Enzymatic Sugar Ester Synthesis Without Solvents

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Solution Overview

Problem

Existing methods for synthesizing sugar esters and sugar alcohol esters face challenges such as the use of undesirable solvents, corrosion from HCl release, dehydration of sugars, dark coloration, unpleasant odors, and energy-intensive process steps, making them unsuitable for food and cosmetics applications.

Innovation Solution

An enzymatic process that reacts sugars and sugar alcohols with fatty acid esters or fatty acids in the absence of solvents, using lipases, which allows for homogeneous reaction mixtures, avoids unwanted byproducts, and achieves high conversion rates without the need for additional purification steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional synthesis using fatty acid chlorides is used, then sugar esters can be synthesized, but HCl is released causing corrosion and additional purification steps are required

Engineering Contradiction:
Improvesynthesis processVSAvoidHCl release
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent replaces the harmful HCl-generating fatty acid chloride method with a lipase-catalyzed esterification using fatty acids or fatty acid esters. This converts the harmful byproduct generation into a beneficial process that produces only water and ester, eliminating corrosion issues while maintaining synthesis efficiency.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent introduces a lipase enzyme as an intermediary catalyst to mediate the esterification reaction. This intermediary enables the reaction to proceed under milder conditions without generating harmful byproducts, replacing the direct chemical reaction approach with an enzymatic intermediary process.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If high temperature synthesis (200-250°C) is used, then sugar esters can be prepared in absence of solvent, but dehydration of sugars occurs as side reaction

Engineering Contradiction:
Improvesolvent-free synthesisVSAvoiddehydration side reaction
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent changes the reaction parameters by introducing lipase catalysis, which allows the esterification to proceed at much lower temperatures (ambient to moderate heat) compared to conventional thermal methods. This parameter change prevents dehydration side reactions while maintaining solvent-free conditions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the thermal/mechanical heating approach with an enzymatic catalytic system. The lipase enzyme provides an alternative mechanism for bond formation that does not rely on high temperature, substituting thermal energy with catalytic action to achieve the same synthesis goal without harmful side reactions.

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

3Temperature

If acidic catalysts are used for dehydration, then side reactions occur at low temperatures (approx. 140°C)

Engineering Contradiction:
Improvereaction temperatureVSAvoiddehydration and dark coloration
Core Design Contradiction:
TemperatureVSObject-generated harmful factors

Solution Approach 1:

The patent replaces acidic catalysis with lipase enzymatic catalysis. This substitution eliminates the need for high temperatures and prevents the harmful dehydration and dark coloration side reactions, allowing esterification to proceed under mild, clean conditions.

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

4Ease of manufacture

If enzymatic synthesis in organic solvents is used, then sugar esters can be prepared, but additional energy-intensive purification steps are required

Engineering Contradiction:
Improveenzymatic synthesisVSAvoidpurification energy consumption
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The patent employs a solvent-free enzymatic system where the reaction mixture itself serves as the reaction medium. The lipase catalyst facilitates esterification directly in the substrate mixture without requiring external organic solvents, thereby eliminating the need for energy-intensive removal of solvent through distillation or other purification methods.

Inventive Principle:
Principle #25Self-service

5Ease of manufacture

If aqueous enzyme solutions are used, then sugar esters can be synthesized, but additional process steps for isolating products from aqueous systems are required

Engineering Contradiction:
Improveaqueous enzymatic synthesisVSAvoidisolation process steps
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent optimizes the reaction system by controlling water activity and using substrate mixtures with appropriate solvent content to maintain enzyme activity while facilitating product isolation. By adjusting these parameters, the system achieves efficient esterification with simplified downstream processing, avoiding the need for complex aqueous phase separation steps.

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 produces sugar esters and sugar alcohol esters with improved color and odor properties, eliminating the need for additional purification and reducing energy consumption, making them suitable for use in food and cosmetics without petrochemical components.

Implementation Method 1

reacting a mixture containing at least two selected from sugars and sugar alcohols with at least one acyl group donor, preferably fatty acid acyl group donor, especially selected from fatty acid esters and fatty acids, particularly preferably fatty acids, in the presence of a lipase

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Data Source

PatentUS20230055814A1Process for enzymatically preparing sugar esters and/or sugar alcohol esters
Publication Date: 2023.02.23 EVONIK OPERATIONS GMBH

AI summary

A process can be used for the enzymatic preparation of sugar esters and/or sugar alcohol esters. Mixture compositions contain the sugar esters and/or sugar alcohol esters.