Fluoromethane Production via Gas-Phase Pyrolysis of Ether

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Solution Overview

Problem

Current methods for producing fluoromethane and 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride face issues such as catalyst deterioration, corrosion, high energy requirements, low yields, and inefficiencies in separation and production costs, making them unsuitable for industrial-scale production.

Innovation Solution

A method involving the pyrolysis of 1,1,3,3,3-pentafluoro-2-trifluoromethylpropyl methyl ether in a gas phase using a catalyst, where the starting material is obtained by reacting perfluoroisobutylene and methanol, allowing for high-yield production of fluoromethane and 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride with minimal by-products and using inexpensive materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If method (1) using methyl alcohol and hydrogen fluoride with catalyst is used, then fluoromethane can be produced, but catalyst deteriorates due to water production and corrosion occurs from hydrofluoric acid

Engineering Contradiction:
Improvefluoromethane productionVSAvoidcatalyst stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention extracts and eliminates the harmful by-products (water and hydrofluoric acid) from the reaction system by using a different chemical pathway. The new method uses perfluoroisobutylene and methanol as reactants, which do not produce water or corrosive hydrofluoric acid, thereby preventing catalyst deterioration and corrosion while maintaining fluoromethane production efficiency.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the chemical parameters of the reaction system by replacing the reactants and reaction mechanism. Instead of using methyl alcohol and hydrogen fluoride (which produce water and HF), the new method uses perfluoroisobutylene and methanol, fundamentally altering the reaction pathway to eliminate harmful by-products and protect the catalyst.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If method (2) using methyl chloride and hydrogen fluoride is used, then fluoromethane production improves, but excess hydrogen fluoride is needed and recycling requires larger equipment increasing cost

Engineering Contradiction:
Improvefluoromethane production efficiencyVSAvoidequipment size and cost
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention removes the need for excess hydrogen fluoride and its associated recycling infrastructure by using a self-sufficient reaction system. The new method using perfluoroisobutylene and methanol achieves complete conversion without requiring HF recycling equipment, thereby reducing device complexity and production costs while maintaining high fluoromethane yield.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention replaces the expensive and complex hydrogen fluoride recycling system with a simpler, more economical approach. By using perfluoroisobutylene as a reactant that provides its own fluorine atoms, the method eliminates the need for costly HF recovery and recycling equipment, reducing both capital investment and operational complexity.

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

3Productivity

If method (3) pyrolyzing 1-methoxy-1,1,2,2-tetrafluoroethane is used, then fluoromethane can be produced, but energy is required for cooling to separate from difluoroacetyl fluoride and impurities

Engineering Contradiction:
Improvefluoromethane productionVSAvoidcooling energy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The invention extracts and eliminates the problematic co-product difluoroacetyl fluoride from the reaction system by using a different starting material. The new method using perfluoroisobutylene produces fluoromethane without generating difluoroacetyl fluoride or other low-boiling-point impurities, thereby eliminating the need for energy-intensive cooling and separation processes.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the physical and chemical parameters of the reaction by using perfluoroisobutylene instead of 1-methoxy-1,1,2,2-tetrafluoroethane. This fundamental change in reactant structure leads to different reaction products that do not require complex separation, dramatically reducing energy consumption for cooling and purification.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If 1-methoxy-1,1,2,2-tetrafluoroethane is used as starting material, then fluoromethane can be produced, but separation of trifluoromethane impurity is difficult due to close boiling points

Engineering Contradiction:
Improvefluoromethane productionVSAvoidfluoromethane purity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The invention removes the source of trifluoromethane impurity by using perfluoroisobutylene as the starting material instead of 1-methoxy-1,1,2,2-tetrafluoroethane. The new reaction pathway does not generate trifluoromethane as a by-product, thereby eliminating the separation problem and ensuring high fluoromethane purity without requiring complex distillation processes.

Inventive Principle:
Principle #2Taking out (Extraction)

5Productivity

If Patent Literature 4 method using SbF5 catalyst in liquid phase is used, then 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride can be produced, but SbF5 is expensive and corrodes metallic reaction kettles

Engineering Contradiction:
Improve3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride yieldVSAvoidcorrosion and cost
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention replaces the expensive and corrosive SbF5 catalyst with a simple, inexpensive, and non-corrosive solid acid catalyst. The new catalyst system is cost-effective, does not corrode reaction equipment, and can be easily handled, thereby eliminating the harmful effects associated with SbF5 while maintaining high product yield.

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

Solution Approach 2:

The invention changes the physical state and chemical properties of the catalyst system. By using a solid acid catalyst instead of liquid SbF5, the method eliminates corrosion issues and reduces cost while maintaining catalytic activity. The solid catalyst can be easily separated from the reaction mixture and does not require special corrosion-resistant equipment.

Inventive Principle:
Principle #35Parameter changes

6Productivity

If Patent Literature 4 batch reaction method is used, then 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride can be produced, but production efficiency is inferior to continuous gas phase reaction

Engineering Contradiction:
Improve3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride yieldVSAvoidreaction time and production efficiency
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The invention transforms the static batch reaction process into a dynamic continuous flow process. The continuous gas-phase reaction allows for constant feed of reactants and removal of products, maintaining optimal reaction conditions throughout the process and significantly improving production efficiency compared to batch methods where reaction conditions change over time.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The invention implements continuous reaction and processing, eliminating the downtime associated with batch reactions (loading, unloading, cleaning). The continuous gas-phase process maintains constant reaction conditions and allows for uninterrupted production, thereby maximizing the useful action time and improving overall production efficiency.

Inventive Principle:
Principle #20Continuity of useful action

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 high conversion and selectivity of the starting material to produce fluoromethane and 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride efficiently and inexpensively, suitable for industrial production, while avoiding costly catalysts and corrosion issues.

Implementation Method 1

pyrolyzing 1,1,3,3,3-pentafluoro-2-trifluoromethylpropyl methyl ether in a gas phase in the presence of a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

pyrolyzing 1,1,3,3,3-pentafluoro-2-trifluoromethylpropyl methyl ether in a gas phase

Methodology Applied
Scientific EffectPyrolysis: Pyrolysis

Data Source

PatentUS10011553B2Method for producing dry etching gas
Publication Date: 2018.07.03 DAIKIN INDUSTRIES LTD

AI summary

Provided is a method for producing fluoromethane and 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride ((CF3)2CHCOF), which are useful as dry etching gases etc., safely and inexpensively with high purity.According to the method in which 1,1,3,3,3-pentafluoro-2-trifluoromethylpropyl methyl ether is pyrolyzed in a gas phase in the presence of a catalyst, the desired fluoromethane and 3,3,3-trifluoro-2-(trifluoromethyl)propanoyl fluoride can be obtained with high selectivity and high conversion of the starting material by a simple process in which a pyrolysis reaction is performed in a gas phase using the inexpensive starting material.