Supercritical Fluid Chromatography for Triglyceride Isomer Analysis

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Solution Overview

Problem

Current methods for analyzing triglyceride isomers, such as gas chromatography and silver ion column-HPLC, are time-consuming and lack effective analysis for optical isomers, necessitating a more efficient and accurate method for sorting and producing triglycerides.

Innovation Solution

Supercritical fluid chromatography using multiple types of stationary phases with chiral selectors, including amylose and cellulose derivatives bound to silica gel, allows for rapid and accurate analysis of positional and optical isomers, enabling the sorting and fractionation of triglycerides.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If gas chromatography or liquid chromatography is used to analyze triglyceride isomers, then the analysis can be performed, but the analysis takes a long time

Engineering Contradiction:
Improvetriglyceride isomer analysisVSAvoidanalysis time
Core Design Contradiction:
Measurement precisionVSLoss of time

Solution Approach 1:

The patent changes the physical state of the mobile phase from liquid (conventional HPLC) to supercritical fluid (CO2), which fundamentally alters the chromatographic separation mechanism. This parameter change enables faster mass transfer and reduces analysis time while maintaining separation precision for triglyceride isomers

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes the phase transition properties of carbon dioxide between supercritical and gaseous states. By operating in the supercritical state during analysis and then transitioning to gas for easy removal, the system achieves rapid analysis without residual solvent issues, directly addressing the time consumption problem

Inventive Principle:
Principle #36Phase transitions

2Measurement precision

If conventional chromatography methods are used, then positional isomers can be analyzed, but optical isomers cannot be effectively analyzed

Engineering Contradiction:
Improvepositional isomer analysisVSAvoidoptical isomer analysis capability
Core Design Contradiction:
Measurement precisionVSAdaptability or versatility

Solution Approach 1:

The patent introduces chiral selectors (cyclodextrins, crown ethers, or macrocyclic glycopeptides) as intermediary substances in the supercritical mobile phase. These intermediaries specifically interact with optical isomers through host-guest complexation, enabling the separation and analysis of optical isomers which conventional methods cannot detect

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The supercritical fluid chromatography system is designed to perform multiple functions: it can analyze positional isomers through standard separation mechanisms and simultaneously analyze optical isomers when chiral selectors are present. This multi-functionality resolves the limitation of conventional methods that are specialized for only one type of isomer analysis

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Device complexity

If a single separation column is used for triglyceride analysis, then the device complexity is low, but the analysis accuracy and separation capability are limited

Engineering Contradiction:
Improvechromatography systemVSAvoidisomer separation accuracy
Core Design Contradiction:
Device complexityVSMeasurement precision

Solution Approach 1:

The patent segments the chromatography system into multiple columns with different stationary phases (e.g., one column for positional isomer separation and another for optical isomer separation). This segmentation allows each column to be optimized for specific separation tasks, achieving high overall accuracy without excessive complexity in any single component

Inventive Principle:
Principle #1Segmentation

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 enables rapid and precise measurement of triglyceride isomers, facilitating the sorting and production of oils and fats based on quantified components, improving the efficiency and accuracy of triglyceride analysis.

Implementation Method 1

analyzing an isomer of triglyceride by supercritical fluid chromatography, in which a plurality of types of stationary phases are used in the supercritical liquid chromatography

Methodology Applied
Scientific EffectChromatography: Chromatography

Implementation Method 2

at least two stationary phases among the stationary phases have different chiral selectors in each of which one or more chlorines are bound to a polysaccharide derivative

Methodology Applied
Scientific EffectChiral recognition:

Implementation Method 3

supercritical fluid chromatography using multiple types of stationary phases with chiral selectors

Methodology Applied
Scientific EffectSupercritical fluid extraction: Supercritical Fluid Extraction

Data Source

PatentEP3783358B1Method for analyzing triglyceride, method for separating oil and fat, and method for manufacturing triglyceride
Publication Date: 2023.03.15 THE NISSHIN OILLIO GRP LTD
  • EP3783358B1 patent drawingFigure 1~5
  • EP3783358B1 patent drawing

AI summary

An object of the present invention is to provide a method for analyzing an isomer of triglyceride, a method for sorting oils and fats having different contents of an isomer of triglyceride, and a method for producing triglyceride of which an isomer can be fractionated. The present invention is a method for analyzing triglyceride, including a step of analyzing an isomer of triglyceride by supercritical fluid chromatography, in which multiple types of stationary phases are used in the supercritical liquid chromatography, and at least two stationary phases among the stationary phases have different chiral selectors in each of which one or more chlorines are bound to a polysaccharide derivative.