Nitrogen-Containing Compounds for Organic Electroluminescent Devices

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Solution Overview

Problem

Existing electronic components, such as organic electroluminescent devices and photoelectric conversion devices, face limitations in performance due to the need for improved hole conductivity, electron tolerance, and luminescence efficiency.

Innovation Solution

The development of nitrogen-containing compounds with specific structures, including a bicycloalkyl structure at the 9th position of a fluorene ring, which enhances electron density and conjugation, thereby improving hole conductivity and electron tolerance. These compounds are used in the functional layers of electronic devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional hole transporting materials are used in organic electroluminescent devices, then the device can operate, but the hole conductivity and electron tolerance are insufficient, leading to limited luminescence efficiency and device lifetime

Engineering Contradiction:
Improveluminescence efficiency and device lifetimeVSAvoidhole conductivity and electron tolerance
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the chemical structure parameters of hole transporting materials by introducing a bicycloalkyl structure at the 9th position of a fluorene ring. This structural modification increases electron density and enhances conjugation, which directly improves hole conductivity and electron tolerance, thereby resolving the contradiction between operational capability and performance limitations

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining fluorene rings with bicycloalkyl groups and various aromatic substituents (Ar1, Ar2). This composite approach creates materials with synergistic properties that simultaneously achieve high hole conductivity, electron tolerance, and improved luminescence efficiency, overcoming the limitations of conventional single-structure materials

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If the molecular structure is simplified for easier manufacture, then manufacturing precision may improve, but the electron density and conjugation degree decrease, reducing hole conductivity and electron tolerance

Engineering Contradiction:
Improvemanufacturing precisionVSAvoidhole conductivity and electron tolerance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent applies local quality by introducing the bicycloalkyl structure specifically at the 9th position of the fluorene ring, while allowing different aromatic substituents (Ar1, Ar2) at other positions. This localized structural enhancement concentrates electron density where most needed for charge transport, maintaining high hole conductivity and electron tolerance without requiring complex structures throughout the entire molecule

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent segments the molecular structure into distinct functional modules: the fluorene core with bicycloalkyl group provides the electron density and conjugation framework, while the aromatic substituents (Ar1, Ar2) provide additional electronic properties and structural stability. This modular segmentation allows independent optimization of each component for manufacturability and performance

Inventive Principle:
Principle #1Segmentation

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 compounds enhance the hole conductivity and electron tolerance, leading to improved luminescence efficiency and lifetime of organic electroluminescent devices, as well as increased open circuit voltage and stability of photoelectric conversion devices.

Implementation Method 1

a bicycloalkyl structure at the 9th position of a fluorene ring, which enhances electron density and conjugation, thereby improving hole conductivity

Methodology Applied
Scientific EffectConjugation:

Implementation Method 2

a bicycloalkyl structure at the 9th position of a fluorene ring, which enhances electron density and conjugation, thereby improving hole conductivity and electron tolerance

Methodology Applied
Scientific EffectElectron density enhancement:

Data Source

PatentUS12289988B2Nitrogen-containing compounds, electronic elements and electronic devices
Publication Date: 2025.04.29 SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
  • US12289988B2 patent drawing
  • US12289988B2 patent drawing
  • US12289988B2 patent drawing

AI summary

The present application provides a nitrogen-containing compounds represented by formula I-A, electronic elements and electronic devices. The application relates to the field of organic material. The nitrogen-containing compounds can improve the performance of electronic elements.