Squaramide derivative covalent triazine skeleton polymer and application thereof in catalyzing coupling of carbon dioxide and epoxide to prepare cyclic carbonate

A technology of covalent triazine skeleton and cyclic carbonate, applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, organic chemistry, etc., can solve the problem of difficult separation of homogeneous catalysts and products, High energy consumption, volatile organic solvents and other issues, to achieve the effects of excellent catalytic cycle performance, large industrial application potential, excellent catalytic activity and selectivity

Active Publication Date: 2022-05-06
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, homogeneous catalysts and products are not easy to separate, and vacuum distillation or extraction methods are required, which will result in high energy consumption and the use of a large amount of volatile organic solvents

Method used

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  • Squaramide derivative covalent triazine skeleton polymer and application thereof in catalyzing coupling of carbon dioxide and epoxide to prepare cyclic carbonate
  • Squaramide derivative covalent triazine skeleton polymer and application thereof in catalyzing coupling of carbon dioxide and epoxide to prepare cyclic carbonate
  • Squaramide derivative covalent triazine skeleton polymer and application thereof in catalyzing coupling of carbon dioxide and epoxide to prepare cyclic carbonate

Examples

Experimental program
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Effect test

preparation example Construction

[0033] The preparation of embodiment 1 square amide monomer SAF-H

[0034]Weigh 5.2 mmol of diethyl squaraine into a round-bottomed flask, weigh 20 mL of a mixed solution of toluene and NMP, n=19:1, add 0.95 mmol of zinc trifluoromethanesulfonate, and weigh p-aminobenzonitrile (27.6 mmol). ) in a flask at 100°C for 48h of reaction. After the reaction, a solid-liquid mixture was obtained. The solid-liquid mixture was obtained by centrifugal filtration. The solid is the squaramide monomer, named SAF-H, and the yield is 93%.

[0035] The preparation of embodiment 2 square amide monomer SAF-F

[0036] Weigh 5.2 mmol of diethyl squaraine into a round-bottomed flask, weigh 20 mL of a mixed solution of toluene and NMP, n=19:1, add 0.95 mmol of zinc trifluoromethanesulfonate, and weigh 4-amino-3 fluoro- Benzonitrile (27.6 mmol) was stirred and reacted in a flask at 100 ° C for 48 h. After the reaction, a solid-liquid mixture was obtained. The mixture was centrifuged to filter the ob...

Embodiment 4

[0039] Example 4 Squaramide derivative covalent triazine skeleton CTF-SAF-H

[0040] Weigh 1 mmol of SAF-H, the monomer of Squaramide, into a 10 ml ampoule tube, then weigh 10 mmol of zinc chloride and put it into the ampoule tube, vacuum the ampoule tube (10 min) and seal it, and place it in a muffle furnace at 400 °C for 40 h. , after the reaction, the polymer was transferred to a beaker, washed with distilled water (3×100mL), 0.1M HCl (3×30mL), methanol (3×30mL) in turn, and vacuum dried at 80°C for 24h to obtain black solid CTF-SAF-H , the yield is 48%.

Embodiment 5

[0041] Example 5 Squaramide derivative covalent triazine skeleton CTF-SAF-F

[0042] Weigh 1 mmol of the Squaramide monomer SAF-F into a 10 ml ampoule tube, then weigh 10 mmol of zinc chloride and put it into the ampoule tube, vacuum the ampoule tube (10 min) and seal it, and place it in a muffle furnace at 400 °C for 40 h roasting After the reaction, the polymer was transferred to a beaker, washed with distilled water (3×100mL), 0.1M HCl (3×30mL), methanol (3×30mL) successively, and vacuum dried at 80°C for 24h to obtain black solid CTF-SAF-F , the yield is 46%.

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Abstract

The invention relates to a squaramide-derived covalent triazine skeleton polymer and application thereof in catalyzing coupling of carbon dioxide and epoxide to prepare cyclic carbonate. Squaramide monomers are used as raw materials, a series of squaramide-derived covalent triazine skeleton polymers are synthesized through a high-temperature ionothermal method, and the squaramide-derived covalent triazine skeleton polymers are used as catalysts to prepare cyclic carbonate. According to the method, carbon dioxide and epoxide with different substituent groups are used as raw materials, corresponding cyclic carbonate is synthesized under the conditions that the reaction pressure is 0.1-2.5 MPa, the reaction temperature is 70-110 DEG C and the reaction time is 2-6 hours, and high-selectivity catalysis of synthesis of cyclic carbonate under mild, metal-free and solvent-free conditions is realized. The polymer shows excellent adsorption and conversion dual functions on carbon dioxide, the catalytic activity is not obviously reduced after five catalytic cycles, the problem that a homogeneous catalyst is not easy to separate is solved, and the polymer has a good application prospect.

Description

technical field [0001] The invention belongs to the technical field of material synthesis catalysis, and in particular relates to a squaraine derivative covalent triazine skeleton polymer and its application of catalyzing the coupling of carbon dioxide and epoxide to prepare cyclic carbonate. Background technique [0002] carbon dioxide (CO 2 ) is the main greenhouse gas in the atmosphere, and due to human activities, CO 2 The content of CO2 increases year by year, which will cause many ecological and environmental problems such as air pollution, climate warming, ocean acidification, etc. At the same time, CO 2 It is also a abundant, low-cost, non-toxic and renewable C1 resource in nature. 2 As raw materials, it can be directly converted into fuels or high value-added chemicals, which is not only conducive to the realization of CO 2 The goal of emission reduction can also reduce the dependence on traditional resources such as coal, oil and natural gas, which is of great s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C08G64/34B01J31/06B01J31/26C07D317/36C07D317/46
CPCC08G83/008C08G64/34B01J31/06B01J31/26C07D317/36C07D317/46Y02P20/584
Inventor 刘猛帅刘福胜何亮刘方旺平冉段欣冉
Owner QINGDAO UNIV OF SCI & TECH
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