Fluoranthene Compound with Cyano Group for OLED Efficiency

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Solution Overview

Problem

Current organic light emitting devices face challenges in efficiency and stability due to limitations in material development for their organic material layers, particularly in achieving low driving voltage and extended lifetime.

Innovation Solution

A compound with a fluoranthene or benzofluoranthene core structure, incorporating a cyano group, is used in the organic material layer to enhance efficiency and stability by controlling electron mobility and preventing crystallization, with the cyano group positioned at meta or ortho positions on a phenylene group for improved electron transfer.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional organic materials are used in the organic material layer, then the device structure is simple, but the efficiency is low and lifetime is short

Engineering Contradiction:
Improvedevice efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The patent introduces a fluoranthene or benzofluoranthene core structure with specific substituents (cyano group at meta or ortho positions, aryl groups) to fundamentally change the molecular parameters of the organic material. This structural modification enhances electron mobility and molecular polarity, directly improving device efficiency and lifetime by addressing the limitations of conventional materials through parameter optimization at the molecular level

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure by combining the fluoranthene/benzofluoranthene core with various functional groups (cyano, aryl, heteroaryl groups) and substituents. This composite approach allows the material to exhibit multiple desirable properties simultaneously, including improved electron mobility, enhanced stability, and prevented crystallization, thereby resolving the contradiction between efficiency and lifetime

Inventive Principle:
Principle #40Composite materials

2Power

If the organic material layer uses standard materials, then manufacturing is straightforward, but driving voltage remains high

Engineering Contradiction:
Improvedriving voltageVSAvoidmaterial synthesis complexity
Core Design Contradiction:
PowerVSEase of manufacture

Solution Approach 1:

The patent segments the organic material into distinct functional components: a fluoranthene or benzofluoranthene core structure, cyano groups at specific positions, and various aryl/heteroaryl substituents. This segmentation allows each component to contribute specific properties (electron mobility, polarity, stability) while maintaining overall manufacturability through modular synthesis approaches

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies local quality by positioning specific functional groups (cyano groups) at particular locations (meta or ortho positions on phenylene groups) within the molecular structure. This localized placement optimizes electron transfer pathways and molecular polarity in specific regions, thereby reducing driving voltage while maintaining ease of manufacture through targeted structural modifications

Inventive Principle:
Principle #3Local quality

3Speed

If conventional organic materials are used, then material synthesis is simple, but electron mobility is poor

Engineering Contradiction:
Improveelectron mobilityVSAvoidmolecular structure complexity
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The patent fundamentally changes the molecular parameters by introducing a fluoranthene or benzofluoranthene core with specific electronic properties. This core structure, combined with electron-withdrawing cyano groups and electron-donating aryl groups, creates optimal conditions for electron mobility through enhanced molecular polarity and delocalized electron systems, accepting increased structural complexity as necessary for performance improvement

Inventive Principle:
Principle #35Parameter changes

4Reliability

If standard organic materials are used, then device stability is limited, but crystallization cannot be prevented

Engineering Contradiction:
Improvedevice stabilityVSAvoidmolecular stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent creates a composite molecular structure where the fluoranthene/benzofluoranthene core provides structural rigidity and stability, while the attached cyano, aryl, and heteroaryl groups contribute to molecular polarity and intermolecular interactions. This composite structure prevents crystallization by disrupting regular molecular packing while maintaining overall molecular stability, thereby enhancing device reliability without compromising compositional stability

Inventive Principle:
Principle #40Composite materials

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 and extends the lifetime of organic light emitting devices by reducing driving voltage and enhancing molecular polarity, allowing for smoother electron mobility and improved structural flexibility.

Implementation Method 1

by using the same, efficiency can be enhanced, low driving voltage can be obtained and/or lifetime properties can be enhanced in the organic light emitting device

Methodology Applied
Scientific EffectElectron mobility: Conduction (electrical)

Implementation Method 2

An organic light emission phenomenon generally refers to a phenomenon converting electrical energy to light energy using an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

with the cyano group positioned at meta or ortho positions on a phenylene group for improved electron transfer

Methodology Applied
Scientific EffectCrystallization prevention: Crystallisation

Data Source

PatentUS20230128259A1Compound and organic light-emitting device comprising same
Publication Date: 2023.04.27 LG CHEM LTD
  • US20230128259A1 patent drawing
  • US20230128259A1 patent drawing
  • US20230128259A1 patent drawing

AI summary

Provided is a compound of Chemical Formula 1:wherein n is 0 or 1, when n is 0, at least one of R1 to R10 is a group of Chemical Formula A, and when n is 1, at least one of R1 to R12 is a group of Chemical Formula A:wherein L1 is a direct bond, or a substituted or unsubstituted arylene or heteroarylene group; l1 is an integer of 1 to 5; m is an integer of 1 to 3; when l1 is 2 or greater, the two or more L1s are the same as or different from each other, and an organic light emitting device including the same.