Nitrogen Heterocycle TADF Material for OLED Efficiency

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Solution Overview

Problem

Current organic electroluminescent materials face limitations in stability and efficiency, particularly with conventional fluorescent materials having low quantum efficiency and noble metal-dependent phosphorescent materials being costly and unstable, while there is a need for more thermally activated delayed fluorescence (TADF) materials with improved properties.

Innovation Solution

A nitrogen-containing heterocyclic organic compound with a donor-acceptor structure is developed, featuring a chemical structure that facilitates thermally activated delayed fluorescence, allowing for high quantum efficiency without noble metals, and is integrated into an organic electroluminescent device with multiple layers, including a light emitting layer, to enhance luminous efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Device complexity

If conventional fluorescent materials are used, then the device structure is simple, but the quantum efficiency is low (less than 5%)

Engineering Contradiction:
Improvedevice structureVSAvoidquantum efficiency
Core Design Contradiction:
Device complexityVSLoss of energy

Solution Approach 1:

The patent changes the molecular parameters by introducing a donor-acceptor structure with specific nitrogen-containing heterocyclic groups, which modifies the HOMO-LUMO distribution to reduce overlap and enable thermally activated delayed fluorescence, thereby achieving high quantum efficiency without complex device structures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining electron donor groups (nitrogen-containing heterocycles) with electron acceptor groups, forming a TADF material that integrates both structural simplicity and high efficiency characteristics

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If organic phosphorescent materials are used, then the internal quantum efficiency can achieve 100%, but noble metals such as ruthenium and platinum are necessary which are limited and expensive

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidproduction cost
Core Design Contradiction:
Loss of energyVSEase of manufacture

Solution Approach 1:

The patent extracts and eliminates the noble metal component from the electroluminescent material system, replacing it with pure organic small molecule TADF materials that achieve high internal quantum efficiency through molecular design rather than heavy metal atoms

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent replaces expensive noble metals with inexpensive organic compounds containing nitrogen heterocycles, which can be synthesized from readily available precursors, significantly reducing production costs while maintaining high efficiency

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

3Loss of energy

If organic phosphorescent materials are used, then the internal quantum efficiency can achieve 100%, but the stability of blue phosphorescent materials is poor

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidmaterial stability
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent replaces unstable blue phosphorescent materials containing noble metals with stable TADF materials based on nitrogen-containing heterocycles, which have proven thermal and chemical stability while maintaining high efficiency

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

Solution Approach 2:

The patent designs a composite molecular structure where the nitrogen-containing heterocyclic donor group is combined with appropriate acceptor groups to create a TADF system that achieves both high stability and high efficiency without relying on unstable phosphorescent complexes

Inventive Principle:
Principle #40Composite materials

4Productivity

If TADF materials are developed, then high quantum efficiency and low production cost are achieved, but there is only a few TADF materials and their properties need improvement

Engineering Contradiction:
Improvequantum efficiencyVSAvoidmaterial variety
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent segments the TADF material design into modular components: nitrogen-containing heterocyclic donor groups (Formula I) combined with various acceptor groups (Formula II), allowing systematic exploration of different combinations to expand material variety while maintaining the core TADF mechanism

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates a universal TADF platform based on the nitrogen-containing heterocyclic core structure that can be adapted to multiple applications and optimized for different properties by changing substituents, thereby expanding material diversity from a single versatile framework

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 nitrogen-containing heterocyclic organic compound exhibits superior thermal stability and high luminous efficiency, reducing production costs and offering broader application prospects for organic electroluminescent devices with improved performance.

Implementation Method 1

the triplet excitons of TADF materials can be transformed into singlet excitons by reverse intersystem crossing (RISC) under environmental heat

Methodology Applied
Scientific EffectReverse intersystem crossing (RISC):

Implementation Method 2

thermally activated delayed fluorescence (TADF) materials have a molecular structure of electron donor group combined with electron acceptor group

Methodology Applied
Scientific EffectThermally activated delayed fluorescence:

Implementation Method 3

an organic electroluminescent device, in which the organic functional layer includes the above nitrogen-containing heterocyclic organic compound and has an excellent luminescent property

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11192901B2Nitrogen-containing heterocyclic organic compound and organic electroluminescent device
Publication Date: 2021.12.07 SHENZHEN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
  • US11192901B2 patent drawing
  • US11192901B2 patent drawing
  • US11192901B2 patent drawing

AI summary

A nitrogen-containing heterocyclic organic compound and an organic electroluminescent device are provided. The nitrogen-containing heterocyclic organic compound has a structure represented by the following general formula (I):andX is N or CH; Y is a single bond, O, S, an imino, a methylene, a methylidenesilane group, a substituted imino, a substituted methylene, or a substituted methylidenesilane group, the substituents in the substituted imino, and the substituted methylene; L, Ar1, and Ar2 are each independently selected from one of a C6-C30 aryl, a C3-C30 heteroaryl, a substituted C6-C30 aryl, and a substituted C3-C30 heteroaryl; n is an integer from 0 to 3; R1 to R8 are each independently selected from one of a hydrogen, a deuteron, a halogen, a C1-C30 alkyl, a C1-C30 alkyl substituted with a heteroatom, a C6-C30 aryl, and a C3-C30 heteroaryl.