A new
class of acid labile poly(aryl acetal) polymers has been
developed that can be used in photoresist formulations for next-generation
microlithography techniques including extreme ultraviolet (EUV) or
electron beam lithography. Example polymers have been synthesized
by an optimized Suzuki polycondensation protocol. They are soluble
in common photoresist solvents but are insoluble in water or aqueous
bases that are used to develop positive photoresists. The structural
design includes further elements that are aimed at improving photoresist
resolution, stability, and etch resistance. Upon acid exposure, the
acetal linkages are cleaved, and the polymers degrade into phenolic
terphenyl fragments, which are readily soluble in a photoresist developer.
Polymer degradation has been studied by NMR and LC-MS. Lithographic
formulations have been developed and tested in line-and-space patterning
experiments using EUV photolithography. Optimized resist formulations
achieved 22 nm resolution with line width roughness values of 5.7
nm.
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