Estolide Composition Selective Catalytic Synthesis

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Solution Overview

Problem

Current methods for producing estolides lack selectivity towards monoestolides and require subsequent distillation steps, which can lead to compound degradation due to high boiling temperatures, and often use perchloric acid as a catalyst resulting in high polyestolide formation.

Innovation Solution

A method involving the reaction of unsaturated fatty acids or esters with saturated fatty acids in the presence of a catalyst with a sulphonic acid functional group, eliminating the need for vacuum distillation and hydrogenation, to achieve high selectivity towards monoestolides without physical separation steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If perchloric acid is used as catalyst for estolide formation, then conversion rate is improved, but selectivity towards monoestolides deteriorates and polyestolide formation increases

Engineering Contradiction:
Improveconversion rateVSAvoidselectivity towards monoestolides
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameter of the catalyst from perchloric acid to a sulphonic acid functional group catalyst. This parameter change fundamentally alters the reaction pathway to achieve both high conversion rate and high selectivity towards monoestolides, resolving the contradiction between productivity and manufacturing precision.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If vacuum distillation is used to separate monoestolides from polyestolides, then purity is improved, but compound degradation occurs due to high boiling temperatures

Engineering Contradiction:
Improvepurity of monoestolidesVSAvoidcompound degradation
Core Design Contradiction:
Manufacturing precisionVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and eliminates the vacuum distillation step from the process. By using a selective catalyst that produces high monoestolide selectivity directly in the reaction step, the need for subsequent separation and purification steps is removed, thereby avoiding compound degradation from high temperature exposure.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs the selectivity function in advance during the catalytic reaction step itself. The sulphonic acid catalyst preliminarily determines the product distribution to favor monoestolides, eliminating the need for later separation operations that would expose compounds to degrading conditions.

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If multiple processing steps including distillation and hydrogenation are used, then product quality is improved, but process complexity and energy consumption increase

Engineering Contradiction:
Improveproduct qualityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent merges the catalytic conversion step with the selectivity control function into a single integrated process. The sulphonic acid catalyst simultaneously achieves high conversion and high selectivity in one step, eliminating the need for separate distillation and hydrogenation steps, thereby reducing process complexity while maintaining product quality.

Inventive Principle:
Principle #5Merging (Combining)

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 a high selectivity towards monoestolides, reducing the need for distillation and hydrogenation, and results in a composition with a high percentage of monoestolides, suitable for use as a base oil in lubricating compositions without compound degradation.

Implementation Method 1

reacting at least one unsaturated compound selected from among unsaturated fatty acids containing from 10 to 20 carbon atoms and esters of unsaturated fatty acids containing from 10 to 20 carbon atoms, and the mixtures thereof; with at least one saturated fatty acid containing from 4 to 18 carbon atoms; in the presence of at least one catalyst comprising at least one sulphonic acid functional group

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS12091628B2Estolide composition and process for making estolides
Publication Date: 2024.09.17 TOTALENERGIES ONETECH
  • US12091628B2 patent drawing
  • US12091628B2 patent drawing
  • US12091628B2 patent drawing

AI summary

The invention relates to a composition preparation method for preparing a composition of estolides, the method comprising reacting an unsaturated compound of a type such as an acid or ester, with a saturated fatty acid; in the presence of a catalyst of a type such as sulphonic acid, the said method including no vacuum distillation step thereby making it possible to separate the monoestolides from the polyestolides. The invention also relates to a composition of estolides that is obtainable by the method according to the invention and the use thereof in lubricating compositions.