Barbituric Acid Salt Polymerizable Compositions

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Solution Overview

Problem

Conventional polymerizable compositions using barbituric acid and thiobarbituric acid derivatives as part of redox initiating systems often lack shelf-life stability when in contact with unsaturated compounds like methacrylates, leading to premature polymerization and handling issues.

Innovation Solution

The development of polymerizable compositions that include a salt of a barbituric acid derivative combined with a non-acidic, free-radically polymerizable component, which can be mixed with an acidic component to initiate polymerization, providing a stable formulation with improved shelf-life and miscibility, suitable for commercial applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional redox initiating systems using barbituric acid or thiobarbituric acid derivatives are used to cure methacrylates, then polymerization efficiency is improved, but shelf-life stability deteriorates due to premature polymerization

Engineering Contradiction:
Improvepolymerization efficiencyVSAvoidshelf-life stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The redox initiating system is divided into two separate components: Component A contains the barbituric acid or thiobarbituric acid derivative, while Component B contains the metal halogenide. These components can be stored separately to maintain shelf-life stability, and only when mixed do they initiate polymerization, thus resolving the contradiction between stability and efficiency

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces an intermediary substance that mediates between the barbituric acid derivative and the metal halogenide, allowing the system to remain stable during storage while still enabling efficient polymerization when activated. This intermediary prevents premature reaction while preserving the reactivity of both components

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If barbituric acid derivatives are mixed with unsaturated compounds like methacrylates, then polymerization can be initiated, but handling characteristics worsen due to premature polymerization

Engineering Contradiction:
Improvepolymerization initiation capabilityVSAvoidhandling characteristics
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The system is segmented into separate components that can be handled independently without premature polymerization. Component A (barbituric acid derivative) and Component B (metal halogenide) can be stored and transported separately, improving handling characteristics while maintaining the ability to initiate polymerization when combined

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The components are prepared in advance in a stable, non-reactive state. The barbituric acid derivative is pre-formed as a stable compound that does not react with methacrylates until the actual mixing step, allowing for proper preparation and handling before polymerization is desired

Inventive Principle:
Principle #10Preliminary action

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 compositions exhibit enhanced stability, reduced heat generation during curing, and improved miscibility, allowing for longer storage and easier handling, particularly beneficial in dental applications by preventing premature polymerization and enhancing handling characteristics.

Implementation Method 1

barbituric acid in combination with a halogen compound and a metal ion has been found to be efficient in curing methacrylates

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Implementation Method 2

a non-acidic, free-radically polymerizable component

Methodology Applied
Scientific EffectFree-radical polymerization: Photopolymerisation

Data Source

PatentUS8236871B2Polymerizable compositions containing salts of barbituric acid derivatives
Publication Date: 2012.08.07 SOLVENTUM INTELLECTUAL PROPERTIES CO
  • US8236871B2 patent drawing
  • US8236871B2 patent drawing
  • US8236871B2 patent drawing

AI summary

This invention relates to polymerizable compositions comprising a salt of a barbituric acid derivative. The compositions are typically shelf-life stable and may be polymerized through mixing of an acidic component with the salt of a barbituric acid derivative.