Acetal Organotin Compounds for EUV Patterning Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing organotin compounds for radiation-based patterning face challenges in achieving high process stability while maintaining photochemical sensitivity, as high activation energy tin-carbon bond chemistry often compromises sensitivity.

Innovation Solution

The development of organotin compounds with acetal functional groups, which enable new exposure mechanisms driven by photochemistry on the R group rather than radiolysis of the R—Sn bond, thereby expanding the photoresist design space.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If high activation energy tin-carbon bond chemistry is used to achieve high process stability, then process stability is improved, but photochemical sensitivity deteriorates

Engineering Contradiction:
Improveprocess stabilityVSAvoidphotochemical sensitivity
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent introduces acetal functional groups into the organotin compound structure, which fundamentally changes the photochemical reaction pathway. Instead of relying on direct R-Sn bond radiolysis, the acetal group enables photochemical reactions at lower energies, thereby maintaining high process stability while restoring photochemical sensitivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite organotin compounds that combine the stable tin-carbon bond framework with acetal functional groups. This composite structure allows the stable Sn-C bonds to provide process stability while the acetal groups provide the photochemical sensitivity needed for radiation-based patterning

Inventive Principle:
Principle #40Composite materials

2Reliability

If R-Sn bond radiolysis is used as the exposure mechanism, then photochemical sensitivity is improved, but process stability deteriorates

Engineering Contradiction:
Improvephotochemical sensitivityVSAvoidprocess stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The acetal functional group acts as an intermediary that mediates between the stable R-Sn bond and the photochemical reaction. Upon irradiation, the acetal group undergoes photochemical transformation first, which then triggers or facilitates the desired patterning effect without requiring direct R-Sn bond cleavage, thus preserving process stability while achieving sensitivity

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If conventional organotin compounds are used for positive tone patterning, then patterning is achieved, but process window is limited

Engineering Contradiction:
Improvepatterning resolutionVSAvoidprocess window
Core Design Contradiction:
Manufacturing precisionVSAdaptability or versatility

Solution Approach 1:

By incorporating acetal functional groups, the patent changes the photochemical parameters of the organotin compounds, enabling them to respond to a broader range of radiation doses and processing conditions. This expands the process window while maintaining the required patterning resolution

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

These acetal-functional-group-containing organotin compounds achieve high stability and sensitivity, allowing for improved positive tone patterning with extended EUV dose process windows and enhanced thermal stability.

Implementation Method 1

new exposure mechanisms of RSn resists driven by photochemistry on the R group rather than radiolysis of the R—Sn bond

Methodology Applied
Scientific EffectPhotochemistry: Photopolymerisation

Data Source

PatentUS20250074930A1Organotin compositions having ligands with acetal functional groups, patterning compositions with organotin blends and positive tone patterning
Publication Date: 2025.03.06 INPRIA CORP
  • US20250074930A1 patent drawing
  • US20250074930A1 patent drawing
  • US20250074930A1 patent drawing

AI summary

Organotin patterning compositions have radiation sensitive ligands with acetal functional groups. Precursor compositions are compositions comprising (OR4)(OR3)R2CR1SnL3, where the R groups are substituted or unsubstituted hydrocarbyl groups and L is a hydrolysable ligand. The precursors can be formed into coating that can be patterned with radiation, in particular EUV radiation. Coatings formed with blended precursors with hydrocarbyl-based ligands with some having acetal groups and others lacking acetal groups can be particularly effective for improving positive tone patterning.