Low-Temperature Dephosphorization for High-Purity Olefin Production
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Solution Overview
Problem
Existing methods for producing (E)-1,2-difluoroethylene (R1132(E)) result in impurities such as cis- and trans-1H-nonafluoro-2-propoxyethene, which affect the purity of the target compound.
Innovation Solution
Reacting specific phosphorus-containing olefin compound salts (such as those represented by formulas (1) to (4)) with a base at a temperature of 50° C. or less to produce a dephosphorized and hydrogenated olefin compound with high purity.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If conventional methods are used to produce (E)-1,2-difluoroethylene, then the reaction proceeds at higher temperatures with faster kinetics, but impurities such as cis- and trans-1H-nonafluoro-2-propoxyethene are generated reducing product purity
Solution Approach 1:
The patent applies parameter changes by strictly controlling the reaction temperature at 50°C or below during the reaction between phosphorus-containing olefin compound salt and base. This temperature parameter control suppresses side reactions that generate impurities like cis- and trans-1H-nonafluoro-2-propoxyethene, while still allowing the main reaction to proceed efficiently, thereby achieving high purity (E)-1,2-difluoroethylene
Solution Approach 2:
The patent employs preliminary action by pre-selecting and using specific phosphorus-containing olefin compound salts (formulas 1-4) with defined structural characteristics before the reaction occurs. These pre-chosen substrates with specific phosphorus protecting groups and fluoroalkyl configurations are designed to react selectively at low temperatures, preventing impurity formation before it can occur
2Manufacturing precision
If the reaction temperature is maintained at 50°C or less, then by-product formation is suppressed and product purity increases, but the reaction rate may decrease
Solution Approach 1:
The patent resolves this contradiction through parameter changes by optimizing the temperature parameter to exactly 50°C or below, which is the critical threshold where the reaction maintains acceptable rate while suppressing by-product formation. Additionally, the choice of specific phosphorus-containing substrates and bases creates a reactive system that proceeds efficiently even at this constrained temperature
Solution Approach 2:
The phosphorus-containing olefin compound salt acts as an intermediary that enables the reaction to proceed at low temperatures. The phosphorus protecting group serves as a leaving group that facilitates the elimination reaction at 50°C or below, allowing the main reaction to occur at this favorable temperature without requiring higher temperatures that would generate impurities
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 effectively suppresses the production of by-products like trifluoroethylene and pentafluoroethane, thereby increasing the purity of (E)-1,2-difluoroethylene (R1132(E)) to high levels.
Implementation Method 1
reacting at least one phosphorus-containing olefin compound salt with a base, thereby obtaining a dephosphorized and hydrogenated olefin compound
Data Source
AI summary
Provided is a method for producing an olefin compound using reaction with a base, whereby a target product with a higher purity than the prior art can be obtained. Specifically, provided is a method for producing an olefin compound by reacting a phosphorus-containing olefin compound salt with a base to obtain a dephosphorized and hydrogenated olefin compound, wherein the temperature of the reaction is 50° C. or less.


