Molecularly Imprinted Polymers via Reversible Covalent Bonding

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Solution Overview

Problem

Covalent molecularly imprinted polymers are costly and laborious to prepare, and non-covalent methods have low capacity and are less effective for separation applications due to low stoichiometry and inhomogeneity of binding sites, excluding hydrophilic templates like oligosaccharides and pharmaceuticals from imprinting.

Innovation Solution

A method combining the simplicity of non-covalent imprinting with the high capacity of covalent imprinting, where monomers and templates form reversible covalent complexes in a solvent system, allowing for the direct formation of molecularly imprinted polymers without pre-synthesis of template-monomer complexes, using solvents like aqueous systems with additives to promote covalent bond formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If covalent imprinting is used, then the capacity and binding strength of the polymer is improved, but the preparation process becomes costly and laborious

Engineering Contradiction:
Improvebinding capacityVSAvoidpreparation complexity
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent extracts the template molecule from the final polymer structure, allowing it to be removed after polymerization. This enables the use of covalent bonding during polymerization (for high capacity) while avoiding the need for permanent covalent attachment, thereby reducing preparation complexity and cost

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The template molecule is pre-assembled with monomers before polymerization to form a template-monomer complex. This preliminary organization ensures high binding capacity through covalent interactions, while the template can be subsequently removed to simplify the final product preparation

Inventive Principle:
Principle #10Preliminary action

2Ease of manufacture

If non-covalent imprinting is used, then the preparation process is simplified, but the capacity and binding strength decrease due to low stoichiometry

Engineering Contradiction:
Improvepreparation simplicityVSAvoidbinding capacity
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The patent changes the bonding parameter from purely non-covalent to covalent during polymerization. This increases the stoichiometry and binding capacity while maintaining the simplified one-pot preparation process, as the covalent bonds form automatically during polymerization without requiring pre-synthesis

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If covalent template-monomer complexes are pre-synthesized, then the binding sites are more uniform, but the preparation time and cost increase

Engineering Contradiction:
Improvebinding site uniformityVSAvoidpreparation time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent merges the complex formation step with the polymerization step into a single process. The template-monomer complex forms in situ during polymerization, achieving uniform binding sites through covalent organization while eliminating the separate pre-synthesis step that consumes time and resources

Inventive Principle:
Principle #5Merging (Combining)

4Adaptability or versatility

If hydrophilic templates are used with conventional covalent imprinting, then the template diversity is improved, but the templates become insoluble in the required solvents

Engineering Contradiction:
Improvetemplate diversityVSAvoidsolubility
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent changes the solvent parameter to water or aqueous systems, which provides the necessary solubility for hydrophilic templates. The covalent bonding mechanism remains effective in aqueous media, allowing diverse hydrophilic templates to be used without sacrificing solubility

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 approach increases the capacity and effectiveness of molecularly imprinted polymers for separation, drug screening, and catalysis, enabling the use of previously excluded hydrophilic templates with improved separation factors and productivity, such as up to 25 times higher oligosaccharide separation rates.

Implementation Method 1

monomers and templates form reversible covalent complexes in a solvent system, allowing for the direct formation of molecularly imprinted polymers without pre-synthesis of template-monomer complexes

Methodology Applied
Scientific EffectReversible covalent bonding: Chemical Bonding

Implementation Method 2

monomers and templates forms a covalent template-monomer complex by reversible self-assembly

Methodology Applied
Scientific EffectSelf-assembly: Self-Assembly

Implementation Method 3

polymerizing said mixture

Methodology Applied
Scientific EffectPolymerization:

Implementation Method 4

molecularly imprinted polymers and their use in separation

Methodology Applied
Scientific EffectMolecular recognition:

Data Source

PatentUS8252876B2Imprinted polymers
Publication Date: 2012.08.28 BIOTAGE INC
  • US8252876B2 patent drawing
  • US8252876B2 patent drawing
  • US8252876B2 patent drawing

AI summary

The present invention relates to molecularly imprinted polymers, methods for their preparation and use of said molecularly imprinted polymers in separation, chemical sensors, drug screening, catalysis and in regioselective and enantioselective synthesis.