ISSN:
0360-6376
Keywords:
Physics
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
3,3-Difluorocyclobutene-1-carbonitrile (DFCB) was synthesized via cycloaddition of 1-chloro-2,2-difluoroethylene and acrylonitrile, followed by dehydrochlorination with 1,4-diazabicyclo[2.2.2]octane in tetrahydrofuran. Unlike cyclobutene-1-carbonitrile, this monomer did not homopolymerize either under radical or anionic conditions. As an electron-poor monomer it copolymerized in the presence of free radicals with electronrich monomers such as styrene in good yield. It also copolymerized with electron-poor monomers such as acrylonitrile, although in lower yields. The extent of incorporation of DFCB in the copolymers also depended on the electronic characteristics of the comonomers: high incorporation occurred with electron-rich monomers, low incorporation with electron-poor monomers. One extremely electron-poor monomer, trimethyl ethylenetricarboxylate, did not copolymerize with DFCB.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pol.1974.170120708