Silicon Containing Backing Or Protective Layer Patents (Class 430/272.1)
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Patent number: 8785108Abstract: A structure for pattern formation adapted for optically forming a pattern, characterized by comprising: a photocatalyst-containing layer provided on a substrate, the photocatalyst-containing layer containing a material of which the wettability is variable through photocatalytic action upon pattern-wise exposure.Type: GrantFiled: October 5, 2007Date of Patent: July 22, 2014Assignee: Dai Nippon Printing Co., Ltd.Inventors: Hironori Kobayashi, Manabu Yamamoto, Daigo Aoki, Hironori Kamiyama, Shinichi Hikosaka, Mitsuhiro Kashiwabara
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Patent number: 8778593Abstract: A chemical amplification resist composition contains: (A) a polymer compound having a phenolic hydroxyl group and a group formed by substituting a substituent for a hydrogen atom of a hydroxyl group in a phenolic hydroxyl group and satisfying the following (a) to (c) at the same time: (a) the polydispersity is 1.2 or less, (b) the weight average molecular weight is from 2,000 to 6,500, and (c) the glass transition temperature (Tg) is 140° C. or more.Type: GrantFiled: June 29, 2012Date of Patent: July 15, 2014Assignee: FUJIFILM CorporationInventors: Tomotaka Tsuchimura, Tadateru Yatsuo
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Patent number: 8758981Abstract: A photoresist underlayer composition includes a solvent, and a polysiloxane resin represented by Chemical Formula 1: {(SiO1.5—Y—SiO1.5)x(SiO2)y(XSiO1.5)z}(OH)e(OR1)f.Type: GrantFiled: July 2, 2012Date of Patent: June 24, 2014Assignee: Cheil Industries, Inc.Inventors: Mi-Young Kim, Sang-Kyun Kim, Hyeon-Mo Cho, Chang-Soo Woo, Sang-Ran Koh, Hui-Chan Yun, Woo-Jin Lee, Jong-Seob Kim
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Patent number: 8728709Abstract: A lithographic printing plate precursor includes a support and an image-recording layer containing a star polymer, a radical polymerizable compound and a radical polymerization initiator, the star polymer is a star polymer in which a polymer chain is branched from a central skeleton via a sulfide bond and the polymer chain contains an acid group and a crosslinkable group in a side chain of the polymer chain.Type: GrantFiled: February 27, 2012Date of Patent: May 20, 2014Assignee: FUJIFILM CorporationInventor: Hidekazu Oohashi
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Patent number: 8715918Abstract: Thick film photoresist compositions are disclosed.Type: GrantFiled: September 25, 2007Date of Patent: May 6, 2014Assignee: AZ Electronic Materials USA Corp.Inventors: Medhat A. Toukhy, Margareta Paunescu
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Patent number: 8715913Abstract: The present invention is a silicon-containing resist underlayer film-forming composition containing at least any one of a condensation product and a hydrolysis condensation product or both of a mixture comprising: one or more kinds of a compound (A) selected from the group consisting of an organic boron compound shown by the following general formula (1) and a condensation product thereof and one or more kinds of a silicon compound (B) shown by the following general formula (2). Thereby, there can be provided a resist underlayer film applicable not only to the resist pattern formed of a hydrophilic organic compound obtained by the negative development but also to the resist pattern formed of a hydrophobic compound obtained by the conventional positive development.Type: GrantFiled: November 5, 2012Date of Patent: May 6, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Takafumi Ueda, Fujio Yagihashi
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Patent number: 8715916Abstract: A pattern-forming method includes forming a resist underlayer film on a substrate using a resist underlayer film-forming composition. The resist underlayer film-forming composition includes a base component, and a crosslinking agent. The crosslinking agent has a partial structure represented by a following general formula (i). X represents an oxygen atom, a sulfur atom, or —NR—. R represents a hydrogen atom, an alkyl group having 1 to 9 carbon atoms, or an aryl group having 6 to 30 carbon atoms. n1 is an integer from 1 to 6. R1 represents a hydrogen atom, an alkyl group having 1 to 9 carbon atoms, or an aryl group having 6 to 30 carbon atoms.Type: GrantFiled: March 27, 2012Date of Patent: May 6, 2014Assignee: JSR CorporationInventors: Shin-ya Minegishi, Shin-ya Nakafuji, Takanori Nakano
