Cyano-Modified Iridium Complexes for OLED Electron Trapping

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Solution Overview

Problem

Iridium tris pyridyl-pyridine complexes used in OLEDs face difficulties in hole trapping due to their relatively difficult oxidation potential, leading to low device efficiency, requiring elaborate device architectures to control the recombination zone.

Innovation Solution

Incorporating a cyano (CN) functionality into the ligand of the complexes, which makes the compound more difficult to oxidize but easier to reduce, allowing it to act as an electron trap and simplifying device architectures while maintaining blue emission energy.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If iridium tris pyridyl-pyridine complexes are used in OLEDs, then blue emission energy is maintained, but device efficiency is low due to difficult hole trapping

Engineering Contradiction:
Improvedevice efficiencyVSAvoidhole trapping difficulty
Core Design Contradiction:
Use of energy by moving objectVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the ligand parameters by introducing cyano groups at specific positions (R1 or R2) of the pyridyl-pyridine structure. This chemical parameter change alters the electronic properties of the complex, making it easier to reduce and improving electron trapping capability while maintaining the characteristic blue emission energy of iridium complexes.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If elaborate device architectures are used to control recombination zone, then device performance is improved, but device complexity increases

Engineering Contradiction:
Improverecombination zone controlVSAvoiddevice architecture complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The modified iridium complex with cyano-substituted ligands possesses inherent electron trapping properties that enable it to self-regulate the recombination zone within the emissive layer. This self-service capability eliminates the need for additional complex device architecture elements, thereby improving recombination control while maintaining device simplicity.

Inventive Principle:
Principle #25Self-service

3Object-generated harmful factors

If cyano functionality is incorporated into the ligand, then electron trapping is improved and device architecture is simplified, but oxidation potential increases

Engineering Contradiction:
Improveelectron trapping capabilityVSAvoidoxidation potential
Core Design Contradiction:
Object-generated harmful factorsVSStability of the object's composition

Solution Approach 1:

The cyano group is introduced at specific local positions (R1 or R2) on the ligand structure rather than uniformly throughout. This localized modification creates regions of high electron affinity at the cyano substitution sites, enabling effective electron trapping at these specific locations while the rest of the molecular structure maintains its original oxidation characteristics.

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 cyano-modified complexes improve device efficiency by effectively trapping electrons, enhancing the recombination zone control and maintaining stable blue emission energy, thus improving OLED performance.

Implementation Method 1

Incorporating a cyano (CN) functionality into the ligand of the complexes, which makes the compound more difficult to oxidize but easier to reduce, allowing it to act as an electron trap

Methodology Applied
Scientific EffectElectron trapping:

Implementation Method 2

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

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS9673407B2Organic electroluminescent materials and devices
Publication Date: 2017.06.06 UNIVERSAL DISPLAY CORP
  • US9673407B2 patent drawing
  • US9673407B2 patent drawing
  • US9673407B2 patent drawing

AI summary

A compound including a ligand L according to Formula I:as well as, a first device and a formulation containing the same, are disclosed. In the compound including the Ligand L of Formula I:R1 and R2 are independently selected from group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, cyano, and combinations thereof;two adjacent substituents of R1 or R2 are optionally joined to form a fused ring;ligand L is coordinated to transition metal M having an atomic number greater than 40;R1 represent mono, di, tri, or tetra-substitution, or no substitution;R2 represent mono, di, or tri-substitution, or no substitution; andat least one substituent of R1 or R2 is cyano.