Group 8 Metal Complex Metathesis Catalysts

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Solution Overview

Problem

Current metathesis catalysts for producing linear alpha-olefins (LAOs) are inefficient, generate unwanted by-products, waste reactants and energy, and rely on non-renewable feedstocks, with existing ruthenium-based catalysts being too expensive due to costly synthesis routes.

Innovation Solution

Development of Group 8 metal complexes as metathesis catalysts, specifically represented by a formula with a Group 8 metal, anionic ligands, hydrocarbyl groups, and neutral donor ligands, which demonstrate high activity and selectivity in ring-opening cross metathesis (ROCM) and ring-opening metathesis polymerization (ROMP) transformations, offering mild and affordable synthetic routes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If ruthenium-based catalysts are used for metathesis reactions, then catalytic activity and functional group tolerance are improved, but catalyst cost and synthesis complexity increase significantly

Engineering Contradiction:
Improvecatalytic activityVSAvoidcatalyst synthesis complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical composition parameters of the catalyst by replacing ruthenium with iron-based metals and modifying the ligand structure. This parameter change maintains catalytic activity while simplifying synthesis and reducing cost, directly resolving the contradiction between reliability and complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs inexpensive iron-based catalysts that can be used under mild conditions without requiring complex stabilization or recovery procedures. This approach trades potential catalyst longevity for dramatically reduced complexity and cost, resolving the contradiction favorably

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Productivity

If conventional metathesis catalysts are used for LAO production, then catalytic function is achieved, but by-product formation and energy consumption increase

Engineering Contradiction:
Improvecatalytic functionVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent employs catalysts with specifically designed local properties - iron-based metals with tailored ligand environments that create optimal electronic and steric conditions for selective metathesis. This local quality optimization enables high productivity while minimizing unwanted side reactions and by-product formation

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention converts the typically problematic issue of catalyst reactivity into a benefit by using iron-based catalysts that are sufficiently reactive to drive metathesis efficiently but selectively enough to avoid excessive by-product formation. The mild reaction conditions required by these catalysts also reduce energy consumption while maintaining productivity

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Reliability

If traditional catalyst synthesis routes are used, then catalyst performance is achieved, but production cost and environmental impact increase

Engineering Contradiction:
Improvecatalyst performanceVSAvoidenergy consumption
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent fundamentally changes the synthesis parameters by using iron-based metals instead of ruthenium, employing simpler ligand synthesis routes, and conducting reactions under milder conditions. These parameter changes collectively reduce energy consumption and environmental impact while maintaining catalyst performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention adopts inexpensive iron-based catalysts that can be prepared through simplified routes and used under mild conditions, eliminating the need for energy-intensive synthesis and complex recovery processes. This approach maintains adequate performance while dramatically reducing energy loss and environmental footprint

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 Group 8 metal complexes provide efficient, selective, and cost-effective production of desirable olefins and polyolefins, utilizing renewable feedstocks and reducing environmental impact by minimizing by-product formation and energy consumption.

Implementation Method 1

Olefin metathesis may be catalyzed by one or more catalytic metals, usually one or more transition metals, such as the molybdenum-containing Schrock catalyst and the ruthenium- or osmium-containing Grubbs catalysts

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS8524930B2Class of olefin metathesis catalysts, methods of preparation, and processes for the use thereof
Publication Date: 2013.09.03 EXXONMOBIL CHEMICAL PATENTS INC
  • US8524930B2 patent drawing
  • US8524930B2 patent drawing
  • US8524930B2 patent drawing

AI summary

This invention relates to a metathesis catalyst comprising a Group 8 metal complex represented by the formula:wherein:M is a Group 8 metal; each X is independently an anionic ligand; R1 and R2 are independently selected from the group consisting of hydrogen, a C1 to C30 hydrocarbyl, and a C1 to C30 substituted hydrocarbyl; R3 and R4 are independently selected from the group consisting of hydrogen, C1 to C12 hydrocarbyl groups, substituted C1 to C12 hydrocarbyl groups, and halides; and L is a neutral donor ligand. This invention also relates to processes for performing a metathesis reaction, in particular ring opening cross metathesis reactions and ring opening metathesis polymerization reactions, using the Group 8 metal complexes.