] target compound 2

[0036] According to the reaction scheme 2, the dialkylfluorene boronate is obtained from monobrominated dialkylfluorene through boration and esterification. Monobrominated dialkylfluorene is made of alkylfluorene borate and dibromoalkylfluorene under the catalysis of tetrakistriphenylphosphorous palladium, with 1,4 dioxane and two moles of potassium carbonate solution per liter As a solvent, it is prepared by reacting at 95°C. Multiple Suzuki Coupling Reaction of BrCzTr with Dialkylfluorene Boronate to Prepare the Target Product F 2 CzTr.

[0037] 【Reaction Route 2】

[0038]

Embodiment 3

[0040]

[0041] target compound three

[0042] According to reaction scheme 3, dibromoalkylfluorene borate and dibromoalkylfluorene are coupled by Suzuki to obtain monobrominated trialkylfluorene, and then borated and esterified to obtain triple alkylfluorene borate. Multiple Suzuki Coupling Reaction of BrCzTr with Triple Alkylfluorene Boronate to Prepare the Target Product F 3 CzTr.

[0043] 【Reaction route 3】

[0044]

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Abstract

The invention relates to a multi-arm structure photoelectric-function material based on triindene elements, which is a multi-arm structure fluorenyl derivative using phenylcarbazole-modified triindene as the core and fluorene oligomers as the branch arms. The general formula of the multi-arm structure fluorenyl derivative is disclosed as Formula I in the specification, wherein R is a C1-C30 alkyl group; Ar is a conjugated-structure fluorescence chromophore selected from fluorene derivatives, such as alkyl fluorene, aryl fluorene and the like; X is a capping group selected from hydrogen; and n stands for the number of Ars, specifically a natural number between 1 and 3. The multi-arm structure photoelectric-function material based on triindene elements has excellent amorphous property, film-forming property and thermal stability; a conventional column chromatography method can be used for purification to obtain a high-chemical-purity material, and a simple solution processing method can be used for preparing an organic electronic thin-film device; and the multi-arm structure photoelectric-function material based on triindene elements can be widely used as a luminescent material in an organic luminescent device, especially a stable high-efficiency blue organic electroluminescent thin-film device.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials and applications, and specifically relates to a photoelectric functional material with multi-arm structure, which is a multi-arm structure fluorenyl derivative with phenylcarbazole-modified triacene as the core and oligofluorene as the branch arm , can be widely used as a light-emitting material in organic light-emitting devices, especially stable and high-efficiency blue organic electroluminescent thin film devices. Background technique [0002] In the application of organic optoelectronic thin film devices, in order to obtain excellent device performance, materials are required to have good film-forming properties. Small molecule materials can usually form dense films by vacuum evaporation, but small molecule films are prone to crystallization and phase separation during the working process of the device, resulting in the destruction of film uniformity and affecting the luminous ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C09K11/06
Inventor 赖文勇刘东黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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