Polythioether Prepolymers with Bis(alkenyl) Ethers for Rapid Curing

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Solution Overview

Problem

Aerospace sealants require rapid curing, improved fuel resistance, and compatibility with high filler loads, but existing sulfur-containing polythioether prepolymers face challenges in achieving these properties while maintaining suitable viscosity for application.

Innovation Solution

Hydroxyl-containing bis(alkenyl) ethers are incorporated into the backbone of polythioether prepolymers, allowing for the development of compositions that cure rapidly and exhibit improved filler compatibility, even with high filler loads, by reacting polythiols with these ethers and divinyl ethers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If sulfur atoms are included in the backbone of the prepolymer to improve fuel resistance, then fuel resistance is improved, but the curing speed may be compromised

Engineering Contradiction:
Improvefuel resistanceVSAvoidcuring speed
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent introduces hydroxyl-containing bis(alkenyl) ether groups at specific positions within the polythioether prepolymer backbone. These localized functional groups provide rapid curing capability without requiring sulfur atoms throughout the entire backbone structure, thus achieving fast curing while maintaining fuel resistance through the sulfur-containing polythioether backbone segments.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent creates a composite molecular structure combining sulfur-containing polythioether segments (for fuel resistance) with hydroxyl-containing bis(alkenyl) ether groups (for rapid curing). This molecular-level composite allows both properties to coexist: the sulfur atoms provide fuel resistance while the hydroxyl and alkenyl groups enable rapid curing reactions.

Inventive Principle:
Principle #40Composite materials

2Strength

If high loading of filler is included to improve physical properties, then physical properties are improved, but viscosity increases making the sealant difficult to apply

Engineering Contradiction:
Improvephysical propertiesVSAvoidviscosity
Core Design Contradiction:
StrengthVSEase of operation

Solution Approach 1:

The hydroxyl-containing bis(alkenyl) ether groups act as intermediary functional groups that interact with both the filler particles and the polythioether backbone. These groups reduce interparticle friction and improve filler dispersion, serving as a molecular lubricant that allows high filler loading while maintaining low viscosity and ease of application.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameters of the prepolymer by incorporating hydroxyl and alkenyl functional groups, which alter the surface properties and intermolecular interactions. This changes the filler-polymer interface characteristics, reducing viscosity even at high filler concentrations while maintaining improved physical properties from the filler loading.

Inventive Principle:
Principle #35Parameter changes

3Speed

If rapid curing is achieved by modifying the prepolymer structure, then curing speed is improved, but filler compatibility may be compromised

Engineering Contradiction:
Improvecuring speedVSAvoidfiller compatibility
Core Design Contradiction:
SpeedVSReliability

Solution Approach 1:

The hydroxyl-containing bis(alkenyl) ether groups perform multiple functions simultaneously: the alkenyl groups participate in rapid curing reactions (providing curing speed), while the hydroxyl groups interact with filler surfaces (providing filler compatibility). This multi-functionality allows a single structural modification to achieve both rapid curing and maintained filler compatibility.

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 resulting sealants demonstrate enhanced physical properties, including rapid curing and reduced viscosity with high filler content, making them suitable for aerospace applications.

Implementation Method 1

reacting polythiols with these ethers and divinyl ethers

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP3475338B9Prepolymers exhibiting rapid development of physical properties
Publication Date: 2022.10.19 PRC DESOTO INTERNATIONAL INC
  • EP3475338B9 patent drawingFigure 1
  • EP3475338B9 patent drawingFigure 2
  • EP3475338B9 patent drawing

AI summary

Hydroxyl -containing bis(alkenyl) ethers can be incorporated into the backbone of polythioether prepolymers and can be used as curing agents in thiol -terminated polythioether prepolymer compositions. Cured sealants prepared using compositions containing hydroxyl - containing bis(alkenyl) ether-containing polythioether prepolymers and/or hydroxyl -containing bis(alkenyl) ether curing agents exhibit improved physical properties such as rapid curing and compatibility with fillers suitable for use in aerospace sealant applications.