β-环糊精-咪唑鎓离子液体催化的高效绿色无溶剂二氧化碳/环氧化物环化反应

IF 5.9 3区 工程技术 Q1 CHEMISTRY, MULTIDISCIPLINARY
Elisabetta Grazia Tomarchio, Chiara Zagni, Rita Turnaturi, Sandro Dattilo, Vincenzo Patamia, Giuseppe Floresta, Sabrina Carola Carroccio, Tommaso Mecca, Antonio Rescifina
{"title":"β-环糊精-咪唑鎓离子液体催化的高效绿色无溶剂二氧化碳/环氧化物环化反应","authors":"Elisabetta Grazia Tomarchio, Chiara Zagni, Rita Turnaturi, Sandro Dattilo, Vincenzo Patamia, Giuseppe Floresta, Sabrina Carola Carroccio, Tommaso Mecca, Antonio Rescifina","doi":"10.1016/j.jiec.2024.08.024","DOIUrl":null,"url":null,"abstract":"The rising atmospheric carbon dioxide (CO) levels significantly contribute to climate change. Converting CO into valuable products offers an attractive strategy to mitigate its environmental impact. Here, we present a highly efficient, solvent-free method for CO₂ fixation into cyclic carbonates using a novel green catalyst, β-cyclodextrin, linked to an imidazolium-based ionic liquid (β-CD-ImBr). This catalyst facilitates the conversion of various terminal and internal epoxides into cyclic carbonates with exceptional performance. Notably, β-CD-ImBr achieves up to 98 % conversion of styrene oxide to its corresponding carbonate within 24 h at 120 °C, demonstrating significant activity without needing a co-catalyst. Operating under solvent-free conditions, this method avoids environmentally harmful synthetic pathways by utilizing the hydroxyl groups of cyclodextrins as hydrogen bond donors and employing the bromine counterion to facilitate epoxide ring opening. Mechanistic studies reveal that β-CD-ImBr enhances catalytic performance by lowering the activation energy of the rate-limiting step through its hydrogen bond acceptor properties. Importantly, the catalyst is both recyclable and reusable, highlighting its cost-effectiveness and environmental benefits. This approach represents a significant advancement in sustainable chemistry, offering a green alternative for CO₂ fixation.","PeriodicalId":363,"journal":{"name":"Journal of Industrial and Engineering Chemistry","volume":"26 1","pages":""},"PeriodicalIF":5.9000,"publicationDate":"2024-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Efficient green solvent-free CO2/epoxide cycloaddition catalyzed by a β-cyclodextrin-imidazolium-based ionic liquid\",\"authors\":\"Elisabetta Grazia Tomarchio, Chiara Zagni, Rita Turnaturi, Sandro Dattilo, Vincenzo Patamia, Giuseppe Floresta, Sabrina Carola Carroccio, Tommaso Mecca, Antonio Rescifina\",\"doi\":\"10.1016/j.jiec.2024.08.024\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The rising atmospheric carbon dioxide (CO) levels significantly contribute to climate change. Converting CO into valuable products offers an attractive strategy to mitigate its environmental impact. Here, we present a highly efficient, solvent-free method for CO₂ fixation into cyclic carbonates using a novel green catalyst, β-cyclodextrin, linked to an imidazolium-based ionic liquid (β-CD-ImBr). This catalyst facilitates the conversion of various terminal and internal epoxides into cyclic carbonates with exceptional performance. Notably, β-CD-ImBr achieves up to 98 % conversion of styrene oxide to its corresponding carbonate within 24 h at 120 °C, demonstrating significant activity without needing a co-catalyst. Operating under solvent-free conditions, this method avoids environmentally harmful synthetic pathways by utilizing the hydroxyl groups of cyclodextrins as hydrogen bond donors and employing the bromine counterion to facilitate epoxide ring opening. Mechanistic studies reveal that β-CD-ImBr enhances catalytic performance by lowering the activation energy of the rate-limiting step through its hydrogen bond acceptor properties. Importantly, the catalyst is both recyclable and reusable, highlighting its cost-effectiveness and environmental benefits. This approach represents a significant advancement in sustainable chemistry, offering a green alternative for CO₂ fixation.