Halogen Bonding Fluorophore for Reversible Sulphide Detection

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Solution Overview

Problem

Current methods for detecting hydrosulfide anions (HS−) in aqueous solutions, such as physiological and wastewater samples, are limited due to challenges in overcoming anion hydration and achieving efficient, reversible sensing in aqueous media.

Innovation Solution

Development of fluorophore-containing compounds with halogen bond donor groups that selectively bind to sulphide anions, causing fluorescence quenching, and are capable of reversible binding in aqueous solutions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional detection methods are used for hydrosulfide anions in aqueous solutions, then detection can be performed, but the methods suffer from limited efficiency and inability to achieve reversible sensing due to anion hydration challenges

Engineering Contradiction:
Improvedetection efficiencyVSAvoidsensing reversibility
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical parameters of the sensing system by introducing halogen bond donor groups (with specific electron-deficient characteristics) into the fluorophore structure. This parameter change enables the sensor to overcome anion hydration effects and achieve both high detection efficiency and reversible binding, as the halogen bond interactions are strong enough to compete with hydration but can still be dynamically formed and broken

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining fluorophore units with halogen bond donor groups (such as iodo or bromo substituents). This composite design integrates both detection capability (fluorescence) and selective binding capability (halogen bonding), enabling efficient and reversible anion sensing in aqueous media

Inventive Principle:
Principle #40Composite materials

2Reliability

If highly charged polycationic receptors or Lewis acidic hosts are used for anion recognition, then binding affinity is improved, but selectivity over other anions decreases due to competitive hydration

Engineering Contradiction:
Improveanion binding affinityVSAvoidanion selectivity
Core Design Contradiction:
ReliabilityVSMeasurement precision

Solution Approach 1:

The patent applies local quality by creating specific halogen bond donor sites (electron-deficient halogen atoms) at precise locations on the fluorophore molecule. These localized interaction sites provide both strong binding affinity and high selectivity for hydrosulfide anions, as the halogen bond geometry and electron deficiency are specifically tailored to match the characteristics of HS− rather than other anions

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent converts the typically harmful effect of competitive hydration into a beneficial selective interaction. By designing halogen bond donors with specific electronic properties, the sensor exploits the fact that hydrosulfide anions, despite being hydrated, have unique characteristics (polarizability, basicity) that allow them to displace water molecules and form stronger halogen bond interactions compared to other anions

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 compounds enable efficient and reversible detection of sulphide anions in aqueous solutions, including pure water, with high selectivity over other anions, thereby addressing the limitations of existing detection methods.

Implementation Method 1

A recent addition to the anion-binding supramolecular toolbox is halogen bonding (XB), a highly directional, attractive interaction between an electron-deficient halogen atom, and a Lewis base.

Methodology Applied
Scientific EffectHalogen bonding:

Implementation Method 2

fluorophore-containing compounds with halogen bond donor groups that selectively bind to sulphide anions, causing fluorescence quenching

Methodology Applied
Scientific EffectFluorescence quenching: Fluorescence

Data Source

PatentUS20250164397A1Sulphide sensor
Publication Date: 2025.05.22 OXFORD UNIVERSITY INNOVATION LTD
  • US20250164397A1 patent drawing
  • US20250164397A1 patent drawing
  • US20250164397A1 patent drawing

AI summary

Compounds I suitable for use in sensing anions, such as sulphide are described. Also described is a method of detecting sulphide using the described compounds.