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Patent number: 8703383Abstract: A copolymer has formula: wherein R1-R5 are independently H, C1-6 alkyl, or C4-6 aryl, R6 is a fluorinated or non-fluorinated C5-30 acid decomposable group; each Ar is a monocyclic, polycyclic, or fused polycyclic C6-20 aryl group; each R7 and R8 is —OR11 or —C(CF3)2OR11 where each R11 is H, a fluorinated or non-fluorinated C5-30 acid decomposable group, or a combination; each R9 is independently F, a C1-10 alkyl, C1-10 fluoroalkyl, C1-10 alkoxy, or a C1-10 fluoroalkoxy group; R10 is a cation-bound C10-40 photoacid generator-containing group, mole fractions a, b, and d are 0 to 0.80, c is 0.01 to 0.80, e is 0 to 0.50 provided where a, b, and d are 0, e is greater than 0, the sum a+b+c+d+e is 1, l and m are integers of 1 to 4, and n is an integer of 0 to 5. A photoresist and coated substrate, each include the copolymer.Type: GrantFiled: November 17, 2011Date of Patent: April 22, 2014Assignee: Rohm and Haas Electronic Materials LLCInventors: James W. Thackeray, Emad Aqad, Su Jin Kang, Owendi Ongayi
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Patent number: 8658341Abstract: There is provided to a pattern reversal film forming composition that is capable of forming a pattern reversal film which is not mixed with a resist pattern formed on a substrate, and that is only capable of forming a pattern reversal film advantageously covering the pattern, but also irrespective of whether the resist pattern is coarse or fine, capable of forming a planar film excellent in temporal stability on the pattern. A pattern reversal film forming composition including a polysiloxane, an additive and an organic solvent, characterized in that the polysiloxane is a product of a hydrolysis and/or condensation reaction of a silane compound containing a tetraalkoxysilane of Si(OR1)4 and an alkoxysilane of XnSi(OR2)4-n, and the tetraalkoxysilane is used in a ratio of 1 to 50% by mole based on the number of moles of the whole silane compound; and a pattern reversal film and a method of forming a reversed pattern in which the composition is used.Type: GrantFiled: April 21, 2010Date of Patent: February 25, 2014Assignee: Nissan Chemical Industries, Ltd.Inventors: Daisuke Maruyama, Hiroaki Yaguchi, Yasushi Sakaida
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Patent number: 8652762Abstract: An antireflective coating that contains at least two polymer components and comprises chromophore moieties and transparent moieties is provided. The antireflective coating is useful for providing a single-layer composite graded antireflective coating formed beneath a photoresist layer.Type: GrantFiled: March 19, 2012Date of Patent: February 18, 2014Assignee: International Business Machines CorporationInventors: Dario L. Goldfarb, Libor Vyklicky, Sean D. Burns, David R. Medeiros, Daniel P. Sanders, Robert D. Allen
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Patent number: 8652750Abstract: A silicon-containing film is formed from a heat curable composition comprising (A) a silicon-containing compound obtained through hydrolytic condensation of a hydrolyzable silicon compound in the presence of an acid catalyst, (B) a hydroxide or organic acid salt of Li, Na, K, Rb or Ce, or a sulfonium, iodonium or ammonium compound, (C) an organic acid, (D) a cyclic ether-substituted alcohol, and (E) an organic solvent. The silicon-containing film ensures effective pattern formation, effective transfer of a photoresist pattern, and accurate processing of a substrate.Type: GrantFiled: June 27, 2008Date of Patent: February 18, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Toshiharu Yano, Koji Hasegawa
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Publication number: 20140045120Abstract: A waterless planographic printing plate precursor has, on a substrate, at least a photosensitive layer or heat sensitive layer and a silicone rubber layer, which is a waterless planographic printing plate precursor, wherein 1) a color pigment and a pigment dispersant are contained in the silicone rubber layer, 2) the a content of color pigment is 0.1 to 20 vol % in the silicone rubber layer, and 3) the pigment dispersant contains an organic complex compound including a metal and an organic compound.Type: ApplicationFiled: October 21, 2013Publication date: February 13, 2014Applicant: Toray Industries, Inc.Inventors: Akihiro Iihara, Mitsuru Suezawa, Masuichi Eguchi
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Patent number: 8642246Abstract: Compositions for use in tri-layer applications are described herein, wherein the composition has a matrix and includes: a formulated polymer comprising at least one type of silicon-based moiety forming the matrix of the polymer, a plurality of vinyl groups coupled to the matrix of the polymer, and a plurality of phenyl groups coupled to the matrix of the polymer, at least one condensation catalyst, and at least one solvent. Tri-layer structures are also contemplated herein that comprise an organic underlayer (first layer), antireflective compositions and/or films contemplated herein (second layer) and a photoresist material (third layer) that are coupled to one another.Type: GrantFiled: August 14, 2007Date of Patent: February 4, 2014Assignee: Honeywell International Inc.Inventors: Joseph Kennedy, Songyuan Xie, Kim Do, Sudip Mukhopadhyay
