OLED Hole-Injection Layer Using Electron-Acceptor Compounds

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Solution Overview

Problem

Current OLEDs face challenges in achieving efficient hole-injection due to the barrier created by the work function difference between common anode materials and hole-transport materials, leading to increased operating voltage, and there is a need for alternative electron-acceptor materials with high electron affinity, good solubility, and stability to improve device performance and efficiency.

Innovation Solution

Development of novel compounds of formula (2A) that serve as electron-acceptor materials, which can be used as p-dopants or main components in hole-transporting layers, facilitating efficient hole-injection and reducing operating voltage while maintaining low absorption in the visible region, thereby enhancing the performance of OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Device complexity

If common anode materials (indium-tin oxide) are used with typical hole-transport materials, then the device structure is simple, but the work function difference creates a barrier for hole-injection leading to increased operating voltage

Engineering Contradiction:
Improvedevice structureVSAvoidoperating voltage
Core Design Contradiction:
Device complexityVSPower

Solution Approach 1:

The patent introduces electron-acceptor compounds as intermediary substances between the anode and hole-transport layer. These compounds act as mediators that facilitate hole-injection by creating favorable energy level alignment, thereby reducing the operating voltage without complicating the overall device structure. The electron-acceptor compounds form a hole-injection layer that bridges the energy gap between the anode and hole-transport materials.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of operation

If p-dopants are added to hole-transport layers to improve hole-injection, then hole-injection properties are enhanced, but the device requires additional doping processes and material combinations increasing complexity

Engineering Contradiction:
Improvehole-injection propertiesVSAvoidlayer structure
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The patent combines the functions of hole-transport and hole-injection enhancement into a single integrated layer by incorporating electron-acceptor compounds directly into the hole-transport layer formulation. This merging approach eliminates the need for separate doping processes or additional interfacial layers, thereby improving hole-injection properties while maintaining relatively simple device structure.

Inventive Principle:
Principle #5Merging (Combining)

3Power

If electron-acceptor materials with high electron affinity are used to improve hole-injection, then operating voltage decreases, but the materials may exhibit increased absorption in the visible region affecting emission characteristics

Engineering Contradiction:
Improveoperating voltageVSAvoidlight absorption
Core Design Contradiction:
PowerVSObject-generated harmful factors

Solution Approach 1:

The patent applies local quality by selecting electron-acceptor compounds with specific molecular structures that localize their electronic transitions in the ultraviolet region rather than the visible region. The compounds are designed with particular chromophore arrangements and conjugation patterns that confine their absorption characteristics to non-visible wavelengths, thereby reducing operating voltage without compromising the visible emission properties of the OLED.

Inventive Principle:
Principle #3Local quality

4Ease of operation

If novel compounds of formula (2A) are developed with high electron affinity, then hole-injection efficiency improves, but the solubility and processability of the materials must be maintained for optimal fabrication

Engineering Contradiction:
Improvehole-injection efficiencyVSAvoidsolubility and processability
Core Design Contradiction:
Ease of operationVSEase of manufacture

Solution Approach 1:

The patent employs composite material design by combining the electron-acceptor core structure of formula (2A) with various solubilizing side chains and substituents. These composite molecules integrate the high electron affinity necessary for efficient hole-injection with structural elements that enhance solubility in common organic solvents, thereby facilitating solution-based processing methods while maintaining superior electrical performance.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP3642185B1Materials for organic electroluminescent devices
Publication Date: 2024.04.03 MERCK PATENT GMBH
  • EP3642185B1 patent drawing
  • EP3642185B1 patent drawing
  • EP3642185B1 patent drawing

AI summary

The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.