Polymeric Mixture Patents (Class 430/176)
  • Patent number: 10527935
    Abstract: A patterning process, comprises: (i) forming a radiation-sensitive film on a substrate, wherein the radiation-sensitive film comprises: (a) a resin, (b) a photoacid generator, (c) a first quencher, and (d) a second quencher; (ii) patternwise exposing the radiation-sensitive film to activating radiation; and (iii) contacting the radiation-sensitive film with an alkaline developing solution to form a resist pattern; wherein the resin comprises the following repeat units: wherein: R1 is selected from a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a cyano group or a trifluoromethyl group; Z is a non-hydrogen substituent that provides an acid-labile moiety; n is from 40 to 90 mol %; m is from 10 to 60 mol %; and the total combined content of the two repeat units in the resin is 80 mol % or more based on all repeat units of the resin; and the first quencher is selected from benzotriazole or a derivative thereof.
    Type: Grant
    Filed: December 20, 2017
    Date of Patent: January 7, 2020
    Assignee: Rohm and Haas Electronic Materials LLC
    Inventors: Mitsuru Haga, Shugaku Kushida, Kunio Kainuma, James F. Cameron
  • Patent number: 10423068
    Abstract: Provided are an active-light-sensitive or radiation-sensitive resin composition in which the sensitivity is excellent, and an active-light-sensitive or radiation-sensitive film, a pattern forming method, and a method for manufacturing an electronic device, each using the active-light-sensitive or radiation-sensitive resin composition. The active-light-sensitive or radiation-sensitive resin composition contains a resin (Ab) whose polarity is changed by the action of an acid, and a compound that generates an acid upon irradiation with active light or radiation, in which the resin (Ab) includes a metal ion, and the metal type of the metal ion is at least one of metal types belonging to Groups 1 to 10 and 13 to 16 (here, excluding Mg and Cs).
    Type: Grant
    Filed: March 1, 2017
    Date of Patent: September 24, 2019
    Assignee: FUJIFILM Corporation
    Inventor: Shuji Hirano
  • Patent number: 10353291
    Abstract: A method of forming a photosensitive resin layer including laminating a photosensitive resin layer including a chemically amplified positive-type photosensitive resin composition which includes an acid generator which generates an acid upon light exposure and generates an acid by heating on a metal surface having catalytic activity, a resin whose solubility in alkali increases under the action of an acid, and an organic solvent, on an catalytic activity-containing metal surface of a substrate; and heating the photosensitive resin layer, so that the solubility in alkali of the photosensitive resin layer increases as the layer becomes closer to an interface with the substrate.
    Type: Grant
    Filed: March 10, 2016
    Date of Patent: July 16, 2019
    Assignee: TOKYO OHKA KOGYO CO., LTD.
    Inventors: Eiichi Shimura, Shinji Kumada, Aya Momozawa
  • Patent number: 10228621
    Abstract: In lithography, a composition comprising a novolak resin comprising recurring units derived from a phenolphthalein, Phenol Red, Cresolphthalein, Cresol Red, or Thymolphthalein is used to form a photoresist underlayer film. The underlayer film is strippable in alkaline water, without causing damage to ion-implanted Si substrates or SiO2 substrates.
    Type: Grant
    Filed: June 4, 2014
    Date of Patent: March 12, 2019
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Jun Hatakeyama, Daisuke Kori, Tsutomu Ogihara
  • Patent number: 10221193
    Abstract: Disclosed is a method for the photoinitiated transformation of a transformable reactive substrate. The method includes an initial step in which a protected ketone photoinitiator species which is present in the substrate is deprotected to form the corresponding ketone photoinitiator species for use in a subsequent photoinitiated reaction in the method. The ketone group of the photoinitiator is protected by an unsubstituted 1, 3 dioxolane group. Also disclosed are a composition which may be used in the method, the use of the protected ketone photoinitiator in a photoinitiated reaction, as well as the protected ketone photoinitiators themselves.
    Type: Grant
    Filed: January 17, 2011
    Date of Patent: March 5, 2019
    Assignee: Lintfiled Limited
    Inventors: Robert A. W. Johnstone, Rui Manuel da Silva Loureiro
  • Patent number: 9964851
    Abstract: A method of forming a resist pattern including forming a resist film on a support using a resist composition; subjecting the resist film to exposure; and forming a resist pattern by developing the resist film having undergone the exposure, in which the developing is performed using a developer which contains a basic compound represented by the following formula (1) and tetrabutylammonium hydroxide, and in which the concentration of tetrabutylammonium hydroxide is equal to or greater than 2.5% by mass and less than 2.8% by mass: in which R1 to R4 each independently represent a linear or branched alkyl group, and the total number of carbon atoms contained in each of the alkyl groups represented by R1 to R4 is 4 to 15.
