Hydrofluorination of Chlorotrifluoropropene for High Single-Pass Conversion

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Solution Overview

Problem

The low conversion of 2-chloro-1,1,1,2-tetrafluoropropane from 2-chloro-3,3,3-trifluoropropene results in difficult separation of the two compounds due to similar boiling points and azeotrope-like properties, leading to increased manufacturing costs and equipment size requirements.

Innovation Solution

A process involving the hydrofluorination of 2-chloro-3,3,3-trifluoropropene using catalysts like SbCl3, SbCl5, SbF5, TiCl4, SnCl4, Cr2O3, and fluorinated Cr2O3, with optional activation by anhydrous hydrogen fluoride and chlorine, achieves high single-pass conversion in vapor or liquid phases.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conversion of 2-chloro-1,1,1,2-tetrafluoropropane from 2-chloro-3,3,3-trifluoropropene is low, then separation difficulty increases due to similar boiling points and azeotrope-like properties, but increasing recycle to improve conversion requires larger equipment size and significantly increases manufacturing cost

Engineering Contradiction:
Improvesingle-pass conversionVSAvoidseparation difficulty
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying reaction conditions including temperature (30-200°C), pressure (5-200 psia), and HF to substrate mole ratio (1:1 to 1:30) to achieve high single-pass conversion. This resolves the contradiction by optimizing parameters to maximize conversion in a single pass, thereby reducing the need for complex separation processes and recycle streams that would increase equipment complexity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conversion of 2-chloro-1,1,1,2-tetrafluoropropane from 2-chloro-3,3,3-trifluoropropene is low, then separation difficulty increases due to similar boiling points and azeotrope-like properties, but increasing recycle to improve conversion significantly increases manufacturing cost

Engineering Contradiction:
Improvesingle-pass conversionVSAvoidmanufacturing cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent optimizes reaction parameters including temperature (30-200°C), pressure (5-200 psia), catalyst selection, and HF to substrate mole ratio (1:1 to 1:30) to achieve high single-pass conversion (70% or more). This resolves the contradiction by maximizing conversion in a single pass, thereby reducing the need for complex separation processes and recycle streams that would significantly increase manufacturing cost.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conversion of 2-chloro-1,1,1,2-tetrafluoropropane from 2-chloro-3,3,3-trifluoropropene is low, then separation difficulty increases due to similar boiling points and azeotrope-like properties, but increasing recycle to improve conversion requires process equipment to be increased in size and scale

Engineering Contradiction:
Improvesingle-pass conversionVSAvoidequipment size
Core Design Contradiction:
ProductivityVSVolume of stationary object

Solution Approach 1:

The patent applies parameter changes by optimizing temperature (30-200°C), pressure (5-200 psia), catalyst selection, and HF to substrate mole ratio (1:1 to 1:30) to achieve high single-pass conversion (70% or more). This resolves the contradiction by maximizing conversion in a single pass, thereby reducing the need for increased recycle streams that would require larger equipment size and scale.

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

The process achieves enhanced conversion of 2-chloro-3,3,3-trifluoropropene to 2-chloro-1,1,1,2-tetrafluoropropane with conversion rates of 70% or more and selectivity of 60% or more, reducing the need for large-scale equipment and simplifying separation.

Implementation Method 1

hydrofluorinating 2-chloro-3,3,3-trifluoropropene in the presence of a catalyst selected from the group consisting of SbCl3, SbCl5, SbF5, TiCl4, SnCl4, Cr2O3, and fluorinated Cr2O3

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS20260035326A1Method for producing fluorinated organic compounds
Publication Date: 2026.02.05 SOLSTICE ADVANCED MATERIALS US INC

AI summary

Provided is a process for making 2-chloro-1,1,1,2-tetrafluoropropane. The process has the step of hydrofluorinating 2-chloro-3,3,3-trifluoropropene in the presence of a catalyst selected from the group consisting of SbCl3, SbCl5, SbF5, TiCl4, SnCl4, Cr2O3, and fluorinated Cr2O3.