Synthesis of Monomers for the Preparation of Regiospecifically Substituted Poly(Phenylacetylenes) as Potential Chemical Detectors.
Abstract
A number of substituted phenylacetylenes have been prepared as precursors to poly(phenylacetylenes) having regiospecific substitution. These latter were required for a study attempting to correlate structure with electronic properties, especially conductivity. The following phenylacetylenes were prepared: o-, m-, and p-nitrophenylacetylene, p-trifluoromethylphenylacetylene, o-and p-aminophenylacetylene (m-commercially available), o-, m-, and p-acetamido, and m- and p-trifluoroacetamidophenylacetylene. Starting materials were the appropriate nitro or trifluoromethyl cinnamic acids. Bromination followed by dehydrobromination and decarboxylation gave the corresponding phenylacetylenes. The amino compounds were obtained by Zn/NH4OH reduction of the o- and p-nitrophenyl-acetylenes. Acylations were accomplished with acetic or trifluoroacetic anhydride. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jun 01, 1984
- Accession Number
- ADA144690
Entities
People
- J. B. Libby
- P. R. Bergquist
- S. E. Wentworth
Organizations
- United States Army Research Laboratory