Fatty Acid Monoglyceride Production via Temperature-Shift Cooling

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Solution Overview

Problem

Current methods for producing fatty acid monoglycerides often result in low purity and require extensive purification steps, with challenges in maintaining high monoglyceride concentration due to reaction equilibrium shifts and reverse reactions, leading to decreased productivity and increased purification loads.

Innovation Solution

A method involving heating glycerin and a compound with an acyl group in the presence of a catalyst, followed by cooling with liquid glycerin at a lower temperature to suppress reverse reactions and enhance monoglyceride separation, allowing for higher yields and reduced purification loads.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If the reaction temperature is increased to shift equilibrium toward monoglyceride production, then monoglyceride concentration increases, but reverse reaction occurs during cooling that decreases monoglyceride concentration

Engineering Contradiction:
Improvemonoglyceride concentrationVSAvoidmonoglyceride concentration stability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent performs esterification reaction at high temperature (200-250°C) to maximize monoglyceride production before cooling occurs. By completing the forward reaction while conditions favor it, the system captures high monoglyceride concentration before reverse reaction can significantly occur during the subsequent cooling phase.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent adds glycerin immediately after the esterification reaction to suppress the reverse reaction (diglyceride decomposition). This preliminary anti-action prevents the degradation of monoglyceride that would otherwise occur during cooling, maintaining high monoglyceride concentration in the final product.

Inventive Principle:
Principle #9Preliminary anti-action

2Manufacturing precision

If purification steps are performed to obtain high purity monoglyceride, then product purity increases, but production efficiency decreases

Engineering Contradiction:
Improvemonoglyceride purityVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent optimizes reaction parameters (temperature 200-250°C, glycerin to acyl group molar ratio 1.05-2.00, catalyst amount 0.1-5.0 wt%) to directly produce high monoglyceride concentration (80-95%) in the reaction mixture. By controlling these parameters, the need for extensive purification is reduced while maintaining high product purity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent removes unnecessary purification steps (distillation, neutralization, washing) by directly producing a reaction mixture with sufficiently high monoglyceride concentration and purity. The method extracts only the essential separation step while eliminating redundant purification operations that reduce productivity.

Inventive Principle:
Principle #2Taking out (Extraction)

3Productivity

If catalyst is used to accelerate esterification reaction, then reaction rate increases, but reverse reaction rate also increases during cooling

Engineering Contradiction:
Improvereaction rateVSAvoidmonoglyceride concentration maintenance
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent completes the esterification reaction quickly at high temperature in the presence of catalyst before cooling begins. By achieving high conversion during the brief high-temperature phase, the system maximizes monoglyceride production before the catalyst can promote reverse reaction during cooling.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent adds excess glycerin immediately after reaction to counteract the reverse reaction promoted by the catalyst during cooling. This preliminary anti-action suppresses catalyst-mediated degradation of monoglyceride, maintaining high concentration despite catalyst presence.

Inventive Principle:
Principle #9Preliminary anti-action

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 method effectively increases the content of fatty acid monoglyceride in the final mixture, reducing the purification load and enhancing production efficiency by suppressing reverse reactions and maintaining high monoglyceride concentration.

Implementation Method 1

esterification reaction of glycerin with fatty acid

Methodology Applied
Scientific EffectEsterification reaction: Chemical Bonding

Implementation Method 2

heating and reacting glycerin and a compound having at least one acyl group

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

adding glycerin, which is liquid and has a lower temperature than the temperature of the mixture, to the mixture to cool the mixture

Methodology Applied
Scientific EffectCooling: Cooling

Implementation Method 4

separating the mixture containing fatty acid monoglyceride from glycerin, obtained in the step (ii), by separating layers

Methodology Applied
Scientific EffectDensity separation: Density Gradient

Data Source

PatentUS9193662B2Method for producing mixture containing fatty acid monoglyceride
Publication Date: 2015.11.24 KAO CORP
  • US9193662B2 patent drawing
  • US9193662B2 patent drawing

AI summary

The present invention relates to a method for producing a mixture containing fatty acid monoglyceride from glycerin and a compound having at least one acyl group, selected from fatty acids and fatty acid glycerides, including: (i) a step of obtaining a mixture containing fatty acid monoglyceride by heating and reacting glycerin and a compound having at least one acyl group, selected from fatty acids and fatty acid glycerides in the presence of a catalyst; (ii) a step including adding glycerin, which is liquid and has a lower temperature than the temperature of the mixture, to the mixture to cool the mixture; and (iii) a step of separating the mixture containing fatty acid monoglyceride from glycerin, obtained in the step (ii), by separating layers.