Synthesis And Research Of Interface Electrochemical Properties Of Porphyrin Derivatives

Porphyrin is a special kind of big ring conjugate aromatic system and susceptible affected by electronic effect which is come from the ring of pyrrole and methylidyne. Thus show different spectra and electrochemical properties.Porphyrin and its derivatives are also basic biological molecules, which are wide spread in the nature, Such as hemoglobin and chlorophyll, Vitamin B12 and so on. The molecules are not only participated in many important biological reactions - oxygen transport, catalysis, plant photosynthesis - but also have the ability to bond and release gas. It is the catalytic reaction in biological activity center. Based on its unique structure and important role in living organism, in recent years, porphyrin are widely researched and applicated in bionic, medicine, materials, chemistry, and so on.In this paper, based on previous group's work, combining with laboratory needs, which uses self-assembly technology in the preparation of different porphyrin modified electrodes to study electronic transfer mechanism between different surfaces. Different porphyrin could apply in liquid/liquid interface, as a basic biomembrane to study and reveal the electronic and ion transfer process in the organism is our laboratory demand too. This paper has synthesized a series of thiol derivatized phenylporphyrins whose adjacent position is methoxyl, nitro porphyrin, amino porphyrin, and characterized these compounds by their spectrum. This paper is consisted by four paragraphs as follows:1. Because of its excellent photoelectric properties and stability, Porphyrin and its derivatives are favored by researchers. In this section, there is a brief introduction which is from the structure and classification of porphyrin compounds. Introduced the following: (1) the nature of porphyrin compounds; 2) the synthesis of porphyrin compounds. (3) the application of porphyrin compounds. (4) the research contents, purpose, meaning of the research work were introduced in detail.2. Change the substituents of porphyrins will make them present different properties and different functions. In order to better study the nature of porphyrin compounds, we have using the method of Adler designed and synthesized series of thiol derivatized phenylporphyrins whose adjacent position is methoxyl, characterized them with UV-Vis, IR and 1H NMR.3. Add methoxyl as substituents of porphyrins adjust electronic ability of the four nitrogen atoms which will make them present different properties and different functions. Compared with the series of hydroxylthiol derivatized phenyl porph- yrins whose adjacent position is methoxyl and their thiol derivatized phenylporphyrins,they present different spectral properties. In order to further systemiticly research porphyrin compounds'spectroscopic and electrochemical propertie, based on the last part of the workwe have synthesized 5-(4-hydroxylv- phenyl)-10,15,20-(4-methoxyl)tri- phenylporphyrin and their thiol derivatized phenylpor- phyrins through the method of Adler, characterized them with UV-Vis, IR and 1H NMR. Therefore, 5-(4–hydroxylphenyl)-10,15,20-(4-methoxyl)tri- phenylporphyrin and their thiol deriveatized phenylporphyrins provide a more widely fields for electrochemical research.4. We have synthesized series of nitro phenyl porphyrin, amino phenyl porphyrin through different methods, optimized experimental conditions, found out a better synthesis method and characterized them with UV-Vis, IR and 1H NMR spectrum to apply them in the research of liquid/liquid interface electron transfer process.