Patents Examined by John S. Y. Chu
  • Patent number: 5185233
    Abstract: There is disclosed an optical recording medium capable of high-density information recording by photo-thermal converting effect or by effectively absorbing a visible or near-infrared light such as a laser beam and converting the same into thermal energy to enable high-density optical information recording and reproduction with a low-energy laser beam, and a recording method utilizing such optical recording medium.
    Type: Grant
    Filed: April 30, 1991
    Date of Patent: February 9, 1993
    Assignee: Canon Kabushiki Kaisha
    Inventor: Tsuyoshi Santo
  • Patent number: 5182184
    Abstract: Novolak resins are provided which are the condensation product of (a) a phenol, phenol derivative, or mixtures thereof, and (b) a mixture of formaldehyde or a formaldehyde precursor and (1) a monohydroxy aromatic aldehyde and wherein at least a portion of the hydroxyl groups thereof are esterified or (2) a mixture of at least one monohydroxy aromatic aldehyde and at least one non-hydroxylic aromatic aldehyde; the novolak resins having a hydroxyl number of from about 120 to about 180 grams of resin per equivalent of hydroxyl. The novolak resins are especially useful in positive photoresist formulations and have enhanced photospeed and film loss characteristics as well as improved thermal stability.
    Type: Grant
    Filed: February 5, 1990
    Date of Patent: January 26, 1993
    Assignee: Morton International, Inc.
    Inventors: Richard M. Lazarus, Randall Kautz, Sunit S. Dixit
  • Patent number: 5180652
    Abstract: A light- and heat-sensitive composition which contains a photo-hardenable composition and at least one dye, a light- and heat-sensitive recording material which contains a support having the composition provided on at least one side thereof, and an image-forming process using the recording material are disclosed.
    Type: Grant
    Filed: January 18, 1990
    Date of Patent: January 19, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Jun Yamaguchi, Sadao Ishige, Kozo Sato, Shintaro Washizu, Isamu Itoh
  • Patent number: 5177172
    Abstract: A methylol-substituted trihydroxybenzophenone of the formula (I): ##STR1## This methylol-substituted trihydroxybenzophenone may be reacted with selected phenolic monomers during or after the formation of a phenolic novolak resin thereby said resin having at least one unit of formula (II): ##STR2## wherein R and R.sub.1 are individually selected from hydrogen, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxy group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: February 13, 1991
    Date of Patent: January 5, 1993
    Assignee: OCG Microelectronic Materials, Inc.
    Inventor: Medhat A. Toukhy
  • Patent number: 5175078
    Abstract: A positive type photoresist developer which comprises an aqueous solution of quaternary ammonium hydroxide represented by the general formula; ##STR1## (wherein all the symbols are as defined in the appended claims) and hydrazine or hydrazine and a nonionic surfactant is disclosed.The developer can form a fine pattern having a high degree of resolution and can provide an excellent profile with few irregularities in pattern dimensions.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: December 29, 1992
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tetsuo Aoyama, Susumu Kaneko
  • Patent number: 5173389
    Abstract: A positive-working photoresist composition is disclosed, which comprises (1) a light-sensitive material obtained by reacting a polyhydroxy compound containing at least one group represented by the following general formula (I) per molecule with at least one of 1,2-naphthoquinonediazido-5-sulfonyl chloride and 1,2-naphthoquinonediazido-4-sulfonyl chloride, and (2) an alkali-soluble novolak resin: ##STR1## wherein R.sub.1 and R.sub.2 each represents a hydrogen atom or a C.sub.1 -C.sub.4 straight or branched alkyl or alkoxy group, provided that R.sub.1 and R.sub.2 do not represent hydrogen atoms at the same time; and X represents a divalent organic group.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: December 22, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazuya Uenishi, Shinji Sakaguchi, Tadayoshi Kokubo
  • Patent number: 5173393
    Abstract: A photoresist system that is easily structurable and, in particular, is suitable for the deep ultraviolet range is provided. An increased etching resistance to a halogen-containing plasma is produced in a lithographically generated photoresist structure by treatment with a reactant. The reactant comprises predominantly aromatic structures and includes reactive groups that are suitable for chemical reaction with further reactable groups of the photoresist. In an embodiment, the photoresist includes anhydride or epoxy groups that are suitable for structuring with deep ultraviolet light.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: December 22, 1992
    Assignee: Siemens Aktiengesellschaft
    Inventors: Recai Sezi, Michael Sebald, Rainer Leuschner, Siegfried Birkle, Hellmut Ahne
  • Patent number: 5169740
