Radiation-activated Cross-linking Agent Containing Patents (Class 430/927)
  • Patent number: 4388397
    Abstract: A novel photosensitive composition for dry development in the ultra-fine pattern formation of the semiconductor industry, which is composed of at least one of acrylic and vinyl ketone polymers and a specified subliming hisazide compound as a photocuring agent, is disclosed.The use of the photosensitive composition provides a very effective ultra-fine pattern formation process in the semiconductor industry with such advantages that unexposed areas are selectively removable by treating with a plasma, and consequently plasma development becomes available so that high resolution may easily be obtained. Automating and dry processing of all the stages ranging from development processing to stripping processing become available when using the photosensitive composition of this invention. No expensive treating reagents are needed and environmental pollution is eliminated.
    Type: Grant
    Filed: March 27, 1981
    Date of Patent: June 14, 1983
    Assignee: Tokyo Ohka Kogyo Kabushiki Kaisha
    Inventor: Wataru Kanai
  • Patent number: 4383903
    Abstract: A photo-curable resin composition is disclosed comprising (i) a mixture and/or a preliminary reaction product of (a) at least one cyanate compound selected from the group consisting of polyfunctional cyanate esters, prepolymers of the cyanate esters, coprepolymers of the cyanate esters and an amine and mixtures thereof, (b) at least one compound selected from the group consisting of monomers having at least one olefinically double bond prepolymers of the monomers, liquid rubbers having one or more acryloyl or methacryloyl groups and mixtures thereof and optionally (c) at least one maleimide compound selected from the group consisting of polyfunctional maleimides, prepolymers of the maleimides, coprepolymers of the maleimides and an amine and mixtures thereof and (ii) a photo polymerization initiator or a photo sensitizer.
    Type: Grant
    Filed: April 3, 1981
    Date of Patent: May 17, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Satoshi Ayano, Morio Gaku, Nobuyuki Ikeguchi, Hidenori Kinbara, Yasunari Osaki
  • Patent number: 4360584
    Abstract: Method of photopolymerization to produce vinyl based polymers and copolymers in the presence of a catalyst in the form of complex metal chelates.
    Type: Grant
    Filed: March 18, 1981
    Date of Patent: November 23, 1982
    Assignee: A. B. Dick Company
    Inventor: James M. Halm
  • Patent number: 4356247
    Abstract: A light-sensitive composition particularly suitable for making light-sensitive lithographic printing plates is described composed of a mixture of a sensitizer and a photo-crosslinkable polymer, or a mixture of a sensitizer, a compound including a light-sensitive azido group and a polymer reactive with a decomposate of azido groups to be formed upon exposure to light, and a sensitizer represented by the formula (I) ##STR1## wherein A represents a non-metallic atomic group necessary for forming a heterocyclic ring containing nitrogen; R.sub.1 represents an alkyl group or a substituted alkyl group; R.sub.2 represents hydrogen, an alkyl group, a substituted alkyl group, an aryl group, or a substituted aryl group; and Y and Z each represents an oxygen atom or a sulfur atom.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: October 26, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshimasa Aotani, Teruo Kojima, Eiji Nakakita
  • Patent number: 4349619
    Abstract: By adding a compound represented by the following general formulas: ##STR1## to a conventional photoresist composition comprising a cyclized product of conjugated diene polymer or copolymer and a photo-crosslinking agent soluble in an organic solvent, an image having a high degree of resolution and only a small number of pinholes can be obtained even when a base board having a surface of a high reflectance is used.
    Type: Grant
    Filed: September 10, 1980
    Date of Patent: September 14, 1982
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Yoichi Kamoshida, Toshiaki Yoshihara, Yoshiyuki Harita, Kunihiro Harada
  • Patent number: 4348472
    Abstract: A method of providing a negative electron and/or X-ray resist material on a substrate comprising applying a layer of resist material to the substrate, exposing the layer to a pattern of electrons and/or X-rays and removing the unexposed portions of the layer of resist material in which method the resist material comprises a polyvinylcarbazole compound which (a) contains a polymer and/or a copolymer of the formula ##STR1## in which n exceeds 30 which is halogenated in the nucleus or (b) contains a mixture of the copolymer optionally halogenated in the nucleus with a bisazide of the formulaN.sub.3 RN.sub.3in which R represents an organic residue.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: September 7, 1982
    Assignee: U.S. Philips Corporation
    Inventor: Jannes C. Jagt
  • Patent number: 4292150
    Abstract: An elastomeric article suitable for flexographic printing comprising an elastomeric natural or synthetic dienoid polymer or copolymer, a photopolymerizable, ethylenically unsaturated crosslinking agent and a photoinitiator, portions of said article having been exposed to a photopolymerizable-effective amount of actinic radiation through an image bearing transparency having clear and opaque areas, and processed to remove the soluble portion of said plate situated beneath the opaque areas of the transparency during exposure, and said processed plate having been treated with iodine so as to render its printing surface tack-free and resistant to hardening when further exposed to actinic radiation.
    Type: Grant
    Filed: June 26, 1979
    Date of Patent: September 29, 1981
    Assignee: Uniroyal, Inc.
    Inventors: Milton Farber, Nancy S. Mariotti
  • Patent number: 4288513
    Abstract: To accelerate printing of resist materials on a CRT color panel, an additive is incorporated into the resist to enhance cross-linking upon exposure to actinic radiation.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: September 8, 1981
    Assignee: GTE Laboratories Incorporated
    Inventors: Kurt B. Kilichowski, Peter Cukor, Charles Brecher
  • Patent number: 4287289
    Abstract: A novel photoresist composition is proposed which is very advantageously employed in the photoetching process for the manufacture of various kinds of electronic devices such as transistors, ICs, LSIs and the like. The photoresist composition of the invention comprises a cyclized rubber as the base component and a specified azobenzene compound as a photoextinction agent for preventing halation in the exposure of the photoresist films to ultraviolet light. The advantages of the inventive photoresist composition over the conventional ones are obtained in the remarkable stability of the halation preventing effect even after a prebaking treatment of the photoresist films at an elevated temperature to remove the solvent from the photoresist films applied on to the substrate surfaces owing to the unexpectedly small sublimation of the azobenzene compound contained in the photoresist films.
    Type: Grant
    Filed: June 19, 1979
    Date of Patent: September 1, 1981
    Assignee: Tokyo Ohka Kogyo Kabushiki Kaisha
    Inventor: Takayuki Sato
  • Patent number: 4286048
    Abstract: Screen printing stencils are prepared by afixing to a printing screen substrate an indicia-defining, ultraviolet-sensitive film and cross-linking the film by exposure to ultraviolet radiation. The coating compositions used to form the film comprise copolyacrylate/polyurethane block copolymers, in which the copolyacrylate blocks are copolymers of at least one hydroxy-containing acrylate and at least one acrylate or methacrylate which may be partially substituted with bromine, ultraviolet initiators and cross-linking monomers. Screen printing stencils are provided which are compatible with both water-based and oil-based inks. The disclosed screen printing stencils are used in improved screen-printing methods.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: August 25, 1981
    Assignee: Arthur D. Little, Inc.
    Inventors: Richard E. Merrill, Arthur A. Massucco
  • Patent number: 4284707
    Abstract: A photocurable composition comprising a first copolymer having a recurring unit of general formula (I): ##STR1## wherein Ar represents a substituted or unsubstituted phenyl group, R.sub.1 represents a lower alkyl group, and m.sub.1 and m.sub.2 are positive numbers with m.sub.1 being greater than or equal to m.sub.2 ;and a second copolymer having a recurring unit of general formula (II): ##STR2## wherein R.sub.2 represents a lower alkyl group, X represents a hydrogen atom or a methyl group, and R.sub.3 represents an isobutyl group, a t-butyl group or a --CH.sub.2 Ar group where Ar represents a substituted or unsubstituted phenyl group and when R.sub.3 is --CH.sub.2 Ar, R.sub.2 can also be t-butyl and isobutyl, and n.sub.1, n.sub.2 and n.sub.3 are positive numbers but n.sub.1 can be zero and (n.sub.1 +n.sub.2)/n.sub.3 equals to about 0.5 to 20; and containing suitable amounts of a cross-linking agent and a photoactivator.
