Aromatic Heterocyclic Derivative Host Material for Phosphorescent OLEDs

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Solution Overview

Problem

Phosphorescent organic electroluminescence devices face limitations in achieving high performance due to the need for specific materials and design differences from fluorescent devices, resulting in shorter lifetimes and increased driving voltage, as well as challenges in confining triplet excitons for efficient emission.

Innovation Solution

Aromatic heterocyclic derivatives are used as materials for organic electroluminescence devices, specifically designed to enhance triplet energy confinement and carrier balance, incorporating a carbazole skeleton and cyano-substituted heterocyclic rings to improve the stability and efficiency of phosphorescent emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If phosphorescent dopant material is used in the emitting layer to utilize triplet excitons for emission, then internal quantum efficiency can be increased to 100%, but the energy gap of the compound must be large which increases driving voltage

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoiddriving voltage
Core Design Contradiction:
Use of energy by moving objectVSStress or pressure

Solution Approach 1:

The patent changes the energy parameter (energy gap) of the host material by selecting compounds with specifically large energy gaps that exceed the triplet energy of the phosphorescent dopant. This parameter change enables efficient triplet exciton confinement while the patent simultaneously addresses the voltage issue through molecular design of the host-guest system

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a composite material system consisting of a host material and phosphorescent dopant material. The host material is specifically selected or designed to have a larger energy gap than the triplet energy of the dopant, creating a composite system that achieves both high internal quantum efficiency through triplet exciton utilization and controlled driving voltage through energy level matching

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If compounds with large energy gaps are used in phosphorescent organic EL devices to confine triplet energy, then triplet exciton confinement is improved, but the device lifetime becomes shorter compared to fluorescent devices

Engineering Contradiction:
Improvetriplet energy confinementVSAvoiddevice lifetime
Core Design Contradiction:
Stability of the object's compositionVSDuration of action of stationary object

Solution Approach 1:

The patent applies local quality by using different material compositions in different functional layers. The emitting layer uses a host-guest composite with specific triplet energy matching for phosphorescence, while other layers use materials optimized for their specific functions, allowing each layer to have the local properties needed for its operation while contributing to overall device stability and lifetime

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The host material acts as an intermediary between the phosphorescent dopant and the electrodes/neighboring layers. It mediates the confinement of triplet excitons to the dopant molecules while also providing the structural and electronic framework that enables stable device operation, thus resolving the conflict between triplet energy confinement and device lifetime

Inventive Principle:
Principle #24Intermediary (Mediator)

3Use of energy by moving object

If triplet excitons are used for phosphorescent emission, then internal quantum efficiency increases, but the relaxation rate becomes much longer causing diffusion of excitons into neighboring layers

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidrelaxation rate
Core Design Contradiction:
Use of energy by moving objectVSSpeed

Solution Approach 1:

The patent applies preliminary anti-action by pre-configuring the energy level structure of the host-guest system before exciton formation. The host material is selected to have a larger energy gap than the triplet energy of the dopant, creating an energy barrier that prevents exciton diffusion into neighboring layers before the phosphorescent emission can occur, thus counteracting the tendency for exciton migration

Inventive Principle:
Principle #9Preliminary anti-action

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 solution enables the development of organic electroluminescence devices with extended lifetimes and improved luminous efficiency by effectively confining triplet excitons and balancing carrier transport, addressing the limitations of traditional phosphorescent device designs.

Implementation Method 1

it is required to use a host material having a triplet energy larger than the triplet energy of the phosphorescent dopant material

Methodology Applied
Scientific EffectTriplet exciton confinement:

Implementation Method 2

When a voltage is applied to an organic electroluminescence device, holes and electrons are injected into an emitting layer from an anode and a cathode, respectively. In the emitting layer, the injected holes and electrons are recombined to form excitons.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

As a result, it is known that if the intersystem crossing from singlet excitons occurs efficiently, the internal quantum efficiency can be increased to 100%.

Methodology Applied
Scientific EffectIntersystem crossing:

Data Source

PatentUS9318709B2Material for organic electroluminescence device, and organic electroluminescence device using the same
Publication Date: 2016.04.19 IDEMITSU KOSAN CO LTD
  • US9318709B2 patent drawing
  • US9318709B2 patent drawing
  • US9318709B2 patent drawing

AI summary

A material for an organic electroluminescence device represented by the following formula (I):wherein X1 to X8 are a nitrogen atom, CH, CHal or CRa; Az is a nitrogen-containing six-membered ring or a fused polycyclic group including a nitrogen-containing six-membered ring; W is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms which is substituted by at least one cyano group or a heterocyclic group having 5 to 30 ring atoms which is substituted by at least one cyano group.