Cavitator-Assisted Transesterification for Cis-Isomer Retention

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Solution Overview

Problem

Existing methods for producing ethyl esters of unsaturated fatty acids from natural oils often result in undesirable isomerization, leading to a decrease in beneficial cis-isomers and an increase in harmful trans-isomers, which affects the health-promoting properties of the final product.

Innovation Solution

A method involving the use of a flow cavitator to create a homogenous mixture of plant oils, followed by transesterification with ethanol in the presence of a catalyst at controlled temperatures and pressures, and subsequent evaporation and purification to maintain a high content of cis-isomers in the ethyl esters.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional transesterification methods are used to produce ethyl esters from natural oils, then the production efficiency is improved, but the cis-isomer content decreases and trans-isomer content increases due to isomerization

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcis-isomer content
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by conducting transesterification at low temperatures (below 49°C) and using a controlled molar excess of ethanol (13-16 fold) to prevent isomerization while maintaining production efficiency. This resolves the contradiction by optimizing reaction parameters to preserve cis-isomer content without sacrificing productivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses an intermediary approach by employing a flow cavitator to create a homogeneous mixture of plant oils before transesterification. This preliminary mixing step ensures uniform reaction conditions and prevents localized isomerization, allowing efficient production while maintaining high cis-isomer content

Inventive Principle:
Principle #24Intermediary (Mediator)

2Speed

If high temperature processing is used to speed up transesterification, then the reaction speed is improved, but the cis-isomers are lost and trans-isomers are formed

Engineering Contradiction:
Improvereaction speedVSAvoidcis-isomer content
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent changes the temperature parameter to below 49°C and uses a flow cavitator with multiple cavitation zones to enhance mass and heat transfer. This allows the reaction to proceed efficiently at low temperatures, preventing isomerization while maintaining acceptable reaction speed through intensified mixing and heat transfer

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces conventional thermal activation with cavitation-induced activation. The flow cavitator creates intense local mixing and energy input through cavitation bubbles, enabling the reaction to proceed rapidly at low temperatures without relying on high thermal energy that would cause isomerization

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

3Manufacturing precision

If extended evaporation time is used to remove ethanol, then the purification is improved, but the cis-isomers are lost due to prolonged exposure to heat

Engineering Contradiction:
Improvepurification qualityVSAvoidcis-isomer content
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The patent changes the evaporation parameters by conducting it at low temperature (not exceeding 49°C) and using a dome evaporator with spray nozzles and vapour diffusers. This configuration enables rapid ethanol removal within below 0.3 hours, achieving thorough purification while minimizing thermal exposure time to prevent cis-isomer loss

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses a continuous flow evaporation process with spray nozzles that create a thin film of the reaction mixture. This continuous action allows rapid and complete ethanol removal in a single pass, eliminating the need for extended processing times that would expose the cis-isomers to degrading heat

Inventive Principle:
Principle #20Continuity of useful 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 retains at least 95% of the initial cis-isomer content of unsaturated fatty acids, ensuring the production of ethyl esters with enhanced bioavailability and health-promoting properties, while preventing isomerization and maintaining product stability.

Implementation Method 1

a homogenous mixture of plant oils is produced using a flow cavitation technique, wherein the cavitation is conducted in a flow cavitator possessing from 3 to 8 cavitation zones

Methodology Applied
Scientific EffectCavitation: Cavitation

Implementation Method 2

after completing the transesterification reaction the reaction mixture is freed of ethanol by evaporation, wherein the evaporation process is conducted at a temperature not exceeding 49°C over a time below 0.3 hours

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentEP2974604B1A process for producing a mixture of ethyl esters of vegetable fatty acids with a high content of cis isomers
Publication Date: 2017.10.11 SKOTAN SPOKA AKCYJNA
  • EP2974604B1 patent drawingFigure 1
  • EP2974604B1 patent drawingFigure 2~3
  • EP2974604B1 patent drawing

AI summary

A nutraceutical in the form of ethyl esters of omega 3, 6 and 9 acids retaining from 95% to 100% of the cis- isomers contained in the raw materials (a mixture of plant oils) as well as a a method of producing it using cavitation technology, two evaporators connected cascade-wise, a 5-stage settlement system, purifying and clarifying centrifuges, and the possible reclamation of production waste using a microbiological biological system (Yarrowia lipolytica yeast).