2-Fluorobutane Purification via Bromonium Ion Formation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for producing high-purity 2-fluorobutane as a plasma reaction gas are inefficient in removing butene impurities, which are gaseous at room temperature, posing industrial handling challenges and leading to decomposition of 2-fluorobutane when using reactive agents.

Innovation Solution

A method involving the use of a brominating agent that forms a bromonium ion in an aprotic polar solvent with water or alcohol to convert butene into compounds with a higher boiling point, allowing for efficient removal of butene impurities from crude 2-fluorobutane through distillation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If highly reactive agents (fluorine or chlorine) are used to remove butene impurities, then butene removal efficiency is improved, but 2-fluorobutane decomposition occurs

Engineering Contradiction:
Improvebutene removal efficiencyVSAvoid2-fluorobutane stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the chemical reactivity parameter by replacing highly reactive agents (fluorine, chlorine) with a less reactive brominating agent (N-bromosuccinimide). This parameter change allows selective reaction with butene impurities while preserving the 2-fluorobutane product, resolving the contradiction between removal efficiency and product stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces an intermediary substance (brominating agent) that mediates the reaction between the purification system and butene impurities. This intermediary selectively reacts with butene to form brominated compounds that can be easily separated, achieving efficient impurity removal without direct harsh reactions that would decompose 2-fluorobutane

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If distillation is used to purify 2-fluorobutane, then purity is improved, but butene remains as impurity due to similar volatility

Engineering Contradiction:
Improve2-fluorobutane purityVSAvoidbutene impurity content
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent applies preliminary chemical action by converting butene impurities into brominated compounds before the distillation step. This preliminary transformation changes the physical properties of butene, making it non-volatile and easily separable from 2-fluorobutane during subsequent distillation, thereby achieving complete purification

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If butene is separated as gaseous impurity, then purity is improved, but handling becomes difficult due to industrial restrictions on gaseous substances

Engineering Contradiction:
Improve2-fluorobutane purityVSAvoidbutene handling ease
Core Design Contradiction:
Manufacturing precisionVSEase of operation

Solution Approach 1:

The patent utilizes phase transition by converting gaseous butene into liquid or solid brominated compounds through chemical reaction. This phase change transforms the impurity from a difficult-to-handle gas into an easily managed condensed phase substance, eliminating industrial handling restrictions while maintaining purification effectiveness

Inventive Principle:
Principle #36Phase transitions

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 effectively converts butene into higher-boiling compounds, enabling the purification of high-purity 2-fluorobutane while minimizing decomposition, thus improving industrial productivity and handling efficiency.

Implementation Method 1

bringing crude 2-fluorobutane that includes 5 to 50 wt% of butene into contact with a brominating agent that can form a bromonium ion in an aprotic polar solvent to convert the butene into compounds having a boiling point higher than that of 2-fluorobutane

Methodology Applied
Scientific EffectBromonium ion formation: Chemical Bonding

Implementation Method 2

bringing crude 2-fluorobutane that includes 5 to 50 wt% of butene into contact with a brominating agent that can form a bromonium ion in an aprotic polar solvent in the presence of water or an alcohol having up to 4 carbon atoms

Methodology Applied
Scientific EffectNucleophilic attack: Chemical Bonding

Implementation Method 3

collecting 2-fluorobutane from the reaction mixture, and purifying the collected 2-fluorobutane by distillation

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP3023403B1Method for purifying 2-fluorobutane
Publication Date: 2018.08.22 ZEON CORP

AI summary

The present invention is a method for 2-fluorobutane to obtain highly purified 2-fluorobutane through a process comprising a step for: bringing crude 2-fluorobutane that includes 5 to 50 wt% of butene into contact with a brominating agent that can form a bromonium ion in an aprotic polar solvent in the presence of water or an alcohol having up to 4 carbon atoms; converting the butene into compounds having a boiling point higher than that of 2-fluorobutane. then recovering 2-fluorbutane from the reaction solution; and purifying the recovered 2-fluorabutane by distillation.