Practical Determination of the Solubility Parameters of 1-Alkyl-3-methylimidazolium Bromide ([C<sub>n</sub>C<sub>1</sub>im]Br, n = 5, 6, 7, 8) Ionic Liquids by Inverse Gas Chromatography and the Hansen Solubility Parameter

The physicochemical properties of four 1-alkyl-3-methylimidazolium bromide ([C<sub>n</sub>C<sub>1</sub>im]Br, n = 5, 6, 7, 8) ionic liquids (ILs) were investigated in this work by using inverse gas chromatography (IGC) from 303.15 K to 343.15 K. Twenty-eight organic solvents...

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Bibliographic Details
Main Authors: Qiao-Na Zhu, Qiang Wang, Yan-Biao Hu, Xawkat Abliz
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/7/1346
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Summary:The physicochemical properties of four 1-alkyl-3-methylimidazolium bromide ([C<sub>n</sub>C<sub>1</sub>im]Br, n = 5, 6, 7, 8) ionic liquids (ILs) were investigated in this work by using inverse gas chromatography (IGC) from 303.15 K to 343.15 K. Twenty-eight organic solvents were used to obtain the physicochemical properties between each IL and solvent via the IGC method, including the specific retention volume and the Flory&#8211;Huggins interaction parameter. The Hildebrand solubility parameters of the four [C<sub>n</sub>C<sub>1</sub>im]Br ILs were determined by linear extrapolation to be <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mn>2</mn> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>5</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 25.78 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>, <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mn>2</mn> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>6</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 25.38 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>, <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mn>2</mn> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>7</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> =24.78 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup> and <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mn>2</mn> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>8</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 24.23 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup> at room temperature (298.15 K). At the same time, the Hansen solubility parameters of the four [C<sub>n</sub>C<sub>1</sub>im]Br ILs were simulated by using the Hansen Solubility Parameter in Practice (HSPiP) at room temperature (298.15 K). The results were as follows: <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mi mathvariant="normal">t</mi> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>5</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 25.86 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>, <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mi mathvariant="normal">t</mi> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>6</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 25.39 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>, <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mi mathvariant="normal">t</mi> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>7</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 24.81 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup> and <inline-formula> <math display="inline"> <semantics> <mrow> <msub> <mi>&#948;</mi> <mrow> <mi mathvariant="normal">t</mi> <mo stretchy="false">(</mo> <mo stretchy="false">[</mo> <msub> <mi mathvariant="normal">C</mi> <mn>8</mn> </msub> <msub> <mi mathvariant="normal">C</mi> <mn>1</mn> </msub> <mi>im</mi> <mo stretchy="false">]</mo> <mi>Br</mi> <mo stretchy="false">)</mo> </mrow> </msub> </mrow> </semantics> </math> </inline-formula> = 24.33 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>. These values were slightly higher than those obtained by the IGC method, but they only exhibited small errors, covering a range of 0.01 to 0.1 (J&#183;cm<sup>&#8722;3</sup>)<sup>0.5</sup>. In addition, the miscibility between the IL and the probe was evaluated by IGC, and it exhibited a basic agreement with the HSPiP. This study confirms that the combination of the two methods can accurately calculate solubility parameters and select solvents.
ISSN:1420-3049