Nitrogen-Containing HFO Compounds for Low GWP Working Fluids

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Solution Overview

Problem

There is a need for environmentally friendly and low-toxicity working fluids that reduce environmental impact and toxicity while meeting performance requirements for various applications, such as heat transfer, solvent cleaning, and electrolyte solvents, and can be manufactured cost-effectively.

Innovation Solution

The development of nitrogen-containing hydrofluoroolefin (HFO) compounds, which are synthesized using fluorinated imines and fluorinated propenyl or vinyl amines in the presence of catalysts, providing a class of fluorinated compounds with lower atmospheric lifetimes and global warming potentials, and exhibiting beneficial electrical properties and low acute toxicity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If conventional 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 changes the chemical composition parameters by introducing nitrogen-containing hydrofluoroolefin compounds with specific molecular structures (formula I) that have lower atmospheric lifetimes and global warming potentials while maintaining the functional performance required for heat transfer and other applications

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite working fluid formulations combining nitrogen-containing HFO compounds with other compatible fluids, achieving both reduced environmental harm and maintained performance through synergistic combinations

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If environmentally friendly compounds are developed, then environmental profile is improved, but manufacturing cost may increase

Engineering Contradiction:
Improveenvironmental profileVSAvoidmanufacturing cost
Core Design Contradiction:
Object-affected harmful factorsVSEase of manufacture

Solution Approach 1:

The patent optimizes manufacturing parameters by specifying precise compositional ranges for the nitrogen-containing HFO compounds and established synthesis routes from fluorinated imines and amines, enabling cost-effective production while maintaining environmental benefits

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If new HFO compounds are synthesized, then atmospheric lifetime and global warming potential are reduced, but synthesis complexity increases

Engineering Contradiction:
Improveatmospheric lifetime and global warming potentialVSAvoidsynthesis complexity
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent segments the synthesis process into distinct stages: first forming fluorinated imines, then reacting with fluorinated propenyl or vinyl amines in the presence of catalysts, making the complex synthesis manageable and scalable

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention uses catalysts as intermediaries to facilitate the synthesis of nitrogen-containing HFO compounds, simplifying the reaction processes and enabling cost-effective production while achieving the desired environmental properties

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentUS11046677B2Hydrofluoroolefins and methods of using same
Publication Date: 2021.06.29 3M INNOVATIVE PROPERTIES CO
  • US11046677B2 patent drawing
  • US11046677B2 patent drawing
  • US11046677B2 patent drawing

AI summary

A hydro hydrofluoroolefin compound represented by the following general formula (I):(I) Rf1 and Rf2, and Rf3 and Rf4, are (i) independently, linear or branched fluorinated alkyl groups having 1-8 carbon atoms and optionally contain at least one catenated heteroatom selected from O or N; or (ii) are bonded together to form a ring structure having 4-8 carbon atoms and optionally contain one or more catenated heteroatoms selected from O or N. X is CF3, H, or F; and Z is F or H.