    Type: Grant
    Filed: August 19, 2016
    Date of Patent: May 8, 2018
    Assignee: TOKYO OHKA KOGYO CO., LTD.
    Inventors: Kazufumi Sato, Mitsuo Hagihara, Tomoya Kumagai, Masahito Yahagi, Kenta Suzuki, Takayoshi Mori, Ryoji Watanabe
  • Patent number: 9952505
    Abstract: According to one embodiment, an imprint device includes a holding unit, a mounting unit, a moving unit, a curing unit, a pressing portion, and a detecting portion. The holding unit holds template having a pattern portion pressed onto a transfer portion provided on a substrate. The mounting unit mounts the substrate. The moving unit is provided on at least either the holding unit or the mounting unit. The moving unit moves the holding unit and the mounting unit in directions approaching each other or directions away from each other. The curing unit cures the transfer portion onto which the pattern portion of the template is pressed. The pressing portion pushes the template pressed onto the transfer portion in a direction intersecting a pressing direction of the template. The detecting portion detects a position of the template pushed by the pressing portion.
    Type: Grant
    Filed: September 9, 2014
    Date of Patent: April 24, 2018
    Assignee: TOSHIBA MEMORY CORPORATION
    Inventors: Yosuke Okamoto, Nobuhiro Komine, Kazuhiro Segawa, Manabu Takakuwa, Kentaro Kasa
  • Patent number: 9632410
    Abstract: There is provided an actinic ray-sensitive or radiation-sensitive resin composition containing: a resin (A) containing a repeating unit represented by a specific formula (1), and an ionic compound (B) represented by a specific formula (2), a resist film formed by using the actinic ray-sensitive or radiation-sensitive resin composition, a pattern forming method including: (a) a step of forming the resist film, (b) a step of exposing the film, and (c) a step of developing the exposed film using a developer to form a pattern.
    Type: Grant
    Filed: September 29, 2015
    Date of Patent: April 25, 2017
    Assignee: FUJIFILM Corporation
    Inventors: Shuhei Yamaguchi, Toru Tsuchihashi, Tomotaka Tsuchimura
  • Patent number: 9550909
    Abstract: A slurry composition, including: a polyvinyl acetal resin; a ceramic powder; and an organic solvent. The polyvinyl acetal resin has a degree of polymerization of from 200 to 6000, a content percentage of vinylester unit of from 0.01 to 30 mol %, and a degree of acetalization of from 55 to 83 mol %.
    Type: Grant
    Filed: October 13, 2015
    Date of Patent: January 24, 2017
    Assignee: KURARAY CO., LTD.
    Inventor: Yuhi Shimazumi
  • Patent number: 9372403
    Abstract: A chemically amplified photosensitive resin composition including a compound represented by formula (1) and/or formula (4), a resin having an acid-dissociative dissolution-controlling group whose solubility in alkali increases under the action of an acid or an alkali-soluble resin, a photoacid generator, and an organic solvent, in which the solid concentration is 40% by mass to 65% by mass. R1, R2, and R3 independently represent a hydrogen atom or an alkyl group, R4 represents a group represented by formula (2) or (3), and R5 and R6 represent a monovalent hydrocarbon group which may have a substituent.
    Type: Grant
    Filed: August 4, 2014
    Date of Patent: June 21, 2016
    Assignee: TOKYO OHKA KOGYO CO., LTD.
    Inventors: Makiko Irie, Shota Katayama
  • Patent number: 9273209
    Abstract: A siloxane composition and a method of producing the same. The composition comprises a siloxane prepolymer with a backbone exhibiting a group which is capable of being deprotonated in an aqueous base solution. Further, there are reactive functional groups, which are capable of reacting during thermal or radiation initiated curing. The siloxane is cross-linked during condensation polymerization to increase molecular weight thereof. The composition can be used in high-resolution negative tone lithographic fabrication processes where a water based developer system is applied in the development step of the lithography process.
    Type: Grant
    Filed: November 28, 2008
    Date of Patent: March 1, 2016
    Assignee: Braggone Oy
    Inventors: Ari Kärkkäinen, Milja Hannu-Kuure, Sacha Legrand, Admir Hadzic, Graeme Gordon
  • Patent number: 9238750
    Abstract: A primer-less coating composition for facestock comprises: a binder being a water-dispersible polymer; an ethylenically unsaturated compound which is aqueous-dispersible and miscible with or bonded to said water-dispersible polymer, wherein said ethylenically unsaturated compound is able to form a covalent bond with an ink; and a crosslinker, wherein said crosslinker is suitable for binding the coating to the facestock. The coating composition may be applied to a substrate to form a printable film. A printed film in accordance with the invention may be used in a label, for example for use on a container such as a bottle.
