A. Chang, L. Miller
Nov 1, 1987
Citations
0
Influential Citations
27
Citations
Journal
Synthetic Metals
Abstract
Abstract 3-Methoxythiophene was anodically polymerized, then cathodically reduced to provide a neutral oligomeric product (1) composed of 3-methoxythiophene units. 1 and its oxidation product 2 were soluble in N,N-dimethylformamide, acetronitrile and benzonitrile and the solution phase redox process was studied as a model for reactions of insoluble polythiophenes. Oxidation to form 2 was accomplished using iodine or electrochemistry. The strong acids, nitric, perchloric or trifluoroacetic also oxidized 1 to 2. Rereduction of 2 to 1 used triethylamine. Quantitative studies showed that I 2 or anodic oxidation at 0.6 V gave 2 with the same extent of oxidation. Ultraviolet-visible spectroscopy showed that 2 was composed of at least two different types of species, each type showing a pair of absorption bands between 630 and 860 nm. E.s.r. showed that 2 was mainly diamagnetic, and it is proposed that soluble dications (bipolarons) are produced.