A series of molecular
glass compounds (SP-BOC, SP-AD, and SP-BU) based on 9,9′-spirobifluorene
backbone with different kinds of pendant groups (t-butyloxycarbonyl, adamantyl ester, and t-butyl
ester groups) were synthesized. The thermal analysis of the compounds
indicated that no apparent glass transition temperature (T
g) was observed before the onset of the thermal decomposition
temperatures (T
d) up to 150 °C. The
good thermal resistance suggests that they can satisfy the lithography
process and are candidates for photoresist materials. They were used
as positive photoresists by mixing with minor components of photoacid
generators and other additives, respectively. The amorphous films
on the silicon substrate were obtained by spin-coating of the photoresists.
The extreme ultraviolet (EUV) performance on the films was evaluated
by using soft X-ray interference lithography. The SP-BOC resist achieves the most excellent patterning capability down to
22 nm lines with a line-edge roughness (LER) of 3.3 nm. The outgassing
amounts (N
s
) of SP-BOC, SP-AD, and SP-BU resists
are 3.1 × 1015, 2.3 × 1014, and 2.0
× 1014 molecule/cm2, respectively, at exposure
dose of ∼20 mJ/cm2. The results of etch resistance
are in the order of SP-AD (0.5 nm/s) > SP-BU (0.8 nm/s) > PMMA (1.1 nm/s) > SP-BOC (1.6 nm/s)
> Si
3
N
4
(1.8 nm/s). All the results indicate a significant
pendant
effect on pattern ability, etching durability, and outgassing for
SP resists. This study will help us to understand the relationship
between the pendant structure and the EUV lithography and supply useful
guidelines for designing molecular resists.