Rhodium-Ruthenium Catalyst for Linear Aldehyde Selectivity

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current hydroformylation catalyst systems face challenges in achieving high selectivity for linear products, particularly with internal olefins, due to the detachment of phosphorus ligands and the formation of isomeric aldehydes, which limits the normal to iso products ratio and requires excessive phosphine ligands, making separation and post-treatment difficult.

Innovation Solution

A catalytic system combining a rhodium-ruthenium dual metal complex with a biphenyl tetradentate phosphine ligand, such as 2,2′,6,6′-tetrakis(diarylphosphinomethyl)-1,1′-biphenyl (Tetrabi), which stabilizes the rhodium complex and inhibits the formation of isomeric aldehydes, allowing for high normal to iso products ratio and efficient hydroformylation of long-chain internal olefins.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If excess phosphine ligands are used to maintain catalyst stability, then linear selectivity is improved, but the complexity of separation and post-treatment worsens

Engineering Contradiction:
Improvelinear selectivityVSAvoidseparation and post-treatment complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent changes the ligand-to-metal ratio parameter from excess (traditional) to stoichiometric or sub-stoichiometric amounts. The tetradentate phosphine ligand forms stable chelate complexes with rhodium-ruthenium dual metal, allowing catalytic activity and linear selectivity to be maintained without requiring large excess of ligands, thereby simplifying separation and post-treatment processes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a rhodium-ruthenium dual metal complex combined with tetradentate phosphine ligand, creating a composite catalytic system. This composite structure enhances catalyst stability and linear selectivity through synergistic effects, reducing the need for excessive ligands and simplifying downstream processing.

Inventive Principle:
Principle #40Composite materials

2Productivity

If traditional rhodium-phosphine catalyst systems are used, then catalytic activity is maintained, but the normal to iso products ratio is limited

Engineering Contradiction:
Improvecatalytic activityVSAvoidnormal to iso products ratio
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent modifies the ligand structure from traditional triphenylphosphine to tetradentate phosphine ligands, changing the coordination geometry and electronic properties of the catalyst. This structural parameter change enables higher normal to iso products ratio while maintaining catalytic activity through optimized ligand-metal interaction.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite catalytic system combining rhodium-ruthenium dual metal with tetradentate phosphine ligand. This composite structure provides both high catalytic activity and enhanced normal to iso products ratio through the synergistic interaction between the dual metal centers and the multidentate ligand framework.

Inventive Principle:
Principle #40Composite materials

3Stability of the object's composition

If phosphine ligands are used in excess to prevent complex decomposition, then catalyst stability is improved, but the cost and complexity of the process worsens

Engineering Contradiction:
Improvecatalyst stabilityVSAvoidprocess complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent optimizes the ligand quantity parameter from excess to stoichiometric or sub-stoichiometric amounts. The tetradentate phosphine ligand forms thermodynamically stable chelate complexes with the rhodium-ruthenium dual metal, providing catalyst stability without requiring large excess of ligands, thus reducing process complexity and cost.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The rhodium-ruthenium dual metal complex with tetradentate phosphine ligand creates a stable composite catalyst system. The multidentate coordination provides enhanced thermal and chemical stability to the catalyst, reducing the need for process complexity while maintaining catalyst integrity under reaction conditions.

Inventive Principle:
Principle #40Composite materials

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 rhodium-ruthenium dual metal complex with biphenyl tetraphosphine ligand achieves unprecedented high normal to iso products ratio, high conversion rates, and stability at high temperatures, enhancing the efficiency and selectivity of hydroformylation reactions for long-chain internal olefins.

Implementation Method 1

a catalytic system with a rhodium-ruthenium dual metal complex combined with a biphenyl tetraphosphine ligand

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

coordinates rhodium with an excess amount of phosphine ligands, to form an active and selective hydroformylation species

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentUS10766833B2Hydroformylation method and catalyst using rhodium-ruthenium dual metal and tetradentate phosphine ligand
Publication Date: 2020.09.08 WUHAN CATALYS TECH CO LTD
  • US10766833B2 patent drawing
  • US10766833B2 patent drawing
  • US10766833B2 patent drawing

AI summary

A homogeneous catalytic reaction method and a catalyst for isomerization and hydroformylation of long-chain internal olefins are disclosed. A rhodium-ruthenium metal complex is used as a catalyst; and the ligands are tetradentate phosphine ligands. By means of the catalytic system, homogeneous internal olefin isomerization aid hydroformylation can be performed under a certain temperature and pressure to obtain aldehyde products having high normal to iso ratios. The present invention is applicable to not only long-chain internal olefins (≥C8) but also internal olefins having a carbon number less than 8.