Low-Temperature Catalytic Hydrogenation Selectivity

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Solution Overview

Problem

Current hydrogenation processes for vegetable oils face limitations in selectivity, often resulting in the formation of trans isomers and extended reaction times, making it difficult to convert polyunsaturated fatty acids into mono-unsaturated fatty acids effectively.

Innovation Solution

A process involving low-temperature catalytic hydrogenation of vegetable oils in the presence of a metal catalyst, with limited or no water, and at atmospheric pressure, which selectively converts polyunsaturated fatty acids into cis mono-unsaturated fatty acids while minimizing isomerization reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional hydrogenation processes are used to convert polyunsaturated fatty acids into mono-unsaturated fatty acids, then conversion is achieved, but selectivity is poor resulting in formation of saturated and trans isomer fatty acids

Engineering Contradiction:
ImproveselectivityVSAvoidformation of trans isomers and saturated fatty acids
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The invention changes the operating parameters of the hydrogenation process by using low temperatures (10-25°C) and controlled hydrogen pressure (1-10 bar) to achieve high selectivity for cis mono-unsaturated fatty acids while minimizing trans isomer formation and saturation. This parameter optimization allows selective conversion of polyunsaturated to mono-unsaturated fatty acids without the harmful side effects of conventional high-temperature hydrogenation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs specific catalysts (Pd, Pt, or Ni-based catalysts, preferably supported on carbon or alumina) as intermediaries to facilitate the hydrogenation reaction with high selectivity. These catalysts mediate the reaction to preferentially produce cis mono-unsaturated fatty acids while avoiding trans isomer formation and over-hydrogenation to saturated fatty acids

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If reaction temperature is increased to improve reaction rate, then productivity increases, but isomerization reactions occur converting cis acids into trans isomers

Engineering Contradiction:
Improvereaction rateVSAvoidisomerization to trans isomers
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention optimizes the temperature parameter to the range of 10-25°C, which is sufficiently high to maintain acceptable reaction rates with the improved catalysts, yet low enough to prevent significant isomerization of cis fatty acids to trans isomers. This parameter optimization resolves the contradiction between productivity and harmful isomerization effects

Inventive Principle:
Principle #35Parameter changes

3Object-generated harmful factors

If low temperature is used to avoid isomerization, then trans isomer formation is reduced, but reaction time extends beyond acceptable limits

Engineering Contradiction:
Improvetrans isomer formationVSAvoidreaction time
Core Design Contradiction:
Object-generated harmful factorsVSLoss of time

Solution Approach 1:

The invention uses highly active and selective metal-based catalysts (Pd, Pt, or Ni, preferably supported on carbon or alumina) as intermediaries that enable the hydrogenation reaction to proceed efficiently at low temperatures (10-25°C). These catalysts compensate for the low thermal energy by providing alternative reaction pathways with lower activation energies, thus maintaining acceptable reaction rates while avoiding trans isomer formation

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the catalyst parameters by selecting specific metal-based catalysts with optimized activity and selectivity properties. These catalysts enable the reaction to proceed at low temperatures with sufficient speed, resolving the contradiction between minimizing trans isomer formation and maintaining acceptable reaction times

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 process achieves high conversion rates of polyunsaturated fatty acids to mono-unsaturated fatty acids with high selectivity and low trans-isomerization, producing vegetable oils suitable for chemical intermediate synthesis and oxidative scission processes.

Implementation Method 1

The double bonds present in the chains of unsaturated fatty acids can in fact be saturated by the addition of hydrogen in the presence of catalysts such as for example nickel, platinum, palladium or copper

Methodology Applied
Scientific EffectCatalytic hydrogenation: Catalysis

Implementation Method 2

by operating at low temperatures in the presence of a metal catalyst... it is possible to obtain a significant conversion of the polyunsaturated fatty acids of the triglycerides present in the oil

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

Under high temperature conditions these cis acids can engage in isomerisation reactions and become converted into trans isomers... by operating at low temperatures... it is possible to obtain a significant conversion of the polyunsaturated fatty acids... while increasing or at least maintaining the selectivity with respect to monounsaturated fatty acids of the cis type

Methodology Applied
Scientific EffectIsomerization prevention through low temperature:

Data Source

PatentEP3237369B1Improved process for the selective hydrogenation of vegetable oils
Publication Date: 2020.09.02 NOVAMONT SPA
  • EP3237369B1 patent drawing
  • EP3237369B1 patent drawing
  • EP3237369B1 patent drawing

AI summary

Process for the catalytic hydrogenation of vegetable oils wherein the oil is placed in contact with molecular hydrogen in the presence of a metal catalyst, and the process is performed in the absence of water or in the presence of a quantity of water equal to or less than 5:1 with respect to the weight of the metal catalyst and at a temperature equal to or less than 50° C.