Amine Accelerated Thiol-Ene Macromolecular Network Synthesis

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Solution Overview

Problem

The thiol-ene reaction for producing macromolecular networks, such as elastomers, faces challenges with low yields and specificity when reactive functional groups are dilute, leading to thermochemically unstable finished products due to the inherent speed of the curing reaction.

Innovation Solution

Incorporating a low amount of an amine compound as a reaction accelerant to control the reaction rates and improve the efficiency of the curing process, allowing for the production of thermochemically stable macromolecular networks by adjusting the reaction conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the thiol-ene reaction is performed with dilute reactive functional groups, then the reaction proceeds slowly, but the yields and specificity are hindered leading to low productivity and poor manufacturing precision

Engineering Contradiction:
Improvereaction yieldVSAvoidreaction specificity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

A photoinitiator is introduced as an intermediary substance to mediate the thiol-ene reaction. The photoinitiator absorbs light energy and generates radicals that initiate and accelerate the reaction between thiol and ene groups, enabling the reaction to proceed efficiently even at dilute concentrations without compromising specificity

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The reaction conditions are optimized by controlling light intensity, wavelength, and exposure time. By adjusting these parameters, the reaction rate and specificity are simultaneously improved, allowing high yields to be achieved while maintaining reaction precision even with dilute functional groups

Inventive Principle:
Principle #35Parameter changes

2Productivity

If the curing reaction speed is increased to improve productivity, then the reaction completes faster, but the finished macromolecular networks are not as thermochemically stable

Engineering Contradiction:
Improvecuring reaction speedVSAvoidthermochemical stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The curing reaction speed is controlled by adjusting photoinitiator concentration, light intensity, and wavelength. By optimizing these parameters, the reaction can proceed at controlled rates that allow proper network formation, achieving both fast curing and high thermochemical stability in the final product

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The curing process is designed to proceed continuously under controlled light exposure, ensuring complete and uniform reaction throughout the material. This continuous action prevents premature termination that could compromise network stability while maintaining high productivity through efficient reaction progression

Inventive Principle:
Principle #20Continuity of useful action

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 use of an amine compound as a reaction accelerant enables efficient catalysis and control of reaction conditions, resulting in macromolecular networks with improved hydrolytic and oxidative stability, making them suitable for applications like solid rocket propellant binders.

Implementation Method 1

the reaction speed could be accelerated by introducing a low amount of a material that comprise an amine moiety into the reaction mixture

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11518828B1Process for making macromolecular networks
Publication Date: 2022.12.06 THE GOVERNMENT OF THE UNITED STATES AS REPRESENTED BY THE SECRETARY OF THE AIR FORCE

AI summary

The present invention relates to processes for making macromolecular networks, macromolecular networks made by such processes, and methods of using such macromolecular networks. Such process employs a low amount of amine compound as a reaction accelerant. The rates of chemical reaction are thereby easily controlled over several orders of magnitude, permitting efficient catalysis and control of reaction conditions needed to produce thermochemically stable macromolecular networks.