Thioxanthone Acid Generators for EUV Photoresist

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Solution Overview

Problem

Current photoresist compositions for EUV Lithography face challenges in achieving highly resolved fine features with low linewidth roughness and sufficient sensitivity for wafer throughput.

Innovation Solution

Development of new acid generator compounds comprising a cyclic sulfonium salt covalently linked with an acid-labile moiety, particularly thioxanthone derivatives, which exhibit favorable electrochemical reduction potentials and enhanced photospeeds upon EUV radiation exposure, are integrated into photoresist compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If existing photoresist compositions are used for EUV lithography, then current manufacturing processes can be maintained, but highly resolved fine features with low linewidth roughness and sufficient sensitivity cannot be achieved

Engineering Contradiction:
Improvelinewidth roughnessVSAvoidsensitivity
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent modifies the chemical structure of acid generator compounds by introducing a cyclic sulfonium salt core with covalently attached acid-labile groups and hydroxyl groups at specific positions. This structural parameter change enables the compound to generate acid more efficiently upon EUV exposure, thereby improving both resolution and sensitivity simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The acid generator compound combines multiple functional moieties into a single composite structure: the cyclic sulfonium salt provides the acid-generating capability, while the covalently linked acid-labile groups provide the resolution-enhancing function. This composite approach allows both sensitivity and linewidth roughness performance to be optimized together

Inventive Principle:
Principle #40Composite materials

2Productivity

If photoresist compositions are optimized for high sensitivity, then wafer throughput is improved, but resolution and linewidth roughness deteriorate

Engineering Contradiction:
Improvewafer throughputVSAvoidresolution
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent optimizes the electrochemical reduction potential of the acid generator by adjusting the substitution patterns on the cyclic sulfonium salt core. This parameter change enables the compound to have appropriate sensitivity for high wafer throughput while maintaining the resolution performance needed for fine feature fabrication

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent places specific functional groups at defined positions on the cyclic sulfonium salt structure. The hydroxyl groups at positions 4 and 7, along with the acid-labile groups, create local functional zones that independently contribute to sensitivity and resolution, allowing both productivity and precision to be optimized

Inventive Principle:
Principle #3Local quality

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

These compounds improve lithographic performance by providing enhanced contrast and resolution, enabling the formation of submicron features with reduced linewidth roughness and increased sensitivity, thus addressing the limitations of existing EUV photoresist materials.

Implementation Method 1

acid generator compounds that comprise a cyclic sulfonium salt with a covalently linked acid-labile moiety... exhibit favorable electrochemical reduction potentials (e.g., ≧−2.0 V vs. Ag/AgCl) and comparatively enhanced photospeeds upon exposure to EUV radiation

Methodology Applied
Scientific EffectPhotoacid generation: Photodissociation

Data Source

PatentUS9500947B2Acid generator compounds and photoresists comprising same
Publication Date: 2016.11.22 DUPONT ELECTRONIC MATERIALS INT LLC
  • US9500947B2 patent drawing
  • US9500947B2 patent drawing
  • US9500947B2 patent drawing

AI summary

Acid generator compounds are provided that are particularly useful as a photoresist composition component. Acid generator compounds of the invention comprise 1) a cyclic sulfonium salt and 2) a covalently linked photoacid-labile group. In one aspect, thioxanthone acid generator compounds are particularly preferred, including acid generator compounds that comprise (i) a thioxanthone moiety; and (ii) one or more covalently linked acid labile-groups.