Recent advances in non-chemically amplified photoresists for next generation IC technology

While chemically amplified resists (CARs) have been dominating the semiconductor industries over the past few decades, particularly in the area of computer chip fabrication, the replacement of such resists has been realized in recent times as the CARs are approaching their resolution limit, and thus may not be able to fulfil the market demand that the semiconductor industries are looking for, particularly for sub-20 nm node technology using next generation lithography techniques. In this context, non-chemically amplified resists (n-CARs) are being anticipated as potential replacements of CARs. In the case of n-CARs, the photosensitive functionality is integrated into the resist backbone. Therefore, upon exposure to photons of suitable energy, the photosensitive group undergoes photochemical changes resulting in polarity switching between the exposed and unexposed regions. This polarity change helps in developing patterns in the presence of a suitable developer. Therefore, external chemical amplification using photoacid generators (PAGs) is not needed to bring in required polarity changes in the case of n-CARs. As the n-CARs do not require any additional chemical amplification, they are devoid of the most serious problem that almost all CARs face i.e. acid diffusion in the solid state causing considerable line-edge roughness (LER) and line-width roughness (LWR). Recently, several research groups have designed and developed various n-CARs with ultra-low resolution and LER/LWR. Although many n-CARs, sensitive to photons of various energies, have been developed over the last few decades for larger nodes (>60 nm) the n-CARs development for patterning sub-30 nm features is at the plinth level. This review article will focus on the recent developments in the area of n-CARs for sub-30 nm node technology using next generation lithography (NGL) techniques.

[1]  M. Popall,et al.  Applications of advanced hybrid organic-inorganic nanomaterials: from laboratory to market. , 2011, Chemical Society reviews.

[2]  Markos Trikeriotis,et al.  A new inorganic EUV resist with high-etch resistance , 2012, Advanced Lithography.

[3]  Ivan Pollentier,et al.  Chain scission resists for extreme ultraviolet lithography based on high performance polysulfone-containing polymers , 2011 .

[4]  B. Cui,et al.  Metal-carbonyl organometallic polymers, PFpP, as resists for high-resolution positive and negative electron beam lithography. , 2015, Chemical communications.

[5]  Subrata Ghosh,et al.  Organic-inorganic hybrid resists for EUVL , 2014, Advanced Lithography.

[6]  Yasin Ekinci,et al.  Photolithographic properties of tin-oxo clusters using extreme ultraviolet light (13.5 nm) , 2014 .

[7]  Dale C. Flanders,et al.  Replication of 175‐Å lines and spaces in polymethylmethacrylate using x‐ray lithography , 1980 .

[8]  H. Ahmed,et al.  Comparison of MIBK/IPA and water/IPA as PMMA developers for electron beam nanolithography , 2002 .

[9]  J. Thackeray Materials challenges for sub-20-nm lithography , 2011 .

[10]  Hans-Werner Schmidt,et al.  Combinatorial Optimization of a Molecular Glass Photoresist System for Electron Beam Lithography , 2011, Advanced materials.

[11]  Jean M. J. Fréchet,et al.  Design of New Positive-Tone Photoresists Based on the Acid-Catalyzed Hydrolysis of Phenylmethanediol Diesters , 1994 .

[12]  Christoph Hohle,et al.  Evaluation of direct patternable inorganic spin-on hard mask materials using electron beam lithography , 2012 .

[13]  M. Somervell,et al.  Organic imaging materials: a view of the future , 2000 .

[14]  Mark E. Welland,et al.  Sub-10 nm Electron Beam Nanolithography Using Spin-Coatable TiO2 Resists , 2003 .

[15]  Feixiang Luo,et al.  Chemical and structural investigation of high-resolution patterning with HafSO(x). , 2014, ACS applied materials & interfaces.

[16]  Mark Neisser,et al.  Low-line edge roughness extreme ultraviolet photoresists of organotin carboxylates , 2015 .

[17]  Kenji Gamo,et al.  Novel Electron-Beam Molecular Resists with High Resolution and High Sensitivity for Nanometer Lithography , 2004 .

[18]  H. M. Zaid,et al.  A chemically amplified fullerene-derivative molecular electron-beam resist. , 2007, Small.

[19]  Anda E. Grigorescu,et al.  Resist thickness effects on ultra thin HSQ patterning capabilities , 2009 .

[20]  Yayi Wei,et al.  Performance of chemically amplified resists at half-pitch of 45 nm and below , 2007, SPIE Advanced Lithography.

[21]  Seiichi Tagawa,et al.  Evaluation of sensitivity for positive tone non-chemically and chemically amplified resists using ionized radiation: EUV, x-ray, electron and ion induced reactions , 2013, Advanced Lithography.

[22]  Hengpeng Wu,et al.  Novel Positive‐Tone Chemically Amplified Resists with Photoacid Generator in the Polymer Chains , 2001 .

[23]  Takahiro Kozawa,et al.  Eco-friendly electron beam lithography using water-developable resist material derived from biomass , 2012 .

[24]  Subrata Ghosh,et al.  Performance evaluation of nonchemically amplified negative tone photoresists for e-beam and EUV lithography , 2014 .

