Radiation-Curable Adhesive Mixture with Non-Aromatic Rings

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Solution Overview

Problem

Radiation-crosslinkable pressure-sensitive adhesives face challenges in achieving both good adhesion and cohesion, especially at high layer thicknesses, and often compromise on thermal stability, making them unsuitable for industrial applications requiring high heat resistance.

Innovation Solution

A mixture of polymers A) and compounds B) is developed, where polymer A) is composed of free-radically polymerizable monomers and contains a photoinitiator, and compounds B) have ethylenically unsaturated, radically polymerizable groups with a non-aromatic ring system, specifically isocyanurate or cycloaliphatic ring systems, to enhance cohesion and adhesion while maintaining thermal stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If radiation-crosslinkable polymers are used to achieve good cohesion through photochemically induced crosslinking, then cohesion is improved, but adhesion deteriorates

Engineering Contradiction:
ImprovecohesionVSAvoidadhesion
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of the crosslinking agents by using compounds with non-aromatic ring systems (isocyanurate or cycloaliphatic) instead of conventional aromatic crosslinkers. This structural modification allows the system to achieve both good adhesion and cohesion by altering the reactivity and bonding characteristics of the crosslinking process

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite adhesive system combining radiation-curable polymer matrices with specific low-molecular-weight compounds containing non-aromatic ring systems. This composite approach allows the adhesive to exhibit both strong bonding (adhesion) and internal strength (cohesion) simultaneously, resolving the traditional trade-off between these two properties

Inventive Principle:
Principle #40Composite materials

2Reliability

If measures are taken to improve adhesion, then adhesion is improved, but cohesion deteriorates

Engineering Contradiction:
ImproveadhesionVSAvoidcohesion
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

By modifying the molecular parameters of the crosslinking agents to include non-aromatic ring systems, the patent achieves a balanced performance where adhesion-promoting functional groups are maintained while the crosslinking density and strength are optimized through the unique structural properties of isocyanurate and cycloaliphatic rings

Inventive Principle:
Principle #35Parameter changes

3Strength

If radiation-crosslinkable pressure sensitive adhesives are used, then cohesion is improved, but thermal stability deteriorates

Engineering Contradiction:
ImprovecohesionVSAvoidthermal stability
Core Design Contradiction:
StrengthVSTemperature

Solution Approach 1:

The patent changes the chemical composition parameters by replacing aromatic crosslinkers with non-aromatic ring system compounds. This substitution reduces the formation of chromophores and conjugated systems that absorb UV radiation and degrade at high temperatures, thereby improving thermal stability while maintaining radiation-curable cohesion

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention converts the potential harm of radiation crosslinking (which can compromise thermal stability) into a benefit by using non-aromatic ring systems that are inherently more thermally stable. The crosslinking process still provides strong cohesion, but the non-aromatic structure prevents thermal degradation, turning a potential weakness into a strength

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

4Volume of moving object

If high layer thicknesses are used, then coverage is improved, but both adhesion and cohesion deteriorate

Engineering Contradiction:
Improvelayer thicknessVSAvoidadhesion and cohesion
Core Design Contradiction:
Volume of moving objectVSReliability

Solution Approach 1:

The patent changes the reactivity parameters of the adhesive system by incorporating low-molecular-weight compounds with high functional group density and non-aromatic ring systems. These compounds enable effective crosslinking even through thick layers, maintaining both adhesion and cohesion at high layer thicknesses where conventional adhesives fail

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 mixture provides improved adhesion and cohesion, even at high layer thicknesses, with enhanced thermal stability, making it suitable for industrial applications, particularly in assembly tapes and self-adhesive articles.

Implementation Method 1

Radiation-curable mixture... polymers A) which is obtainable by polymerizing radically polymerizable compounds... compounds B) with ethylenically unsaturated, radically polymerizable groups... photochemically induced crosslinking

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

at least 10% by weight of the compounds B are compounds B1 with at least one non-aromatic ring system, the non-aromatic ring system of the compounds B1 being an isocyanurate ring system or a bi- or polycyclic cycloaliphatic ring system

Methodology Applied
Scientific EffectRing strain stabilization:

Implementation Method 3

the bond has high thermal stability, i.e. H. The bond should be able to withstand mechanical stress even at higher temperatures... very good adhesion and particularly high cohesion are achieved... heat resistance is also improved

Methodology Applied
Scientific EffectThermal stability:

Data Source

PatentEP2087021B1Radiation-curable mixture containing low-molecular, ethylenically unsaturated compounds having non-aromatic ring systems
Publication Date: 2011.12.28 BASF SE
  • EP2087021B1 patent drawing
  • EP2087021B1 patent drawing
  • EP2087021B1 patent drawing

AI summary

The invention relates to a mixture containing A) a polymer which can be obtained by polymerization of radically polymerizable compounds, and B) compounds having ethylenically unsaturated, radically polymerizable groups (polymerizable group for short), and a weight average molecular weight Mw of less than 5000 g/mol. The mixture according to the invention is characterized in that at least 10% by weight of compounds B are compounds B1 having at least one non-aromatic ring system.