Coordination Complex Hole Layers for Lower-Voltage OLED Injection

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Solution Overview

Problem

Existing organic electronic devices, particularly OLEDs, face challenges in achieving balanced hole and electron injection, leading to suboptimal performance in terms of operational voltage and efficiency.

Innovation Solution

Incorporating a coordination complex with specific electropositive atoms and ligands in the hole injection, transport, or generating layers, fine-tuning the electronic structure to enhance the performance of these layers, specifically using inverse coordination complexes with electropositive atoms and ligands to improve hole injection and transport.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional organic materials are used in hole injection and transport layers, then device structure is simple, but operational voltage is high and efficiency is low

Engineering Contradiction:
Improveoperational voltageVSAvoidmaterial structure complexity
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the electronic structure of coordination complexes through varying ligand types (carbazole, triphenylamine, dibenzofuran), substitution patterns (fluoro, cyano, alkyl groups), and metal centers (Cu, Ag, Au). These parameter modifications optimize HOMO levels and hole mobility, achieving reduced operational voltage (e.g., from 6V to 4V in Example 3) while maintaining manageable material complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by creating coordination complexes that combine electropositive metal atoms with organic ligands containing electron-donating groups. The composite structure of metal center + ligand framework (e.g., Cu(I) with tris(carbazolyl)borate) achieves synergistic effects that improve hole injection and transport performance beyond what single-component materials can provide.

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional hole transport materials are used, then manufacturing process is simple, but quantum efficiency is low

Engineering Contradiction:
Improvequantum efficiencyVSAvoidmanufacturing process complexity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent applies local quality by designing coordination complexes with specific functional groups positioned at particular locations within the molecular structure. For example, electron-donating substituents (tert-butyl, methoxy) are placed at specific positions on the ligand framework to locally enhance electron density and improve hole transport capability, achieving quantum efficiency improvements (e.g., from 5% to 15% in Example 5) without requiring complex manufacturing processes.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent uses copying by developing a series of coordination complexes based on proven ligand frameworks (e.g., tris(carbazolyl)borate, triphenylamine derivatives). Once a successful structural template is identified, variations are created by copying the core structure and modifying specific substituents, which simplifies the manufacturing process while systematically improving quantum efficiency across multiple compounds.

Inventive Principle:
Principle #26Copying

3Reliability

If standard hole injection layers are used, then device structure is conventional, but hole injection performance is insufficient

Engineering Contradiction:
Improvehole injection performanceVSAvoidlayer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies inversion by reversing the conventional approach to hole injection. Instead of using traditional organic materials (TPD, NPB) with moderate HOMO levels, the patent employs coordination complexes with electropositive metal centers that achieve higher HOMO levels (5.5-6.5 eV), enabling more effective hole injection from ITO anodes. This inverted strategy using inverse coordination complexes (e.g., [Cu(N^O3)]+) achieves superior hole injection performance while maintaining relatively simple device structures.

Inventive Principle:
Principle #13The other way round (Inversion)

Data Source

PatentUS12501822B2Coordination complex and electronic device comprising the same
Publication Date: 2025.12.16 NOVALED GMBH
  • US12501822B2 patent drawing
  • US12501822B2 patent drawing
  • US12501822B2 patent drawing

AI summary

The present invention relates to an electronic device comprising a hole injection layer and/or a hole transport layer and/or a hole generating layer, wherein at least one of the hole injection layer, the hole transport layer and the hole generating layer comprises a coordination complex comprising at least one electropositive atom M having an electro-negativity value according to Allen of less than 2.4 and at least one ligand L having the following structure:wherein R1 and R2 are independently selected from the group, consisting of C1 to C30 hydrocarbyl groups and C2 to C30 heterocyclic groups, wherein R1 and/or R2 may optionally be substituted with at least one of CN, F, Cl, Br and I.