Solution-Processable Blue Fluorescent Emitters for OLEDs

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Solution Overview

Problem

Current OLEDs, particularly blue-emitting ones, face challenges in achieving high efficiency, long lifetime, and suitable color coordinates, with existing blue-fluorescent emitters falling short in these aspects, and there is a need for materials that can be easily processed from solutions rather than requiring complex and expensive vacuum deposition methods.

Innovation Solution

Development of novel compounds of formula (1) that can serve as blue-fluorescent emitters or matrix materials, suitable for both vacuum processing and solution processing, with specific structural features allowing for efficient molecular orientation in deposited films, enhancing the performance of OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If blue-fluorescent emitters from prior art are used in OLEDs, then the devices can be manufactured, but the lifetime and efficiency are insufficient

Engineering Contradiction:
ImproveOLED lifetimeVSAvoidOLED efficiency
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent modifies molecular parameters by introducing specific substituents (Ar1, Ar2, Ar3 aromatic groups) and structural elements (E linking groups, E0 bridge groups) to the core fluorophore compound. These parameter changes optimize the HOMO-LUMO energy levels, improve charge transport properties, and enhance molecular stability, thereby simultaneously improving both efficiency and lifetime of blue-emitting OLEDs

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite fluorescent emitter compounds combining multiple aromatic systems (e.g., dibenzofuran, carbazole, triphenylamine groups) with specific linking groups. This composite structure integrates the benefits of different molecular moieties: the dibenzofuran core provides rigidity and photostability, while the attached aromatic amines improve charge injection and transport, resulting in enhanced device performance

Inventive Principle:
Principle #40Composite materials

2Reliability

If vacuum deposition is used to process OLED materials, then good device performance is achieved, but the manufacturing process becomes complex and expensive

Engineering Contradiction:
ImproveOLED performanceVSAvoidmanufacturing process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent replaces the mechanical vacuum deposition process with solution-based processing methods. The fluorophore compounds are designed with solubilizing substituents that enable dissolution in common organic solvents, allowing deposition via spin-coating, inkjet printing, or other solution techniques. This substitution eliminates the need for expensive vacuum equipment and complex process control while maintaining film quality

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent modifies the chemical parameters of the emitter compounds by introducing solubilizing groups and optimizing molecular weight and polarity. These changes enable the materials to be processed from solution at controlled temperatures and concentrations, replacing the high-vacuum, high-precision requirements of thermal evaporation with simpler, more scalable solution processing parameters

Inventive Principle:
Principle #35Parameter changes

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 compounds achieve improved efficiency, lifetime, and color coordinates in OLEDs, facilitating easier and more cost-effective production through solution processing while maintaining performance comparable to vacuum-processed materials.

Implementation Method 1

blue-fluorescent emitters

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 2

processed from a solution

Methodology Applied
Scientific EffectSolution processing:

Implementation Method 3

the materials should have good solubility properties in the solution that comprises them. Additionally, the OLED materials that are processed from a solution should be able to orientate themselves in the deposited film to improve the overall efficiency of the OLED. The term orientation means here the horizontal molecular orientation

Methodology Applied
Scientific EffectMolecular orientation:

Data Source

PatentUS11578063B2Materials for organic electroluminescent devices
Publication Date: 2023.02.14 MERCK PATENT GMBH
  • US11578063B2 patent drawing
  • US11578063B2 patent drawing
  • US11578063B2 patent drawing

AI summary

The present invention relates to compounds of formula (1) which are suitable for use in electronic devices: