Phenyl Derivative Bipolar Compounds for OLED Efficiency

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Solution Overview

Problem

Current organic electronic devices, particularly organic electroluminescent devices, face challenges in improving lifetime, efficiency, and operating voltage, with a limited pool of materials suitable for use, especially for blue light emission.

Innovation Solution

A phenyl-derivative compound substituted with at least two electron acceptors and two electron donors is developed, which can be used in organic electronic devices, including OLEDs, and is formulated into a solvent-based solution for deposition in device production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic materials are used in OLEDs, then the device structure is simple and processing is easy, but the lifetime, efficiency, and operating voltage properties are insufficient

Engineering Contradiction:
Improvedevice lifetime and efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite material design by combining electron-donating groups (such as carbazole, indole, or indolizine) with electron-accepting groups (such as pyridine, pyrimidine, triazine, or perylene) to create bipolar organic compounds. This composite approach at the molecular level enables the material to simultaneously achieve improved lifetime, efficiency, and operating voltage characteristics while maintaining processability in OLED devices.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies local quality modification by introducing specific functional groups at particular positions on the molecular core structure. The electron-donating and electron-accepting groups are strategically placed to create localized electronic properties that enhance charge transport and recombination efficiency, thereby improving device performance without requiring complete structural redesign.

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If the pool of available materials for OLEDs is limited, then material selection is simple, but it is difficult to improve device properties and achieve blue light emission

Engineering Contradiction:
Improvematerial pool expansionVSAvoidmaterial design complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent segments the molecular structure into distinct functional modules: a core aromatic structure (such as benzene, naphthalene, or anthracene) and separate electron-donating/accepting groups. This modular segmentation allows systematic combination of different functional units to generate diverse bipolar compounds with tailored properties, significantly expanding the available material pool for various OLED applications including blue light emission.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent designs universal bipolar compound structures that can serve multiple functions in OLED devices. The same molecular framework with appropriate substituent combinations can function as hole-transporting material, electron-transporting material, or emissive material, thereby expanding material versatility and reducing the need for separate specialized materials.

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

3Weight of moving object

If organic electronic devices use inorganic materials, then device properties are stable, but flexibility and weight are reduced

Engineering Contradiction:
Improvedevice weightVSAvoiddevice property stability
Core Design Contradiction:
Weight of moving objectVSReliability

Solution Approach 1:

The patent changes the fundamental material parameter from inorganic to organic compounds, specifically designing bipolar molecules with appropriate HOMO-LUMO energy levels, charge mobility, and thermal stability. By optimizing molecular parameters such as conjugation length, substituent types, and molecular weight, the organic materials achieve property stability comparable to inorganic materials while maintaining the inherent advantages of low weight and flexibility.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11581495B2Phenyl derivatives substituted with at least two electron acceptors and at least two electron donors for use in organic electronic devices
Publication Date: 2023.02.14 UDC IRELAND
  • US11581495B2 patent drawing
  • US11581495B2 patent drawing
  • US11581495B2 patent drawing

AI summary

The present invention relates to a phenyl-derivative compound substituted with at least two electron acceptors and at least two electron donors. Formula (I) RAaRDbRScC6 wherein a is 2, 3 or 4; b is 2, 3 or 4; c is 0, 1 or 2; a+b−c=6; RA is at each occurrence independently a group with −M-effect; RB is at each occurrence independently a group with +−M-effect; RS is as defined in claim 1. Said compound is suited for use in organic electronic devices, particularly in organic electroluminescent devices.