• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过与脂肪醇的选择性还原醚化将甲基戊二酸酯转化为生物表面活性剂和生物润滑剂。

Transforming Methyl Levulinate into Biosurfactants and Biolubricants by Chemoselective Reductive Etherification with Fatty Alcohols.

机构信息

Instituto de Tecnología Química (UPV-CSIC), Universitat Politècnica de València, Avda dels Tarongers s/n, 46022, Valencia, Spain.

出版信息

ChemSusChem. 2020 Feb 21;13(4):707-714. doi: 10.1002/cssc.201903496. Epub 2020 Jan 30.

DOI:10.1002/cssc.201903496
PMID:31912979
Abstract

Biomass-derived surfactants with very good surface tension and critical micellar concentration properties were obtained by conversion of methyl levulinate into methyl 4-alkoxypentanoates through reductive etherification with aliphatic alcohols. Among different bifunctional acid/metal catalysts best results were obtained with Pd on carbon bearing acid sites. The reaction occurred through the formation of an enol ether intermediate followed by hydrogenation. Pd in high-density planes was the active hydrogenation species, and an optimum crystal size was found to be approximately 10 nm. The reductive etherification with aliphatic alcohols was extended to other aliphatic and cyclic ketones and aldehydes obtained from biomass, and excellent results were obtained on supported Pd catalysts with the reaction route and experimental conditions described in this work.

摘要

通过将甲基戊酸酯还原醚化转化为脂肪醇的 4-烷氧基戊酸甲酯,得到具有非常好的表面张力和临界胶束浓度特性的生物量衍生表面活性剂。在不同的双功能酸/金属催化剂中,载酸位的钯炭具有最佳的效果。反应通过形成烯醇醚中间体,然后进行加氢反应。高密平面上的 Pd 是活性加氢物种,发现最佳的晶体尺寸约为 10nm。该还原醚化反应扩展到其他从生物质中获得的脂肪族和环状酮和醛,在本文所述的反应路线和实验条件下,负载 Pd 催化剂上得到了优异的结果。

相似文献

1
Transforming Methyl Levulinate into Biosurfactants and Biolubricants by Chemoselective Reductive Etherification with Fatty Alcohols.通过与脂肪醇的选择性还原醚化将甲基戊二酸酯转化为生物表面活性剂和生物润滑剂。
ChemSusChem. 2020 Feb 21;13(4):707-714. doi: 10.1002/cssc.201903496. Epub 2020 Jan 30.
2
Synthesis of Biomass-Derived Ethers for Use as Fuels and Lubricants.用于燃料和润滑剂的生物质衍生醚的合成。
ChemSusChem. 2019 Jul 5;12(13):2835-2858. doi: 10.1002/cssc.201900535. Epub 2019 Jun 24.
3
Reductive Etherification of Fatty Acids or Esters with Alcohols using Molecular Hydrogen.使用分子氢将脂肪酸或酯与醇进行还原醚化反应。
ChemSusChem. 2016 Jun 22;9(12):1442-8. doi: 10.1002/cssc.201600336. Epub 2016 May 23.
4
Synthesis of Ethyl-4-ethoxy Pentanoate by Reductive Etherification of Ethyl Levulinate in Ethanol on Pd/SiO -C Catalysts.在Pd/SiO -C催化剂上,通过乙酰丙酸乙酯在乙醇中的还原醚化反应合成4-乙氧基戊酸乙酯。
ChemSusChem. 2018 Nov 9;11(21):3796-3802. doi: 10.1002/cssc.201801624. Epub 2018 Oct 15.
5
Iridium-catalyzed reductive etherification of α,β-unsaturated ketones and aldehydes with alcohols.铱催化的α,β-不饱和酮和醛与醇的还原醚化反应。
Org Biomol Chem. 2022 Mar 30;20(13):2621-2625. doi: 10.1039/d2ob00122e.
6
Cascade Reductive Etherification of Bioderived Aldehydes over Zr-Based Catalysts.基于锆的催化剂上生物衍生醛的级联还原醚化反应
ChemSusChem. 2017 Oct 23;10(20):4090-4101. doi: 10.1002/cssc.201701275. Epub 2017 Oct 9.
7
Production of Biomass-Based Automotive Lubricants by Reductive Etherification.通过还原醚化生产基于生物质的汽车润滑剂。
ChemSusChem. 2017 Jun 9;10(11):2527-2533. doi: 10.1002/cssc.201700427. Epub 2017 May 10.
8
Novel Porous Organic Polymer Catalyst with Phosphate and Sulfonic Acid Sites for Facile Esterification of Levulinic Acid.具有磷酸和磺酸位点的新型多孔有机聚合物催化剂用于乙酰丙酸的简易酯化反应
ACS Appl Mater Interfaces. 2023 Oct 18;15(41):48485-48494. doi: 10.1021/acsami.3c08640. Epub 2023 Oct 4.
9
Chemoselective formation of unsymmetrically substituted ethers from catalytic reductive coupling of aldehydes and ketones with alcohols in aqueous solution.在水溶液中,通过醛、酮与醇的催化还原偶联反应实现不对称取代醚的化学选择性合成。
Org Lett. 2015 Apr 3;17(7):1778-81. doi: 10.1021/acs.orglett.5b00553. Epub 2015 Mar 24.
10
A Novel Tannic Acid-Based Carbon-Supported Cobalt Catalyst for Transfer Hydrogenation of Biomass Derived Ethyl Levulinate.一种用于生物质衍生乙酰丙酸乙酯转移氢化的新型单宁酸基碳负载钴催化剂。
Front Chem. 2022 Jul 11;10:964128. doi: 10.3389/fchem.2022.964128. eCollection 2022.

引用本文的文献

1
Molecular-Level Insights into the Reaction Mechanisms of Reductive Etherification for the Production of Synthetic Biofuels.合成生物燃料生产中还原醚化反应机理的分子水平见解。
ACS Omega. 2025 Apr 16;10(16):16472-16480. doi: 10.1021/acsomega.4c09698. eCollection 2025 Apr 29.
2
Synthetic Routes for Designing Furanic and Non Furanic Biobased Surfactants from 5-Hydroxymethylfurfural.从 5-羟甲基糠醛设计呋喃和非呋喃型生物基表面活性剂的合成路线。
ChemSusChem. 2022 Jul 7;15(13):e202200181. doi: 10.1002/cssc.202200181. Epub 2022 Apr 22.
3
Catalytic Reductive Alcohol Etherifications with Carbonyl-Based Compounds or CO and Related Transformations for the Synthesis of Ether Derivatives.
基于羰基化合物或 CO 的催化还原醇醚化反应及其相关转化在醚类衍生物合成中的应用。
ChemSusChem. 2021 Sep 20;14(18):3744-3784. doi: 10.1002/cssc.202101184. Epub 2021 Aug 3.