Polycyclic Aromatic Hydrocarbon Derivatives for OLED Efficiency

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Solution Overview

Problem

Current organic light emitting devices face challenges in achieving high efficiency, stability, and low voltage operation due to intermolecular interactions in their organic layers, particularly with polycyclic aromatic hydrocarbon derivatives like anthracene, naphthalene, pyrene, and perylene.

Innovation Solution

A new organic compound is developed where at least one cycloalkane or polycycloalkane is directly linked to a polycyclic aromatic hydrocarbon as a core or substituent, reducing intermolecular interactions through steric protection and enhancing hyperconjugative effects, thereby improving light-emitting properties and thermal stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If polycyclic aromatic hydrocarbon derivatives are used in organic light emitting devices, then light emission function is achieved, but intermolecular interaction causes reduced color purity and efficiency

Engineering Contradiction:

Improvelight emission qualityVSAvoidintermolecular interaction

Core Design Contradiction:

Illumination intensityVSObject-generated harmful factors

Solution Approach 1:

The patent introduces a bulky cycloalkane or polycycloalkane group as an intermediary substituent on the polycyclic aromatic hydrocarbon core. This intermediary group physically separates molecules through steric protection, reducing harmful intermolecular interactions while preserving the light-emitting properties of the aromatic core.

Inventive Principle:

Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent applies local quality by adding bulky cycloalkane/polycycloalkane substituents at specific positions on the aromatic hydrocarbon core. This localized modification creates steric protection only where needed to reduce intermolecular interaction, while maintaining the overall light-emitting functionality of the molecule.

Inventive Principle:

Principle #3Local quality

2Reliability

If conventional organic materials are used, then device operation is achieved, but thermal stability and lifespan are limited

Engineering Contradiction:

Improvedevice lifespanVSAvoidthermal stability

Core Design Contradiction:

ReliabilityVSTemperature

Solution Approach 1:

The patent creates composite molecular structures by combining polycyclic aromatic hydrocarbon cores with cycloalkane or polycycloalkane substituents. This composite structure leverages the electronic properties of the aromatic core for light emission while the aliphatic cycloalkane groups provide enhanced thermal stability and structural rigidity, improving overall device reliability and lifespan.

Inventive Principle:

Principle #40Composite materials

3Ease of operation

If standard organic layers are deposited, then device functionality is achieved, but voltage requirements remain high

Engineering Contradiction:

Improvedrive voltageVSAvoidenergy consumption

Core Design Contradiction:

Ease of operationVSUse of energy by moving object

Solution Approach 1:

The patent changes the chemical and physical parameters of the organic layer by using compounds with bulky cycloalkane/polycycloalkane substituents. These structural modifications alter the HOMO-LUMO energy levels and improve charge transport properties, enabling lower drive voltage operation while maintaining efficient light emission and reducing energy consumption.

Inventive Principle:

Principle #35Parameter changes

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 exhibits high color purity, reduced light emission efficiency loss, extended device lifespan, and enhanced thermal stability, allowing for efficient operation at low voltage in organic light emitting devices.

Implementation Method 1

can maximally decrease interaction between compounds by bulky cycloalkane or polycycloalkane moieties (steric protection)

Methodology Applied

Scientific EffectSteric protection:

Implementation Method 2

can further exhibit induction effect and hyperconjugative effect

Methodology Applied

Scientific EffectInduction effect:

Implementation Method 3

can further exhibit induction effect and hyperconjugative effect

Methodology Applied

Scientific Effecthyperconjugative effect:

Implementation Method 4

the term 'organic light emitting phenomenon' refers to a phenomenon in which electric energy is converted to light energy by means of an organic material

Methodology Applied

Scientific Effectelectroluminescence: Electroluminescence

Data Source

PatentUS20160332933A9Organic compound and organic light emitting device using the same

Publication Date: 2016.11.17 LG CHEM LTD

AI summary

The present invention provides an organic light emitting device comprising a first electrode, at least one organic layer and a second electrode, laminated successively, in which at least one layer of the organic layer has a polycyclic aromatic hydrocarbon as a core and comprises at least one of a derivative in which a substituted or unsubstituted C2-30 cycloalkane, or a substituted or unsubstituted C5-50 polycycloalkane is directly fused to the core or fused to a substituent of the core; and a new organic compound usable in the organic light emitting device. Furthermore, the present invention provides a charge carrier extracting, injecting or transporting material which has a polycyclic aromatic hydrocarbon as a core and comprises a derivative in which a substituted or unsubstituted C2-30 cycloalkane, or a substituted or unsubstituted C5-50 polycycloalkane is directly fused to the core or fused to a substituent of the core.