HMTBA Purification via Chromatography

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Solution Overview

Problem

Existing processes for producing 2-hydroxy-4-methylthio-butyric acid (HMTBA) suffer from issues such as the presence of ammonium sulfate, dark brown color, bad odor, high operating costs due to filtration, and solvent extraction, which affect product quality and increase costs.

Innovation Solution

Implementing a chromatography step to separate HMTBA from salts in the hydrolysis and neutralization reaction medium, using a stationary and mobile phase to achieve effective separation of ammonium sulfate and HMTBA, reducing the need for solvent extraction and improving product quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If solvent extraction is used to separate HMTBA from salts, then separation efficiency is improved, but operating cost and device complexity increase

Engineering Contradiction:
Improveseparation efficiencyVSAvoiddevice complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent extracts and removes salts (ammonium sulfate) from the HMTBA solution through a filtration process, separating the desired product from impurities without requiring complex solvent extraction equipment. This achieves effective separation while maintaining process simplicity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs a disposable or regenerable filtration medium that can be easily replaced or regenerated, avoiding the need for expensive and complex solvent extraction systems. This provides cost-effective separation with reduced device complexity.

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

2Manufacturing precision

If filtration stages are implemented to remove salts, then product purity is improved, but operating cost increases

Engineering Contradiction:
Improveproduct purityVSAvoidoperating cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent uses inexpensive filtration media that can be easily disposed of or regenerated, significantly reducing operating costs compared to complex purification systems. This achieves adequate product purity through a cost-effective, simple filtration approach.

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

Solution Approach 2:

The filtration process is designed to be self-regenerating or self-cleaning, reducing the need for complex maintenance and operational intervention. This lowers operating costs while maintaining consistent product purity through automated or self-managing filtration stages.

Inventive Principle:
Principle #25Self-service

3Ease of manufacture

If ammonium sulfate is present in the final product, then process simplicity is maintained, but product quality deteriorates

Engineering Contradiction:
Improveprocess simplicityVSAvoidproduct quality
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent extracts and removes ammonium sulfate from the final HMTBA product through a dedicated filtration stage, eliminating the quality deterioration caused by salt presence while maintaining overall process simplicity. The removed salts can be recovered or disposed of easily.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent discards the ammonium sulfate impurity through filtration while recovering the purified HMTBA product. This selective removal improves product quality without requiring complex multi-step purification processes, maintaining ease of manufacture.

Inventive Principle:
Principle #34Discarding and recovering

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 effectively reduces ammonium sulfate content, improves product color and odor, and lowers operational costs by eliminating the need for solvent extraction, resulting in a higher-quality HMTBA with reduced oligomers and organic impurities.

Implementation Method 1

A process for the preparation of 2-hydroxy-4-methylthio-butyric acid (HMTBA) from 2-hydroxy-4-methylthio-butyronitrile (HMTBN) by hydrolysis in the presence of a mineral acid in an aqueous medium, neutralization of the reaction medium, separation of a first phase comprising at least HMTBA and salts and a second phase containing salts, said process comprising a step according to which the HMTBA is separated from the salts of the first phase by subjecting the latter to chromatography

Methodology Applied
Scientific EffectChromatography: Chromatography

Implementation Method 2

HMTBA can be manufactured by hydrolysis of HMTBN with sulfuric acid in two stages. According to a first step, a hydration reaction of 2-hydroxy-4-methylthio-butyronitrile (HMTBN) is carried out to 2-hydroxy-4-methylthio-butyramide (HMTBM) which is then hydrolyzed in a second step to 2-hydroxy-4-methylthio-butyric acid (HMTBA)

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP3596045B1Process for the preparation of 2-hydroxy-4-methylthio-butyric acid
Publication Date: 2021.04.28 ADISSEO FRANCE SAS
  • EP3596045B1 patent drawingFigure 1
  • EP3596045B1 patent drawingFigure 2
  • EP3596045B1 patent drawingFigure 3~4

AI summary

The invention concerns a method for manufacturing 2-hydroxy-4-(methylthio)butyric acid (HMTBA) from 2-hydroxy-4-(methylthio)butyronitrile (HMTBN), comprising the following steps: hydrolysing the HMTBN to HMTBA in the presence of a mineral acid in an aqueous medium, neutralising said medium by adding a base, separating a first phase comprising at least the HMTBA and salts and a second phase containing salts, said method comprising separating the HMTBA from said salts of the first phase, by subjecting the latter to chromatography.