Effect of Alkyl Chain Length in Anions on the Physicochemical Properties of Cellulose-Dissolving Protic Ionic Liquids

A protic ionic liquid (PIL) composed of 1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU) and acetic acid can dissolve cellulose under mild conditions and catalyse its transesterification. To investigate the relationship between physicochemical properties and chemical structures, PILs composed of DBU and carboxylic acids with varying alkyl chain lengths were prepared as cellulose-dissolving solvents. The thermal behaviours of the PILs were analysed by thermogravimetry and differential scanning calorimetry, and their viscosities, ionic conductivities, and cellulose-dissolution abilities were determined. The effect of the alkyl chain length in the carboxylate ion on the physicochemical properties of the PILs was investigated. With increasing chain length, the thermal stability and ionic conductivity increased, whereas the melting point (Tm), glass-transition temperature (Tg), cellulose solubility, and viscosity decreased. The cellulose solubility increased as the difference between the pKa values of the DBU and carboxylic acid (ΔpKa) increased. In addition, the cellulose solubility increased with the increasing density of the PIL. It was revealed that PILs with a high ΔpKa value and a carboxylate ion with a short alkyl chain are suitable for cellulose dissolution.

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Influence of temperature and alkyl chain length on physicochemical properties of trihexyl- and trioctylammonium based protic ionic liquids

The Journal of Chemical Thermodynamics ◽

10.1016/j.jct.2019.02.015 ◽

2019 ◽

Vol 133 ◽

pp. 170-180 ◽

Cited By ~ 6

Author(s):

Dasthaiah Keshapolla ◽

Kancharla Srinivasarao ◽

Ramesh L. Gardas

Keyword(s):

Ionic Liquids ◽

Physicochemical Properties ◽

Chain Length ◽

Alkyl Chain ◽

Alkyl Chain Length ◽

Protic Ionic Liquids ◽

Influence Of Temperature

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Effect of polymerizable quaternary ammonium monomer MEIM-x's alkyl chain length and content on bone cement's antibacterial activity and physicochemical properties

Journal of the Mechanical Behavior of Biomedical Materials ◽

10.1016/j.jmbbm.2018.08.004 ◽

2018 ◽

Vol 87 ◽

pp. 279-287 ◽

Cited By ~ 1

Author(s):

Wenbin Zhu ◽

Fang Liu ◽

Jingwei He

Keyword(s):

Antibacterial Activity ◽

Physicochemical Properties ◽

Chain Length ◽

Quaternary Ammonium ◽

Alkyl Chain ◽

Alkyl Chain Length

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Protic Ionic Liquids Based on the Alkyl-Imidazolium Cation: Effect of the Alkyl Chain Length on Structure and Dynamics

The Journal of Physical Chemistry B ◽

10.1021/acs.jpcb.9b01274 ◽

2019 ◽

Vol 123 (18) ◽

pp. 4044-4054 ◽

Cited By ~ 7

Author(s):

Iqbaal Abdurrokhman ◽

Khalid Elamin ◽

Olesia Danyliv ◽

Mohammad Hasani ◽

Jan Swenson ◽

...

Keyword(s):

Ionic Liquids ◽

Chain Length ◽

Alkyl Chain ◽

Alkyl Chain Length ◽

Protic Ionic Liquids ◽

Imidazolium Cation ◽

Structure And Dynamics ◽

Cation Effect

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Investigation of the Effect of Alkyl Chain Length on Molecular Interactions Between Methyl Benzoate with Alcohols: A Study of Physicochemical Properties

Journal of Solution Chemistry ◽

10.1007/s10953-020-01029-4 ◽

2020 ◽

Vol 49 (11) ◽

pp. 1402-1418

Author(s):

Tingting Chen ◽

Xiao Feng ◽

Yuqiao Yin ◽

Yingjie Xu

Keyword(s):

Physicochemical Properties ◽

Chain Length ◽

Molecular Interactions ◽

Alkyl Chain ◽

Alkyl Chain Length ◽

Methyl Benzoate

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Effect of Alkyl Chain Length and Unsaturation of the Phospholipid on the Physicochemical Properties of Lipid Nanoparticles

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.c15-00077 ◽

2015 ◽

Vol 63 (9) ◽

pp. 731-736 ◽

Cited By ~ 6

Author(s):

Yuka Funakoshi ◽

Yasunori Iwao ◽

Shuji Noguchi ◽

Shigeru Itai

Keyword(s):

Physicochemical Properties ◽

Chain Length ◽

Alkyl Chain ◽

Lipid Nanoparticles ◽

Alkyl Chain Length

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Hydrophobic study of increasing alkyl chain length of platinum surfactant complexes: synthesis, characterization, micellization, thermodynamics, thermogravimetrics and surface morphology

RSC Advances ◽

10.1039/c6ra20330b ◽

2016 ◽

Vol 6 (93) ◽

pp. 90607-90623 ◽

Cited By ~ 14

Author(s):

Nitin Kumar Sharma ◽

Man Singh ◽

Ajaya Bhattarai

Keyword(s):

Surface Morphology ◽

Physicochemical Properties ◽

Chain Length ◽

Alkyl Chain ◽

Alkyl Chain Length

This paper contains details on the synthesis, characterization, physicochemical properties and surface morphology of five supramolecular metallosurfactants (SMMSs).

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Dissolution Behavior of Cellulose in IL + DMSO Solvent: Effect of Alkyl Length in Imidazolium Cation on Cellulose Dissolution

Advances in Materials Science and Engineering ◽

10.1155/2015/406470 ◽

2015 ◽

Vol 2015 ◽

pp. 1-4 ◽

Cited By ~ 12

Author(s):

Airong Xu ◽

Lili Cao ◽

Bingjun Wang ◽

Junying Ma

Keyword(s):

Solvent Effect ◽

Dimethyl Sulfoxide ◽

Chain Length ◽

Alkyl Chain ◽

Alkyl Chain Length ◽

Dissolution Behavior ◽

Cellulose Dissolution ◽

Imidazolium Cation ◽

Cellulose Solvents ◽

Alkyl Length

Four cellulose solvents including [C2mim][CH3COO] + DMSO, [C4mim][CH3COO] + DMSO, [C6mim][CH3COO] + DMSO, and [C8mim][CH3COO] + DMSO were prepared by adding dimethyl sulfoxide DMSO in 1-ethyl-3-methylimidazolium acetate [C2mim][CH3COO], 1-butyl-3-methylimidazolium acetate [C4mim][CH3COO], 1-hexyl-3-methylimidazolium acetate [C6mim][CH3COO], and 1-octyl-3-methylimidazolium acetate [C8mim][CH3COO], respectively. The solubilities of cellulose in these solvents were determined at 25°C. The effect of the alkyl chain length in imidazolium cation on cellulose solubility was investigated. With increasing alkyl chain length in imidazolium cation, the solubility of cellulose increases, but further increase in alkyl chain length results in decreases in cellulose.

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