Authors:Rajesh Munirathinam, Jurriaan Huskens and Willem Verboom
The covalent attachment of piperazine onto the inner walls of a microreactor using glycidyl methacrylate polymer brushes has been demonstrated. The piperazine-containing polymer brushes were first grown on a flat silicon oxide surface and were characterized by contact angle, Fourier transform infrared (FT-IR), ellipsometry, and X-ray photoelectron spectroscopy (XPS). The applicability of the catalytic polymer brushes in a microreactor was demonstrated for the Knoevenagel and nitroaldol condensation reactions, and the synthesis of coumarin derivatives. The catalytic activity of the microreactor was still intact even after 2 months.
Authors:Rajesh Munirathinam, Daejune Joe, Jurriaan Huskens and Willem Verboom
The reaction of different types of aromatic and aliphatic epoxides with sodium azide to give vicinal azido alcohols was studied in a microreactor with and without pillars in the channels. Dependent on the substrate, the regioselectivity of the ring opening is affected by the used solvent system, viz. acetonitrile–water (sometimes with 10% acetic acid to promote the reactivity of substrates) or t-butyl acetate–water containing Tween80 as a surfactant. For styrene oxide and α-methylstyrene oxide, the α/ß regioselectivity changes from 4 to 10 and 1.7 to 6.2, respectively, going from acetonitrile–water to Tween80-containing t-butyl acetate–water. The addition of a surfactant (Tween80) stabilizes the interface in the biphasic t-butyl acetate–water. Pillar-containing microreactors gave better conversions than microreactors without pillars and lab scale reactions, probably due to better mixing.
Authors:Rajesh Munirathinam, Andrea Leoncini, Jurriaan Huskens, Herbert Wormeester and Willem Verboom
Cinchona alkaloid and proline derivatives as enantioselective catalysts were covalently attached onto the inner walls of a microreactor using glycidyl methacrylate polymer brushes. The successful formation of the organocatalyst-functionalized brush layers on flat silicon oxide surfaces was confirmed by several techniques such as Fourier transform infrared (FT-IR), ellipsometry, and X-ray photoelectron spectroscopy (XPS). The applicability of the cinchona alkaloid (cinchonidine or quinidine)- and proline-containing polymer brushes in a microreactor was demonstrated for the Diels–Alder reaction between anthrone and N-substituted maleimides, and the aldol reaction between 4-nitrobenzaldehyde and cyclohexanone, respectively, which showed moderate conversions (up to 55% and 23%, respectively) and moderate to good enantioselectivities (up to 55% and 93%, respectively). The pristine catalytic activity of the microreactor was intact even after 1 month.