Substituted Aza-Dibenzofurans for OLED Efficiency and Stability

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Solution Overview

Problem

There is a need for new materials suitable for use in organic light-emitting diodes (OLEDs) that provide improved efficiency, stability, and reduced driving voltage, particularly for blue, green, and red light emission, with enhanced electron transport and exciton blocking properties.

Innovation Solution

The development of specifically substituted aza-dibenzofurans and aza-dibenzothiophenes as host, charge transport, or charge blocking materials in OLEDs, which feature a trivalent linking group attached to a monocyclic heteroaryl group, offering improved electron transport properties and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional host or charge transport materials are used in OLEDs, then device operation is maintained, but external quantum efficiency and device lifetime are insufficient

Engineering Contradiction:
Improveexternal quantum efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent modifies the molecular structure of host and charge transport materials by introducing specific heteroaryl groups (triazine, pyrimidine, pyridine) and dibenzofuran/dibenzothiophene moieties. These structural parameter changes optimize electron affinity, HOMO-LUMO energy levels, and molecular packing, resulting in enhanced external quantum efficiency and device lifetime simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining electron-deficient heteroaryl groups (triazine, pyrimidine) with electron-rich dibenzofuran/dibenzothiophene units. This composite approach creates materials with balanced charge transport properties, improved exciton blocking capability, and enhanced device performance metrics

Inventive Principle:
Principle #40Composite materials

2Speed

If conventional electron transport materials are used, then electron transport is maintained, but driving voltage remains high

Engineering Contradiction:
Improveelectron transportVSAvoiddriving voltage
Core Design Contradiction:
SpeedVSUse of energy by moving object

Solution Approach 1:

The patent optimizes electron transport by adjusting key parameters including LUMO energy levels (through heteroaryl group selection), molecular planarity (for π-stacking), and electron affinity. These parameter optimizations enable efficient electron transport at reduced driving voltages by improving electron mobility and injection efficiency

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional host materials are used, then device operation is maintained, but stability and spectral characteristics are insufficient

Engineering Contradiction:
Improvedevice stabilityVSAvoidspectral characteristics
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent introduces local heteroaryl units (triazine, pyrimidine, pyridine) and dibenzofuran/dibenzothiophene groups at specific positions within the host material molecule. These local structural modifications tune electron affinity and HOMO-LUMO energy levels independently, enabling optimized exciton blocking, improved stability, and tailored spectral characteristics for different emission colors

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS11279709B2Specifically substituted aza-dibenzofurans and aza-dibenzothiophenes for organic electronic devices
Publication Date: 2022.03.22 IDEMITSU KOSAN CO LTD

AI summary

Specifically substituted aza-dibenzofurans and aza-dibenzothiophenes of formula (I) and their use in electronic devices, especially electroluminescent devices. When used as charge transport material, charge blocker material and/or host material in electroluminescent devices, the specifically substituted aza-dibenzofurans and aza-dibenzothiophenes may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices and reduced driving voltage of electroluminescent devices. In formula (I) Y is S or O; one of X1-X8 is N; another X1-X8 is C-L(R9)—[X9X10X11]Ring; and the remaining X1-X8 are CR1-CR8 wherein R1-R8 are independently H, alkyl, alkenyl, aryl, etc.