US20050255410A1 - Anti-reflective coatings using vinyl ether crosslinkers - Google Patents

Anti-reflective coatings using vinyl ether crosslinkers Download PDF

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Publication number
US20050255410A1
US20050255410A1 US11/105,862 US10586205A US2005255410A1 US 20050255410 A1 US20050255410 A1 US 20050255410A1 US 10586205 A US10586205 A US 10586205A US 2005255410 A1 US2005255410 A1 US 2005255410A1
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Prior art keywords
composition
compound
substrate
layer
group
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Abandoned
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US11/105,862
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English (en)
Inventor
Douglas Guerrero
Robert Cox
Marc Weimer
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Brewer Science Inc
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Individual
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Priority to US11/105,862 priority Critical patent/US20050255410A1/en
Priority to EP05771626.8A priority patent/EP1743219B1/en
Priority to PCT/US2005/012851 priority patent/WO2005111719A2/en
Priority to KR1020067022125A priority patent/KR101308281B1/ko
Priority to CN201010110135.5A priority patent/CN101916051B/zh
Priority to JP2007510782A priority patent/JP5972510B2/ja
Priority to KR1020117031664A priority patent/KR101308191B1/ko
Priority to CN2005800132461A priority patent/CN1981240B/zh
Priority to TW94113835A priority patent/TWI387612B/zh
Assigned to BREWER SCIENCE INC. reassignment BREWER SCIENCE INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: COX, ROBERT CHRISTIAN, GUERRERO, DOUGLAS J., WEIMER, MARC W.
Publication of US20050255410A1 publication Critical patent/US20050255410A1/en
Assigned to ARMY, USA BY THE SECRETARY OF THE reassignment ARMY, USA BY THE SECRETARY OF THE CONFIRMATORY LICENSE (SEE DOCUMENT FOR DETAILS). Assignors: BREWER SCIENCES, INC
Priority to US11/613,704 priority patent/US7601483B2/en
Priority to US11/683,309 priority patent/US20070207406A1/en
Priority to US12/551,176 priority patent/US20090317747A1/en
Priority to US12/973,552 priority patent/US9110372B2/en
Priority to JP2012106641A priority patent/JP5511887B2/ja
Abandoned legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/091Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers characterised by antireflection means or light filtering or absorbing means, e.g. anti-halation, contrast enhancement
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/03Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14Unsaturated ethers
    • C07C43/164Unsaturated ethers containing six-membered aromatic rings
    • C07C43/166Unsaturated ethers containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/11Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/16Coating processes; Apparatus therefor
    • G03F7/168Finishing the coated layer, e.g. drying, baking, soaking
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/26Processing photosensitive materials; Apparatus therefor
    • G03F7/40Treatment after imagewise removal, e.g. baking
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/094Multilayer resist systems, e.g. planarising layers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S438/00Semiconductor device manufacturing: process
    • Y10S438/942Masking
    • Y10S438/948Radiation resist
    • Y10S438/952Utilizing antireflective layer
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31652Of asbestos
    • Y10T428/31667Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31678Of metal
    • Y10T428/31692Next to addition polymer from unsaturated monomers
    • Y10T428/31699Ester, halide or nitrile of addition polymer
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/31935Ester, halide or nitrile of addition polymer

