Crosslinkable Prepolymers With Hydrophobic Linkers for Stable Hydrogels

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Solution Overview

Problem

Existing hydrogels based on PEG-DMA or PEG-DAAm degrade rapidly under physiological conditions due to hydrolytic instability and oxidative degradation, limiting their long-term stability and effectiveness in biomedical applications.

Innovation Solution

Development of water-soluble crosslinkable prepolymers with hydrophobic linkers and suitable antioxidants, which form chemically stable crosslinked polymer gels resistant to hydrolytic and oxidative degradation, using prepolymers with specific backbones and endgroups, and incorporating phenolic or aminoxyl radical stabilizers during the polymerization process.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If water-soluble prepolymers are used to form hydrogels, then water-based processing and biocompatibility are improved, but hydrolytic stability and long-term chemical stability deteriorate

Engineering Contradiction:
Improvewater-based processing capabilityVSAvoidhydrolytic stability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent uses composite prepolymers combining PEG backbone with hydrophobic linker moieties (such as polyols with long carbon chains) to create a material that maintains water solubility while introducing hydrophobic segments that resist hydrolysis. This composite structure allows the gel to benefit from both aqueous compatibility and enhanced chemical stability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces hydrophobic linkers at specific positions within the polymer chain (between crosslinkable end groups), creating localized hydrophobic regions that provide stability against hydrolysis while the overall polymer remains water-soluble due to the hydrophilic PEG backbone and crosslinkable end groups.

Inventive Principle:
Principle #3Local quality

2Reliability

If phenolic antioxidants are added to suppress oxidative degradation, then oxidative stability is improved, but free-radical polymerization is inhibited

Engineering Contradiction:
Improveoxidative stabilityVSAvoidpolymerization rate
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent incorporates antioxidants into the prepolymer structure before polymerization occurs, allowing the material to be pre-protected against oxidative degradation during storage and handling, while the actual polymerization is then initiated separately under controlled conditions.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses alternative antioxidant systems that do not interfere with free-radical polymerization, such as metal-based antioxidants or antioxidants that are activated only after polymerization is complete, thereby maintaining both protective function and polymerization efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 resulting crosslinked polymer gels maintain at least 95% of their initial dry mass after 8 weeks in water and exhibit long-term stability, suitable for medical and dental applications.

Implementation Method 1

They can be obtained by chemical crosslinking of a solution of water soluble prepolymers bearing crosslinkable groups

Methodology Applied
Scientific EffectCrosslinking: Chemical Bonding

Implementation Method 2

The hydrolytic degradation of the polyester moieties renders the gel degradable

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

presumably by oxidation of the terminal OH-groups and/or the internal ether moieties

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS12600808B2Crosslinkable prepolymers for chemically stable polymer gels
Publication Date: 2026.04.14 ODNE AG
  • US12600808B2 patent drawing
  • US12600808B2 patent drawing
  • US12600808B2 patent drawing

AI summary

The invention relates to water soluble crosslinkable prepolymers for the preparation of chemically stable crosslinked polymer gels, a process for preparing the same, compositions containing the same and their use such as a medical or dental filler composition.