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Synthesis Of A Series Of Novel Water-solution Eiectroactive Glycopolymer

Posted on:2014-05-11Degree:MasterType:Thesis
Country:ChinaCandidate:J J CuiFull Text:PDF
GTID:2251330401472216Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Electroconductive polymer is contained conjugated structure in the backbone, and the conjugated polymer has aroused much attention for its conductivity. But the conductivity of simple conjugated polymer is not strong enough, at the same time it’s difficult to soluble in organic solvent, the electrical conductivity of the doped polymer will be enhanced, and the polymer have many properties of the introduced groups, it show a broad application prospects for the synthesis of multifunctional composite materials.Glycopolymer is the formation of the functional polymer which is introduced sugar-groups into the polymer molecular chain by different chemical reactions. Because of the sugar-group can improve the hydrophilicity, biocompatibility and biodegradability of the polymer, we could obtain various special purpose materials which is used in many aspects, such as biology, medicine. At present the research of the glycopolymer cause the attention of scholars, but sugar-groups is introduced into the conductive polymer is very few. Researchs show that weak electrical stimulation in the human body can promote cell growth, proliferation, differentiation and so on. we introduce the sugar-groups into the conductivity polymer that can both have biological activity and conduct electricity, so as to extend its application in biomedical field.In this thesis, research were focused on PT, AP, and monose, the investigations have been carried out as following:1. In the process of preparation of the alkynyl-glucose:hydroxyl of the monosaccharide were protected in the first step, then add propiolic alcohol for introducing alkynyl, last deprotect of the hydroxyl, won the monosaccharide containing alkynyl activity. We designed and synthesized conjugate structure of polymer-side chain containing azide group of Polythiophene2,5-Poly (3-hexyl azide thiophene)(P3HT-N3) by3-bromine thiophene as raw material, then occured click reaction with the alkynyl-glucose, to obtain the surface suger-grafted Polythiophene. The products and intermediates were characterized by Fourier Transform Infrared Spectroscopy (FT-IR), nuclear magnetic resonance (1H NMR,13C NMR), Thermal gravimetric analysis (TGA) showed that the biodegradable nature. Thermogravimetric analysis showed that under300℃has good thermal stability, high temperature because of add biodegradable sugar, biodegradability. scanning electron microscopy (SEM). At the same time the Ultraviolet (UV-vis) and fluorescence analysis of glycopolymer before and after the graft modification, the nature properties didn’t change. After introducted suger in the polythiophene can inhance its water-solubility significantly, the contact Angle test also showed that its hydrophilicity can be improved. Composite polymer has the dual advantages at the same time, it can provide conditions for the synthesis of medical biological activity, biocompatibility materials.2. In addition, we synthesized galactose-grafted polythiophene and mannose-grafted polythiophene, at the same time we compared the three different kinds of polymer and found that its hydrophilicity, fluorescent, biological activity and so on all the corresponding improvement, there are a few differences, because different configuration of the monosaccharide have different biological activity, different sugar and protein have specific adsorption. In this article the glycopolymer which we synthesized have special properties, it can provide a great prospect for the medical treatment of specific diseases.3. Amide group protection of aniline dimers were prepared by amino protected method with N-phenyl-1,4-phenylenediamine and succinic anhydride as the materials, further synthetic amino sealing side aniline pentamer (AP); Then Bromo-2-methylpropionyl bromide reacted with aniline pentamer of amino into acylbromide, then initiated polymerization with the double bonds of the glucose, we could get the glycopolymers as the crosslinked center with aniline pentamer. And the structure and property of the ploymer were characterized by FI-IR, HNMR, UV-vis, TGA, and so on.
Keywords/Search Tags:Fluorescence, Electroconductivity, Hydrophily, Biodegradability, Conjugated polymer, Glycopolymer
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