Aliphatic Polyurethane Adhesive Prevents Amine Migration

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Solution Overview

Problem

Conventional multilayer flexible packaging adhesives based on aromatic polyisocyanates face issues with mechanical strength and aromatic amine migration, particularly at elevated temperatures, necessitating longer cure times and potential health hazards.

Innovation Solution

Development of aliphatic NCO-terminated prepolymer combined with polyaspartate resins to create a polyurea or polyurethane/polyurea hybrid adhesive, which provides sufficient mechanical properties, prevents aromatic amine migration, and maintains a suitable cure speed.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If aromatic polyisocyanates are used in adhesive compositions, then mechanical strength and cure speed are improved, but aromatic amine migration occurs at elevated temperatures causing health hazards

Engineering Contradiction:
Improvemechanical strengthVSAvoidaromatic amine migration
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and removes the aromatic amine component from the adhesive system by replacing aromatic polyisocyanates with aliphatic polyisocyanates. This elimination of the harmful aromatic structure prevents amine migration while maintaining the adhesive's functional performance through careful selection of aliphatic alternatives that provide equivalent mechanical properties without the health hazards.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical parameter of the polyisocyanate component from aromatic to aliphatic structure. This fundamental chemical parameter change eliminates the formation of aromatic amines during curing and at elevated temperatures, while the patent compensates for any performance differences by adjusting other formulation parameters such as catalyst selection, resin composition, and curing conditions to maintain adequate cure speed and mechanical strength.

Inventive Principle:
Principle #35Parameter changes

2Object-affected harmful factors

If aliphatic polyisocyanates are used to eliminate aromatic amine migration, then health safety is improved, but cure time increases significantly requiring longer storage times

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

Solution Approach 1:

The patent introduces catalysts as intermediary substances to accelerate the reaction between aliphatic polyisocyanates and the resin component. These catalysts mediate the curing process by lowering the activation energy barrier, enabling aliphatic polyisocyanate-based adhesives to achieve practical cure speeds comparable to aromatic systems, thereby eliminating the time penalty associated with using safer aliphatic alternatives.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite adhesive formulation combining aliphatic polyisocyanates with specific resin systems and catalyst packages. This composite approach synergistically combines the safety benefits of aliphatic isocyanates with the reactivity enhancement from catalysts and the adhesive performance from optimized resin selection, achieving a balanced system that provides both health safety and practical cure characteristics.

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If longer cure times are used with aliphatic polyisocyanates, then aromatic amine migration is prevented, but productivity decreases due to extended storage requirements

Engineering Contradiction:
Improvearomatic amine migrationVSAvoidproductivity
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent employs catalysts as intermediaries to bridge the gap between the safety requirements of aliphatic polyisocyanates and the productivity demands of manufacturing operations. By introducing catalytic agents that accelerate the curing reaction, the system achieves practical cure times that do not unduly extend production cycles, thereby maintaining productivity while preventing aromatic amine migration through the use of aliphatic chemistry.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent optimizes multiple formulation parameters simultaneously - selecting highly reactive aliphatic polyisocyanates with appropriate NCO content, choosing catalysts with optimal activity and selectivity, and adjusting resin composition - to achieve a balanced system that cures sufficiently fast for productive manufacturing while maintaining the safety advantages of aliphatic chemistry and preventing amine migration.

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 adhesive achieves acceptable bond strength within five days, prevents aromatic amine migration, and allows for reduced storage times, addressing the mechanical and safety concerns of conventional adhesives while maintaining efficient curing.

Implementation Method 1

An adhesive comprising a reaction product of (A) an isocyanate-terminated prepolymer... and (B) a polyaspartate compound

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentUS12036771B2Flexibilized polyurethanes for flexible packaging adhesive without aromatic amine migration
Publication Date: 2024.07.16 COVESTRO LLC
  • US12036771B2 patent drawing
  • US12036771B2 patent drawing
  • US12036771B2 patent drawing

AI summary

Provided is an adhesive comprising a reaction product of (A1) an aliphatic isocyanate having an NCO group content of 18 to 64 and (A2) a polyol or polyamine having a molecular weight of from 400 to 4000; and (B) a polyaspartate compound, wherein viscosity of the adhesive, as measured @ 23° C. according to ASTM D4212-16, remains below 60 seconds for 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 or equal to five days after the substrate is laminated with the adhesive. The adhesives are free of aromatic amines and may find use in multi-layered laminated films for the production of flexible packaging useful in a variety of industries, including the food processing, cosmetics, and detergents industries.