From Cyclic Ether Which Is Bridged Or Fused To A Ring System Patents (Class 526/268)
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Publication number: 20080118860Abstract: To a resist composition, an alkali-soluble polymer having fluorinated ester-containing lactone units incorporated therein is included as an additive. The resist composition forms a resist film having a reduced contact angle after development. The resist film prevents water penetration during immersion lithography.Type: ApplicationFiled: October 3, 2007Publication date: May 22, 2008Applicant: Shin-Etsu Chemical Co., Ltd.Inventors: Yuji Harada, Jun Hatakeyama, Takao Yoshihara, Wataru Kusaki, Tomohiro Kobayashi, Koji Hasegawa
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Publication number: 20080103273Abstract: A process of synthesizing hyperbranched polytriazoles, linear and hyperbranched poly(aroyltriazoles) by Huisgen 1,3-dipolar cycloaddition. The polytriazoles were prepared by A2+B3 method to avoid self-polymerization during monomer preparation and storage. The polymers are light emissive and can be crosslinked to generate well-resolution photopatterns upon UV irradiation. White light emission patterns were observed with fluorescence microscopy. The high molecular weight poly(aroyltriazoles) (up to 26000 Da) are prepared in high yields (up to 92.0%) and with high regioselectivity (the ratio of 1,4- and 1,5-disubstituted 1,2,3-triazole is equal or larger than 9:1). The polycyclomerization is not moisture or oxygen sensitive and therefore, no special precautions are necessary before and during the reaction. All the polymers are processible, easily film-forming, and curable into thermosets by heat or irradiation. The hyperbranched polymers can act as fluorescent adhesive materials with large tensile strength.Type: ApplicationFiled: September 5, 2007Publication date: May 1, 2008Applicant: THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGYInventors: Benzhong Tang, Anjun Qin, Matthias Haeussler
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Patent number: 7339014Abstract: A (meth)acrylate represented by the following formula (1): wherein each of R1, R2, R3 and R4 represents a hydrogen atom, a methyl group or an ethyl group; either one of X1 or X2 represents a (meth)acryloyloxy group and the other represents a hydrogen atom; both A1 and A2 represent hydrogen atoms, or A1 and A2 form —O—, —CH2— or —CH2CH2—, which can be produced by first producing a lactone by reducing an addition product obtained by the Diels-Alder reaction between 1,3-diene and maleic anhydride, and then hydrating the lactone to produce an alcohol followed by (meth)acrylation of the alcohol; a polymer produced by (co)polymerizing a monomer composition comprising the (meth)acrylate of the present invention is excellent in transparency, dry etching resistance, and solubility in organic solvents, and so it is preferably used as a resin for a chemically amplified resist composition.Type: GrantFiled: October 28, 2004Date of Patent: March 4, 2008Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Yoshihiro Kamon, Tadayuki Fujiwara, Hideaki Kuwano, Hikaru Momose, Atsushi Koizumi
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Publication number: 20080020290Abstract: There is disclosed a negative resist composition comprising, at least, a polymer comprising a repeating unit of hydroxy vinylnaphthalene represented by the following general formula (1). There can be provided a negative resist composition, in particular, a chemically amplified negative resist composition that can exhibit higher resolution than conventional hydroxy styrene or novolac negative resist compositions, that provides excellent pattern profiles after being exposed and that exhibits excellent etching resistance; and a patterning process that uses the resist composition.Type: ApplicationFiled: June 12, 2007Publication date: January 24, 2008Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Takanobu Takeda
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Patent number: 7279539Abstract: A polymer, which contains a structural unit having a carboxyl group represented by the following formula (1) at a side chain of the structural unit, wherein node position is formed, when the polymer is dissolved in an alkali aqueous solution having a pH of 10 or more and kept at 25° C. for 60 days: wherein R1 represents a hydrogen atom or a methyl group; R2 represents an (n+1)-valent organic linking group containing an ester group represented by —O(C?O)—; A represents an oxygen atom or NR3—; R3 represents a hydrogen atom, or an monovalent hydrocarbon group having from 1 to 10 carbon atoms; and n indicates an integer of from 1 to 5.Type: GrantFiled: June 29, 2006Date of Patent: October 9, 2007Assignee: Fujifilm CorporationInventors: Atsushi Sugasaki, Kazuto Kunita
