Imidazophenanthridine Emitters with Stabilized Bonds for Blue OLEDs

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Solution Overview

Problem

Existing OLEDs using imidazophenanthridine ligands for blue emission suffer from limited device lifetime due to weak bonds and polycyclic ring strain, which affect stability.

Innovation Solution

Development of a compound with a structure (L A ) n ML m according to Formula 1, where M is a metal with an atomic weight greater than 40, and A is a linking group that stabilizes the bond between N 2< and C 1b< in the triplet excited state, enhancing the stability of the ligand.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If imidazophenanthridine ligands are used for blue emission in OLEDs, then the emission color is achieved, but the device lifetime is limited due to weak bonds and polycyclic ring strain

Engineering Contradiction:
Improveblue emissionVSAvoiddevice lifetime
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent modifies the chemical structure of the imidazophenanthridine ligand by changing bonding parameters and molecular configuration to eliminate polycyclic ring strain. This structural parameter change strengthens the bonds while preserving the blue emission properties, thereby resolving the contradiction between achieving blue emission and ensuring device lifetime.

Inventive Principle:
Principle #35Parameter changes

2Illumination intensity

If phosphorescent compounds with long radiative lifetime are used, then triplet state emission is achieved, but non-radiative decay mechanisms increase causing reduced light emission

Engineering Contradiction:
Improvephosphorescence emissionVSAvoidnon-radiative decay
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent applies the heavy atom effect by incorporating atoms with high atomic numbers into the phosphorescent compound structure. This increases spin-orbit coupling, which converts the previously harmful long radiative lifetime into a beneficial enhancement of phosphorescence emission efficiency, thereby reducing non-radiative decay losses.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Ease of manufacture

If organic materials are used in OLEDs, then cost advantages and flexibility are achieved, but material stability and bond strength are reduced

Engineering Contradiction:
Improvecost advantageVSAvoidbond strength
Core Design Contradiction:
Ease of manufactureVSStrength

Solution Approach 1:

The patent designs hybrid organic-inorganic phosphorescent compounds that combine the advantages of both material types. The organic components provide flexibility and cost-effectiveness, while the inorganic heavy atoms enhance bond strength and stability. This composite approach resolves the contradiction between ease of manufacture and material strength.

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 compound improves the stability of imidazophenanthridine ligands, leading to enhanced device lifetime and performance in OLEDs.

Implementation Method 1

Phosphorescence from triplets can be enhanced over fluorescence by confining, preferably through bonding, the organic molecule in close proximity to an atom of high atomic number. This phenomenon, called the heavy atom effect, is created by a mechanism known as spin-orbit coupling.

Methodology Applied
Scientific EffectSpin-orbit coupling:

Implementation Method 2

More recently, OLEDs having emissive materials that emit light from triplet states ('phosphorescence') have been demonstrated.

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 3

When a current is applied, the anode injects holes and the cathode injects electrons into the organic layer(s). The injected holes and electrons each migrate toward the oppositely charged electrode. When an electron and hole localize on the same molecule, an 'exciton,' which is a localized electron-hole pair having an excited energy state, is formed. Light is emitted when the exciton relaxes via a photoemissive mechanism.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP3915996B1Organic electroluminescent materials and devices
Publication Date: 2025.09.10 UNIVERSAL DISPLAY CORP
  • EP3915996B1 patent drawingFigure 1
  • EP3915996B1 patent drawingFigure 2
  • EP3915996B1 patent drawingFigure 3a

AI summary

Imidazophenanthridine ligands and metal complexes are provided. The compounds exhibit improved stability through a linking substitution that links a nitrogen bonded carbon of an imidizole ring to a carbon on the adjacent fused aryl ring. The compounds may be used in organic light emitting devices, particularly as emissive dopants, providing devices with improved efficiency, stability, and manufacturing. In particular, the compounds provided herein may be used in blue devices having high efficiency.