Aliphatic Polyaspartate Adhesive Prevents Amine Migration

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Solution Overview

Problem

Conventional two-component polyurethane compositions used in flexible packaging suffer from insufficient mechanical strength and aromatic amine migration, particularly at elevated temperatures, due to the use of aromatic polyisocyanates, which also result in longer cure times when replaced with aliphatic isocyanates.

Innovation Solution

The development of flexibilized polyaspartates with high molecular weight polyamines and aliphatic polyisocyanates, which provide a balance between mechanical strength, prevention of aromatic amine migration, and fast cure speed, suitable for flexible packaging applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If aromatic polyisocyanates are used in two-component polyurethane compositions, then fast cure speed is achieved, but aromatic amine migration occurs at elevated temperatures

Engineering Contradiction:
Improvecure speedVSAvoidaromatic amine migration
Core Design Contradiction:
SpeedVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and eliminates the aromatic polyisocyanate component from the adhesive composition, replacing it with aliphatic polyisocyanates. This removal of the harmful aromatic structure prevents amine migration while maintaining the polyisocyanate functionality needed for crosslinking and adhesion in flexible packaging laminates

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical parameter of the polyisocyanate from aromatic to aliphatic structure. This parameter change fundamentally alters the chemical properties to eliminate migration risk while the formulation compensates for reactivity differences through component selection and ratio optimization

Inventive Principle:
Principle #35Parameter changes

2Object-affected harmful factors

If aliphatic polyisocyanates are used to replace aromatic polyisocyanates, then aromatic amine migration is prevented, but cure time increases significantly

Engineering Contradiction:
Improvearomatic amine migrationVSAvoidcure time
Core Design Contradiction:
Object-affected harmful factorsVSLoss of time

Solution Approach 1:

The patent optimizes the NCO/OH ratio parameter and selects specific polyol parameters (molecular weight, functionality) to compensate for the lower reactivity of aliphatic polyisocyanates. This parameter optimization maintains practical cure speeds while preventing aromatic amine migration

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite adhesive system combining aliphatic polyisocyanates with carefully selected polyols and optional catalysts. This composite formulation achieves the desired balance between safety (no migration) and performance (adequate cure speed) that neither component could achieve alone

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If conventional polyaspartates are used with aliphatic polyisocyanates, then aromatic amine migration is prevented, but mechanical strength and flexibility are insufficient

Engineering Contradiction:
Improvearomatic amine migrationVSAvoidmechanical strength and flexibility
Core Design Contradiction:
Object-affected harmful factorsVSStrength

Solution Approach 1:

The patent develops a composite polyaspartate resin system that combines the benefits of polyaspartate chemistry with enhanced mechanical properties. The composite formulation achieves both the safety requirement (no aromatic amine migration) and the mechanical performance requirement (sufficient strength and flexibility for flexible packaging)

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the polyaspartate resin parameters including molecular weight, functional group density, and chain structure to enhance mechanical properties while maintaining the aliphatic polyisocyanate compatibility and migration-free performance

Inventive Principle:
Principle #35Parameter changes

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 flexibilized polyaspartate-based adhesives achieve sufficient bond strength within days, prevent aromatic amine migration, and maintain a suitable pot-life, enabling efficient lamination without extended storage times, thus addressing the mechanical and safety concerns in flexible packaging.

Implementation Method 1

adhesive comprising a reaction product of (A) an aliphatic polyisocyanate and (B) a polyaspartate

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentUS12037520B2Flexible polyureas for flexible packaging adhesive without aromatic amine migration
Publication Date: 2024.07.16 COVESTRO LLC
  • US12037520B2 patent drawing
  • US12037520B2 patent drawing

AI summary

Provided is an adhesive comprising a reaction product of (A) an aliphatic polyisocyanate having a molecular weight of from 132 to 700; and (B) a polyaspartate comprising a reaction product of (B1) a polyamine having a molecular weight of at least 240, and (B2) a Michael addition receptor, wherein viscosity @ 23° C. according to ASTM D1084-16, remains below 150 cps after four hours, and wherein the adhesive develops an acceptable bond strength to a substrate, defined as having a minimum of 150 g/in. measured @ 23° C. according to ASTM D 1876-01 or substrate tear, in less than five days after the substrate is laminated with the adhesive. The inventive flexible packaging adhesives are free of aromatic amines and may find use in multilayer laminates for a variety of industries, including the food processing, cosmetics, and detergents industries.