Quantum mechanical investigation of the choline chloride/carboxylic acid deep eutectic solvents

IF 5.3 2区化学 Q2 CHEMISTRY, PHYSICAL Journal of Molecular Liquids Pub Date : 2024-08-30 DOI:10.1016/j.molliq.2024.125882

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Abstract

Deep eutectic solvents (DES) have received substantial applications and development in the field of green chemistry during the last decade. Using computational density functional theory (DFT), DESs composed of Choline Chloride (ChCl), as the hydrogen bond acceptor (HBA), and six carboxylic acids (CA) including Glycolic acid (Gly), Glutaric acid (Glu), Oxalic acid (Oxa), Lactic acid (La), Itaconic acid (Ita), and Levulinic acid (Lev), as the hydrogen bond donner (HBD), were investigated. Geometry optimization and vibrational frequency assignment were performed by applying three DFT functionals, i.e., B3LYP-D3(BJ), M06-2X, and ωB97XD in combination with Pople’s 6-311+g(d,p) basis set. Then, using of the QTAIM, NBO, and the NCI analyses, different sorts of interactions have been evaluated to indicate the most stable structure between ChCl and various CAs, and the hydrogen bonding in the studied DESs. The results confirm that the Cl ion in choline chloride created a strong hydrogen-bond with HBDs, and the mixed ionic-covalent interaction is the main interaction in construction of the DESs of ChCl with the studied carboxylic acids.

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氯化胆碱/羧酸深共晶溶剂的量子力学研究

近十年来，深共晶溶剂（DES）在绿色化学领域得到了大量应用和发展。利用计算密度泛函理论（DFT），研究了以氯化胆碱（ChCl）为氢键受体（HBA），以乙醇酸（Gly）、戊二酸（Glu）、草酸（Oxa）、乳酸（La）、衣康酸（Ita）和左旋乙酸（Lev）等六种羧酸（CA）为氢键受体（HBD）的深共晶溶剂。应用三种 DFT 函数，即 B3LYP-D3(BJ)、M06-2X 和 ωB97XD，并结合 Pople's 6-311+g(d,p) 基集，进行了几何优化和振动频率分配。然后，利用 QTAIM、NBO 和 NCI 分析，评估了 ChCl 与各种 CA 之间的各种相互作用，以确定 ChCl 与各种 CA 之间最稳定的结构，以及所研究的 DES 中的氢键。结果证实，氯化胆碱中的 Cl 离子与 HBDs 产生了很强的氢键，离子-共价混合作用是氯化胆碱与所研究的羧酸构建 DESs 的主要相互作用。

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来源期刊

Journal of Molecular Liquids 化学-物理：原子、分子和化学物理

CiteScore

10.30

自引率

16.70%

发文量

2597

审稿时长

78 days

期刊介绍： The journal includes papers in the following areas: – Simple organic liquids and mixtures – Ionic liquids – Surfactant solutions (including micelles and vesicles) and liquid interfaces – Colloidal solutions and nanoparticles – Thermotropic and lyotropic liquid crystals – Ferrofluids – Water, aqueous solutions and other hydrogen-bonded liquids – Lubricants, polymer solutions and melts – Molten metals and salts – Phase transitions and critical phenomena in liquids and confined fluids – Self assembly in complex liquids.– Biomolecules in solution The emphasis is on the molecular (or microscopic) understanding of particular liquids or liquid systems, especially concerning structure, dynamics and intermolecular forces. The experimental techniques used may include: – Conventional spectroscopy (mid-IR and far-IR, Raman, NMR, etc.) – Non-linear optics and time resolved spectroscopy (psec, fsec, asec, ISRS, etc.) – Light scattering (Rayleigh, Brillouin, PCS, etc.) – Dielectric relaxation – X-ray and neutron scattering and diffraction. Experimental studies, computer simulations (MD or MC) and analytical theory will be considered for publication; papers just reporting experimental results that do not contribute to the understanding of the fundamentals of molecular and ionic liquids will not be accepted. Only papers of a non-routine nature and advancing the field will be considered for publication.