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在非均相间歇和连续流动条件下使用酶促环氧化法合成生物可再生萜烯单体

Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions.

作者信息

Brandolese Arianna, Lamparelli David H, Pericàs Miquel A, Kleij Arjan W

机构信息

Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute for Science & Technology (BIST), Av. Països Catalans 16, 43007 Tarragona, Spain.

Universitat Rovira i Virgili, C/Marcel·lí Domingo s/n, 43007 Tarragona, Spain.

出版信息

ACS Sustain Chem Eng. 2023 Mar 16;11(12):4885-4893. doi: 10.1021/acssuschemeng.3c00370. eCollection 2023 Mar 27.

DOI:10.1021/acssuschemeng.3c00370
PMID:37869721
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10586497/
Abstract

A commercially available from immobilized onto a macroporous support (Novozym 435) has been employed in the presence of HO as a benign oxidant for the epoxidation of various biorenewable terpenes. This epoxidation protocol was explored under both heterogeneous batch and continuous flow conditions. The catalyst recyclability was also investigated demonstrating good activity throughout 10 cycles under batch conditions, while the same catalyst system could also be productively used under continuous flow operation for more than 30 h. This practical and relatively safe sustainable flow epoxidation of di- and trisubstituted alkenes by HO allows for the production of gram quantities of a range of terpene epoxides. As a proof of principle, the same protocol can also be applied to the epoxidation of biobased polymers as a means to post-functionalize these macromolecules and equip them with cross-linkable epoxy groups.

摘要

一种市售的固定在大孔载体(诺维信435)上的[具体物质未给出],在过氧化氢作为良性氧化剂存在的情况下,用于各种生物可再生萜烯的环氧化反应。该环氧化方案在非均相间歇和连续流动条件下均进行了探索。还研究了催化剂的可回收性,结果表明在间歇条件下经过10个循环仍具有良好的活性,而相同的催化剂体系在连续流动操作下也能有效使用超过30小时。这种通过过氧化氢对二取代和三取代烯烃进行的实用且相对安全的可持续流动环氧化反应,能够制备克级数量的一系列萜烯环氧化物。作为原理证明,相同的方案也可应用于生物基聚合物的环氧化反应,作为对这些大分子进行后功能化并使其带有可交联环氧基团的一种手段。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/5c6046d0ce05/sc3c00370_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/a920ac00d093/sc3c00370_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/b8c2394b561e/sc3c00370_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/2d7ff24d6dcb/sc3c00370_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/a6bafecb6181/sc3c00370_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/0178e1aa7d79/sc3c00370_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/bd0c99239e88/sc3c00370_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/5c6046d0ce05/sc3c00370_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/a920ac00d093/sc3c00370_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/b8c2394b561e/sc3c00370_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/2d7ff24d6dcb/sc3c00370_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/a6bafecb6181/sc3c00370_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/0178e1aa7d79/sc3c00370_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/bd0c99239e88/sc3c00370_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/12cf/10586497/5c6046d0ce05/sc3c00370_0008.jpg

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