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Patent number: 7189493Abstract: There is disclosed a polymer which at least has the repeating unit represented by the following general formula (1a), and the repeating unit represented by the following general formula (1b) and/or the repeating unit represented by the following general formula (1c), and a positive resist composition comprising the polymer as a base resin.Type: GrantFiled: September 21, 2004Date of Patent: March 13, 2007Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Yuji Harada, Yoshio Kawai
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Patent number: 7157207Abstract: Provided is a polymer useful as a base resin of a resist material featuring a high resolution, patterns with less sidewall roughness, practically acceptable etching resistance, and a substantial margin allowed for heat treatment temperature after exposure. The polymer has a weight-average molecular weight of from 1,000 to 50,000 and comprises at least one repeating unit of formula (1) below, at least one repeating unit of formula (2) below and at least one repeating unit of formula (3) below. A resist material comprising the polymer is also provided.Type: GrantFiled: September 1, 2004Date of Patent: January 2, 2007Assignee: Shin-etsu Chemical Co., Ltd.Inventors: Kenji Funatsu, Tsunehiro Nishi, Shigehiro Nagura
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Patent number: 7135270Abstract: A polymer comprising recurring units of formulae (1), (2), (3) and (4) increases a dissolution rate in an alkali developer under the action of an acid. R1, R2, R3 and R6 are H or CH3, R4 and R5 are H or OH, X is a tertiary exo-alkyl group having a bicyclo[2.2.1]heptane framework, represented by any of formulae (X-1) to (X-4): wherein R7 is C1–C10 alkyl, and Y is a tertiary alkyl group having an adamantane structure. A resist composition comprising the inventive polymer has a sensitivity to high-energy radiation, improved resolution and minimized proximity bias and lends itself to micropatterning with electron beams or deep UV for VLSI fabrication.Type: GrantFiled: August 5, 2004Date of Patent: November 14, 2006Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeru Watanabe, Tsunehiro Nishi, Junji Tsuchiya, Kenji Funatsu, Koji Hasegawa
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Patent number: 7132215Abstract: Novel ester compounds having formula (1) wherein A1 is a polymerizable functional group having a double bond, A2 is furandiyl, tetrahydrofurandiyl or oxanorbornanediyl, R1 and R2 each are a monovalent hydrocarbon group, or R1 and R2 may bond together to form an aliphatic hydrocarbon ring with the carbon atom, and R3 is hydrogen or a monovalent hydrocarbon group which may contain a hetero atom are polymerizable into polymers. Resist compositions comprising the polymers are sensitive to high-energy radiation, have an improved sensitivity, resolution, and etching resistance, and lend themselves to micropatterning with electron beams or deep-UV rays.Type: GrantFiled: September 29, 2003Date of Patent: November 7, 2006Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Koji Hasegawa, Takeshi Kinsho, Takeru Watanabe
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Patent number: 7087677Abstract: This invention relates to copolymer compositions having pigment like properties, comprising a fluorescent or non-fluorescent dye attached to a polymer chain by a spacer having a chain length of C3 or longer. The invention also provides for new mono- and difunctional dye monomers comprising a polymerizable group attached to a dye moiety by a spacer of a chain length of C3 or longer. The polymer pigments provide excellent properties, especially high temperature stability and easy applicability as colorant in different standard polymers.Type: GrantFiled: February 20, 2002Date of Patent: August 8, 2006Inventors: Bansi Lal Kaul, Jean-Christophe Graciet, Mitchell A. Winnik, Frederic Tronc, Mei Li, Jianping Lu
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Patent number: 7083893Abstract: Photoresist polymers and photoresist compositions are disclosed. A photoresist polymer represented by Formula 1 and a photoresist composition containing the same have excellent etching resistance, thermal resistance and adhesive property, and high affinity to an developing solution, thereby improving LER (line edge roughness). wherein X1, X2, R1, R2, m, n, a, b and c are as defined in the description.Type: GrantFiled: November 21, 2003Date of Patent: August 1, 2006Assignee: Hynix Semiconductor Inc.Inventor: Geun Su Lee
