Multifunctional Urethane Monomer for Low Viscosity Photoresists

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Solution Overview

Problem

Conventional photo-polymerizable negative-type photosensitive resin compositions struggle to achieve superior heat-resistance, chemical-resistance, and development margin, especially with increasing concentrations of light-shielding materials in LCD applications, which limits their sensitivity and production efficiency.

Innovation Solution

A multifunctional urethane monomer is synthesized by reacting an epoxy compound with two or more epoxy groups, a diol compound having an acidic group, and a compound with an ethylenically unsaturated group and an isocyanate group, which is then incorporated into a photosensitive resin composition along with an alkaline soluble resin, ethylenically unsaturated compounds, and a photopolymerization initiator.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If the concentration of binder is increased to improve heat-resistance and chemical-resistance, then heat-resistance and chemical-resistance are improved, but viscosity of the composition increases

Engineering Contradiction:
Improveheat-resistanceVSAvoidviscosity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical structure and molecular weight parameters of the binder by introducing a multifunctional monomer with specific functional groups (epoxy, carboxyl, isocyanate, ethylenically unsaturated) to achieve improved heat-resistance and chemical-resistance without excessive viscosity increase

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite binder system by reacting multiple functional groups (epoxy groups from compound a, carboxyl groups from compound b, isocyanate groups from compound c) to form a crosslinked polymer structure that combines the benefits of various functional groups for enhanced performance

Inventive Principle:
Principle #40Composite materials

2Reliability

If the concentration of binder is increased to improve heat-resistance and chemical-resistance, then heat-resistance and chemical-resistance are improved, but the amount of composition increases

Engineering Contradiction:
Improvechemical-resistanceVSAvoidcontent of composition
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The multifunctional monomer serves multiple functions simultaneously: it provides crosslinking for heat-resistance, contains epoxy groups for chemical-resistance, has carboxyl groups for adhesion, and includes ethylenically unsaturated groups for photo-polymerization, thereby reducing the need for separate additives

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Reliability

If high-sensitivity photo-polymerization initiator is used to improve photosensitivity, then photosensitivity is improved, but cost increases

Engineering Contradiction:
ImprovephotosensitivityVSAvoidcost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the photopolymerization mechanism by using a combination of photopolymerization initiator and the multifunctional monomer with ethylenically unsaturated groups that can undergo photo-polymerization, achieving high photosensitivity without relying solely on expensive initiators

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 resulting photosensitive resin composition exhibits improved sensitivity, low viscosity, excellent chemical resistance, and heat-resistance, along with a high development margin, enhancing its performance in applications such as color filter photoresists and black matrix photoresists.

Implementation Method 1

a multifunctional urethane monomer which is prepared by reacting (a) an epoxy compound having two or more epoxy groups, (b) a diol compound having an acidic group and (c) a compound having an ethylenically unsaturated group and an isocyanate group with one another

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

a photo-polymerizable, negative-type photosensitive resin composition... a polymer having at least one ethylenically unsaturated bond, a photo-polymerization initiator

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentUS8153751B2Multifunction urethane monomer, method of manufacturing the monomer and photosensitive resin composition including the monomer
Publication Date: 2012.04.10 LG CHEM LTD
  • US8153751B2 patent drawing
  • US8153751B2 patent drawing
  • US8153751B2 patent drawing

AI summary

Disclosed is a multifunctional urethane monomer prepared by reacting (a) an epoxy compound having two or more epoxy groups, (b) a diol compound having an acidic group and (c) a compound having an ethylenically unsaturated group and an isocyanate group with one another. The photosensitive resin composition comprising the multifunctional urethane monomer has low viscosity, superior sensitivity, excellent chemical resistance and heat-resistance and high development margin.