Tin Catalyst Direct Lactide Production from Lactic Acid

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Solution Overview

Problem

Current methods for producing lactide from lactic acid, such as two-step processes, suffer from issues like byproduct formation, catalyst degradation, and high operational costs due to the need for complex equipment and vacuum conditions, while one-step methods lack effective catalysts for commercial viability.

Innovation Solution

A method involving a dehydration reaction of lactic acid in the presence of a tin compound catalyst, specifically tin oxide, allows for direct production of lactide with high conversion ratio and selectivity, minimizing byproduct formation and extending catalyst life.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If a two-step process (prepolymerization-depolymerization) is used to produce lactide from lactic acid, then the optical purity of lactide is improved, but the device complexity and operational cost increase due to the need for vacuum equipment and complex reaction devices

Engineering Contradiction:
Improveoptical purity of lactideVSAvoidcomplexity of reaction device
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent segments the catalyst system into a specific composition (SnCl4:pyridine complex with HCl) that enables the reaction to proceed in a single step, eliminating the need for complex multi-step equipment while maintaining product purity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent extracts the essential catalytic function from complex vacuum equipment by using a highly effective catalyst system that achieves high optical purity through direct dehydration, removing the need for depolymerization equipment

Inventive Principle:
Principle #2Taking out (Extraction)

2Manufacturing precision

If a two-step process (prepolymerization-depolymerization) is used to produce lactide from lactic acid, then the optical purity of lactide is improved, but the operational cost increases due to the need for vacuum pumps and complex equipment

Engineering Contradiction:
Improveoptical purity of lactideVSAvoidoperational cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent segments the catalyst system into a specific composition (SnCl4:pyridine complex with HCl) that enables the reaction to proceed in a single step, eliminating the need for expensive vacuum equipment while maintaining product purity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent extracts the essential catalytic function from complex vacuum equipment by using a highly effective catalyst system that achieves high optical purity through direct dehydration, removing the need for depolymerization equipment

Inventive Principle:
Principle #2Taking out (Extraction)

3Productivity

If lactic acid is subjected to prolonged residence in the reactor during two-step process, then the polymerization reaction is completed, but the reliability of the product decreases due to formation of byproducts such as meso-lactide

Engineering Contradiction:
Improvecompletion of polymerizationVSAvoidpurity of lactide product
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies preliminary action by using a pre-formed SnCl4:pyridine complex catalyst that is specifically designed to promote direct dehydration, allowing the reaction to reach completion quickly without prolonged residence time that would lead to byproduct formation

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the catalytic parameters by introducing a specific complex catalyst system with optimized composition ratios, which alters the reaction pathway to favor direct dehydration over prolonged polymerization, reducing byproduct formation while maintaining productivity

Inventive Principle:
Principle #35Parameter changes

4Device complexity

If a direct one-step method is used to produce lactide from lactic acid, then the device complexity is reduced, but the manufacturing precision decreases due to insufficient conversion ratio and selectivity

Engineering Contradiction:
Improvesimplicity of reaction deviceVSAvoidconversion ratio and selectivity
Core Design Contradiction:
Device complexityVSManufacturing precision

Solution Approach 1:

The patent uses an intermediary catalyst system (SnCl4:pyridine complex with HCl) that mediates the direct dehydration reaction, enabling high conversion ratio and selectivity in a single step without requiring complex multi-step equipment

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent employs a composite catalyst system combining SnCl4, pyridine, and HCl in specific ratios, creating a synergistic effect that achieves high manufacturing precision through direct one-step conversion while maintaining equipment simplicity

Inventive Principle:
Principle #40Composite materials

5Ease of manufacture

If a direct one-step method is used to produce lactide from lactic acid, then the operational cost is reduced, but the reliability of the process decreases due to lack of effective catalysts

Engineering Contradiction:
Improveoperational costVSAvoidcommercial viability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent uses an intermediary catalyst system (SnCl4:pyridine complex with HCl) that mediates the direct dehydration reaction, enabling high conversion ratio and selectivity in a single step without requiring complex multi-step equipment

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent employs a composite catalyst system combining SnCl4, pyridine, and HCl in specific ratios, creating a synergistic effect that achieves high manufacturing precision through direct one-step conversion while maintaining equipment simplicity

Inventive Principle:
Principle #40Composite materials

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 approach results in high optical purity lactide with low meso-lactide selectivity, reducing purification costs and eliminating the need for oligomer separation, thus simplifying the process and enhancing efficiency.

Implementation Method 1

subjecting lactic acid to a dehydration reaction in the presence of a catalyst comprising a tin compound

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS9539561B2Method for producing lactide directly from lactic acid and a catalyst used therein
Publication Date: 2017.01.10 KOREA RES INST OF CHEM TECH
  • US9539561B2 patent drawing
  • US9539561B2 patent drawing

AI summary

The present invention provides a method for directly producing lactide by subjecting lactic acid to a dehydration reaction in the presence of a catalyst comprising a tin compound, preferably, a tin (IV) compound, wherein lactide can be produced directly or by one step from lactic acid, without going through the step of producing or separating lactic acid oligomer. The method of the present invention has advantages of causing no loss of lactic acid, having a high conversion ratio to lactic acid and a high selectivity to optically pure lactide, and maintaining a long life time of the catalyst. Further, since lactic acid oligomer is not or hardly generated and the selectivity of meso-lactide is low, the method also has an advantage that the cost for removing or purifying this can be saved.