In-Place Conversion of Strained Bicyclic Compounds to Stable Polymers.
Abstract
A simple synthesis of new electronegatively substituted bicyclobutane monomers has been worked out. It involves a 2+2 cycloaddition of tri(electronegatively substituted) ethylenes with dimethylaminoethylenes, followed by conversion to the quaternary ammonium salt and cross-ring elimination effected by base. A new copolymer synthesis involving the copolymerization of tri(electronegatively substituted) ethylenes with electron-rich vinyl monomers has been established under free radical polymerization conditions. A second new copolymer synthesis, involving the copolymerization of tri(electronegatively substituted) ethylenes with mono(electronegatively substituted) bicyclobutane monomers has been devised. The synthesis of an intermediate for a new type of monomer, the 2-oxabicyclobutanes, has been accomplished. It involves chlorination of 2-cyanooxacyclobutanes, followed by dehydrohalogenation to give the bicyclic compound.
Document Details
- Document Type
- Technical Report
- Publication Date
- Oct 01, 1974
- Accession Number
- ADA004673
Entities
People
- Gerry K. Noren
- Henry K. Hall Jr.
- Jean Otton
- Pierre A. Ykman
Organizations
- University of Arizona