Modified Macromolecules for Mild-Condition Hydrogel Crosslinking

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for coupling macromolecules to create hydrogels with high mechanical strength are cumbersome and often use cytotoxic crosslinking agents, making them unsuitable for medical applications due to the need for harsh conditions and extensive washing to remove unreacted reagents and byproducts.

Innovation Solution

Modified macromolecules, such as those undergoing alkoxyamination or hydrazide modification, facilitate crosslinking under mild conditions, allowing for the production of physiologically compatible scaffolds without the use of cytotoxic agents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If alkaline conditions or high temperatures are used to create hydrogels with high mechanical strength, then the mechanical strength is improved, but the process becomes cumbersome and harsh

Engineering Contradiction:
Improvemechanical strengthVSAvoidprocess simplicity
Core Design Contradiction:
StrengthVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the crosslinking reaction by using carbodiimide chemistry that proceeds under neutral pH and ambient temperature conditions, eliminating the need for alkaline conditions or high temperatures while maintaining hydrogel mechanical strength

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces carbodiimide crosslinkers as intermediary molecules that mediate the crosslinking reaction between carboxyl and hydroxyl groups under mild conditions, replacing the need for harsh alkaline or thermal conditions

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If crosslinkers are used to produce macromolecular scaffolds, then crosslinking is achieved, but the crosslinking agents are cytotoxic and require extensive washing

Engineering Contradiction:
Improvecrosslinking effectivenessVSAvoidcytotoxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical nature of crosslinking agents from traditional glutaraldehyde or epoxide crosslinkers to carbodiimide-based crosslinkers that decompose into non-toxic byproducts (urea and water-soluble salts), eliminating cytotoxicity while maintaining crosslinking effectiveness

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses carbodiimide crosslinkers that are consumed during the reaction and decompose into harmless byproducts, eliminating the need for extensive washing to remove persistent toxic residues

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Object-affected harmful factors

If crosslinking is performed under mild conditions, then biocompatibility is improved, but mechanical strength may be compromised

Engineering Contradiction:
ImprovebiocompatibilityVSAvoidmechanical strength
Core Design Contradiction:
Object-affected harmful factorsVSStrength

Solution Approach 1:

The patent creates composite macromolecular structures through crosslinking of modified macromolecules containing both carboxyl and hydroxyl groups, forming a network that achieves both mild processing conditions and adequate mechanical strength

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 modified macromolecules enable the creation of hydrogels with improved mechanical strength and biocompatibility, suitable for medical applications by eliminating the need for harsh conditions and reducing cytotoxicity.

Implementation Method 1

the macromolecule is modified via an alkoxyamination reaction, wherein the resultant alkoxyaminated macromolecule can undergo crosslinking

Methodology Applied
Scientific EffectAlkoxyamination reaction: Chemical Bonding

Implementation Method 2

the macromolecule is modified with a group capable of reacting with a hydrazide compound, which will facilitate crosslinking

Methodology Applied
Scientific EffectHydrazide reaction: Chemical Bonding

Data Source

PatentUS7981871B2Modified macromolescules and associated methods of synthesis and use
Publication Date: 2011.07.19 UNIV OF UTAH RES FOUND
  • US7981871B2 patent drawing
  • US7981871B2 patent drawing
  • US7981871B2 patent drawing

AI summary

Described herein are compounds such as macromolecules that have been modified in order to facilitate crosslinking by introduction of at least one hydrazide-reactive group and/or aminooxy-reactive group, and methods of making and using thereof for scar-free wound healing, for delivering bioactive agents or living cells, for preventing adhesion after a surgical procedure or for bone and cartilage repair. The macromolecule can be an oligonucleotide, a necleic acid, a polypeptide, a lipid, a glycoprotein, a glycolipid, a polysaccharide, a protein or a synthetic polymer, preferably a glycosaminoglycan like hyaluronan.