Acridine Derivative TADF Material for Dark Blue OLEDs

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Solution Overview

Problem

There is a scarcity of thermally activated delayed fluorescent (TADF) materials suitable for high-efficiency organic light-emitting diodes (OLEDs), particularly for dark blue light, where the development of phosphorescent heavy metal materials is limited, and there is a need for new fluorescent materials to address this technical gap.

Innovation Solution

An acridine derivative with specific molecular structures is synthesized to serve as a dark blue fluorescent material for the organic light-emitting layer in OLEDs, utilizing different electron donor units and adjusting torsion angles and charge-transfer characteristics to achieve high singlet-triplet energy levels and excellent luminescence performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If heavy metal coordination complex phosphorescent materials are used to achieve 100% IQE, then internal quantum efficiency is improved, but cost increases due to precious metals and development of blue light materials is limited

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoiddevelopment of blue light materials
Core Design Contradiction:
Loss of energyVSAdaptability or versatility

Solution Approach 1:

The patent replaces expensive heavy metal coordination complexes with pure organic TADF materials that do not require precious metals like Ir and Pt. The organic compounds achieve comparable or superior performance without the cost and scarcity constraints of heavy metal materials, making blue light emission more accessible and versatile.

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

Solution Approach 2:

The patent systematically modifies molecular parameters including HOMO-LUMO energy gaps, singlet-triplet energy differences (ΔEST), and molecular structures to optimize TADF performance for blue light emission. By tuning these parameters through molecular design, the patent achieves 100% IQE in the blue region where heavy metal materials have been limited.

Inventive Principle:
Principle #35Parameter changes

2Loss of energy

If pure organic TADF materials are designed to achieve 100% IQE through small singlet-triplet energy level difference, then internal quantum efficiency is improved, but the scarcity of materials meeting fast kRISC and high PLQY requirements persists

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidavailability of TADF materials
Core Design Contradiction:
Loss of energyVSQuantity of substance

Solution Approach 1:

The patent divides the TADF material design into modular components with distinct functions: electron donor units (e.g., triphenylamine, carbazole), electron acceptor units (e.g., fluorinated benzene), and linkers. This segmentation allows systematic optimization of kRISC and PLQY by independently tuning donor-acceptor combinations, thereby increasing the quantity of viable TADF materials.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates composite TADF molecules by combining electron donor and acceptor units with specific electronic properties. These composite structures achieve the required fast kRISC rates and high PLQY values by synergistic interactions between functional units, expanding the library of suitable materials for high-efficiency OLEDs.

Inventive Principle:
Principle #40Composite materials

3Ease of manufacture

If fluorescent materials are used in early OLEDs, then the production process is simple, but the theoretical internal quantum efficiency can only reach 25% due to singlet and triplet exciton ratio

Engineering Contradiction:
Improveproduction process simplicityVSAvoidinternal quantum efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

The TADF materials designed in the patent possess self-sufficient properties to utilize both singlet and triplet excitons without requiring heavy metal additives or complex host-guest systems. The molecules inherently facilitate reverse intersystem crossing from triplet to singlet states, enabling self-driven 100% IQE while maintaining the simplicity of organic material processing.

Inventive Principle:
Principle #25Self-service

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 acridine derivative compounds enable the production of high-performance OLEDs with reduced lowest singlet-triplet energy level differences, achieving high energy levels and efficient luminescence, suitable for use as dark blue thermal activated delayed fluorescent materials in organic electroluminescent devices.

Implementation Method 1

the triplet excitons can return to a singlet state by reverse intersystem crossing (RISC) and then illuminated by the radiation transition from a high energy level state to a ground state

Methodology Applied
Scientific EffectReverse intersystem crossing (RISC):

Implementation Method 2

the triplet excitons can return to a singlet state by reverse intersystem crossing (RISC) and then illuminated by the radiation transition from a high energy level state to a ground state

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

an organic electroluminescent device, including a first electrode, a second electrode, and at least one organic light-emitting layer disposed between the first electrode and the second electrode

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11349085B2Acridine derivatives and organic electroluminescent device
Publication Date: 2022.05.31 WUHAN CHINA STAR OPTOELECTRONICS SEMICONDUCTOR DISPLAY TECHNOLOGY CO LTD
  • US11349085B2 patent drawing
  • US11349085B2 patent drawing
  • US11349085B2 patent drawing

AI summary

An acridine derivative including a structure of formula (I) is provided. The acridine derivative can be used as a fluorescent material, in particular, it is included in an organic light-emitting layer as a dark blue thermally-activated delayed fluorescent material, thereby a series of high-performance electrothermally activated delayed fluorescent devices are produced.