    Type: Grant
    Filed: March 27, 2012
    Date of Patent: January 19, 2016
    Assignee: INNOVIA FILMS LIMITED
    Inventors: Alastair Hugh Servante, Simon James Read
  • Patent number: 9223219
    Abstract: Provided is a pattern forming method comprising (i) a step of forming a film from an actinic ray-sensitive or radiation-sensitive resin composition, (ii) a step of exposing the film, and (iii) a step of developing the exposed film by using an organic solvent-containing developer, wherein the actinic ray-sensitive or radiation-sensitive resin composition comprises (A) a resin capable of decreasing the solubility for an organic solvent-containing developer by the action of an acid, (B) a compound capable of generating an acid upon irradiation with an actinic ray or radiation, (D) a solvent, and (G) a compound having at least either one of a fluorine atom and a silicon atom and having basicity or being capable of increasing the basicity by the action of an acid.
    Type: Grant
    Filed: January 7, 2011
    Date of Patent: December 29, 2015
    Assignee: FUJIFILM Corporation
    Inventors: Yuichiro Enomoto, Shinji Tarutani, Sou Kamimura, Kaoru Iwato, Keita Kato, Akinori Shibuya
  • Patent number: 9176380
    Abstract: The present invention includes a composition comprising an alkyne-based substrate, an azide-based substrate, a Cu(II) salt and a photoinducible reducing agent. The present invention further includes a method of immobilizing a chemical structure in a given pattern onto a section of the surface of a solid substrate, using the photoinducible Cu(I)-catalyzed azide-alkyne cycloaddition Click reaction.
    Type: Grant
    Filed: November 28, 2011
    Date of Patent: November 3, 2015
    Assignee: The Regents of the University of Colorado, a body corporate
    Inventors: Christopher Bowman, Brian A. Adzima, Christopher J. Kloxin
  • Patent number: 9012126
    Abstract: The invention relates to a novel positive working photosensitive composition having: at least one photoacid generator; at least one novolak polymer; at least one polymer, having a polymer backbone, said polymer comprising a structure of the following formula: wherein R1-R5 are, independently, —H or —CH3, A is a linear or branched C1-C10 alkylene group, B is a C1-C12 alkyl or alicyclic group, D is a linking group that may be a chemical bond, a carboxylate group, wherein the carbonyl carbon is bonded to the polymer backbone, or a —COOCH2— group, wherein the carbonyl carbon is bonded to the polymer backbone, Ar is a substituted or unsubstituted aromatic group or heteroaromatic group, E is a linear or branched C2-C10 alkylene group, G is an acid cleavable group. The invention further relates to a process for using the novel composition for forming an image.
    Type: Grant
    Filed: June 15, 2012
    Date of Patent: April 21, 2015
    Assignee: AZ Electronic Materials (Luxembourg) S.A.R.L.
    Inventors: Weihong Liu, PingHung Lu, Chunwei Chen, Stephen Meyer, Medhat Toukhy, SookMee Lai
  • Patent number: 7935776
    Abstract: The present invention relates to a radiation curable and developable polyurethane which is characterized by having a carboxy group in its main chain and a acryloyl group in its side chain and comprising the following repeat units (I), (II), and (II) in a random arrangement: wherein R1, R2, R3, R4, and T are defined in the specification. The polyurethane has a weight molecular weight measured by GPC in a range of from 3,000 to 400,000; an acid value in a range of from 5 to 120 mgKOH/g. The present invention also relates to a radiation curable and developable composition containing the polyurethane.
    Type: Grant
    Filed: March 20, 2008
    Date of Patent: May 3, 2011
    Assignee: AGI Corporation
    Inventors: Wei Hsiang Huang, Ying Jen Chen, Jui Ming Chang, Chun Hung Kuo, Hong Ye Lin, Li Chung Chang
  • Patent number: 7887994
    Abstract: Disclosed herein is a photoresist composition suitable for coating onto a large substrate and having improved coating uniformity to prevent occurrence of stains, a coating method thereof, a method of forming an organic film pattern using the same, and a display device fabricated thereby. The present invention thus provides a photoresist composition comprising a polymeric resin with an incorporated polysiloxane resin, a photosensitive compound, and an organic solvent. Accordingly, the photoresist composition can be coated onto a large substrate by a spinless coating method, and thereby coating uniformity can be improved, the occurrence of stains such as cumulous stains and resin streaks can be prevented, and the coating rate and quality of a final product prepared using the photoresist composition can also thereby be enhanced.
