Polymerizable Ionic Liquid Curing Composition Oxygen Inhibition

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Conventional curable compositions face challenges in achieving complete curing in the presence of oxygen due to oxygen inhibition, leading to incomplete polymerization and surface residue formation, especially with conventional (meth)acrylate monomers which have low air to nitrogen curing exotherm ratios.

Innovation Solution

Incorporating a polymerizable ionic liquid with a high air to nitrogen curing exotherm ratio, such as multifunctional polymerizable ionic liquids, which can facilitate complete curing in air without the need for inerting, combined with conventional ethylenically unsaturated monomers or polymers to enhance stability and cure speed.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional (meth)acrylate monomers are used for curing, then the composition can be cured, but oxygen inhibition prevents complete curing leading to surface residue formation and incomplete polymerization

Engineering Contradiction:
Improvecuring completenessVSAvoidoxygen inhibition
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameter of the monomer system by introducing polymerizable ionic liquids with specific air-to-nitrogen curing exotherm ratios ≥0.70. This parameter change enables the curing system to overcome oxygen inhibition and achieve complete curing in air, transforming the curing completeness from unreliable to reliable without requiring nitrogen inerting

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite curing system by combining polymerizable ionic liquids with conventional ethylenically unsaturated monomers. This composite approach leverages the high air-to-nitrogen ratio of ionic liquids to overcome oxygen inhibition while maintaining the beneficial properties of conventional monomers, achieving both complete curing and operational stability

Inventive Principle:
Principle #40Composite materials

2Reliability

If polymerizable ionic liquid is used to enable complete curing in air, then oxygen inhibition is overcome, but the stability of the composition during storage may be compromised

Engineering Contradiction:
Improvecuring completeness in airVSAvoidstorage stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent optimizes the air-to-nitrogen curing exotherm ratio parameter to be ≥0.70 for polymerizable ionic liquids, which is high enough to overcome oxygen inhibition but controlled enough to maintain storage stability. This precise parameter control resolves the contradiction between curing effectiveness in air and compositional stability during storage

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent formulates a composite system combining polymerizable ionic liquids with conventional monomers, where each component compensates for the other's weaknesses. The ionic liquid provides oxygen resistance while the conventional monomer contributes to storage stability, achieving both curing completeness and compositional stability simultaneously

Inventive Principle:
Principle #40Composite materials

3Productivity

If conventional monomers are used, then storage stability is maintained, but curing speed is reduced and incomplete polymerization occurs in the presence of oxygen

Engineering Contradiction:
Improvecuring speedVSAvoidpolymerization completeness
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent introduces polymerizable ionic liquids with high air-to-nitrogen curing exotherm ratios (≥0.70), which fundamentally changes the curing kinetics parameter. This enables faster curing speeds while simultaneously achieving complete polymerization in air, resolving both productivity and reliability concerns

Inventive Principle:
Principle #35Parameter changes

4Reliability

If nitrogen inerting is used to achieve complete curing, then oxygen inhibition is eliminated, but process complexity and cost increase

Engineering Contradiction:
Improvecuring completenessVSAvoidinerting process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical composition parameter by incorporating polymerizable ionic liquids with high air-to-nitrogen curing exotherm ratios, which inherently resist oxygen inhibition. This eliminates the need for nitrogen inerting equipment and processes, achieving complete curing while reducing device and process complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent extracts the oxygen inhibition problem from the system by using ionic liquids that are intrinsically resistant to oxygen interference. This removes the need for external inerting systems, simplifying the overall curing process while maintaining curing completeness

Inventive Principle:
Principle #2Taking out (Extraction)

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 polymerizable ionic liquids with high air to nitrogen curing exotherm ratios allows for complete curing in air, reducing surface inhibition and uncured residue, thereby improving the efficiency and stability of the curing process, enabling faster and more cost-effective production of cured materials.

Implementation Method 1

curable compositions comprising a mixture of at least one (e.g. free-radically) polymerizable ionic liquid and at least one other ethylenically unsaturated monomer, oligomer, or polymer

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Implementation Method 2

The polymerizable ionic liquid is characterized as having an air to nitrogen curing exotherm ratio of at least 0.70

Methodology Applied
Scientific EffectExothermic reaction: Exothermic Reaction

Data Source

PatentUS9127101B2Compositions and articles comprising polymerizable ionic liquid mixture, and methods of curing
Publication Date: 2015.09.08 3M INNOVATIVE PROPERTIES CO
  • US9127101B2 patent drawing
  • US9127101B2 patent drawing
  • US9127101B2 patent drawing

AI summary

Presently described are curable compositions comprising a mixture of at least one (e.g. free-radically) polymerizable ionic liquid and at least one other ethylenically unsaturated monomer, oligomer, or polymer. The polymerizable ionic liquid is characterized as having an air to nitrogen curing exotherm ratio of at least 0.70. Also described are articles and methods of making articles from such curable compositions. A monofunctional polymerizable ionic liquid is also described comprising a non-polymerizable substituted imidazolium cationic group and a polymerizable sulfonate anion.