Continuous HMF and FDCA Production With Dual-Phase Catalysis

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Solution Overview

Problem

Existing processes for producing 5-hydroxymethylfurfural (HMF) and 2,5-furandicarboxylic acid (FDCA) face challenges such as high catalyst solubility in water and organic solvents, complex separation and purification steps, and high costs due to the use of precious metals like Pt and Au, which hinder large-scale production and environmental friendliness.

Innovation Solution

A process utilizing a dual liquid phase reaction medium with a protonic acid catalyst and a Ru-based catalyst on a high specific surface area carbon support, avoiding intermediate separations and alkaline compounds, and using a simple, inexpensive method to produce HMF and FDCA continuously.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If common liquid acid catalysts are used for HMF production, then the reaction rate and product yield are improved, but the catalyst separation from reaction media and products becomes difficult

Engineering Contradiction:
ImproveHMF production yieldVSAvoidcatalyst separation complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent uses a dual liquid phase solvent system where a hydrophobic ionic liquid phase serves as the catalyst medium and a hydrophilic organic phase dissolves the substrate and product. The phase separation acts as an intermediary mechanism that automatically separates the catalyst from the product without requiring additional separation steps, resolving the contradiction between high catalytic activity and easy separation.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical and chemical parameters of the catalyst system by using hydrophobic ionic liquids with specific structures (e.g., [BMIM][PF6], [OMIM][BF4]) that have low solubility in the organic phase. This parameter change enables the catalyst to remain in the aqueous phase while the product extracts into the organic phase, achieving automatic separation while maintaining high catalytic activity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If traditional oxidation catalysts (Pt, Au) are used for FDCA production, then the oxidation efficiency is improved, but the production cost increases significantly

Engineering Contradiction:
Improveoxidation efficiencyVSAvoidproduction cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive precious metal catalysts (Pt, Au) with cheaper transition metal catalysts such as cobalt salts, manganese salts, or iron salts. These cheaper catalysts achieve comparable oxidation efficiency for converting HMF to FDCA, significantly reducing production costs while maintaining high productivity.

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

Solution Approach 2:

The patent optimizes the oxidation conditions by adjusting parameters such as oxygen pressure, temperature, and catalyst concentration to compensate for the lower intrinsic activity of non-precious metal catalysts. This allows cheaper catalysts to achieve oxidation efficiencies comparable to precious metal catalysts under optimized conditions.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If complex separation and purification steps are implemented, then the product purity is improved, but the process complexity and waste generation increase

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

Solution Approach 1:

The dual liquid phase system acts as a built-in separation intermediary where the hydrophobic ionic liquid catalyst phase and hydrophilic organic product phase automatically separate after reaction. This eliminates the need for complex purification steps while achieving high product purity, as the phase separation naturally purifies both the catalyst and product streams.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent uses liquid-liquid extraction where the organic phase selectively extracts the HMF and FDCA products from the reaction mixture, leaving the catalyst in the aqueous phase. This simple extraction step achieves effective product separation and purification without requiring multiple complex processing steps.

Inventive Principle:
Principle #2Taking out (Extraction)

4Productivity

If fructose is used as raw material instead of glucose, then the reaction rate and product yield are improved, but the isomerization step is eliminated requiring different catalyst conditions

Engineering Contradiction:
Improvereaction rateVSAvoidcatalyst compatibility
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent adjusts the catalyst parameters to match the fructose substrate requirements. Since fructose directly dehydrates without isomerization, the patent uses acid catalysts optimized for dehydration reactions (e.g., hydrophobic ionic liquids with bromide or iodide anions) rather than enzymes or catalysts designed for glucose isomerization, achieving high reaction rates and yields.

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 simplifies catalyst separation, reduces waste generation, lowers production costs, and enhances yield, making it suitable for large-scale, environmentally friendly production of HMF and FDCA.

Implementation Method 1

in the presence of a protonic acid catalyst, subjecting a fructose-based carbohydrate to an intramolecular dehydration reaction to produce an organic phase containing 5-hydroxymethylfurfural

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

in the presence of an oxidation catalyst and oxygen gas, subjecting the 5-hydroxymethylfurfural to an oxidation reaction to produce 2,5-furandicarboxylic acid

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS20250326716A1Process and system for continuously producing 5-hydroxymethylfurfural and 2,5-furandicarboxylic acid
Publication Date: 2025.10.23 CHINA PETROLEUM & CHEMICAL CORP
  • US20250326716A1 patent drawing

AI summary

A process for continuously producing 5-hydroxymethylfurfural and 2,5-furandicarboxylic acid includes (1) in a dual liquid phase reaction medium containing a polar organic solvent and an aqueous halogenated quaternary ammonium salt solution, in the presence of a protonic acid catalyst, subjecting a fructose-based carbohydrate to an intramolecular dehydration reaction to produce an organic phase containing 5-hydroxymethylfurfural; and (2) adding water to the organic phase containing 5-hydroxymethylfurfural obtained in step (1), and in the presence of an oxidation catalyst and oxygen gas, subjecting the 5-hydroxymethylfurfural to an oxidation reaction to produce 2,5-furandicarboxylic acid. The process can continuously produce 5-hydroxymethylfurfural and 2,5-furandicarboxylic acid by starting from fructose-based carbohydrates, avoids the separation and purification of 5-hydroxymethylfurfural during the process of producing 2,5-furandicarboxylic acid.