Metal Oxide Catalyst Isomerization for HCFC-225ca Yield

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Solution Overview

Problem

Conventional methods fail to efficiently produce 1,1-dichloro-2,2,3,3,3-pentafluoropropane (HCFC-225ca) with a high content ratio, which is essential for synthesizing 2,3,3,3-tetrafluoropropene, a new refrigerant with low ozone depletion potential, due to low yield and high production of byproducts using existing isomerization and catalyst systems.

Innovation Solution

A process involving isomerization of 2,2-dichloro-1,1,1,3,3-pentafluoropropane (HCFC-225aa) in a gas phase using a metal oxide catalyst at temperatures up to 290°C, followed by dehydrofluorination reactions with a phase-transfer catalyst, to enhance the molar ratio of HCFC-225ca and minimize byproduct formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional isomerization methods using fluorinated aluminum halide catalysts are used to increase HCFC-225ca yield, then reaction conversion can be increased, but compounds other than HCFC-225 isomers are produced in large amounts by halogen exchange with the catalyst or disproportionation reaction among various isomers

Engineering Contradiction:
Improveyield of HCFC-225caVSAvoidbyproduct formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention changes the catalyst type from fluorinated aluminum halide to metal oxide catalyst, and controls reaction temperature at 290°C or lower. This parameter change resolves the contradiction by achieving high HCFC-225ca yield (80-95 mol%) while minimizing byproduct formation through the selective catalysis of metal oxide and appropriate temperature control that prevents halogen exchange and disproportionation reactions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses metal oxide catalysts (such as aluminum oxide, silica gel, or molecular sieves) that are more stable and reusable compared to fluorinated aluminum halide catalysts. These catalysts can be used under milder conditions and do not require strict moisture control, making them more practical for industrial application while maintaining high selectivity

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Productivity

If reaction time is extended or temperature is increased to increase HCFC-225ca yield using fluorinated aluminum halide catalyst, then conversion can be improved, but halogen exchange with catalyst or disproportionation reaction among isomers increases

Engineering Contradiction:
Improveconversion rateVSAvoidhalogen exchange and disproportionation reactions
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention changes the catalyst system to metal oxide and maintains reaction temperature at 290°C or lower. This parameter change allows achieving high conversion rates without inducing halogen exchange or disproportionation reactions, as metal oxide catalysts provide different selectivity and stability profiles compared to fluorinated aluminum halide catalysts

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The metal oxide catalyst acts as an intermediary that facilitates the isomerization reaction through a different mechanism than fluorinated aluminum halide catalysts. The metal oxide surface provides alternative reaction pathways that avoid the formation of harmful byproducts while maintaining high conversion efficiency

Inventive Principle:
Principle #24Intermediary (Mediator)

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

This method achieves a high yield of HCFC-225ca, allowing its use as a starting material for producing 1,1-dichloro-2,3,3-tetrafluoropropene, a key component in the synthesis of the environmentally friendly refrigerant HFO-1234yf, while keeping byproduct formation below 10 mol%, thereby improving production efficiency.

Implementation Method 1

reacting a raw material containing 2,2-dichloro-1,1,1,3,3-pentafluoropropane (HCFC-225aa) at a temperature of at most 290°C in a gas phase in the presence of a metal oxide catalyst thereby to isomerize at least a part of 2,2-dichloro-1,1,1,3,3-pentafluoropropane (HCFC-225aa)

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reacting dichloropentafluoropropane containing HCFC-225ca and HCFC-225aa to a dehydrofluorination reaction in an alkali aqueous solution in the presence of a phase-transfer catalyst to produce CFO-1214ya from HCFC-225ca

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP2586763B1Process for preparation of 1,1-dichloro-2,2,3,3,3-penta- fluoropropane
Publication Date: 2019.10.09 AGC INC
  • EP2586763B1 patent drawing

AI summary

To provide a process for producing, at a high content ratio, 1,1-dichloro-2,2,3,3,3-pentafluoropropane (HCFC-225ca) which is useful as e.g. a starting material to obtain 1,1-dichloro-2,3,3,3-tetrafluoropropene (CFO1214ya). The process for producing HCFC-225ca of the present invention comprises subjecting a raw material composed of dichloropentafluoropropane (HCFC-225) including 2,2-dichloro-1,1,1,3,3-pentafluoropropane (HCFC225aa) to an isomerization reaction at a temperature of at most 290°C in a gas phase in the presence of a metal oxide catalyst thereby to isomerize HCFC-225aa to HCFC-225ca.