Carbazole Condensed Cyclic Compound for OLED Efficiency

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Solution Overview

Problem

Current organic light-emitting devices (OLEDs) face challenges in achieving low driving voltage, high efficiency, high brightness, and long lifespan while maintaining high quantum efficiency and optical stability.

Innovation Solution

A novel condensed cyclic compound represented by Formulae 1A to 1D is introduced, which can be used in the organic layer of OLEDs, acting as a host or emitter, specifically designed to have a high triplet energy level and suitable energy band gap for efficient light emission, potentially as a thermally activated delayed fluorescence (TADF) emitter.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional organic compounds are used in OLEDs, then device structure and operation are simplified, but driving voltage is high and efficiency is low

Engineering Contradiction:
Improvedriving voltageVSAvoidcompound structure complexity
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the molecular structure parameters of organic compounds - specifically introducing carbazole groups with particular substituent patterns (Formulae 1A to 1D) that alter electronic properties. This results in optimized HOMO-LUMO energy gaps and improved charge transport characteristics, enabling lower driving voltages while maintaining device functionality

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material principles by creating hybrid organic compounds that combine carbazole moieties with various aromatic rings (phenyl, dibenzofuranyl, dibenzothiophenyl) and functional groups. These composite molecular structures integrate multiple functional characteristics - hole transport, electron transport, and emission properties - into single molecules, improving overall device efficiency

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional organic compounds are used in OLEDs, then manufacturing process is simple, but quantum efficiency and optical stability are insufficient

Engineering Contradiction:
Improvequantum efficiency and optical stabilityVSAvoidcompound synthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent utilizes parameter changes by systematically varying molecular parameters - introducing deuterium atoms, fluorine substituents, and cyano groups at specific positions on the carbazole framework. These parameter modifications enhance optical stability through increased singlet-triplet energy gaps and improve quantum efficiency by optimizing radiative decay pathways, while the synthetic routes remain based on established organic chemistry transformations

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies copying principles by using modular molecular building blocks that can be repeatedly assembled through standardized coupling reactions. The carbazole core structure serves as a reusable template, with various aromatic rings and functional groups attached through consistent synthetic protocols, facilitating scalable manufacturing while maintaining high performance characteristics

Inventive Principle:
Principle #26Copying

3Duration of action of stationary object

If conventional organic compounds are used in OLEDs, then device operation is straightforward, but lifespan is limited

Engineering Contradiction:
Improvedevice lifespanVSAvoidmolecular structure complexity
Core Design Contradiction:
Duration of action of stationary objectVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying molecular weight, rigidity, and steric hindrance parameters through the selection of specific aromatic rings and substituent groups. These changes enhance thermal stability and morphological stability of the organic layer, preventing degradation and extending device lifespan. The carbazole-based structures provide high glass transition temperatures and excellent chemical stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent addresses lifespan limitations by designing molecules with inherent stability features that resist oxidation, photo-degradation, and thermal decomposition. The carbazole framework with its aromatic stabilization energy and the protective effect of deuterium and fluorine substituents create robust molecular structures that maintain functionality over extended operational periods, effectively extending the 'life' of the organic emitting materials

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

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 use of the condensed cyclic compound in OLEDs results in devices with low driving voltage, high efficiency, high luminance, and extended lifespan, while maintaining high quantum efficiency and optical stability.

Implementation Method 1

specifically designed to have a high triplet energy level and suitable energy band gap for efficient light emission, potentially as a thermally activated delayed fluorescence (TADF) emitter

Methodology Applied
Scientific EffectThermally activated delayed fluorescence (TADF):

Implementation Method 2

Carriers, such as holes and electrons, are recombined in the emission layer to produce excitons. These excitons change from an excited state to a ground state, thereby generating light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP3109231B1Carbazole compound and organic light-emitting device including the same
Publication Date: 2019.10.16 SAMSUNG ELECTRONICS CO LTD
  • EP3109231B1 patent drawing
  • EP3109231B1 patent drawing
  • EP3109231B1 patent drawing

AI summary

A condensed cyclic compound represented by Formula 1: wherein, in Formula 1, rings, groups and variables are the same as defined in the specification.