Quinoxaline Derivative Composition for Low-Voltage OLED Emission

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Solution Overview

Problem

Existing light-emitting devices face challenges in achieving high emission efficiency, long lifetime, low driving voltage, and high reliability while maintaining low power consumption.

Innovation Solution

A quinoxaline derivative organic compound is introduced, represented by General Formula (G1), which features a quinoxaline skeleton bonded to an anthracene skeleton through an arylene group, enhancing electron-transport properties and reducing steric hindrance for improved electron transfer.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If conventional organic compounds are used in light-emitting devices, then the devices can operate, but emission efficiency is insufficient

Engineering Contradiction:
Improveemission efficiencyVSAvoiddevice performance
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent modifies molecular parameters by changing the chemical structure from conventional organic compounds to quinoxaline derivatives with specific substituents (aromatic rings, heteroatoms), which alters electron transport properties and HOMO/LUMO energy levels, thereby improving emission efficiency while maintaining device reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite molecular structures combining quinoxaline core with various aromatic substituents (phenyl, naphthyl, carbazole groups), creating hybrid organic compounds that exhibit synergistic effects for enhanced emission efficiency and stable device operation

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If conventional organic compounds are used, then devices can function, but lifetime is limited

Engineering Contradiction:
Improvedevice lifetimeVSAvoiddevice stability
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The patent changes molecular stability parameters by introducing rigid quinoxaline skeleton and stable aromatic substituents, which resist degradation from electrical stress and environmental factors, thereby extending device lifetime while preserving operational reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention replaces conventional organic compounds with quinoxaline derivatives that have superior chemical stability and resistance to oxidation, effectively creating long-lasting materials that maintain performance over extended operational periods

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Power

If conventional organic compounds are used, then devices can operate, but driving voltage is high

Engineering Contradiction:
Improvedriving voltageVSAvoidpower consumption
Core Design Contradiction:
PowerVSLoss of energy

Solution Approach 1:

The patent optimizes energy level parameters by designing quinoxaline derivatives with appropriate HOMO/LUMO gaps and electron affinity, enabling efficient charge injection and transport at lower voltages, thus reducing power consumption while maintaining emission efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The quinoxaline derivative acts as an intermediary material between electrodes and emission layers, facilitating smooth charge transfer through its dual electron-transport and hole-transport capabilities, which reduces energy barriers and driving voltage requirements

Inventive Principle:
Principle #24Intermediary (Mediator)

4Loss of energy

If conventional organic compounds are used, then devices can function, but emission efficiency and reliability cannot be simultaneously optimized

Engineering Contradiction:
Improveemission efficiencyVSAvoiddevice reliability
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent applies local quality enhancement by placing specific functional groups (electron-donating or electron-withdrawing substituents) at particular positions on the quinoxaline core, optimizing electron/hole transport in specific regions of the molecule to simultaneously improve emission efficiency and device reliability

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention creates composite molecular structures combining quinoxaline with aromatic substituents that provide complementary functions (electron transport, hole transport, stability), achieving synergistic effects that optimize both emission efficiency and reliability

Inventive Principle:
Principle #40Composite materials

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 quinoxaline derivative organic compound in light-emitting devices results in enhanced emission efficiency, extended lifetime, reduced driving voltage, and improved reliability, while maintaining low power consumption.

Implementation Method 1

enhancing electron-transport properties

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Implementation Method 2

recombination of electrons and holes injected from the electrodes, which brings a light-emitting substance (organic compound) contained in the EL layer into an excited state. Light is emitted when the light-emitting substance returns to the ground state from the excited state

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

Light emission from a singlet excited state is referred to as fluorescence

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 4

Light emission from a triplet excited state is referred to as phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS12295260B2Organic compound, light-emitting device, light-emitting apparatus, electronic device, and lighting device
Publication Date: 2025.05.06 SEMICON ENERGY LAB CO LTD
  • US12295260B2 patent drawing
  • US12295260B2 patent drawing
  • US12295260B2 patent drawing

AI summary

A quinoxaline derivative that is a novel organic compound is provided. A quinoxaline derivative represented by General Formula (G1) has a structure in which a quinoxaline skeleton is bonded to the 9-position of an anthracene skeleton, the 10-position of the anthracene skeleton is bonded to a heteroaromatic ring, and the 3-position of the heteroaromatic ring is nitrogen.In General Formula (G1) shown above, a and b each independently represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms in a ring. In addition, m and n are each independently 0, 1, or 2.