Synthesis of Iminodiacetate Functionalized Polypropylene Films and Their Efficacy as Antioxidant Active-Packaging Materials

J Agric Food Chem. 2016 Jun 8;64(22):4606-17. doi: 10.1021/acs.jafc.6b01128. Epub 2016 May 31.

Abstract

The introduction of metal-chelating ligands to the food-contact surface of packaging materials may enable the removal of synthetic chelators (e.g., ethylenediamine tetra-acetic acid (EDTA)) from food products. In this study, the metal-chelating ligand iminodiacetate (IDA) was covalently grafted onto polypropylene surfaces to produce metal-chelating active-packaging films. The resulting films were able to chelate 138.1 ± 26 and 210.0 ± 28 nmol/cm(2) Fe(3+) and Cu(2+) ions, respectively, under acidic conditions (pH 3.0). The films demonstrated potent antioxidant efficacy in two model food systems. In an emulsified-oil system, the chelating materials extended the lag phase of both lipid hydroperoxide and hexanal formation from 5 to 25 days and were as effective as EDTA. The degradation half-life of ascorbic acid in an aqueous solution was extended from 5 to 14 days. This work demonstrates the potential application of surface-grafted chelating IDA ligands as effective antioxidant active food-packaging materials.

Keywords: active packaging; antioxidant; iminodiacetate; metal chelation; photografting.

MeSH terms

  • Antioxidants / chemistry*
  • Copper / chemistry
  • Food Packaging / instrumentation*
  • Imino Acids / chemistry*
  • Iron / chemistry
  • Polypropylenes / chemical synthesis
  • Polypropylenes / chemistry*

Substances

  • Antioxidants
  • Imino Acids
  • Polypropylenes
  • Copper
  • Iron
  • iminodiacetic acid