71093-48-6Relevant academic research and scientific papers
An integrated high-throughput strategy enables the discovery of multifunctional ionic liquids for sustainable chemical processes
Zhu, Anlian,Li, Lingjun,Zhang, Chi,Shen, Yutan,Tang, Mingjie,Bai, Lili,Du, Chunyan,Zhang, Suojiang,Wang, Jianji
supporting information, p. 307 - 313 (2019/01/28)
Development of new chemical processes with simplified reaction systems and work-up procedures is a challenging task. Although ionic liquids are a class of potential multifunctional compounds to simplify traditional chemical processes, their rational design is difficult due to complex interactions. In this work, a proof-of-concept strategy has been proposed to achieve an integration of high-throughput preparation of ionic liquids and in situ screening of their reaction-promoting performance in 96-well plates. The integrated approach then enables a facile identification of optimal ionic liquids from a 400-ionic liquid candidate pool to act as the solvent, the catalyst and the separating assistant, simultaneously, for carbonyl-azide cycloaddition reactions. Merits of the ionic liquids-based processes have been demonstrated not only in the convenient and efficient synthesis of 1,2,3-triazolyl compounds but also in the discovery of a new reaction for the chemical post-modification of free peptides.
Design of environmentally friendly ionic liquid aqueous two-phase systems for the efficient and high activity extraction of proteins
Li, Zhiyong,Liu, Xinxin,Pei, Yuanchao,Wang, Jianji,He, Mingyuan
, p. 2941 - 2950,10 (2020/09/14)
Ionic liquids (ILs) have numerous applications in industrial processes as a benign alternative to conventional volatile organic solvents. However, many of them are toxic to organisms and are poorly biodegradable. In this work, a series of environmentally friendly cholinium ILs have been designed and synthesized. It was found that these ILs could form aqueous two-phase systems (ATPSs) with polypropylene glycol 400 (PPG400) which is thermo-sensitive, non-toxic and biodegradable. In order to understand the phase formation processes and possible application of these ATPSs for extraction/separation of proteins, the binodal curves and tie lines of these ATPSs were measured at 25 °C, and the effects of anionic structure of the ionic liquids, nature of the proteins and difference in the concentration of top- and bottom-phases on the partitioning behavior of some typical proteins were investigated systematically. It was shown that bovine serum albumin (BSA), trypsin, papain and lysozyme could be enriched effectively into the ionic liquid-rich phase of the ATPSs, and single-step extraction efficiency could be as high as 86.4-99.9% under the optimized conditions. Furthermore, enzyme activity of the native trypsin in water and in aqueous ionic liquid solutions was determined by using N-a-benzoyl-l-arginine ethyl ester as a substrate, and activity increases to about 127% was observed after 13 months storage. In addition, PPG400 has been recovered simply by heating and reused in the next extraction processes. This avoids the non-sustainable issue of highly salty water produced in the application of the polyethylene glycol (PEG) + salt and ionic liquid + salt ATPSs.
Biodegradable naphthenic acid ionic liquids: Synthesis, characterization, and quantitative structure-biodegradation relationship
Yu, Yinghao,Lu, Xingmei,Zhou, Qing,Dong, Kun,Yao, Hongwei,Zhang, Suojiang
experimental part, p. 11174 - 11182 (2009/11/30)
It has been confirmed that commonly used ionic liquids are not easily biodegradable. When ultimately disposed of or accidentally released, they would accumulate in the environment, which strongly restricts largescale industrial applications of ionic liquids. Herein, ten biodegradable ionic liquids were prepared by a single, one-pot neutralization of choline and surrogate naphthenic acids. The structures of these naphthenic acid ionic liquids (NAILs) were characterized and confirmed by 1H and 13C NMR spectroscopy, IR spectroscopy, and elemental analysis, and their physical properties, such as densities, viscosities, conductivities, melting points (Tm), glass transition points (Tg), and the onset temperatures of decomposition (Td), were determined. More importantly, studies showed that these NAILs would be rapidly and completely biodegraded in aquatic environments under aerobic conditions, which would make them attractive candidates to be utilized in industrial processes. To explore the underlying mechanism involved in the NAIL biodegradation reaction and seek prediction of their biodegradability under environmental conditions, four molecular descriptors were chosen: the logarithm of the n-octanol/ water partition coefficient (log P), van der Waals volume (KvdW). energies of the highest occupied molecular orbital (EHOMO), and energies of the lowest unoccupied molecular orbital (ELUMO)-Through multiple linear regression, a general and qualified model including the biodegradation percentage for NAILs after the 28-day OECD 301D test (%B28) and molecular descriptors was developed. Regression analysis showed that the model was statistically significant at the 99 % confidence interval, thus indicating that the %B28 of NAILs could be explained well by the quantum chemical descriptor EHOMO, which might give some important clues in the discovery of biodegradable ionic liquids of other kinds.
