Iptycene Derivative Ligands for OLED Phosphorescent Emitters

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Solution Overview

Problem

Current organic light emitting diodes (OLEDs) face challenges in achieving high luminous efficiency and external quantum efficiency due to limitations in phosphorescent emitter materials, particularly in preventing staggered conformation and optimizing sterical bulk for improved performance.

Innovation Solution

The development of metal coordination complexes with specific chemical groups, such as those containing iptycene derivatives, which act as phosphorescent emitters in OLEDs, are used to enhance the steric bulk and prevent staggered conformation, thereby improving the performance of OLEDs by increasing luminous efficiency and external quantum efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional phosphorescent emitter materials are used in OLEDs, then the device structure is simpler, but luminous efficiency and external quantum efficiency are limited

Engineering Contradiction:
Improveluminous efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent introduces iptycene derivatives with specific local structural features (rigid polycyclic framework with cavity) into the phosphorescent emitter molecules. This local structural modification creates steric bulk at specific positions to prevent staggered conformation while maintaining overall molecular functionality, thereby improving luminous efficiency without requiring complete redesign of the entire molecular structure

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent combines metal coordination complexes (Ir, Pt, Os, Rh) with organic iptycene derivatives to create composite phosphorescent emitter materials. This composite structure integrates the photophysical properties of metal complexes with the steric properties of iptycene frameworks, achieving both high luminous efficiency and conformational stability

Inventive Principle:
Principle #40Composite materials

2Reliability

If metal coordination complexes are designed with increased steric bulk to prevent staggered conformation, then external quantum efficiency improves, but synthesis complexity increases

Engineering Contradiction:
Improveexternal quantum efficiencyVSAvoidsynthesis ease
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent systematically varies parameters of the iptycene derivative structures (substituent types, positions, and sizes) to optimize the balance between steric bulk and synthesis feasibility. By adjusting these parameters, the patent achieves sufficient steric protection to prevent staggered conformation and ensure high external quantum efficiency while maintaining reasonable synthetic pathways

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If phosphorescent emitters are optimized for room temperature operation, then device applicability increases, but performance stability becomes more challenging to maintain

Engineering Contradiction:
Improveroom temperature operationVSAvoidperformance stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent incorporates rigid iptycene frameworks into the emitter molecular structure in advance, which pre-establishes a stable conformational framework that resists thermal disruption. This preliminary structural reinforcement ensures that the phosphorescent emitters maintain their intended conformation and performance characteristics even at room temperature where thermal motion is more active

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 use of these metal coordination complexes results in increased luminous efficiency and external quantum efficiency, demonstrating improved performance in OLEDs by maintaining high efficiency even at room temperature.

Implementation Method 1

metal coordination complexes with specific chemical groups, such as those containing iptycene derivatives, which act as phosphorescent emitters in OLEDs

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS11239432B2Organic electroluminescent materials and devices
Publication Date: 2022.02.01 UNIVERSAL DISPLAY CORP
  • US11239432B2 patent drawing
  • US11239432B2 patent drawing
  • US11239432B2 patent drawing

AI summary

A new series of iptycene derivatives as ligands for metal complexes that are useful as phosphorescent emitters for incorporation into OLEDs are disclosed. Provided are compositions that include a compound including a chemical group of Formula Iwherein (1) the chemical group of Formula I is included as at least one of the substituents in a bidentate ligand forming the metal complex, or (2) when the substituents in a bidentate ligand forming the metal complex are attached to a six-membered ring, at least one of the such substituents join adjacent substituents and fuse into the six-membered ring attached thereto to form a chemical group having Formula I.