Aldehyde-functionalized chitosan-montmorillonite films as dynamically-assembled, switchable-chemical release bioplastics

Carbohydr Polym. 2018 Mar 1:183:287-293. doi: 10.1016/j.carbpol.2017.12.036. Epub 2017 Dec 16.

Abstract

Temporal release of synergistic and/or complementary chemicals (e.g.: drugs) is recognized as extremely challenging because of their frequently intertwined kinetic delivery and presently, straightforward concepts enabling to circumvent this bottleneck are missing in the open literature. In this framework, we report herein on aldehyde-functionalized, transparent and flexible chitosan-montmorillonite hybrid films that act as a new generation of eco-friendly, controlled-chemical release bioplastics. These dynamically-assembled nanomaterials are designed by a ternary assembly from biowaste derived chitin biopolymer, aromatic aldehydes and layered clay nanoparticles. On the basis of their geometrical and conformational properties, the oxygenated groups on the grafted aromatics interact preferentially with either the base Schiff belonging to the carbohydrate (via intramolecular CNHO-Ar known as "imine clip") or with the hydroxyl groups belonging to the clay surface (via intermolecular Si-OHO-Ar). The exfoliated clay nanoparticles within the carbohydrate polymer enables either accelerating or slowing down of the imine (CN) hydrolysis depending on the interaction of the conjugated aromatics. This provides the driving force for fine tuning host-guest interactions at the molecular level and constitutes an entry toward subtle discrimination of different chemicals (e.g. complementary fertilizers, synergistic drugs) during their sequential release.

Keywords: Chemical release; Chitosan; Dynamic assembly; Green bioplastics; Montmorillonite; Thin films.

MeSH terms

  • Aldehydes / chemistry
  • Bentonite / chemistry*
  • Biocompatible Materials / chemical synthesis*
  • Biodegradable Plastics / chemical synthesis
  • Chitosan / analogs & derivatives*
  • Drug Carriers / chemical synthesis*
  • Drug Liberation
  • Nanoparticles / chemistry

Substances

  • Aldehydes
  • Biocompatible Materials
  • Biodegradable Plastics
  • Drug Carriers
  • Bentonite
  • Chitosan