Acenaphtho[1,2-k]benzo[e]acephenanthrene Derivative for Blue OLEDs

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Solution Overview

Problem

Current organic light-emitting devices lack high luminance, high luminous efficiency, and durability, particularly for blue-light emission with good color purity, and are susceptible to degradation from atmospheric gases like oxygen and moisture.

Innovation Solution

A novel organic compound, specifically an acenaphtho[1,2-k]benzo[e]acephenanthrene derivative with specific substituents, is used in organic light-emitting devices to enhance luminous efficiency and durability by optimizing the molecular structure for high oscillator strength, emission peak in the blue region, and stability against oxidation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If conventional organic compounds are used in light-emitting devices, then device structure and operation are simple, but luminance and luminous efficiency are insufficient

Engineering Contradiction:
ImproveluminanceVSAvoidmolecular structure complexity
Core Design Contradiction:
Illumination intensityVSDevice complexity

Solution Approach 1:

The patent modifies molecular parameters by introducing specific substituents (electron-donating groups like dialkylamino and electron-withdrawing groups like carbonyl) at defined positions on the xanthene core, changing the electronic structure to achieve higher luminance and efficiency while maintaining reasonable structural complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining xanthene core with various substituent groups (alkyl, alkoxy, amino, carbonyl, aryl) to form compounds with optimized optoelectronic properties that achieve high luminance and efficiency

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If conventional organic compounds are used in light-emitting devices, then device operation is straightforward, but luminous efficiency is low

Engineering Contradiction:
Improveluminous efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent optimizes energy utilization by adjusting HOMO-LUMO energy gaps through substituent selection and positioning, improving luminous efficiency by enhancing electron-hole recombination and light emission processes while managing molecular complexity

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional organic compounds are used in blue-light-emitting devices, then color purity requirements can be met, but durability against atmospheric degradation is insufficient

Engineering Contradiction:
ImprovedurabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent creates molecular structures with enhanced intrinsic stability that resist oxidation and degradation by atmospheric gases, effectively creating a chemically inert environment at the molecular level through careful selection of substituents that protect the core structure

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

Solution Approach 2:

The patent modifies chemical stability parameters by introducing substituents that increase resistance to oxidation and hydrolysis, improving durability against atmospheric degradation while maintaining blue-light emission properties

Inventive Principle:
Principle #35Parameter changes

4Illumination intensity

If conventional organic compounds are used in light-emitting devices, then device manufacturing is simple, but quantum yield is insufficient

Engineering Contradiction:
Improvequantum yieldVSAvoidmolecular structure complexity
Core Design Contradiction:
Illumination intensityVSDevice complexity

Solution Approach 1:

The patent optimizes quantum yield by adjusting molecular parameters including conjugation length, substituent types, and positional arrangements to enhance radiative transition probabilities and reduce non-radiative decay pathways

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 luminance, providing a blue-light-emitting device with improved durability and efficiency, suitable for various applications including display apparatuses, while minimizing degradation from environmental factors.

Implementation Method 1

Excitons of the fluorescent organic compound are generated by injecting electrons and holes from the electrodes, and the organic light-emitting devices utilize light emitted when the excitons are returned to the ground state

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS9315460B2Organic compound, light-emitting device, and image display apparatus
Publication Date: 2016.04.19 CANON KK
  • US9315460B2 patent drawing
  • US9315460B2 patent drawing
  • US9315460B2 patent drawing

AI summary

Provided is an acenaphtho[1,2-k]benzo[e]acephenanthrene derivative represented by general formula (1):wherein R1 to R16 are each independently selected from a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group; and at least one of R1 to R8 and R10 to R15 is selected from a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group.