Supported Transition Metal Complex for Olefin Metathesis

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Solution Overview

Problem

The challenge in olefin metathesis is to maintain high activity and selectivity of homogeneous transition metal catalysts when immobilized on supports, while minimizing metal and impurity contamination, especially in supercritical carbon dioxide where catalyst solubility is low, leading to potential 'leaching' issues.

Innovation Solution

The use of supported transition metal complexes, specifically bound to organic and inorganic carriers like polystyrene and silica gel matrices via stable ether, ester, or amide bonds, which enhance catalyst stability and reduce leaching in supercritical carbon dioxide.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If homogeneous transition metal catalysts are used in olefin metathesis, then high activity and selectivity are achieved, but catalyst separation and reuse become difficult

Engineering Contradiction:
Improvecatalyst activityVSAvoidcatalyst separation
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent introduces a support structure (carrier) as an intermediary between the homogeneous catalyst and the reaction medium. The transition metal complex is immobilized on the support via functional groups, creating a heterogeneous catalyst that maintains the high activity of homogeneous catalysts while enabling easy separation through filtration or decantation.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent employs porous support materials with specific surface areas and pore structures to immobilize the catalyst. The porous structure provides high surface area for catalyst attachment while allowing substrate and product diffusion, maintaining catalytic activity and enabling separation.

Inventive Principle:
Principle #31Porous materials

2Ease of operation

If catalysts are immobilized on supports, then separation and reuse are improved, but activity and selectivity decrease

Engineering Contradiction:
Improvecatalyst reuseVSAvoidcatalyst activity
Core Design Contradiction:
Ease of operationVSProductivity

Solution Approach 1:

The patent applies local quality by functionalizing specific regions of the support surface with specific chemical groups that match the catalyst's binding requirements. This localized functionalization ensures optimal catalyst-support interaction while maintaining the bulk properties of the support that facilitate separation.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent creates composite material systems combining the support matrix with functional groups and the transition metal complex. This composite structure integrates the separation benefits of heterogeneous catalysts with the high activity of homogeneous catalysts through carefully designed material composition.

Inventive Principle:
Principle #40Composite materials

3Quantity of substance

If perfluorinated ligands are used to increase catalyst solubility in supercritical carbon dioxide, then solubility improves, but catalyst leaching increases

Engineering Contradiction:
Improvecatalyst solubilityVSAvoidcatalyst leaching
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The support structure acts as an intermediary that anchors the catalyst, preventing leaching into the supercritical carbon dioxide medium. The catalyst is immobilized on the support surface, allowing it to function in the nonpolar solvent without requiring perfluorinated ligands for solubility.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical state and binding parameters of the catalyst by immobilizing it on the support. This transformation from a soluble homogeneous catalyst to an immobilized heterogeneous catalyst eliminates the need for solubility-enhancing perfluorinated ligands while preventing leaching.

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

This approach allows for high conversion rates with low catalyst bleeding, maintaining activity and selectivity, and enabling efficient reuse of the catalysts in olefin metathesis reactions.

Implementation Method 1

the supported transition metal complexes according to the invention are used in olefin metathesis

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

The type of connection of the transition metal complex via the group X depends on the type of complex and in particular the functional groups provided by it for the purpose of connection. As a rule, ether, ester, amide or urethane bonds are preferred because of their easy synthetic accessibility, as long as they ensure a stable connection of the transition metal complex under the application conditions.

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP1965915B1Supported transition metal complex and use thereof in catalysis
Publication Date: 2014.08.13 RAPP POLYMERE
  • EP1965915B1 patent drawing
  • EP1965915B1 patent drawing
  • EP1965915B1 patent drawing

AI summary

The invention relates in particular to supported transition metal complex based on a polystyrene matrix which comprises structural units of the formula (Ia), or supported transition metal complex based on a silica gel matrix which comprises structural units of the formula (II), in which the radicals and indices are each defined as specified in the description. The invention also relates to the use of the supported transition metal complexes in catalysis, and to corresponding processes for transition metal-catalyzed conversion of reactant(s) to product(s). In particular, the invention relates to the field of olefin metathesis.