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Living polytetrahydrofuran (PTHF) was terminated with sodium thiophenemethonate to yield a polymer with thiophene groups at one (PTHF1) and both ends (PTHF2). Copolymerizations of PTHF1 and PTHF2 insulating polymers with pyrrole and thiophene were achieved in water-p-toluene sulfonic acid (PTSA) and acetonitrile (AN)-tetrabutylammonium tetrafluoroborate (TBAFB) solvent-electrolyte couples via constant potential electrolysis. Characterization of the samples were performed by Nuclear Magnetic Resonance Spectroscopy (NMR), cyclic voltammetry (CV), Fourier Transform Infrared Spectroscopy (FT-IR), Thermal Analyses (TGA), (DSC) and Scanning Electron Microscopy (SEM). Electrical conductivities were measured by four-probe technique. PTHF1/PTh and PTHF2/PTh films which were deposited on ITO-glass in dichloromethane-TBAFB solvent-electrolyte couple found out to be anodically coloring copolymers that electrochemically switch between an oxidized blue and reduced red state exhibiting electrochromic behavior. Spectroelectrochemical Analysis (SEC) was run in UV-VIS region to reach a better understanding of the band structures of PTHF1/PTh and PTHF2/PTh electrochromic copolymers. Optoelectrochemical analyses were introduced as a new method for the characterization of copolymers.