\",\"PeriodicalId\":363,\"journal\":{\"name\":\"Journal of Industrial and Engineering Chemistry\",\"volume\":\"26 1\",\"pages\":\"\"},\"PeriodicalIF\":5.9000,\"publicationDate\":\"2024-08-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Industrial and Engineering Chemistry\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://doi.org/10.1016/j.jiec.2024.08.024\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Industrial and Engineering Chemistry","FirstCategoryId":"5","ListUrlMain":"https://doi.org/10.1016/j.jiec.2024.08.024","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

大气中二氧化碳(CO)含量的不断上升严重加剧了气候变化。将二氧化碳转化为有价值的产品是减轻其环境影响的一项极具吸引力的策略。在此,我们提出了一种高效、无溶剂的方法,利用新型绿色催化剂β-环糊精与咪唑基离子液体(β-CD-ImBr)连接,将 CO₂ 固定为环碳酸盐。这种催化剂有助于将各种末端和内部环氧化物转化为环碳酸盐,性能优异。值得注意的是,β-CD-ImBr 可在 120 °C 下的 24 小时内将氧化苯乙烯转化为相应的碳酸盐,转化率高达 98%,无需助催化剂即可实现显著的活性。该方法在无溶剂条件下操作,利用环糊精的羟基作为氢键供体,并利用溴反离子促进环氧化物开环,从而避免了对环境有害的合成途径。机理研究表明,β-CD-ImBr 通过其氢键受体特性降低了限速步骤的活化能,从而提高了催化性能。重要的是,这种催化剂既可回收又可重复使用,凸显了其成本效益和环境效益。这种方法代表了可持续化学的重大进步,为二氧化碳固定提供了一种绿色替代方案。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Efficient green solvent-free CO2/epoxide cycloaddition catalyzed by a β-cyclodextrin-imidazolium-based ionic liquid
The rising atmospheric carbon dioxide (CO) levels significantly contribute to climate change. Converting CO into valuable products offers an attractive strategy to mitigate its environmental impact. Here, we present a highly efficient, solvent-free method for CO₂ fixation into cyclic carbonates using a novel green catalyst, β-cyclodextrin, linked to an imidazolium-based ionic liquid (β-CD-ImBr). This catalyst facilitates the conversion of various terminal and internal epoxides into cyclic carbonates with exceptional performance. Notably, β-CD-ImBr achieves up to 98 % conversion of styrene oxide to its corresponding carbonate within 24 h at 120 °C, demonstrating significant activity without needing a co-catalyst. Operating under solvent-free conditions, this method avoids environmentally harmful synthetic pathways by utilizing the hydroxyl groups of cyclodextrins as hydrogen bond donors and employing the bromine counterion to facilitate epoxide ring opening. Mechanistic studies reveal that β-CD-ImBr enhances catalytic performance by lowering the activation energy of the rate-limiting step through its hydrogen bond acceptor properties. Importantly, the catalyst is both recyclable and reusable, highlighting its cost-effectiveness and environmental benefits. This approach represents a significant advancement in sustainable chemistry, offering a green alternative for CO₂ fixation.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
10.40
自引率
6.60%
发文量
639
审稿时长
29 days
期刊介绍: Journal of Industrial and Engineering Chemistry is published monthly in English by the Korean Society of Industrial and Engineering Chemistry. JIEC brings together multidisciplinary interests in one journal and is to disseminate information on all aspects of research and development in industrial and engineering chemistry. Contributions in the form of research articles, short communications, notes and reviews are considered for publication. The editors welcome original contributions that have not been and are not to be published elsewhere. Instruction to authors and a manuscript submissions form are printed at the end of each issue. Bulk reprints of individual articles can be ordered. This publication is partially supported by Korea Research Foundation and the Korean Federation of Science and Technology Societies.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信