Diazonium Salt With Anion Specified Patents (Class 430/163)
  • Patent number: 11241659
    Abstract: Provided is a method for preparing a gas separation membrane, the method including forming a porous layer by coating a hydrophilic polymer solution on a porous substrate; and forming an active layer by coating a composition for forming an active layer including a polymer of Chemical Formula 1 on the porous layer, wherein in Chemical Formula 1, n is the number of a repeating unit, and is an integer of 500 to 3,000, and R1 to R5 are the same as or different from each other, and each independently is hydrogen, an alkyl group, or —(C?O)R6, and R6 is an alkyl group, wherein the polymer of Chemical Formula 1 is included in an amount from 1% by weight to 5% by weight based on the composition for forming an active layer, and a gas separation membrane prepared using the same.
    Type: Grant
    Filed: November 7, 2018
    Date of Patent: February 8, 2022
    Assignee: LG CHEM, LTD.
    Inventors: Byoungsoo Lee, Sora Bang, Chong Kyu Shin, Keun Won Song, Hyungbae Gil
  • Patent number: 7314698
    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): Z?M+??General formula (I) wherein Z? represents COCOO?, COO?, SO3?, or SO2—N?—R where R represents a monovalent organic group and M+ represents an onium cation. 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.
    Type: Grant
    Filed: February 10, 2006
    Date of Patent: January 1, 2008
    Assignee: FUJIFILM Corporation
    Inventors: Kazuto Shimada, Takahiro Goto
  • Patent number: 7300880
    Abstract: A method of forming a fine pattern by a tri-layer resist process to overcome a bi-layer resist process is disclosed. When a fine pattern is formed using a silicon photoresist, a gas protection film is coated on a photoresist to prevent exhaustion of silicon gas generated from the photoresist in light examination of high energy. As a result, lens of exposure equipment may be prevented from being contaminated.
    Type: Grant
    Filed: November 21, 2003
    Date of Patent: November 27, 2007
    Assignee: Hynix Semiconductor Inc.
    Inventors: Young Sun Hwang, Jae Chang Jung
  • 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: 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: 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: 6927007
    Abstract: A heat-sensitive recording material including a substrate having disposed thereon a heat-sensitive recording layer containing a diazo compound and a coupler compound capable of reacting with the diazo compound to develop color, wherein the coupler compound includes at least one of anilide derivatives represented by the following formula (1) or tautomers thereof: wherein R1 represents an alkyl group or an aryl group; R2, R3 and R4 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an acyl group, an alkoxy group, an alkoxycarbonyl group, a hydroxycarbonyl group, an aminocarbonyl group, an acylamino group, a cyano group, a nitro group, an arylthio group or an alkylthio group; L represents a group which can leave upon coupling with the diazo compound; m represents 1 or 2; and n represents 1 or 2.
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: August 9, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yohsuke Takeuchi, Akinori Fujita, Daisuke Arioka, Tetsunori Matsushita
  • Patent number: 6893795
    Abstract: A positive working lithographic printing plate precursor comprising a lower layer containing a water-insoluble and alkali-soluble resin, and an upper heat-sensitive layer containing a water-insoluble and alkali-soluble resin and an infrared absorbing dye and increasing the solubility in an alkaline aqueous solution by heating, provided in this order on a hydrophilic support, and (a) the upper heat-sensitive layer containing at least two kinds of surface active agents, or (b) the lower layer and upper heat-sensitive layer each containing a surface active agent different from each other.
    Type: Grant
    Filed: July 9, 2002
    Date of Patent: May 17, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Ikuo Kawauchi, Akio Oda, Hideo Miyake
  • Patent number: 6875551
    Abstract: A heat-sensitive recording material including a substrate and a heat-sensitive recording layer containing a diazonium salt and a coupler, the heat-sensitive recording layer being disposed on or over the substrate, wherein the diazonium salt is a compound represented by the following general formula (1):
    Type: Grant
    Filed: August 20, 2003
    Date of Patent: April 5, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshihiro Jimbo, Hisato Nagase, Yasuhiro Mitamura
  • Patent number: 6864032
    Abstract: The present invention provides a method for forming an azo colorant by reaction of a diazo compound and a coupler. The coupler has a leaving group at the coupling position thereof, such that a coupling reaction rate is faster than it would be if the coupler did not have the leaving group. The coupling reaction rate constant k is preferably 0.1 (s?1) or more.
