Caged 2-(2-pyridyl) benzimidazole zinc complex and its preparation method and application

A technology of benzimidazole zinc and benzimidazole is applied in the field of caged 2-benzimidazole zinc complexes and the preparation thereof, and can solve the problems of low catalytic yield, long reaction time, uneven molecular weight distribution of polymers, and the like, The effects of simple preparation method, low environmental pollution and good industrial application prospect are achieved.

Inactive Publication Date: 2017-10-17
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most zinc complex catalysts have the problems of long reaction time at room temperature, low catalytic yield, and uneven molecular weight distribution of polymers.

Method used

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  • Caged 2-(2-pyridyl) benzimidazole zinc complex and its preparation method and application
  • Caged 2-(2-pyridyl) benzimidazole zinc complex and its preparation method and application
  • Caged 2-(2-pyridyl) benzimidazole zinc complex and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Example 1 Preparation of cage-like 2-(2-pyridyl)benzimidazole zinc complex

[0018] Pyridinecarboxaldehyde (2.14g, 20mmol) was slowly dropped into the ethanol solution of o-phenylenediamine (1.08g, 10mmol) at 0°C, reacted at room temperature for 4 hours, and the solvent was drained to obtain a large amount of light yellow solid. Use 5mL n-hexane respectively. Alkane was washed twice, and then recrystallized with absolute ethanol to obtain 2-(2-pyridyl)benzimidazole ligand with a yield of 94%;

[0019] Under the protection of inert gas, diethyl zinc reagent (2.0mL, 1.0M, n-hexane solution) was added dropwise to 2-(2-pyridyl)benzimidazole (2.31g, 2mmol) at -78℃. In the n-hexane solution, continue to stir for 2 hours after returning to room temperature. After the reaction is completed, filter and recrystallize. Colorless and transparent crystals are precipitated at room temperature, which is a cage-like zinc 2-(2-pyridyl)benzimidazole complex. The yield is 97%. .

[0020] Cryst...

Embodiment 2

[0023] (1) The preparation of the catalyst is the same as in Example 1

[0024] (2) Lactide ring-opening polymerization: Dissolve lactide (1.44g, 10mmol) and catalyst (0.1mmol) in 20mL of tetrahydrofuran solvent. After the solution is clarified, add benzyl alcohol (0.4mmol) for initiation, 25℃ After reacting for 1 hour, take a small amount of reaction mixture for nuclear magnetism 1 The conversion yield was detected by H NMR, and then 0.5 mL of HCl (1.0 M) ethanol solution was added to terminate the reaction, and then anhydrous ethanol was slowly added to precipitate polylactic acid. After standing, it was filtered and vacuum dried to obtain a white polylactic acid solid product. The conversion rate was 99% and PDI=1.16.

Embodiment 3

[0026] (1) The preparation of the catalyst is the same as in Example 1

[0027] (2) Lactide ring-opening polymerization: Dissolve lactide (7.20g, 50mmol) and catalyst (0.1mmol) in 30mL of tetrahydrofuran solvent, after the solution is clear, add benzyl alcohol (0.4mmol) to initiate, 25℃ After reacting for 1 hour, take a small amount of reaction mixture for NMR 1 The conversion yield was detected by H NMR, and then 0.5 mL of HCl (1.0 M) ethanol solution was added to terminate the reaction, and then anhydrous ethanol was slowly added to precipitate polylactic acid. After standing, it was filtered and vacuum dried to obtain a white polylactic acid solid product. The conversion rate was 98%, PDI=1.11.

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Abstract

The invention provides a cage 2-(2-pyridyl)benzimidazole zinc complex, a preparation method and application thereof. The method takes 2-(2-pyridyl)benzimidazole as the ligand, and employs the ligand as a transfer reagent to react with a diethylzinc reagent to synthesize the cage 2-(2-pyridyl)benzimidazole zinc complex, and the cage 2-(2-pyridyl)benzimidazole zinc complex can be used for catalyzing ring opening polymerization of lactide. The preparation method of the complex provided by the invention has the advantages of simplicity, easily available raw materials, mild reaction conditions, and high yield. The complex has high catalytic activity on lactide ring opening polymerization reaction for synthesis of biodegradable polylactic acid materials, and because of the characteristics of good biocompatibility, low toxicity, small environmental pollution, short catalytic reaction time and high yield, the catalyst has very good industrial application prospect.

Description

Technical field [0001] The invention relates to the technical field of catalyst preparation, in particular to a cage-like 2-(2-pyridyl)benzimidazole zinc complex and a preparation method and application thereof. Background technique [0002] Polyesters based on α-hydroxy acids (ethylene glycol, lactic acid) are degradable, and their hydrolyzed products are biocompatible. Among them, polylactic acid (PLA) as a new and friendly thermoplastic has a wide range of uses: fibers, coatings, films, etc. The synthetic source of lactic acid is corn, sugar beet, or other renewable resources, which can be used as a substitute for petroleum-derived polymers to alleviate the human resource crisis. PLA not only has the basic characteristics of general polymer materials, but also can be easily modified to meet various needs; it has been widely used in medical, industrial, agricultural and other fields, and besides the characteristics of polymer, it also has good It is considered as the most pro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F3/06C08G63/83C08G63/08
CPCC07F3/06C08G63/08C08G63/83
Inventor 魏学红华宇鹏王海蟒郭志强
Owner SHANXI UNIV
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