Chemical Upcycling of Waste Poly(bisphenol A carbonate) to 1,4,2-Dioxazol-5-ones and One-Pot C-H Amidation.
Chemical upcycling of poly(bisphenol A carbonate) (PC) was achieved in this study with hydroxamic acid nucleophiles, giving rise to synthetically valuable 1,4,2-dioxazol-5-ones and bisphenol A. Using 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD), non-green carbodiimidazole or phosgene carbonylation agents used in conventional dioxazolone synthesis were successfully replaced with PC, and environmentally harmful bisphenol A was simultaneously recovered. Assorted hydroxamic acids exhibited good-to-excellent efficiencies and green chemical features, promising broad synthetic application scope. In addition, a green aryl amide synthesis process was developed, involving one-pot depolymerization from polycarbonate to dioxazolone followed by rhodium-catalyzed C-H amidation, including gram-scale examples with used compact discs.
['Jung|Hyun Jin|HJ|', 'Park|Sora|S|', 'Lee|Hyun Sub|HS|', 'Shin|Hyun Gyu|HG|', 'Yoo|Yeji|Y|', 'Baral|Ek Raj|ER|http://orcid.org/0000-0002-8834-630X', 'Lee|Jun Hee|JH|http://orcid.org/0000-0003-4108-5074', 'Kwak|Jaesung|J|', 'Kim|Jeung Gon|JG|http://orcid.org/0000-0003-1685-2833']
upcycling dioxazolone polycarbonate C−H amidation chemical recycling