Ionic Liquid Solutions as a Green Tool for the Extraction and Isolation of Natural Products

Xiao, Jiangjian; Chen, Gang; Li, Ning

doi:10.3390/molecules23071765

Cited by 80 publications

(31 citation statements)

References 130 publications

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“…ILs have been regarded as “green” additives in the extraction of EOs [ 15 , 16 , 17 ] due to their capability to dissolve lignocellulosic plant biomass and facilitate the extraction and separation of EO [ 18 ]. For this reason, their use as additives to improve essential oil and plant metabolite extraction yields has been considered [ 15 , 16 , 17 , 19 , 20 , 21 , 22 , 23 ].…”

Section: Introductionmentioning

confidence: 99%

A Design of Experiment Approach for Ionic Liquid-Based Extraction of Toxic Components-Minimized Essential Oil from Myristica fragrans Houtt. Fruits †

2018

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The effect of the addition of ionic liquids (ILs) during the hydrodistillation of Myristica fragrans Houtt. (nutmeg) essential oil was studied. The essential oil of M. fragrans is characterized by the presence of terpenes, terpenoids, and of phenylpropanoids, such as methyl eugenol and safrole, that are regarded as genotoxic and carcinogenic. The aim of the work was to determine the best ionic liquid to improve the yield of the extraction of M. fragrans essential oil and decrease the extraction of toxic phenylpropanoids. Six ILs, namely 1,3-dimethylimidazolium chloride (1), 1,3-dimethylimidazolium dimethylphosphate (2), 1-(2-hydroxyethyl)-3-methylimidazolium chloride (3), 1-(2-hydroxyethyl)-3-methylimidazolium dimethylphosphate (4), 1-butyl-3-methylimidazolium chloride (5), and 1-butyl-3-methylimidazolium dimethylphosphate (6), were prepared by previously reported, innovative methods and then tested. An experimental design was used to optimize the extraction yield and to decrease the phenylpropanoids percentage using the synthesized ILs. The influence of the molarity of ILs was also studied. MODDE 12 software established 0.5 M 1-butyl-3-methylimidazolium chloride as the best co-solvent for the hydrodistillation of M. fragrans essential oil.

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Section: Introductionmentioning

confidence: 99%

A Design of Experiment Approach for Ionic Liquid-Based Extraction of Toxic Components-Minimized Essential Oil from Myristica fragrans Houtt. Fruits †

2018

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“…Major applications include the use as solvents and additives in organic synthesis, [ 13–20 ] the processing of cellulose, [ 21–28 ] the use as electrolytes in batteries and electrochemical synthesis [ 29–38 ] and as extracting agents. [ 39–45 ]…”

Section: Introductionmentioning

confidence: 99%

Carbohydrate Based Ionic Liquids (CHILs): Synthesis and Applications

Jopp

2020

Eur J Org Chem

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Carbohydrate based ionic liquids (CHILs) are a sub‐class of ionic liquids which first emerged in 2007 and has since then attracted a steadily growing community of organic chemists. Since carbohydrates are naturally occurring materials with a broad spectrum of diastereomers, they are fitting materials for ionic liquids bearing stereochemical information. This review gives an up‐to‐date overview of all CHILs and their applications in asymmetric chemistry.

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“…ILs are known for their attractive properties such as high chemical and thermal stability, negligible vapor pressure and interesting electrochemical as well as solvating properties. These properties can be tailored by variation of the composition of cations and anions [1]. Even more variability is offered by using mixtures of ILs, an option that is considered the fourth evolution of ILs [2].…”

Section: Introductionmentioning

confidence: 99%

“…We anticipate that these mixtures will widen the application range of this class of ILs. We see potential applications in the medical [3] and environmental fields [1] where these systems offer a combination of low toxicity, adjustable solvation properties, and tunable ionic conductivity [2].…”

Section: Introductionmentioning

confidence: 99%

Influence of Carboxylate Anions on Phase Behavior of Choline Ionic Liquid Mixtures

et al. 2020

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Mixing ionic liquids is a suitable strategy to tailor properties, e.g., to reduce melting points. The present study aims to widen the application range of low-toxic choline-based ionic liquids by studying eight binary phase diagrams of six different choline carboxylates. Five of them show eutectic points with melting points dropping by 13 to 45 • C. The eutectic mixtures of choline acetate and choline 2-methylbutarate were found to melt at 45 • C, which represents a remarkable melting point depression compared to the pure compounds with melting points of 81 (choline acetate) and 90 • C (choline 2-methylbutarate), respectively. Besides melting points, the thermal stabilities of the choline salt mixtures were investigated to define the thermal operation range for potential practical applications of these mixtures. Typical decomposition temperatures were found between 165 and 207 • C, with choline lactate exhibiting the highest thermal stability.Advantages of DESs compared to pure ILs include easy preparation and therefore low production costs, increased biocompatibility in case of certain components, and bigger variety for customization concerning acidity, hydrophobicity, or polarity. DES systems have demonstrated their practical use in several applications, such as interfacial polymerizations [7], electrochemistry [8], and organic reactions [9].So far, the published research describing IL mixtures has mainly focused on imidazolium [10,11], pyrrolidinium [12], and pyridinium [13] ILs. In these works, significant melting point suppression effects were found for the respective eutectic mixtures. However, imidazolium, pyrrolidinium, and pyridinium ILs and their mixtures face some limitations when it comes to large-scale applications in contact with microorganisms or living matter [14]. Challenges include toxicity aspects and the cost for the organic cation synthesis. This is why a more detailed investigation of choline salts is highly interesting. Based on the available literature, choline salts are characterized by their low toxicity for different cell-lines [15,16], bacteria [17], and other organisms [18]. Moreover, choline salts are industrially available on a large scale.The most widely studied choline salt used in eutectic mixtures is choline chloride [19][20][21][22][23][24][25][26]. One of the first reported DESs was a mixture of choline chloride (liquefaction temperature 302 • C), and urea (melting point 134 • C) that resulted in a 2:1 molar mixture with a remarkable melting point suppression to 12 • C [4]. The typical strategy was to combine choline ILs with molecular compounds such as carboxylic acids, alcohols, and urea derivates [27], and such choline-based DESs have been used in various applications, e.g., as drug solubilization vehicles [28][29][30]. Note, however, that by mixing a choline IL with molecular substances, some of the very attractive IL properties, e.g., non-volatility, non-flammability, and high ionic conductivity can get lost to a large extent. This is why the mixing of two choline ILs is ...

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Ionic Liquid Solutions as a Green Tool for the Extraction and Isolation of Natural Products

Cited by 80 publications

References 130 publications

A Design of Experiment Approach for Ionic Liquid-Based Extraction of Toxic Components-Minimized Essential Oil from Myristica fragrans Houtt. Fruits †

A Design of Experiment Approach for Ionic Liquid-Based Extraction of Toxic Components-Minimized Essential Oil from Myristica fragrans Houtt. Fruits †

Carbohydrate Based Ionic Liquids (CHILs): Synthesis and Applications

Influence of Carboxylate Anions on Phase Behavior of Choline Ionic Liquid Mixtures

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