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POSS hybrid hole-transporting material and preparation method thereof

A hole transport material and hole transport technology, which are applied in the field of POSS hybrid hole transport materials and their preparation, can solve the problems of affecting the interface characteristics of organic light-emitting devices, affecting the overall performance of organic light-emitting devices, etc., and achieve good hole transport. performance, improve interface performance, and improve the effect of transmission efficiency

Inactive Publication Date: 2009-04-01
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the thermal stability of existing organic hole transport materials needs to be further improved, and some materials are easy to crystallize. In addition, there are still some problems in the stability of the interface between organic materials and inorganic electrodes. The interface between organic materials and inorganic electrodes is not only a simple Energy band alignment, different molecules from two adjacent functional layers at the interface will have multiple interactions, which will seriously affect the characteristics of the interface of the organic light-emitting device, and then affect the overall performance of the organic light-emitting device

Method used

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  • POSS hybrid hole-transporting material and preparation method thereof
  • POSS hybrid hole-transporting material and preparation method thereof
  • POSS hybrid hole-transporting material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021]In a 100mL round-bottomed three-necked flask, add 1.76g of ground diphenylamine, 2.04g of iodobenzene, 0.11g of nitrobenzene, 1.38g of finely powdered anhydrous potassium carbonate and 0.05g of copper powder. Under stirring conditions, heat until the liquid boils, and control the temperature so that 1 / 3 of the nitrobenzene is partially condensed on the air condenser. The water generated by the reaction is distilled out together with a small amount of nitrobenzene and iodobenzene, and condensed by a condenser. The distillate is dried with a small amount of anhydrous sodium sulfate to remove moisture, and then the solution is returned through a separatory funnel, and the heating reaction is continued for about 24h. After the reaction mixture was slightly cooled, it was transferred to a 150mL flask, and the nitrobenzene and slightly excess diphenylamine were distilled off with steam. Cool the reaction mixture, filter out the precipitate, wash twice with deionized water, tr...

Embodiment 2

[0026] Add 40mmol substituted chalcone, 40mmol p-iodoacetophenone, and 50mL ethanol to a 250mL three-necked bottle, slowly add 15mL thionyl chloride dropwise under stirring at room temperature, after the dropwise addition, reflux for 2.0h, add saturated sodium carbonate to The solution is neutral. The resulting solution was extracted with dichloromethane, washed twice with deionized water, dried over anhydrous sodium sulfate, filtered to remove sodium sulfate, and rotary evaporated to remove dichloromethane. Add 15mL of ethyl acetate and 15mL of ethanol to the residue, cool and stand until a solid precipitates, and filter to obtain a crude product, which is recrystallized from a mixed solution of ethyl acetate / ethanol to obtain a light yellow solid 4'-iodine-1,3. 5-Triphenylbenzene, 47% yield.

[0027] Add 5mmol 4'-iodo-1,3,5-triphenylbenzene, 10mmol diarylamine, 0.5mmol cuprous chloride, 0.5mmol1 to a 250mL four-necked bottle equipped with a thermometer, a mechanical stirrer...

Embodiment 3

[0032] Synthesis of mercapto POSS: 196.300g (1.0mol) of γ-mercaptopropyltrimethoxysilane, 800mL of methanol, 55mL of distilled water and an appropriate amount of concentrated hydrochloric acid are used to adjust the pH value to 3.0, and then added to the In a 1500mL three-neck flask, under the protection of nitrogen, the reaction was carried out at a constant temperature of 60°C for 48h. Then stop heating and cool to room temperature, filter the product precipitated by the reaction, and wash the product with cyclohexane.

[0033]

[0034] 1.67g (0.01mol) of carbazole, 0.02g of tetrabutylammonium bromide and 0.70g of sodium hydroxide were dissolved in 15mL of ethyl acetate, and 1.49g of 1-bromo-5-pentene was added under stirring After stirring for 24 hours, the solvent was distilled off under reduced pressure, and then 25 mL of deionized water was added to precipitate the product N-(n-1-pentene)carbazole, filtered and washed with deionized water at the same time.

[0035] D...

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Abstract

The invention relates to a POSS hybridized hole transporting material and a preparation method thereof. The material is prepared by at least one POSS monomer containing active groups and at least one organic monomer having hole transporting function by chemical reaction; wherein, the mass ratio between the POSS monomer containing the active groups and the organic monomer having the hole transporting function is 0.1 to 80 : 99.9 to 20. The material can be widely applied to the fields of electroluminescent elements, luminescent apparatuses, diodes, photovoltaic cells and photosensitive components, and the like..

Description

technical field [0001] The invention belongs to the technical field of electroluminescence materials and solid-state solar cells, and in particular relates to a class of POSS hybrid hole transport materials and a preparation method thereof. Background technique [0002] Organic charge transport materials are widely used in photoconductor devices, dye-sensitized solar cells, and electroluminescent devices. The charge transport material can be divided into hole transport material (HTM for short) and electron transport material (Electro transport material, ETM for short) according to the nature of transporting charges. [0003] During the development of organic photoconductive drums (OPC drums for short), people have gradually learned that hole transport materials can improve carrier quantum efficiency, thereby obtaining better photoconductive performance. The hole transport material acts as the electrolyte in the dye-sensitized solar cell, which increases the current density ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/21H01L51/00H01L51/54H01L51/46C08G77/38H10K99/00
CPCY02E10/549
Inventor 徐洪耀张超光善仪
Owner DONGHUA UNIV
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