Nitrogen-Containing Compound for OLED Service Life

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Solution Overview

Problem

Current organic electroluminescent devices face limitations in performance and stability due to the structure and properties of existing nitrogen-containing compounds used in their materials, particularly in hole transporting layers and luminescence layers, which affect luminescence efficiency and service life.

Innovation Solution

A nitrogen-containing compound with a 1,8-disubstituted naphthalene core structure incorporating triarylamine and carbazole groups is developed, allowing for a non-planar structure with strong hole transport properties, enhancing carrier mobility and molecular stability while maintaining low intermolecular forces and sublimation temperatures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If nitrogen-containing compounds with conventional structures are used in organic electroluminescent devices, then the devices can achieve basic luminescence function, but the service life and stability are limited

Engineering Contradiction:
Improveservice lifeVSAvoidstability
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The patent employs composite material design by combining triarylamine groups (providing hole transport capability) with carbazole groups (providing structural stability and electron deficiency) around the naphthalene core. This composite structure at the molecular level achieves both high carrier mobility and enhanced stability, resolving the contradiction between service life and reliability. The specific compound structures shown in formulas (1) through (10) demonstrate this composite approach, where multiple functional groups work synergistically to improve both duration and reliability simultaneously.

Inventive Principle:
Principle #40Composite materials

2Speed

If nitrogen-containing compounds are used to improve hole transport, then carrier mobility increases, but intermolecular forces and sublimation temperatures increase

Engineering Contradiction:
Improvecarrier mobilityVSAvoidsublimation temperature
Core Design Contradiction:
SpeedVSTemperature

Solution Approach 1:

The patent introduces steric hindrance groups (such as adamantyl,金刚烷基, and other bulky substituents) at specific positions of the naphthalene core, which creates spatial separation between molecules. This dimensional approach prevents close molecular packing and weakens intermolecular forces, thereby maintaining low sublimation temperatures while preserving the electron-deficient character and hole transport capability of the nitrogen-containing groups. The spatial arrangement in formulas (1)-(10) demonstrates how three-dimensional structural design resolves this contradiction.

Inventive Principle:
Principle #17Another dimension (Dimensionality change)

3Productivity

If existing hole transporting layer materials are used, then basic hole transport function is achieved, but luminescence efficiency and device performance cannot be further improved

Engineering Contradiction:
Improveluminescence efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent designs nitrogen-containing compounds that perform multiple functions simultaneously: the triarylamine and carbazole groups provide hole transport, the naphthalene core provides structural stability, and the overall molecular structure facilitates efficient exciton formation and luminescence. This multi-functional design eliminates the need for separate hole transporting layer and luminescence layer materials, thereby improving luminescence efficiency without proportionally increasing device complexity. The compounds in formulas (1)-(10) exemplify this universal approach.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 nitrogen-containing compound improves the service life and luminescence efficiency of organic electroluminescent devices by maintaining high carrier mobility and stability, while reducing sublimation and evaporation temperatures, thus extending the device's operational lifespan and maintaining efficiency.

Implementation Method 1

triarylamine and/or a group including a carbazole structure are combined in a particular manner as a substituent group for 1,8-disubstituted naphthalene... triarylamine and the carbazole group both of which have strong hole transport properties

Methodology Applied
Scientific EffectHole transport:

Implementation Method 2

nitrogen atoms with high chemical activity in the structure are protected on the premise of ensuring the carrier mobility and appropriate molecular orbital energy level of the material, thus improving the stability of the material

Methodology Applied
Scientific EffectChemical stability:

Implementation Method 3

compound of this type with the non-planar structure has a low intermolecular force, the compound has a low sublimation temperature and evaporation temperature

Methodology Applied
Scientific EffectSublimation: Sublimation

Implementation Method 4

electrons at the cathode side move towards the electroluminescent layer, and holes at the anode side also move towards the luminescence layer, the electrons and the holes are combined in the electroluminescent layer to form excitons, and the excitons in an excited state release energy outwards, thus causing the electroluminescent layer to emit light outwards

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20230250048A1Nitrogen-containing compound, electronic element and electronic device
Publication Date: 2023.08.10 SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
  • US20230250048A1 patent drawing
  • US20230250048A1 patent drawing
  • US20230250048A1 patent drawing

AI summary

The present disclosure belongs to the technical field of organic materials, and provides a nitrogen-containing compound, an electronic element, and an electronic device. The nitrogen-containing compound has a structure shown in formula 1. When the nitrogen-containing compound is applied to an organic electroluminescent device, the service life of the device can be effectively improved while maintaining the luminescence efficiency of the device.