Polyrotaxane Collagen Crosslinking for Stretchable Biomaterials

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Solution Overview

Problem

Existing methods fail to effectively crosslink polyrotaxane to a biomaterial with a polyrotaxane to a biomaterial with a biomaterial with a biomaterial, and the biomaterial is not stretchable.

Innovation Solution

A method of producing an aldehyde group-added cyclic molecule-containing polyrotaxane by which an aldehyde group can be specifically added to a cyclic molecule of a polyrotaxane, and a crosslinking method by which the production of a free aldehyde can be suppressed, resulting in a biomaterial with stretchability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional crosslinking methods are used to crosslink polyrotaxane to biomaterial, then crosslinking can be achieved, but free aldehyde is produced which causes hydrolysis and reduces reliability

Engineering Contradiction:
Improvecrosslinking stabilityVSAvoidfree aldehyde production
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent uses an imine intermediate formed by reaction between aldehyde group-added cyclic molecules and amine-containing biomaterial, which is then reduced to a stable secondary amine crosslink. This intermediary step allows controlled crosslinking while preventing free aldehyde release, as the aldehyde is converted to a stable crosslink structure through the imine reduction process

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent extracts the harmful aldehyde group from the final crosslinked structure by converting it to a stable secondary amine through reductive amination. The aldehyde functionality is removed from the polyrotaxane structure and incorporated into a stable crosslink, eliminating the source of harmful free aldehyde while maintaining crosslinking functionality

Inventive Principle:
Principle #2Taking out (Extraction)

2Stability of the object's composition

If polyrotaxane is crosslinked to biomaterial, then structural stability is improved, but the biomaterial loses stretchability

Engineering Contradiction:
Improvecrosslinked structure stabilityVSAvoidstretchability
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent changes the chemical parameters of the crosslink from traditional rigid covalent bonds to flexible secondary amine bonds formed through reductive amination. This parameter change allows the crosslinked structure to maintain stability while providing sufficient flexibility and stretchability to the biomaterial, as the secondary amine crosslinks can accommodate conformational changes better than traditional crosslinkages

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite crosslinked structure where polyrotaxane with aldehyde group-added cyclic molecules forms crosslinks with amine-containing biomaterial through reductive amination. This composite approach combines the structural stability of crosslinked polyrotaxane with the inherent flexibility of the biomaterial, achieving both stability and stretchability simultaneously

Inventive Principle:
Principle #40Composite materials

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 method produces a biomaterial, particularly collagen, with enhanced stretchability and mechanical properties, including fracture stress, fracture strain, elastic modulus, and toughness.

Implementation Method 1

a method of producing a biomaterial having stretchability, the method including reductive amination and a crosslinking method by which the production of a free aldehyde can be suppressed

Methodology Applied
Scientific EffectReductive amination: Chemical Bonding

Data Source

PatentUS20250382461A1Polyrotaxane comprising cyclic molecule with aldehyde group adduct, method for producing said polyrotaxane, stretchable biomaterial, and method for producing said biomaterial
Publication Date: 2025.12.18 KOKEN CO LTD
  • US20250382461A1 patent drawing
  • US20250382461A1 patent drawing
  • US20250382461A1 patent drawing

AI summary

To develop a biomaterial having stretchability (in particular, collagen having stretchability), the inventors of the present invention have found a method of producing an aldehyde group-added cyclic molecule-containing polyrotaxane by which an aldehyde group can be specifically added to a cyclic molecule of a polyrotaxane, and a method of producing a biomaterial having stretchability, the method including reductive amination and a crosslinking method by which the production of a free aldehyde can be suppressed. Further, the inventors have recognized that thread-like collagen has stretchability. Thus, the inventors have completed the present disclosure.