Polyamide Or Polyurethane Patents (Class 430/906)
  • Patent number: 4889793
    Abstract: The present invention relates to a photosensitive polymer composition comprising the following components A, B and C:A: 100 parts by weight of ethylenically unsaturated compounds,B: 3 to 40 parts by weight of a polyamide or 3 to 32 parts by weight of a polyesteramide soluble in the ethylenically unsaturated compounds andC: 0.01 to 10 parts by weight of a photopolymerization initiator, and a solid photosensitive printing plate material comprising the above-mentioned photosensitive polymer composition and a support, which solid photosensitive printing plate material can be easily prepared from a substantially solvent-free starting material and usable for the production of a printing plate, flexible printing plate and flexographic printing plate developable with water and/or an alcohol.
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: December 26, 1989
    Assignee: Toray Industries, Inc.
    Inventors: Masaharu Taniguchi, Masazumi Tokunow, Junichi Fujikawa
  • Patent number: 4889789
    Abstract: A photosensitive composition which substantially comprises a binder which is insoluble in water and soluble in aqueous-alkaline solutions, a photosensitive 1,2-naphthoquinone-diazide or a photosensitive mixture comprised of a compound which splits off acid upon exposure to light and a compound containing at least one acid-cleavable C-O-C group, and a thermally crosslinking compound comprising a urea or urethane-formaldehyde condensation product is disclosed. Also disclosed is a copying material prepared from this composition. The material has a good shelf life and can be processed as a positive or negative-working material, and also according to the photocomposing method. For development customary developer solutions are used.
    Type: Grant
    Filed: April 4, 1988
    Date of Patent: December 26, 1989
    Assignee: Hoechst Aktiengsellschaft
    Inventor: Paul Stahlhofen
  • Patent number: 4877711
    Abstract: A light-sensitive composition which contains a polyurethane resin having a carbon-carbon unsaturated bond and a carboxyl group. A presensitized plate using the above light-sensitive composition can be developed with an aqueous alkaline developing solution and provides a lithographic printing plate having excellent printing durability.
    Type: Grant
    Filed: May 12, 1987
    Date of Patent: October 31, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toshiaki Aoai, Kazuo Maemoto, Akihiko Kamiya, Hiroshi Misu
  • Patent number: 4865950
    Abstract: A laminate, adapted for manufacturing frames of metal beam leads that are bonded to integrated circuit chips, comprises(a) a flexible metal strip,(b) a layer of a first resist adhered to one surface of the metal strip, and(c) a layer of a second resist adhered to the opposite surface of the metal strip, wherein said second resist is a positive-working resist having a polysulfonamide binder whereby improved mechanical properties including flexibility and adhesion to the metal are obtained.
    Type: Grant
    Filed: January 21, 1988
    Date of Patent: September 12, 1989
    Assignee: Eastman Kodak Co.
    Inventor: Thap DoMinh
  • Patent number: 4859562
    Abstract: A photosensitive mixture that contains a photosensitive compound, for example, a photoinitiator or a diazo compound, and a reaction product of a polymer containing active hydrogen with an olefinically unsaturated compound represented by the formula ##STR1## wherein X and Y are the same or different and denote oxygen or sulfur,R.sub.1 is an olefinically unsaturated aliphatic radical containing 2 to 8 carbon atoms andR.sub.2 is a saturated aliphatic radical containing 1 to 8 carbon atoms or an aryl radical containing 6 to 10 carbon atoms,is suitable for producing photoresists and printing plates.
