1, 5, 9-trisubstituted coronene compound and synthesis method thereof

The present invention relates to a 1, 5, 9-trisubstituted coronene compound and a synthesis method thereof. The structural formula of the compound is shown in img file = 'dest _ path _ image 001. TIF 'wi = '109 'he = '108', wherein R represents H, C1-C18 alkyl, phenyl, 4-methylphenyl, 4-methoxy phenyl, benzyl, cyclohexyl, 4-trifluoromethylphenyl, thiophene, furan and the like. According to the technical scheme of the invention, the easily prepared 1, 5, 9-triamido triphenylene is subjected to diazotization and halogenation reaction to obtain the tri-halogenated triphenylene. After that, the tri-halogenated triphenylene is subjected to Sonogashira reaction with various alkynes to generate atriyne-triphenylene compounds. Finally, through the metal-catalyzed reaction and the cyclization reaction under the effect of an organic base, various 1, 5, 9-trisubstituted coronene compounds, novel in structure, can be obtained. According to the technical scheme of the invention, raw materials are easy for mass preparation. Meanwhile, the synthesis step is relatively short and the operation is convenient. The obtained trisubstituted coronene compound is good in thermal stability and chemical stability, and the trisubstituted coronene emits the relatively strong fluorescence within the range of 420-550 nm according to the fluorescence emission spectrum of the trisubstituted coronene compound. Therefore, the trisubstituted coronene is an excellent fluorescent material for preparing UV ultraviolet charge-coupled devices (UV-CCD) and organic light-emitting diodes (OLEDs), and has a wide application prospect in the field of electronic materials.