Triazine Host Materials for Longer-Life Phosphorescent OLEDs

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Solution Overview

Problem

Existing matrix materials in phosphorescent OLEDs, such as carbazole derivatives and dibenzofuran derivatives, do not adequately address efficiency, operating voltage, and lifetime issues, particularly at low to medium emitter concentrations.

Innovation Solution

The use of triazine derivatives, specifically compounds of formula (1), combined with a hole-transporting compound as a second host material in a light-emitting layer, enhances the performance of organic electroluminescent devices by improving device lifetime.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional matrix materials are used in phosphorescent OLEDs, then device structure and materials are simpler, but device lifetime is limited especially at low to medium emitter concentrations

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

Solution Approach 1:

The patent employs composite matrix materials consisting of dibenzofuran triazine or dibenzothiophene triazine derivatives combined with hole-transporting compounds. This composite approach leverages the complementary properties of both materials: the triazine derivative provides structural stability and triplet energy management, while the hole-transporting compound enhances charge injection and transport. The synergistic combination resolves the lifetime limitation of conventional single materials without requiring fundamentally new material classes, thus improving reliability while maintaining reasonable complexity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters of the matrix materials including substituent types (R1-R6), substitution patterns (a1-a6), and structural configurations (formulas 1-4). By optimizing these parameters, the invention enhances triplet energy levels, improves hole transport capability, and adjusts HOMO/LUMO energy levels to match with phosphorescent emitters. This parameter optimization enables significantly improved device lifetime at low to medium emitter concentrations while maintaining structural feasibility.

Inventive Principle:
Principle #35Parameter changes

2Loss of energy

If low to medium emitter concentrations are used in OLEDs, then device efficiency is improved, but device lifetime is particularly limited

Engineering Contradiction:
Improvedevice efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent optimizes the triplet energy parameter (ET) of the matrix material by selecting specific dibenzofuran triazine or dibenzothiophene triazine derivatives with appropriately high ET values. This ensures efficient triplet exciton management even at low to medium emitter concentrations (3-20%), preventing triplet-polaron annihilation and other degradation mechanisms. The optimized energy parameters enable both high efficiency and extended lifetime in this concentration regime.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The composite matrix system combines the triplet energy management properties of triazine derivatives with the charge transport enhancement of hole-transporting compounds. This dual-function composite material enables efficient operation at low to medium emitter concentrations by simultaneously managing triplet excitons and facilitating charge injection, thereby achieving both high efficiency and extended device lifetime that cannot be achieved with single materials.

Inventive Principle:
Principle #40Composite materials

3Illumination intensity

If phosphorescent metal-organic complexes are used as emitters, then light emission is achieved, but there is room for improvement in efficiency, operating voltage, and lifetime

Engineering Contradiction:
Improvelight emissionVSAvoiddevice lifetime
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent introduces the triazine derivative matrix material as an intermediary between the phosphorescent metal-organic complex emitter and the charge carriers. This intermediary manages triplet excitons effectively, reducing detrimental interactions between triplet states and charges that typically limit device lifetime. The matrix material acts as a buffer that maintains light emission performance while extending operational stability.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The composite system of triazine derivative matrix combined with hole-transporting compound creates an optimized environment for phosphorescent emitters. This composite matrix provides both triplet energy management and enhanced charge transport, addressing the three key improvement areas: efficiency (through better charge injection), operating voltage (through improved charge transport), and lifetime (through reduced triplet-polaron annihilation).

Inventive Principle:
Principle #40Composite materials

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 combination of triazine derivatives as matrix materials significantly improves the lifetime of phosphorescent OLEDs, especially at low to medium emitter concentrations, addressing the limitations of existing materials.

Implementation Method 1

phosphorescent metal-organic complexes are frequently used in organic electroluminescent devices (OLEDs)... phosphorescent emitters... use of low to medium emitter concentrations, i.e., emitter concentrations on the order of 3 to 20%, and especially 3 to 15%, since the device lifetime is particularly limited in these cases

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentEP4441048B1Triphenylene-triazine-dibenzofurane/dibenzothiophene derivatives for organic electroluminescent devices
Publication Date: 2026.04.22 MERCK PATENT GMBH
  • EP4441048B1 patent drawing
  • EP4441048B1 patent drawing
  • EP4441048B1 patent drawing

AI summary

The present invention relates to triphenylene-triazine-dibenzofuran/dibenzothiophene derivatives of formula (1) and to electronic devices containing said compounds, in particular organic electroluminescent devices containing said compounds as triplet matrix materials, optionally combined with another triplet matrix material and suitable phosphorescent emitters, and to suitable mixtures and formulations.