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Supramolecular onium salt catalyst for synthesizing carbonic ester and preparation method thereof

A supramolecular and catalyst technology, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve problems such as improving solubility and difficult synthesis of pillar aromatics

Active Publication Date: 2021-09-03
SHENYANG POLYTECHNIC UNIV +1
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  • Claims
  • Application Information

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Problems solved by technology

[0005] The invention provides a supramolecular onium salt catalyst for synthesizing carbonates and its preparation method, the purpose of which is to solve the technical difficulty that pillar aromatics are difficult to improve solubility through main chain synthesis, and solve the technical problem of ionic liquid separation

Method used

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  • Supramolecular onium salt catalyst for synthesizing carbonic ester and preparation method thereof
  • Supramolecular onium salt catalyst for synthesizing carbonic ester and preparation method thereof
  • Supramolecular onium salt catalyst for synthesizing carbonic ester and preparation method thereof

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preparation example Construction

[0045] A method for preparing a supramolecular onium salt catalyst for synthesizing carbonate. The invention creatively introduces imidazole into the main chain of pillar arene, and makes the unit catalyst more stable by selecting and controlling the reaction raw materials, reaction conditions and reaction equipment. And catalytic active center, improve the catalytic reaction activity, obtain a kind of novel supramolecular onium salt, apply to the synthesis of carbonate products, its specific experimental steps include as follows:

[0046] Step 1, the raw material and the binary halogenated hydrocarbon are stirred and mixed at a molar ratio of 1:1, put into the refining kettle and stirred and mixed, N 2 Protection, ensure that the pressure in the kettle is 0.15MPa, react at 70°C for 2h, wash, concentrate and purify to obtain compound A;

[0047] Step 2, compound A is dissolved in p-diphenyl ether, the molar ratio of compound A to p-diphenyl ether is 1:1-5, adding Lewis acid, t...

Embodiment 1

[0054] Step 1, imidazole (20mmol) mixes with dichloromethane (20mmol), stirs and mixes and puts into 100ml refined still and stirs and mixes, N 2 (purity 99%) protection, ensure that the pressure in the kettle is 0.15MPa, react at 70°C for 2h, wash, concentrate and purify to obtain compound A;

[0055] Step 2, the compound A (20mmol) is dissolved in p-diphenylmethyl ether (100mmol), copper chloride (10mmol) is added in a planetary ball mill agitator, the rotation is 10rpm, the revolution is 5rpm, and the reaction is carried out at normal temperature for 20min. Washing with water at ℃, the organic layer was purified to obtain compound B;

[0056] Step 3, the compound B (30mmol) was dissolved in dichloroethane (100mmol), paraformaldehyde (20mmol) and boron trifluoride ether (10mmol) were added, reacted at room temperature for 24h, washed and concentrated to obtain super Molecular onium salt, n is 3. NMR spectrum such as figure 1 shown. 1 H NMR (500MHz, CDCl 3 )δ7.92(s,1H),7...

Embodiment 2

[0060] Step 1, 4-methylimidazole (20mmol) is mixed with dibromomethane (5mmol) and diiodomethane (15mmol), stirred and mixed and put into a 100ml refining kettle and stirred and mixed, N 2 (purity 99%) protection, ensure that the pressure in the kettle is 0.15MPa, react at 70°C for 2h, wash, concentrate and purify Compound A;

[0061] Step 2, the compound A (50mmol) is dissolved in p-diphenyl ether (100mmol), and stannous chloride (3mmol) and titanium tetrachloride (7mmol) are added in a planetary ball mill agitator, and the rotation is 15rpm, and the revolution is 8rpm , react at room temperature for 20 minutes, wash with water at -2°C, and purify the organic layer to obtain compound B;

[0062] Step 3, the compound B (50mmol) was dissolved in dichloroethane (50mmol), paraformaldehyde (50mmol) and boron trifluoride ether (5mmol) were added, reacted at room temperature for 24h, washed and concentrated to obtain super Molecular onium salt, n is 5. NMR H spectrum such as fig...

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Abstract

The invention relates to a supramolecular onium salt catalyst for synthesizing carbonic ester and a preparation method thereof. The preparation method comprises the following steps: reacting imidazolium ionic liquid with functionalized aromatic hydrocarbon according to a certain weight ratio to prepare the pillararene supramolecular onium salt compound containing an imidazolium ionic liquid structural unit on a main chain ring structure. The functional ionic liquid is directly connected to the main chain structure of the pillararene, so that the functionalization means of the pillararene and the ionic liquid are expanded, and the electronic environment of the pillararene and the ionic liquid is efficiently changed, so that the pillararene and the ionic liquid have the characteristics of non-volatility, functionalization, greenness and environmental protection of the ionic liquid, and the pillararene has the characteristics of high selectivity and good recognition capability. Meanwhile, the two structural units are effectively combined, so that the synergistic effect is achieved in the application process.

Description

technical field [0001] The invention relates to a method for preparing a supramolecular onium salt catalyst for synthesizing carbonates. The supramolecular onium salt can be used as a catalyst for carbonate products. Background technique [0002] With the development of supramolecular chemistry, it has gradually become an emerging interdisciplinary subject. In 2008, the third generation of supramolecular structure - columnarene, was discovered by Japanese scientist Ogoshi. It is a compound with complex order and special functions due to its unique variety of weak interactions, and it has gradually become a new generation of main molecules. At present, the research on supramolecular chemistry mainly focuses on host-guest complexation, fluorescence detection, etc., and there are few researches on catalysts, and their solubility is poor due to their structural characteristics. Therefore, it is imminent to prepare a supramolecule with good solubility and high catalytic activity...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/02C07D487/22C07D317/36C07D317/38
CPCB01J31/0282B01J31/0285C07D487/22C07D317/36C07D317/38
Inventor 王海玥蒋泽众郭立颖刘勇徐仕睿丁继宇布凡聪郑荣荣王立岩宋晓慧董亨一
Owner SHENYANG POLYTECHNIC UNIV
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