A representative of a new class of conducting oligomer: Acetylene-terminated polyaniline

Abstract

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.

Department(s)

Chemistry and Biochemistry

Document Type

Article

DOI

https://doi.org/10.1016/S0379-6779(96)03785-X

Keywords

Acetylene, Oligomer, Polyaniline

Publication Date

9-30-1996

Journal Title

Synthetic Metals

Share

COinS