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Process for preparing olefin polymerizing catalyst of [R-N,P] 1-type double tooth ligand and post transition metal coordination

A late-transition metal and bidentate ligand technology, applied in the field of preparation of polynorbornene, can solve problems such as low molecular weight, low catalytic activity, and difficult processing

Inactive Publication Date: 2007-02-28
FUDAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are few studies on cationic or free radical polymerization, and the resulting product is a norbornene oligomer connected at the 2 and 7 positions with low relative molecular weight
In 1963, Sartori et al. first reported the addition polymerization of norbornene, but there were shortcomings such as low catalytic activity and low molecular weight.
After Kaminsky et al. found a highly efficient metallocene / methylaluminoxane (MAO) catalytic system, great progress was made in the addition polymerization of norbornene using this catalytic system. The resulting polynorbornene had good thermal stability, but the product was insoluble In organic solvents, difficult to process

Method used

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  • Process for preparing olefin polymerizing catalyst of [R-N,P] 1-type double tooth ligand and post transition metal coordination
  • Process for preparing olefin polymerizing catalyst of [R-N,P] 1-type double tooth ligand and post transition metal coordination
  • Process for preparing olefin polymerizing catalyst of [R-N,P] 1-type double tooth ligand and post transition metal coordination

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: the preparation of 2-diphenylphosphoraniline:

[0035] Take 6.4g (0.05mol, 5.30mL) of 2-chloroaniline, 13.1g (0.05mol) of PPh 3 In a 50mL round bottom flask, then add 3.25g (0.025mol) powdered anhydrous nickel chloride. The mixture was heated to 200°C under stirring, and kept at 200-220°C for 4 hours. The dark blue melt is cooled to 180~160°C and then poured into about 30mL of 60°C hot water acidified with acid; the melt is extracted with another 20mL boiling acidified water until the blue color of the melt fades completely , combined with acidified water. After cooling, the aqueous phase was washed with diethyl ether (1×15 mL, 2×10 mL) to remove unreacted starting material, and then washed with CH 2 Cl 2 (3 × 15mL) extraction, combined extracts and with anhydrous Na 2 SO 4 Dry and evaporate to a yellow oil (ca. 15 mL). Add about 25 mL of THF under vigorous stirring until the white crystals just start to form. The resulting mixture is left at about ...

Embodiment 2

[0038] Embodiment 2: Preparation of 2-diphenylphosphazenemethylaniline ligand:

[0039] The ligand L prepared in 0.555g (2.0mmol) embodiment 1 1 Dissolve in 20mL of treated anhydrous THF, add dropwise at minus 78°C n BuLi 2.0mmol, stirred for 2-3 hours. Add 0.125 mL (2.0 mmol) of CH dropwise to the reaction solution at low temperature 3 1, warming up to room temperature after 4 hours of reaction, overnight. The reaction was quenched with 3 mL of degassed water and extracted with ether (3 x 3 mL), the organic layer was separated and washed with anhydrous MgSO 4 Drying, filtration, and finally removal of the solvent in vacuo yielded the product.

Embodiment 3

[0040] Example 3: with [R-N, P] 1- Preparation of late transition metal catalysts coordinated by type bidentate ligands:

[0041] The preparation of the catalyst is carried out under the protection of anaerobic, anhydrous and high-purity nitrogen. The ligand L prepared in 0.277g (1.0mmol) embodiment 1 1 Dissolve in 20mL of treated anhydrous THF, add dropwise at a low temperature of minus 78°C n BuLi 0.48mL (2.3M, 1mmol), after stirring for 2-3 hours, slowly add the reaction mixture to the solution containing 0.668g (0.96mmol) trans-[Ni(PPh 3 ) 2 (Ph)Cl] in toluene solution. After stirring at room temperature for 12-16 hours, the lithium salt precipitate was removed by centrifugation, the solvent was concentrated in vacuo, and a large amount of n-hexane was added to precipitate the precipitate. After the solvent was removed by vacuum filtration, the precipitate was washed with n-hexane for 3-5 times, and vacuum-dried to obtain 0.499 g of the corresponding catalyst with a y...

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Abstract

The present invention is [R-N,P]1- type olefin polymerizing catalyst bidentate ligand and post-transition metal coordination and its synthesis and application in catalyzing polymerization of norbornene. The catalyst has the expression of [L-MR1R2], where, L is bidentate ligand containing N or P atom capable of coordinating with metal, R1 is Ph or CH3, R2 is PPh3 or CH3CN, and M is metal Ni or Pd. The catalyst is used in catalyzing polymerization of norbornene together with methyl aluminoxane or modified methyl aluminoxane to result in high catalytic activity. The catalyst has simple preparation process and high stability, and may be used in prepared polynorbornene product with high molecular weight, high glass temperature and unique property.

Description

technical field [0001] The present invention belongs to [R-N, P] 1- A preparation method of an olefin polymerization catalyst coordinated by a type bidentate ligand and a late transition metal and its application in the preparation of polynorbornene. technical background [0002] The development and research of polyolefin synthesis process is one of the hot research topics in polymer chemistry and plastic industry. Polyolefin is the pillar industry of modern polymer material industry, and olefin polymerization catalyst is the core of polyolefin industry. Because organometallic olefin polymerization catalysts can not only efficiently catalyze olefin polymerization under mild conditions, but also can tailor the microstructure of polymers, it is possible to design new functional polyolefin materials and improve the performance of existing polymers at the molecular level. Research in the field has always been one of the frontiers and hotspots of contemporary chemistry. Since ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F4/80C08F32/08
Inventor 金国新王海玉
Owner FUDAN UNIV
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