Resorbable Phenolic Polymers for Medical Implants

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Solution Overview

Problem

Conventional medical polymers derived from tyrosine, such as polyarylates and polycarbonates, exhibit slow degradation and resorption rates, often taking more than a year to completely resorb, which can lead to residual material causing inflammation, scarring, and complications like thrombosis in medical implants.

Innovation Solution

Modifying the polymers to increase the water solubility of diphenol or diacid monomer units, incorporating pendant carboxylic acid groups, and using specific monomer structures to enhance hydrolytic degradation and resorption within one year while maintaining mechanical robustness and drug release capabilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If conventional tyrosine-derived polymers (polyarylates, polycarbonates) are used, then mechanical strength and structural stability are maintained, but resorption rate is slow (exceeding 1 year)

Engineering Contradiction:
Improveresorption rateVSAvoidmechanical strength
Core Design Contradiction:
Duration of action of stationary objectVSStrength

Solution Approach 1:

The patent modifies the chemical structure of diphenol monomer units by introducing carboxylic acid groups at positions 2, 3, 4, or 5 of the aromatic ring. This parameter change in molecular structure increases hydrophilicity and water solubility, accelerating hydrolytic degradation and resorption to within one year while preserving mechanical properties through controlled substitution patterns

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite polymer structures combining modified diphenol units with ester-protected carboxylic acid side chains. The ester groups provide initial mechanical strength and structural stability, while the carboxylic acid moieties promote hydrolytic degradation, achieving a balance between strength and resorption rate

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If complete resorption within one year is achieved through monomer modification, then residual material complications are reduced, but polymer synthesis complexity increases

Engineering Contradiction:
Improveresidual material complicationsVSAvoidpolymer synthesis complexity
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent introduces carboxylic acid groups at specific local positions (2, 3, 4, or 5) of the diphenol aromatic ring rather than uniform modification throughout the molecule. This localized structural change selectively enhances hydrophilicity and resorption rate while maintaining the core mechanical properties of the polymer backbone, reducing residual material complications without requiring complete redesign of the polymer structure

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention segments the diphenol monomer structure into distinct functional regions: the core aromatic ring providing mechanical stability and specific positions (2, 3, 4, 5) modified with carboxylic acid groups for enhanced resorption. This segmentation allows independent optimization of mechanical strength and degradation rate, simplifying the overall design approach

Inventive Principle:
Principle #1Segmentation

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 modified polymers achieve complete resorption within one year, ensuring biocompatibility and reducing the risk of residual material-related complications, with adaptable properties for both hydrophobic and hydrophilic drugs, enhancing the versatility and utility of medical device coatings.

Implementation Method 1

These polymers are hydrolytically degradable and resorb within one year

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentEP2944666B1Resorbable phenolic polymers
Publication Date: 2019.03.06 TYRX INC
  • EP2944666B1 patent drawingFigure 1
  • EP2944666B1 patent drawingFigure 2
  • EP2944666B1 patent drawingFigure 3

AI summary

The invention provides biocompatible resorbable polymers, comprising monomer units having formula (I), formula (II), formula (III) or formula (IV). The polymers degrade over time when implanted in the body, and are useful as components of implantable medical devices.