Series-Connected Isothermal and Adiabatic Reactors for Nitro Compound Hydrogenation

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Solution Overview

Problem

Existing processes for the hydrogenation of nitroaromatic compounds to aromatic amines face challenges in achieving complete conversion while ensuring safety, as they often result in unreacted nitro compounds and unstable intermediates, leading to potential explosions, and require complex monitoring and calibration methods.

Innovation Solution

A process utilizing at least two series-connected reaction spaces, where one is operated isothermally and the next adiabatically, allowing for complete conversion of nitroaromatic compounds to aromatic amines by leveraging the sudden adiabatic temperature change for monitoring and maintaining high catalyst activity, thereby minimizing residual nitro compounds and ensuring reaction completeness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If catalytic hydrogenation is carried out in a single reaction space, then the apparatus is simple, but complete conversion of nitroaromatic compounds is not achieved and unreacted nitro compounds remain

Engineering Contradiction:
Improveconversion rateVSAvoidnumber of reaction spaces
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The reaction system is divided into multiple reaction spaces (first reaction space and second reaction space) connected in series. The first reaction space performs initial hydrogenation, while the second reaction space completes the conversion of remaining nitroaromatic compounds. This segmentation enables complete conversion without requiring excessive complexity in a single reactor.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The reaction mixture flows continuously from the first reaction space to the second reaction space, maintaining continuous hydrogenation action. The second reaction space receives the effluent from the first space and continues the hydrogenation process, ensuring complete conversion of nitroaromatic compounds to aromatic amines.

Inventive Principle:
Principle #20Continuity of useful action

2Productivity

If the hydrogenation reaction is carried out adiabatically, then the temperature rise completes the conversion, but the temperature change is difficult to monitor

Engineering Contradiction:
Improveconversion rateVSAvoidtemperature monitoring
Core Design Contradiction:
ProductivityVSDifficulty of detecting and measuring

Solution Approach 1:

A thermocouple is introduced as an intermediary measurement device to detect the adiabatic temperature change in the second reaction space. The thermocouple measures the temperature difference between the inlet and outlet of the second reaction space, providing a reliable indicator of the hydrogenation progress without interfering with the reaction process.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The temperature measurement from the thermocouple provides feedback on the reaction progress. When the temperature change in the second reaction space indicates complete conversion of nitroaromatic compounds, the system can be stopped or adjusted, ensuring optimal conversion while preventing excessive temperature rise.

Inventive Principle:
Principle #23Feedback

3Measurement precision

If complex monitoring methods are used to detect unreacted nitro compounds, then measurement precision is improved, but the device complexity and cost increase

Engineering Contradiction:
Improvedetection accuracyVSAvoidmonitoring system complexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent replaces complex electronic or optical monitoring systems with a simple thermal measurement approach. By monitoring the adiabatic temperature change in the second reaction space, the system indirectly detects the conversion status of nitroaromatic compounds without requiring complex analytical instrumentation.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The reaction system itself provides the monitoring function through its own thermal characteristics. The adiabatic temperature rise in the second reaction space is a natural byproduct of the exothermic hydrogenation reaction, and this self-generated signal is used to monitor conversion, eliminating the need for external complex monitoring systems.

Inventive Principle:
Principle #25Self-service

4Reliability

If the reaction is stopped early to prevent explosions, then safety is improved, but incomplete conversion leaves unstable intermediates

Engineering Contradiction:
ImprovesafetyVSAvoidconversion rate
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The reaction process is segmented into two stages: the first reaction space performs initial hydrogenation under controlled conditions, and the second reaction space completes the conversion under adiabatic conditions. This segmentation allows the system to achieve complete conversion while maintaining safety through controlled temperature rise in the second space.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The exothermic heat of the hydrogenation reaction, which could cause temperature runaway and explosion, is converted into a beneficial monitoring signal. The adiabatic temperature rise in the second reaction space indicates complete conversion and allows the system to stop at the optimal point, preventing both incomplete conversion and excessive temperature rise.

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

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 achieves high conversion rates (>99%) with enhanced safety by utilizing the adiabatic reaction space for completing the hydrogenation and monitoring the reaction progress through temperature differences, simplifying the monitoring process and reducing the risk of explosions.

Implementation Method 1

at least the reaction space connected downstream thereof is operated adiabatically

Methodology Applied
Scientific EffectAdiabatic heating: Adiabatic Heating

Implementation Method 2

The hydrogenation reaction described in EP 0 223 035 A1 is very strongly exothermic

Methodology Applied
Scientific EffectExothermic reaction: Exothermic Reaction

Implementation Method 3

catalytic hydrogenation of the corresponding nitroaromatic compounds

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS9150493B2Method for producing aromatic amines in the liquid phase
Publication Date: 2015.10.06 COVESTRO DEUTSCHLAND AG
  • US9150493B2 patent drawing
  • US9150493B2 patent drawing
  • US9150493B2 patent drawing

AI summary

The invention relates to a process for the preparation of aromatic amines in the liquid phase by catalytic hydrogenation of the corresponding nitroaromatic compounds in at least two reaction spaces connected in series, wherein at least one reaction space is operated isothermally and at least the reaction space connected downstream thereof is operated adiabatically, and in preferred embodiments the sudden adiabatic temperature change is used for monitoring the reaction.