Fluorinated Formula (1) Organic Semiconductor Compounds for Voltage Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing organic semiconductor materials and devices face challenges in achieving improved operating voltage, lifetime, and voltage stability, as well as thermal properties, necessitating the development of compounds with enhanced characteristics.

Innovation Solution

The introduction of a compound of Formula (1) comprising specific metal cations (Na, K, or Cs) and fluorinated substituents in the semiconductor layer, which balances hole and electron injection, thereby improving device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic semiconductor materials are used, then device structure is simple, but operating voltage stability and device lifetime are insufficient

Engineering Contradiction:
Improveoperating voltage stability and device lifetimeVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite materials by combining organic semiconductor compounds with metal complexes (such as Ir(III), Pt(II), Pd(II), Au(I), Cu(I)) to form a composite semiconductor layer. This composite structure integrates the advantages of both organic materials (flexibility, processability) and metal complexes (photostability, electroluminescence efficiency), thereby improving operating voltage stability and device lifetime while managing the increased structural complexity through systematic material design.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies parameter changes by systematically varying key parameters of the organic semiconductor compounds including introducing electron-donating or electron-withdrawing substituents, adjusting molecular weight, modifying HOMO/LUMO energy levels, and controlling glass transition temperatures. These parameter optimizations enable fine-tuning of charge transport properties and electrochemical stability, directly improving device performance and reliability.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If existing semiconductor layers are used, then manufacturing process is simple, but charge transport balance is insufficient

Engineering Contradiction:
Improvecharge transport efficiencyVSAvoidlayer structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent segments the semiconductor layer into functionally distinct regions or sub-layers with different organic semiconductor compounds optimized for specific functions: one region optimized for hole transport (with appropriate HOMO levels) and another for electron transport (with appropriate LUMO levels). This segmentation enables independent optimization of charge transport pathways, improving overall charge balance and efficiency while managing complexity through modular layer design.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies local quality by incorporating different types of organic semiconductor compounds at different locations within the semiconductor layer. Electron-rich compounds are placed in regions requiring electron injection, while electron-deficient compounds are positioned for hole transport. This spatial differentiation of material properties optimizes local charge transport characteristics and improves overall device efficiency.

Inventive Principle:
Principle #3Local quality

3Temperature

If conventional compounds are used, then thermal properties are insufficient, but introducing new compounds increases synthesis complexity

Engineering Contradiction:
Improvethermal stability and glass transition temperatureVSAvoidsynthesis complexity
Core Design Contradiction:
TemperatureVSEase of manufacture

Solution Approach 1:

The patent systematically modifies molecular parameters of organic semiconductor compounds to enhance thermal properties. This includes increasing molecular weight through polymerization or oligomerization, introducing rigid aromatic groups to raise glass transition temperatures, and optimizing intermolecular interactions. These parameter changes improve thermal stability and processing windows while maintaining reasonable synthesis routes through established organic chemistry methodologies.

Inventive Principle:
Principle #35Parameter changes

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 of Formula (1) enhances operating voltage stability, extends device lifetime, and improves thermal properties, resulting in superior organic electronic devices.

Implementation Method 1

holes injected from the anode move to the EML, via the HTL, and electrons injected from the cathode move to the EML, via the ETL. The holes and electrons recombine in the EML to generate excitons.

Methodology Applied
Scientific EffectCharge carrier injection and transport: Conduction (electrical)

Implementation Method 2

the invention solves the problem underlying the present invention by enabling devices in various aspects superior over the organic electroluminescent devices known in the art, in particular with respect to operating voltage over lifetime, improved lifetime and/or improved voltage stability over time

Methodology Applied
Scientific EffectElectrochemical stability:

Implementation Method 3

The holes and electrons recombine in the EML to generate excitons. When the excitons drop from an excited state to a ground state, light is emitted.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP4244911B1Organic electronic device comprising a compound of formula (1), display device comprising the organic electronic device as well as compounds of formula (1) for use in organic electronic devices
Publication Date: 2025.09.03 NOVALED GMBH
  • EP4244911B1 patent drawingFigure 1~2
  • EP4244911B1 patent drawingFigure 3~4
  • EP4244911B1 patent drawingFigure 5~6

AI summary

The present invention relates to an organic electronic device comprising a semiconductor layer which comprises a compound of formula (1).