Fluorene-Adamantane OLED Compound for Efficiency and Lifetime

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Solution Overview

Problem

There is a need for new materials in organic light emitting devices to enhance efficiency, reduce driving voltage, and improve lifetime characteristics.

Innovation Solution

A novel compound of Chemical Formula 1 is introduced, which can be used as a material for organic material layers in OLEDs, offering improved efficiency, low driving voltage, and extended lifetime due to its specific structure and properties, including a core structure of fluorene with adamantane substitution, enhancing sublimation, chemical stability, and electrical and light emission characteristics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional organic materials are used in OLEDs, then the device can operate, but the efficiency is low and lifetime is short

Engineering Contradiction:
ImproveefficiencyVSAvoidlifetime
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent modifies the molecular structure of organic materials by changing parameters such as introducing fluorene core structures with adamantane substitutions, modifying substituent groups (R1-R7), and adjusting molecular weight and purity parameters to achieve both high efficiency and extended lifetime simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite organic materials by combining fluorene core structures with various substituent groups (aromatic rings, heteroaryl groups, alkyl chains) to form compounds that exhibit both high efficiency and improved lifetime characteristics through synergistic effects

Inventive Principle:
Principle #40Composite materials

2Power

If conventional organic materials are used in OLEDs, then the device can function, but the driving voltage is high

Engineering Contradiction:
Improvedriving voltageVSAvoidefficiency
Core Design Contradiction:
PowerVSProductivity

Solution Approach 1:

The patent optimizes electrical parameters by modifying the HOMO-LUMO energy levels through structural changes in the organic compounds, specifically adjusting substituent groups and molecular configurations to reduce driving voltage while maintaining or improving efficiency

Inventive Principle:
Principle #35Parameter changes

3Productivity

If new organic materials are developed to improve efficiency, then efficiency increases, but device complexity increases

Engineering Contradiction:
ImproveefficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent divides the organic material structure into modular components: a fluorene core structure and various substituent groups (R1-R7), allowing independent optimization of each segment to achieve high efficiency while maintaining manageable structural complexity through systematic design

Inventive Principle:
Principle #1Segmentation

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 compound improves the efficiency, luminance, and lifetime of OLEDs by providing high efficiency, low driving voltage, and long-term stability compared to conventional materials, with excellent thermal stability and deep HOMO levels.

Implementation Method 1

The organic light emitting phenomenon refers to a phenomenon where electric energy is converted into light energy by using an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

enhancing sublimation, chemical stability, and electrical and light emission characteristics

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentUS12060372B2Compound and organic light emitting device comprising the same
Publication Date: 2024.08.13 LG CHEM LTD
  • US12060372B2 patent drawing
  • US12060372B2 patent drawing
  • US12060372B2 patent drawing

AI summary

Provided is a compound of Chemical Formula 1:wherein:Y is a direct bond, O or S;A1 and A2 are each independently a benzene ring, a naphthalene ring, or with the proviso that at least one of them is a naphthalene ring oreach X is independently CR1R2, SiR3R4, NR5, O, S, or SO2;R1 to R5 are each independently hydrogen, deuterium, or a substituted or unsubstituted: C1-60 alkyl, C3-60 cycloalkyl, or C6-60 aryl;L1 and L2 are each independently a direct bond, or a substituted or unsubstituted C6-60 arylene or C2-60 heteroarylene;B1 and B2 are each independently *—NR6R7; andR′1 and R′2 are each independently hydrogen, deuterium, halogen, cyano, or a substituted or unsubstituted: C1-60 alky, C1-60 alkoxy, C1-60 haloalkyl, C1-60 haloalkoxy, tri(C1-60 alkyl)silyl, or C6-60 aryl; andand an organic light emitting diode comprising: a first electrode; a second electrode opposite to the first electrode; and at least one organic material layer between the first electrode and the second electrode, wherein the organic material layer contains the compound of Chemical Formula 1.