Silene-Phosphorus Ylide Catalyst for Hydrosilylation

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Solution Overview

Problem

The use of platinum catalysts in hydrosilylation reactions is problematic due to their high cost, rarity, and instability, leading to colloidal formation and side reactions, which affects the efficiency and aesthetic quality of the products.

Innovation Solution

A metal complex comprising a metal atom from the group Pt, Pd, Ni, Rh, Ru, or Ir with a silene-phosphorus ylide ligand is used as a catalyst, allowing for reduced catalyst quantities, stability, and minimized side reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If platinum catalysts are used in hydrosilylation reactions, then the reaction can be catalyzed effectively, but the cost increases due to the high price and rarity of platinum

Engineering Contradiction:
Improvereaction efficiencyVSAvoidplatinum quantity
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent changes the chemical parameters of the catalyst by introducing silene-phosphorus ylide ligands with specific electronic and steric properties. This modifies the catalyst's activity, allowing effective hydrosilylation with reduced platinum loading while maintaining high reaction efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite catalyst system combining platinum metal center with silene-phosphorus ylide ligands. This composite structure synergizes the metal's catalytic activity with the ligand's stabilizing and directing effects, enabling lower platinum usage without sacrificing productivity

Inventive Principle:
Principle #40Composite materials

2Productivity

If platinum catalysts are used in hydrosilylation reactions, then the reaction proceeds, but the catalyst becomes unstable and forms insoluble colloids during the reaction

Engineering Contradiction:
Improvereaction catalysisVSAvoidcatalyst stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The silene-phosphorus ylide ligands act as intermediaries between the platinum metal center and the reaction medium. These ligands stabilize the metal in solution, preventing aggregation and colloid formation while maintaining catalytic activity throughout the reaction

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent modifies the electronic and steric parameters of the ligands to optimize their stabilizing effect. The specific substituents on the silene-phosphorus ylide ligands are designed to provide optimal balance between stabilization and catalytic activity, preventing colloid formation

Inventive Principle:
Principle #35Parameter changes

3Productivity

If Karstedt catalyst is used for hydrosilylation, then the reaction is catalyzed, but side reactions such as isomerization and hydrogenation occur

Engineering Contradiction:
Improvehydrosilylation catalysisVSAvoidside reactions
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the electronic and steric parameters of the ligand environment around platinum. The silene-phosphorus ylide ligands create a specific coordination geometry and electronic distribution that favors hydrosilylation while disfavoring isomerization and hydrogenation pathways

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces local structural features in the ligands (specific substituents at defined positions) that create a localized electronic and steric environment around the metal center. This local modification selectively enhances hydrosilylation activity while suppressing unwanted side reactions

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 new catalyst system maintains reaction efficiency with reduced platinum usage, prevents colloidal formation, and limits side reactions, resulting in higher yields and improved product quality.

Implementation Method 1

Hydrosilylation of unsaturated compounds is carried out by catalysis. Typically, the suitable catalyst for this reaction is a platinum catalyst.

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3019273B1Novel catalysts having a silene ligand
Publication Date: 2021.03.24 ELKEM SILICONES FRANCE SAS
  • EP3019273B1 patent drawing
  • EP3019273B1 patent drawing
  • EP3019273B1 patent drawing

AI summary

The present invention concerns the use, as a catalyst, in particular in hydrosilylation, of a metal complex comprising at least one metal atom chosen from the metals of columns 8, 9 and 10 of the periodic table and one or a plurality of ligands, characterised in that at least one ligand comprises a silene structure.