Meso-Lactide Purification via Melt Crystallization

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Solution Overview

Problem

Current methods for producing polylactide face challenges in separating meso-lactide from intermediate-boiling impurities, leading to yield losses and increased costs due to the difficulty in purifying meso-lactide, which often results in it being discarded or used in lower-value applications, affecting the production of semi-crystalline grades of polylactide.

Innovation Solution

A process involving forming low molecular weight poly(lactic acid), depolymerizing it to form crude lactide, separating meso-lactide from S,S- and R,R-lactide, purifying meso-lactide through melt crystallization, and recombining it with purified S,S- and R,R-lactide streams to achieve a polymerizable lactide stream with reduced impurities, thereby reducing capital and operating costs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If meso-lactide is separated from crude lactide through conventional distillation, then S,S-lactide and R,R-lactide streams are purified, but meso-lactide becomes contaminated with intermediate-boiling impurities making it unsuitable for reuse

Engineering Contradiction:
Improvepurity of S,S-lactide and R,R-lactide streamsVSAvoidyield loss of meso-lactide
Core Design Contradiction:
Manufacturing precisionVSLoss of substance

Solution Approach 1:

The patent divides the lactide separation process into distinct stages: first separating meso-lactide from S,S-lactide and R,R-lactide using extractive distillation with a selective solvent, then independently purifying the meso-lactide stream through melt crystallization. This segmentation allows each purification step to target specific impurities without cross-contamination, resolving the contradiction between achieving high purity in main streams and preventing impurity concentration in the meso-lactide stream.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces a selective solvent as an intermediary substance in the extractive distillation process. This solvent selectively interacts with S,S-lactide and R,R-lactide, allowing meso-lactide to be separated into a distinct stream without direct contact with intermediate-boiling impurities. The solvent acts as a mediator that facilitates separation while protecting the meso-lactide from contamination, enabling its subsequent reuse.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If meso-lactide is discarded or used in lower-value applications to avoid impurity issues, then production costs are reduced, but overall process efficiency and yield decrease

Engineering Contradiction:
Improvesimplicity of processingVSAvoidoverall process yield
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent applies preliminary purification action to the meso-lactide stream through melt crystallization before it is reused in polymerization. This preliminary treatment removes intermediate-boiling impurities in advance, ensuring that the meso-lactide is suitable for high-value applications. By performing this purification step beforehand, the process enables full reuse of meso-lactide without carrying forward impurity problems to subsequent stages.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent implements a recovery system for meso-lactide that was previously discarded or downcycled. Through the combination of extractive distillation and melt crystallization, meso-lactide is recovered in high purity form and fed back into the polymerization process. This transforms waste material into a valuable resource, directly improving overall process yield while maintaining manufacturing simplicity through integrated process design.

Inventive Principle:
Principle #34Discarding and recovering

3Manufacturing precision

If conventional distillation is used to remove intermediate-boiling impurities, then purification is achieved, but capital and operating costs increase due to multiple distillation columns required

Engineering Contradiction:
Improvepurification level of lactide streamsVSAvoidnumber of distillation columns
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent replaces the conventional mechanical distillation system with a hybrid approach: extractive distillation using a selective solvent followed by melt crystallization. This substitution eliminates the need for multiple distillation columns by using chemical selectivity and phase change mechanisms instead of repeated thermal separation. The result is reduced device complexity while maintaining high purification levels across all lactide streams.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent utilizes phase transition (melting and crystallization) as the basis for purifying meso-lactide. By controlling the phase change of meso-lactide through temperature management, intermediate-boiling impurities are excluded from the crystal structure during solidification. This phase transition-based purification achieves high purity without requiring additional distillation equipment, directly reducing device complexity while maintaining manufacturing precision.

Inventive Principle:
Principle #36Phase transitions

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 impurity levels in the polylactide streams, allowing for the reuse of meso-lactide and improving the production of semi-crystalline polylactide grades by minimizing the presence of intermediate-boiling impurities, thus enhancing process efficiency and yield.

Implementation Method 1

separating meso-lactide from S,S-lactide and R,R-lactide by extractive distillation

Methodology Applied
Scientific EffectExtractive distillation: Distillation

Implementation Method 2

purifying the meso-lactide by melt crystallization

Methodology Applied
Scientific EffectMelt crystallization: Crystallisation

Data Source

PatentEP3406605B1Methods for producing lactide with recrystallization and recycle of meso-lactide
Publication Date: 2022.04.20 NATUREWORKS LLC
  • EP3406605B1 patent drawingFigure 1
  • EP3406605B1 patent drawing
  • EP3406605B1 patent drawing

AI summary

Polylactides are formed by forming and depolymerizing a low molecular weight poly(lactic acid) to form a crude lactide, separating meso-lactide to form a meso-lactide stream that is enriched in impurities, purifying the meso-lactide-enriched stream by melt crystallization, recombining at least a portion of the purified meso-lactide stream with an S,S- and R,R-lactide stream and polymerizing the recombined streams.