Anthracene Derivative Molecular Design for OLED Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

The development of stable and efficient materials for organic material layers in organic light emitting devices has not been fully realized, limiting the devices' performance in terms of efficiency, drive voltage, and stability.

Innovation Solution

A novel anthracene derivative with a heteroaryl group is synthesized and used to form organic material layers in organic electronic devices, enhancing efficiency, reducing drive voltage, and improving stability through Suzuki coupling reactions and other standard processes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional anthracene derivatives are used, then charge carrier mobility can be achieved, but the materials show poor stability in the crystalline state and require complex structural modifications to improve performance

Engineering Contradiction:
ImprovestabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent combines anthracene core with specific side chain groups (combining electron-donating and electron-withdrawing groups) to create a composite molecular structure that achieves both high stability and good charge carrier mobility without requiring complex modifications. Formula (1) shows the composite structure with R1-R6 representing different substituent groups that work together to optimize both stability and electronic properties.

Inventive Principle:
Principle #40Composite materials

2Reliability

If anthracene derivatives with high electron affinity are used, then n-type semiconductor properties are achieved, but the materials exhibit poor charge carrier mobility

Engineering Contradiction:
Improven-type semiconductor propertyVSAvoidcharge carrier mobility
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent applies local quality by introducing different substituent groups at specific positions (R1-R6) on the anthracene core. Electron-withdrawing groups are placed to provide n-type properties, while electron-donating groups are positioned to maintain high charge carrier mobility. This localized functional differentiation allows simultaneous optimization of both n-type semiconductor properties and charge carrier mobility within the same molecular structure.

Inventive Principle:
Principle #3Local quality

3Speed

If structural modifications are made to improve charge carrier mobility, then mobility increases, but the stability of the crystalline state deteriorates

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidcrystalline state stability
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent systematically varies parameters including the type of substituent groups (electron-donating vs. electron-withdrawing), their positions (R1-R6), and their chain lengths to optimize the balance between charge carrier mobility and crystalline stability. By carefully adjusting these parameters in Formula (1), the patent achieves molecular structures that pack efficiently in the crystalline state while maintaining high charge carrier mobility through appropriate HOMO/LUMO energy level configurations.

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 novel anthracene derivative improves the efficiency, drive voltage, and stability of organic electronic devices, particularly in organic light emitting devices, by being used in various organic material layers such as light emitting and electron transporting layers.

Implementation Method 1

holes from the anode and electrons from a cathode are injected into the organic material layer, the holes and the electrons injected are combined together to form excitons

Methodology Applied
Scientific EffectElectron-hole transport:

Implementation Method 2

when the excitons drop to a ground state, lights are emitted

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

enhancing efficiency, reducing drive voltage, and improving stability through Suzuki coupling reactions and other standard processes

Methodology Applied
Scientific EffectSuzuki coupling reaction: Chemical Bonding

Data Source

PatentEP1991514B1Novel anthracene derivative and organic electronic device using the same
Publication Date: 2017.12.20 LG CHEM LTD
  • EP1991514B1 patent drawingFigure 1~2
  • EP1991514B1 patent drawingFigure 3
  • EP1991514B1 patent drawing

AI summary

The present invention provides a novel anthracene derivative and an organic electronic device using the same. The organic electronic device according to the present invention shows excellent characteristics in efficiency, drive voltage, and life time.