Method for testing forming capability of anion hydrogen bond of imidazole type ionic liquid

The technology of an ionic liquid and a measurement method is applied in the field of determination of the hydrogen bond formation ability of imidazole-type ionic liquid anions, which can solve the problems of inconvenient operation, lengthy measurement time, and complicated measurement procedures, and achieve less measurement equipment, shorter measurement time, and better measurement efficiency. The effect of simple procedures

Inactive Publication Date: 2013-02-13
HENAN UNIV OF SCI & TECH
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Problems solved by technology

[0004] Determination of ionic liquids above β The problems of the parameter method are: the measurement procedure is very complicated; the measurement time is lengthy, and it takes about two days from the experimental preparation to the experimental result; the detection equipment used is more; the detection reagent used is expensive; t

Method used

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  • Method for testing forming capability of anion hydrogen bond of imidazole type ionic liquid
  • Method for testing forming capability of anion hydrogen bond of imidazole type ionic liquid
  • Method for testing forming capability of anion hydrogen bond of imidazole type ionic liquid

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Embodiment 1

[0024] 1-Butyl-3-methylimidazole formate [C 4 mim][HCOO], 1-butyl-3-methylimidazolium butyrate [C 4 mim][CH 3 CH 2 CH 2 COO] ionic liquid b Determination of parameter values: Weigh 0.2-0.3 g of dry imidazole-type ionic liquid in NMR tubes respectively, and then weigh a given amount of deuterated dimethyl sulfoxide ([D 6 ]DMSO) to make 1.0mol / kg ionic liquid solution, and then measure the proton nuclear magnetic chemical shift of imidazole-type ionic liquid in NMR. Ionic liquid [C 4 mim][HCOO], [C 4 mim][CH 3 CH 2 CH 2 Chemical shift of 2-position hydrogen on COO] imidazole ring δ 2 They are 9.989 ppm and 10.311 ppm respectively. Will δ 2 Substitute into formula 1 to get the two kinds of ionic liquid b The parameter values ​​are 1.002 and 1.140, respectively.

[0025] [C 4 The NMR spectrum of mim][HCOO] is as follows Figure 4 As shown, [C 4 mim][CH 3 CH 2 CH 2 The NMR spectrum of COO] such as Figure 5 shown.

Embodiment 2

[0027] 1-allyl-3-methylimidazolium propionate [Amim][CH 3 CH2 COO], 1-allyl-3-methylimidazolium butyrate [Amim][CH 3 CH 2 CH 2 COO] ionic liquid b Determination of parameter values: Weigh 0.2-0.3 g of dry imidazole-type ionic liquid in NMR tubes respectively, and then weigh a given amount of deuterated dimethyl sulfoxide ([D 6 ]DMSO) to make 1.0mol / kg ionic liquid solution, and then measure the proton nuclear magnetic chemical shift of imidazole-type ionic liquid in NMR. Ionic liquid[Amim][CH 3 CH 2 COO], [Amim][CH 3 CH 2 CH 2 Chemical shift of 2-position hydrogen on COO] imidazole ring δ 2 They are 10.385 ppm and 10.389 ppm respectively. Will δ 2 Substitute into formula 1 to get the two kinds of ionic liquid b The parameter values ​​are 1.162 and 1.168, respectively. [Amim][CH 3 CH 2 The NMR spectrum of COO] such as Image 6 Shown, [Amim][CH 3 CH 2 CH 2 The NMR spectrum of COO] such as Figure 7 shown.

Embodiment 3

[0029] 1-Butyl-3-methylimidazole lactate [C 4 mim][CH 3 CHOHCOO], 1-allyl-3-methylimidazole lactate [Amim][CH 3 CHOHCOO] ionic liquid b Determination of parameter values: Weigh 0.2-0.3 g of dry imidazole-type ionic liquid in NMR tubes respectively, and then weigh a given amount of deuterated dimethyl sulfoxide ([D 6 ]DMSO) to make 1.0mol / kg ionic liquid solution, and then measure the proton nuclear magnetic chemical shift of imidazole-type ionic liquid in NMR. Ionic liquid [C 4 mim][CH 3 CHOHCOO], [Amim][CH 3 The chemical shift of the 2-position hydrogen on the CHOHCOO]imidazole ring δ 2 They are 9.794 ppm and 9.781 ppm respectively. Will δ 2 Substitute into formula 1 to get the two kinds of ionic liquid b The parameter values ​​are 0.964 and 0.945 respectively. [C 4 mim][CH 3 The NMR spectrum of CHOHCOO] as Figure 8 As shown, the NMR spectrum of [Amim][CH3CHOHCOO] is as Figure 9 shown.

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Abstract

The invention relates to a method for testing the forming capability of the anion hydrogen bond of imidazole type ionic liquid. The method specifically comprises the following steps of: weighing 0.2-0.3g of dry ionic liquid into a nuclear magnetic tube; subsequently weighing a given quantity of perylene dimethyl sulfoxide [6]DMSO into the same nuclear magnetic tube; preparing a ionic liquid solution of 1.0mol/kg; testing the chemical shift delta2 of the 2-a hydrogen in the imidazole ring of the imidazole type ionic liquid on a nuclear magnetic resonance instrument; substituting the equation: parameter value=-3.1290+0.4151delta2 so as to calculate the parameter value; and judging the strength of the forming capability of the anion hydrogen bond of the imidazole type ionic liquid according to the delta parameter value. The method is simple in testing procedure, rapid in testing speed, less in detection equipment and cheap in reagent.

Description

technical field [0001] The invention relates to a method for measuring the hydrogen bond formation ability of imidazole-type ionic liquid anions, belonging to the technical field of ionic liquid hydrogen bonds. Background technique [0002] Ionic liquid is a promising "green" solvent that has emerged in recent years. Compared with traditional organic solvents, water, supercritical fluids, etc., ionic liquids have excellent properties such as almost negligible vapor pressure, high thermal stability, strong polarity, non-oxidation, non-combustion, and easy recovery. What's more, people can adjust the physical and chemical properties of ionic liquids by selecting appropriate anions or fine-tuning the alkyl chains of cations. Based on the above-mentioned excellent properties of ionic liquids, ionic liquids are widely used in synthesis and catalysis, liquid-liquid extraction, electrochemistry, fuel and solar cells, polymer gel catalytic membranes, carriers for immobilized enzym...

Claims

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Application Information

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IPC IPC(8): G01N24/08
Inventor 许爱荣王键吉徐航刘振任运来
Owner HENAN UNIV OF SCI & TECH
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