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Pyridine amine hafnium compound as well as preparation method and application thereof

A technology of pyridylamine group and hafnium compound, applied in the field of pyridylamine group hafnium compound and preparation thereof, can solve the problem of no aryl group and the like, and achieve the effects of easy regulation, improved thermal stability and narrow molecular weight distribution

Pending Publication Date: 2021-10-22
PETROCHINA CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current substituents at the ortho position of arylamines are mainly aliphatic alkyl groups, and there is no aryl substitution catalyst

Method used

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  • Pyridine amine hafnium compound as well as preparation method and application thereof
  • Pyridine amine hafnium compound as well as preparation method and application thereof
  • Pyridine amine hafnium compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Synthesis of pyridone compounds

[0070] Under a nitrogen atmosphere, 1.86g (10mmol) of 2-acetyl-6-bromopyridine, 1.72g (10mmol) of naphthaleneboronic acid, 15mg of tetrakis(triphenylphosphine)palladium, and 6g of potassium carbonate were successively added to the branch bottle, and injected 30mL ethanol, 20mL toluene, 10mL water, reflux overnight. Extract by liquid separation, wash with water, and dry to obtain 2.17 g of pyridine aldehyde compound A, with a yield of 93%. The H NMR spectrum is as follows: 1 H NMR (300MHz,C 6 D. 6 ):δ8.19-8.15(m,1H,ArH),8.01(dd,2.0Hz,1H,ArH),7.71-7.66(m,2H,ArH),7.45(dd,1H,ArH),7.33-7.28 (m,3H,ArH),7.18-7.13(m,2H,ArH),2.59(s,3H,(CH 3 )CO).

Embodiment 2

[0072] Synthesis of Substituted Aniline N1

[0073] Add 13.3g (72.2mmol) of benzhydryl alcohol and 3.66g (34mmol) of 4-methylaniline into the bottle, heat to 80°C to melt, add 2.4g (17.6mmol) of zinc chloride dissolved in hydrochloric acid, and heat up to 150°C. After reacting for 2 hours, cool down, dissolve with dichloromethane, neutralize excess acid with sodium bicarbonate, separate liquid extraction, spin dry, and rinse with ethanol to obtain 13.3 g of white powder with a yield of 89%. The H NMR spectrum is as follows: 1 H NMR (400MHz, CDCl 3 ):δ7.34-7.27(d,8H,Ph),7.24-7.18(d,4H,Ph),7.12-7.06(d,8H,Ph),6.38(s,2H,Ar-H),5.45( s,2H,CHPh 2 ),3.27(s,2H,NH 2 ), 2.02(s,3H,Me).

Embodiment 3

[0075] Synthesis of Substituted Aniline N2

[0076] According to the synthesis method in Example 2, the 4-methylaniline in Example 2 was replaced with 4-methoxyaniline, and the yield was 67%. The H NMR spectrum is as follows: 1 H NMR (400MHz, CDCl 3 ):δ3.24(2H,bs,NH 2 ),3.55(3H,s,OCH 3 ),5.64(2H,s,CHPh 2 ), 6.40(2H,s,Ar-H),7.25-7.43(20H,m,Ar-H).

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Abstract

The invention discloses a pyridine amine hafnium compound, a preparation method thereof and application thereof in olefin polymerization reaction. The structural formula of the pyridine amine hafnium compound is shown as a formula I, R represents hydrogen and methyl, and X represents methyl, methoxyl, fluorine, chlorine and bromine elements. The pyridine amine hafnium compound can be used as a main catalyst to catalyze olefin polymerization, not only has high activity and strong orientation ability, but also shows very strong copolymerization ability and living polymerization performance, and can catalyze ethylene and alpha-olefin to obtain a high-performance polyolefin material.

Description

technical field [0001] The invention belongs to the technical field of olefin polymerization catalysts, and in particular relates to a hafnium pyridylamine compound and its preparation method and application. Background technique [0002] Polyolefin is a material with a wide range of applications. It has the advantages of easy processing and use, low price and the like. Olefin polymerization catalysts have become the key to the polyolefin industry because of their ability to regulate the structure and properties of polyolefins. Therefore, designing and developing new polyolefin catalysts has become the core technology to promote the development of polyolefin industry. [0003] Pyridylamine-based hafnium catalysts were first developed by DOW Chemical Company and showed good performance in catalyzing olefin polymerization. The pyridylamine-based hafnium catalyst can catalyze ethylene polymerization with high activity to prepare linear polyethylene. It can also catalyze the...

Claims

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Application Information

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IPC IPC(8): C07F7/00C08F110/02C08F110/06C08F110/14C08F210/16C08F210/06C08F210/14C08F4/64
CPCC07F7/00C08F110/02C08F110/06C08F110/14C08F210/16C08F4/64044C08F2500/01C08F2500/03C08F2500/15C08F210/06C08F210/14
Inventor 王雄高海洋徐人威龚光碧王申鸣马艳萍杨世元陈旭李广全王凌志钟柳刘芸韩晓昱郭义樊洁穆蕊娟
Owner PETROCHINA CO LTD
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