Polyfluorene/poly p-divinyl benzene and synthetic method thereof

A technology of divinylbenzene and polyfluorene, which is used in the design and synthesis of polyfluorene/poly-p-divinylbenzene, can solve the problems of large structure, poor flexibility, and inability to achieve conjugation of small molecular polymers.

Inactive Publication Date: 2011-07-20
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the conjugated polymers currently synthesized have large molecular structures and poor flexibility, and cannot realize the conjugation of small molecule polymers. In view of this s...

Method used

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  • Polyfluorene/poly p-divinyl benzene and synthetic method thereof
  • Polyfluorene/poly p-divinyl benzene and synthetic method thereof
  • Polyfluorene/poly p-divinyl benzene and synthetic method thereof

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Experimental program
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Effect test

Embodiment 1

[0030] The first step: in a 250mL three-necked flask, under a nitrogen atmosphere, 4g 2,7-dibromofluorene (12mmol) and 80mg tetrabutylammonium bromide were added to 60mL DMSO, and after the solid was dissolved, 8ml of 50% mass fraction of NaOH solution. Dissolve 5g of 3-dimethylaminopropyl chloride hydrochloride ((CH 3 ) 2 N(CH 2 ) 3 (20 mL of Cl·HCl) (32 mmol) was added dropwise to the mixture, and the mixture was vigorously stirred at room temperature for 6 hours to stop the reaction. Water was added to the reaction to dissolve any salts. Extract, combine the organic layers, and wash with a certain mass fraction of NaOH solution, water and concentrated brine. The washed solution was dried with anhydrous MgSO4, filtered under reduced pressure, and the solvent was evaporated by rotary evaporation to obtain a yellow solid crude product, which was recrystallized from methanol / water to obtain white crystals (2.93 g, 48.2%).

[0031] IR (cm-1): 653 (C-Br), 1104 (C-N), 1607 (...

Embodiment 2

[0045] The first step: in a 250mL three-necked flask, under a nitrogen atmosphere, 4g 2,7-dibromofluorene (12mmol) and 80mg tetrabutylammonium bromide were added to 60mL DMSO, and after the solid was dissolved, 8ml of 50% mass fraction of NaOH solution. Dissolve 5g of 3-dimethylaminopropyl chloride hydrochloride ((CH 3 ) 2 N(CH 2 ) 3 (20 mL of Cl·HCl) (32 mmol) was added dropwise to the mixture, and the mixture was vigorously stirred at room temperature for 6 hours to stop the reaction. Water was added to the reaction to dissolve any salts. Extract, combine the organic layers, and wash with a certain mass fraction of NaOH solution, water and concentrated brine. The washed solution was washed with anhydrous MgSO 4 Drying, filtration under reduced pressure, and rotary evaporation to remove the solvent gave a crude product as a yellow solid, which was recrystallized from methanol / water to give white crystals (2.93 g, 48.2%).

[0046] IR (cm-1): 653 (C-Br), 1104 (C-N), 1607...

Embodiment 3

[0060] The first step: in a 250mL three-necked flask, under a nitrogen atmosphere, 4g 2,7-dibromofluorene (12mmol) and 80mg tetrabutylammonium bromide were added to 60mL DMSO, and after the solid was dissolved, 8ml of 50% mass fraction of NaOH solution. Dissolve 5g of 3-dimethylaminopropyl chloride hydrochloride ((CH 3 ) 2 N(CH 2 ) 3 (20 mL of Cl·HCl) (32 mmol) was added dropwise to the mixture, and the mixture was vigorously stirred at room temperature for 6 hours to stop the reaction. Water was added to the reaction to dissolve any salts. Extract, combine the organic layers, and wash with a certain mass fraction of NaOH solution, water and concentrated brine. The washed solution was washed with anhydrous MgSO 4 Dry, filter under reduced pressure, and remove the solvent by rotary evaporation to obtain a crude product of yellow homogeneity, which is recrystallized from methanol / water to obtain white crystals (2.93 g, 48.2%).

[0061] IR (cm-1): 653 (C-Br), 1104 (C-N), 1...

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Abstract

The invention relates to design and synthesis of a new fluorene high polymer with high conjugated degree and good flexibility, and the fluorene high polymer is prepared by a Heck reaction method. The synthetic method comprises the following steps of: performing polyreaction on 2,7-dibromofluorene and p-divinyl benzene, and based on the character that the 9-position C of fluorene is active, hydrochloride of 3-dimethyl amido-propyl chloride is substituted by hydrogen to obtain derivatives of fluorene containing branched chains. The conjugated polyfluorene provided by the invention has good heat stability, good blue light performance and stable electric conductivity of the conjugated polyfluorene are maximally showed, and can be used in the fields of organic light-emitting diodes, field-effect transistors, electromagnetic shielding, metal anticorrosion, all-plastic photovoltaic cells, light-emitting chemical cells and the like.

Description

technical field [0001] The invention relates to the design and synthesis method of a new conjugated polymer-polyfluorene / polydivinylbenzene. Background technique [0002] In recent years, studies on conjugated polymers have attracted attention. The π-electron conjugated system of conjugated polymers makes them polymer materials with unique electrical and optical properties. It not only has all the optical and electrical properties of metal semiconductors, but also has good processing properties and mechanical properties unique to polymers. For example, the excited electrons can be delocalized on the conjugated chain channels, making them have the characteristics of semiconductors or even conductors; organic polymer materials with delocalized π-electron systems can absorb sunlight, generate and transport photoelectric charge carriers, through After solution processing, it can be used to study and make organic solar cells; the conjugated polymer has a strong light-harvesting...

Claims

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Application Information

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IPC IPC(8): C08G61/02C09K11/06H01L51/00
Inventor 颜梅高伟强葛慎光于京华张海东刘晓霞张硕万夫伟葛磊赵佩妮
Owner UNIV OF JINAN
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