Modelling cellulose solubilities in ionic liquids using COSMO-RS

Kahlen, Jens; Masuch, Kai; Leonhard, Kai

doi:10.1039/c0gc00200c

Cited by 119 publications

(114 citation statements)

References 39 publications

Supporting

Mentioning

106

Contrasting

Order By: Relevance

“…38−41 Such previous works pointed out that the hydrogen bond networks in a cellulose crystal are ruptured by anions of ILs to form the cellulose−anion hydrogen bonds. Furthermore, it was reported by COSMO-RS calculations 42,43 and Kamlet−Taft parameters 18 46 solutions by neutron diffraction and MD simulations. They discussed the solvation structure of glucose in terms of coordination number and the space distribution of IL ions around glucose and finally concluded that the predominant interaction for cellulose dissolution is the hydrogen bond between IL anions (Cl − or CH 3 COO − ) and glucose molecules.…”

Section: ■ Introductionmentioning

confidence: 95%

Microscopic Solvation Structure of Glucose in 1-Ethyl-3-methylimidazolium Methylphosphonate Ionic Liquid

et al. 2015

View full text Add to dashboard Cite

The solvation structure of glucose in 1-ethyl-3-methylimidazolium methylphosphonate, [C2mIm(+)][CH3(H)PO3(-)] ionic liquid and the liquid structure of the neat [C2mIm(+)][CH3(H)PO3(-)] were investigated by high-energy X-ray diffraction (HEXRD) experiments with the aid of molecular dynamics (MD) simulations. In neat [C2mIm(+)][CH3(H)PO3(-)], a specific interaction between the cation and anion is found, that is, the oxygen atoms within CH3(H)PO3(-) are hydrogen bonded with the hydrogen of the C2 position within C2mIm(+). In glucose/[C2mIm(+)][CH3(H)PO3(-)] solutions, a significant peak is observed at 2.6 Å in experimental radial distribution functions and is enhanced with increasing glucose concentration. It is found from MD simulations that the peak originated from the nearest-neighbor intermolecular interaction between glucose and the anion in [C2mIm(+)][CH3(H)PO3(-)]. The atom-atom pair correlation function derived from MD results shows that hydroxyl groups of glucose interact with oxygen atoms within CH3(H)PO3(-) through the hydrogen bonds. The intermolecular hydrogen bonds coexist with the intramolecular hydrogen bond in a glucose molecule. We conclude that glucose is easy to form a hydrogen bond with a polar CH3(H)PO3 anion; however, rupture of intramolecular hydrogen bonds within glucose is not enough in the ionic liquid.

show abstract

Section: ■ Introductionmentioning

confidence: 95%

Microscopic Solvation Structure of Glucose in 1-Ethyl-3-methylimidazolium Methylphosphonate Ionic Liquid

et al. 2015

View full text Add to dashboard Cite

show abstract

“…It requires only the universal parameters and component specific parameters [34,35] fitted with a small experimental data set. COSMO-RS requires chemical structure of the component as the only information [36,37]. By COSMO-RS model; we can predict the solubility of any component in the mixture (solid-liquid equilibria).…”

Section: Introductionmentioning

confidence: 99%

Solubility of glucose, xylose, fructose and galactose in ionic liquids: Experimental and theoretical studies using a continuum solvation model

Mohan

Goud

Banerjee

2015

Fluid Phase Equilibria

View full text Add to dashboard Cite

“…The COnductor-Like Screening MethOd for Real Solvents (COSMO-RS) [24] has successfully been demonstrated as au seful screening tool in several studies of solubilities in both neutral solvents and in ILs. [25][26][27] COSMO-RS requires ao ne-time quantum mechanical calculation to generate input files containing the polarization surface charge, the so called s-charge, of all solutes and solvents. Once this file is generated, it can be stored in ad atabase for later use.…”

Section: Introductionmentioning

confidence: 99%

The A Priori Design and Selection of Ionic Liquids as Solvents for Active Pharmaceutical Ingredients

Kunov-Kruse

Weber

Rogers

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

Abstract:In this paper we derive a straightforward computational approach to predict the optimal ionic liquid (IL) solvent for a given compound, based on COSMO-RS calculations. These calculations were performed on 18 different active pharmaceutical ingredients (APIs) using a matrix of 240 hypothetical ILs. These results indicated that the 18 APIs could be classified into 3 distinct categories based on their relative hydrogen bond donating or accepting ability, with similar optimal IL solvent predictions within each class. Informed by these results, a family of strongly hydrogen bond donating ILs based on the Nalkylguanidinium cation were prepared and characterized. The solubility of the APIs in each of these classes was found to be qualitatively consistent with the predictions of the COSMO-RS model. The suitability of these novel guanidinium salts as crystallization solvents was demonstrated by the use of Nbutylguanidinium bis(trifluoromethanesulfonyl)imide for the purification of crude fenofibrate using dimethylsulfoxide as an antisolvent, which resulted in good yields and excellent purities. Finally, a simple descriptor based model is proposed to suggest the best IL solvent for arbitrary APIs.Introduction:

show abstract

Modelling cellulose solubilities in ionic liquids using COSMO-RS

Cited by 119 publications

References 39 publications

Microscopic Solvation Structure of Glucose in 1-Ethyl-3-methylimidazolium Methylphosphonate Ionic Liquid

Microscopic Solvation Structure of Glucose in 1-Ethyl-3-methylimidazolium Methylphosphonate Ionic Liquid

Solubility of glucose, xylose, fructose and galactose in ionic liquids: Experimental and theoretical studies using a continuum solvation model

The A Priori Design and Selection of Ionic Liquids as Solvents for Active Pharmaceutical Ingredients

Contact Info

Product

Resources

About