Quinone Diazide Containing Layer Patents (Class 430/165)
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Patent number: 6680155Abstract: A composition includes (A) an alkali-soluble resin; and (B) (b-1) a compound of Formula (I): wherein Ds are each a hydrogen atom or a naphthoquinonediazidosulfonyl group; and (b2) a quinonediazide ester of, for example, bis(2-methyl-4-hydroxy-5-cyclohexylphenyl)-3,4-dihydroxyphenylmethane.Type: GrantFiled: December 26, 2002Date of Patent: January 20, 2004Assignee: Tokyo, Ohka Kogyo Co., Ltd.Inventors: Mitsuo Hagihara, Toshiaki Tachi, Kenji Maruyama
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Patent number: 6677099Abstract: A positive type photosensitive resin composition which can be developed by an aqueous alkaline solution and which is excellent in the developability and the adhesion to a substrate, is presented.Type: GrantFiled: May 30, 2002Date of Patent: January 13, 2004Assignee: Nissan Chemical Industries, Ltd.Inventors: Kazuhisa Ishii, Tomonari Nakayama, Takayasu Nihira, Hiroyoshi Fukuro
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Patent number: 6670090Abstract: The present invention relates to a positive-working photosensitive composition comprising a partially diazonaphthoquinone (DNQ) capped polyamic ester with a capping level of about 5-80 molar %; a photosensitive agent and a solvent. The composition shows a high photosensitivity and leaves a relief pattern with high resolution and low dark film loss.Type: GrantFiled: September 3, 2002Date of Patent: December 30, 2003Assignee: Industrial Technology Research InstituteInventors: Steve Lien-Chung Hsu, Jinn-Shing King, Po-I Lee, Jhy-Long Jeng
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Patent number: 6660445Abstract: The present invention relates to a photosensitive compound comprising a vinyl polymer compound which is insoluble in water and soluble in an aqueous alkaline solution and o-naphthoquinonediazide compound, wherein said vinyl polymer compound is a copolymer comprising at least one monomer unit derived from monomer compound (A): a compound having an alkaline-soluble group represented by general formula (I), (II) or (III) as defined in the specification, and at least one monomer unit derived from monomer compound (B): (meth)acrylate having poly(oxyalkylene) chain. A lithographic printing plate prepared from a presensitized plate having a photosensitive layer of said photosensitive compound of the present invention shows improvement of abrasion resistance, printing durability, chemical resistance, development latitude, and contamination property.Type: GrantFiled: October 5, 2001Date of Patent: December 9, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazuo Fujita, Shiro Tan
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Publication number: 20030224281Abstract: Photosensitive compositions comprising a phenol resin having a urea bond in the main chain, planographic printing plate precursors containing the photosensitive compositions, and methods for preparing planographic printing plates using the planographic printing plate precursors are disclosed. Planographic printing plates that exhibit good durability, good exposure visual image property, and good solvent resistance; particularly superior resistance to washing oil used in UV ink printing; and superior baking property are produced.Type: ApplicationFiled: February 19, 2003Publication date: December 4, 2003Inventors: Yasuhiro Ishizuka, Yasuhiko Kojima
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Patent number: 6649319Abstract: A method of processing imageable elements useful as alkaline-developable lithographic printing plate precursors that does not require either a rinsing step or a further gumming step is disclosed. The method comprises simultaneously developing and gumming the imaged element with an aqueous alkaline developing-gumming solution comprising one or more water-soluble polyhydroxy compounds of the following structure: R1(CHOH)nR2 in which n is 4 to 7; and either (i) R1 is hydrogen, aryl, or CH2OH; and R2 is hydrogen, alkyl group having 1 to 4 carbon atoms, CH2OR3 in which R3 is hydrogen or an alkyl group having 1 to 4 carbon atoms, CH2N(R4R5) in which R4 and R5 are each independently hydrogen or an alkyl group having 1 to 4 carbon atoms, or CO2H, or (ii) R1 and R2 together form a carbon—carbon single bond.Type: GrantFiled: June 11, 2001Date of Patent: November 18, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Ulrich Fiebag, Hans-Joachim Timpe, Uwe Todock, Anfreas Vihs