    Type: Grant
    Filed: April 18, 2001
    Date of Patent: March 8, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisao Yamada, Mitsuyuki Tsurumi, Kazunori Nigorikawa
  • Patent number: 6844139
    Abstract: Methods for forming images are disclosed. The images are formed by imaging and developing an imageable element comprising a layer of an imageable composition over a substrate. The imageable composition contains a polymeric binder, an acid activatable crosslinking agent, and an acid generator of the structure: in which: Y is hydrogen, halo, alkyl, diphenylamino, phenylthio, or (CH2)kSO3? in which k is 1 to 4; R1, R2, R3, and R4, are each independently hydrogen or SO3? with the proviso that the anion has two to four SO3? groups; Z1 and Z2 are each independently a benzo group or a naphtho group; Z3 is two hydrogen atoms, a cyclohexene residue or a cyclopentene residue; X1 and X2 are each independently S, O, NH, CH2, or CMe2; Q? is an onium cation; n is 1 to 4; and m is 1 to 3, with the proviso that m is 1 when the anion has two SO3? groups; m is 2 when the anion has three SO3? groups; and m is 3 when the anion has four SO3? groups.
    Type: Grant
    Filed: January 3, 2003
    Date of Patent: January 18, 2005
    Inventors: Ting Tao, Jeffrey James Collins, Thomas Jordan
  • 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: 6787281
    Abstract: An acid generating agent useful for imaging photosensitive elements selected from compounds of formulae (I), (II) and (III). wherein R1 is selected from the group consisting of an unsubstituted and substituted hydrocarbon or aryl group; wherein X is selected from the group consisting of oxygen, sulfur and selenium; wherein Y is selected from the group consisting of sulfur, selenium and tellurium; wherein Ar1 is selected from the group consisting of an unsubstituted and substituted aryl group; wherein R2, R3 and R4 are individually selected from the group consisting of an unsubstituted and substituted hydrocarbon or aryl group or any two of them are bonded together to form a ring structure; and wherein R5 and R6 are individually selected from the group of an unsubstituted and substituted hydrocarbon or aryl group, or are bonded to each other to form a ring structure.
    Type: Grant
    Filed: May 24, 2002
    Date of Patent: September 7, 2004
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Ting Tao, Jianbing Huang
  • Publication number: 20040161694
    Abstract: A heat-sensitive recording material including a substrate and a heat-sensitive recording layer containing a diazonium salt and a coupler, the heat-sensitive recording layer being disposed on or over the substrate, wherein the diazonium salt is a compound represented by the following general formula (1): 1
    Type: Application
    Filed: August 20, 2003
    Publication date: August 19, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Yoshihiro Jimbo, Hisato Nagase, Yasuhiro Mitamura
  • Publication number: 20040086799
    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): 1
    Type: Application
    Filed: December 5, 2003
    Publication date: May 6, 2004
    Applicant: Fuji Photo Film Co., Ltd.
    Inventors: Hidekazu Oohashi, Kazuto Shimada
  • Publication number: 20030219673
    Abstract: An acid generating agent useful for imaging photosensitive elements selected from compounds of formulae (I), (II) and (III).
    Type: Application
    Filed: May 24, 2002
    Publication date: November 27, 2003
    Inventors: Ting Tao, Jianbing Huang
  • Publication number: 20030138720
    Abstract: A multicolor heat-sensitive recording material includes a support having disposed thereon at least a heat-sensitive recording layer that develops yellow, a heat-sensitive recording layer that develops cyan, and a heat-sensitive recording layer that develops magenta, wherein water content of the multicolor heat-sensitive recording material is 5.5% or less.
    Type: Application
    Filed: July 31, 2002
    Publication date: July 24, 2003
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventor: Mitsuyuki Tsurumi
  • Publication number: 20030129526
    Abstract: The present invention provides an imageable composition, which includes a bottom layer including a first strong, non-volatile acid having a pKa of not more than about 8 and coated thereon a top layer including an acid curable composition, an acid generator, an infrared absorber and optionally a colorant. 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: Application
    Filed: January 22, 2002
    Publication date: July 10, 2003
    Applicant: KODAK POLYCHROME GRAPHICS, L.L.C.
