Acridine Compounds for OLED Electron Transport

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Solution Overview

Problem

Current organic light-emitting diodes (OLEDs) face challenges in achieving high efficiency and long lifetime due to lower electron mobility and electrochemical stability, particularly when used in large-size flat panel displays, with existing materials having lower glass transition temperatures and higher operating voltages.

Innovation Solution

Development of acridine compounds with specific ring systems and substituents that enhance electron transport characteristics, allowing for increased charge mobility and stability, which can be used in electron transport layers or emission layers to improve OLED performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic materials are used in OLEDs, then the device structure can be maintained, but electron mobility and electrochemical stability are insufficient, leading to lower efficiency and shorter lifetime

Engineering Contradiction:
ImproveOLED lifetimeVSAvoidelectron mobility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent modifies the molecular structure parameters of organic compounds by introducing specific acridine ring systems with various substituents (R1-R6 groups including aryl, heteroaryl, alkyl, and heteroatom-containing groups). These structural parameter changes directly improve electron mobility and electrochemical stability, resolving the contradiction between material performance and device reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining acridine core units with diverse organic substituents (formula I structure). This composite approach allows optimization of both electron transport properties and electrochemical stability simultaneously, achieving high efficiency and long lifetime in OLEDs

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If existing organic materials are used, then the OLED structure remains simple, but glass transition temperature is low and operating voltage is high, reducing efficiency

Engineering Contradiction:
Improvecurrent efficiencyVSAvoidglass transition temperature
Core Design Contradiction:
Use of energy by moving objectVSTemperature

Solution Approach 1:

The patent systematically varies molecular parameters including ring system configuration (K1, K2), substituent types (R1-R6), and molecular weight through the formula I structure. These parameter optimizations simultaneously increase glass transition temperature (improving thermal stability) and enhance electron transport, thereby improving current efficiency while maintaining appropriate operating characteristics

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional materials are used in large-size flat panel displays, then manufacturing can proceed with existing processes, but electrochemical stability is insufficient for reliable operation

Engineering Contradiction:
Improveelectrochemical stabilityVSAvoidmaterial availability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention optimizes molecular parameters within the formula I framework to achieve enhanced electrochemical stability suitable for large-size displays. The systematic variation of substituents and ring systems allows tuning of electrochemical properties while maintaining compatibility with existing vacuum deposition and solution processing manufacturing techniques

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent divides the molecular structure into functional segments: the acridine core (providing electron transport), K1 and K2 ring systems (providing structural stability), and R1-R6 substituents (tuning electrochemical properties). This segmentation allows independent optimization of each component while maintaining overall manufacturability

Inventive Principle:
Principle #1Segmentation

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 acridine compounds significantly increase the glass transition temperature, leading to improved thermal stability and efficiency, resulting in higher current efficiency and longer lifetimes for OLEDs, while maintaining excellent electron transport properties.

Implementation Method 1

The host-guest system may exhibit photoluminescence or phosphorescence

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

Implementation Method 2

The host-guest system may exhibit photoluminescence or phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentEP3589617B1Acridine compound for use in an electronic device and display device
Publication Date: 2024.10.02 NOVALED GMBH
  • EP3589617B1 patent drawingFigure 1~2
  • EP3589617B1 patent drawingFigure 3~4
  • EP3589617B1 patent drawing

AI summary

The present invention relates to acridine compound of formula structure (I), and to an electron transport layer, which comprises at least one compound of formula (I), an semiconductor layer comprising at least one compound of formula (I) as well as to an electronic device comprising a semiconductor layer thereof.