Mixed Oxide Catalysts for Lipid Oxidative Cleavage

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for the oxidative cleavage of unsaturated fatty acids or their esters typically require multi-step processes and hazardous oxidants, with few examples of heterogeneous catalysts capable of single-step cleavage using molecular oxygen without precious metals or organic solvents.

Innovation Solution

Development of ternary or multiple mixed oxides comprising Cerium and Niobium, along with metals like Cu, La, and Bi, which act as catalysts for the single-step oxidative cleavage of unsaturated fatty acids or their esters to produce mono and dicarboxylic acids using molecular oxygen as the oxidant, eliminating the need for precious metals and organic solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional multi-step processes are used for oxidative cleavage of unsaturated fatty acids, then the cleavage can be achieved, but the process complexity increases and hazardous oxidants are required

Engineering Contradiction:
Improvecleavage efficiencyVSAvoidprocess steps
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent combines multiple reaction steps (oxidation and cleavage) into a single catalytic step using mixed metal oxide catalysts. The catalyst system performs both the formation of diol intermediates and their subsequent cleavage in one pot, eliminating the need for separate reaction vessels and workup steps between oxidation and cleavage operations.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent changes the oxidant from hazardous reagents (ozone, peracids, metal peroxides) to molecular oxygen, and adjusts catalytic parameters by using mixed metal oxide systems with specific metal combinations (e.g., Mn-Cu, Fe-Mn, Co-Mn) to achieve active oxygen species generation under milder and safer conditions.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If hazardous oxidants like ozone or peracids are used for direct cleavage, then single-step oxidation is achieved, but safety and environmental concerns increase

Engineering Contradiction:
Improvereaction efficiencyVSAvoidoxidant safety
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent converts molecular oxygen, which is normally unreactive toward isolated carbon-carbon double bonds, into a potent oxidizing agent by using mixed metal oxide catalysts that generate highly reactive oxygen species (superoxide, peroxide, singlet oxygen) in situ. This allows the benign substance oxygen to perform the function of hazardous oxidants.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent introduces mixed metal oxide catalysts as intermediaries that mediate between molecular oxygen and the substrate. These catalysts activate oxygen to form reactive oxygen species that can selectively cleave carbon-carbon double bonds, avoiding the need for direct contact with hazardous oxidants.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If precious metals are used as catalysts for oxidative cleavage, then catalytic activity is achieved, but cost increases

Engineering Contradiction:
Improvecatalytic activityVSAvoidcatalyst cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive precious metal catalysts (Ru, Os, Ir) with cheaper base metal oxide systems (Mn-Cu, Fe-Mn, Co-Mn, Ni-Cu). These earth-abundant metal oxides provide comparable catalytic activity for oxygen activation and oxidative cleavage reactions, dramatically reducing catalyst cost while maintaining effectiveness.

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

Solution Approach 2:

The patent uses composite mixed metal oxide systems where synergistic interactions between different metal oxides enhance catalytic activity. For example, Mn-Cu mixed oxides combine the oxygen activation capability of MnOx with the redox properties of CuO, creating a more effective and stable catalyst than either component alone.

Inventive Principle:
Principle #40Composite materials

4Ease of operation

If organic solvents are used in oxidative cleavage reactions, then reaction conditions are improved, but environmental impact and safety concerns increase

Engineering Contradiction:
Improvereaction conditionsVSAvoidsolvent safety
Core Design Contradiction:
Ease of operationVSObject-affected harmful factors

Solution Approach 1:

The patent employs water as the reaction medium, which serves multiple functions: it is the solvent for the reaction, the source of oxygen for oxidation (via water activation by metal catalysts), and the final product medium. This eliminates the need for separate organic solvents and simplifies the overall process while improving safety and environmental compatibility.

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

The catalysts enable efficient, solventless, and cost-effective single-step conversion of unsaturated fatty acids to carboxylic acids with high yields, using safe and non-corrosive oxygen as the oxidant, avoiding the limitations of traditional methods that require hazardous reagents and multiple steps.

Implementation Method 1

The oxidation in controlled conditions of unsaturated FAs is a synthetic route useful for the synthesis of several added value chemicals

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

The catalysts of the present invention can be used with recovered unsaturated animal or vegetal oils

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3463647B1Mixed oxides for the oxidative cleavage of lipids using oxygen to afford mono- and di-carboxylic acids
Publication Date: 2021.02.24 CATALISI INNOVATIVA PER IL RICICLO DEL CARBONIO E BIOPOLIMERI SRL
  • EP3463647B1 patent drawingFigure 1~2
  • EP3463647B1 patent drawingFigure 3

AI summary

This invention relates to the synthesis of new catalysts based on earth crust abundant mixed oxides that can produce cleavage of fatty acids (FA), FA methyl esters, or even lipids in a single step using oxygen as oxidant in solventless conditions.