Cross-linkable Organometallic Complexes for Anisotropic OLED Emission

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Solution Overview

Problem

Current organic light emitting diode (OLED) devices face limitations due to isotropic orientation of emitter complexes, leading to inefficient light output as only a fraction of emitted light is directed outward, with the remainder being absorbed by the device materials, and existing emitter materials require complex vapor deposition processes.

Innovation Solution

Development of cross-linkable ligands for iridium (III), platinum (II), and osmium (II) complexes that can be aligned anisotropically, allowing for directional light emission and simplified solution-based processing, including the use of nematic liquid crystalline materials and UV cross-linking to form insoluble films for improved device fabrication.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional isotropic emitter complexes are used in OLEDs, then the device structure is simple, but light emission efficiency is limited because only a fraction of emitted light is directed outward while the rest is absorbed internally

Engineering Contradiction:
Improvedevice structure simplicityVSAvoidlight emission efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

The patent introduces chiral ligands with asymmetric structures (e.g., ligands containing helical moieties or chiral centers) to create asymmetric emitter complexes. This asymmetry enables the complexes to align preferentially in specific orientations within the OLED emissive layer, directing light emission outward rather than isotropically in all directions, thereby reducing internal absorption and improving light extraction efficiency

Inventive Principle:
Principle #4Asymmetry

Solution Approach 2:

The patent modifies molecular parameters by incorporating ligands with specific structural features (e.g., rigid spacers, aromatic rings, chiral centers) that control the orientation and packing of emitter complexes. These parameter changes enable the complexes to adopt non-random orientations that favor outward light emission while maintaining device manufacturability

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If vapor deposition processes are used to deposit emitter materials, then material purity can be achieved, but the fabrication process becomes complex and costly

Engineering Contradiction:
Improvematerial purityVSAvoidfabrication process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent replaces the mechanical vapor deposition process with a solution-based processing method. The emitter complexes are dissolved in suitable solvents to form ink solutions that can be deposited using low-cost techniques such as spin-coating, dip-coating, or inkjet printing. This substitution eliminates the need for complex vacuum equipment while maintaining material purity through solution formulation and controlled deposition

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent changes the physical state parameter of the emitter material from vapor phase to solution phase. By designing complexes with appropriate solubility characteristics and using suitable solvents, the patent enables solution processing that simplifies fabrication while achieving pure material deposition through controlled solvent evaporation

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If cross-linkable ligands are incorporated into emitter complexes, then solution processing and alignment control are improved, but the chemical structure becomes more complex

Engineering Contradiction:
Improvesolution processing capabilityVSAvoidligand structure complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent incorporates cross-linkable functional groups (e.g., vinyl, epoxide, or isocyanate groups) directly into the ligand structure before complex formation. This preliminary incorporation allows the emitter complexes to be processed from solution and then cross-linked in situ to form aligned, insoluble films. The cross-linking action locks the molecular orientation in place, enabling precise alignment control without requiring post-deposition processing steps

Inventive Principle:
Principle #10Preliminary 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 aligned complexes enhance light emission efficiency by directing light outward and simplify the fabrication process, enabling more cost-effective and efficient OLED device production with improved light output and reduced self-absorption.

Implementation Method 1

exposing the resultant film to radiation, for example UV radiation

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Implementation Method 2

When a suitable voltage is applied across the diode light is emitted

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP3592737B1Cross-linkable organometallic light emitting complexes
Publication Date: 2022.12.21 LOMOX
  • EP3592737B1 patent drawingFigure 1~2
  • EP3592737B1 patent drawing
  • EP3592737B1 patent drawing

AI summary

The present invention relates to a 1, 4 bidentate ligand comprising first and second ligand centres, wherein the first ligand centre is an sp2-hybridised carbon or a nitrogen atom; wherein the second ligand centre is a nitrogen atom in a five- or six-membered aromatic or hetero-aromatic ring, said ring having a substantially linear substituent T1 meta or para to the nitrogen atom; wherein T1 has the fomula (1) : -Ar1 a -Y1 b-Ar2-[Y2 c-Ar2]d-S-B and wherein T1 is attached to the ring by X1, wherein X1 is a bond, a methylene group, a substituted methylene group, an oxygen atom or a sulphur atom, wherein each Ar1 and Ar2 are independently selected from the group of C6 to C20 aromatic and C4 to C20 heteroaromatic groups, wherein Y1 and each Y2 is independently an optionally substituted C2 or acetonitrile trans double-bond linking moiety, wherein a is 0, 1, 2 or 3, wherein b is 0, 1 or 2, wherein each c is independently 0, 1 or 2, wherein d is 0, 1,2, 3 or 4, S is a flexible spacer, and B represents a moiety having one or more cross-linkable functionalities.