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A kind of arylamino ether metal complex, its preparation method and application

A technology of metal complexes and aryl amino ethers, which is applied in the field of homopolymerization of ethylene or copolymerization of ethylene and α-olefins, and can solve the problems of complex synthetic routes and high costs

Active Publication Date: 2022-08-05
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Metallocene catalysts, FI catalysts, and PI catalysts are all monopolized by foreign technologies, and their synthesis routes are complicated, and the cost is generally high, or boron salts need to be added

Method used

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  • A kind of arylamino ether metal complex, its preparation method and application
  • A kind of arylamino ether metal complex, its preparation method and application
  • A kind of arylamino ether metal complex, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0094] Preparation of compounds represented by formula A1 (R 1 =R 5 =Me;R 2 =R 3 =R 4 =H)

[0095] 3-tert-butylsalicylaldehyde (3.56g, 20mmol) and 2,6-dimethylaniline (2.43g, 20mmol) were respectively added to a 100mL round bottom flask, and 50mL anhydrous methanol and 0.10mL formic acid were added, After heating under reflux for 6 hours, the reaction solution was concentrated and subjected to basic alumina column chromatography (petroleum ether:ethyl acetate=50:1 (v / v)) to obtain 4.82 g of product with a yield of 85.6%. 1 H NMR (CDCl 3 ,400MHz,TMS):δ8.78(s,1H,-CH=N-),7.35(d,J=8.0Hz,1H),7.16–7.14(m,4H),6.88(t,J=8.0Hz , 1H), 5.74(s, 1H, -OH), 2.25(s, 6H), 1.40(s, 9H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ159.0,155.8,152.2,137.1,129.9,129.1,128.0,127.3,126.0,120.0,117.1,34.1,31.6,18.6.Anal.Calcd for C 19 H 23 NO(281.40): C, 81.10; H, 8.24; N, 4.98. Found: C, 80.83; H, 8.61; N, 4.74.

Embodiment 2

[0097] Preparation of compounds represented by formula A2 (R 1 =R 5 = i Pr;R 2=R 3 =R 4 =H)

[0098] The experimental procedure was the same as in Example 1, 3-tert-butylsalicylaldehyde (3.56 g, 20 mmol) was reacted with 2,6-diisopropylaniline (3.55 g, 20 mmol) to obtain 5.66 g of product with a yield of 83.8%. 1 H NMR (CDCl 3 ,400MHz,TMS):δ8.78(s,1H,-CH=N-),7.38-7.35(m,2H),7.15-7.12(m,3H),6.88(t,J=8.0Hz,1H) ,5.74(s,1H,-OH),2.78–2.75(m,2H),1.40(s,9H),1.18(d,J=8.0Hz,12H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ159.0,155.8,146.4,137.1,135.7,129.9,128.0,122.3,121.3,120.0,117.1,34.1,31.6,28.9,23.3.Anal.Calcd for C 23 H 31 NO(337.51): C, 81.85; H, 9.26; N, 4.15. Found: C, 81.53; H, 9.55; N, 4.01.

Embodiment 3

[0100] Preparation of compound represented by formula A3 (R 1 =R 3 =R 5 =Me;R 2 =R 4 =H)

[0101] The experimental procedure was the same as in Example 1, and 3-tert-butylsalicylaldehyde (3.56g, 20mmol) was reacted with 2,4,6-trimethylaniline (2.71g, 20mmol) to obtain 4.85g product with a yield of 82.1% . 1 H NMR (CDCl 3 ,400MHz,TMS):δ8.78(s,1H,-CH=N-),7.35(d,J=8.0Hz,1H),7.15(d,J=8.0Hz,1H),6.98–6.96(m ,3H),5.74(s,1H,-OH),2.34(s,6H),2.18(s,3H),1.40(s,9H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ159.0,155.8,149.2,137.1,129.9,128.2,128.0,125.4,120.0,117.1,34.1,31.6,21.9,18.9.Anal.Calcd for C 20 H 25 NO(295.43): C, 81.31; H, 8.53; N, 4.74. Found: C, 81.00; H, 8.82; N, 4.51.

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Abstract

The present invention provides an arylamino ether metal complex having the structure shown in formula I, a preparation method thereof, a catalyst composition comprising the same, and a catalyst composition for catalyzing olefin polymerization, especially ethylene homopolymerization or ethylene and α-olefin copolymerization applications in . The catalyst composition of the present invention exhibits very high catalytic activity and α-olefin insertion rate when catalyzing olefin polymerization. In Equation 1, R 1 to R 9 each the same or different, and each independently selected from hydrogen, C 1 ~C 10 Alkyl, C 1 ~C 10 Alkoxy, C 3 ~C 10 Cycloalkyl, C 3 ~C 10 Cycloalkyloxy, C 6 ~C 14 Aryl or C 6 ~C 14 Aryloxy, M is a transition metal selected from Group IVB, X is halogen,

Description

technical field [0001] The present invention relates to a class of arylamino ether metal complexes, a preparation method thereof, a catalyst composition comprising the complexes, and their application in catalyzing olefin polymerization, especially ethylene homopolymerization or ethylene and alpha-olefin copolymerization. Background technique [0002] Metallocene catalysts show high catalytic activity and control over the microstructure of polymerized products in catalyzing olefin polymerization, and a variety of olefin polymers have been successfully prepared. The unique cyclopentadiene group of metallocene catalysts can control the stericity and electronegativity of the active center during the catalytic process, making it form a single active center. Besides high activity, metallocene catalysts with defined geometry also exhibit excellent thermal stability and copolymerization performance, and have industrial application value for producing polyolefin elastomers (1, EP042...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/00C07F7/28C08F210/16C08F210/14C08F110/02C08F4/642
CPCC07F7/003C07F7/28C08F210/16C08F110/02C08F4/64189C08F2500/03C08F210/14
Inventor 黄传兵郭华张彦雨刘万弼郗朕捷王金强林小杰焦栋
Owner WANHUA CHEM GRP CO LTD
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