    Type: Grant
    Filed: May 8, 1987
    Date of Patent: August 22, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg Pawlowski, Hans-Jerg Kleiner, Thomas Gerdau
  • Patent number: 4840868
    Abstract: A photosensitive composition is described, which contains a diazonium salt polycondensation product and a polymeric binder which is soluble or at least swellable in aqueous-alkaline solutions and comprises a reaction product of a trimellitic anhydride, the free carboxyl group of which is esterified with an alcohol containing a urethane group, with a polymer containing hydroxyl groups and having no further functional groups capable of reaction with acid anhydrides. The composition yields an increased print run and has, at the same time, good storability and developability.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: June 20, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg Pawlowski, Guenter Hultsch, Gerhard Mack
  • Patent number: 4839254
    Abstract: A photosensitive mixture contains a photosensitive compound and a polymeric binder which s a reaction product of a compound represented by the formula ##STR1## wherein X and Y are the same or different, and each denotes oxygen or sulfur,R.sub.1 and R.sub.2 are the same or different, and each denotes an unsubstituted or substituted alkyl, cycloalkyl or alkoxy radical containing from 1 to 6 carbon atoms; an unsubstituted or substituted aryl or aryloxy radical containing from 6 to 10 carbon atoms; or, together with the phosphorus atom, a 5- or 6-membered heterocyclic ring which is unsubstituted or substituted or which carries a fused benzene ring,with a polymer containing active hydrogen. The novel binders used in the mixture can be easily prepared and yield photosensitive layers of good developability and developer resistance.
    Type: Grant
    Filed: May 8, 1987
    Date of Patent: June 13, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg Pawlowski, Hans-Jerg Kleiner
  • Patent number: 4806450
    Abstract: A photosensitive recording element which is suitable for the production of printing plates or resist images, possesses a photopolymerizable recording layer which is applied to a dimensionally stable base, can be developed in an aqueous alkaline medium and contains, as a polymeric binder, one or more film-forming copolymers which are insoluble in water but soluble or dispersible in aqueous alkaline solutions and consist of from 10 to 50% by weight of one or more hydroxyalkyl (meth)acrylates, from 8 to 30% by weight of acrylic acid and/or methacrylic acid and from 30 to 80% by weight of one or more alkyl (meth)acrylates, some of the carboxyl groups of the copolymer being esterified by reaction with glycidyl (meth)acrylate.
    Type: Grant
    Filed: May 28, 1987
    Date of Patent: February 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Reiner Hofmann, Axel Sanner
  • Patent number: 4806449
    Abstract: A photosensitive recording element which is suitable for the production of printing plates or resist images possesses a photopolymerizable recording layer which is applied to a dimensionally stable base, can be developed in an aqueous alkaline medium and contains, as a polymeric binder, one or more film-forming copolymers which are insoluble in water but soluble or dispersible in aqueous alkaline solutions and consist of from 10 to 50% by weight of one or more N-vinylamides, from 8 to 30% by weight of acrylic acid and/or methacrylic acid and from 30 to 80% by weight of one or more hydrophobic comonomers which, as such, form homopolymers which are insoluble in water and aqueous alkaline solutions, some of the carboxyl groups of the copolymer being esterified by reaction with glycidyl (meth)acrylate.
    Type: Grant
    Filed: May 28, 1987
    Date of Patent: February 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Reiner Hofmann, Axel Sanner
  • Patent number: 4803147
    Abstract: A photosensitive polyimide polymer composition comprising a solvent soluble polyimide condensation product of an aromatic dianhydride and an aromatic diamine, a polyfunctional ethylenically unsaturated monomer and a photoinitiator. The solvent soluble polyimides of the composition are prepared from at least one compound selected from 2,2-hexafluoro-bis-(3,4-dicarboxyphenyl)tetracarboxylic dianhydride; 1,1-bis-[4-(1,2-dicarboxyphenyl)]-1-phenyl-2,2,2-trifluoroethane dianhydride; 2,2-hexafluoro-bis(3-aminophenyl)propane; 2,2-hexafluoro-bis(4-aminophenyl)propane; 2,2-hexafluoro-bis-[4-(3-aminophenoxy)phenyl]propane; 2,2-hexafluoro-bis-[4-(4-aminophenoxy)phenyl]propane and 1,1-bis-(4-aminopheny)-1-phenyl-2,2,2-trifluoroethane or mixtures thereof.
