Office of Technology Transfer – University of Michigan

New Vinylic Monomers and Polymers Derived from DAMN

Technology #1445

Background

Imidazoles are monocyclic heteroatomic ring compounds, whose derivatives are used in waste water treatment, or as agricultural chemicals, insecticides, and catalysts. However, the synthesis of imidazole monomers as well as polymers is difficult, and as a result, imidazole compounds and polymers are used in limited quantities and are very costly.

Technology

Researchers at the University of Michigan have developed a new family of cyclic imidazole ring compounds which are generally based on new 2-vinyl-4,5-dicyanoimidazoles. These new compounds have a cyclic imidazole ring structure with specialized functional groups carried on the ring. Such groups are included either before or after the polymerization. The new compounds and polymers are formed from monomeric units which were previously unavailable. Advantageously, the specific monomers of the invention are polymerizable by cost-effective methods to provide polymers with highly desirable properties. The invention also provides new coupling agent (activator) for promoting phosphoramidite coupling reaction used in laboratory synthesis of oligomers.

Applications and Advantages

Applications

  • Synthesis of cylic imidazole compounds

Advantages

  • Relatively straight-forward and low-cost monomers and polymers
  • Higher thermal and oxidative stability
  • Good yields of desirable compounds
  • Readily adaptable to scale-up