Aromatic Amine Derivative Inhibits Crystallization in Hole Transport Layer

Solution Overview

Problem

Organic electroluminescence (EL) devices face issues with crystallization of hole transporting materials, leading to reduced yield and shorter lifetimes, especially when operated at high temperatures, due to the high glass transition temperature and sublimation temperature of aromatic compounds, which causes defects and uneven film deposition.

Innovation Solution

A novel aromatic amine derivative with specific substituents, such as an amino group substituted with an aryl group having a furan structure, is used in the hole transporting layer to inhibit molecular crystallization, enhancing the yield and extending the lifetime of organic EL devices, particularly when combined with blue color emitting devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If aromatic groups are increased in hole transporting material to raise glass transition temperature, then thermal stability is improved, but crystallization is promoted causing reduced manufacturing yield

Engineering Contradiction:
Core Design Contradiction:
TemperatureVSProductivity

Solution Approach 1:

The patent applies asymmetry by introducing specific substituent patterns on the aromatic rings of the hole transporting material. The asymmetric substitution prevents symmetric packing of molecules, thereby inhibiting crystallization while maintaining the aromatic groups needed for high glass transition temperature and thermal stability.

Inventive Principle:
Principle #4Asymmetry

Solution Approach 2:

The patent changes the chemical structure parameters of the hole transporting material by introducing specific substituents (such as fluoro, chloro, or alkoxy groups) at defined positions on the aromatic rings. This modifies the molecular properties to reduce crystallization tendency while preserving thermal stability, resolving the contradiction between high Tg and manufacturing yield.

Inventive Principle:
Principle #35Parameter changes

2Temperature

If aromatic groups are increased in hole transporting material to raise glass transition temperature, then thermal stability is improved, but film deposition uniformity is reduced due to high sublimation temperature

Engineering Contradiction:
Core Design Contradiction:
TemperatureVSManufacturing precision

Solution Approach 1:

The asymmetric substituent arrangement on aromatic rings disrupts molecular symmetry, preventing efficient packing and reducing sublimation temperature. This enables more uniform film deposition during vacuum deposition while maintaining the high glass transition temperature required for thermal stability in operational conditions.

Inventive Principle:
Principle #4Asymmetry

Solution Approach 2:

By modifying the substituent types and positions on the aromatic core structure, the patent optimizes the sublimation characteristics of the hole transporting material. This allows for uniform film formation at deposition temperatures that do not cause decomposition, while the aromatic groups maintain high glass transition temperature for thermal stability.

Inventive Principle:
Principle #35Parameter changes

3Temperature

If vapor deposition is performed on compounds with high sublimation temperature, then glass transition temperature is maintained, but decomposition occurs reducing device lifetime

Engineering Contradiction:
Core Design Contradiction:
TemperatureVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the molecular structure by introducing specific substituents that lower the sublimation temperature while preserving the aromatic groups that provide high glass transition temperature. This structural parameter change enables vapor deposition at lower temperatures, preventing decomposition and extending device lifetime while maintaining thermal stability during operation.

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 use of the aromatic amine derivative with specific substituents prevents crystallization, improving the production yield and extending the lifetime of organic EL devices, particularly in blue color emitting devices, by reducing defects and ensuring uniform film deposition.

Implementation Method 1

use of an aromatic amine derivative having a specific substituent for a hole transporting layer inhibits molecules from being crystallized

Methodology Applied
Scientific EffectCrystallization inhibition: Crystallisation

Implementation Method 2

An organic EL device is a spontaneous light emitting device making use of the principle that a fluorescent substance emits light by recombination energy of holes injected from an anode and electrons injected from a cathode by applying an electric field

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

A glass transition temperature (Tg) of a hole transporting material has to be raised in order to prevent the above matters

Methodology Applied
Scientific EffectGlass transition:

Data Source

PatentEP2639231B1Aromatic amine derivative, and organic electroluminescence element using the same
Publication Date: 2019.02.06
  • EP2639231B1 patent drawing
  • EP2639231B1 patent drawing
  • EP2639231B1 patent drawing

AI summary

Provided are a novel aromatic amine derivative having a specific structure and an organic electroluminescence device in which an organic thin layer comprising a single layer or plural layers including a light emitting layer is interposed between a cathode and an anode, wherein at least one layer of the above organic thin layer contains the aromatic amine derivative described above in the form of a single component or a mixed component. Thus, the organic electroluminescence device is less liable to be crystallized in molecules, improved in a yield in producing the organic electroluminescence device and extended in a lifetime.