[25]  Kenji Gamo,et al.  Amorphous Molecular Materials: Development of a Novel Positive Electron-beam Molecular Resist , 1999 .

[26]  Subrata Ghosh,et al.  Design and synthesis of novel resist materials for EUVL , 2014, Advanced Lithography.

[27]  Yasin Ekinci,et al.  Photon-beam lithography reaches 12.5nm half-pitch resolution , 2007 .

[28]  Christopher K. Ober,et al.  Positive tone oxide nanoparticle EUV (ONE) photoresists , 2016, SPIE Advanced Lithography.

[29]  F. Cerrina,et al.  Nanolithography using extreme ultraviolet lithography interferometry: 19 nm lines and spaces , 1999 .

[30]  Comparative study of sputtered and spin-coatable aluminum oxide electron beam resists , 2000 .

[31]  Tadatomi Nishikubo,et al.  Recent Development in Molecular Resists for Extreme Ultraviolet Lithography , 2011 .

[32]  Shinji Matsui,et al.  Nanometer‐scale resolution of calixarene negative resist in electron beam lithography , 1996 .

[33]  Yasuo Takahashi,et al.  Three-dimensional siloxane resist for the formation of nanopatterns with minimum linewidth fluctuations , 1998 .

[34]  Kenneth A. Goldberg,et al.  Critical challenges for EUV resist materials , 2011, Advanced Lithography.

[35]  M. T. Pope,et al.  Introduction to Polyoxometalate Chemistry : From Topology via Self-assembly to Applications , 2001 .

[36]  W. M. Alvino Plastics for electronics : materials, properties, and design applications , 1995 .

[37]  Warren Montgomery,et al.  Development of an inorganic nanoparticle photoresist for EUV, e-beam, and 193nm lithography , 2011, Advanced Lithography.

[38]  Ramakrishnan Ayothi,et al.  Diazonaphthoquinone Molecular Glass Photoresists: Patterning without Chemical Amplification , 2007 .

[39]  Subrata Ghosh,et al.  A hybrid polymeric material bearing a ferrocene-based pendant organometallic functionality: synthesis and applications in nanopatterning using EUV lithography , 2014 .

[40]  Christopher L. McAdams,et al.  Synthesis and Properties of Diazopiperidiones for Use in Nonchemically Amplified Deep UV Photoresists , 2004 .

[41]  Cheng-Bai Xu,et al.  Characterization of a non-chemically amplified resist for photomask fabrication using a 257-nm optical pattern generator , 1999, Photomask Technology.

[42]  Miguel Holgado,et al.  High aspect-ratio SU-8 resist nano-pillar lattice by e-beam direct writing and its application for liquid trapping , 2010 .

[43]  Hiroshi Ito Chemical amplification resists for microlithography , 2005 .

[44]  M. Isaacson,et al.  Radiolysis and resolution limits of inorganic halide resists , 1985 .

[45]  J. Stowers,et al.  High resolution, high sensitivity inorganic resists , 2009 .

[46]  Bo Cui,et al.  Very high sensitivity ZEP resist using MEK:MIBK developer , 2011 .

[47]  J. Taniguchi,et al.  Fabrication of nanodot array molds by using an inorganic electron-beam resist and a postexposure bake , 2009 .

[48]  Markos Trikeriotis,et al.  High refractive index and high transparency HfO2 nanocomposites for next generation lithography , 2010 .

[49]  Yasin Ekinci,et al.  Organometallic carboxylate resists for extreme ultraviolet with high sensitivity , 2015 .

[50]  P. Nealey,et al.  Hydrogen silsesquioxane as a high resolution negative-tone resist for extreme ultraviolet lithography , 2005 .

[51]  Paul Zimmerman,et al.  Non-CA resists for 193 nm immersion lithography: effects of chemical structure on sensitivity , 2009, Advanced Lithography.

[52]  S. Deneault,et al.  Immersion patterning down to 27 nm half pitch , 2006 .

[53]  F. Chang,et al.  Fabrication of curved structures with electron-beam and surface structure characterization , 2004 .

[54]  F. Kessler,et al.  Selective Fragmentation of Radiation-Sensitive Novel Polymeric Resist Materials by Inner-Shell Irradiation. , 2015, ACS applied materials & interfaces.

[55]  M. Isaacson,et al.  Progress in self‐developing metal fluoride resists , 1987 .

[56]  Nelson Felix,et al.  Physical Vapor Deposition of Molecular Glass Photoresists: A New Route to Chemically Amplified Patterning , 2007 .

[57]  L Brigo,et al.  Phenyl-bridged polysilsesquioxane positive and negative resist for electron beam lithography. , 2012, Nanotechnology.

[58]  S. Matsui,et al.  Sub‐10 nm lithography and development properties of inorganic resist by scanning electron beams , 1995 .

[59]  Clifford L. Henderson,et al.  Water-developable negative-tone single-molecule resists: high-sensitivity nonchemically amplified resists , 2008, SPIE Advanced Lithography.

[60]  Vikram Singh,et al.  Towards novel non-chemically amplified (n-CARS) negative resists for electron beam lithography applications , 2014 .

