Phosphorescent Polymer Iridium Complex Ligand Design

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Solution Overview

Problem

Organic electroluminescent devices (EL devices) manufactured using conventional luminescent polymer materials suffer from low luminance efficiency and short durability due to excessive emitting ligands in the iridium complex structure, high degree of freedom leading to excimer formation, and proximity of emitting ligands to quenchers during device operation.

Innovation Solution

A phosphorescent polymer compound is developed with a restricted emitting ligand structure, where only one phenylpyridine ligand is bonded to the polymer main chain, and structural units derived from hole-transporting and electron-transporting polymerizable compounds are incorporated to enhance luminance efficiency and device life.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If multiple phenylpyridine ligands are coordinated to the iridium atom in the polymer side chain, then the polymer structure is stable, but the luminance efficiency decreases due to excessive emitting ligands and excimer formation

Engineering Contradiction:
Improvedevice stabilityVSAvoidluminance efficiency
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent extracts only one phenylpyridine ligand to serve as the emitting ligand in the iridium complex, while other ligands are designed to be non-emitting. This selective extraction eliminates excimer formation between multiple emitting ligands and improves luminance efficiency, while the overall polymer structure remains stable through the coordinated non-emitting ligands.

Inventive Principle:
Principle #2Taking out (Extraction)

2Adaptability or versatility

If the light-emitting sites have high degree of freedom in the polymer structure, then the polymer is flexible and processable, but excimer formation occurs reducing device performance

Engineering Contradiction:
Improvepolymer flexibilityVSAvoiddevice performance
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies local quality by designing specific regions of the polymer with different properties: the emitting ligand region is constrained to prevent excimer formation, while other parts of the polymer maintain flexibility for processing. The iridium complex is positioned in a specific local environment with controlled freedom of motion to avoid aggregation.

Inventive Principle:
Principle #3Local quality

3Device complexity

If the emitting ligands are positioned close to the polymer main chain, then the polymer structure is compact, but quenching occurs from quenchers generated during device operation

Engineering Contradiction:
Improvepolymer structure compactnessVSAvoidenergy quenching
Core Design Contradiction:
Device complexityVSLoss of energy

Solution Approach 1:

The patent introduces an intermediary spacer or protective group between the emitting ligand and the polymer main chain. This intermediary structure maintains the compact polymer architecture while physically separating the emitting ligand from quenchers generated during device operation, thereby reducing energy quenching and improving luminance efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Ease of manufacture

If conventional luminescent polymer materials are used, then the device structure is simple to manufacture, but luminance efficiency and durability are insufficient

Engineering Contradiction:
Improvedevice manufacturing simplicityVSAvoidluminance efficiency and durability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent employs composite materials by combining the iridium complex with specific polymer matrices and functional additives. The composite structure integrates the phosphorescent iridium complex as the emitting center within a polymer framework that provides structural stability, charge transport, and protection from quenchers, achieving both manufacturability and high performance.

Inventive Principle:
Principle #40Composite materials

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 phosphorescent polymer compound significantly improves the luminance efficiency and life of organic EL devices by limiting the emitting ligand to one phenylpyridine ring, reducing excimer formation and quencher interactions, resulting in higher external quantum efficiency and longer luminance half-life.

Implementation Method 1

a luminescent polymer material that has a phosphorescent iridium complex as a side chain of the polymer

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

The luminescence from the iridium complex is probably attributed to electron transition between the metal and the phenylpyridine ligands or within the phenylpyridine ligands

Methodology Applied
Scientific EffectElectron transition:

Implementation Method 3

A phosphorescent polymer compound obtainable by radical polymerization involving a compound represented by Formula (1)

Methodology Applied
Scientific EffectRadical polymerization: Photopolymerisation

Data Source

PatentEP2160776B1Phosphorescent polymer compounds and organic electroluminescent devices manufactured therewith
Publication Date: 2014.09.03 SAMSUNG ELECTRONICS CO LTD
  • EP2160776B1 patent drawingFigure 1
  • EP2160776B1 patent drawing
  • EP2160776B1 patent drawing

AI summary

A phosphorescent polymer compound has high luminance efficiency and long life. An organic electroluminescent device includes the compound. The phosphorescent polymer compound includes structural units that are derived from a compound represented by Formula (1): wherein R1 to R8 are each independently a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a heteroaryl group, an amino group optionally substituted with an alkyl group, an alkoxy group, a silyl group optionally substituted with an alkyl group, or a group having a radically polymerizable functional group, and one of R1 to R8 is a group having a radically polymerizable functional group; and L is a ligand with a specific five-membered ring structure, and the two ligands L may be the same or different from each other.