Carboxylate Resist Composition for Higher Pattern Collapse Margin

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Solution Overview

Problem

Existing resist compositions do not provide sufficient pattern collapse margin (PCM) for resist patterns.

Innovation Solution

A carboxylate represented by formula (I) is used in a resist composition, which includes a carboxylate and an acid generator, along with a resin containing acid-labile groups, to form resist patterns with improved pattern collapse margin.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional carboxylates are used in resist composition, then the resist pattern can be formed, but the pattern collapse margin is insufficient

Engineering Contradiction:
Improvepattern collapse marginVSAvoidresist pattern quality
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent modifies the molecular structure parameters of the carboxylate by introducing specific structural features: a carbonyl group at the α-position relative to the carboxylate group, and a heteroatom (O, S, or Se) in the aromatic ring at the para-position relative to the carbonyl group. These parameter changes in the molecular structure improve the pattern collapse margin while maintaining resist pattern formation capability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite carboxylate structure combining multiple functional groups: the aromatic ring system, the carbonyl group, the heteroatom, and the carboxylate group. This composite structure integrates the benefits of each component - the aromatic ring provides structural framework, the carbonyl group enhances acid-generating efficiency, and the heteroatom improves thermal stability, collectively achieving better pattern collapse margin.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If the carboxylate structure is modified to improve pattern collapse margin, then the pattern stability improves, but the molecular structure complexity increases

Engineering Contradiction:
Improveresist pattern stabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent applies local quality modification by introducing specific functional groups at specific positions in the molecular structure. Rather than changing the entire molecule, only specific locations are modified: the α-position relative to the carboxylate group and the para-position of the aromatic ring. This localized approach improves pattern stability while minimizing overall molecular complexity.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The carboxylate molecule is segmented into distinct functional regions: the aromatic ring system, the carbonyl group, the heteroatom, and the carboxylate group. Each segment performs a specific function - the aromatic ring provides structural stability, the carbonyl group enhances acid generation, and the heteroatom improves thermal properties. This segmentation allows independent optimization of each segment to achieve overall pattern stability.

Inventive Principle:
Principle #1Segmentation

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 resist composition enables the production of resist patterns with enhanced pattern collapse margin, ensuring better stability and integrity during processing.

Implementation Method 1

a carboxylate forming a resist pattern with pattern collapse margin (PCM) which is better than that formed by the above resist composition including a carboxylate

Methodology Applied
Scientific EffectAcid generation:

Data Source

PatentUS12607930B2Carboxylate, carboxylic acid generator, resist composition and method for producing resist pattern
Publication Date: 2026.04.21 SUMITOMO CHEM CO LTD
  • US12607930B2 patent drawing
  • US12607930B2 patent drawing
  • US12607930B2 patent drawing

AI summary

Disclosed are a carboxylate represented by formula (I), a carboxylic acid generator and a resist composition:wherein L1 and L2 each represent a single bond or a hydrocarbon group which may have a substituent, —CH2— included in the hydrocarbon group may be replaced by —O—, —S—, —SO2— or —CO—, Ar1 represents an aromatic hydrocarbon group or a heterocyclic aromatic hydrocarbon group, R3 represents *—O—R10, *—O—CO—R10, etc., R10 represents an acid-labile group, R4 represents a halogen atom, a haloalkyl group or a hydrocarbon group, the hydrocarbon group may have a substituent, —CH2— included in the haloalkyl group and the hydrocarbon group may be replaced by —O—, —CO—, —S— or —SO2—, m4 represents an integer of 0 to 8, and Z+ represents an organic cation.