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Amine imines zinc catalyst and preparation method and use thereof

A technology of amine imine zinc and catalyst, applied in the direction of zinc organic compounds, etc., can solve the problems of long reaction time and low reactivity

Inactive Publication Date: 2008-03-12
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The most widely used is stannous octoate, which is characterized by a faster reaction rate and can obtain polyester materials with high yield, high molecular weight and good optical purity. The disadvantage is that the reactivity is not very high, and the reaction time requires relatively long, the reaction needs to be carried out at a higher temperature

Method used

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  • Amine imines zinc catalyst and preparation method and use thereof
  • Amine imines zinc catalyst and preparation method and use thereof
  • Amine imines zinc catalyst and preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1 (2-phenyliminomethylphenyl)-anilinoethylzinc

[0030] This compound can be prepared by the following two methods.

[0031] method one:

[0032] Under a nitrogen atmosphere, 0.272 g of (2-phenyliminomethylphenyl) aniline was dissolved in 30 mL of anhydrous tetrahydrofuran, and an equivalent amount of n-butyllithium was added at -78°C, and stirred at room temperature for 2 hours. Add an equivalent amount of ethyl zinc chloride compound in tetrahydrofuran at -78°C, stir for 10 to 12 hours, remove the solvent, and wash the crude product with CH 2 Cl 2 and recrystallized from hexane. 0.251 g of pure product was obtained, with a yield of 76.4%.

[0033] Method Two:

[0034] Under a nitrogen atmosphere, dissolve 0.272 g of (2-phenyliminomethylphenyl) aniline in 20 mL of toluene, add an equivalent amount of diethylzinc at -78 ° C, rise to room temperature and stir overnight, and remove the solvent. Crude product with CH 2 Cl 2 and recrystallized from hexane. ...

Embodiment 2

[0037] Example 2 (2-2,6-Diisopropylphenyliminomethylphenyl)-2,6-Diisopropylanilinoethylzinc

[0038] Under a nitrogen atmosphere, dissolve 0.441 g of (2-2,6-diisopropylphenyliminomethylphenyl)-2,6-diisopropylaniline in 20 mL of toluene at -78°C Add an equivalent amount of diethylzinc, rise to room temperature and stir overnight, remove the solvent, and use CH 2 Cl 2 and recrystallized from hexane. 0.490 g of pure product was obtained, and the yield was 91.7%.

[0039] Elemental analysis results: C74.23; H8.32; N5.20.

Embodiment 3

[0040] Example 3 (2-2,6-dimethylphenyliminomethylphenyl)-2,6-dimethylanilinoethylzinc

[0041] Under a nitrogen atmosphere, dissolve 0.328 g of (2-2,6-dimethylphenyliminomethylphenyl)-2,6-dimethylaniline in 20 mL of toluene, and add equivalent diethylzinc, rose to room temperature and stirred overnight, removed the solvent, and the crude product was washed with CH 2 Cl 2 and recrystallized from hexane. 0.387 g of pure product was obtained with a yield of 91.7%.

[0042] Elemental analysis results: C71.20; H6.67; N6.61.

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Abstract

The present invention relates to the of amine imine zinc catalyst and the preparation method as well as the application of the amine imine zinc catalyst, which belongs to the macromolecule technology field. The amine imine zinc catalyst is (2-2, 6-isopropyl benzeneimino methyl phenyl)-2. 6-diisopropyl amino ethyl benzene Zinc, (2-2,6-diisopropyl pheny benzeneimino methyl phenyl) ethylenediamine-diethyl zinc and so on. The amine imine zinc catalyst is used for catalysis lactones and virgule or lactide for homopolymerization and random as well as block polymerization; the cyclolactone compound is glycolide, lactide, beta-butyrolactone, beta- valerolactone or Epsilon -caprolactone. The catalyst of the present invention is of varied structure. Through the change of the substituent on the ligand and the central metal, the performance of the catalyst can be substantially controlled. The catalyst of the present invention is of good stability, high catalytic activity. The polymerization reaction can occur at a lower temperature to gat macromolecule polymer; through the control over the polymerization condition, the molecular weight of the polymer can be controlled.

Description

technical field [0001] The invention is used in the technical field of polymer polymerization. In particular, the invention relates to amine imine zinc compounds as catalysts for the polymerization of cyclic lactones. Background technique [0002] As a degradable polymer material, aliphatic polyester can degrade, collapse or metabolize by itself in physiological environment, and then be absorbed or excreted by organisms. Therefore, when it is used for surgical suturing, there is no need to remove the stitches after the operation; when it is used as an internal fixation material (such as nails, rods, etc.), not only does it not need to perform a second operation, it reduces the pain of the patient, simplifies the operation procedure, and improves the treatment effect. effect, and can gradually transfer stress to new bone, which is beneficial to bone regeneration; when used as a drug carrier, the drug release rate can be adjusted by controlling the release rate; [0003] Whe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/83C08G63/08C07F3/06
Inventor 母瀛姚伟高爱红
Owner JILIN UNIV
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