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Double-furofluorenone as well as derivative and preparation method thereof

A technology of difuran and derivatives, applied in the field of new organic field effect transistors, to achieve the effect of broadening the range

Inactive Publication Date: 2015-07-22
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the introduction of derivatives of furan ring and fluorene has not been reported yet.

Method used

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  • Double-furofluorenone as well as derivative and preparation method thereof
  • Double-furofluorenone as well as derivative and preparation method thereof
  • Double-furofluorenone as well as derivative and preparation method thereof

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Embodiment Construction

[0041] The reagents used are all commercially available products, and the solvents are conventionally dried; the reagents used are explained: PE-petroleum ether, DCM-dichloromethane, EA-ethyl acetate, DMF-N.N-dimethylformamide, DEG-dichloromethane Ethylene glycol, N 2 h 4 ·H 2 O-hydrazine hydrate, potassium hydroxide, 1,2-dichloroethane, polyphosphoric acid.

[0042] See attached figure 1 and 2 , the preparation of the compound of the present invention is carried out as follows:

[0043] Preparation of [2,3-b:7,6-b]difurofluorenone (a)

[0044] (1) 2,7-bis(2,2-diethoxyethoxy)-9-fluorenone (1a)

[0045] Dissolve 2.0g (9.43mmol) of 2,7-bis(2,2-diethoxyethoxy)-9-fluorenone in 40mL of DMF, 6.51g (47.25mmol) of potassium carbonate and 4.53ml (28.28mmol ) bromoacetaldehyde diethyl acetal was added to the solution, and the mixture was refluxed for 10 hours; the solution was cooled to room temperature, poured into water to quench the reaction, extracted with dichloromethane (10...

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Abstract

The invention discloses double-furofluorenone and a derivative thereof. The double-furofluorenone adopts the structure as shown in the specification. The preparation method comprises the following steps: by taking 2,7-dihydroxy fluorenone as a raw material, enabling 2,7-dihydroxy fluorenone to react with bromo-acetadehyde diethylacetal so as to obtain ether, and performing direct ring closure by using polyphosphoric acid so as to obtain double-furofluorenone; by taking 2,7-dihydroxy fluorenone as a raw material, enabling 2,7-dihydroxy fluorenone to react with bromo-acetadehyde diethylacetal so as to obtain ether, reducing fluorenone by using a Huang-ming-long method, further enabling reaction with 1-bromohexane under the action of sodium hydride, and finally performing polyphosphoric acid ring closure, thereby obtaining 9,9-dihexyl double-furofluorenone. Due to the adoption of the compound disclosed by the invention, novel option can be provided for a predecessor of an organic field effect crystal tube material, and the range of an organic electroluminescence material is widened.

Description

technical field [0001] The invention relates to the field of novel organic field effect transistors, in particular to a preparation method and application of bisfuranofluorenone and 9,9-dimethylbisfuranofluorene. Background technique [0002] At present, organic field effect transistors have been widely used in large-scale integrated circuit components, organic flat panel display technology, sensors, and preparation of organic superconducting materials. The main indicators for judging the performance of organic field effect transistors are switch current ratio and field effect mobility. The higher the mobility of the device, the faster the bit rate of the integrated circuit. For any possible practical application, the mobility of the OFET is required to be at least 0.01cm 2 V -1 the s -1 , the current switch ratio is greater than 10 5 . The field-effect mobility is affected by the molecular structure of semiconductor materials, especially the conjugation and aggregation...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/04C09K11/06
CPCC07D493/04C09K11/06C09K2211/1088
Inventor 刘乾才张俊叶培珺朱敏李秋云白中胜
Owner EAST CHINA NORMAL UNIV
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