Fluorene Derivative Hole Transfer Layer for OLED Stability

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Solution Overview

Problem

Current organic light emitting devices face challenges with materials having low thermal stability, inefficient hole and electron transfer, chemical instability, and high driving voltage due to limitations in materials like N,N′-di(naphthalene-1-yl)-N,N′-diphenylbenzidine and PEDOT:PSS, which affect device efficiency and lifespan.

Innovation Solution

A fluorene derivative with specific chemical structures is used in a coating composition, allowing for efficient hole transfer and emission, formed through a solution process, enabling low driving voltage and high light emission efficiency, and providing excellent chemical resistance and thermal stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If N,N′-di(naphthalene-1-yl)-N,N′-diphenylbenzidine (NPB) is used as hole transfer layer material, then hole transfer capability is achieved, but glass transition temperature is 100°C or lower causing difficulty in high current devices

Engineering Contradiction:
Improveglass transition temperatureVSAvoiddevice stability under high current
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent modifies the molecular structure of hole transfer materials by introducing rigid aromatic groups (naphthalene, phenanthrene) and extending conjugation systems, which fundamentally changes the thermal parameters (glass transition temperature) while maintaining charge transport properties. This allows achieving both high thermal stability and proper hole transfer capability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material systems combining multiple organic compounds with complementary functions - hole transfer materials with elevated Tg, electron transfer materials with appropriate LUMO levels, and light emitting materials with high quantum efficiency. These composites achieve synergistic effects that resolve the thermal stability vs. charge transfer contradiction.

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If PEDOT:PSS is used as hole transfer material in solution coated devices, then coating processability is improved, but LUMO energy level is too low causing electron leakage and reduced device efficiency

Engineering Contradiction:
Improvesolution coating processabilityVSAvoiddevice efficiency and lifetime
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent replaces the conventional PEDOT:PSS layer (which has inherent stability issues due to low LUMO level) with solution-processable small molecule hole transfer materials that can be deposited as stable, pinhole-free films. These materials provide both ease of manufacture through solution coating and long-term device stability by eliminating the electron leakage pathway.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent systematically adjusts the HOMO and LUMO energy levels of hole transfer materials to achieve optimal energy level alignment with adjacent layers. By selecting materials with sufficiently high LUMO levels (> -2.0 eV) while maintaining good hole mobility and solution processability, the patent resolves the contradiction between manufacturability and device performance.

Inventive Principle:
Principle #35Parameter changes

3Use of energy by moving object

If organic materials with high light emission efficiency are used, then light emission efficiency is improved, but thermal stability and chemical stability may be compromised

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidthermal and chemical stability
Core Design Contradiction:
Use of energy by moving objectVSStability of the object's composition

Solution Approach 1:

The patent employs composite light emitting layers combining host materials with high thermal stability (such as mCP, TCTA) and guest dopants with high photoluminescence quantum efficiency. The host-guest composite system allows the host to provide thermal and chemical stability while the guest provides high light emission efficiency, resolving the stability vs. efficiency contradiction.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies different material properties to different functional regions within the light emitting layer. The host material provides structural stability and charge transport, while the guest dopant molecules provide high radiative recombination efficiency. This local differentiation of material quality allows simultaneous achievement of stability and efficiency.

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 fluorene derivative enables the production of organic light emitting devices with improved efficiency, extended lifespan, and enhanced chemical resistance, facilitating large-area manufacturing with reduced process costs.

Implementation Method 1

organic materials having a p-type property, that is, organic materials readily oxidized and having an electrochemically stable state when oxidized

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Implementation Method 2

The holes and the electrons injected to the organic material layer recombine to form excitons, and light emits when these excitons fall back to the ground state

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

PEDOT:PSS currently used as a hole transfer material in an organic light emitting device manufactured using a solution coating method

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS11196009B2Fluorene derivative, organic light emitting device using same, and manufacturing method therefor
Publication Date: 2021.12.07 LG CHEM LTD
  • US11196009B2 patent drawing
  • US11196009B2 patent drawing
  • US11196009B2 patent drawing

AI summary

The present specification provides a coating composition including a fluorene derivative, an organic light emitting device formed using the coating composition, and a method for manufacturing the same.