    Inventors: Neil Haley, John Kalamen
  • Publication number: 20030113655
    Abstract: The present invention provides an imageable composition, which includes an acid curable composition, an acid generator, an infrared absorber, optionally a colorant, such as, a colorant dye or colorant pigment, wherein at least one of the infrared absorber and the colorant has a counter anion derived from a non-volatile acid, and further optionally, a strong acid. 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: Application
    Filed: August 21, 2001
    Publication date: June 19, 2003
    Applicant: Kodak Polychrome Graphics, L.L.C
    Inventors: Eiji Hayakawa, Jianbing Huang, Thomas Jordan, Yasushi Miyamoto, Jeffrey Collins
  • Publication number: 20030073025
    Abstract: A recording material includes a support having disposed thereon a recording layer including at least: a diazo compound having no diazonio group; a coupler compound that colors by reacting with the diazo compound; and a polymerizable compound.
    Type: Application
    Filed: May 31, 2002
    Publication date: April 17, 2003
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Masanobu Takashima, Hiroshi Sato, Yoshimitsu Arai, Kyoko Hanasaki
  • Publication number: 20030022092
    Abstract: The present invention provides a heat-sensitive recording material comprising a substrate having disposed thereon at least a heat-sensitive recording layer comprising: microcapsules; diazonium salt compounds contained within the microcapules and represented by the following general formula (I); and a coupler which undergoes coupling-reaction with the diazonium salt compounds to cause color development, wherein three or more of the diazonium salt compounds represented by the general formula (I) are contained in the same microcapsule: 1
    Type: Application
    Filed: June 12, 2002
    Publication date: January 30, 2003
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventor: Koreshige Ito
  • Publication number: 20020068241
    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): 1
    Type: Application
    Filed: September 28, 2001
    Publication date: June 6, 2002
    Inventors: Hidekazu Oohashi, Kazuto Shimada
  • Patent number: 6346359
    Abstract: Disclosed are a pyrrolopyrimidineone compound represented by the following general formula (1) and a heat-sensitive recording material using the pyrrolopyrimidineone compound as a coupler: General formula (1) wherein R1 and R2 each independently represents a hydrogen atom, a halogen atom, an aryl group, an alkyl group, a cyano group, an acyl group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an alkylsulfonyl group, or an arylsulfonyl group; R3 represents an amino group, a substituted amino group, a hydroxyl group, an acyloxy group, an arylcarboxyl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group; R4 represents a hydrogen atom, a halogen atom, or an electron attracting group whose Hammett substituent constant &sgr;p is 0.2 or more; and L represents a substituent group which can leave when the compound reacts with a diazonium salt.
    Type: Grant
    Filed: April 24, 2000
    Date of Patent: February 12, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisao Yamada, Mitsuyuki Tsurumi, Kazunori Nigorikawa
  • Patent number: 6303259
    Abstract: A recording material having a recording layer with microcapsules therein on a support, and a recording method. The microcapsules constituting the recording layer each are composed of a core, a heat-responsive resin layer covering the core, and a shell enveloping the heat-responsive resin layer. The shell is made of a material sensitive to and curable with light having a predetermined wavelength, the core contains a developer (or a dye precursor), and the shell contains a dye precursor (or a developer).
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: October 16, 2001
    Assignee: Mitsubishi Denki Kabushiki Kaisha
    Inventors: Kazuki Kubo, Toshio Kobayashi, Suguru Nagae, Takamitsu Fujimoto, Keiki Yamada
  • Patent number: 6268104
    Abstract: A heat-sensitive recording material comprising a support and a heat-sensitive recording layer thereon, which contains a diazonium salt compound and a coupling component, is provided. The diazonium salt compound contains a benzenediazonium salt compound represented by formula (1) and the coupling component contains a uracil compound represented by formula (2) or a barbituric acid compound represented by formula (3).
