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Ethylidene acenaphthene(asymmetric alpha-diimine)nickle catalyst and production method and application thereof

A nickel catalyst and diimine technology, which is applied in the preparation of imino compounds, chemical instruments and methods, nickel organic compounds, etc., can solve the problems of low ligand yield, large steric hindrance, and high cost of catalyst synthesis , to achieve good polymerization activity and good thermal stability

Active Publication Date: 2019-07-02
HANGZHOU XINGLU TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the catalyst with a symmetrical structure in which the aniline substituents on both sides are large-volume substituents, when preparing the ligand of the catalyst, due to the large steric hindrance, the yield of the ligand is very low, resulting in the synthesis cost of the catalyst. At the same time, the R' of the bulky substituent group hinders the rapid insertion of ethylene, resulting in low polymerization activity of the catalyst when catalyzing ethylene polymerization, which limits its industrial application

Method used

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  • Ethylidene acenaphthene(asymmetric alpha-diimine)nickle catalyst and production method and application thereof
  • Ethylidene acenaphthene(asymmetric alpha-diimine)nickle catalyst and production method and application thereof
  • Ethylidene acenaphthene(asymmetric alpha-diimine)nickle catalyst and production method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1, Preparation A1: In 2,6-bis(benzhydryl)-4-methylaniline (8.8g, 20mmol) and ethylene acenaphthoquinone (3.7g, 18mmol) in toluene (150mL) solution Add p-toluenesulfonic acid (0.34g, 2mmol) and reflux for 6h. The solvent was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of dichloromethane and petroleum ether at a volume ratio of 2:1 to obtain A1 with a mass of 4.3 g and a yield of 38%.

Embodiment 2

[0044] Example 2, Preparation A2: In 2,4-bis(benzhydryl)-6-methylaniline (8.8g, 20mmol) and ethylene acenaphthoquinone (3.7g, 18mmol) in toluene (150mL) solution Add p-toluenesulfonic acid (0.34g, 2mmol) and reflux for 6h. The solvent was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of dichloromethane and petroleum ether at a volume ratio of 2:1 to obtain A2 with a mass of 4.7 g and a yield of 42%.

Embodiment 3

[0045] Example 3, Preparation A3: In 2,6-bis(bis(4-fluorophenyl)methyl)-4-methylaniline (10.2g, 20mmol) and ethylene acenaphthenequinone (3.7g, 18mmol) P-toluenesulfonic acid (0.34 g, 2 mmol) was added to the toluene (150 mL) solution, and the reaction was refluxed for 10 h. The solvent was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of dichloromethane and petroleum ether at a volume ratio of 2:1 to obtain A3 with a mass of 5.2 g and a yield of 41%.

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Abstract

The invention discloses a large-steric hindrance asymmetric(alpha-diimine)nickle olefin catalyst based on an ethylidene acenaphthenequinone skeleton and a production method and application thereof. Astructural formula of the large-steric hindrance asymmetric(alpha-diimine)nickle olefin catalyst based on the ethylidene acenaphthenequinone skeleton is as shown in the formula (I), wherein R1 is benzhydryl or bis(4-fluorophenyl)methyl, R2 is one of benzhydryl, bis(4-fluorophenyl)methyl and methyl, R3 is one of methyl, ethyl, isopropyl, benzhydryl, bis(4-fluorophenyl)methyl, halogen, trifluoromethyl and methoxyl, R4 is one of methyl, ethyl and isopropyl, R5 is one of one of methyl, ethyl and isopropyl, R6 is one of hydrogen, methyl, ethyl and isopropyl, and X is chlorine or bromine. The catalyst is simple in production technology, can catalyze vinyl polymerization under the action of a cocatalyst, shows good thermal stability and polymerization activity, and has good industrial applicationprospects.

Description

[0001] Technical field: the present invention relates to an asymmetric (α-diimine) nickel olefin catalyst and its preparation method and application, in particular to a kind of ethylene acenaphthene asymmetric α-diimine nickel catalyst and its preparation method and application, And use the catalyst to catalyze the polymerization of ethylene or propylene to obtain polyethylene or polypropylene. [0002] technical background: [0003] Polyolefin is a basic material related to the national economy and people's livelihood, and because of its excellent performance, variety of varieties, easy availability of raw materials and low price, it is widely used in various fields such as industry, agriculture and national defense. The development and application of new catalysts is one of the core driving forces to promote the progress and development of the polyolefin industry, and is the key to controlling the structure and performance of polyolefin materials. [0004] In recent decades, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/04C07C249/02C07C251/20C08F110/02C08F4/70C08F110/06
CPCC07F15/045C07C249/02C07C251/20C08F110/02C08F110/06C08F4/7006C08F4/7098Y02P20/52
Inventor 不公告发明人
Owner HANGZHOU XINGLU TECH CO LTD
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