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Patent number: 8617793Abstract: A waterless planographic printing plate precursor is capable of plate inspection without a post-dyeing step, capable of being handled in a light room and excellent in coloring matter fixing in silicone rubber layer. The waterless planographic printing plate precursor has at least a photosensitive layer or heat sensitive layer and a silicone rubber layer on a substrate, which is a waterless planographic printing plate precursor characterized in that a color pigment is contained in the above-mentioned silicone rubber layer, and it is possible to obtain a more excellent effect by further incorporating, in the above-mentioned silicone rubber layer, a pigment dispersant containing an organic complex compound comprising of a metal and an organic compound. Furthermore, when aluminum and/or titanium is contained as the above-mentioned metal, a more excellent effect can be obtained.Type: GrantFiled: November 1, 2007Date of Patent: December 31, 2013Assignee: Toray Industries, Inc.Inventors: Akihiro Iihara, Mitsuru Suezawa, Masuichi Eguchi
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Patent number: 8618217Abstract: A topcoat composition to be applied on a resist film is provided, the topcoat composition including: (A) an alkali-soluble resin; (B) a compound containing at least one of an Si atom and an F atom, and increasing a contact angle on a surface of the topcoat film; and (C) a solvent.Type: GrantFiled: November 14, 2008Date of Patent: December 31, 2013Assignee: FUJIFILM CorporationInventor: Shinichi Kanna
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Patent number: 8609322Abstract: A lithographic structure comprising: an organic antireflective material disposed on a substrate, and a silicon antireflective material disposed on the organic antireflective material. The silicon antireflective material comprises a crosslinked polymer with a SiOx backbone, a chromophore, and a transparent organic group that is substantially transparent to 193 nm or 157 nm radiation. In combination, the organic antireflective material and the silicon antireflective material provide an antireflective material suitable for deep ultraviolet lithography. The invention is also directed to a process of making the lithographic structure.Type: GrantFiled: September 14, 2012Date of Patent: December 17, 2013Assignee: International Business Machines CorporationInventors: Marie Angelopoulos, Katherina E. Babich, Sean D. Burns, Allen H. Gabor, Scott D. Halle, Arpan P. Mahorowala, Dirk Pfeiffer
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Patent number: 8603732Abstract: There is disclosed a resist underlayer film-forming composition comprising, at least: a resin (A) obtained by condensing a compound represented by the following general formula (1) with a compound represented by the following general formula (2) by the aid of an acid catalyst; a compound (B) represented by the general formula (1); a fullerene compound (C); and an organic solvent. There can be a resist underlayer film composition in a multi-layer resist film to be used in lithography, which underlayer film is excellent in property for filling up a height difference of a substrate, possesses a solvent resistance, and is not only capable of preventing occurrence of twisting during etching of a substrate, but also capable of providing an excellently decreased pattern roughness; a process for forming a resist underlayer film by using the composition; and a patterning process.Type: GrantFiled: December 27, 2010Date of Patent: December 10, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Takeru Watanabe, Takeshi Kinsho, Katsuya Takemura, Toshihiko Fujii, Daisuke Kori
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Patent number: 8563221Abstract: A phototool comprises an optically transparent substrate having designed pattern and a protective layer on the substrate. The protective layer comprises a cured hardcoat composition. The hardcoat composition comprises (i) one or more epoxy silane compounds (ii) one or more fluorochemical additives selected from the group consisting of perfluoropolyether-urethane silanes and silane-functionalized perfluoropolyether acrylate oligomers, and (iii) photo-acid generator.Type: GrantFiled: March 11, 2009Date of Patent: October 22, 2013Assignee: 3M Innovative Properties CompanyInventors: Zai-Ming Qiu, John C. Hulteen, Douglas C. Fall
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Patent number: 8546061Abstract: A photo-curing polysiloxane composition includes a polysiloxane, an o-naphthoquinonediazidesulfonate compound, and a solvent. The polysiloxane contains 25 wt % to 60 wt % of a polysiloxane fraction having a molecular weight ranging from 10,000 to 80,000 based on a total weight of the polysiloxane when calculated from an integral molecular weight distribution curve obtained by plotting cumulative weight percentage versus molecular weight falling within a range between 400 and 100,000 measured by gel permeation chromatography. The amount of oligomers in the polysiloxane having a molecular weight less than 800 is from 0 wt % to 10 wt % based on a total weight of the photo-curing polysiloxane composition. A protective film formed from the photo-curing polysiloxane composition and an element containing the protective film are also disclosed.Type: GrantFiled: November 8, 2011Date of Patent: October 1, 2013Assignee: Chi Mei CorporationInventors: Ming-Ju Wu, Chun-An Shih
