Benzonitrile Derivative Compound for OLED Emission Efficiency

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Solution Overview

Problem

Current delayed fluorescent materials for organic electroluminescent devices face challenges such as low emission efficiency, particularly at high current densities, and instability over time, limiting their practicality as light emitting materials.

Innovation Solution

A compound with a specific benzonitrile derivative structure, featuring a carbazolyl-9-yl group condensed with a benzofuran ring, is developed to enhance delayed fluorescence emission efficiency, suitable for use in organic light emitting devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional delayed fluorescent materials are used, then fluorescence emission is achieved, but emission efficiency greatly reduces in high-current density region

Engineering Contradiction:
Improveemission efficiencyVSAvoidemission efficiency stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent modifies the molecular structure parameters of the fluorescent material by introducing specific donor groups (carbazolyl-9-yl, dibenzofuran groups) and adjusting the chemical composition ratios. These parameter changes in the molecular structure lead to improved reverse intersystem crossing efficiency and enhanced emission performance at high current densities without sacrificing stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite fluorescent material by combining multiple functional groups within a single molecular structure - specifically integrating donor groups (carbazolyl-9-yl), acceptor groups (benzonitrile core), and dibenzofuran groups. This composite structure achieves synergistic effects that simultaneously improve emission efficiency and stability under high current density conditions

Inventive Principle:
Principle #40Composite materials

2Productivity

If some delayed fluorescent materials are used, then fluorescence emission is achieved, but material rapidly worsens in continuous long-time driving

Engineering Contradiction:
Improvefluorescence emissionVSAvoidmaterial stability
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The patent optimizes the molecular structure parameters by selecting specific donor groups with appropriate electron-donating capabilities and arranging them in specific configurations around the benzonitrile core. These parameter optimizations enhance the material's resistance to degradation during continuous operation while maintaining fluorescence emission performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention moves away from using simple, short-lived fluorescent structures toward more complex, stabilized molecular architectures that incorporate robust donor groups and protective structural features, thereby extending the operational lifetime of the material in continuous driving conditions

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

3Productivity

If benzonitrile compounds are used, then delayed fluorescence is achieved, but emission efficiency is not high

Engineering Contradiction:
Improveemission efficiencyVSAvoidpracticability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies local quality enhancement by introducing specific functional groups (carbazolyl-9-yl donor groups and dibenzofuran groups) at specific positions around the benzonitrile core. These localized structural modifications create regions of enhanced electron density and improved charge transfer characteristics, resulting in significantly boosted emission efficiency while maintaining the overall benzonitrile compound framework

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 compound improves light emission efficiency and stability, particularly at high current densities, making it more practical for organic light emitting devices compared to existing materials.

Implementation Method 1

A delayed fluorescent material is a material which, in an excited state, after having undergone reverse intersystem crossing from an excited triplet state to an excited singlet state, emits fluorescence when returning back from the excited singlet state to a ground state

Methodology Applied
Scientific EffectReverse intersystem crossing:

Implementation Method 2

emits fluorescence when returning back from the excited singlet state to a ground state

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS20230212177A1Compound, light-emitting material, and light-emitting element
Publication Date: 2023.07.06 KYULUX INC
  • US20230212177A1 patent drawing
  • US20230212177A1 patent drawing
  • US20230212177A1 patent drawing

AI summary

A compound represented by the following general formula is useful as a light emitting material. Two of R1 to R5 each are an aromatic hydrocarbon cyclic group, or a nitrogen atom-containing aromatic heterocyclic group, three of R1 to R5 each are a donor group, and at least one thereof is a benzofuran ring-condensed carbazolyl-9-yl group.