Spiro Organic Compound for High-Temperature OLED Stability

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Solution Overview

Problem

Current light-emitting devices using organic electroluminescence lack materials with high heat resistance and sublimability, which are essential for applications in high-temperature environments and efficient manufacturing processes, while also requiring high emission efficiency and long lifetime.

Innovation Solution

Development of an organic compound represented by General Formula (G0) and (G1) with specific structural features, such as a tertiary amine structure, high glass transition temperature, and spiro ring formation, which serves as a hole-transport material and host material for light-emitting devices, enhancing heat resistance, sublimability, and emission efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If conventional organic compounds are used in light-emitting devices, then the devices can operate, but the heat resistance and sublimability are insufficient for high-temperature applications and efficient manufacturing

Engineering Contradiction:
Improveheat resistanceVSAvoidperformance stability in high-temperature conditions
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent modifies the molecular structure parameters of organic compounds by introducing specific structural features (spiro rings, tertiary amine groups, aromatic hydrocarbon skeletons) to achieve high glass transition temperatures (Tg ≥ 100°C) and appropriate sublimation characteristics, thereby resolving the contradiction between heat resistance and material stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite functional materials by combining multiple structural elements (host material + guest material, hole-transport material + light-emitting material) within a single organic compound system, enabling simultaneous achievement of high heat resistance, good sublimability, and stable device performance

Inventive Principle:
Principle #40Composite materials

2Temperature

If materials with high heat resistance are developed, then the sublimability for efficient manufacturing may be compromised

Engineering Contradiction:
Improveglass transition temperatureVSAvoidsublimability
Core Design Contradiction:
TemperatureVSEase of manufacture

Solution Approach 1:

The patent precisely controls molecular weight, molecular structure (spiro rings), and functional group composition to achieve an optimal balance where glass transition temperature is high (≥100°C) while sublimation temperature remains in the manufacturable range (250-400°C), resolving the contradiction between heat resistance and ease of manufacture

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces localized structural features (spiro rings at specific positions, tertiary amine groups) that independently contribute to different properties: the spiro ring structure provides high Tg and thermal stability, while the overall molecular design maintains appropriate sublimation characteristics for vacuum deposition

Inventive Principle:
Principle #3Local quality

3Temperature

If the organic compound structure is optimized for heat resistance, then the emission efficiency and device lifetime may be affected

Engineering Contradiction:
Improvethermal stabilityVSAvoidemission efficiency and lifetime
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent designs composite functional systems where the host material provides thermal stability (high Tg) while the guest material (light-emitting substance) ensures high emission efficiency, and the interface between them is optimized for charge transport, achieving simultaneous improvement in thermal stability, emission efficiency, and device lifetime

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes HOMO-LUMO energy levels, charge mobility parameters, and molecular packing characteristics to ensure that high thermal stability does not compromise emission efficiency, by adjusting the electronic structure parameters of the organic compound while maintaining the spiro ring core structure

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 organic compound provides light-emitting devices with improved heat resistance, sublimability, and high emission efficiency, enabling reliable performance in high-temperature conditions and efficient manufacturing, while also extending the devices' lifespan.

Implementation Method 1

an organic compound with high heat resistance and sublimability, and thus is suitable as a host material or a hole-transport material

Methodology Applied
Scientific EffectHole transport: Conduction (electrical)

Implementation Method 2

Research and development have been actively conducted on light-emitting devices using organic electroluminescence (EL) phenomenon

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11673863B2Organic compound, light-emitting device, light-receiving device, light-emitting apparatus, light-emitting module, electronic device, and lighting device
Publication Date: 2023.06.13 SEMICON ENERGY LAB CO LTD
  • US11673863B2 patent drawing
  • US11673863B2 patent drawing
  • US11673863B2 patent drawing

AI summary

An organic compound with high heat resistance is provided. A light-emitting device with high emission efficiency and high reliability is provided. An organic compound represented by General Formula (G0) is provided. In General Formula (G0), any one of R1 to R5 represents General Formula (A), and each of the others of R1 to R5, R6 to R13, R21 to R29, R31 to R39, and R41 to R48 independently represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms. R21 and R22 may be bonded to each other to form a spiro ring.