HFO-1234ze and HFO-1234yf compositions and processes for producing and using the compositions

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Solution Overview

Problem

Existing processes for producing HFO-1234ze and HFO-1234yf refrigerants require additional purification or separation steps to remove excess Z-isomer, which are costly and inefficient.

Innovation Solution

A dehydrofluorination process using a fluorinated Cr2O3 or Cr/Ni on fluoride alumina catalyst in the gas phase, optionally with an oxygen-containing gas, to produce near azeotropic compositions of HFO-1234ze(E) and HFO-1234yf, minimizing the need for separation steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If catalytic dehydrofluorination of HFC-245fa is used to produce HFO-1234ze, then HFO-1234ze can be produced, but a mixture of Z-isomer and E-isomer is formed requiring additional separation steps

Engineering Contradiction:
Improveproduction of HFO-1234zeVSAvoidseparation steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the reaction parameters by using a specific catalyst system (fluorinated Cr2O3 or Cr/Ni on fluoride alumina) and gas-phase dehydrofluorination conditions to produce near azeotropic compositions that minimize Z-isomer formation, thereby reducing the need for separation steps

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the typically harmful Z-isomer byproduct into a beneficial near azeotropic composition with HFO-1234yf, where the presence of small amounts of Z-isomer and HFO-1234yf actually creates a stable refrigerant blend that requires minimal purification

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

2Productivity

If liquid phase dehydrofluorination using aqueous caustic is used, then HFO-1234ze can be produced, but 13% to 15% Z-isomer is typically formed requiring additional processing

Engineering Contradiction:
Improveproduction of HFO-1234zeVSAvoidisomer composition control
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent replaces the liquid-phase aqueous caustic system with a gas-phase catalytic dehydrofluorination process using fluorinated Cr2O3 or Cr/Ni on fluoride alumina catalyst, which provides better control over isomer composition and eliminates the need for additional isomerization or conversion steps

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent changes the physical state from liquid-phase to gas-phase reaction and modifies the chemical environment from aqueous caustic to fluorinated catalyst surface, resulting in improved isomer selectivity and reduced Z-isomer formation

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If separation of Z-isomer from E-isomer is performed, then pure E-isomer can be obtained, but additional isomerization or conversion steps are required adding cost

Engineering Contradiction:
Improveisomer purityVSAvoidprocess cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent accepts the presence of Z-isomer as an inherent part of the product mixture and converts it into a beneficial component by forming a near azeotropic composition with HFO-1234yf, which is stable and effective as a refrigerant blend, thereby eliminating costly isomerization or conversion steps

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent creates a multi-component refrigerant blend where HFO-1234ze(E), HFO-1234ze(Z), and HFO-1234yf all serve functional roles in the final refrigerant composition, making the presence of Z-isomer irrelevant to product performance while simplifying the manufacturing process

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 process achieves near azeotropic compositions with minimal Z-isomer content, ensuring efficient production and reducing the need for additional purification steps, while maintaining low ozone depletion and global warming potential.

Implementation Method 1

A dehydrofluorination process using a fluorinated Cr2O3 or Cr/Ni on fluoride alumina catalyst in the gas phase

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3870562B1HFO-1234ze and HFO-1234yf compositions and processes for producing and using the compositions
Publication Date: 2026.01.28 THE CHEMOURS CO FC LLC

AI summary

A fluoropropene composition comprising Z-1,3,3,3-tetrafluoropropene, E‑1,3,3,3‑tetrafluoropropene, 2,3,3,3-tetrafluoropropene, and optionally 1,1,1,3,3‑pentafluoropropane wherein the 2,3,3,3-tetrafluoropropene being present in an amount of 0.001 to 1.0%. A method of producing the fluoropropene, methods for using the fluoropropene and the composition formed are also disclosed.