    Type: Grant
    Filed: February 1, 2008
    Date of Patent: February 15, 2011
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Yeong Beom Lee, Kyung Seop Kim, Jun Young Lee, Sung Wook Kang
  • Patent number: 7682771
    Abstract: In one aspect, the invention provides a fluorochemical composition comprising a mixture of: a fluorochemical selected from the formula: wherein RF is a fluorinated group having the formula: Rf—W—, wherein Rf is a perfluoroalkyl or perfluoropolyether group and W is a divalent linking group; PI is a monovalent pendant organic moiety comprising benzophenone, substituted benzophenone, acetophenone, or substituted acetophenone groups; R is H, CH3, or F; Rh is lower alkyl selected from the group consisting of linear or branched alkyl groups having from 1 to about 8 carbon atoms, cycloalkyl-containing alkyl groups having from 4 to about 8 carbon atoms, and cycloalkyl groups having from 3 to about 8 carbon atoms, all optionally containing catenated O or N atoms; m is at least 2; n is at least 1; q is zero or greater; and a hydrofluoroether.
    Type: Grant
    Filed: December 23, 2005
    Date of Patent: March 23, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Junkang J. Liu, Mark J. Pellerite, George G. I. Moore, Michael A. Semonick
  • Patent number: 7507518
    Abstract: The present invention relates to a positive photosensitive resin precursor composition which exhibits good storage stability after exposure. A photosensitive resin precursor composition comprises (a) a polymer essentially composed of a structural unit expressed by formula (1); (b) at least two photo acid generators; and (c) a compound having an alkoxymethyl group: wherein R1 represents an organic group with a valence of 2 to 8, having at least two carbon atoms; R2 represents an organic group with a valence of 2 to 6, having at least two carbon atoms; R3 represents hydrogen or an organic group having a carbon number in the range of 1 to 20; n represents a number ranging from 10 to 100,000; m represents an integer in the range of 0 to 2; and p and q represent integers in the range of 0 to 4 and satisfy p+q>0.
    Type: Grant
    Filed: July 7, 2004
    Date of Patent: March 24, 2009
    Assignee: Toray Industries, Inc.
    Inventors: Yoji Fujita, Tomoyuki Yuba, Mitsuhito Suwa
  • Patent number: 7455948
    Abstract: This invention relates to a positive photosensitive resin composition allowing development with an alkaline aqueous solution and excellent in resolution, photosensitivity and pattern form even if the film formed from the resin is thick. Furthermore, this invention relates to a photosensitive resin composition comprising (a) a polymer having one or more phenolic hydroxyl groups, (b) a compound having a phenolic hydroxyl group and containing only one group selected from a methylol group and alkoxymethyl group, and (c) a photo acid generator.
    Type: Grant
    Filed: November 16, 2005
    Date of Patent: November 25, 2008
    Assignee: Toray Industries, Inc.
    Inventors: Ryuichiro Taniguchi, Tomoyuki Yuba, Masao Tomikawa
  • Patent number: 7410747
    Abstract: A positive resist composition satisfying high sensitivity, high resolution and good line edge roughness at the same time, and a pattern forming method using the composition, are provided, which is a positive resist composition comprising (A) a resin of which solubility in an alkali developer increases under the action of an acid, the resin containing a repeating unit having a specific styrene skeleton and a repeating unit having a specific ring structure, and (B) a compound of generating an acid upon irradiation with actinic rays or radiation; and a pattern forming method using the composition.
    Type: Grant
    Filed: September 26, 2005
    Date of Patent: August 12, 2008
    Assignee: FUJIFILM Corporation
    Inventor: Tomoya Sasaki
  • Patent number: 7316892
    Abstract: Disclosed is a process of preparing a planographic printing plate from a light sensitive planographic printing plate material comprising a hydrophilic support and provided thereon, an image formation layer containing (A) a polymerization initiator selected from a hexaarylbisimidazole compound and a diazo resin, and (B) an alkali soluble resin with an acid value of 5 to 200 having an acryloyl group or a methacryloyl group, the alkali soluble resin being obtained by reacting a vinyl copolymer having a monomer unit derived from acrylic acid or methacrylic acid with an epoxy compound having an acryloyl group or a methacryloyl group in the molecule, and, the process comprising the steps of imagewise exposing the light sensitive planographic printing plate material to ultraviolet laser, and removing an image formation layer at non-exposed portions with an aqueous alkali solution to form an image.
    Type: Grant
    Filed: March 10, 2005
    Date of Patent: January 8, 2008
    Assignee: Konica Minolta Medical & Graphic Inc.
