Curable Compositions Using Reactive Comonomers for Fast Curing

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Solution Overview

Problem

Radiation-curable compositions based on methacrylate-functionalized compounds often compromise physical properties when increasing the proportion of acrylate-functionalized compounds to achieve faster curing, and acrylate-functionalized compounds pose health hazards and have poor cure speed with conventional radiation sources, especially with long wavelength LED systems.

Innovation Solution

Incorporating reactive monomers with a carbon atom di-substituted by carbonyl-containing groups, such as methylene malonates, into compositions with methacrylate-functionalized compounds to enhance curing kinetics and physical properties, allowing for faster curing with lower UV exposure.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If the proportion of acrylate-functionalized compounds is increased to achieve faster curing, then the cure rate is improved, but the physical properties of the cured product deteriorate

Engineering Contradiction:
Improvecure rateVSAvoidphysical properties
Core Design Contradiction:
SpeedVSStrength

Solution Approach 1:

The patent changes the chemical structure parameter of the comonomer from conventional acrylate to a novel compound with carbonyl-containing substituents (ketone, ester, or amide groups) on the alkene carbon. This structural parameter change enables faster curing kinetics while maintaining physical properties, resolving the contradiction between cure rate and physical property quality.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite formulation combining methacrylate-functionalized compounds with the novel reactive comonomers featuring carbonyl-substituted alkenes. This composite approach leverages the high strength contribution of methacrylates while the novel comonomer provides accelerated curing, achieving both fast cure and excellent physical properties simultaneously.

Inventive Principle:
Principle #40Composite materials

2Productivity

If acrylate-functionalized compounds are used to promote faster reaction rate, then the cure speed is improved, but health hazards and irritation increase

Engineering Contradiction:
Improvecure speedVSAvoidhealth hazards
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical composition parameter by replacing acrylate-functionalized compounds with novel reactive comonomers containing carbonyl-substituted alkene groups. This compositional change maintains fast cure speed while reducing health hazards and irritation, as the new comonomer structure is less irritating than conventional acrylates.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional radiation sources are used with acrylate-functionalized compounds, then curing can proceed, but the cure speed is poor especially with long wavelength LED systems

Engineering Contradiction:
Improvecuring capabilityVSAvoidcure speed
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent changes the absorption characteristics parameter of the reactive monomers by introducing carbonyl-containing groups (ketone, ester, or amide) that enhance absorption of long wavelength radiation. This enables effective curing with long wavelength LED systems while maintaining fast cure speed, overcoming the limitation of conventional radiation sources.

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 use of reactive comonomers like methylene malonates in curable compositions results in faster curing and improved physical properties, achieving a synergistic effect that maintains high performance while reducing the need for higher acrylate-functionalized compound content, thus addressing health hazards and cure speed limitations.

Implementation Method 1

curable compositions based on admixtures of (meth)acrylate-functionalized compounds and reactive comonomers which are capable of being cured by exposure to radiation (e.g., ultraviolet radiation)

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS11591425B2Curable compositions and uses thereof
Publication Date: 2023.02.28 ARKEMA FRANCE SA
  • US11591425B2 patent drawing
  • US11591425B2 patent drawing
  • US11591425B2 patent drawing

AI summary

Curable compositions having desirable attributes such as rapid curing rates and enhanced physical properties are prepared using admixtures of one or more (meth)acrylate-functionalized compounds and one or more reactive comonomers, such as 1,1-diester-1-alkenes (e.g., methylene malonates), 1,1-diketo-1-alkenes, 1-ester-1-keto-1-alkenes and/or icatonates.