Definitions

  • the present invention is concerned with novel wet developable anti-reflective coating compositions and methods of using the same.
  • wet-developable bottom anti-reflective coatings have typically utilized a polyamic acid soluble in alkaline media as a polymer binder, thus allowing the bottom anti-reflective coating to be removed when the resist is developed.
  • These traditional wet-developable bottom anti-reflective coatings are rendered insoluble in resist solvents taking advantage of a thermally driven amic acid-to-imide conversion.
  • the bake temperature window can be narrow (less than 10° C.) where the bottom anti-reflective coating remains insoluble in organic solvents but soluble in alkaline developer; and (2) the wet-develop process is isotropic, meaning the bottom anti-reflective coating is removed vertically at the same rate as horizontally, which leads to undercutting of the resist lines. While this is not a problem with larger geometries (greater than 0.2 micron), it can easily lead to line lifting and line collapse at smaller line sizes.
  • the present invention overcomes the problems of prior art wet developable anti-reflective coatings by providing new wet developable compositions that are useful in the manufacture of microelectronic devices.
  • the inventive compositions comprise a compound selected from the group consisting of polymers, oligomers, and mixtures thereof dissolved or dispersed in a solvent system.
  • the compound is preferably present in the composition at a level of from about 0.5-10% by weight, preferably from about 0.5-5% by weight, and even more preferably from about 1-4% by weight, based upon the total weight of all ingredients in the composition taken as 100% by weight.
  • the average molecular weight be from about 1,000-100,000 Daltons, and more preferably from about 1,000-25,000 Daltons.
  • Preferred polymers include those selected from the group consisting of aliphatic polymers, acrylates, methacrylates, polyesters, polycarbonates, novolaks, polyamic acids, and mixtures thereof.
  • the molecular weight be from about 500-3,000 Daltons, and more preferably from about 500-1,500 Daltons.
  • Preferred oligomers include substituted and unsubstituted acrylates, methacrylates, novolaks, isocyanurates, glycidyl ethers, and mixtures thereof.
  • the compound Regardless of whether the compound is an oligomer or polymer, and regardless of the structure of the polymer backbone or oligomer core, it is preferred that the compound comprise an acid functional group.
  • the acid group is preferably present in the compound at a level of at least about 5% by weight, preferably from about 5-90% by weight, and even more preferably from about 5-50% by weight, based upon the total weight of the compound taken as 100% by weight.
  • Preferred acid groups are groups other than phenolics, such as carboxylic acids (—COOH).
  • the acid group is preferably not protected by a protective group. That is, at least about 95%, preferably at least about 98%, and preferably about 100% of the acid groups are free of protective groups.
  • a protective group is a group that prevents the acid from being reactive.
  • An acid-sensitive polymer or oligomer is one that contains protective groups that are removed, decomposed, or otherwise converted in the presence of an acid.
  • the inventive compositions comprise a chromophore (light attenuating compound or moiety).
  • the chromophore can be bonded with the compound (either to a functional group on the compound or directly to the polymer backbone or oligomer core), or the chromophore can simply be physically mixed in the composition.
  • the chromophore should be present in the composition at a level of from about 5-50% by weight, and preferably from about 20-40% by weight, based upon the total weight of the compound taken as 100% by weight. The chromophore is selected based upon the wavelength at which the compositions will be processed.
  • Preferred crosslinkers are vinyl ether crosslinkers. It is preferred that the vinyl ether crosslinkers be multi-functional, and more preferably tri- and tetra-functional.
  • Preferred vinyl ether crosslinkers have the formula R—(X—O—CH ⁇ CH 2 ) n , where R is selected from the group consisting of aryls (preferably C 6 -C 12 ) and alkyls (preferably C 1 -C 18 , and more preferably C 1 -C 10 ), each X is individually selected from the group consisting of: alkyls (preferably C 1 -C 18 , and more preferably C 1 -C 10 ); alkoxys (preferably C 1 -C 18 , and more preferably C 1 -C 10 ); carboxys; and combinations of two or more of the foregoing, and n is 2-6.
  • the most preferred vinyl ether crosslinkers include those selected from the group consisting of ethylene glycol vinyl ether, trimethylolpropane trivinyl ether, 1,4-cyclohexane dimethanol divinyl ether, and mixtures thereof.
  • Another preferred vinyl ether crosslinker has a formula selected from the group consisting of
  • the preferred compositions also contain a catalyst.
  • the preferred catalyst is an acid generator, and particularly a photoacid generator (“PAG,” both ionic and/or non-ionic). Any PAG that produces an acid in the presence of light is suitable.
  • PAGs include onium salts (e.g., triphenyl sulfonium perfluorosulfonates such as triphenyl sulfonium nonaflate and triphenyl sulfonium triflate), oxime-sulfonates (e.g., those sold under the name CGI® by CIBA), and triazines (e.g., TAZ108® available from Midori Kagaku Company).
