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Ionic liquid compound with anion containing double Lewis base functional groups, preparation method thereof and application thereof

An ionic liquid and anion technology, which is applied in the preparation of organic compounds, compounds of group 5/15 elements of the periodic table, and cyanide reaction preparation, can solve the problems of low solubility and low absorption selectivity, and achieve high absorption capacity , good absorption selectivity and convenient synthesis

Inactive Publication Date: 2013-06-19
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although H 2 The solubility of S in these ionic liquids is greater than that of CO 2 , and much larger than N 2 and CH 4 and other inert gases, but H 2 The solubility of S is still very low and cannot be compared with organic amines, and the solubility of H 2 S / CO 2 Absorption selectivity is also low

Method used

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  • Ionic liquid compound with anion containing double Lewis base functional groups, preparation method thereof and application thereof
  • Ionic liquid compound with anion containing double Lewis base functional groups, preparation method thereof and application thereof
  • Ionic liquid compound with anion containing double Lewis base functional groups, preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1: the preparation of the ionic liquid that anion contains double weak Lewis basic functional group

[0039]Add triethylamine, bromo-n-butane and a certain amount of solvent ethanol in equimolar ratio respectively to the round-bottomed flask, reflux reaction at 80°C for 24 hours, after the reaction, the mixture is vacuum-dried at 60°C for 24 hours to Evaporate the solvent and unreacted raw materials to obtain N,N,N-triethylbutylammonium bromide. Dissolve N,N,N-triethylbutylammonium bromide in a certain amount of 50% (v / v) ethanol / water mixed solution, then add stoichiometric silver oxide in batches, and react for 6 hours at room temperature in the dark , and then filtered to remove the silver bromide formed in the reaction to obtain N,N,N-triethylbutylammonium hydroxide solution. It is also possible to make N,N,N-triethylbutylammonium bromide into an aqueous solution and mix with OH - Type anion exchange resin for anion exchange to obtain N,N,N-triethylbuty...

Embodiment 2

[0042] Embodiment 2: the preparation of the ionic liquid that anion contains double weak Lewis basic functional group

[0043] Using a method similar to Example 1, using triethylamine, bromo-n-butane and imidazole-1-acetic acid as raw materials, the ionic liquid triethyl-butylammonium imidazole-1 containing double weak Lewis basic functional groups can be obtained. 1-Acetate. Its chemical structural formula is:

[0044]

[0045] Characterization results: Elemental analysis theoretical value C62.42%, H10.10%, N15.60%, measured value C62.24%, H10.16%, N15.48%; H NMR spectrum 1 HNMR (300MHz, CDCl 3 ,25℃,TMS),δ:0.85ppm(3H,t),1.14ppm(9H,t),1.25ppm(2H,m),1.46ppm(2H,m),2.98ppm(2H,t),3.16 ppm(6H,q), 4.36ppm(2H,s), 6.80ppm(1H,d), 6.85ppm(1H,d), 7.37ppm(1H,s).

Embodiment 3

[0046] Embodiment 3: the preparation of the ionic liquid that anion contains double weak Lewis basic functional group

[0047] Using a method similar to Example 1, using triethylamine, bromo-n-butane and nicotinic acid as raw materials, the ionic liquid triethyl-butylammonium nicotinate containing double weak Lewis basic functional groups can be obtained. Its chemical structural formula is:

[0048]

[0049] Characterization results: Elemental analysis theoretical values ​​C68.53%, H10.07%, N9.99%, Found: C68.46%, H10.12%, N9.89%; H NMR spectrum 1 HNMR (300MHz, CDCl 3 ,25℃,TMS),δ:0.80ppm(3H,t),1.17ppm(9H,t),1.24ppm(2H,m),1.46ppm(2H,m),3.04ppm(2H,t),3.26 ppm(6H,q), 7.11ppm(1H,t), 8.21ppm(1H,d), 8.39ppm(1H,d), 9.10ppm(1H,s).

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Abstract

Provided is an ionic liquid compound with anion containing double Lewis base functional groups. A cation of the ionic liquid compound with the anion containing the double Lewis base functional groups is tetra-alkyl quaternary ammonium, tetra-alkyl quaternary phosphine or N, N-dialkyl-imidazole. The anion is an organic anion which simultaneously contains a carboxylate radical perssad with weak Lewis basicity and a tertiary amine perssad (trialkylamine or tertiary amine on a heterocycle) with the weak Lewis basicity. The ionic liquid compound with the anion containing the double Lewis base functional groups is used for selectively removing hydrogen sulfide (H2S). When partial pressure of the H2S is respectively 10kPa, 20kPa, 50kPa and 100kPa, a molar ratio between an absorptive amount of the H2S and the ionic liquid compound with the anion containing the double Lewis base functional groups is respectively 0.409, 0.484, 0.638 and 0.809. When the partial pressure of the H2S is respectively 10kPa, 20kPa, 50kPa and 100kPa, ideal absorption selectivity of the ionic liquid compound with the anion containing the double Lewis base functional groups to H2S / carbon dioxide (CO2) is respectively 60.3, 39.1, 21.8 and 15.8. The invention discloses a preparation method of the ionic liquid compound with the anion containing the double Lewis base functional groups.

Description

technical field [0001] The invention relates to a functionalized ionic liquid which contains two kinds of Lewis base functional groups, carboxylate and tertiary amine; the invention also relates to the use of this type of ionic liquid for selectively removing hydrogen sulfide. Background technique [0002] Hydrogen sulfide (H 2 S) is a highly toxic and corrosive gas widely present in natural gas, synthesis gas, coal gasification gas and hydrodesulfurized gas. The removal of hydrogen sulfide is crucial for the safe utilization of energy. The desorbed hydrogen sulfide can be converted into sulfur through sulfur recovery process (such as Claus process) for safe storage and effective utilization. In addition to inert gases such as methane and nitrogen, these pipeline gases usually contain a large amount of carbon dioxide (CO 2 ), therefore, from high CO 2 / H 2 Selective removal of H from pipeline gas with S ratio 2 S for raising H 2 S separation efficiency and the efficie...

Claims

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Application Information

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IPC IPC(8): C07C211/63C07C209/68C07C227/18C07C229/12C07D233/64C07D213/80C07D213/79C07D295/15C07D257/04C07D233/58C07F9/54B01D53/78B01D53/52
Inventor 吴有庭黄宽蔡大牛胡兴邦张志炳
Owner NANJING UNIV
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