Synthesis of New Amino-β-Cyclodextrin Polymer, Cross-Linked with Pyromellitic Dianhydride and Their Use for the Synthesis of Polymeric Cyclodextrin Based Nanoparticles.

Kinga Kozieł,Wojciech Ciesielski,Tomasz Girek,Beata Girek,Jakub Łagiewka,Agnieszka Folentarska

doi:10.3390/polym13081332

Abstract

New water soluble amino β-cyclodextrin-based polymer was synthesized by reaction between amino cyclodextrin derivatives and pyromellitic anhydride. This experiment presents amino derivatives, which were synthesized by attaching amino groups to β-cyclodextrins (β-CDs) used mono-6-azido-6-deoxy-β-cyclodextrin (β-CD-N3) and triphenylphosphine (Ph3P) in anhydrous N,N-dimethylformamide (DMF). An amino blocking reaction was conducted. The obtained polymer was purified by ultrafiltration. In addition, an attempt was made to create nanospheres by encapsulating the polymer with chitosan (CT) in an acidic condition. For the first time, nanospheres were obtained in the reaction between an amino β-cyclodextrin polymer and chitosan. Scanning electron microscopy (SEM). 1H NMR and ESI-MS methods for confirmation of reaction product and for structural characterization were employed. The differential scanning calorimetry (DSC) studies of polymers were also carried out.

Highlights

Cyclodextrins (CDs) are cyclic oligomers produced by the enzymatic degradation of starch
In these studies pyromellitic dianhydride was used as a linker to synthesize polymer with a significant amount of anionic and cationic groups
New, water soluble, polyampholyte CD polymer was prepared by crosslinking aminoβ-cyclodextrin with pyromellitic dianhydride

Summary

Introduction

Cyclodextrins (CDs) are cyclic oligomers produced by the enzymatic degradation of starch. Especially having different properties, allow for the modification of cyclodextrins. They are carried out to expand their applications. The article presents a polymer of a new class of compounds crosslinked with dianhydrides, introducing anionic groups into the polymer network. It is a continuation of our previous work about β-cyclodextrin polymers crosslinked with pyromellitic dianhydride [9]. Β-cyclodextrins and their derivatives are successfully used as material for the formation of microspheres or nanospheres [14,15] They create biodegradable spheres due to their hydrophobic properties [16,17]. The same properties allow for the control of fertilization in agriculture as it is broadly understood

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Conclusion