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A kind of Schiff base manganese compound, its preparation method and its application

A reaction and material technology, applied in the direction of preparation of imino compounds, chemical instruments and methods, compounds of Group 7/17 elements of the periodic table, etc., can solve the problem of low catalyst activity, difficult to meet actual needs, low catalytic reactivity, etc. question

Active Publication Date: 2021-04-06
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 reported Schiff base catalysts have low catalytic activity when catalyzing the ring-opening polymerization of lactide, which is difficult to meet the actual needs.
Because there is no chiral carbon in the molecule of caprolactone, its polymerization is relatively simple, and stannous octoate is usually used as the catalyst, but the activity of this catalyst is also very low, and high temperature is required to meet the practical requirements

Method used

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  • A kind of Schiff base manganese compound, its preparation method and its application
  • A kind of Schiff base manganese compound, its preparation method and its application
  • A kind of Schiff base manganese compound, its preparation method and its application

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preparation example Construction

[0046] The present invention provides a kind of preparation method of Schiff base manganese compound described in above-mentioned technical scheme: comprise the following steps:

[0047] The Schiff base ligand having the structure of formula II is reacted with manganese acetate tetrahydrate and lithium chloride in a solvent to obtain the Schiff base manganese compound having the structure of formula I;

[0048]

[0049] In formula II, Y is selected from C2~C4 linear alkyl, C4~C7 cycloalkyl or

[0050] The R is selected from -H, halo or C1-C5 alkyl.

[0051] In the present invention, the Schiff base ligand having the structure of formula II is preferably prepared according to the following method:

[0052] Condensing a diamine compound having a structure of formula Ш with a salicylaldehyde compound having a structure of formula IV to obtain a Schiff base ligand having a structure of formula II;

[0053]

[0054] The Y is selected from C2~C4 linear alkyl, C4~C7 cycloalky...

Embodiment 1

[0079] Dissolve 1.14g of rac-1,2-cyclohexanediamine in 20mL of ethanol, slowly dropwise add 30mL of ethanol solution containing 4.7g of 3,5-di-tert-butyl salicylaldehyde, and reflux the obtained mixed solution for 12h. A reaction mixture is obtained; the reaction solvent is removed by filtration, and the obtained reaction product is recrystallized from ethanol to obtain a Schiff base ligand. In the present invention, the obtained Schiff base compound is subjected to elemental analysis, and the content of each atom is obtained, and the results are as follows: Elem.Anal.(%): Calcd.C 79.07; H 9.95; N5.12.Found: C 78.65; H 10.31 N 4.99. This illustrates that the Schiff base ligand obtained in this embodiment has the structure of formula II, wherein Y is and R is t-butyl.

Embodiment 2

[0081] Dissolve 1.14g (R,R)-1,2-cyclohexanediamine in 20mL of ethanol, slowly add 4.7g of 3,5-di-tert-butyl salicylaldehyde in 30mL of ethanol solution dropwise, and mix the obtained The solution was refluxed for 12 hours to obtain a reaction mixture; the reaction solvent was removed by filtration, and the obtained reaction product was recrystallized from ethanol to obtain the Schiff base ligand. In the present invention, the obtained Schiff base compound is subjected to elemental analysis, and the content of each atom is obtained, and the results are as follows: Elem.Anal.(%): Calcd.C 79.07; H 9.95; N5.12.Found: C 78.71; H 9.85 ; N 4.77. This shows that the Schiff base ligand obtained in this embodiment has the structure of formula II, wherein Y is ((R,R)-1,2-cyclohexanediamine) and R is t-butyl.

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Abstract

The invention provides a Schiff base manganese compound, its preparation method and application. The Schiff base manganese compound has the structure of formula I. The Schiff base manganese compound provided by the invention has NNOO tridentate coordination ability, thereby forming a metal active center binding site, and a four-coordination Schiff base manganese catalyst can be obtained. In the present invention, the Schiff base manganese compound is used to catalyze the ring-opening polymerization of lactide and caprolactone, and the Schiff base manganese catalyst has a very high activity for the ring-opening polymerization of lactide and caprolactone, which can also be realized at room temperature The polymerization of monomers has a certain selectivity for racemic lactide at the same time, which can slightly improve the regularity of the microscopic chain structure of the polymerization product. Under the action of the catalyst, the monomer conversion rate of polylactic acid can reach 89-96%, and the stereoregularity Pm of the obtained polylactic acid can reach 0.43-0.60; the monomer conversion rate of polycaprolactone can reach 90%-95%. .

Description

technical field [0001] The invention belongs to the technical field of catalysts, and in particular relates to a Schiff base manganese compound, its preparation method and its application. Background technique [0002] Polylactic acid and polycaprolactone are chemically synthesized biodegradable materials, which are widely used in packaging materials, biomedicine and pharmaceutical industries. The synthesis of polylactic acid usually adopts two methods, namely, ring-opening polymerization of lactide (cyclic dimer of lactic acid) and direct polymerization of lactic acid. Among them, polylactic acid of macromolecule generally adopts the method of ring-opening polymerization of lactide, and a large number of documents and patents have carried out related reports on the ring-opening polymerization of lactide, such as the U.S. Patent No. US5235031 and the U.S. Patent No. US5357034 U.S. patent, similar to polylactic acid, polycaprolactone is also obtained by ring-opening polymeri...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/24C07C249/02C07F13/00B01J31/22C08G63/83C08G63/08
CPCB01J31/2217B01J2231/14B01J2531/0252B01J2531/72C07C249/02C07C251/24C07F13/005C08G63/08C08G63/823
Inventor 庞烜杨振杰段然龙孙志强陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI