Heterogeneous Triflate Catalyst for Vitamin K2 Synthesis

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Solution Overview

Problem

Current methods for producing menaquinone 4 (Vitamin K2) suffer from low yields and complex separation processes due to side reactions, necessitating a more efficient and effective production process.

Innovation Solution

A new process involving the use of 4-hydroxy-2-methylnaphthalen-1-yl benzoate and a heterogeneous triflate catalyst, such as Al, Bi, or Sc triflate, in a condensation reaction with geranyl geraniol, utilizing an inert solvent system and elevated temperatures, to produce an intermediate for menaquinone 4 synthesis, which can be easily separated and provides higher yields compared to homogenous catalysts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If homogenous catalysts are used in Vitamin K2 production, then the reaction can proceed, but the separation process becomes complicated and yields are low due to side reactions

Engineering Contradiction:
ImproveyieldVSAvoidseparation process complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the physical state parameter of the catalyst from homogenous (dissolved) to heterogeneous (insoluble solid), which fundamentally alters the separation process. The heterogeneous catalyst can be filtered off easily, simplifying the separation process and improving yield by avoiding side reactions associated with homogenous catalysts.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a specific heterogeneous catalyst system (triflate catalysts with Al, Bi, or Sc trifluoromethanesulfonate) that acts as an intermediary to facilitate the condensation reaction between 4-hydroxy-2-methylnaphthalen-1-yl benzoate and geranylgeraniol, enabling the reaction to proceed efficiently while allowing easy separation.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If more catalyst is used to improve reaction efficiency, then the reaction rate increases, but the separation process becomes more difficult and cost increases

Engineering Contradiction:
Improvereaction rateVSAvoidcatalyst separation ease
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

By changing the catalyst from homogenous to heterogeneous form, the patent enables easy separation through filtration, making the ease of operation independent of the amount of catalyst used. The heterogeneous catalyst particles can be easily removed from the reaction mixture regardless of their quantity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If existing production methods are used, then Vitamin K2 can be produced, but side reactions occur leading to low yield and complicated separation

Engineering Contradiction:
Improveproduct production reliabilityVSAvoidyield
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the catalyst state parameter to heterogeneous, which eliminates side reactions that occur with homogenous catalysts. This improves both the reliability of producing the desired product and the overall yield, as the heterogeneous catalyst is more selective and easier to remove.

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

This process achieves good yields and easy catalyst separation, outperforming previous methods by using less catalyst and simplifying the production of menaquinone 4, thereby addressing the inefficiencies of existing Vitamin K2 production techniques.

Implementation Method 1

A new process involving the use of 4-hydroxy-2-methylnaphthalen-1-yl benzoate and a heterogeneous triflate catalyst, such as Al, Bi, or Sc triflate, in a condensation reaction with geranyl geraniol

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS12139456B2Vitamin K2 synthesis
Publication Date: 2024.11.12 DSM IP ASSETS BV
  • US12139456B2 patent drawing
  • US12139456B2 patent drawing
  • US12139456B2 patent drawing

AI summary

The present invention relates to a new process of production of menaquinone 4, which is also known as vitamin K2.