Heteroaryl Boron Compounds for OLED Efficiency and Lifetime

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Solution Overview

Problem

Current organic electroluminescent devices (OLEDs), particularly those using phosphorescent emitters, face inefficiencies, high operating voltages, and short lifetimes, especially in blue and green emission regions, due to limitations in matrix materials and other functional materials.

Innovation Solution

Development of specific compounds with heteroaryl or electron-deficient heteroaryl groups as matrix materials, hole-transport, electron-blocking, or exciton-blocking materials, which enhance the efficiency, lifetime, and operating voltage of OLEDs, outperforming existing boronic acid derivatives and other matrix materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional matrix materials (ketones, boronic acid derivatives, diazaphosphole derivatives) are used in phosphorescent OLEDs, then the devices can be manufactured, but the efficiency and lifetime are insufficient

Engineering Contradiction:
ImproveOLED lifetimeVSAvoiddevice efficiency
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent modifies the molecular structure of matrix materials by introducing specific heteroaryl groups (formula 2-8) and electron-deficient heteroaryl groups (formula 9-11) with defined substitution patterns. These structural parameter changes optimize the matrix material's ability to support phosphorescent emission, improve charge transport, and enhance device stability, thereby simultaneously improving both efficiency and lifetime without fundamental material system changes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite material systems by combining the newly designed matrix materials (formulas 1-11) with phosphorescent emitters and other functional materials in multi-layer OLED structures. This composite approach allows the matrix material to work synergistically with the emitter and charge transport layers, achieving improved overall device performance that exceeds the sum of individual components

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

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

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

Solution Approach 1:

The patent introduces functionally differentiated regions within the device structure by designing matrix materials with specific local molecular structures (formulas 2-11). These local structural features are optimized to perform specific functions: some regions facilitate charge injection, others support exciton formation, and others enhance phosphorescent emission. This local optimization allows the device to maintain high quantum efficiency while reducing operating voltage through improved local charge and energy transport

Inventive Principle:
Principle #3Local quality

3Illumination intensity

If blue and green phosphorescent OLEDs are developed, then the emission spectrum is extended, but efficiency and lifetime are particularly insufficient in these regions

Engineering Contradiction:
Improveemission spectrum rangeVSAvoidblue/green OLED lifetime
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent designs matrix materials with specific molecular structures (formulas 2-11) that have optimized energy level alignments and electronic properties for blue and green emission regions. The heteroaryl and electron-deficient heteroaryl groups are selected and positioned to create appropriate HOMO-LUMO gaps and exciton binding energies that favor efficient phosphorescent emission at shorter wavelengths while maintaining device stability and long operational lifetime

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS10032992B2Compounds for organic electroluminescent devices
Publication Date: 2018.07.24 MERCK PATENT GMBH
  • US10032992B2 patent drawing
  • US10032992B2 patent drawing
  • US10032992B2 patent drawing

AI summary

The present invention relates to boron compounds for use in electronic devices, especially organic electroluminescent devices, and to a process for preparing these compounds and to electronic devices, especially organic electroluminescent devices, comprising these compounds.