Color-Stable Amine Electron Donors for Dental Restoratives

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Solution Overview

Problem

Dental composite restoratives using traditional amine electron donors like EDMAB suffer from color instability due to photo oxidation processes, requiring UV stabilizers that can reduce fluorescence and affect aesthetics.

Innovation Solution

A color-stable amine electron donor with a specific chemical formula is used in the photoinitiator system, eliminating the need for UV stabilizers and maintaining natural tooth fluorescence, comprising a polymerizable component, a photoinitiator system with a visible light sensitizer, and optional fillers like silane-treated nanofillers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional amine electron donors like EDMAB are used in photoinitiator systems, then good curing properties are achieved, but color stability deteriorates due to photo oxidation processes

Engineering Contradiction:
Improvecuring propertiesVSAvoidcolor stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent modifies the chemical structure of the amine electron donor by introducing specific substituents (such as methyl groups at positions 2 and 6 of the phenyl ring, and ester or nitrile groups at the para position) to create a derivative with enhanced color stability while maintaining curing efficacy. This structural parameter change prevents photo-oxidation discoloration without sacrificing the electron donor's ability to initiate polymerization.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If UV stabilizers are added to prevent color formation, then color stability is improved, but fluorescence is reduced affecting aesthetics

Engineering Contradiction:
Improvecolor stabilityVSAvoidfluorescence
Core Design Contradiction:
Stability of the object's compositionVSIllumination intensity

Solution Approach 1:

The patent extracts and eliminates the need for UV stabilizers by incorporating color stability directly into the amine electron donor structure. The modified amine derivative inherently resists photo-oxidation discoloration, allowing the formulation to achieve both color stability and maintain natural tooth fluorescence without requiring separate UV stabilizing agents.

Inventive Principle:
Principle #2Taking out (Extraction)

3Stability of the object's composition

If EDMAB is used as electron donor, then adequate color stability is achieved with UV stabilizers, but fluorescence and aesthetic quality deteriorate

Engineering Contradiction:
Improvecolor stabilityVSAvoidaesthetic quality
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent creates a multi-functional amine electron donor that simultaneously provides curing initiation, color stability, and fluorescence preservation. The modified amine derivative performs multiple functions that were previously achieved through separate components (EDMAB for curing and UV stabilizers for color protection), while also maintaining aesthetic quality by preserving natural tooth fluorescence.

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 solution provides superior color stability and enhanced fluorescence, mimicking natural tooth appearance, reducing the need for UV stabilizers and improving aesthetic quality in dental restoratives.

Implementation Method 1

Light curing typically involves a photoinitiator system that produces free radicals upon exposure to light (400-1000 nm)

Methodology Applied
Scientific EffectPhoto-initiation: Photopolymerisation

Implementation Method 2

a photoinitiator system comprising a color stable amine electron donor that is activated upon exposure to visible light

Methodology Applied
Scientific EffectFree radical generation:

Implementation Method 3

Many amine electron donors, such as EDMAB, that are used in dental photo initiator systems are susceptible to color formation as a result of photo oxidation processes that occur after curing of the restorative

Methodology Applied
Scientific EffectPhoto-oxidation: Photo-oxidation

Data Source

PatentEP2859876B1Dental compositions and initiator systems with color-stable amine electron donors
Publication Date: 2020.06.24 3M INNOVATIVE PROPERTIES CO
  • EP2859876B1 patent drawing
  • EP2859876B1 patent drawing
  • EP2859876B1 patent drawing

AI summary

The invention features a lardenable dental composition, e.g., polymerizabie dental restoratives, adhesives, etc., that contain a color-stable amine electron donor in an initiation system for initiating polymerization of the composition.