Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Asymmetric diimine pyridine complex with nitro-enhanced thermal stability and catalytic activity as well as preparation method and application of asymmetric diimine pyridine complex

A technology of complexes and compounds, applied in chemical instruments and methods, iron organic compounds, cobalt organic compounds, etc., can solve the problems of poor thermal stability and reduced catalyst activity of late transition metal complexes

Active Publication Date: 2019-07-09
INST OF CHEM CHINESE ACAD OF SCI
View PDF3 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the thermal stability of the late transition metal complex itself is poor, which easily causes the activity of the catalyst to decrease with the increase of the reaction temperature. Obtaining a catalyst with higher activity and high thermal stability is one of the core contents of the research, and whether it can The key to advancing industrialization as soon as possible

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Asymmetric diimine pyridine complex with nitro-enhanced thermal stability and catalytic activity as well as preparation method and application of asymmetric diimine pyridine complex
  • Asymmetric diimine pyridine complex with nitro-enhanced thermal stability and catalytic activity as well as preparation method and application of asymmetric diimine pyridine complex
  • Asymmetric diimine pyridine complex with nitro-enhanced thermal stability and catalytic activity as well as preparation method and application of asymmetric diimine pyridine complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0094] Example 1. Preparation of 2-acetyl-6 (1-(2,6-benzhydryl-4-nitro-anilino) ethyl) pyridine (A) shown in the following formula

[0095] Weigh 4.08g (25mmol) of 2,6-diacetylpyridine and 11.77g (25mmol) of 2,6-benzhydryl-4-nitro-aniline into the reaction flask, and add o-xylene to the reaction flask About 160mL, heat the solution to a cool yellow color, indicating that the two reactants have been fully dissolved, and then add a catalytic amount of p-toluenesulfonic acid to the reaction system. After 12 h of stirring at reflux temperature, the reaction mixture was filtered under heating, and all volatiles were evaporated under reduced pressure. Then, the unprocessed product obtained was subjected to column chromatography through a silica gel column, and was eluted with a mixed solvent of sherwood oil and ethyl acetate as an eluent (25 / 1), and the solvent was removed to obtain 5.39 g of a light yellow powder. That is A, 2-acetyl-6(1-(2,6-benzhydryl-4-nitro-anilino)ethyl)pyrid...

Embodiment 2

[0102] Example 2. Preparation of 2-(1-(2,6-benzhydryl-4-nitro-anilino) ethyl)-6(1-(2,6-dimethyl- Anilino)ethyl)pyridine (ligand L1)

[0103] Weigh 2.16g (3.50mmol) 2-acetyl-6(1-(2,6-benzhydryl-4-nitro-anilino) ethyl)pyridine, add it to the reaction flask, and add Add a catalytic equivalent of p-toluenesulfonic acid, and add about 40 mL of o-xylene solvent to form a solution containing A. Dissolve 0.45 g (3.75 mmol) of 2,6-dimethylaniline in o-xylene solution dropwise into the reactor solution containing A. The reaction mixture was heated to reflux for 12h. Cool to room temperature and evaporate volatiles in vacuo. Then, the obtained unprocessed residual solid was eluted through silica gel column chromatography (200:1 (v / v) with a mixed solvent of petroleum ether and ethyl acetate as eluent), and the solvent was removed to obtain 0.75g The light yellow powder is the ligand L1, 2-(1-(2,6-benzhydryl-4-nitro-anilino)ethyl)-6(1-(2,6-dimethyl -anilino)ethyl)pyridine, yield: 30%...

Embodiment 3

[0110] Example 3. Preparation of 2-(1-(2,6-benzhydryl-4-nitro-anilino) ethyl)-6(1-(2,6-diethyl- Anilino)ethyl)pyridine (ligand L2)

[0111] Weigh 2.16g (3.50mmol) 2-acetyl-6(1-(2,6-benzhydryl-4-nitro-anilino) ethyl)pyridine, add it to the reaction flask, and add Add a catalytic equivalent of p-toluenesulfonic acid, and add about 40 mL of o-xylene solvent to form a solution containing A. The o-xylene solution containing 0.56 g (3.75 mmol) of 2,6-diethylaniline was dropped into the reactor solution containing A. The reaction mixture was heated to reflux for 12h. Cool to room temperature and evaporate volatiles in vacuo. Then, the unprocessed residual solid obtained was subjected to column chromatography on a silica gel column (using a mixed solvent of petroleum ether and ethyl acetate 200:1 (v / v) as eluent) to elute, and the solvent was removed to obtain 1.07g The light yellow powder is the ligand L2, 2-(1-(2,6-benzhydryl-4-nitro-anilino)ethyl)-6(1-(2,6-diethyl) -anilino)et...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Polymerization activityaaaaaaaaaa
Polymer molecular weightaaaaaaaaaa
Polymer molecular weightaaaaaaaaaa
Login to View More

Abstract

The invention provides a diphenylmethyl-containing asymmetric diimine pyridine complex with nitro-enhanced thermal stability and catalytic activity, and a preparation method and application thereof. The complex has a single catalytic activity center, the molecular weight of a polymer can be regulated and controlled by changing a ligand structure and polymerization conditions, and the complex has the advantages of high catalytic activity, low cost, stable performance and the like. The complex and intermediates thereof have the advantages of mild preparation conditions, short period, simple operation conditions and the like. The asymmetric complex can be applied to a catalyst for ethylene polymerization and has high catalytic activity, and high molecular weight (up to 599.5 kg / mol) linear polyethylene is obtained; especially, the provided iron complex is high in thermal stability, and even at a high temperature of 100 DEG C, the catalytic activity can still be kept at 3.86* 10<6> g*mol<-1>(Fe)*h<-1>. Compared with reported non-nitro substituents (CH3, Cl), the complex has the highest activity and molecular weight. Therefore, the complex can be used at a high environmental temperatureas engineering plastic, and has great industrial application potential.

Description

technical field [0001] The invention relates to the technical field of polyolefin catalysts, in particular to a class of asymmetric diimine pyridine complexes whose thermal stability and catalytic activity are enhanced by a nitro group, a preparation method and application thereof. Background technique [0002] As a pillar product of modern science and technology and social development, polyolefin materials not only meet the needs of people's daily life in society, but also become indispensable and important materials in various fields such as cutting-edge technology and national defense construction. Among them, polyethylene (PE) is the most produced variety of general-purpose synthetic resins in the world. It has the characteristics of good chemical resistance, low density, good mechanical strength, recyclability, and low cost. It occupies a pivotal position in the field of synthetic olefin materials. [0003] The design and development of olefin polymerization catalysts i...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D213/53C07F15/02C07F15/06C08F110/02C08F4/70
CPCC07D213/53C07F15/025C07F15/065C08F110/02C08F4/7042C08F2500/01
Inventor 孙文华凯萨·马穆德马艳平张文娟郭晶晶
Owner INST OF CHEM CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com