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Patent number: 8524441Abstract: A polymer comprising a siloxane polymer having at least one Si—OH group and at least one Si—OR group, where R is condensation stabilizing group optionally having a reactive functional group, wherein the siloxane polymer, when placed into a solvent, has a weight average molecular weight increase of less than or equal to 50% after aging for one week at 40° C. as measured by GPC is provided.Type: GrantFiled: February 25, 2008Date of Patent: September 3, 2013Assignees: AZ Electronic Materials USA Corp., Braggone OyInventors: Ruzhi Zhang, WooKyu Kim, David J. Abdallah, PingHung Lu, Mark O. Neisser, Ralph R. Dammel, Ari Karkkainen
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Patent number: 8501386Abstract: A thermosetting silicon-containing film-forming composition for forming a silicon-containing film to be formed in a multi-layer resist process used in lithography, the composition including at least: (A) a silicon-containing compound obtained by hydrolysis-condensation of a hydrolyzable silicon compound and compound(s) selected from the group consisting of a hydrolyzable silicon compound and a reactive compound; (B) a thermal crosslinking accelerator; (C) an organic acid with one, or two or more valency having 1 to 30 carbon atoms; and (D) an organic solvent.Type: GrantFiled: August 8, 2011Date of Patent: August 6, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Takafumi Ueda, Toshiharu Yano, Koji Hasegawa
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Patent number: 8501393Abstract: There is provided an anti-reflective coating forming composition for use in a lithography of the manufacture of semiconductor devices and for forming an anti-reflective coating that can be developed with an alkaline developer for photoresist, and a method for forming photoresist pattern by use of the anti-reflective coating forming composition. The anti-reflective coating forming composition comprises a compound having at least two vinyl ether groups, an alkali-soluble compound having at least two phenolic hydroxy groups or carboxyl groups, a photoacid generator, and a solvent.Type: GrantFiled: May 11, 2005Date of Patent: August 6, 2013Assignee: Nissan Chemical Industries, Ltd.Inventors: Tadashi Hatanaka, Shigeo Kimura, Tomoyuki Enomoto
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Patent number: 8501382Abstract: There are disclosed sulfonic acid precursor compositions, as are methods of using these compositions in, for example, photolithography. Other embodiments are also disclosed.Type: GrantFiled: February 19, 2010Date of Patent: August 6, 2013Assignee: The Research Foundation of State Univ. of New YorkInventor: Robert L. Brainard
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Patent number: 8486609Abstract: The invention relates to an antireflective coating composition comprising a crosslinker and a crosslinkable polymer capable of being crosslinked by the crosslinker, where the crosslinkable polymer comprises a unit represented by structure (1): A-Bn??(1) where A is a fused aromatic ring and B has a structure (2), where R1 is C1-C4alkyl and R2 is C1-C4alkyl. The invention further relates to a process for forming an image using the composition.Type: GrantFiled: December 23, 2009Date of Patent: July 16, 2013Assignee: AZ Electronic Materials USA Corp.Inventors: M. Dalil Rahman, Douglas McKenzie, Huirong Yao, JoonYeon Cho, Yi Yl, Guanyang Lin
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Publication number: 20130164677Abstract: Anti-reflective coating materials for ultraviolet photolithography include at least one absorbing compounds and at least one pH tuning agent that are incorporated into spin-on materials. Suitable absorbing compounds are those that absorb around wavelengths such as 365 nm, 248 nm, 193 nm and 157 nm that may be used in photolithography. Suitable pH tuning agents not only adjust the pH of the final spin-on composition, but also influence the chemical performance and characteristics, mechanical performance and structural makeup of the final spin-on composition that is part of the layered material, electronic component or semiconductor component, such that the final spin-on composition is more compatible with the resist material that is coupled to it. A method of making absorbing and pH tuned spin-on materials includes combining at least one organic absorbing compound and at least one pH tuning agent with at least one silane reactant during synthesis of the spin-on materials and compositions.Type: ApplicationFiled: December 3, 2012Publication date: June 27, 2013Applicant: Honeywell International Inc.Inventor: Honeywell International Inc.