    Abstract: Resist containing novolak prepared by condensating halogenated phenol represented by the following formula (III) and one or more phenol derivatives selected from the group consisting of cresol, xylenol, tet-butylphenol and propenylphenol, with a carbonyl compound ##STR1## wherein R.sub.3 is an halogen atom selected from the group consisting of F, Cl, and Br. If the resist is used as a positive-type one, it further contains a photo-sensitive agent, and R.sub.3 in the formula (III) is either F or Br. If the resist is used as a negative-type one, it further contains a photosensitive agent and/or a sensitizer, and R.sub.3 in the formula (III) is either Cl or Br.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: December 8, 1992
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Toru Ushirogouchi, Tsukasa Tada, Akitoshi Kumagae
  • Patent number: 5162190
    Abstract: A compound of the general formula I ##STR1## in which D denotes a 1,2-naphthoquinone-2-diazide-4-sulfonyl or - 5-sulfonyl radical,R.sup.1 denotes an alkylene group andR.sup.2 denotes a hydrogen atom, an alkyl group or a group R.sup.1 --OH,or of the general formula II ##STR2## in which X denotes an alkylene group, an arylene group or a group of the formulaNH--Y--NH,wherein Y is an alkylene group or an arylene group,R.sup.3 denotes an alkylene group, which may be interrupted by ether oxygen atoms,n is a number from 1 to 40 andm is a number from 0 to 50,the ratio m:(m+n) being from 0:100 to 95:100 and R.sup.1 and D having the above-indicated meaning, are disclosed. The compounds may be used in positive-working photosenitive materials for the production of printing plates and photoresists. Compounds according to formula II do not require an addition of polymeric binders.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: November 10, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Zahn, Gerhard Buhr, Hartmut Steppan
  • Patent number: 5151340
    Abstract: A photoactive compound having formula (I): ##STR1## wherein R is selected from the group consisting of hydrogen or a lower alkyl group having 1-4 carbon atoms and each D is individually selected from the group consisting of a hydrogen or photoactive o-quinonediazide sulfonyl group; subject to the proviso that at least two of the four D's in formula (I) are photoactive o-naphthoquinonediazide sulfonyl moieties.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: September 29, 1992
    Assignee: OCG Microelectronic Materials, Inc.
    Inventor: Sobhy Tadros
  • Patent number: 5134057
    Abstract: Disclosed is a method of providing a substrate with a layer comprising a polyvinyl base hydrogel and a biochemically active material by photolithograhy, comprising coating the substrate by centrifugal force with an aqueous solution of a photosensitive hydrogel forming polymer, a crosslinking agent and a biochemically active material, drying said coating, exposing the coated substrate through a photomask to ultraviolet radiation and developing said exposed coating, which is characterized by applying to the substrate an aqueous solution comprising as the cross-linking agent a polyazonium compound and glutardialdehyde. Because of this specific combination of cross-linking agents superior properties with respect to the binding of the biochemically active material are obtained.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: July 28, 1992
    Assignee: 501 PPG Biomedical Systems, Inc.
    Inventors: Martinus H. Kuypers, Gerardus F. J. Steeghs, Egbert Brinkmann
  • Patent number: 5091535
    Abstract: An organic photochromic compound with improved long term preservability, thermal stability, the repetition character of the record and the like and useful as recording-memory materials or photosensitizers, comprising dimers of the compounds selected from the group consisting of pyrido[3,4-g]isoquinoline, pyrido[2,3-g]quinoline, pyrido[3,2-g]quinoline and pyrido[3,2-g]quinoline derivatives.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: February 25, 1992
    Assignee: Seikisui Kagaku Kogyo Kabushiki Kaisha
    Inventors: Shigeru Nomura, Takahiro Hidaka
  • Patent number: 5087548
    Abstract: A positive type radiation-sensitive resin composition which comprises a 1,2-quinonediazide compound and an alkali-soluble novolac resin produced by poly-condensing phenols represented by the formulas (I) and (II) in a molar ratio of (I)/(II) of 1/99 to 100/0 with a carbonyl compound: ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, represent hydroxyl groups, hydrogen atoms, alkyl groups, aryl groups, aralkyl groups, alkenyl groups, halogen atoms, alkoxy groups, alkoxycarbonyl groups, aroxycarbonyl groups, alkanoyloxy groups, aroyloxy groups, acyl groups, cyano groups or nitro groups, ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5, which may be the same or different, represent hydrogen atoms, alkyl groups, aryl groups, aralkyl groups, alkenyl groups, halogen atoms, alkoxy groups, alkoxycarbonyl groups, aroxycarbonyl groups, alkanoyloxy groups, aroyloxy groups, acyl groups, cyano groups or nitro groups.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: February 11, 1992
    Assignee: Japan Synthetic Rubber Co., Inc.
