Platinum OLED Emitters With Nitrogen-Substituted Tetradentate Ligands

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Solution Overview

Problem

Existing organic light-emitting diodes (OLEDs) face challenges in achieving efficient and stable phosphorescent emission, particularly in maintaining the square planar geometry of platinum complexes to prevent unwanted excited state reactions and degradation.

Innovation Solution

The development of platinum complexes with nitrogen substitutions in tetradentate ligands to reduce ligand distortion and maintain structural stability, enhancing the stability of the metal-centered excited state and reducing the likelihood of bond breaking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phosphorescent emissive molecules are used in OLEDs, then color emission can be achieved, but ligand distortion occurs leading to metal-centered excited states that cause bond breaking and degradation

Engineering Contradiction:
Improvestability of phosphorescent emissionVSAvoidstructural stability of platinum complex
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical composition parameters of the ligand by introducing nitrogen atoms at specific positions (e.g., positions 2 and 6 of the pyridine ring, or positions 1 and 3 of the imidazole ring). This chemical parameter change modifies the electronic structure and geometric constraints of the ligand, enabling it to maintain the platinum complex in a stable square planar geometry while preventing the formation of unstable metal-centered excited states that lead to degradation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite ligand structure combining multiple heterocyclic rings (pyridine, imidazole, triazole, etc.) with specific nitrogen substitutions. This composite structure integrates the benefits of rigid planar geometry maintenance with enhanced electronic properties, resulting in a ligand that simultaneously stabilizes the square planar configuration and suppresses harmful metal-centered excited states, thereby improving both structural stability and emission reliability.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If nitrogen substitutions are introduced in tetradentate ligands, then ligand distortion is reduced and structural stability is maintained, but device complexity increases

Engineering Contradiction:
Improvestructural stability of platinum complexVSAvoidcomplexity of ligand structure
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent applies local quality by introducing nitrogen atoms at specific localized positions within the ligand structure (such as positions 2 and 6 of pyridine rings, or positions 1 and 3 of imidazole rings) rather than uniformly throughout. This localized modification strategically targets the key areas needed to prevent metal-centered excited states while maintaining overall structural simplicity and synthetic feasibility, thus balancing structural stability with manageable complexity.

Inventive Principle:
Principle #3Local quality

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 introduction of nitrogen substitutions in platinum complexes stabilizes the excited state, leading to improved phosphorescent emission efficiency and reduced degradation, thereby enhancing the performance of OLEDs.

Implementation Method 1

OLEDs make use of thin organic films that emit light when voltage is applied across the device

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS12514109B2Organic electroluminescent materials and devices
Publication Date: 2025.12.30 UNIVERSAL DISPLAY CORP
  • US12514109B2 patent drawing
  • US12514109B2 patent drawing
  • US12514109B2 patent drawing

AI summary

A compound having a structure of Formula I,useful as a phosphorescent emitter in organic light emitting devices is disclosed. In Formula I, Ar1 and Ar2 are independently 5- or 6-membered aromatic rings; X1 to X11 are independently C or N; at least one of X1 to X11 is N; one of Z1 and Z2 is C, and the other one is N; when Z1 is N, X4 is C; L1, L2, and L3 are each linkers; at least one of L2 and L3 is present; each of R1 to R5, R′, and R″ are independently hydrogen or a substituent. Formulations, OLEDs, and consumer products containing the same are also disclosed.