Application-oriented Derivatization Of Osmapentalynes

Osmapentalynes and their derivatives are a new kind of aromatic molecular framework with Mobius aromaticity,which have stable structure and unique properties.In 2020,we reported a kind of addition reactions of osmapentalynes with alkynes.Under acidic conditions,the aromatic vinyl groups can be introduced into the C7 of the osmapentalyne by the addition of the metal-carbon triple bonds and aromatic alkynes.In this dissertation,this efficient addition reaction of the metal carbyne is used to connect different aromatic groups with osmapentalyne system,and then the properties and applications of the products are studied.The main contents of each chapter are as follows:In chapter 1.The synthesis method,reactivity and applications of osmapentalynes are briefly introduced.The addition reaction of osmapentalynes and alkynes is briefly introduced.The purpose of constructing the property-oriented osmapentalyne derivatives by grafting star molecules is expounded.In chapter 2.Through the addition reaction of osmapentalyne and hexabenzocoronene(HBC),several osmapentalynes grafted with a large conjugated group were synthesized.Their photoelectric properties were tested,and the possibility of using them as photoelectric conversion material for organic solar cells was studied.When the osmapentalyne bridging HBC units were used as electron transport layer material of organic solar cells,the photoelectric conversion efficiency(PCE)of the device can be further boost.In addition,we can further enhence the PCE of device by modifying the substituent groups of osmapentalyne at C3.In chapter 3.The vibration-induced luminescence(VIE)of N,N’-disubstituteddihydrophenazine(DPAC)was introduced into the C7 position of osmapentalyne and its fluorescence properties were investigated.It was found that the VIE phenomenon could not be observed after grafting osmapentalyne with triphenylphosphonium at C2 with a DPAC molecule,but obvious VIE phenomenon could be observed after the triphenylphosphonium substitut group was replaced by chlorine substituted group.In chapter 4.A complex containing a ruthenium metal center was introduced into the osmapentalyne system.The charge separation properties of the Ru-Os donor conjugated systems were studied,and the cyclic voltammetry curves and spectroelectrochemical measurements of the products were investigated.In chapter 5.The innovation of this paper is summarized,and the future follow-up research is also prospected.