Synthesis and characterization of poly(2-hydroxyethylacrylate)/β-cyclodextrin hydrogels obtained by frontal polymerization

Carbohydr Polym. 2016 Oct 5:150:166-71. doi: 10.1016/j.carbpol.2016.05.017. Epub 2016 May 10.

Abstract

For the first time, the synthesis of polymeric hydrogels containing cyclodextrins (CDs) obtained by frontal polymerization (FP) is reported. In particular, the effects of CDs on poly(2-hydroxyethylacrylate) hydrogel properties are investigated. In a first series of materials, β-cyclodextrin is dispersed into the polymer matrix, while in the second one acryloyl-β-cyclodextrin is grafted to poly(2-hydroxyethylacrylate) chains. FP parameters (front velocity and maximum temperature), swelling properties, glass transition temperatures and mechanical properties of the hydrogels are studied. Results show that both types of cyclodextrin influence the above properties, and the major effects are found for concentration higher than 1mol% of acryloyl-β-cyclodextrin. Namely, a significant increase of glass transition temperature and of compression moduli are found. Finally, this study demonstrates that FP is a convenient technique to obtain CD-containing hydrogels, in which the type and amount of cyclodextrin can be suitably modulated to tune polymer properties, in function of the desired hydrogel applications.

Keywords: 2-hydroxyethylacrylate (PubChem CID: 13165); Compression test; Frontal polymerization; Glass transition temperature; Hydrogel; N-Methyl pyrrolidone (PubChem CID: 13387); Swelling ratio; acryloyl chloride (PubChem CID: 13140); dimethylsulfoxide (PubChem CID: 679); triethylamine (PubChem CID: 8471); triethylene glycol dimethacrylate (PubChem CID: 7979); β-Cyclodextrin; β-cyclodextrin (PubChem CID: 16219128).

MeSH terms

  • Chemistry Techniques, Synthetic
  • Hydrogels / chemistry*
  • Mechanical Phenomena
  • Phase Transition
  • Polyhydroxyethyl Methacrylate / analogs & derivatives*
  • Polyhydroxyethyl Methacrylate / chemical synthesis
  • Polyhydroxyethyl Methacrylate / chemistry
  • Polymerization*
  • Solubility
  • beta-Cyclodextrins / chemistry*

Substances

  • Hydrogels
  • beta-Cyclodextrins
  • Polyhydroxyethyl Methacrylate
  • poly(2-hydroxyethyl acrylate)
  • betadex