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Chiral tetra-amino aniline ligand, aluminum compound thereof, preparation method and application

The technology of tetradentate aminoaniline and aminoaniline is applied in the field of chiral tetradentate ligand and two kinds of catalysts for ring-opening polymerization of lactide, and achieves various structural changes, high catalytic activity and stereoselectivity, and a wide range of applications. narrow effect

Inactive Publication Date: 2013-02-13
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The production process of the direct polycondensation method is simple, but it is difficult to further increase the molecular weight, and the molecular weight distribution is wide, and its performance cannot meet the practical requirements

Method used

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  • Chiral tetra-amino aniline ligand, aluminum compound thereof, preparation method and application
  • Chiral tetra-amino aniline ligand, aluminum compound thereof, preparation method and application
  • Chiral tetra-amino aniline ligand, aluminum compound thereof, preparation method and application

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specific Embodiment approach

[0047] The present invention is further described below through specific examples, but the present invention is not limited thereto, and the specific protection scope is shown in the claims.

[0048] Preparation of Chiral Aminoanilino Ligands

Embodiment 1

[0050] Take N,N-dimethylbenzaldehyde (10.6 g, 71 mmol) dissolved in 25 ml hexane, slowly add (1R,2R)-cyclohexanediamine (4.0 g, 35.5 mmol) dropwise, after the dropwise addition The reaction was stirred at reflux for 10 hours. Cooling and crystallization, filtering to obtain light yellow powder Schiff base a 10.3 g, 77% yield.

Embodiment 2

[0052] in N 2 Under the atmosphere, take the Schiff base (7.2 g, 19.1 mmol) of Example 1 and dissolve it in 50 ml of dry diethyl ether, slowly add lithium aluminum hydride (0.74 g, 19.1 mmol) in small amounts at 0 °C, and after the addition is complete The reaction was slowly warmed to room temperature and stirred for 8 hours. After the reaction, slowly add 1.3 mL of ice water to the reaction system to stop the reaction, then add 1.3 mL of NaOH (3M) aqueous solution, 3.9 mL of water, filter, wash the filter cake with 30 ml of ethyl acetate, collect the filtrate, and remove the solvent in vacuo to obtain pale yellow liquid A 6.6 g, 91% yield.

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Abstract

The invention discloses a chiral tetra-amino aniline ligand, and a preparation method and application of an aluminum compound thereof. The structural formula of the ligand is represented as the formula (A), wherein R1 is alkyl in a C1-C4 straight chain branched chain structure. The aluminum coordination compound of the chiral tetra-amino aniline ligand can efficiently catalyze ring-opening polymerization reactions of lactide. The ligand and the aluminum compound of the ligand are simple to synthesize, high in product yield coefficient and stable in property, simultaneously catalyst activity is high, selectivity is good, the performance of an obtained polymer is good, and molecular weight and stereoselectivity of the polymer can be regulated by control of polymerization reaction conditions.

Description

technical field [0001] The invention relates to a chiral tetradentate ligand and two catalysts for ring-opening polymerization of lactide, specifically, a chiral tetradentate aminoanilino ligand and two aluminum compounds of the ligand Catalysts, their preparation method and the application of the catalyst in catalyzing lactide ring-opening polymerization. Background technique [0002] Polylactide is widely used in textiles, packaging materials and other fields; due to its excellent biocompatibility, it has been widely studied in drug controlled release, surgical sutures, fracture internal fixation materials, etc. It is the first The first batch of biodegradable high-scoring materials approved by the US Food and Drug Administration for clinical use. Therefore, polylactide, as a new type of biodegradable material, has attracted more and more attention. [0003] Polylactide can be prepared by direct polycondensation of lactic acid or ring-opening polymerization of a cyclic d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/49C07C209/52C07F5/06C08G63/08C08G63/84
Inventor 姚伟徐征和高洪远高爱红刘甜甜薛颖朝张巧娜李浩生王岩王增龙崔宁
Owner UNIV OF JINAN
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