Synthesis of End-Cap Enabled Self-Immolative Photoresists for Extreme Ultraviolet Lithography

04 July 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Conventional chemically amplified resists (CARs) rely on the usage of photoacid generators to serve as the source of chemical amplification. However, acid diffusion inevitably accompanies CARs and has led to the resolution, line edge roughness, and sensitivity (RLS) tradeoff, which is the most challenging technical problem for modern photoresists. Herein, we take advantage of the self-immolative property of polyphthalaldehyde (PPA) derivatives to create end-cap enabled chain scissionable resists for extreme ultraviolet (EUV) lithography. The feasibility of this strategy was demonstrated under UV photodegradation experiments. The dose-to-clear (DTC) under EUV radiation was 90 mJ/cm2 for the most promising resist, representing more than a hundredfold improvement over previous PPA resists. Density functional theory (DFT) calculations were conducted to understand the structural origin of end-cap EUV sensitivity.

Supplementary materials

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Supporting information
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General procedures, syntheses and characterizations of monomers, and polymers, TGA analysis of polymers, NMR spectra of products, and computational details.
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