Epoxy-Polyester Adhesive Eliminates Bisphenol-A Contamination

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Bisphenol-A-based epoxy resins and isocyanate-based materials in laminating adhesives pose safety concerns and can contaminate food, necessitating the development of alternatives that are free from these substances while maintaining effective adhesive properties.

Innovation Solution

A curable formulation comprising a blend of epoxy-terminated polyester, maleate (poly) ester, or diacrylate terminated oligomer with an aliphatic amine curing agent, which provides a solvent-free or low-solvent adhesive with a bond strength range of 1.5 to 5.0 N/15 mm and viscosity ≤6500 mPa*s at 50°C, suitable for food packaging applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If isocyanate-based materials are used in laminating adhesives, then adhesive performance is improved, but safety issues and food contamination risks arise

Engineering Contradiction:
Improveadhesive performanceVSAvoidfood contamination risk
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent removes isocyanate-based materials from the adhesive formulation entirely, extracting the harmful component while maintaining adhesive functionality through alternative chemistry (epoxy-terminated polyester with carboxylic acid or hydroxyl groups). This directly addresses the food safety concern by eliminating the source of harmful isocyanate residues that could migrate into food packaging.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the chemical composition parameters of the adhesive system by substituting isocyanate crosslinking mechanisms with carboxylic acid or hydroxyl-based crosslinking. This parameter change eliminates the formation of potentially harmful aromatic amines while achieving comparable or superior adhesive performance through different chemical pathways.

Inventive Principle:
Principle #35Parameter changes

2Strength

If bisphenol-A-based epoxy resins are used in laminating adhesives, then adhesive strength is achieved, but food contamination and safety concerns arise

Engineering Contradiction:
Improveadhesive bond strengthVSAvoidfood contaminant presence
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and eliminates bisphenol-A from the epoxy resin structure, using alternative epoxy-terminated polyester formulations that achieve comparable adhesive strength without the harmful bisphenol-A component. This directly removes the food safety hazard while preserving the essential adhesive function.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention employs composite material strategies by combining epoxy-terminated polyester with carboxylic acid-terminated polyester or hydroxyl-containing polymers to create a multi-component system that achieves the desired adhesive performance without relying on bisphenol-A-based epoxy resins.

Inventive Principle:
Principle #40Composite materials

3Adaptability or versatility

If monomers and oligomers with atomic mass less than 1000 Daltons are used, then adhesive formulation flexibility is improved, but migration into food increases if not completely reacted

Engineering Contradiction:
Improveformulation flexibilityVSAvoidmigration into food
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the molecular weight parameters of the adhesive components by using epoxy-terminated polyester and carboxylic acid-terminated polyester with higher molecular weights that reduce migration potential. The formulation maintains flexibility through adjustable ratios of components while ensuring lower migration risk through careful selection of polymer chain lengths.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention converts the potential harm of low molecular weight migration into a benefit by using controlled polymerization to create oligomers that are large enough to minimize migration but small enough to maintain reactivity and adhesive performance. The carboxylic acid termination provides reactive end groups that ensure complete crosslinking, eliminating residual low molecular weight species.

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

4Strength

If isocyanate-based resins are used, then adhesive performance is improved, but primary aromatic amines are generated which can migrate into food

Engineering Contradiction:
Improveadhesive performanceVSAvoidaromatic amine generation
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and eliminates the isocyanate component from the adhesive system, preventing the formation of primary aromatic amines through alternative crosslinking chemistry using carboxylic acid or hydroxyl groups. This directly removes the source of harmful amine generation while maintaining adhesive functionality.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention substitutes the isocyanate-based crosslinking mechanism with carboxylic acid or hydroxyl-based crosslinking chemistry. This mechanical/chemical substitution replaces the harmful isocyanate reaction pathway with a safer alternative that achieves comparable network formation without generating aromatic amines.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

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 formulation achieves strong adhesive bonds and is free from potential food contaminants, ensuring safety and efficacy in food packaging applications while minimizing the risks associated with bisphenol-A and isocyanate-based materials.

Implementation Method 1

a curable formulation comprising a) a blend comprising i) an epoxy terminated polyester... and b) an aliphatic amine curing agent

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

at least one of ii) a maleate (poly) ester having a structure... or iii) a diacrylate terminated oligomer or polymer

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentUS10975192B2Curable formulations for laminating adhesives
Publication Date: 2021.04.13 ARKEMA FRANCE SA
  • US10975192B2 patent drawing
  • US10975192B2 patent drawing
  • US10975192B2 patent drawing

AI summary

The instant invention provides a curable formulation suitable for laminating adhesive applications, and laminating adhesives made therefrom. The curable formulation suitable for laminating adhesive applications according to the present invention comprises a) a blend comprising i) an epoxy terminated polyester and at least one of ii) a maleate (poly) ester or iii) a diacrylate terminated oligomer or polymer and b) an aliphatic amine curing agent.