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Patent number: 7041752Abstract: Polytetrahydrofuran, polytetrahydrofuran copolymers, diesters or monoesters of these polymers are prepared by polymerization of tetrahydrofuran in the presence of at least one telogen and/or comonomer, which is in the form of shaped catalyst bodies or catalyst particles having a volume of the individual shape of the body or particle of at least 0.05 mm3, preferably at least 0.2 mm3, in particular 1 mm3, and has at least one of the features a) and b): a) a pore radius distribution having at least one maximum in the pore radius range from 100 to 5000 ?, b) a pore volume of catalyst pores having radii of 200–3000 ? of greater than 0.05 cm3/g and/or a pore volume of pores having radii of 200–5000 ? of greater than 0.075 cm3/g and/or a pore volume of pores having radii of >200 ? of greater than 0.1 cm3/g.Type: GrantFiled: June 24, 2002Date of Patent: May 9, 2006Assignee: BASF AktiengesellschaftInventors: Stephan Schlitter, Christoph Sigwart, Walter Dörflinger, Michael Hesse, Rolf-Hartmuth Fischer
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Patent number: 7037995Abstract: Novel tertiary (meth)acrylate compounds having a lactone structure are polymerizable into polymers having improved transparency, especially at the exposure wavelength of an excimer laser and dry etching resistance. Resist compositions comprising the polymers are sensitive to high-energy radiation, have a high resolution, and lend themselves to micropatterning with electron beams or deep-UV rays.Type: GrantFiled: September 29, 2003Date of Patent: May 2, 2006Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeru Watanabe, Takeshi Kinsho, Koji Hasegawa
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Patent number: 7015291Abstract: Process for producing photoresist polymeric compound having repeated units corresponding to at least one monomer selected from monomer (a) having lactone skeleton, monomer (b) having group which becomes soluble in alkali by elimination with acid, and monomer (c) having alicyclic skeleton having hydroxyl group. Process includes (A) polymerizing mixture of monomers containing at least one monomer selected from the above monomers (a), (b), and (c), and (B) extracting polymer formed in the polymerization by using organic solvent and water to partition the formed polymer into organic solvent layer and metal component impurity into aqueous layer, or passing polymer solution, which contains polymer having repeated units corresponding to at least one of the above monomers (a), (b), and (c) and metal content of which is 1000 ppb by weight or less relative to the polymer through filter comprising porous polyolefin membrane having cation-exchange group.Type: GrantFiled: March 14, 2003Date of Patent: March 21, 2006Assignee: Daicel Chemical Industries, Ltd.Inventors: Hitoshi Watanabe, Hidetaka Hayamizu, Masaaki Kishimura
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Patent number: 6992117Abstract: An epoxy resin composition can be used for forming a film having excellent water-repellency on a substrate surface. The epoxy resin composition contains (a) an epoxy resin having at least two alicyclic epoxy groups, at least one perfluoroalkyl group having 6 to 12 carbon atoms, and at least one alkylsiloxane group and (b) a cationic polymerization catalyst. The alicyclic epoxy groups and the perfluoroalkyl group are present in branched chains of the epoxy resin, and the alkylsiloxane group is present in the main chain of the epoxy resin.Type: GrantFiled: January 13, 2003Date of Patent: January 31, 2006Assignee: Canon Kabushiki KaishaInventors: Akihiko Shimomura, Hiromichi Noguchi, Isao Imamura
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Patent number: 6979716Abstract: This invention is related to a production method of a branched polymer which comprises polymerizing a macromonomer [I], said macromonomer [I] being a vinyl polymer obtainable by radical polymerization and terminally having one polymerizable carbon—carbon double bond-containing group per molecule. Furthermore, by producing the macromonomer by living radical polymerization, in particular atom transfer radical polymerization, it becomes possible to produce the above polymers or gels having well controlled side chain molecular weights.Type: GrantFiled: June 18, 1999Date of Patent: December 27, 2005Assignee: Kaneka CorporationInventors: Yoshiki Nakagawa, Shigeki Ono, Masayuki Fujita, Kenichi Kitano
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Patent number: 6946233Abstract: Provided are a resist material having markedly high resolution and etching resistance of a practically usable level, and being useful for fine microfabrication; a patterning method using the resist material; and a polymer useful as a base resin for the resist material. More specifically, provided are a polymer having a weight-average molecular weight of 1,000 to 500,000, which comprises one or more repeating units selected from the group consisting of repeating units represented by formulae (1) to (3) below; and one or more repeating units of the formula (4) below; and a resist material containing the polymer.Type: GrantFiled: July 22, 2002Date of Patent: September 20, 2005Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Takeshi Kinsho
