Electrochemical Polymerization Of Three Fluorene Derivatives And Two Other Fused Ring Compounds

As a new type of electronic materials, conducting polymers with their unique optoelectronic properties in the field of electronics and digital displays have broad application prospects. By virtue of their superior electrical luminescent properties, fluorene derivatives attention has been paid gradually, the study of the conducting polymers is gradually transferred to the fused ring compounds. This dissertation focused on the electrochemical synthesis of high-quality conducting polymers from three fluorene derivatives and two other of the fused ring aromatic compounds, then detailed study of the properties of the polymers, as follows:1. By direct anodic oxidation of9-Fluorenylmethyl chloroformate(9FMCL) in boron trifluoride diehthyl etherate (BFEE) and3%concentrated sulfuric acid (SA), poly(9-Fluorenylmethyl chloroformate)(P9FMCL) film was synthesiezd electrochemically. The oxidation potential of9FMCL was0.95V, lower than the oxidation potential (1.07V) in pure BFEE. The conductivity of the polymer was measured to be0.13S cm-1. P9FMCL film was subjected to UV-VIS spectroscopy (UV), infrared spectroscopy (IR) and1D nuclear magnetic resonance (NMR) analysis. The polymerization site of P9FMCL film was on the benzene ring at C2and C7. The fluorescence spectra showed P9FMCL film was a good light-emitting material.2. Poly(9-Phenyl-9-fluorenol)(P9P9F) film was synthesiezd electrochemically in BFEE+10%SA system. The oxidation potential of9-Phenyl-9-fluorenol(9P9F) was0.88V. The conductivity of the polymer was measured to be10"2S cm-1. The polymerization site of P9P9F film was at C2and C7, and C9. SEM and Thermal analysis showed the structure characteristics and good thermal stability of P9P9F film. The fluorescence spectra showed good fluorescence of P9P9F film.3. Poly(9-Fluorenylmethanol)(P9FMoL) film was synthesiezd electrochemically in BFEE+3%SA system. The oxidation potential of9-Fluorenylmethanol(9FMoL) was0.98V. The conductivity of the polymer was measured to be0.06S cm-1. The polymerization site of P9FMoL film was at C2and C7via spectral analysis. Thermal and fluorescence analysis showed good stability and fluorescence of polymer.4. High quality free-standing poly(2,6-Dimethoxynaphthalene)(PDMN) film was synthesiezd electrochemically in BFEE+3%SA system. The oxidation potential of2,6-Dimethoxynaphthalene(DMN) was0.45V. The conductivity of the polymer was measured to be0.21S cm-1. The electrochemical tests show good electrochemical redox properties. Spectral analysis showed that the the DMN polymerization sites in C1, C2, C5and C6, and the polymerization mechanism was studied.5.3-bromo-9H-carbazole(3BCz) was synthesiezd electrochemically in pure BFEE. By analysis, the polymerization was at C3and C6and bromine(Br) was proved to be stripped. Br had certain activity. The oxidation potential of3BCz was0.55V, lower than carbazole(0.71V). The conductivity of the polymer was measured to be10-3S cm-1.3BCz was confirmed good for the electrochemical synthesis of PCzs.