Triazine-Based OLED Electron Transport Material

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Solution Overview

Problem

Conventional materials used in organic light-emitting devices for electron transport and hole-blocking layers often result in unsatisfactory lifespan, efficiency, and driving voltage.

Innovation Solution

A triazine-based compound with three biphenyl groups, which exhibits enhanced electric stability, high electron transport capability, and hole-blocking capability, is used in the organic light-emitting device, disrupting conjugation between aryl groups to increase the energy gap and improve device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional materials are used to form the electron transport layer or hole-blocking layer, then the device structure is simple and easy to manufacture, but the lifespan, efficiency, and driving voltage are unsatisfactory

Engineering Contradiction:
ImprovelifespanVSAvoidease of manufacture
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure parameters of the electron transport layer and hole-blocking layer by incorporating triazine rings with specific substituents (fluorine atoms, alkyl groups, aryl groups). This structural parameter change enhances electron transport capability and hole-blocking capability, directly improving device lifespan and efficiency while maintaining manufacturability through conventional OLED fabrication processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining triazine core units with various functional groups (fluorinated groups, biphenyl groups, carbazole groups). These composite structures synergistically provide both excellent electron transport properties and hole-blocking properties, resolving the contradiction between performance enhancement and manufacturing simplicity

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional materials are used to form the electron transport layer or hole-blocking layer, then the device structure is simple and easy to manufacture, but the efficiency is unsatisfactory

Engineering Contradiction:
ImproveefficiencyVSAvoidease of manufacture
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes molecular parameters including HOMO-LUMO energy gap, electron affinity, and mobility by introducing triazine rings with specific substituents. The fluorine substitution and biphenyl group incorporation tune the energy levels to improve charge transport efficiency and reduce non-radiative recombination, enhancing overall device efficiency while maintaining compatibility with standard manufacturing processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The composite structures combining triazine cores with electron-transporting groups and hole-blocking groups create materials with dual functionality. This composite approach achieves high efficiency through improved charge separation and transport while avoiding complex multi-layer structures, thus maintaining ease of manufacture

Inventive Principle:
Principle #40Composite materials

3Power

If conventional materials are used to form the electron transport layer or hole-blocking layer, then the device structure is simple and easy to manufacture, but the driving voltage is unsatisfactory

Engineering Contradiction:
Improvedriving voltageVSAvoidease of manufacture
Core Design Contradiction:
PowerVSEase of manufacture

Solution Approach 1:

The patent adjusts the energy level parameters (HOMO and LUMO levels) of the electron transport layer and hole-blocking layer materials by modifying the triazine core structure with electron-withdrawing groups (fluorine, cyano) and electron-donating groups. This parameter optimization reduces the energy barrier for charge injection and transport, lowering the driving voltage to satisfactory levels while maintaining structural simplicity for easy manufacture

Inventive Principle:
Principle #35Parameter changes

4Reliability

If the triazine-based compound disrupts conjugation between aryl groups to increase the energy gap, then the lifespan and efficiency are enhanced, but the device complexity increases

Engineering Contradiction:
ImprovelifespanVSAvoiddevice complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent increases the energy gap parameter by disrupting conjugation through steric hindrance (ortho-substitution) and introducing saturated linkers. This parameter change improves device lifespan by reducing triplet exciton formation and enhances efficiency by improving charge transport, while the molecular complexity remains manageable for synthesis and device fabrication

Inventive Principle:
Principle #35Parameter changes

5Reliability

If the triazine-based compound disrupts conjugation between aryl groups to increase the energy gap, then the efficiency is enhanced, but the device complexity increases

Engineering Contradiction:
ImproveefficiencyVSAvoiddevice complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent uses composite molecular structures where the triazine core provides the disrupted conjugation for high efficiency, while peripheral groups (alkyl, aryl, fluorinated groups) maintain synthetic accessibility and processability. This composite approach achieves enhanced efficiency without proportionally increasing device complexity

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS7732598B2Triazine-based compound, method of making the same, and an organic light-emitting device including the same
Publication Date: 2010.06.08 SAMSUNG DISPLAY CO LTD
  • US7732598B2 patent drawing
  • US7732598B2 patent drawing
  • US7732598B2 patent drawing

AI summary

A triazine-based compound having three biphenyl groups, represented by Structure 1, below, wherein R1 through R18 are each independently one of: hydrogen, a substituted C1-30 alkyl group, an unsubstituted C1-30 alkyl group, a substituted C6-50 aryl group, an unsubstituted C6-50 aryl group, a substituted C4-50 heteroaryl group, and an unsubstituted C4-50 heteroaryl group, and at least one of R1, R2, R7, R8, R13 and R14 is one of: a substituted C1-30 alkyl group, an unsubstituted C1-30 alkyl group, a substituted C6-50 aryl group, an unsubstituted C6-50 aryl group, a substituted C4-50 heteroaryl group, and an unsubstituted C4-50 heteroaryl group.