Organic Semiconductor Electron Transport Material for OLEDs

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Solution Overview

Problem

Current electron transport layer materials for OLEDs lack high triplet energy, thermal stability, and efficient electron mobility, which are essential for developing high-performance blue phosphorescent OLED devices.

Innovation Solution

An organic semiconductor material with a specific structure, represented by Formula 1, incorporating electron-deficient groups such as dipyridylbenzene, pyrimidylbenzene, and diphenylphosphine oxide, which enhances triplet energy and thermal stability, facilitating effective electron transport and hole blocking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional electron transport layer materials are used, then device structure is simple, but triplet energy is insufficient and thermal stability is poor

Engineering Contradiction:
Improvetriplet energyVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite molecular structures combining electron-transporting moieties (such as pyridine, pyrimidine, triazine rings) with electron-deficient groups (such as phosphine oxide, sulfone, carboxylate). This composite approach enables the material to simultaneously achieve high triplet energy (2.8 eV or higher), thermal stability (decomposition temperature above 300°C), and effective electron transport, resolving the contradiction between performance requirements and structural simplicity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters including introducing electron-deficient groups with different electron affinities, adjusting molecular weight, and modifying functional group positions to optimize the balance between triplet energy, thermal stability, and electron mobility. This parameter optimization allows achieving high performance without excessive structural complexity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If electron mobility is enhanced, then electron transport efficiency improves, but thermal stability may deteriorate

Engineering Contradiction:
Improveelectron mobilityVSAvoidthermal stability
Core Design Contradiction:
ProductivityVSTemperature

Solution Approach 1:

The patent introduces electron-deficient groups (phosphine oxide, sulfone, carboxylate) at specific local positions on the electron-transporting core structure. These localized electron-deficient regions enhance electron affinity and mobility without compromising the overall thermal stability of the molecular backbone, which is maintained through stable aromatic ring systems.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent uses stable aromatic ring systems (pyridine, pyrimidine, triazine) as intermediary structures that connect electron-transporting moieties while providing thermal stability. These intermediary structures act as rigid backbones that maintain molecular integrity at high temperatures while facilitating electron transport through the electron-deficient groups attached to them.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If high triplet energy is achieved, then phosphorescent OLED performance improves, but electron mobility may be reduced

Engineering Contradiction:
Improvetriplet energyVSAvoidelectron mobility
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent segments the molecular structure into distinct functional units: electron-transporting moieties (pyridine, pyrimidine, triazine rings) and electron-deficient groups (phosphine oxide, sulfone, carboxylate). This segmentation allows each unit to independently contribute to its specific function - the aromatic rings provide triplet energy while the electron-deficient groups enhance electron mobility, resolving the contradiction between these two properties.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent designs molecules where the electron-transporting moieties serve multiple functions simultaneously: they provide high triplet energy (2.8 eV or higher) for phosphorescent OLED operation and also facilitate electron transport through their electron-accepting character. This multi-functionality eliminates the need for separate components and resolves the contradiction between triplet energy and electron mobility.

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

Data Source

PatentUS11659766B2Organic semiconductor material for electron transport
Publication Date: 2023.05.23 DAEGU GYEONGBUK INSTITUTE OF SCIENCE AND TECHNOLOGY
  • US11659766B2 patent drawing
  • US11659766B2 patent drawing
  • US11659766B2 patent drawing

AI summary

One embodiment of the present invention provides an organic semiconductor material for electron transport. The organic semiconductor material for electron transport may have a structure represented by the following Formula 1:wherein X1 and X2 each independently represent oxygen (O) or sulfur (S) and R1 and R2 each may independently contain a pyridine group, a dipyridylbenzene group, a fluoropyridine group, a diphenylthiazole group, a diphenyloxazole group, a triphenyldiazole group, a phenylthiadiazole group, a phenyloxadiazole group, a diphenyltriazole group, a pyrimidine group, a pyrimidylbenzene group, a phenylpyrimidine group, a diphenylphosphine oxide group, a diphenyltriazine group or a phenyltetrazine group.