Fluorinated Dopant Polymer Composite for Organic EL Film Uniformity

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Conductive polymer composites with sulfonic acid-based dopants face issues such as high residual moisture, surface roughness, and poor coatability on hydrophobic substrates, leading to decreased device performance and durability in organic EL devices due to uncontrolled H+ generation and acidity.

Innovation Solution

A conductive polymer composite incorporating a π-conjugated polymer with a dopant polymer containing a non-doping fluorinated unit, which reduces H+ generation and improves filterability and film formability, forming a conductive film with high transparency and flatness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If PSS (polystyrenesulfonic acid) is used as a dopant for π-conjugated polymer, then doping efficiency is improved and dispersibility in water is enhanced, but residual moisture in the film increases and device lifetime is shortened

Engineering Contradiction:
Improvedoping efficiencyVSAvoidresidual moisture
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of the dopant polymer by introducing fluorinated alkyl groups with specific chain lengths (C1-C20) and configurations (linear, branched, cyclic). This structural modification reduces the hydrophilicity of PSS while maintaining its doping efficiency, thereby decreasing residual moisture in the film without compromising the primary function.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite dopant structure by combining fluorinated alkyl groups with the sulfonic acid functional groups in the polymer chain. This composite approach integrates the hydrophobic properties of fluorinated groups with the dopant functionality of sulfonic acid groups, achieving both efficient doping and reduced moisture retention.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If PSS is used as a dopant, then dispersibility in water is improved, but coatability on hydrophobic substrates deteriorates and surface roughness increases

Engineering Contradiction:
Improvedispersibility in waterVSAvoidcoatability on hydrophobic substrates
Core Design Contradiction:
Ease of operationVSEase of manufacture

Solution Approach 1:

The patent modifies the surface energy parameters of the dopant polymer by incorporating fluorinated alkyl groups, which have low surface energy and high hydrophobicity. This parameter change enables the dopant to maintain water dispersibility while simultaneously improving compatibility with hydrophobic substrates, thereby enhancing coatability and reducing surface roughness.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If sulfonic acid-based dopant is used, then conductivity is improved, but H+ generation increases and acidity becomes uncontrolled, leading to decreased device performance

Engineering Contradiction:
ImproveconductivityVSAvoidH+ generation
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the pKa parameter of the dopant system by introducing fluorinated alkyl groups, which are electron-withdrawing groups. This electronic effect modifies the acid strength of the sulfonic acid groups, reducing H+ generation while maintaining the conductivity necessary for device operation. The fluorinated groups effectively tune the acidity parameter to an optimal range.

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 composite efficiently removes residual moisture, enhances film uniformity and conductivity, and suppresses H+ diffusion, improving the durability and performance of organic EL devices by reducing acidity and improving affinity to hydrophobic substrates.

Implementation Method 1

A polymer having a conjugated double bond (a π-conjugated polymer) does not show conductivity by itself, but becomes a conductive polymer material by doping with an appropriate anion molecule which causes electron or hole to move.

Methodology Applied
Scientific EffectDoping: Dopants

Implementation Method 2

doping with an appropriate anion molecule which causes electron or hole to move

Methodology Applied
Scientific EffectElectron-hole transport: Conduction (electrical)

Implementation Method 3

After device formation and sealing, the moisture volatizes and fills the device... When this material is used for a film (thin film) constituting, for example, an organic EL, the moisture remaining in the film and moisture absorbed from the external atmosphere in the manufacturing process till sealing volatize or permeate an adjacent layer

Methodology Applied
Scientific EffectEvaporation: Evaporation

Implementation Method 4

As the method for forming the film, for example, coating with a spin coater or the like, bar coating, dipping, comma coating, spray coating, roll coating, screen printing, flexographic printing, gravure printing, or ink-jet printing may be employed for the coating, followed by a heat treatment with a hot air circulation furnace, hot plate, or the like

Methodology Applied
Scientific EffectCoating: Coatings

Implementation Method 5

a sulfonic acid-based anion has most frequently been used as the anion molecule (a dopant). This is because the sulfonic acid, which is a strong acid, interacts efficiently with the π-conjugated polymer

Methodology Applied
Scientific EffectElectrostatic interaction: Electrostatic Induction

Data Source

PatentUS11417842B2Conductive polymer composite and conductive polymer composition
Publication Date: 2022.08.16 SHIN ETSU CHEMICAL CO LTD
  • US11417842B2 patent drawing
  • US11417842B2 patent drawing
  • US11417842B2 patent drawing

AI summary

Provided are a conductive polymer composite and composition which: improve water volatilization efficiency during film formation by incorporating a novel non-doping fluorinated unit in a dopant polymer; also reduce H+ generation by using the non-doping fluorinated unit in place of an acid unit generating extra acids; have good filterability and film formability; and are capable of forming a film having high transparency and good flatness when the film is formed. The conductive polymer composite is a composite containing: (A) a π-conjugated polymer; and (B) a dopant polymer which is a copolymer containing a repeating unit “a” shown by the following general formula (1) and at least one repeating unit “b” selected from repeating units shown by the following general formulae (2-1) to (2-7).