Bentonite Catalyst for Vitamin E and K Synthesis

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Solution Overview

Problem

Current processes for producing vitamin E and vitamin K derivatives, such as α-tocopherol and vitamin K1/K2, face challenges with the use of corrosive and environmentally harmful catalysts, leading to by-product formation, high catalyst consumption, and inefficient recovery, which complicates large-scale production and purification.

Innovation Solution

A process involving Friedel-Crafts alkylation of hydroquinone or 2-methyl-1,4-naphthoquinone precursors using a treated bentonite catalyst, which reduces by-product formation and allows for high yield and selectivity, enabling efficient production of vitamin E and vitamin K compounds without the need for expensive or hazardous catalysts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional Friedel-Crafts catalysts (e.g., AlCl3, ZnCl2, FeCl3) are used for producing vitamin E and vitamin K derivatives, then the alkylation reaction can proceed, but corrosive and environmentally harmful effects occur, leading to by-product formation and complicated purification

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcorrosive and environmentally harmful effects
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces expensive, corrosive conventional catalysts with inexpensive bentonite clay, which can be used in stoichiometric amounts and does not require recovery. This disposable catalyst approach eliminates the harmful effects associated with traditional Friedel-Crafts catalysts while maintaining production efficiency.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent changes the chemical nature of the catalyst from strong Lewis acids (AlCl3, ZnCl2) to a mild clay-based catalyst. This parameter change in catalyst acidity and composition eliminates corrosive effects and environmental harm while preserving the alkylation reaction's productivity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional Friedel-Crafts catalysts are used, then alkylation reaction occurs, but significant by-product formation occurs requiring laborious purification procedures

Engineering Contradiction:
Improvereaction rateVSAvoidproduct purity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

By using bentonite clay as a disposable catalyst that does not require recovery, the patent avoids the formation of complex catalyst-by-product mixtures that complicate purification. The clay catalyst produces cleaner reactions with minimal by-products.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

Changing from strong Lewis acid catalysts to mild clay-based catalysis alters the reaction pathway to reduce unwanted side reactions and by-product formation, thereby improving product purity while maintaining adequate reaction rates.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conventional Friedel-Crafts catalysts are used, then the alkylation reaction proceeds, but high catalyst consumption and inefficient recovery occur

Engineering Contradiction:
Improvereaction efficiencyVSAvoidcatalyst consumption
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent adopts a disposable catalyst strategy where inexpensive bentonite clay is used in stoichiometric amounts and discarded after use. This eliminates the need for costly catalyst recovery operations and reduces overall catalyst consumption since the clay is so cheap that recovery is unnecessary.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The bentonite clay catalyst performs its function and then is easily separated from the reaction mixture through filtration or decantation, requiring no complex recovery or regeneration processes. The catalyst essentially services itself by being inherently easy to remove.

Inventive Principle:
Principle #25Self-service

4Productivity

If conventional Friedel-Crafts catalysts are used, then vitamin E and vitamin K derivatives can be produced, but expensive and hazardous catalysts are required

Engineering Contradiction:
Improveproduction capabilityVSAvoidprocess simplicity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive, hazardous conventional catalysts with cheap, non-hazardous bentonite clay. This substitution maintains the ability to produce vitamin E and K derivatives while dramatically simplifying the manufacturing process by eliminating safety concerns and cost issues associated with traditional catalysts.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent changes the catalyst from hazardous strong Lewis acids to safe, non-corrosive clay materials. This parameter change in catalyst safety and cost properties simplifies manufacturing procedures, eliminates special handling requirements, and reduces overall process complexity.

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 achieves high yield and selectivity in producing vitamin E and vitamin K derivatives, simplifies large-scale production, and reduces the need for costly and corrosive catalysts, while minimizing by-product formation and facilitating easier purification.

Implementation Method 1

reacting the compound (III) provided in step a) with an unsaturated compound of the general formula (V.a) or (V.b) in the presence of a treated bentonite catalyst

Methodology Applied
Scientific EffectFriedel-Crafts alkylation: Chemical Bonding

Data Source

PatentUS12168649B2Synthesis of chromanol and 2-methyl-1,4-naphthoquinone derivatives
Publication Date: 2024.12.17 BASF SE
  • US12168649B2 patent drawing
  • US12168649B2 patent drawing
  • US12168649B2 patent drawing

AI summary

The present invention relates to a process for the production of chromanol and 2-methyl-1,4-naphthoquinone derivatives, more specifically to a process for preparing a compound of the general formula (I) or (II) wherein the variables are as defined in the claims and the description.