Cyclopentaphenanthrene Compound for OLED Thermal Stability

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Solution Overview

Problem

Organoelectroluminescent devices using solution-coatable materials face issues with thermal stability, driving voltage, brightness, and color purity due to material crystallization and pinhole formation in the organic layer, leading to device degradation.

Innovation Solution

A cyclopentaphenanthrene-based compound suitable for both dry and wet processes, providing excellent thermal stability and charge transport and emission characteristics, is used in the organic layer of the organoelectroluminescent device.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If solution-coatable materials are used in organoelectroluminescent devices, then the manufacturing process becomes simple and manufacturing costs are low, but the materials crystallize and grow into visible light wavelength range causing turbidity and pinholes, leading to device degradation

Engineering Contradiction:
Improvemanufacturing process simplicityVSAvoiddevice stability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent modifies the molecular structure of solution-coatable materials by introducing specific substituents and functional groups to change their physical and chemical parameters. This prevents crystallization while maintaining solubility, allowing the material to remain amorphous in the organic layer and avoid turbidity and pinhole formation, thus resolving the contradiction between ease of manufacture and device reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite organic layer materials combining solution-coatable compounds with specific host materials or additives. This composite structure prevents crystallization of the light-emitting molecules while maintaining good solubility and film-forming properties, enabling simple solution processing without sacrificing device stability and performance

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If solution-coatable materials are used in organoelectroluminescent devices, then manufacturing costs are low, but thermal stability is lowered compared to vacuum-depositable materials

Engineering Contradiction:
Improvemanufacturing costVSAvoidthermal stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent changes the molecular parameters of solution-coatable materials by introducing rigid aromatic cores and specific substituents that increase glass transition temperature and thermal decomposition temperature. This enables the materials to maintain amorphous structure and chemical stability at operating temperatures while remaining soluble for low-cost solution processing

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops solution-coatable materials that, while having lower inherent thermal stability than vacuum-depositable materials, achieve sufficient operational stability through optimized molecular design. These materials enable low-cost manufacturing processes while maintaining adequate device lifetime for commercial applications

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

3Ease of manufacture

If solution-coatable materials are used in organoelectroluminescent devices, then the manufacturing process is simple, but color purity is lowered due to crystallization and light scattering

Engineering Contradiction:
Improvemanufacturing process simplicityVSAvoidcolor purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the molecular parameters of solution-coatable materials to prevent crystallization by introducing steric hindrance groups and optimizing molecular packing. This maintains the material in an amorphous state, preventing light scattering and maintaining narrow emission bandwidths, thus achieving high color purity through simple solution processing

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 cyclopentaphenanthrene-based compound enhances the device's thermal stability and emission characteristics, resulting in improved driving voltage, brightness, and color purity, while maintaining compatibility with both dry and wet processing methods.

Implementation Method 1

organoelectroluminescent devices are active emission display devices that emit light by recombination of electrons and holes in a thin layer (hereinafter, referred to as 'organic layer') formed of a fluorescent or phosphorescent organic compound when a current is supplied to the organic layer

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS7833635B2Organoelectroluminescent compound and organoelectroluminescent device employing the same
Publication Date: 2010.11.16 SAMSUNG DISPLAY CO LTD
  • US7833635B2 patent drawing
  • US7833635B2 patent drawing
  • US7833635B2 patent drawing

AI summary

A cyclopentaphenanthrene-based compound is easy to prepare and excellent in solubility, color purity, color stability, and thermal stability. The cyclopentaphenanthrene-based compound is useful as a material for forming an organic layer, in particular, an emitting layer, in an organoelectroluminescent device, and as an organic dye or an electronic material such as a nonlinear optical material.