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Plastic upcycling, which involves making plastic-derived products with unique or improved properties from discarded plastic materials, is a promising alternative to recycling and disposal to help reduce the overall production of waste. However, recycled and reused materials typically have inferior mechanical, thermal, optical, and barrier properties compared with virgin plastics. Upcycled plastic materials could improve these properties while addressing future waste accumulation. In this study, we use waste poly(ethylene terephthalate) (PET) collected from disposable food packaging to create a repurposed plastic graphene oxide (GO) composite with a goal of upcycling. We developed a one-pot “dynamic depolymerization” to break down PET in the presence of GO and successfully enabled transesterification of the polymer onto GO. Covalent attachment of PET onto GO and tailorable plastic content was confirmed by thermogravimetric analysis, Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, and scanning electron microscopy. These covalent composites (PET-GO) were found to be relatively impermeable to water vapor, showing promise for applications in packaging materials. Aqueous degradation experiments on the composite materials demonstrated that, in bulk conditions, PET-GOs remain mechanically robust while in contact with water over appropriate time scales for packaging applications, while beginning to break down in accelerated conditions. The use of depolymerization methods to promote polymer grafting concurrently with polymer deconstruction could provide a more general method for grafting waste polymers onto oxidized carbonaceous substrates with further study.