Templating mesoporous silica with chiral block copolymers and its application for enantioselective separation.
In this paper we describe the synthesis of chiral mesoporous silica based on chiral block copolymers of poly(ethylene oxide) and of d-phenylalanine (PEO-b-D-Phe) as a surfactant template. The resulting porous structures are characterized by nitrogen sorption experiments, transmission electron microscopy, and small-angle XRD. It is shown that chiral block copolymers of PEO-b-D-Phe are effective as a surfactant template for the preparation of silica materials with highly ordered periodic mesoporous structures of hexagonal symmetry with a pore size of ca. 5 nm and high surface areas of ca. 700 m2/g. The enantioselectivity feature of this porous silica, after the extraction of the chiral copolymers, was examined by selective adsorption of enantiomers and racemic solutions of valine. The selective adsorption was measured by circular dichroism (CD) spectroscopy. A chiral selectivity factor of 2.34 was found with the D enantiomer of valine adsorbed preferably.
Gabashvili
A
A
Department of Chemistry and Kanbar Laboratory for Nanomaterials, Bar-Ilan University, Ramat Gan, 52900, Israel.
Medina
Dana D
DD
Gedanken
A
A
Mastai
Y
Y
D002942:Circular Dichroism; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D005996:Nitroglycerin / Q000737:chemistry; D010649:Phenylalanine / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D016062:Porosity; D053838:Scattering, Small Angle; D012822:Silicon Dioxide / Q000737:chemistry* / Q000302:isolation & purification; D012996:Solutions; D013237:Stereoisomerism; D014633:Valine / Q000737:chemistry; D014961:X-Ray Diffraction
D012996:Solutions; D011092:Polyethylene Glycols; D010649:Phenylalanine; D012822:Silicon Dioxide; D005996:Nitroglycerin; D014633:Valine