Fluorene Derivative TADF Emitters for OLED Cost-Performance

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Solution Overview

Problem

Conventional OLED devices rely on expensive iridium phosphorescent complexes or inefficient fluorescent-based organic small molecules for emissive materials, necessitating the development of more economical and efficient emissive materials, particularly for organic thermally activated delayed fluorescence (TADF) emitters.

Innovation Solution

A novel composition comprising specific compounds, such as Compound 1 and Compound 2, which are used as TADF emitters, offering improved efficiency and cost-effectiveness by employing a range of substituents and functional groups to optimize their electronic properties for OLED applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional iridium phosphorescent complexes are used as emissive materials, then device performance is improved, but manufacturing cost increases significantly

Engineering Contradiction:
Improvedevice performanceVSAvoidmanufacturing cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive iridium phosphorescent complexes with organic compounds that have shorter lifetimes but significantly lower cost. The organic emissive materials (Compounds 1 and 2) are designed to provide adequate device performance while eliminating the need for costly iridium-based materials, directly addressing the cost-performance contradiction.

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

Solution Approach 2:

The patent modifies molecular parameters by designing specific organic compound structures with tailored HOMO and LUMO levels, as well as optimized S1-T1 energy gaps. These parameter changes enable the organic compounds to achieve performance comparable to iridium complexes while maintaining cost advantages through organic material synthesis.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If fluorescent-based organic small molecules are used as emissive materials, then manufacturing cost is reduced, but emission efficiency deteriorates

Engineering Contradiction:
Improvemanufacturing costVSAvoidemission efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

The patent optimizes key energy parameters by designing organic compounds with specific HOMO-LUMO gaps and minimized S1-T1 energy differences. This parameter optimization enables efficient thermally activated delayed fluorescence (TADF) while maintaining the cost advantages of organic materials, directly addressing the efficiency-cost contradiction.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining electron-donating and electron-withdrawing groups (Groups a-h) to create push-pull systems that facilitate efficient charge transfer and TADF emission. This composite approach improves emission efficiency while preserving the manufacturability of organic compounds.

Inventive Principle:
Principle #40Composite materials

3Reliability

If organic TADF emitter structures are optimized for efficiency, then emission performance improves, but molecular complexity increases

Engineering Contradiction:
Improveemission performanceVSAvoidmolecular complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent divides the molecular structure into distinct functional segments: Component A (electron-donating group from Groups a-h), Component Z (linker or spacer), and R1-R2 substituents. This segmentation allows independent optimization of each component's electronic properties while maintaining overall molecular manageability and synthesis feasibility.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies local quality by assigning specific electronic characteristics to different molecular regions. Component A provides electron donation, Component Z facilitates charge transfer, and R1-R2 substituents fine-tune energy levels. This localized functional assignment optimizes emission performance while keeping the overall molecular architecture relatively simple and systematic.

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 proposed compounds exhibit high purity, suitable HOMO and LUMO levels, and a small S1-T1 gap, enabling efficient thermally activated delayed fluorescence, thereby enhancing the performance and reducing costs in OLED devices.

Implementation Method 1

The present disclosure provides a composition that relates to a novel class of organic thermally activated delayed fluorescence (TADF) emitters

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

Data Source

PatentUS10329483B2Fluorene derivatives as light emitting elements for electroluminescent devices
Publication Date: 2019.06.25 DDP SPECIALTY ELECTRONICS MATERIALS US LLC
  • US10329483B2 patent drawing
  • US10329483B2 patent drawing
  • US10329483B2 patent drawing

AI summary

The present disclosure provides a composition comprising at least one compound selected from the group consisting of Compound 1, Compound 2, and combinations thereof, as shown below, and described herein: wherein, for Compound 1 and Compound 2, independently, R1 and R2 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted heteroalkyl, an unsubstituted heteroalkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl and an unsubstituted heteroaryl; wherein, for Compound 1 and Compound 2, independently, the Component A is selected from the group consisting of Group a) through Group h): wherein Group a) through Group h) are described herein.