    Type: Grant
    Filed: November 24, 1987
    Date of Patent: February 7, 1989
    Assignee: Hoechst Celanese Corporation
    Inventors: Werner H. Mueller, Dinesh N. Khanna, Rohitkumar H. Vora
  • Patent number: 4797353
    Abstract: A method for processing a silver halide light-sensitive material is disclosed, comprising a support having thereon at least one silver halide emulsion layer with an automatic developing machine which comprises developing an imagewise exposed silver halide light-sensitive material, wherein an amount of organic substances remaining in at least one of the emulsion layer or other hydrophilic colloid layers comprising a surface protective layer after said processing with said automatic developing machine, is not more than about 90 wt % of the weight of said organic substances prior to said processing.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: January 10, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Sumito Yamada, Hiroshi Kawasaki, Masaki Satake
  • Patent number: 4783386
    Abstract: Provided is an optical information recording medium and a method of recording information thereon. The information layer of the recording medium comprises an anthracyanine or phenanthracyanine chromophore compound. In a preferred embodiment, the chromophore is substituted with at least one substituent conferring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The resulting information layer exhibits strong absorption in the range of from about 780-850 nm. Employing an anthracyanine or phenanthracyanine chromophore substituted with a film forming substituent further offers the advantages of a single component material exhibiting good thermomechanical properties.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: November 8, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: David E. Nikles, R. Sidney Jones, Jr., James E. Kuder
  • Patent number: 4753865
    Abstract: A solid photopolymerizable composition, contains addition polymerizable ethylenically unsaturated monomer, initiating system, polymer binder and a microgel wherein preferably the binder and microgel form substantially a single phase and have a similar glass transition temperature above 25.degree. C. Although less preferred the solid composition can function without the binder. A preferred use is as a photoresist.
    Type: Grant
    Filed: January 22, 1986
    Date of Patent: June 28, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Michael Fryd, Terry R. Suess
  • Patent number: 4721665
    Abstract: The invention features a lithographic composition fabricated from a process wherein an acidic novolak resin is neutralized in solution. The solution comprises a common compatible solvent with the other ingredients of the coating composition, such as a positive sensitizer, a color changing dye, and a light activated, acid-releasing compound.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: January 26, 1988
    Assignee: Polychrome Corporation
    Inventors: Thomas Dooley, James Shelnut
  • Patent number: 4717640
    Abstract: A light-sensitive mixture containing a light-sensitive compound or a light-sensitive combination of compounds, the solubility of which is increased upon exposure, and a binder made from a polymer which has units of alkenylsulfonylaminocarbonyloxystyrenes or cycloalkenylsulfonylaminocarbonyloxystyrenes and which is insoluble in water and soluble in aqueous alkali. Moreover, a recording material is described which is particularly used in the production of printing plates coated with a light-sensitive layer of the indicated mixture. The printing form obtained after exposure and development of the material can be baked at temperatures ranging from 180.degree. C. to 250.degree. C. without forming difficult to remove deposits on the non-image areas of the plate. As a result, a printing form is produced, which has a particularly high resistance and yields a large print run.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: January 5, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Paul Stahlhofen
  • Patent number: 4608333
    Abstract: A radiation-sensitive composition is described, which is comprised of (1) a polymer containing repeating units of the formula: ##STR1## wherein R.sup.1 is a trivalent or tetravalent aromatic or heteroaromatic residue having 6 to 30 carbon atoms, R.sup.2 is a divalent aromatic or heteroaromatic residue having 6 to 30 carbon atoms, R.sup.3 is hydrogen or an ammonium ion, n is 1 or 2, and COOR.sup.3 is located in an ortho or peri position with respect to the amide linkage, (2) an organic compound having a radiation-dimerizable or radiation-polymerizable olefinic double bond and an amino radical or a quaternary ammonium salt, and (3) an aromatic secondary or tertiary amine compound which is chemically inactive to actinic radiation. This composition has an improved photo-sensitivity or radiation sensitivity and can give highly heat-resistant relief patterns with a good edge sharpness and good mechanical and chemical properties as well as good insulating properties.
    Type: Grant
    Filed: February 10, 1984
    Date of Patent: August 26, 1986
    Assignee: Toray Industries, Inc.
    Inventors: Gentaro Ohbayashi, Susumu Umemoto, Hiroo Hiramoto
  • Patent number: 4608331
    Abstract: Photopolymeric polyurethanes are provided which have a polymeric backbone including recurring urethane or urea groups or both and which have unsaturated hydrocarbon groups attached to this backbone. These photopolymers are combined with a solvent and have a selected and controlled molecular weight and viscosity. The photopolymeric polyurethane solutions are especially useful in providing plates that have a layer including a photopolymer, particularly plates for printing or photoresists that have a photopolymeric layer over a layer of light sensitive diazonium composition.
    Type: Grant
    Filed: November 16, 1984
    Date of Patent: August 26, 1986
    Assignee: Witco Chemical Corporation
    Inventors: Carl Bernstein, Konstantinos Arvanitis, Luigi Amariti
  • Patent number: 4598038
    Abstract: Highly heat resistant polyimide and polyisoindoloquinazoline dione relief structures can be produced by applying radiation-sensitive soluble polymer precursors in the form of a film or foil on a substrate, irradiating the film or foil through negative patterns with actinic light or electrons or a light, electron, ion or laser beam, removing the unirradiated film or foil portions and optionally by subsequent annealing. The relief structures are produced in an inexpensive manner with high purity and in a chloride-free form as well as having economically acceptable exposure times as a result of using as polymer precursors poly-condensation products which are prepared in the presence of carbodiimides. The polycondensation products are prepared from diamino compounds or diamino compounds having at least one orthopositioned amido group and olefinically unsaturated tetracarboxylic acid diesters of aromatic and/or heterocyclic tetracarboxylic acid dianhydrides and olefinically unsaturated alcohols.
    Type: Grant
    Filed: March 27, 1985
    Date of Patent: July 1, 1986
    Assignee: Siemens Aktiengesellschaft
    Inventor: Hellmut Ahne
  • Patent number: 4590144
    Abstract: A photopolymerizable recording material for the production of relief plates comprises a photopolymerizable layer which can be developed in an alcoholic solution and contains a mixture of a photoinitiator, a photopolymerizable monomer and a linear, high molecular weight polyurethane which possesses activated double bonds in side branches, and is prepared using a polyether-diol from the group comprising the polyethylene glycols, propylene glycols and ethylene glycol/propylene glycol co-condensates.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: May 20, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunnar Schornick, Mong-Jon Jun, Axel Sanner, August Lehner, Werner Lenz, Peter Richter, Albrecht Eckell
  • Patent number: 4576897
    Abstract: The contact of an image-bearing film to the surface of a photosensitive polyamide printing plate is improved by forming an anti-stickiness layer on the photosensitive polyamide layer, the anti-stickiness layer comprising a polymer which is soluble or dispersible in a developer for the photosensitive polyamide, and having a thickness of 0.2 to 20.mu. and having a matted surface.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: March 18, 1986
    Assignee: Toray Industries, Incorporated
    Inventors: Junichi Fujikawa, Osamu Togashi, Shigetra Kashio
  • Patent number: 4564580
    Abstract: Disclosed is a photosensitive resin composition comprising an aqueous dispersion or emulsion comprising components (1), (3) and (4) as indispensable components and optionally the following component (2):(1) a water-soluble saponified vinyl acetate polymer to which a styrylpyridinium or styrylquinolinium group has been added;(2) a water-dispersible or hydrophobic polymer;(3) a photo-polymerizable unsaturated compound having an ethylenically unsaturated group; and(4) a photo-polymerization initiator.This composition has excellent dispersion stability, sensitivity and resolving power and produces a hardened product having good solvent resistance, water resistance and abrasion resistance.
    Type: Grant
    Filed: June 26, 1984
    Date of Patent: January 14, 1986
    Assignees: Kogyo Gijutsuin, Murakami Screen Kabushiki Kaisha
    Inventors: Kunihiro Ichimura, Tsuguo Yamaoka, Sadayoshi Kaneda, Toru Shibuya
  • Patent number: 4557997
    Abstract: A photo-polymerizable dispersion composition is disclosed. The dispersion composition includes a silver halide which is dispersed within a polyfunctional vinyl monomer and a high molecular binder. The binder is obtained by vinyl polymerization and contains a water insoluble polymer having amide groups and carboxyl group. The resulting dispersion composition can be utilized to form high polymer images having a good oleophilic property which exhibit less swelling even if developed in an aqueous developing solution.
    Type: Grant
    Filed: May 25, 1984
    Date of Patent: December 10, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Akira Umehara
  • Patent number: 4544624
    Abstract: The invention provides a photosensitive resin composition containing a soluble synthetic linear high-molecular compound in an amount of 25 to 95 weight percent based on the whole composition, a monomer having at least one photopolymerizable unsaturated bond and a photopolymerization initiator and characterized in that part or all of the soluble synthetic linear high-molecular compound is an addition polymer of an organic diisocyanate compound with an amide compound, both terminals of the amide compound being either primary or secondary amide groups and the equivalent ratio of amino groups to isocyanate groups in the addition polymer is not less than 1.0. The high-molecular weight compound makes up at least 50% by weight base on the total amount of the polymer material present in the composition.
    Type: Grant
    Filed: January 2, 1985
    Date of Patent: October 1, 1985
    Assignee: Toyo Boseki Kabnushiki Kaisha
    Inventors: Masaru Nanpei, Akira Tomita, Toshiaki Fujimura, Kuniomi Etoh
  • Patent number: 4525444
    Abstract: An electrophotographic recording material is described for preparing a printing form or a printed circuit, comprising a layer support and a photoconductive layer comprised of photoconductor, sensitizer and/or activator, if appropriate further additives which improve surface texture and/or adhesion and a high molecular weight binder which is soluble in an alkaline aqueous or alcoholic solution and the photoconductive layer of which recording material contains as binder the product of reacting a sulfonyl isocyanate of the general formula R--SO.sub.2 --NCO in which R is alkenyl having up to 4 carbon atoms or phenyl which can be substituted by alkyl having up to 3 carbon atoms, with a hydroxyl-containing polymer in a molar ratio within the range of (0.5 to 1):1.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: June 25, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Karl-Friedrich Doessel
  • Patent number: 4504567
    Abstract: The invention provides a light-sensitive lithographic printing plate containing a light-sensitive composition which has a different degree of solubility in an exposed area of said printing plate than in an unexposed area of said printing plate when said printing plate is developed in a developing solution. This printing plate is produced by a process which comprises coating on a support a solution prepared by dissolving a light-sensitive composition containing a light-sensitive material and at least one fluorinated surfactant having Formula (I) in a quantity of between 0.005% by weight and 0.05% by weight based on the weight of said composition, in at least one solvent having (A) a solubility parameter of at least 8(cal/cm.sup.3)1/2, and (B) a boiling point within the range of from 100.degree. to 200.degree. C. Said Formula (I) is Rf-A-Y, wherein Rf is a partially or completely fluorinated hydrophobic alkyl moiety, A is a single bind or bivalent moiety and Y is a hydrophilic moiety.
    Type: Grant
    Filed: August 9, 1984
    Date of Patent: March 12, 1985
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Takeshi Yamamoto, Kiyoshi Goto
  • Patent number: 4486526
    Abstract: A photopolymerizable coating over a diazo resin provides a high-speed lithographic plate or photoresist while improving the printing life of the plate while making its development simpler than that of most other photopolymer plates. The photopolymer is a cinnamoylated resin which is placed over a diazo based material.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: December 4, 1984
    Assignee: Richardson Graphics Company
    Inventors: Daniel C. Thomas, Jack L. Sorkin
  • Patent number: 4464456
    Abstract: A photosensitive polymer composition containing 0.01% to 10% by weight of a photosensitizer and, the following components A and B, is presented.A. 100 parts by weight of polyether-ester amide comprising (a) at least one compound selected from the group consisting of aminocarboxylic acids having 6 to 15 carbon atoms, lactams having 6 to 15 carbon atoms and nylon mn salts wherein 10.ltoreq.m+n.ltoreq.30, (b) at least one poly(alkylene oxide) glycol having a number average molecular weight of 200 to 6000, and (c) at least one dicarboxylic acid having 4 to 20 carbon atoms; andB. 10 to 200 parts by weight of at least one photopolymerizable vinyl monomer having a terminal ethylenically unsaturated bond and having a boiling point of at least 150.degree. C.This photosensitive polymer composition is extremely effective for use in a photosensitive flexographic printing plate developable in water or in alcohol.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: August 7, 1984
    Assignee: Toray Industries, Inc.
    Inventors: Junichi Fujikawa, Hiroshi Mataki, Chiaki Tanaka, Shinobu Nakashima
  • Patent number: 4458007
    Abstract: A radiation-polymerizable mixture comprising a polymeric binder, a radiation-activatable polymerization initiator and a polymerizable acrylate or methacrylate ester having at least two urethane groups in the molecule, said ester being a reaction product of glycerol dimethacrylate or glycerol diacrylate and a polyisocyanate obtained by reacting a polyhydroxy compound having from two to six hydroxyl groups with a diisocyanate or a reaction product of glycerol dimethacrylate or glycerol diacrylate and a diisocyanate. The new polymerizable urethanes provide the mixture with a high light-sensitivity, good reciprocity and a low tendency to crystallize.
    Type: Grant
    Filed: December 15, 1981
    Date of Patent: July 3, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ulrich Geissler, Heide Sprengel, Walter Herwig, Manfred Hasenjaeger
  • Patent number: 4436806
    Abstract: Printed circuit boards are made by imaging a liquid polymer which has been coated onto the board. The imaging is accomplished while the polymer is wet with the photo tool in a close air gap relationship with the coated board. The uncured polymer which remains liquid is removed after imaging so that the board can be processed by etch resist, plate resist, or solder mask techniques. The cured polymer is removed by stripping with an alkaline solution. The apparatus consists of single station or multi-station equipment to carry out the unit operations of maintaining the board in a set position, coating with a liquid polymer, placing a photo tool in registration with the circuit board blank and in close relationship with the coating, and imaging the liquid polymer via the photo tool to cause areas of the coating to solidify and other areas to remain liquid.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: March 13, 1984
    Assignee: W. R. Grace & Co.
    Inventors: Francis J. Rendulic, Robert K. Trasavage, Paul A. Boduch
  • Patent number: 4421840
    Abstract: A photopolymerizable recording material for the preparation of relief plates comprises a base and a photopolymerizable layer, which layer contains, as the binder, a substantially linear, high molecular weight, thermoplastic diisocyanate-modified nylon which is solid at room temperature and which possesses quaternary and/or quaternizable nitrogen atoms and also possesses photopolymerizable double bonds in side branches.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: December 20, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: August Lehner, Heinz U. Werther, Dieter Naegele, Werner Lenz, Mong-Jon Jun, Horst Reimann, Albrecht Eckell
  • 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: 4387157
    Abstract: A photosensitive multi-layer material comprising a base and a photosensitive layer which has a polyamide binder and is soluble or dispersible in an alcoholic solvent contains two layers between the base and the photosensitive layer, namely (a) an adhesion-promoting layer, adjacent to the base, which is derived from a polyurethane binder, prepared by reacting a hydroxyl-containing epoxy resin and a polyisocyanate, and a pigment combination in which a white zinc sulfide pigment is the essential constituent, and (b) an adhesive layer, adjacent to the photosensitive layer, which consists of a baked mixture of an alcohol-soluble copolyamide and a melamine-formaldehyde resin.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: June 7, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Bronstert, Herbert Hahn, Gerhard Hoffmann, Werner Lenz
  • Patent number: 4383020
    Abstract: An improvement in the method of preparing a coating or layer of reprographic material upon a substrate which includes the conventional steps of coating the substrate surface with a layer of resinous binder curable upon exposure to radiant energy including electron beam and ultraviolet radiation, the binder layer containing reprographic solids. The resinous binder is applied as a fluid and is irradiated until a coherent and adherent layer is formed. The method includes the steps of forceably applying and tautly maintaining a sheet of a smooth flexible film against the surface of the curable resinous binder while directing a beam of radiant energy through the sheet and onto the binder while the layer of flexible film is held thereagainst. The exposure to radiant energy is continued until the resinous binder is substantially completely cured, whereupon the sheet of flexible film is removed from the surface of the binder.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: May 10, 1983
    Assignee: Sheldahl, Inc.