    Type: Grant
    Filed: November 10, 1999
    Date of Patent: July 31, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masatoshi Yumoto, Kimi Ikeda, Hiroshi Yamamoto
  • Patent number: 6245476
    Abstract: The present invention provides a photo-sensitive and heat-sensitive recording material comprising a substrate supporting thereon a photo-sensitive and heat-sensitive recording layer containing a diazo compound and a coupler, wherein the diazo compound is a compound represented by the following general formula (1) and the diazo compound is enclosed in a microcapsule: wherein, R1 and R2 may be the same or different, and represent an alkyl group having 1 to 5 carbon atoms; R1 and R2 may be bonded to each other to form a ring; R3 and R4 may be the same or different, and represent an alkyl group; and R3 and R4 may be bonded to each other to form a ring. This photo-sensitive and heat-sensitive recording material reveals less change in the base concentration between before and after storage before use.
    Type: Grant
    Filed: June 9, 1999
    Date of Patent: June 12, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tomohiro Kodama, Yohsuke Takeuchi, Kimiatsu Nomura, Yoshihiro Jimbo, Ken Iwakura
  • Patent number: 6242159
    Abstract: There is described a method of preparing a water-less lithographic printing form using a precursor which includes a support having a coating thereon comprising a diazo salt formed from an aromatic diazonium compound and an abhesive counter anionic moiety, the method comprising heat mode imaging the precursor and processing the imaged percursor on press by the application of printing ink to remove the abhesive products of the imaging so that areas of the precursor which have been imaged are ink-accepting.
    Type: Grant
    Filed: December 15, 1999
    Date of Patent: June 5, 2001
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Deborah Jane Firth, Mark John Spowage, Christopher David McCullough, Kevin Barry Ray
  • Patent number: 6190824
    Abstract: Disclosed is a photosensitive composition useful for preparation of various imaging materials and having good stability over time and a high sensitivity. The composition comprises a polymerizable monomer, a photopolymerization initiator, and a diazonium salt having a specific, borate anion portion represented by the general formula (I-1) or (I-2) given below, or the like. A combination of a specific borate compound and a general-purpose diazonium salt can also be used in place of the above-mentioned diazonium salt.
    Type: Grant
    Filed: February 26, 1999
    Date of Patent: February 20, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuuichi Fukushige, Masanobu Takashima
  • Patent number: 6162574
    Abstract: An image recording material comprises at least a diazonium salt represented by following general formula (1), an infrared ray absorbing agent, a cross-linking agent which is cross-linked in the presence of an acid, and a binder. The image recording material enables direct planographic printing plate production from digital computer signals by conducting recording by using an infrared laser. Further, the image recording material has excellent storability.
    Type: Grant
    Filed: August 26, 1998
    Date of Patent: December 19, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Fumikazu Kobayashi, Katsuji Kitatani, Yasuhito Oshima
  • Patent number: 6077642
    Abstract: The present invention provides a recording material comprising a substrate and a recording layer thereon characterized in that the oxygen transmission rate of the substrate, as measured in accordance with Method B of JIS K 7126, is not greater than 50 cc/m.sup.2 /day. If necessary, a protective layer is formed on the recording layer. The substrate is composed of a sheet of base paper and a plastic film layer present at least on the side of the paper which faces a recording layer to be formed. The plastic film layer is appropriately selected from the group consisting of a polyester film, a polyvinylidene chloride film, a polycarbonate film, a polyvinylchloride film and a film of a random copolymer of ethylene and vinylalcohol. The recording material according to the present invention is excellent in the long-term preservation of images, fading resistance and light fastness.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: June 20, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Ogata, Kazuyuki Koike, Shojiro Sano
  • Patent number: 5952477
    Abstract: The present invention is concerned with a novel azo compound represented by formula (1), (2) or (3), a water-soluble dye comprising this azo compound, and a polarizing film containing this azo compound. The obtained polarizing film has high hydrothermoresistance and a high polarization degree and is excellent in optical characteristics: ##STR1## wherein each of the groups is defined.
    Type: Grant
    Filed: October 15, 1997
    Date of Patent: September 14, 1999
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Tsutami Misawa, Akira Ogiso, Rihoko Imai, Hisato Itoh
  • Patent number: 5935756
    Abstract: A diazonium salt for a color-forming layer of a thermosensitive recording medium, having formula (1): ##STR1## wherein R is an alkyl group having four carbon atoms which is selected from the group consisting of n-butyl, t-butyl, and sec-butyl, and X.sup.- is selected from the group consisting of hexafluorophosphate ion PF.sub.6.sup.-, tetrafluoroborate ion BF.sub.4.sup.- and tetraphenylborate ion (C.sub.6 H.sub.5).sub.4 B.sup.-. In a first embodiment, a thermosensitive recording medium has a color-forming layer which includes a diazonium salt as described above, a basic compound and a coupler. In a second embodiment, a thermosensitive recording medium has a color-forming layer which includes: a diazonium salt, a basic compound, and a coupler, wherein the diazonium salt has a formula (2): ##STR2## where R.sup.1 and R.sup.2 are alkyl groups each having one or more carbon atoms, and X.sup.- is selected from the group consisting of hexafluorophosphate ion PF.sub.6.sup.-, tetrafluoroborate ion BF.sub.4.sup.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: August 10, 1999
    Assignee: Oki Electric Industry Co., Ltd.
    Inventors: Katsuaki Kaifu, Akihiko Nishiki, Takeshi Koyano
  • Patent number: 5776652
    Abstract: The invention relates to aromatic or heteroaromatic mono- or bis-diazonium 1,1,2,3,3,3-hexafluoro-propanesulfonates. They are employed in positive-working or negative-working radiation-sensitive mixtures which are used for coating radiation-sensitive recording material.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: July 7, 1998
    Assignee: Agfa-Gevaert AG
    Inventors: Mathias Eichhorn, Gerhard Buhr
  • Patent number: 5773187
    Abstract: A radiation-sensitive recording material comprising:a base;a radiation-sensitive layer comprising a diazonium salt polycondensation product and 3 to 50% by weight, relative to the total weight of the radiation-sensitive layer, of a mineral acid; anda silicone layer.
    Type: Grant
    Filed: May 1, 1996
    Date of Patent: June 30, 1998
    Assignee: Agfa-Gevaert AG
    Inventors: Willi-Kurt Gries, Klaus-Peter Konrad, Klaus-Juergen Przybilla, Hans-Joachim Schlosser
  • Patent number: 5672460
    Abstract: The present invention aims to solve problems involved in the formation of a conductive or insulating layer in a pattern form by photolithography, i.e., an environmental problem associated with handling a solvent and a problem associated with wastewater treatment in the development with an aqueous alkaline solution. A method for forming a conductive layer (an anode bus 3) or an insulating layer (a barrier 1) on a glass substrate by photolithography using a photosensitive slurry solution prepared by mixing a low-melting glass powder as a binder and a conductive or insulating powder into a PVA-based, water-soluble photosensitive solution, wherein the content of B.sub.2 O.sub.3 component in the whole low-melting glass powder is closely regulated to not more than 6% by weight. This enables coating without gelation of PVA.
    Type: Grant
    Filed: June 8, 1995
    Date of Patent: September 30, 1997
    Assignees: Nippon Hoso Kyokai, Dai Nippon Printing Co., Ltd.
    Inventors: Toshihiro Katoh, Takao Kuriyama, Tatsuya Takei, Takashi Kawai, Hiroshi Murakami, Eiji Munemoto, Norio Ohta, Koji Shimada
  • Patent number: 5589315
    Abstract: A photosensitive composition containing a polyfunctional aromatic diazo compound having at least two groups of Formula (uD) in the molecule, and a photosensitive composition using the same. The diazo compound can be handled under visible light free from ultraviolet, is highly photosensitive, has good shelf life, and lithographic printing plates and screen printing plates formed with the same: ##STR1## wherein G.sup.1 is a substituent derived from alcoholic hydroxyl group; R.sup.1 and R.sup.2 are hydrogen, or alkyl or alkyloxy of 1 to 8 carbon atoms;R.sup.3 is alkyl or substituted alkyl of 1 to 8 carbon atoms, aralkyl or substituted aralkyl of 7 to 14 carbon atoms, or --CH.sub.2 CHG.sup.2 --CH.sub.2 --;X.sup.- is an anion based on protonic acid from which a proton is removed.