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Patent number: 6924078Abstract: Photoresist monomers, polymers thereof, photoresist compositions containing the same for preventing acid generated in the exposed area during the course of a photolithography process from being diffused to the unexposed area. The line edge roughness and slope pattern are improved when an ultrafine photoresist pattern is formed using photoresist copolymer having a multi-oxygen-containing compound as a repeating unit such as an ethyleneoxy moiety represented by Formula 1 with at least one polymerizable carbon-carbon double bond. In addition, the shape of pattern is improved by eliminating top loss and the adhesion of pattern to the substrate is improved. wherein n is an integer ranging from 1 to 5.Type: GrantFiled: August 22, 2002Date of Patent: August 2, 2005Assignees: Hynix Semiconductor Inc., Dongjin Semichem Co., Ltd.Inventors: Geun Su Lee, Jae Chang Jung, Ki Soo Shin, Se Jin Choi, Deog Bae Kim, Jae Hyun Kim
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Patent number: 6916543Abstract: Novel copolymers suitable for forming the top layer photoimagable coating in a deep U V. particularly a 193 nm and 248 nm, bilayer resist system providing high resolution photolithography. Chemically amplified photoresist composition and organosilicon moieties suitable for use in the binder resin for photoimagable etching resistant photoresist composition that is suitable as a material for use in ArF and KrF photolithography using the novel copolymers.Type: GrantFiled: October 31, 2003Date of Patent: July 12, 2005Assignee: Arch Specialty Chemicals, Inc.Inventors: Binod B. De, Sanjay Malik, Stephanie J. Dilocker, Ognian N. Dimov
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Patent number: 6899990Abstract: Epoxy compounds of formula (1) are provided wherein W is CH2, O or S, X and Y are —CR1R2— or —C(?O)—, k is 0 or 1, R1 and R2 are H or alkyl, or R1 and R2, taken together, may form an aliphatic hydrocarbon ring with the carbon atom to which they are connected. A resist composition comprising a polymer having recurring units of the epoxy compound as a base resin is sensitive to high-energy radiation, has excellent sensitivity, resolution, etching resistance, and minimized swell and lends itself to micropatterning with electron beams or deep-UV.Type: GrantFiled: June 13, 2002Date of Patent: May 31, 2005Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Koji Hasegawa, Takeshi Kinsho, Takeru Watanabe, Tsunehiro Nishi
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Patent number: 6870014Abstract: The invention relates to a catalyst which contains a catalytically active quantity of at least one oxygen-containing molybdenum and/or wolfram compound on an oxidic support material and which has been calcinated at temperatures of 400 to 900° C. after the precursor compound of the catalytically active compounds have been applied to the support material or to a support material precursor. The transport pores for this catalyst each have a diameter of >25 nm and a volume of at least 50 mm3/g. The catalyst contains x ?mol (wolfram and/or molybdenum)/m2 molybdenum and/or wolfram, with 10.1<x<20.9 in relation to the finished catalyst, with the oxidic support material having a BET surface area of 135 to 220 m2/g. Catalysts of this type are characterized by an acidity of at least 70 ?mol/g at pKs<?3 in the dry state and are therfore very active. The invention also relates to a method for producing a catalyst of this type and to the preferred use thereof.Type: GrantFiled: July 2, 2001Date of Patent: March 22, 2005Assignee: BASF AktiengesellschaftInventors: Ulrich Steinbrenner, Thomas Narbeshuber, Martin Haubner, Christoph Sigwart, Gerd Linden, Gerhard Cox, Rolf-Hartmuth Fischer, Michael Hesse, Gerd Bohner, Hartmut Hibst, Ekkehard Schwab, Andreas Tenten
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Patent number: 6869541Abstract: An epoxy resin composition suitable for forming a film of excellent water repellency which comprises an epoxy resin having one or more water repellent groups and two or more cyclic aliphatic epoxy groups per molecule, a triazine-base catalyst for cationic polymerization and a non-polar solvent.Type: GrantFiled: February 21, 2003Date of Patent: March 22, 2005Assignee: Canon Kabushiki KaishaInventors: Akihiko Shimomura, Hiromichi Noguchi, Isao Imamura
