Amine-Based OLED Compound for Hole Transport and Thermal Stability

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Solution Overview

Problem

Current organic light-emitting devices face challenges in improving hole transporting ability and durability due to limitations in the energy level and thermal resistance of existing materials, which affect the device's lifespan and efficiency.

Innovation Solution

Incorporating an amine-based compound with a dinaphthofuran or dinaphthothiophene group and a pyrrole-containing condensed cyclic group into the organic layer, enhancing hole transporting properties and thermal resistance by improving the energy level and molecular stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing materials are used in the organic layer, then the device structure is simple, but the hole transporting ability is insufficient

Engineering Contradiction:
Improvehole transporting abilityVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite materials by combining multiple functional groups (dinaphthofuran/dinaphthothiophene for hole transport, pyrrole-containing condensed cyclic groups for thermal stability, and various aromatic substituents) within a single amine-based compound molecule. This composite molecular structure achieves both superior hole transporting ability and enhanced thermal resistance without requiring multiple separate material layers, thus improving reliability while controlling device complexity.

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing materials are used in the organic layer, then the manufacturing process is simple, but the thermal resistance is insufficient

Engineering Contradiction:
Improvethermal resistanceVSAvoidmaterial synthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by systematically varying the substituents (Ar1, Ar2, A3, A4) and their configurations in the amine-based compound structure to optimize thermal resistance. By adjusting molecular weight, aromatic ring substitution patterns, and side chain lengths, the invention achieves high thermal stability while maintaining reasonable synthetic accessibility through established organic chemistry methods.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The composite molecular structure incorporating dinaphthofuran/dinaphthothiophene core with pyrrole-containing condensed cyclic groups provides inherent thermal resistance through rigid molecular architecture and extended π-conjugation, achieving high thermal stability without requiring complex multi-step synthesis or specialized manufacturing processes.

Inventive Principle:
Principle #40Composite materials

3Reliability

If the energy level of materials is increased to improve hole transport, then the hole transporting ability improves, but the molecular stability decreases

Engineering Contradiction:
Improvehole transporting abilityVSAvoidmolecular stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent resolves this contradiction by creating a composite molecular structure where the dinaphthofuran/dinaphthothiophene core provides high-lying HOMO levels for efficient hole transport, while the pyrrole-containing condensed cyclic groups and aromatic substituents contribute rigid structural frameworks that enhance molecular stability. The synergistic combination allows simultaneous optimization of both hole transporting ability and molecular stability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention applies local quality by assigning different functional roles to specific molecular regions: the dinaphthofuran/dinaphthothiophene core handles hole transport functions through its electron-rich structure, while the pyrrole-containing condensed cyclic groups and aromatic substituents provide structural stability through their rigid frameworks. This spatial division of functional responsibilities allows both requirements to be satisfied simultaneously.

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS11440902B2Amine-based compound and organic light-emitting device including the same
Publication Date: 2022.09.13 SAMSUNG DISPLAY CO LTD
  • US11440902B2 patent drawing
  • US11440902B2 patent drawing
  • US11440902B2 patent drawing

AI summary

An organic light-emitting device includes a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode. The organic layer includes an emission layer and at least one amine-based compound including a dinaphthofuran or dinaphthothiophene group and a pyrrole-containing condensed cyclic group.