Effect of the molecular architecture on the thermosensitive properties of chitosan-g-poly(N-vinylcaprolactam)

Carbohydr Polym. 2015 Dec 10:134:92-101. doi: 10.1016/j.carbpol.2015.07.069. Epub 2015 Jul 26.

Abstract

A series of thermoresponsive copolymers based on chitosan-g-poly(N-vinylcaprolactam) were synthesized by amidation reaction using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride as coupling reagent. The effect of molecular architecture on the thermoresponsive properties of the graft copolymers solutions was studied by varying the chain length of the grafted poly(N-vinylcaprolactam), PVCL, (in the range from 4 to 26 kDa) and the spacing between grafted chains onto the chitosan backbone. The most interesting characteristic of these copolymers is their solubility in water at temperatures below their lower critical solution temperature (LCST). These solutions presented a LCST between 36 and 44 °C, which decreases with the spacing and length of grafted PVCL chains onto the chitosan backbone, in contrast with the limited decrease of the LCST of PVCL above a critical M¯n value around 18 kDa. This behavior offers tangible possibilities for the preparation and application of sensitive bioactive formulations and "smart" drug delivery systems.

Keywords: Chitosan; Graft copolymer; Poly(N-Vinylcaprolactam); Thermosensitive properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Caprolactam / analogs & derivatives*
  • Caprolactam / chemical synthesis
  • Caprolactam / chemistry
  • Chitosan / analogs & derivatives*
  • Chitosan / chemical synthesis
  • Delayed-Action Preparations / chemical synthesis
  • Delayed-Action Preparations / chemistry*
  • Hydrogen-Ion Concentration
  • Morpholines / chemical synthesis
  • Morpholines / chemistry
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Solubility
  • Temperature
  • Water / chemistry

Substances

  • 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride
  • Delayed-Action Preparations
  • Morpholines
  • Polymers
  • Water
  • poly-N-vinylcaprolactam
  • Caprolactam
  • Chitosan