    Type: Grant
    Filed: December 29, 1978
    Date of Patent: August 18, 1981
    Assignee: Somar Manufacturing Co., Ltd.
    Inventors: Kohtaro Nagasawa, Kunio Morikubo, Tsutomu Satoh
  • Patent number: 4275138
    Abstract: A photosensitive composition is prepared comprising a diazonium compound and a polymer containing at least 50% by weight of the recurring unit represented by the following general formula (I): ##STR1## wherein R.sub.1 represents hydrogen atom or methyl group, R.sub.2 represents hydrogen atom or a methyl, ethyl or chloromethyl group and n is an integer of 1 to 10.
    Type: Grant
    Filed: September 14, 1976
    Date of Patent: June 23, 1981
    Assignees: Fuji Photo Film Co., Ltd., National Patent Development Corp.
    Inventors: Nobuyuki Kita, Yasuhisa Narutomi
  • Patent number: 4258111
    Abstract: A hologram is produced by causing a crosslinking reaction in accordance with an interference pattern in a recording carrier composed of a polymer containing in its unit structure an aromatic or hereto cyclic ring having a reactive position capable of being substituted by radical.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: March 24, 1981
    Assignee: Canon Kabushiki Kaisha
    Inventors: Masakazu Matsumoto, Katsuhiko Nishide
  • Patent number: 4224399
    Abstract: A lithographic printing plate in which the oleophilic imaging areas are formed as a thin cross-linked block copolymer film adhered to the hydrophilic surface of a backing plate. The block copolymer comprises blocks of copolylacrylate and polyurethane wherein the copolyacrylate blocks are a copolymer of a hydroxy-containing acrylate and a second acrylate component comprising one or more esters of acrylic acid or methacrylic acid or mixtures thereof and the polyurethane blocks are formed of polyoxybutylene as the prepolymer component. In forming the printing plate the block copolymer is deposited as a thin film containing an ultraviolet initiator and a cross linking promoter and the cross-linked imaging areas are formed by exposure to ultraviolet radiation.
    Type: Grant
    Filed: April 25, 1979
    Date of Patent: September 23, 1980
    Assignee: Arthur D. Little, Inc.
    Inventors: Richard E. Merrill, Arthur A. Massucco
  • Patent number: 4221859
    Abstract: The subject invention relates to photopolymerizable compositions useful for making plastic printing elements for use in photolithography and other photomechanical processes. The photopolymerizable compositions comprise an aqueous mixture of a water-insoluble resin, a water-soluble binder, a crosslinking agent, and a photopolymerization initiator having an alpha-keto ester linkage. In particular, photopolymerization initiators include oxalic acid, sodium oxalate, potassium oxalate, lithium oxalate and urea oxalate. The printing plates prepared from the compositions herein disclosed have improved ink receptivity, good retention of such ink, receptivity even after long continued use, greater durability and excellent binding qualities.
    Type: Grant
    Filed: May 4, 1976
    Date of Patent: September 9, 1980
    Assignee: Ball Corporation
    Inventors: Gene O. Fanger, George W. Brutchen
  • Patent number: 4220707
    Abstract: An epoxy resin composition comprising an epoxy compound having an average of one or more epoxy groups per molecule, an amine curing agent and a reductive metal compound or complex can produce excellent developed color images, and concave-convex images by energy irradiation. The epoxy resin composition can give excellent physical, chemical and electrical properties to the formed images and various inorganic and organic materials can be used as substrate.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: September 2, 1980
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kaoru Ohmura, Kiichiro Sasaguri, Kazuo Toyomoto