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: December 31, 1996
    Assignee: Toyo Gosei Kogyo Co., Ltd.
    Inventors: Hirotada Iida, Noriaki Tochizawa, Yasuo Kuniyoshi, Masaharu Watanabe, Katsuyo Tokuda, Ichiro Hozumi
  • Patent number: 5370965
    Abstract: A positive-working light-sensitive composition comprises a diazonium salt represented by the following general formula (I) and an alkali-soluble polymer: ##STR1## wherein R.sup.1 represents a substituted or unsubstituted alkyl group having 3 to 18 carbon atoms; R.sup.2 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted phenoxy group or a halogen atom; A represents an organic group; X.sup.-- represents a counterion or an anion; n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 3, provided that the sum of n and m is equal to 4. The positive-working light-sensitive composition has high sensitivity and can ensure the formation of clear images.
    Type: Grant
    Filed: December 9, 1992
    Date of Patent: December 6, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shunichi Kondo, Mitsumasa Tsuchiya, Sadao Ishige, Takekatsu Sugiyama, Toshifumi Inno, Yoshimasa Aotani
  • Patent number: 5348834
    Abstract: This invention relates to water developable, negative working photosensitized sheet constructions which, upon exposure to an actinic radiation source through a screened image, can accurately reproduce said image. The construction is useful as a color proofing film which can be employed to predict the image quality from a lithographic printing process. The invention provides both overlay and transfer type proofing sheets which have good fingerprint resistance.
    Type: Grant
    Filed: February 2, 1993
    Date of Patent: September 20, 1994
    Assignee: Hoechst Celanese Corporation
    Inventor: Stanley F. Wanat
  • Patent number: 5344739
    Abstract: A photosensitive diazo resin-containing photosensitive resin composition for lithographic printing comprising a sensitizing dye having an anion group in a molecule as a counter ion of a diazonium group.
    Type: Grant
    Filed: November 2, 1992
    Date of Patent: September 6, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Kazunori Kanda, Osamu Nanba, Edward Lam
  • Patent number: 5290666
    Abstract: The present invention relates to a method of forming a pattern using a photosensitive film having bleaching properties for use as a contrast enhancing layer. The photosensitive film comprises an aromatic diazonium salt having extremely high purity content. In addition, no harmful metals are incorporated during preparation. Fine patterns of various semiconductor devices can thus be formed with high accuracy. The diazonium salt is selected from the group consisting of trifluromethanesulfonic acid salt, methanesulfonic acid salts, and trifluromethaneacetic salts of aromatic diazonium compounds.
    Type: Grant
    Filed: June 17, 1991
    Date of Patent: March 1, 1994
    Assignees: Hitachi, Ltd., Hitachi Chemical Company, Ltd.
    Inventors: Michiaki Hashimoto, Shouichi Uchino
  • Patent number: 5264318
    Abstract: A positive type photosensitive composition developable with water or warm water alone of water-soluble photocrosslinking agent, water-soluble resin and synthetic resin emulsion and further a coloring agent, if necessary.
    Type: Grant
    Filed: January 7, 1992
    Date of Patent: November 23, 1993
    Assignee: Sanyo-Kokusaku Pulp Co., Ltd.
    Inventors: Norio Yabe, Kuniaki Monden, Hisashi Mino
  • Patent number: 5260161
    Abstract: Disclosed is a photosensitive composition comprising a diazo resin and a polymeric compound containing a structural unit represented by the following formula (I) in the molecule: ##STR1## wherein J represents a divalent linking group and n is 0 or 1. Disclosed is also a photosensitive lithographic printing using the photosensitive composition.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: November 9, 1993
    Assignees: Konica Corporation, Mitsubishi Kasei Corporation
    Inventors: Toshiyuki Matsumura, Shinichi Matsubara, Masafumi Uehara, Shinichi Bunya, Eriko Katahashi
  • Patent number: 5232813
    Abstract: A dry PS plate comprises a substrate having provided thereon in order a primer layer, a light-sensitive layer and a silicone rubber layer wherein the primer layer comprises a film forming polyurethane resin and a diazonium salt polycondensate. The dry PS plate is excellent in the adhesion strength between the substrate and the light-sensitive layer. The adhesion is surely maintained even after imagewise exposure to light and the subsequent development. The dry PS plate shows excellent image reproduction and the resulting dry lithographic plate is excellent in printing durability as well as resistance to scratch.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: August 3, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kei Okuno, Nobuyuki Kita
  • Patent number: 5225309
    Abstract: Disclosed is a light-sensitive litho printing plate comprising:a support, a light-sensitive layer and a silicone rubber layer provided thereon,wherein said light-sensitive layer contains a substance,whereby said substance forms a color during developing or after developing.
