Carbohydrate Composite Binders Using α-Carbon Crosslinking

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Solution Overview

Problem

Maillard-type binders used in composite materials, such as fiberglass insulation, tend to become brittle and form excessive particulates when compressed, and are prone to accelerated degradation in humid environments, necessitating additional conditioning and additives for improved moisture resistance.

Innovation Solution

Replacing the conventional nitrogen nucleophile in Maillard-type binder compositions with an α-carbon nucleophile that reacts with the carbonyl carbon on reducing sugars to form crosslinked thermoset binders, utilizing α-carbon crosslinking agents with electropositive adjacent carbons, which enhance mechanical properties and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If Maillard-type binders are used in composite materials, then they provide binding functionality, but they become brittle and form excessive particulates when compressed

Engineering Contradiction:
Improvebinding functionalityVSAvoidbrittleness and particulate formation
Core Design Contradiction:
StrengthVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical parameters of the binder composition by replacing nitrogen-containing crosslinking agents with α-carbon crosslinking agents that have electron-withdrawing groups. This parameter change in the chemical structure eliminates the Maillard reaction pathway while maintaining crosslinking functionality, thereby resolving the brittleness and particulate formation issues without sacrificing binding strength

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts and removes the nitrogen-containing crosslinking agents that cause the harmful Maillard reaction from the binder composition. By taking out this specific component responsible for brittleness and particulate formation, the patent maintains the essential crosslinking function through alternative α-carbon based agents while eliminating the adverse effects

Inventive Principle:
Principle #2Taking out (Extraction)

2Strength

If Maillard-type binders are used in composite materials, then they provide binding functionality, but they are prone to accelerated degradation in humid environments

Engineering Contradiction:
Improvebinding functionalityVSAvoidmoisture resistance and stability
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the chemical composition parameters by substituting nitrogen-based crosslinking chemistry with α-carbon based crosslinking chemistry featuring electron-withdrawing groups. This parameter change fundamentally alters the reaction mechanism to avoid Maillard-type reactions that are susceptible to moisture-induced degradation, thereby improving reliability and moisture resistance while preserving binding functionality

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention converts the potential harm of using renewable carbohydrate resources (which typically require nitrogen crosslinkers and suffer from moisture sensitivity) into a benefit by developing an alternative crosslinking mechanism using α-carbon agents. This approach maintains the advantage of using renewable materials while eliminating their inherent vulnerability to moisture degradation

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

3Stability of the object's composition

If nitrogen-containing crosslinking agents are used in Maillard-type binders, then crosslinking reaction occurs, but additional conditioning and additives are required to improve moisture resistance

Engineering Contradiction:
ImprovecrosslinkingVSAvoidadditional conditioning and additives
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent extracts and removes the need for additional conditioning agents and moisture resistance additives by fundamentally changing the crosslinking chemistry. By eliminating nitrogen-containing crosslinking agents and their associated Maillard reaction pathway, the invention achieves crosslinking through α-carbon agents that inherently provide moisture stability, thereby simplifying the formulation and eliminating the need for extra additives

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The α-carbon crosslinking agents with electron-withdrawing groups serve multiple functions simultaneously: they provide the necessary crosslinking reaction to form the thermoset network, they inherently confer moisture resistance, and they eliminate the need for separate conditioning agents. This multi-functionality reduces formulation complexity while achieving all required performance targets

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

The α-carbon crosslinking agents improve the mechanical and aging characteristics of fiber-containing composites, reducing brittleness and degradation, while eliminating the need for additional additives, resulting in more stable and cost-effective binder compositions.

Implementation Method 1

an α-carbon nucleophile that reacts with the carbonyl carbon on a reducing sugar carbohydrate

Methodology Applied
Scientific EffectNucleophilic reaction: Chemical Bonding

Implementation Method 2

the α-carbon can loose an α-proton to become nucleophilic and reactive towards a carbonyl carbon

Methodology Applied
Scientific EffectProton dissociation: Chemical Bonding

Implementation Method 3

esterification reactions between carboxylic acid groups in polycarboxy polymers and hydroxyl groups in alcohols

Methodology Applied
Scientific EffectEsterification reaction: Chemical Bonding

Data Source

PatentEP3085728B1Formaldehyde free composites made with carbohydrate and alpha-carbon nucleophile binder compositions
Publication Date: 2023.09.27 JOHNS MANVILLE CORP
  • EP3085728B1 patent drawingFigure 1A~1C
  • EP3085728B1 patent drawingFigure 2
  • EP3085728B1 patent drawingFigure 3

AI summary

Fiber-containing composites are described that contain woven or non-woven fibers, and a cured binder formed from a binder composition that includes (1) a reducing sugar and (2) a crosslinking agent that includes a first carbon moiety selected from an aldehyde, a ketone, a nitrile, and a nitro group, wherein an α-carbon atom having at least one acidic hydrogen is directly bonded to the first carbon moiety. Exemplary reducing sugars include dextrose and exemplary crosslinking agents include glyoxal. Exemplary fiber-containing composites may include fiberglass insulation.