Novel Synthesis of Cyclic Olefin Monomers for the Library of Thermally Stable Acrylic Resins

2014 Fiscal Year Final Research Report

• Project/Area Number: 24750102
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Polymer chemistry
• Research Institution: Nagoya Institute of Technology
• Principal Investigator: MATSUOKA Shin-ichi 名古屋工業大学, 工学(系)研究科(研究院), 助教 (10432288)
• Project Period (FY): 2012-04-01 – 2015-03-31
• Keywords: 環状オレフィン / 極性転換 / N-ヘテロ環状カルベン / 環化反応

Outline of Final Research Achievements

The synthesis of cyclic olefins, which are important monomers for the production of thermally stable vinyl polymers, has been developed by using the new synthetic concept of the N-heterocyclic carbene(NHC)-catalyzed umpolung of olefins. At first, the screening of NHC catalysts for the umpolung was examined. Based on these results, five cyclic olefins were successfully synthesized through the intramolecular cyclization and intermolecular annulation. In particular, the three types of acrylates underwent the catalytic cyclotetramerization to produce trisubstituted cyclopentenones. For this catalysis, the experimental studies clearly proposed the reaction mechanism involving umpolung, which are specific to the NHC catalysis.

Free Research Field

高分子合成化学、有機合成化学