Spiro Organic Compounds for OLED Hole Transport Layers

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Solution Overview

Problem

Organic electroluminescence devices face challenges in achieving high efficiency, long service life, and low drive voltage due to unbalanced charges and fluorescence quenching caused by aromatic amines in the hole transport layer, which also lead to issues with crystallization and thermal stability.

Innovation Solution

A novel organic compound represented by General Formula 1 is used as a hole injection layer, hole transport layer, electron blocking layer, or emission layer material, which reduces drive voltage, increases luminous efficiency, brightness, and thermal stability, and extends service life by balancing charges and preventing fluorescence quenching.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If aromatic amines are used as hole transport layer material, then hole transport mobility is improved, but fluorescence quenching occurs and luminous efficiency decreases

Engineering Contradiction:
Improvehole transport mobilityVSAvoidluminous efficiency
Core Design Contradiction:
SpeedVSLoss of energy

Solution Approach 1:

The patent extracts the harmful electron donor property from the hole transport layer by replacing aromatic amine compounds with non-amine compounds (such as spirobifluorene derivatives), thereby eliminating fluorescence quenching while maintaining hole transport functionality through alternative molecular structures

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical composition parameter of the hole transport layer from aromatic amine-based to non-amine-based compounds, specifically using spirobifluorene derivatives with adjusted HOMO levels and electron donor properties to prevent fluorescence quenching while preserving charge transport capabilities

Inventive Principle:
Principle #35Parameter changes

2Loss of energy

If drive voltage is reduced to improve efficiency, then Joule heating decreases and service life extends, but crystallization of organic substance may occur

Engineering Contradiction:
ImproveJoule heatingVSAvoidcrystallization resistance
Core Design Contradiction:
Loss of energyVSStability of the object's composition

Solution Approach 1:

The patent changes the glass transition temperature parameter of the hole transport layer material by selecting compounds with Tg above 100°C (preferably above 150°C), which maintains material stability and prevents crystallization even at reduced drive voltages and lower operating temperatures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material design by combining spirobifluorene core structures with specific substituent groups (such as carbazole, triphenylamine, or oxadiazole derivatives) to achieve both low drive voltage operation and high thermal stability simultaneously

Inventive Principle:
Principle #40Composite materials

3Temperature

If aromatic amines are used to improve thermal resistance, then glass transition temperature increases, but fluorescence quenching centers are formed

Engineering Contradiction:
Improveglass transition temperatureVSAvoidluminous efficiency
Core Design Contradiction:
TemperatureVSLoss of energy

Solution Approach 1:

The patent removes the aromatic amine functional group from the hole transport layer structure, replacing it with spirobifluorene-based compounds that provide equivalent or superior thermal stability through their rigid molecular framework and high glass transition temperatures without the electron donor properties that cause fluorescence quenching

Inventive Principle:
Principle #2Taking out (Extraction)

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 novel organic compound in organic electroluminescence devices results in improved luminous efficiency, brightness, thermal stability, and extended service life while reducing drive voltage, thereby enhancing the overall performance of the devices.

Implementation Method 1

organic electroluminescence is a phenomenon in which electric energy is converted into light energy with the aid of an organic substance

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS10396289B2Spiro organic compounds, material comprising the same for organic electroluminescence devices, and organic electroluminescence device comprising the material
Publication Date: 2019.08.27 JIANGSU TOPTO NEW MATERIALS TECHNOLOGY CO LTD
  • US10396289B2 patent drawing
  • US10396289B2 patent drawing
  • US10396289B2 patent drawing

AI summary

The present invention provides a novel organic compound of General Formula 1, a material comprising the same for organic electroluminescence devices, and an organic electroluminescence device comprising the material. The organic compound of the present invention is useful in organic electroluminescence devices as a hole injection layer substance, a hole transport layer substance, an electron blocking layer substance, and an emission layer substance such as green and red phosphorescent host substance, and when used in the organic electroluminescence devices, can reduce the drive voltage, and increase the luminous efficiency, luminance, thermal stability, color purity and service life of the devices.