Department of Chemical and Environmental Engineering and Instituto de Nanociencia de Aragón (INA), ‡Department of Organic Chemistry, and §Laboratorio de Microscopías Avanzadas, INA, Universidad de Zaragoza , 50018 Zaragoza, Spain.
Langmuir. 2012 Apr 24;28(16):6638-44. doi: 10.1021/la300864n. Epub 2012 Apr 13.
Chiral ordered mesoporous silica (COMS) was synthesized in the presence of amino acid proline by combining tetraethyl orthosilicate and quaternized aminosilane silica sources. The as-prepared materials were activated by calcination or microwave chemical extraction to remove the organic templates. The powder X-ray diffraction and N2 adsorption characterization revealed in COMS the structural and textural features of MCM-41-type silica. The chirality of the material was disclosed by mixed and separate L- and D-proline adsorption on the COMS prepared with L-proline (L-Pro-COMS) and D-proline (d-Pro-COMS). It was found that the maximum L-proline and D-proline adsorption capacities on L-Pro-COMS were ca. 2.3 and 0.6 mmol/g, respectively, while the adsorption of D-proline was higher than that of l-proline on d-Pro-COMS. Finally, both activation routes yielded enantioselective silicas able to separate proline racemate.
手性有序介孔硅（COMS）是在氨基酸脯氨酸的存在下通过四乙氧基硅烷和季铵化氨基硅烷硅源合成的。所制备的材料通过煅烧或微波化学提取进行活化，以去除有机模板。粉末 X 射线衍射和 N2 吸附表征表明，在 COMS 中具有 MCM-41 型硅的结构和织构特征。通过混合和分离 L-和 D-脯氨酸在 L-脯氨酸（L-Pro-COMS）和 D-脯氨酸（d-Pro-COMS）制备的 COMS 上的吸附，揭示了材料的手性。发现 L-Pro-COMS 上的 L-脯氨酸和 D-脯氨酸的最大吸附容量分别约为 2.3 和 0.6 mmol/g，而 D-脯氨酸的吸附量高于 d-Pro-COMS 上的 L-脯氨酸。最后，两种活化途径都得到了能够分离脯氨酸外消旋体的对映选择性硅。
