Ionic Liquid Synthesis for Oligomer Purification

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Solution Overview

Problem

Current methods for synthesizing oligopeptides, oligosaccharides, and oligonucleotides face challenges such as laborious solution-phase synthesis, high costs, and inefficient purification processes, particularly due to the heterogeneous nature of solid-phase synthesis and limitations in soluble polymer supports.

Innovation Solution

The use of ionic liquids as both solvents and supports in chemical synthesis, allowing for homogeneous reaction conditions and simplified purification through phase separation, enabling the synthesis of oligomers like oligopeptides, oligosaccharides, and oligonucleotides with improved efficiency and cost-effectiveness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If solid-phase synthesis is used, then purification is simplified through filtration, but reaction efficiency decreases due to heterogeneous conditions and high support costs

Engineering Contradiction:
Improvepurification simplicityVSAvoidreaction efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent changes the physical state parameter of the support from solid to liquid (ionic liquid), transforming the reaction system from heterogeneous to homogeneous while maintaining the ability to simplify purification through phase separation rather than filtration

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The ionic liquid acts as an intermediary medium that provides both the support function and solvent function, enabling homogeneous reaction conditions while still allowing for easy separation and purification of the final product through phase separation

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If soluble polymer supports are used, then homogeneous reaction conditions are restored, but loading capacity decreases and solubility limitations occur

Engineering Contradiction:
Improvereaction efficiencyVSAvoidloading capacity
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent changes the chemical composition parameter by using ionic liquids instead of traditional soluble polymers, achieving both homogeneous reaction conditions and high loading capacity through the unique properties of ionic liquids

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The ionic liquid support combines features of both liquid solvents and solid supports, creating a composite-like system that exhibits properties of both phases - homogeneous mixing capability like liquids and high loading capacity like solids

Inventive Principle:
Principle #40Composite materials

3Adaptability or versatility

If traditional solution-phase synthesis is used, then reaction flexibility is maintained, but purification becomes laborious requiring chromatography after each step

Engineering Contradiction:
Improvereaction flexibilityVSAvoidpurification time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent extracts the purification function from multiple sequential chromatographic steps by using the ionic liquid's phase separation capability, removing excess reagents and products through simple phase separation rather than repeated chromatography

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The ionic liquid support enables continuous synthesis cycles where the same support can be reused for multiple coupling reactions without requiring intermediate purification steps, maintaining reaction flexibility while eliminating time-consuming purification

Inventive Principle:
Principle #20Continuity of useful action

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

Ionic liquid-supported synthesis provides a more efficient and cost-effective method for producing oligomers, offering higher loading capacity, reduced need for excess reagents, and easier purification, while maintaining the advantages of solution-phase chemistry.

Implementation Method 1

The use of ionic liquids as both solvents and supports in chemical synthesis, allowing for homogeneous reaction conditions

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 2

simplified purification through phase separation

Methodology Applied
Scientific EffectPhase separation: Phase Change

Data Source

PatentUS10059736B2Ionic liquid supported synthesis
Publication Date: 2018.08.28 MCGILL UNIV
  • US10059736B2 patent drawing
  • US10059736B2 patent drawing
  • US10059736B2 patent drawing

AI summary

The present invention relates to ionic liquids for use in chemical applications and capable of serving the dual function of solvent and liquid support. The ionic liquid lends itself to a method of synthesizing oligomers selected from the group consisting of oligopeptides, oligosaccharides and oligonucleotides, comprising contacting a first monomer unit with an ionic liquid at reaction conditions to provide an ionic liquid bound monomer unit; and contacting the ionic liquid bound monomer unit with at least one further monomer unit at reaction conditions to provide an ionic liquid bound oligomer comprising from 2 to 30 monomer units. The method lends itself to large scale manufacture of oligopeptides, oligosaccharides and oligonucleotides.