Crude FDCA Purification via Mild Hydrogenation

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Solution Overview

Problem

The existing methods for purifying crude furan 2,5-dicarboxylic acid (FDCA) are energy-intensive and consume large amounts of hydrogen, as they require high temperatures and pressures for hydrogenation, which is inefficient and costly.

Innovation Solution

A process involving mild hydrogenation under controlled conditions, where a crude FDCA composition is dissolved in a hydrogenation solvent and hydrogenated in the presence of a catalyst at temperatures between 130°C to 225°C, effectively reducing 5-formyl furan-2-carboxylic acid (FFCA) and color bodies while minimizing hydrogen consumption.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional hydrogenation treatment is used to purify crude FDCA, then color bodies are hydrogenated to colorless compounds, but high reaction temperatures are required consuming large amount of energy

Engineering Contradiction:
Improvepurification effectivenessVSAvoidenergy consumption
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The invention changes the temperature parameter from conventional high temperatures (typically above 200°C) to mild temperatures (100-200°C), and adjusts hydrogen partial pressure parameters to achieve effective purification with reduced energy consumption. This parameter optimization allows the hydrogenation reaction to proceed efficiently under milder conditions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces a solvent as an intermediary medium to dissolve crude FDCA and facilitate the hydrogenation reaction. The solvent creates a homogeneous reaction environment that enhances mass transfer and reaction efficiency, allowing the process to proceed at lower temperatures and pressures compared to conventional methods.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If conventional hydrogenation treatment is used to purify crude FDCA, then color bodies are hydrogenated to colorless compounds, but high hydrogen partial pressure is required consuming large amount of hydrogen

Engineering Contradiction:
Improvepurification effectivenessVSAvoidhydrogen consumption
Core Design Contradiction:
Ease of manufactureVSLoss of substance

Solution Approach 1:

The invention optimizes the hydrogen partial pressure parameter to a reduced range that still achieves effective hydrogenation of color bodies and FFCA. By combining moderate hydrogen pressure with optimized temperature and solvent conditions, the process maintains purification effectiveness while significantly reducing hydrogen consumption.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The solvent acts as an intermediary that enhances the efficiency of hydrogen transfer to the substrate. By improving mass transfer and reaction kinetics in the liquid phase, the solvent allows the hydrogenation reaction to proceed with lower hydrogen partial pressure requirements, thereby reducing hydrogen consumption.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If high temperatures are used for hydrogenation, then purification is effective, but energy consumption increases

Engineering Contradiction:
Improvepurification qualityVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by stationary object

Solution Approach 1:

The invention shifts the temperature parameter from high to mild ranges, fundamentally changing the operating conditions. This parameter change is compensated by optimizing other parameters (hydrogen pressure, solvent type, catalyst loading) to maintain purification quality while reducing energy input requirements.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention replaces thermal energy input (mechanical heating) with chemically enhanced reaction efficiency through solvent-catalyst interactions. The solvent and catalyst system works synergistically to lower the activation energy requirement, substituting thermal driving force with chemical facilitation.

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

4Manufacturing precision

If conventional purification methods are used, then color bodies are removed, but operational costs increase

Engineering Contradiction:
Improveproduct purityVSAvoidoperational cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

By changing operating parameters to milder conditions (lower temperature and pressure), the invention reduces energy costs and equipment requirements. The optimized parameter set achieves the same purification quality with lower operational expenses.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The solvent serves as an economical intermediary that enables cost-effective purification. By choosing appropriate solvents that facilitate efficient hydrogenation at milder conditions, the process reduces both energy consumption and equipment investment, thereby lowering overall operational costs while maintaining product purity.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 achieves significant reduction of FFCA and color bodies in FDCA, resulting in a purified product with reduced energy consumption and operational costs, maintaining the integrity of the furan ring.

Implementation Method 1

hydrogenating the sFDCA at a temperature within a range of 130°C to 225°C by contacting the sFDCA composition with hydrogen in the presence of a hydrogenation catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

purification of CTA by hydrogenation can be expensive because it is conducted under high reaction temperatures thereby consuming a large amount of energy and conducted under high hydrogen partial pressure thereby consuming a large amount of hydrogen

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP4092017A1Purifying crude furan 2,5-dicarboxylic acid by hydrogenation
Publication Date: 2022.11.23 EASTMAN CHEM CO
  • EP4092017A1 patent drawingFigure 1
  • EP4092017A1 patent drawing
  • EP4092017A1 patent drawing

AI summary

A process for purifying a crude furan 2,5- dicarboxylic acid composition (cFDCA) by hydrogenation of a FDCA composition dissolved in a hydrogenation solvent such as water, and hydrogenating under mild conditions, such as at a temperature within a range of 130°C to 225°C by contacting the solvated FDCA composition with hydrogen in the presence of a hydrogenation catalyst under a hydrogen partial pressure within a range of 10 psi to 900 psi. A product FDCA composition is produced having a low amount of tetrahydrofuran dicarboxylic acid, a low b*, and a low amount of 5-formyl furan-2-carboxylic acid (FFCA).