Electrochemical Reductive Amination with Non-Precious Metal Catalysts

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Solution Overview

Problem

Current methods for reductive amination of aldehyde-based biomass require high-temperature, high-pressure conditions, precious metal catalysts, and hazardous reagents, which are costly, resource-intensive, and harmful to the environment, limiting the development of sustainable and cost-effective amine synthesis.

Innovation Solution

An electrochemical method using non-precious metal catalysts, such as phosphatized hydrotalcite and Ti-based catalysts, at room temperature and atmospheric pressure, without external oxidants, to perform reductive amination and simultaneous oxidation of aldehyde-based biomass, utilizing aldehyde and amine compounds in an electrolytic system.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If traditional reductive amination methods use stoichiometric reductants like sodium borohydride or high-pressure hydrogen, then reaction efficiency is improved, but cost and environmental harm increase due to precious metal catalysts and hazardous reagents

Engineering Contradiction:
Improvereaction efficiencyVSAvoidenvironmental harm and cost
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent replaces traditional chemical reductants (sodium borohydride, hydrogen gas) with electrochemical reduction at the cathode. This substitution eliminates the need for stoichiometric reductants and precious metal catalysts, using electrical energy to drive the reduction reaction instead, thereby reducing cost and environmental harm while maintaining high reaction efficiency

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

Solution Approach 2:

The patent changes the reaction conditions from high-pressure hydrogen atmosphere to ambient pressure electrochemical conditions. By applying voltage control and using electrochemical potential instead of thermal and pressure parameters, the method achieves comparable or superior efficiency without requiring hazardous high-pressure conditions or precious metal catalysts

Inventive Principle:
Principle #35Parameter changes

2Speed

If high-temperature and high-pressure conditions are used for reductive amination, then reaction rate is improved, but energy consumption increases

Engineering Contradiction:
Improvereaction rateVSAvoidenergy consumption
Core Design Contradiction:
SpeedVSUse of energy by moving object

Solution Approach 1:

The patent replaces thermal energy input (heating) and mechanical energy input (pressurization) with electrical energy input at constant ambient conditions. The electrochemical reactions proceed efficiently at room temperature and atmospheric pressure by applying voltage, eliminating the need for high-temperature and high-pressure equipment and significantly reducing overall energy consumption

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

3Productivity

If precious metal catalysts are used for reductive amination, then catalytic activity is improved, but resource scarcity and cost increase

Engineering Contradiction:
Improvecatalytic activityVSAvoidresource availability
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent employs non-precious metal catalysts (such as iron, cobalt, or nickel-based catalysts) that are abundant and inexpensive. These catalysts perform the necessary catalytic functions without requiring rare precious metals, making the process economically viable and resource-sustainable while maintaining high catalytic activity through optimized catalyst design and electrochemical conditions

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent uses inexpensive, readily available non-precious metal catalysts that can be easily replaced or regenerated if needed. These catalysts eliminate the need for costly precious metals while providing sufficient catalytic activity for the reductive amination process, making the overall process more economically sustainable

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

4Productivity

If simultaneous oxidation and reductive amination are performed, then process efficiency is improved, but reaction complexity increases

Engineering Contradiction:
Improveprocess efficiencyVSAvoidreaction system complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent combines oxidation and reductive amination into a single electrochemical cell by using a dual-electrode system where the anode performs oxidation and the cathode performs reductive amination simultaneously. This merging of two separate processes into one integrated system improves overall process efficiency and reduces the number of separate reaction vessels and workup steps required

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The electrochemical cell serves multiple functions simultaneously: the anode performs oxidation reactions, the cathode performs reductive amination, and the electrolyte facilitates ion transport between electrodes. This multi-functionality allows both transformations to occur in a single reactor, simplifying the overall process despite the simultaneous occurrence of multiple reactions

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 achieves high yield, low waste, and environmental sustainability by enabling the production of high-value added products under mild conditions, suitable for large-scale industrial production, with good tolerance of functional groups and no use of precious metals or hazardous reagents.

Implementation Method 1

performing an electrochemical reaction in an electrolytic system with room temperature and atmospheric pressure by taking an aldehyde compound and an amine compound as raw materials for reductive amination

Methodology Applied
Scientific EffectElectrochemical reduction: Electrolysis

Implementation Method 2

simultaneous oxidation of aldehyde-based biomass using non-precious metal catalysts

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Implementation Method 3

The anode is a phosphatized hydrotalcite catalyst (such as one of phosphatized nickel-cobalt layered double hydroxides (P—NiCo-LDHs) and phosphatized nickel-ferrum layered double hydroxides (P—NiFe-LDHs))

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11519083B1Method for preparing products by electrochemical reductive amination and simultaneous oxidation of aldehyde-based biomass using non-precious metal catalysts
Publication Date: 2022.12.06 SUN YAT SEN UNIV

AI summary

A method for preparing products by electrochemical reductive amination and simultaneous oxidation of aldehyde-based biomass using non-precious metal catalysts is provided, which relates to a field of electrocatalysis. The preparing method includes: performing an electrochemical reaction in an electrolytic system with room temperature and atmospheric pressure (at a range of 25° C. to 30° C., 101 kPa) by taking an aldehyde compound and an amine compound as raw materials for reductive amination and oxidation of aldehyde-based biomass, and thereby obtaining the products. The electrolytic system includes a reaction substrate, an electrolyte, a solvent, an anode and a cathode. The anode is a phosphorylated hydrotalcite catalyst and the cathode is a Ti-based catalyst. The method uses no external oxidants and precious metal catalysts, which is clean, environmental and efficient.