Metallocene Catalysis Using Benzene-Substituted Diorganomagnesium

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Solution Overview

Problem

Existing rare earth metallocene-based catalytic systems for polyolefin synthesis, particularly copolymers of olefin and 1,3-diene, face limitations in functional group incorporation and catalytic activity.

Innovation Solution

A novel catalytic system using a diorganomagnesium compound with a specific benzene ring structure as a co-catalyst, enhancing the functional group rate and catalytic activity by incorporating a diorganomagnesium compound with a benzene ring substituted at specific carbon positions, and a metallocene with rare earth metal complexes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional rare earth metallocene-based catalytic systems are used for polyolefin synthesis, then polymerization can be achieved, but the functional group incorporation rate and catalytic activity are limited

Engineering Contradiction:
Improvefunctional group incorporation rateVSAvoidcatalytic activity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent modifies the chemical structure of the co-catalyst by introducing a benzene ring with specific substituents (at positions ortho to the magnesium atom) to change the electronic and steric parameters of the catalytic system. This structural parameter change enhances both the functional group incorporation rate and catalytic activity simultaneously, resolving the contradiction between productivity and reliability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite catalytic system combining a rare earth metallocene with a specifically structured diorganomagnesium co-catalyst. This composite approach leverages the synergistic effects of both catalyst components, where the metallocene provides the basic catalytic framework and the modified diorganomagnesium enhances functional group incorporation and overall catalytic activity, thereby resolving the technical contradiction.

Inventive Principle:
Principle #40Composite materials

2Productivity

If standard diorganomagnesium co-catalysts are used, then the catalytic system can function, but the functional polymer chain formation is insufficient

Engineering Contradiction:
Improvefunctional polymer chainsVSAvoidcatalytic system simplicity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent introduces specific local structural features (benzene ring with substituents at ortho positions relative to the magnesium atom) in the co-catalyst molecule. These localized structural modifications create specific electronic and steric environments that enhance the formation of functional polymer chains while maintaining the overall simplicity of the catalytic system architecture.

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The novel catalytic system improves the functional group incorporation and catalytic activity in the synthesis of functional polymers, particularly copolymers of ethylene and 1,3-butadiene, leading to higher functional polymer chains and enhanced polymerization efficiency.

Implementation Method 1

Catalyst systems based on rare earth metallocenes are described... They allow the synthesis of polyolefins, in particular copolymers of olefin and 1,3-diene... the metallocene is activated by a co-catalyst that is part of the catalytic system. An organomagnesium, an organoaluminum or an organolithium may be suitable as a co-catalyst.

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP4077418B1Catalytic system based on a metallocene and a diorganomagnesium
Publication Date: 2025.08.20 MICHELIN & CO (CIE GEN DES ESTAB MICHELIN)
  • EP4077418B1 patent drawing
  • EP4077418B1 patent drawing
  • EP4077418B1 patent drawing

AI summary

The invention relates to a catalytic system based on at least one metallocene and a diorganomagnesium compound of formula RB-Mg-RA, RB being different from RA and comprising a benzene ring substituted by the magnesium atom, wherein one of the carbon atoms of the benzene ring on the ortho position of the magnesium is substituted by methyl, ethyl, isopropyl or forms a ring with the carbon atom which is its closest neighbor and which is on a meta position of the magnesium, wherein the other carbon atom of the benzene ring on the ortho position of the magnesium is substituted by methyl, ethyl or isopropyl, RA being a substituted or unsubstituted alkyl, cycloalkyl or benzyl. It makes it possible to increase the function content in the synthesis of functional polymers.