Bicarbazole Derivative Host Material for OLED Lifespan

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Solution Overview

Problem

Organic electroluminescent devices using carbazole ring compounds have a short lifespan due to low glass transition temperature and crystallization issues, limiting their commercial viability.

Innovation Solution

A bicarbazole derivative with improved electrical stability, high glass transition temperature, and non-crystalline properties is developed for use as a green phosphorescence host material, hole-injecting material, or hole-transporting material, synthesized through a palladium acetate and tri-tert-butylphosphine catalyzed reaction, enhancing charge transport and device stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If carbazole ring compounds are used as phosphorescence host materials, then the device can achieve light emission, but the glass transition temperature is low and crystallization occurs, resulting in short device lifespan

Engineering Contradiction:
Improveglass transition temperatureVSAvoiddevice lifespan
Core Design Contradiction:
TemperatureVSDuration of action of stationary object

Solution Approach 1:

The patent introduces a carbazole-containing cyclic carboxylate structure to modify the carbazole ring compound, creating a composite molecular structure that combines the advantages of both structural components. This composite structure raises the glass transition temperature while preventing crystallization, thereby extending device lifespan

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the molecular structure parameters of the carbazole ring compound by introducing specific substituents and cyclic carboxylate groups. This changes the physical and chemical parameters of the material, including glass transition temperature and crystallization behavior, to achieve the desired performance

Inventive Principle:
Principle #35Parameter changes

2Illumination intensity

If high current and voltage are applied to achieve light emission, then luminance can be improved, but the device stability and lifespan deteriorate

Engineering Contradiction:
ImproveluminanceVSAvoiddevice stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent changes the electrical parameters of the organic electroluminescent material by introducing the carbazole-containing cyclic carboxylate structure, which improves charge transport capability and electrical stability. This allows the device to achieve high luminance with lower operating voltage and current, thereby improving reliability

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 bicarbazole derivative-based organic electroluminescent devices exhibit high efficiency, luminance, and extended lifespan with reduced manufacturing costs, offering improved electrical stability and charge transport capabilities.

Implementation Method 1

the hole mobility is significantly higher than the electron mobility, so holes and electrons can be more effectively transported to the light-emitting layer when a hole transport layer and an electron transport layer are properly used

Methodology Applied
Scientific EffectCharge transport: Conduction (electrical)

Implementation Method 2

an organic compound having fluorescent or phosphorescent characteristics generates light emission

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

One is the form of a singlet excited state formed by a ground state electron with asymmetric spin, which releases energy in the form of fluorescence and then returns to the ground state

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 4

the other is the form of a triplet excited state formed by a ground state electron with symmetric spin, which releases energy in the form of phosphorescence and then returns to the ground state

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS10050213B2Bicarbazole derivative, preparation process and use thereof, and organic luminescent device
Publication Date: 2018.08.14 BOE TECHNOLOGY GROUP CO LTD
  • US10050213B2 patent drawing
  • US10050213B2 patent drawing
  • US10050213B2 patent drawing

AI summary

The invention provides a bicarbazole derivative represented by formula (I), wherein A is a group represented by formula (II), and wherein X, Y and Z represent a carbon atom or a nitrogen atom, and at least one of X, Y and Z represent a nitrogen atom. The invention further provides a process for preparing the compound. The invention further provides an organic electroluminescent device comprising the compound. This compound can be used as a phosphorescence host material, a hole-injecting material or a hole-transporting material in an organic electroluminescent device.