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Organic zinc complex catalyst, preparation method and application thereof

A technology of zinc complexes and complexes, applied in the direction of zinc organic compounds, etc., can solve the problems of low activity and no isotropic selectivity, and achieve the effects of high isotactic selectivity, simple and easy preparation method, and narrow molecular weight distribution

Active Publication Date: 2014-12-17
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

[0004] In order to solve the technical problem that the existing catalysts for catalyzing racemic lactide polymerization have low activity or no isoselectivity at room temperature, the present invention provides an organozinc complex with higher isotactic selectivity and higher activity. Catalysts and their preparation and application

Method used

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  • Organic zinc complex catalyst, preparation method and application thereof
  • Organic zinc complex catalyst, preparation method and application thereof
  • Organic zinc complex catalyst, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0077] Preparation of scorpion-type zinc complexes 1-2

[0078] The process of preparing the scorpion-type zinc complexes 1-2 in this embodiment is shown in the general reaction formula (Ⅲ):

[0079]

[0080] Under anhydrous and oxygen-free conditions, dissolve 0.001 mole of the scorpion-type ligand with the structure of formula (II) in tetrahydrofuran, cool down to -30°C, and add n-butyllithium with a concentration of 1.0mol / L to it. 1.0 mL of n-hexane solution was reacted for 30 minutes, the resulting mixed liquid was added dropwise in the tetrahydrofuran suspension of zinc dichloride, reacted at room temperature for 3 hours, and then potassium amide [KN(SiXMe 2 ) 2 ], after 5 hours of reaction, the solvent was removed under reduced pressure, 20 mL of toluene was added thereto for extraction, filtered, the filtrate was concentrated to 2 mL, 1 mL of n-hexane was added, and recrystallized in a refrigerator at -30 ° C. After 24 hours, a large amount of white solid was preci...

Embodiment 2

[0085] Preparation of scorpion-type zinc complexes 3-6

[0086] The process of preparing the scorpion-type zinc complexes 3-6 in this embodiment is shown in the general reaction formula (IV):

[0087]

[0088] Under anhydrous and oxygen-free conditions, dissolve 0.001 mole of the scorpion-type ligand with the structure of formula (II) in tetrahydrofuran, and add 0.001 mole of NaH solid to react for 30 minutes, and add the obtained mixed solution dropwise to dichloride In the tetrahydrofuran suspension of zinc, react at 50°C for 5 hours, then add alkoxy potassium salt dropwise to it, react for 2 hours, remove the solvent under reduced pressure, add 20mL of toluene to it for extraction, filter, concentrate the filtrate to 2mL, add 1mL n-Hexane, put it in a -30°C refrigerator for recrystallization, and a large amount of white solid precipitated after 24 hours. Finally, the solid was separated, washed twice with n-hexane, and vacuum-dried for 2 hours to obtain a scorpion-type ...

Embodiment 3

[0094] Preparation of scorpion-type zinc complexes 7-8

[0095] The process of preparing the miscellaneous scorpion-type zinc complexes 7-8 in this embodiment is shown in the general reaction formula (Ⅴ):

[0096]

[0097] Under anhydrous and oxygen-free conditions, dissolve 0.001 mole of the scorpion-type ligand with the structure of formula (II) in tetrahydrofuran, cool down to -30°C, and add n-butyllithium with a concentration of 1.0mol / L to it. 1.0 mL of n-hexane solution was reacted for 30 minutes, and the resulting mixed liquid was added dropwise in the tetrahydrofuran suspension of zinc dichloride, and reacted at room temperature for 5 hours, and then potassium amide [KN(SiXMe 2 ) 2 ], after 2 hours of reaction, the solvent was removed under reduced pressure, 20 mL of toluene was added thereto for extraction, filtered, the filtrate was concentrated to 2 mL, 1 mL of n-hexane was added, and recrystallized in a refrigerator at -30 ° C. After 24 hours, a large amount of...

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Abstract

The invention relates to an organic zinc complex catalyst, a preparation method and an application thereof and solves a technical problem that a catalyst for ring-opening polymerization of racemic lactide is low in activity at room temperature and does not has an isotactic selectivity. The organic zinc complex catalyst is a hybrid-scorpion-type zinc complex which can be used for individually catalyzing the racemic lactide to enable the racemic lactide to be subjected to isotactic stereoselective ring-opening polymerization. The invention also provides the preparation method and the application of the hybrid-scorpion-type zinc complex. The complex, prepared through the method, is used for catalyzing the ring-opening polymerization of the racemic lactide to prepare polylactic acid and has high isotactic selectivity and a high activity at room temperature. Prepared polylactic acid has a narrow distribution of molecular weight and has an isotactic content reaching 85%.

Description

technical field [0001] The invention relates to the field of organozinc complex polymerization, in particular to an organozinc complex catalyst which catalyzes the highly isotropic selective polymerization of racemic lactide at room temperature, as well as its preparation method and application. Background technique [0002] With the shortage of petroleum resources and the increasingly serious environmental pollution, the development of environmentally friendly polymer materials has attracted more and more attention. Polylactic acid is biodegradable and biocompatible, and its monomers are derived from renewable crops, such as corn and potatoes. It is a typical representative of environmentally friendly polymer materials. At present, polylactic acid has been widely used in disposable tableware, containers, packaging materials, films, etc. In addition, due to its good biocompatibility and degradability, it meets the requirements of medical polymer materials, and has broad app...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/08C08G63/83C07F3/06
Inventor 崔冬梅牟泽怀刘波刘新立
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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