OLED Cyclic Host Materials for Faster Charge Transport

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Solution Overview

Problem

Current organic electroluminescent devices, particularly OLEDs, face challenges in efficiency, operating voltage, and lifetime, especially for green and blue emission, due to limitations in host and matrix materials used in these devices.

Innovation Solution

Development of specific cyclic compounds with a 'face-to-face' arrangement of electron-conducting and hole-conducting groups, which enhance charge transport and intermolecular interactions, leading to improved device performance as host, matrix, or transport/blocking materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional host and matrix materials are used in OLEDs, then device structure is simple and manufacturing is easier, but device lifetime and efficiency are limited

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite materials by combining carbazole units (providing hole-transport capability) with electron-deficient heteroaromatic rings (providing electron-transport capability) within the same molecular structure. This creates bipolar materials that can simultaneously transport both positive and negative charges, thereby improving device lifetime and efficiency without requiring separate hole-transport and electron-transport layers, thus maintaining relative manufacturing simplicity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The carbazole-based compounds described in the patent exhibit multi-functionality by serving as both hole-transport materials and electron-transport materials simultaneously. The carbazole moiety provides hole-transport properties while the attached electron-deficient heteroaromatic rings provide electron-transport properties, allowing a single material to fulfill multiple functions that traditionally required separate materials, thereby extending device lifetime without significantly increasing complexity.

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

2Use of energy by moving object

If conventional matrix materials are used for phosphorescent emitters, then material selection is simpler, but energy efficiency and power efficiency are reduced

Engineering Contradiction:
Improveenergy efficiencyVSAvoidmaterial design complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent utilizes composite materials combining carbazole frameworks with electron-deficient heteroaromatic rings to create matrix materials with optimized energy levels for phosphorescent emission. The electron-deficient heteroaromatic components (such as pyridine, pyrimidine, triazine rings) provide appropriate LUMO levels and electron-transport pathways that enhance energy efficiency and power efficiency of phosphorescent emitters, while the carbazole backbone maintains structural stability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies parameter changes by systematically varying the electron-deficient heteroaromatic ring types (pyridine, pyrimidine, triazine, etc.) and their substitution patterns on the carbazole backbone to optimize energy levels, HOMO-LUMO gaps, and charge transport properties. This allows tuning of the material properties to achieve higher energy efficiency and power efficiency for specific phosphorescent emitter requirements.

Inventive Principle:
Principle #35Parameter changes

3Power

If conventional host materials are used for blue emission, then material availability is better, but operating voltage remains high and efficiency is limited

Engineering Contradiction:
Improveoperating voltageVSAvoidmolecular structure complexity
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent employs composite materials where carbazole units are combined with electron-deficient heteroaromatic rings to create host materials with balanced hole-transport and electron-transport capabilities. This bipolar character enables more efficient charge injection and transport, reducing operating voltage and improving power efficiency for blue-emitting devices, while the modular structure allows systematic optimization without excessive complexity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies local quality by introducing electron-deficient heteroaromatic rings at specific positions on the carbazole backbone to create localized electron-transport regions. This allows different parts of the molecule to have specialized functions: the carbazole core provides hole-transport while the attached electron-deficient rings provide electron-transport, creating local charge transport pathways that reduce operating voltage and improve efficiency.

Inventive Principle:
Principle #3Local quality

4Speed

If materials with single charge-transport function are used, then material design is simpler, but charge transport speed and carrier stabilization are insufficient

Engineering Contradiction:
Improvecharge transport speedVSAvoidmolecular design complexity
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The patent implements multi-functionality by designing carbazole-based compounds that simultaneously exhibit both hole-transport and electron-transport capabilities. The carbazole moiety provides hole-transport pathways while the attached electron-deficient heteroaromatic rings provide electron-transport pathways, enabling the material to transport both types of charge carriers at high speeds and stabilize carriers through dual-function charge transport mechanisms.

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

Solution Approach 2:

The patent uses composite materials combining electron-rich carbazole units with electron-deficient heteroaromatic rings to create bipolar charge-transport materials. This composite structure establishes separate but integrated pathways for hole and electron transport, increasing charge transport speed for both carrier types and improving carrier stabilization through the synergistic interaction between the two functional components.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS11856849B2Materials for electronic devices
Publication Date: 2023.12.26 MERCK PATENT GMBH
  • US11856849B2 patent drawing
  • US11856849B2 patent drawing
  • US11856849B2 patent drawing

AI summary

Compounds of formula (1) that have functional substituents in a specific spatial arrangement, and electronic devices that include a compound of formula (1), and to the preparation of compounds of formula (1).