Aza-dibenzo Compounds for OLED Electron Transport

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Solution Overview

Problem

Current organic light-emitting devices (OLEDs) face challenges in achieving low operating voltage while maintaining good device stability, particularly in the electron transport layer (ETL), where materials like Alq offer stability but high voltage, and electron deficient heterocycles provide low voltage but short device lifetime.

Innovation Solution

Compounds comprising an aza-dibenzo moiety and a condensed aromatic moiety with at least three benzene rings are used in the ETL, offering a low triplet energy and improved electron affinity, which are combined with n-type conductivity dopants to achieve lower operating voltage and extended device stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If Alq is used as the electron transport layer material, then device stability is improved, but operating voltage increases

Engineering Contradiction:
Improvedevice stabilityVSAvoidoperating voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent combines the aza-dibenzo moiety (which provides low triplet energy and good electron transport) with the condensed aromatic moiety having at least three benzene rings (which provides enhanced stability and low triplet energy). This composite molecular structure achieves both low operating voltage and good device stability by integrating the beneficial properties of different structural components into a single material system.

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If electron deficient heterocycles are used in the ETL, then operating voltage is reduced, but device lifetime decreases

Engineering Contradiction:
Improveoperating voltageVSAvoiddevice lifetime
Core Design Contradiction:
Use of energy by moving objectVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the molecular parameters of electron transporting materials by incorporating aza-dibenzo moieties with specific triplet energy values (lower than 440 nm) and condensed aromatic systems with at least three benzene rings. These parameter changes optimize both the electron transport capability (reducing operating voltage) and the structural stability (extending device lifetime) of the ETL material.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If compounds with low triplet energy are used, then electron affinity is improved, but device stability may be compromised

Engineering Contradiction:
Improveelectron affinityVSAvoiddevice stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent creates a composite molecular structure where the aza-dibenzo moiety (providing low triplet energy and good electron affinity) is combined with the condensed aromatic moiety having at least three benzene rings (providing structural stability). This composite approach ensures that improved electron affinity does not come at the cost of device stability, as both properties are achieved through different parts of the same molecular structure.

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 proposed compounds result in OLEDs with reduced operating voltage and prolonged device lifetime, maintaining efficiency and stability comparable to devices using Alq as the ETL, while offering a lower voltage profile.

Implementation Method 1

One application for phosphorescent emissive molecules is a full color display

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

the organic layer is an electron transport layer and the compound is an electron transport material

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Data Source

PatentUS8415031B2Electron transporting compounds
Publication Date: 2013.04.09 UNIVERSAL DISPLAY CORP
  • US8415031B2 patent drawing
  • US8415031B2 patent drawing
  • US8415031B2 patent drawing

AI summary

Compounds comprising an aza-dibenzo moiety and a condensed aromatic moiety having at least three benzene rings are provided. In particular, the compounds may comprise an azadibenzofuran, azadibenzothiophene, or azadibenzoselenophene joined directly or indirectly to an anthracene. The compounds may be used in the electron transport layer of organic light emitting devices to provide devices with improved properties.