Synthesis and properties of magnetic aryl-imidazolium ionic liquids with dual Brønsted/Lewis acidity

Jui Cheng Chang, Che Hsuan Yang, I-Wen Sun, Wen Yueh Ho, Tzi Yi Wu

Research output: Contribution to journalArticle

Abstract

A series of unique tunable aryl-imidazolium magnetic ionic liquids (MILs) with dual acidity that contain both Brønsted and Lewis acidic sites (abbreviated as B-L MILs) were synthesized and characterized using nuclear magnetic resonance and mass spectrometry. Physical properties, such as thermal properties, magnetic susceptibility, and Brønsted and Lewis acidity, were measured. These properties were found to depend on the cation structure. These B-L MILs had good solubility in many organic solvents, good thermal stability, and low melting points, and exhibited magnet-like behavior. For these B-L MILs, the Brønsted acidity was measured using ultraviolet-visible (UV-Vis), and the Lewis acidity was measured using Fourier transform infrared spectroscopy (FTIR). The results showed that B-L MILs with an electron-withdrawing group in the aryl-imidazolium moiety had higher Brønsted acidity, whereas those with an electron-donating group had higher Lewis acidity. This type of ionic liquid, with both Brønsted and Lewis acidic sites, is expected to be a useful solvent and catalyst for organic reactions.

Original languageEnglish
Article number2539
JournalMaterials
Volume11
Issue number12
DOIs
Publication statusPublished - 2018 Dec 13

Fingerprint

Ionic Liquids
Ionic liquids
Acidity
Electrons
Magnetic susceptibility
Organic solvents
Fourier transform infrared spectroscopy
Magnets
Mass spectrometry
Melting point
Cations
Thermodynamic stability
Thermodynamic properties
Solubility
Physical properties
Positive ions
Nuclear magnetic resonance
Catalysts

All Science Journal Classification (ASJC) codes

  • Materials Science(all)

Cite this

Chang, Jui Cheng ; Yang, Che Hsuan ; Sun, I-Wen ; Ho, Wen Yueh ; Wu, Tzi Yi. / Synthesis and properties of magnetic aryl-imidazolium ionic liquids with dual Brønsted/Lewis acidity. In: Materials. 2018 ; Vol. 11, No. 12.
@article{1062284238704eafa0d7bff6a9f27719,
title = "Synthesis and properties of magnetic aryl-imidazolium ionic liquids with dual Br{\o}nsted/Lewis acidity",
abstract = "A series of unique tunable aryl-imidazolium magnetic ionic liquids (MILs) with dual acidity that contain both Br{\o}nsted and Lewis acidic sites (abbreviated as B-L MILs) were synthesized and characterized using nuclear magnetic resonance and mass spectrometry. Physical properties, such as thermal properties, magnetic susceptibility, and Br{\o}nsted and Lewis acidity, were measured. These properties were found to depend on the cation structure. These B-L MILs had good solubility in many organic solvents, good thermal stability, and low melting points, and exhibited magnet-like behavior. For these B-L MILs, the Br{\o}nsted acidity was measured using ultraviolet-visible (UV-Vis), and the Lewis acidity was measured using Fourier transform infrared spectroscopy (FTIR). The results showed that B-L MILs with an electron-withdrawing group in the aryl-imidazolium moiety had higher Br{\o}nsted acidity, whereas those with an electron-donating group had higher Lewis acidity. This type of ionic liquid, with both Br{\o}nsted and Lewis acidic sites, is expected to be a useful solvent and catalyst for organic reactions.",
author = "Chang, {Jui Cheng} and Yang, {Che Hsuan} and I-Wen Sun and Ho, {Wen Yueh} and Wu, {Tzi Yi}",
year = "2018",
month = "12",
day = "13",
doi = "10.3390/ma11122539",
language = "English",
volume = "11",
journal = "Materials",
issn = "1996-1944",
publisher = "MDPI AG",
number = "12",

}

Synthesis and properties of magnetic aryl-imidazolium ionic liquids with dual Brønsted/Lewis acidity. / Chang, Jui Cheng; Yang, Che Hsuan; Sun, I-Wen; Ho, Wen Yueh; Wu, Tzi Yi.

In: Materials, Vol. 11, No. 12, 2539, 13.12.2018.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and properties of magnetic aryl-imidazolium ionic liquids with dual Brønsted/Lewis acidity

AU - Chang, Jui Cheng

AU - Yang, Che Hsuan

AU - Sun, I-Wen

AU - Ho, Wen Yueh

AU - Wu, Tzi Yi

PY - 2018/12/13

Y1 - 2018/12/13

N2 - A series of unique tunable aryl-imidazolium magnetic ionic liquids (MILs) with dual acidity that contain both Brønsted and Lewis acidic sites (abbreviated as B-L MILs) were synthesized and characterized using nuclear magnetic resonance and mass spectrometry. Physical properties, such as thermal properties, magnetic susceptibility, and Brønsted and Lewis acidity, were measured. These properties were found to depend on the cation structure. These B-L MILs had good solubility in many organic solvents, good thermal stability, and low melting points, and exhibited magnet-like behavior. For these B-L MILs, the Brønsted acidity was measured using ultraviolet-visible (UV-Vis), and the Lewis acidity was measured using Fourier transform infrared spectroscopy (FTIR). The results showed that B-L MILs with an electron-withdrawing group in the aryl-imidazolium moiety had higher Brønsted acidity, whereas those with an electron-donating group had higher Lewis acidity. This type of ionic liquid, with both Brønsted and Lewis acidic sites, is expected to be a useful solvent and catalyst for organic reactions.

AB - A series of unique tunable aryl-imidazolium magnetic ionic liquids (MILs) with dual acidity that contain both Brønsted and Lewis acidic sites (abbreviated as B-L MILs) were synthesized and characterized using nuclear magnetic resonance and mass spectrometry. Physical properties, such as thermal properties, magnetic susceptibility, and Brønsted and Lewis acidity, were measured. These properties were found to depend on the cation structure. These B-L MILs had good solubility in many organic solvents, good thermal stability, and low melting points, and exhibited magnet-like behavior. For these B-L MILs, the Brønsted acidity was measured using ultraviolet-visible (UV-Vis), and the Lewis acidity was measured using Fourier transform infrared spectroscopy (FTIR). The results showed that B-L MILs with an electron-withdrawing group in the aryl-imidazolium moiety had higher Brønsted acidity, whereas those with an electron-donating group had higher Lewis acidity. This type of ionic liquid, with both Brønsted and Lewis acidic sites, is expected to be a useful solvent and catalyst for organic reactions.

UR - http://www.scopus.com/inward/record.url?scp=85058565717&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85058565717&partnerID=8YFLogxK

U2 - 10.3390/ma11122539

DO - 10.3390/ma11122539

M3 - Article

VL - 11

JO - Materials

JF - Materials

SN - 1996-1944

IS - 12

M1 - 2539

ER -