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Aniline oxime catalyst and preparation method thereof

A technology of aniline oxime and catalyst, which is applied in the field of aniline oxime catalysts and their preparation, can solve the problems of harsh reaction conditions, poor environmental friendliness, and poor heat resistance, and achieve good thermal stability, improved melting point, and branching low degree of effect

Active Publication Date: 2019-03-15
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The purpose of the present invention is to overcome the defects of harsh reaction conditions, high cost, poor environmental friendliness and poor heat resistance in the prior art, and provide a kind of polyolefin with mild reaction conditions, low cost, which can increase the melting point of polyolefin and has good heat resistance. Environmentally friendly olefin polymerization catalyst

Method used

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  • Aniline oxime catalyst and preparation method thereof
  • Aniline oxime catalyst and preparation method thereof
  • Aniline oxime catalyst and preparation method thereof

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preparation example Construction

[0046] The preparation method of aniline oxime catalyst, concrete steps are as follows:

[0047] (1) preparing a ligand salt compound;

[0048] (1.1) Disperse 2-hydroxyl-1,4-naphthoquinone and methoxyamine hydrochloride with a molar ratio of 1:1.1 in n-heptane, and react for 10 h at a temperature of 120 ° C to obtain a compound with the formula ( I) the oxime raw material of structure, in formula (I): R 5 is methoxy;

[0049] (1.2) Disperse the oxime raw material with a molar ratio of 1:1.1 and the substituted aniline having the structure of formula (II) in n-heptane, add trifluoroacetic acid and react at a temperature of 100°C for 12 hours to obtain aniline oximes Ligand, wherein, the molar ratio of trifluoroacetic acid and oxime raw material is 0.32:1, in formula (II): R 1 and R 2 Both are benzhydryl, R 3 is hydrogen;

[0050] (1.3) Dissolve the aniline oxime ligands in toluene, add sodium hydride and react for 3 hours at a temperature of 22°C to obtain a ligand salt c...

Embodiment 2

[0063] The preparation method of aniline oxime catalyst, concrete steps are as follows:

[0064] (1) preparing a ligand salt compound;

[0065] (1.1) Dispersing 2-hydroxy-1,4-naphthoquinone and tert-butoxylamine hydrochloride with a molar ratio of 1:1.1 in toluene, and reacting for 6h at a temperature of 120°C to obtain a compound having the formula (I ) structure of the oxime raw material, in the formula (I): R 5 is tert-butoxy;

[0066] (1.2) Disperse the oxime raw material with a molar ratio of 1:1.2 and the substituted aniline having the structure of formula (II) in toluene, add acetic acid and react for 8 hours at a temperature of 90° C. to obtain the aniline oxime ligand, wherein , the molar ratio of acetic acid and oxime raw materials is 0.33:1, in the formula (II): R 1 and R 2 Both are methyl, R 3 is hydrogen;

[0067] (1.3) Dissolve the aniline oxime ligand in tetrahydrofuran, add potassium hydride and react for 8 hours at a temperature of 30°C to obtain a ligan...

Embodiment 3

[0073] The preparation method of aniline oxime catalyst, concrete steps are as follows:

[0074] (1) preparing a ligand salt compound;

[0075] (1.1) Disperse 2-hydroxyl-1,4-naphthoquinone and benzyloxyamine hydrochloride with a molar ratio of 1:1.4 in chlorobenzene, and react for 8 hours at a temperature of 100°C to obtain a compound having the formula ( I) the oxime raw material of structure, in formula (I): R 5 is benzyloxy;

[0076] (1.2) Disperse the oxime raw material with the molar ratio of 1:1.2 and the substituted aniline with the structure of formula (II) in chlorobenzene, add the mixture of trifluoroacetic acid and acetic acid (the molar ratio is 1:1) after the temperature is React at 110°C for 21 hours to obtain aniline oxime ligands, wherein the molar ratio of the mixture of trifluoroacetic acid and acetic acid to the oxime raw materials is 0.34:1, in formula (II): R 1 and R 2 are isopropyl, R 3 is methyl;

[0077] (1.3) Dissolve the aniline oxime ligand in ...

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Abstract

The invention relates to an aniline oxime catalyst and a preparation method thereof. The preparation method comprises the following step: reacting a ligand salt compound and a nickel precursor or a palladium precursor and pyridine to obtain the aniline oxime catalyst, wherein the ligand salt compound is by reacting an aniline oxime ligand and a hydrogen drawing agent; the aniline oxime ligand is prepared by reacting an oxime raw material which has the structure as shown in formula (I) and substituted aniline which has the structure as shown in formula (II) shown in the description; the structural formula of a prepared product is shown in the description, wherein R5 is methoxy group, tert-butoxy or benzyloxy; R1 and the R2 are the same and are both selected from hydrogen, methyl, isopropyland benzhydryl; R3 is hydrogen or methyl; R4 is phenyl, methyl or helium atom; L is pyridine, trimethyl-phosphine or triphenylphosphine; and M is nickel or palladium atom. The preparation method is simple in processes; the prepared product is high in catalytic activity under high temperature; and the prepared polymer is of a linear structure.

Description

technical field [0001] The invention belongs to the field of ethylene polymerization, and relates to an aniline oxime catalyst and a preparation method thereof. Background technique [0002] Polyethylene (PE for short) is a kind of thermoplastic resin obtained by polymerizing ethylene. In industry, it also includes copolymers of ethylene and a small amount of α-olefin. Polyethylene is odorless, non-toxic, feels like wax, has excellent low temperature resistance, the lowest operating temperature can reach -100 ℃, good chemical stability, can withstand most acid and alkali erosion, insoluble in common solvents at room temperature, water absorption Small, excellent electrical insulation. Its products have been developed for more than 60 years, and the current global polyethylene production ranks first among the five general-purpose resins. [0003] Due to the good molding processability of high melting point polyethylene and the high crystallinity of polyethylene with a linea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F4/70C08F110/02C08F210/02C08F218/12C07F15/00C07F15/04
CPCC07F15/006C07F15/04C08F110/02C08F210/02C08F4/7021C08F218/12
Inventor 蔡正国徐菲
Owner DONGHUA UNIV
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