9-membered ring carbazole compounds for OLED host materials

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Solution Overview

Problem

Current organic light-emitting diodes (OLEDs) face limitations such as low internal quantum efficiency, short device lifetime, and high operating voltage, particularly for blue phosphorescent emitters, which hinder commercialization and efficiency at high brightness.

Innovation Solution

Development of novel 9-membered ring carbazole compounds that can be used as host materials, charge transporting materials, or emitters to modulate charge transporting properties, enhancing the performance of OLEDs by regulating electron transport and improving efficiency and longevity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If phosphorescent emitters are used to achieve high internal quantum efficiency, then both singlet and triplet emission can be harvested (100% IQE), but efficiency roll-off occurs at high brightness and device lifetime is shortened

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
Use of energy by moving objectVSDuration of action of stationary object

Solution Approach 1:

The patent modifies molecular parameters by introducing specific substituents (electron-donating or electron-withdrawing groups) at defined positions on the carbazole core structure, thereby tuning the HOMO-LUMO energy gap and optimizing the balance between efficiency and stability without changing the fundamental phosphorescent emission mechanism

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining carbazole core with various functional groups and aromatic systems (such as dibenzofuran, indole, pyridine rings) to form hybrid emitter molecules that exhibit both high phosphorescent efficiency and improved operational stability

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If blue phosphorescent emitters are used to achieve desired emitting color, then both singlet and triplet emission can be harvested, but operating voltage increases and device lifetime decreases

Engineering Contradiction:
Improveemitting colorVSAvoidoperating voltage
Core Design Contradiction:
Illumination intensityVSPower

Solution Approach 1:

The patent systematically varies molecular parameters including substituent types, substitution patterns, and core structures to precisely tune the HOMO-LUMO energy gap, thereby controlling emission wavelength and reducing operating voltage requirements for blue phosphorescent emitters

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If conventional host materials are used in OLED, then device fabrication is straightforward, but charge transporting properties are not effectively regulated leading to limited efficiency improvement

Engineering Contradiction:
Improvedevice fabricationVSAvoidcharge transporting efficiency
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The carbazole-based compounds serve multiple functions simultaneously: they act as host materials for phosphorescent emitters, provide efficient charge transport pathways, and enable effective regulation of electron mobility, thereby eliminating the need for separate specialized materials for each function

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

Data Source

PatentUS11038121B29 membered ring carbazole compounds
Publication Date: 2021.06.15 BEIJING SUMMER SPROUT TECH CO LTD
  • US11038121B2 patent drawing
  • US11038121B2 patent drawing
  • US11038121B2 patent drawing

AI summary

Novel 9 membered ring carbazole compounds are disclosed, which can be used as host materials etc. in an electroluminescent device. Compared with the existing host materials etc., these novel compounds can effectively modulate the charge transporting properties in the above materials and give OLEDs better performance. Also disclosed are an electroluminescent device and a formulation.