Lactide-Caprolactone Adhesive Carbodiimide Stabilization

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Solution Overview

Problem

Non-reactive hot melt adhesives based on poly(L-lactide) and poly(ε-caprolactone) copolymers with a molar ratio of 81/19 exhibit poor long-term thermal stability, leading to degradation of adhesion strength when exposed to elevated temperatures, making them unsuitable for storing and using in packaging applications, especially with materials like cardboard and wood.

Innovation Solution

Incorporating a small amount (0.05-2.5% by weight) of a carbodiimide compound, such as dicyclohexyl carbodiimide or bis-3-isocyanoato-4-methylphenyl carbodiimide, into the copolymer of lactide and caprolactone with a molar ratio of at least 1.5, which stabilizes the adhesion properties and prevents unwanted degradation, while maintaining the adhesive's biodegradability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-generated harmful factors

If a copolymer of lactide and caprolactone with molar ratio 81/19 is used as hot melt adhesive, then biodegradability is improved, but long-term thermal stability deteriorates

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidlong-term thermal stability
Core Design Contradiction:
Object-generated harmful factorsVSReliability

Solution Approach 1:

The patent combines lactide-copolymer with carbodiimide compounds to create a composite adhesive system. The carbodiimide acts as a stabilizing component that prevents thermal degradation of the biodegradable copolymer, resolving the contradiction between biodegradability and thermal stability by creating a synergistic material composition where each component compensates for the other's weaknesses

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The carbodiimide compound serves as a chemical intermediary that reacts with carboxylic acid groups formed during thermal degradation of the lactide-copolymer. This intermediary mechanism prevents the accumulation of degradation products that would otherwise cause adhesion loss, thereby maintaining reliability while preserving biodegradability

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of operation

If adhesive is stored at elevated temperatures for long periods, then packaging application convenience is improved, but adhesion strength deteriorates

Engineering Contradiction:
Improvestorage convenienceVSAvoidadhesion strength
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The carbodiimide compound is incorporated into the adhesive formulation in advance to preemptively prevent thermal degradation. This preliminary protective action allows the adhesive to be stored at elevated temperatures without subsequent loss of adhesion strength, enabling convenient storage while maintaining performance

Inventive Principle:
Principle #10Preliminary action

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 addition of carbodiimide significantly enhances the thermal stability of the adhesive, maintaining adhesion strength over time even at elevated temperatures, preventing brittleness at optimal concentrations (0.1-2.0% by weight), thus ensuring reliable sealing of packages made from various materials.

Implementation Method 1

the adhesive further comprises a carbodiimide compound... stabilizes the adhesion properties and prevents unwanted degradation

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP3152254B1Non-reactive hot melt adhesive, its manufacture and its use in sealing packages
Publication Date: 2018.07.11 PURAC BIOCHEM BV
  • EP3152254B1 patent drawingFigure 1

AI summary

The invention relates to a non-reactive hot melt adhesive containing a copolymer being substantially composed of a reaction product of lactide (L) and caprolactone (C) in a molar ratio (L/C) of at least 1.5. According to the invention, the adhesive further comprises a carbodiimide compound. The presence of a small but effective amount of carbodiimide causes a stabilizing effect on the sealing properties of the adhesive, especially if it is exposed to higher temperatures. The invention further relates to a method for manufacturing such adhesive as well as to a method for sealing a package by means of such adhesive.