[61]  Warren Montgomery,et al.  Aqueous developable dual switching photoresists for nanolithography , 2012 .

[62]  Vivek M. Prabhu,et al.  Resolution limitations in chemically amplified photoresist systems , 2004, SPIE Advanced Lithography.

[63]  H. Sone,et al.  Nanosilicon dot arrays with a bit pitch and a track pitch of 25 nm formed by electron-beam drawing and reactive ion etching for 1 Tbit/in.2 storage , 2006 .

[64]  Jean M. J. Fréchet,et al.  Materials for microlithography : radiation-sensitive polymers , 1985 .

[65]  Subrata Ghosh,et al.  New polyoxometalates containing hybrid polymers and their potential for nano-patterning. , 2015, Chemistry.

[66]  C. W. Hagen,et al.  10nm lines and spaces written in HSQ, using electron beam lithography , 2007 .

[67]  Richard A. Lawson,et al.  High sensitivity nonchemically amplified molecular resists based on photosensitive dissolution inhibitors , 2010 .

[68]  Markos Trikeriotis,et al.  Development of an inorganic photoresist for DUV, EUV, and electron beam imaging , 2010, Advanced Lithography.

[69]  C. W. Hagen,et al.  Resists for sub-20-nm electron beam lithography with a focus on HSQ: state of the art , 2009, Nanotechnology.

[70]  Yasin Ekinci,et al.  20nm Line/space patterns in HSQ fabricated by EUV interference lithography , 2007 .

[71]  Subrata Ghosh,et al.  Optimization of processing parameters and metrology for novel NCA negative resists for NGL , 2014, Advanced Lithography.

[72]  Seung Wook Chang,et al.  Molecular glass photoresists for advanced lithography , 2006 .

[73]  H. Nishihara,et al.  Fabrication of micro lenses using electron-beam lithography. , 1981, Optics letters.

[74]  Toshiki Ito,et al.  Photo-deprotection resist based on photolysis of o-nitrobenzyl phenol ether: challenge to half-pitch 22 nm using near-field lithography , 2007, SPIE Advanced Lithography.

[75]  Robert L. Bristol,et al.  The tri-lateral challenge of resolution, photospeed, and LER: scaling below 50nm? , 2007, SPIE Advanced Lithography.

[76]  Vikram Singh,et al.  Novel non-chemically amplified (n-CARs) negative resists for EUVL , 2014, Advanced Lithography.

[77]  C. Barrios,et al.  Ultrasensitive non-chemically amplified low-contrast negative electron beam lithography resist with dual-tone behaviour , 2013 .

[78]  Subrata Ghosh,et al.  Radiation-sensitive novel polymeric resist materials: iterative synthesis and their EUV fragmentation studies. , 2014, ACS applied materials & interfaces.

[79]  Li Li,et al.  Studying the Mechanism of Hybrid Nanoparticle Photoresists: Effect of Particle Size on Photopatterning , 2015 .

[80]  K. Gonsalves,et al.  Patterning highly ordered arrays of complex nanofeatures through EUV directed polarity switching of non chemically amplified photoresist , 2016, Scientific Reports.

[81]  Shazia Yasin,et al.  Fabrication of <5 nm width lines in poly(methylmethacrylate) resist using a water:isopropyl alcohol developer and ultrasonically-assisted development , 2001 .

[82]  Paul R. Berger,et al.  Nanometer-period gratings in hydrogen silsesquioxane fabricated by electron beam lithography , 2003 .

[83]  Shinji Matsui,et al.  Ultrahigh resolution of calixarene negative resist in electron beam lithography , 1996 .

[84]  L Wang,et al.  Single-digit-resolution nanopatterning with extreme ultraviolet light for the 2.5 nm technology node and beyond. , 2015, Nanoscale.

[85]  Idriss Blakey,et al.  Patterning of tailored polycarbonate based non-chemically amplified resists using extreme ultraviolet lithography. , 2010, Macromolecular rapid communications.

[86]  W. Huck,et al.  Sub- 10-nm high aspect ratio patterning of ZnO in a 500 μm main field , 2006 .

[87]  Yasin Ekinci,et al.  Platinum and palladium oxalates: positive-tone extreme ultraviolet resists , 2015 .

[88]  C. Grant Willson,et al.  Chemical Amplification in High-Resolution Imaging Systems , 1994 .

[89]  Ji Young Park,et al.  A new type of eco-friendly resist based on nonchemically amplified system , 2008 .

[90]  T. Chen,et al.  Patterned polymer brushes. , 2012, Chemical Society reviews.

[91]  James Burke,et al.  Connections: Patterns of Discovery , 2009, J. Assoc. Inf. Sci. Technol..

[92]  D. Sanders,et al.  Advances in patterning materials for 193 nm immersion lithography. , 2010, Chemical reviews.

[93]  T. Wallow,et al.  EUV resist performance: current assessment for sub-22-nm half-pitch patterning on NXE:3300 , 2012, Advanced Lithography.

[94]  Yasuhiro Kishikawa,et al.  What determines the ultimate resolution? The critical relationship between exposure tools and photoresists , 2006, SPIE Advanced Lithography.