m-Terphenyl Pendant Bis-Ether Ligand Catalyst for Olefin Polymerization

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Solution Overview

Problem

Current catalyst systems for olefin polymerization, such as those used for polyethylene production, are often expensive, not easily adaptable for industrial scale, and lack effectiveness, necessitating the development of more efficient and scalable alternatives.

Innovation Solution

The introduction of a new procatalyst system featuring a tetradentate ligand with a triaryle backbone and a bridging component, allowing for functional group variation and ease of synthesis, which incorporates a terphenyl ligand framework that can be optimized by altering substituent groups and coordinating atoms, enabling the synthesis of highly active catalysts similar to bisphenylphenol systems.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If chromium based catalyst system, Ziegler Natta catalyst system, or molecular catalyst system are used for olefin polymerization, then polymerization activity is achieved, but the catalyst cost is high and adaptability is poor

Engineering Contradiction:
Improvepolymerization activityVSAvoidcatalyst adaptability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The catalyst system is segmented into distinct functional components: the m-terphenyl pendant bis-ether ligand provides structural framework and coordinating sites, while the Group 4 metal center (Zr or Hf) provides catalytic activity. This segmentation allows independent optimization of ligand structure and metal center, improving adaptability while maintaining polymerization activity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The developed Group 4 metal complex catalyst system serves multiple functions: it can polymerize various olefins (ethylene, propylene, and their copolymers), control polymer molecular weight through ligand modification, and enable industrial-scale production. The universal applicability across different olefin substrates demonstrates improved catalyst versatility.

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

2Productivity

If conventional catalyst systems are used for industrial scale production, then polymer production is achieved, but the synthesis complexity increases and scalability is limited

Engineering Contradiction:
Improvepolymer production capacityVSAvoidsynthesis complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The ligand is pre-synthesized with the desired m-terphenyl pendant bis-ether structure and coordinating groups before metal complex formation. This preliminary preparation of the ligand framework simplifies the overall synthesis pathway and enables easier scaling to industrial production, as the ligand can be independently optimized and manufactured.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The catalyst system allows systematic variation of key parameters including the metal center (Zr vs Hf), ligand substituents (R1, R2, R3 groups), and coordinating atoms to optimize catalytic performance. This parameter tunability simplifies the synthesis process by enabling straightforward adjustments to achieve desired polymer properties without complex multi-step modifications.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If catalyst systems are optimized for specific polymer properties, then polymer characteristics are improved, but the catalyst design complexity increases

Engineering Contradiction:
Improvepolymer characteristics controlVSAvoidcatalyst design complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

Specific regions of the ligand are designed with localized functions: the m-terphenyl core provides structural rigidity, the pendant ether groups provide coordinating sites, and the amido/sulfonamido groups provide additional metal binding. This local functional differentiation allows precise control of polymer characteristics by modifying specific regions without redesigning the entire catalyst molecule.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The catalyst system combines multiple functional elements into a composite structure: the organic m-terphenyl ligand framework combined with the inorganic Group 4 metal center creates a hybrid catalyst that leverages the advantages of both organic structure design flexibility and inorganic metal catalytic activity, enabling precise control of polymer properties.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP3490999B1Synthesis of m-terphenyl pendant bis-ether ligands and metal complex and their use in olefin polymerization
Publication Date: 2021.04.14 DOW GLOBAL TECHNOLOGIES LLC
  • EP3490999B1 patent drawingFigure 1A~1B
  • EP3490999B1 patent drawingFigure 2
  • EP3490999B1 patent drawingFigure 3

AI summary

Embodiments are directed to terphenyl ligands and metal complex formed therefrom, wherein the metal complexes are used as procatalyst in polyolefin polymerization and comprise the following structure: