Catalytic Lignin Depolymerization for High Phenolic Functionality

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Solution Overview

Problem

There is a need for engineered, low molecular weight, highly functional lignin structures derived from lignocellulosic biomass to enhance the valorization of lignin in the production of various lignin-based products, such as thermoplastic and thermosetting polymers, flame retardants, and additives, as existing lignin structures often have high molecular weights and low phenolic functionality.

Innovation Solution

A catalytic process involving dispersing lignocellulosic biomass with a catalyst in an alcohol or alcohol/water solvent under hydrogen pressure and heating to at least 150°C, which results in aromatic compound compositions with specific molecular ratios and increased phenolic and aliphatic hydroxyl groups, enhancing their reactivity and functionality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If standard extraction methods are used on lignin, then lignin can be obtained from lignocellulosic material, but the molecular structure is altered and degraded resulting in high molecular weight fragments with low phenolic functionality

Engineering Contradiction:
Improvelignin extraction yieldVSAvoidmolecular structure integrity
Core Design Contradiction:
Quantity of substanceVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by modifying extraction conditions (using specific solvents like organosolv, adjusting temperature, pressure, and catalysts) to prevent lignin degradation and maintain low molecular weight structures with high phenolic functionality during the extraction process

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses intermediary substances (catalysts and specific solvents) during extraction to protect lignin structure from degradation, enabling获得 of lignin with preserved β-O-4 linkages and low molecular weight while maintaining high extraction efficiency

Inventive Principle:
Principle #24Intermediary (Mediator)

2Weight of moving object

If lignin is highly degraded to reduce molecular weight, then low molecular weight fragments are obtained, but phenolic functionality is reduced due to formation of carbon-carbon linkages

Engineering Contradiction:
Improvemolecular weightVSAvoidphenolic functionality
Core Design Contradiction:
Weight of moving objectVSQuantity of substance

Solution Approach 1:

The patent changes chemical parameters (using selective catalysts, controlling reaction conditions) to achieve preferential cleavage of ether linkages over carbon-carbon linkages, thereby reducing molecular weight while preserving phenolic hydroxyl groups

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by selectively targeting specific bond types (ether linkages) for cleavage while leaving carbon-carbon linkages intact, achieving localized structural modification that reduces molecular weight without sacrificing phenolic functionality

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If organosolv or hydrolysis processes are used, then lignin can be extracted, but the resulting lignin has degraded structure with low phenolic functionality due to etherification of phenolic units

Engineering Contradiction:
Improveextraction process efficiencyVSAvoidphenolic functionality retention
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies extraction parameters (solvent composition, pH, temperature, catalyst selection) to prevent etherification of phenolic units during extraction, maintaining high phenolic functionality while achieving efficient lignin recovery

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs intermediary catalysts and solvents that selectively interact with lignin structure to prevent unwanted etherification reactions, enabling efficient extraction while preserving phenolic hydroxyl groups

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

The process produces lignin-derived aromatic compounds with improved reactivity and functionality, suitable for use as additives, intermediates, or starting materials in the production of polymers and flame retardants, with increased phenolic and aliphatic hydroxyl content, leading to enhanced polymer properties and flame retardancy.

Implementation Method 1

A catalytic process involving dispersing lignocellulosic biomass with a catalyst in an alcohol or alcohol/water solvent under hydrogen pressure and heating to at least 150°C

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

dispersing lignocellulosic biomass with a catalyst in an alcohol or alcohol/water solvent under hydrogen pressure

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

heating to at least 150°C, which results in aromatic compound compositions with specific molecular ratios and increased phenolic and aliphatic hydroxyl groups

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentUS20230279185A1Engineered composition of phenolic compounds
Publication Date: 2023.09.07 KATHOLIEKE UNIV LEUVEN
  • US20230279185A1 patent drawing
  • US20230279185A1 patent drawing
  • US20230279185A1 patent drawing

AI summary

A complex non-naturally occurring phenolic compounds mixtures or engineered phenolic compounds compositions, from catalytic degradation of lignocellulose, and the use thereof.