B-N Fused Ring OLED Materials for High Efficiency

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Solution Overview

Problem

Current organic light-emitting diode (OLED) materials face challenges with high driving voltage, low luminous efficiency, and poor color purity due to the limitations of phosphorescent, fluorescent, and thermally activated delayed fluorescence (TADF) materials, particularly related to heavy metal content, material stability, and spectral width.

Innovation Solution

The development of organic luminescent materials containing B—N fused rings, which utilize a thermally activated delayed fluorescence (TADF) mechanism and incorporate indolo[3,2,1-JK]carbazole derivatives to achieve a multiple resonance effect, resulting in materials with enhanced luminous efficiency and improved color purity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If phosphorescent materials are used to achieve 100% internal quantum efficiency, then luminous efficiency is improved, but material stability deteriorates and heavy metal content increases

Engineering Contradiction:
Improveluminous efficiencyVSAvoidmaterial stability
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent replaces expensive phosphorescent materials containing heavy metals with organic electroluminescent materials that have shorter lifetimes but achieve comparable luminous efficiency through TADF mechanism, eliminating the need for rare metals like iridium and platinum

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

Solution Approach 2:

The patent modifies the molecular structure by introducing B-N fused ring structures with specific electronic properties, adjusting HOMO-LUMO energy levels and optimizing singlet-triplet energy splitting to achieve efficient TADF without heavy metals

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If TADF materials are used to achieve 100% internal quantum efficiency, then luminous efficiency is improved, but color purity deteriorates due to large spectrum half-wave width

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidcolor purity
Core Design Contradiction:
Use of energy by moving objectVSManufacturing precision

Solution Approach 1:

The patent introduces rigid B-N fused ring structures at specific positions in the molecule to locally enhance resonance effects and restrict molecular vibrations, thereby narrowing the emission spectrum without affecting the overall TADF mechanism

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent combines multiple functional units including B-N fused rings, indolo[3,2,1-JK]carbazole derivatives, and electron-donating/withdrawing groups to create composite molecular structures that simultaneously achieve efficient TADF and narrow emission spectra

Inventive Principle:
Principle #40Composite materials

3Reliability

If fluorescent materials are used for blue light emission, then material stability is maintained, but luminous efficiency deteriorates with theoretical efficiency limited to 40%

Engineering Contradiction:
Improvematerial stabilityVSAvoidluminous efficiency
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent introduces triplet excitons as an intermediary energy state that can be converted to singlet excitons through reverse intersystem crossing in TADF materials, enabling utilization of both singlet and triplet carriers for light emission and achieving 100% internal quantum efficiency

Inventive Principle:
Principle #24Intermediary (Mediator)

4Manufacturing precision

If phosphorescent materials are used for green and red light emission, then color purity is improved, but cost increases due to heavy metal content

Engineering Contradiction:
Improvecolor purityVSAvoidmaterial cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent replaces expensive phosphorescent materials containing iridium and platinum with organic electroluminescent materials based on TADF mechanism, achieving comparable color purity and luminous efficiency without relying on rare and expensive metals

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

Solution Approach 2:

The patent extracts and eliminates heavy metal components from the luminescent material system while retaining the essential functionality of phosphorescent materials through the development of metal-free TADF emitters with optimized molecular structures

Inventive Principle:
Principle #2Taking out (Extraction)

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

These materials achieve internal quantum efficiency of 100% with a small half-wave width, excellent thermal stability, and superior color purity, addressing the limitations of existing OLED materials.

Implementation Method 1

Based on the principle of TADF, B—N fused ring structures of the materials can achieve a multiple resonance effect

Methodology Applied
Scientific EffectThermally activated delayed fluorescence (TADF): Fluorescence

Implementation Method 2

B—N fused ring structures of the materials can achieve a multiple resonance effect

Methodology Applied
Scientific EffectMultiple resonance effect: Resonance

Implementation Method 3

with introduction of indolo[3,2,1-JK]carbazole and derivatives thereof, the multiple resonance effect is further enhanced

Methodology Applied
Scientific EffectMultiple resonance effect enhancement: Resonance

Implementation Method 4

Resulting molecules have large rigid planes, intramolecular vibration can be effectively inhibited

Methodology Applied
Scientific EffectIntramolecular vibration inhibition: Damping

Data Source

PatentUS20240298541A1Organic electroluminescent materials containing b-n fused rings, and applications thereof
Publication Date: 2024.09.05 GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
  • US20240298541A1 patent drawing
  • US20240298541A1 patent drawing
  • US20240298541A1 patent drawing

AI summary

The present invention relates to a series of organic electroluminescent materials containing B—N fused rings, which has a structure represented by Formula (I). Based on the principle of thermally activated delayed fluorescence (TADF), the materials have internal quantum efficiency of 100%. In addition, by utilizing a multiple resonance effect between B—N, the materials have small half-wave width and good color purity. With introduction of indolo[3,2,1-JK]carbazole, the multiple resonance effect is further enhanced, and the luminous efficiency and the color purity are significantly improved. Moreover, such compounds have good thermal stability and meet requirements of OLED panels for luminescent materials. The present invention further provides an organic electroluminescent device, and at least one of organic layers in the device contains the compound represented by Structural Formula (I).