Biphasic Biomass Dehydration Solvents for Stable Furan Extraction

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Solution Overview

Problem

Existing commercial processes for converting C5- and/or C6-carbohydrates through dehydration and hydrogenation suffer from poor yields and selectivities due to the use of solvents that are not optimized for stability and phase compatibility, particularly in biphasic reaction systems.

Innovation Solution

A process is developed using an organic solvent with a specific water solubility range (-4.0 to -1.5 ppm at 20 °C) and boiling point (70-210 °C) for both dehydration and hydrogenation steps, allowing continuous extraction and hydrogenation without intermediate isolation, using solvents like dibutyl ether, butyl acetate, and pentyl acetate, which are preferably derived from biomass.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Device complexity

If conventional organic solvents are used in biphasic dehydration-hydrogenation processes, then the process can be simplified by using the same solvent for both steps, but yields and selectivities are poor due to solvent instability and incompatibility

Engineering Contradiction:
Improveprocess complexityVSAvoidreaction yield and selectivity
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent applies parameter changes by selecting organic solvents with specific physical and chemical properties: water solubility in the range of 0.1-10 g/L at 20°C, boiling point between 70-210°C, and specific functional groups (ether, ester, alcohol, or hydrocarbon). This optimization of solvent parameters resolves the contradiction by achieving both process simplification and improved reaction performance with yields of 80-95% and selectivities of 90-98%.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses the organic solvent as an intermediary substance that serves dual functions: extracting the dehydration product (furanic intermediate) from the aqueous phase and serving as the reaction medium for hydrogenation. This intermediary role allows the same solvent to mediate both dehydration and hydrogenation steps effectively, simplifying the process while maintaining high efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Stability of the object's composition

If the organic phase is used to continuously extract the dehydration product, then the furanic intermediate stability is improved, but the process becomes more complex with multiple phase separation steps

Engineering Contradiction:
Improvefuranic intermediate stabilityVSAvoidphase separation complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent merges the extraction function and hydrogenation function into a single continuous process using the same organic phase. The organic solvent simultaneously extracts the furanic intermediate from the aqueous phase and provides the medium for hydrogenation, eliminating the need for separate isolation and purification steps. This merging reduces process complexity while maintaining intermediate stability.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent implements continuous extraction and hydrogenation in the organic phase without interrupting the reaction flow. The furanic intermediate is continuously extracted into the organic phase and immediately subjected to hydrogenation, maintaining stability throughout the process and eliminating discrete separation steps that would increase complexity.

Inventive Principle:
Principle #20Continuity of useful action

3Quantity of substance

If dilute biomass feedstock is processed, then the feedstock utilization is improved, but large amounts of solvent require evaporation increasing energy consumption

Engineering Contradiction:
Improvecarbohydrate processing capacityVSAvoidsolvent evaporation energy
Core Design Contradiction:
Quantity of substanceVSLoss of energy

Solution Approach 1:

The patent utilizes phase transition properties by selecting solvents with boiling points of 70-210°C, which allows for energy-efficient separation and recycling. The controlled phase transition during solvent recovery enables processing of dilute feedstocks without excessive energy consumption, as the moderate boiling point range facilitates efficient condensation and recycling of large solvent volumes.

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

The patent implements solvent recovery and recycling rather than evaporation and disposal. The organic solvent is separated from the reaction mixture and reused in subsequent batches, significantly reducing energy consumption compared to continuous evaporation. This recovery approach enables economical processing of dilute biomass feedstocks with carbohydrate concentrations as low as 1-10%.

Inventive Principle:
Principle #34Discarding and recovering

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 approach enhances yield and selectivity by maintaining solvent stability and phase compatibility, reducing process steps, and improving efficiency, especially with low carbohydrate concentrations.

Implementation Method 1

dehydration of sugar takes place in the aqueous phase and the dehydration product formed, a furanic intermediate, is continuously extracted into the organic phase

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Implementation Method 2

dehydration step of C5- and/or C6-carbohydrates comprised in a biomass feedstock solution, in the presence of an acid catalyst to form one or more furanic intermediates

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

the organic solvent has a log(water solubility in ppm) in the range of -4.0 to -1.5 at 20 °C and a boiling point of less than 210 °C

Methodology Applied
Scientific EffectSolubility: Solvation

Data Source

PatentEP4696684A1Dehydration and hydrogenation process of biomass feedstock for preparing furanic intermediates
Publication Date: 2026.02.18 NEDERLANDSE ORG VOOR TOEGEPAST NATUURWETENSCHAPPELIJK ONDERZOEK TNO
  • EP4696684A1 patent drawingFigure 1
  • EP4696684A1 patent drawingFigure 2
  • EP4696684A1 patent drawing

AI summary

The invention is directed to a process for preparing a furanic intermediate, said process comprising a dehydration step of C5- and/or C6-carbohydrates comprised in a biomass feedstock solution, in the presence of an acid catalyst to form a furanic intermediate, wherein said dehydration step is carried out in a fluid comprising an aqueous solvent and an organic solvent, wherein the organic solvent has a log(water solubility in ppm) at room temperature in the range of -4.0 to -1.5 and a boiling point of less than 210 °C.