Membrane Separation of Rhodium Catalysts

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Solution Overview

Problem

Existing processes for separating rhodium complex catalysts from hydroformylation reaction mixtures face challenges such as catalyst deactivation due to clustering, inefficient separation methods, and the need for new membranes with composition changes, leading to high costs and material losses.

Innovation Solution

A membrane separation process is employed where the hydroformylation reaction mixture is maintained at a carbon monoxide partial vapor pressure of at least 200 kPa, using membranes more permeable to hydroformylation products than to organophosphorus ligands, combined with thermal separation steps to achieve >98% catalyst retention and minimize high boiler presence.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If thermal separation processes are used to separate catalyst from reaction mixture, then separation is achieved, but phosphorus-containing ligands are destroyed due to high temperatures

Engineering Contradiction:
Improvecatalyst separation efficiencyVSAvoidligand destruction
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The invention uses membrane separation based on phase transition differences between dissolved catalyst complexes and reaction products. The membrane selectively retains the catalyst complex in the liquid phase while allowing products to pass through, achieving separation without thermal degradation of ligands.

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

The invention replaces thermal separation mechanisms with membrane-based physical separation. Instead of using heat to separate components, a semi-permeable membrane with specific pore structure and surface properties is used to selectively retain catalyst molecules based on their size and chemical characteristics.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Quantity of substance

If membrane separation is used to separate catalyst, then separation is achieved, but new membranes must be selected for each composition change

Engineering Contradiction:
Improvecatalyst retentionVSAvoidmembrane selection flexibility
Core Design Contradiction:
Quantity of substanceVSAdaptability or versatility

Solution Approach 1:

The invention employs a universal membrane material (polyetherblockamide or polyamide) that can effectively separate various rhodium catalyst complexes with different phosphorus-containing ligands. The membrane's broad molecular weight cutoff range and adjustable surface properties allow it to handle multiple catalyst compositions without requiring membrane changes.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The invention adjusts operational parameters (temperature, pressure, flow rate) and membrane surface properties rather than changing the membrane material itself to optimize separation for different catalyst compositions. This allows a single membrane type to adapt to various catalytic systems.

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If depressurization is used to separate catalyst, then catalyst retention is improved, but synthesis gas is lost and ligands may be destroyed

Engineering Contradiction:
Improvecatalyst retentionVSAvoidsynthesis gas loss
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The invention replaces pressure-based separation with membrane-based selective permeation. The membrane allows synthesis gas to pass through freely while retaining the catalyst complex, eliminating the need for depressurization and preventing both gas loss and ligand destruction.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

4Quantity of substance

If microfiltration is used to remove clustered rhodium, then separation is achieved, but active dissolved catalyst is lost

Engineering Contradiction:
Improveclustered rhodium removalVSAvoidactive catalyst loss
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The invention uses a membrane with specific local properties (pore size, surface charge, hydrophobicity) tailored to distinguish between clustered rhodium particles and dissolved catalyst complexes. The membrane's selective retention based on molecular characteristics allows it to remove clusters while preserving active dissolved catalyst.

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

This approach effectively maintains catalyst activity, prevents clustering, and allows for virtually quantitative recovery of the catalyst with simultaneous product recovery, reducing material losses and operational costs.

Implementation Method 1

membranes more permeable to hydroformylation products than to organophosphorus ligands

Methodology Applied
Scientific EffectPermeation: Permeation

Implementation Method 2

hydroformylation reaction mixture is maintained at a carbon monoxide partial vapor pressure of at least 200 kPa

Methodology Applied
Scientific EffectVapor pressure: Vapour Pressure

Implementation Method 3

combined with thermal separation steps to achieve >98% catalyst retention and minimize high boiler presence

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS8226829B2Method for separating organic transition metal complex catalysts
Publication Date: 2012.07.24 EVONIK OXENO GMBH & CO KG
  • US8226829B2 patent drawing
  • US8226829B2 patent drawing
  • US8226829B2 patent drawing

AI summary

Process for separating a dissolved complex catalyst of a metal of group 4, 5, 6, 7, 8, 9 or 10 of the Periodic Table of the Elements and/or any free organophosphorus ligand present from a nonaqueous hydroformylation reaction mixture which contains an aldehyde product and an organic solvent at least one membrane which is more permeable to the hydroformylation product than to the organophosphorus ligand, the separation being carried out under a carbon monoxide partial vapor pressure of more than 200 kPa.