Diamondoid Isolation via Cyclodextrin Inclusion Chromatography

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Solution Overview

Problem

Current methods for isolating diamandoids from petroleum samples are complex, time-consuming, and result in low recovery yields, with a high risk of contamination and sample loss due to the multiple manipulations required.

Innovation Solution

A process using liquid chromatography with a stationary phase capable of forming inclusion complexes with diamandoids, such as β-cyclodextrin, to selectively isolate diamandoids from samples of iso-alkanes and cycloalkanes, employing a solvent mixture of n-C3-C8 alkane and C1-C4 alkanol, and utilizing a kit or device with multiple stationary phases for efficient separation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If multiple separation steps and manipulations are used to isolate diamandoids, then separation capability is improved, but process complexity and time consumption increase significantly

Engineering Contradiction:
Improveseparation capabilityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent combines multiple separation functions into a single liquid chromatography column by using a stationary phase that integrates both size-exclusion and inclusion complex formation properties. This merging of functions eliminates the need for multiple sequential separation steps while maintaining effective diamandoid isolation capability.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The stationary phase material is designed to perform multiple separation mechanisms simultaneously - size-exclusion chromatography for initial separation and inclusion complex formation for selective diamandoid retention. This multi-functionality allows a single step to achieve what previously required multiple specialized steps.

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

2Manufacturing precision

If multiple manipulation steps are performed, then separation effectiveness is improved, but recovery yield decreases due to sample loss and contamination

Engineering Contradiction:
Improveseparation effectivenessVSAvoidrecovery yield
Core Design Contradiction:
Manufacturing precisionVSLoss of substance

Solution Approach 1:

By merging the separation functions into a single chromatography step, the patent eliminates multiple transfer operations between different apparatuses. This reduces opportunities for sample loss through spills, contamination from repeated handling, and degradation from extended manipulation time.

Inventive Principle:
Principle #5Merging (Combining)

3Quantity of substance

If conventional liquid chromatography with activated silica gel is used, then saturated hydrocarbon fraction is obtained, but further separation requires additional complex steps

Engineering Contradiction:
Improvesaturated hydrocarbon fractionVSAvoidnumber of separation steps
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent changes the key parameter of the stationary phase from activated silica gel to a material capable of inclusion complex formation with diamandoids. This parameter change fundamentally alters the separation mechanism, enabling direct isolation of diamandoids in a single step without requiring subsequent molecular sieve or cyclodextrin steps.

Inventive Principle:
Principle #35Parameter changes

4Manufacturing precision

If multiple separation columns and materials are used, then purification precision is improved, but processing time increases significantly

Engineering Contradiction:
Improvepurification precisionVSAvoidprocessing time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent merges the functions of multiple separation columns (activated silica gel column, molecular sieve column, and cyclodextrin-based system) into a single column using a stationary phase that performs all separation functions simultaneously. This eliminates the time required for sequential processing while maintaining high purification precision.

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 simplifies the isolation process, reduces contamination and loss risks, and significantly shortens the time required for diamandoid recovery, achieving high yields and enabling preparative applications.

Implementation Method 1

a stationary phase comprising a material capable of forming inclusion complexes with diamandoids, said material being β-cyclodextrin

Methodology Applied
Scientific EffectInclusion complex formation: Absorption (physical)

Data Source

PatentEP2931398B1Method for isolating diamondoids
Publication Date: 2021.06.02 TOTALENERGIES SE
  • EP2931398B1 patent drawingFigure 1
  • EP2931398B1 patent drawingFigure 2
  • EP2931398B1 patent drawingFigure 3~4

AI summary

The invention relates to a method for separating diamondoids, by liquid chromatography, from a sample of iso-alkanes and cyclo-alkanes, or from a mixture of organic compounds, said method comprising introduction of the sample into a column comprising a stationary phase comprising a material that can form inclusion complexes with the diamonds, elution by means of an eluent, and collection of the eluted fractions.