Purification of Aliphatic Taurate Amides via Liquid-Liquid Extraction

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Solution Overview

Problem

Current methods for producing aliphatic taurate amides are incomplete, resulting in residual fatty acids that require separation, with existing purification processes like distillation or crystallization being inefficient and lacking a simple, industrial-scale solution for removing free fatty carboxylic acids.

Innovation Solution

A liquid-liquid extraction process using ethyl acetate is employed to purify aliphatic taurate amides by separating them from C6-C24 carboxylic acids, allowing for the production of high-quality aliphatic taurate amides with minimal operating conditions, higher yields, and reduced formation of colored byproducts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If distillation or crystallization is used to remove residual fatty acids, then purification is achieved, but the process becomes complex and inefficient

Engineering Contradiction:
Improvepurification qualityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies liquid-liquid extraction using ethyl acetate to selectively remove residual fatty acids from the reaction mixture. The extraction process separates the organic phase containing fatty acids from the aqueous phase containing the taurate amide product, achieving efficient purification without complex distillation or crystallization equipment

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the physical-chemical parameters by using ethyl acetate as an extracting solvent that selectively dissolves fatty acids at specific temperature and concentration ranges. This parameter change enables simple phase separation instead of complex purification processes

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If harsh purification conditions are applied, then fatty acids are removed, but the aliphatic taurate amide degrades

Engineering Contradiction:
Improvepurification efficiencyVSAvoidproduct stability
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent uses mild extraction conditions with ethyl acetate at controlled temperature and pH to remove fatty acids without degrading the taurate amide product. The gentle parameters preserve product integrity while achieving effective purification

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If traditional separation methods are used, then fatty acids are removed, but production cost increases and yield decreases

Engineering Contradiction:
Improvepurification effectivenessVSAvoidproduction yield
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent employs liquid-liquid extraction with ethyl acetate to selectively remove fatty acids in one or two simple steps, achieving high purification effectiveness with minimal loss of taurate amide product and reduced production costs compared to traditional methods

Inventive Principle:
Principle #2Taking out (Extraction)

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

The process effectively removes C6-C24 carboxylic acids, producing aliphatic taurate amides with low residual fatty acid content, is economical, and operates under mild conditions to avoid degradation, resulting in a more controlled and independent process from starting material impurities.

Implementation Method 1

proceeding with a liquid/liquid extraction with ethyl acetate of an aqueous composition comprising at least aliphatic taurate amide and C6-C24 carboxylic acid

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

Data Source

PatentUS20240158342A1Purification of aliphatic taurate amide
Publication Date: 2024.05.16 RHODIA OPERATIONS SAS

AI summary

The present invention relates to the purification of aliphatic taurate amides by liquid-liquid extraction, notably to remove free fatty carboxylic acids. Such aliphatic taurate amides may notably be obtained by reaction of a carboxylic acid with alkali metal salt of N-methyl taurine.