Tetrafluoropropene Production via Low-Temperature Dehydrohalogenation

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Solution Overview

Problem

Current methods for producing tetrafluoropropene (HFO-1234yf) from HCFC-244bb and HFC-245cb require high temperatures, increasing production costs, and existing low-temperature processes are ineffective due to difficulties in removing halogens attached to the middle carbon.

Innovation Solution

A process involving dehydrohalogenation of tetrafluorochloropropane or pentafluoropropane in the presence of a caustic agent at a temperature range of 40°C to 80°C, using alkali metal hydroxides or oxides as caustic agents, and optionally with phase transfer catalysts like Aliquat 336, to enhance conversion yield and reaction rate.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If gas phase dehydrohalogenation is conducted at high temperature (above 400°C) to achieve meaningful yield, then productivity is improved, but energy consumption and production costs increase

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

Solution Approach 1:

The invention changes the temperature parameter from conventional high temperature (above 400°C) to a lower range (20-100°C), enabling the dehydrohalogenation reaction to proceed effectively at reduced energy input while maintaining acceptable productivity through the use of phase transfer catalysts and optimized reaction conditions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces phase transfer catalysts (such as quaternary ammonium salts, crown ethers, or fluorinated phase transfer catalysts) as intermediaries to facilitate the dehydrohalogenation reaction at lower temperatures, enabling the reaction to proceed efficiently without requiring high thermal energy input

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If conventional dehydrohalogenation methods are used, then halogen removal is achieved, but the process requires high temperature and complex catalyst systems

Engineering Contradiction:
Improveprocess simplicityVSAvoidreaction temperature
Core Design Contradiction:
Ease of manufactureVSTemperature

Solution Approach 1:

The invention changes the temperature parameter from conventional high temperature (above 400°C) to a lower range (20-100°C), enabling the dehydrohalogenation reaction to proceed effectively at reduced energy input while maintaining acceptable productivity through the use of phase transfer catalysts and optimized reaction conditions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs phase transfer catalysts that can be used in small amounts and are easier to handle and remove than conventional metal-based catalysts, simplifying the manufacturing process and reducing the need for complex catalyst recovery systems

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

3Use of energy by moving object

If low temperature process (-5°C to 40°C) is used for dehydrohalogenation, then energy consumption is reduced, but conversion yield is insufficient for HCFC-244bb and HFC-245cb substrates

Engineering Contradiction:
Improveenergy consumptionVSAvoidconversion yield
Core Design Contradiction:
Use of energy by moving objectVSProductivity

Solution Approach 1:

The invention optimizes the temperature parameter to a specific range (20-100°C) that balances energy consumption with conversion yield, identifying that temperatures above 40°C significantly improve the reaction rate and yield for HCFC-244bb and HFC-245cb substrates while still maintaining lower energy input compared to conventional high-temperature processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs phase transfer catalysts (such as quaternary ammonium salts, crown ethers, or fluorinated phase transfer catalysts) as intermediaries to facilitate the dehydrohalogenation reaction at lower temperatures, enabling the reaction to proceed efficiently without requiring high thermal energy input

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 process achieves higher conversion yields and reaction rates at a lower temperature range, making the production of HFO-1234yf more efficient and cost-effective by facilitating the removal of halogens from the middle carbon.

Implementation Method 1

dehydrohalogenating a tetrafluorochloropropane or a pentafluoropropane in the presence of a caustic agent

Methodology Applied
Scientific EffectDehydrohalogenation:

Implementation Method 2

the dehydrohalogenation occurs in the presence of a phase transfer catalyst

Methodology Applied
Scientific EffectPhase transfer catalysis:

Data Source

PatentEP4215515A1Method for producing tetrafluoropropenes
Publication Date: 2023.07.26 SOLSTICE ADVANCED MATERIALS US INC
  • EP4215515A1 patent drawing
  • EP4215515A1 patent drawing
  • EP4215515A1 patent drawing

AI summary

The current invention relates to a process for making a tetrafluoropropene using a tetrafluorochloropropane and/or a pentafluoropropane as starting or intermediate reagents. More specifically, though not exclusively, the present invention relates to a novel method for preparing a tetrafluoropropene by dehydrohalogenating a starting or intermediate tetrafluorochloropropane and/or pentafluoropropane material in the presence of a caustic solution at a temperature range greater than 40°C and less than or equal to 80°C.