HMDA Extraction with Alcohol-Alkane Blends for Lower Distillation Energy

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for extracting 1,6-hexamethylenediamine from microbial fermentation broths are energy-intensive due to high water transfer to the organic extract phase, necessitating significant distillation energy consumption and reducing the process's efficiency.

Innovation Solution

A solvent mixture of monovalent alcohols with 4 to 7 carbon atoms and alkanes with 5 to 7 carbon atoms is used to extract 1,6-hexamethylenediamine, with the alkane content ranging from 2 to 50 wt.%, followed by distillation to separate the diamine from the solvent mixture.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If monovalent alcohols are used as extractants, then extraction selectivity is improved, but water content in the organic phase increases leading to higher energy consumption

Engineering Contradiction:
Improveextraction selectivityVSAvoiddistillation energy consumption
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent combines monovalent alcohol with nonpolar solvent additives to create a mixed extractant system. This merging allows the alcohol component to maintain extraction selectivity for the diamine while the nonpolar additive component reduces water solubility in the organic phase, thereby lowering distillation energy requirements.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent modifies the polarity parameter of the organic extractant by adding nonpolar solvents (alkanes, cycloalkanes, aromatic hydrocarbons) to the alcoholic extractant. This parameter change in solvent polarity reduces the water content in the organic phase while preserving diamine extraction efficiency, thus reducing energy consumption.

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If nonpolar solvents are used to reduce water content, then energy consumption is reduced, but partition coefficient for polar diamine decreases

Engineering Contradiction:
Improvedistillation energy consumptionVSAvoidpartition coefficient
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent merges nonpolar solvent components with polar diamine extraction capabilities through the alcohol additive. This combination allows the system to achieve low water content (reducing energy consumption) while maintaining sufficient partition coefficient for polar diamine extraction, as the alcohol component remains active in recognizing and extracting the polar diamine.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent creates a composite extractant system combining nonpolar solvents with alcoholic additives. This composite material approach allows simultaneous optimization of water content (for energy efficiency) and partition coefficient (for extraction efficiency), as the composite system leverages the low polarity of nonpolar solvents and the diamine-affinity of alcoholic components.

Inventive Principle:
Principle #40Composite materials

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 reduces the water content in the organic phase, leading to a lower energy demand for distillation and surprisingly enhances the partition coefficient, improving the extraction efficiency.

Implementation Method 1

extracting the HMDA-containing aqueous solution with a solvent mixture (i) at least one monovalent alcohol having 4 to 7 carbon atoms and (ii) at least one alkane having 5 to 7 carbon atoms

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

Implementation Method 2

distilling the HMDA-containing solvent mixture and separating the HMDA from the solvent mixture

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP4606788A1Use of two different solvents for the extraction of 1,6-hexamethylenediamine produced by microbial fermentation
Publication Date: 2025.08.27 COVESTRO DEUTSCHLAND AG
  • EP4606788A1 patent drawingFigure 1
  • EP4606788A1 patent drawingFigure 2
  • EP4606788A1 patent drawing

AI summary

Method for separating 1,6-hexamethylenediamine (HMDA) from an aqueous solution, comprising the steps: a) providing HMDA-containing aqueous solution, wherein said aqueous solution is a fermentation broth, b) extracting the HMDA-containing aqueous solution with a solvent mixture (i) at least one monovalent alcohol having 4 to 7 carbon atoms and (ii) at least one alkane having 5 to 7 carbon atoms, wherein the alkane content of the solvent mixture is in the range from 2 wt% to 50 wt% based on the total weight of all alcohols and alkanes present in the solvent mixture; c) obtaining an HMDA-containing solvent mixture as separatephase, and d) distilling the HMDA-containing solvent mixture and separating the HMDA from the solvent mixture.