Hydroformylation Catalyst Preforming With Carbonate Mitigation

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Solution Overview

Problem

The regeneration of deactivated hydroformylation catalysts from their aqueous-soluble form to an active form during hydroformylation processes is often slower than desired, primarily due to the presence of carbonates that form during catalyst recycling, leading to preforming delays.

Innovation Solution

Implementing strategies to mitigate carbonate formation by removing carbon dioxide from the process stream through gas stripping and adjusting the pH of the caustic solutions to decompose carbonates, thereby facilitating the extraction of Group 9 transition metal carboxylates into an organic phase for catalyst preforming.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional hydroformylation catalyst recycling is used, then catalyst recovery is achieved, but preforming rate is slow due to carbonate formation

Engineering Contradiction:
Improvecatalyst preforming rateVSAvoidpreforming delay
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent applies preliminary action by removing carbon dioxide from the process stream before catalyst preforming occurs. Gas stripping is implemented to remove CO2 from the organic phase, and caustic solution is used to neutralize CO2, preventing carbonate formation that would otherwise slow down the catalyst preforming rate. This preliminary removal of harmful substances accelerates the subsequent catalyst activation process.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the harmful effect of carbon dioxide (which forms carbonates and slows preforming) into a beneficial process. By intentionally introducing caustic solution to neutralize CO2 and form carbonates, then subsequently removing these carbonates through acidification and extraction, the process transforms the harmful CO2 into a manageable intermediate that can be easily removed, thereby improving overall catalyst preforming rate.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

2Productivity

If caustic solution is used to remove carbon dioxide, then carbonate formation is reduced, but additional process steps are required

Engineering Contradiction:
Improvecatalyst preforming rateVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent merges multiple functions into integrated process steps. The gas stripping step simultaneously removes excess syngas and carbon dioxide from the organic phase. The caustic treatment step combines CO2 neutralization with catalyst recovery operations. These merged steps reduce the number of separate unit operations while achieving multiple objectives, thereby managing process complexity.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent implements self-service through the use of readily available materials and straightforward chemical reactions. Caustic solution (common industrial chemical) automatically neutralizes CO2 through a simple acid-base reaction. The process uses the natural reactivity of the chemicals involved rather than requiring complex controlled conditions, simplifying the overall process design and operation.

Inventive Principle:
Principle #25Self-service

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

Enhances the rate of catalyst preforming by minimizing carbonate interference, allowing for more efficient recycling and regeneration of hydroformylation catalysts, thus optimizing hydroformylation processes.

Implementation Method 1

conveying a gas stream through the reduced reaction product at a rate sufficient to strip at least some carbon dioxide therefrom

Methodology Applied
Scientific EffectGas stripping: Sparging

Implementation Method 2

combining at least a portion of the partially spent caustic aqueous solution and the deactivated catalyst aqueous solution to form a combined aqueous mixture having a pH sufficiently acidic to decompose carbonate

Methodology Applied
Scientific EffectCarbonate decomposition: Decomposition (biological)

Implementation Method 3

extracting a Group 9 transition metal carboxylate from the combined aqueous mixture into an organic phase

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentUS12559447B2Methods for increasing hydroformylation catalyst preforming rates
Publication Date: 2026.02.24 EXXONMOBIL CHEMICAL PATENTS INC
  • US12559447B2 patent drawing
  • US12559447B2 patent drawing
  • US12559447B2 patent drawing

AI summary

Catalyst preforming rates during hydroformylation may decrease in the presence of carbonates. Carbonate mitigation methods may comprise treating a hydroformylation reaction product with an aqueous carboxylic acid under oxidizing conditions to form a deactivated catalyst aqueous solution having a pH of about 4 or less, reducing the hydroformylation reaction product to form a reduced reaction product, conveying a gas stream through the reduced reaction product to strip carbon dioxide therefrom, contacting caustic aqueous solution with the stripped reduced reaction product to form partially spent caustic aqueous solution, combining at least a portion of the partially spent caustic aqueous solution with the deactivated catalyst aqueous solution to form a combined aqueous mixture sufficiently acidic to decompose carbonate, and extracting a Group 9 transition metal carboxylate from the combined aqueous mixture into an organic phase.