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Patent number: 8460856Abstract: A photosensitive material for use in semiconductor manufacture comprises a copolymer that includes a plurality of photoresist chains and a plurality of hydrophobic chains, each hydrophobic chain attached to the end of one of the photoresist chains. The copolymer in response to externally applied energy will self-assemble to a photoresist layer and a hydrophobic layer.Type: GrantFiled: September 21, 2011Date of Patent: June 11, 2013Assignee: Taiwan Semiconductor Manufacturing Company, Ltd.Inventors: Hsiao-Wei Yeh, Jen-Chieh Shih, Jian-Hong Chen
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Patent number: 8449293Abstract: A method for patterning a substrate with extreme ultraviolet (EUV) radiation is provided. The method includes contacting a surface of the substrate with at least one surface modification agent that reacts with and bonds to the surface 402 of the substrate 401 to provide a modified surface. A layer of photoresist is formed on the modified surface, followed by exposing the layer of photoresist to a pattern of EUV radiation. The surface modification agent has a general formula: X-L-Z, where X is a leaving group; L is a linkage group including a substituted or un-substituted carbon chain having 1 to 20 carbons, a sulfur moiety, a silicon moiety, or combinations thereof; and Z is at least one of an acid functional group, a photoactive acid generator group or a halide.Type: GrantFiled: April 30, 2010Date of Patent: May 28, 2013Assignee: Tokyo Electron LimitedInventors: Benjamin M. Rathsack, Steven Scheer, Mark H. Somervell
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Patent number: 8450048Abstract: There is disclosed a method for forming a resist underlayer film of a multilayer resist film having at least three layers used in a lithography, comprising at least; a step of coating a composition for resist underlayer film containing a novolak resin represented by the following general formula (1) obtained by treating a compound having a bisnaphthol group on a substrate; and a step of curing the coated composition for the resist underlayer film by a heat treatment at a temperature above 300° C. and 600° C. or lower for 10 to 600 seconds. There can be provided a method for forming a resist underlayer film, and a patterning process using the method to form a resist underlayer film in a multilayer resist film having at least three layers used in a lithography, gives a resist underlayer film having a lowered reflectance, a high etching resistance, and a high heat and solvent resistances, especially without wiggling during substrate etching.Type: GrantFiled: September 14, 2009Date of Patent: May 28, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Toshihiko Fujii, Tsutomu Ogihara
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Publication number: 20130129995Abstract: The present invention provides novel methods of fabricating microelectronics structures, and the resulting structures formed thereby, using EUV lithographic processes. The method involves utilizing an assist layer immediately below the photoresist layer. The assist layer can either be directly applied to the substrate, or it can be applied to any intermediate layer(s) that may be applied to the substrate. The preferred assist layers are formed from spin-coatable, polymeric compositions. The inventive method allows reduced critical dimensions to be achieved with improved dose-to-size ratios, while improving adhesion and reducing or eliminating pattern collapse issues.Type: ApplicationFiled: November 20, 2012Publication date: May 23, 2013Applicant: Brewer Science Inc.Inventor: Brewer Science Inc.
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Patent number: 8445187Abstract: A hardmask composition includes an organic solvent and one or more aromatic ring-containing polymers represented by Formulae 1, 2 and 3:Type: GrantFiled: July 14, 2011Date of Patent: May 21, 2013Assignee: Cheil Industries, Inc.Inventors: Kyong Ho Yoon, Jong Seob Kim, Dong Seon Uh, Hwan Sung Cheon, Chang Il Oh, Min Soo Kim, Jin Kuk Lee
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Patent number: 8435720Abstract: A lithographic printing plate precursor includes, in the following order: a support; an image-recording layer which is capable of forming an image by removing an unexposed area of the image-recording layer with at least one of printing ink and dampening water on a printing machine after exposure and contains an infrared absorbing dye, a polymerization initiator, a polymerizable compound and a binder polymer having an alkylene oxide group; and a protective layer containing a hydrophilic polymer which contains at least a repeating unit represented by the formula (1) as defined herein, a repeating unit represented by the formula (2) as defined herein, and a repeating unit represented by the formula (4) as defined herein, and in which a content of the repeating unit represented by the formula (4) is from 0.3 to 5.0% by mole based on total repeating units of the hydrophilic polymer.Type: GrantFiled: February 27, 2012Date of Patent: May 7, 2013Assignee: FUJIFILM CorporationInventors: Shota Suzuki, Yuriko Ishiguro
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Resist underlayer film forming composition containing polymer having nitrogen-containing silyl group
