Electrolytic Cell for Coupled Radical Hydrocarbon Production

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Solution Overview

Problem

There is a need for a new method to react sodium salts of alkyl sulfates to form different organic chemicals, as existing processes are limited in their ability to efficiently produce varied hydrocarbon products from biomass-derived sulfonic acids.

Innovation Solution

The process involves using a sodium salt of an alkyl sulfonate in an electrolytic cell with a sodium ion conductive ceramic membrane, where anodic desulfoxylation and subsequent radical-radical coupling occur, allowing for the formation of coupled radical products such as hydrocarbons, which can be tailored for specific applications like fuels and lubricants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If existing processes are used to react sodium salts of alkyl sulfates, then the process is simple and well-established, but the ability to efficiently produce varied hydrocarbon products is limited

Engineering Contradiction:
Improveability to produce varied hydrocarbon productsVSAvoidefficiency of hydrocarbon production
Core Design Contradiction:
Adaptability or versatilityVSProductivity

Solution Approach 1:

The patent changes the fundamental reaction parameters by using electrochemical methods instead of conventional thermal processes. By applying electrical potential in an electrolytic cell, the reaction pathway is altered to enable desulfoxylation and radical coupling that produces varied hydrocarbon products with higher efficiency and adaptability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces conventional thermal/mechanical reaction systems with an electrochemical system. The electrolytic cell uses electrical energy to drive the desulfoxylation reaction and subsequent radical coupling, substituting thermal activation with electrical field activation to achieve better product versatility and efficiency.

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

2Ease of operation

If impurities are present in the anolyte, then the process can handle biomass-derived materials directly, but the impurities may interfere with the electrochemical reaction

Engineering Contradiction:
Improvetolerance of impuritiesVSAvoidconsistency of electrochemical reaction
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent introduces a sodium ion conductive ceramic membrane as an intermediary between the anolyte and catholyte compartments. This membrane selectively transports sodium ions while blocking other impurities, allowing the electrochemical reaction to proceed reliably even when the anolyte contains biomass-derived impurities.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent divides the electrolytic cell into separate anolyte and catholyte compartments using the ceramic membrane. This segmentation isolates the electrochemical reaction environment from impurities in the anolyte, maintaining reaction reliability while allowing easy operation with impure feedstocks.

Inventive Principle:
Principle #1Segmentation

3Productivity

If sodium hydroxide or sodium methoxide is consumed in the reaction, then the reaction proceeds forward, but continuous supply increases operational costs

Engineering Contradiction:
Improvereaction rateVSAvoidconsumption of sodium hydroxide or sodium methoxide
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent implements a recovery system where sodium hydroxide or sodium methoxide consumed in the anolyte compartment is regenerated in the catholyte compartment through electrochemical reduction. The regenerated base can be recycled back to the anolyte, eliminating continuous supply requirements and reducing operational costs.

Inventive Principle:
Principle #34Discarding and recovering

Solution Approach 2:

The electrochemical system performs self-service by automatically regenerating the consumed base in the catholyte compartment. The sodium ions that migrate through the membrane are reduced at the cathode to regenerate sodium hydroxide or sodium methoxide, creating a self-sustaining cycle that maintains productivity without continuous material input.

Inventive Principle:
Principle #25Self-service

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 enables the efficient production of valuable hydrocarbons, such as diesel, gasoline, and JP8, by coupling organic radicals, offering advantages in regenerating reactants and reducing costs through the reuse of sodium hydroxide or sodium methoxide, and is tolerant of impurities without requiring their removal.

Implementation Method 1

a sodium ion conductive ceramic membrane that divides the cell into two compartments: an anolyte compartment and a catholyte compartment

Methodology Applied
Scientific EffectIonic conduction: Conduction (electrical)

Implementation Method 2

the oxidation (desulfoxylation) reaction and subsequent radical-radical coupling takes place

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Implementation Method 3

An electrochemically active first anode may be found in the cell and may be housed in the first anolyte compartment

Methodology Applied
Scientific EffectElectrolysis: Electrolysis

Data Source

PatentUS9206515B2Method of producing coupled radical products via desulfoxylation
Publication Date: 2015.12.08 ENLIGHTEN INNOVATIONS INC
  • US9206515B2 patent drawing
  • US9206515B2 patent drawing
  • US9206515B2 patent drawing

AI summary

A method that produces coupled radical products. The method involves obtaining a sodium salt of a sulfonic acid (R—SO3—Na). The alkali metal salt is then used in an anolyte as part of an electrolytic cell. The electrolytic cell may include an alkali ion conducting membrane (such as a NaSICON membrane). When the cell is operated, the alkali metal salt of the sulfonic acid desulfoxylates and forms radicals. Such radicals are then bonded to other radicals, thereby producing a coupled radical product such as a hydrocarbon. The produced hydrocarbon may be, for example, saturated, unsaturated, branched, or unbranched, depending upon the starting material.