Platinum Complexes with Binaphthyl Diphosphine Ligands for Hydroxycarbonylation

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Solution Overview

Problem

The high cost of palladium-based catalysts in hydroxycarbonylation reactions necessitates the development of platinum complexes with binaphthyl-diphosphine ligands as a more affordable alternative for catalyzing the hydroxycarbonylation of ethylenically unsaturated compounds.

Innovation Solution

A platinum complex with binaphthyl-diphosphine ligands, specifically Pt and a compound with specific alkyl and heteroaryl radicals, is used to catalyze the hydroxycarbonylation of ethylenically unsaturated compounds, offering a lower-cost option compared to palladium.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If palladium-based catalysts are used for hydroxycarbonylation reactions, then good catalytic activity and yields are achieved, but the cost of the catalyst becomes very high

Engineering Contradiction:
Improvecatalytic activityVSAvoidcatalyst cost
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent replaces expensive palladium catalysts with cheaper platinum catalysts that achieve comparable catalytic activity. The invention uses platinum complexes with specific ligands (formula I) to catalyze hydroxycarbonylation reactions, providing a cost-effective alternative while maintaining good yields and productivity in the conversion of ethylenically unsaturated compounds to hydroxy acids

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

2Quantity of substance

If platinum complexes with binaphthyl-diphosphine ligands are used, then catalyst cost is reduced, but catalytic activity and yield need to be optimized

Engineering Contradiction:
Improvecatalyst costVSAvoidreaction yield
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent optimizes the catalytic activity of platinum complexes by carefully selecting and modifying ligand parameters. The binaphthyl-diphosphine ligands with specific structural parameters (formula I) are designed to enhance the catalytic performance of platinum, achieving good yields in hydroxycarbonylation reactions while maintaining the cost advantage of platinum over palladium

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 complex achieves good conversions and yields in hydroxycarbonylation reactions, demonstrating its effectiveness as a cost-effective catalyst, as evidenced by a 50% yield in converting 1-octene to its corresponding acid, outperforming comparative experiments.

Implementation Method 1

The hydroxycarbonylation of ethylene-unsaturated compounds is a process of increasing importance. Hydroxycarbonylation is defined as the direct reaction of ethylene-unsaturated compounds, such as olefins, with carbon monoxide in the presence of a metal or metal complex and a ligand to yield the corresponding acids.

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP4011894B1Platinum complexes with binaphthyl diphosphine ligands for the catalysis of hydroxy carbonylation of ethylenically unsaturated compounds
Publication Date: 2023.05.31 EVONIK OXENO GMBH & CO KG
  • EP4011894B1 patent drawing
  • EP4011894B1 patent drawing
  • EP4011894B1 patent drawing

AI summary

Platinum complexes with binaphthyl diphosphine ligands for the catalysis of the hydroxycarbonylation of ethylene unsaturated compounds.