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Patent number: 6846520Abstract: The present invention relates to an epoxy resin composition. The epoxy resin composition contains an epoxy resin and a cationic polymerization catalyst. The epoxy resin has at least two alicyclic epoxy groups, at least one perfluoroalkyl group having 6 to 12 carbon atoms, at least one alkylsiloxane group, and at least one cyclic group.Type: GrantFiled: January 2, 2003Date of Patent: January 25, 2005Assignee: Canon Kabushiki KaishaInventors: Akihiko Shimomura, Hiromichi Noguchi, Isao Imamura
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Patent number: 6835525Abstract: A novel polymer is obtained by copolymerizing a (meth)acrylic acid derivative with a vinyl ether compound, an allyl ether compound and an oxygen-containing alicyclic olefin compound. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation, has excellent sensitivity, resolution, etching resistance, and minimized swell and lends itself to micropatterning with electron beams or deep-UV.Type: GrantFiled: February 13, 2002Date of Patent: December 28, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Mutsuo Nakashima, Seiichiro Tachibana, Kenji Funatsu
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Patent number: 6806335Abstract: A photoresist polymeric compound includes a monomer unit represented by following Formula (I): The polymeric compound may further include at least one of monomer units represented by Formulae (IIa) to (IIg) as described in the specification. The photoresist polymeric compound can exhibit high adhesion to substrates and can highly precisely form fine patterns.Type: GrantFiled: February 28, 2003Date of Patent: October 19, 2004Assignee: Daicel Chemical Industries, Ltd.Inventors: Yoshinori Funaki, Kiyoharu Tsutsumi, Akira Takaragi
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Patent number: 6794469Abstract: A fluorine-containing copolymer of the following formula. A film-forming composition containing the copolymer. An anti-reflection film having a low-refractive-index layer containing the copolymer. An anti-reflection film having the above anti-reflection film on a transparent support. An image display device having the anti-reflection film.Type: GrantFiled: April 12, 2002Date of Patent: September 21, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Tatsuhiko Obayashi, Hirohisa Hokazono, Takafumi Hosokawa
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Patent number: 6713581Abstract: Disclosed is a polymer material of low relative permittivity obtained through copolymerization of a monomer composition that contains, as monomers, a fumaric diester and an epoxy group-having (meth)acrylate. The polymer material bonds or adheres well to metal conductor layers, and, after crosslinked, it is patternable. In addition, it has good electric properties of low relative permittivity, low dielectric loss tangent and good electric insulation, and has good heat resistance.Type: GrantFiled: January 24, 2002Date of Patent: March 30, 2004Assignees: TDK Corporation, Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shigeru Asami, Toshiaki Yamada, Teruaki Sugahara, Hiroshi Hotta
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Publication number: 20040006189Abstract: A photoresist polymeric compound includes a monomer unit represented by following Formula (I): 1Type: ApplicationFiled: February 28, 2003Publication date: January 8, 2004Applicant: Daicel Chemical Industries, Ltd.Inventors: Yoshinori Funaki, Kiyoharu Tsutsumi, Akira Takaragi
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Patent number: 6653486Abstract: Photopolymerizable compositions are provided which are the reaction products of a vinyl ether, a photoinitiator system comprising an iodonium salt, a visible light sensitizer, and an electron donor compound. These monomeric/oligomeric compositions may also include epoxides, polyols, spiroorthocarbonates. One embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, a spiroorthocarbonate, and a photoinitiator system. Another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, and a photoinitiator system. Still another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, a spiroorthocarbonate, and a photoinitiator system. Still further, another embodiment of the present invention is certain novel spiroorthocarbonate compounds. Each of these novel spiroorthocarbonate compounds include at least one epoxy group as a substituent.Type: GrantFiled: September 4, 2002Date of Patent: November 25, 2003Assignee: Curators of the University of MissouriInventors: Cecil C. Chappelow, Charles S. Pinzino, J. David Eick
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Patent number: 6627719Abstract: A cationic latex terpolymer prepared by polymerizing from about 1 to about 99.1 mole percent of one or more cationic monomers, from about 0.9 to about 5 mole percent of one or more hydroxyalkyl (meth)acrylates and from 0 to about 98.1 mole percent of one or more nonionic monomers is useful for dewatering sludge.Type: GrantFiled: January 31, 2001Date of Patent: September 30, 2003Assignee: Ondeo Nalco CompanyInventors: Wesley L. Whipple, Ananthasubramanian Sivakumar, Jitendra Shah
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Patent number: 6627718Abstract: The present invention relates to polymerizable compositions for the manufacture of optical lenses with a high refractive index and a high Abbe number, and optical lenses comprising these compositions.Type: GrantFiled: August 21, 2002Date of Patent: September 30, 2003Assignee: Essilor International Compagnie Generale d'OptiqueInventors: Peiqi Jiang, Gilles Widawski, Gilbert Menduni
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Patent number: 6623870Abstract: In general terms, the present invention includes a light emitting polymeric material the light emitting polymeric material capable of producing electroluminescence upon being provided with a flow of electrons, the light emitting polymeric material comprising a plurality of polymeric chains comprising polymeric chains each having substituent moieties of sufficient number and size and extending from the polymeric chain and about a substantial portion of the circumference about the polymer chain so as to maintain the polymeric chains in a sufficiently deaggregated state (referred to herein as a “strapped” polymer), so as to substantially prevent the redshifting of the electroluminescence and the lowering of light emission efficiency of the electroluminescence.Type: GrantFiled: July 29, 1997Date of Patent: September 23, 2003Assignee: The Ohio State UniversityInventors: Arthur J. Epstein, Yunzhang Wang, Darren D. Gebler, Timothy M. Swager
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Patent number: 6569972Abstract: A photo-alignment material useful in liquid crystal alignment films comprises a maleimide-based repeating unit and at least one additional repeating unit, or a maleimide-based repeating unit and at least two additional repeating units. The photo-alignment materials have freely-controllable pretilt angles, and they provide a display quality equivalent or superior to alignment materials made using the conventional rubbing process.Type: GrantFiled: July 30, 2002Date of Patent: May 27, 2003Assignee: Samsung Electronics Co., Ltd.Inventors: Hwan Jae Choi, Jong Lae Kim, Eun Kyung Lee, Joo Young Kim
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Publication number: 20030091927Abstract: Photoresist monomers, polymers thereof, photoresist compositions containing the same for preventing acid generated in the exposed area during the course of a photolithography process from being diffused to the unexposed area. The line edge roughness and slope pattern are improved when an ultrafine photoresist pattern is formed using photoresist copolymer having a multi-oxygen-containing compound as a repeating unit such as an ethyleneoxy moiety represented by Formula 1 with at least one polymerizable carbon-carbon double bond. In addition, the shape of pattern is improved by eliminating top loss and the adhesion of pattern to the substrate is improved.Type: ApplicationFiled: August 22, 2002Publication date: May 15, 2003Applicant: HYNIX SEMICONDUCTOR INC.Inventors: Geun Su Lee, Jae Chang Jung, Ki Soo Shin, Se Jin Choi, Deog Bae Kim, Jae Hyun Kim
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Publication number: 20030078354Abstract: Polymers comprising monomeric units of acid sensitive (acid labile) monomers and from about 2 to about 20% by weight of monomeric units of &bgr;-oxo ester containing monomers, wherein the &bgr;-oxo ester containing monomers are free of lactams or lactones, are useful as binder resins in radiation sensitive photoresist compositions for producing a resist image on a substrate.Type: ApplicationFiled: February 21, 2002Publication date: April 24, 2003Applicant: ARCH SPECIALTY CHEMICALS, INC.Inventors: Art Medina, Ilya Rushkin, Gregory Spaziano, David Brzozowy
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Patent number: 6552143Abstract: A photoresist polymeric compound includes a monomer unit represented by following Formula (I): The polymeric compound may further include at least one of monomer units represented by Formulae (IIa) to (IIg) as described in the specification. The photoresist polymeric compound can exhibit high adhesion to substrates and can highly precisely form fine patterns.Type: GrantFiled: October 19, 2001Date of Patent: April 22, 2003Assignee: Daicel Chemical Industries, Ltd.Inventors: Yoshinori Funaki, Kiyoharu Tsutsumi, Akira Takaragi
