Two-Step Hydroformylation Catalyst Segmentation

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Solution Overview

Problem

Current hydroformylation processes face challenges such as high costs due to expensive catalysts like rhodium and cobalt, complex catalyst recycling, instability of ligands under reaction conditions, and solvent consumption, as well as decreased catalyst activity over time in heterogenized systems like SILP, leading to reduced conversion efficiency.

Innovation Solution

A two-step hydroformylation process where the first step uses a homogeneously catalyzed system followed by a second step with a heterogenized catalyst system on a porous ceramic support, utilizing a metal from the 8th or 9th group, organic phosphorus-containing ligands, and a stabilizer, with continuous gas recycling and material separation to enhance catalyst longevity and conversion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a homogeneously catalyzed hydroformylation process is used, then catalyst activity and conversion efficiency are improved, but catalyst losses increase and complex catalyst recycling steps are required

Engineering Contradiction:
Improveconversion efficiencyVSAvoidcatalyst losses
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The process is divided into two sequential hydroformylation steps: first a homogeneous catalytic step for high conversion, then a heterogeneous catalytic step for product stabilization. This segmentation allows each step to optimize for its specific function while avoiding the drawbacks of using only one approach throughout the entire process.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The first homogeneous catalyst system acts as an intermediary that performs the primary conversion function, while the second heterogeneous catalyst system serves as a mediator to stabilize products and prevent deactivation issues. The gaseous discharge from the first step serves as the intermediate connecting the two catalytic systems.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Device complexity

If heterogenized catalyst systems (SILP) are used to avoid catalyst losses, then catalyst recycling complexity is reduced, but catalyst activity decreases significantly over time

Engineering Contradiction:
Improvecatalyst recycling complexityVSAvoidcatalyst activity duration
Core Design Contradiction:
Device complexityVSDuration of action of moving object

Solution Approach 1:

The catalytic function is segmented between two distinct catalyst systems with different properties. The first homogeneous system provides high initial activity, while the second heterogeneous system provides long-term stability. This segmentation allows the process to benefit from both approaches without suffering from their individual limitations.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The first hydroformylation step performs the preliminary conversion of olefins to aldehydes with high efficiency. This preliminary action prepares the feed for the second step, ensuring that the heterogeneous catalyst receives a pre-processed stream that maximizes its effectiveness and longevity.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If homogeneously catalyzed processes are used, then conversion efficiency is maintained, but ligand stability under hydroformylation conditions deteriorates

Engineering Contradiction:
Improveconversion efficiencyVSAvoidligand stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The ligand stability problem is addressed by segmenting the catalytic process into two steps with different catalyst systems. The first homogeneous step uses ligands optimized for high activity, while the second heterogeneous step uses a catalyst system with enhanced ligand stability under the reaction conditions.

Inventive Principle:
Principle #1Segmentation

4Productivity

If homogeneously catalyzed processes are used, then catalyst activity is maintained, but solvent consumption increases requiring additional dosing

Engineering Contradiction:
Improvecatalyst activityVSAvoidsolvent consumption
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The solvent dosing requirement is addressed by taking out the solvent management function from the homogeneous catalytic step and transferring it to the heterogeneous catalytic step. The second step operates with reduced solvent consumption, and any solvent requirements are compensated through the continuous operation and integration of the two steps.

Inventive Principle:
Principle #2Taking out (Extraction)

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 increases catalyst lifespan and conversion efficiency, reduces catalyst losses, and simplifies product purification by maintaining catalyst activity and selectivity over extended periods.

Implementation Method 1

the catalyst system is present heterogenized on a support made of a porous ceramic material

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 2

Alkenes (olefins) are converted with a mixture of carbon monoxide and hydrogen (also: synthesis gas or syngas) using a catalyst to aldehydes

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3632889B1Process for hydroformylation of c2- to c5-olefins without intermediate partial separation
Publication Date: 2022.11.02 EVONIK OPERATIONS GMBH
  • EP3632889B1 patent drawingFigure 1
  • EP3632889B1 patent drawing
  • EP3632889B1 patent drawing

AI summary

The invention relates to a process for the hydroformylation of short-chain olefins, in particular C2 to C5 olefins, in which the catalyst system in the second hydroformylation step is heterogeneously present on a support made of a porous ceramic material, and to equipment for carrying out this process.