C5 Aldehyde Hydroformylation Ligand Degradation

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Solution Overview

Problem

In hydroformylation processes, ligands degrade due to reaction conditions, leading to continuous loss and the need for sustained replenishment, which increases economic and preparative complexity.

Innovation Solution

A process where the aldehyde concentration in the reaction mixture is kept below 15% by mass by increasing the cycle gas rate, reducing ligand degradation and allowing for economic operation without significant complexity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If cycle gas process is used to remove products continuously, then productivity is improved, but ligand degradation increases leading to continuous loss

Engineering Contradiction:
Improvecontinuous product removalVSAvoidligand degradation
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent changes the parameter of aldehyde concentration in the reaction mixture, keeping it below 15% by mass through optimized cycle gas removal. This parameter change reduces ligand degradation while maintaining continuous product removal, resolving the contradiction between productivity and substance loss.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If ligand is replenished continuously to maintain reaction conversions, then reliability is improved, but device complexity and preparative complexity increase

Engineering Contradiction:
Improvesufficient reaction conversionsVSAvoidpreparative complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

By changing the operating parameter of aldehyde concentration to remain below 15% by mass, the patent reduces ligand degradation rates. This allows the system to maintain reliable reaction conversions with minimal ligand replenishment, avoiding the need for complex replenishment systems and reducing preparative 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 process reduces ligand degradation, minimizes the need for replenishment, and enhances economic viability by maintaining resource efficiency and cost savings.

Implementation Method 1

in the presence of a homogeneous catalyst system that may comprise a transition metal, for example rhodium or cobalt, and a ligand

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the aldehydes formed are sufficiently volatile to be able to leave the reaction zone with the gas phase

Methodology Applied
Scientific EffectVolatility:

Data Source

PatentUS11840506B2Process for preparing C<sub>5 </sub>aldehydes
Publication Date: 2023.12.12 EVONIK OXENO GMBH & CO KG
  • US11840506B2 patent drawing
  • US11840506B2 patent drawing
  • US11840506B2 patent drawing

AI summary

A process for preparing C5 aldehydes involves hydroformylation of butenes with synthesis gas in the presence of a homogeneous catalyst system and a solvent. It is a feature of the process that the aldehyde concentration in the reaction mixture is limited.