Zingerol Biopolyester Resins for 3D-Printed Shape-Memory Implants

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Solution Overview

Problem

Conventional polymers derived from fossil fuels pose environmental concerns due to non-biodegradability, and existing biodegradable polymers like PCL, PGA, and PLA have limitations such as long degradation times and lack of antibacterial, anti-biofilm, and anti-inflammatory properties, hindering their clinical applicability in medical implants and tissue engineering. There is a need for biocompatible, biodegradable polymers with tunable properties and environmentally friendly synthesis methods, suitable for 3D printing and minimally invasive surgery.

Innovation Solution

Development of biodegradable polyesters derived from plant-derived phenolic diols like zingerol, synthesized via catalyst-free and solvent-free melt polycondensation, with inherent antibacterial, anti-inflammatory, and antioxidant properties, and 3D-printable photopolymerizable compositions for complex medical devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If conventional polymers derived from fossil fuels are used, then mechanical strength and durability are improved, but environmental biodegradability deteriorates

Engineering Contradiction:
Improvemechanical strengthVSAvoidenvironmental biodegradability
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters by using plant-derived phenolic diols (zingerol) as monomers instead of fossil fuel-based materials. This fundamentally alters the polymer's biodegradability parameter while maintaining mechanical properties through optimized molecular structure and crosslinking density.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite polymeric materials by combining zingerol-based polyesters with photopolymerizable groups, forming a hybrid material that integrates biodegradability with 3D-printability and mechanical strength. The composite structure allows simultaneous achievement of environmental sustainability and structural integrity.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If existing biodegradable polymers like PCL, PGA, and PLA are used, then environmental biodegradability is improved, but degradation time becomes excessively long

Engineering Contradiction:
Improveenvironmental biodegradabilityVSAvoiddegradation time
Core Design Contradiction:
Object-affected harmful factorsVSDuration of action of moving object

Solution Approach 1:

The patent modifies the degradation time parameter by changing the polymer backbone structure to include zingerol units with specific phenolic and aliphatic hydroxyl groups. This structural modification accelerates hydrolysis and enzymatic degradation rates while controlling the degradation profile through molecular weight and crosslinking density adjustments.

Inventive Principle:
Principle #35Parameter changes

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 zingerol-based polyesters exhibit tunable thermal and mechanical properties, shape memory behavior, and beneficial biological activities, enhancing the success of medical implants and tissue engineering constructs while reducing environmental impact and manufacturing costs.

Implementation Method 1

3D-printable photopolymerizable compositions based on zingerol and its derivatives

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS20250361358A1Zingerol-based biodegradable polyesters and 3d-printable photopolymerizable compositions, methods of preparation, and uses thereof
Publication Date: 2025.11.27 TECHNION RES & DEV FOUND LTD
  • US20250361358A1 patent drawing
  • US20250361358A1 patent drawing
  • US20250361358A1 patent drawing

AI summary

The present invention provides novel polymeric materials for biomedical applications, derived from plant-derived phenolic diols, primarily zingerol. Two material classes are disclosed. First, biodegradable polyesters using said diols, are synthesized via solvent/catalyst-free melt polycondensation. These exhibit tunable mechanical properties, shape memory, antibacterial activity, and biocompatibility. Second, photopolymerizable zingerol derivative monomers or crosslinkers, are formulated into resins for 3D printing. Resulting 3D objects offer tailored mechanics, biodegradability, excellent shape memory, cytocompatibility, hemocompatibility, and potent antioxidant, antibacterial, and anti-biofilm functions. Methods for preparing both polymer types and their derivatives, alongside uses in tissue engineering and medical implants, are described.