Pyrazine-Iridium Complex Solubility for Solution-Processed OLEDs

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Solution Overview

Problem

The development of highly efficient light emitting elements is hindered by the limited availability of organometallic complexes with high solubility, which restricts their use in film formation methods like droplet discharge and spin coating, leading to low material use efficiency and substrate size limitations in vacuum evaporation methods.

Innovation Solution

An organometallic complex with a general formula (G1) is developed, featuring a pyrazine skeleton and a β-diketone structure, providing high solubility in various solvents, including alcohols and ethers, allowing for high concentration solutions suitable for film formation and mass production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If vacuum evaporation method is used for film formation, then light emitting elements can be manufactured, but material use efficiency is low and substrate size is limited

Engineering Contradiction:
Improvefilm formation capabilityVSAvoidmaterial use efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of substance

Solution Approach 1:

The patent changes the physical-chemical parameters of the organometallic complex by introducing specific ligand structures (pyrazine skeleton with β-diketone structure) that fundamentally alter the solubility characteristics. This parameter change enables the material to be processed in solution rather than requiring vacuum evaporation, thereby improving material use efficiency while maintaining film formation capability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the mechanical vacuum evaporation process with a chemical solution-based process. By substituting the physical deposition method with a chemical dissolution and deposition method using soluble organometallic complexes, the system achieves better material efficiency and scalability without the limitations of vacuum evaporation

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Reliability

If organometallic complexes with high solubility are not available, then photosensitizer functionality can be achieved, but film formation methods are restricted

Engineering Contradiction:
Improvephotosensitizer functionalityVSAvoidfilm formation method options
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent creates an organometallic complex that serves multiple functions simultaneously: it maintains the photosensitizer functionality (triplet excited state generation) while also providing high solubility for versatile film formation. The multi-functional ligand structure enables the complex to be used in both photochemical applications and various deposition methods including droplet discharge and spin coating

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent employs a composite ligand structure combining pyrazine skeleton with β-diketone structure to create an organometallic complex with integrated properties. This composite material approach allows the complex to exhibit both the required photophysical properties for photosensitization and the solubility characteristics needed for diverse film formation techniques

Inventive Principle:
Principle #40Composite materials

3Illumination intensity

If conventional organometallic complexes are used, then light emission can be achieved, but light emission efficiency is limited due to low solubility

Engineering Contradiction:
Improvelight emissionVSAvoidlight emission efficiency
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent optimizes the molecular parameters of the organometallic complex by selecting specific ligands (pyrazine-2-carboxylic acid derivatives combined with β-diketones) that enhance both solubility and photoluminescence quantum yield. This parameter optimization allows for more efficient light emission by reducing non-radiative decay pathways associated with poor solubility and aggregation

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 high solubility of the organometallic complex enables efficient light emission, facilitating the formation of light emitting elements with improved light emission efficiency and reduced material waste, suitable for industrial-scale production and large substrate use.

Implementation Method 1

a compound that can easily cause intersystem crossing from a singlet excited state to a triplet excited state

Methodology Applied
Scientific EffectIntersystem crossing:

Implementation Method 2

The compound often exhibits phosphorescence. Phosphorescence refers to luminescence generated by transition between different energies in multiplicity

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 3

Organic compounds absorb light to be in an excited state

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 4

light emitting elements, light emitting devices, and electronic devices which use electroluminescence

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS10079350B2Organometallic complex, composition and light emitting element including the organometallic complex
Publication Date: 2018.09.18 SEMICON ENERGY LAB CO LTD
  • US10079350B2 patent drawing
  • US10079350B2 patent drawing
  • US10079350B2 patent drawing

AI summary

To provide a novel organometallic complex, and light emitting elements, light emitting devices, and electronic devices which include the organometallic complex. In addition, to provide a composition in which the organometallic complex is dissolved and to provide a method for manufacturing light emitting elements using the composition. An organometallic complex has high solubility in a solvent. In the organometallic complex, the ligand including a pyrazine skeleton is bound to an atom belonging to Group 9 (Co, Rh, or Ir) or an atom belonging to Group 10 (Ni, Pd, or Pt). In addition, the light emission efficiency is high. Therefore, the organometallic complex is preferably used for manufacturing a light emitting element.