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Beta-hydroxy imine titanium metal catalyst and method for polymerizing ethylene

A technology of metal catalyst, titanium hydrazine, applied in the direction of titanium organic compound, imino compound preparation, organic chemistry, etc., can solve the problem of low activity of ethylene

Inactive Publication Date: 2014-05-14
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These catalysts have a large coordination space and are highly active toward higher α-olefins, but very low toward ethylene

Method used

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  • Beta-hydroxy imine titanium metal catalyst and method for polymerizing ethylene
  • Beta-hydroxy imine titanium metal catalyst and method for polymerizing ethylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] C 6 h 5 N=C(CH 3 )CH 2 Synthesis of CH(Ph)OH Ligand

[0018] Under the protection of an inert gas, 22.32ml (0.0210mol) of lithium diisopropylamide and 25.00ml of tetrahydrofuran were added to a 250ml three-necked flask, and 2.79g (0.0210mol) of C 6 h 5 N=C(CH 3 )CH 3 25.00ml tetrahydrofuran solution, the temperature rises naturally, and the reaction is stirred for 0.5 hours. At -5°C, a solution of 1.43ml (0.0140mol) benzaldehyde in 25.00ml tetrahydrofuran was added and reacted for 10 hours. Pour the reaction solution into ice water, use a separatory funnel to separate the liquid, remove part of the solvent from the organic phase, put it in the refrigerator for crystallization, and use an organic solvent composed of n-hexane and ethyl acetate at a volume ratio of 1:1 After recrystallization, 1.34 g of solid was obtained with a yield of 40%.

[0019] [C 6 h 5 N=C(CH 3 )CH 2 CH(Ph)O] 2 TiCl 2 Synthesis

[0020] Under inert gas protection, in the Schlenk bo...

Embodiment 2

[0022] (2-CH 3 -C 6 h 4 )N=C(C 4 h 9 )CH 2 Synthesis of CH(Ph)OH

[0023] Under the protection of inert gas, 22.32ml (0.0210mol) lithium diisopropylamide and 25.00ml toluene were added to a 250ml three-necked flask, and 2.65g (0.0140mol) (2-CH 3 -C 6 h 4 )N=C(C 4 h 9 )CH 3 25.00ml of toluene solution, the temperature rises naturally, and the reaction is stirred for 1 hour. At 0°C, a solution of 1.43ml (0.0140mol) benzaldehyde in 25.00ml toluene was added and reacted for 20 hours. Pour the reaction solution into ice water, separate the liquid with a separatory funnel, remove part of the solvent from the organic phase, put it in the refrigerator for crystallization, and recrystallize the precipitated crystals with an organic solvent composed of n-hexane and toluene at a volume ratio of 5:1 , 1.74 g of solid was obtained, yield 42%.

[0024] [(2-CH 3 -C 6 h 4 )N=C(C 4 h 9 )CH 2 CH(Ph)O] 2 TiCl 2 Synthesis

[0025]Under inert gas protection, 0.68g (2.32mmol)...

Embodiment 3

[0027] (2-CH 3 -6-C 2 h 5 -C 6 h 3 )N=C(Ph)CH 2 C(2-CH 3 Synthesis of O-Ph)OH

[0028] Under the protection of inert gas, 22.32ml (0.0210mol) lithium diisopropylamide and 25.00ml ether were added to a 250ml three-necked flask, and 2.49g (0.0105mol) (2-CH 3 -6-C 2 h 5 -C 6 h 3 )N=C(Ph)CH 3 25.00ml tetrahydrofuran solution, the temperature rises naturally, and the reaction is stirred for 2 hours. At 5°C, add 0.64ml (0.0053mol) p-methoxybenzaldehyde in 25.00ml ether solution, and react for 24 hours. Pour the reaction solution into ice water, separate the liquid with a separatory funnel, remove part of the solvent from the organic phase, put it in the refrigerator for crystallization, and recrystallize the precipitated crystals with an organic solvent composed of n-hexane and tetrahydrofuran at a volume ratio of 8:1 , 0.85 g of solid was obtained with a yield of 43%.

[0029] [(2-CH 3 -6-C 2 h 5 -C 6 h 3 )N=C(Ph)CH 2 C(2-CH 3 O-Ph)O] 2 TiBr 2 Synthesis

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Abstract

The invention discloses a beta-hydroxy imine titanium metal catalyst for polymerizing ethylene and a method for polymerizing ethylene. The catalyst can be prepared by the following steps: reacting an imide compound with lithium diisopropylamide; reacting the reacted imide compound with aldehyde or ketone to generate a beta-hydroxy imine ligand; and reacting the ligand with a titanium metal compound to generate the beta-hydroxy imine titanium metal catalyst. By adjusting the substituent group structure of the imide compound and the types of the aldehyde or ketone and the polymerization conditions, the controllability of the catalytic polymerization on the ethylene can be realized. The catalyst is a novel non-metallocene transition metal catalyst and has the characteristics of novel structure, high catalytic activity, easily-accessible raw materials, convenient preparation and the like.

Description

technical field [0001] The invention belongs to the field of metal organic catalysts and olefin polymerization, relates to a β-hydroxyimine titanium metal catalyst for ethylene polymerization, and provides an ethylene polymerization method completed by using the catalyst. Background technique [0002] Since the synthesis of ferrocene in 1951, organometallic chemistry has developed rapidly, especially the discovery of Ziegler-Natta catalyst in 1953, which made metalorganic chemistry and polymer chemistry a big step forward. The unique structure and magical catalytic effect of metal complexes (chelates) have attracted the attention of many scientists in these two fields. A wide variety of new metal-organic complexes (chelates) have been synthesized and widely used as catalysts in the catalytic polymerization of olefins. [0003] In the development of catalysts, the research on early transition metal catalysts was first reported by John D.Scollard and DavidH.McConville in 1996...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F4/642C08F10/02C07C249/02C07C251/16C07C251/24C07F7/28
Inventor 张丹枫孙悦刘国敏邓筱娟樊帅
Owner EAST CHINA UNIV OF SCI & TECH
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