Effect of the Dodecanoate Anion on Thermal Stability and Decomposition Mechanism of Mono- and Dicationic Ionic Liquids

IF 4.3 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

ACS Omega Pub Date : 2025-02-25 DOI:10.1021/acsomega.4c1059610.1021/acsomega.4c10596

Jean C. B. Vieira*, Marcos A. Villetti, Caroline R. Bender and Clarissa P. Frizzo,

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引用次数: 0

Abstract

This work presents the synthesis of mono- and dicationic ionic liquids (ILs) that combine the cations 1-butyl-3-methylimidazolium ([C₄MIM]⁺), 1-decyl-3-methylimidazolium ([C₁₀MIM]⁺), 1,4-bis(3-methylimidazolium-1-yl)butane ([C₄(MIM)₂]²⁺), and 1,10-bis(3-methylimidazolium-1-yl)decane ([C₁₀(MIM)₂]²⁺) with the anion dodecanoate ([C₁₁COO]⁻), along with a study into their thermal stability and mechanism for thermal decomposition. Thermal stability was investigated using the Kissinger–Akahira–Sunose (KAS) isoconversional method to determine the isoconversional activation energies (E_α) and compensation effect to calculate the pre-exponential factor (ln A_α). The results showed that there was no significant difference in the thermal stabilities between the ILs, with all compounds being thermally stable up to 450 K. The thermal decomposition mechanism was analyzed using nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), and thermogravimetric analysis coupled with Fourier-transform infrared spectroscopy (TGA-FTIR). The main decomposition pathways were nucleophilic substitution at the lateral or spacer chain and the methyl group.

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十二羧酸阴离子对单、双离子液体热稳定性及分解机理的影响

本文介绍了将阳离子1-丁基-3-甲基咪唑（[C4MIM]+）、1-癸基-3-甲基咪唑（[C10MIM]+）、1,4-二（3-甲基咪唑-1-基）丁烷（[C4(MIM)2]2+）和1,10-二（3-甲基咪唑-1-基）癸烷（[C10(MIM)2]2+）与阴离子十二酸盐（[C11COO]−）结合的单离子和双离子液体（ILs）的合成，并研究了它们的热稳定性和热分解机理。采用Kissinger-Akahira-Sunose （KAS）等转换法确定等转换活化能（Eα），用补偿效应计算指数前因子（ln Aα）考察了热稳定性。结果表明，两种化合物的热稳定性无显著差异，热稳定性均达到450 K。采用核磁共振（NMR）、电喷雾质谱（ESI-MS）、热重分析（TGA-FTIR）对其热分解机理进行了分析。主要的分解途径是侧链或间隔链上的亲核取代和甲基取代。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ACS Omega Chemical Engineering-General Chemical Engineering

CiteScore

6.60

自引率

4.90%

发文量

3945

审稿时长

2.4 months

期刊介绍： ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.