FDCA Oxidation via Bromide Mediator and Parameter Control

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Solution Overview

Problem

Conventional methods for enhancing the yield and selectivity of 2,5-furan dicarboxylic acid (FDCA) through new catalyst systems are costly and not immediately applicable in industry, necessitating a method to improve FDCA production using existing catalyst systems.

Innovation Solution

A method involving a furan composition contacted with an oxidant in the presence of a catalyst system, comprising specific compounds and catalysts like Co(II), Mn(II), and bromide, under controlled pressure and temperature conditions, to selectively oxidize 5-hydroxymethylfurfural and its derivatives, enhancing FDCA yield and selectivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If new catalyst systems are used to enhance the yield and selectivity of FDCA, then the product yield and selectivity are improved, but the equipment cost greatly increases

Engineering Contradiction:
ImproveFDCA yield and selectivityVSAvoidequipment cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the oxidation system by introducing specific additives (sodium bromide, acetic acid, acetic anhydride) to modify the reaction conditions. This allows achieving high FDCA yield and selectivity without requiring expensive new catalyst systems, thus resolving the contradiction between manufacturing precision and ease of manufacture

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses bromide ions as intermediary species that facilitate the oxidation process. The bromide acts as a mediator between the oxidant and HMF, enabling efficient FDCA production with existing catalyst systems rather than requiring costly new catalysts, thereby improving both yield and cost-effectiveness

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If conventional catalyst systems are used, then the equipment cost is reduced, but the yield and selectivity of FDCA are insufficient

Engineering Contradiction:
Improveequipment costVSAvoidFDCA yield and selectivity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the oxidation parameters by controlling pH, temperature, and adding specific chemicals (sodium bromide, acetic acid, acetic anhydride) to existing catalyst systems. This enables conventional, cost-effective equipment to achieve high FDCA yield and selectivity, resolving the contradiction between ease of manufacture and manufacturing precision

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite oxidation system combining existing catalysts with multiple additives (bromide salts, carboxylic acids, anhydrides). This composite approach enhances the performance of conventional catalyst systems, achieving high FDCA production efficiency without requiring expensive new catalysts

Inventive Principle:
Principle #40Composite materials

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 increases the selectivity and yield of FDCA, reducing production costs by utilizing existing catalyst systems and maintaining process control, thereby improving the efficiency of the oxidation process.

Implementation Method 1

contacting a furan composition with an oxidant in the presence of a catalyst system... to selectively oxidize 5-hydroxymethylfurfural and its derivatives

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS9321744B1Method for preparing 2,5-furan dicarboxylic acid
Publication Date: 2016.04.26 IND TECH RES INST
  • US9321744B1 patent drawing
  • US9321744B1 patent drawing
  • US9321744B1 patent drawing

AI summary

Method for preparing 2,5-furan dicarboxylic acid is provided, which includes contacting a furan composition with an oxidant in the presence of a catalyst system. The furan composition includes a first compound and a second compound. The first compound is a compound of Formula 1:In Formula 1, R1 is C1-9 alkyl group. The second compound is a compound of Formula 2, a compound of formula 3, a compound of Formula 4, a compound of Formula 5, or combinations thereof.In Formula 3, R2 is C1-9 alkyl group. The 2,5-furan dicarboxylic acid is a compound of Formula 6.