Low-Temperature Insolubilization of Triarylamine Polymers for OLEDs

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Solution Overview

Problem

Existing methods for forming organic electroluminescent elements using the wet film formation method face challenges in achieving stable lamination and high drive stability due to the need for high-energy, long-duration processes to insolubilize benzocyclobutene-containing polymers, limiting production quantities and device durability.

Innovation Solution

A polymer with a 1,2-dihydrocyclobuta[naphthalene] crosslinkable group is developed, which can be insolubilized at low temperatures and short times, incorporating triarylamine structures for enhanced hole injection and transport capabilities, and specific repeating units to improve charge transport and durability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If benzocyclobutene-containing polymers are used to achieve lamination by wet film formation method, then insolubilization is achieved, but high-temperature and long-duration firing is required

Engineering Contradiction:
ImproveinsolubilizationVSAvoidfiring temperature
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent changes the chemical structure of the crosslinkable group from benzocyclobutene to 1,2-dihydrocyclobuta[a]naphthalene, which fundamentally alters the thermal properties of the polymer. This structural parameter change enables crosslinking at lower temperatures (reducing from high-temperature firing to moderate temperature processing) while maintaining insolubilization stability, directly resolving the contradiction between achieving insolubilization and requiring high firing temperature

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If benzocyclobutene-containing polymers are used to achieve lamination, then crosslinking is achieved, but long firing time is required

Engineering Contradiction:
ImprovecrosslinkingVSAvoidfiring time
Core Design Contradiction:
Stability of the object's compositionVSLoss of time

Solution Approach 1:

The patent modifies the chemical structure to 1,2-dihydrocyclobuta[a]naphthalene crosslinkable groups, which changes the reaction kinetics and activation energy of the crosslinking process. This parameter change enables faster crosslinking reactions that complete in shorter firing times while still achieving complete insolubilization and stable crosslinked networks, resolving the contradiction between achieving crosslinking and requiring long firing time

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If high-temperature firing is used to insolubilize polymers, then crosslinking is achieved, but heat resistance of substrates and components is required

Engineering Contradiction:
ImproveinsolubilizationVSAvoidheat resistance requirement
Core Design Contradiction:
Stability of the object's compositionVSObject-affected harmful factors

Solution Approach 1:

The patent changes the crosslinkable group structure to 1,2-dihydrocyclobuta[a]naphthalene, which enables crosslinking at lower temperatures. This parameter change eliminates the harmful thermal effects on substrates, dividing walls, insulating films, and TFTs, as the new polymer system achieves insolubilization without requiring high-temperature firing that would damage heat-sensitive components

Inventive Principle:
Principle #35Parameter changes

4Stability of the object's composition

If long firing time is used to insolubilize polymers, then crosslinking is achieved, but production quantity is limited

Engineering Contradiction:
ImproveinsolubilizationVSAvoidproduction quantity
Core Design Contradiction:
Stability of the object's compositionVSProductivity

Solution Approach 1:

The patent modifies the polymer structure to contain 1,2-dihydrocyclobuta[a]naphthalene crosslinkable groups, which fundamentally changes the curing kinetics. This parameter change enables rapid crosslinking that completes in short firing times, allowing for high-volume production and increased production quantity while maintaining complete insolubilization and crosslinking 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 polymer enables the formation of flat, defect-free layers with high luminance and extended drive lifetime in organic electroluminescent elements, overcoming the limitations of traditional methods by allowing for efficient low-temperature processing and improved charge transport.

Implementation Method 1

a crosslinkable group represented by formula (1), in which a 1,2-dihydrocyclobuta[a]naphthalene ring may have a substituent

Methodology Applied
Scientific EffectRing-opening polymerization: Photopolymerisation

Implementation Method 2

the polymer includes triarylamine structures as partial structures

Methodology Applied
Scientific EffectCharge transport: Conduction (electrical)

Data Source

PatentEP3115395B1Polymer, composition for organic electroluminescent elements, organic electroluminescent element, organic el display device, and organic el lighting device
Publication Date: 2020.08.05 MITSUBISHI CHEM CORP
  • EP3115395B1 patent drawingFigure 1
  • EP3115395B1 patent drawing
  • EP3115395B1 patent drawing

AI summary

The object of the present invention is to provide a polymer capable of being insolubilized at a low temperature in a short time, having a high hole injecting and transporting ability and a high durability, and a composition for organic electroluminescent element comprising the polymer. The polymer of the present invention comprises a crosslinkable group represented by the following formula (1): wherein 1,2-dihydrocyclobuta [a] naphthalene ring in the formula (1) may have a substituent.