Functionalization of poly(amidoamine) dendrimer-based nano-architectures using a naphthalimide derivative and their fluorescent, dyeing and antimicrobial properties on wool fibers

Luminescence. 2016 Jun;31(4):1005-12. doi: 10.1002/bio.3065. Epub 2015 Dec 14.

Abstract

Novel naphthalimide-poly(amidoamine) dendrimer fluorescent dyes were synthesized, and their structures were identified and confirmed using different characterization methods such as Fourier transform infrared, (1) H NMR, (13) C NMR, differential scanning calorimetry, elemental analysis and UV-vis spectroscopy. The spectrophotometric studies demonstrated absorption maxima (λmax ) and extinction coefficient (εmax ) values in the ranges of 429-438 nm and 25,635-88,618 L/mol/cm, respectively. The dyeing, fastness and antimicrobial properties of dyed wool fibers were examined. Colorimetric measurements demonstrated a greenish-yellow hue with remarkable fluorescence intensity on dyed wool. Although the fastness properties of naphthalimide dye on wool fibers were poor/moderate, color fastness was appreciably improved through modification of the dye using dendrimers. The results revealed that the newly synthesized dyes are potent antimicrobial agents on wool fibers. Overall, it was deduced that poly(amidoamine) (PAMAM) dendrimers could be exploited as a promising tool in tailoring the different properties of naphthalimide dyes, being suitable for dyeing and antimicrobial finishing agents for wool fibers. Copyright © 2015 John Wiley & Sons, Ltd.

Keywords: dendrimer; dyeing; fluorescence intensity; naphthalimide dye; synthesis; wool fiber.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Dendrimers / chemical synthesis
  • Dendrimers / chemistry
  • Dendrimers / pharmacology*
  • Dose-Response Relationship, Drug
  • Escherichia coli / drug effects
  • Fluorescence*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology*
  • Microbial Sensitivity Tests
  • Nanostructures / chemistry
  • Naphthalimides / chemistry
  • Naphthalimides / pharmacology*
  • Polyamines / chemistry
  • Polyamines / pharmacology*
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship
  • Wool / drug effects*
  • Wool / microbiology*

Substances

  • Anti-Bacterial Agents
  • Dendrimers
  • Fluorescent Dyes
  • Naphthalimides
  • Poly(amidoamine)
  • Polyamines