Solution, thermal and optical properties of bis(pyridinium salt)s as ionic liquids

Jo, TaeSoo; Koh, JJae; Han, H; Bhowmik, PK

HERO ID

2896992

Reference Type

Journal Article

Year

2013

HERO ID 2896992
In Press No
Year 2013
Title Solution, thermal and optical properties of bis(pyridinium salt)s as ionic liquids
Authors Jo, TaeSoo; Koh, JJae; Han, H; Bhowmik, PK
Journal Materials Chemistry and Physics
Volume 139
Issue 2-3
Page Numbers 901-910
Abstract Bis(pyridinium salt)s containing different alkyl chain lengths and various organic counterions were prepared by the ring-transmutation reaction of bis(pyrylium tosylate) with aliphatic amines in dimethyl sulfoxide at 130-135 degrees C for 18 h and their tosylate counterions were exchanged to other anions such as triflimide, methyl orange, and dioctyl sulfosuccinate by the metathesis reaction in a common organic solvent. Their chemical structures were established by using H-1, F-19, and C-13 NMR spectra. The thermal properties of bis(pyridinium salt)s were studied by DSC and TGA measurements. Some of the dicationic salts provided low melting points below 100 degrees C and some of them displayed amorphous properties. Polarized optical microscopy studies revealed the crystal structures prior to melting temperatures in some cases. Their optical properties were examined by using UV-Vis and photoluminescent spectrometers; and they emitted blue light both in the solution and solid states regardless of their microstructures, counterions, and the polarity of organic solvents. However, most of these salts exhibited hypsochromic shifts in their emission peaks in the solid state when compared with those of their solution spectra. Due to unique properties of methyl orange anion as a pH indicator, two of the salts showed different color change in varying concentrations of triflic acid in common organic solvents, demonstrating their potential use as an acid sensor in methanol, acetonitrile and acetone. (C) 2013 Elsevier B.V. All rights reserved.
Doi 10.1016/j.matchemphys.2013.02.054
Wosid WOS:000318453600082
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword Luminescence; Nuclear magnetic resonance (NMR); Differential scanning calorimetry (DSC); Thermogravimetric analysis (TGA)