Benzanthracene Compound for Organic EL Device Chromaticity and Half-Life

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Solution Overview

Problem

Conventional organic electroluminescence (EL) devices using benzanthracene derivatives suffer from short half-life and inferior chromaticity, limiting their application in various fields.

Innovation Solution

A novel benzanthracene compound with specific structural modifications is introduced, which is used as an emitting material in an organic EL device, enhancing chromaticity and half-life by incorporating the compound in organic thin film layers, including a phosphorescent or fluorescent dopant, to improve light emission properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If conventional benzanthracene derivatives are used as emitting materials, then the device structure is simple and manufacturing is easier, but the half-life is short and chromaticity is inferior

Engineering Contradiction:
Improvehalf-lifeVSAvoidcompound structure complexity
Core Design Contradiction:
Duration of action of stationary objectVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by systematically modifying the molecular structure of benzanthracene derivatives through various substitution patterns (formulas 1-4 with different R groups including H, alkyl, aryl, heteroaryl groups) and core modifications (benzanthracene, dibenzanthracene, phenanthro[2,1-a]isoquinolinone cores). These structural parameter changes result in improved half-life and chromaticity while maintaining manufacturability through established organic synthesis methods.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining benzanthracene core structures with various functional groups and substituents to create hybrid emitting materials. The compounds integrate electron-donating and electron-withdrawing groups, aromatic and heteroaromatic systems, and different structural motifs (formulas 1-4) to achieve synergistic effects that improve both half-life and chromaticity properties.

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If conventional benzanthracene derivatives are used as emitting materials, then the manufacturing process is simpler, but the chromaticity is inferior

Engineering Contradiction:
ImprovechromaticityVSAvoidsynthesis complexity
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent achieves improved chromaticity through precise parameter changes in molecular structure, including substitution at specific positions (2, 7, 9, 10 positions of benzanthracene core), variation of substituent types (R1-R6 groups), and modification of core structures (dibenzanthracene, phenanthro[2,1-a]isoquinolinone). These targeted structural modifications enable fine-tuning of emission wavelengths and chromaticity coordinates while maintaining reasonable synthetic accessibility.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality principles by introducing specific functional groups and substituents at particular positions of the benzanthracene core (different R groups at different positions in formulas 1-4). This localized modification approach allows optimization of specific properties (chromaticity, stability) without completely redesigning the entire molecular structure, thereby balancing manufacturing complexity with performance improvement.

Inventive Principle:
Principle #3Local quality

3Reliability

If novel benzanthracene compounds with specific structures are introduced, then chromaticity and half-life are improved, but the compound structure becomes more complex

Engineering Contradiction:
Improvedevice performanceVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent systematically varies molecular parameters including core structure type (benzanthracene, dibenzanthracene, phenanthro[2,1-a]isoquinolinone), substitution patterns (positions 2, 7, 9, 10), and substituent chemistry (R1-R6 groups encompassing H, alkyl, aryl, heteroaryl). These controlled parameter changes achieve improved reliability in terms of half-life and chromaticity while managing structural complexity through systematic design rather than random modification.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent maintains a degree of homogeneity by keeping the fundamental benzanthracene-based core structure consistent across all compounds (formulas 1-4), varying only the peripheral substituents and specific core modifications. This homogeneous approach to molecular design allows for improved device performance through systematic substitution while avoiding excessive complexity that would arise from fundamentally different molecular architectures.

Inventive Principle:
Principle #33Homogeneity

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 benzanthracene compound significantly improves the chromaticity and half-life of organic EL devices, enabling superior light emission performance compared to conventional devices.

Implementation Method 1

incorporating the compound in organic thin film layers, including a phosphorescent or fluorescent dopant, to improve light emission properties

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

incorporating the compound in organic thin film layers, including a phosphorescent or fluorescent dopant, to improve light emission properties

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

An organic electroluminescence (EL) device is a self-emission device utilizing the principle that a fluorescent compound emits light by the recombination energy of holes injected from an anode and electrons injected from a cathode when an electric field is impressed

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8563969B2Benzanthracene compound and organic electroluminescence device using the same
Publication Date: 2013.10.22 IDEMITSU KOSAN CO LTD
  • US8563969B2 patent drawing
  • US8563969B2 patent drawing
  • US8563969B2 patent drawing

AI summary

A compound having the structure represented by the following formula (1) or (1)′ as at least a part:wherein FA is a fused aromatic ring, and Ar is an aromatic group.