Pharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Iran.
Sci Rep. 2022 Oct 28;12(1):18139. doi: 10.1038/s41598-022-22905-7.
In this work, a new periodic mesoporous organosilica with urea-bridges produced by the reaction of (3-aminopropyl)triethoxysilane and toluene-2,4-diisocyanate (APS-TDU-PMO) is introduced. The obtained APS-TDU-PMO was found to be an appropriate support for loading of Cu(II) nanoparticles to afford supramolecular Cu@APS-TDU-PMO nanocomposite. Uniformity and mesoporosity of both synthesized nanomaterials including APS-TDU-PMO and Cu@APS-TDU-PMO were proved by different spectroscopic, microscopic or analytical techniques including FTIR, EDX, XRD, FESEM, TEM, BET, TGA and DTA. Furthermore, the prepared Cu@APS-TDU-PMO nanomaterial was also used, as a heterogeneous and recyclable catalyst, for the synthesis of tetrazole derivatives through cascade condensation, concerted cycloaddition and tautomerization reactions. Indeed, the main advantages of this Cu@APS-TDU-PMO is its simple preparation and high catalytic activity as well as proper surface area which enable it to work under solvent-free conditions. Also, the introduced Cu@APS-TDU-PMO heterogeneous catalyst showed good stability and reusability for six consecutive runs to address more green chemistry principles.
在这项工作中,介绍了一种由(3-氨丙基)三乙氧基硅烷和甲苯-2,4-二异氰酸酯(APS-TDU-PMO)反应生成的具有脲桥的新型周期性介孔有机硅。发现所得的 APS-TDU-PMO 是负载 Cu(II)纳米粒子的合适载体,可提供超分子 Cu@APS-TDU-PMO 纳米复合材料。包括 APS-TDU-PMO 和 Cu@APS-TDU-PMO 在内的两种合成纳米材料的均匀性和介孔性均通过不同的光谱、显微镜或分析技术(包括 FTIR、EDX、XRD、FESEM、TEM、BET、TGA 和 DTA)得到证实。此外,所制备的 Cu@APS-TDU-PMO 纳米材料还可用作多相可回收催化剂,通过级联缩合、协同环加成和互变异构反应合成四唑衍生物。实际上,这种 Cu@APS-TDU-PMO 的主要优点是其简单的制备、高催化活性以及适宜的表面积,使其能够在无溶剂条件下工作。此外,所引入的 Cu@APS-TDU-PMO 多相催化剂在六个连续运行中表现出良好的稳定性和可重复使用性,以满足更多的绿色化学原则。