Seven-membered Ring Compounds for OLED Efficiency and Stability

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Solution Overview

Problem

Current organic electroluminescent devices face challenges in achieving high efficiency, stability, and low operational voltage, particularly for phosphorescent emitters like green and blue emitters, due to limitations in charge transport and exciton blocking materials.

Innovation Solution

Development of specific compounds of formula I, which serve as charge transport, host, and exciton blocking materials, optimized for use in OLEDs, offering improved solubility, high glass transition temperature, and wide triplet energy, enhancing the performance of electroluminescent devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional charge transport and host materials are used in OLEDs, then device structure and processing are simplified, but efficiency, stability, and operational lifetime are insufficient

Engineering Contradiction:
Improvedevice stability and operational lifetimeVSAvoiddevice efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent modifies molecular parameters of charge transport and host materials by introducing specific heterocyclic ring structures (triazine, pyrimidine, pyridine rings) and substituent groups. These parameter changes in molecular structure result in improved charge transport properties, higher triplet energy levels, and better thermal stability, thereby simultaneously enhancing both efficiency and reliability of OLEDs

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite material systems combining newly synthesized seven-membered ring compounds with phosphorescent emitters and other OLED functional materials. These composite materials exhibit synergistic effects where the host material provides charge transport and triplet energy while the phosphorescent emitter provides light emission, achieving high efficiency and long operational lifetime simultaneously

Inventive Principle:
Principle #40Composite materials

2Productivity

If phosphorescent emitters are used to improve efficiency, then light emission efficiency increases, but operational voltage increases and stability decreases

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidoperational voltage
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent optimizes local molecular structures of host materials with specific heterocyclic rings that provide localized high triplet energy regions. This local quality enhancement allows efficient energy transfer to phosphorescent emitters while maintaining low operational voltage through improved charge transport at specific molecular sites

Inventive Principle:
Principle #3Local quality

3Productivity

If advanced charge transport materials are developed to improve efficiency, then device performance increases, but manufacturing complexity and cost increase

Engineering Contradiction:
Improvedevice efficiencyVSAvoidmanufacturing simplicity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent designs host materials that simultaneously perform multiple functions: charge transport, exciton blocking, and phosphorescent emitter stabilization. This multi-functionality eliminates the need for separate specialized materials for each function, simplifying the material system while maintaining high device efficiency

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS10968229B2Seven-membered ring compounds
Publication Date: 2021.04.06 IDEMITSU KOSAN CO LTD
  • US10968229B2 patent drawing
  • US10968229B2 patent drawing
  • US10968229B2 patent drawing

AI summary

The present invention relates to compounds of formula (I); a process for their production and their use in electronic devices, especially electroluminescent devices. When used as charge transport material and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability and/or spectral characteristics of electroluminescent devices.