Nitrogen-Containing Hydrofluoroether Solvent Design

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Solution Overview

Problem

There is a need for environmentally friendly and low-toxicity hydrofluoroether compounds that can effectively replace existing working fluids in various applications, such as heat transfer, solvent cleaning, and electrolyte solvents, while maintaining performance and being cost-effective.

Innovation Solution

Development of nitrogen-containing hydrofluoroether compounds represented by the general formula (1), which include perfluorinated aminoethers, with specific structures and properties that provide non-flammability, improved solvency, and low acute toxicity, produced through the addition of an alcohol to a perfluorinated vinyl amine using a basic catalyst, followed by purification and conversion of byproducts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If existing working fluids are used, then performance requirements are met, but environmental impact and toxicity are high

Engineering Contradiction:
Improveenvironmental impact and toxicityVSAvoidperformance requirements
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent modifies the chemical composition parameters of working fluids by incorporating nitrogen-containing hydrofluoroether compounds with specific molecular structures (formula 1), where Rf1 and Rf2 are perfluoroalkyl groups and Rfh is a hydrocarbon group. This chemical parameter change achieves reduced environmental impact and toxicity while maintaining required performance characteristics such as non-flammability and solvency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite working fluid formulations by combining nitrogen-containing hydrofluoroether compounds with other compatible substances. These composite formulations leverage the low toxicity and high solvency of the nitrogen-containing compounds while integrating additional properties from co-formulants to meet comprehensive performance requirements.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If nitrogen-containing hydrofluoroether compounds are developed, then solvency and miscibility are improved, but manufacturing complexity increases

Engineering Contradiction:
Improvesolvency and miscibilityVSAvoidmanufacturing process
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent optimizes manufacturing parameters including reaction temperature, catalyst selection, and reactant ratios in the synthesis of nitrogen-containing hydrofluoroether compounds. By controlling these parameters, the process achieves high yields and product purity while managing the inherent complexity of synthesizing compounds with the specific formula (1) structure.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If perfluorinated aminoethers are used for heat transfer, then non-flammability is achieved, but environmental impact increases

Engineering Contradiction:
Improvenon-flammabilityVSAvoidenvironmental impact
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by selectively fluorinating specific portions of the molecular structure (Rf1 and Rf2 groups) while leaving other portions (Rfh group) with different characteristics. This localized fluorination provides non-flammability in the critical regions while maintaining lower environmental impact through the overall molecular architecture and nitrogen-containing functional groups.

Inventive Principle:
Principle #3Local quality

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 hydrofluoroether compounds exhibit improved solvency, miscibility, and low toxicity, with a global warming potential less than 500, making them suitable for diverse applications and offering a cost-effective manufacturing process.

Implementation Method 1

the addition of an alcohol to a perfluorinated vinyl amine using a basic catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3197945B1Nitrogen containing hydrofluoroethers and methods of using same
Publication Date: 2020.10.21 3M INNOVATIVE PROPERTIES CO
  • EP3197945B1 patent drawing
  • EP3197945B1 patent drawing
  • EP3197945B1 patent drawing

AI summary

A hydrofluoroether compound is represented by the following general formula (1): wherein n is 1-2.