The parent aniline hexamer was synthesized in the emeraldine base(EB) oxidation state through one step oxidative coupling reaction using parent aniline trimer in the leucoemeraldine oxidation state. The hexamer in the EB state was reduced by phenylhydrazine in ethanol and was characterized by IR, 1H NMR , MALDI TOF MS and elemental analysis. The chemical oxidation process of the hexamer was studied by UV Vis spectra. It was found that the hexamer was oxidized to its EB form and then to the pernigraniline oxidation state.
Compound B was synthesized through oxidative coupling reaction of p-phenylene-diamine and compound A(acetylamino-capped aniline dimer). This synthetic route protected the N-phenyl-1,4-phenylenediamine from further reaction. The pentamer was synthesized by the hydrolysis of compound B(acetylamino-capped aniline pentamer) and was characterized by IR, elemental analysis and MALDI-TOF-MS. The chemical oxidation process of the pentamer was studied by UV-Vis spectra. It was found the pentamer was oxidized to its EB form and then to the pernigraniline oxidation state.
A novel azo compound with ’dumbbell shape’ was synthesized successfully and characterized by MALDI-MS,FTIR,elemental analysis,1H NMR and 13C NMR.UV-Vis spectrum was used to monitor the trans-cis isomerization and theoretical calculations were used to modelize the trans and cis isomers.The trans and cis isomers of the ’dumbbell shape’ azo compound are both stable at room temperature because of the large end group.
