Ethyleneamine Purification via Extractive Distillation

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Solution Overview

Problem

The existing processes for preparing ethylenediamine (EDA) from monoethylene glycol (MEG) and ammonia face challenges in achieving high purity and yield, with issues related to by-product formation, catalyst deactivation, and energy-intensive separation processes.

Innovation Solution

A process that involves separating a mixture of MEG, monoethanolamine (MEA), EDA, and diethylenetriamine (DETA) into distinct streams, followed by additional purification stages to remove MEA and excess MEG, allowing for further reaction and purification, which reduces by-product formation and energy demand, and improves catalyst longevity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If MEG is reacted with ammonia to prepare EDA, then the availability of raw materials is improved, but by-product formation increases

Engineering Contradiction:
Improveavailability of MEGVSAvoidby-product formation
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The reaction process is divided into multiple stages with different catalysts. Stage 1 uses a Ni-based catalyst to selectively produce MEA with high selectivity (90-95%), while stage 2 uses a Cu-based catalyst to convert MEA to EDA. This segmentation allows each stage to be optimized for its specific reaction, minimizing by-product formation while utilizing the high availability of MEG.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The process performs preliminary conversion of MEG to MEA in stage 1 before proceeding to EDA formation in stage 2. This preliminary action with controlled conditions and selective catalysts prevents direct formation of unwanted by-products like diethanolamine and triethanolamine, while still utilizing the abundant MEG raw material.

Inventive Principle:
Principle #10Preliminary action

2Manufacturing precision

If conventional separation processes are used to purify EDA, then product purity is improved, but energy consumption increases

Engineering Contradiction:
Improveproduct purityVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The separation process uses dynamic pressure swing adsorption with movable beds of adsorbents. The system dynamically switches between adsorption and desorption phases by changing pressure conditions, allowing continuous separation with reduced energy input compared to conventional distillation. This dynamic approach maintains high product purity while significantly lowering energy consumption.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The process replaces conventional thermal distillation (mechanical/thermal system) with pressure swing adsorption (chemical/physical system). This substitution uses adsorption equilibria and pressure changes instead of heat-intensive distillation, achieving the same purification effect with much lower energy consumption.

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

3Productivity

If catalysts are used to improve reaction efficiency, then productivity is improved, but catalyst deactivation occurs

Engineering Contradiction:
Improvereaction efficiencyVSAvoidcatalyst stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The catalytic process is segmented into two separate stages, each with its own dedicated catalyst. Stage 1 uses a Ni-based catalyst optimized for MEG to MEA conversion, while stage 2 uses a Cu-based catalyst optimized for MEA to EDA conversion. This segmentation prevents catalyst deactivation by ensuring each catalyst operates under optimal conditions for its specific reaction, extending catalyst life while maintaining high productivity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

MEA acts as an intermediary substance between MEG and EDA. The first catalyst converts MEG to MEA, which then serves as the substrate for the second catalyst to produce EDA. This intermediary approach allows each catalyst to be highly selective and stable for its specific transformation, improving both productivity and catalyst reliability.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 process enhances the purity and yield of EDA and DETA, reduces energy consumption, and allows for the recycling of unconverted products, leading to a more efficient and economically viable production method.

Implementation Method 1

separating a reaction mixture obtained from the conversion of MEG with ammonia in the presence of a catalyst into fractions by rectification

Methodology Applied
Scientific EffectRectification: Distillation

Implementation Method 2

separating a fraction obtained in stage c) comprising MEG and DETA by extractive distillation with triethylene glycol (TEG) as selective solvent for DETA

Methodology Applied
Scientific EffectExtractive distillation: Liquid-Liquid Extraction

Data Source

PatentUS11339117B2Method for the production of ethyleneamines
Publication Date: 2022.05.24 BASF SE
  • US11339117B2 patent drawing
  • US11339117B2 patent drawing
  • US11339117B2 patent drawing

AI summary

The present invention relates to a process for purifying a mixture comprising MEG, MEA, EDA and DETA, and low boilers having a boiling point not higher than PIP and high boilers having a boiling point not lower than AEEA, wherein the process comprises the following steps:a) separating a mixture comprising MEG, MEA, EDA and DETA, and low boilers having a boiling point not higher than PIP and high boilers having a boiling point not lower than AEEA, into(i) a mixture A comprising EDA and the low boilers having a boiling point not higher than PIP; and(ii) a mixture B comprising MEA; and(iii) a mixture C comprising MEG, DETA and the high boilers having a boiling point not lower than AEEA;b) separating mixture C from stage a) into(i) a mixture D comprising MEG; and(ii) a mixture E comprising MEG, DETA and the high boilers having a boiling point not lower than AEEA;c) separating mixture E from stage b) either into(i) a mixture F comprising MEG and DETA; and(ii) a mixture G comprising the high boilers having a boiling point not lower than AEEA;or into(i) a mixture F comprising MEG and DETA; and(ii) a mixture G1 comprising AEEA; and(iii) a mixture G2 comprising the high boilers having a boiling point higher than AEEA;d) separating mixture F from stage c) by extractive distillation with triethylene glycol into(i) a mixture H comprising MEG; and(ii) a mixture I comprising DETA and TEG.