14586-35-7Relevant articles and documents
A green and sustainable approach to utilize bio-ionic liquids for the selective precipitation of high purity agarose from an agarophyte extract
Sharma, Mukesh,Prakash Chaudhary, Jai,Mondal, Dibyendu,Meena, Ramavatar,Prasad, Kamalesh
, p. 2867 - 2873 (2015)
A few choline based bio-ionic liquids (bio-ILs) were employed for the first time for the selective precipitation of agarose from the hot seaweed extract of Gracilaria dura (an agarophyte) under ambient conditions. The method thus developed is much greener and economical in comparison with the methods widely practiced for agarose production. Among the bio-ILs, choline laurate was found to be the most effective for the isolation of agarose with a lower usage level (4.0%, w/w) with the yield of 14.0 ± 0.5% w/w. Agarose obtained by this process had the desired properties required for molecular biological applications and gel electrophoresis. Furthermore the bio-ILs were recycled and reused for subsequent batches of agarose isolation without compromising the yield and quality of biopolymers.
Degradation of poly(ethylene terephthalate) catalyzed by metal-free choline-based ionic liquids
Liu, Yachan,Lu, Xingmei,Xin, Jiayu,Yao, Haoyu,Yao, Xiaoqian,Zhang, Suojiang,Zhou, Qing
, p. 3122 - 3131 (2020)
Glycolysis of poly(ethylene terephthalate) (PET) is a prospective way for degradation of PET to its monomer bis(hydroxyethyl) terephthalate (BHET) which can be polymerized again to form new qualified PET materials, and hence provides possibilities for a permanent loop recycling. However, most of the reported glycolysis catalysts are metal-based, leading to high cost and negative environmental impact. In this study, we developed a series of choline-based ionic liquids (ILs) without metals and applied them in the glycolysis of PET as catalysts. Choline acetate ([Ch][OAc]), which is cheaper, more biologically compatible and environmentally friendly in comparison with conventional imidazolium metal-based ILs, can achieve a comparable or even better performance than them. Under optimum conditions (PET (5.0 g), ethylene glycol (EG) (20.0 g), [Ch][OAc] (5 wt%), 180 °C, 4 h, atmospheric pressure), the yield of BHET reached up to 85.2%. Additionally, the reaction kinetics was studied and proved to be the shrinking-core model. The apparent activation energy is 131.31 kJ mol-1, and the pre-exponential factor is 1.21 × 1013 min-1. Finally, based on the experimental results and density functional theory (DFT) calculations, a possible mechanism was proposed. The promotion of the glycolysis reaction is attributed to the activation of EG by the formation of hydrogen bonds between EG and the IL.
Understanding the destructuration of starch in water-ionic liquid mixtures
Sciarini,Rolland-Sabaté,Guilois,Decaen,Leroy,Le Bail
, p. 291 - 299 (2015)
The destructuration of native maize starch in mixtures of water and ionic liquids (ILs) containing acetate anions was studied in dynamic heating conditions, combining calorimetry, rheology, microscopy and chromatographic techniques. A phase diagram of starch in water-IL solutions was established. The phase transitions undergone by starch include the typical endothermic gelatinization phenomenon for IL-water ratios lower than 0.5, while for mixtures with a higher ionic liquid content, a complex exothermic phenomenon combining mild degradation and solubilization takes place. This results in an optimum destructuration temperature as low as 40-50 °C for an IL-water ratio close to 0.7. In addition, specific macromolecular chain breaking reactions appear to take place, depending on the nature of the cations present, resulting in different macromolecular structures of the recovered starch. These results suggest the possibility of using solvent media design for a controlled modification of starch macromolecular characteristics.
Novel biocompatible cholinium-based ionic liquids - Toxicity and biodegradability
Petkovic, Marija,Ferguson, Jamie L.,Gunaratne, H. Q. Nimal,Ferreira, Rui,Leitao, Maria C.,Seddon, Kenneth R.,Rebelo, Luis Paulo N.,Pereira, Cristina Silva
, p. 643 - 649 (2010)
The synthesis, characterisation and toxicological assessment of a new group of environmentally friendly ionic liquids are presented. Focussing on the toxic effect of the anion, the ionic liquids were designed by combining the benign cholinium cation, [NMe3(CH2CH2OH)]+, with a range of linear alkanoate anions ([CnH2n+1CO 2]-, n = 1-9), as well as two structural isomers (n = 3 or 4). The toxicity of these ionic liquids was evaluated using filamentous fungi as model eukaryotic organisms. Surprisingly, most of the tested species showed active growth in media containing extremely high ionic liquid concentrations, up to molar ranges in some cases. The biodegradability of these ionic liquids was assessed, and new biotechnological applications for them are proposed, e.g. as solvents for biopolymers. This study leads to the better understanding of the anion influence on the ionic liquid toxicity, but its core is the recognition that conscious design of ionic liquids can be used to deliver truly biocompatible salts without adversely affecting one of the most striking of their properties - their outstanding solvent ability.
