(S)-/(R)-difurodinaphthalene as well as derivatives thereof and preparation method

Abstract

The invention discloses (S)-/(R)-difurodinaphthalene as well as derivatives thereof and a preparation method. The compounds have two spatial configurations which are (S)-/(R)-, and in the structure, the site 2 of furan has substituent groups which are hydrogen, and linear or branched alkyl groups or phenyl groups of C4 or below. The preparation method comprises the following steps of: reacting (S)-/(R)-binaphthol as a raw material and potassium carbonate as alkali with iodomethane in acetone so as to obtain (S)-/(R)-2, 2'-dimethoxy-1, 1'-dinaphthalene; then carrying out diiodo-reaction of a product obtained in the previous step, removing protecting groups of phenolic hydroxyl groups, and esterifying with acetic anhydride, thus obtaining (S)-/(R)-3, 3'-diiodo-2, 2'-diacetoxy-1, 1'-dinaphthalene; carrying out Sonogashira coupled reaction of (S)-/(R)-3, 3'-diiodo-2, 2'-diacetoxy-1, 1'-dinaphthalene with alkyne under the catalysis action of palladium to obtain a series of (S)-/(R)-3, 3'-di(trimethylsilylacetylene, hexynyl or phenyl ethynyl)-2, 2'-diacetoxy-1, 1'- dinaphthalene; and finally under the action of cesium carbonate, carrying out ring closing reaction to obtain the (S)-/(R)-double furodinaphthalene and derivatives thereof. A series of compounds provided by the invention broaden the range of organic electroluminescence materials.

Description

technical field [0001] The present invention relates to the field of novel organic electroluminescence materials, specifically a kind of ( S )- / ( R )-bisfuranobinaphthalene and derivatives thereof, preparation method and application thereof. Background technique [0002] Molecules with larger π-conjugated systems, as active materials in organic optoelectronic devices, have been widely used in organic semiconductors in recent years, such as organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), organic solar energy Batteries (OPVs) and sensors etc. A variety of aromatic or heterocyclic structures have been used in the development of organic semiconductors. For example, linear polyphenylene core structures, so-called fused aromatic hydrocarbons, have shown high performance in organic field-effect transistor applications. [0003] Recently, furan, another representative heterocyclic structure in the development of successful semiconductor materials...

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And the synthesis of bisfuranophthalene ...

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