Synthesis And Application Of Functional Conjugated Organic Materials

The controllable design and precise synthesis of functional conjugated organic molecules and polymers is a great challenge to develop new materials.Exploring the structure-activity relationship of functional conjugated organic materials can provide theoretical guidance for their design and synthesis.Attaching functional groups to molecules is an effective way to prepare functional conjugated organic materials.Three aspects of studies on functional conjugated organic materials have been carried out in this paper including the synthesis of triphenylene-based derivatives and exploring their self-assemble behaviosr,the synthesis of new functionalized covalent organic frameworks(COFs)for catalysis and adsorption,as well as the preparation of conjugated microporous polymers(CMPs)for energy storage.The details are as follows:1.New triphenylene-based derivatives were designed and synthesized by linking alkyl chain with amide bond at the 1,5,9-position of the triphenylene molecule,which change the synthesis method of traditional triphenylene-based derivatives.The influence of driving force on gelation of assembled molecules was studied by adjusting the positions of phenyl and amide bond.Then the triphenylene-based derivatives for liquid crystals was explored and characterized,which provided an important supplement for the study of triphenylene-based derivatives in the field of supramolecular self-assembly and liquid crystal materials.2.The amide was successfully applied to construct two amide functionalized covalent organic frameworks(COFs)with high crystallinity which were designed and synthesized via a bottom-up synthesis strategy,which successfully solved the drawbacks bringing from the built-in of amide by previous post-modification.Due to the abundant uniformly distributed amide bonds in the framework,the as-prepared COFs were able to efficiently catalyze the Knoevenagel condensation reaction.And meanwhile they could be recycled for many times,which will reduce the consumption of catalysts and realize green catalysis.3.Flexible monomer containing various heteroatoms was synthesized via the linkage of aromatic ether bond with a certain degree of freedom.Two COFs with high crystallinity and large specific surface areas were successfully synthesized from flexible monomer.Designing adsorption removal experiments for pollutants(iodine vapor and dye molecules)using the adsorption properties of COFs.Moreover,the COFs after adsorption are easy to regenerate,and can be recycled.4.Conjugated microporous polymers(CMPs)containing metalloporphyrin and acetylenes were designed and synthesized.Owing to the existence of transition metal and alkynyl groups,the as-prepared CMPs with large surface areas can be used as electrode materials for lithium ion batteries.The prepared electrode material exhibits higher discharge specific capacity and excellent rate performance,confirming the potential application of the conjugated organic material prepared by bottom-up strategy in electrochemical energy storage.In summary,three different types of functional materials were prepared in this paper.These three types of materials all show excellent functionality(self-assembly and liquid crystal properties,catalytic and adsorption properties,electrochemical properties),and are expected to achieve practical applications.In addition,the methods of design and preparation these functional materials will provide theoretical guidance for the synthesis of new materials.