An Investigation of Alternate Synthesis for 2,2' -BIS(Phenylethynyl)-5, 5' -Diaminobenzidine
Final rept. Sep 1979-Sep 1982
AIR FORCE WRIGHT AERONAUTICAL LABS WRIGHT-PATTERSON AFB OH
Pagination or Media Count:
Several routes were investigated to develop an improved lower cost synthesis of the cited tetramine a critical monomer used in forming the polyphenylquinoxaline polymer system with 2,2-bisphenylethynyl moieties for intramolecular cyclization to the fused dibenzoanthracene structure. An immediate precursor to the tetramine 4-bromo-5-phenylethynyl-0-phenylenediamine was prepared in 43 overall crude yield from 0-nitroamide. Activated coupling through the aryl bromide using the tris-triphenylphosphine Ni0 species was unsuccessful. Substrate chelation of the Ni0 via the 0-diamine functionality was suggested as an inhibiting mechanism.
- Polymer Chemistry