Title: Fundamental understanding of chemical processes in extreme ultraviolet resist materials

Journal Article · · Journal of Chemical Physics
DOI: https://doi.org/10.1063/1.5046521 · OSTI ID:1506372

New photoresists are needed to advance extreme ultraviolet (EUV) lithography. The tailored design of efficient photoresists is enabled by a fundamental understanding of EUV induced chemistry. Processes that occur in the resist film after absorption of an EUV photon are discussed, and a new approach to study these processes on a fundamental level is described. The processes of photoabsorption, electron emission, and molecular fragmentation were studied experimentally in the gas-phase on analogs of the monomer units employed in chemically amplified EUV resists. To demonstrate the dependence of the EUV absorption cross section on selective light harvesting substituents, halogenated methylphenols were characterized employing the following techniques. Photoelectron spectroscopy was utilized to investigate kinetic energies and yield of electrons emitted by a molecule. The emission of Auger electrons was detected following photoionization in the case of iodo-methylphenol. Mass-spectrometry was used to deduce the molecular fragmentation pathways following electron emission and atomic relaxation. To gain insight on the interaction of emitted electrons with neutral molecules in a condensed film, the fragmentation pattern of neutral gas-phase molecules, interacting with an electron beam, was studied and observed to be similar to EUV photon fragmentation. Below the ionization threshold, electrons were confirmed to dissociate iodo-methylphenol by resonant electron attachment.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
Sponsoring Organization:
USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Grant/Contract Number:
AC02-05CH11231
OSTI ID:
1506372
Journal Information:
Journal of Chemical Physics, Journal Name: Journal of Chemical Physics Journal Issue: 15 Vol. 149; ISSN 0021-9606
Publisher:
American Institute of Physics (AIP)Copyright Statement
Country of Publication:
United States
Language:
English

References (41)

The structure of decomposing [C7H7O]+ ions: Benzyl versus tropylium ion structures journal November 1983
[C7H7]+ and [C6H5]+ fragment ions produced from methylphenol isomers by electron impact journal February 1991
Photodissociation and collision-induced dissociation of molecular ions from methylphenol and chloromethylphenol journal January 1994
X-Ray Interactions: Photoabsorption, Scattering, Transmission, and Reflection at E = 50-30,000 eV, Z = 1-92 journal July 1993
Atomic subshell photoionization cross sections and asymmetry parameters: 1 ⩽ Z ⩽ 103 journal January 1985
Resonance and Threshold Phenomena in Low-Energy Electron Collisions with Molecules and Clusters book January 2003
Normal Auger spectra of iodine in gas phase alkali iodide molecules journal June 2005
The reactivity of slow electrons with molecules at different degrees of aggregation: gas phase, clusters and condensed phase journal October 1996
Resonance-enhanced multiphoton ionization mass spectra of C7H8O and C8H10O isomers journal February 1987
Size-Dependent Angular Distributions of Low-Energy Photoelectrons Emitted from NaCl Nanoparticles journal July 2007
Untangling the chemical evolution of Titan's atmosphere and surface–from homogeneous to heterogeneous chemistry journal January 2010
Velocity map imaging of ions and electrons using electrostatic lenses: Application in photoelectron and photofragment ion imaging of molecular oxygen journal September 1997
Coupling a versatile aerosol apparatus to a synchrotron: Vacuum ultraviolet light scattering, photoelectron imaging, and fragment free mass spectrometry journal April 2006
Dissociative electron attachment to triflates journal December 2011
A momentum imaging microscope for dissociative electron attachment journal February 2012
The importance of inner-shell electronic structure for enhancing the EUV absorption of photoresist materials journal April 2017
Soft X-ray spectroscopy of nanoparticles by velocity map imaging journal July 2017
A Review, Bibliography, and Tabulation of K , L , and Higher Atomic Shell X‐Ray Fluorescence Yields journal March 1994
Aerodynamic Focusing of Nanoparticles: I. Guidelines for Designing Aerodynamic Lenses for Nanoparticles journal July 2005
Generating Particle Beams of Controlled Dimensions and Divergence: I. Theory of Particle Motion in Aerodynamic Lenses and Nozzle Expansions journal January 1995
The NVV Auger electron spectrum of the HI molecule journal October 1989
The relative importance of vibrational and ligand field splittings on core d-level photoelectron and NVV Auger spectra: high resolution core level photoelectron spectrum of the I 4d level of HI journal December 1991
High-resolution photoabsorption and photoelectron spectra of bromine-containing molecules at the Br 3d edge: the importance of ligand field splitting journal November 1997
Photoelectron spectroscopy of atomic iodine produced by laser photodissociation journal October 1988
Detailed analysis of the 3 d − 1 → 4 p π − 2 normal Auger spectra in HBr and DBr journal June 1999
Chemical dependence of core-level linewidths and ligand-field splittings: High-resolution core-level photoelectron spectra of I 4 d levels journal September 1991
Outgassing of photoresist materials at extreme ultraviolet wavelengths journal January 2000
Quantitative uses of the x-ray photoelectron spectroscopy valence band region in the analysis of polymer blends
  • Thomas, Elizabeth A.; Fulghum, Julia E.
  • Journal of Vacuum Science & Technology A: Vacuum, Surfaces, and Films, Vol. 16, Issue 3 https://doi.org/10.1116/1.581241
journal May 1998
Soft x-ray projection lithography using an x-ray reduction camera journal November 1988
EUV resist outgassing analysis for the new platform resists at EIDEC conference March 2016
EUV lithography performance for manufacturing: status and outlook conference March 2016
EUV progress toward HVM readiness conference March 2016
An analysis of EUV-resist outgassing measurements conference March 2007
The Paths To Subhalf-Micrometer Optical Lithography conference January 1988
Nanolithography in microelectronics: A review journal August 2011
Measurement of Resist Transmittance at Extreme Ultraviolet Wavelength Using the Extreme Ultraviolet Reflectometer journal June 2002
Radiation Chemistry in Chemically Amplified Resists journal March 2010
Optical lithography: Introduction journal January 1997
Spectral Analysis of Polystyrene, Polypropylene, and Poly(methyl methacrylate) Polymers in TOF SIMS and XPS by MO Calculations Using the Model Oligomers journal October 1996
The Photo-absorption Coefficient Measurement of EUV Resist journal January 2009
Review on Micro- and Nanolithography Techniques and their Applications journal January 2012