Chemical Upcycling of Waste Poly(bisphenol A carbonate) to 1,4,2-Dioxazol-5-ones and One-Pot C−H Amidation,ChemSusChem

当前位置： X-MOL 学术 › ChemSusChem › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Chemical Upcycling of Waste Poly(bisphenol A carbonate) to 1,4,2-Dioxazol-5-ones and One-Pot C−H Amidation
ChemSusChem ( IF 7.5 ) Pub Date : 2021-06-15 , DOI: 10.1002/cssc.202100885
Hyun Jin Jung ₁ , Sora Park ₁ , Hyun Sub Lee ₁ , Hyun Gyu Shin ₁ , Yeji Yoo ₁ , Ek Raj Baral ₁ , Jun Hee Lee ₂ , Jaesung Kwak ₃ , Jeung Gon Kim ₁

Affiliation

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.

中文翻译：

废聚（双酚 A 碳酸酯）化学升级为 1,4,2-二恶唑-5-酮和一锅 C-H 酰胺化

本研究中使用异羟肟酸亲核试剂实现了聚（双酚 A 碳酸酯）（PC）的化学升级，产生了具有合成价值的 1,4,2-二恶唑-5-酮和双酚 A。使用 1,5,7-三氮杂双环传统二恶唑酮合成中使用的[4.4.0]-dec-5-烯(TBD)、非绿色碳二咪唑或光气羰基化剂成功地被PC替代，同时回收了对环境有害的双酚A。杂异羟肟酸表现出良好的效率和绿色化学特性，具有广阔的合成应用范围。此外，还开发了一种绿色芳基酰胺合成工艺，包括从聚碳酸酯到二恶唑酮的一锅解聚，然后是铑催化的 CH 酰胺化，包括使用光盘的克级实例。

更新日期：2021-06-15

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南