Lignocellulosic Hydrolysis for 5-(Chloromethyl)furfural Production

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Solution Overview

Problem

Current processes for converting solid lignocellulosic materials into 5-(chloromethyl)furfural are inefficient and costly due to the formation of non-profitable side-products and contaminants when lignin reacts with hemicellulose and cellulose at high temperatures, requiring complex and expensive removal steps, and result in residual lignin with high covalently bound chlorine, making them unsuitable for commercial-scale production.

Innovation Solution

A process involving hydrolysis of hemicellulose and cellulose at temperatures ≤40°C with an aqueous hydrochloric acid solution, followed by separation from lignin and heating the hydrochloric acid-containing hydrolysate solution to ≥60°C to produce 5-(chloromethyl)furfural, which is then extracted into an organic solvent, allowing for efficient separation and reducing energy waste by avoiding lignin heating.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If concentrated hydrochloric acid is used at high temperatures to convert solid lignocellulosic material, then conversion rate improves, but side-products and contaminants increase

Engineering Contradiction:
Improveconversion rateVSAvoidside-products and contaminants
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The process segments the lignocellulosic material into separate components (cellulose, hemicellulose, lignin) through selective hydrolysis at low temperature, allowing differential treatment of each component to avoid harmful reactions between them

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention changes the temperature parameter from high temperature (conventional) to low temperature (≤40°C) for the hydrolysis step, fundamentally altering the reaction pathway to prevent side-reactions between sugars and lignin while maintaining effective conversion

Inventive Principle:
Principle #35Parameter changes

2Productivity

If complete solid lignocellulosic material is heated, then conversion proceeds, but energy is wasted heating lignin which cannot be converted

Engineering Contradiction:
Improveconversion efficiencyVSAvoidenergy waste
Core Design Contradiction:
ProductivityVSLoss of energy

Solution Approach 1:

The invention performs preliminary selective hydrolysis of cellulose and hemicellulose at low temperature before any heating occurs, separating the convertible sugars from the non-convertible lignin, so that subsequent heating only processes the relevant components

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The process applies different treatment conditions to different components: low-temperature hydrolysis for cellulose/hemicellulose and subsequent selective heating for sugar conversion, while leaving lignin untreated and unheated

Inventive Principle:
Principle #3Local quality

3Productivity

If vigorous stirring is used in biphasic reactor, then reaction efficiency improves, but device complexity and operation difficulty increase

Engineering Contradiction:
Improvereaction efficiencyVSAvoidreactor complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention replaces the mechanical stirring system with a chemical solution approach, using the inherent solubility differences and phase behavior of the reaction components to achieve mixing and mass transfer without mechanical agitation

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

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 effectively produces 5-(chloromethyl)furfural while minimizing side-products, reducing energy consumption, and enabling easier scaling to commercial levels with lower chlorine content in residual lignin, thus enhancing economic attractiveness and sustainability.

Implementation Method 1

hydrolyzing, at a temperature equal to or less than 40 °C, preferably equal to or less than 30 °C, at least part of the hemicellulose and at least part of the cellulose of the solid lignocellulosic material with an aqueous hydrochloric acid solution

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

heating at least part of the hydrochloric acid-containing, aqueous hydrolysate solution to a temperature equal to or more than 60°C, yielding a product solution containing 5-(chloromethyl)furfural

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

extracting the 5-(chloromethyl)furfural from such product solution into an extraction solvent

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

Data Source

PatentEP3746427B1A process for the conversion of a solid lignocellulosic material
Publication Date: 2023.06.07 FURANIX TECH BV
  • EP3746427B1 patent drawingFigure 1
  • EP3746427B1 patent drawingFigure 2

AI summary

A process for the conversion of a solid lignocellulosic material containing hemicellulose, cellulose and lignin, the process including the following steps: (a) hydrolyzing, at a temperature equal to or less than 40 °C, preferably equal to or less than 30 °C, at least part of the hemicellulose and at least part of the cellulose of the solid lignocellulosic material with an aqueous hydrochloric acid solution, containing in the range from equal to or more than 40.0 wt. % to equal to or less than 51.0 wt. % hydrochloric acid, based on the combined weight amount of water and hydrochloric acid in such aqueous hydrochloric acid solution; yielding a hydrochloric acid-containing, aqueous hydrolysate solution; (b) separating the hydrochloric acid-containing, aqueous hydrolysate solution from the lignin; and (c) heating at least part of the hydrochloric acid-containing, aqueous hydrolysate solution to a temperature equal to or more than 60°C, yielding a product solution containing 5-(chloromethyl)furfural, and extracting the 5-(chloromethyl)furfural from such product solution into an extraction solvent.