Triplet Matrix Materials for Low-Voltage Long-Life OLEDs

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Solution Overview

Problem

Current organic electroluminescent devices (OLEDs) face challenges in efficiency, operating voltage, and lifetime, particularly when using phosphorescent emitters, and there is a need for improved matrix materials that can enhance these aspects.

Innovation Solution

Development of carbazole, dibenzofuran, dibenzothiophene, and fluorene derivatives substituted with electron-deficient heteroaromatic groups, specifically designed as triplet matrix materials to improve the performance of OLEDs by forming compounds with specific structural formulas that act as matrix materials for phosphorescent or fluorescent emitters.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional matrix materials are used in phosphorescent OLEDs, then device structure is simple, but lifetime and efficiency are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmatrix material structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the molecular structure parameters of matrix materials by introducing electron-deficient heteroaromatic groups (triazine, pyrimidine, pyridine) at specific positions (2, 7-positions of carbazole; 2-positions of dibenzofuran/dibenzothiophene/fluorene). This structural parameter change optimizes triplet energy levels and improves device lifetime and efficiency without excessive complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite matrix materials by combining electron-rich heteroaromatic cores (carbazole, dibenzofuran, dibenzothiophene, fluorene) with electron-deficient heteroaromatic groups. This composite approach achieves synergistic effects that improve triplet matrix properties, lifetime, and efficiency beyond what single components can achieve

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional matrix materials are used in OLEDs, then manufacturing is simple, but efficiency and operating voltage are insufficient

Engineering Contradiction:
Improvedevice efficiencyVSAvoidmaterial synthesis
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent optimizes synthesis parameters by using standard heteroaromatic building blocks and well-established coupling reactions. The systematic approach to modifying molecular parameters (introducing electron-deficient groups at specific positions) follows predictable synthetic pathways that balance manufacturing feasibility with improved device efficiency

Inventive Principle:
Principle #35Parameter changes

3Use of energy by stationary object

If conventional matrix materials are used in phosphorescent OLEDs, then device structure is simple, but operating voltage is too high

Engineering Contradiction:
Improveoperating voltageVSAvoidmatrix material structure
Core Design Contradiction:
Use of energy by stationary objectVSDevice complexity

Solution Approach 1:

The patent changes electronic parameters of the matrix material by introducing electron-deficient heteroaromatic groups, which modify HOMO/LUMO energy levels and improve charge transport. This parameter optimization reduces operating voltage while maintaining reasonable structural complexity

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 use of these compounds significantly enhances the lifetime, efficiency, and reduces the operating voltage of OLEDs, particularly for red-, yellow-, and green-phosphorescent devices, by optimizing the properties of the matrix materials within the electroluminescent devices.

Implementation Method 1

The emitting materials employed are frequently organometallic complexes which exhibit phosphorescence instead of fluorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

the other materials used, such as, for example, matrix materials, are also of particular importance here

Methodology Applied
Scientific EffectEnergy transfer:

Data Source

PatentUS11895913B2Materials for organic light emitting devices
Publication Date: 2024.02.06 MERCK PATENT GMBH
  • US11895913B2 patent drawing
  • US11895913B2 patent drawing
  • US11895913B2 patent drawing

AI summary

The present invention describes carbazole, dibenzofuran, dibenzothiophene and fluorene derivatives which are substituted by electron-deficient heteroaryl groups, in particular for use as triplet matrix materials in organic electroluminescent devices. The invention furthermore relates to a process for the preparation of the compounds according to the invention and to electronic devices comprising these compounds.