Nitrogen Heterocyclic Compounds for OLED Matrix Materials

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Solution Overview

Problem

Current organic electroluminescent devices, particularly those using phosphorescent emitters, face challenges in efficiency, operating voltage, and lifetime, especially in the blue and green wavelength ranges, due to limitations in matrix materials and other functional materials.

Innovation Solution

Development of specific compounds with nitrogen-replaced carbon atoms in their skeleton, which serve as matrix materials, hole-transport, electron-transport, or exciton-blocking materials, enhancing the electronic properties and performance of OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional matrix materials (ketones or phosphine oxides) are used in phosphorescent OLEDs, then the device can operate, but the efficiency and lifetime are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmaterial performance limitation
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical composition parameters of matrix materials by introducing nitrogen-containing heterocyclic structures (such as triazole, tetrazole, pyrazole rings) to replace conventional carbon-based matrix materials. This chemical parameter change results in improved device lifetime and efficiency while maintaining manufacturability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining nitrogen-containing heterocyclic structures with various functional groups (carbazole, indole, benzoxazole, etc.) to create new matrix materials that exhibit superior electronic properties, hole-transport capabilities, and stability compared to conventional materials

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional matrix materials are used, then the device structure is simple, but the efficiency and operating voltage are not optimized

Engineering Contradiction:
Improvedevice efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent optimizes efficiency by changing the electronic parameters of matrix materials through nitrogen-containing heterocyclic structures, which improve charge transport and recombination properties, leading to higher device efficiency despite increased molecular complexity

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional materials are used in green and blue phosphorescent OLEDs, then the device can emit light, but the lifetime is particularly insufficient

Engineering Contradiction:
Improvegreen and blue OLED lifetimeVSAvoidenergy efficiency
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent addresses the short lifetime of green and blue phosphorescent OLEDs by changing the matrix material parameters to nitrogen-containing heterocyclic structures, which provide better stability and reduced energy loss, thereby extending device lifetime while improving energy efficiency

Inventive Principle:
Principle #35Parameter changes

4Reliability

If carbon atoms in the skeleton are replaced by nitrogen, then electronic properties improve, but the synthesis complexity increases

Engineering Contradiction:
Improveelectronic propertiesVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent improves electronic properties by changing the atomic composition parameter (replacing carbon with nitrogen in the skeleton), which enhances charge transport and device performance. The synthesis complexity increase is accepted as a trade-off for the significant improvement in electronic properties and device reliability

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS9012599B2Nitrogen-containing condensed heterocyclic compounds for OLEDs
Publication Date: 2015.04.21 MERCK PATENT GMBH
  • US9012599B2 patent drawing
  • US9012599B2 patent drawing
  • US9012599B2 patent drawing

AI summary

The present invention relates to compounds of the formula (1), formula (2), formula (3) and formula (4) which are suitable for use in electronic devices, in particular organic electroluminescent devices.