Microwave Plasma Process for Fluorinated Alkenes

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Solution Overview

Problem

The current industrial process for producing fluorinated olefin monomers like tetrafluoroethylene (TFE) and hexafluoropropylene (HFP) is energy-intensive, generates significant waste, and relies on chlorine chemistry, leading to environmental and economic drawbacks, as well as regulatory challenges due to the hazardous nature of by-products.

Innovation Solution

A microwave plasma process that converts linear or branched fluorinated alkanes into fluorinated alkenes, such as TFE and HFP, in a chlorine-free environment, using a plasma reactor with a confined reaction zone created by microwave energy, avoiding the need for chlorine-containing compounds and reducing waste production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If the conventional multi-stage process using chlorodifluoromethane (R-22) is used to produce TFE and HFP, then the desired fluorinated olefin monomers can be obtained, but the process generates large amounts of waste materials including hydrochloric acid and requires high energy input

Engineering Contradiction:
Improveyield of fluorinated olefin monomersVSAvoidwaste materials including hydrochloric acid
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The invention extracts and eliminates the chlorine-containing intermediate steps (R-22 route) from the synthesis pathway, directly converting perfluorinated alkanes to fluorinated olefins without generating hydrochloric acid waste. This removes the harmful chlorine chemistry entirely from the process.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the reaction parameters by using electrochemical fluorination conditions followed by pyrolysis at 800-900°C, transforming the conversion of perfluorinated alkanes to fluorinated olefins with high selectivity (up to 90%) and avoiding the waste-generating intermediate steps of conventional processes.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If the R-22 pyrolysis is carried out in tubular reactors at high temperature, then TFE can be produced through difluorocarbene dimerization, but the endothermic reaction causes temperature gradients that decrease conversion and selectivity

Engineering Contradiction:
Improveconversion to TFEVSAvoidtemperature gradient in reactor
Core Design Contradiction:
Quantity of substanceVSTemperature

Solution Approach 1:

The invention performs preliminary electrochemical fluorination to convert hydrocarbons to perfluorinated alkanes before pyrolysis. This pre-fluorination step creates a more reactive substrate that undergoes more uniform decomposition at lower temperatures, reducing thermal gradients and improving overall process efficiency.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention replaces the conventional thermal pyrolysis mechanism with a two-step process combining electrochemical fluorination and controlled pyrolysis. This substitution allows better temperature control and more uniform heat distribution, eliminating the severe temperature gradients that plague single-step thermal processes.

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

3Manufacturing precision

If low conversion is used in R-22 pyrolysis to maintain high selectivity to TFE, then side-product formation is reduced, but the overall productivity and yield are limited

Engineering Contradiction:
Improveselectivity to TFEVSAvoidoverall yield of TFE
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The invention changes the reaction parameters by using perfluorinated alkanes as substrates instead of R-22, which undergo pyrolysis at lower temperatures with higher selectivity. This parameter change allows operating at higher conversions (80-90%) while maintaining TFE selectivity above 90%, thereby increasing overall productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention applies local quality improvement by using highly selective perfluorinated alkane substrates that decompose preferentially to form the desired fluorinated olefins. This localized molecular structure optimization ensures that even at high conversions, the reaction pathway remains selective for the target product rather than forming side-products.

Inventive Principle:
Principle #3Local quality

4Quantity of substance

If chlorine chemistry is used in the conventional process, then fluorinated olefin monomers can be produced, but numerous chlorinated intermediates and side-products are generated requiring expensive disposal

Engineering Contradiction:
Improveproduction of fluorinated olefin monomersVSAvoidchlorinated intermediates and side-products
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The invention extracts and removes all chlorine-containing steps from the synthesis pathway, using perfluorinated alkanes as the sole fluorine source. This eliminates the generation of hydrochloric acid and other chlorinated waste products entirely, creating a cleaner process with no harmful chlorine by-products to dispose of.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention creates an inert, chlorine-free reaction environment by using perfluorinated alkanes and hydrocarbon feedstocks that do not contain chlorine. This inert atmosphere prevents the formation of chlorinated intermediates and side-products, allowing high-selectivity production of fluorinated olefins without generating harmful waste.

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

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 process achieves high conversions and yields while minimizing the formation of unwanted side products, offering a more sustainable and efficient alternative to traditional methods by directly producing fluorinated alkenes from fluorinated alkanes, thus reducing environmental impact and operational costs.

Implementation Method 1

a) supplying a conversion feed (10) comprising at least one fluorinated linear or branched alkane to a plasma reactor (1'); b) converting the at least one fluorinated linear or branched alkane of the conversion feed (10) into fluorinated alkenes in a plasma (0) generated with microwave radiation

Methodology Applied
Scientific EffectMicrowave plasma: Plasma

Implementation Method 2

The plasma (0) is created by microwaves from a microwave source (13)

Methodology Applied
Scientific EffectMicrowave radiation: Microwave Radiation

Data Source

PatentEP3201163B1Process for producing fluorinated alkenes
Publication Date: 2020.04.15 3M INNOVATIVE PROPERTIES CO
  • EP3201163B1 patent drawingFigure 1A~1B
  • EP3201163B1 patent drawingFigure 2A~2B
  • EP3201163B1 patent drawingFigure 3

AI summary

Provided is a process for producing fluorinated alkenes by providing a microwave plasma in a reactor chamber, introducing a protective gas feed into the reactor chamber, and contacting a conversion feed comprising at least one fluorinated linear or branched alkane with the plasma. Also provided are an apparatus and the use of the process and the apparatus.