FDCA Oxidation Process Minimizing Carbon Burn

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Solution Overview

Problem

There is a need for an efficient process to produce furan-2,5-dicarboxylic acid (FDCA), a biobased alternative to aromatic dicarboxylic acids, with high yield and minimal solvent and starting material loss, as existing methods rely on fossil fuels and have environmental impacts.

Innovation Solution

A process involving the oxidation of 5-hydroxymethylfurfural in the presence of oxygen, a saturated organic acid solvent, and a catalyst system comprising cobalt, manganese, and bromine at temperatures between 100°C to 220°C, which minimizes carbon burn and maximizes FDCA yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If oxidation is performed at higher temperatures to increase reaction rate, then productivity improves, but carbon burn increases causing loss of substance

Engineering Contradiction:
Improvereaction rateVSAvoidcarbon burn
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent optimizes the oxidation temperature to a specific range (100-220°C) and controls oxygen concentration and catalyst composition to achieve high reaction rates while minimizing carbon burn. This involves changing multiple parameters simultaneously to find the optimal operating window where productivity is maximized without excessive substance loss.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a catalyst system containing cobalt, manganese, and bromine that facilitates selective oxidation. The catalyst acts as a feedback mechanism by promoting the desired oxidation pathway while suppressing unwanted side reactions, thereby maintaining high productivity with minimal carbon burn through enhanced reaction selectivity.

Inventive Principle:
Principle #23Feedback

2Manufacturing precision

If oxidation conditions are intensified to maximize FDCA yield, then manufacturing precision improves, but harmful factors increase due to carbon burn and impurities

Engineering Contradiction:
ImproveFDCA yieldVSAvoidcarbon burn and impurities
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent converts the potential harm of excessive oxidation into a benefit by using a controlled catalyst system that directs the oxidation reaction selectively toward FDCA formation. The catalyst transforms what could be uncontrolled carbon burn into selective oxidation, achieving high FDCA yield while minimizing harmful byproducts through controlled reaction pathways.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent achieves high manufacturing precision by optimizing multiple parameters including temperature (100-220°C), oxygen concentration, catalyst composition (cobalt, manganese, and bromine ratios), and reaction time. These parameter changes create an optimal reaction environment that maximizes FDCA yield while suppressing impurity formation and carbon burn.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If renewable resources are used as feedstock instead of fossil fuels, then environmental impact is reduced, but manufacturing complexity increases due to different feedstock characteristics

Engineering Contradiction:
Improveenvironmental impactVSAvoidprocess complexity
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent simplifies the processing of renewable feedstocks by optimizing oxidation parameters specifically for biomass-derived compounds. By adjusting temperature, catalyst composition, and reaction conditions, the process handles the unique characteristics of renewable feedstock (such as heterogeneity and moisture content) without requiring excessively complex processing equipment or procedures.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The catalyst system designed in the patent appears to be versatile enough to handle different renewable feedstocks while maintaining consistent performance. The multi-component catalyst (cobalt, manganese, bromine) can accommodate variations in feedstock composition, reducing the need for highly specialized equipment or procedures for each specific biomass source.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 high yields of purified FDCA with minimal impurities and solvent loss, utilizing renewable resources and reducing environmental impact, thereby addressing the limitations of fossil fuel-based methods.

Implementation Method 1

oxidizing 5-hydroxylmethyl)furfural in the presence of oxygen, a saturated organic acid solvent having from 2-6 carbon atoms, and a catalyst system

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

a catalyst system comprising cobalt, manganese, and bromine

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS8791278B2Oxidation process to produce a crude and/or purified carboxylic acid product
Publication Date: 2014.07.29 EASTMAN CHEM CO
  • US8791278B2 patent drawing
  • US8791278B2 patent drawing
  • US8791278B2 patent drawing

AI summary

Disclosed is an oxidation process to produce a crude carboxylic acid product carboxylic acid product. The process comprises oxidizing a feed stream comprising at least one oxidizable compound to generate a crude carboxylic acid slurry comprising furan-2,5-dicarboxylic acid (FDCA) and compositions thereof. Also disclosed is a process to produce a dry purified carboxylic acid product by utilizing various purification methods on the crude carboxylic acid.