Trifunctional Aspartate Polyurea Tissue Adhesive

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Solution Overview

Problem

Current tissue adhesives, such as cyanoacrylates and biological glues, face challenges like requiring a dry substrate, high cost, weak adhesive strength, rapid degradation, and cytotoxicity, making them unsuitable for severe injuries or emergency situations, while polyurea systems struggle with miscibility and curing time.

Innovation Solution

Amino-functional compounds with specific organic radicals that are miscible with isocyanate-functional prepolymers, forming a three-dimensional polyurea network with high elasticity and strength, and are cytotoxicity-free, allowing for quick network formation and tack-free curing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If difunctional aspartic acid esters are used to ensure miscibility with low NCO functionality prepolymers, then viscosity compatibility is improved, but curing time increases to up to 24 hours and the system remains sticky

Engineering Contradiction:
Improvemiscibility of componentsVSAvoidcuring time
Core Design Contradiction:
Stability of the object's compositionVSLoss of time

Solution Approach 1:

The patent changes the amino functionality parameter from 2 (difunctional) to 3 (trifunctional), which fundamentally alters the curing kinetics and network formation. This parameter change enables rapid three-dimensional network formation while maintaining miscibility, resolving both the curing time issue and the stickiness problem.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite polyurea network system combining prepolymers with NCO functionality <3 and trifunctional aspartic acid esters. This composite approach achieves rapid curing and complete polymerization while maintaining component miscibility during the curing process.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If prepolymers with NCO functionalities of less than 3 are used to reduce viscosity, then viscosity is improved, but it becomes necessary to use aspartic acid esters with amino functionality of more than 2 to form a polymer network

Engineering Contradiction:
ImproveviscosityVSAvoidamino functionality requirement
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent systematically changes the functionality parameters: prepolymer NCO functionality is kept below 3 for low viscosity, while aspartic acid ester amino functionality is set to 3 for rapid network formation. This coordinated parameter change resolves the contradiction between viscosity and network formation capability.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If rapid network formation is achieved with trifunctional aspartic acid esters, then curing speed is improved, but the system must maintain miscibility and produce no cytotoxicity

Engineering Contradiction:
Improvecuring speedVSAvoidcytotoxicity
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent optimizes multiple parameters simultaneously: trifunctionality for speed, specific molecular weight ranges for miscibility, and selection of biocompatible chemical structures (aliphatic radicals) to eliminate cytotoxicity while maintaining rapid curing performance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a biocompatible composite polyurea system where the specific combination of prepolymer and trifunctional aspartic acid ester with defined molecular weights and aliphatic structures achieves rapid curing without cytotoxicity, suitable for medical tissue adhesion applications.

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 amino-functional compounds enable the creation of a polyurea system with high adhesive strength, rapid curing, and biocompatibility, suitable for tissue adhesion without cytotoxicity, addressing the limitations of existing adhesives and polyurea systems.

Implementation Method 1

forming a three-dimensional polyurea network with high elasticity and strength

Methodology Applied
Scientific EffectPolyaddition reaction: Chemical Bonding

Data Source

PatentEP2673311B1Tissue adhesive based on trifunctional aspartates
Publication Date: 2014.09.10 COVESTRO DEUTSCHLAND AG
  • EP2673311B1 patent drawing
  • EP2673311B1 patent drawing
  • EP2673311B1 patent drawing

AI summary

The invention relates to a compound of formula (I), in which R1, R2 independently represent the same or different organic groups containing no Zerewitinoff-active hydrogen, and R4, R5, R6 independently represent saturated linear or branched organic groups containing no Zerewitinoff-active hydrogen and being optionally also substituted with heteroatoms in the chain, for use in a polyurea system that is provided in particular for sealing, bonding, gluing, or covering cell tissue. The invention further relates to a polyurea system comprising the compound according to the invention and to a metering system for the polyurea system according to the invention.