Condensed Cyclic OLED Emitter for Low-Voltage Stable Emission

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Solution Overview

Problem

Existing organic light-emitting devices (OLEDs) face challenges in achieving high efficiency, low driving voltage, and long lifespan due to chemical instability and limited electron delocalization in their materials.

Innovation Solution

The use of a condensed cyclic compound represented by Formula 1, which features a wide plate-like structure with boron atoms and heteroring substitutions, enhances electron delocalization and rigidity, leading to increased polarizability and f value, thereby improving the efficiency and stability of OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If conventional organic materials are used in OLEDs, then the device structure is simpler, but the chemical stability is poor and electron delocalization is limited

Engineering Contradiction:
Improvechemical stabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent employs composite molecular structures combining boron atoms with heteroring units (such as triphenylene, pyrene, or dibenzofuran) to create condensed cyclic compounds. This composite approach enhances chemical stability and electron delocalization while maintaining reasonable structural complexity. The boron-containing core provides structural rigidity and stability, while the heteroring substituents contribute to electron delocalization and optical properties.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces specific functional groups and heteroring units at particular positions on the boron-containing core structure. By strategically placing electron-donating or electron-withdrawing groups, and selecting specific heteroring units (e.g., triphenylene for rigidity, pyrene for electron delocalization), the molecule achieves optimal balance between stability and electronic properties without excessive overall complexity.

Inventive Principle:
Principle #3Local quality

2Productivity

If materials with limited electron delocalization are used, then the molecular structure is simpler, but the quantum yield and efficiency are reduced

Engineering Contradiction:
Improvequantum yieldVSAvoidelectron delocalization structure
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent combines boron-containing cyclic structures with extended π-conjugated heteroring units to create composite molecules with enhanced electron delocalization. The boron atom's empty p-orbital participates in the π-system, extending electron delocalization across the entire molecular framework. This increases quantum yield and electroluminescence efficiency while maintaining controlled structural complexity through systematic molecular design.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent transitions from simple planar aromatic structures to three-dimensional condensed cyclic architectures with boron atoms at the center. This dimensional transformation creates a rigid, planarized structure that facilitates extensive π-π stacking and electron delocalization in multiple directions, thereby enhancing quantum yield without proportionally increasing structural complexity.

Inventive Principle:
Principle #17Another dimension (Dimensionality change)

3Use of energy by moving object

If driving voltage is reduced, then energy consumption decreases, but device performance and stability may be compromised

Engineering Contradiction:
Improvedriving voltageVSAvoiddevice performance
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent modifies key molecular parameters including HOMO-LUMO energy gap, electron mobility, and charge injection barriers through strategic selection of heteroring units and substituents on the boron-containing core. By tuning these parameters, the material achieves optimal charge transport and recombination characteristics that enable low driving voltage operation while maintaining high device performance and stability. The boron-containing structure specifically facilitates efficient charge injection and transport.

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 condensed cyclic compound results in OLEDs with low driving voltage, high maximum quantum yield, and extended lifespan by increasing electron density and reducing chemical instability.

Implementation Method 1

enhances electron delocalization and rigidity, leading to increased polarizability and f value

Methodology Applied
Scientific EffectElectron delocalization:

Implementation Method 2

enhances electron delocalization and rigidity, leading to increased polarizability and f value

Methodology Applied
Scientific EffectPolarizability:

Implementation Method 3

results in OLEDs with low driving voltage, high maximum quantum yield, and extended lifespan by increasing electron density and reducing chemical instability

Methodology Applied
Scientific EffectElectron density:

Implementation Method 4

the capping layer has a refractive index of 1.6 or more

Methodology Applied
Scientific EffectRefraction: Refraction

Data Source

PatentUS12371614B2Condensed cyclic compound, organic light-emitting device including the same and electronic apparatus including the organic light emitting device
Publication Date: 2025.07.29 SAMSUNG DISPLAY CO LTD
  • US12371614B2 patent drawing
  • US12371614B2 patent drawing
  • US12371614B2 patent drawing

AI summary

Provided are a condensed cyclic compound represented by Formula 1, an organic light-emitting device including the same, and an electronic apparatus including the organic light-emitting device. The organic light-emitting device includes; a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode, the organic layer including an emission layer; and the condensed cyclic compound represented by Formula 1.