Cyclic Guanidine OLED Host Materials for Efficiency and Lifetime

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Solution Overview

Problem

Current organic electroluminescent devices (OLEDs) face limitations in efficiency, operating voltage, and lifetime, particularly when using triplet emission phosphorescent materials, and there is a need for improved matrix materials that can enhance charge-transport properties and stability.

Innovation Solution

Development of compounds with cyclic guanidine moieties extended by a five-member ring, which act as matrix materials, hole-transport, electron-blocking, or electron-transport materials, offering improved efficiency, lifetime, and thermal stability when used in OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If phosphorescent emitters are used in OLEDs, then efficiency can be increased up to four-fold, but operating voltage and lifetime remain insufficient

Engineering Contradiction:
ImproveefficiencyVSAvoidlifetime
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent employs composite material systems combining phosphorescent emitters with specifically designed host materials containing cyclic guanidine moieties. This composite approach allows the phosphorescent emitter to achieve high efficiency while the host material provides improved lifetime and stability, resolving the contradiction between efficiency gain and reliability maintenance

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If phosphorescent emitters are used in OLEDs, then efficiency can be increased up to four-fold, but operating voltage remains insufficient

Engineering Contradiction:
ImproveefficiencyVSAvoidoperating voltage
Core Design Contradiction:
Use of energy by moving objectVSStress or pressure

Solution Approach 1:

The patent modifies the chemical and physical parameters of the host material by incorporating cyclic guanidine moieties with specific electronic properties. This changes the energy levels, charge transport characteristics, and interaction parameters between host and emitter, enabling high efficiency operation at reduced voltages

Inventive Principle:
Principle #35Parameter changes

3Device complexity

If conventional matrix materials are used, then device structure is simple, but charge-transport properties and stability are insufficient

Engineering Contradiction:
Improvematerial structureVSAvoidstability
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent introduces cyclic guanidine moieties at specific local positions within the host material structure. This localized structural modification provides enhanced charge-transport pathways and improved stability at critical interfaces, while maintaining overall material simplicity and ease of fabrication

Inventive Principle:
Principle #3Local quality

4Manufacturing precision

If materials are vapor-deposited via vacuum process, then manufacturing is precise, but thermal stability is critical and limiting

Engineering Contradiction:
Improvedeposition precisionVSAvoidthermal stability
Core Design Contradiction:
Manufacturing precisionVSTemperature

Solution Approach 1:

The patent designs host materials with inherent high thermal stability through the incorporation of cyclic guanidine moieties, which provide thermal cushioning and structural robustness. This beforehand preparation ensures that the materials can withstand the thermal conditions of vacuum deposition and subsequent device operation without degradation

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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

These compounds significantly enhance the performance of OLEDs by increasing efficiency, extending lifetime, and providing better thermal stability, making them suitable for use in various layers of the device.

Implementation Method 1

The matrix material limits the quenching of excited states of emitter molecules by energy transfer

Methodology Applied
Scientific EffectEnergy transfer:

Implementation Method 2

The emitting materials employed here are very often organometallic complexes which exhibit phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS12139500B2Materials for organic electroluminescent devices
Publication Date: 2024.11.12 MERCK PATENT GMBH
  • US12139500B2 patent drawing
  • US12139500B2 patent drawing
  • US12139500B2 patent drawing

AI summary

The present invention relates to a compound of the formula (1),to the use of the compound in an electronic device, and to an electronic device comprising a compound of the formula (1). The present invention furthermore relates to a process for the preparation of a compound of the formula (1) and to a formulation comprising one or more compounds of the formula (1).