Polymeric Compound Copolymerization for Resist Pattern Defects

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Solution Overview

Problem

Current resist materials with sultone rings and acid decomposable groups face issues with decomposition during production, leading to defects and suboptimal lithography properties, particularly in the miniaturization of resist patterns.

Innovation Solution

A polymeric compound is produced by copolymerizing a monomer with an —SO2— containing cyclic group and an acid decomposable group in the presence of a basic compound, preventing acid generation and thus suppressing decomposition, and used in a resist composition to form patterns with improved adhesion and lithography properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a monomer containing an acid decomposable group and a monomer containing a sultone ring are copolymerized to produce a polymeric compound, then the resist composition can achieve improved adhesion and lithography properties, but the acid decomposable group decomposes during production leading to defects and suboptimal performance

Engineering Contradiction:
Improvelithography propertiesVSAvoiddecomposition during production
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent applies preliminary anti-action by adding a basic compound to the copolymerization system before the acid decomposable group can decompose. The basic compound neutralizes any acid generated during polymerization, preventing decomposition of the acid decomposable group and sultone ring structures, thereby eliminating defects while maintaining improved lithography properties

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

The basic compound acts as an intermediary substance that mediates between the acid-generating polymerization process and the acid-sensitive functional groups. It absorbs or neutralizes acid as it is generated, protecting the acid decomposable group and sultone ring from decomposition while allowing the polymerization to proceed

Inventive Principle:
Principle #24Intermediary (Mediator)

2Measurement precision

If the wavelength of exposure light source is shortened to achieve pattern miniaturization, then higher resolution is obtained, but the resist material requires higher sensitivity and more stringent lithography properties that are difficult to achieve

Engineering Contradiction:
ImproveresolutionVSAvoidsensitivity and lithography properties
Core Design Contradiction:
Measurement precisionVSReliability

Solution Approach 1:

The patent changes the chemical parameters of the resist material by incorporating specific functional groups (acid decomposable groups and sultone rings) into the polymeric compound. These parameter changes enable the resist to achieve both high sensitivity for short-wavelength exposure and the required lithography properties for pattern miniaturization

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite materials by creating a copolymer that combines monomers with acid decomposable groups and monomers with sultone rings. This composite structure provides multiple functions: the acid decomposable groups enable sensitivity and polarity conversion, while the sultone rings provide adhesion enhancement, achieving both resolution and reliability requirements

Inventive Principle:
Principle #40Composite materials

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 method reduces defects and enhances lithography properties by preventing decomposition of the acid decomposable group, resulting in better pattern miniaturization and reduced defects in resist films.

Implementation Method 1

copolymerizing a monomer with an —SO2— containing cyclic group and an acid decomposable group in the presence of a basic compound, preventing acid generation and thus suppressing decomposition

Methodology Applied
Scientific EffectAcid-base neutralization: Redox Reactions

Implementation Method 2

A polymeric compound is produced by copolymerizing a monomer with an —SO2— containing cyclic group and an acid decomposable group

Methodology Applied
Scientific EffectCopolymerization: Photopolymerisation

Data Source

PatentUS9023580B2Method of forming polymeric compound, resist composition and method of forming resist pattern
Publication Date: 2015.05.05 TOKYO OHKA KOGYO CO LTD
  • US9023580B2 patent drawing
  • US9023580B2 patent drawing
  • US9023580B2 patent drawing

AI summary

A method of producing a polymeric compound, including: copolymerizing a monomer containing an —SO2— containing cyclic group with a monomer containing an acid decomposable group which exhibits increased polarity by the action of acid, thereby obtaining the polymeric compound, provided that the polymeric compound comprises no structural unit derived from a monomer that generates acid upon exposure, wherein the copolymerizing is conducted in the presence of 0.001 to 1.0 mol % of a basic compound, based on the monomer containing an —SO2— containing cyclic group.