A representative of a new class of conducting oligomer: Acetylene-terminated polyaniline
We present the first synthesis of acetylene-terminated polyaniline oligomers (ATPAs) by two chemical methods. One method, a modified Moore-Honzl-Wudl synthesis, involves the condensation of p-phenylenediamine (PDA) with 2,5-dioxo-1,4-cyclohexanedicarboxylic acid, followed by endcapping with 3-ethynylaniline (EA) and subsequent air oxidation. The other, more convenient, method is based on a modified Manassen-Khalif Schiff-base approach involving the condensation of PDA with commercially available 1,4-cyclohexanedione, followed by endcapping with EA and subsequent air oxidation. Both methods give oligomers with molecular weight distributions. The ATPAs have been characterized by FT-IR, UV-Vis, 1H NMR, MS and ESR methods. Brønsted acid doping gives conducting ATPAs (up to 10-2 S/cm). The results of comparative studies of the ATPAs prepared by both methods are presented.
Chemistry and Biochemistry
Acetylene, Oligomer, Polyaniline
Wilbur, J. M., T. C. Sandreczki, I. M. Brown, D. J. Leopold, and S. Mohite. "A representative of a new class of conducting oligomer: acetylene-terminated polyaniline." Synthetic metals 82, no. 3 (1996): 175-181.