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Fluorene aniline structure-based organic photovoltaic materials

An organic optoelectronic material, fluorene aniline technology, applied in the field of preparation of new RGB materials, can solve the problems of serious environmental pollution, increase the cost and difficulty of complex material development, etc., and achieve high reaction yield, good thermal stability and processing performance. , the effect of simple synthesis steps

Inactive Publication Date: 2011-10-19
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, rare earth, as a scarce resource, greatly increases the cost and difficulty of the development of complex materials, and this material is more serious to environmental pollution

Method used

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  • Fluorene aniline structure-based organic photovoltaic materials
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  • Fluorene aniline structure-based organic photovoltaic materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Synthesis of vinyl-(9,9-di-n-butyl)-fluorene aniline (F)

[0062] Add vinylaniline, 9,9-dibutyl-2-bromofluorene, palladium catalyst, tert-butylphosphonium tetrafluoroborate, and sodium tert-butoxide into a two-necked flask equipped with a stirring bar, and the flask is dried After being sealed, the nitrogen is vacuumed three times, and the high-purity nitrogen must be treated in a strict anhydrous and oxygen-free device before use. Then, put the reaction device into an oil bath, and add toluene with a syringe. The toluene must be strictly treated before use to remove some impurities. The whole reaction system was reacted at 100°C for 24h. After the reaction was completed, toluene was distilled off under reduced pressure, washed with deionized water and extracted three times with dichloromethane, and the organic phase was spin-dried and passed through a silica gel column to obtain a light yellow solid.

Embodiment 2

[0064] Synthesis of 1-[N,N-bis(9,9-di-n-butyl-fluorene)aniline]-2-(9,9-di-n-butyl-fluorene)ethylene (FF)

[0065] Add the above-mentioned vinyl fluorene aniline (F), 9,9-di-n-butyl-2-bromofluorene, palladium catalyst, and potassium phosphate into a two-necked flask equipped with a stirring bar, and the flask is dried and airtight and then vacuumized three times. Nitrogen, high-purity nitrogen must be treated in strict anhydrous and oxygen-free devices before use. Then, put the reaction device into an oil bath, and add nitrogen-nitrogen dimethylacetamide (DMA) with a syringe. Before use, the DMA needs to be processed to remove some impurities. The whole reaction system was reacted for 24h under reflux. After the reaction was completed, DMA was distilled off under reduced pressure, washed with deionized water and extracted three times with dichloromethane, and the organic phase was spin-dried and passed through a silica gel column to obtain a light yellow solid.

Embodiment 3

[0067] Synthesis of 1-[N,N-bis(9,9-di-n-butyl-fluorene)aniline]-2-anthracene-ethylene (FEn)

[0068] Add the above-mentioned vinyl-(9,9-di-n-n-octyl)-fluorene-aniline, 9-bromoanthracene, palladium catalyst, and potassium phosphate into a two-necked flask equipped with a stirring bar, and vacuumize the flask three times after drying and sealing Nitrogen, high-purity nitrogen must be treated in strict anhydrous and oxygen-free devices before use. Then, put the reaction device into an oil bath, and add DMA solvent with a syringe. DMA must undergo strict treatment before use to remove some impurities. The whole reaction system was reacted for 24h under reflux. After the reaction was completed, DMA was distilled off under reduced pressure, washed with deionized water and extracted three times with dichloromethane, and the organic phase was spin-dried and passed through a silica gel column to obtain a light yellow solid.

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Abstract

Fluorene aniline structure-based organic photovoltaic materials are photovoltaic functional materials with different wavelengths of emitted light, which are prepared by the steps of aminating fluorene at the second position by using vinyl aniline to obtain vinyl fluorene aniline, and performing C-C coupling reaction. The novel photovoltaic materials have a basic structure in the specification, wherein Ar is one of groups such as hydrogen, fluorenyl group, anthryl group, pyrenyl group, benzene ring, thiophene and benzothiazole; and R is alkyl group (such as methyl group and octyl group), siloxane group or aryl group (such as phenyl group and thienyl group) with the chain length of C1 to C18.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials. It specifically relates to the preparation of a new type of RGB material based on the structure of fluorene aniline, and relates to the application of this type of material in the field of organic optoelectronics. Background technique [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 luminescence made of organic small molecules and polymer fluorescent materials in 1990. Since Polymeric Light-emitting Diodes, organic / polymer flat panel display technology has developed rapidly in terms of materials and devices. Small molecule luminescent materials are the first luminescent materials proposed and applied in OLEDs. Among the developed RGB materials, green light materials are relatively matur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07C209/10C07C209/68C07C217/76C07C213/08C07D333/20C07D285/14C09K11/06
Inventor 黄维林兆敏陈润锋
Owner NANJING UNIV OF POSTS & TELECOMM
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