    Inventors: Yasuhiko Takamuki, Toshiyuki Matsumura
  • Patent number: 7303849
    Abstract: A planographic printing plate precursor comprises a support and two or more positive recording layers which are formed on the support, contain a resin and an infrared absorbing agent and exhibit an increase in solubility in an aqueous alkali solution by exposure to infrared laser light, wherein the positive recording layer closest to the support among these two or more positive recording layers contains at least two types of resins among which at least one type forms a dispersion phase. It is preferable that the dispersion phase be formed of (1) a high-polymer compound incompatible with a high-polymer matrix or (2) a granular polymer selected from a microcapsule and a latex, and contains an infrared absorbing agent and an acid generator.
    Type: Grant
    Filed: February 28, 2005
    Date of Patent: December 4, 2007
    Assignee: FUJIFILM Corporation
    Inventor: Hiroshi Tashiro
  • Patent number: 7279263
    Abstract: A positive-working radiation-sensitive composition for use with a radiation source comprises one or more polymers capable of being eluted in an alkaline aqueous solution and a development-enhancing compound. The invention provides a positive-working photosensitive composition of good sensitivity for use with one or both of ultra-violet radiation and an infrared laser radiation source. The composition is stable in its state before exposure and has an excellent handling property. The sensitivity of a radiation-sensitive coating based on the composition of this invention is increased without compromising the handling characteristics. Radiation-sensitive elements based on the composition of the invention have good development latitude. A positive-working lithographic printing precursor is based on the radiation-sensitive composition coated on a hydrophilic surface.
    Type: Grant
    Filed: June 20, 2005
    Date of Patent: October 9, 2007
    Assignee: Kodak Graphic Communications Canada Company
    Inventor: Jonathan W. Goodin
  • Patent number: 7255972
    Abstract: A photosensitive resin composition suitable for forming a thick film and an ultra-thick film used for forming a thick resist pattern used in the process of forming a magnetic pole on a magnetic head and a bump, which comprises (A) an alkali soluble novolak resin, (B) an alkali soluble acrylic resin, (C) an acetal compound, and (D) an acid generator.
    Type: Grant
    Filed: October 16, 2003
    Date of Patent: August 14, 2007
    Assignee: AZ Electronic Materials USA Corp.
    Inventors: Yoshinori Nishiwaki, Toshimichi Makii
  • Patent number: 7226715
    Abstract: The invention provides a negative image recording material comprising: a support and an image recording layer disposed on the support, the image recording layer comprising an amide-acid compound containing a carboxyl group and an amide group expressed by the following General Formula (1): wherein L11 represents a hydrogen atom or a hydrocarbon group having 30 or fewer carbon atoms which may have a substituent; and wherein the amide-acid compound is insolubilized by a thermal ring-closure reaction between the carboxyl group and the amide group. The invention further provides a negative image recording material comprising a support, an image recording layer disposed on the support, the image recording layer containing a polymerization initiator and a polymerizable compound, and an overcoat layer disposed on the image recording layer, the overcoat layer containing the amide-acid compound expressed by the General Formula (1).
    Type: Grant
    Filed: December 31, 2002
    Date of Patent: June 5, 2007
    Assignee: Fujifilm Corporation
    Inventor: Keitaro Aoshima
  • Patent number: 7220530
    Abstract: Disclosed is a light sensitive planographic printing plate material comprising a hydrophilic support and provided thereon, a light sensitve layer containing (A) an infrared absorbing dye, (B) a radical generating agent, and (C) a radically polymerizable compound, the light sensitve layer being an outermost layer, wherein the radical generating agent is selected from the group consisting of a sulfonium salt, a iodonium salt and a diazonium salt, and the radically polymerizable compound is a radically polymerizable oxirane compound having an oxirane ring in the molecule.
    Type: Grant
    Filed: February 9, 2005
    Date of Patent: May 22, 2007
    Assignee: Konica Minolta Medical & Graphic, Inc.
    Inventor: Toshiyuki Matsumura
  • Patent number: 7205083
    Abstract: A recording material comprises, on a support, a recording layer including a diazo compound, a coupler compound that can react with the diazo compound to form a color, and a metal salt, wherein the coupler compound is represented by the general formula (1): General Formula (1) wherein R1, R2, R3, and R4 each independently represent a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, or an amino group; R5, R6, R7, R8, and R9 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, an acyl group, a carbamoyl group, an acylamino group, a sulfamoyl group, a sulfonamide group, a cyano group, or a nitro group; and X represents an oxygen atom or a sulfur atom.
    Type: Grant
    Filed: October 23, 2003
    Date of Patent: April 17, 2007
    Assignee: Fujifilm Corporation
    Inventors: Yohsuke Takeuchi, Yoshimitsu Arai, Naoto Yanagihara
  • Patent number: 7189488
    Abstract: A polyimide precursor in accordance with the present invention contains amide acid ester units, either imide units or amide acid units, and fluorine atoms bonded to some of these structural units. A polyimide precursor resin composition in accordance with the present invention contains either such a polyimide precursor or resins separately containing the structural units. Polyimide precursors in accordance with the present invention and resin compositions based on the same therefore have excellent properties and are suitably used in particular to form a particular pattern and for other purposes by impart photosensitivity to them.
