Hydrophobic Nanoparticle Coating with Long Alkyl Chain Ligands

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Solution Overview

Problem

Conventional nanoparticles exhibit hydrophobic properties immediately after preparation, making them unsuitable for biological or pharmaceutical research conducted in water-soluble conditions, and require additional processes like polymer coating to prevent migration to the reticuloendothelial system, with chemical reactions for ligand introduction being inefficient due to variables such as temperature, pH, and impurities.

Innovation Solution

A method of coating hydrophobic nanoparticles with a ligand introduced with a long alkyl chain using non-covalent bonds, involving steps like adding nanoparticles to an aqueous solution with the compound, stirring, heating, and ultrasonic irradiation, allowing for easy introduction of various ligands and creating nanoparticles suitable for imaging and detection applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional nanoparticles are used immediately after preparation, then their hydrophobic properties are maintained, but they cannot be applied to water-soluble biological or pharmaceutical research

Engineering Contradiction:
Improveapplicability to water-soluble biological researchVSAvoidhydrophobic property
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent changes the surface property parameter of the nanoparticle from hydrophobic to hydrophilic by introducing hydrophilic ligands with long alkyl chains. This parameter change enables the nanoparticle to be applied to water-soluble biological research while maintaining its core functionality.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite structure by coating the nanoparticle surface with ligands that have both hydrophobic alkyl chains (for stable attachment to the nanoparticle) and hydrophilic functional groups (for water solubility). This composite approach resolves the contradiction between maintaining hydrophobic stability and achieving water solubility.

Inventive Principle:
Principle #40Composite materials

2Reliability

If additional polymer coating processes are applied to prevent migration to the reticuloendothelial system, then biocompatibility is improved, but process complexity increases

Engineering Contradiction:
ImprovebiocompatibilityVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent merges two separate processes (hydrophilic treatment and biocompatibility coating) into one step by using ligands that simultaneously provide both water solubility and biocompatibility. This eliminates the need for additional polymer coating processes while achieving both goals.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The ligand molecule serves multiple functions: it provides hydrophilicity for water solubility, ensures biocompatibility to prevent reticuloendothelial system migration, and maintains stable attachment to the nanoparticle. This multi-functionality reduces overall process complexity.

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

3Adaptability or versatility

If chemical reactions are used to introduce ligands to the nanoparticle surface, then ligand introduction efficiency is affected by temperature, pH, and impurities, but diverse ligands can be introduced

Engineering Contradiction:
Improvediverse ligand introductionVSAvoidreaction efficiency
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent replaces chemical reaction mechanisms with physical adsorption mechanisms. The ligands with long alkyl chains adsorb onto the nanoparticle surface through hydrophobic interactions, eliminating the need for chemical reactions and their associated sensitivity to temperature, pH, and impurities.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The long alkyl chain acts as an intermediary between the hydrophobic nanoparticle surface and the hydrophilic functional group. This intermediary structure enables stable attachment to the nanoparticle while presenting water-soluble functionality, achieving diverse ligand introduction without chemical reactions.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Adaptability or versatility

If multiple additional processes are applied to modify nanoparticle properties, then applicability to biological research is improved, but preparation time and complexity increase

Engineering Contradiction:
Improveapplicability to biological researchVSAvoidpreparation time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The ligand is pre-designed with both the hydrophobic alkyl chain (for nanoparticle attachment) and hydrophilic functional group (for water solubility and biocompatibility) built-in. This preliminary design eliminates the need for sequential modification steps, reducing preparation time while achieving all necessary properties.

Inventive Principle:
Principle #10Preliminary 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

This approach enables the preparation of nanoparticles with stable, water-soluble surfaces, enhancing their applicability in diagnostic methods like fluorescent detection, MRI, and PET, while reducing the complexity of chemical reactions and improving reproducibility.

Implementation Method 1

coating hydrophobic nanoparticles with a ligand introduced with a long alkyl chain using non-covalent bonds

Methodology Applied
Scientific EffectHydrophobic interaction: Hydrophobe

Implementation Method 2

coated with the alkyl segment (R) of the compound represented by Formula 1 on the surface of the hydrophobic nanoparticle through non-covalent bond

Methodology Applied
Scientific EffectNon-covalent bonding: Van der Waals Force

Implementation Method 3

dissolving the hydrophobic nanoparticle by selective or combined means of stirring, heating, and ultrasonic irradiating

Methodology Applied
Scientific EffectUltrasonic cavitation: Acoustic Cavitation

Implementation Method 4

ultrasonic irradiating

Methodology Applied
Scientific EffectUltrasonic vibration: Ultrasonic Vibration

Implementation Method 5

dissolving the hydrophobic nanoparticle by selective or combined means of stirring, heating, and ultrasonic irradiating

Methodology Applied
Scientific EffectThermal energy: Heating

Data Source

PatentUS9925284B2Nanoparticle coated with ligand introduced with long hydrophobic chain and method for preparing same
Publication Date: 2018.03.27 CELLBION CO
  • US9925284B2 patent drawing
  • US9925284B2 patent drawing
  • US9925284B2 patent drawing

AI summary

The present invention relates to a nanoparticle having a linker connected to a long alkane or alkene chain, and a method for preparing the nanoparticle. The alkyl chain of C10-30 introduced with a ligand of the present invention can be coated on a hydrophobic nanoparticle through a noncovalent bond, enabling easy introduction of various ligands to the nanoparticle, and the nanoparticle having various functional groups prepared using the method can be applied to fluorescent detection, MRI, raman spectroscopy, optical detection, PET, SPECT, or gamma image device, and the ligand of the visualization agents can be modified to be used for new vessels detection, cancer cell detection, immunocyte detection, hepatocyte detection, cell death detection, and gene detection.