Methylenebis(Cyclohexylamine) Distillation Using a Dividing-Wall Column

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Solution Overview

Problem

Existing processes for producing methylenebis(cyclohexylamine) face issues such as high exposure to high temperatures, prolonged residence times, and crystallization problems during distillation, leading to reduced operating times and increased complexity, while also failing to maintain a consistent isomer ratio.

Innovation Solution

A process involving catalytic hydrogenation of MDA followed by distillation using a dividing-wall column to reduce exposure to high temperatures and residence time, and prevent crystallization, while maintaining a constant isomer ratio, utilizing catalysts like nickel, cobalt, palladium, platinum, ruthenium, and rhodium, and employing a continuous reactor system with controlled temperature and residence time.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional distillation is used to purify methylenebis(cyclohexylamine), then purification is achieved, but exposure to high temperatures and prolonged residence times cause crystallization problems and reduced operating times

Engineering Contradiction:
Improvepurification qualityVSAvoidexposure to high temperatures
Core Design Contradiction:
Manufacturing precisionVSTemperature

Solution Approach 1:

The distillation process is segmented into two separate columns: a first distillation column for initial purification and a second distillation column for final purification. This segmentation allows each column to operate under optimized conditions, reducing the overall exposure to high temperatures and preventing crystallization problems that occur in single-stage distillation.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces an intermediary stream between the two distillation columns. The side stream from the first column serves as feed to the second column, acting as an intermediary that allows progressive purification at controlled temperature stages, avoiding the need for single high-temperature exposure that causes crystallization.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If conventional distillation is used, then purification is achieved, but residence time is prolonged leading to reduced operating times and increased complexity

Engineering Contradiction:
Improvepurification qualityVSAvoidresidence time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

By dividing the distillation process into two columns with different functions, the residence time in each column is optimized for its specific purpose. The first column handles bulk separation quickly, while the second column performs fine purification, reducing total residence time compared to a single prolonged distillation process.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The first distillation column performs preliminary purification before the second column. This preliminary action removes the bulk of impurities first, so the second column only needs to handle minor purification, significantly reducing the total time required for complete purification.

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If conventional distillation is used, then purification is achieved, but operating complexity and device complexity increase

Engineering Contradiction:
Improvepurification qualityVSAvoiddistillation system complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The distillation system is segmented into two specialized columns rather than one complex column. Each column is simpler in design and operation, handling specific separation tasks, which reduces overall operational complexity compared to managing a single complex distillation system with multiple functions.

Inventive Principle:
Principle #1Segmentation

4Manufacturing precision

If conventional distillation is used, then purification is achieved, but energy consumption increases

Engineering Contradiction:
Improvepurification qualityVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The first distillation column performs preliminary separation of major components, removing the bulk of impurities before the second column. This preliminary action reduces the energy burden on the second column, as it only needs to handle minor purification of a already partially purified stream, thereby reducing total energy consumption.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

By segmenting the distillation into two columns with different separation tasks, each column can be optimized for its specific function, improving energy efficiency. The first column handles high-volume low-difficulty separation, while the second handles low-volume high-difficulty separation, optimizing overall energy use compared to a single column attempting all separations.

Inventive Principle:
Principle #1Segmentation

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 achieves a high purity methylenebis(cyclohexylamine) with a consistent isomer ratio, reducing energy consumption and minimizing crystallization, thereby improving operational efficiency and product quality.

Implementation Method 1

catalytic hydrogenation of MDA

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

distillation using a dividing-wall column

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS20260028306A1Process for producing methylenebis(cyclohexylamine)
Publication Date: 2026.01.29 EVONIK OPERATIONS GMBH
  • US20260028306A1 patent drawing
  • US20260028306A1 patent drawing
  • US20260028306A1 patent drawing

AI summary

The present invention provides a process for producing methylenebis(cyclohexylamine), comprising the steps of 1) catalytically hydrogenating MDA, 2) removing the catalyst and 3) subsequently distilling the product of the hydrogenation, in which at least one dividing-wall column is used in step 3). Exposure to high temperature and residence time of the product is reduced and problems due to crystallization do not occur. The methylenebis(cyclohexylamine) isomer ratio also may remain largely constant during the distillation.