Nitrogen Heteroaromatic Host for Blue Phosphorescent OLEDs

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Solution Overview

Problem

Phosphorescent organic electroluminescence (EL) devices face challenges in achieving high efficiency and long lifetime due to the need for compounds with high triplet energy, which increases driving voltage and leads to short device lifetime, especially when emitting blue light, as existing materials with large energy gaps result in inefficient triplet exciton confinement and thermal inactivation.

Innovation Solution

A nitrogen-containing heteroaromatic compound with a structure incorporating an azine ring and dibenzofuran or dibenzothiophene rings is used to enhance electron-transporting capability, reducing driving voltage and improving triplet exciton confinement, thereby forming a more efficient phosphorescent organic EL device.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a compound with large energy gap is used to achieve high triplet energy for phosphorescent emission, then triplet exciton confinement is improved, but driving voltage increases

Engineering Contradiction:
Improvetriplet exciton confinementVSAvoiddriving voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent changes the chemical structure parameters of the host material by introducing nitrogen-containing heteroaromatic rings (pyridine, pyrimidine, triazine structures) to achieve high triplet energy (2.8-3.2 eV) while maintaining lower driving voltage through improved electron-transporting capability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite materials by combining nitrogen-containing heteroaromatic rings with dibenzofuran or dibenzothiophene rings to form a new host material structure that simultaneously provides high triplet energy and excellent electron-transporting properties

Inventive Principle:
Principle #40Composite materials

2Reliability

If hydrocarbon compounds with large spatial extent of π-electron cloud are used, then oxidation resistance and reduction resistance are improved, but energy gap becomes small

Engineering Contradiction:
Improveoxidation resistanceVSAvoidenergy gap
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent changes the chemical composition by replacing pure hydrocarbon structures with nitrogen-containing heteroaromatic structures, which maintain the large spatial extent of π-electron cloud for high oxidation and reduction resistance while achieving larger energy gap through the nitrogen atom's electronic effects

Inventive Principle:
Principle #35Parameter changes

3Reliability

If heteroatom-containing compounds are used to achieve high triplet energy, then phosphorescent emission is improved, but device lifetime decreases

Engineering Contradiction:
Improvephosphorescent emission efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent optimizes the heteroatom content and arrangement in the molecular structure, using nitrogen-containing rings that provide high triplet energy while the dibenzofuran/dibenzothiophene moieties provide structural stability and resistance to degradation, thus extending device lifetime

Inventive Principle:
Principle #35Parameter changes

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 use of the nitrogen-containing heteroaromatic compound decreases the driving voltage of organic EL devices and increases their lifetime by improving electron injection and transport, specifically for blue phosphorescent devices, while maintaining high triplet energy for efficient exciton confinement.

Implementation Method 1

A nitrogen-containing heteroaromatic compound with a structure incorporating an azine ring and dibenzofuran or dibenzothiophene rings is used to enhance electron-transporting capability

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Implementation Method 2

An organic electroluminescence (EL) device may be a fluorescent organic EL device or a phosphorescent organic EL device

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS9604972B2Nitrogen-containing heteroaromatic ring compound
Publication Date: 2017.03.28 IDEMITSU KOSAN CO LTD
  • US9604972B2 patent drawing
  • US9604972B2 patent drawing
  • US9604972B2 patent drawing

AI summary

A nitrogen-containing heteroaromatic compound is represented by the following formula (A).wherein Y is an oxygen atom or a sulfur atom, M is a substituted or unsubstituted nitrogen-containing heteroaromatic group, and Ar2 is a substituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms, a dibenzofuran ring group that may be substituted with a substituent (excluding a 3-carbazolyl group and an N-carbazolyl group), a dibenzothiophene ring group that may be substituted with a substituent (excluding a 3-carbazolyl group and an N-carbazolyl group), or a nitrogen-containing polycyclic group among nitrogen-containing polycyclic groups respectively represented by the following formulas (1) to (5).