Platinum Complexes with Benzyl-Based Diphosphine Ligands for Alkoxycarbonylation

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Solution Overview

Problem

The high cost of palladium-based complexes for alkoxycarbonylation reactions and the need for a less expensive metal catalyst that maintains high conversion efficiency.

Innovation Solution

Development of platinum complexes with benzyl-based diphosphine ligands, specifically using platinum as the central atom and a compound of formula (I) with certain substituents, for catalyzing alkoxycarbonylation reactions of ethylenically unsaturated compounds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If palladium-based complexes are used for alkoxycarbonylation reactions, then high conversion efficiency is achieved, but the cost increases significantly

Engineering Contradiction:
Improveconversion efficiencyVSAvoidcost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive palladium catalysts with cheaper platinum complexes that use cost-effective diphosphine ligands. The platinum complexes with specific ligand structures (formula I and II) provide sustained catalytic activity at lower cost, embodying the principle of substituting expensive materials with cheaper alternatives that maintain functionality.

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

Solution Approach 2:

The patent modifies the ligand structure parameters by introducing specific substituents (R1-R6) with varying electronic and steric properties. This includes using electron-donating groups like alkyl and alkoxy, as well as electron-withdrawing groups like halogens and nitro groups. These parameter changes in ligand structure optimize the platinum complex's catalytic performance while reducing costs compared to palladium systems.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If less expensive metal catalysts are used, then cost decreases, but conversion efficiency may be compromised

Engineering Contradiction:
ImprovecostVSAvoidconversion efficiency
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent creates composite catalyst systems by combining platinum metal centers with specifically designed diphosphine ligands containing aromatic rings and various substituents. This composite structure (platinum + organic ligand framework) synergistically enhances catalytic activity, allowing the cheaper platinum alternative to achieve conversion efficiencies comparable to or exceeding traditional palladium catalysts.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies ligand parameters including substituent types (electron-donating vs. electron-withdrawing), substituent positions, and steric bulk to optimize platinum complex performance. These parameter adjustments ensure that the cheaper platinum catalyst maintains high conversion efficiency by fine-tuning the electronic and steric environment around the metal center.

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

The platinum complexes achieve high conversion rates in alkoxycarbonylation reactions while being more cost-effective than palladium-based systems, with one embodiment showing over 60% conversion, demonstrating their efficacy in catalysis.

Implementation Method 1

The alkoxycarbonylation of ethylenically unsaturated compounds is a process of increasing significance. An alkoxycarbonylation is understood to mean the reaction of ethylenically unsaturated compounds such as olefins with carbon monoxide and alcohols in the presence of a metal or a metal complex and a ligand to give the corresponding esters

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11712688B2Platinum complexes having benzyl-based diphosphine ligands for the catalysis of the alkoxycarbonylation of ethylenically unsaturated compounds
Publication Date: 2023.08.01 EVONIK OXENO GMBH & CO KG
  • US11712688B2 patent drawing
  • US11712688B2 patent drawing
  • US11712688B2 patent drawing

AI summary

Platinum complexes having benzyl-based diphosphine ligands for the catalysis of the alkoxycarbonylation of ethylenically unsaturated compounds.