Fluoromethyl Hexafluoroisopropyl Ether Production via Molecular Sieves

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Solution Overview

Problem

Existing production processes for fluoromethyl hexafluoroisopropyl ether face challenges such as waste acid generation, high hydrogen fluoride usage, and low yield, leading to environmental concerns and inefficiencies.

Innovation Solution

A process involving the reaction of bisfluoromethyl ether and hexafluoroisopropyl alcohol in the presence of a catalytic amount of strong acid, such as sulfuric acid or trifluoromethanesulfonic acid, using a solvent immiscible with hydrogen fluoride, which reduces acid catalyst usage and allows for efficient production without large amounts of hydrogen fluoride or sulfuric acid.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If sulfuric acid is used as a dehydrating agent in hydrogen fluoride to produce fluoromethyl hexafluoroisopropyl ether, then the reaction can proceed effectively, but a large amount of waste acid containing sulfuric acid and hydrofluoric acid is generated

Engineering Contradiction:
Improveproduction efficiencyVSAvoidwaste acid generation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and removes the harmful dehydrating agent (sulfuric acid) from the reaction system by using molecular sieves as a solid dehydrating agent instead, thereby eliminating the generation of large amounts of waste acid while maintaining effective reaction conditions for producing fluoromethyl hexafluoroisopropyl ether

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the physical state and chemical properties of the dehydrating agent from liquid sulfuric acid to solid molecular sieves, altering the reaction system parameters to eliminate waste acid generation while maintaining dehydration functionality and production efficiency

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If selective solvent extraction or distillation is used to separate fluoromethyl hexafluoroisopropyl ether from the reaction mixture, then the product can be obtained, but a large amount of hydrogen fluoride is required for azeotropic extraction

Engineering Contradiction:
Improveproduct separationVSAvoidhydrogen fluoride usage
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent removes the need for large amounts of hydrogen fluoride by using molecular sieves for direct separation of the product from the reaction mixture, eliminating the azeotropic extraction step and significantly reducing hydrogen fluoride consumption while achieving effective product separation

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent introduces molecular sieves as an intermediary substance that facilitates product separation through adsorption and filtration mechanisms, replacing the traditional hydrogen fluoride-based azeotropic extraction method and reducing both chemical usage and process complexity

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If high-purity bisfluoromethyl ether is reacted with hexafluoroisopropyl alcohol in the presence of sulfuric acid, then fluoromethyl hexafluoroisopropyl ether can be produced, but liquid waste containing sulfuric acid or hydrofluoric acid is generated

Engineering Contradiction:
Improveproduct productionVSAvoidliquid waste generation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and eliminates the harmful liquid waste generation by replacing liquid sulfuric acid with solid molecular sieves as the dehydrating agent, allowing the reaction to proceed effectively while preventing the formation of acidic liquid waste that would require neutralization and disposal

Inventive Principle:
Principle #2Taking out (Extraction)

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 approach enables the industrial production of fluoromethyl hexafluoroisopropyl ether while minimizing waste acid generation and maintaining moderate reaction conditions, thus addressing environmental concerns and improving process efficiency.

Implementation Method 1

reacting bisfluoromethyl ether with hexafluoroisopropyl alcohol in the presence of molecular sieves

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 2

reacting bisfluoromethyl ether with hexafluoroisopropyl alcohol in the presence of a catalytic amount of a strong acid selected from sulfuric acid

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP2426100B1Process for producing fluoromethyl hexafluoroisopropyl ether
Publication Date: 2015.02.25 CENT GLASS CO LTD
  • EP2426100B1 patent drawing

AI summary

There is provided according to the present invention a process for producing fluoromethyl hexafluoroisopropyl ether ((CF3)2CH-O-CH2F), including: reacting bisfluoromethyl ether with hexafluoroisopropyl alcohol in a solvent substantially immiscible with hydrogen fluoride in the presence of a catalytic amount of a strong acid selected from sulfuric acid and any other acids stronger in acidity than sulfuric acid. The process of the present invention enables industrial production of the fluoromethyl hexafluoroisopropyl ether without using hydrogen fluoride or a large amount of sulfuric acid and thereby without causing a large amount of waste as a by-product.