Fluorenylamine Host Material for OLED Thermal Stability

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Solution Overview

Problem

Existing organic light emitting devices require compounds with high thermal stability, large band gap, and high lowest excited triplet level, which Compound 1 from Patent Literature 1 does not adequately provide.

Innovation Solution

A fluorenylamine compound with three fluorenyl groups bonded to a nitrogen atom at the 3-positions, offering high glass transition temperature, thermal stability, and a large band gap, suitable for use as a host material in light emitting layers for enhanced efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If Compound 1 is used as the organic compound, then thermal stability is improved, but band gap and lowest excited triplet level are insufficient

Engineering Contradiction:
Improvethermal stabilityVSAvoidband gap
Core Design Contradiction:
TemperatureVSUse of energy by moving object

Solution Approach 1:

The patent changes the molecular structure parameters by introducing three fluorenyl groups bonded to a nitrogen atom at the 3-positions, which simultaneously achieves high thermal stability (glass transition temperature of 150°C or higher) and large band gap (2.8 eV or more) with high lowest excited triplet level (2.5 eV or more)

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining three fluorenymine groups with a central nitrogen atom, forming a novel compound that integrates multiple functional properties (thermal stability, large band gap, high triplet level) into a single material system

Inventive Principle:
Principle #40Composite materials

2Temperature

If Compound 1 is used as the organic compound, then thermal stability is improved, but lowest excited triplet level is insufficient

Engineering Contradiction:
Improvethermal stabilityVSAvoidlowest excited triplet level
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent changes the molecular structure parameters by introducing three fluorenymine groups bonded to a nitrogen atom at the 3-positions, which simultaneously achieves high thermal stability (glass transition temperature of 150°C or higher) and large band gap (2.8 eV or more) with high lowest excited triplet level (2.5 eV or more)

Inventive Principle:
Principle #35Parameter changes

3Use of energy by moving object

If the organic compound layer is formed, then light emission function is achieved, but triplet exciton quenching occurs reducing efficiency

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidtriplet exciton quenching
Core Design Contradiction:
Use of energy by moving objectVSObject-generated harmful factors

Solution Approach 1:

The patent converts the potential harmful effect of triplet exciton quenching into a benefit by designing a compound with inherently high lowest excited triplet level (2.5 eV or more), which prevents quenching and allows efficient light emission while maintaining thermal stability

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent changes the molecular structure parameters by introducing three fluorenymine groups bonded to a nitrogen atom at the 3-positions, which simultaneously achieves high thermal stability (glass transition temperature of 150°C or higher) and large band gap (2.8 eV or more) with high lowest excited triplet level (2.5 eV or more)

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS9115055B2Fluorenylamine compound, organic light emitting device containing the same, material for organic light emitting device, display apparatus, and image input apparatus
Publication Date: 2015.08.25 CANON KK
  • US9115055B2 patent drawing
  • US9115055B2 patent drawing
  • US9115055B2 patent drawing

AI summary

A novel fluorenylamine compound represented by a general formula below, where R1 to R6 are each independently selected from a hydrogen atom and alkyl groups; R21 to R23 are each independently selected from a hydrogen atom and the alkyl groups; and the alkyl groups are a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group.