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Carbazole-terminated heterofluorene main body material and preparation and application method

A main material and carbazole-encapsulated technology, which is applied in chemical instruments and methods, luminescent materials, semiconductor/solid-state device manufacturing, etc., can solve problems such as no patent reports, achieve good thermal stability and solubility, and high reaction yield , the effect of high triplet energy levels

Inactive Publication Date: 2010-07-14
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no patent report on the carbazole-terminated heterofluorene host material formed by using heterofluorene as a substitute for the biphenyl group in the middle of CBP

Method used

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  • Carbazole-terminated heterofluorene main body material and preparation and application method
  • Carbazole-terminated heterofluorene main body material and preparation and application method
  • Carbazole-terminated heterofluorene main body material and preparation and application method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Synthesis of Carbazole-terminated Thiofene

[0041] Add carbazole, 3,6-dibromothiofluorene, electrolytic copper powder, and anhydrous potassium carbonate into a two-necked flask equipped with a stirring bar. After the flask is dried and sealed, it is evacuated three times and ventilated with nitrogen. Before using high-purity nitrogen, It must be processed and used in strict anhydrous and oxygen-free devices. Then, put the reaction device into the oil bath, and add nitrobenzene with a syringe. The nitrobenzene must be strictly treated before use to remove some impurities. The whole reaction system was reacted for 24h under reflux. After the reaction was completed, nitrobenzene was distilled off under reduced pressure, washed with deionized water and extracted three times with dichloromethane, and the organic phase was spin-dried through a silica gel column to obtain a white solid.

Embodiment 2

[0043] Synthesis of carbazole-capped carbazole

[0044]Add carbazole, N-octyl-3,6-dibromocarbazole, electrolytic copper powder, and anhydrous potassium carbonate into a two-necked flask equipped with a stirring bar, and after the flask is dried and airtight, evacuate and pass nitrogen three times , High-purity nitrogen must be treated in strict anhydrous and oxygen-free devices before use. Then, put the reaction device into the oil bath, and add nitrobenzene with a syringe. The nitrobenzene must be strictly treated before use to remove some impurities. The whole reaction system was reacted for 24h under reflux. After the reaction was completed, nitrobenzene was distilled off under reduced pressure, washed with deionized water and extracted three times with dichloromethane, and the organic phase was spin-dried through a silica gel column to obtain a white solid.

Embodiment 3

[0046] Synthesis of Carbazole-terminated Phosphorene

[0047] Add 4,4'-dibromo-6,6'-diiodo-3,3'-dimethoxybiphenyl into a single-necked flask equipped with a stirring bar, and after the flask is dried and sealed, evacuate three times and pass nitrogen gas , High-purity nitrogen must be treated in strict anhydrous and oxygen-free devices before use. Then, place the reaction device in ether and a dry ice bath, cool it to -100°C and add butyl lithium to react at this temperature for half an hour, then add dichlorophenylphosphine, react overnight at room temperature, and use dichloro Methane extraction and column chromatography gave white solid 2,7-dibromo-3,6-dimethoxy-9,phenyl-phosphorene.

[0048] Add carbazole, 2,7-dibromophosphorene, electrolytic copper powder, and anhydrous potassium carbonate into a two-necked flask equipped with a stirring bar. After the flask is dried and sealed, it is evacuated three times and ventilated with nitrogen. Before using high-purity nitrogen, ...

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Abstract

The invention discloses a carbazole-terminated heterofluorene main body material and a preparation and application method which is a general method for the carbazole-terminated heterofluorene main body material formed by introducing carbazole groups at the second and seventh sites or the third and sixth sites of heterofluorene. The carbazole-terminated heterofluorene main body material has the following basic structure, wherein X is one of heteroatoms such as nitrogen, oxygen, sulfur, phosphorus and the like; R1 and R2 are phenyl, alkyl (such as methyl, octyl and the like) with chain length of C1 to C18, thienyl and the like, or oxygen substituted group or are not existent; and R3 and R4 are one of ortho-para substituted groups such as methyl, alkoxyl, tertiary butyl and the like or are not existent.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials. It specifically relates to the preparation of a class of carbazole-terminated heterofluorene materials, and relates to the application of the materials in the field of organic electroluminescence. technical background [0002] Since 1987, the Tang Research Group of Kodak Company of the United States and the Cavendish Laboratory of the University of Cambridge, UK, realized the thin-film organic light-emitting diodes (Organic Light-emitting Diodes) and polymer fluorescent materials made of organic small molecules and polymers in 1990. Since the development of light-emitting diodes (Polymeric Light-emitting Diodes), organic / polymer flat panel display technology has developed rapidly in terms of materials and devices. In order to realize the commercialization of organic / polymer electroluminescent devices at an early date, it cannot be ignored that the devices have high quantum effici...

Claims

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Application Information

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IPC IPC(8): C07D409/14C07D209/88C07F9/6568C07F7/10C09K11/06H01L51/54
Inventor 黄维张胜兰陈润锋殷俊安众福马琮
Owner NANJING UNIV OF POSTS & TELECOMM
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