Organic Compound for Lithography-Processed OLEDs

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Solution Overview

Problem

Current methods for forming high-resolution organic light-emitting devices using lithography face challenges with increased driving voltage and reduced current efficiency due to exposure to oxygen or water, especially in tandem light-emitting devices where intermediate layers with donor properties are processed, leading to degradation of characteristics.

Innovation Solution

An organic compound with a bicyclic guanidine skeleton and aromatic or heteroaromatic hydrocarbon skeleton is developed, offering high basicity and electron-injection properties, which can be used instead of donor substances in electron-injection or intermediate layers, reducing solubility in water and maintaining electron-injection efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If lithography method is used to process intermediate layers with donor substances, then high-resolution patterns can be formed, but driving voltage increases and current efficiency decreases due to exposure to oxygen or water

Engineering Contradiction:
Improvepattern resolutionVSAvoiddevice performance stability
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent changes the chemical parameters of the donor substance by developing a new organic compound with specific molecular structure (Formula 1) containing electron-donating groups. This compound has lower water solubility and maintains stable electron-injection properties after lithography processing, resolving the contradiction between achieving high-resolution patterns and maintaining device performance stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite electron-injection layer combining the newly developed organic compound (Formula 1) with existing materials. This composite structure provides both the resolution capability needed for lithography processing and the chemical stability required to prevent degradation from oxygen and water exposure

Inventive Principle:
Principle #40Composite materials

2Power

If alkali metals or their compounds are used as donor substances to reduce driving voltage, then electron injection efficiency improves, but solubility in water increases leading to degradation during lithography processing

Engineering Contradiction:
Improveelectron injection efficiencyVSAvoidresistance to water degradation
Core Design Contradiction:
PowerVSStability of the object's composition

Solution Approach 1:

The patent fundamentally changes the chemical parameters of donor substances by transitioning from highly water-soluble alkali metals to organic compounds with controlled solubility. The new compound (Formula 1) maintains high electron-donating capability while having sufficiently low water solubility to prevent dissolution during lithography, thus resolving the contradiction between electron injection efficiency and compositional stability

Inventive Principle:
Principle #35Parameter changes

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 organic compound effectively reduces the solubility in water, preventing degradation and maintaining favorable light-emitting characteristics in high-resolution light-emitting devices, even when processed using lithography methods, thereby improving the reliability and performance of the devices.

Implementation Method 1

an electron-injection layer in contact with the cathode contains a substance having a donor property... whereby a reduction in voltage can be achieved

Methodology Applied
Scientific EffectElectron injection:

Implementation Method 2

energy generated by recombination of carriers (holes and electrons) injected to the organic compound layer from the electrodes causes light emission

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20240237526A1Organic compound, light-emitting device, light-emitting apparatus, and electronic device
Publication Date: 2024.07.11 SEMICON ENERGY LAB CO LTD
  • US20240237526A1 patent drawing
  • US20240237526A1 patent drawing
  • US20240237526A1 patent drawing

AI summary

An electron-injection organic compound with low solubility in water is provided. An organic compound represented by General Formula (G1) is provided. X represents a group represented by General Formula (X-1) and Y represents a group represented by General Formula (Y-1). Ar represents a heteroaromatic hydrocarbon group having 2 to 30 carbon atoms forming a ring or an aromatic hydrocarbon group having 6 to 30 carbon atoms forming a ring. Each of R1 and R2 independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms, and h represents an integer of 1 to 6. In General Formulae (X-1) and (Y-1), each of R3 to R6 independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms, and m represents an integer of 0 to 4. When m is 0, 1, 3, or 4, n represents an integer of 1 to 5. When m is 2, n represents 1, 2, 4, or 5.