The Design And Synthesis Light Responsive Azobenzene And Recognition Property Study

In this thesis, based on the synthesis of new type of light stimulus responsive azobenzene derivatives as the host molecular, Agτ/β-CD as guest molecular, we build two new molecular recognition system, and successful realize the " Swallowing-spitting" process in the use of light response properties of azobenzene molecules.The first chapter briefly describes the generation and development of molecular recognition technology, theoretical basis and the latest research progress; Light stimuli responsive of azobenzene and its derivatives; From the classification of azobenzene, absorption spectrum, and its photochemical property, etc, is presented; Based on azobenzene functional group of the research progress of molecular recognition technology, the research progress of two aspects of the metal ions recognition based on crown ether azobenzene functional groups and β-CD recognition based on azobenzene functional groups are introduced. Finally, we introduce the innovation points and the significance of this paper.In chapter2, a new kind of crown ether azobenzene functional monomer which containing functional group of crown ether and azobenzene was synthesized by diazotization, coupling reaction, nucleophilic substitution reaction with4’-Aminobenzo-15-crown-5as starting material. Through UV/Vis absorption spectra, we found that crown ether azobenzene molecules have a excellent light response properties; The rate constant of the process of crown ether azobenzene isomerization was calculate by using kinetic fitting equation. The recognition of metal ions through the crown ether azobenzene was studied. We found that crown ether azobenzene has a good recognition ability of Agτ. By Compared Experiments, the functional group of crown ether was identify effective to AgT. The crown ether azobenzene combined with Agτ in a ratio of2:1, after irradiation by UV light, Agτ was released from crown ether group.In chapter3,4-amino-4’-(6-bromoalkoxyl) azobenzene was synthesized through diazotization, coupling reaction, reduction reaction, nucleophilic substitution reaction with nitro aniline as starting material.4-hydroxyl-4’-(6-bromoalkoxyl) azobenzene was synthesized through reductive coupling reaction, alkyl substitution with4-nitrophenol as starting material. Two kinds of azobenzene molecules are combined with β-CD, forming azobenzene and β-CD inclusion complex respectively. By UV/Vis absorption spectra, show that two kinds of azobenzene molecules have good light the response properties whether combine with β-CD or not; The particle size distribution of two kinds of azobenzene with or without β-CD was determined by DLS; The morphology of two kinds of package was studied though SEM before and after UV irradiation.In chapter4, OH-AzO-6C-AzO-NH2was synthesized through nucleophilic substitution reaction with4-amino-4’-(6-bromoalkoxyl) azobenzene and4-4’-di-hydroxyl-azobenzene as substrate. Dual light response azobenzene molecules are combined with β-CD, forming azobenzene and β-CD inclusion complex respectively. By UV/Vis absorption spectra, show that azobenzene molecules have good light the response properties whether combine with β-CD or not; The particle size distribution of azobenzene with or without β-CD was determined by DLS; The morphology of package was studied though SEM before and after UV irradiation.In chapter5, the paper was summarized, and the future research and improved direction was prospected.