Conjugated Polymers with Polar Linkages for OLED Charge Transport

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Solution Overview

Problem

Conventional hole transport materials like TPD and NPB have low thermal stability and morphological instability, making them unsuitable for long-lifetime OLED devices, and polymeric charge transport materials are difficult to fabricate due to solvent solubility issues, which hinder the development of efficient organic electronic/optoelectronic devices.

Innovation Solution

Development of hole or electron injection polymers and prepolymers with polar groups and copolymers comprising conjugated or non-conjugated structures connected by ether, ester, urethane, urea, carbonate, nitrogen, amide, or imide groups, allowing solubility in polar solvents and facilitating the formation of stable charge injection/transport layers with adjustable turn-on voltage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If conventional small hole transport molecules (TPD, NPB) are used, then high charge carrier mobility is achieved, but thermal stability and morphological stability are poor

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidthermal stability and morphological stability
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent employs composite material design by incorporating rigid aromatic groups (naphthalene, phenanthrene, pyrene) into polymeric charge transport materials. These rigid aromatic structures provide thermal and morphological stability while maintaining charge carrier mobility through conjugated systems. The composite approach combines the benefits of small molecule mobility with polymeric stability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes the molecular structure parameters by introducing rigid aromatic groups and extending conjugation lengths in the polymeric materials. This structural parameter modification directly improves thermal stability (raising Tg) and morphological stability while preserving or enhancing charge carrier mobility through improved electronic structure.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If polymeric charge transport materials are used, then thermal stability is improved, but fabrication is difficult due to solvent solubility issues

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

Solution Approach 1:

The patent modifies the solubility parameters of polymeric charge transport materials by introducing specific side chain structures and polar groups. These parameter changes enable the materials to dissolve in common organic solvents, making spin-coating and other solution-based fabrication methods feasible while maintaining thermal stability through the core rigid aromatic structure.

Inventive Principle:
Principle #35Parameter changes

3Duration of action of stationary object

If charge transport materials with high thermal stability are developed, then device lifetime is improved, but injection barrier between charge transport layer and electrodes increases

Engineering Contradiction:
Improvedevice lifetimeVSAvoidinjection barrier
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The patent applies local quality modification by introducing specific functional groups (amine, cyano, carbonyl) at the interfaces between charge transport layers and electrodes. These localized functional groups provide good energy level matching and charge injection properties without compromising the overall thermal stability provided by the rigid aromatic core structures.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent uses composite material design with interface-optimized functional groups combined with thermally stable aromatic cores. This creates a multi-functional material that simultaneously achieves low injection barriers through interface engineering and high thermal stability through the core structure, resolving the contradiction between device lifetime and injection efficiency.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS7615603B2Hole or electron injection polymers and prepolymers, hole or electron transport polymers and prepolymers, method for forming the same, and their application
Publication Date: 2009.11.10 NAT TAIWAN UNIV
  • US7615603B2 patent drawing
  • US7615603B2 patent drawing
  • US7615603B2 patent drawing

AI summary

The present invention discloses hole or electron injection polymers and prepolymers, hole or electron transport polymers and prepolymers, which comprises a plurality of conjugated or non-conjugated structures with electronic function and a plurality of connecting structures, wherein the connecting structure is used to connect different conjugated or non-conjugated structures with electronic function, and the connecting structure comprises any one or any combination of the following group: ether based group, ester based group, urethane based group, urea based group, carbonate based group, nitrogen atom based group, amide based group, and imide based group. Moreover, this invention also discloses a method for forming the mentioned charge injection or transport polymers and prepolymers. Additionally, this invention provides hole injection layer or hole transport layer or electron injection layer or electron transport layer comprising copolymers with a first structure unit with hole injecting/transporting property and a second structure unit with electron injecting/transporting property.