Asymmetric Anthracene Derivative for Organic EL Efficiency

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Solution Overview

Problem

Existing organic electroluminescence (EL) devices face challenges in achieving high current efficiency and long lifetime, particularly in maintaining efficient light emission and extending the device's operational period.

Innovation Solution

Employing an asymmetric anthracene derivative as a light-emitting material in the organic EL device, specifically structured to prevent symmetry at the 9th and 10th positions of the anthracene core, enhancing light emission efficiency and extending the device's lifespan.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If conventional light emitting materials (chelate complexes, coumarine derivatives, tetraphenylbutadiene derivatives, bisstyrylarylene derivatives, and oxadiazole derivatives) are used in organic EL devices, then visible light emission can be achieved, but the device lifetime remains insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidlight emission efficiency
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The patent employs asymmetric anthracene derivatives with specific substitution patterns at the 9th and 10th positions of the anthracene core. The asymmetry in molecular structure (different substituents at equivalent positions) creates unique electronic and optical properties that simultaneously enhance light emission efficiency and extend device lifetime, resolving the contradiction between reliability and duration of action.

Inventive Principle:
Principle #4Asymmetry

2Duration of action of stationary object

If anthracene derivatives with naphthyl groups or fluoranthene at 9th and 10th positions are used as blue light emitting materials, then light emission can be achieved, but the device lifetime requires improvement

Engineering Contradiction:
Improvedevice lifetimeVSAvoidlight emission efficiency
Core Design Contradiction:
Duration of action of stationary objectVSIllumination intensity

Solution Approach 1:

The patent introduces asymmetric substitution at the 9th and 10th positions of the anthracene core with specific aromatic hydrocarbon groups. This asymmetric design optimizes both the light emission properties and the stability of the material, achieving high illumination efficiency while extending device lifetime beyond conventional symmetric anthracene derivatives.

Inventive Principle:
Principle #4Asymmetry

Solution Approach 2:

The patent systematically varies the substituent groups at the 9th and 10th positions of the anthracene core, changing molecular parameters such as group size, electronic properties, and spatial arrangement. These parameter changes enable optimization of both light emission intensity and device lifetime by tuning the molecular structure to achieve optimal performance.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If symmetric anthracene derivatives are used as light emitting materials, then molecular stability can be maintained, but light emission efficiency and device lifetime are insufficient

Engineering Contradiction:
Improvelight emission efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent deliberately breaks the symmetry of conventional anthracene derivatives by introducing different substituents at the 9th and 10th positions. This asymmetric design creates favorable electronic distributions and molecular packing arrangements that simultaneously enhance light emission efficiency and improve device lifetime, overcoming the limitations of symmetric structures.

Inventive Principle:
Principle #4Asymmetry

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 use of asymmetric anthracene derivatives in the organic EL device results in high current efficiency and a prolonged lifetime, making the device suitable for continuous use, as demonstrated by improved current efficiency and extended half-lifetime measurements.

Implementation Method 1

An organic electroluminescence device is a spontaneous light emitting device which utilizes the principle that a fluorescent substance emits light by energy of recombination of holes injected from an anode and electrons injected from a cathode when an electric field is applied

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8853675B2Light-emitting material for organic electroluminescent device, organic electroluminescent device using same, and material for organic electroluminescent device
Publication Date: 2014.10.07 IDEMITSU KOSAN CO LTD
  • US8853675B2 patent drawing
  • US8853675B2 patent drawing
  • US8853675B2 patent drawing

AI summary

Disclosed is a light-emitting material for organic electroluminescent (EL) devices which is composed of an asymmetric anthracene derivative of a specific structure. Also disclosed are a material for organic EL devices and an organic EL device wherein an organic thin film layer composed of one or more layers including at least a light-emitting layer is interposed between a cathode and an anode. At least one layer composed of the organic thin film layer contains the material for organic EL devices by itself or as a component of a mixture. Consequently, the organic EL device has a high efficiency and a long life. Also disclosed are a light-emitting material for organic EL devices and material for organic devices which enable to realize such an organic EL device.