Dental Composite Resin Storage Stability via Segmented Fluorescent Fillers

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Solution Overview

Problem

The polymerization activity of dental composite resins containing a photopolymerization initiator comprising an α-diketone compound, a photoacid generating agent, and an aromatic amine compound decreases significantly during storage, especially at high temperatures, due to the reaction between the phthalate ester fluorescent agent and the photoacid generating agent, leading to reduced commercial value.

Innovation Solution

Incorporating a phthalate ester fluorescent agent into an organic filler within the photopolymerizable composition, which traps the fluorescent agent and prevents degradation of the photoacid generating agent, thereby maintaining high polymerization activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If a phthalate ester fluorescent agent is compounded in a dental composite resin, then the aesthetic appearance and fluorescence similar to natural teeth is achieved, but the polymerization activity of the photopolymerization initiator decreases significantly during storage

Engineering Contradiction:
Improveaesthetic appearanceVSAvoidpolymerization activity
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The fluorescent agent is segregated from the main resin matrix and embedded within discrete filler particles. This segmentation prevents direct contact and reaction between the fluorescent agent and the photopolymerization initiator, thereby maintaining polymerization activity while preserving aesthetic appearance.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The filler particle acts as an intermediary barrier between the fluorescent agent and the photopolymerization initiator. By placing the fluorescent agent inside the filler particle, the filler serves as a protective medium that prevents harmful interactions while allowing the fluorescent agent to remain functional.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Duration of action of stationary object

If the dental composite resin is stored at high temperatures, then the storage stability is tested, but the polymerization activity decreases due to reaction between fluorescent agent and photoacid generating agent

Engineering Contradiction:
Improvestorage stabilityVSAvoidpolymerization activity
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The fluorescent agent is segmented and isolated within filler particles, preventing thermal acceleration of reactions between the fluorescent agent and photopolymerization initiator during storage, thereby maintaining polymerization activity even at elevated temperatures.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The filler particle, which would normally just be a passive component, is converted into an active protective element that benefits the system by preventing degradation reactions, especially under thermal stress conditions.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 photopolymerizable composition remains stable and retains high polymerization activity even after long-term storage, particularly at elevated temperatures, ensuring consistent performance as a dental restorative material.

Implementation Method 1

a photopolymerization initiator comprising (B1) an α-diketone compound, (B2) a photoacid generating agent, and (B3) an aromatic amine compound

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

a phthalate ester fluorescent agent

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS8394869B2Photopolymerizable compositions useful as a dental restorative material
Publication Date: 2013.03.12 TOKUYAMA DENTAL CORP
  • US8394869B2 patent drawing
  • US8394869B2 patent drawing
  • US8394869B2 patent drawing

AI summary

Disclosed are photopolymerizable compositions suitable for uses such as dental composite resins, and that comprise (A) a radical-polymerizable monomer, (B) a photopolymerization initiator that comprises (B1) an α-diketone compound, (B2) a photoacid generating agent, (B3) an aromatic amine compound, and (C) an organic filler containing a phthalate ester fluorescent agent.