Lactic Ester Production via Reactive Distillation

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Solution Overview

Problem

Current industrial processes for producing lactic esters from fermentation juice containing ammonium lactate face challenges such as simultaneous production of gypsum, low yield, significant loss of lactic ester as lactamide, and racemization, making it difficult to scale up and environmentally costly.

Innovation Solution

A process involving pre-purification, concentration, and reactive distillation of ammonium lactate with an aliphatic alcohol in a 3-stage column, minimizing lactamide formation and racemization, and achieving high yield and purity of lactic ester without gypsum production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a large molar excess of alcohol (20-100 moles per mole of ammonium lactate) is used to avoid lactamide formation, then selectivity improves, but energy consumption increases significantly due to distillation requirements

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

Solution Approach 1:

The invention changes the concentration parameter from using large excess of alcohol (20-100 moles) to a controlled molar ratio (1.05-2.0 moles), and changes the reaction condition from batch to continuous reactive distillation, thereby reducing energy consumption while maintaining selectivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention implements continuous reactive distillation where the esterification reaction and separation occur simultaneously and continuously, allowing immediate removal of water and alcohol to drive the reaction forward without requiring large excess of alcohol, thus reducing energy consumption for subsequent distillation

Inventive Principle:
Principle #20Continuity of useful action

2Ease of manufacture

If fermentation by-products are present in the fermentation juice, then the process uses unpurified ammonium lactate, but precipitation occurs during concentration and esterification making the process difficult and reducing yield

Engineering Contradiction:
Improveease of processVSAvoidesterification yield
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The invention performs preliminary filtration of the fermentation juice before concentration and esterification steps to remove fermentation by-products and precipitates, thereby preventing precipitation issues during subsequent processing and maintaining high esterification yield

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention extracts and removes fermentation by-products and precipitates from the fermentation juice through filtration before the concentration and esterification steps, separating the harmful components from the useful ammonium lactate

Inventive Principle:
Principle #2Taking out (Extraction)

3Object-affected harmful factors

If the process uses ammonium salts to produce lactic acid esters without gypsum, then environmental impact is reduced, but lactamide formation decreases selectivity and yield

Engineering Contradiction:
Improveenvironmental impactVSAvoidselectivity
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The invention uses continuous reactive distillation where the esterification reaction and separation occur simultaneously, allowing immediate removal of water to drive the reaction forward and prevent lactamide formation, thereby maintaining high selectivity while using ammonium salts for environmental benefits

Inventive Principle:
Principle #20Continuity of useful action

Solution Approach 2:

The invention changes the reaction conditions by implementing continuous reactive distillation with controlled molar ratios and temperature, which prevents lactamide formation and maintains high selectivity while using ammonium salts instead of calcium carbonate

Inventive Principle:
Principle #35Parameter changes

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 achieves a lactic ester yield greater than 95% with less than 5% lactamide loss and racemization below 2%, effectively addressing the limitations of existing methods and enabling environmentally friendly and cost-effective production.

Implementation Method 1

reactive distillation of ammonium lactate with an aliphatic alcohol in a 3-stage column

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 2

concentration and then to reactive distillation

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentEP2632558B1Process for producing a lactic ester from a fermentation liquor containing ammonium lactate
Publication Date: 2018.05.30 GALACTIC SA (BE)
  • EP2632558B1 patent drawingFigure 1
  • EP2632558B1 patent drawing
  • EP2632558B1 patent drawing

AI summary

The present invention relates to an industrial process for producing a lactic ester containing in total at least seven carbon atoms, from a fermentation liquor containing ammonium lactate in order to avoid the inherent production of gypsum, with a high yield and according to which the loss of lactic ester in the form of lactamide is limited as much as possible.