LED Photonitrosation for Cycloalkanone Oxime Yield

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Solution Overview

Problem

The existing methods for producing cycloalkanone oxime by photonitrosation lack selectivity, leading to inefficient use of raw materials and energy, with insufficient excitation of photo nitrosating agents resulting in low yields and high impurity generation.

Innovation Solution

Optimizing the ratio of light irradiation energy to reaction raw material in the photoreaction field, ensuring a photon density that exceeds 5.5 W/L but remains below 15.0 W/L, to enhance the excitation of photo nitrosating agents and improve the yield of cycloalkanone oxime while reducing impurity generation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the light irradiation energy ratio is increased to enhance excitation of photo nitrosating agents, then the yield of cycloalkanone oxime is improved, but the energy consumption increases

Engineering Contradiction:
Improveyield of cycloalkanone oximeVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent optimizes the light irradiation energy ratio (ηE/V) to a specific range (5.5-15.0 W/L) to achieve sufficient excitation of photo nitrosating agents while controlling energy consumption. This parameter optimization resolves the contradiction by finding the optimal balance point where productivity is maximized without excessive energy input.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies partial action by providing just enough light irradiation energy (not excessive) to achieve the required excitation level of photo nitrosating agents. The optimized energy ratio ensures sufficient reaction progress while avoiding unnecessary energy consumption, thus resolving the contradiction between productivity and energy use.

Inventive Principle:
Principle #16Partial or excessive action

2Manufacturing precision

If the light irradiation energy ratio is optimized to improve selectivity, then impurity generation is reduced, but the device complexity increases

Engineering Contradiction:
Improveselectivity of cycloalkanone oxime productionVSAvoidcomplexity of photoreaction system
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent improves selectivity by optimizing the light irradiation energy ratio parameter rather than adding complex device components. By controlling the energy ratio within the specified range, the system achieves high selectivity and reduced impurity generation without significantly increasing device complexity.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If the photon density is increased to enhance reaction efficiency, then the production amount per electric power input is improved, but the heat generation increases

Engineering Contradiction:
Improveproduction amount per electric power inputVSAvoidheat generation
Core Design Contradiction:
ProductivityVSTemperature

Solution Approach 1:

The patent maintains high production efficiency by optimizing the light irradiation energy ratio to achieve sufficient photon density for effective excitation of photo nitrosating agents. This optimized parameter range ensures high reaction efficiency while avoiding excessive heat generation that would occur with higher energy inputs.

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 significantly increases the selectivity of cycloalkanone oxime production, reduces impurity generation, conserves energy and raw materials, and maintains high production efficiency per input electric power.

Implementation Method 1

The light emitting diodes have the advantage of directly converting electrical energy into light by using semiconductor

Methodology Applied
Scientific EffectLight emitting diode (electroluminescence): Electroluminescence

Implementation Method 2

The photoreactions indicate the general chemical reactions that lead to absorption of energy into molecules (i.e., radical reactant) by light irradiation, in order to excite the molecules to the higher energy level

Methodology Applied
Scientific EffectPhotochemical reaction (light absorption): Absorption (EM radiation)

Data Source

PatentEP2868655B1Method for producing cycloalkanone oxime
Publication Date: 2020.04.15 TORAY INDUSTRIES INC
  • EP2868655B1 patent drawingFigure 1~2
  • EP2868655B1 patent drawingFigure 3~4
  • EP2868655B1 patent drawing

AI summary

The invention provides a production method of a cycloalkanone oxime by photonitrosation method using, as the light source, light emitting diodes which are the light source for the next generation as a replacement for an electric discharge lamp in which mercury, sodium or the like is enclosed. There is provided a production method of a cycloalkanone oxime by a photochemical reaction of a cycloalkane with a photo nitrosating agent in a liquid by light irradiation. The method uses a light source configured to emit light satisfying conditions that, in an emission energy distribution with respect to wavelength of the light source, a wavelength providing a maximum value of emission energy or peak intensity is in a range of 550 nm to 700 nm and a wavelength range outputting energy of or over 5% intensity of the peak intensity is equal to or less than 150 nm. A ratio ηE/V of a light irradiation energy ηE out of electric power E input into the light source to a reaction volume V for the light irradiation is equal to or greater than 5.5 w/L.