Patent number: 8426112Abstract: There is provided a resist underlayer film for lithography causing no intermixing with a photoresist and having a dry etching rate higher than that of the photoresist, and a resist underlayer film forming composition for forming the underlayer film. A resist underlayer film forming composition for lithography comprising: a polymer containing a partial structure of Formula (1): where X1 is a group of Formula (2), Formula (3), Formula (4) or Formula (4-1): and a solvent. The polymer may contain, besides the partial structure of Formula (1), a partial structure of Formula (5): (R1)a(R3)bSi(O—)4?(a+b)??Formula (5) and/or a partial structure of Formula (6): [(R4)cSi(O—)3?c]2Y??Formula (6).Type: GrantFiled: September 10, 2008Date of Patent: April 23, 2013Assignee: Nissan Chemical Industries, Ltd.Inventors: Makoto Nakajima, Wataru Shibayama, Yuta Kanno -
Patent number: 8420295Abstract: A lithographic printing plate precursor includes a support and a layer containing a polymer compound having at least one support-adsorbing group at a terminal of a main chain.Type: GrantFiled: March 27, 2009Date of Patent: April 16, 2013Assignee: FUJIFILM CorporationInventor: Hidekazu Oohashi
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Patent number: 8415083Abstract: This invention provides methods of creating via or trench structures on a developer-soluble hardmask layer using a multiple exposure-development process. The hardmask layer is patterned while the imaging layer is developed. After the imaging layer is stripped using organic solvents, the same hardmask can be further patterned using subsequent exposure-development processes. Eventually, the pattern can be transferred to the substrate using an etching process.Type: GrantFiled: May 24, 2011Date of Patent: April 9, 2013Assignee: Brewer Science Inc.Inventors: Sam X. Sun, Hao Xu, Tony D. Flaim
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Patent number: 8415087Abstract: Disclosed is a method of making a lithographic printing plate which includes providing a lithographic printing plate precursor having a coating therein, image-wise exposing the coating, and developing the precursor. The coating includes (i) a contiguous photopolymerizable layer of a photopolymerizable composition or (ii) a contiguous intermediate layer with a photopolymerizable layer of a photopolymerizable composition thereon. The photopolymerizable composition includes a polymerizable compound, a polymerization initiator and a first polymer. The contiguous photopolymerizable layer or the contiguous intermediate layer also includes an adhesion promoting compound and a second polymer.Type: GrantFiled: November 13, 2008Date of Patent: April 9, 2013Assignee: AGFA Graphics NVInventors: Alexander Williamson, Christel Geukens, Hubertus Van Aert, Kristof Heylen
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Patent number: 8399057Abstract: Porous films with straight pores oriented normal to the plane of the films are produced through solution processing techniques. The production takes advantage of inorganic-surfactant or inorganic-polymer co-assembly and a patterned substrate. The patterned substrate, which is also produced via solution phase self-assembly, forces vertical orientation in a hexagonal cylinder system with no practical limits in substrate size or type. This provides a route to vertically oriented inorganic pores with a pitch ranging from 3 nm to over 15 nm and pore sizes ranging from 2 nm to over 12 nm. The size is tuned by choice the choice of organic templating agents and the deposition conditions. The pores can be produced with or without a capping layer which can be used to seal the nanopores.Type: GrantFiled: June 8, 2006Date of Patent: March 19, 2013Assignee: The Regents of the University of CaliforniaInventors: Sarah H. Tolbert, Erik K. Richman
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Publication number: 20130017486Abstract: A lithographic structure comprising: an organic antireflective material disposed on a substrate, and a silicon antireflective material disposed on the organic antireflective material. The silicon antireflective material comprises a crosslinked polymer with a SiOx backbone, a chromophore, and a transparent organic group that is substantially transparent to 193 nm or 157 nm radiation. In combination, the organic antireflective material and the silicon antireflective material provide an antireflective material suitable for deep ultraviolet lithography. The invention is also directed to a process of making the lithographic structure.Type: ApplicationFiled: September 14, 2012Publication date: January 17, 2013Applicant: International Business Machines CorporationInventors: Marie Angelopoulos, Katherina E. Babich, Sean D. Burns, Allen H. Gabor, Scott D. Halle, Arpan P. Mahorowala, Dirk Pfeiffer
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Patent number: 8338078Abstract: A material comprising a novolac resin having a C6-C30 aromatic hydrocarbon group substituted with a sulfo group or an amine salt thereof is useful in forming a photoresist undercoat. The undercoat-forming material has an extinction coefficient sufficient to provide an antireflective effect at a thickness of at least 200 nm, and a high etching resistance as demonstrated by slow etching rates with CF4/CHF3 gas for substrate processing.Type: GrantFiled: October 19, 2009Date of Patent: December 25, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Toshihiko Fujii, Takeru Watanabe, Youichi Ohsawa
