Chiral NCN bisoxazoline phenyl rare earth metal catalyst, preparation method therefor and application thereof

A bisoxazoline phenyl rare earth and metal catalyst technology, applied in the field of catalysis, can solve the problems of rare polymers with high selectivity, and achieve the effects of high catalytic activity and selectivity, high economic efficiency and easy modification

Inactive Publication Date: 2015-11-18
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is rare to obtain highly selective polymers by introducing chirality into catalysts for olefin polymerization

Method used

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  • Chiral NCN bisoxazoline phenyl rare earth metal catalyst, preparation method therefor and application thereof
  • Chiral NCN bisoxazoline phenyl rare earth metal catalyst, preparation method therefor and application thereof
  • Chiral NCN bisoxazoline phenyl rare earth metal catalyst, preparation method therefor and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1) Preparation of chiral NCN bisoxazoline ligand [(S,S)-Phebox-iPr]H

[0047]

[0048] First, under a nitrogen atmosphere, isophthaloyl dichloride (1.02 g, 5 mmol) was added into a three-necked flask, dichloromethane was added to dissolve, and triethylamine (7.6 g, 75 mmol) was added. At 0 °C, a solution of L-valinol (1.03 g, 10 mmol) in dichloromethane was added. After the dropwise addition, return to room temperature and react for 1 h. Then methanesulfonyl chloride (1.26g, 11mmol) was slowly added dropwise at 0°C, and returned to room temperature to react for 5h after dropping. At 0°C, potassium carbonate aqueous solution was added to the reaction liquid to quench the reaction, the mixture was extracted with ethyl acetate, the organic layer was washed with saturated brine, and dried over sodium sulfate. Filter and spin off the solvent. The crude product was obtained by column chromatography 1.2g, and the yield was 74%.

[0049] (2)[(S,S)-Phebox-iPr]Sc(CH 2 Si...

Embodiment 2

[0053] (1) Preparation of chiral NCN bisoxazoline ligand [(S,S)-Phebox-iBu]H

[0054]

[0055] The specific steps are similar to the ligand [(S, S)-Phebox-iPr] H method in Example 1, except that L-valinol is replaced by L-leucinol to obtain ligand 1.15g, and the yield is 70%.

[0056] (2)[(S,S)-Phebox-iBu]Sc(CH 2 SiMe 3 ) 2 Catalyst preparation

[0057]

[0058] Concrete steps and [(S, S)-Phebox-iPr]Sc(CH 2 SiMe 3 ) 2 The method is similar, except that the ligand [(S,S)-Phebox-iPr]H is replaced by [(S,S)-Phebox-iBu]H. Get [(S,S)-Phebox-iBu]Sc(CH 2 SiMe 3 ) 2 Catalyst 1g, the yield is 60.24%.

Embodiment 3

[0060] (1) Preparation of chiral NCN bisoxazoline ligand [(S,S)-Phebox-Ph]H

[0061]

[0062] The specific steps are similar to the ligand [(S, S)-Phebox-iPr] H method in Example 1, except that L-valinol is replaced by L-phenadinol to obtain 1.1 g of the product, and the yield is 60%.

[0063] (2)[(S,S)-Phebox-Ph]Sc(CH 2 SiMe 3 ) 2 Catalyst preparation

[0064]

[0065] Concrete steps and [(S, S)-Phebox-iPr]Sc(CH 2 SiMe 3 ) 2 The method is similar, except that the ligand [(S,S)-Phebox-iPr]H is replaced by [(S,S)-Phebox-Ph]H to obtain [(S,S)-Phebox-Ph]Sc( CH 2 SiMe 3 ) 2 Catalyst 1.03g, yield 65%.

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Abstract

The present invention relates to a chiral NCN bisoxazoline phenyl rare earth metal catalyst, a preparation method therefor and an application thereof, and belongs to the technical field of catalysis. According to the catalyst, the synthesis raw materials are easily available, and the synthesis route is simple. The catalyst is economical and environment-friendly. Ligands of the synthesis catalyst can directly synthesized by isophthaloyl chlorid and the corresponding amino alcohol. The corresponding catalyst can be obtained through one-step reaction of the ligands and a metal source. The catalyst can be used for high-selectivity homopolymerization and copolymerization of various olefins and alkynes so as to obtain a series of polyolefine or polyyne materials with specific structures and performances. For example, the catalyst, under the action of a promotor, can catalyze polymerization reaction of 2-vinyl pyridine with high activity and high selectivity, so as to obtain a poly-2-vinyl pyridine material.

Description

technical field [0001] The invention relates to a chiral NCN type bisoxazoline phenyl rare earth metal catalyst, a preparation method and application. It belongs to the field of catalytic technology. Background technique [0002] Polyolefin is the most consumed type of synthetic resin in the world, and the demand for polyolefin in countries around the world, especially in developing countries, continues to increase. Because polyolefin materials have very excellent properties, such as good mechanical properties, thermal properties, processing properties, corrosion resistance, medical properties, etc. Therefore, polyolefin materials are ubiquitous in daily life. In particular, polymer materials containing polar functional groups are attracting great interest due to their applications in the preparation of functional materials and unique surface properties compared to the same type of polymers without polar functional groups. . However, because the polar functional groups c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C08F4/52C08F126/06C08F136/08C08F120/14C08F132/06C08F226/06C08F136/22
Inventor 李晓芳李婷婷杜改霞张鹏飞彭德乾
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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