    Inventors: Yoshihiro Hosaka, Ikuo Nozue, Masashige Takatori, Yoshiyuki Harita, Kiyoshi Honda
  • Patent number: 5084371
    Abstract: A positive-working, radiation-sensitive mixture and a process for the production of relief images.The radiation-sensitive mixture contains(a) a water-insoluble polymeric binder which is soluble or at least dispersible in aqueous alkaline solutions and(b) an organic compound whose solubility in an aqueous alkaline developer is increased by the action of an acid and which contains one or more acid-cleavable groups and in addition a further group which produces a strong acid on exposure to radiation, the polymeric binder (a) consisting a mixture of a phenolic polymer and a resin of the novolak type.The novel mixture is particularly suitable for the production of photoresists.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: January 28, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Schwalm, Horst Binder, Rudolf Schuhmacher
  • Patent number: 5080997
    Abstract: A process for preparing a positive resist composition, which process includes the steps of condensation reacting a quinone diazide sulfonyl halogenide with a phenol compound, mixing a condensation reaction mixture with a solution of an alkali-soluble resin in a resist solvent and removing impurities from the mixture, whereby the overall processing time can be shortened.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: January 14, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takeshi Hioki, Koji Kuwana, Jun Tomioka, Hirotoshi Nakanishi, Yasunori Uetani, Yukio Hanamoto, Fumio Oi
  • Patent number: 5077177
    Abstract: The invention describes a developing solvent for layers which are crosslinkable by photopolymerization and contain a binder based on an elastomeric polymer, a photopolymerizable monomer compatible therewith and a photoinitiator. The developing solvent comprises a phenol ether of the general formula I ##STR1## wherein R.sup.1 denotes (C.sub.1 -C.sub.6)n-alkyl or iso-alkyl, cycloalkyl or (C.sub.6 -C.sub.12)-aryl andR.sup.2 denotes hydrogen, (C.sub.1 -C.sub.6)n-alkyl or iso-alkyl or --OR.sup.1.Compared with solvents of the prior art, the developing solvent of the present invention is non-toxic, can quickly be removed from the layer and has a high capacity for layer components.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: December 31, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Frass, Hans-Joachim Schlosser, Guenther Schoen
  • Patent number: 5066568
    Abstract: The invention is a method for preparing a photographic element which comprises imagewise exposing a photographic element, and removing the non-image areas thereof by contacting said element with a composition consisting essentially of in admixture:a) from at least about 5% to about 30% by weight of the developer of benzyl alcohol; andb) from about 1% to about 20% by weight of the developer of one of more compound selected from the group consisting of sodium xylene sulfonate and sodium cumene sulfonate; andc) from about 5% to about 40% by weight of the developer of potassium toluene sulfonate; andd) water in sufficient amount of formulate effective developer for imagewise exposed photographic elements.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: November 19, 1991
    Assignee: Hoehst Celanese Corporation
    Inventors: Shane Hsieh, Wayne A. Mitchell
  • Patent number: 5066564
    Abstract: A photopolymerizable mixture is disclosed that comprises,a) a polymeric binder,b) an acrylate or alkacrylate of a polyhydric alcohol containing one or more urea groups and one or more urethane groups,c) a photoreducible dye as photoinitiator,d) a trihalomethyl compound which can be cleaved by irradiation, ande) an acridine or phenazine compound which is active as a photoinitiator.The mixture is suitable for the production of printing plates and photoresists and is distinguished by an increased shelf life.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: November 19, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudolf Zertani, Dieter Mohr, Klaus Rode
  • Patent number: 5064746
    Abstract: The radiation-sensitive mixture contains(a) a polymeric binder which is insoluble in water but soluble in aqueous alkaline solutions and(b) an organic compound whose solubility in an aqueous alkaline developer is increased by the action of an acid and which contains one or more acid-cleavable groups,the polymeric binder (a) being a copolymer which contains o-nitrobenzyl groups.The novel radiation-sensitive mixture is particularly suitable for the production of photoresists.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: November 12, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Reinhold Schwalm
  • Patent number: 5061591
    Abstract: The present invention relates to an aluminum support for a lithographic plate, whose surface is electrochemically roughened and has the following conditions:a) an arithmetic mean of the pit diameters of the electrolytically etched support is 4 .mu.m or less,b) a difference between an arithmetic mean (D.sub.L) of the maximum pit diameter of the support in the rolling direction and an arithmetic mean (D.sub.LT) of the maximum pit diameter of the support in the direction perpendicular to the rolling direction is larger than 10% of the maximum pit diameter (a larger one of D.sub.L and D.sub.LT),c) the number of pits detected with a surface roughness tester having a profilometer using a stylus having a tip radius of 1 .mu.m is at last 200/mm, andd) an average centerline roughness is 0.2 .mu.m to 1.0 .mu.m.According to the present invention, a lithographic plate having the aluminum support is excellent in both of a printing durability and a stain proofness.
    Type: Grant
    Filed: May 31, 1989
    Date of Patent: October 29, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Haruo Nakanishi, Hirokazu Sakaki