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Patent number: 8334090Abstract: An inorganic electron beam sensitive oxide layer is formed on a carbon based material layer or an underlying layer. The inorganic electron beam sensitive oxide layer is exposed with an electron beam and developed to form patterned oxide regions. An ultraviolet sensitive photoresist layer is applied over the patterned oxide regions and exposed surfaces of the carbon based material layer, and subsequently exposed with an ultraviolet radiation and developed. The combined pattern of the patterned ultraviolet sensitive photoresist and the patterned oxide regions is transferred into the carbon based material layer, and subsequently into the underlying layer to form trenches. The carbon based material layer serves as a robust mask for performing additional pattern transfer into the underlying layer, and may be easily stripped afterwards. The patterned ultraviolet sensitive photoresist, the patterned oxide regions, and the patterned carbon based material layer are subsequently removed.Type: GrantFiled: January 28, 2011Date of Patent: December 18, 2012Assignee: International Business Machines CorporationInventors: Nicholas C. Fuller, Michael A. Guillorn, Balasubramanian S. Pranatharthi Haran, Jyotica V. Patel
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Patent number: 8304178Abstract: The present invention discloses a composition suitable for use as a top antireflective coating and barrier layer for immersion lithography. The inventive composition is soluble in aqueous base solutions and insoluble in water. The inventive composition comprises a polymer having at least one hydrophobic moiety, at least one acidic moiety with a pKa of 1 or less, and at least one aqueous base soluble moiety. The present invention also discloses a method of forming a patterned layer on a substrate by using the inventive composition in lithography.Type: GrantFiled: October 26, 2009Date of Patent: November 6, 2012Assignee: International Business Machines CorporationInventors: Mahmoud Khojasteh, Wu-Song Huang, Margaret C. Lawson, Kaushal S. Patel, Irene Popova, Pushkara R. Varanasi
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Patent number: 8298749Abstract: Provided is a directly imageable waterless planographic printing plate precursor that comprises at least a heat sensitive layer and a silicone rubber layer formed on a substrate in this order and has a high sensitivity not only immediately after the precursor production but also after the passage of time. In the directly imageable waterless planographic printing plate precursor, the heat sensitive layer contains liquid bubbles filled with a liquid with a boiling point in the range of 210 to 270° C. Also provided is a production method for making a directly imageable waterless planographic printing plate precursor.Type: GrantFiled: March 31, 2010Date of Patent: October 30, 2012Assignee: Toray Industries, Inc.Inventors: Akihiro Iihara, Yuta Shuto, Yutaka Ishida
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Patent number: 8293454Abstract: A lithographic structure comprising: an organic antireflective material disposed on a substrate; and a silicon antireflective material disposed on the organic antireflective material. The silicon antireflective material comprises a crosslinked polymer with a SiOx backbone, a chromophore, and a transparent organic group that is substantially transparent to 193 nm or 157 nm radiation. In combination, the organic antireflective material and the silicon antireflective material provide an antireflective material suitable for deep ultraviolet lithography. The invention is also directed to a process of making the lithographic structure.Type: GrantFiled: November 18, 2008Date of Patent: October 23, 2012Assignee: International Business Machines CorporationInventors: Marie Angelopoulos, Katherina E. Babich, Sean D. Burns, Allen H. Gabor, Scott D. Halle, Arpan P. Mahorowala, Dirk Pfeiffer
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Patent number: 8288072Abstract: A resist lower layer film composition, wherein an etching speed is fast, thus an etching time period can be shortened to minimize a film thickness loss of a resist pattern and a deformation of the pattern during etching, therefore, a pattern can be transferred with high accuracy and an excellent pattern can be formed on a substrate is provided. The resist lower layer film composition comprising at least a polymer having a repeating unit represented by the following general formula (1).Type: GrantFiled: February 26, 2008Date of Patent: October 16, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Kazumi Noda, Seiichiro Tachibana, Takeshi Kinsho, Tsutomu Ogihara
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Patent number: 8283107Abstract: An imageable element can be imaged using non-ablative processes. This element has a non-silicone, non-crosslinked layer contiguous to and under an ink-repelling crosslinked silicone rubber layer. These elements can be used for providing lithographic printing plates useful for waterless printing (no fountain solution). Processing after imaging is relatively simple with either water or an aqueous solution consisting essentially of a surfactant or mechanical means to remove the crosslinked silicone rubber layer and a minor portion of the non-silicone, non-crosslinked layer in the imaged regions.Type: GrantFiled: June 5, 2008Date of Patent: October 9, 2012Assignee: Eastman Kodak CompanyInventors: Ophira Melamed, Jianbing Huang, Efrat Konstantini
