2,5-Diformylfuran Oxidation with Direct Aqueous Precipitation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for producing 2,5-diformylfuran (DFF) are complex, require high temperatures, generate difficult-to-remove byproducts, and involve costly metal catalysts or organic solvents, making them inefficient and environmentally unsustainable.

Innovation Solution

A biocatalytic process that dissolves 5-(hydroxymethyl)furfural in an aqueous solution and uses an oxidase enzyme to oxidize it at temperatures between 20 °C and 40 °C, allowing the DFF to precipitate directly from the solution, eliminating the need for cooling or organic solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If chemical-catalytic oxidation with metal catalysts is used, then oxidation efficiency is improved, but cost and environmental sustainability deteriorate

Engineering Contradiction:
Improveoxidation efficiencyVSAvoidcost and environmental sustainability
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive metal catalysts (vanadium, ruthenium, etc.) with a biocatalytic system using oxidase enzymes that can be regenerated. The enzyme system is more sustainable and cost-effective, eliminating the need for costly precious metal catalysts while maintaining high oxidation efficiency.

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

Solution Approach 2:

The patent changes the reaction conditions from high temperature (150°C) chemical catalysis to mild temperature (20-40°C) biocatalysis. This parameter change enables the use of oxidase enzymes instead of metal catalysts, reducing both cost and environmental impact while maintaining productivity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If high reaction temperature (150°C) is used for oxidation, then oxidation rate is improved, but energy consumption and byproduct formation increase

Engineering Contradiction:
Improveoxidation rateVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent fundamentally changes the temperature parameter from 150°C to 20-40°C by switching from chemical to biocatalysis. The oxidase enzyme system is optimized to operate at mild temperatures, dramatically reducing energy consumption while maintaining effective oxidation rates through enzymatic catalysis.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces thermal energy input (high temperature heating) with biochemical catalysis. The oxidase enzyme provides the catalytic function previously achieved through thermal activation, eliminating the need for high energy input while achieving the same oxidation transformation.

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

3Productivity

If DMSO is used as solvent for HMF production, then HMF yield is improved, but byproduct formation and purification complexity increase

Engineering Contradiction:
ImproveHMF yieldVSAvoidpurification complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent extracts and eliminates DMSO from the reaction system by using an alternative aqueous-based approach for HMF production followed by oxidase-catalyzed oxidation. This removes the source of dimethyl sulfone and dimethyl sulfide byproducts, simplifying purification by eliminating the need for vacuum sublimation and Soxhlet extraction steps.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the solvent system from DMSO-based to aqueous-based by using a different HMF production method (e.g., hydrolysis of furan derivatives in water) followed by oxidation. This parameter change eliminates DMSO-related byproducts and simplifies the overall process while maintaining HMF yield through alternative reaction pathways.

Inventive Principle:
Principle #35Parameter changes

4Manufacturing precision

If multiple purification steps (vacuum sublimation, Soxhlet extraction) are used, then DFF purity is improved, but process complexity and time consumption increase

Engineering Contradiction:
ImproveDFF purityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent takes out and eliminates the need for multiple complex purification steps by using an oxidase-catalyzed oxidation process that produces minimal byproducts. The reaction conditions and selectivity of the oxidase enzyme naturally favor high purity DFF formation, requiring only simple filtration and concentration to achieve >99% purity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The oxidase enzyme system provides self-service by selectively oxidizing HMF to DFF with high specificity, minimizing side reactions and byproduct formation. This self-selectivity reduces the need for external purification interventions, allowing the system to produce high-purity product through the reaction itself rather than requiring complex post-processing.

Inventive Principle:
Principle #25Self-service

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-purity DFF production with easy separation by filtration, reducing complexity and environmental impact while avoiding the use of organic solvents.

Implementation Method 1

uses an oxidase enzyme to oxidize it at temperatures between 20 °C and 40 °C

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 2

oxidized it with an oxidase in a single-phase aqueous solution

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 3

the 2,5-diformylfuran formed precipitates from the aqueous solution

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Data Source

PatentEP4653539A1Process for the preparation of 2,5-diformylfuran
Publication Date: 2025.11.26 ANNIKKI GMBH
  • EP4653539A1 patent drawingFigure 1A~1B
  • EP4653539A1 patent drawing
  • EP4653539A1 patent drawing

AI summary

A process for the production of 2,5-diformylfuran, in which 5-(hydroxymethyl)furfural, which is dissolved in a single-phase aqueous solution, is oxidized in vitro with an oxidase to 2,5-diformylfuran, which is separated from the aqueous solution, characterized in that the process is carried out at a temperature between 20 °C and 40 °C and that the single-phase aqueous solution contains at least 35 g/l of dissolved 5-(hydroxymethyl)furfural at the beginning of the oxidation, such that the 2,5-diformylfuran formed precipitates directly from the aqueous solution. (Figure 1)