Pt-Xantphos Halogen Complex for Hydroformylation Yield

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Solution Overview

Problem

Existing Pt complexes, such as Pt(Xantphos)Cl2, face limitations in achieving high yields in hydroformylation reactions, particularly for internal olefins, as they do not effectively balance selectivity and yield.

Innovation Solution

A Pt-iodine or Pt-bromine complex with xantphos derivatives, specifically defined by various alkyl and aryl groups in the ligand structure, is used to catalyze hydroformylation reactions, enhancing yield and selectivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If Pt(Xantphos)Cl2 complex is used for hydroformylation, then the reaction can proceed, but the yield is insufficient particularly for internal olefins

Engineering Contradiction:
ImproveyieldVSAvoidselectivity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the halogen parameter from chlorine to iodine or bromine in the Pt complex, and modifies the ligand structure by introducing various alkyl and aryl groups at different positions of the xantphos backbone. These parameter changes optimize both the yield and selectivity of the hydroformylation reaction, particularly for internal olefins.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite ligand structures combining xantphos backbone with various substituents (alkyl groups at R1-R4 positions and aryl groups at R5-R10 positions). This composite approach allows tuning of the complex properties to achieve both high yield and high selectivity simultaneously.

Inventive Principle:
Principle #40Composite materials

2Productivity

If traditional Pt complexes are used, then the reaction conditions are simple, but the yield and selectivity cannot be optimized simultaneously

Engineering Contradiction:
ImproveyieldVSAvoidcomplex structure
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent systematically varies parameters including halogen type (I/Br), alkyl chain length and branching (R1-R4), and aryl group substitution patterns (R5-R10) to optimize catalytic performance. This parameter optimization achieves high yield and selectivity while maintaining reasonable structural complexity.

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 new complex significantly improves yield and selectivity in hydroformylation reactions, as demonstrated by experiments with 1-octene and 2-octene, outperforming traditional Pt complexes with higher yields and improved selectivity.

Implementation Method 1

the use of Pt(Xantphos)Cl 2 for the hydroformylation of 2-tosyloxystyrene is described

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP4197997B1Pt-iodine complex and pt-bromine complex with xantphos derivatives
Publication Date: 2024.05.15 EVONIK OXENO GMBH & CO KG
  • EP4197997B1 patent drawing
  • EP4197997B1 patent drawing
  • EP4197997B1 patent drawing

AI summary

Pt-iodine complex and Pt-bromine complex with xantphos derivatives, and their use for catalyzing a hydroformylation reaction.