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Catalyst used for coupling reaction of carbon dioxide and epoxy compound

A technology of epoxy compound and coupling reaction, applied in organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, catalyst activation/preparation, etc. No heavy metal pollution, simple preparation steps and low cost are achieved due to complex process and other issues

Active Publication Date: 2012-11-07
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many types of catalysts reported, these catalytic systems have more or less low activity, use of highly toxic organic solvents, high catalytic costs, complex processes, difficult separation of products and catalysts, and often require high pressure, high temperature, and high concentration. The catalyst can effectively catalyze the reaction of carbon dioxide and alkylene oxide to synthesize the corresponding cyclic carbonate

Method used

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  • Catalyst used for coupling reaction of carbon dioxide and epoxy compound
  • Catalyst used for coupling reaction of carbon dioxide and epoxy compound
  • Catalyst used for coupling reaction of carbon dioxide and epoxy compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1: (ligand II 1 synthesis)

[0034] Take a 50mL three-necked flask, pump it three times under an argon atmosphere, and add 0.018mol 3-tert-butyl-5-(methylene-chloro(nitromethylimidazole)) salicylaldehyde (III 1 ), 30ml of ethanol was dissolved, 0.009mol cyclohexanediamine was added to the system, reacted at reflux temperature for 12 hours, stopped the reaction, cooled to room temperature, concentrated under a vacuum of 0.1MPa until the quality of the crude product was constant, and the concentrate was added with 15mL of ethyl acetate A light yellow precipitate appears, filter, collect the filter cake, and drain the filter cake under a vacuum of 0.1MPa to obtain Ligand II 1 , yield 82%.

Embodiment 2

[0035] Embodiment 2: (II 2 )

[0036] With 3-tert-butyl-5-(methylene-chloride (tri-n-butylamine)) salicylaldehyde (III 2) (0.018mol) instead of 3-tert-butyl-5-(methylene-chlorination (nitromethylimidazole)) salicylaldehyde (III 1 ), other operations are with embodiment 1, get II 2 , yield 73%.

Embodiment 3

[0037] Embodiment 3: (II 3 )

[0038] With 3-tert-butyl-5-(methylene-N-imidazole) salicylaldehyde (III 3 ) (0.018mol) instead of 3-tert-butyl-5-(methylene-chlorination (nitromethylimidazole)) salicylaldehyde (III 1 ), other operations are with embodiment 1, get II 3 , yield 80%.

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Abstract

The invention relates to a catalyst used for coupling reaction of carbon dioxide and an epoxy compound. The catalyst is a Salen-metal complex (I) which has a structural formula shown in the specifications, wherein R1 is 1,2-disubstituted diamine; when R2 is a substituent group with a formula shown in the specifications or nitrogen substituted heterocyclic compound, R3 is tertiary butyl, hydrogen,alkyl or alkoxy; or when R2 is the tertiary butyl, hydrogen, alkyl or alkoxy, R3 is the substituent group with the formula shown in the specifications or nitrogen substituted heterocyclic compound; Mis chlorine or bromine, Z is nitrogen or phosphorus, and Y1, Y2 and Y3 are alkane with 1 to 16 carbon atoms respectively; and X is nitrate, boron tetrafluoride, trichloroacetic acid, azide or 2,4-dinitrophenol. For the Salen-metal complex, preparation steps are simple and convenient to operate, cost is low and heavy metal pollution is avoided; 1 mol of catalyst catalyzes 3750mol of cyclic carbonate ester; a cocatalyst and a solvent are not needed; and the cyclic carbonate ester content of a product is over 99 percent.

Description

Technical field: [0001] The invention relates to the reaction of carbon dioxide and epoxy compounds, in particular to a catalyst for the coupling reaction of carbon dioxide and epoxy compounds. Background technique: [0002] carbon dioxide (CO 2 ) is the main gas that causes the "greenhouse effect", but it is also one of the carbon resources with the largest reserves on the earth. Its reserves on the earth are more than the sum of natural gas, oil and coal. In view of the harm of carbon dioxide gas to the environment, human beings have been exploring ways to use carbon dioxide scientifically. [0003] Cyclic carbonate is a high boiling point advanced organic solvent with excellent performance, widely used in organic synthesis, gas separation, battery dielectric, metal extraction and other fields. Cyclic carbonate is a green solvent dimethyl carbonate synthesized by transesterification Intermediates, the market demand is greater. The synthesis methods of cyclic carbonates ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22B01J31/24B01J37/00C07D317/36
Inventor 刘宾元田大伟郭忠艳张伟
Owner HEBEI UNIV OF TECH