Bridged Triarylamine Compounds for OLED Hole Transport

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Solution Overview

Problem

Current organic electroluminescent devices, particularly blue-emitting devices, face challenges in lifetime, efficiency, and operating voltage, with existing hole-transport materials exhibiting low thermal stability and electron stability, and matrix materials limiting the performance of OLEDs in terms of efficiency and lifetime.

Innovation Solution

Development of novel compounds of the formula (I) with specific structural features, such as bridged triarylamine units, which serve as hole-transport materials and matrix components, enhancing charge-carrier mobility and thermal stability, allowing for thicker layers with reduced operating voltage and improved device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing hole-transport materials are used, then device structure is simple, but charge-carrier mobility is low and lifetime is short

Engineering Contradiction:
Improvedevice lifetimeVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies composite materials by combining multiple functional units (triphenylamine, carbazole, dibenzofuran, indolocarbazole) into a single molecular structure. This creates a composite organic compound that integrates hole-transport capability, thermal stability, and electron stability in one material, resolving the contradiction between simple device structure and long device lifetime.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes molecular parameters by introducing rigid bridging groups and extending conjugation systems in the organic compounds. These parameter changes increase charge-carrier mobility and thermal stability, thereby extending device lifetime while maintaining structural feasibility through systematic molecular design.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If layer thickness of hole-transport layer is increased, then transport capacity is improved, but operating voltage increases

Engineering Contradiction:
Improvecharge transport capacityVSAvoidoperating voltage
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent changes the material parameter of charge-carrier mobility by designing molecules with extended conjugation and rigid bridging groups. This enables thicker hole-transport layers to achieve sufficient transport capacity without proportionally increasing operating voltage, as the high mobility compensates for the increased thickness.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by creating hole-transport materials with localized high mobility regions through specific molecular motifs (carbazole, triphenylamine units). This allows selective enhancement of transport capacity in the hole-transport layer without uniformly increasing energy consumption across the entire device.

Inventive Principle:
Principle #3Local quality

3Reliability

If existing matrix materials are used, then device structure is simple, but efficiency and lifetime are limited

Engineering Contradiction:
Improvedevice lifetime and efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent uses composite materials by integrating multiple functional moieties (electron-transport, hole-transport, and stabilizing groups) into single organic matrix compounds. This creates materials that simultaneously improve efficiency and lifetime while maintaining relatively simple device structures that can be deposited using existing fabrication processes.

Inventive Principle:
Principle #40Composite materials

4Stability of the object's composition

If thermal stability is increased, then material stability is improved, but processing difficulty increases

Engineering Contradiction:
Improvethermal stabilityVSAvoidprocessing ease
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent changes thermal stability parameters by introducing rigid aromatic bridging groups and extending conjugation systems. These parameter changes increase glass-transition temperatures and thermal decomposition temperatures, improving material stability while maintaining processability through careful molecular weight control and purification techniques.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS9708262B2Compounds for electronic devices
Publication Date: 2017.07.18 MERCK PATENT GMBH
  • US9708262B2 patent drawing
  • US9708262B2 patent drawing
  • US9708262B2 patent drawing

AI summary

The present invention relates to compounds of the formula (I) and to the use thereof in organic electronic devices, and to organic electronic devices which comprise compounds of the formula (I), preferably as hole-transport materials and/or as matrix materials, in particular in combination with a further matrix material.