Redox responsive metalloporphyrin complex, preparation method thereof and preparation method of polylactic acid

A technology of metalloporphyrins and complexes, applied in chemical instruments and methods, metallocenes, organic chemistry, etc., can solve problems such as inability to control catalytic efficiency, and achieve high catalytic efficiency

Pending Publication Date: 2020-11-13
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the catalytic polylactic acid in the prior art usually shows that it cannot be regulated or the catalytic efficiency is low.

Method used

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  • Redox responsive metalloporphyrin complex, preparation method thereof and preparation method of polylactic acid
  • Redox responsive metalloporphyrin complex, preparation method thereof and preparation method of polylactic acid
  • Redox responsive metalloporphyrin complex, preparation method thereof and preparation method of polylactic acid

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Experimental program
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Effect test

preparation example Construction

[0061] The present invention provides a preparation method of the redox-responsive metalloporphyrin complex of formula (I) or formula (II) according to any one of the above technical solutions, comprising:

[0062] Under the action of a catalyst, the compound having the structure represented by the formula (V) is subjected to a first reaction with ferrocene formaldehyde to obtain the compound having the structure represented by the formula (VI).

[0063]

[0064] The molar ratio of the compound of the structure shown in the formula (V) to the ferrocene benzaldehyde is 1:(1~1.1); the temperature of the reaction is 25°C~35°C; the time of the reaction is 1h~ 1.5h.

[0065] Reacting the compound having the structure represented by the formula (VI) with a metal salt compound in a solvent to obtain a redox-responsive metalloporphyrin complex of the formula (I);

[0066]

[0067]The molar ratio of the second compound to the metal salt compound is 1:(1~1.5); the metal in the me...

preparation example 1

[0094] Step (A-1), under anhydrous and oxygen-free reaction conditions, dissolve the first compound (20mmol) and ferrocene formaldehyde (20mmol) having the structure shown in formula (5) in 600ml of dry dichloromethane solvent , then added 1.2ml trifluoroacetic acid to the reaction solution, stirred at 25°C for 1h, then added 3.5g DDQ to the obtained reaction solution, and continued stirring at 25°C for 1h to complete the first reaction. Remove the solvent from the obtained reaction solution in vacuo to obtain a crude product, which is then purified by silica gel column chromatography (silica gel, dichloromethane / petroleum ether=1 / 1, V / V) to obtain the formula (5) The second compound of the shown structure has a yield of 18%; high-resolution electrospray mass spectrometry analysis, analysis results [C52H38Fe2N4]: 830.18, found: 830.1.

[0095]

[0096] Step (A-2), dissolving the second compound (1 mmol) of the structure shown in formula (5) obtained in step (A-1) in dry dic...

preparation example 2

[0099] Step (A-1), under anhydrous and oxygen-free reaction conditions, dissolve the first compound (20mmol) and ferrocene formaldehyde (20mmol) having the structure shown in formula (8) in 600ml of dry dichloromethane solvent , then added 1.2ml trifluoroacetic acid to the reaction solution, stirred at 25°C for 1h, then added 3.5g DDQ to the obtained reaction solution, and continued stirring at 25°C for 1h to complete the first reaction. Remove the solvent from the obtained reaction solution in vacuo to obtain a crude product, which is then purified by silica gel column chromatography (silica gel, dichloromethane / petroleum ether=1 / 1, V / V) to obtain the formula (9) The second compound with the structure shown has a yield of 21%; high-resolution electrospray mass spectrometry analysis, analysis results [C52H36Br2Fe2N4]: 986.00, found: 986.0.

[0100]

[0101] Step (A-2), dissolving the second compound (1 mmol) of the structure shown in formula (9) obtained in step (A-1) in dr...

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Abstract

The invention provides a metalloporphyrin complex with a structure shown in a formula (I) or a formula (II), a preparation method of the metalloporphyrin complex and a preparation method of block polylactic acid. The metalloporphyrin complex comprises a ferrocene functionalized group, and the catalytic performance of the metalloporphyrin complex on a polymerization monomer is changed by chemicallyoxidizing and reducing the ferrocene group. Under the action of the metalloporphyrin complex as a main catalyst and a cocatalyst, a switchable polymerization reaction is realized by alternately adding an oxidizing agent and a reducing agent, and A-B type or A-B-A type block polylactic acid is prepared.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to a redox-responsive metalloporphyrin complex, a preparation method thereof and a preparation method of polylactic acid. Background technique [0002] Polylactic acid (PLA), a biodegradable polymer material produced from renewable resources such as corn starch, is polylactide. This material is derived from renewable resources and can be naturally returned to the biological resource regeneration cycle after use. , is a typical biomass environmental protection material. As a thermoplastic polymer, polylactic acid has similar physical and mechanical properties to polystyrene, polyester and other materials, showing good material properties and processing properties, and can be processed by traditional methods such as injection molding and blow molding. It can be compounded with general plastics by copolymerization or blending modification method. At present, polylactic acid has bee...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02C08G63/08C08G63/664C08G63/84C08G65/26C08G63/82
CPCC07F17/02C08G63/823C08G63/84C08G63/826C08G63/664C08G65/2654C08G65/266C08G65/2615C08G63/08
Inventor 卓春伟王献红王佛松
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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