Hexamethylenediamine Catalyst Regeneration via Water Washing

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Solution Overview

Problem

The existing processes for producing hexamethylenediamine through catalytic hydrogenation of adiponitrile face significant catalyst deactivation issues due to catalyst settling and the buildup of nitrile groups, leading to reduced conversion rates and increased impurity production, which requires frequent catalyst replacement and the use of large volumes of basic solutions for regeneration.

Innovation Solution

A continuous regeneration process using simple water for catalyst washing, which reduces the volume of potentially hazardous chemicals and optimizes water consumption, allowing for effective recovery of hexamethylenediamine and minimizing the risks associated with alkali stress corrosion cracking, while maintaining catalyst activity through controlled washing parameters.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If continuous regeneration of catalyst is implemented, then catalyst activity is maintained and HMD production efficiency is improved, but process complexity increases due to additional washing and regeneration equipment

Engineering Contradiction:
ImproveHMD production efficiencyVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The catalyst is regenerated in advance through a washing process that removes accumulated nitrile groups and other deactivating substances before the catalyst is fed back into the reactor. This preliminary regeneration action prevents catalyst deactivation from affecting the main reaction, thereby maintaining high HMD production efficiency while managing the added process complexity through systematic preparation.

Inventive Principle:
Principle #10Preliminary action

2Object-affected harmful factors

If simple water is used for catalyst washing instead of basic solutions, then the volume of hazardous chemicals is reduced and safety risks are lowered, but the effectiveness of catalyst regeneration may be compromised

Engineering Contradiction:
Improvehazardous chemicals volumeVSAvoidcatalyst regeneration effectiveness
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The washing process uses simple water with controlled parameters (temperature, flow rate, contact time) to effectively remove nitrile groups and other deactivating substances from the catalyst surface. By optimizing these physical parameters, the process achieves effective catalyst regeneration without requiring large volumes of hazardous basic solutions, thereby reducing safety risks while maintaining regeneration effectiveness.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If catalyst concentration in the reaction medium is increased to maintain hydrogenation capability, then conversion rate is improved, but catalyst settling and deactivation occur more rapidly

Engineering Contradiction:
Improveconversion rateVSAvoidcatalyst activity duration
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The catalyst undergoes continuous regeneration through a washing process that removes deactivating substances, allowing the catalyst to maintain its activity over extended periods. This continuous regeneration action enables the system to operate with optimized catalyst concentrations for high conversion rates while preventing the rapid deactivation that would otherwise limit catalyst activity duration.

Inventive Principle:
Principle #20Continuity of useful action

4Reliability

If large volumes of basic solutions are used for catalyst regeneration, then thorough cleaning of catalyst is achieved, but the amount of hazardous waste increases and disposal costs rise

Engineering Contradiction:
Improvecatalyst cleaning thoroughnessVSAvoidhazardous waste amount
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The process uses simple water as a disposable washing medium that can be easily discarded after use, replacing the need for large volumes of hazardous basic solutions. This approach achieves sufficient catalyst cleaning thoroughness while dramatically reducing the amount of hazardous waste that requires expensive disposal, thereby eliminating the trade-off between cleaning effectiveness and waste generation.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 enhances the efficiency of hexamethylenediamine production by maintaining catalyst activity, reducing the amount of catalyst needed, lowering operational risks, and minimizing capital costs, while achieving better than 98% HMD recovery and minimizing the risks of alkali stress corrosion cracking.

Implementation Method 1

washing of the catalyst is carried out with simple water

Methodology Applied
Scientific EffectWashing:

Implementation Method 2

the build-up of nitrile groups of ADN on the catalyst surface

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 3

production of hexamethylenediamine by catalytic hydrogenation of adiponitrile

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 4

catalytic hydrogenation of adiponitrile

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 5

the caustic alkali (preferably caustic soda, NaOH) is essentially insoluble in the HMD-water mixture and gives rise to a separated liquid phase

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

Data Source

PatentEP2697189B2Improved process for the production of hexamethylenediamine
Publication Date: 2021.08.25 RADICI CHIM
  • EP2697189B2 patent drawingFigure 1
  • EP2697189B2 patent drawingFigure 2

AI summary

It is described a process for the production of hexamethylenediamine by hydrogenation of adiponitrile, comprising an improved step of regeneration of the catalyst. Also described are an equipment for the production of hexamethylenediamine, and a washing apparatus (14) for implementing the catalyst regeneration step.