Electrochemical Cycloalkane Oxidation Using Organic Nitrate Salts

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Solution Overview

Problem

Existing processes for converting saturated, non-functionalized cycloaliphatic hydrocarbons into cycloalkanones are costly, generate hazardous waste, and require toxic reagents, making them inefficient and environmentally unfriendly.

Innovation Solution

An electrochemical oxidation process using organic nitrate salts as both conducting and mediator in the presence of oxygen, which introduces the oxygen function into cycloaliphatic hydrocarbons, eliminating the need for chemical oxidants and costly catalysts, and allowing the process to be performed at ambient conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If transition metal catalysts and chemical oxidants are used for oxidation of cycloaliphatic hydrocarbons, then the oxidation reaction can proceed, but the process cost increases and hazardous waste is generated

Engineering Contradiction:
Improveoxidation reaction efficiencyVSAvoidhazardous waste and toxic reagents
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent replaces chemical oxidants and metal catalysts with an electrochemical system where electricity directly drives the oxidation reaction. The electrochemical cell uses electron transfer at electrodes to oxidize cycloaliphatic hydrocarbons, eliminating the need for chemical oxidizing agents and toxic metal catalysts, thereby resolving the contradiction between reaction efficiency and hazardous waste generation

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

Solution Approach 2:

The patent changes the fundamental reaction parameters from chemical oxidation to electrochemical oxidation. By controlling electrical parameters (current, voltage, electrolyte composition) instead of chemical parameters (oxidant concentration, catalyst type), the process achieves effective oxidation while avoiding harmful chemical reagents and waste products

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If conventional oxidation processes are used, then cycloalkanones can be produced, but the process requires costly reagents and catalysts

Engineering Contradiction:
Improvecycloalkanone productionVSAvoidprocess cost
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent substitutes expensive chemical oxidants and metal catalysts with electricity as the oxidizing agent. The electrochemical oxidation process uses electrical energy to directly oxidize cycloaliphatic hydrocarbons to cycloalkanones, eliminating the need for costly reagents while maintaining effective product formation

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

Solution Approach 2:

The patent employs inexpensive electrolyte salts and simple electrode materials that can be easily replaced or regenerated. The electrolyte solution serves as a consumable medium that facilitates electron transfer without requiring expensive purification or disposal infrastructure, making the overall process more cost-effective

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 high selectivity and reduces waste generation, providing an environmentally friendly and cost-effective method for producing cycloalkanones from cycloalkanes.

Implementation Method 1

electrochemical oxidation of unsubstituted or at least singly substituted, saturated cycloaliphatic hydrocarbons

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Implementation Method 2

electrochemically oxidizing the unsubstituted or at least singly substituted, saturated cycloaliphatic hydrocarbon provided in step (a) in the presence of the organic nitrate salt provided in step (b) in an electrolysis cell

Methodology Applied
Scientific EffectElectrolysis: Electrolysis

Data Source

PatentUS12571114B2Electrochemical oxidation of cycloalkanes to form cycloalkanone compounds
Publication Date: 2026.03.10 EVONIK OPERATIONS GMBH
  • US12571114B2 patent drawing
  • US12571114B2 patent drawing
  • US12571114B2 patent drawing

AI summary

A process produces unsubstituted or at least singly substituted cycloalkanones by electrochemical oxidation of unsubstituted or at least singly substituted, saturated cycloaliphatic hydrocarbons in the presence of an inorganic or organic nitrate salt in an electrolysis cell in a reaction medium in the presence of oxygen.