Heterocyclic Compound for OLED Energy Level and Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing organic light emitting devices face challenges in achieving optimal performance, lifetime, and efficiency due to limitations in materials that can satisfy requirements for energy level, electrochemical stability, and thermal stability.

Innovation Solution

A heterocyclic compound is introduced, which can be used as a material for organic light emitting devices, performing roles such as hole injection, hole transfer, light emission, electron transfer, or electron injection. This compound, when incorporated into the device, enhances the electron stability, energy level, and thermal stability, leading to improved device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic thin film materials are used, then the device can be manufactured with standard materials, but the device lifetime and efficiency are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmaterial availability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure of organic compounds by changing parameters such as introducing specific heterocyclic groups (triazine, pyrimidine, pyridine rings) and substituent patterns to achieve optimal HOMO/LUMO energy levels, electrochemical stability, and thermal stability, thereby resolving the contradiction between device lifetime and material availability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining dibenzofuran cores with N-containing heterocyclic rings and various substituents (phenyl, naphthyl, carbazole groups) to create materials that simultaneously achieve high lifetime, efficiency, and manufacturability through synergistic structural design

Inventive Principle:
Principle #40Composite materials

2Productivity

If materials with proper energy levels are selected, then device efficiency improves, but electrochemical and thermal stability may be compromised

Engineering Contradiction:
Improvedevice efficiencyVSAvoidelectrochemical stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent applies local quality by introducing electron-withdrawing N-containing heterocyclic rings at specific positions (positions 2 and 4 of dibenzofuran) to locally adjust electron distribution and energy levels, achieving both high efficiency through proper HOMO/LUMO alignment and enhanced electrochemical stability through delocalized electron structures

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The N-containing heterocyclic rings act as intermediaries that mediate between the dibenzofuran core and substituent groups, facilitating electron delocalization and achieving a balance between energy level requirements for efficiency and structural stability for electrochemical performance

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If the compound structure is optimized for electron stability, then device driving stability improves, but manufacturing complexity may increase

Engineering Contradiction:
Improvedriving stabilityVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the molecular structure into distinct functional modules: a dibenzofuran core unit, N-containing heterocyclic rings (triazine, pyrimidine, pyridine), and substituent groups (phenyl, naphthyl, carbazole). This modular segmentation achieves electron stability through systematic design while maintaining reasonable manufacturing complexity through repeated use of standardized structural units

Inventive Principle:
Principle #1Segmentation

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 heterocyclic compound results in organic light emitting devices with improved lifetime, driving stability, and efficiency, as well as a more electron-stable structure, which contributes to better overall device performance.

Implementation Method 1

a compound of the invention has a more electron-stable structure by delocalizing LUMO electrons of the N-containing ring side

Methodology Applied
Scientific EffectElectron delocalization:

Implementation Method 2

electrons and holes injected from the two electrodes bind and pair in the organic thin film, and light emits as these annihilate

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP4043454B1Heterocyclic compound, organic light-emitting diode comprising same, composition for organic layer of organic light-emitting diode, and method for manufacturing organic light-emitting diode
Publication Date: 2025.05.21 LT MATERIALS CO LTD
  • EP4043454B1 patent drawingFigure 1~2
  • EP4043454B1 patent drawingFigure 3
  • EP4043454B1 patent drawing

AI summary

The present specification provides a heterocyclic compound represented by Chemical Formula 1, an organic light emitting device comprising the same, a composition for an organic material layer of an organic light emitting device, and a method for manufacturing an organic light emitting device.