Diaminopyrene Derivative Suppressing Crystallization in Organic EL

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Solution Overview

Problem

Organic EL devices using diaminopyrene derivatives as dopants face challenges in preventing molecular aggregate and crystallization, leading to reduced luminance and short device lifetime, while also struggling to achieve high luminous efficiency and short-wavelength blue light emission with high color purity.

Innovation Solution

A diaminopyrene derivative with specific substituents, including Ge, P, and Si, is used as an emitting material, which suppresses molecular aggregate and crystallization, thereby enhancing luminous efficiency and lifetime while maintaining high color purity and emitting short-wavelength blue light.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If substituents are introduced into the pyrene skeleton to suppress crystallization and molecular aggregate, then device lifetime and luminance are improved, but emission wavelength shifts to longer wavelengths reducing color purity

Engineering Contradiction:
Improvedevice lifetimeVSAvoidcolor purity
Core Design Contradiction:
ReliabilityVSIllumination intensity

Solution Approach 1:

The invention changes the chemical parameters of the substituents by introducing specific elements (Ge, P, B, Si) with different atomic properties. These parameter changes allow suppression of molecular aggregate and crystallization while minimizing the redshift of emission wavelength, thus maintaining color purity while improving device lifetime.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite substituent structures combining different elements (Ge, P, B, Si) with the pyrene core. These composite material structures provide both the steric bulk needed to prevent aggregation and the electronic properties to maintain short emission wavelengths, resolving the contradiction between device stability and color purity.

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If bulky substituents are introduced to prevent molecular aggregate, then luminance and lifetime are improved, but luminous efficiency decreases

Engineering Contradiction:
ImproveluminanceVSAvoidluminous efficiency
Core Design Contradiction:
Illumination intensityVSUse of energy by moving object

Solution Approach 1:

The invention optimizes the parameter of substituent composition by introducing elements (Ge, P, B, Si) that provide appropriate steric bulk for preventing aggregation while maintaining good charge transport properties. This balance ensures high luminance through aggregate prevention and maintains luminous efficiency through effective charge injection and transport.

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If pyrene derivatives are used as emitting materials, then high luminance and color purity are achieved, but crystallization occurs during device operation reducing lifetime

Engineering Contradiction:
ImproveluminanceVSAvoiddevice lifetime
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The invention applies local quality modification by introducing specific substituents (containing Ge, P, B, or Si) at specific positions on the pyrene skeleton. These local modifications prevent crystallization and molecular aggregate formation while preserving the high luminance properties of the pyrene core, thus extending device lifetime without sacrificing performance.

Inventive Principle:
Principle #3Local quality

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 derivative achieves high luminance, luminous efficiency, and long lifetime for organic EL devices with improved color purity, effectively preventing aggregate formation and maintaining efficient light emission.

Implementation Method 1

Organic EL devices, which utilize emission of organic compounds... voltage is applied between the anode and cathode. Then, holes and electrons are injected into the organic thin films respectively from the anode and cathode. The injected holes and electrons generate excited-state molecules in an emitting layer within the organic thin films. Energy generated when the molecules return to the ground state from the excited state is emitted as light.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8512878B2Diaminopyrene derivative and organic EL device using the same
Publication Date: 2013.08.20 IDEMITSU KOSAN CO LTD
  • US8512878B2 patent drawing
  • US8512878B2 patent drawing
  • US8512878B2 patent drawing

AI summary

An organic EL device is provided that includes an emitting layer provided between an anode and a cathode. The emitting layer contains a diaminopyrene derivative represented by the following formula (1) as an emitting material for the organic EL device. The diaminopyrene derivative emits light with electrical energy.