(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...

AI Technical Summary

Problems solved by technology

And the synthesis of bisfuranophthalene and its derivatives has not been reported yet.

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