Acrylate End-Capped Urethane Polymers for 2PP Resins

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Solution Overview

Problem

Current biodegradable resins for two-photon polymerization (2PP) applications lack biodegradability, accuracy, and shape fidelity, especially for complex structures, and require low writing speeds and high laser powers, which are not suitable for large-scale scaffold production and result in poor structure quality.

Innovation Solution

Development of acrylate end-capped urethane- or urea-based polymers with multiple photo-reactive end groups linked directly or via spacer groups, enabling fast crosslinking and processing at high writing speeds while maintaining biodegradability and shape fidelity, suitable for various technologies like 2PP, stereolithography, and electrospinning.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If low molecular weight monomeric/oligomeric molecules are used for biodegradable 2PP resin, then biodegradability is achieved, but writing speed must be reduced and laser power increased, which is not favorable for large-scale production and increases burning risk

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidwriting speed
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the molecular weight parameter from low molecular weight (monomeric/oligomeric) to high molecular weight (macromolecular) compounds. This parameter change allows the resin to maintain biodegradability while enabling fast crosslinking at high writing speeds, thus resolving the contradiction between biodegradability and productivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite macromolecular compounds with multiple photo-reactive end groups (acrylate, methacrylate, or vinyl groups) combined with biodegradable backbones (polyester, polyamide, polyether, polysaccharide, or polylactide). This composite structure provides both biodegradability and high crosslinking speed, resolving the contradiction

Inventive Principle:
Principle #40Composite materials

2Power

If high laser power is used to polymerize low molecular weight resins, then polymerization is achieved, but burning effect occurs and structure quality deteriorates

Engineering Contradiction:
Improvelaser powerVSAvoidstructure quality
Core Design Contradiction:
PowerVSManufacturing precision

Solution Approach 1:

The patent changes the resin molecular weight parameter to high molecular weight macromolecular compounds with multiple photo-reactive end groups. This enables effective polymerization at lower laser powers and higher writing speeds, preventing burning effects and maintaining structure quality while still achieving complete polymerization

Inventive Principle:
Principle #35Parameter changes

3Reliability

If current biodegradable resin formulations are used, then biodegradability is achieved, but CAD-CAM mimicry and shape fidelity are unsatisfactory

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidCAD-CAM mimicry
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent employs composite macromolecular compounds with specific structural features: multiple photo-reactive end groups (acrylate, methacrylate, or vinyl) attached to biodegradable backbones. This composite structure provides both biodegradability and excellent CAD-CAM mimicry with high shape fidelity, resolving the contradiction between biodegradability and manufacturing precision

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces multiple photo-reactive end groups at the molecular level, creating local regions of high reactivity. This local quality enhancement enables fast and complete crosslinking, resulting in excellent CAD-CAM mimicry and shape fidelity while maintaining overall biodegradability of the polymer structure

Inventive Principle:
Principle #3Local quality

4Productivity

If multiple photo-reactive end groups are introduced to enable fast crosslinking, then productivity is improved, but polymer structure complexity increases

Engineering Contradiction:
Improvecrosslinking speedVSAvoidpolymer structure
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent segments the polymer structure into distinct functional components: biodegradable backbone segments and photo-reactive end group segments. This segmentation allows independent optimization - the backbone provides biodegradability while the end groups provide fast crosslinking, achieving high productivity without excessive overall complexity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates multi-functional macromolecular compounds where the same molecule simultaneously provides biodegradability (through the backbone) and fast crosslinking (through multiple photo-reactive end groups). This multi-functionality resolves the contradiction by combining what would otherwise be separate functions into a single polymer structure

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 polymers provide biodegradability, fast and easy printing, excellent CAD-CAM mimicry, and tunable mechanical properties, enabling their use in multiple technologies and allowing for the creation of complex structures with high accuracy and stability.

Implementation Method 1

The photoreactive groups are linked to the backbone either directly or via means of (small) spacer groups, where the spacer groups enable flexibility of the chains and improve the reaction kinetics

Methodology Applied
Scientific EffectPhoto-polymerization: Photopolymerisation

Data Source

PatentUS12091490B2Acrylate end-capped urethane- or urea-based polymers
Publication Date: 2024.09.17 ALLNEX BELGIUM SA
  • US12091490B2 patent drawing
  • US12091490B2 patent drawing
  • US12091490B2 patent drawing

AI summary

The present invention in general relates to acrylate end-capped urethane-based polymers, which are in particular characterized by the presence of at least 3 acrylate end-groups, thereby making them particularly suitable for further processing using multiple kinds of technologies such as 2-photon polymerization, stereolithography (SLA printing), electrospinning, film casting, porogen leaching, extrusion based 3D-printing, spray drying, cryogenic treatment, coatings, cross-linkable micelles, spincoating, and electrospraying.