Azeotropic Photo-Copolymerization of Styrene and Methacrylate Derivatives

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current dental restorative compositions based on styrene and methacrylate derivatives suffer from slow polymerization, durability issues, and susceptibility to hydrolysis and enzymatic degradation, making them unsuitable for rapid and long-lasting applications.

Innovation Solution

The development of novel compositions combining styrene derivatives with acrylate derivatives and photo-initiators, including carbamate functional groups, to achieve rapid and controlled azeotropic photo-copolymerization, resulting in stable, durable, and biocompatible polymers that maintain monomer ratios throughout the polymerization process.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If styrene derivatives are used for dental restorative compositions, then satisfactory performance in oral environment is achieved, but polymerization time becomes excessively long (tens of minutes to hours)

Engineering Contradiction:
Improveperformance in oral environmentVSAvoidpolymerization time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent changes the chemical parameters by introducing acrylate derivatives with specific functional groups (carbamate, urethane, amine) that alter the polymerization kinetics. These parameter changes enable the system to achieve both rapid polymerization and oral environment stability by modifying the monomer reactivity and crosslinking behavior.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite monomer system combining styrene derivatives with acrylate derivatives containing carbamate functional groups. This composite approach allows the system to leverage the oral environment stability of styrene while incorporating the rapid polymerization characteristics of acrylates, resolving the time-performance contradiction.

Inventive Principle:
Principle #40Composite materials

2Loss of time

If methacrylate derivative-based compositions are used, then polymerization can occur in short time frame, but durability and esthetics deteriorate over time with leaching and hydrolysis

Engineering Contradiction:
Improvepolymerization timeVSAvoiddurability and esthetics
Core Design Contradiction:
Loss of timeVSReliability

Solution Approach 1:

The carbamate functional groups act as intermediary structures that bridge the rapid polymerization capability of methacrylates with the durability of styrene systems. These functional groups provide hydrolytic stability while maintaining fast curing characteristics, serving as a mediator between the two opposing requirements.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent modifies the chemical composition parameters by incorporating acrylate derivatives with carbamate groups, which change the hydrolytic stability parameter and resistance to enzymatic degradation, thereby improving long-term durability while preserving rapid polymerization.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If copolymerization of styrene and dimethacrylate monomers is performed, then polymerization rate improves, but composition shift occurs at high conversion due to diffusion limitations

Engineering Contradiction:
Improvepolymerization rateVSAvoidmonomer composition uniformity
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The invention changes the molecular parameters of the monomers by using acrylate derivatives with carbamate functional groups, which have different viscosity and diffusivity characteristics compared to traditional dimethacrylates. This parameter change reduces diffusion limitations and maintains more uniform composition throughout polymerization.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by using monomers with specific functional groups (carbamate, urethane, amine) that create localized chemical environments favoring uniform copolymerization. These functional groups modify the local reactivity and diffusion behavior, preventing composition drift in the polymerizing system.

Inventive Principle:
Principle #3Local quality

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

These compositions enable rapid polymerization within minutes, enhance mechanical properties, and resist environmental challenges such as hydrolysis and enzymatic degradation, making them suitable for dental applications and other uses like 3D printing and medical devices.

Implementation Method 1

Photo-polymerization is a process in which a monomer is converted to a polymer; the process is initiated by the absorption of visible or ultraviolet light. The light may be absorbed either directly by the reactant monomer (direct photo-polymerization) or by a photosensitizer that absorbs the light and then transfers energy to the monomer.

Methodology Applied
Scientific EffectPhoto-polymerization: Photopolymerisation

Implementation Method 2

the dimethacrylate monomers are more viscous than styrene, and thus diffuse more slowly than styrene to reach radicals as the polymerization progresses

Methodology Applied
Scientific EffectDiffusion: Diffusion

Data Source

PatentUS10730982B2Rapid azeotropic photo-copolymerization of styrene and methacrylate derivatives and uses thereof
Publication Date: 2020.08.04 ADA FOUND
  • US10730982B2 patent drawing

AI summary

A composition of matter includes a mixture of styrene derivative monomers and methacrylate and/or acrylate derivative monomers, which have one or more urethane, carbamate, amide, and/or amine functional groups, and initiators, and the compositions are used to achieve composition control of the forming polymer, with the mole fraction of acrylate/methacrylate and styrene moieties in the forming polymer determined by the chemistry and composition of the feeding monomers.