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Patent number: 6525153Abstract: Polymers comprising polycyclic repeating units containing pendant anhydride moieties are disclosed. The polymer can be polymerized from polycycloolefins containing pendant anhydride moieties in the presence of a nickel containing single component catalyst. In optional embodiments the polycycloolefin monomer containing the pendant anhydride functionality can be copolymerized with other polycycloolefin monomers that contain pendant functional groups to yield random copolymer products.Type: GrantFiled: March 9, 2000Date of Patent: February 25, 2003Assignees: Sumitomo Bakelite Co., Ltd., International Business Machines Corp.Inventors: Saikumar Jayaraman, Brian L. Goodall, Richard Vicari, John-Henry Lipian, Robert David Allen, Juliann Opitz, Thomas I. Wallow
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Publication number: 20030003379Abstract: Photoresist monomers of following Formula 1, photoresist polymers thereof, and photoresist compositions containing the same. The photoresist composition has excellent etching resistance, heat resistance and adhesiveness to a wafer, and is developable in aqueous tetramethylammonium hydroxide (TMAH) solution. In addition, the photoresist composition has low light absorbance at 157 nm wavelength, and thus is suitable for a photolithography process using ultraviolet light sources such as VUV (157 nm) in fabricating a minute circuit for a high integration semiconductor device.Type: ApplicationFiled: February 20, 2002Publication date: January 2, 2003Inventors: Geun Su Lee, Jae Chang Jung, Ki Soo Shin
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Patent number: 6492449Abstract: The present invention concerns polymers obtained by anionic initiation and bearing functions that can be activated by cationic initiations that are not reactive in the presence of anionic polymerization initiators. The presence of such cationic initiation functions allow an efficient cross-linking of the polymer after moulding, particularly in the form of a thin film. It is thus possible to obtain polymers with well-defined properties in terms of molecular weight and cross-linking density. The polymers of the present invention are capable of dissolving ionic compounds inducing a conductivity for the preparation of solid electrolytes.Type: GrantFiled: May 7, 2002Date of Patent: December 10, 2002Assignee: Hydro-QuebecInventors: Christophe Michot, Alain Vallée, Paul-Étienne Harvey, Michel Gauthier, Michel Armand
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Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
Patent number: 6486279Abstract: Activation of ruthenium based catalyst compounds with acid to improve reaction rates and yields of olefin metathesis reactions, including ROMP, RCM, ADMET and cross-methasis reactions is disclosed. The ruthenium catalyst compounds are ruthenium carbene complexes of the general formula AxLyXzRu═CHR′ where x=0, 1 or 2, y=0, 1 or 2, and z=1 or 2 and where R′ is hydrogen or a substituted or unsubstituted alkyl or aryl, L is any neutral electron donor, X is any anionic ligand, and A is a ligand having a covalent structure connecting a neutral electron donor and an anionic ligand. The use of acid with these catalysts allows for reactions with a wide range of olefins in a variety of solvents, including acid-initiated RIM processes and living ROMP reactions of water-soluble monomers in water.Type: GrantFiled: June 14, 2001Date of Patent: November 26, 2002Assignee: California Institute of TechnologyInventors: David M. Lynn, Eric L. Dias, Robert H. Grubbs, Bernard Mohr -
Publication number: 20020169266Abstract: A photoresist polymeric compound includes a monomer unit represented by following Formula (I): 1Type: ApplicationFiled: October 19, 2001Publication date: November 14, 2002Inventors: Yoshinori Funaki, Kiyoharu Tsutsumi, Akira Takaragi
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Patent number: 6479606Abstract: The present invention relates to polymerizable compositions for the manufacture of optical lenses with a high refractive index and a high Abbe number, and optical lenses comprising these compositions.Type: GrantFiled: December 1, 1999Date of Patent: November 12, 2002Assignee: Essilor International Compagnie Generale d'OptiqueInventors: Peiqi Jiang, Gilles Widawski, Gilbert Menduni
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Patent number: 6472491Abstract: There is desribed a novel process for preparing interpolymers comprising ethylene and at least two monomer units selected from heteroatom substituted olefin monomer units derived from a compound of the formula XV wherein E and G represent the same or different heteroatoms selected from oxygen, nitrogen, and sulfur, which are bound to a hydrogen atom, a hydrocarbyl group, or a substituted hydrocarbyl group, or are joined by a linking group; and n is 0 or an integer from 1-20; or 2,3-dihydrofuran, or vinylcyclopropane, and interpolymers prepared thereby, including novel interpolymers having melting peak temperatures (Tm) equal to or greater than 50° C.Type: GrantFiled: October 5, 2000Date of Patent: October 29, 2002Assignee: Eastman Chemical CompanyInventors: Jose Pedro Martinez, Jeffrey James Vanderbilt