Synthesis and properties of room-temperature choline carboxylate zwitterionic ionic liquids as potential electrolytes
Rocha, Angelo,Carvalho, Tnia,Vidinha, Pedro,Lourenao, Nuno M.T.
, p. 1106 - 1111 (2012)
Choline carboxylate zwitterions were prepared by two different synthetic routes through esterification of choline salts with a range of anhydrides. Their conjugation with lithium bis(trifluoromethylsulfonyl) imide resulted in the formation of stable room-temperature ionic liquids. In view of their use as potential electrolytes the physicochemical characterization of these attractive ionic liquids was performed. These compounds presented a glass transition temperature between -43 and -34 °C, good thermal stability up to 2248C, densities above 1.44 gcm-3 at 25°C, and viscosities between 3.56 and 12.27 Pa s at 258C. In terms of conductivity the most promising ionic liquid showed an excellent conductivity between 8.66 105 Scm-1 at 258C and 1.8010-3 Scm-1 at 908C. These zwitterionic ionic liquids maintained a liquid state, and no dissociation was observed even after six months of storage at room temperature.
Green and controllable fabrication of nanocrystals from ionic liquids
Fang, Zhezheng,Huang, Weizi,Lu, Yi,Qi, Jianping,Wu, Wei,Zheng, Xianzi
supporting information, (2022/02/05)
Nanocrystals are of great value in delivering poorly soluble drugs as a technique enables enhanced dissolution and bioavailability. The bottom-up technique allows better control of particle properties. However, the commonly used organic solvents are hazardous to environment and operators, and always lead to large particle size and wide size distribution due to failure on controlling the nucleation and crystal growth. The situation is exacerbated in scale-up production. Therefore, in the proof-of-concept study, we evaluated the feasibility of green and controllable fabrication of drug nanocrystals by using biocompatible ionic liquids (ILs) as solvents. Choline based ILs (Ch-ILs) were synthesized via metathesis reactions. Pure paclitaxel nanocrystals of high quality were obtained from Ch-ILs with surface tension higher than 42 mN/m. The sizes were below 250 nm, while the polydispersity indexes were lower than 0.25. Compared with ethanol, choline lactate is superior in controlling the size of the nanocrystals in scale-up production, where the drug concentration was increased by 6 times. The underlying mechanism may be due to the high viscosity and low surface tension of the ILs, which are supposed to benefit homogeneous and burst nucleation. Ch-ILs can be recycled from the process and recovery rate reached 91.1%. Moreover, the applicability of the green technique was validated in a wider range of model drugs and Ch-ILs. In conclusion, ILs are potent solvents in bottom-up technique for green and controllable fabrication of nanocrystals.
Minisci aroylation of N-heterocycles using choline persulfate in water under mild conditions
Hunjan, Mandeep Kaur,Laha, Joydev K.,Tinwala, Ummehani
, p. 22853 - 22859 (2021/12/24)
Metal persulfate mediated thermal oxidative organic transformations invariably require a higher temperature and frequently use an organic solvent. The objective of this work was to develop persulfate mediated oxidative transformations that can be performed nearly at room temperature using water as a solvent. This report describes modified Minisci aroylation of isoquinolines with arylglyoxylic acids using choline persulfate and its pre-composition (choline acetate and K2S2O8) in water at 40 °C. A few other nitrogen heterocycles were also utilized affording various aroylated products in good to excellent yields. Unlike metal persulfate that could produce metal salt byproducts, a key feature of the chemistry reported herein includes the use of environmentally benign choline persulfate containing biodegradable choline as a counter-cation, the Minisci reaction demonstrated at 40 °C in water as the only solvent, and unconventional activation of persulfate. This journal is
