Root Canal Filling Composition With Biocompatible Amine Curing

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Solution Overview

Problem

Existing dental root canal filling compositions face issues with toxicological concerns and biocompatibility of commonly used primary amines, such as 1-aminoadamantane, and require improvements in thermomechanical properties, radiopacity, and handling characteristics.

Innovation Solution

A dental root canal filling composition using a primary monoamine with a cyclic non-aromatic hydrocarbon group and a primary amino group, along with di- or polyepoxide and diamine, to achieve improved biocompatibility, thermomechanical properties, and handling characteristics, including a glass transition temperature of 40 to 50°C and gelation time below 16 hours.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If commonly used primary amines (1-aminoadamantane, rimantadine) are used in dental root canal filling compositions, then the thermomechanical properties and handling characteristics are optimized, but toxicological concerns and biocompatibility issues arise

Engineering Contradiction:
Improvethermomechanical propertiesVSAvoidtoxicological concerns and biocompatibility
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of the amine component by replacing commonly used primary amines (1-aminoadamantane, rimantadine) with alternative primary monoamines having different molecular structures. This structural parameter change maintains the desired thermomechanical properties while improving biocompatibility and reducing toxicological concerns.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces alternative primary monoamines that can serve as temporary or replaceable components in the dental composition, allowing for optimization of biocompatibility without compromising the overall performance of the root canal filling material.

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

2Temperature

If radiopaque particulate fillers are dispersed in the curable matrix to achieve high radiopacity, then the radiopacity of the cured product is improved, but the stability of the dispersion deteriorates due to high density of filler and low viscosity of matrix

Engineering Contradiction:
ImproveradiopacityVSAvoiddispersion stability
Core Design Contradiction:
TemperatureVSStability of the object's composition

Solution Approach 1:

The patent creates a composite material system combining radiopaque particulate fillers with a curable matrix containing alternative primary monoamines and epoxide precursors. The composite structure allows the filler particles to provide radiopacity while the cured matrix network maintains dispersion stability despite the density difference between filler and matrix components.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes the viscosity and crosslinking parameters of the curable matrix through the use of alternative primary monoamines and epoxide precursors, creating an optimized balance between low enough viscosity for proper dispersion and high enough stability to prevent filler settling.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If thermal curing mechanism with step growth polymerizing epoxide precursor compounds is used to cure without light, then the composition can be cured in absence of light, but the setting time becomes relatively long and discolouration occurs

Engineering Contradiction:
Improvecuring without lightVSAvoidsetting time
Core Design Contradiction:
Ease of operationVSLoss of time

Solution Approach 1:

The patent changes the chemical reactivity parameters by selecting specific alternative primary monoamines with optimized nucleophilicity and epoxide precursor compounds with appropriate ring strain and reactivity. This parameter optimization accelerates the thermal curing process, reducing setting time while preventing discolouration through controlled polymerization kinetics.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the conventional slow step-growth polymerization mechanism with an optimized alternative that achieves faster curing rates through improved chemical reactivity, while maintaining the advantage of light-independent curing through thermal initiation.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

4Reliability

If the root canal filling composition adheres to the wall of the root canal to improve tight sealing, then the sealing performance is improved, but the composition must tolerate shape changes from mastication and temperature without compromising the seal

Engineering Contradiction:
Improvesealing performanceVSAvoidtolerance to shape changes
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent optimizes the glass transition temperature and elastic modulus parameters of the cured polymer network by selecting specific alternative primary monoamines and epoxide precursors. This creates a material that is rigid enough to maintain sealing integrity but flexible enough to accommodate physiological shape changes in the root canal.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite structure where the polymer matrix provides adhesion and sealing, while the alternative amine-epoxide network provides controlled flexibility to tolerate dimensional changes from mastication and temperature variations without compromising the seal.

Inventive Principle:
Principle #40Composite materials

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 composition provides excellent physical and mechanical properties, biocompatibility, high radiopacity, and stable handling, with no coloration issues, while maintaining the thermomechanical properties comparable to AH Plus®, and is storage-stable with adjustable setting times.

Implementation Method 1

a dental root canal filling composition comprising (i) at least one di- or polyepoxide; (ii) at least one primary monoamine... characterized in that the at least one primary monoamine comprises at least one cyclic non-aromatic hydrocarbon group and at least one, preferably one, primary amino group

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

a curable matrix... the cured product is required to have a high radiopacity... the composition adheres to the wall of the root canal

Methodology Applied
Scientific EffectPolymerization:

Data Source

PatentUS12491141B2Dental root canal filling composition
Publication Date: 2025.12.09 DENTSPLY SIRONA INC
  • US12491141B2 patent drawing
  • US12491141B2 patent drawing
  • US12491141B2 patent drawing

AI summary

The present invention is related to a dental root canal filling composition comprising at least one di- or polyepoxide; at least one primary monoamine; and at least one diamine; wherein the at least one primary monoamine comprises at least one cyclic non-aromatic hydrocarbon group and at least one primary amino group; wherein said at least one primary amino group is directly attached to said at least one cyclic non-aromatic hydrocarbon group; or wherein said at least one primary amino group is comprised by a hydrocarbon moiety, which is directly attached to said at least one cyclic non-aromatic hydrocarbon group.