| Since the conducting polymer has been found, it has always attracted a great deal of attention due to its unique properties that traditional polymer materials and semiconductor materials own, as well as the broad application prospects. In the past30years, the research and development of the conducting polymer as one of the new materials in different fields such as antistatic, photoelectric, anti-corrosion, and other fields make people full of confidence and hope for the application of organic semiconductor materials and make it one of the hot spots of new materials, new devices in new century. Poly(3,4-ethylenedioxythiophene)(PEDOT) with its excellent environmental stability, high conductivity (>102S/cm) and high visible light transmittance (>80%) has attracted wide concern, and has been widely used in various fields. Electrochemical polymerization is an important method for the preparation of conducting polymer. At present, the study of the design and synthesis of introduction of functional groups to EDOT side chain and the research of the electrochemical polymerization method have not been in-depth. This thesis mainly focused on the synthesis of three kinds of EDOT derivatives, the electrochemical polymerization of synthetic monomers, the detailed characterization of the polymers, and their fabrication processes and performances.1.2’-Hydroxymethyl-3,4-ethylenedioxythiophene (EDOT-MeOH) was synthesized using3,4-dibromothiophene as the starting material and its electrochemical polymerization behaviors in micellar solutions of sodium dodecyl sulfate (SDS) were studied. Compared with EDOT, EDOT-MeOH has a good water solubility and lower initial oxidation potential. Poly(2’-hydroxymethyl-3,4-ethylened-ioxythiophene)(PEDOT-MeOH) was successfully obtained in this system, which has good electrochemical activity, thermal stability and yellow-green fluorescent, and the polymer can be better dissolved in DMSO, acetone, tetrahydrofuran and other organic solvents. Determined by gel chromatography, the number average molecular weight was3900, the weight average molecular weight was5400, and the dispersion index was1.37. Using the polymer film as the carrier, a biosensor was made, which has the sensitivity of95.6μA mM-1cm-2and the detection limit of1μM.2.(2S)-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-2-yl)methyl2-(tert-butoxycarbo n-ylamino)propanoate (EDOT-Boc-Ala,[α]D20.0=-30.77°), a chiral monomer, was synthesized, and its electrochemical behavior in dichlorome-thane system wer e studied. The obtained conductive poly((2S)-(2,3-Dihydrothieno[3,4-6][1,4]dioxi n-2-yl)methyl2-(tert-butoxycarbonylamino)propanoate)(PEDOT-Boc-Ala,[α]D20.0=-191.08°) has good electrochemical activity, thermal stability and green fluore scent. The polymer can be better dissolved in DMSO, acetone, tetrahydrofuran and other organic solvents. Determined by gel chromatography, the number a verage molecular weight was6100, the weight average molecular weight was8400, and the dispersion index was1.37. Using the polymer film as the carri er, an enzyme biosensor was prepared and was used to detect the content of ascorbic acid (VC) in the detection solution. When the concentration of VC i n the rage of0.1μM to10.0μM (y=1.9404x+0.0013, r=0.996) and11.0μM to1.05mM (y=0.0752x-0.0152, r=0.9998), the VC concentration and response current of the biosensor showed a good linear relationship, the maximum sensitivity was194.04mA M-1cm-2and the detection limit was0.063μM (S/N=3).3. N-((2,3-Dihydrothieno[3,4-b][1,4]dioxin-2-yl)methyl)-2-hydroxybenzamide (EDOT-SA) was synthesized, and its electrochemical behavior in dichloromethane system were studied. The obtained conductive poly(N-((2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methyl)-2-hydroxybenzamide)(PEDOT-SA) has good electrochemical activity and thermal stability and blue-violet fluorescent. Thermogravimetric analysis showed that the solid polymer has good thermal stability while the SEM photo showed that the surface morphology of the polymer film was as smooth and dense as the surface of EDOT. |
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