Pyrene Compound Blue Light Emitter for OLED Durability

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Solution Overview

Problem

Conventional organic thin-film light emitting devices, particularly blue light emitting devices, face challenges in achieving high luminance efficiency and durability simultaneously.

Innovation Solution

A pyrene compound with a pyrene skeleton and one or two electron-donating condensed aromatic dibenzofuran skeletons is used, featuring a linking group that allows for heat resistance and charge transporting performance, forming a stable thin film for long-life light emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional blue emissive materials are used in organic thin-film light emitting devices, then the device can emit blue light, but the durability and reliability are insufficient

Engineering Contradiction:
Improvedevice durabilityVSAvoiddevice lifespan
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the molecular structure of pyrene compounds by introducing specific substituents (dibenzofuranyl groups, aryl groups, heteroaryl groups) at defined positions (R1-R17) with controlled parameters (n=1-2, X being single bond/arylene/heteroarylene). These structural parameter changes enhance the compound's stability and charge transport properties, directly improving device durability and lifespan while maintaining blue light emission functionality.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite emissive materials by combining pyrene core structures with dibenzofuranyl groups and other aromatic substituents. This composite molecular architecture integrates the beneficial properties of each component: pyrene provides blue light emission, while dibenzofuranyl and aromatic groups enhance stability, heat resistance, and charge transport, resulting in improved device reliability and lifespan.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If conventional pyrene compounds are used for blue light emission, then the device can achieve blue light emission, but the thin-film stability is insufficient

Engineering Contradiction:
Improvethin-film stabilityVSAvoidlight emission lifespan
Core Design Contradiction:
Stability of the object's compositionVSDuration of action of stationary object

Solution Approach 1:

The patent optimizes molecular parameters by controlling the number of dibenzofuranyl groups (one or two), the position of substituents (R1-R17), and the linker type (X). These parameter adjustments enhance intermolecular interactions and packing efficiency in the thin film, improving thin-film stability and consequently extending light emission lifespan.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite pyrene compounds incorporating dibenzofuranyl groups that form more stable thin-film structures. The composite molecular design enhances film-forming properties, thermal stability, and morphological stability, directly addressing thin-film stability issues while maintaining long-term light emission performance.

Inventive Principle:
Principle #40Composite materials

3Use of energy by moving object

If blue light emitting devices are designed for high luminance efficiency, then the luminance efficiency improves, but the durability decreases

Engineering Contradiction:
Improveluminance efficiencyVSAvoiddevice durability
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent adjusts molecular parameters including the type of substituents (amino groups, aryl groups, heteroaryl groups), their positions, and the core structure configuration to optimize both charge transport efficiency (affecting luminance efficiency) and material stability (affecting durability). This balanced parameter optimization achieves high luminance efficiency without sacrificing device durability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite pyrene compounds with dibenzofuranyl groups that simultaneously enhance charge transport properties (improving luminance efficiency) and structural stability (improving durability). The synergistic combination of functional groups in the composite structure resolves the trade-off between efficiency and durability.

Inventive Principle:
Principle #40Composite materials

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The pyrene compound-based light emitting device achieves high luminance efficiency and good durability, enabling stable and efficient blue light emission with improved thin-film stability and extended lifespan.

Implementation Method 1

organic thin-film light emitting devices, which emit light when electrons injected from a cathode and holes injected from an anode are recombined in an organic luminous body placed between the electrodes

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS7989802B2Light emitting device material and light emitting device
Publication Date: 2011.08.02 TORAY INDUSTRIES INC
  • US7989802B2 patent drawing
  • US7989802B2 patent drawing
  • US7989802B2 patent drawing

AI summary

A light emitting device material comprises a pyrene compound represented by formula (1) below. Also disclosed is a light emitting device using such a material. (R1 to R17 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, an amino group, a silyl group, —P(═O)R18R19, and a ring structure formed together with an adjacent substituent; R18 and R19 are each selected from an aryl group and a heteroaryl group; n is an integer of 1 to 2; and X is selected from the group consisting of a single bond, an arylene group and a heteroarylene group, provided that at least one of R10 to R17 is used to link to X.)