Modified Lignin Production from Ethanol Residues for Resin Reactivity

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for utilizing lignin in resin materials face challenges such as high cost, limited availability, poor solubility, and low reactivity, particularly with sulfide lignin and kraft/soda lignin from pulp industries, which hinder their application in producing high-quality molded articles with enhanced mechanical properties like flexural strength.

Innovation Solution

A method involving the reaction of phenol compounds with second-generation ethanol fermentation or saccharification residues to produce modified lignin with a specific skeletal ratio and reduced aliphatic hydroxy groups, enhancing its reactivity and solubility, thereby improving its mixing and reaction capabilities with existing plastics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If sulfide lignin, kraft lignin, or soda lignin from pulp industries is used as a raw material, then low cost and large quantity availability are achieved, but reactivity with existing plastic materials deteriorates and handling properties worsen due to high molecular weight and poor solubility

Engineering Contradiction:
Improveavailability of ligninVSAvoidreactivity with plastic materials
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by modifying the molecular weight and chemical structure of lignin through controlled decomposition reactions. By adjusting reaction conditions (temperature, time, catalysts), the lignin is transformed from high molecular weight (poor reactivity) to lower molecular weight forms with improved solubility and reactivity, while maintaining the aromatic ring structures essential for plastic material applications

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent segments the large lignin molecules into smaller units through decomposition reactions. This segmentation increases the number of reactive sites and improves solubility in common solvents, enabling better mixing and reaction with existing plastic materials while preserving the core aromatic structures needed for structural applications

Inventive Principle:
Principle #1Segmentation

2Quantity of substance

If conventional lignin isolation methods are used, then lignin can be obtained, but convenient and economically efficient isolation and purification methods are not established, and handling properties deteriorate due to high softening point and poor solubility

Engineering Contradiction:
Improveisolation of ligninVSAvoidhandleability of lignin
Core Design Contradiction:
Quantity of substanceVSEase of operation

Solution Approach 1:

The patent changes the physical and chemical parameters of lignin by controlling the decomposition process to produce lower molecular weight fragments with reduced softening points. This transformation improves handleability by enabling dissolution in common solvents and facilitating processing at lower temperatures, while maintaining sufficient structural integrity for plastic material applications

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces intermediary substances (solvents, catalysts, modifiers) to facilitate the isolation and purification of lignin. These intermediaries enable efficient separation of lignin from biomass residues and improve its solubility and handling properties during subsequent processing steps

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If lignin is applied to resin materials for greenhouse gas mitigation, then environmental benefits are achieved, but four requirements must be satisfied: low cost, large quantity availability, ready mixing with resin, and ready reaction with resin - currently only sulfide lignin meets requirements (i) and (ii) but fails requirement (iv) due to high sulfur content and may fail requirement (iii) due to water solubility

Engineering Contradiction:
Improveenvironmental benefit of lignin applicationVSAvoidreactivity and mixing capability with resin
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by modifying the chemical composition of lignin through selective decomposition and purification processes. This removes excessive sulfur content and adjusts molecular weight to optimize both reactivity with resin materials and mixing capability, while maintaining the environmental benefits of using lignin as a renewable resource

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent extracts and removes harmful components (excessive sulfur, impurities) from the lignin structure while retaining the beneficial aromatic ring structures. This purification process enables the lignin to meet all four requirements for resin material applications, including reactivity and mixing capability, while preserving its environmental advantages

Inventive Principle:
Principle #2Taking out (Extraction)

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 method enables the production of modified lignin with enhanced reactivity and solubility, allowing for the creation of resin composition materials with improved flexural strength and handling properties, utilizing inexpensive biomass residues.

Implementation Method 1

A method involving the reaction of phenol compounds with second-generation ethanol fermentation or saccharification residues to produce modified lignin

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentUS11505655B2Modified lignin manufacturing method, modified lignin, and modified lignin-including resin composition material
Publication Date: 2022.11.22 IDEMITSU KOSAN CO LTD
  • US11505655B2 patent drawing
  • US11505655B2 patent drawing
  • US11505655B2 patent drawing

AI summary

A method for producing a modified lignin, including reacting one or more kind of a second generation ethanol fermentation residue and a second generation ethanol saccharification residue, with a phenol compound, a modified lignin having a ratio ((2H+G)/S) of a total of twice of a relative existence ratio H (%) of an H-type skeleton and a relative existence ratio G (%) of a G-type skeleton with respect to a relative existence ratio S (%) of an S-type skeleton, obtained from integrated values measured by 31P-NMR, of 2.5 or more, and an existence ratio of an aliphatic hydroxy group obtained by the same method of less than 20%, and a modified lignin-containing resin composition material.