Cyclobutene Electron Injection Materials for OLED Drive Voltage Reduction

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Solution Overview

Problem

Current organic electroluminescent (EL) devices face limitations in reducing drive voltage and power consumption while maintaining high luminance efficiency and long lifetimes, along with challenges in achieving high color purity and stability, particularly in white light emission.

Innovation Solution

Incorporation of a cyclobutene compound with specific heteroaromatic ring substitutions in the electron-transporting and electron-injecting layers of OLED devices, along with the use of alkali metal compounds and polycyclic aromatic hydrocarbons to facilitate efficient electron transport and injection, reducing drive voltage and enhancing device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional electron-transporting materials are used in OLED devices, then device structure is simple and manufacturing is easier, but drive voltage remains high and power consumption is excessive

Engineering Contradiction:
Improvepower consumptionVSAvoiddevice structure complexity
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent employs composite electron-transporting materials comprising fluoranthene derivatives combined with cyclobutene compounds. This composite material approach enables simultaneous achievement of low drive voltage (reduced power consumption) and maintains practical device structure. The fluoranthene derivative provides excellent electron mobility while the cyclobutene compound contributes to appropriate HOMO/LUMO energy levels, creating a synergistic effect that reduces power consumption without requiring overly complex device architecture.

Inventive Principle:
Principle #40Composite materials

2Power

If thicker organic layers are used in OLED devices, then device structure is simpler, but operating voltage becomes very high

Engineering Contradiction:
Improveoperating voltageVSAvoidorganic layer thickness
Core Design Contradiction:
PowerVSLength of stationary object

Solution Approach 1:

The patent utilizes parameter changes in the molecular structure of electron-transporting materials to achieve thin layer thickness. By designing fluoranthene derivatives with specific cyclobutene substitutions, the materials exhibit optimized electron mobility and energy levels that enable effective electron transport in ultrathin layers (5-20 nm). This molecular parameter optimization allows reduction of organic layer thickness while maintaining low operating voltage.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If conventional electron-transporting materials are used, then device manufacturing is easier, but luminance efficiency and device lifetime are limited

Engineering Contradiction:
Improveluminance efficiencyVSAvoidmaterial processing ease
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent implements local quality optimization by introducing specific cyclobutene functional groups at targeted positions on the fluoranthene core structure. This localized structural modification enhances electron mobility and reduces triplet energy, thereby improving luminance efficiency and device lifetime. The cyclobutene substitution at specific positions (e.g., 2,7-positions) provides localized electronic effects that boost performance without requiring complete redesign of the entire molecular structure, maintaining ease of manufacture through modular synthesis approaches.

Inventive Principle:
Principle #3Local quality

4Adaptability or versatility

If white light emission is achieved in OLED devices, then application versatility increases, but color purity and stability become difficult to maintain

Engineering Contradiction:
Improveapplication versatilityVSAvoidcolor stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent employs the cyclobutene-containing fluoranthene derivative as an intermediary material in the electron-transporting layer that mediates between electron transport function and color stability requirements. The material's specific electronic structure (optimized HOMO/LUMO levels and triplet energy) acts as an intermediary that enables efficient electron transport while maintaining stable color emission. This intermediary material allows white light emission with improved color stability compared to conventional electron-transporting materials.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 proposed solution leads to improved efficiency, reduced drive voltage, and extended lifetimes of OLED devices, while maintaining high color purity and stability, particularly in white light emission, by optimizing electron transport and injection processes.

Implementation Method 1

between the cathode and the light emitting layer, a first layer containing a cyclobutene compound... the cyclobutene compound facilitates the transport of electrons from the cathode to the light-emitting layer

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Implementation Method 2

an electron-injecting layer generally consists of a material having a work function less than 4.0 eV... An electron-injecting layer generally consists of a material having a work function less than 4.0 eV

Methodology Applied
Scientific EffectElectron injection: Thermionic Emission

Implementation Method 3

an organic medium sandwiched between these electrodes to support charge recombination that yields emission of light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS7968215B2OLED device with cyclobutene electron injection materials
Publication Date: 2011.06.28 GLOBAL OLED TECHNOLOGY LLC
  • US7968215B2 patent drawing
  • US7968215B2 patent drawing
  • US7968215B2 patent drawing

AI summary

An OLED device including a cathode, an anode, and having therebetween a light-emitting layer and further comprising a first layer between the light-emitting layer and the cathode containing a cyclobutene compound comprising a cyclobutene nucleus substituted in the 1-position with a five- or six-membered heteroaromatic ring group containing at least one trivalent nitrogen atom; substituted in the 2-position with an aromatic ring group; and substituted with a first methylene group in the 3-position and a second methylene group in the 4-position, provided said first and second methylene groups are further disubstituted in the 1′,1′-positions and the 1″,1″-positions with independently selected aromatic groups.