Chiral Fluorescent Compound for Circularly Polarized Luminescence

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Solution Overview

Problem

Current methods for achieving circularly polarized luminescence (CPL) in organic systems face challenges due to low dissymmetric factors and the complexity of deciphering hierarchical self-assembly processes, which limits the development of materials with enhanced stability and chirality.

Innovation Solution

A fluorescent compound with aggregation-induced emission (AIE) characteristics that undergoes spontaneous hierarchical self-assembly from a vesicle to a helical fiber, allowing for real-time monitoring using circular dichroism spectroscopy and scanning electron microscopy, and co-assembly with other luminogens to enhance CPL properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If molecules with specific chiral configuration are built to achieve CPL, then circularly polarized luminescence is obtained, but the dissymmetric factor remains low

Engineering Contradiction:
ImproveCPL performanceVSAvoiddissymmetric factor
Core Design Contradiction:
ReliabilityVSMeasurement precision

Solution Approach 1:

The patent combines chiral molecules with achiral luminogens to form composite supramolecular systems. The chiral component provides the asymmetric structure necessary for CPL, while the achiral luminogen enhances the emission intensity, resulting in a composite material that achieves both CPL performance and high dissymmetric factor

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent divides the CPL system into functional segments: chiral inducing units and luminescent units. This segmentation allows independent optimization of chirality transfer and light emission properties, enabling the system to overcome the limitation of low dissymmetric factors in single-molecule approaches

Inventive Principle:
Principle #1Segmentation

2Measurement precision

If hierarchical self-assembly is used to improve luminescence dissymmetry, then CPL enhancement is achieved, but the complexity of deciphering assembly processes increases

Engineering Contradiction:
Improveluminescence dissymmetryVSAvoidself-assembly process complexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent designs molecules with built-in self-assembly capabilities through specific structural motifs that automatically organize into hierarchical supramolecular structures. The system performs self-service by autonomously achieving the desired hierarchical assembly and CPL enhancement without requiring complex external control mechanisms

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent introduces achiral luminogens as intermediaries that facilitate the hierarchical self-assembly process. These intermediary molecules mediate between the chiral units and the final supramolecular structure, simplifying the overall assembly pathway while maintaining the chirality transfer efficiency

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If hierarchical self-assembly is adopted to construct functional materials, then stability and strength are improved, but the difficulty of monitoring assembly processes increases

Engineering Contradiction:
Improvestructural stabilityVSAvoidassembly process monitoring
Core Design Contradiction:
ReliabilityVSDifficulty of detecting and measuring

Solution Approach 1:

The patent incorporates luminogenic units that exhibit characteristic emission colors and intensities at different stages of self-assembly. These optical color/brightness changes serve as real-time indicators of assembly progression, allowing easy monitoring of the hierarchical self-assembly process without complex instrumentation

Inventive Principle:
Principle #32Color 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 compound achieves significant enhancement of CPL signals with high dissymmetry factors, enabling the creation of materials with improved stability and chirality, suitable for applications in photo-technology and biosensors.

Implementation Method 1

The compound can undergo spontaneous hierarchical self-assembly from a vesicle to a helical fiber in the aggregate state

Methodology Applied
Scientific EffectSelf-assembly: Self-Assembly

Implementation Method 2

A fluorescent compound with aggregation-induced emission (AIE) characteristics

Methodology Applied
Scientific EffectAggregation-induced emission: Luminescence

Implementation Method 3

The hierarchical self-assembly process can be monitored using at least one of circular dichroism spectroscopy

Methodology Applied
Scientific EffectCircular dichroism: Magnetic Circular Dichroism

Implementation Method 4

Development of organic systems having circularly polarized luminescence has gained increasing importance

Methodology Applied
Scientific EffectCircularly polarized luminescence: Luminescence

Data Source

PatentUS11332662B2Chiral compound for induction of circularly polarized luminescence from achiral luminogens
Publication Date: 2022.05.17 THE HONG KONG UNIV OF SCI & TECH
  • US11332662B2 patent drawing
  • US11332662B2 patent drawing
  • US11332662B2 patent drawing

AI summary

The present subject matter relates to a fluorescent compound having aggregation-induced emission (AIE) characteristics. The compound can undergo spontaneous hierarchical self-assembly from a vesicle to a helical fiber in the aggregate state. A composition capable of providing circularly polarized luminescence can include the fluorescent compound and at least one additional compound selected from the group consisting of an aggregation-caused quenching luminogen and an aggregation-induced emission luminogen.