Triphenylene Derivatives for OLED Matrix Materials

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Solution Overview

Problem

Current organic electroluminescent devices (OLEDs) face challenges in efficiency, operating voltage, and lifetime, particularly when using triplet emission materials, and existing matrix materials do not adequately address these issues for red, green, and blue phosphorescent OLEDs.

Innovation Solution

The development of triphenylene derivatives for use as matrix materials or electron-transport/hole-blocking compounds, specifically formulated to enhance the performance of OLEDs by improving power efficiency, stability, and reducing operating voltage through specific structural formulations and synthesis methods.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If organometallic complexes are used as phosphorescence emitters, then quantum efficiency is improved (up to four-fold), but device lifetime and operating voltage remain insufficient

Engineering Contradiction:
Improvequantum efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent modifies the molecular structure of matrix materials by introducing specific substituents (electron-withdrawing groups like CF3, CN, or electron-donating groups like OMe, tBu) to adjust the HOMO-LUMO energy levels. This parameter optimization enables better energy matching with phosphorescent emitters, improving both efficiency and device stability without compromising lifetime

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite systems combining triphenylene-derived matrix materials with phosphorescent metal complexes (Ir, Pt, Os). The matrix material serves as both the host for the emitter and the electron transport medium, creating a synergistic composite that simultaneously achieves high quantum efficiency and extended device lifetime through optimized energy transfer and charge transport

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If organometallic complexes are used as phosphorescence emitters, then quantum efficiency is improved, but operating voltage remains high

Engineering Contradiction:
Improvequantum efficiencyVSAvoidoperating voltage
Core Design Contradiction:
Use of energy by moving objectVSPower

Solution Approach 1:

The patent systematically adjusts the HOMO and LUMO energy levels of the matrix material through substituent modification. By lowering the LUMO level and optimizing the HOMO level, the material achieves better electron injection from the cathode and improved electron transport, thereby reducing operating voltage while maintaining high phosphorescence efficiency

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If existing matrix materials (indolocarbazole, indenocarbazole, triphenylene derivatives) are used, then device structure is maintained, but efficiency, lifetime, and operating voltage remain insufficient

Engineering Contradiction:
Improvedevice structureVSAvoiddevice efficiency
Core Design Contradiction:
Stability of the object's compositionVSProductivity

Solution Approach 1:

The patent optimizes the energy levels, molecular weight, and structural parameters of triphenylene-based matrix materials. By controlling the substitution pattern and molecular weight, the material achieves optimal balance between structural stability (maintaining device integrity) and high efficiency (improved charge transport and energy transfer), resolving the contradiction between structural maintenance and performance enhancement

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 triphenylene derivatives significantly increase power efficiency, extend the lifetime of OLEDs, and lower operating voltage, attributed to improved electron injection and material properties, making them suitable for red, green, and blue phosphorescent OLED applications.

Implementation Method 1

improvements in the OLED properties... improved electron injection... significant improvements in the OLED properties

Methodology Applied
Scientific EffectElectron injection: Electron Beam

Implementation Method 2

The emitting materials employed here are frequently organometallic complexes, which exhibit phosphorescence instead of fluorescence... up to four-fold energy and power efficiency is possible

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS9978957B2Materials for organic electroluminescent devices
Publication Date: 2018.05.22 MERCK PATENT GMBH
  • US9978957B2 patent drawing
  • US9978957B2 patent drawing
  • US9978957B2 patent drawing

AI summary

Triphenylene derivatives, in particular for use as triplet matrix materials in organic electroluminescent devices, one of example of which is represented by formula I. The invention furthermore relates to a process for the preparation of the triphenylene derivatives and to electronic devices comprising the triphenylene derivatives.