Diamine Carbonate Fermentation for Low-Salt Free Base Isolation

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Solution Overview

Problem

Existing methods for producing diamines like hexamethylenediamine (HMD) require the use of acids and bases that generate salt by-products, necessitating improved processes for fermentation and isolation.

Innovation Solution

A method utilizing carbon dioxide to produce diamine carbonate, bicarbonate, and/or bis-bicarbonate species, which are then neutralized to form diamine free base, using genetically engineered microorganisms and carbonic anhydrase to enhance CO2 conversion, followed by solvent extraction and purification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If acids and bases are used for fermentation and isolation, then diamine production is achieved, but salt by-products are generated

Engineering Contradiction:
Improvediamine productionVSAvoidsalt by-products
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent introduces carbon dioxide as an intermediary substance that mediates the fermentation process. Instead of using acids and bases directly, CO2 is used to form carbonate intermediates during fermentation, which then decompose to release the diamine product. This intermediary approach eliminates the need for salt-generating acid-base reactions while maintaining productive diamine synthesis.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameters of the fermentation process by using carbon dioxide instead of traditional acid-base reagents. This parameter change transforms the reaction chemistry from salt-forming acid-base reactions to carbonate-based reactions, fundamentally altering how the fermentation is conducted and isolated to eliminate harmful salt by-products.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If traditional acid-base methods are used for isolation, then diamine extraction is achieved, but salt by-products increase complexity

Engineering Contradiction:
Improvediamine isolationVSAvoidisolation process complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent extracts and removes carbon dioxide from the fermentation mixture during the isolation process. By taking out CO2 through degasification, the carbonate intermediates decompose and the diamine product is released in its free base form, which can then be easily extracted with organic solvents. This extraction approach simplifies the isolation process by eliminating the need for complex acid-base neutralization steps.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the previously harmful salt by-products into beneficial carbonate intermediates during fermentation. The CO2 that would normally be a waste gas is instead utilized to form soluble carbonate species that facilitate clean separation and simplification of the isolation process, turning a potential harm into a process benefit.

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 process allows for the efficient production and isolation of diamine free base with reduced salt by-products, enhancing yield and purity.

Implementation Method 1

utilizing carbon dioxide to produce diamine carbonate, bicarbonate, and/or bis-bicarbonate species

Methodology Applied
Scientific EffectCarbonation: Chemical Bonding

Implementation Method 2

using genetically engineered microorganisms and carbonic anhydrase to enhance CO2 conversion

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 3

which are then neutralized to form diamine free base

Methodology Applied
Scientific EffectDecomposition: Decomposition (biological)

Implementation Method 4

followed by solvent extraction and purification

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

Data Source

PatentUS12503711B2Method of producing and processing diamines to a diamine free base using a carbonate intermediate and an engineered microorganism
Publication Date: 2025.12.23 GENOMATICA INC
  • US12503711B2 patent drawing
  • US12503711B2 patent drawing
  • US12503711B2 patent drawing

AI summary

Provided is a method of producing and isolating a diamine produced by microbial fermentation that minimizes undesirable salt formation to provide a lower cost process.