Cytocompatible Poly(ethylene glycol)-co-polycarbonate Hydrogels

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Solution Overview

Problem

Current biodegradable polymers face challenges in biomedical applications due to limitations such as hydrophobic nature, lack of side chain functionalities, and cytotoxicity from crosslinking reagents, which hinder their use in drug delivery and tissue engineering, particularly in maintaining mechanical properties and degradation profiles matching tissue integration.

Innovation Solution

Development of novel carbonate-based monomers and their controlled homopolymerization and copolymerization, enabling the creation of cytocompatible poly(ethylene glycol)-co-polycarbonate hydrogels through copper-free, strain-promoted azide-alkyne cycloaddition 'click' chemistry, allowing for crosslinking under physiological conditions without external perturbations and minimizing cytotoxicity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If traditional crosslinking reagents are used to form hydrogels, then mechanical strength and structural stability are improved, but cytotoxicity increases and cellular viability decreases

Engineering Contradiction:
Improvemechanical strengthVSAvoidcytotoxicity
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical parameters of the crosslinking reaction by using strain-promoted azide-alkyne cycloaddition instead of traditional crosslinking reagents. This parameter change allows crosslinking to occur under physiological conditions without introducing cytotoxic substances, thereby maintaining both mechanical strength and biocompatibility

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces azide and alkyne functional groups as intermediary reactive moieties on the polymer chains. These intermediaries enable crosslinking through a specific cycloaddition reaction that proceeds without toxic catalysts or reagents, resolving the contradiction between achieving crosslinked structure and avoiding cytotoxicity

Inventive Principle:
Principle #24Intermediary (Mediator)

2Object-affected harmful factors

If biodegradable polymers are used for drug delivery and tissue engineering, then biocompatibility is improved, but mechanical properties and degradation control are insufficient

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

Solution Approach 1:

The invention creates composite hydrogel structures by crosslinking biodegradable polymer chains through azide-alkyne cycloaddition. The resulting network combines the biocompatibility of natural biodegradable polymers with the mechanical strength and degradation control of a crosslinked gel structure, resolving the contradiction between these properties

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If polycarbonates are used due to their non-acidic degradation products, then biocompatibility is improved, but hydrophobic nature and lack of side chain functionalities limit their application

Engineering Contradiction:
ImprovebiocompatibilityVSAvoidside chain functionalities
Core Design Contradiction:
Object-affected harmful factorsVSAdaptability or versatility

Solution Approach 1:

The invention applies local quality modification by introducing azide and alkyne functional groups at specific locations on the polycarbonate chains. These localized functional groups provide the necessary reactivity for crosslinking and further functionalization without altering the bulk biocompatibility properties of the polycarbonate backbone

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention enhances universality by creating polymers with multiple functional capabilities: the polycarbonate backbone provides biocompatibility and controlled degradation, while the azide/alkyne side groups enable crosslinking and serve as handles for further bioconjugation, making the material versatile for various biomedical applications

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 approach results in hydrogels with tunable mechanical properties and degradation rates, enhancing cellular viability and compatibility, making them suitable for tissue repair and regeneration applications.

Implementation Method 1

crosslinking under physiological conditions without external perturbations and minimizing cytotoxicity through copper-free, strain-promoted azide-alkyne cycloaddition 'click' chemistry

Methodology Applied
Scientific EffectStrain-promoted azide-alkyne cycloaddition: Chemical Bonding

Data Source

PatentUS10752614B2Monomers and polymers for functional polycarbonates and poly(ester-carbonates) and peg-co-polycarbonate hydrogels
Publication Date: 2020.08.25 UNIV OF MASSACHUSETTS
  • US10752614B2 patent drawing
  • US10752614B2 patent drawing
  • US10752614B2 patent drawing

AI summary

The invention generally relates to functional polymers and hydrogels. More particularly, the invention provides versatile monomers and polymers with well-defined functionalities, e.g., polycarbonates and poly(ester-carbonates), compositions thereof, and methods for making and using the same. The invention also provides cytocompatible poly(ethylene glycol)-co-polycarobonate hydrogels (e.g., crosslinked by copper-free, strain-promoted “click” chemistry).