Phosphinimine Catalysts with Restricted Rotation for Temperature-Dependent Copolymer Tuning

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Solution Overview

Problem

Phosphinimine catalysts for ethylene copolymerization have not been known for temperature-dependent rotational behavior, limiting the ability to tune the microstructure of ethylene copolymers effectively.

Innovation Solution

Development of phosphinimine olefin polymerization catalysts with a specific structure, featuring a bulky phosphinimine ligand that exhibits restricted rotational behavior on the proton NMR time scale, allowing for temperature-dependent tuning of ethylene copolymer composition during solution-phase polymerization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional phosphinimine catalysts are used for ethylene copolymerization, then polymerization can proceed, but temperature-dependent rotational behavior is absent, limiting microstructure tuning capability

Engineering Contradiction:
Improvemicrostructure tuning capabilityVSAvoidcatalyst structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent introduces a dynamic element into the catalyst structure by incorporating a bulky phosphinimine ligand with restricted rotation about the P-N bond. This rotational restriction creates temperature-dependent conformational changes that enable microstructure tuning. The ligand's rotational barrier is engineered to be comparable to the polymerization rate, allowing the catalyst to switch between different active species at different temperatures, thereby achieving adaptability in microstructure control.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent changes the physical-chemical parameters of the catalyst by modifying the phosphinimine ligand structure with bulky groups (such as 2,6-diisopropylphenyl). This structural modification alters the rotational energy barrier of the P-N bond, creating temperature-dependent rotational behavior. By tuning the ligand's steric bulk and electronic properties, the catalyst's conformational equilibrium shifts with temperature, enabling control over polymer microstructure through temperature parameter adjustment.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If the phosphinimine ligand allows free rotation, then catalyst flexibility is high, but temperature-dependent rotational behavior is lost, preventing microstructure control

Engineering Contradiction:
Improvetemperature-dependent microstructure controlVSAvoidcatalyst conformational stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent creates a dynamically controlled system where the phosphinimine ligand's rotation is restricted to a程度 that allows temperature-dependent conformational switching. The rotational barrier is specifically engineered to be in the same energy range as the polymerization process, creating a dynamic equilibrium between different catalyst conformations. This dynamic behavior enables the catalyst to adapt its structure in response to temperature changes, achieving microstructure control while maintaining conformational stability at operating conditions.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent modifies the catalyst's conformational parameters by introducing bulky substituents on the phosphinimine ligand. These substituents increase the rotational energy barrier, creating a temperature-dependent conformational equilibrium. At lower temperatures, one conformation is favored, while at higher temperatures, rotation becomes more accessible, allowing the catalyst to access different active species. This parameter change enables precise control over polymer microstructure through temperature adjustment.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If metallocene catalysts with fluxional ligands are used, then blocky polypropylene can be produced, but this approach cannot be applied to phosphinimine catalysts for ethylene copolymerization

Engineering Contradiction:
Improverotational behavior utilizationVSAvoidcatalyst system complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent applies the fluxional ligand concept universally across different catalyst types. By incorporating a bulky phosphinimine ligand with restricted rotation into the group 4 metal catalyst system, the patent achieves temperature-dependent conformational switching similar to metallocene catalysts. This universal application of the fluxional ligand principle enables ethylene copolymerization with microstructure control, extending the applicability of rotational behavior utilization beyond propylene polymerization to ethylene copolymerization systems.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent modifies the catalyst system parameters by replacing the metallocene ligand framework with a phosphinimine ligand that exhibits similar rotational dynamics. The bulky phosphinimine ligand creates a rotational energy barrier comparable to that of fluxional metallocene ligands, enabling temperature-dependent conformational changes. This parameter change allows the catalyst to utilize rotational behavior for microstructure control in ethylene copolymerization, achieving multi-functionality across different polymerization systems.

Inventive Principle:
Principle #35Parameter changes

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

Enables the production of ethylene copolymers with variant compositions by adjusting the temperature, thereby enhancing the control over microstructure.

Implementation Method 1

exhibits restricted rotational behavior on the proton NMR time scale

Methodology Applied
Scientific EffectNMR (Nuclear Magnetic Resonance):

Implementation Method 2

allowing for temperature-dependent tuning of ethylene copolymer composition during solution-phase polymerization

Methodology Applied
Scientific EffectSolution-phase polymerization:

Data Source

PatentEP3529283B1Thermally tunable phosphinimine catalysts
Publication Date: 2023.11.29 NOVA CHEM (INT) SA
  • EP3529283B1 patent drawingFigure 1~2
  • EP3529283B1 patent drawingFigure 3~4
  • EP3529283B1 patent drawingFigure 5~6

AI summary

A new phosphinimine polymerization catalyst exhibits restricted rotation about a carbon-phosphorous bond. The restricted rotation is demonstrated using variable temperature 1H NMR. Ethylene copolymers made using the catalysts have microstructures which are dependent on the temperature at which polymerization takes place.