Iridium Pyrazine Complex for Deep Red Phosphorescence

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Solution Overview

Problem

Current phosphorescent materials for light-emitting elements have limitations in heat resistance, sublimation stability, and color purity, which affect their efficiency and reliability in deep red light emission.

Innovation Solution

A novel organometallic complex with iridium and a pyrazine skeleton, featuring alkyl and cyano groups as substituents, is developed to enhance heat resistance, prevent sublimation decomposition, and achieve high-color-purity deep red emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If conventional phosphorescent materials are used for deep red light emission, then light emission efficiency can be achieved, but heat resistance and sublimation stability deteriorate

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidheat resistance and sublimation stability
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent modifies the molecular structure of phosphorescent materials by introducing specific substituents (fluorine atoms at positions 2 and 6, trifluoromethyl groups at positions 3 and 5 on phenyl rings) to change thermal and sublimation properties while maintaining photoluminescence efficiency in the deep red region

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite organometallic complex structures combining iridium center with specifically designed organic ligands containing pyridine and phenyl groups with multiple substituents, achieving synergistic effects that simultaneously improve thermal stability and maintain phosphorescence performance

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If phosphorescent materials are designed for high color purity deep red emission, then color purity is improved, but heat resistance and sublimation stability worsen

Engineering Contradiction:
Improvecolor purityVSAvoidheat resistance and sublimation stability
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent achieves high color purity deep red emission (λmax ≥ 620 nm) through specific molecular design while simultaneously improving heat resistance by incorporating fluorine atoms and trifluoromethyl groups that increase thermal stability without significantly altering the emission wavelength

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If conventional phosphorescent materials are used, then light emission function is achieved, but decomposition during sublimation increases

Engineering Contradiction:
Improvelight emission functionVSAvoiddecomposition during sublimation
Core Design Contradiction:
Ease of operationVSLoss of substance

Solution Approach 1:

The patent creates a chemically stable environment around the iridium center through coordination with fluorinated ligands that resist decomposition during sublimation, effectively creating an inert protective environment that prevents material degradation while maintaining vacuum deposition capability

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

Solution Approach 2:

The patent modifies sublimation behavior by introducing fluorine atoms and trifluoromethyl groups that increase thermal stability and reduce decomposition, allowing the material to undergo clean sublimation for vacuum deposition without significant degradation

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 organometallic complex exhibits improved heat resistance, reduced sublimation decomposition, and high-efficiency deep red light emission with maintained luminosity, suitable for use in light-emitting elements and devices.

Implementation Method 1

a compound capable of converting triplet excitation energy into light emission is called a phosphorescent compound (phosphorescent material)... An organometallic complex that contains iridium or the like as a central metal is particularly attracting attention because of its high phosphorescence quantum yield

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

high-efficiency deep red light emission with maintained luminosity

Methodology Applied
Scientific EffectLight emission: Luminescence

Data Source

PatentUS10283722B2Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
Publication Date: 2019.05.07 SEMICON ENERGY LAB CO LTD
  • US10283722B2 patent drawing
  • US10283722B2 patent drawing
  • US10283722B2 patent drawing

AI summary

A novel organometallic complex having high heat resistance is provided. The organometallic complex, which includes a structure represented by General Formula (G1), includes iridium and a ligand. The ligand has a pyrazine skeleton. Iridium is bonded to nitrogen at the 1-position of the pyrazine skeleton. A phenyl group that has an alkyl group as a substituent is bonded at each of the 2- and 3-positions of the pyrazine skeleton, and a phenyl group that has a cyano group as a substituent is bonded at the 5-position of the pyrazine skeleton. The ortho position of the phenyl group bonded at the 2-position of the pyrazine skeleton is bonded to iridium.In the formula, each of A1 to A4 independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. Each of R1 to R6 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. Each of R7 to R11 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms, and a cyano group. At least one of R7 to R11 represents a cyano group.