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Patent number: 8283103Abstract: There is provided a composition for forming a resist underlayer film that can be homogeneously applied and a sublimate is suppressed during the thermal curing. There is also provided a composition for forming a resist underlayer film having a high selection ratio of dry etching relative to a resist applied thereon. A composition for forming a resist underlayer film for lithography comprising: a polysilane compound having a unit structure of Formula (1): (where R1 and R2 are independently a group of —X—Y (where X is an oxygen atom, a C1-18 alkylene group or a group of —OCnH2n— (where n is an integer of 1 to 18) and Y is a lactone ring or an adamantane ring), or one of R1 and R2 is the group of —X—Y and another thereof is an aryl group, a methyl group, an ethyl group or a C3-6 cycloalkyl group); and an organic solvent.Type: GrantFiled: August 26, 2008Date of Patent: October 9, 2012Assignee: Nissan Chemical Industries, Ltd.Inventors: Hikaru Imamura, Yasushi Sakaida, Makoto Nakajima, Satoshi Takei
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Patent number: 8273519Abstract: A hardmask composition includes a solvent and an organosilicon copolymer. The organosilicon copolymer may be represented by Formula A: (SiO1.5—Y—SiO1.5)x(R3SiO1.5)y??(A) wherein x and y may satisfy the following relations: x is about 0.05 to about 0.9, y is about 0.05 to about 0.9, and x+y=1, R3 may be a C1-C12 alkyl group, and Y may be a linking group including a substituted or unsubstituted, linear or branched C1-C20 alkyl group, a C1-C20 group containing a chain that includes an aromatic ring, a heterocyclic ring, a urea group or an isocyanurate group, or a C2-C20 group containing one or more multiple bonds.Type: GrantFiled: November 21, 2007Date of Patent: September 25, 2012Assignee: Cheil Industries, Inc.Inventors: Mi Young Kim, Sang Kyun Kim, Sang Hak Lim, Sang Ran Koh, Hui Chan Yun, Do Hyeon Kim, Dong Seon Uh, Jong Seob Kim
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Patent number: 8263312Abstract: Antireflective coatings comprising (i) a silsesquioxane resin having the formula (PhSiO(3-x)/2(OH)x)mHSiO(3-x)/2(OH)x)n(MeSiO(3-x)/2(OH)x)p where Ph is a phenyl group, Me is a methyl group, x has a value of 0, 1 or 2; m has a value of 0.01 to 0.99, n has a value of 0.01 to 0.99, p has a value of 0.01 to 0.99, and m+n+p=1; (ii) a polyethylene oxide fluid; and (iii) a solvent; and a method of forming said antireflective coatings on an electronic device.Type: GrantFiled: December 7, 2006Date of Patent: September 11, 2012Assignee: Dow Corning CorporationInventors: Peng-Fei Fu, Eric Scott Moyer
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Patent number: 8252518Abstract: There is disclosed a chemically amplified positive resist composition to form a chemically amplified resist film to be used in a lithography, wherein the chemically amplified positive resist composition comprises at least, (A) a base resin, insoluble or poorly soluble in an alkaline solution, having a repeating unit whose phenolic ydroxyl group is protected by a tertiary alkyl group, while soluble in an alkaline solution when the tertiary alkyl group is removed; (B) an acid generator; (C) a basic component; and (D) an organic solvent, and a solid component concentration is controlled so that the chemically amplified resist film having the film thickness of 10 to 100 nm is obtained by a spin coating method.Type: GrantFiled: November 23, 2009Date of Patent: August 28, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akinobu Tanaka, Takanobu Takeda, Satoshi Watanabe
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Publication number: 20120183901Abstract: To provide a method for producing a lithographic printing plate precursor excellent in development property and printing durability, which method restrains mixture of both layers at coating and drying an overcoat layer on an image-recording layer. A method for producing a polymerizable lithographic printing plate precursor including (a) a step of coating a coating solution of an image-recording layer containing (A) a sensitizing dye, (B) a radical polymerization initiator and (C) a radical polymerizable compound on a support, (b) a first drying step of supplying hot air to the image-recording layer, (c) a second drying step of supplying hot air and superheated vapor to the image-recording layer after the first drying step, (d) a step of coating an overcoat layer on the image-recording layer, and (e) a step of drying the overcoat layer.Type: ApplicationFiled: July 27, 2010Publication date: July 19, 2012Inventors: Takanori Mori, Kenji Hayashi
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Patent number: 8221965Abstract: Antireflective coating compositions and related polymers are disclosed.Type: GrantFiled: July 8, 2008Date of Patent: July 17, 2012Assignee: AZ Electronic Materials USA Corp.Inventors: Huirong Yao, Zhong Xiang, Jianhui Shan, Salem Mullen, Hengpeng Wu