Tocopherol Purification via Acid-Activated Bleaching Earth

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Solution Overview

Problem

Highly concentrated forms of tocopherols and protected tocopherols contain significant impurities of phenolic compounds based on 2,3-dihydrobenzofuran-5-ol, which exceed the desired limits, particularly in refined vegetable oils and fats, necessitating a method to reduce these impurities effectively.

Innovation Solution

Contacting tocopherols or protected tocopherols with acid-activated bleaching earth significantly reduces the impurity levels, achieving a remarkable reduction of over 40% by weight, preferably below 0.6% by weight, through a process that is efficient and suitable for large-scale production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If tocopherols are purified from vegetable oils using conventional bleaching, then the oil quality is improved, but the tocopherol level is remarkably reduced due to adsorption on bleaching clays

Engineering Contradiction:
Improveoil qualityVSAvoidtocopherol level
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent uses an intermediary substance (tocopherol concentrate or standard tocopherol) to restore the tocopherol level after bleaching. Instead of trying to prevent adsorption directly, the method accepts the loss and compensates by adding concentrated tocopherol back into the refined oil, thus maintaining both oil quality and adequate tocopherol levels

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the concentration parameter by using highly concentrated tocopherol solutions (or pure tocopherol) for replenishment. This allows efficient restoration of tocopherol levels with minimal addition volume, maintaining the benefits of bleaching while recovering the antioxidant content

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If acid-activated bleaching earth is used to reduce phenolic impurities in tocopherols, then the purity of tocopherols is improved, but there is a risk of tocopherol adsorption loss

Engineering Contradiction:
Improvetocopherol purityVSAvoidtocopherol yield
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent optimizes the parameters of the acid-activated bleaching earth treatment, specifically controlling the contact time, temperature, and ratio of bleaching earth to tocopherol. By adjusting these parameters, the method achieves effective impurity removal while minimizing tocopherol adsorption loss

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces conventional mechanical filtration with chemical adsorption using acid-activated bleaching earth. The acid activation creates specific surface properties that selectively adsorb phenolic impurities while having reduced affinity for tocopherols, thus achieving purification with minimal product loss

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

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 method effectively lowers the content of phenolic compounds in tocopherols or protected tocopherols, enhancing their quality and stability, making it attractive for vitamin E producers and the market by achieving impurity reduction below 0.6% by weight, thereby meeting stringent quality standards.

Implementation Method 1

contacting tocopherol or protected tocopherol with acid activated bleaching earth

Methodology Applied
Scientific EffectAdsorption: Adsorption

Data Source

PatentEP2882731B1Tocopherols with reduced content of phenolic impurities
Publication Date: 2016.08.10 DSM IP ASSETS BV
  • EP2882731B1 patent drawing
  • EP2882731B1 patent drawing
  • EP2882731B1 patent drawing

AI summary

The present invention relates to a method of preparing a tocopherol or protected tocopherol with a reduced content of phenolic compound or protected phenolic compound, particularly of (2R,3R)-2,3,4,6,7-pentamethyl-2- (4,8,12-trimethyltridecyl)-2,3-dihydrobenzofuran-5-ol or (2R,3R)-2,3,4,6,7- pentamethyl-2-(4,8,12-trimethyltridecyl)-2,3-dihydrobenzofuran-5-yl acetate, comprising the step of contacting tocopherol or protected tocopherol in neat or in the form of a highly concentrated solution with an acid activated bleaching earth. This method is rather efficient in removal of substantial amounts of this impurity.