Heterocyclic Compound for OLED Hole and Electron Transport

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Solution Overview

Problem

Current organic light-emitting devices face limitations in achieving optimal performance in terms of viewing angles, response time, brightness, and driving voltage, particularly in the development of heterocyclic compounds for use in their emission layers.

Innovation Solution

A novel heterocyclic compound represented by Formula 1A is introduced, which includes specific substituents and structural features that enhance the performance of organic light-emitting devices by improving hole transport and electron transport properties, leading to improved luminescence characteristics and structural stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional organic light-emitting devices are used, then basic light emission is achieved, but viewing angles, response time, brightness, and driving voltage cannot be optimized simultaneously

Engineering Contradiction:
Improvedevice performanceVSAvoidstructural complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent modifies the molecular structure of heterocyclic compounds by changing parameters such as ring size (k1 from 1 to 5), substitution patterns (n1 from 1 to 3, n2 from 0 to 3), and substituent types (R1 to R7 groups). These parameter changes in the compound structure lead to optimized electronic properties including HOMO/LUMO energy levels, charge transport characteristics, and luminescence properties, thereby improving overall device performance without increasing device structural complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite heterocyclic compound structures combining multiple functional moieties including carbazole groups, heterocyclic rings, and various substituents (R1 to R7). This composite molecular design allows simultaneous optimization of hole transport, electron transport, and luminescence properties within a single compound, resolving the contradiction between achieving multiple performance improvements and maintaining structural simplicity

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If the heterocyclic compound structure is simplified, then manufacturing becomes easier, but luminescence characteristics and structural stability deteriorate

Engineering Contradiction:
Improvesynthesis easeVSAvoidluminescence stability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The heterocyclic compound is divided into distinct functional segments: core heterocyclic rings (providing structural stability), carbazole groups (providing charge transport), and substituent groups (R1 to R7, providing luminescence properties). This segmentation allows each part to be optimized independently for its specific function while maintaining overall molecular stability and ease of synthesis through modular assembly

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The heterocyclic compound structure is designed with multi-functional moieties that simultaneously provide structural stability, charge transport capability, and luminescence properties. The carbazole groups and heterocyclic rings work together to deliver both structural integrity and optical functionality, eliminating the need for separate stabilizing agents or dopants, thus maintaining reliability while simplifying the overall system

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

3Ease of operation

If conventional compounds are used in emission layers, then device assembly is straightforward, but hole transport and electron transport properties are not optimized

Engineering Contradiction:
Improvedevice assemblyVSAvoidcharge transport efficiency
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent optimizes charge transport by adjusting molecular parameters including HOMO energy level (through electron-donating groups), LUMO energy level (through electron-withdrawing groups), and molecular planarity (through ring fusion patterns). These parameter changes in the compound structure directly improve hole and electron transport efficiencies while maintaining compatibility with standard device assembly processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The heterocyclic compound acts as an intermediary material in the emission layer, mediating between charge carriers (holes and electrons) and luminescent centers. The compound's dual functionality in charge transport and luminescence support allows efficient charge recombination and energy transfer, optimizing transport properties without complicating device assembly

Inventive Principle:
Principle #24Intermediary (Mediator)

4Duration of action of stationary object

If the heterocyclic compound has higher structural stability, then lifespan is prolonged, but synthesis complexity and manufacturing difficulty increase

Engineering Contradiction:
Improvedevice lifespanVSAvoidsynthesis difficulty
Core Design Contradiction:
Duration of action of stationary objectVSEase of manufacture

Solution Approach 1:

The stable heterocyclic structure is segmented into robust core components (fused ring systems, carbazole groups) that provide inherent structural stability through their aromatic character and rigid frameworks. These stable segments can be synthesized using well-established organic synthesis methods, and then assembled through relatively simple coupling reactions, thereby achieving high stability without excessive synthesis complexity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs commercially available starting materials and standard organic synthesis reagents to build the stable heterocyclic structures. By using off-the-shelf chemical building blocks and conventional synthesis protocols, the manufacturing process remains cost-effective and accessible despite the high structural stability achieved in the final compound

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 heterocyclic compound in organic light-emitting devices results in enhanced luminescence characteristics, structural stability, and prolonged lifespan, with specific energy levels and stability in hole movement, effectively addressing the limitations of existing technologies.

Implementation Method 1

Holes provided from the anode may move toward the emission layer through the hole transport region

Methodology Applied
Scientific EffectHole transport:

Implementation Method 2

electrons provided from the cathode may move toward the emission layer through the electron transport region

Methodology Applied
Scientific EffectElectron transport:

Implementation Method 3

The excitons may transition from an excited state to a ground state, thereby generating light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20230357150A1Heterocyclic compound, organic light-emitting device including the same, and electronic apparatus including the organic light-emitting device
Publication Date: 2023.11.09 SAMSUNG DISPLAY CO LTD
  • US20230357150A1 patent drawing
  • US20230357150A1 patent drawing
  • US20230357150A1 patent drawing

AI summary

Provided are a heterocyclic compound represented by Formula 1A, an organic light-emitting device including the same, and an electronic apparatus including the organic light-emitting device:wherein a detailed description of Formula 1A is provided in the specification.