Furfural Derivative Recovery via Partial Neutralization

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Solution Overview

Problem

Existing processes for producing furfural derivatives like HMF, AlkMF, and AcMF suffer from degradation reactions due to neutralization to alkaline pH values, leading to reduced yields and the need for excessive neutralizing agents.

Innovation Solution

A process involving reacting a fructose- or glucose-containing starting material with a liquid hydroxyl group-containing compound in the presence of an acid catalyst at 150-300°C, followed by neutralizing the acid reaction mixture to a pH of 3-6.5, and purifying the partially neutralized mixture to obtain the furfural derivative, thereby avoiding degradation and reducing the amount of neutralizing agents required.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the reaction mixture is neutralized to alkaline pH values (7-9), then the yield of furfural derivatives is improved, but degradation reactions occur leading to reduced product quality

Engineering Contradiction:
Improveyield of furfural derivativeVSAvoidproduct quality
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the pH parameter from alkaline (7-9) to mildly acidic (3-6.5), resolving the contradiction by finding an optimal intermediate value that prevents degradation while maintaining acceptable yield through controlled acidity that avoids both degradation and excessive neutralization

Inventive Principle:
Principle #35Parameter changes

2Reliability

If the reaction mixture is neutralized to pH 7-9, then degradation reactions are prevented, but excessive amounts of neutralizing agents are required

Engineering Contradiction:
Improveproduct stabilityVSAvoidamount of neutralizing agent
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent applies partial neutralization rather than complete neutralization, adjusting pH only to 3-6.5 instead of 7-9. This partial action is sufficient to prevent degradation while avoiding the excessive use of neutralizing agents that would be required for full neutralization to alkaline pH

Inventive Principle:
Principle #16Partial or excessive action

3Ease of operation

If complete neutralization to pH 7-9 is performed, then product recovery is facilitated, but the process complexity and cost increase

Engineering Contradiction:
Improveproduct recoveryVSAvoidprocess complexity
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The patent changes the target pH parameter from 7-9 to 3-6.5, simplifying the process by requiring less intensive neutralization while still enabling effective product recovery. This parameter change reduces process complexity and cost while maintaining operational effectiveness

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

This approach prevents degradation of furfural derivatives during recovery, reduces the need for neutralizing compounds, and lowers costs and effort, while maintaining high product yields.

Implementation Method 1

reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300 °C to produce an acid reaction mixture comprising the furfural derivative

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

neutralizing the pH of the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture

Methodology Applied
Scientific EffectNeutralization reaction: Chemical Bonding

Data Source

PatentEP3317263B1Process for the preparation of a furfural derivative
Publication Date: 2019.09.04 FURANIX TECH BV
  • EP3317263B1 patent drawing
  • EP3317263B1 patent drawing
  • EP3317263B1 patent drawing

AI summary

A furfural derivative having the chemical formula (1) wherein R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process comprises reacting a fructose- and/or glucose-containing starting material with a liquid hydroxylgroup- containing compound of formula R-OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300 ⁰C to produce an acid reaction mixture comprising the furfural derivative of chemical formula (1), which acid reaction mixture has a pH-value of smaller than 3; neutralizing the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture; and purifying the partially neutralized reaction mixture to recover the furfural derivative of chemical formula (1).