    Type: Grant
    Filed: December 10, 2002
    Date of Patent: March 13, 2007
    Assignee: Kaneka Corporation
    Inventors: Toshio Yamanaka, Koji Okada, Kaoru Takagahara
  • Patent number: 7172847
    Abstract: The present invention provides a planographic printing plate precursor comprising a substrate and a negative image recording layer provided on the substrate containing: a compound that generates a radical or an acid by light or heat; a polymerizable compound or a crosslinking compound; and an infrared ray absorbing agent, wherein a dynamic friction coefficient of the outermost surface of the planographic printing plate precursor, at the side of the negative image recording layer being provided toward an inserting paper inserted into between the planographic printing plate precursors when the planographic printing plate precursors are laminated, is within a range from 0.2 to 0.7, as well as a planographic printing plate precursor laminate comprising the pluralty of the planographic printing plate precursors and inserting paper.
    Type: Grant
    Filed: March 28, 2003
    Date of Patent: February 6, 2007
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Takahiro Goto
  • Patent number: 7147991
    Abstract: Disclosed is a process of preparing a planographic printing plate from a light sensitive planographic printing plate material comprising a hydrophilic support and provided thereon, an image formation layer containing (a) an alkali soluble resin with an acid value of 5 to 200 having an acryloyl group or a methacryloyl group, the alkali soluble resin being obtained by reacting a vinyl copolymer having a monomer unit derived from acrylic acid or methacrylic acid with an epoxy compound having an acryloyl group or a methacryloyl group in the molecule, and (b) a diazo resin, the process comprising the steps of imagewise exposing the light sensitive planographic printing plate material to ultraviolet light using an exposure device comprising a digital mirror device (DMD), and removing an image formation layer at non-exposed portions with an aqueous alkali solution to form an image.
    Type: Grant
    Filed: February 24, 2005
    Date of Patent: December 12, 2006
    Assignee: Konica Minolta Medical & Graphic, Inc.
    Inventor: Toshiyuki Matsumura
  • Patent number: 7118844
    Abstract: A diazonium salt represented by the following general formula (1) and a thermal recording material using the diazonium salt: General Formula (1) wherein R1 and R2 each independently represents an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group or a carbamoyl group, and R1 and R2 may be linked each other to form a ring; and R3 to R6 each independently represents a hydrogen atom, a hydroxyl group, a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group or a diazonio group, and at least one of R3, R4, R5 and R6 represents the diazonio group.
    Type: Grant
    Filed: September 3, 2003
    Date of Patent: October 10, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akinori Fujita, Kimiatsu Nomura, Yoshihiro Jimbo, Hisato Nagase, Toshihide Aoshima, Yasuhiro Mitamura, Tatsuo Kawabuchi
  • Patent number: 7108951
    Abstract: The photosensitive resin composition comprising: (A) a resin containing (A1) a repeating unit having at least two groups represented by the specific general formula; and (B) a compound capable of generating an acid by the action with one of an actinic ray and a radiation.
    Type: Grant
    Filed: February 26, 2003
    Date of Patent: September 19, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tomoya Sasaki, Kazuyoshi Mizutani, Shinichi Kanna
  • Patent number: 7090957
    Abstract: The present invention provides a polymerizable composition comprising (A) a compound including a polymerizable unsaturated group and (B) a macromolecular compound including, at a side chain thereof, a structure represented by the following general formula (I). The present invention also provides a negative type planographic printing plate precursor responsive to an infrared laser, the precursor being superior in recording sensitivity and printing durability and using the polymerizable compound as a recording layer. General Formula (I) Z?M+ wherein Z? represents COCOO?, COO?, SO3? or SO2—N?—R where R represents a monovalent organic group and M30 represents an onium cation.
    Type: Grant
    Filed: September 10, 2003
    Date of Patent: August 15, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazuto Shimada, Takahiro Goto
  • Patent number: 7063934
    Abstract: A negative photoresist composition is used for the formation of thick films and includes (A) a novolak resin, (B) a plasticizer, (C) a crosslinking agent and (D) an acid generator. The composition is applied onto a substrate and thereby yields a photoresist film 5 to 100 ?m thick. Likewise, the composition is applied onto a substrate of an electronic part, is patterned, is plated and thereby yields a bump.
    Type: Grant
    Filed: May 20, 2002
    Date of Patent: June 20, 2006
    Assignee: Toyko Ohka Kogyo Co., Ltd.
