Caprolactone Urethane (Meth)Acrylate for Higher Elongation

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Solution Overview

Problem

Existing urethane (meth)acrylates lack sufficient ductility and impact resistance, limiting their use in applications requiring higher elongation properties.

Innovation Solution

A urethane (meth)acrylate is synthesized through the reaction of caprolactone-diol derived from 1,4-butanediol or 1,6-hexanediol, polyisocyanate, and hydroxy-functional (meth)acrylate, enhancing flexibility and impact resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If commercially available urethane (meth)acrylates are used, then the material can be processed and cured, but the ductility and impact resistance are insufficient

Engineering Contradiction:
Improveimpact resistanceVSAvoidductility
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the chemical parameters of the urethane (meth)acrylate by using caprolactone-diol with specific molecular weight ranges (300-1300 g/mol) and specific diol initiators (1,4-butanediol or 1,6-hexanediol) to achieve improved tensile elongation at break and impact resistance while maintaining processability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining caprolactone units with specific diol backbones (1,4-butanediol or 1,6-hexanediol) to achieve synergistic properties of flexibility, ductility, and impact resistance that neither component alone could provide

Inventive Principle:
Principle #40Composite materials

2Reliability

If urethane (meth)acrylates with higher elongation properties are developed, then ductility improves, but the complexity of synthesis increases

Engineering Contradiction:
Improveelongation propertiesVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent uses pre-synthesized caprolactone-diol intermediates with controlled molecular weights (300-1300 g/mol) as starting materials, which have already been optimized for the desired elongation properties, thereby simplifying the final urethane (meth)acrylate synthesis step while maintaining high ductility

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent introduces caprolactone-diol as an intermediary component that mediates between the polyisocyanate and hydroxy-functional (meth)acrylate, providing a controlled molecular structure that ensures high elongation properties while keeping the overall synthesis process manageable through well-defined reaction steps

Inventive Principle:
Principle #24Intermediary (Mediator)

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 resulting urethane (meth)acrylate exhibits improved tensile elongation at break, addressing the limitations of commercial urethane (meth)acrylates in coatings, sealants, moldings, dental materials, and 3D printing.

Implementation Method 1

at least one caprolactone-diol obtained from the reaction of caprolactone with 1,4-butanediol or 1,6-hexanediol

Methodology Applied
Scientific EffectRing-opening polymerization:

Implementation Method 2

urethane (meth)acrylate results from the reaction of: at least one caprolactone-diol, at least one polyisocyanate, and at least one hydroxy-functional (meth)acrylate

Methodology Applied
Scientific EffectUrethane formation reaction: Chemical Bonding

Data Source

PatentEP4700055A1Urethane (METH)acrylate
Publication Date: 2026.02.25 ARKEMA FRANCE SA
  • EP4700055A1 patent drawing
  • EP4700055A1 patent drawing
  • EP4700055A1 patent drawing

AI summary

The present invention relates to a urethane (meth)acrylate, resulting from the reaction of at least one caprolactone-diol obtained from the reaction of caprolactone with 1,4-butanediol or 1,6-hexanediol, at least one polyisocyanate, and at least one hydroxy-functional (meth)acrylate. The present invention also relates to curable composition comprising such urethane (meth)acrylate, as well as the use of the curable compositions as coating compositions, sealant compositions, molding compositions, dental compositions, composite material compositions or 3D printing compositions.