OLED Emissive Compound Design for Low-Voltage Delayed Fluorescence

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current organic light emitting devices face challenges in efficiency, driving voltage, color purity, and lifetime due to limitations in materials used for the organic material layers, particularly in achieving balanced singlet and triplet energy levels for effective light emission.

Innovation Solution

A novel compound with a specific chemical structure, incorporating a triazine group and indolocarbazole linked through a benzene ring, is introduced, which has a small difference between singlet and triplet energies, enabling delayed fluorescence and improved electron accepting properties, and is used in the organic material layer to enhance efficiency and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic materials are used in the organic material layer, then the device structure can be maintained, but the efficiency, color purity, and lifetime are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidlight emission efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent modifies the molecular structure of organic compounds by introducing specific functional groups (triazine, indolocarbazole, carbazole) and adjusting substituent positions to optimize singlet-triplet energy differences. This parameter optimization enables efficient delayed fluorescence while maintaining device stability, resolving the contradiction between efficiency and lifetime

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite organic compounds combining multiple functional moieties (electron-donating carbazole/indolocarbazole groups with electron-accepting triazine groups) in a single molecular structure. This composite approach achieves balanced charge transport, efficient exciton utilization, and improved device performance across multiple parameters simultaneously

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If the organic material layer uses existing compounds, then manufacturing is straightforward, but driving voltage remains high and efficiency is limited

Engineering Contradiction:
Improvematerial deposition simplicityVSAvoiddriving voltage
Core Design Contradiction:
Ease of manufactureVSPower

Solution Approach 1:

The patent optimizes molecular parameters including HOMO-LUMO energy levels, singlet-triplet energy gaps, and substituent positions to achieve compounds with appropriate electron mobility and energy levels for low driving voltage operation. The systematic structural modification enables efficient charge injection and transport while maintaining ease of vacuum deposition

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces specific functional groups at strategic positions within the molecular structure to create localized electron-donating and electron-accepting regions. This local functional differentiation optimizes charge transport pathways and energy level alignment without complicating the overall molecular architecture or deposition process

Inventive Principle:
Principle #3Local quality

3Illumination intensity

If conventional organic compounds are used, then the device can operate, but color purity is insufficient due to broad emission spectra

Engineering Contradiction:
Improvecolor purityVSAvoiddevice stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent systematically adjusts molecular parameters including rigidifying the core structure, selecting specific aromatic substituents, and optimizing substituent positions to narrow the emission spectrum. These parameter changes achieve sharp emission peaks for high color purity while maintaining sufficient molecular stability for device operation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs asymmetric substitution patterns on the core molecular structure to create specific electronic environments that narrow emission spectra. The asymmetric arrangement of electron-donating and electron-accepting groups optimizes both the emission profile for color purity and the molecular packing for device stability

Inventive Principle:
Principle #4Asymmetry

4Temperature

If the compound has high electron accepting ability and heat resistance, then it maintains proper deposition temperature, but purification becomes more challenging

Engineering Contradiction:
Improvedeposition temperature controlVSAvoidpurification difficulty
Core Design Contradiction:
TemperatureVSManufacturing precision

Solution Approach 1:

The patent optimizes molecular parameters including molecular weight, symmetry, and functional group composition to achieve compounds with high sublimation temperatures for heat-resistant processing. These same structural features create distinct physical properties that facilitate purification through sublimation and chromatography, resolving the apparent contradiction

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 novel compound reduces driving voltage, improves color purity, and extends the lifetime of organic light emitting devices by facilitating efficient light emission and maintaining high purification standards during manufacturing, while allowing for high sublimation temperatures and heat resistance.

Implementation Method 1

An organic light emission phenomenon generally refers to a phenomenon converting electrical energy to light energy using an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

the compound has a high sublimation temperature, and therefore, high purification can be obtained using a sublimation purification method

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentUS11767324B2Compound and organic light-emitting device comprising same
Publication Date: 2023.09.26 LG CHEM LTD
  • US11767324B2 patent drawing
  • US11767324B2 patent drawing
  • US11767324B2 patent drawing

AI summary

Provided is a compound of Chemical Formula 1:wherein:one of A1 and A2 is a substituent of Chemical Formula 2:and the other one is a cyano group;R3 is a substituted or unsubstituted aryl or heteroaryl group;R4 to R7 are each independently a hydrogen, deuterium, halogen, or a substituted or unsubstituted: silyl, alkyl, amine, arylamine, alkylamine, aryl, or heteroaryl group;R1 and R2 are each independently a substituted or unsubstituted aryl or heteroaryl group; and(1) at least one of R1 to R3 is a substituted phenyl group, or a substituted or unsubstituted heteroaryl group or C10 or higher aryl group; or(2) R7 is deuterium and d is 1 or greater,and an organic light-emitting device comprising the same.