  • compositions preferably comprise from about 0.1-10% by weight of catalyst, and more preferably from about 1-5% by weight of catalyst, based upon the total weight of the polymer and oligomer solids in the composition taken as 100% by weight.
  • the resulting layer should be heated to a temperature of from about 100-250° C., and preferably from about 120-200° C., to induce crosslinking of the compound in the layer.
  • the crosslinked polymers or oligomers will comprise acetal linkages having the formula
  • the crosslinked layer will be sufficiently crosslinked that it will be substantially insoluble in typical photoresist solvents.
  • the inventive coating layers will have a percent stripping of less than about 5%, preferably less than about 1%, and even more preferably about 0%.
  • the stripping test involves first determining the thickness (by taking the average of measurements at five different locations) of a cured layer. This is the average initial film thickness. Next, a solvent (e.g., ethyl lactate) is puddled onto the cured film for about 10 seconds, followed by spin drying at about 2,000-3,500 rpm for about 20-30 seconds to remove the solvent. The thickness is measured again at five different points on the wafer using ellipsometry, and the average of these measurements is determined. This is the average final film thickness.
  • a solvent e.g., ethyl lactate
  • the crosslinked layers will also have superior light absorbance.
  • the n value of this cured anti-reflective layer or coating will be at least about 1.3, and preferably from about 1.4-2.0, while the k value will be least about 0.1, and preferably from about 0.2-0.8, at the wavelength of use (e.g., 157 nm, 193 nm, 248 nm, 365 nm).
  • the OD of the cured layers will be at least about 5/ ⁇ m, preferably from about 5-15/ ⁇ m, and even more preferably from about 10-15 ⁇ m, at the wavelength of use (e.g., 157 nm, 193 nm, 248 nm, 365 nm).
  • a photoresist can be applied to the cured layer and subsequently patterned by exposure to light of the appropriate wavelength followed by development of the exposed photoresist.
  • the photoresist is exposed to light, so is the inventive coating.
  • an acid is generated from the PAG, and this acid “decrosslinks” the compound in the layer. That is, the acid breaks the bond that was formed between the compound and the crosslinker upon thermal crosslinking.
  • the above formulation was spin coated at 1,500 rpm on a silicon substrate and then baked at 160° C.
  • the films were rinsed with EL to determine resistance to the resist solvent, exposed to light for 2 seconds, heated in a post-exposure bake (“PEB”) at 130° C., and immersed in developer (tetramethylammonium hydroxide or “TMAH,” sold under the name PD523AD, obtained from JSR Micro) for 60 seconds to decrosslink and remove the bottom anti-reflective coating.
  • PEB post-exposure bake
  • TMAH tetramethylammonium hydroxide
  • Table 1 shows that the bottom anti-reflective coating had good solvent resistance, and that it could only be removed by an alkaline developer after exposure. This example shows that a polymer having an acid-sensitive group is not required for the crosslinking/decrosslinking process.
  • the film was rinsed with EL to test resistance to a resist solvent. After a rinse and spin dry cycle, no change in film thickness occurred. The cured film was immersed in 0.26N TMAH solution, and no thickness loss occurred. However, after the film was exposed to light from a mercury-xenon lamp for 2 seconds and underwent a subsequent post-exposure bake at 130° C. for 90 seconds, the film became soluble in developer.
  • a comparative example was prepared to demonstrate that vinyl ether crosslinking with a phenolic resin does not provide sufficient crosslinking density to prevent stripping by photoresist solvent.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Structural Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Materials For Photolithography (AREA)
  • Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)
US11/105,862 2004-04-29 2005-04-14 Anti-reflective coatings using vinyl ether crosslinkers Abandoned US20050255410A1 (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
US11/105,862 US20050255410A1 (en) 2004-04-29 2005-04-14 Anti-reflective coatings using vinyl ether crosslinkers
CN2005800132461A CN1981240B (zh) 2004-04-29 2005-04-15 使用乙烯基醚交联剂的减反射涂层
PCT/US2005/012851 WO2005111719A2 (en) 2004-04-29 2005-04-15 Anti-reflective coatings using vinyl ether crosslinkers
KR1020067022125A KR101308281B1 (ko) 2004-04-29 2005-04-15 비닐 에테르 가교제를 사용하는 무반사 코팅
CN201010110135.5A CN101916051B (zh) 2004-04-29 2005-04-15 形成微电子结构的方法
JP2007510782A JP5972510B2 (ja) 2004-04-29 2005-04-15 ビニルエーテル架橋剤を用いた反射防止膜
KR1020117031664A KR101308191B1 (ko) 2004-04-29 2005-04-15 비닐 에테르 가교제를 사용하는 무반사 코팅
EP05771626.8A EP1743219B1 (en) 2004-04-29 2005-04-15 Method of forming a microelectronique structure having an anti-reflective coating using vinyl ether crosslinkers
TW94113835A TWI387612B (zh) 2004-04-29 2005-04-29 使用乙烯醚交聯劑的抗反射塗層
US11/613,704 US7601483B2 (en) 2004-04-29 2006-12-20 Anti-reflective coatings using vinyl ether crosslinkers
US11/683,309 US20070207406A1 (en) 2004-04-29 2007-03-07 Anti-reflective coatings using vinyl ether crosslinkers
US12/551,176 US20090317747A1 (en) 2004-04-29 2009-08-31 Anti-reflective coatings using vinyl ether crosslinkers
US12/973,552 US9110372B2 (en) 2004-04-29 2010-12-20 Anti-reflective coatings using vinyl ether crosslinkers
JP2012106641A JP5511887B2 (ja) 2004-04-29 2012-05-08 ビニルエーテル架橋剤を用いた反射防止膜

