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Fluorenyl triangular-prism-shaped organic cage compound, and preparation method and application of compound

A technology of triangular prism and organic cage is applied in the field of fluorenyl triangular prism-shaped organic cage compound and its preparation, which can solve the problems of complex and difficult preparation process of organic molecular cage compound, and achieves easy solution processing, low cost and regular structure. Effect

Active Publication Date: 2017-12-22
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Technical problem to be solved: the purpose of the present invention is to solve the complex and difficult technical problem of the existing organic molecular cage compound preparation process, to provide a fluorenyl triangular prism-shaped organic cage compound and its preparation method and application. Starting from tertiary alcohols, fluorenyl triangular prism-shaped organic molecular cages were prepared by Friedel-Crafts ring closure, and applied in the field of explosives detection

Method used

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  • Fluorenyl triangular-prism-shaped organic cage compound, and preparation method and application of compound
  • Fluorenyl triangular-prism-shaped organic cage compound, and preparation method and application of compound
  • Fluorenyl triangular-prism-shaped organic cage compound, and preparation method and application of compound

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Embodiment 1

[0036] Fluorenyl triangular prism organic cage compound, when W is C, Ar 1 is triphenylamine, Ar 2 When it is p-bromooctyloxybenzene, its structure is as follows:

[0037]

[0038] The key step of the preparation method of the above-mentioned fluorenyl triangular prism-shaped organic cage compound is to obtain the organic cage compound through Suzuki coupling reaction and acid-catalyzed Friedel-Crafts reaction ring closure. The specific reaction is as follows:

[0039]

[0040] Take the 100mL two-neck flask, magnet, and condenser out of the oven and assemble the instrument. Magnesium (0.41g, 17.03mmol) and a magneton were added to the reaction flask, sealed, vacuumed, drum N 2 . THF (8.6 mL) and p-bromooctyloxybenzene (4.4 g, 15.43 mmol) from which water had been removed were drawn into a syringe. Then a small amount of THF and p-bromooctyloxybenzene were added to the reaction flask. Heat the initiation with a heat gun while stirring, and the initiation is successf...

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Abstract

The invention discloses a fluorenyl triangular-prism-shaped organic cage compound, and a preparation method and an application of the compound. The fluorenyl triangular-prism-shaped organic cage compound has a structure represented as a formula I shown in the description. The preparation method comprises performing cyclization on fluorenyl dimeric tertiary alcohol under a Friedel-Crafts reaction which is catalyzed by an acid to obtain the fluorenyl triangular-prism-shaped organic cage compound. The fluorenyl triangular-prism-shape organic molecular cage has a large cavity and specific surface area, has good solubility, good heat, electrochemistry and optics stability, and thus has wide application prospects in the fields of organic light emitting devices, molecular recognition, porous materials, supramolecular chemistry and the like.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to a fluorenyl triangular prism-shaped organic cage compound, a preparation method and application thereof. Background technique [0002] Since 1984, Fritz Vogtle's research team first synthesized the first cage compound with a long-lasting cavity and a much better coordination effect with iron ions than ethylenediaminetetraacetic acid [W.Kiggen.; FritzVogtle.Angcw.Chem.Int. Since Ed.Engl.23 (1984) No.9], as a new type of porous material, cage compound has become a focus of international attention because of its fixed pore size and good monodispersity. Widely used in molecular recognition [Ramalingam Natarajan; Org. Lett., 2016, 18(14), 3394–3397], molecular reactor [Howlader P.; Mukherjee P S.J.Am.Chem.Soc., 2016,138:1709. ], porous materials [Jelfs KE.; Cooper A I.J.Am.Chem.Soc.,2016,138:653.], etc. Cage compounds are divided into supramolecul...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/08C09K11/06G01N21/64
CPCC07D487/08C09K11/06C09K2211/1007C09K2211/1044G01N21/643G01N2021/6432
Inventor 张广维雷佳琪魏颖罗孟成解令海黄维仲涛涛
Owner NANJING UNIV OF POSTS & TELECOMM
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