Low DGN DMAPN Hydrogenation Catalyst Service Life

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Solution Overview

Problem

The service life of catalysts used in the hydrogenation of 3-dimethylaminopropionitrile (DMAPN) is limited by side reactions such as exothermic decomposition and the formation of secondary amines, and maintaining low DMAPN content is challenging due to its difficulty in separation from the product, leading to undesirable properties like odor and discoloration in subsequent applications.

Innovation Solution

A process where DMAPN with a 2-(dimethylaminomethyl)glutaronitrile (DGN) content of 300 ppm or less is used, allowing for a longer catalyst service life by minimizing side reactions and maintaining the quality of the product through a reactor cascade and distillation sequence that ensures high conversion with reduced by-products and optimal reaction conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the reaction temperature is increased to compensate for catalyst deactivation and maintain conversion, then the conversion of DMAPN to DMAPA is improved, but side reactions increase leading to quality-reducing secondary components

Engineering Contradiction:
Improveconversion of DMAPN to DMAPAVSAvoidside reactions and secondary components
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by removing DGN impurity from DMAPN before the hydrogenation reaction. This pre-cleaning step prevents catalyst deactivation that would otherwise require temperature increases, thereby avoiding secondary components while maintaining high conversion throughout the catalyst's service life

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the purity parameter of DMAPN by reducing DGN content to 300 ppm or less. This parameter change fundamentally alters the catalyst deactivation behavior, allowing operation at stable temperatures without the need to increase temperature to compensate for deactivation

Inventive Principle:
Principle #35Parameter changes

2Duration of action of stationary object

If the service life of the catalyst is extended by operating at lower temperatures, then catalyst deactivation is reduced, but conversion may decrease

Engineering Contradiction:
Improvecatalyst service lifeVSAvoidconversion rate
Core Design Contradiction:
Duration of action of stationary objectVSProductivity

Solution Approach 1:

By removing DGN impurity before hydrogenation, the catalyst maintains its activity without deactivation. This preliminary purification allows the catalyst to operate at optimal temperature throughout its service life, maintaining high conversion while extending usable catalyst life

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The high-purity DMAPN feedstock enables the catalyst to self-maintain its activity without requiring temperature compensation. The catalyst serves itself by operating in a clean environment that prevents deactivation, eliminating the need for temperature increases to maintain conversion

Inventive Principle:
Principle #25Self-service

3Object-generated harmful factors

If DMAPN content in the product is reduced to improve quality, then odor and discoloration are minimized, but separation difficulty increases

Engineering Contradiction:
Improveodor and discolorationVSAvoidseparation of DMAPN from DMAPA
Core Design Contradiction:
Object-generated harmful factorsVSEase of manufacture

Solution Approach 1:

The patent performs preliminary action by removing DGN impurity before hydrogenation, which prevents the formation of unwanted by-products. This approach achieves high product quality without requiring intensive post-reaction separation, as the reaction itself produces minimal impurities when starting material is pure

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the potential harm of DGN impurity into a benefit by using its absence as a means to achieve both high conversion and high selectivity. The lack of DGN prevents catalyst deactivation and side reactions, simultaneously achieving high productivity and high product quality without separation challenges

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 extends the catalyst service life while maintaining performance by reducing catalyst deactivation and minimizing undesirable side reactions, allowing the catalyst to operate at starting temperatures for longer with lower temperature increases, thus preventing critical temperature thresholds.

Implementation Method 1

reacting 3-dimethylaminoprionitrile (DMAPN) with hydrogen in the presence of a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

distillation sequence that ensures high conversion with reduced by-products

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP2412698B1DMAPN with low DGN content and method for producing DMAPA from DMAPN with low DGN content
Publication Date: 2012.11.21 BASF SE
  • EP2412698B1 patent drawing

AI summary

Preparing 3-dimethylaminopropylamine (DMAPA) comprises reacting 3-dimethylaminoprionitril (DMAPN) with hydrogen in the presence of a catalyst, where the used DMAPN has a content of 2-(dimethylaminomethyl)-glutaronitrile (DGN) of 300 ppm by weight or less, based on the used DMAPN. An independent claim is also included for a mixture comprising DMAPN and DGN in a molar ratio of 1000000:5-1000000:250.