Polymerizable Composition Storage Stability via Acid Stabilizers
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Solution Overview
Problem
The polymerizable composition comprising a polythiol compound and an enic compound with a phenylthio backbone has low storage stability due to rapid polymerization at room temperature, even in a dark place, and existing stabilizers do not provide sufficient thermal stability, making it difficult to preserve for a long period.
Innovation Solution
Incorporating an acid compound with a protonic-acid-type functional group, such as phosphoric acid or sulfonic acid, in combination with a free-radical polymerization inhibitor like N-nitrosophenylhydroxylamine salt, significantly improves the storage stability of the polymerizable composition, allowing it to be preserved at room temperature for about a month.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Temperature
If a polymerizable composition comprising a polythiol compound and an enic compound having a phenylthio backbone is used to achieve high refractive index, then the optical performance is improved, but the storage stability deteriorates due to rapid thermal polymerization
Solution Approach 1:
The patent introduces an acid compound as an intermediary substance that mediates between the polymerizable composition and the polymerization process. The acid compound suppresses thermal polymerization by interacting with the enic compound, preventing unwanted side reactions while allowing the composition to maintain its high refractive index properties. This intermediary approach resolves the contradiction by adding a controlling agent that stabilizes the composition without altering its fundamental optical characteristics.
Solution Approach 2:
The patent changes the chemical parameter of the composition by incorporating an acid compound with specific functional groups (carboxylic acid, sulfonic acid, phosphoric acid, etc.). This parameter change modifies the chemical environment to suppress thermal polymerization. The acid compound interacts with the enic compound to reduce its reactivity at storage temperatures, thereby improving storage stability while preserving the high refractive index property when cured.
2Stability of the object's composition
If existing stabilizers (quinone-based, iodine-based, phosphorus-based compounds) are added to improve storage stability, then some stabilization effect is achieved, but the thermal stability remains insufficient for long-term preservation
Solution Approach 1:
The patent changes the stabilizing mechanism by introducing acid compounds with specific functional groups (carboxylic acid, sulfonic acid, phosphoric acid, sulfoneimide, etc.) that have different chemical properties compared to existing stabilizers. These acid compounds provide enhanced thermal stability through acid-base interactions with the enic compound, suppressing polymerization at elevated temperatures more effectively than conventional stabilizers. This parameter change in the stabilizing agent's chemical nature resolves the insufficient thermal stability problem.
Solution Approach 2:
The patent creates a composite stabilization system by combining the acid compound with the polymerizable composition containing polythiol and enic compound. This composite approach integrates multiple functional components: the acid compound provides thermal stability through chemical interaction, while the polymerizable components maintain the high refractive index property. The composite material achieves both storage stability and reliability for long-term preservation.
3Ease of operation
If the polymerizable composition is preserved at room temperature, then ease of storage is improved, but polymerization proceeds rapidly causing viscosity increase
Solution Approach 1:
The acid compound acts as an intermediary that suppresses polymerization at room temperature by interacting with the enic compound. This intermediary effect prevents the rapid polymerization that would otherwise occur during storage, maintaining low viscosity and stable composition. The acid compound creates a chemical environment that is conducive to long-term storage at convenient room temperatures without sacrificing composition stability.
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 combination of acid and free-radical polymerization inhibitor enhances the thermal stability of the polymerizable composition, ensuring it remains stable for an extended period, suitable for use as an optical material with high refractive index.
Implementation Method 1
addition of a free-radical polymerization inhibitor... suppresses a polymerization reaction
Implementation Method 2
the reactivity of the ene-thiol composition significantly varies depending on the molecular structure of a monomer, particularly an enic compound... the acid compound... significantly improves the storage stability
Implementation Method 3
A copolymerization reaction between a compound having an ethylenic carbon-carbon double bond (hereinafter referred to as the 'enic compound') and a thiol compound (hereinafter referred to as the 'ene-thiol reaction')
Implementation Method 4
a photo-curing method or thermal curing method using a radical polymerization initiator is widely used
Implementation Method 5
a photo-curing method or thermal curing method using a radical polymerization initiator is widely used
Data Source
AI summary
According to the present invention, a polymerizable composition having excellent storage stability can be provided by adding an acid that serves as a stabilizing agent and a free-radical polymerization inhibitor to a polymerizable composition that contains a polythiol compound and an enic compound having a phenylthio backbone as monomer components. In the present invention, an embodiment in which the acid is at least one compound having a protonic-acid-type functional group which is selected from phosphoric acid, phosphonic acid, phosphinic acid, sulfonic acid, sulfoneimide and carboxylic acid is preferred.