Synthesis Of Functional Molecules Based On Perylene Diimide And Triptycene

The structure of functional organic molecules is relatively simple and clear,which can facilitates large-scale synthesis,has good stability,and has great application value.For example,functional small molecule probes can be developed for the diagnosis and treatment of tumors.Some functional organic molecules can also self-assemble into organic gels through the function of non-covalent bonds.Organic small molecule gel has excellent characteristics such as self-repairing,thermal reversibility and low toxicity.The first chapter summarizes two types of functional molecules that are widely used.They are functional molecules based on perylene diimide and triptycene..Perylene diimide compounds have a large ring conjugated molecular structure,they have good light and heat stability,and have long been used in the development of coating products.They usually have special optical,electrical,and magnetic properties,so they can be used in functional materials.This chapter discusses their potential application value in bio-fluorescent probes,organic solar cells,electrochemical sensors,drug carriers,etc.,reflecting their broad application prospects in the field of materials science.Apart from its unique rigid structure,aromaticity and highly symmetrical characteristics,triptycene and its derivatives also have rich reactive sites and electron-rich open cavities,which can be used as the basic monomer for the synthesis of macromolecules.This chapter discusses their huge application potential in many research fields including material chemistry,host-guest chemistry,supramolecular self-assembly,organic reactions,and biomedicine.Perylene diimide has the characteristics of easy availability of synthetic raw materials,high yield and easy modification of substituted groups,which makes it a hot research topic all the time.In Chapter 2,we synthesized a series of perylenediimide derivatives,explored their reaction conditions,and conducted visible-ultraviolet light absorption test,electrochemical test and molecular simulation on the synthesized perylene diimide compounds.We explored their optical properties,electrical properties,molecular orbital information,etc..At the same time,the law of their properties changing with the structure was summarized.Tripterene chemistry has now developed into an emerging multidisciplinary research direction.In Chapter 3,through the chemical principles of molecular design and retrosynthesis,the [4+2] Diels-Alder cycloaddition reaction was first used to construct the 2,3,6,7,12,13-hexamethyltriptycene skeleton.On this basis,we continue to synthesize tripterene-2,3,6,7,12,13-hexacarboxylic acid Then after dehydration,Tridiene-2,3,6,7,12,13-hexacarboxylic dianhydride was obtained.Tridiene-2,3,6,7,12,13-hexacarboxylic dianhydride has high reactivity.This project attempted to react it with cyclohexylamine.In this series of reactions,different reaction conditions were carried out.We tried and summarized different reaction conditions,and explored the reaction mechanism in the reaction process.In Chapter 4,we summarized the work of this paper,summarized the synthesis of these two functional molecules,and explored its application prospects.