Radiation-Based Hydrofluoroolefin Production With 95% Selectivity

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Solution Overview

Problem

Existing methods for producing hydrofluoroolefins and fluoroolefins suffer from low selectivity and require high temperatures, catalysts, and complex post-treatments due to the formation of by-products with similar boiling points.

Innovation Solution

Irradiating hydrofluorocarbons and hydrofluoroolefins with ionizing radiation and ultraviolet rays of 300 nm or less to selectively break chemical bonds and produce hydrofluoroolefins and fluoroolefins, eliminating the need for catalysts and high temperatures, and reducing by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If thermal decomposition or catalytic reaction methods are used to produce hydrofluoroolefins, then the production process can proceed, but the selectivity is low and by-products with similar boiling points are formed requiring complex post-treatments

Engineering Contradiction:
Improveselectivity of target compoundVSAvoidcomplexity of post-treatment process
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention changes the fundamental reaction parameters by using ionizing radiation (gamma rays, electron beams) or ultraviolet irradiation instead of thermal energy or catalysts. This parameter change leads to selective bond cleavage at the C-F bond, producing the desired hydrofluoroolefin with high selectivity (95 mol% or more) and minimal by-products, thereby eliminating the need for complex post-treatment separation processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention replaces the mechanical/thermal system (heating to high temperatures for thermal decomposition) or catalytic system with a radiation-based system. The use of ionizing radiation or UV light directly breaks chemical bonds through photochemical effects, substituting the need for thermal energy input and catalyst materials, thus simplifying the overall process system while improving selectivity

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Ease of manufacture

If thermal decomposition method is used, then the reaction can proceed without catalysts, but high temperatures are required which increases energy consumption

Engineering Contradiction:
Improvesimplicity of process (no catalyst needed)VSAvoidenergy consumption for high temperature heating
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The invention replaces the thermal system with a radiation-based photochemical system. Instead of heating the reactants to high temperatures to provide activation energy, the invention uses ionizing radiation or ultraviolet light to directly break the C-F bond through photochemical effects, thereby eliminating the need for high-temperature heating and significantly reducing energy consumption while maintaining process simplicity without catalysts

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The invention fundamentally changes the energy input parameter from thermal energy (heat) to electromagnetic radiation energy. This parameter change allows the reaction to proceed at lower temperatures by utilizing the high energy of ionizing radiation or UV photons to break chemical bonds directly, thus reducing the overall energy consumption of the process while maintaining ease of manufacture

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conventional methods are used, then production can continue with existing technology, but by-products are formed requiring separation and purification steps

Engineering Contradiction:
Improveproduction continuityVSAvoidloss of material in post-treatment
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The invention changes the reaction mechanism parameter from thermal decomposition or catalytic reaction to radiation-induced decomposition. This parameter change results in highly selective C-F bond cleavage that produces the desired hydrofluoroolefin with 95 mol% or higher selectivity and minimal by-products, thereby reducing material loss in post-treatment separation while maintaining production continuity through a streamlined process

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 method achieves high selectivity of target compounds (95.0 mol% or more) with minimal by-products, eliminating the need for post-treatment and catalysts, and allows production at lower temperatures.

Implementation Method 1

irradiating at least one starting material compound selected from the group consisting of hydrofluorocarbons having one or two carbon atoms and hydrofluoroolefin As having two or three carbon atoms with ionizing radiation

Methodology Applied
Scientific EffectIonizing radiation: Ionisation

Implementation Method 2

irradiating at least one starting material compound selected from the group consisting of hydrofluorocarbons having one or two carbon atoms and hydrofluoroolefin As having two or three carbon atoms with ionizing radiation and/or an ultraviolet ray having a wavelength of 300 nm or less

Methodology Applied
Scientific EffectUltraviolet photodissociation: Photodissociation

Data Source

PatentUS12435020B2Manufacturing method for hydrofluoroolefin or fluoroolefin
Publication Date: 2025.10.07 DAIKIN INDUSTRIES LTD
  • US12435020B2 patent drawing
  • US12435020B2 patent drawing
  • US12435020B2 patent drawing

AI summary

This disclosure provides a method for producing a hydrofluoroolefin (HFO) or fluoroolefin (FO), which is a target compound, with high selectivity, without requiring a high temperature and a catalyst in a synthesis process of the target compound. Specifically, the present disclosure provides a method for producing a hydrofluoroolefin or fluoroolefin having two, three, or four carbon atoms, comprising irradiating at least one starting material compound selected from the group consisting of hydrofluorocarbons having one or two carbon atoms and hydrofluoroolefin As having two or three carbon atoms with ionizing radiation and/or an ultraviolet ray having a wavelength of 300 nm or less, with the proviso that when the at least one starting material compound is the hydrofluoroolefin A, the resulting hydrofluoroolefin is different from the hydrofluoroolefin A.