Monocene trivalent transition metal complex containing neutral benzyl heteroatom ligand and use

A transition metal and heteroatom technology, applied in the field of olefin polymerization catalysts, can solve the problems of low polymer molecular weight and comonomer content, wide molecular weight distribution, and low catalytic activity, and achieve high molecular weight, low cost, and high catalytic activity. Effect

Active Publication Date: 2021-08-31
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Although the above-mentioned known catalysts show excellent performance in some aspects, they all have the disadvantages of poor performance in some aspects, such as low catalytic activity, low polymer molecular weight and comonomer content, wide molecular weight distribution, and catalytic heterogeneity. Low selectivity of cis-1,4 in the polymerization of pentadiene

Method used

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  • Monocene trivalent transition metal complex containing neutral benzyl heteroatom ligand and use
  • Monocene trivalent transition metal complex containing neutral benzyl heteroatom ligand and use
  • Monocene trivalent transition metal complex containing neutral benzyl heteroatom ligand and use

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Embodiment 1N, the synthesis of N-dimethyl 1-(2-(2,3,4,5-tetramethylcyclopentadienyl) benzyl)amine titanium dichloride (complex I-1)

[0025] N,N-Dimethylbenzylamine (13.5 g, 0.100 mol) was weighed into a two-neck round bottom flask, and dry diethyl ether (100 mL) was added thereto under nitrogen protection. At room temperature, a hexane solution of n-butyllithium (2.50 mol / L, 40 mL) was added in batches, and after the addition, the reaction solution was stirred and refluxed for 30 h, and then cooled to room temperature. 2,3,4,5-Tetramethyl-2-cyclopentanone (13.8 g, 0.100 mol) was added dropwise to the above reaction system, and the dropping time was over 30 min to keep the reaction under reflux. After the addition, the reaction mixture was stirred and refluxed for 2h. The reaction solution was cooled with an ice-water bath and 6mol / L hydrochloric acid (75mL) was added thereto, and the dark red liquid obtained after removing the volatile matter under reduced pressure w...

Embodiment 2

[0028] Example 2 Synthesis of 1-(2-(2,3,4,5-tetramethylcyclopentadienyl)benzyl)pyrrolidine titanium dichloride (complex I-2)

[0029] Weighed 1-(benzyl)pyrrolidine (16.1 g, 0.100 mol) into a two-neck round bottom flask, and added dry diethyl ether (50 mL) thereto under nitrogen protection. At room temperature, a hexane solution of n-butyllithium (2.50 mol / L, 40 mL) was added in batches, and after the addition, the reaction solution was stirred and refluxed for 30 h, and then cooled to room temperature. 2,3,4,5-Tetramethyl-2-cyclopentanone (13.8 g, 0.100 mol) was added dropwise to the above reaction system, and the dropping time was over 30 min to keep the reaction under reflux. After the addition, the reaction mixture was stirred and refluxed for 2h. The reaction solution was cooled with an ice-water bath and 6mol / L hydrochloric acid (75mL) was added thereto, and the dark red liquid obtained after removing the volatile matter under reduced pressure was redissolved in water (5...

Embodiment 3

[0031] Example 3N, the synthesis of N-dimethyl 1-(2-(9-fluorenyl) benzyl)amine titanium dichloride (complex I-3)

[0032] Weigh N,N-dimethylbenzylamine (13.5 g, 0.100 mol) into a two-neck round bottom flask, and add dry diethyl ether (50 mL) therein under nitrogen protection. At room temperature, a hexane solution of n-butyllithium (2.50 mol / L, 40 mL) was added in batches, and after the addition, the reaction solution was stirred and refluxed for 30 h, and then cooled to room temperature. A solution of 9-fluorenone (18.0 g, 0.100 mol) in diethyl ether (100 mL) was slowly added to the reaction solution over 30 min to keep the reaction under reflux. After the addition, the reaction mixture was stirred and refluxed for 2h. with saturated NH 4 The reaction was quenched with aqueous Cl (30 mL), the organic phase was separated, and the aqueous phase was extracted with ethyl acetate (3 x 30 mL). The combined organic phases were washed with anhydrous MgSO 4 Dry and remove solvent ...

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Abstract

The neutral benzyl heteroatom-containing ligand monocene trivalent transition metal complex and its use belong to the technical field of olefin polymerization catalysts. The molecular formula of described complex is [Cp'C 6 h 4 ‑o‑CH 2 A] MX 1 x 2 (1), has the following general structural formula: with the described neutral benzyl heteroatom ligand monocene trivalent transition metal complex as the main catalyst, with alkylaluminoxane or alkylaluminum and organoboron auxiliary agent The mixture is a cocatalyst for catalyzing the polymerization of olefins. The complex of the present invention has the advantages of simple synthesis method, low cost, high yield, etc.; when used to catalyze olefin polymerization, it shows higher catalytic activity, the obtained polymer has higher molecular weight, narrower molecular weight distribution, and the copolymer comonomer The content is higher.

Description

technical field [0001] The invention belongs to the technical field of olefin polymerization catalysts, and relates to a side-arm monocene trivalent transition metal complex containing a neutral benzyl heteroatom ligand, a preparation method thereof and an application in olefin polymerization. Background technique [0002] Metallocene catalysts are typical representatives of single-site olefin polymerization catalysts. Since its birth in the 1980s, metallocene catalysts have attracted widespread attention from academia and industry due to their high catalytic activity, good polymer structure controllability, and excellent copolymerization performance. Among them, monometallocene complexes, due to their excellent catalytic performance, have been widely used in catalyzing the copolymerization of ethylene with α-olefins, cycloolefins and polar monomers, the polymerization of conjugated dienes, and linear low-density polyethylene, poly Industrial production of important polyole...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F17/00C08F110/02C08F110/06C08F210/16C08F210/14C08F110/14C08F136/08C08F4/6592
CPCC07F17/00C08F110/02C08F110/06C08F110/14C08F136/08C08F210/16C08F210/14C08F4/6592C08F2500/01C08F2500/03
Inventor 母瀛宋婷婷刘宁
Owner JILIN UNIV
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