1-Chloro-3,3,3-Trifluoropropene Purification via Controlled Neutralization

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Solution Overview

Problem

The purification of 1-chloro-3,3,3-trifluoropropene is complex and costly due to the formation of by-products and impurities during neutralization, particularly 1-chloro-1,3,3-trifluoropropene, which complicates separation and reduces the yield of the target product.

Innovation Solution

A process involving the use of a basic solution, preferably with NaOH or KOH, to neutralize the acid compounds in the composition, controlling the conditions to minimize the formation of 1-chloro-1,3,3-trifluoropropene, including specific alkali metal hydroxide content, temperature, and residence time, to produce a gas stream with a high molar content of 1-chloro-3,3,3-trifluoropropene and reduced impurities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If a basic solution is used to neutralize acid compounds in the crude product, then the acidic impurities (HCl and HF) are removed, but 1-chloro-1,3,3-trifluoropropene is formed as a by-product which complicates purification

Engineering Contradiction:
Improveacidic impurities removalVSAvoid1-chloro-1,3,3-trifluoropropene formation
Core Design Contradiction:
Object-affected harmful factorsVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by optimizing the neutralization conditions including temperature (0-50°C), residence time (1-30 minutes), and basic solution concentration (1-10% NaOH or KOH) to minimize the formation of 1-chloro-1,3,3-trifluoropropene while effectively removing acidic impurities. This resolves the contradiction by adjusting process parameters to favor the desired neutralization reaction over the unwanted dehydrochlorination side reaction.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent implements dynamic control of the neutralization process by continuously monitoring and adjusting temperature, residence time, and basic solution flow rate to maintain optimal conditions that prevent excessive formation of the by-product while ensuring complete neutralization of acid compounds.

Inventive Principle:
Principle #15Dynamics

2Manufacturing precision

If multiple purification steps are implemented to remove by-products, then the purity of 1-chloro-3,3,3-trifluoropropene is improved, but the process complexity and cost increase

Engineering Contradiction:
Improveproduct purityVSAvoidpurification process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies preliminary action by optimizing the neutralization step to prevent the formation of difficult-to-separate by-products in the first place. By controlling the neutralization conditions to minimize 1-chloro-1,3,3-trifluoropropene formation, the subsequent purification process is simplified, requiring fewer distillation columns and less complex separation equipment.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses parameter changes to simplify the purification process by adjusting neutralization conditions that result in by-products with more favorable separation characteristics, reducing the number of purification stages needed while maintaining high product purity.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conventional neutralization conditions are used, then the acid compounds are removed efficiently, but the yield of target product decreases due to by-product formation

Engineering Contradiction:
Improveacid neutralization efficiencyVSAvoidtarget product yield
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent optimizes neutralization parameters including using dilute basic solutions (1-10% concentration), controlling temperature (0-50°C), and adjusting residence time (1-30 minutes) to achieve both efficient acid removal and minimal target product loss. These parameter changes ensure high neutralization efficiency while suppressing the dehydrochlorination reaction that leads to by-product formation and product loss.

Inventive Principle:
Principle #35Parameter changes

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 limits the formation of 1-chloro-1,3,3-trifluoropropene, resulting in a high-purity 1-chloro-3,3,3-trifluoropropene product with reduced by-products, enhancing the efficiency and cost-effectiveness of the purification process.

Implementation Method 1

a process for neutralizing a composition A comprising 1-chloro-3,3,3-trifluoropropene, 1,1-dichloro-1,3,3-trifluoropropane and one or more acid compound(s) of formula HX with X═F or Cl; said process comprising the step a) of bringing said composition A into contact with a solution B under conditions capable of limiting the formation of 1-chloro-1,3,3-trifluoropropene

Methodology Applied
Scientific EffectNeutralization: Chemical Bonding

Data Source

PatentUS11912640B2Process for purifying 1-chloro-3,3,3-trifluoropropene
Publication Date: 2024.02.27 ARKEMA FRANCE SA
  • US11912640B2 patent drawing

AI summary

The present invention relates to a process for neutralizing a composition A comprising 1-chloro-3,3,3-trifluoropropene, 1,1-dichloro-1,3,3-trifluoropropane and one or more acid compound(s) of formula HX with X═F or Cl; said process comprising the step a) of bringing said composition A into contact with a solution B under conditions capable of limiting the formation of 1-chloro-1,3,3-trifluoropropene.