Organic Compound Green Emission Quantum Yield

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Solution Overview

Problem

Current organic light-emitting devices suffer from low luminescent efficiency and unsuitable emission colors, particularly in the green region, due to compounds like Compound 1-A, which exhibit low quantum yield and yellow emission.

Innovation Solution

Development of an organic compound with a basic skeleton that emits light in the green region, represented by Formula (1), where R1 to R20 are selected from various groups, including hydrogen, halogen, alkyl, and aryl, to achieve high quantum yield and inhibit concentration quenching, with specific substituents introduced to prevent excimer formation and enhance solubility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If Compound 1-A is used as the organic compound, then the device structure is established, but the quantum yield is too low and emission is yellow instead of green

Engineering Contradiction:
Improveemission intensityVSAvoidquantum yield
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent applies parameter changes by modifying the molecular structure parameters of the organic compound. Specifically, it introduces a dibenzofuran moiety and specific substituent groups (R1-R20) at defined positions to change the emission wavelength from yellow to green region and improve quantum yield to 0.7 or higher, resolving the contradiction between emission intensity and quantum yield

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure by combining dibenzofuran core with various substituent groups (aryl, heterocyclic, alkyl groups) to form a new organic compound class. This composite structure achieves both green emission and high quantum yield, overcoming the limitations of previous single-structure compounds

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If high concentration of organic compound is used to increase emission intensity, then brightness improves, but concentration quenching occurs and quantum yield decreases

Engineering Contradiction:
Improveemission intensityVSAvoidenergy loss due to concentration quenching
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups (R1-R20) at particular positions on the molecular structure. These local modifications create steric effects and electronic properties that prevent excimer formation and concentration quenching, allowing high emission intensity without energy loss even at appropriate concentrations

Inventive Principle:
Principle #3Local quality

3Illumination intensity

If green emission is achieved through molecular design, then emission color is improved, but quantum yield becomes too low

Engineering Contradiction:
Improveemission color purityVSAvoidquantum yield
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent simultaneously optimizes multiple parameters: the dibenzofuran core structure with specific substituent patterns (R1-R20) at defined positions achieves both green emission wavelength (490-530 nm) and high quantum yield (≥0.7), resolving the contradiction between emission color purity and quantum yield that plagues conventional green-emitting compounds

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 organic compound achieves high quantum yield and pure green emission, leading to improved luminous efficiency and stability, making it suitable for green-light-emitting devices with reduced electric power consumption and enhanced durability.

Implementation Method 1

Electrons and holes are injected from the pair of electrodes into the organic compound layer to generate excitons of the light-emitting organic compound in the organic compound layer, and the organic light-emitting device emits light when the excitons return to the ground state

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP2758363B1Novel organic compound, organic light-emitting device, and display apparatus
Publication Date: 2017.07.05 CANON KK
  • EP2758363B1 patent drawingFigure 1
  • EP2758363B1 patent drawingFigure 2
  • EP2758363B1 patent drawingFigure 3

AI summary

The present invention provides a novel organic compound having a high quantum yield and a high color purity. Provided is an organic compound represented by Formula (1) described in Claim 1. In Formula (1), R1 to R20 are each independently selected from hydrogen atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted amino groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted thiol groups, silyl groups, and cyano groups.