    Inventors: Koji Saito, Kouichi Misumi, Toshiki Okui, Hiroshi Komano
  • Patent number: 7060409
    Abstract: Imageable elements with improved dot stability are disclosed. The imageable elements comprise a layer of an imageable composition over a support. The imageable composition comprises an infrared absorbing compound, an acid generator, an acid activatable crosslinking agent, a polymeric binder, and about 0.01 wt % to 1 wt % of an added onium compound. The elements may be thermally imaged and developed to produce images useful as lithographic printing plates.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: June 13, 2006
    Assignee: Eastman Kodak Company
    Inventors: Ting Tao, Jeffrey James Collins, Thomas Jordan, Scott A. Beckley
  • Patent number: 7056639
    Abstract: The present invention provides an imageable composition including an acid curable composition, an acid generator, an infrared absorber having a counter anion derived from a non-volatile acid, and a strong acid such as a sulfonic acid. The imageable composition may include components such as a crosslinkable binder or a colorant. In one embodiment, the imageable composition further includes a colorant having a counter anion derived from a non-volatile acid. The present invention further provides an imageable element, which includes a substrate and an imageable coating on a surface of the substrate. Also provided is method of producing an imaged element according to the invention.
    Type: Grant
    Filed: August 20, 2004
    Date of Patent: June 6, 2006
    Assignee: Eastman Kodak Company
    Inventors: Eiji Hayakawa, Jianbing Huang, Thomas R. Jordan, Yasushi Miyamoto, Jeffrey J. Collins, Neil F. Haley, John Kalamen
  • Patent number: 7049043
    Abstract: The invention provides a photosensitive composition including (A) a vinyl polymer containing a copolymerization component having a carboxyl group, having a content of the carboxyl group in a molecule of 2.0 meq/g or higher and having a solubility parameter less than 21.3 MPa1/2, (B) a polymer compound including a phenolic hydroxyl group, and (C) an IR absorber.
    Type: Grant
    Filed: May 28, 2003
    Date of Patent: May 23, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Ippei Nakamura, Ikuo Kawauchi, Takeshi Serikawa, Mitsumasa Tsuchiya
  • Patent number: 6953649
    Abstract: The invention concerns a novel photosensitive composition for photoresist and a system comprising a substrate and a photoresist obtained from said novel composition. The photosensitive composition for photoresist comprises a copolymer with hydrophobic blocks whereof at least one block is an hydrophobic block capable of generating a hydrophilic block and comprising at its end a group selected among dithioesters, thioesters-thiones, dithiocarbamates and xanthates, and a photoactive compound capable of generating under the effect of a radiation an active species reacting with the hydrophobic block to generate the hydrophilic block.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: October 11, 2005
    Assignee: Rhodia Chimie
    Inventors: Evelyne Prat, Mathias Destarac
  • Patent number: 6939658
    Abstract: A lithographic printing plate precursor comprising a support having a hydrophilic surface having provided thereon an image-forming layer containing a hydrophobic high molecular compound having at least either a functional group represented by formula (1) or a functional group represented by formula (2): wherein X+ represents an iodonium ion, a sulfonium ion or a diazonium ion.
    Type: Grant
    Filed: December 5, 2003
    Date of Patent: September 6, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hidekazu Oohashi, Kazuto Shimada
  • Patent number: 6933093
    Abstract: The invention relates to a composition, which is primarily energy sensitive in the near infrared and infrared region, and which comprises a dual polymer system, an infrared absorbing material that absorbs at the desired wavelength, an acid generating compound, and, optionally, an acid stabilizing compound. The composition may be applied to the proper substrate and is useful to provide offset lithographic printing plates, color proofing film or photoresist.
    Type: Grant
    Filed: September 21, 1999
    Date of Patent: August 23, 2005
    Assignee: IBF Industria Brasileira De Filmes S/A
    Inventors: Andre Luiz Arias, Luiz Nei Arias, Marjorie Arias, Mario Italo Provenzano
  • Patent number: 6921620
    Abstract: The present invention provides an imageable composition, which includes an acid curable composition, an acid generator, a colorant having a counter anion derived from a non-volatile acid, and further optionally, an infrared absorber or photothermal converter material. 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. Also provided is method of producing an imaged element according to the present invention.
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: July 26, 2005
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Eiji Hayakawa, Jianbing Huang, Thomas Jordan, Yasushi Miyamoto, Jeffrey Collins
  • Patent number: 6911291
    Abstract: The invention relates to a recording material having a dimensionally stable, two-dimensional support, preferably an aluminium support, and a negative-working, radiation-sensitive layer which comprises a diazonium salt, a polymeric binder and a sulphobetaine. In addition, the layer may also comprise a polymerizable monomer or oligomer and a photopolymerization initiator. The front of the recording material may be matted or pigmented, and the back may be coated with an organic polymeric material. The sulphobetaine improves the solubility of the diazonium salts in aqueous-alkaline developers without reducing the resistance of the offset printing plates produced from the recording material.
