Hydrolytically Stable Dental Composites via Amide Bond Substitution

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Solution Overview

Problem

Current dental composites undergo bulk fracture due to degradation of the polymeric matrix and interface in the oral environment, leading to early failure and short lifespan, and potential release of toxic compounds.

Innovation Solution

Development of new dental composites with a hydrolytically stable monomer/polymer matrix, non-hydrolysable groups, and bioactive ceramic fluorapatite fillers, along with a phosphorus-containing coupling agent to enhance bonding and mineralization, eliminating ester and amide bonds that are prone to hydrolysis.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If conventional dental composites with ester bonds are used, then initial mechanical strength is achieved, but hydrolytic degradation occurs leading to bulk fracture and early failure

Engineering Contradiction:
Improvemechanical strengthVSAvoidhydrolytic stability
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the chemical parameters of the polymeric matrix by replacing ester bonds with amide bonds in the monomer structure. This parameter change fundamentally alters the hydrolytic stability of the material while maintaining its mechanical properties, directly resolving the contradiction between initial strength and long-term reliability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system combining hydrolytically stable amide-based polymeric matrix with silane-treated glass filler particles. This composite approach ensures both the matrix and interface resist hydrolytic degradation, maintaining mechanical strength and reliability simultaneously.

Inventive Principle:
Principle #40Composite materials

2Strength

If ester bonds are used in the polymeric matrix, then polymerization and initial strength are achieved, but interface degradation occurs leading to bulk fracture

Engineering Contradiction:
Improveinterface strengthVSAvoidlifespan
Core Design Contradiction:
StrengthVSDuration of action of stationary object

Solution Approach 1:

The patent changes the chemical composition parameter of the interface by using amide bonds instead of ester bonds in the monomer structure. This change makes the interface resistant to hydrolytic degradation by salivary enzymes, thereby extending the lifespan of the restoration while maintaining interface strength.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent eliminates the need for frequent replacement of dental restorations by creating a long-lasting composite material. The amide-based matrix and interface are designed to resist degradation over time, reducing the frequency of replacement procedures.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Ease of operation

If conventional composites are used, then restoration function is provided, but toxic compounds are released due to degradation

Engineering Contradiction:
Improverestoration functionVSAvoidtoxic compound release
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent converts the potentially harmful ester bonds into beneficial amide bonds that are resistant to hydrolytic degradation. This transformation eliminates the release of toxic degradation products while maintaining the restoration's functional properties, turning a harmful characteristic into a beneficial one.

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 new composites exhibit improved mechanical strength and prolonged lifespan by resisting hydrolytic degradation, reducing the need for frequent replacements and minimizing toxic compound release.

Implementation Method 1

a phosphorus-containing coupling agent to enhance bonding and mineralization

Methodology Applied
Scientific EffectChemical adhesion: Adhesive

Implementation Method 2

hydrolytically stable monomer/polymer matrix, non-hydrolysable groups... eliminating ester and amide bonds that are prone to hydrolysis

Methodology Applied
Scientific EffectHydrolysis resistance: Hydrolysis

Data Source

PatentEP3939560A1Compositions and methods for bioactive dental composites
Publication Date: 2022.01.19 HOWARD UNIVERSITY
  • EP3939560A1 patent drawingFigure 1
  • EP3939560A1 patent drawingFigure 2
  • EP3939560A1 patent drawingFigure 3

AI summary

Described herein are compositions and methods which produce hydrolytically stable resin monomers, bioactive fillers, phosphorus coupling agent and surface coating method, which can be combined to produce new generation dental composites; compositions comprising the same, as well as methods of making and using the same are also described.