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Patent number: 6451952Abstract: The present invention, for example, provides a production process for a water-soluble polymer which is suitable for a component of a scale inhibitor which controls the formation of scale even in joint use with anticorrosives such as zinc-based or condensed phosphoric acid-based ones, and has so excellent gelation resistance as to be difficult to precipitate, and contains no or little phosphorus.Type: GrantFiled: May 7, 2001Date of Patent: September 17, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Shigeru Yamaguchi, Takashi Fujisawa
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Publication number: 20020128408Abstract: The present invention relates to a radiation sensitive photoresist composition comprising a photoacid initiator and a polycyclic polymer comprising repeating units that contain pendant acid labile groups. Upon exposure to an imaging radiation source the photoacid initiator generates an acid which cleaves the pendant acid labile groups effecting a polarity change in the polymer. The polymer is rendered soluble in an aqueous base in the areas exposed to the imaging source.Type: ApplicationFiled: May 8, 2001Publication date: September 12, 2002Inventors: Brian L. Goodall, Saikumar Jayaraman, Robert A. Shick, Larry F. Rhodes, Robert David Allen, Richard Anthony DiPietro, Thomas Wallow
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Publication number: 20020103317Abstract: The present invention relates to polymer compositions and methods of polymerizing such compositions. Furthermore, the present invention relates to polymer compositions that are useful in forming waveguides and to methods for making waveguides using such polymer compositions.Type: ApplicationFiled: July 27, 2001Publication date: August 1, 2002Inventors: Xiao-Mei Zhao, Ramakrishna Ravikiran, Phillip S. Neal, Robert A. Shick, Larry F. Rhodes, Andrew Bell
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Patent number: 6420503Abstract: The invention is directed to polymers containing a repeating unit derived from a norbornene sulfonamide. These may be addition polymers which include copolymers with one or more comonomers such as norbornene, ethylene, an acrylate or sulfur dioxide or carbon monoxide. Said monomers may be polymerized using single or multicomponent Group VIII catalysts. The norbornene sulfonamides can also form ROMP polymers using known metathesis catalysts. Preferably the ROMP polymers may be hydrogenated to give more stable polymers.Type: GrantFiled: February 3, 2000Date of Patent: July 16, 2002Assignees: Sumitomo Bakelite Co. Ltd., International Business Machines Corp.Inventors: Saikumar Jayaraman, Richard Vicari, Larry F. Rhodes, Pushkara Rao Varanasi, Thomas I. Wallow, Ratnam Sooriyakumaran, Robert D. Allen, Richard A. DiPietro, Hiroshi Ito, Juliann Opitz
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Patent number: 6403239Abstract: This invention relates to (co)polymers which contain at least one repeat chain unit of the general formula (1) or (2) and optionally contain repeat units of the general formula (3) in which L1 and L2 mean a photoluminescent residue, wherein the proportion of structural units of the formulae (1) and/or (2) is in each case 0.5 to 100 mol. %, and (3) 0 to 99.5 mol. %, and the molar percentages add up to 100, to the use thereof for the production of electroluminescent devices and to the electroluminescent devices.Type: GrantFiled: May 8, 2001Date of Patent: June 11, 2002Assignee: Bayer AGInventors: Yun Chen, Rolf Wehrmann, Andreas Elschner, Ralf Dujardin
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Patent number: 6395851Abstract: The present invention is directed to copolymers of norbornene and functional group containing norbornene comonomers and processes for the preparation thereof. These polymers may be random, alternating or block copolymers or terpolymers, etc.Type: GrantFiled: June 9, 2000Date of Patent: May 28, 2002Assignee: Eastman Chemical CompanyInventors: Gino Georges Lavoie, Peter Borden Mackenzie
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Patent number: 6388036Abstract: This invention relates to the oligomerization, polymerization and copolymerization of substituted and unsubstituted &agr;-methylene-&ggr;-butyrolactones and the products thereof, Cobalt (II) and cobalt (III) chain transfer catalysts are used to control the molecular weight and impart an aromatic functionality to the products formed.Type: GrantFiled: May 31, 2001Date of Patent: May 14, 2002Assignee: E. I. du Pont de Nemours and CompanyInventors: Alexei Alexeyevich Gridnev, Steven Dale Ittei