Organic Semiconductor Compound for OLED Voltage and Stability

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Solution Overview

Problem

There is a need to improve the performance of organic semiconductor materials and devices, specifically to enhance operating voltage, efficiency, lifetime, and voltage stability over time, while also improving LUMO energy, dipole moment, and thermal properties.

Innovation Solution

A compound of formula (I) is introduced, which is used to form an organic semiconductor layer in organic electronic devices. This compound has specific structural features, including various substituents and functional groups, that enhance the device's performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional organic semiconductor materials are used, then device structure and manufacturing process are simple, but operating voltage is high and efficiency is low

Engineering Contradiction:
Improveoperating voltageVSAvoidcompound structure
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent modifies the molecular structure parameters of organic semiconductor materials by introducing specific functional groups (quinoxaline, pyrimidine, triazine) and substituent patterns. This changes the electronic properties including HOMO/LUMO energy levels, dipole moments, and charge carrier mobility, thereby reducing operating voltage and improving efficiency without fundamentally changing the device architecture

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite organic semiconductor compounds by combining electron-deficient core structures (quinoxaline, pyrimidine, triazine) with electron-donating substituent groups. This composite molecular design optimizes charge transport properties and energy levels, enabling lower operating voltages and higher efficiency while maintaining structural feasibility for existing OLED manufacturing processes

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional organic semiconductor materials are used, then manufacturing process is simple, but lifetime and voltage stability are poor

Engineering Contradiction:
Improvelifetime and voltage stabilityVSAvoidprocessing complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes molecular parameters such as dipole moment, HOMO/LUMO energy levels, and thermal stability by selecting specific core structures and substituent combinations. These parameter optimizations enhance device lifetime and voltage stability by improving charge balance and reducing degradation mechanisms, while the compounds remain compatible with existing vacuum deposition and solution processing techniques

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces specific functional groups at particular positions within the molecular structure to locally enhance stability and charge transport properties. For example, electron-withdrawing groups are placed at specific locations to improve electron mobility and voltage stability, while maintaining overall molecular compatibility with standard manufacturing processes

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If organic semiconductor materials with good volatility are used, then thermal stability may be compromised, but processing properties at elevated temperatures are needed

Engineering Contradiction:
Improveprocessing properties at elevated temperaturesVSAvoidthermal stability
Core Design Contradiction:
Ease of manufactureVSTemperature

Solution Approach 1:

The patent carefully balances molecular parameters to achieve optimal volatility and thermal stability. By adjusting substituent types and positions on the quinoxaline, pyrimidine, or triazine cores, the compounds exhibit appropriate vapor pressures for vacuum deposition while maintaining thermal stability during device operation and processing. The molecular weight and structural rigidity are optimized to prevent excessive thermal degradation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures that combine volatile components (for easy deposition) with thermally stable frameworks (quinoxaline, pyrimidine, triazine cores). This composite design enables the material to volatilize at deposition temperatures while maintaining structural integrity and stability during device operation at elevated temperatures

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP4501907A1Compound of formula (i) and their use in an organic electronic device
Publication Date: 2025.02.05 NOVALED GMBH
  • EP4501907A1 patent drawingFigure 1~2
  • EP4501907A1 patent drawingFigure 3~4
  • EP4501907A1 patent drawingFigure 5~6

AI summary

The present invention is directed to a compound of formula (I), wherein A 1 is represented by formula (II) and B 1 is represented by formula (III), and their use in an organic electronic device.