Condensed Polycyclic Compound for Red OLED Efficiency

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Solution Overview

Problem

Existing red light emitting organic compounds have unsatisfactory light emitting efficiency and color purity, limiting the performance of organic light emitting elements.

Innovation Solution

A novel condensed polycyclic compound with a specific molecular structure, represented by general formula [1], is developed, which enhances hole injection properties and emits red light with high efficiency and purity by optimizing the molecular orbital levels and incorporating substituents that reduce intermolecular stacking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional condensed polycyclic compounds are used for red light emission, then the element can operate, but the light emitting efficiency and color purity are unsatisfactory

Engineering Contradiction:
Improvelight emitting efficiencyVSAvoidcolor purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the molecular structure parameters of condensed polycyclic compounds by introducing specific substituents (aryl groups, alkyl groups, fluorine groups) at defined positions (R1-R17 in formula [1]). These parameter changes optimize both the HOMO level for improved hole injection and the molecular geometry for enhanced color purity, simultaneously resolving the contradiction between ease of manufacture and manufacturing precision

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining condensed polycyclic core structures with various substituent groups. This composite approach allows the base structure to provide red light emission while substituents enhance hole injection properties and color purity, achieving both high light emitting efficiency and high color purity

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If the molecular structure is optimized for red light emission, then color purity improves, but hole injection property deteriorates

Engineering Contradiction:
Improvecolor purityVSAvoidhole injection property
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent applies local quality modification by introducing specific functional groups at particular positions on the molecular structure. Electron-donating groups (alkyl, aryl) are placed at positions that enhance hole injection, while the overall condensed polycyclic structure maintains color purity. This localized optimization resolves the contradiction between color purity and hole injection property

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention systematically adjusts molecular parameters including HOMO level, molecular planarity, and substituent positions to simultaneously optimize color purity and hole injection property. By changing these parameters within the general formula [1], the patent achieves compounds that satisfy both requirements

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 novel compound improves light emitting efficiency and color purity, allowing for organic red light emitting elements to operate at lower drive voltages with reduced energy loss and increased stability, achieving high efficiency and pure red light emission.

Implementation Method 1

When an electron and a hole are injected from the pair of electrodes, an exciton is generated in a light emitting organic compound of the organic compound layer, and light is emitted when the exciton returns to the ground state

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8859112B2Organic compound and organic light emitting element using the same
Publication Date: 2014.10.14 CANON KK
  • US8859112B2 patent drawing
  • US8859112B2 patent drawing
  • US8859112B2 patent drawing

AI summary

An organic compound represented by the following general formula [1] is provided. In the general formula [1], R1 to R3 are each independently selected from the group consisting of a hydrogen atom, a fluorine group, an alkyl group having 1 to 4 carbon atoms, and an aryl group, the aryl group is a phenyl group, a biphenyl group, or a terphenyl group, the aryl group may further include an alkyl group having 1 to 4 carbon atoms and/or a fluorine group as a substituent, and R4 to R17 are each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, and a fluorine group.