Copper(I) Complexes for OLED Emitter Stability

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Solution Overview

Problem

Current OLED technologies face challenges with the long-term stability, thermal stability, chemical stability to water and oxygen, reproducibility in manufacturing, achieving high efficiency at high current densities, achieving very high luminances, high cost, toxicity, and complex synthesis of triplet emitter materials.

Innovation Solution

Copper(I) complexes of the Cu2X2(E∩N*)3 form, where X is Cl, Br, or I, E is R2As or R2P, and N*∩E is a bidentate ligand with an imine functional group, offering improved solubility, reduced synthesis complexity, and lower toxicity, enabling high emission quantum yield and short emission decay times.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If triplet emitter materials are used to achieve high emission quantum yield, then light yield and efficiency are improved, but long-term stability, thermal stability, and chemical stability to water and oxygen deteriorate

Engineering Contradiction:
Improveemission quantum yieldVSAvoidlong-term stability
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent changes the chemical composition parameters by using copper(I) complexes with specific ligand combinations (N*-E bidentate ligands where N* is an imine nitrogen and E is a phosphorus or arsenic atom). This parameter change maintains high emission quantum yield while improving stability properties compared to traditional triplet emitters

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite material structures by combining copper(I) centers with specially designed bidentate ligands containing both imine nitrogen and phosphorus/arsenic atoms. This composite approach creates a material that simultaneously achieves high emission efficiency and improved stability against degradation

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If traditional triplet emitter materials are used, then high emission efficiency is achieved, but synthesis complexity and cost increase

Engineering Contradiction:
Improveemission efficiencyVSAvoidsynthesis complexity
Core Design Contradiction:
Loss of energyVSDevice complexity

Solution Approach 1:

The ligand structure is segmented into distinct functional components: the N*-E bidentate ligand combines an imine nitrogen donor with a phosphorus or arsenic donor in a single chelating unit. This segmentation simplifies synthesis by allowing modular construction of the ligand and straightforward complexation with copper(I), reducing overall synthesis complexity while maintaining high emission efficiency

Inventive Principle:
Principle #1Segmentation

3Illumination intensity

If high emitter concentrations are used to achieve very high luminances, then brightness is improved, but quenching effects occur

Engineering Contradiction:
ImproveluminanceVSAvoidquenching effects
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent changes the photophysical parameters of the emitter by using copper(I) complexes with N*-E ligands, which exhibit short emission decay times. This parameter change allows high emitter concentrations to be used without significant quenching, enabling very high luminances to be achieved while maintaining high emission quantum yield

Inventive Principle:
Principle #35Parameter changes

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 copper(I) complexes provide a wide range of achievable emission colors, high emission quantum yield, and are usable in high emitter concentrations without quenching effects, reducing synthesis costs and toxicity while enhancing the performance and stability of OLEDs.

Implementation Method 1

In a middle layer, the emitter layer, which likewise consists of an organic material, there are additionally special emitter molecules at which, or close to which, the two charge carriers recombine and lead to uncharged but energetically excited states of the emitter molecules. The excited states then release their energy as bright emission of light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

Using organometallic complexes with high emission quantum yield (transitions including the lowermost triplet states to the singlet ground states), it is possible to achieve a particularly high efficiency of the device. These materials are frequently referred to as triplet emitters or phosphorescent emitters

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS9530974B2Copper complexes for optoelectronic applications
Publication Date: 2016.12.27 SAMSUNG DISPLAY CO LTD
  • US9530974B2 patent drawing
  • US9530974B2 patent drawing
  • US9530974B2 patent drawing

AI summary

The invention relates to an optoelectronic component having a copper(I) complex of the formula:wherein X is independently selected from Cl, Br and I; N*∩E or E∩N* is a bidentate ligand connected to a first Cu atom via an N atom and connected to a second Cu atom via an E group, or a monodentate ligand connected to a Cu atom via an E group, wherein E is R2As or R2P, wherein R is selected from alkyl, aryl, alkoxy, and phenoxy; N* is a part of an aromatic group comprising an imine functional group, wherein the aromatic group is selected from pyridyl, pyrimidyl, pyridazinyl, triazinyl, oxazolyl, thiazolyl, imidazolyl, and fused N-heteroaromatics, and wherein the imine functional group comprises the N atom double bonded to a carbon atom of the aromatic group; and ∩ is a carbon atom, which is likewise part of the aromatic group, connected to the N atom of said aromatic group and also connected to the E group via the As or P atom of the E group.