Hydroporphyrin-Doped Polymer Dots for Tunable NIR Bioimaging

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Solution Overview

Problem

Current NIR fluorescent dyes for bioimaging face challenges such as poor water solubility, low emission quantum yield, photostability, and limited tunability, with traditional nanoparticles like QDs being toxic and silica nanoparticles lacking biological degradation pathways, while existing NIR-emitting polymer dots have limited availability of dyes and emission peak wavelengths.

Innovation Solution

Development of hydroporphyrin or benzo-bis-thiadiazole (BBTD)-doped polymer dots with varying auxochromes or functional groups, allowing for tunable emission wavelengths between 640 and 1000 nm, synthesized by dissolving semiconducting polymers and doping dyes in a water-miscible solvent and precipitating under sonication, and conjugating with antibodies for targeted imaging.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If traditional NIR fluorescent dyes are used, then NIR emission is achieved, but water solubility is poor

Engineering Contradiction:
ImproveNIR emissionVSAvoidwater solubility
Core Design Contradiction:
Illumination intensityVSEase of operation

Solution Approach 1:

The patent uses polymer dots as intermediary carriers that encapsulate the hydrophobic NIR dyes (porphyrins or BBTDs). The polymer dot matrix serves as a mediator between the hydrophobic dye and aqueous biological environments, enabling the dye to function in water-based systems without direct contact with the hydrophobic molecule. This resolves the solubility issue while maintaining NIR emission properties.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention creates composite polymer dot structures combining semiconducting polymer matrices with NIR-emitting dye dopants. The composite structure integrates the aqueous compatibility of the polymer matrix with the NIR-emitting properties of the hydrophobic dye, achieving both water solubility and NIR emission simultaneously.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If structural modifications are made to improve water solubility, then water solubility improves, but emission quantum yield decreases

Engineering Contradiction:
Improvewater solubilityVSAvoidemission quantum yield
Core Design Contradiction:
Ease of operationVSIllumination intensity

Solution Approach 1:

The patent segments the functional requirements into separate components: the polymer dot matrix provides water solubility and biocompatibility, while the embedded dye molecules provide NIR emission with high quantum yield. This segmentation allows each component to optimize its specific function without compromising the other, avoiding the trade-off between solubility and quantum yield that plagues modified molecular dyes.

Inventive Principle:
Principle #1Segmentation

3Illumination intensity

If quantum dots are used for NIR emission, then brightness and photostability improve, but toxicity increases

Engineering Contradiction:
ImprovebrightnessVSAvoidtoxicity
Core Design Contradiction:
Illumination intensityVSObject-affected harmful factors

Solution Approach 1:

The patent employs organic polymer dots and organic dye molecules as alternatives to toxic inorganic quantum dots. These organic materials are biodegradable and non-toxic, eliminating the heavy metal toxicity issue. While individual organic molecules can be less stable, the polymer dot framework provides structural stability while maintaining biocompatibility, effectively replacing toxic inorganic QDs with safe organic alternatives.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

4Reliability

If existing polymer dots are used, then biocompatibility and photostability improve, but emission wavelength tunability is limited

Engineering Contradiction:
ImprovephotostabilityVSAvoidemission wavelength tunability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent achieves emission wavelength tunability by changing the chemical parameters of the dye dopants (porphyrin or BBTD derivatives with varying functional groups) while maintaining the polymer dot matrix structure. By adjusting the molecular structure of the dye molecules, the emission wavelength can be tuned across the NIR region (640-1000 nm) without compromising the photostability and biocompatibility provided by the polymer framework.

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 resulting NIR-emitting polymer dots offer enhanced brightness, photostability, and tunable emission, enabling efficient bioimaging with minimal cytotoxicity and expanded emission wavelength range, suitable for multiplexing and super-resolution imaging.

Implementation Method 1

The polymer molecules absorb the excitation light and transfer the energy to the dye molecules

Methodology Applied
Scientific EffectEnergy transfer:

Implementation Method 2

near-infrared-emitting polymer dots... enabling efficient bioimaging

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

injecting the reaction mixture into a volume of water under sonication

Methodology Applied
Scientific EffectSonication: Ultrasound

Implementation Method 4

coprecipitating the at least one semiconducting polymer, optionally at least one additional component, and at least one doping dye to form NIR-emitting Pdots

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Data Source

PatentUS20240148910A1Hydroporphyrin-doped near-infrared-emitting polymer dots for cellular fluorescence imaging
Publication Date: 2024.05.09 UNIV OF MARYLAND BALTIMORE COUNTY
  • US20240148910A1 patent drawing
  • US20240148910A1 patent drawing
  • US20240148910A1 patent drawing

AI summary

The present invention relates to nanoscale polymer dots (Pdots) that include strongly light absorbing semiconducting polymer nanoparticles doped with near-IR emitting dyes. The polymer functions as an antenna and transfers the excitation energy to the doped near-IR emitting dye molecules, which function as the emitting entity. The resulting Pdots feature very bright near-IR emission with emission wavelength tunability, high water solubility, and stability in biological solutions.