Valerolactam Derivatives for OLED Efficiency and Lifetime

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Solution Overview

Problem

Current organic electroluminescent devices, particularly OLEDs, face challenges in efficiency, operating voltage, and lifetime, with existing matrix and electron transport materials needing improvement for better performance, especially in phosphorescent and fluorescent applications.

Innovation Solution

Development of aromatic or heteroaromatic valerolactam derivatives with at least two fused rings, which are used as matrix or electron transport materials in organic electroluminescent devices, enhancing their efficiency, operating voltage, and lifetime, and offering improved solubility and film formation properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional matrix materials and electron transport materials are used in OLEDs, then the device can be manufactured with current technology, but the lifetime, efficiency, and operating voltage performance are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmanufacturing simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the chemical structure of matrix materials by introducing specific substituents (e.g., fluorine atoms, aromatic rings, heteroatoms) to change physical and chemical parameters such as HOMO/LUMO energy levels, molecular weight, and steric hindrance. These parameter changes optimize electron transport, reduce degradation, and extend device lifetime while maintaining compatibility with existing manufacturing processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining multiple functional groups (e.g., valerolactam core with aromatic substituents, heteroatom incorporation) to achieve synergistic effects. The composite structure integrates electron transport, hole blocking, and structural stability functions into a single material, improving reliability without complicating manufacturing

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional matrix materials are used in phosphorescent OLEDs, then the device structure remains 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 introduces specific functional groups at localized positions on the molecule (e.g., electron-withdrawing groups near the valerolactam core, aromatic substituents at specific ring positions) to create local electronic environments that optimize electron transport and energy transfer. This local modification approach improves efficiency while keeping the overall molecular architecture relatively simple and manageable

Inventive Principle:
Principle #3Local quality

3Loss of energy

If existing matrix materials are used, then the manufacturing process remains straightforward, but the device performance in terms of lifetime and efficiency is limited

Engineering Contradiction:
Improveenergy efficiencyVSAvoidprocessing simplicity
Core Design Contradiction:
Loss of energyVSEase of manufacture

Solution Approach 1:

The patent optimizes energy efficiency by adjusting molecular parameters including HOMO/LUMO energy level alignment, molecular weight, and substituent electronegativity. These changes reduce energy losses during electron transport and exciton management, improving overall device efficiency while maintaining processability through controlled molecular design

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11713319B2Compounds having valerolactam structures
Publication Date: 2023.08.01 MERCK PATENT GMBH
  • US11713319B2 patent drawing
  • US11713319B2 patent drawing
  • US11713319B2 patent drawing

AI summary

The present invention describes compounds comprising at least one structural element having at least three fused aromatic or heteroaromatic rings (AR) and at least one structural element having an aromatic or heteroaromatic valerolactam (AV), especially for use in electronic devices. The invention further relates to a process for preparing the compounds of the invention and to electronic devices comprising these.