Phosphorus Stabilizers for Fluoroolefin Chemical Stability

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Solution Overview

Problem

Fluoroolefins used as working fluids in refrigeration and air-conditioning systems degrade due to instability at high temperatures and oxidation, making them impractical for widespread use despite their desirable attributes.

Innovation Solution

Incorporating a phosphorus-containing stabilizer, such as butylated triphenylphosphorothionates, into fluoroolefin compositions to enhance stability, combined with suitable lubricants like mineral oils and poly-alpha-olefins, to maintain refrigeration performance and prevent degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If fluoroolefins are used as working fluids in refrigeration systems, then low global warming potential and excellent refrigeration performance are achieved, but chemical stability and resistance to degradation at high temperatures deteriorate

Engineering Contradiction:
Improvechemical stabilityVSAvoiddegradation at high temperatures
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

A phosphorus-containing stabilizer is introduced as an intermediary substance between the fluoroolefin and the degrading environment (high temperature, oxygen, moisture). The stabilizer preferentially reacts with or protects against these harmful factors, preventing them from attacking the fluoroolefin molecules. This mediator approach allows the fluoroolefin to maintain its low GWP and refrigeration performance while the stabilizer handles the chemical stability challenge.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If fluoroolefins are exposed to high temperatures and oxygen, then refrigeration performance is maintained, but oxidation and degradation occur

Engineering Contradiction:
Improverefrigeration performanceVSAvoidresistance to oxidation
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The phosphorus-containing stabilizer provides preliminary protection against oxidation before it can damage the fluoroolefin. The stabilizer is already present in the composition and acts preemptively to neutralize oxygen and prevent oxidative degradation. This preliminary anti-action ensures that even when the system operates at high temperatures or experiences air leakage, the fluoroolefin composition maintains both its refrigeration performance and chemical stability.

Inventive Principle:
Principle #9Preliminary anti-action

3Reliability

If stabilizers are added to fluoroolefins, then chemical stability improves, but composition complexity increases

Engineering Contradiction:
ImprovestabilityVSAvoidcomposition complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention changes the parameter of composition by introducing a specific type of stabilizer (phosphorus-containing compound) in controlled amounts. Rather than fundamentally altering the fluoroolefin structure or creating complex mixtures, the solution modifies the compositional parameters by adding a well-defined stabilizer component. This approach improves stability while keeping the composition relatively simple and manageable.

Inventive Principle:
Principle #35Parameter changes

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 addition of phosphorus-containing stabilizers significantly improves the chemical stability of fluoroolefin compositions, allowing them to perform similarly to standard refrigerants like R-134a, even under extreme conditions, while reducing degradation caused by temperature and oxidation.

Implementation Method 1

the degradation may be caused by oxidation in the presence of air that has inadvertently leaked into the system

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP2057245B2Phosphorus-containing stabilizers for fluoroolefins
Publication Date: 2019.11.06 THE CHEMOURS CO FC LLC
  • EP2057245B2 patent drawing
  • EP2057245B2 patent drawing
  • EP2057245B2 patent drawing

AI summary

The present disclosure relates to compositions comprising at least one fluoroolefin and an effective amount of a stabilizer comprising at least one phosphorus-containing compound selected from the group consisting of thiophosphates, butylated triphenylphosphorothionates, and organophosphates. The stabilized compositions may be useful in cooling apparatus, such as refrigeration, air-conditioning, chillers and heat pumps, as well as in applications as foam blowing agents, solvents, aerosol propellants, fire extinguishants, and sterilants.