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Ionic liquid precursors and their supported mesoporous materials, synthesis and applications

A technology of ionic liquids and mesoporous materials, applied in the field of mesoporous materials, can solve problems such as weak force and desorption of ionic liquids, and achieve the effects of reducing usage, realizing recycling, and good catalytic activity

Inactive Publication Date: 2011-12-14
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the weak force between the carrier and the ionic liquid, which is only physical adsorption, the catalyst is only suitable for gas phase reactions, otherwise problems such as desorption of ionic liquids will occur.

Method used

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  • Ionic liquid precursors and their supported mesoporous materials, synthesis and applications
  • Ionic liquid precursors and their supported mesoporous materials, synthesis and applications
  • Ionic liquid precursors and their supported mesoporous materials, synthesis and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Mechanism 1 is the reaction equation of the N-(3-triethoxysilylpropyl)-N-(3-propanesulfonic acid)-amine ionic liquid precursor prepared in Example 1, and the molecular formula is Si(OEt) 3 C 3 h 6 NH 2 C 3 h 6 SO 3 , referred to as SNSA. Mechanism 2 is the reaction equation of the 1-(3-triethylsilylpropyl)-3-(3-propanesulfonic acid)-4,5-dihydroimidazole ionic liquid precursor prepared in Example 2, and the molecular formula is Si (OEt) 3 C 3 h 6 NH 2 C 3 h 6 C 3 h 6 SO 3 , referred to as SSHI. Mechanism 3 is the reaction equation of the aldol condensation catalytic reaction in Examples 10-17. [Example 1] Synthesis of ionic liquid precursor N-(3-triethoxysilylpropyl)-N-(3-propanesulfonic acid)-amine, referred to as SNSA:

[0053] (1) Dissolve 18.00g (0.15mol) of 1,3-propane sultone in 30ml of tetrahydrofuran to form a solution, and slowly add the solution dropwise to 34.00ml (0.15mol) of 3-aminopropyltriethyl In oxysilane, reflux in oil bath at 60°C for...

Embodiment 2

[0055] [Example 2] Synthesis of ionic liquid precursor 1-(3-triethylsilylpropyl)-3-(3-propanesulfonic acid)-4,5-dihydroimidazole, referred to as SSHI:

[0056] (1) 5ml (0.018mol) of N-[3-(triethoxysilyl) propyl]-4,5-dihydroimidazole and 2.8g (0.023mol) of 1,3-propane sultone Put it into a 50ml flask, stir in an ice bath, 1,3-propane sultone dissolves, and the solution becomes viscous. Heat in an oil bath until the yellow viscous substance turns into a milky white solid, wash with ethyl acetate repeatedly, and finally dry to obtain the precursor product as a white powder. The structural formula is Si(OEt) 3 C 3 h 6 N 2 C 3 h 5 C 3 h 6 SO 3 , referred to as SSHI.

[0057] For the reaction equation, see Mechanism 2, and for NMR characterization, see Figure 4 and Figure 5 , 1 H NMR (D 2 O), δ(ppm)=0.75(t, 2H), 1.26(m, 9H, 3×CH 3 ), 1.77(m, 2H), 2.12(m, 2H), 2.96(t, 2H), 3.50(t, 2H), 3.65(t, 2H), 3.93(m, 6H, 3×CH 2 ), 3.99(s, 2×1H), 8.16(s, 1H); 13 C NMR (D 2 O), ...

Embodiment 3

[0058] [Example 3] MCM-41 loaded with tetraethylammonium hydroxide alkalized SNSSA ionic liquid was synthesized by sol-gel method, with a loading capacity of about 5%, named MCM-41-SNSA-5%-B1:

[0059] (1) Dissolve 0.22g of cetyltrimethylammonium bromide (CTAB) in 5ml of water, stir well and add 2.4ml of ammonia water, then add 0.95ml (4.3mmol) of tetraethyl orthosilicate (TEOS) and 0.077 g (0.23 mmol) of SNSA ionic liquid precursor was stirred evenly and placed in a stainless steel reaction kettle with a polytetrafluoroethylene liner, and crystallized at 100°C for 48 hours. After cooling, it was filtered, washed repeatedly with deionized water, and dried at room temperature.

[0060] (2) 0.3g of the product prepared in step (1) is placed in 5ml of tetraethylammonium hydroxide solution with a concentration of 0.1mol / L, filtered evenly after stirring, repeatedly washed with deionized water to neutrality, and dried at room temperature. Instant product.

[0061] The XRD of the ...

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Abstract

The invention relates to an ionic liquid precursor and a mesoporous material for supporting the ionic liquid precursor, synthesis and application. A preparation method comprises the following steps of: 1) synthesizing the ionic liquid precursor; 2) synthesizing the mesoporous material for supporting the ionic liquid precursor; and 3) acidizing or alkalifying the synthesized mesoporous material for supporting the ionic liquid precursor according to the requirements so as to obtain a target product. The loading capacity of the mesoporous material for supporting the ionic liquid precursor is relatively adjusted, and a mesoporous material for supporting functionalized ionic liquid can be obtained by further acidizing or alkalifying the material according to the requirements. The amount, strength of acid and alkali, properties, variety and the like of ionic liquid supported on the material are adjustable, so that the material can meet the demand of application such as various acid and alkaline catalytic reactions, chemical adsorption and separation and the like. By the material, the using amount of the ionic liquid is greatly reduced, the better catalytic effect is achieved when the material is applied to aldol condensation reactions, and the recycling of a catalyst can be realized. The kind of material is expected to be used for catalyzing more chemical reactions, and may be applied in the fields of adsorption, separation, ionic conductance and the like.

Description

technical field [0001] The invention relates to a mesoporous material supported by acid and alkali functionalized ionic liquid, especially a preparation method and application of the mesoporous material supported by bifunctional ionic liquid of amino group and sulfonic acid group. Background technique [0002] Compared with traditional organic solvents, ionic liquids have outstanding advantages such as wide liquid range, non-flammability, low vapor pressure and wide electrochemical window, so they have attracted extensive attention from researchers. In addition, ionic liquids are also designable, and the introduction of functional groups into their anions and cations can endow ionic liquids with specific functions. For example, ionic liquids with acidic groups on the cations have the advantages of high density and high reactivity of liquid acids and the non-volatile and easy separation of solid acids, and show good catalytic effects in some acid-catalyzed reactions (Journal ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18B01J31/02C07C205/45C07C201/12B01J20/28B01J20/30
CPCY02P20/584
Inventor 俄斯·威尔茨·比尔曼杨淼徐斐斐
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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