New Approaches to Cyclodextrin-Based Organic Nanotubes

基于环糊精的有机纳米管的新方法

• 批准号: 202619176
• 负责人: Professor Dr. Gerhard Wenz
• 金额: --
• 依托单位: Arbeitskreis für Organische Makromolekulare Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2011
• 资助国家: 德国
• 起止时间: 2010-12-31 至 2014-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/202619176?language=en
• 关键词: New; Approaches; Cyclodextrin; Based; Organic

In this project, we propose to (a) develop new efficient approaches to processable cyclodextrin nanotubes (CyNT) and (b) characterizing transport of small molecules in CyNTs using advanced NMR methods. CyNTs will be synthesized in a template directed approach, including (a) synthesis of CD polyrotaxanes (b) crosslinking adjacent CDs through their hydroxyl groups, (c) cleavage of stopper groups, (d) removal of polymer template, and (e) purification. We shall synthesize both dimeric and polymeric CyNTs and overcome several known difficulties: (1) low molecular weights of CyNTs (2) low yields and tedious isolation of polyrotaxanes and CyNTs (3) limitation on α-CD. Polyrotaxanes will be synthesized with a new methodology in which polymer growth, threading of CDs and stoppering are carried out simultaneously. Better crosslinking reactions will be applied, like metathesis, click couplings of adjacent CDs. Polycondensation of endfunctionalized short CyNTs will lead to high molecular weight CyNTs. We will focus on γ-CyNTs, because they are yet unknown but highly desirable for inclusion and transport of drugs like steroids or taxol. Composition, structure, and size of rotaxanated intermediates and CyNTs will be characterized by diffusionordered NMR spectroscopy (DOSY). Translational and rotational dynamics of probe molecules in the CyNTs will be examined as functions of sample loading and temperature using solid-state and pulsed-field-gradient NMR techniques.

在这个项目中，我们建议 (a) 开发新的有效方法来加工可加工的环糊精纳米管 (CyNT) 和 (b) 使用先进的 NMR 方法表征 CyNT 中小分子的运输。 CyNT将以模板指导的方法合成，包括（a）合成CD聚轮烷（b）通过羟基交联相邻的CD，（c）终止基团的裂解，（d）去除聚合物模板，以及（e）纯化。我们将合成二聚体和聚合体CyNTs，并克服几个已知的困难：（1）CyNTs的低分子量（2）聚轮烷和CyNTs的低产率和繁琐的分离（3）α-CD的限制。聚轮烷将采用新的方法合成，其中聚合物生长、CD的穿线和加塞同时进行。将应用更好的交联反应，如复分解、相邻 CD 的点击耦合。末端官能化的短 CyNT 的缩聚反应将产生高分子量的 CyNT。我们将重点关注 γ-CyNT，因为它们尚不清楚，但非常适合包含和运输类固醇或紫杉醇等药物。轮烷中间体和 CyNT 的组成、结构和尺寸将通过扩散有序核磁共振波谱 (DOSY) 进行表征。将使用固态和脉冲场梯度 NMR 技术检查 CyNT 中探针分子的平移和旋转动力学作为样品负载和温度的函数。