Condensed Cyclic Compound for OLED Exciton Quenching

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Solution Overview

Problem

Organic light-emitting devices face issues with exciton quenching due to intermolecular interactions, such as Dexter energy transfer, aggregation, excimers, and triplet-triplet annihilation, which affect efficiency and lifespan, particularly in boron-based molecules with plate-like structures.

Innovation Solution

A condensed cyclic compound with a specific surface area to volume ratio (SA1/V1 ≤ 0.89 Å-1) is used, which provides steric protection to boron atoms, reducing intermolecular interactions and enhancing structural stability, thereby suppressing Dexter energy transfer and other quenching effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If boron-based molecules with plate-like structures are used, then structural stability is improved, but intermolecular interactions increase causing exciton quenching

Engineering Contradiction:
Improvestructural stabilityVSAvoidintermolecular interactions
Core Design Contradiction:
Stability of the object's compositionVSObject-generated harmful factors

Solution Approach 1:

The patent applies spheroidality by replacing planar aromatic rings with three-dimensional condensed cyclic structures (such as adamantane, cubane, or other cage-like hydrocarbon frameworks). This curvature transforms the flat plate-like structure into a spherical or polyhedral geometry, which provides steric protection to the boron atom while reducing intermolecular contact area, thereby suppressing exciton quenching mechanisms like Dexter energy transfer and triplet-triplet annihilation.

Inventive Principle:
Principle #14Spheroidality (Curvature)

2Productivity

If molecular packing density is increased, then device efficiency is improved, but exciton quenching due to intermolecular interactions increases

Engineering Contradiction:
Improvedevice efficiencyVSAvoidexciton quenching
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies local quality by modifying the local geometric structure around the boron atom with bulky, three-dimensional condensed cyclic groups. These localized structural modifications create steric hindrance that prevents close approach of neighboring molecules, thereby reducing intermolecular interactions and exciton quenching while allowing the material to maintain appropriate packing density for efficient charge transport and device performance.

Inventive Principle:
Principle #3Local quality

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 use of the condensed cyclic compound with a controlled SA1/V1 ratio improves the structural stability and reduces intermolecular interactions, leading to enhanced efficiency and prolonged lifespan of organic light-emitting devices by minimizing exciton quenching mechanisms.

Implementation Method 1

exciton quenching due to intermolecular interactions, such as Dexter energy transfer

Methodology Applied
Scientific EffectDexter energy transfer:

Implementation Method 2

aggregation, excimers, and triplet-triplet annihilation

Methodology Applied
Scientific EffectAggregation: Coagulation

Implementation Method 3

Carriers, such as holes and electrons, recombine in the emission layer to produce excitons. These excitons transition and decay from an excited state to a ground state to thus generate light.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20240260294A1Condensed cyclic compound, light-emitting device including the condensed cyclic compound, and electronic apparatus including the light-emitting device
Publication Date: 2024.08.01 SAMSUNG DISPLAY CO LTD
  • US20240260294A1 patent drawing
  • US20240260294A1 patent drawing
  • US20240260294A1 patent drawing

AI summary

A condensed cyclic compound satisfying Expression 1, a light-emitting device including a first electrode, a second electrode facing the first electrode, and an interlayer between the first electrode and the second electrode and including the condensed cyclic compound, and an electronic apparatus and electronic equipment that include the light-emitting device are provided. Expression 1 is:SA1/V1≤0.89 Å−1 wherein, in Expression 1,SA1 indicates a surface area of the condensed cyclic compound, and V1 indicates a volume of the condensed cyclic compound.