1. Polyurethane‐Type Poly[3]rotaxanes Synthesized from Cyclodextrin‐Based [3]Rotaxane Diol and Diisocyanates.
- Author
-
Akae, Yosuke and Theato, Patrick
- Subjects
ROTAXANES synthesis ,ACETYL group ,POLYMERIZATION ,CYCLODEXTRINS ,X-ray diffraction - Abstract
Synthesis of polyurethane‐type poly[3]rotaxanes is achieved by polyaddition between a cyclodextrin (CD)‐based [3]rotaxane diol and various diisocyanate species, which provide a more defined structure compared to conventional polyrotaxane syntheses. In this study, hydroxyl groups on CDs of [3]rotaxane diol are initially acetylated, and deprotected after the polyaddition to introduce polyurethane backbone structure into polyrotaxane framework. Despite a relatively complicated chemical structure, [3]rotaxane diol monomer is successfully synthesized in a high yield (overall 67%) without any taxing purification process, which is beneficial for practical applications. The polymerization itself proceeds well under a standard polyaddition reaction condition to afford corresponding polyurethanes around 80% yield with Mn > 30 kDa. The poly[3]rotaxanes show different aggregation behavior or optical properties, whether or not acetyl groups are present, and are analyzed by XRD, SEM, and fluorescence measurements. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF