Polymeric Diazonium Compound Patents (Class 430/175)
  • Patent number: 4576893
    Abstract: A presensitized lithographic printing plate precursor is described, comprising an aluminum support that has been rendered hydrophilic having provided thereon a light-sensitive layer composed of a light-sensitive composition comprising (1) an organic solvent-soluble and substantially water-insoluble diazo resin, (2) a substantially water-insoluble, film-forming polymeric compound, and at least one of (3a) an organic solvent-soluble polymeric compound having a sulfonic acid group or a sulfonic acid salt group in its side chain and (3b) a substituted or unsubstituted dipicolinic acid or a salt thereof, the total amount of (3a) and (3b) components being about 1 to about 100% by weight, based on the weight of the diazo resin.
    Type: Grant
    Filed: June 20, 1984
    Date of Patent: March 18, 1986
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Eiji Nakakita, Akinobu Koike, Toshiyuki Sekiya, Hiroshi Misu, Nobuyuki Kita
  • Patent number: 4568628
    Abstract: A water developable printing plate is provided with a photopolymerizable system as a latex comprising a water soluble diazopolymer reaction product of a diazoaryl amine and an aldehyde and an aqueous cationic or nonionic dispersion of a water insoluble polymer. The inclusion of a water miscible organic solvent improves the shelf-life of the photopolymerizable system and the printing plate especially under high humidity conditions.
    Type: Grant
    Filed: October 23, 1984
    Date of Patent: February 4, 1986
    Assignee: Polychrome Corporation
    Inventor: Nils Eklund
  • Patent number: 4564581
    Abstract: The invention provides photosensitive compositions useful in the production of screen printing stencils which comprise, in addition to the usual ingredients, also an indicator to show when a layer formed from the said composition has been isolubilized by exposure to actinic light.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Sericol Group Limited
    Inventors: John R. Curtis, John D. Renwick
  • Patent number: 4554236
    Abstract: This invention relates to light sensitive water soluble diazonium compound condensation products stabilized against degradation caused by heat and/or prolonged storage employing selected amino acids as stabilizers. The invention also relates to presensitized reproduction materials comprising the amino acid stabilized water soluble diazonium compound condensation products.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: November 19, 1985
    Assignee: American Hoechst Corporation
    Inventors: Trisha Bentley, John E. Walls, Major S. Dhillon
  • Patent number: 4543315
    Abstract: A presensitized article having a radiation-sensitive layer comprising an adduct of an amorphous sulfopolyester and a diazonium resin is described which does not exhibit blocking on being stored in stacks for prolonged periods of time. The article can be exposed to radiation and developed via aqueous solvents to provide a lithographic plate that provides clean, scum-free copies, and that can be stored in a high humidity atmosphere without failure.
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: September 24, 1985
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: William J. Lorenz, Wayne K. Larson
  • Patent number: 4542085
    Abstract: A negative working light-sensitive composition and a lithographic printing plate using the composition are described. The printing plate is comprised of a hydrophilic support and a thin layer of a negative working light-sensitive composition on the support. The light-sensitive composition contains a light-sensitive diazo compound and a compound capable of increasing absorption over the light-sensitive wavelength region of the composition with increasing exposure time.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: September 17, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Takahashi, Akira Nishioka, Fumihiro Tokunaga, Yoshimasa Aotani, Koichiro Aono
  • Patent number: 4539285
    Abstract: An improved resin coated substrate is prepared by coating a suitable substrate, such as aluminum with a composition comprising a salt having the structure A-N.sub.2.sup.+ X.sup.- wherein A is an aromatic or heterocyclic residue and X is an anion of an acid; and a binder composition comprising both an acrylic polymer and an acid containing acrylic copolymer.
    Type: Grant
    Filed: March 14, 1984
    Date of Patent: September 3, 1985
    Assignee: American Hoechst Corporation
    Inventors: Tulay Duyal, John E. Walls
  • Patent number: 4533620
    Abstract: Light sensitive condensed copolymers or multi-polymers of at least two distinct diazonium salts of the types specified herein. The product is characterized by high light speed, good shelf life and very good resistance to thermal and electrical degradation.
    Type: Grant
    Filed: August 2, 1983
    Date of Patent: August 6, 1985
    Assignee: American Hoechst Corporation
    Inventors: John E. Walls, Thomas A. Dunder
  • Patent number: 4533619
    Abstract: This invention relates to light sensitive diazonium compound condensation products stabilized against degradation caused by heat and/or prolonged storage employing, as stabilizers, an acid selected from the group consisting of benzoic acid, m-nitro benzoic acid, p(p-anilino phenylazo) benzene sulfonic acid, 4,4'-dinitro-2,2'-stilbene disulfonic acid, itaconic acid, and mixtures thereof. The invention also relates to presensitized reproduction materials comprising the acid stabilized diazonium compound condensation products.
    Type: Grant
    Filed: September 12, 1983
    Date of Patent: August 6, 1985
    Assignee: American Hoechst Corporation
    Inventors: John E. Walls, Major Dhillon, Trisha Bentley
  • Patent number: 4526854
    Abstract: A method for forming a pattern of a non-light-emitting black material on the inner surface of a faceplate of a color cathode ray tube is provided, which comprises the steps of forming a photoresist layer of a photoresist containing a water-soluble bisazidocompound, a water-soluble diazocompound, and a water-soluble polymeric material, on an inner surface of a faceplate of a color cathode ray tube, selectively exposing parts of the photoresist layer using a shadow mask so as to photocure the exposed parts, developing the photoresist layer to remove unexposed parts of the photoresist layer, thereby forming dots of the photoresist, forming a film of a non-light-emitting black material on the inner surface of the faceplate including the dots, and removing the dots and the non-light-emitting black material on the dots so as to form holes in the film of the non-light-emitting black material.
    Type: Grant
    Filed: February 18, 1983
    Date of Patent: July 2, 1985
    Assignee: Tokyo Shibaura Denki Kabushiki Kaisha
    Inventors: Shingo Watanabe, Takeo Itou
  • Patent number: 4522910
    Abstract: A novel photosensitive film structure comprises a generally continuous minor phase material and a generally discontinuous major phase material. The minor phase includes a photosensitive compound whose solubility relative to a selected solvent changes upon exposure to electrromagnetic radiation, while the major phase is not photosensitive nor soluble in the solvent. The two phases are uniformly interdispersed throughout the film structure. Imagewise exposure to electromagnetic radiation renders the film structure selectively permeable to the selected solvent, and, after development, the film structure exhibits the chemical and physical properties of the major phase material. The film structure finds varied application in the manufacture of graphic arts articles such as lithographi printing plates and photoresists.
    Type: Grant
    Filed: November 18, 1982
    Date of Patent: June 11, 1985
    Assignee: Napp Systems (USA), Inc.
    Inventor: Robert W. Hallman
  • Patent number: 4515885
    Abstract: Vesicular imaging films have good speed and stable latent images when comprised of a diazonium compound, nitrate salt, and binder comprising gelatin or poly(vinyl alcohol). The film can even have highly stable final images when the binder comprises poly(vinyl alcohol).
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: May 7, 1985
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Kenneth G. Gatzke, John M. Winslow
  • Patent number: 4511640
    Abstract: An improved negative working photographic element is prepared by coating a suitable substrate with a photosensitive composition comprising a light sensitive diazonium salt and a binder composition comprising a polyvinyl acetate resin and a styrene/maleic acid half ester copolymer. Upon imagewise exposure of the element to actinic radiation through a suitable mask, the unexposed portions are removable with an aqueous developer.
    Type: Grant
    Filed: August 25, 1983
    Date of Patent: April 16, 1985
    Assignee: American Hoechst Corporation
    Inventor: Shuchen Liu
  • Patent number: 4510227
    Abstract: The present application describes a light-sensitive copying material comprising a support and a light-sensitive layer which contains a surface-active polysiloxane comprised of dialkyl siloxane units and oxyalkylene units. By the addition of the polysiloxane a more uniform coating is achieved, even if only a single solvent is used for the coating solution.
    Type: Grant
    Filed: August 15, 1983
    Date of Patent: April 9, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Mohr, Kurt Riess
  • Patent number: 4508814
    Abstract: A photosensitive plate suitable for preparation of a waterless lithographic printing plate, which comprises a support material and a photosensitive layer provided thereon, said photosensitive layer being made of a photosensitive composition comprising an emulsion polymerization product of an acrylic or methacrylic monomer having a perfluoroalkyl group in the side chain and a water-soluble photosensitive substance resin whose water-solubility is variable by irradiation of ultraviolet rays.
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: April 2, 1985
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Kiyomi Sakurai, Seiji Arimatsu
  • Patent number: 4499170
    Abstract: Plates such as those used in lithographic printing and photoresists such as those used in preparing printed circuit boards and the like are provided with a photopolymerizable photosensitive diazo resin that is unusually stable. The diazo resin is laid down from a stabilized diazonium composition that is an emulsion including the selected diazo resin, a purine derivative, especially a theophylline derivative, preferably in combination with a salt of a low molecular weight alkyl sulfonic acid or other supplementary stabilizer component.
    Type: Grant
    Filed: June 17, 1983
    Date of Patent: February 12, 1985
    Assignee: Richardson Graphics Company
    Inventors: Luigi Amariti, Llandro C. Santos
  • Patent number: 4492748
    Abstract: A light-sensitive diazonium group-containing polycondensation product of a diazonium salt corresponding to the general formula ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 denote hydrogen atoms, halogen atoms, alkyl groups having 1 to 3 carbon atoms or alkoxy groups having 1 to 6 carbon atoms, andX denotes the anion of the diazonium salt,and an aldehyde selected from the group consisting of dialdehydes, acetals of dialdehyde hydrates, and esters of dialdehyde hydrates, a process for producing such a light-sensitive polycondensation product and a light-sensitive recording material comprising a layer support and a light-sensitive layer containing such a light-sensitive polycondensation product.
    Type: Grant
    Filed: September 8, 1982
    Date of Patent: January 8, 1985
    Inventors: Walter Lutz, Hartmut Steppan, Fritz Erdmann
  • Patent number: 4487823
    Abstract: The present invention describes a light-sensitive copying material comprising a support and a light-sensitive layer which contains from 0.01 to 10 percent by weight of a non-ionic ester which is obtained by reacting a perfluoro-carboxylic acid with a polyalkylene glycol or of an ether which is obtained by reacting a highly fluorinated or a perfluorinated alkanol with a polyalkylene glycol. By the addition of the fluorinated compound, a more uniform coating is achieved, even when one solvent alone is used for the coating solution.
    Type: Grant
    Filed: October 29, 1982
    Date of Patent: December 11, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Lehmann, Dieter Mohr, Kurt Reiss
  • Patent number: 4486529
    Abstract: This invention relates to an improvement in a photochemical process for the preparation of printing plates wherein a printing plate comprising a photosensitive composition coated on a support is exposed to a pattern of laser light, the intensity of which is modulated in accordance with an input source of information and said printing plate is subsequently developed by removal from said support of that portion of the photosensitive coating composition which is not exposed to said pattern of laser light, the improvement comprising utilizing a pattern of laser light generated by a laser at a wavelength greater than about 450 nm, and utilizing as a photosensitive composition a negative-working condensate of a para-aminobenzene diazonium compound, said compound being present in a quality of at least 25% of the total coating weight.
    Type: Grant
    Filed: December 7, 1978
    Date of Patent: December 4, 1984
    Assignee: American Hoechst Corporation
    Inventors: William Jeffers, Douglas Seeley, Raimund J. Faust, Shuchen Liu
  • Patent number: 4477552
    Abstract: Light-sensitive compositions and materials incorporating such compositions, such as coated films for the production of polymeric resists, comprise a diazo-resin as a sensitizer for the composition and a water-soluble or water-dispersible colloid. In order to stabilize the diazo-resin sensitizer and increase the time between manufacture and use of such light-sensitive compositions and material, a poly-(vinylpyridine) is incorporated in the composition, preferably in the form of a water-soluble salt such as the hydrochloride or sulphate.
    Type: Grant
    Filed: October 28, 1982
    Date of Patent: October 16, 1984
    Assignee: Autotype International Limited
    Inventors: Peter M. G. Day, John W. Jones, John A. Sperry
  • Patent number: 4472494
    Abstract: Bilayer photosensitive imaging articles comprising a substrate coated with an image layer and a resist layer are disclosed. The substrate may be transparent, translucent or opaque to give imaging articles useful in different applications. The image layer which should be from about 0.3-3.0 microns in thickness includes an organic film-forming vehicle from the group of copolymers of the formula: ##STR1## where P is styrene, ethylene or methyl vinyl ether; m is 1-3; n is 1,10; X is OH, OHN.sub.2, ONH.sub.4, OR, ONH.sub.3 R, ONH.sub.2 R.sub.2, ONHR.sub.3, ONH.sub.3 RNH.sub.2, ONa, OK, OLi; R is an alkyl group in the range C.sub.1 -C.sub.10 optionally including a functional group such as ketone, alcohol, esther, ether alcohol or aryl; m=1-3, n=1-10; and the molecular weight is between 1,000-150,000. The image layer may also include a coloring medium. The resist layer, which should be from about 0.5 to about 2.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: September 18, 1984
    Assignee: Napp Systems (USA), Inc.
    Inventors: Robert W. Hallman, Eugene L. Langlais, Ronald G. Bohannon, Dominic B. Rubic
  • Patent number: 4469772
    Abstract: The invention provides a photographic element having a substrate and a photosensitive coating on the substrate, said coating containing(A) the polycondensation product of 3-methoxy-4-diazodiphenyl amine sulfate and 4,4'-bis-methoxy methyldiphenyl ether, precipitated as methane sulfonate; and,(B) the polycondensation product of 3-methoxy-4-diazodiphenyl amine sulfate and 4,4'-bis-methoxy methyldiphenyl ether, precipitated as mesitylene sulfonate, and(C) at least one colorant: and(D) at least one water soluble polymeric binding resin which is preferably polyvinyl pyrrolidone. The element is developable using water alone as a solvent.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: September 4, 1984
    Assignee: American Hoechst Corporation
    Inventors: Oliver A. Barton, James D. Wright
  • Patent number: 4467027
    Abstract: A developer composition of an alkaline aqueous solution containing a reducing inorganic salt, typically an alkali metal salt of sulfurous acid such as sodium sulfite, is found to be applicable for development of a lithographic printing plate material containing a photosensitive o-quinonediazide compound and an organic polymer, with reduced deterioration in developing capacity caused by the air and enhanced stability with lapse of time. In particular, a developer composition composed of an alkaline aqueous solution of pH 11 or higher containing a water-soluble sulfurous acid salt is effective for developing both of a lithographic printing plate material having a nega-type photosensitive layer containing a photosensitive diazo compound and an organic polymer, and a lithographic printing plate material having a posi-type photosensitive layer containing an o-quinonediazide compound and an organic polymer.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: August 21, 1984
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Takeshi Yamamoto, Kiyoshi Goto, Yoshio Kurita, Noriyasu Kita, Naoshi Kunieda
  • Patent number: 4452877
    Abstract: Presensitized lithographic printing plates, having extended press run life, are provided by electrolytically passing a current through the light-sensitive material in the prefabricated plate. Press runs of up to sixty percent longer than expected are possible with plates which are so treated.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: June 5, 1984
    Assignee: American Hoechst Corporation
    Inventor: Major S. Dhillon
  • Patent number: 4448873
    Abstract: A photographic element comprising a transparent support and a coating on the support comprising a diazonium composition having a light absorbency of about 45% or less, and a colorant composition, said coating having a light transmission of not more than about 0.1%.
    Type: Grant
    Filed: March 18, 1982
    Date of Patent: May 15, 1984
    Assignee: American Hoechst Corporation
    Inventors: John E. Walls, Major S. Dhillon
  • Patent number: 4446218
    Abstract: This invention relates to proof film-type light sensitive diazonium materials containing accelerators selected from sulfur and/or amide-containing compounds which are capable of accelerating the contact exposure of negative-working diazonium compounds when such diazonium compounds are subjected to UV radiation. These accelerators enhance essentially photosensitivity speed. The invention also relates to presensitized reproduction materials comprising diazonium materials containing these accelerators.
    Type: Grant
    Filed: March 18, 1982
    Date of Patent: May 1, 1984
    Assignee: American Hoechst Corporation
    Inventor: Major S. Dhillon
  • Patent number: 4436804
    Abstract: This invention relates to novel condensation products, novel light-sensitive condensation products of aromatic diazonium salts, processes for preparation thereof, and to light-sensitive reproduction materials, which latter comprise a support having a reproduction layer containing at least one of the novel light-sensitive products. The light-sensitive condensation products are prepared by first homo-condensing non-diazo containing monomers of the structure R--M--R to form an oligomer. The oligomer is next condensed with an aromatic diazonium salt form the desired novel light-sensitive condensation product. R is a reactive substituent capable of undergoing condensation reactions in acid medium. M is selected from the group consisting of aromatic hydrocarbons, diaryl ethers, diaryl sulfides, diaryl amines, diaryl sulfones, diaryl ketones and diaryl diketones. The resulting novel light-sensitive condensation products have approximately four times the speed of prior art compounds.
    Type: Grant
    Filed: March 18, 1982
    Date of Patent: March 13, 1984
    Assignee: American Hoechst Corporation
    Inventor: John E. Walls
  • Patent number: 4433043
    Abstract: A water based photosensitive composition comprises a hydrolyzate of a mammal collagen and a photosensitizer serving to cross-link the hydrolyzate when exposed to an active light. The hydrolyzate has a number-average molecular weight, Mn, of 2,000 to 30,000 and an intrinsic viscosity, [.eta.], of 0.060 to 0.155 dl/g in a 0.15 mole citric acid buffer solution maintained at 40.degree.C. Also, the hydrolyzate is capable of maintaining the formability of the collagen fold. A photoresist pattern formed by using the composition exhibits a high resolution, a good dyeing property and a strong corrosion resistance.
    Type: Grant
    Filed: November 13, 1981
    Date of Patent: February 21, 1984
    Assignees: Toppan Printing Co., Ltd., Nippi, Inc.
    Inventors: Yoshikatu Sawada, Kazuo Shirakawa, Takeo Sugiura
  • Patent number: 4414315
    Abstract: Process for making a lithographic printing plate having an oleophilic amplified image prepared by(a) providing a silicated aluminum substrate with a hydrophilic, anionic, negatively charged surface and a layer on said surface of a light sensitive, cationic, positively charged, water soluble diazonium material having at least two reactive sites per molecule, each reactive site being capable of being chemically altered by actinic light or chemically reacted with an anionic material;(b) selectively and incompletely exposing the diazo layer to actinic light to alter only a portion of the reactive sites thereby adhering the diazo material to the substrate in the exposed areas;(c) coupling the diazo layer with an anionic material to reinforce diazo in the exposed areas in situ and remove diazo from the unexposed areas by contacting the substrate after exposure with an anionic material in water in a quantity and for a time sufficient to couple the anionic material with the diazo and dissolve the coupled product from
    Type: Grant
    Filed: June 17, 1981
    Date of Patent: November 8, 1983
    Assignee: Howard A. Fromson
    Inventors: Robert F. Gracia, Howard A. Fromson
  • Patent number: 4414311
    Abstract: Light sensitive compounds are deposited onto a hydrophilized metal substrate, which is preferably aluminum, by means of a direct current electromotive force. The light sensitive component is dissolved in a current carrying solvent. Cathodic, hydrophilized, aluminum is passed through the solution and the EMF applied. The result is a light sensitive coating on the hydrophilized substrate surface.
    Type: Grant
    Filed: March 18, 1982
    Date of Patent: November 8, 1983
    Assignee: American Hoechst Corporation
    Inventors: John E. Walls, Thomas A. Dunder
  • Patent number: 4408532
    Abstract: A light-sensitive adduct comprising the combination of a diazo resin having a plurality of pendant diazonium groups and a sulfonated polymer having a plurality of sulfonate groups and a presensitized light-sensitive article comprising a substrate having a light-sensitive coating which is comprised of the light-sensitive adduct on a surface thereof. After imagewise exposure, unexposed portions of the coating are removable by water or aqueous developers.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: October 11, 1983
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Joseph H. Incremona
  • Patent number: 4404272
    Abstract: A light-sensitive mixture, which is composed of a light-sensitive compound, for example, an o-quinone-diazide or a diazonium salt polycondensate, or a light-sensitive combination of compounds, for example, a photolytic acid donor and an acetal compound or orthocarboxylic acid compound which can be cleaved by acid, and of a novolak having halogenated phenol units is described. The mixture is preferably used for the preparation of printing plates, in particular planographic printing plates, which have an improved resistance to aqueous-alkaline developer solutions, gasoline hydrocarbons and fountain solutions containing alcohol.
    Type: Grant
    Filed: February 23, 1982
    Date of Patent: September 13, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Paul Stahlhofen
  • Patent number: 4399210
    Abstract: A photosensitive composition containing at least one o-naphthoquinonediazide compound represented by the following general formula (I): ##STR1## wherein A represents a divalent aliphatic residue, a divalent substituted aliphatic residue, a divalent aromatic residue or a divalent substituted aromatic residue, and a discoloring agent which changes its color tone upon the interaction with a photodecomposition product of the o-naphthoquinonediazide compound.The photosensitive composition directly provides visible contrast between exposed portions and unexposed portions upon light exposure without development and is particularly useful for making lithographic printing plates, letterpress printing plates, IC circuits, photomasks, etc.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: August 16, 1983
    Assignee: Fuji Photo Film Company Ltd.
    Inventors: Teruo Nagano, Akira Nagashima
  • Patent number: 4396700
    Abstract: A process for forming an image is disclosed wherein a photosensitive image-forming material comprising a diazonium compound or an azide compound is exposed and developed by a peeling development method wherein a development carrier sheet having thereon a layer of an adhesive composition is adhered to the image-forming material, before or after exposure, and, after exposure, peeled from the image-forming material whereby the exposed areas of the photosensitive layer are adhered to the carrier sheet thereby forming a relief image, and the unexposed areas remaining adhered to the support also forming a relief image.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: August 2, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masao Kitajima, Hiromichi Tachikawa, Fumiaki Shinozaki, Tomoaki Ikeda
  • Patent number: 4395480
    Abstract: The invention relates to a developer mixture for developing exposed, light-sensitive reproduction layers which contain a diazonium salt polycondensation product. The mixture comprises water, a salt of an alkanoic acid and a surfactant and contains 0.5 to 15 percent by weight, in particular 1 to 10 percent by weight, of at least one salt of an alkanoic acid having 8 to 13 carbon atoms and 0.5 to 20 percent by weight, in particular 1 to 12 percent by weight, of at least one low-foaming, nonionic surfactant. These surfactants preferably include optionally modified block polymers formed from ethylene oxide and propylene oxide.The invention also relates to a process for developing negative-working reproduction layers, of the composition indicated above, with the developer mixture according to the invention.
    Type: Grant
    Filed: January 6, 1982
    Date of Patent: July 26, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gerhard Sprintschnik
  • Patent number: 4391897
    Abstract: Process for removing unexposed diazo from a silicated aluminum lithographic printing plate having a hydrophilic, anionic, negatively charged surface and a layer of a light sensitive, cationic diazo material which has been selectively exposed to actinic light in an image area. The plate is contacted after exposure with a solution of an anionic material in water. Anionic material from the solution ionically couples with unexposed diazo material and the solution still containing anionic material dissolves the coupled product from the unexposed areas producing a clean, hydrophilic background.
    Type: Grant
    Filed: June 17, 1981
    Date of Patent: July 5, 1983
    Assignee: Howard A. Fromson
    Inventors: Robert F. Gracia, Howard A. Fromson
  • Patent number: 4391894
    Abstract: A method for preparing a substantially uniformily dyed photosensitive composition useful in the reprographic arts, and compositions useful therefor. A water soluble basic dye is reacted with an organic acid, or an ammonium or alkali metal salt thereof which is preferably monofunctional and the reaction product is substantially uniformly dissolved in a photosensitive diazo composition to impart the desired dye color thereto. The resultant dye colored photosensitive composition may then be coated upon a suitable support, for example, a film or metal sheet, to provide a photosensitized product useful in the reprographic arts, which possesses substantially uniform color characteristics and extended shelf life.
    Type: Grant
    Filed: August 28, 1981
    Date of Patent: July 5, 1983
    Assignee: Polychrome Corporation
    Inventors: Ken-ichi Shimazu, Albert Deutsch
  • Patent number: 4387151
    Abstract: Disclosed is a light-curable mixture, comprising a light-sensitive compound comprising a diazonium salt polycondensation product or an organic azido compound; and a binder comprising a polymer at least swellable in an aqueous-alkaline solution and which comprises alkenylsulfonylurethane or cycloalkenylsulfonylurethane side groups. Also disclosed are light-sensitive copying materials prepared with the mixtures.
    Type: Grant
    Filed: September 22, 1981
    Date of Patent: June 7, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Bosse, Werner Frass
  • Patent number: 4371602
    Abstract: The photosensitive printing plate of this invention features incorporation of an organic foaming agent in the photosensitive composition that constitutes the photosensitive layer, said organic foaming agent being thermally decomposed upon drying of said composition under heating to thereby roughen the surface of the photosensitive layer. According to this invention, no specific mechanical treatment is required for forming the photosensitive layer and also there is no need of remodeling the existing coating equipments, and further, the vacuum contact time can be appreciably lessened, so that this invention can greatly improve the working efficiency in plate making and markedly reduce the production cost.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: February 1, 1983
    Inventors: Hidenori Iwasaki, Junichi Igarashi, Shunichi Kasukawa
  • Patent number: 4339520
    Abstract: A light-sensitive vesicular recording material comprising a support and a layer comprised of a binder and a light-sensitive compound applied to the support, said binder comprising a butanone soluble copolymer of methacrylonitrile and vinylidene chloride; particularly, a mixture of a butanone soluble methacrylonitrile/vinylidene chloride copolymer and a vinylidene chloride/acrylonitrile copolymer, said copolymers being miscible with each other in butanone.
    Type: Grant
    Filed: March 31, 1981
    Date of Patent: July 13, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Markus Seibel, Bernd Huber, Irmgard Bindrum, Dieter Bodenheimer
  • Patent number: 4337307
    Abstract: A light-sensitive composition for the preparation of printing plates and photoresists is described, which comprises as the light-sensitive compound a diazonium salt polycondensation product and as the binding agent a branched polyurethane resin which contains no terminal isocyanate groups and the terminal units of which are at least partially derived from dihydroxy compounds. The printing plates produced with this light-sensitive composition are easily developable with aqueous developer solutions and yield long press runs.
    Type: Grant
    Filed: November 28, 1980
    Date of Patent: June 29, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Rudolf Neubauer
  • Patent number: 4334003
    Abstract: Presensitized lithographic plates having a diazo layer are prepared such that they exhibit a photospeed rendering them suitable for ultra high speed operations including use within laser platemaking systems. These ultra high speed plates have a diazo layer that is exceedingly thin while still being generally uniformly distributed throughout the plate area. The process includes extracting a significant quantity of diazonium compound or diazonium resin from a diazo layer on a presensitized plate substrate. Plates thus formed are useful in laser exposures for facsimile transmissions, as projection plates, as camera back plates, for step and repeat plate work, and where low intensity light sources are used in conjunction with very large plates.
    Type: Grant
    Filed: September 18, 1980
    Date of Patent: June 8, 1982
    Assignee: Richardson Graphics Company
    Inventor: Thomas H. Jones
  • Patent number: 4334006
    Abstract: A process for forming an image is disclosed wherein a photo-sensitive material composed of a support and a layer of a photo-sensitive composition containing a diazonium compound, an o-quinonediazide compound or an aromatic azide is exposed and developed by heating in intimate contact with a peeling development carrier sheet, and subsequently, peeling the carrier sheet from the photo-sensitive material.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: June 8, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masao Kitajima, Hiromichi Tachikawa, Fumiaki Shinozaki, Tomoaki Ikeda
  • Patent number: 4326020
    Abstract: Described is a lithographic element which may optionally be used as a positive working or a negative working element by minor changes in exposure and development parameters.
    Type: Grant
    Filed: September 10, 1980
    Date of Patent: April 20, 1982
    Assignee: Polychrome Corporation
    Inventors: Eugene Golda, Alan Wilkes
  • Patent number: 4316949
    Abstract: A long running printing press can be obtained by use of a photopolymerizable composition comprised of an ethylenically unsaturated oligomer, a solvent soluble diazonium resin, an organic film forming binder, and a photoinitiator system in described ratios.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: February 23, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Pano C. Petrellis, Larry A. Lien, Wesley E. Zarr
  • Patent number: 4315065
    Abstract: A film-forming oleophilic photopolymerizable composition is formed from a fluid epoxy resin having an epoxy equivalent of less than 350 and a photosensitive condensation product of a paradiazodiphenylamine fluoroborate and an organic condensation agent. The photopolymerizable compositions can be used as the photosensitive layer of negative lithographic plates, such as printing plates.Acidic aqueous solvent-developable negative lithographic plates are also provided in which the photosensitive layer is formed from a layer of the film-forming oleophilic photopolymerizable composition which is deposited on a hydrophilic support from an organic solvent solution.The lithographic printing plates of the present invention have high mechanical resistance, long shelf-life and can be used in large production runs to make a great number of copies.
    Type: Grant
    Filed: April 16, 1980
    Date of Patent: February 9, 1982
    Assignee: Rhone-Poulenc Systemes
    Inventors: Marcel Pigeon, Marta Szretter, Chantal Perie
  • Patent number: 4304832
    Abstract: The invention provides a novel photosensitive or photocurable resin composition suitable for the preparation of a planographic printing plate exhibiting excellent performance in development with an aqueous alkaline development solution as well as good ink-respectivity to form the image areas on the printing plate and high durability in printing . The resin composition comprises an acrylic copolymer and a diazo compound as the essential ingredients and the acrylic copolymer is composed of the recurring monomer units derived from alkyl esters of acrylic or methacrylic acid, from acrylonitrile or methacrylonitrile and from acrylic or methacrylic acid as the comonomers in limited proportions.
    Type: Grant
    Filed: June 10, 1980
    Date of Patent: December 8, 1981
    Assignee: Tokyo Ohka Kogyo Kabushiki Kaisha
    Inventors: Katsuyuki Ohta, Shigeru Otawa, Shunichi Kasukawa
  • Patent number: 4301234
    Abstract: This invention relates to an improvement in a light-sensitive recording material comprising a support and a light-sensitive layer including a diazonium salt polycondensation product composed of recurrent units of the general types(A--N.sub.2 X) and (B)which are connected with each other by bivalent intermediate members derived from a condensable carbonyl compound and wherein A is the radical of a diazonium salt which comprises at least two isocyclic or heterocyclic aromatic rings and which in at least one position of its molecule is capable of condensation with formaldehyde in an acid medium, B is the radical of a compound free of diazonium groups which in at least one position of its molecule is capable of condensation with formaldehyde in an acid medium, and X is the anion of the diazonium salt, the improvement that the light-sensitive layer additionally contains about 6 to 20 parts by weight of amine resin per part by weight of the polycondensation product.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: November 17, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Fritz Uhlig
  • Patent number: 4299905
    Abstract: A film-forming oleophilic photopolymerizable composition is formed from a fluid epoxy resin having an epoxy equivalent of less than 350 and a photosensitive reaction product of a water-soluble, photosensitive condensation product of a diazonium compound and an organic condensation agent with an organic coupling agent. The organic coupling agent is selected such that the photosensitive reaction product is soluble in organic solvents but only slightly soluble in water. The photopolymerizable compositions can be used as the photosensitive layer of water-developable negative lithographic plates, such as printing plates.Water-developable negative lighographic plates are also provided in which the photosensitive layer is formed from a layer of the film-forming oleophilic photopolymerizable composition which is deposited on a hydrophilic support from an organic solvent solution.
    Type: Grant
    Filed: March 26, 1980
    Date of Patent: November 10, 1981
    Assignee: Rhone-Poulenc Systems
    Inventors: Marcel Pigeon, Marta Szretter, Chantal Perie
  • Patent number: 4299893
    Abstract: Montage films, duplicating films, color guide films, microfiche film, color transparencies and similar visual aids are prepared from photosensitive articles having a layer of a photosensitive composition coated on a transparent support, preferably a flexible plastic transparent support.The exposed articles are developable with water to form the visual aid. The photosensitive layer is formed from a composition which includes a photosensitive reaction product of a condensation product of a diazonium compound with an arylsulfonic acid, and an epoxy resin which is liquid at ambient temperatures. The diazonium compound is preferably a paradiazodiphenylamine and the preferred condensing agent is formaldehyde or paraformaldehyde.The photosensitive layer can be colored with a permanent dye of a color depending on the type and use of the visual aid.
    Type: Grant
    Filed: March 26, 1980
    Date of Patent: November 10, 1981
    Assignee: Rhone-Poulenc Systemes
    Inventors: Marcel Pigeon, Marta Szretter, Chantal Perie