超分子有机框架对分子容器的水相增溶的梯度增强效应  

Gradient Enhancement of Supramolecular Organic Framework for Solubilization of Hydrophobic Molecules by Two Molecular Containers in Water

作　　者：王泽坤 徐子悦 李娟娟[2] 余尚博 王辉[1] 郭东升[2] 张丹维[1] 黎占亭[1,3] Wang Ze-Kun;Xu Zi-Yue;Li Juan-Juan;Yu Shang-Bo;Wang Hui;Guo Dong-Sheng;Zhang Dan-Wei;Li Zhan-Ting(Department of Chemistry,Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials,Fudan University,Shanghai 200438;College of Chemistry,State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071;Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)

机构地区：[1]复旦大学化学系,上海市分子催化和功能材料重点实验室,上海200438 [2]南开大学化学学院,元素有机化学国家重点实验室,天津300071 [3]中国科学院上海有机化学研究所,有机功能分子合成与组装化学重点实验室,上海200032

出　　处：《有机化学》2022年第7期2236-2242,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21921003,21890730,21890732)资助项目。

摘　　要：很多功能性有机分子在水中溶解度很小,限制了它们的实际应用.水溶性主体的包结是提高有机分子水溶性的重要手段,但要获得显著的增溶效果,一般需要主体分子具有很高的浓度.报道了一种梯度增溶新策略,即利用一种高水溶性多孔聚合物富集另一个具有增溶作用的主体分子,提高其局部有效浓度,实现其增溶作用增强的目的.为此利用一个水溶性正离子型超分子有机框架,吸收富集负离子型杯[5]芳烃,实现了杯[5]芳烃对C_(60)、C_(70)、二茂铁、1,1’-二甲二茂铁及1,1′-二溴二茂铁的增溶作用的进一步提高,通过吸收富集开环葫芦脲,实现了后者对紫杉醇,多西他赛和卡巴他赛的水溶性的进一步提高.Many functional organic molecules have very low water-solubility,which remarkably limits their practical applications.The inclusion of water-soluble hosts has been demonstrated as an important strategy to increase the water solubility of organic molecules.However,this strategy usually requires high concentration for the hosts to realize efficient solubilization of guest molecules.Herein a new strategy of gradient solubilization by utilizing a water-soluble porous supramolecular polymer to adsorb or enrich molecular containers to increase their efficient concentration in a confined space is reported.For this aim,a cationic water-soluble supramolecular organic framework was used to include an anionic calix[5]arene or an anionic acyclic cucurbituril.In this way,the supramolecular organic framework was revealed to exhibit significant gradient enhancement for the solubilization of the calix[5]arene host for C_(60),C_(70),ferrocene,1,1’-dimethylferrocene and 1,1’-dibromoferrocene,and the solubilization of the acyclic cucurbituril host for paclitaxel,docetaxel and cabazitaxel.

关 键 词：超分子有机框架 主-客体化学 杯芳烃 开环葫芦脲 梯度增溶 富勒烯 二茂铁 紫杉醇 

分 类 号：O641.3[理学—物理化学] O645.12[理学—化学]