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Patent number: 6645689Abstract: A radiation-sensitive composition for use in printing plates is described. The composition comprises: (a) at least one novolak; (b) at least one naphthoquinone diazide derivative; and (c) a copolymer comprising units A, B, and a unit C comprising a cyclic terminal urea group, wherein unit A is present in an amount of about 5 to about 50 mol % and has the formula wherein R1 is selected such that the homopolymer of A is alkali-soluble, unit B is present in an amount of about 20 to about 70 mol % and has the following formula wherein R2 is selected such that the homopolymer of B has a glass transition temperature greater than 100° C., preferably a glass transition temperature in the range from about 100 to about 380° C.Type: GrantFiled: March 13, 2002Date of Patent: November 11, 2003Assignee: Kodak Polychrome Graphics LLCInventor: Mathias Jarek
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Publication number: 20030207195Abstract: Disclosed is an alkali-soluble, film-forming novolak resin mixture containing at least two novolak resins, each novolak resin containing the addition-condensation reaction product of at least one phenolic compound with at least one aldehyde source, wherein the phenolic compound for first novolak resin contains 90-100 mole % of meta-cresol, and the phenolic compound for the second novolak resin contains less than 50 mole % of meta-cresol. Also disclosed is a photosensitive composition, containing an admixture of: a) the above-mentioned novolak resin mixture; b) at least one o-quinone photoactive compound; and c) at least one photoresist solvent.Type: ApplicationFiled: April 11, 2002Publication date: November 6, 2003Inventors: J. Neville Eilbeck, Alberto D. Dioses
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Patent number: 6641972Abstract: A positive photoresist composition includes an alkali-soluble novolak resin (A), an alkali-soluble acrylic resin (B) and a quinonediazido-group-containing compound (C) and is used for the formation of a thick film 5 to 100 &mgr;m thick. The ingredient (B) includes 30% to 90% by weight of a unit (b1) derived from a polymerizable compound having an ether bond and 2% to 50% by weight of a unit (b2) derived from a polymerizable compound having a carboxyl group. The composition is applied on a substrate and thereby yields a photoresist film. Likewise, the composition is applied onto a substrate on an electronic part, is patterned, is plated and thereby yields bumps.Type: GrantFiled: March 5, 2002Date of Patent: November 4, 2003Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Kouichi Misumi, Koji Saito, Toshiki Okui, Hiroshi Komano
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Patent number: 6638680Abstract: A material for making an electroconductive pattern, the material comprising a support and a light-exposure differentiable element, characterized in that the light-exposure differentiable element comprises an outermost layer containing a polyanion and a polymer or copolymer of a substituted or unsubstituted thiophene, and optionally a second layer contiguous with the outermost layer; and wherein the outermost layer and/or the optional second layer contains a light-sensitive component capable upon exposure of changing the removability of the exposed parts of the outermost layer relative to the unexposed parts of the outermost layer; and a method of making an electroconductive pattern on a support using the material for making an electroconductive pattern.Type: GrantFiled: June 26, 2001Date of Patent: October 28, 2003Assignee: Agfa-GevaertInventors: Johan Lamotte, Frank Louwet, Marc Van Damme, Joan Vermeersch
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Publication number: 20030194636Abstract: Disclosed is a photoresist composition comprising: a) at least one film forming resin selected from the group consisting of novolak resins, and polyhydroxystyrenes; b) at least one photoactive compound or photoacid generator; and c) a solvent composition comprising at least one solvent selected from the group consisting of acetals and ketals. Also disclosed is a photoresist composition comprising a polycarbonate resin and a solvent composition comprising at least one solvent selected from the group consisting of acetals and ketals. Also disclosed is a process for imaging a photoresist composition, comprising the steps of: a) coating a suitable substrate with any of the aforementioned photoresist compositions; b) baking the substrate to substantially remove the solvent; c) imagewise irradiating the photoresist film; and d) removing the imagewise exposed or, alternatively, the unexposed areas of the coated substrate with a suitable developer.Type: ApplicationFiled: April 11, 2002Publication date: October 16, 2003Inventors: Stanley F. Wanat, Joseph E. Oberlander, Robert R. Plass, Douglas McKenzie
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Publication number: 20030194633Abstract: A radiation-sensitive composition for use in printing plates is described.Type: ApplicationFiled: March 13, 2002Publication date: October 16, 2003Inventor: Mathias Jarek
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Publication number: 20030194635Abstract: The present invention provides a positive working imageable composition, which includes a hydroxyfunctional resin comprising a covalently bound radiation sensitive group capable of increasing the solubility of the imageable composition in an alkaline developer upon exposure to radiation; and an isocyanate crosslinking agent. The present invention further provides an imageable element, which includes a substrate and an imageable composition according to the present invention coated on a surface of the substrate and a method of producing an imaged element according to the present invention. Also provided is a radiation sensitive hydroxyfunctional resin including a covalently bound radiation sensitive group capable of increasing solubility in an alkaline developer of an imageable composition derived therefrom upon exposure of the imageable composition to radiation.Type: ApplicationFiled: January 24, 2002Publication date: October 16, 2003Applicant: KODAK POLYCHROME GRAPHICS, L.L.C.Inventor: James Mulligan
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Patent number: 6630279Abstract: A composition includes (A) an alkali-soluble resin; and (B) (b-1) a compound of Formula (I): wherein Ds are each a hydrogen atom or a naphthoquinonediazidosulfonyl group; and (b2) a quinonediazide ester of, for example, methyl gallate.Type: GrantFiled: December 26, 2002Date of Patent: October 7, 2003Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Mitsuo Hagihara, Toshiaki Tachi, Kenji Maruyama
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Publication number: 20030175613Abstract: The invention provides a 1,2-naphthoquinone-2-diazidesulfonate ester photosensitive agent which is useful as a photosensitive agent employed in a photoresist for producing semiconductor integrated circuits, liquid crystal displays, EL displays, etc., a method for producing the photosensitive agent, and a photoresist composition containing the photosensitive agent.Type: ApplicationFiled: March 11, 2003Publication date: September 18, 2003Inventors: Hirotada Iida, Miharu Suwa, Yuichi Hagiwara, Katsumi Tada, Suehiro Katori, Tsuneaki Miyazaki
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Publication number: 20030165770Abstract: Disclosed is a photoresist composition having a good sensitivity and residual layer characteristic and a method of forming a pattern using the same. The photoresist composition includes 5-30% by weight of a polymer resin, 2-10% by weight of a photosensitive compound, 0.1-10% by weight of a sensitivity enhancing agent, 0.1-10% by weight of a sensitivity restraining agent and 60-90% by weight of an organic solvent. A photoresist layer is formed by coating the photoresist composition on a substrate and then drying the coated photoresist composition. Then, thus obtained photoresist layer is exposed by using a mask having a predetermined pattern. Then, a photoresist pattern is formed by developing thus exposed photoresist layer. The photoresist pattern exhibits a uniform layer thickness and critical dimension.Type: ApplicationFiled: September 27, 2002Publication date: September 4, 2003Applicant: SAMSUNG ELECTRONICS, CO., LTD.Inventors: You-Kyoung Lee, Sung-Chul Kang, Jin-Ho Ju, Dong-Ki Lee, Seung-Uk Lee, Hoon Kang
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Patent number: 6613494Abstract: Positive-working imageable elements and methods for their preparation are disclosed. The elements comprise a hydrophilic substrate; a bottom layer, which contains a positive-working photosensitive composition; and a protective overlayer, which has an overlayer material that reduces the solubility of the photosensitive composition in an aqueous alkaline developer. The overlayer may be conveniently applied by a dip and rinse procedure.Type: GrantFiled: March 13, 2001Date of Patent: September 2, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Celin Savariar-Hauck, Gerhard Hauck, Dietmar Frank, Ulrich Fiebag
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Publication number: 20030157424Abstract: A composition includes (A) an alkali-soluble resin; and (B) (b-1) a compound of Formula (I): 1Type: ApplicationFiled: December 26, 2002Publication date: August 21, 2003Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Mitsuo Hagihara, Toshiaki Tachi, Kenji Maruyama
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Patent number: 6607865Abstract: The present invention provides a positive photosensitive resin composition which can form a pattern of high resolution and high residual film ratio and has high sensitivity.Type: GrantFiled: January 31, 2002Date of Patent: August 19, 2003Assignee: Sumitomo Electric Industries, Ltd.Inventors: Hiroaki Makabe, Toshio Banba, Takashi Hirano
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Publication number: 20030143479Abstract: A composition includes (A) an alkali-soluble resin having Mw of 1500 to 10000, (B) a quinonediazide ester of, for example, the following formula, and (C) a phenolic compound containing an acid-decomposable group. When a resin film 1 &mgr;m thick is prepared from the alkali-soluble resin (A), the resin film is completely dissolved in 2.38% by weight tetramethylammonium hydroxide aqueous solution at 23° C. within ten seconds.Type: ApplicationFiled: November 15, 2002Publication date: July 31, 2003Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Akira Katano, Yusuke Nakagawa, Shinichi Kono, Kousuke Doi
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Publication number: 20030134222Abstract: Disclosed is a photoresist composition including a thermal acid generator and a method of forming a pattern using the same. The photoresist composition includes about 100 parts by weight of an alkali-soluble acryl copolymer, about 5-100 parts by weight of 1,2-quinonediazide compound, about 2-35 parts by weight of nitrogen-containing cross-linking agent and about 0.1-10 parts by weight of a thermal acid generator which produces an acid by heat. The photoresist composition is coated on a substrate and dried to form a photoresist layer. The photoresist layer is exposed by using a mask having a predetermined shape. Thus obtained exposed photoresist layer is developed by using an aqueous alkaline solution to form a photoresist pattern. Thus obtained photoresist pattern is heated to be cured without generating thermal reflow.Type: ApplicationFiled: August 15, 2002Publication date: July 17, 2003Applicant: SAMSUNG ELECTRONICS CO., LTD.Inventors: You-Kyoung Lee, Sung-Chul Kang, Jin-Ho Ju, Dong-Ki Lee
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Publication number: 20030134223Abstract: A composition includes (A) a novolak resin containing at least 20% by mole of a m-cresol repeating unit and having a 1-ethoxyethyl group substituting for part of hydrogen atoms of phenolic hydroxyl groups, (B) a quinonediazide ester of, for example, the following formula, and (C) 1,1-bis(4-hydroxyphenyl)cyclohexane.Type: ApplicationFiled: November 15, 2002Publication date: July 17, 2003Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Akira Katano, Yusuke Nakagawa, Shinichi Kono, Kousuke Doi
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Patent number: 6593043Abstract: A composition of a positive photosensitive resin precursor includes (a) a polyamic acid ester and/or a polyamic acid each having at least one selected from a carboxyl group, a phenolic hydroxyl group, a sulfonic acid group and a thiol group at the end of a principal chain of the polymer, (b) a compound having a phenolic hydroxyl group, and (c) a quinonediazide sulfnate. The composition can be subjected to dissolution in an alkaline developer.Type: GrantFiled: November 1, 2001Date of Patent: July 15, 2003Assignee: Toray Industries, Inc.Inventors: Mitsuhito Suwa, Kazuto Miyoshi, Masao Tomikawa
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Publication number: 20030113654Abstract: Imageable elements useful in lithographic printing, and processes for their use, are disclosed. The elements comprise a hydrophilic substrate, an imageable layer over the substrate, and a thermally activated crosslinking agent. The imageable layer comprises a polymeric material that comprises one or more functional groups selected from the group consisting of carboxyl, carboxylic acid anhydride, phenolic hydroxyl, and sulphonamide. A preferred crosslinking group is the oxazoline group. The element is heated after exposure and development to crosslink a polymeric material.Type: ApplicationFiled: December 12, 2001Publication date: June 19, 2003Inventor: Celin Savariar-Hauck
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Patent number: 6576381Abstract: The present invention alleviates the operational problems in production of flip chips and provides a semiconductor device superior in various reliabilities. The preset invention lies in an encapsulated semiconductor device comprising: (a) a polybenzoxazole resin film for chip protection, obtained by coating, on a circuit-formed chip, a positive photosensitive resin composition comprising 100 parts by weight of a polyamide and 1 to 100 parts by weight of a photosensitive diazoquinone compound, and subjecting the coated composition to patterning and curing, and (b) a bump electrode.Type: GrantFiled: August 10, 2001Date of Patent: June 10, 2003Assignee: Sumitomo Bakelite Co., Ltd.Inventors: Takashi Hirano, Kagehisa Yamamoto, Toshio Banba, Hiroaki Makabe
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Publication number: 20030099888Abstract: A coating solution useful in the preparation of printing plate precursors comprises:Type: ApplicationFiled: July 5, 2001Publication date: May 29, 2003Applicant: Kodak Polychrome Graphics L.L.C.Inventor: Mathias Jarek
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Patent number: 6558872Abstract: Imagable precursors for masks and for electronic parts comprise a polymeric layer applied to a substrate. The layer comprises at least one polymer having infra-red absorbing groups carried as pendent groups on the polymer backbone. Certain infra-red absorbing groups may also act to insolubilize the polymer in a developer, until it is imagewise exposed to infra-red radiation. Imagewise application of heat, resulting from imagewise exposure of the precursor to infra-red radiation, renders the polymer layer more soluble in the developer than prior to exposure to the infra-red radiation.Type: GrantFiled: September 9, 2000Date of Patent: May 6, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Kevin Barry Ray, Anthony Paul Kitson, Eduard Kottmair, Hans-Horst Glatt, Stefan Hilgart
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Publication number: 20030082478Abstract: A developer composition for developing a lithographic printing plate having a negative recording layer on which an image is recorded via an infrared laser, the composition containing a nonionic surfactant, and a process for forming an image on a lithographic printing plate. The process comprises the steps of imagewise exposing a lithographic printing plate having a negative recording layer on which an image is recorded via an infrared ray and which contains an infrared ray absorbent, a radical generator and a radically polymerizable compound, and then developing the lithographic printing plate with the developer composition containing a nonionic surfactant.Type: ApplicationFiled: May 22, 2002Publication date: May 1, 2003Inventors: Ryosuke Itakura, Keitaro Aoshima
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Publication number: 20030054282Abstract: A negative-working lithographic printing plate has a coating which is imaged by heating an area of the coating with an infrared laser and actinically reacting the coating in the heated area with ultraviolet or visible radiation. The coating contains an infrared absorber but the coating is not imageable by infrared radiation or by the heat generated. The imaging time is reduced since the actinic reaction rate is increased at the elevated temperature.Type: ApplicationFiled: September 16, 2002Publication date: March 20, 2003Inventors: Howard A. Fromson, William J. Rozell
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Patent number: 6525152Abstract: Copolymers useful in radiation-sensitive layers of printing plates have the units A, B and C wherein unit A is present in an amount of 5 to a maximum of 50 mol % and R1 and R4 are selected such that the homopolymer of A is alkali-soluble, B is present in an amount of 20-70 mol % and R2, R6 and R7 are selected such that the homopolymer of B has a high glass transition temperature, and C is present in an amount of 10-50 mol % and R3 and R5 are selected such that the homopolymer of C is water-soluble and that unit A is different from unit C.Type: GrantFiled: August 2, 2000Date of Patent: February 25, 2003Assignee: Kodak Polychrome Graphics LLCInventor: Mathias Jarek
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Patent number: 6524764Abstract: The present invention relates to a positive type photosensitive resin precursor composition which is characterized in that it contains polymer having, as its chief component, structural units represented by the following general formula (1) and, furthermore, in that it satisfies the following conditions (a) and/or (b). The invention provides an alkali-developable photosensitive composition. (a) There is included an ester of a naphthoquinone diazide sulphonic acid and a phenol compound of dipole moment 0.1 to 1.Type: GrantFiled: January 29, 2001Date of Patent: February 25, 2003Assignee: Toray Industries, Inc.Inventors: Masao Tomikawa, Mitsuhito Suwa, Yoji Fujita
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Publication number: 20030031948Abstract: A method of processing imageable elements useful as alkaline-developable lithographic printing plate precursors that does not require either a rinsing step or a further gumming step is disclosed.Type: ApplicationFiled: June 11, 2001Publication date: February 13, 2003Inventors: Ulrich Fiebag, Hans-Joachim Timpe, Uwe Todock, Anfreas Vihs
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Patent number: 6517987Abstract: The present invention relates to a positiive-working presensitized plate useful for preparing a lithographic printing plate comprising a positive-working photosensitive composition comprising at least one ester of 1,2-naphthoquinone-2-diazide-5-sulfonic acid, at least one ester of 1,2-naphthoquinone-2-diazide-4-sulfonic acid, and at least one polymer which is insoluble in water and soluble in an aqueous alkaline solution and which comprises at least one group or bond selected from sulfonamide group, urea bond or urethane bond. A lithographic printing plate prepared from the presensitized plate of the present invention shows improvement of chemical-resistance and printing durability, and good sensitivity, coupling property, adaptability to ball-point pen, shelf stability, and stability of sensitivity with time after exposure.Type: GrantFiled: March 20, 2001Date of Patent: February 11, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazuo Fujita, Shiro Tan, Akira Nagashima
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Patent number: 6517988Abstract: A radiation-sensitive composition, positive-working coating compositions useful for the preparation of lithographic printing plates and lithographic printing plate precursors comprising the composition are disclosed. The composition comprises at least one quinonediazide compound and at least one carboxylic copolymer. The compositions produce lithographic printing plates that show high print run stability.Type: GrantFiled: July 12, 2001Date of Patent: February 11, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Gerhard Hauck, Mathias Jarek
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Patent number: 6503682Abstract: A positive photoresist composition having improved sensitivity and resolution, a method of making the composition, and a method for forming a pattern during semiconductor processing using the composition are disclosed. The photoresist composition includes: (i) a photosensitive material obtained by mixing a first photosensitive compound represented by formula (1) and a second photosensitive compound represented by formulae (2a) or (2b); (ii) a resin; and (iii) a solvent. The invention enables the formation of patterns with an exceptional profile due to a high degree of sensitivity and resolution of the photoresist composition.Type: GrantFiled: March 30, 2000Date of Patent: January 7, 2003Assignee: Samsung Electronics Co., Ltd.Inventors: Young Ho Kim, Hoe Sik Chung, Sang Mun Chon, Boo Sup Lee
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Publication number: 20030003388Abstract: A radiation sensitive resin composition containing an alkali soluble resin and a quinonediazide group-containing photosensitizer, in which the photosensitizer comprises a mixture of two or more esters between tetrahydroxybenzophenone and 1,2-naphthoquinonediazidesulfonic acid having different esterification rates. As the photosensitizer, a mixture of photosensitizer A comprising an esterification product from tetrahydroxybenzophenone and 1,2-naphthoquinonediazide-5-sulfonic acid having an average esterification rate of X% (50≦X≦100) and photosensitizer B comprising an esterification product from tetrahydroxybenzophenone and 1,2-naphthoquinonediazide-5-sulfonic acid having an average esterification rate of Y% (25≦Y≦ (X−10)), with the mixing ratio A:B being 10-90:90-10, is preferred.Type: ApplicationFiled: June 25, 2002Publication date: January 2, 2003Inventors: Shuichi Takahashi, Jun Ikemoto, Hidekazu Shioda, Shunji Kawato
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Publication number: 20020182531Abstract: A positive photoresist composition includes (A) an alkali-soluble novolak resin containing 1,2-naphthoquinonediazidosulfonyl groups substituting for part of hydrogen atoms of phenolic hydroxyl groups, (B) an ester of, for example, a compound represented by the following formula with a naphthoquinonediazidosulfonyl compound, and (C) a sensitizer: 1Type: ApplicationFiled: April 1, 2002Publication date: December 5, 2002Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Jyunichi Mizuta, Kouji Yonemura, Akira Katano, Satoshi Niikura, Kousuke Doi
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Patent number: 6475692Abstract: Radiation-sensitive compositions comprise at least one novolak, at least one naphthoquinone diazide derivative and a copolymer; the copolymer consisting of the units A, B and C wherein unit A is present in an amount of 5 to a maximum of 50 mol % and R1 and R4 are selected such that the homopolymer of A is alkali-soluble, B is present in an amount of 20 to 70 mol % and R2, R6 and R7 are selected such that the homopolymer of B has a high glass transition temperature, and C is present in an amount of 10 to 50 mol % and R3 and R5 are selected such that the homopolymer of C is water-soluble and that unit A is different from unit C. Furthermore, the invention describes printing plates produced therefrom.Type: GrantFiled: August 2, 2000Date of Patent: November 5, 2002Assignee: Kodak Polychrome Graphics LLCInventors: Mathias Jarek, Gerhard Hauck
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Publication number: 20020146635Abstract: A positive photosensitive composition showing a difference in solubility in an alkali developer as between an exposed portion and a non-exposed portion, which comprises, as components inducing the difference in solubility,Type: ApplicationFiled: August 23, 2001Publication date: October 10, 2002Applicant: Mitsubishi Chemical CorporationInventors: Hideki Nagasaka, Akihisa Murata
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Publication number: 20020136979Abstract: A positive planographic printing plate precursor comprising a recording layer containing a water-insoluble and alkali-soluble resin, an infrared absorbent and an organic quaternary ammonium salt. A positive planographic printing plate precursor comprising at least two recording layers containing the resin and the infrared absorbent with a coating amount of an upper positive recording layer being in the range of 0.05 to 0.45 g/m2.Type: ApplicationFiled: November 30, 2001Publication date: September 26, 2002Inventors: Hideo Miyake, Akio Oda, Tomoyoshi Mitsumoto, Kaoru Iwato
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Publication number: 20020119394Abstract: The printing plate comprises a rolled and embossed aluminium support whose surface has a coarse structure of pits, on which a fine structure of indents produced by electrochemical roughening is superimposed. The indents have a diameter of from 0.1 to 6 &mgr;m, and the average roughness Ra of the surface of the embossed aluminium support is in the range from 0.63 to 0.82 &mgr;m.Type: ApplicationFiled: December 14, 2001Publication date: August 29, 2002Inventors: Gunter Hultzsch, Klaus Joerg
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Publication number: 20020119390Abstract: Disclosed are a positive photoresist composition including (A) an alkali-soluble resin, (B) a photosensitizer containing a quinonediazide ester of, e.g., bis[2,5-dimethyl-3-(2-hydroxy-5-methylbenzyl)-4-hydroxyphenyl]methane and (C) e.g., 2,6-bis(2,5-dimethyl-4-hydroxybenzyl)-4-methylphenol; and a process including the steps of coating the composition onto a 8 to 12-inch substrate, drying, exposing and developing the same. The composition which can form a pattern having a good shape whose dimensional changes are minimized in a wide range over surface of the substrate, particularly in processes using a large-diameter substrate, and the process for forming a resist pattern using the composition are provided.Type: ApplicationFiled: February 28, 2002Publication date: August 29, 2002Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Takako Suzuki, Sachiko Tamura, Kousuke Doi, Hidekatsu Kohara, Toshimasa Nakayama
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Patent number: 6440646Abstract: A positive resist composition contains (A) a novolak resin having a weight average molecular weight calculated as polystyrene of 2,000-20,000 wherein 2.5-27 mol % of the hydrogen atom of a hydroxyl group is replaced by a 1,2-naphthoquinonediazidosulfonyl group and (B) a low molecular aromatic compound having phenolic hydroxyl groups and 2-20 benzene rings wherein the ratio of the number of phenolic hydroxyl groups to the number of benzene rings is between 0.5 and 2.5. By forming a resist layer on a substrate from the positive resist composition and baking the resist layer at 90-130° C., followed by exposure and development, there is formed a resist pattern having an undercut of desired configuration. Owing to high resolution and improved dimensional control, heat resistance and film retention, the resist pattern lends itself to a lift-off technique.Type: GrantFiled: February 14, 2001Date of Patent: August 27, 2002Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takafumi Ueda, Hideto Kato, Toshihiko Fujii, Miki Kobayashi
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Patent number: 6426173Abstract: The present invention relates to a planographic printing plate employed in the field of offset printing, and more particularly, to a preparation method for a printing plate employing a conventional planographic printing original plate with a novel light source. In this method, an image is formed to a planographic printing original plate, in which at least one photosensitive layer sensitive in the region of 300 nm˜450 nm is provided on a substrate, by scan irradiating the plate with high density energy light in the form of the image, and then performing wet development and a post-treatment. This preparation method for the printing plate is characterized in that the output wavelength of the high density energy light is within the range of 300 nm or more, but less than 370 nm, and the high density energy light is high density energy light of the second or third harmonic obtained from a solid-state semiconductor or a solid-state exited by semiconductor.Type: GrantFiled: September 22, 2000Date of Patent: July 30, 2002Assignee: Kodak Polychrome Graphics LLCInventors: Shinji Shimizu, Yasuhiko Kojima, Koji Oe
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Patent number: 6417317Abstract: A novolak resin precursor is composed of bonded phenolic moieties, one of the hydrogen atoms in the o- or p-positions relative to the hydroxy group of each phenolic moiety is substituted with an alkyl or alkenyl group having 1 to 3 carbon atoms, and the other two hydrogen atoms are bonded through methylene bonds. The content of ortho-ortho bonding is 30 to 70% relative to the number of total methylene bonds and the weight average molecular weight of the precursor is 300 to 10,000. A novolak resin is obtained from this precursor, and a positive photoresist composition comprises this novolak resin. The invention provides a positive photoresist composition that comprises less binuclear compounds, suppresses scum formation, is excellent in terms of definition and coating performance and provides a resist pattern having satisfactory heat resistance.Type: GrantFiled: December 13, 1999Date of Patent: July 9, 2002Assignee: Togyo Ohka Kogyo Co., Ltd.Inventors: Ken Miyagi, Kousuke Doi, Ryuusaku Takahashi, Hidekatsu Kohara, Toshimasa Nakayama
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Publication number: 20020081517Abstract: A lithographic printing plate has a coating which is imaged by heating an area of the coating with an infrared laser and actinically reacting the coating in the heated area with ultraviolet or visible radiation. The coating can be either positive working or negative working and the coating contains an infrared absorber. The imaging time is reduced since the actinic reaction rate is increased at the elevated temperature.Type: ApplicationFiled: December 22, 2000Publication date: June 27, 2002Applicant: Howard A. FromsonInventors: Howard A. Fromson, William J. Rozell
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Publication number: 20020061458Abstract: A positive photoresist composition includes (A) an alkali-soluble resin and (B) a photosensitive ingredient, in which the photosensitive ingredient (B) includes an ester of a compound represented by following Formula (I) with a 1,2-naphthoquinonediazidosulfonyl compound: 1Type: ApplicationFiled: September 12, 2001Publication date: May 23, 2002Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Shinichi Hidesaka, Atsushi Sawano
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Patent number: 6383709Abstract: A positive resist composition which gives improved profile without lowering other properties such as sensitivity and resolution, and comprises an alkali-soluble novolak resin, a quinone diazide type radiation-sensitive agent and N-(n-octylsulfonyloxy)succinimideType: GrantFiled: March 21, 2001Date of Patent: May 7, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Yasunori Uetani, Jun Tomioka, Sang-Ho Lee
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Patent number: 6376150Abstract: An IR- and UV-radiation-sensitive composition comprising a diazo resin, a diazo ester, at least one novolac resin and an IR-ray absorber. A lithographic plate comprising a support coated with the said photosensitive composition.Type: GrantFiled: May 11, 1999Date of Patent: April 23, 2002Assignee: Lastra S.p.A.Inventors: Angelo Bolli, Paolo Peveri, Andrea Tettamanti
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Patent number: 6372403Abstract: A photosensitive resin composition comprising (a) a photosensitizer having in its structure 1,2-diazidonaphthoquinone structure, and a methylene-bridged structure composed of two or more methyl-substituted phenol derivatives, (b) a polymer having both hydroxyl group and carboxyl group, or a combination of a polymer having hydroxyl group and one having carboxyl group, (c) a crosslinking agent capable of crosslinking hydroxyl group and carboxyl group, and (d) a solvent. This composition can form highly transparent films, and, in addition, patterns having high contrast can be obtained when this composition is used as a photoresist.Type: GrantFiled: November 15, 2000Date of Patent: April 16, 2002Assignee: Clariant Finance (BVI) LimitedInventors: Minoru Kurisaki, Takamasa Harada, Takanori Kudo, Takashi Takeda, Junichi Fukuzawa