Phenanthrene Compounds for OLED Hole Transport

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Solution Overview

Problem

Current hole-transport materials for OLEDs face challenges in achieving improved performance metrics such as efficiency, lifetime, and operating voltage, particularly due to increased voltage with thicker layers, and there is a need for novel materials with high charge-carrier mobility and thermal stability.

Innovation Solution

Development of specific organic compounds with a phenanthrene structure, substituted with aromatic or heteroaromatic groups, which serve as hole-transport, hole-injection, or light-emitting materials, offering high mobility and stability, and can be used in various layers of OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If the layer thickness of the hole-transport layer is increased to improve performance, then the coverage and transport capability are improved, but the operating voltage increases significantly

Engineering Contradiction:
Improvehole-transport performanceVSAvoidoperating voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent changes the chemical structure parameters of the hole-transport material by introducing specific substituents (arylamine groups, carbazole groups, dibenzofuran groups) at defined positions on the phenanthrene core. This molecular-level parameter change results in improved charge-carrier mobility, allowing thicker layers to be used without proportionally increasing operating voltage.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining phenanthrene core with multiple functional groups (arylamine, carbazole, dibenzofuran). This composite approach at the molecular level produces materials with synergistic properties that simultaneously achieve high hole-transport efficiency and acceptable operating voltages in thicker layers.

Inventive Principle:
Principle #40Composite materials

2Device complexity

If conventional hole-transport materials are used, then the device structure is simple, but the charge-carrier mobility is insufficient for thick layers

Engineering Contradiction:
Improvematerial structure complexityVSAvoidcharge-carrier mobility
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent applies local quality by placing specific functional groups (arylamine at position 3, carbazole at position 9, dibenzofuran at position 2) at defined locations on the phenanthrene molecule. Each substituent provides localized functional properties that collectively enhance overall charge-carrier mobility while maintaining a relatively simple core structure.

Inventive Principle:
Principle #3Local quality

3Duration of action of stationary object

If the OLED lifetime is extended through material optimization, then the operational duration increases, but the development complexity and material optimization requirements increase

Engineering Contradiction:
ImproveOLED lifetimeVSAvoidmaterial optimization complexity
Core Design Contradiction:
Duration of action of stationary objectVSDevice complexity

Solution Approach 1:

The patent systematically varies molecular parameters (substituent types, positions, and combinations) to optimize both lifetime and efficiency. The specific structural parameters defined in formula (1) represent optimized values that simultaneously achieve extended lifetime, high efficiency, and acceptable operating voltages.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11424411B2Phenanthrene compounds for organic electronic devices
Publication Date: 2022.08.23 MERCK PATENT GMBH
  • US11424411B2 patent drawing
  • US11424411B2 patent drawing
  • US11424411B2 patent drawing

AI summary

The invention relates to specific phenanthrenes, the use of the compound in an electronic device, and an electronic device containing at least one of said compounds. The invention further relates to a method for producing the compound and a formulation and composition containing one or more of the compounds.