Preparation And Drug-Loading Of Fluorenone Triazole Micelles,Preparation And Performance Of Carbazole Macrocycles And Polvcatenars

Molecular self-assembly has received considerable attention recently.It refers to the process of spontaneously formation of stable molecular aggregates under the action of non-covalent bonds.Liquid crystal（LC）is an outstanding example of self-assembled system.Because of the combination of order and fluidity,LC can response to a variety of external stimuli.Therefore,LC-based functional materials have been widely used in sensors,displays,life sciences and other fields.Micelles are one self-assembly structure formed by amphiphiles in solution.Due to the excellent hydrophilicity,targeting,reducing the side effects and increasing the solubility of drugs,micelles have been widely used as drug carriers.In addition,arylidene and ethynylene based macrocycles have also made important research progress.Therefore,this thesis has carried out three aspects of research work around molecular self-assembly,the preparation and drug-carrying performance of fluorenone triazole compound micelles,as well as the assembly and properties of carbazole macrocycle and Polycatenar molecular.In chapter 1,we design and synthesize fluorenone-triazole based compounds surrounded by PEO chains via the Click reaction.Its micelle concentration is 1.1×10^-5 mol/m L,which is lower than some surfactants on the market.Additionally,it can encapsulate podophyllotoxin and other drugs.In chapter 2,carbazole and fluorene based rigid macrocycles（M-1 and M-2）are designed and synthesized by Sonogashira reaction and Glaser reaction as key steps.Under ultraviolet light irradiation,their solution has strong blue fluorescence with the fluorescence quantum efficiency of 65.16%.After doping with a yellow fluorescent compound,a white light emission can be obtained.The intermediate of macrocycle has a good recognition on F^-ion and can be used for F^-ion detection in environmental pollution.The DFT results indicate that the macrocycles have a planarπ-conjugation flat.Due to its extremely low LUMO energy level,electron injection and transmission become easy.In addition,compared with M-1,M-2 changes four alkyl chains into four polyether chains on the basis of the original cyclic structure.Through doping Li⁺ion,we can obtain aion tunnel assembly structure.Therefore,these macrocycles have potential application in fluorescent labeling materials,ion recognition,and ion transport materials.In chapter 3,carbazole andα-CN based polycateners are designed and synthesized by Suzuki reaction and the knoevenagel reaction as the key steps.Compound Carbazole-CN-14 is liquid crystal.Its XRD test results show that the reciprocal ratio of d-spacing is 1:3^1/2:2,corresponding to Col_hex/p6mm phase.Ultraviolet and fluorescence indicate that the compound has a large Stokes shift.This work also provides a new assembly system,which can be used in fluorescent labeling materials,the material of specific recognition of harmful CN^-and has a wide application prospect in the field of biomedical materials.In chapter 4 is innovation points and conclusions.In chapter 5 is about the equipment and reagents needed for the experiment,as well as the synthetic route and related data and spectra.