1-Chloro-3,3,3-Trifluoropropene Production via Solid Catalyst

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Solution Overview

Problem

Current methods for producing 1-chloro-3,3,3-trifluoropropene generate hydrogen chloride containing hydrogen fluoride as a by-product, which is difficult to use and often disposed of as waste, and result in impurities like 1,3,3-tetrafluoropropene as a by-product, reducing selectivity and environmental sustainability.

Innovation Solution

Introducing hydrogen chloride into the reaction system and using a solid catalyst to convert ozone-depleting substances like 3-chloro-1,1,1,3-tetrafluoropropane or 3,3-dichloro-1,1,1-trifluoropropane to 1-chloro-3,3,3-trifluoropropene, effectively utilizing the generated hydrogen chloride and minimizing by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If fluorination of 1,1,1,3,3-pentachloropropane with hydrogen fluoride is used to produce 1,1,1,3,3-pentafluoropropane, then the target product is obtained, but hydrogen chloride containing hydrogen fluoride is generated as a by-product that is difficult to use and must be disposed of as waste

Engineering Contradiction:
Improveproduction of 1,1,1,3,3-pentafluoropropaneVSAvoidhydrogen chloride containing hydrogen fluoride
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent converts the harmful by-product (hydrogen chloride containing hydrogen fluoride) into a useful reagent for the dehydrofluorination reaction. The hydrogen chloride is introduced into the reaction system to promote the conversion of ozone-depleting substances to 1-chloro-3,3,3-trifluoropropene, thereby transforming a waste disposal problem into a productivity enhancement opportunity.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

Instead of discarding the hydrogen chloride by-product through neutralization treatment, the patent recovers and reuses it in the dehydrofluorination reaction. This closed-loop approach prevents waste generation and maximizes material utilization efficiency.

Inventive Principle:
Principle #34Discarding and recovering

2Productivity

If conventional production methods are used, then 1-chloro-3,3,3-trifluoropropene is produced, but impurities like 1,3,3-tetrafluoropropene are generated, reducing selectivity

Engineering Contradiction:
Improveproduction of 1-chloro-3,3,3-trifluoropropeneVSAvoidselectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the reaction parameters by introducing hydrogen chloride and using a solid catalyst under specific temperature conditions (200-400°C). These parameter changes promote selective dehydrofluorination while suppressing side reactions that lead to impurity formation, thereby improving both productivity and selectivity simultaneously.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If hydrogen chloride is introduced into the reaction system with solid catalyst, then yield of 1-chloro-3,3,3-trifluoropropene is enhanced, but by-product generation must be minimized to maintain environmental friendliness

Engineering Contradiction:
Improveyield of 1-chloro-3,3,3-trifluoropropeneVSAvoidby-product generation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The solid catalyst acts as an intermediary that facilitates the desired reaction while suppressing unwanted side reactions. The catalyst provides a controlled reaction pathway that enhances yield of the target product while minimizing the formation of harmful by-products, thus resolving the contradiction between productivity and environmental impact.

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 method enhances the yield of 1-chloro-3,3,3-trifluoropropene while efficiently using hydrogen chloride and reducing environmental impact by minimizing by-product generation, such as 1,3,3-tetrafluoropropene, thus providing an environmentally friendly production process.

Implementation Method 1

bringing a composition containing a compound of the general formula (1) into contact with a solid catalyst in the presence of hydrogen chloride

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS8912369B2Method for production of 1-chloro-3,3,3-trifluoropropene
Publication Date: 2014.12.16 CENT GLASS CO LTD
  • US8912369B2 patent drawing
  • US8912369B2 patent drawing
  • US8912369B2 patent drawing

AI summary

A production method of 1-chloro-3,3,3-trifluoropropene according to the present invention includes bringing a composition containing a compound of the general formula (1): CF3—CH2—CHClX (where X is a fluorine atom or a chlorine atom) into contact with a solid catalyst in the presence of hydrogen chloride. In this production method, the composition containing ozone depleting HCFC such as 3-chloro-1,1,1,3-tetraluoforpropane or 3,3-dichloro-1,1,1-trifluoropropane can be efficiently converted to the 1-chloro-3,3,3-trifluoropropene, which has less influence on the global environment and is useful as a solvent, a cleaning agent, a coolant, a working fluid, a propellant, a raw material for fluorinated resins etc.