Fluorinated Cyclic Carbonate Monomer for OLED Encapsulation

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Solution Overview

Problem

Current OLED encapsulant materials face challenges in achieving low viscosity, low dielectric constant, etch resistance to plasma conditions, reduced volatile outgassing, high glass transition temperature, and tailorable refractive index while maintaining high transmission and purity, which are essential for efficient thin film encapsulation in OLED manufacturing.

Innovation Solution

Development of free-radically polymerizable monomers and compositions with specific structural formulas, capable of low dielectric constant and etch resistance, which can be inkjet printed and cured to form layers with high glass transition temperatures, reducing cracking and delamination, and offering a refractive index that can be tailored for optimal performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If encapsulants are formulated as low viscosity liquids for inkjet printing, then printability is improved, but transmission and color properties deteriorate

Engineering Contradiction:
Improveinkjet printabilityVSAvoidlight transmission and color
Core Design Contradiction:
Ease of operationVSIllumination intensity

Solution Approach 1:

The patent changes the chemical composition parameters of the encapsulant by incorporating fluorinated cyclic carbonates and cyclic carbonate components with specific molecular structures (formula 1 and formula 2). This chemical parameter change enables the material to achieve low viscosity for printability while simultaneously maintaining high light transmission and appropriate color properties, resolving the contradiction between printability and optical performance.

Inventive Principle:
Principle #35Parameter changes

2Temperature

If encapsulants are designed for high glass transition temperature to meet thermal resistance, then thermal stability is improved, but viscosity increases reducing printability

Engineering Contradiction:
Improveglass transition temperatureVSAvoidinkjet printability
Core Design Contradiction:
TemperatureVSEase of operation

Solution Approach 1:

The patent creates a composite material system combining fluorinated cyclic carbonate (formula 1) and cyclic carbonate (formula 2) components. This composite approach allows the material to exhibit high glass transition temperature (>100°C) for thermal resistance while maintaining low viscosity through the synergistic effect of the two components, enabling both thermal stability and inkjet printability.

Inventive Principle:
Principle #40Composite materials

3Ease of operation

If encapsulants contain volatile organic solvents for low viscosity, then printability is improved, but outgassing increases under UV curing

Engineering Contradiction:
Improveinkjet printabilityVSAvoidoutgassing
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and eliminates volatile organic solvents from the encapsulant formulation. Instead, it uses a solvent-free composition based on fluorinated cyclic carbonate and cyclic carbonate components that inherently provide low viscosity for printability without containing volatile substances, thereby preventing outgassing during UV curing while maintaining inkjet printability.

Inventive Principle:
Principle #2Taking out (Extraction)

4Illumination intensity

If encapsulants are formulated for high purity (free of water and halides), then transmission is improved, but etch resistance to plasma deteriorates

Engineering Contradiction:
Improvelight transmissionVSAvoidetch resistance
Core Design Contradiction:
Illumination intensityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition by incorporating fluorinated cyclic carbonate components that inherently provide both high purity characteristics (free of water and halides) and enhanced etch resistance to plasma conditions. The fluorinated structure and cyclic carbonate backbone provide resistance to plasma etching while maintaining high light transmission properties.

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 solution provides OLED encapsulant materials with improved mechanical and optical properties, enabling efficient thin film encapsulation, reduced outgassing, and enhanced thermal resistance, thus addressing the limitations of existing materials in OLED manufacturing.

Implementation Method 1

irradiating the composition with UV light to a sufficient dose to effect complete or substantially complete cure

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

The function of the inorganic layers is to act to block the ingress of air and moisture into the OLED device

Methodology Applied
Scientific EffectPhysical barrier: Physical Containment

Implementation Method 3

to planarize the substrate and present a smooth interface for the deposition of the inorganic layer

Methodology Applied
Scientific EffectPlanarization:

Implementation Method 4

to decouple any defects (pinholes, micro-cracks) that may occur in the inorganic layers on either side of the organic layer

Methodology Applied
Scientific EffectBuffering:

Data Source

PatentUS20240190902A1Free-radically polymerizable monomer, free-radically polymerizable composition, method of using the same, polymerized composition, and electronic article
Publication Date: 2024.06.13 3M INNOVATIVE PROPERTIES CO
  • US20240190902A1 patent drawing
  • US20240190902A1 patent drawing
  • US20240190902A1 patent drawing

AI summary

A free-radically polymerizable monomer is represented by the formula Each Z independently represents a divalent aliphatic hydrocarbylene group having 3 to 12 carbon atoms. Each R1 independently represents H or methyl. Each R2 independently represents a hydrocarbyl group having from 1 to 6 carbon atoms. R3 represents methyl, phenyl, or —CH2CH2CF3, and n is 3 or 4. A free-radically polymerizable composition comprises the free-radically polymerizable monomer and a free-radical polymerization initiator. A method of using the free-radically polymerizable composition, an at least partially polymerized composition, and an electronic article are also disclosed.