Hole-Transport Organic Compounds for OLED Voltage Reduction

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Solution Overview

Problem

Current OLEDs face challenges in achieving improved performance metrics such as power efficiency, lifetime, and operating voltage, particularly due to the limitations of existing hole-transport materials which require thicker layers that increase operating voltage and degrade performance.

Innovation Solution

Development of novel organic compounds with specific structural formulas that serve as hole-transport, hole-injection, and matrix materials, enabling higher charge-carrier mobility and thermal stability, allowing for thicker layers with minimal increase in operating voltage, and are suitable for use in OLEDs and other electroluminescent devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If thicker hole-transport layers are used, then charge-carrier mobility is improved, but operating voltage increases

Engineering Contradiction:
Improvecharge-carrier mobilityVSAvoidoperating voltage
Core Design Contradiction:
SpeedVSUse of energy by stationary object

Solution Approach 1:

The patent changes the chemical structure parameters of hole-transport materials by introducing specific molecular motifs (carbazole, dibenzofuran, indole units) and substitution patterns. This modifies the electronic properties and charge-carrier mobility of the material, allowing thicker layers to be used without proportionally increasing operating voltage

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining multiple functional units (carbazole for hole transport, dibenzofuran for structural stability, indole for charge delocalization) within single molecules. This creates materials with optimized properties that balance thickness compatibility with acceptable operating voltages

Inventive Principle:
Principle #40Composite materials

2Speed

If higher charge-carrier mobility is achieved, then layer thickness can be increased, but device complexity increases

Engineering Contradiction:
Improvecharge-carrier mobilityVSAvoidmolecular structure complexity
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The patent segments complex functional requirements into distinct molecular building blocks (carbazole units for hole transport, dibenzofuran units for structural framework, indole units for charge delocalization). These segments are combined in modular fashion to achieve desired properties without excessive overall complexity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent designs molecules where single structural units perform multiple functions: carbazole provides both hole transport and structural stability, while dibenzofuran contributes to both rigidity and charge delocalization. This multi-functionality reduces the need for additional specialized components

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

3Reliability

If improved performance data are achieved, then material stability must be enhanced, but manufacturing difficulty increases

Engineering Contradiction:
Improvematerial stabilityVSAvoidsynthesis difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent employs preliminary protective group strategies and pre-formed stable intermediates in the synthesis route. The robust molecular core structures are built first with inherent stability, then functional groups are added in subsequent steps, ensuring stability is built-in rather than added later

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent replaces complex multi-step organic synthesis sequences with more straightforward coupling reactions using well-established methodologies. The molecular designs favor reactions with high yields and minimal purification steps, substituting chemical complexity with reaction simplicity

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

Data Source

PatentUS11258018B2Compounds and organic electronic devices
Publication Date: 2022.02.22 MERCK PATENT GMBH
  • US11258018B2 patent drawing
  • US11258018B2 patent drawing
  • US11258018B2 patent drawing

AI summary

The present invention relates to certain fluorenes, to the use of the compounds in an electronic device, and to an electronic device comprising at least one of these compounds. The present invention furthermore relates to a process for the preparation of the compounds and to a formulation and composition comprising one or more of the compounds.