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聚苯乙烯接枝聚甘油树脂:一种用于有机合成的新型高负载杂化载体。

Polystyrene-graft-polyglycerol resins: a new type of high-loading hybrid support for organic synthesis.

作者信息

Roller Sebastian, Türk Holger, Stumbé Jean-François, Rapp Wolfgang, Haag Rainer

机构信息

Institut für Chemie und Biochemie, Freie Universität Berlin, Germany.

出版信息

J Comb Chem. 2006 May-Jun;8(3):350-4. doi: 10.1021/cc050139b.

Abstract

The preparation of a dendritic graft polymer by a very efficient synthesis of polyglycerol directly on a polystyrene resin is presented. This one-step process can be performed on a multigram scale to provide a chemically stable polymeric support. The resulting hybrid polymers were fully characterized by diverse analytical methods (NMR, IR, ESEM, UV detection of cleaved protecting groups, and mass-spectrometric methods). They combine a high loading capacity (up to 4.3 mmol g(-1)) with good swelling properties in a wide range of solvents (including water), which is the major drawback for many existing solid phase supports. In comparison to the widely employed PEGylated resins, these hybrid materials offer a 10-fold higher loading capacity. Their suitability as supports for organic synthesis and for the immobilization of reagents has been demonstrated. These materials also swell in water, and consequently, it should be possible to use these new hybrid materials for synthesis in protic solvents.

摘要

本文介绍了一种通过在聚苯乙烯树脂上直接高效合成聚甘油来制备树枝状接枝聚合物的方法。这一步骤可在多克规模上进行,以提供化学稳定的聚合物载体。所得的杂化聚合物通过多种分析方法(核磁共振、红外光谱、环境扫描电子显微镜、裂解保护基团的紫外检测以及质谱方法)进行了全面表征。它们兼具高负载量(高达4.3 mmol g⁻¹)以及在多种溶剂(包括水)中的良好溶胀性能,而这正是许多现有固相载体的主要缺点。与广泛使用的聚乙二醇化树脂相比,这些杂化材料的负载量高出10倍。它们作为有机合成载体和试剂固定化载体的适用性已得到证明。这些材料在水中也会溶胀,因此,使用这些新型杂化材料在质子溶剂中进行合成应该是可行的。

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