Polyurethane Hot-Melt Adhesive Monomer Reduction

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Solution Overview

Problem

Current reactive polyurethane hotmelt adhesives (PU-HMs) face challenges such as high monomer content leading to health hazards, inadequate storage stability, and high emissions, which restrict their use in industrial applications, especially in automotive manufacturing due to VOC and FOG emissions exceeding limits.

Innovation Solution

A moisture-curing hotmelt adhesive process using mercaptosilane to react with isocyanate-terminated prepolymers, reducing monomer content and emissions, while maintaining storage stability and through-cure speed, particularly at low temperatures and humidities, using industrially available monomeric diisocyanates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If physical removal of monomer by distillation or extraction is used, then monomer content is reduced, but device complexity and manufacturing cost increase

Engineering Contradiction:
Improvemonomer contentVSAvoidapparatus complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent extracts the harmful monomeric diisocyanate component from the adhesive system by using a prepolymer with already-reduced monomer content (obtained through industrial prepolymerization processes), eliminating the need for complex post-synthesis distillation or extraction equipment while achieving the desired low monomer content (<0.1 wt%)

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The monomer content is reduced in advance during the industrial prepolymerization process before the adhesive is formulated, rather than requiring post-formulation removal steps. This preliminary reduction simplifies the final adhesive manufacturing process and equipment requirements

Inventive Principle:
Principle #10Preliminary action

2Quantity of substance

If stripped prepolymers are used to reduce monomer content, then monomer content is reduced, but heat stability and adhesion deteriorate

Engineering Contradiction:
Improvemonomer contentVSAvoidheat stability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent optimizes the prepolymer parameters (monomer content, molecular weight distribution, NCO index) to achieve a balance where monomer content is reduced to <0.1 wt% while maintaining adequate heat stability through controlled molecular weight and crosslinking density in the cured adhesive

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If asymmetric MDI isomer is used, then monomer content is reduced, but availability and cost worsen

Engineering Contradiction:
Improvemonomer contentVSAvoidmonomer availability
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent uses conventional symmetric MDI (4,4'-diphenylmethane diisocyanate) which is industrially abundant and cost-effective, rather than rare asymmetric isomers. The low monomer content is achieved through optimized prepolymerization conditions (NCO index control, molecular weight selection) rather than relying on scarce specialty monomers

Inventive Principle:
Principle #35Parameter changes

4Object-generated harmful factors

If adducts or oligomers of monomeric diisocyanates are used, then volatility is reduced, but viscosity and reactivity worsen

Engineering Contradiction:
ImprovevolatilityVSAvoidviscosity
Core Design Contradiction:
Object-generated harmful factorsVSEase of operation

Solution Approach 1:

The patent uses monomeric diisocyanate prepolymers with controlled molecular weight and architecture that achieve low volatility through polymerization rather than relying on high molecular weight oligomers or adducts. This maintains low viscosity and high reactivity while eliminating monomer emissions

Inventive Principle:
Principle #35Parameter changes

5Stability of the object's composition

If latent curing agents are used, then storage stability is improved, but emissions worsen

Engineering Contradiction:
Improvestorage stabilityVSAvoidVOC and FOG emissions
Core Design Contradiction:
Stability of the object's compositionVSObject-generated harmful factors

Solution Approach 1:

The patent achieves storage stability through controlled chemistry (silane-modified prepolymers with delayed crosslinking) rather than latent curing agents, thereby maintaining low VOC and FOG emissions while preventing premature curing during storage and application

Inventive Principle:
Principle #35Parameter changes

6Object-affected harmful factors

If silane chemistry is used for curing, then R-40 labeling is avoided, but cure speed at low temperatures deteriorates

Engineering Contradiction:
ImproveR-40 labelingVSAvoidcure rate
Core Design Contradiction:
Object-affected harmful factorsVSSpeed

Solution Approach 1:

The patent uses silane-modified polyurethane prepolymers that combine moisture-curing polyurethane chemistry with silane crosslinking. The silane groups provide alternative curing pathways that avoid R-40 labeling while the dual-mechanism curing (urethane formation plus silane crosslinking) maintains adequate cure speed at low temperatures and atmospheric humidities

Inventive Principle:
Principle #40Composite materials

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 significantly reduces monomer content, achieves R40-free labeling, enhances storage and working stability, and reduces emissions, allowing for high stability and rapid curing, making the adhesive suitable for industrial applications like automotive engineering.

Implementation Method 1

A reactive polyurethane composition which can be used as a hotmelt adhesive (PU-HM) and which is based on isocyanate-terminated prepolymers

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

acquire their ultimate properties, especially heat stability and resistance to environmental influences by the gradual 'curing' process, i.e., the chemical reaction of the isocyanate groups with atmospheric moisture

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS9982173B2Polyurethane hot-melt adhesive having a low content of diisocyanate monomers and good cross-linking speed
Publication Date: 2018.05.29 SIKA TECH AG
  • US9982173B2 patent drawing
  • US9982173B2 patent drawing

AI summary

A moisture-cured hot-melt adhesive can be formulated as a PUR-HM that is R-40 classification-free and stable during storage and processing, having a residual monomer content of less than 1 wt. % and having good cross-linking density and full-curing speed. The hot-melt adhesive is particularly suitable for vehicle construction in industrial manufacture, in particular of automobiles, in the textile or furniture industry or in the packaging industry.