Multidentate Zwitterionic Ligand for Quantum Dot Stability

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Solution Overview

Problem

Current functionalization methods for quantum dots (QDs) require complex ligands and can lead to ligand desorption, affecting colloidal stability and functionality, especially in bio-imaging applications where stability across varying pH and salt concentrations is crucial.

Innovation Solution

Development of a multidentate zwitterionic ligand copolymer with a functionalizable end, allowing for orthogonal functionalization without modifying anchoring properties, ensuring sufficient anchoring monomers for stability and enabling functionalization after QD complexation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If ligand exchange is performed to make QDs water-soluble, then solubility in water and biological media is improved, but ligand desorption occurs leading to loss of colloidal stability and functionality

Engineering Contradiction:
Improvesolubility in water and biological mediaVSAvoidcolloidal stability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies parameter changes by developing ligands with optimized binding parameters - specifically multidentate ligands with multiple anchoring groups that have enhanced affinity for the QD surface. The ligand design includes controlling the number and strength of anchoring groups, the length of the hydrophilic chain, and the overall ligand structure to achieve both water solubility and stable binding, resolving the contradiction between solubility improvement and stability maintenance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by creating hybrid ligand structures that combine hydrophobic anchoring moieties (such as phosphine, thiol, or carboxylic acid groups) with hydrophilic segments (such as polyethylene glycol chains). This composite structure allows the ligand to simultaneously bind strongly to the QD surface through its anchoring group while providing water solubility through its hydrophilic segment, thus resolving the contradiction between solubility and stability

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If functionalization is performed by coupling bio-targeting moieties at the QD surface, then bio-imaging capability is improved, but ligand desorption increases causing loss of functionality

Engineering Contradiction:
Improvebio-imaging capabilityVSAvoidfunctionality retention
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies preliminary action by pre-functionalizing the ligand with the desired bio-targeting moiety before the ligand exchanges onto the QD surface. This ensures that the functional group remains attached to the ligand throughout the exchange process and maintains its binding capability, preventing functionality loss that would occur if functionalization were attempted after exchange

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses parameter changes by optimizing the ligand structure to include both strong anchoring groups for stable binding and functional groups for bio-targeting. The ligand design parameters are carefully controlled to ensure that the functional group maintains its activity while the anchoring group provides stable attachment to the QD surface, resolving the contradiction between bio-imaging capability and functionality retention

Inventive Principle:
Principle #35Parameter changes

3Reliability

If complex ligand structures are used to prevent ligand desorption, then colloidal stability is improved, but ligand complexity increases making functionalization more difficult

Engineering Contradiction:
Improvecolloidal stabilityVSAvoidligand structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the ligand into distinct functional segments: a compact anchoring group for stable QD binding, a moderate-length hydrophilic spacer for solubility, and a terminal functional group for bio-targeting. This segmented design achieves colloidal stability through the anchoring group without requiring overall ligand complexity, as each segment performs its specific function independently

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses parameter changes by systematically varying ligand parameters such as the number of anchoring groups, the length of the hydrophilic chain, and the type of functional group to find the optimal balance between stability and simplicity. By controlling these parameters, the patent achieves colloidal stability with relatively simple ligand structures, resolving the contradiction between stability and complexity

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

The new ligand design enhances the affinity of QDs for water and biological media, maintaining stability and allowing for efficient functionalization without compromising anchoring properties, thus improving their performance in bio-imaging applications.

Implementation Method 1

one anchoring monomer A having a side-chain comprising a first moiety M A having affinity for the surface of a nanocrystal

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 2

one hydrophilic monomer B having a side-chain comprising a second moiety M B being hydrophilic

Methodology Applied
Scientific EffectHydrophilicity: Hydrophile

Data Source

PatentEP3077476B1Nanocrystals complexed with functionalizable enhanced affinity ligands and use thereof
Publication Date: 2020.02.12 NEXDOT
  • EP3077476B1 patent drawingFigure 1A
  • EP3077476B1 patent drawingFigure 1B
  • EP3077476B1 patent drawingFigure 2A~2B

AI summary

The present invention relates to functionalizable ligands, nanoparticles, preferably nanocrystals, complexed with said ligands and their use for bio-imaging.