Preparation And Drug Loading Properties Of Coumarin Triazole Janus Molecules And Benzothiadiazole Fluorine Compounds

As an intermediate phase between crystal and liquid,liquid crystal has the characteristics of ordering,fluidity and response to external stimuli.Amphiphilic compounds are composed of hydrophilic and hydrophobic parts,and can self-assemble to different micro-nano structures in both pure state and solution.Bolaamphiphiles can self-assemble to form a variety of liquid crystalline phases.Coumarin and its derivatives are widely used in bio-chemical engineering,photoelectric materials,organic and inorganic hybrid materials,liquid crystalline materials,light collection/energy transfer materials and other functional polymer materials.As a common receptor unit,benzothiazole is used to regulate the HOMO or LOMO level of the compound,which can improve the photoelectric properties,and is expected to obtain new types of liquid crystalline self-assembly structure and better photoelectric properties.The first chapter describes the synthesis of coumarin-based A-B-A type of Janus compound ?m/n.The coumarin-based A-B-A fluorescence molecule can be realized by linking polyether chains at both ends of the coumarin group using the Click reaction as the key step.The micelles formed by molecules self-assembling in water,which have lower critical micelle concentration(0.005 mg/mL),higher drug loading rate(54.0%)and encapsulation rate(56.7%).Therefore,it is suitable for the application of drug packaging materials.Compound ?m/n can be used as a chemical sensor to detect and monitor Fe3+.Therefore,compound ?m/n can be used as a multifunctional material in various fields.The second chapter briefly describes the synthesis,self-assembly and photoelectric properties of fluorene and benzothiadiazole-based A-D-A type of bolaamphiphiles.In this chapter,the Suzuki coupling reaction was used as the key step to synthesize compound ?2/n.Our study showed that when the length of alkoxy chain was 6,8 and 10,compound ?2/n formed hexagonal liquid crystalline phases.The compound has a low energy gap and is doped with coumarin ?3/3 to produce white light.The compounds emited fluorescence of different colors in different polar organic solvents and have larger Stokes shifts.Compound ?2/n has potential applications in high performance semiconductor and white light materials.In the third chapter,the detail synthesis procedures and corresponding experimental data of all compounds synthesized in this thesis were provided.