Azine-Based Heterocyclic Compounds for Lower-Voltage OLEDs

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Solution Overview

Problem

Existing organic light-emitting devices face challenges in enhancing performance, lifetime, and efficiency, particularly in terms of driving voltage, light efficiency, and thermal stability of the organic thin film materials.

Innovation Solution

A heterocyclic compound represented by Chemical Formula 1 is used as a material for organic light-emitting devices, functioning as a hole injection, hole transfer, hole blocking, light emitting, electron transfer, or electron injection material, which includes an azine-based substituent with enhanced electron withdrawing properties to improve electron transfer capability and thermal stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional organic thin film materials are used, then device structure is simple, but driving voltage is high and light efficiency is low

Engineering Contradiction:

Improvedriving voltageVSAvoidcompound structure

Core Design Contradiction:

PowerVSDevice complexity

Solution Approach 1:

The patent changes the chemical parameters of the organic thin film material by introducing specific heterocyclic structures (triazine, pyrimidine, pyridine rings) and substituent groups. This chemical parameter modification optimizes electron withdrawing properties and molecular stability, resulting in reduced driving voltage and enhanced light efficiency without significantly complicating the device structure.

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining heterocyclic cores with various substituent groups (aryl, heteroaryl, alkyl). This composite approach creates materials with tailored electronic properties, achieving optimal balance between driving voltage, light efficiency, and thermal stability through synergistic molecular design.

Inventive Principle:

Principle #40Composite materials

2Duration of action of moving object

If conventional organic thin film materials are used, then manufacturing process is simple, but lifetime and efficiency are insufficient

Engineering Contradiction:

Improvedevice lifetimeVSAvoidsynthesis process

Core Design Contradiction:

Duration of action of moving objectVSEase of manufacture

Solution Approach 1:

The patent modifies molecular parameters by incorporating heterocyclic rings with specific nitrogen configurations and stabilizing substituent groups. These parameter changes enhance thermal stability and molecular robustness, directly improving device lifetime. The synthesis complexity increases moderately but remains feasible through standard organic chemistry techniques.

Inventive Principle:

Principle #35Parameter changes

3Temperature

If conventional organic thin film materials are used, then thermal stability is insufficient, but device structure remains simple

Engineering Contradiction:

Improvethermal stabilityVSAvoidmolecular structure

Core Design Contradiction:

TemperatureVSDevice complexity

Solution Approach 1:

The patent changes thermal parameters by introducing rigid heterocyclic frameworks (triazine, pyrimidine, pyridine) with high ring stability and strategic substituent placement. These structural parameter modifications significantly raise thermal decomposition temperatures and glass transition points, achieving superior thermal stability. The molecular structure becomes more complex but follows systematic design patterns that facilitate synthesis.

Inventive Principle:

Principle #35Parameter changes

4Reliability

If conventional materials are used, then electron transfer capability is limited, but material selection is simpler

Engineering Contradiction:

Improveelectron transfer capabilityVSAvoidmaterial selection flexibility

Core Design Contradiction:

ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies local quality optimization by placing electron-withdrawing heterocyclic groups at specific positions within the molecular structure. This localized electronic modification enhances electron transfer capability at critical interfaces while maintaining overall material versatility. The systematic substitution patterns allow flexible adaptation to different device configurations.

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 compound lowers the driving voltage, enhances light efficiency, and increases the device's lifetime by improving electron transfer and hole blocking capabilities, thereby increasing thermal stability and molecular stability.

Implementation Method 1

the compound is capable of performing a role of a hole injection material, a hole transfer material, a hole blocking material, a light emitting material, an electron transfer material, an electron injection material

Methodology Applied

Scientific EffectElectron transfer:

Implementation Method 2

When a voltage is applied to an organic light emitting device having such a structure, 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

PatentUS12415823B2Heterocyclic compound and organic light-emitting device comprising same

Publication Date: 2025.09.16 LT MATERIALS CO LTD

AI summary

The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.