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2,6-diene amine pyridine binuclear cobalt complex catalyst as well as preparation method and application thereof

A technology of dienylaminopyridine and cobalt complexes, which is applied in the production of cobalt organic compounds, organic chemistry, bulk chemicals, etc., and can solve problems such as limited metal catalysts

Inactive Publication Date: 2014-04-16
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These all limit the practical application of metal catalysts to a certain extent.

Method used

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  • 2,6-diene amine pyridine binuclear cobalt complex catalyst as well as preparation method and application thereof
  • 2,6-diene amine pyridine binuclear cobalt complex catalyst as well as preparation method and application thereof
  • 2,6-diene amine pyridine binuclear cobalt complex catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Embodiment 1, preparation N, N / - Two (1-(3-(1-(2,6-diethylphenylimine) ethyl) pyridin-2-yl) ethylene) tetraethylbiphenyl (L5) (R 1 is ethyl, R 2 for hydrogen, R 3 for ethyl)

[0090]

[0091] 1) Add catalyst amount (2ml) to a solution of 2,6-diacetylpyridine (3.9g, 24mmol) and 2,6-diethylaniline (3.0g, 20mmol) of formula II in ethanol (200mL) Formic acid, stirred in an ice bath for 24h, filtered to obtain 0.87g yellow solid, belonging to formula III (R 1 is ethyl, R 2 2-enamine-6-acylpyridine compound for hydrogen): 1-(6-(1-((2,6-diethylphenyl)enamine)ethyl)2-pyridyl)acetyl, yield 29.5 %.

[0092]2) Dissolve 6.0g (40mmol) 2,6-diethylaniline in 50ml dichloromethane, 20g (133mmol) copper sulfate and 20g (126mmol) potassium permanganate are fully ground and mixed, add to the solution and stir at room temperature for 15h. Reaction solution The completion of the reaction was confirmed by thin-layer chromatography, and the reaction solution was subjected to column...

Embodiment 2

[0098] Embodiment 2, preparation N,N / -Bis(1-(3-(1-(2,6-dimethylphenylimine)ethyl)pyridin-2-yl)ethylene)tetramethyl Biphenyl[L1] (R 1 is methyl, R 2 for hydrogen, R 3 for methyl)

[0099]

[0100] Using the same method as in Example 1, 0.45 g of a yellow solid was obtained with a yield of 49.3% (melting point: 272° C.).

[0101] The structural confirmation data are as follows: 1 H NMR: (400MHz, CDCl 3 ):8.53(d,J=8.0Hz,2H,Py-H),7.96(t,J=8.0Hz,1H,Py-H),7.37(d,J=8.0Hz,2H,Ph-H), 7.09(t, J=8.0Hz, 1H, Ph-H), 6.96(s, 2H, Ph-H), 2.31(s, 3H, CH 3 ),2.26(s,3H,CH 3 ),2.14(s,6H,2×CH 3 ),2.07(s,6H,2×CH 3 ). 13 C NMR (100MHz, CDCl 3 ):167.5,167.3,155.2,155.1,148.8,148.7,136.9,136.0,128.0,126.4,125.8,125.5,123.1,122.4,18.2,18.0,16.7,16.5.FT-IR(cm -1 ):2913(m),1639(ν C=N ,s),1569(m),1461(s),1429(s),1362(s),1324(w),1296(w),1247(m),1200(s),1120(m),1083 (m), 857(m), 814(m), 769(s), 689(w). Elemental analysis: C 50 h 52 N 6 (736) Theoretical value: N, 11.40; C, 81.49; H...

Embodiment 3

[0102] Embodiment 3, preparation N, N / - Two (1-(3-(1-(2,6-diethylphenylimine) ethyl) pyridin-2-yl) ethylene) tetramethylbiphenyl [L2] (R 1 is ethyl, R 2 for hydrogen, R 3 for methyl)

[0103]

[0104] Using the same method as in Example 1, 0.41 g of a yellow solid was obtained with a yield of 42.6% (melting point: 238° C.).

[0105] The structural confirmation data are as follows: 1 H NMR (400MHz, CDCl 3 ):8.51(d,J=8.0Hz,4H,Py-H),7.95(t,J=8.0Hz,2H,Py-H),7.13(d,J=7.6Hz,4H,Ph-H), 7.05(t, J=8.0Hz, 2H, Ph-H), 6.29(s, 4H, Ph-H), 2.29-2.44(m, 8H, 4×CH 2 ),2.24(s,6H,2×CH 3 ),2.10(s,6H,2×CH 3 ),1.14(t,J=7.6Hz,12H,4×CH 3 ). 13 C NMR (100MHz, CDCl 3 ):167.5,166.9,155.2,155.0,147.9,136.9,136.0,131.2,126.4,126.0,125.8,123.4,122.3,24.7,18.2,16.9,16.7,13.8.FT-IR(cm -1 ):2964(m),1637(ν C=N ,s),1567(s),1450(m),1362(s),1321(w),1296(w),1243(s),1200(m),1119(m),1098(w),857 (w), 828(m), 769(s), 689(w). Elemental analysis: C 56 h 60 N 6 (792) Theoretical value: N, 10.60; C, 81...

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Abstract

The invention discloses a 2,6-diene amine pyridine binuclear cobalt complex catalyst as well as a preparation method and application of the 2,6-diene amine pyridine binuclear cobalt complex catalyst. The complex has a structural formula shown in formula I, wherein, R1 is selected from at least one of methyl, ethyl and isopropyl; R2 is methyl or hydrogen; and R3 is methyl, ethyl or isopropyl. The preparation method comprises the following step: reacting a ligand shown in formula V with CoCl2 under conditions of room temperature to obtain the complex shown as formula I. The complex containing a 2,6-diene amine pyridine ligand and a cobalt metal is designed and synthesized by the method provided by the invention; the complex is capable of catalyzing vinyl polymerization in the presence of cocatalysts including methylaluminoxane and modified methylaluminoxane to obtain a polymer with high molecular weight, and meanwhile has very high activity which reaches as high as 10<7>g.mol<-1>(M).h<-1> and broad industrial application prospects. (img file='DDA0000455387120000011. TIF'wi='496'he='984' / ).

Description

technical field [0001] The invention relates to a 2,6-dienylamine pyridine binuclear cobalt complex catalyst, a preparation method and application thereof. Background technique [0002] Polyolefin materials are the pillars of modern science and technology and social development. They have become indispensable and important materials in various fields of cutting-edge technology, national defense construction and national economy. Among them, polyethylene materials are the world's fastest-growing, largest-yielding, and extremely versatile synthetic materials. Resin is widely used in many fields such as industry, agriculture, military, medical and health care, and daily life. At present, industrialized polyethylene catalysts have Ziegler-Natta type catalysts (DE Pat889229 (1953); IT Pat536899 (1955) and IT Pat545332 (1956); Catalysts (Belg.Pat.530617 (1955); Chem.Rev.1996, 96, 3327) and metallocene catalysts (W.Kaminsky, Metalorganic Catalysts for Synthesis and Polymerization,...

Claims

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Application Information

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IPC IPC(8): C07F15/06C07D213/53C08F10/02C08F4/70
CPCY02P20/52
Inventor 邢其锋赵同杜世振孙文华
Owner INST OF CHEM CHINESE ACAD OF SCI
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