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US56632904P 2004-04-29 2004-04-29
US11/105,862 US20050255410A1 (en) 2004-04-29 2005-04-14 Anti-reflective coatings using vinyl ether crosslinkers

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US11/613,704 Continuation US7601483B2 (en) 2004-04-29 2006-12-20 Anti-reflective coatings using vinyl ether crosslinkers
US11/683,309 Continuation-In-Part US20070207406A1 (en) 2004-04-29 2007-03-07 Anti-reflective coatings using vinyl ether crosslinkers

Publications (1)

Publication Number Publication Date
US20050255410A1 true US20050255410A1 (en) 2005-11-17

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Family Applications (4)

Application Number Title Priority Date Filing Date
US11/105,862 Abandoned US20050255410A1 (en) 2004-04-29 2005-04-14 Anti-reflective coatings using vinyl ether crosslinkers
US11/613,704 Expired - Lifetime US7601483B2 (en) 2004-04-29 2006-12-20 Anti-reflective coatings using vinyl ether crosslinkers
US12/551,176 Abandoned US20090317747A1 (en) 2004-04-29 2009-08-31 Anti-reflective coatings using vinyl ether crosslinkers
US12/973,552 Expired - Lifetime US9110372B2 (en) 2004-04-29 2010-12-20 Anti-reflective coatings using vinyl ether crosslinkers

Family Applications After (3)

Application Number Title Priority Date Filing Date
US11/613,704 Expired - Lifetime US7601483B2 (en) 2004-04-29 2006-12-20 Anti-reflective coatings using vinyl ether crosslinkers
US12/551,176 Abandoned US20090317747A1 (en) 2004-04-29 2009-08-31 Anti-reflective coatings using vinyl ether crosslinkers
US12/973,552 Expired - Lifetime US9110372B2 (en) 2004-04-29 2010-12-20 Anti-reflective coatings using vinyl ether crosslinkers

Country Status (7)

Country Link
US (4) US20050255410A1 (enExample)
EP (1) EP1743219B1 (enExample)
JP (2) JP5972510B2 (enExample)
KR (2) KR101308281B1 (enExample)
CN (2) CN101916051B (enExample)
TW (1) TWI387612B (enExample)
WO (1) WO2005111719A2 (enExample)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050214674A1 (en) * 2004-03-25 2005-09-29 Yu Sui Positive-working photoimageable bottom antireflective coating
US20060177774A1 (en) * 2005-02-10 2006-08-10 Abdallah David J Process of imaging a photoresist with multiple antireflective coatings
US20070003863A1 (en) * 2005-06-17 2007-01-04 Uh Dong S Antireflective hardmask composition and methods for using same
US20070117041A1 (en) * 2005-11-22 2007-05-24 Christoph Noelscher Photosensitive coating for enhancing a contrast of a photolithographic exposure
US20070184648A1 (en) * 2005-11-17 2007-08-09 Sang-Woong Yoon Composition for forming a photosensitive organic anti-reflective layer and method of forming a pattern using the same
US20080044772A1 (en) * 2006-08-18 2008-02-21 Guerrero Douglas J Anti-reflective imaging layer for multiple patterning process
US20080138744A1 (en) * 2004-05-14 2008-06-12 Nissan Chemical Industries, Ltd. Anti-Reflective Coating Forming Composition Containing Vinyl Ether Compound
US20080174051A1 (en) * 2006-06-26 2008-07-24 Dipietro Richard Anthony Aromatic vinyl ether based reverse-tone step and flash imprint lithography
US20090104559A1 (en) * 2007-10-23 2009-04-23 Houlihan Francis M Bottom Antireflective Coating Compositions
US20090111057A1 (en) * 2007-10-30 2009-04-30 Hao Xu Photoimageable branched polymer
US20090226672A1 (en) * 2008-02-22 2009-09-10 Brewer Science, Inc. Dual-layer light-sensitive developer-soluble bottom anti-reflective coatings for 193-nm lithography
US7601483B2 (en) 2004-04-29 2009-10-13 Brewer Science Inc. Anti-reflective coatings using vinyl ether crosslinkers
US20090297784A1 (en) * 2008-04-23 2009-12-03 Hao Xu Photosensitive hardmask for microlithography
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US7601483B2 (en) 2009-10-13
EP1743219A4 (en) 2010-04-28
CN1981240A (zh) 2007-06-13
CN101916051A (zh) 2010-12-15
CN1981240B (zh) 2012-09-26
JP2007536389A (ja) 2007-12-13
WO2005111719A2 (en) 2005-11-24
JP2012188671A (ja) 2012-10-04
WO2005111719A3 (en) 2006-11-09
KR101308281B1 (ko) 2013-09-13
KR20070012812A (ko) 2007-01-29

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