Acid-Catalyzed Rearrangement Temperature Control for Diphenylmethane Diamines

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Solution Overview

Problem

Existing processes for producing di- and polyamines of the diphenylmethane series face challenges in maintaining product composition stability during changes in production capacity, leading to undesirable changes in the isomer ratio and increased energy consumption.

Innovation Solution

Adjusting the temperature in the acid-catalyzed rearrangement step of the process for di- and polyamines production, ensuring that the molar ratio of aniline to formaldehyde and the acid catalyst remains constant during load changes, while incrementally adjusting reactor temperatures to maintain reaction completeness and minimize product composition shifts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If production capacity is increased, then productivity improves, but product composition stability deteriorates

Engineering Contradiction:
Improveproduction capacityVSAvoidproduct composition stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by adjusting the temperature in the acid-catalyzed rearrangement step according to production capacity. When production capacity increases, residence time decreases, so temperature is increased to compensate and maintain complete rearrangement. This dynamic parameter adjustment ensures product composition stability across different production rates.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If temperature is increased to maintain reaction completeness at higher production rates, then productivity improves, but energy consumption increases

Engineering Contradiction:
Improveproduction capacityVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent implements dynamics by making the temperature adjustable and dependent on production capacity rather than fixed. The temperature is dynamically optimized to be high enough to ensure complete rearrangement at reduced residence times but not excessively high, thereby balancing productivity improvement with energy consumption minimization.

Inventive Principle:
Principle #15Dynamics

3Productivity

If residence time is decreased to increase production capacity, then productivity improves, but rearrangement reaction completeness deteriorates

Engineering Contradiction:
Improveproduction capacityVSAvoidrearrangement reaction completeness
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent compensates for decreased residence time by increasing temperature in the acid-catalyzed rearrangement step. This parameter change maintains the kinetic conditions necessary for complete rearrangement even when the process moves faster to increase production capacity.

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

This approach allows for smooth load changes without significant product composition changes, optimizing economic and ecological efficiency by maintaining high productivity and reducing energy consumption and operational issues.

Implementation Method 1

contacting the organic phase (5) containing aminal obtained in step (AI) with an acidic catalyst (7) in a reactor cascade (3000)

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Implementation Method 2

each subsequent reactor (3000-2, ..., 3000-i) in the flow direction is operated at a temperature of more than 2.0 °C above T 3000-1

Methodology Applied
Scientific EffectThermal energy transfer: Heating

Implementation Method 3

adding a stoichiometric excess of base (9) relative to the total amount of acidic catalyst (7) used to the reaction mixture (8-i) obtained in step (A-II)

Methodology Applied
Scientific EffectNeutralization reaction: Redox Reactions

Data Source

PatentEP3558928B1Method for the preparation di- and polyamines of the diphenylmethane series for various production capacities
Publication Date: 2021.01.20 COVESTRO INTELLECTUAL PROPERTY GMBH & CO KG
  • EP3558928B1 patent drawingFigure 1
  • EP3558928B1 patent drawingFigure 2
  • EP3558928B1 patent drawingFigure 3

AI summary

The invention relates to a method for producing diamines and polyamines of the diphenylmethane series, by condensing aniline and formaldehyde followed by an acid-catalysed rearrangement at different production capacities. By adapting the temperatures in the acid-catalysed rearrangement step, the rearrangement reaction can be fully completed despite the change in dwell time inevitably associated with changed production capacity, with no undesired changes occurring in the product composition.