Amine Compounds for OLED Hole Transport Layers

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Solution Overview

Problem

There is a continued need for novel organic light-emitting materials suitable for use in hole injection and hole transport layers of organic light-emitting diodes (OLEDs) that can operate at lower voltages with higher light emission efficiency and longer lifetimes compared to conventional technologies.

Innovation Solution

A novel amine compound represented by specific chemical formulas is introduced for use in hole transport, hole injection, or electron-blocking layers, characterized by a structure where the amine group exists only on one of the ring moieties, enhancing luminous efficiency, lifespan, and reducing driving voltage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional hole transport materials are used in OLEDs, then the device structure is simple and ease of manufacture is maintained, but the luminous efficiency is low and driving voltage is high

Engineering Contradiction:
Improveease of manufactureVSAvoidluminous efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent employs composite hole transport materials comprising a carbazole derivative compound combined with specific substituent groups (such as triphenylamine, dibenzofuran, or carbazole groups) to achieve superior luminous efficiency while maintaining ease of manufacture. The composite structure allows the material to exhibit both high hole transport capability and excellent electroluminescence properties, resolving the contradiction between manufacturing simplicity and performance enhancement.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces specific functional groups at particular positions of the carbazole core structure to optimize local properties. By placing electron-donating or electron-withdrawing groups at specific locations, the material achieves enhanced luminous efficiency in critical regions while maintaining overall structural simplicity and ease of synthesis.

Inventive Principle:
Principle #3Local quality

2Ease of manufacture

If conventional hole transport materials are used in OLEDs, then the device structure is simple and ease of manufacture is maintained, but the lifespan is short

Engineering Contradiction:
Improveease of manufactureVSAvoidlifespan
Core Design Contradiction:
Ease of manufactureVSDuration of action of stationary object

Solution Approach 1:

The patent utilizes composite carbazole derivatives incorporating stabilizing substituent groups that enhance material stability and device lifespan. The combination of carbazole core with specific functional groups (such as dibenzofuran or triphenylamine) provides both ease of manufacture through conventional synthesis routes and extended operational lifetime through improved molecular stability and reduced degradation.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies molecular parameters such as HOMO energy levels and charge transport mobility by adjusting substituent groups on the carbazole core. These parameter changes optimize the balance between ease of manufacture and lifespan, achieving materials that are both synthesizable through standard procedures and exhibit enhanced long-term stability in OLED devices.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If conventional hole transport materials are used in OLEDs, then material synthesis is simple, but driving voltage is high and energy consumption is high

Engineering Contradiction:
Improvesynthesis simplicityVSAvoiddriving voltage
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The patent employs composite carbazole derivatives with specific substituent groups that enhance charge transport efficiency, thereby reducing driving voltage requirements. The composite structure maintains synthesis simplicity through use of readily available starting materials and standard organic synthesis techniques, while achieving lower operating voltages through improved hole mobility and energy level alignment.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes molecular parameters including HOMO energy levels and charge mobility by strategic selection of substituent groups. These parameter adjustments enable the material to maintain simple synthesis pathways while achieving reduced driving voltages through enhanced charge transport efficiency and optimized energy level matching with adjacent OLED layers.

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 amine compound achieves high luminous efficiency, long lifespan, and low driving voltage when used in OLEDs, outperforming conventional materials in terms of light emission efficiency and operational stability.

Implementation Method 1

the amine compound... when used in a hole transport layer or an electron-blocking layer in the organic light-emitting diode

Methodology Applied
Scientific EffectHole transport: Conduction (electrical)

Implementation Method 2

the amine compound... when used in a hole transport layer or an electron-blocking layer in the organic light-emitting diode

Methodology Applied
Scientific EffectElectron blocking: Electrical Resistance

Implementation Method 3

the term organic light-emitting phenomenon refers to a phenomenon in which electric energy is converted to light energy by means of an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 4

When the exciton returns to the ground state from the excited state, the molecule of the organic layer emits light

Methodology Applied
Scientific EffectLight emission: Luminescence

Data Source

PatentUS11563181B2Amine compounds for organic light-emitting diode and organic light-emitting diode including the same
Publication Date: 2023.01.24 SFC CO LTD
  • US11563181B2 patent drawing
  • US11563181B2 patent drawing
  • US11563181B2 patent drawing

AI summary

Disclosed herein are provided an amine compound represented by the following [Chemical Formula A] or [Chemical Formula B], and an organic light-emitting diode comprising the same.wherein, the ring moieties, A1, A2, Q1, Q2, E, F, L1 to L6, Ar1 to Ar4, p1, p2, r1, r2, s1, s2, x, and y are each as defined in the Specification.