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新型磺酸功能化离子液体的设计与合成及其在脂肪酸与生物乙醇酯化反应中的催化作用。

Design and Synthesis of New Sulfonic Acid Functionalized Ionic Liquids as Catalysts for Esterification of Fatty Acids with Bioethanol.

机构信息

Faculty of Science, Jan Evangelista Purkyně University in Ústí nad Labem, Pasteurova 15, 400 96 Ústí nad Labem, Czech Republic.

出版信息

Molecules. 2023 Jul 5;28(13):5231. doi: 10.3390/molecules28135231.

DOI:10.3390/molecules28135231
PMID:37446891
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10343253/
Abstract

In this study, three types of sulfonic acid group functionalized ionic liquids (SAILs) with a different number of catalytic groups and lipophilicity were synthesized and characterized by FT-IR, NMR, and MS analyses. Their catalytic activities were studied in a model esterification of oleic acid with ethanol; heating in a microwave reactor was also used. The experimental results indicated that SAIL, with the lipophilic alkyl chain, performed the best due to its increased solubility in the reaction mixture. Microwave heating was found to be more effective than conventional heating. Recycling experiments show that these novel SAILs can be reused without significant loss of the catalytic activity.

摘要

在这项研究中,我们合成并通过傅里叶变换红外光谱(FT-IR)、核磁共振(NMR)和质谱(MS)分析对三种具有不同催化基团数量和疏水性的磺酸基功能化离子液体(SAILs)进行了表征。我们在油酸与乙醇的酯化模型反应中研究了它们的催化活性,同时还使用了微波反应器进行加热。实验结果表明,疏水性烷基链的 SAIL 由于在反应混合物中的溶解度增加,表现出最佳的催化性能。研究还发现,微波加热比传统加热更为有效。回收实验表明,这些新型 SAIL 可以重复使用,而不会显著损失催化活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/33be/10343253/791141c97c57/molecules-28-05231-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/33be/10343253/5c0a0daf9882/molecules-28-05231-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/33be/10343253/791141c97c57/molecules-28-05231-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/33be/10343253/5c0a0daf9882/molecules-28-05231-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/33be/10343253/791141c97c57/molecules-28-05231-sch001.jpg

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本文引用的文献

1
Recent advances in supported acid/base ionic liquids as catalysts for biodiesel production.负载型酸碱离子液体作为生物柴油生产催化剂的最新进展。
Front Chem. 2022 Sep 15;10:999607. doi: 10.3389/fchem.2022.999607. eCollection 2022.
2
Hydrogen Bonds in Disulfonic-Functionalized Acid Ionic Liquids for Efficient Biodiesel Synthesis.用于高效生物柴油合成的二磺酸官能化酸性离子液体中的氢键
ACS Omega. 2020 May 15;5(21):12110-12118. doi: 10.1021/acsomega.0c00353. eCollection 2020 Jun 2.
3
Ionic liquid as a promising biobased green solvent in combination with microwave irradiation for direct biodiesel production.
离子液体作为一种有前途的生物基绿色溶剂,与微波辐射相结合,用于直接生产生物柴油。
Bioresour Technol. 2016 Apr;206:150-154. doi: 10.1016/j.biortech.2016.01.084. Epub 2016 Jan 30.
4
A Brønsted acidic ionic liquid as an efficient and environmentally benign catalyst for biodiesel synthesis from free fatty acids and alcohols.一种布朗斯台德酸性离子液体,作为由游离脂肪酸和醇合成生物柴油的高效且环境友好型催化剂。
Bioresour Technol. 2009 Oct;100(19):4368-73. doi: 10.1016/j.biortech.2009.04.012. Epub 2009 May 8.