Periodic Mesoporous Silicas as Supports for Late Metal Olefin Polymerization Christopher T. Burns, Department of Chemistry, University of Louisville We are working to develop a new synthetic route to hydrolytically stable organosilica precursors for the formation of ordered mesoporous organosilicas with molecular-scale periodicity of the organic groups in the walls of the silica pores. We have synthesized 4,4’-bis(triallylsilyl)biphenyl using our new methodology and formed the corresponding PMO. We are currently targeting other large organic molecules and heterocycles with which to create organosilica precursors to allow access to a larger library of PMO precursors than is currently available. SiCl 1) C5H12, -78 °C 2 3 4 nBuLi Si Si Br Br 2) Et2O, -78 °C Et2O, -78 °C 4,4'-bis(triallylsilyl)biphenyl
C18TMACl Si
Si NaOH (6 N) - H2O 25 °C, 20 hours
Si O Si O Si O Si
Si
Si
O
O
Si
Si
O
O
Si
Si
O Si
HO HO Si HO
OH Si OH OH
1) Condensation, 95 °C 20 hours 2) surfactant extraction
O O Si O
O = biphenyl linker
Si biphenyl-silica mesoporous PMO
biphenyl molecular scale periodicity in walls
O Si O O