Mousumi R. Bepari, Lauren R. Sullivan, Kathryn E. O’Harra, Gabriel D. Barbosa, C. Heath Turner, Jason E. Bara
{"title":"通过 \"咪唑分解 \"解聚聚对苯二甲酸乙二酯(PET),从塑料废弃物中获取多种中间体","authors":"Mousumi R. Bepari, Lauren R. Sullivan, Kathryn E. O’Harra, Gabriel D. Barbosa, C. Heath Turner, Jason E. Bara","doi":"10.1021/acsapm.4c01525","DOIUrl":null,"url":null,"abstract":"Polyethylene terephthalate (PET) is a ubiquitous commodity plastic used in applications that include textiles, food packaging, drink bottles, and thermoplastic resins. Like other synthetic polymers, the massive accumulation of PET on Earth’s surface has presented formidable environmental challenges. As a polyester, PET is susceptible to chain cleavage (i.e., depolymerization) via various “chemolysis” methods. Here, we introduce an approach to PET cleavage by imidazole (and related compounds): “imidazolysis”. Reacting PET with excess imidazole yields 1,1′-terephthaloylbisimidazole (TBI) which can be further transformed into an array of small products such as amides, benzimidazoles, and esters or potentially used as monomers for polymers. The TBI molecules obtained via imidazolysis are versatile intermediates (owed to their activated carbonyl groups), which can be stored and subsequently converted to specific final products later. This means that the target products do not have to be predetermined when the depolymerization reaction is carried out, and this methodology could provide flexibility to meet demands for various chemical products based on the terephthalic acid (or <i>p</i>-xylene) motif. Based on these results, imidazolysis may also be of broad utility in depolymerizing other polyesters, as well as polyurethanes (PUs).","PeriodicalId":7,"journal":{"name":"ACS Applied Polymer Materials","volume":null,"pages":null},"PeriodicalIF":4.4000,"publicationDate":"2024-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Depolymerizing Polyethylene Terephthalate (PET) via “Imidazolysis” for Obtaining a Diverse Array of Intermediates from Plastic Waste\",\"authors\":\"Mousumi R. Bepari, Lauren R. Sullivan, Kathryn E. O’Harra, Gabriel D. Barbosa, C. Heath Turner, Jason E. Bara\",\"doi\":\"10.1021/acsapm.4c01525\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Polyethylene terephthalate (PET) is a ubiquitous commodity plastic used in applications that include textiles, food packaging, drink bottles, and thermoplastic resins. Like other synthetic polymers, the massive accumulation of PET on Earth’s surface has presented formidable environmental challenges. As a polyester, PET is susceptible to chain cleavage (i.e., depolymerization) via various “chemolysis” methods. Here, we introduce an approach to PET cleavage by imidazole (and related compounds): “imidazolysis”. Reacting PET with excess imidazole yields 1,1′-terephthaloylbisimidazole (TBI) which can be further transformed into an array of small products such as amides, benzimidazoles, and esters or potentially used as monomers for polymers. The TBI molecules obtained via imidazolysis are versatile intermediates (owed to their activated carbonyl groups), which can be stored and subsequently converted to specific final products later. This means that the target products do not have to be predetermined when the depolymerization reaction is carried out, and this methodology could provide flexibility to meet demands for various chemical products based on the terephthalic acid (or <i>p</i>-xylene) motif. Based on these results, imidazolysis may also be of broad utility in depolymerizing other polyesters, as well as polyurethanes (PUs).\",\"PeriodicalId\":7,\"journal\":{\"name\":\"ACS Applied Polymer Materials\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.4000,\"publicationDate\":\"2024-06-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Applied Polymer Materials\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acsapm.4c01525\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"MATERIALS SCIENCE, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Applied Polymer Materials","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acsapm.4c01525","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MATERIALS SCIENCE, MULTIDISCIPLINARY","Score":null,"Total":0}
Depolymerizing Polyethylene Terephthalate (PET) via “Imidazolysis” for Obtaining a Diverse Array of Intermediates from Plastic Waste
Polyethylene terephthalate (PET) is a ubiquitous commodity plastic used in applications that include textiles, food packaging, drink bottles, and thermoplastic resins. Like other synthetic polymers, the massive accumulation of PET on Earth’s surface has presented formidable environmental challenges. As a polyester, PET is susceptible to chain cleavage (i.e., depolymerization) via various “chemolysis” methods. Here, we introduce an approach to PET cleavage by imidazole (and related compounds): “imidazolysis”. Reacting PET with excess imidazole yields 1,1′-terephthaloylbisimidazole (TBI) which can be further transformed into an array of small products such as amides, benzimidazoles, and esters or potentially used as monomers for polymers. The TBI molecules obtained via imidazolysis are versatile intermediates (owed to their activated carbonyl groups), which can be stored and subsequently converted to specific final products later. This means that the target products do not have to be predetermined when the depolymerization reaction is carried out, and this methodology could provide flexibility to meet demands for various chemical products based on the terephthalic acid (or p-xylene) motif. Based on these results, imidazolysis may also be of broad utility in depolymerizing other polyesters, as well as polyurethanes (PUs).
期刊介绍:
ACS Applied Polymer Materials is an interdisciplinary journal publishing original research covering all aspects of engineering, chemistry, physics, and biology relevant to applications of polymers.
The journal is devoted to reports of new and original experimental and theoretical research of an applied nature that integrates fundamental knowledge in the areas of materials, engineering, physics, bioscience, polymer science and chemistry into important polymer applications. The journal is specifically interested in work that addresses relationships among structure, processing, morphology, chemistry, properties, and function as well as work that provide insights into mechanisms critical to the performance of the polymer for applications.