Lignin Conversion to Muconic Acid via RCF and Bioconversion

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Solution Overview

Problem

Current methods for converting lignin into muconic acid for plastic production face challenges in achieving high yields and energy efficiency, with existing processes struggling to effectively cleave carbon-carbon bonds in lignin, limiting the production of valuable aromatic monomers.

Innovation Solution

A chemical process involving reductive catalytic fractionation (RCF), hydrodeoxygenation (HDO), and bioconversion using genetically engineered bacteria to convert lignocellulosic biomass into muconic acid, specifically utilizing Co/Mn/Br-catalyzed autoxidative C—C cleavage of HDO lignin oil to produce high yields of bioavailable monomers like benzoic, phthalic, and terephthalic acids, which are then funneled into muconic acid through biological pathways.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional methods are used to convert lignin to muconic acid, then the process is simpler, but the yield of aromatic monomers is low and energy efficiency is poor

Engineering Contradiction:
Improveyield of aromatic monomersVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The conversion process is divided into multiple sequential steps: reductive catalytic fractionation (RCF) to break down lignin into smaller fragments, followed by hydrodeoxygenation (HDO) to remove oxygen, then oxidation to form oxygenated monomers, and finally bioconversion to muconic acid. This segmentation allows each step to be optimized independently, achieving high overall yield (70 wt% aromatic monomers) while managing complexity through modular process design

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The RCF step performs preliminary action by pre-cleaving carbon-carbon bonds in lignin before the main conversion pathway. This preliminary fragmentation creates more accessible substrate for subsequent HDO and oxidation steps, enabling higher yields of aromatic monomers that would be difficult to achieve through direct conversion

Inventive Principle:
Principle #10Preliminary action

2Manufacturing precision

If conventional catalytic methods are used, then the process is easier to implement, but the cleavage of carbon-carbon bonds in lignin is ineffective

Engineering Contradiction:
Improvecleavage efficiency of C—C bondsVSAvoidprocess implementation difficulty
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The RCF process employs specific parameter changes including controlled temperature (200-400°C), pressure conditions, and catalyst composition (metal salts such as Fe, Co, Ni, Cu, Mn, Zn, Mo, W, or their combinations) to achieve effective C-C bond cleavage. These parameter optimizations enable selective breakdown of lignin structure while maintaining ease of implementation through established catalytic fractionation technology

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The use of composite catalyst systems containing multiple metal salts (Fe, Co, Ni, Cu, Mn, Zn, Mo, W) in the RCF process creates synergistic effects that enhance C-C bond cleavage efficiency. The composite nature of these catalysts allows tuning of activity and selectivity to optimize lignin fragmentation while managing process complexity

Inventive Principle:
Principle #40Composite materials

3Adaptability or versatility

If traditional plastic production methods are used, then the process is more established, but reliance on petrochemicals increases and greenhouse gas emissions increase

Engineering Contradiction:
Improvesustainability of plastic productionVSAvoidgreenhouse gas emissions
Core Design Contradiction:
Adaptability or versatilityVSLoss of energy

Solution Approach 1:

The process utilizes lignin, a abundant renewable resource comprising 15-30% of lignocellulosic biomass, as the feedstock for muconic acid production. By converting this previously underutilized biomass component into valuable plastic precursors, the process enables self-sustaining production that reduces dependence on depleting petrochemical resources and lowers greenhouse gas emissions through carbon-neutral biomass utilization

Inventive Principle:
Principle #25Self-service

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 a 70 wt% yield of aromatic monomers, representing a significant increase in muconic acid production, enhancing the efficiency and sustainability of plastic production from lignin by overcoming the limitations of previous methods in cleaving carbon-carbon bonds and improving energy requirements.

Implementation Method 1

The step of fractionating may be performed in the presence of a RCF catalyst, for example, Mo2C

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

The step of deoxygenating may be performed in the presence of an HDO catalyst, for example, Mo2C

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

oxidizing the HDO oil, thereby generating a plurality of oxygenated monomers

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 4

bioconverting the plurality of oxygenated monomers in the presence of a bacterium, thereby generating muconic acid

Methodology Applied
Scientific EffectFermentation: Fermentation

Data Source

PatentUS20240327877A1Conversion of lignin to muconic acid and methods therefor
Publication Date: 2024.10.03 ALLIANCE FOR ENERGY INNOVATION LLC
  • US20240327877A1 patent drawing
  • US20240327877A1 patent drawing
  • US20240327877A1 patent drawing

AI summary

Described herein is a chemical process for the conversion of lignocellulosic biomass into muconic acid which is useful for the generation of plastics and polymers. The described methods utilize catalytic chemical reactions and biological processes to facilitate the conversion, while increasing yields and reducing energy requirements.