    Type: Grant
    Filed: March 19, 1992
    Date of Patent: July 6, 1993
    Assignees: Konica Corporation, Mitsubishi Kasei Corporation
    Inventors: Norihito Suzuki, Kiyoshi Goto, Hiroshi Tomiyasu, Kazuo Noguchi, Akeo Kasakura
  • Patent number: 5219711
    Abstract: Excellent resolution and sensitivity in the patterning of resists utilized in device and mask manufacture is obtained with a specific composition. In particular this composition involves polymers having recurring pendant acid labile .alpha.-alkoxyalkyl carboxylic acid ester and/or hydroxyaromatic ether moieties in the presence of an acid generator comprising a novel diazonium salt.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: June 15, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Albert G. Anderson, Walter R. Hertler, Robert C. Wheland, Yuan Yu G. Chen
  • Patent number: 5212041
    Abstract: This invention relates to water developable, negative working photosensitized sheet constructions which, upon exposure to an actinic radiation source through a screened image, can accurately reproduce said image. The construction is useful as a color proofing film which can be employed to predict the image quality from a lithographic printing process. The invention provides both overlay and transfer type proofing sheets which have good fingerprint resistance.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: May 18, 1993
    Assignee: Hoechst Celanese Corporation
    Inventor: Stanley F. Wanat
  • Patent number: 5200291
    Abstract: A polymeric compound having the formula ##STR1## wherein x ranges from about 0.05 to about 0.5y ranges from about 0.80 to about 0.35z ranges from about 0.10 to about 0.25n ranges from about 50 to about 1500R is selected from the group consisting of phenyl and C.sub.1 to C.sub.4 alkyl substituted phenyl;K is selected from the group consisting of ##STR2## --S--, --O--, and --CH.sub.2 --, or is absent; P and P.sub.1 are selected from the group consisting of C.sub.1 to C.sub.4 alkyl, methoxy, ethoxy, butoxy, and H; andP.sub.1 may be the same as P or different.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: April 6, 1993
    Assignee: Hoechst Celanese Corporation
    Inventor: Stanley F. Wanat
  • Patent number: 5188924
    Abstract: A pattern forming method, comprising the steps of providing a resist film on a substrate; providing a photosensitive film containing a photosensitive diazonium salt on the resist film; and then subjecting the resultant composite to pattern exposure by use of a light to which both of the resist film and the photosensitive diazonium salt are sensitive, can employ a composition for pattern formation which comprises a photosensitive diazonium salt, a resin binder and a solvent. By this method, a minute pattern of 1 .mu.m or less can be formed, utilizing effectively the UV-ray exposure technique of the prior art, with good dimensional precision and stability.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: February 23, 1993
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Kunihiro Ikari, deceased, Hirokazu Niki, Makoto Nakase, Toshiaki Shinozaki
  • Patent number: 5173382
    Abstract: A photosensitive composition comprising a water-soluble polymer, a dichromate and at least one aromatic diazonium salt selected from aromatic diazonium sulfates, sulfonates and chromates has high sensitivity, and a pattern having high resolution can be formed therefrom with a shortened exposure time.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: December 22, 1992
    Assignee: Hitachi, Ltd.
    Inventors: Hajime Morishita, Nobuaki Hayashi, Saburo Nonogaki, Masato Ito, Masahiro Nishizawa, Kiyoshi Miura
  • Patent number: 5002856
    Abstract: This invention relates to carbazole diazonium salts which are used in pre-polymer or polymer compositions as sources of photoinitiated strong acids in such developments as imaging films where strong acids are needed to effect polymerization of the film or to remove protective groups.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: March 26, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Albert G. Anderson