Pyrazine-Based Semiconducting Material for Balanced OLED Charge Injection

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Solution Overview

Problem

Existing organic semiconducting devices, such as OLEDs, face challenges in achieving balanced electron and hole injection, leading to inefficiencies in performance, lifetime, and power consumption, particularly in large-size displays and high brightness applications.

Innovation Solution

A compound of formula (I) is developed, which forms the basis of a semiconducting material used in organic electronic devices, enhancing electron mobility and electrochemical stability, thereby improving device performance and longevity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic semiconducting materials are used in OLEDs, then device structure and basic functionality are maintained, but electron mobility and electrochemical stability are insufficient, leading to poor performance and short lifetime

Engineering Contradiction:
Improvedevice lifetimeVSAvoidelectron mobility
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent employs composite materials by combining a pyrazine core structure with multiple aromatic rings (phenyl, pyridine, triazine) and various substituents to create a sophisticated organic semiconducting material. This composite molecular structure enhances both electron mobility and electrochemical stability, resolving the contradiction between productivity and reliability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies molecular parameters by adjusting the substitution patterns on the pyrazine core and varying the aromatic ring configurations to optimize electronic properties. These parameter changes enable simultaneous improvement of electron mobility and electrochemical stability, addressing the technical contradiction.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If organic semiconductor layer is developed to increase electron mobility, then device efficiency improves, but electrochemical stability deteriorates, reducing device lifetime

Engineering Contradiction:
Improveelectron mobilityVSAvoidelectrochemical stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention uses composite molecular structures where the pyrazine core is combined with electron-transports aromatic systems and stabilizing substituents. This composite approach allows the material to achieve high electron mobility while maintaining electrochemical stability, eliminating the trade-off between productivity and reliability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies local quality by introducing specific functional groups and substituents at particular positions on the molecular structure. The pyrazine core provides electron transport capability while specific aromatic substitutions provide electrochemical stability, allowing different parts of the molecule to fulfill different functions simultaneously.

Inventive Principle:
Principle #3Local quality

3Use of energy by moving object

If operating voltage is reduced to lower power consumption, then energy efficiency improves, but current injection balance deteriorates, reducing device performance

Engineering Contradiction:
Improvepower consumptionVSAvoidcurrent injection balance
Core Design Contradiction:
Use of energy by moving objectVSProductivity

Solution Approach 1:

The patent changes the electronic parameters of the organic semiconductor material by optimizing molecular orbitals and energy levels through structural modifications. This enables balanced electron and hole injection at lower operating voltages, improving energy efficiency without sacrificing device performance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The composite molecular structure combines electron-donating and electron-withdrawing groups to create balanced charge transport properties. This allows simultaneous achievement of good current injection balance and low power consumption by optimizing the electronic structure of the semiconductor material.

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 compound and semiconducting material improve the lifetime and current efficiency of organic electronic devices, particularly in large-size displays, by balancing electron and hole injection, reducing power consumption, and extending battery life.

Implementation Method 1

development of an organic semiconductor layer being capable of increasing electron mobility and simultaneously increasing electrochemical stability

Methodology Applied
Scientific EffectElectron mobility enhancement: Conduction (electrical)

Implementation Method 2

the injection and flow of holes and electrons should be balanced, so that an OLED having the above-described structure has excellent efficiency

Methodology Applied
Scientific EffectCharge carrier injection: Conduction (electrical)

Data Source

PatentEP4389743B1Compound, semiconducting material, organic electronic device, display device and method for preparing the same
Publication Date: 2025.08.27 NOVALED GMBH
  • EP4389743B1 patent drawingFigure 1~2
  • EP4389743B1 patent drawingFigure 3
  • EP4389743B1 patent drawingFigure 4

AI summary

The present invention relates to a compound. The present invention relates further to a semiconducting material comprising the compound, to an organic electronic device comprising the semiconducting material, to a display device comprising the organic electronic device, and to a process for preparing the organic electronic device.