One-pot preparation of cross-linked amphiphilic fluorescent polymer based on aggregation induced emission dyes

Colloids Surf B Biointerfaces. 2015 Feb 1:126:273-9. doi: 10.1016/j.colsurfb.2014.12.025. Epub 2015 Jan 3.

Abstract

Facile one-pot preparation of cross-linked amphiphilic fluorescent polymer based on aggregation induced emission (AIE) dyes and 2-isocyanatoethyl methacrylate (IM) has been developed. This was carried out first by free radical polymerization between AIE monomer (PhE) and IM, and then polyethyleneimine (PEI) was introduced to obtain the cross-linked fluorescent polymer. The resulted cross-linked amphiphilic polymer was prone to self-assemble into stable nanoparticles in aqueous solution with surplus amino groups on the surface which made them highly water dispersible and can be further functionalized. The as-prepared fluorescent polymer nanoparticles (PhE-IM-PEI FPNs) were fully characterized by a series of techniques including (1)H NMR spectrum, X-ray photoelectron spectroscopy, Fourier transform infrared spectroscopy, transmission electron microscopy, dynamic light scattering, UV-vis absorption spectrum, and fluorescence spectra. Such FPNs demonstrated intense orange fluorescence with a high quantum yield of about 40%. Biocompatibility evaluation and cell uptake behavior of the nanoparticles were further investigated to explore their potential biomedical applications; the demonstrated excellent biocompatibility made them promising for cell imaging.

Keywords: Aggregation induced emission; Amphiphilic fluorescent polymer nanoparticles; Cross-linked; Imaging.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cross-Linking Reagents / chemical synthesis*
  • Cross-Linking Reagents / chemistry
  • Dose-Response Relationship, Drug
  • Fluorescence*
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Humans
  • Isocyanates / chemistry
  • Isocyanates / pharmacology
  • Methacrylates / chemistry
  • Methacrylates / pharmacology
  • Molecular Structure
  • Particle Size
  • Polyethyleneimine / chemistry
  • Polyethyleneimine / pharmacology
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Structure-Activity Relationship
  • Surface Properties
  • Surface-Active Agents / chemical synthesis*
  • Surface-Active Agents / chemistry

Substances

  • Cross-Linking Reagents
  • Fluorescent Dyes
  • Isocyanates
  • Methacrylates
  • Polymers
  • Surface-Active Agents
  • 2-isocyanatoethyl methacrylate
  • Polyethyleneimine