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Steric-hindrance amine ionic liquid and preparation thereof

A technology of ionic liquid and space resistance, which is applied in the preparation of organic compounds, preparation of amino hydroxyl compounds, educts, etc.

Inactive Publication Date: 2013-01-30
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Through different combinations of these cations and anions, ionic liquids with different characteristics can be prepared, but the steric hindered amine ionic liquid involved in the present invention has not been reported so far, and its preparation method is also mentioned for the first time in the present invention

Method used

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  • Steric-hindrance amine ionic liquid and preparation thereof
  • Steric-hindrance amine ionic liquid and preparation thereof
  • Steric-hindrance amine ionic liquid and preparation thereof

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preparation example Construction

[0011] The method for the compound shown in the preparation formula I provided by the present invention, its main steps are: by reacting the compound shown in the formula II with the tertiary amine (the compound shown in the formula III) at room temperature, and through extraction (preferably halogenated alkyl (such as chloroalkane or bromoalkane, etc.)) and after separation, the target object (compound shown in formula I) is obtained.

[0012] It can be seen from the foregoing technical scheme that in the steric-barrier amine-based ionic liquid (compound shown in formula I) provided by the present invention, R 1 ~R 6 It is a non-hydrogen (H) substituent, which increases its steric hindrance, resulting in the shielding of the hydrogen connected to the nitrogen atom (decreased reactivity), while the reactivity of the hydroxyl group increases. This type of ionic liquid can be used to absorb greenhouse gas-carbon dioxide, and can also be used in the field of desulfurization or d...

Embodiment 1

[0015]

[0016] In an Erlenmeyer flask equipped with magnetic stirring, add 4ml of water, then add 1.5136g (0.01mol) of 2,3-epoxypropyltrimethylammonium chloride and 1.6ml of 95% purity while stirring tert-butylamine, continue to stir after adding, react for 24h, add 10ml of dichloromethane to the reaction product, wash 2 times, let stand to separate layers, separate the upper organic phase with a separatory funnel, and vacuum rotary evaporation (45 ℃) Remove dichloromethane, put into 100 ℃ vacuum oven and dry for 24h, obtain colorless and transparent chloride 3-(tert-butylamine)-2-hydroxyl-N,N,N-trimethylpropane-1-amine ionic liquid ( Compound shown in formula I a). The reaction temperature is room temperature 20°C-30°C, and the yield is 89.5%.

[0017] 1 HNMR (500MHZ, D 2 Oδ: 3.129 (3H, s, CH 3 -N), 0.999 (3H, s, CH 3 -C), 3.218~3.233 (2H, d, N-CH 2 -CH), 2.541~2.559 (2H, t, CH-CH2-NH), 4.143~4.163 (1H, m, CH 2 -CH-CH 2 ),

[0018] 13 CNMR (500MHZ, DMSOδ: 50.416...

Embodiment 2

[0021]

[0022] In an Erlenmeyer flask equipped with magnetic stirring, add 4ml of water, then add 1.5136g (0.01mol) of 2,3-epoxypropyltrimethylammonium chloride and 1.6ml of 95% purity while stirring tert-butylamine, continue to stir after adding, react for 24h, continue to add 1.1530g (0.0105mol) of potassium fluoroborate with a purity of 98%, react for 8h, filter the product, and vacuum rotary evaporation (40°C) for 2h to remove excess tert-butylamine , placed in a vacuum oven at 100°C for 24 hours to obtain a yellow transparent liquid, which is 3-(tert-butylamine)-2-hydroxy-N,N,N-trimethylpropane-1-amine tetrafluoroborate ionic liquid (compound shown in formula I b). The reaction temperature is room temperature 20°C-30°C, and the yield is 87%.

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Abstract

The invention relates to a steric-hindrance amine ionic liquid and a preparation method thereof. The structure of the steric-hindrance amine ionic liquid is disclosed as Formula I. The method for preparing the compound disclosed as Formula I mainly comprises the following step: reacting 2,3-epoxypropyl-trisubstituted ammonium halide (refer to the compound disclosed as II in the specification) and tertiary amine at room temperature to obtain the target substance. The ionic liquid provided by the invention can be used for absorbing greenhouse gas-carbon dioxide, and can also be used in the field of desulfurization or decarburization. In Formula I, R1-R6 are respectively independently selected from one substituent group having greater steric-hindrance effect than hydrogen, and X is halogen, BF4, PF6 or (CF3SO3)2N.

Description

technical field [0001] The present invention relates to an ionic liquid and a preparation method thereof, in particular to a sterically hindered amine ionic liquid (hereinafter referred to as a sterically hindered amine ionic liquid) and a preparation method thereof. Background technique [0002] Ionic liquids are currently a research hotspot at home and abroad. In recent years, ionic liquids have attracted widespread attention as green solvents or catalysts. They are commonly used in some chemical reactions such as organic synthesis, chemical separation, and electrochemistry, and have dual-functional characteristics of solvents and catalysts. Ionic liquids refer to substances composed of ions that are liquid at room temperature or near room temperature. Its advantages are: first, the ionic liquid is not easy to burn, and its saturated vapor pressure is almost zero, so it is not easy to volatilize, and the pollution problem caused by volatilization can be avoided. Second, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/40C07C213/04B01D53/14
CPCY02P20/151
Inventor 彭昌军丁靖熊焰朱祥朱虹罗志林邢素华刘洪来
Owner EAST CHINA UNIV OF SCI & TECH