5-HMF Production via Chloride-Mediated Sugar Dehydration

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Solution Overview

Problem

Current processes for converting sugars into 5-hydroxymethylfurfural (5-HMF) suffer from low yields and the formation of unwanted by-products, such as carboxylic acid, ester, ether, and humin products, which complicates separation and reduces economic profitability.

Innovation Solution

A process involving the use of organic dehydration catalysts and chloride sources in the presence of aprotic polar solvents at specific temperatures and pressures to enhance 5-HMF yield while minimizing the formation of unwanted by-products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional acid catalysts are used for sugar dehydration, then 5-HMF can be produced, but unwanted by-products (carboxylic acid, ester, ether, and humin) are formed which complicate separation and reduce profitability

Engineering Contradiction:
Improveselectivity to 5-HMFVSAvoidformation of unwanted by-products
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The invention changes the chemical environment by introducing a chloride source (NaCl, KCl, CaCl2, etc.) into the reaction system. This parameter change modifies the catalytic behavior and reaction pathway, leading to suppressed by-product formation while maintaining 5-HMF production. The chloride ions interact with the acid catalyst to create a modified catalytic system that is more selective.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The chloride source acts as an intermediary substance that mediates between the acid catalyst and the sugar substrate. It modifies the catalyst's interaction with the substrate, directing the reaction toward 5-HMF while preventing side reactions that lead to carboxylic acids, esters, ethers, and humins.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If additional separation and purification steps are implemented to remove by-products, then product purity is improved, but process complexity and cost increase

Engineering Contradiction:
Improveproduct purityVSAvoidseparation and purification steps
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention performs preliminary action by preventing by-product formation at the source through the chloride source addition. This proactive approach eliminates the need for subsequent separation and purification steps, as the reaction mixture is already sufficiently clean upon completion of the dehydration reaction.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If reaction conditions are optimized to increase 5-HMF yield, then productivity is improved, but by-product formation may increase

Engineering Contradiction:
Improve5-HMF yieldVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention changes multiple parameters simultaneously: adding chloride source, using aprotic polar solvents (DMSO, NMP, acetonitrile, etc.), and optimizing temperature (30-200°C) and pressure (0.1-10 MPa). This multi-parameter optimization creates a reaction environment that favors high 5-HMF yield while inherently suppressing by-product formation through the chloride-mediated catalysis.

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

Significantly increases 5-HMF yield and reduces the formation of unwanted by-products like humins, improving the economic viability of the process by optimizing reaction conditions with organic dehydration catalysts and chloride sources in aprotic polar solvents.

Implementation Method 1

converting sugars and in particular hexoses into 5-hydroxymethylfurfural in the presence of organic dehydration catalysts

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

in the presence of at least one aprotic polar solvent

Methodology Applied
Scientific EffectSolvation: Solvation

Data Source

PatentUS11078173B2Process for producing 5-hydroxymethylfurfural in the presence of an organic dehydration catalyst and a chloride source
Publication Date: 2021.08.03 IFP ENERGIES NOUVELLES
  • US11078173B2 patent drawing
  • US11078173B2 patent drawing
  • US11078173B2 patent drawing

AI summary

The invention relates to a novel process for converting a feedstock comprising at least one sugar into 5-hydroxymethylfurfural, wherein said feedstock is brought into contact with one or more organic dehydration catalysts and one or more chloride sources in the presence of at least one aprotic polar solvent alone or as a mixture, at a temperature of between 30° C. and 200° C., and at a pressure of between 0.1 MPa and 10 MPa.