Macrocyclic Metal(I) Luminescent Compounds for OLEDs

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Solution Overview

Problem

Current organic light-emitting diode (OLED) technologies face challenges in achieving high efficiency and stability for emitting saturated colors, particularly in red, green, and blue pixels, due to limitations in luminescent materials and emission mechanisms.

Innovation Solution

Development of luminescent two-coordinate metal(I) compounds with a macrocyclic ligand structure, featuring a carbene or π-acid coordination and an electron-donating group, which enhance thermal stability and radiative rates, allowing for efficient thermally activated delayed fluorescence (TADF) and phosphorescence.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phosphorescent emitters are used in OLEDs, then saturated color emission can be achieved, but the operational lifetime and stability are limited

Engineering Contradiction:
Improveoperational lifetimeVSAvoidcolor emission capability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent changes the fundamental parameters of the emitter material by transitioning from conventional phosphorescent emitters to two-coordinate metal(I) compounds with macrocyclic ligands. This parameter change enables both saturated color emission and extended operational lifetime by altering the molecular structure, coordination geometry, and electronic properties of the emissive material.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite material design by combining metal(I) centers with macrocyclic ligands containing carbene or π-acid coordination sites. This composite structure integrates the advantages of metal-based phosphorescence with the stability and tunability of macrocyclic ligand systems, achieving both saturated color emission and improved reliability.

Inventive Principle:
Principle #40Composite materials

2Productivity

If traditional luminescent materials are used, then device fabrication is simplified, but quantum efficiency and radiative rates are insufficient

Engineering Contradiction:
Improvequantum efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent achieves high quantum efficiency by changing the photophysical parameters of the luminescent material through the use of two-coordinate metal(I) compounds. The unique coordination geometry and macrocyclic ligand structure enhance radiative rates and improve quantum efficiency, overcoming the limitations of traditional materials despite increased structural complexity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If standard organic emissive materials are used, then cost is reduced, but thermal stability and efficiency for saturated color emission are compromised

Engineering Contradiction:
Improvethermal stabilityVSAvoidmaterial synthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention uses composite material structures combining metal(I) centers with macrocyclic ligands to achieve thermal stability comparable to or exceeding conventional materials. The macrocyclic ligand framework provides structural rigidity and thermal stability while maintaining the benefits of organic material processing, balancing ease of manufacture with improved reliability.

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 compounds exhibit high quantum efficiency, fast radiative rates, and long operational lifetimes, enabling the production of OLEDs with improved color tunability and efficiency across the visible spectrum, surpassing traditional phosphorescent emitters.

Implementation Method 1

allowing for efficient thermally activated delayed fluorescence (TADF) and phosphorescence

Methodology Applied
Scientific EffectThermally activated delayed fluorescence (TADF): Fluorescence

Implementation Method 2

allowing for efficient thermally activated delayed fluorescence (TADF) and phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS11963438B2Organic electroluminescent materials and devices
Publication Date: 2024.04.16 UNIV OF SOUTHERN CALIFORNIA
  • US11963438B2 patent drawing
  • US11963438B2 patent drawing
  • US11963438B2 patent drawing

AI summary

The present disclosure provides a compound of Formula IwhereinM is a metal selected from the group consisting of Cu, Ag, and Au;T is a five-membered or six-membered heterocyclic ring, which is optionally substituted, wherein T includes a carbene carbon coordinated to M, or T is aromatic and includes a sp2 nitrogen coordinated to M;L is a group comprising a coordinating member selected from the group consisting of C, N, O, S, and P, wherein the coordinating member coordinates L to M; andQ1 and Q2 are each independently a linker, wherein the linker connects T to the coordinating member of L to form a macrocyclic ligand coordinated to M.