Periodic Mesoporous Silicas as Supports for Late Metal Olefin

O Si Si Si C18TMACl NaOH (6 N) - H2O 25 °C, 20 hours Si Si OH OH OH HO HO HO 1) Condensation, 95 °C 20 hours 2) surfactant extraction ...
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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

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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