Cationic Or Anionic Patents (Class 430/914)
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Patent number: 6756179Abstract: A positive resist composition comprises (A) a resin capable of decomposing by the action of an acid to increase solubility in an alkali developer, and (B) a compound capable of generating an aromatic sulfonic acid substituted with at least one group containing a fluorine atom upon irradiation with one of an actinic ray and radiation.Type: GrantFiled: September 18, 2001Date of Patent: June 29, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Fujimori, Kunihiko Kodama, Shinichi Kanna, Fumiyuki Nishiyama
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Patent number: 6753126Abstract: Disclosed is a polymer for use in a chemically amplified resist, a resist composition including such a polymer is suitable for use in a chemically amplified resist, which is sensitive to KrF or ArF excimer laser and forms a photoresist pattern having low dependence on and good adhesion to substrate, high transparency in the wavelength range of the above radiation, strong resistance to dry etching, and excellencies in sensitivity, resolution and developability. The resist composition can have a stronger etching resistance with a maximized content of unsaturated aliphatic ring in the polymer and a reduced edge roughness of the photoresist pattern with an alkoxyalkyl acrylate monomer employed.Type: GrantFiled: February 11, 2002Date of Patent: June 22, 2004Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Joohyeon Park, Dongchul Seo, Jongbum Lee, Hyunpyo Jeon, Seongju Kim
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Patent number: 6753127Abstract: Disclosed is an norbornene-based copolymer for photoresist, a preparation method thereof, and a photoresist composition comprising the same. The copolymer of the present invention exhibits high transparency to light of 193 nm wavelength and an excellent etching resistance, excellent resolution due to the remarkable difference between light-exposed part and light-unexposed part in the dissolving rate and excellent adhesion to the substrate due to very hydrophilic diketone group of its own. As a result, the copolymer of the present invention is very useful as ArF exposure photoresist material in the fabrication of semiconductor devices.Type: GrantFiled: September 19, 2002Date of Patent: June 22, 2004Assignee: Samsung Electronics Co., Ltd.Inventors: Eun Sil Han, Bong Seok Moon, Jung Han Shin, Ouck Han
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Patent number: 6749989Abstract: The invention discloses a positive-working photoresist composition suitable for patterning light-exposure with light having a wavelength of 200 nm or shorter. The photoresist composition comprises a resinous compound capable of being imparted with increased solubility in an aqueous alkaline solution by interaction with an acid, a radiation-sensitive acid generating compound capable of generating an acid by irradiation with a radiation and an organic solvent, in which the resinous compound is a copolymer consisting of a combination of three types of specific (meth)acrylate units as the monomeric units. The patterned resist layer formed from the photoresist composition has an advantage in respect of decreased line slimming caused by electron beam irradiation in SEM inspection.Type: GrantFiled: November 30, 2001Date of Patent: June 15, 2004Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Hideo Hada, Satoshi Fujimura, Kazuhito Sasaki, Takeshi Iwai
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Patent number: 6749983Abstract: The present invention provides novel polymers and chemically-amplified positive-acting photoresist compositions that contain such polymers as a resin binder component. Preferred polymers of the invention include one or more structural groups that are capable of reducing the temperature required for effective deprotection of acid-labile moieties of the polymer.Type: GrantFiled: June 11, 1999Date of Patent: June 15, 2004Assignee: Shipley Company, L.L.C.Inventors: Gary N. Taylor, Charles R. Szmanda
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Patent number: 6746817Abstract: A polymer comprises recurring units of formula (1) and recurring units having acid labile groups which units increase alkali solubility as a result of the acid labile groups being decomposed under the action of acid, and has a Mw of 1,000-500,000. R1 and R2 each are hydrogen, hydroxyl, hydroxyalkyl, alkyl, alkoxy or halogen, and n is 0, 1, 2, 3 or 4. The polymer is useful as a base resin to form a chemically amplified, positive resist composition which has advantages including a significantly enhanced contrast of alkali dissolution rate before and after exposure, high sensitivity, high resolution, and high etching resistance and is best suited as a micropatterning material for use in VLSI manufacture.Type: GrantFiled: October 31, 2001Date of Patent: June 8, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takanobu Takeda, Jun Hatakeyama, Osamu Watanabe, Hiroshi Kubota
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Patent number: 6746820Abstract: There are disclosed a light-sensitive composition which comprises a polymer comprising a carboxyl group and a polymerizable double bond at the side chain, an organic-borate salt, and a hindered amine compound or a protonic acid captor; and a lithographic printing plate which comprises an aluminum plate and a light-sensitive layer comprising the above light-sensitive composition.Type: GrantFiled: February 13, 2002Date of Patent: June 8, 2004Assignee: Mitsubishi Paper Mills LimitedInventor: Akira Furukawa
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Publication number: 20040106063Abstract: Although use of a nitrogen-containing compound as a basic compound component of a resist composition makes it possible to ease the T-top problem at an acid dissociation constant pKa falling within a range of 2 to 6, it is accompanied with the problem that the reaction, that is, acid diffusion upon use of a highly-reactive acid-labile group cannot be controlled. In order to overcome this problem, one or more basic compounds selected from those represented by the following formulas (I) to (III) and (1) to (4) are employed.Type: ApplicationFiled: July 9, 2003Publication date: June 3, 2004Inventors: Jun Hatakeyama, Youichi Ohsawa, Takeru Watanabe
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Publication number: 20040106064Abstract: A polymer used for a negative type resist composition having a first repeating unit of a Si-containing monomer unit, a second repeating unit having a hydroxy group or an epoxy ring and copolymerized with the first repeating unit is provided.Type: ApplicationFiled: November 6, 2003Publication date: June 3, 2004Applicant: Samsung Electronics Co., Ltd.Inventor: Sang-Jun Choi
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Patent number: 6743564Abstract: Amine compounds having a cyano group are useful in resist compositions for preventing a resist film from thinning and also for enhancing the resolution and focus margin of resist.Type: GrantFiled: December 6, 2001Date of Patent: June 1, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Tomohiro Kobayashi, Takeru Watanabe
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Patent number: 6743565Abstract: A positive resist composition is disclosed, comprising (A) a resin containing at least one repeating unit represented by the following formula (I) and at least one repeating unit represented by formula (VII), which decomposes under the action of an acid to increase the solubility in an alkali developer, and (B) a compound capable of generating an acid upon irradiation with actinic rays or radiation.Type: GrantFiled: May 29, 2002Date of Patent: June 1, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazuyoshi Mizutani, Toru Fujimori, Shinichi Kanna
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Publication number: 20040096773Abstract: A soluble polyimide for a photosensitive polyimide precursor and a photosensitive polyimide precursor composition including the soluble polyimide, wherein the soluble polyimide contains hydroxyl and acetyl moieties and at least one reactive end-cap group at one or both ends of the polymer chain. The photosensitive polyimide precursor composition comprises the soluble polyimide, a polyamic acid containing at least one reactive end-cap group at one or both ends of the polymer chain, a photo acid generator (PAG) and optionally a dissolution inhibitor. Since the polyimide film of the present invention exhibits excellent thermal, electric and mechanical properties, it can be used as insulating films or protective films for various electronic devices. A pattern with a high resolution may be formed even on the polyamide film having a thickness of above 10 &mgr;m.Type: ApplicationFiled: November 7, 2003Publication date: May 20, 2004Inventors: Myung Sup Jung, Yong Young Park, Sung Kyung Jung, Sang Yoon Yang
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Patent number: 6737214Abstract: A chemical amplification positive resist composition comprising a polymeric mixture of a polyhydroxystyrene derivative having a Mw of 1000-500,000 and a copolymer of hydroxystyrene and (meth)acrylate having a Mw of 1000-500,000, as a base resin, has improved dry etching resistance, high sensitivity, high resolution, and process adaptability, and is suppressed in the slimming of pattern films after development with aqueous base.Type: GrantFiled: March 8, 2001Date of Patent: May 18, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takanobu Takeda, Osamu Watanabe, Kazuhiro Hirahara, Katsuya Takemura, Wataru Kusaki, Akihiro Seki
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Patent number: 6737213Abstract: In the pattern formation method of this invention, a resist film is formed by applying, on a substrate, a pattern formation material containing a polymer including a first unit represented by Chemical Formula 1 and a second unit represented by Chemical Formula 2, and an acid generator, wherein R1 and R2 are the same or different and selected from the group consisting of an alkyl group, a chlorine atom and an alkyl group including a chlorine atom; and R3 is a protecting group released by an acid. Then, the resist film is irradiated with exposing light of a wavelength of a 1 nm through 30 nm band or a 110 nm through 180 nm band for pattern exposure, and a resist pattern is formed by developing the resist film after the pattern exposure.Type: GrantFiled: March 6, 2001Date of Patent: May 18, 2004Assignee: Matsushita Electric Industrial Co., Ltd.Inventors: Shinji Kishimura, Masaru Sasago, Masamitsu Shirai, Masahir Tsunooka
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Publication number: 20040081912Abstract: A photosensitive polysilazane which may be used as a positive-tone photoresist, and a method of forming a patterned polysilazane film by use of such a composition are provided. The photosensitive polysilazane composition of the invention is characterized by comprising a polysilazane, particularly polymethylsilazane or polyphenylsilazane, and an optically acid-generating agent. The patterned polysilazane film is obtained by exposing a coating of the photosensitive polysilazane composition of the invention to light in a pattern and dissolving off the exposed portion.Type: ApplicationFiled: December 8, 2003Publication date: April 29, 2004Inventors: Tatsuro Nagahara, Hideki Matsuo, Tomoko Aoki, Kazuhiro Yamada
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Patent number: 6727040Abstract: A positive resist composition to be irradiated with one of an electron beam and X-ray, comprises: (a) a compound capable of generating an acid upon irradiation with one of electron beam and X-ray; (b1) a resin: increasing the solubility in an alkali developer by the action of an acid; and having a group capable of leaving by the action of an acid, in which the leaving group includes a residue of a compound, the compound having a smaller ionization potential value than p-ethylphenol; and (c) a solvent.Type: GrantFiled: December 21, 2001Date of Patent: April 27, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Tomoya Sasaki, Kazuyoshi Mizutani, Koji Shirakawa
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Patent number: 6727036Abstract: A positive-working radiation-sensitive composition containing a resin having an acid-decomposing group having a specific acetal structure, and being decomposed by the action of an acid to increase the solubility thereof in an alkali developer; a compound generating an acid by the irradiation of an active light or radiation and contributes to the decomposition reaction of the acid-decomposing group of the resin; a compound generating an acid by the irradiation of an active light or radiation but does not contribute to the decomposition reaction of the acid-decomposing group of the resin; a surface active agent, and a solvent.Type: GrantFiled: December 27, 2000Date of Patent: April 27, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Shinichi Kanna, Kunihiko Kodama
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Patent number: 6723486Abstract: 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: GrantFiled: May 8, 2001Date of Patent: April 20, 2004Assignees: Sumitomo Bakelite Co., Ltd., International Business Machines Corp.Inventors: 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: 20040072097Abstract: A photosensitive composition of the present invention has excellent sensitivity and pattern profile, which comprises an acid generator having a specific structure.Type: ApplicationFiled: September 24, 2003Publication date: April 15, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventor: Kunihiko Kodama
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Patent number: 6720128Abstract: A positive resist composition comprises: a compound capable of directly or indirectly generating a radical (A) on irradiation with an energy ray; or a cyclic ether compound.Type: GrantFiled: February 5, 2002Date of Patent: April 13, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Yutaka Adegawa, Toshiaki Aoai, Ippei Nakamura
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Publication number: 20040067433Abstract: A method of multiphoton photosensitizing comprisesType: ApplicationFiled: October 2, 2002Publication date: April 8, 2004Applicant: 3M Innovative Properties CompanyInventors: Manoj Nirmal, Catherine A. Leatherdale, David S. Arney
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Publication number: 20040067431Abstract: A photoreactive composition comprises (a) at least one reactive species that is capable of undergoing an acid- or radical-initiated chemical reaction; and (b) a photoinitiator system comprising photochemically-effective amounts of (1) at least one type of semiconductor nanoparticle quantum dot that has at least one electronic excited state that is accessible by absorption of two or more photons, and (2) a composition, different from said reactive species, that is capable of interacting with the excited state of the semiconductor nanoparticle quantum dot to form at least one reaction-initiating species.Type: ApplicationFiled: October 2, 2002Publication date: April 8, 2004Applicant: 3M Innovative Properties CompanyInventors: David S. Arney, Catherine A. Leatherdale, Manoj Nirmal
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Publication number: 20040067436Abstract: Polymerizable silicon-containing compounds of formula (1) wherein R1 is hydrogen, halogen or monovalent organic group are polymerized into polymers. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation, has excellent sensitivity and resolution at a wavelength of less than 300 nm, and high resistance to oxygen plasma etching, and thus lends itself to micropatterning for the fabrication of VLSIs.Type: ApplicationFiled: September 29, 2003Publication date: April 8, 2004Inventors: Takeshi Kinsho, Takeru Watanabe, Koji Hasegawa
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Patent number: 6716566Abstract: There is provided a negative planographic printing plate which can be directly recorded based on digital data from computers and the like, excellent in storage stability, shows no reduction in sensitivity with the lapse of time, and has excellent face flatness. It comprises a substrate having disposed thereon a photosensitive layer which is obtained by applying a photosensitive layer application solution containing an infrared absorber, a compound which generates a radical or acid due to heat, a polymerizable compound or a crosslinking compound, and a silicon-based surfactant such as a siloxane/oxyethylene copolymer and the like, onto the substrate and drying the solution, and which is hardened by exposure to an infrared laser ray.Type: GrantFiled: July 2, 2001Date of Patent: April 6, 2004Assignee: Fuji Photo Film Co., Ltd.Inventor: Keitaro Aoshima
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Patent number: 6713229Abstract: Copolymers and terpolyers are used in chemically amplified resists. The terpolymers are of the formula: wherein R3 is selected from the group consisting of hydrogen and a C1 to C10 aliphatic hydrocarbon, wherein the aliphatic hydrocarbon contains substituents selected from the group consisting of hydrogen, hydroxy, carboxylic acid, carboxylic anhydride, and combinations thereof; R4 is selected from the group consisting of hydrogen and a C1 to C10 aliphatic hydrocarbon, wherein the aliphatic hydrocarbon contains substituents selected from the group consisting of hydrogen, hydroxy, carboxylic acid, carboxylic anhydride, and combinations thereof; R5 is selected from the group consisting of hydrogen and methyl; R6 is selected from the group consisting of t-butyl and tetrahydropyranyl; m and n are each integers; and wherein n/(m+n) ranges from about 0.1 to about 0.5.Type: GrantFiled: May 21, 2002Date of Patent: March 30, 2004Assignee: Samsung Electronics Co., Ltd.Inventors: Sang-jun Choi, Chun-geun Park, Young-bum Koh
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Publication number: 20040053160Abstract: A resist composition comprising:Type: ApplicationFiled: July 7, 2003Publication date: March 18, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Hyou Takahashi, Kazuyoshi Mizutani, Koji Shirakawa, Shoichiro Yasunami
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Publication number: 20040053158Abstract: A chemically amplified photoresist composition comprising, (a) a compound which cures upon the action of an acid or a compound whose solubility is increased upon the action of an acid; and (b) as photosensitive acid donor, at least one compound of the formula Ia, Ib, Ic, IIb or IIc wherein R1 is for example C1-Calkyl, C3-C30cycloalkyl, C1-C5haloalkyl, C2-C12alkenyl, C4-C8cycloalkenyl, C6-C12bicycloalkenyl, phenyl, naphthyl, anthracyl, phenanthryl, or is a heteroaryl radical; all of which are unsubstituted or substituted; optionally some of the substituents form 5- or 6-membered rings with further substituents on the phenyl, naphthyl, anthracyl, phenanthryl, or heteroaryl ring or with one of the carbon atoms of the phenyl, naphtyl, anthracyl, phenanthryl, or heteroaryl ring; R′1 is for example C1-C12alkylene, C3-C30cycloalkylene, phenylene, naphtylene, diphenylene, or oxydiphenylene, wherein these radicals are unsubstituted or substituted; A and B for example are a direct bond; Ar1 and Ar2 independentlyType: ApplicationFiled: May 21, 2003Publication date: March 18, 2004Inventors: Hitoshi Yamato, Toshikage Asakura, Akira Matsumoto, Masaki Ohwa
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Publication number: 20040043323Abstract: A positive resist composition of the present invention achieving significant performance improvements in high energy-beam lithography, which comprises a phenolic polymer having a property of being insoluble or hardly soluble in an aqueous alkali solution and becoming soluble in an aqueous alkali solution by the action of an acid, in which the phenolic polymer includes a repeating unit containing at least one selected from the group consisting of an acetal-protected phenolic hydroxyl group, a ketal-protected phenolic hydroxyl group, a tertiary ester-protected carboxyl group and a tetrahydropyranyl-protected carboxyl group; and a compound having a phenacylsulfonium structure and capable of generating an acid upon irradiation with one of actinic rays and radiation.Type: ApplicationFiled: August 6, 2003Publication date: March 4, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Shoichiro Yasunami, Hyou Takahashi, Kazuyoshi Mizutani
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Patent number: 6696217Abstract: A photosensitive monomer including a methylene butyrolactone derivative represented by the following formula: wherein R1 is a hydrogen atom or alkyl group, R2 is an acid-labile group, X is a hydrogen atom, or substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and Y is a substituted or unsubstitued alkyl group or alicyclic hydrocarbon group having 1 to 20 carbon atoms.Type: GrantFiled: February 20, 2002Date of Patent: February 24, 2004Assignee: Samsung Electronics Co., Ltd.Inventors: Kwang-sub Yoon, Sang-gyun Woo
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Publication number: 20040033438Abstract: In a positive-working chemically amplified radiation sensitive resin composition with high sensitivity and high resolution comprising an alkali-insoluble or slightly alkali-soluble resin protected with an acid-labile protecting group and an acid generating compound upon irradiation with radiation, a difference of resolution line widths of isolated and dense patterns in a circuit pattern, in which an isolated pattern and a dense pattern are mixed, can be reduced by using a resin having activation energy (&Dgr;E) to make the protecting group cleaved of 25 Kcal/mole or higher as the alkali-insoluble or slightly alkali-soluble resin protected with an acid-labile protecting group, and a mixture of a compound generating a carboxylic acid upon irradiation with radiation and a compound generating a sulfonic acid upon irradiation with radiation as the acid generator.Type: ApplicationFiled: June 9, 2003Publication date: February 19, 2004Inventors: Takahiro Hamada, Dong Kwan Lee, Shinji Miyazaki
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Patent number: 6692893Abstract: Onium salts of arylsulfonyloxynaphthalenesulfonate anions with iodonium or sulfonium cations are novel. A chemically amplified resist composition comprising the onium salt as a photoacid generator is suited for microfabrication, especially by deep UV lithography because of many advantages including improved resolution, improved focal latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris after coating, development and peeling, and improved pattern profile after development.Type: GrantFiled: October 23, 2001Date of Patent: February 17, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Youichi Ohsawa, Jun Watanabe, Takeshi Nagata, Jun Hatakeyama
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Patent number: 6692891Abstract: The present invention relates to a photoresist composition containing a photo radical generator, more specifically, to a photoresist composition which comprises (a) photoresist resin, (b) a photoacid generator, (c) an organic solvent and (d) a photo radical generator. The present photoresist composition reduces or prevents a sloping pattern formation due to a higher concentration of acid in the upper portion of the photoresist relative to the lower portion of the photoresist.Type: GrantFiled: June 12, 2001Date of Patent: February 17, 2004Assignee: Hynix Semiconductor IncInventors: Jae Chang Jung, Geun Su Lee, Min Ho Jung, Ki Ho Baik
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Publication number: 20040029037Abstract: The present invention provides a sulfonate of the formula (I′): 1Type: ApplicationFiled: May 19, 2003Publication date: February 12, 2004Inventors: Akira Kamabuchi, Yasunori Uetani, Hiroshi Moriuma
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Publication number: 20040023163Abstract: Disclosed is a positive-working chemical-amplification photoresist composition used in the patterning works in the manufacture of semiconductor devices, with which quite satisfactory patterning of a photoresist layer can be accomplished even on a substrate surface provided with an undercoating film of silicon nitride, phosphosilicate glass, borosilicate glass and the like in contrast to the prior art using a conventional photoresist composition with which satisfactory patterning can hardly be accomplished on such an undercoating film. The photoresist composition comprises, besides a film-forming resin capable of being imparted with increased solubility in an alkaline solution by interacting with an acid and a radiation-sensitive acid-generating compound, a phosphorus-containing oxo acid such as phosphoric acid and phosphonic acid or an ester thereof.Type: ApplicationFiled: July 31, 2003Publication date: February 5, 2004Inventors: Hiroto Yukawa, Katsumi Oomori, Ryusuke Uchida, Yukihiro Sawayanagi
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Publication number: 20040023145Abstract: A liquid radiation-curable composition that comprisesType: ApplicationFiled: July 31, 2002Publication date: February 5, 2004Applicant: 3D Systems, Inc.Inventors: Khalil M. Moussa, Jiaching Liu
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Publication number: 20040013977Abstract: A liquid radiation-curable composition that comprisesType: ApplicationFiled: January 7, 2003Publication date: January 22, 2004Applicant: 3D Systems, Inc.Inventor: Bettina Steinmann
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Publication number: 20040013970Abstract: A resist composition comprising the following fluoropolymer (A), an acid-generating compound (B) which generates an acid under irradiation with light and an organic solvent (C):Type: ApplicationFiled: March 3, 2003Publication date: January 22, 2004Applicant: Asahi Glass Company, LimitedInventors: Shinji Okada, Yasuhide Kawaguchi, Yoko Takebe, Isamu Kaneko, Shun-ichi Kodama
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Publication number: 20040009430Abstract: The photosensitive resin composition of the present invention is an excellent photosensitive resin composition: exhibiting significant transmissibility at the use of an exposure light source of 160 nm or less, more specifically F2 excimer laser light , where line edge roughness and development time dependence are small and a problem of footing formation is improved; and comprising a resin which decomposes by an action of acid to increase the solubility in alkali developer, in which the resin contains a specific repeat unit; a compound capable of generating an acid upon irradiation with one of an actinic ray and a radiation, in which the compound includes at least two kinds of compounds selected from the group consisting of specific compounds (B1), (B2), (B3) and (B4).Type: ApplicationFiled: June 6, 2003Publication date: January 15, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Shinichi Kanna, Kazuyoshi Mizutani, Tomoya Sasaki
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Patent number: 6677100Abstract: A photosensitive polymer including a copolymer of an acrylate or methacrylate monomer having a group indicated by the following formula (I), a comonomer selected from a maleic anhydride monomer and a cyclic vinyl ether monomer, and a resist composition including the same. In the formula, R1, R2, R3, and R4 are independently a hydrogen atom, a C1-C4 alkyl group, a C1-C4 alkoxy group, a phenyl group, a benzyl group, a phenoxy group, or —M(R′)3, M is Si, Ge, Sn, or OSi, and each R′ independently is a C1-C4 alkyl group, a C1-C4 alkoxy group, a phenyl group, or a phenoxy group.Type: GrantFiled: September 13, 2001Date of Patent: January 13, 2004Assignee: Samsung Electronics Co., Ltd.Inventors: Hyun-woo Kim, Sang-gyun Woo
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Publication number: 20040005512Abstract: A positive-working resist composition comprising:Type: ApplicationFiled: May 30, 2003Publication date: January 8, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Kazuyoshi Mizutani, Shinichi Kanna, Tomoya Sasaki
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Patent number: 6673516Abstract: A coating composition for a chemically amplified positive resist includes (A) an acid generator which generates an acid upon irradiation with active light or radiant ray, (B) a resin ingredient which exhibits increased solubility in an alkaline aqueous solution by action of an acid, (C) an organic solvent, and (D) an octanone in a proportion of from 0.1 to 5 parts by weight relative to 100 parts by weight of the ingredient (B). Using this coating composition, a method of patterning a resist. The coating composition and the method can yield a positive resist having improved definition and depth of focus.Type: GrantFiled: November 6, 2001Date of Patent: January 6, 2004Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Satoshi Kumon, Kazufumi Sato
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Patent number: 6670093Abstract: The present invention relates to a silicon-containing copolymer which includes a maleic anhydride repeating unit, a norbornene repeating unit, and at least one silicon group-containing norbornene repeating unit. The silicon-containing copolymer is suitable for use as a top layer resist in a bilayer resist system.Type: GrantFiled: May 16, 2001Date of Patent: December 30, 2003Assignee: Industrial Technology Research InstituteInventors: Tsing-Tang Song, Tsong-Shin Jean, Weir-Torn Jiaang, Chih-Shin Chuang, Han-Bin Cheng, Jui-Fa Chang, Tzu-Yu Lin
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Publication number: 20030235788Abstract: A negative resist composition and a method for patterning semiconductor devices using the composition are provided. The negative resist composition contains an alkali-soluble hydroxy-substituted base polymer, a silicon-containing crosslinker having an epoxy ring, and a photoacid generator. In the method for patterning semiconductor devices, fine patterns are formed according to a bi-layer resist process using the negative resist composition.Type: ApplicationFiled: March 26, 2003Publication date: December 25, 2003Applicant: Samsung Electronics Co., Ltd.Inventor: Sang-Jun Choi
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Patent number: 6664022Abstract: New photoacid generator compounds (“PAGs”) are provided and photoresist compositions that comprise such compounds. In particular, ionic PAGs are provided that include tri-naphthyl sulfonium, thienyl iodonium, thienyl sulfonium, pentafluorophenyl iodonium and pentafluorophenyl sulfonium compounds. PAGs of the invention are particularly useful as photoactive components of photoresists imaged at short wavelengths such as sub-300 nm, sub-200 nm and sub-160 nm such as 248 nm, 193 nm and 157 nm.Type: GrantFiled: August 25, 2000Date of Patent: December 16, 2003Assignee: Shipley Company, L.L.C.Inventors: James F. Cameron, Gerhard Pohlers
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Patent number: 6664025Abstract: A visible radiation sensitive composition is disclosed. The composition comprises at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization; optionally, at least one binder; and a photoinitiator system comprising a coinitiator and a cyanopyridone sensitizer. The coinitiator preferably comprises a metallocene and an onium compound.Type: GrantFiled: February 12, 2002Date of Patent: December 16, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Harald Baumann, Michael Flugel
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Publication number: 20030224284Abstract: A radiation-sensitive patterning composition comprising:Type: ApplicationFiled: May 30, 2002Publication date: December 4, 2003Inventor: Ting Tao
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Publication number: 20030224294Abstract: The present invention provides a photopolymerizable composition and a recording material using the photopolymerizable composition, which contains a polymerizable compound having an ethylenic unsaturated group, an organic borate and a cationic compound that interacts with the organic borate. The organic borate is represented by the following formula (1) wherein R1 represents an alkyl group, R2 represents an electron-donating group, R3 to R6 each represent a hydrogen atom or a substituent, the sum of Hammett's substituent constants &sgr; of R2 to R6 is 0 to 1, and Z+ represents a group that can form a cation. The organic borate has a melting point of no more than 100° C.Type: ApplicationFiled: April 24, 2003Publication date: December 4, 2003Inventors: Yuuichi Fukushige, Yoshimitsu Arai, Masatoshi Yumoto
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Publication number: 20030215748Abstract: Photoresist compositions having a resin binder with an acid labile blocking group with an activation energy in excess of 20 Kcal/mol. for deblocking, a photoacid generator capable of generating a halogenated sulfonic acid upon photolysis and optionally, a base.Type: ApplicationFiled: June 9, 2003Publication date: November 20, 2003Applicant: Shipley Company, L.L.C.Inventors: James W. Thackeray, James F. Cameron, Roger F. Sinta
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Patent number: 6649322Abstract: A positive resist composition comprising: (A) a compound which generates an acid upon irradiation with active light or radiant ray, and (B) a resin which exhibits increased solubility in an alkali by action of an acid and includes a copolymer including (b-1) 40% to 85% by mole of a unit having an alkali-soluble group, (b-2) 3% to 25% by mole of a unit having (i) an acid-decomposable dissolution-inhibiting group and (ii) a group which accelerates dry-etching resistance, and (b-3) 3% to 40% by mole of a unit having an acid-decomposable dissolution-inhibiting group and being other than the units (b-1) and (b-2). This composition is a chemically amplified positive resist composition that can be applied to a resist having a reduced thickness, is excellent in dry-etching resistance and definition and can form a patterned resist with a good sectional shape.Type: GrantFiled: November 28, 2001Date of Patent: November 18, 2003Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Satoshi Kumon, Hiroto Yukawa
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Patent number: 6645693Abstract: A resist composition comprising a binder resin and a radiation-sensitive compound. The binder resin is an alkali-soluble resin or becomes alkali-soluble resin by the action of the radiation-sensitive compound after irradiation, and has a polymerization unit represented by the following formula (I): wherein, R1 represents a fluoroalkyl group having 1 to 12 carbon atoms and having at least one fluorine atom, and R2 represents hydrogen atom or an acyl group having 2 to 5 carbon atoms.Type: GrantFiled: June 27, 2001Date of Patent: November 11, 2003Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuhiko Hashimoto, Yoshiko Miya