Reactive Lignin Bioadhesive via Diazonium Modification

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Solution Overview

Problem

Lignin, a abundant natural polymer, lacks commercial value and is often discarded or burned, contributing to environmental issues, while formaldehyde-based resins in building materials pose health concerns due to toxicity and indoor air pollution.

Innovation Solution

Development of commercially viable methods to produce reactive lignin derivatives through contact with diazonium compounds and subsequent functionalization, and the creation of bio-based adhesives using epoxidized vegetable oils and vinyl sulfone precursors for formaldehyde-free composite materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If lignin is discarded or burned as waste, then environmental pollution is reduced, but commercial value and resource utilization are lost

Engineering Contradiction:
Improveenvironmental pollutionVSAvoidcommercial value of lignin
Core Design Contradiction:
Object-affected harmful factorsVSQuantity of substance

Solution Approach 1:

The patent converts waste lignin, which was previously burned or discarded causing pollution, into valuable reactive lignin derivatives through chemical modification with diazonium compounds. This transforms a harmful waste product into a beneficial adhesive material, simultaneously reducing pollution and creating commercial value.

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

Solution Approach 2:

The patent applies chemical modification by contacting lignin with diazonium compounds under specific conditions (pH 2-7, temperature 0-100°C) to transform the chemical structure of lignin. This parameter change converts non-reactive lignin into reactive lignin derivatives with enhanced adhesive properties and commercial viability.

Inventive Principle:
Principle #35Parameter changes

2Strength

If formaldehyde-based resins are used in building materials, then adhesive performance is improved, but health risks and indoor air pollution increase

Engineering Contradiction:
Improveadhesive performanceVSAvoidhealth risks and indoor air pollution
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent replaces harmful formaldehyde-based resins with bio-based reactive lignin derivatives that provide equivalent or superior adhesive performance without the toxic effects. This substitution eliminates formaldehyde emissions while maintaining bonding strength in building materials.

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

Solution Approach 2:

The patent creates composite adhesive systems using reactive lignin derivatives combined with various modifiers and crosslinking agents to achieve the necessary adhesive performance previously only attainable with formaldehyde-based resins, while maintaining a formaldehyde-free composition.

Inventive Principle:
Principle #40Composite materials

3Quantity of substance

If reactive lignin derivatives are produced through chemical modification, then commercial value and material performance are improved, but manufacturing complexity increases

Engineering Contradiction:
Improvecommercial value of ligninVSAvoidmanufacturing process complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent divides the lignin modification process into distinct stages: (1) diazonium compound formation, (2) coupling reaction with lignin, and (3) optional further functionalization. This segmentation allows each step to be optimized independently and facilitates scale-up while managing manufacturing complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses diazonium compounds as intermediary agents that facilitate the chemical modification of lignin. These intermediaries enable controlled introduction of functional groups onto lignin structure, simplifying the overall transformation process and improving manufacturability.

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

These methods enable the production of renewable, biodegradable materials and adhesives that can replace traditional petroleum-based products, reducing environmental impact and health risks by utilizing lignin and other biomass effectively.

Implementation Method 1

contacting a lignin with a diazonium compound of Formula I to form a lignin derivative

Methodology Applied
Scientific EffectElectrophilic aromatic substitution: Chemical Bonding

Implementation Method 2

contacting the lignin derivative with an alkali solution to form an alkene lignin derivative having a vinyl group

Methodology Applied
Scientific EffectElimination reaction: Chemical Bonding

Implementation Method 3

contacting the alkene lignin derivative with a nucleophilic compound to form a functionalized lignin

Methodology Applied
Scientific EffectNucleophilic addition: Chemical Bonding

Implementation Method 4

combining an epoxidized vegetable oil with a vinyl sulfone precursor, to thereby make a bioadhesive

Methodology Applied
Scientific EffectMichael addition: Chemical Bonding

Data Source

PatentUS11155568B2Bioadhesives
Publication Date: 2021.10.26 NUTECH VENTURES LTD
  • US11155568B2 patent drawing
  • US11155568B2 patent drawing
  • US11155568B2 patent drawing

AI summary

Materials and methods for preparing reactive lignin and for preparing a bio-based adhesive are described herein.