Nanosponge Tunability in Size and Crosslinking Density

• Published in: Journal of visualized experiments 2017-08 (126)
• Main Authors: Kendrick-Williams, Laken L, Harth, Eva
• Format: Article
• Language: English
• Subjects: Amines - chemistry; Chemistry; Chemistry Techniques, Synthetic - methods; Cross-Linking Reagents - chemistry; Epoxy Compounds - chemistry; Hydrophobic and Hydrophilic Interactions; Lactones - chemistry; Microscopy, Electron, Transmission - methods; Nanoparticles - chemistry; Nanostructures - chemistry; Polyesters - chemical synthesis; Polyesters - chemistry; Polymerization
• ISSN: 1940-087X; 1940-087X
• DOI: 10.3791/56073

We describe a protocol for the synthesis of linear polyesters containing pendant epoxide functionality and their incorporation into a nanosponge with controlled dimensions. This approach begins with synthesis of a functionalized lactone which is key to the pendant functionalization of the resulting polymer. Valerolactone (VL) and allyl-valerolactone (AVL) are then copolymerized using ring-opening polymerization. Post-polymerization modification is then used to install an epoxide moiety on some or all of the pendant allyl groups. Epoxy-amine chemistry is employed to form nanoparticles in a dilute solution of both polymer and small molecule diamine crosslinker based on the desired nanosponge size and crosslinking density. Nanosponge sizes can be characterized by transmission electron microscopy (TEM) imaging to determine the dimension and distribution. This method provides a pathway by which highly tunable polyesters can create tunable nanoparticles, which can be used for small molecule drug encapsulation. Due to the nature of the backbone, these particles are hydrolytically and enzymatically degradable for a controlled release of a wide range of hydrophobic small molecules.