Ultraviolet-cured p-phenylenediamine functionalized polypropylene film as a non-migratory antioxidant. (September 2022)

• Record Type: Journal Article
• Authors: Sadeghi, Kambiz; Seo, Jongchul
• Is Part Of: Food packaging and shelf life. Volume 33(2022)
• Publication Date: 2022-09
• Subjects: UV; Ultraviolet -- PPD Phenylenediamine -- PP Polypropylene -- GMA Glycidyl methacrylate -- BMA 4–benzoylphenyl methacrylate -- BA Butyl acrylate -- 1H NMR Proton nuclear magnetic resonance -- FTIR Fourier-transform infrared spectroscopy -- CV Cyclic voltammetry -- BP benzophenone -- ATRP Atom transfer radical copolymerization -- DPPH 2 2-diphenylpicrylhydrazyl -- OM Overall migration -- EU European Union -- DMSO Dimethyl sulfoxide -- PDI Polydispersities index -- ATR-FTIR FTIR spectrometer equipped with attenuated total reflection mode -- XPS, X-ray photoelectron spectroscopy -- AFM Atomic force microscopy -- SEM scanning electron microscope -- Mw Molecular weight -- BFA Breath figure array; Curable copolymer coating -- Non-migratory antioxidant -- Conducting polymer -- P-phenylenediamine -- Photografting; Food -- Packaging -- Periodicals; Food -- Preservation -- Periodicals; Food -- Packaging; Periodicals; 664.0905
• DOI: 10.1016/j.fpsl.2022.100907
• Languages: English
• ISSNs: 2214-2894

Abstract

Abstract: Ultraviolet (UV) induced modification is a simple technique to render the interface of inert materials into a functional property. In this study, a curable copolymer coating was synthesized using glycidyl methacrylate and 4–benzoylphenyl methacrylate via atom transfer radical copolymerization. Butyl acrylate was also introduced to the copolymer, which in turn improved the ductility and facilitated the surface modification using copolymer with bulky groups. The chemical structure of this copolymer was identified using 1 H NMR and FTIR. Accordingly, the monomers in the feed were also observed in the copolymer backbone. Ultraviolet (UV) cure potency of the copolymer was monitored using UV–visible spectroscopy in which 90 s UV–irradiation (365 nm) enabled one-step functionalization of polypropylene (PP) surface. Additionally, the existence of the pendant oxirane ring of copolymer on the PP surface after coating assisted in the immobilization of p–phenylenediamine, which realized antioxidant film. The oxidation and reduction abilities of the antioxidant film were assessed using cyclic voltammetry, supporting the free radical scavenging ability of the film. This antioxidant film remarkably ( p < 0.05) delayed the lag time of vitamin C degradation and olive oil oxidation. Moreover, the antioxidant film did not leave any migrant behind after incubation with simulant solvents, showing a non-migratory feature. Therefore, this non-migratory antioxidant film can be practically applied in packaging, cosmetic, and biomedical fields. Graphical Abstract: ga1 Highlights: One-step surface modification using curable reactive copolymer coatings. Immobilization of p -phenylenediamine on the inert surface of polypropylene film. Free radical scavenging and antioxidant properties of the p -phenylenediamine film. Covalent linkage-induced surface coating resulted in a non-migratory antioxidant. Shelf life extension of vitamin C and olive oil using non-migratory antioxidant.