Active Energy Ray-Curable Composition Storage Stability

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Solution Overview

Problem

Conventional active energy ray-curable compositions containing enic compounds and thiol compounds face challenges with storage stability due to spontaneous reaction initiation by light or heat, leading to instability and poor one-component type performance.

Innovation Solution

An active energy ray-curable composition comprising an active energy ray-curable compound with an unsaturated ethylenic double bond, a thiol compound with two or more mercapto groups, a reaction inhibitor, a radical polymerization inhibitor, and water, where the water content is between 0.05 ppm and 1% by mass, and the inhibitor contents are within specific ranges, enhancing storage stability and allowing for a one-component type formulation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If an enethiol reaction composition is formulated without stabilizers, then the curing rate is high and productivity is improved, but the storage stability deteriorates due to spontaneous reaction initiation by light or heat

Engineering Contradiction:
Improvecuring rateVSAvoidstorage stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent introduces water as an intermediary substance that mediates between the enic compound and thiol compound. Water forms a solvated complex with the enic compound, preventing direct spontaneous reaction with the thiol compound while allowing the composition to remain stable during storage. The water content is specifically controlled at 0.05 ppm to 1% by mass to achieve optimal stabilization效果.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical-chemical parameters of the system by introducing water, which alters the reaction mechanism from direct enethiol reaction to a water-mediated process. This parameter change (adding water) transforms the unstable system into a stable one while preserving the high curing rate when activated by active energy rays.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If phosphonic acid is added as a stabilizer, then the storage stability is improved, but the solubility is poor and homogeneous dissolution throughout the composition is difficult

Engineering Contradiction:
Improvestorage stabilityVSAvoidsolubility
Core Design Contradiction:
Stability of the object's compositionVSEase of operation

Solution Approach 1:

The patent changes the stabilizing mechanism from using phosphonic acid (which has solubility issues) to using water as the stabilizing agent. Water naturally has excellent solubility and can homogeneously dissolve throughout the composition, while still providing the necessary stabilization effect against spontaneous enethiol reaction.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If common radical polymerization inhibitors are used, then the storage stability is partially improved, but the stabilization is completely ineffective depending on the kind of enic compound

Engineering Contradiction:
Improvestorage stabilityVSAvoideffectiveness across different enic compounds
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent uses water as a universal stabilizing agent that works effectively across all types of enic compounds, unlike conventional radical polymerization inhibitors whose effectiveness varies by compound type. Water provides universal stabilization through solvation, making the composition adaptable and versatile for different enic compound variations.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 composition achieves excellent storage stability and workability, enabling the development of a one-component type active energy ray-curable composition suitable for various industrial applications, including coatings, adhesives, and molded articles, with improved curability and reduced oxygen inhibition effects.

Implementation Method 1

the addition of water contributes to stabilization of the enethiol reaction

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 2

a reaction inhibitor (C) configured to inhibit a reaction between the unsaturated ethylenic double bond of the active energy ray-curable compound (A) and the mercapto groups of the thiol compound (B); a radical polymerization inhibitor (D)

Methodology Applied
Scientific EffectChemical inhibition:

Implementation Method 3

active energy ray-curable compound (A) having an unsaturated ethylenic double bond

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS11015007B2Active energy ray-curable composition and cured product thereof
Publication Date: 2021.05.25 RESONAC CORP
  • US11015007B2 patent drawing
  • US11015007B2 patent drawing
  • US11015007B2 patent drawing

AI summary

There is provided an active energy ray-curable composition having excellent storage stability. The active energy ray-curable composition includes: active energy ray-curable compound (A) having an unsaturated ethylenic double bond; thiol compound (B) having two or more mercapto groups in one molecule; reaction inhibitor (C) configured to inhibit a reaction between the unsaturated ethylenic double bond and the mercapto groups; radical polymerization inhibitor (D); and water (E), wherein the content of water (E) is 0.05 ppm by mass or more and less than 1% by mass. When the total content of active energy ray-curable compound (A) and thiol compound (B) is 100 parts by mass, the content of reaction inhibitor (C) is 0.005 parts by mass or more and 10 parts by mass or less, and the content of radical polymerization inhibitor (D) is 0.005 parts by mass or more and 5 parts by mass or less.