    Type: Grant
    Filed: December 14, 2001
    Date of Patent: June 28, 2005
    Assignee: Agfa-Gevaert
    Inventors: Michael Dörr, Andreas Elsässer
  • Patent number: 6861196
    Abstract: The present invention includes an imageable element, which can be: (a) an imageable element comprising an imaging layer which comprises: an aromatic diazonium salt containing compound having an alkoxy substituent and an aromatic diazonium salt containing compound free of an alkoxy substituent; a polyvinyl acetal binder; and a sheet substrate; or (b) an imageable element comprising an imaging layer which comprises: an aromatic diazonium salt containing compound having an alkoxy substituent and an aromatic diazonium salt containing compound free of an alkoxy substituent; and a sheet substrate. The imaging layer includes a total aromatic diazonium salt containing compound content of at least 10 weight percent. The molar ratio of the aromatic diazonium salt containing compound having an alkoxy substituent to the aromatic diazonium salt containing compound that is free of an alkoxy substituent is from about 1.0:1 to 70:1. Upon imagewise exposure and development, an imaged element is obtained.
    Type: Grant
    Filed: September 17, 2003
    Date of Patent: March 1, 2005
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Stephan J. Platzer, Maria T. Sypek, Paul Perron, Harald Baumann, Melinda Alden
  • Patent number: 6838222
    Abstract: A photopolymerizable composition that is cured with visible light or an infrared laser and is used as a recording layer in a negative planographic printing plate precursor. The photopolymerizable composition is cured by exposure and includes (A) a polymerizable compound that is solid at 25° C. and has at least one radical-polymerizable ethylenically unsaturated double bond in a molecule, (B) a radical polymerization initiator, (C) a binder polymer and, as required, (D) a compound generating heat by infrared exposure.
    Type: Grant
    Filed: February 14, 2002
    Date of Patent: January 4, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keitaro Aoshima, Kazuhiro Fujimaki
  • Patent number: 6830872
    Abstract: Disclosed is planographic printing plate precursor comprising a support having disposed thereon an image forming layer containing a fluorine macromolecular compound having a structural unit derived from a monomer represented by the following general formula (I). In the general formula (I), R0 represents a hydrogen atom, a methyl group, a cyano group or a halogen atom. X represents a single bond or a divalent connecting group. R1 to R6 each independently represent a hydrogen atom, an alkyl group, a fluorine atom or an alkyl group in which at least one hydrogen atom is substituted with a fluorine atom. Further, at least one of R1 to R6 represents a fluorine atom or an alkyl group in which at least one hydrogen atom is substituted with a fluorine atom.
    Type: Grant
    Filed: September 20, 2002
    Date of Patent: December 14, 2004
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazuyoshi Mizutani, Shiro Tan
  • Publication number: 20040241569
    Abstract: A chemically-amplified resist composition is disclosed, which comprises a polymer of formula (I) below: 1
    Type: Application
    Filed: May 28, 2003
    Publication date: December 2, 2004
    Applicant: Everlight USA, Inc.
    Inventors: Chi-Sheng Chen, Chan-Chan Tsai, Bin Jian, Hsin-Ming Liao
  • Patent number: 6824947
    Abstract: 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: Grant
    Filed: February 19, 2003
    Date of Patent: November 30, 2004
    Assignee: Kodak Polychrome Graphics, LLC
    Inventors: Yasuhiro Ishizuka, Yasuhiko Kojima
  • Patent number: 6824946
    Abstract: A lithographic printing plate precursor comprising a support having a hydrophilic surface having provided thereon an image-forming layer containing a hydrophobic high molecular compound having at least either a functional group represented by formula (1) or a functional group represented by formula (2): wherein X+ represents an iodonium ion, a sulfonium ion or a diazonium ion.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: November 30, 2004
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hidekazu Oohashi, Kazuto Shimada
  • Patent number: RE40728
    Abstract: The invention is a curable cyclobutarene based polymer comprising acid functional pendant groups. The cured polymer displays excellent qualities of toughness, adhesion, dielectric constant, and low stress. The preferred system is soluble in an aqueous base and can be used to generate patterned films with excellent resolution without the need to handle organic developer solvents.
    Type: Grant
    Filed: March 24, 2004
    Date of Patent: June 9, 2009
    Inventors: Ying H. So, Robert A. DeVries, Mitchell G. Dibbs, Robert L. McGee, Edward O. Shaffer, II, Michael J. Radler, Richard P. DeCaire