    Inventors: Sidney J. Roberts, Deanna M. Dowdle
  • Patent number: 4368253
    Abstract: A method for forming an image by a positive resist process comprises:(1) exposing imagewise to actinic radiation a photoresist composition comprising:(a) a film-forming organic material having at least one substituted benzoin group of formula: ##STR1## where R.sup.1 denotes a hydrogen atom, an alkyl, cycloalkyl, cycloalkylalkyl, or aralkyl group or a group --(CH.sub.2).sub.b X; R.sup.2 denotes a hydrogen atom or an alkyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl group; R.sup.3 denotes a halogen atom or an alkyl, alkoxy, cycloalkyl, cycloalkylalkyl or phenyl group; X denotes a halogen atom, an alkoxy group, a phenoxy group, a group --COOR.sup.4 or a group --OOCR.sup.4, where R.sup.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: January 11, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: George E. Green, John S. Waterhouse
  • Patent number: 4361640
    Abstract: Compatible, aqueous developable photopolymerizable composition consisting essentially of (a) 22 to 32% by wt. of a monomeric compound having at least two terminal ethylenic groups, (b) 0.1 to 5.0% by wt of a photoinitiator or initiator system, (c) 40 to 80% by wt of a binder system which is the reaction product of (1) 65 to 87 parts by wt of a terpolymer of methylmethacrylate, butylmethacrylate and methacrylic acid as defined, (2) 5 to 20 parts by wt of a polyamide resin and (3) 5 to 20 parts by wt of a copolymer of vinyl pyrrolidone and vinyl acetate, (d) 0.03 to 0.10% by wt of a thermal polymerization inhibitor, and optionally up to 18% by wt of a plasticizer and up to 2.0% by wt of a tertiary amine capable of salt formation with a carboxylic acid. Aqueous developable photopolymerizable elements comprise a support bearing a layer of the composition. Relief printing plates can be prepared by imagewise exposing and developing the elements.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: November 30, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Herbert J. Pine
  • Patent number: 4353980
    Abstract: An improved abrasion and scratch resistance and resistance to chemicals of photographic materials is achieved by applying a coating composition comprising an irradiation-hardening binder, a multifunctional acrylic monomer, optionally a diiso- or polyisocyanate and a photoinitiator to the photographic material and subsequently irradiating the coating composition with light from the ultra-violet region of the spectrum.
    Type: Grant
    Filed: November 25, 1980
    Date of Patent: October 12, 1982
    Assignee: AGFA-Gevaert AG
    Inventors: Gunter Helling, Karl Fuhr
  • Patent number: 4340686
    Abstract: Flexographic printing plates are prepared from photosensitive elastomeric compositions which comprise(1) about 15 to about 89 percent by weight of a carbamated poly(vinyl alcohol) polymeric binder,(2) about 10 to about 70 percent by weight of a compatible monomer, and(3) about 0.1 to about 10 percent by weight of a free-radical generating system.
    Type: Grant
    Filed: January 13, 1981
    Date of Patent: July 20, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert P. Foss
  • 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: 4333998
    Abstract: Radiation-curable compositions useful for restorative and/or protective treatment of photographic elements are comprised of an acrylated urethane, an aliphatic ethylenically-unsaturated carboxylic acid, a multifunctional acrylate, and a siloxy-containing polycarbinol. Photographic elements, such as still films, motion picture films, paper prints, microfiche, and the like, are provided with a protective overcoat layer which is permanently bonded to the element, and serves to protect it from abrasion and scratches, by coating the element with the radiation-curable composition and irradiating the coating to bond it to the element and cure it to form a transparent, flexible, scratch-resistant, cross-linked polymeric layer. The protective overcoat layer can be applied to the image-bearing side of the element or to the support side of the element or to both sides.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: June 8, 1982
    Assignee: Eastman Kodak Company
    Inventor: Gerald M. Leszyk
  • Patent number: 4311785
    Abstract: The invention relates to a method for the preparation of highly heat-resistant relief structures on the basis of polyimides, polyisoindoloquinazoline diones, polyoxazine diones and polyquinazoline diones by applying radiation-sensitive soluble polymer precursor stages to a substrate in the form of a film or a foil; irradiating the film or the foil through negative patterns with actinic light or by deflecting a light, electron or ion beam; removing the non-irradiated film or foil portions and optionally, by subsequent annealing; as well as the use of relief structures so prepared. It is an object of the invention to simplify the preparation of relief structures of the type mentioned.
    Type: Grant
    Filed: August 19, 1980
    Date of Patent: January 19, 1982
    Assignee: Siemens Aktiengesellschaft
    Inventors: Hellmut Ahne, Eberhard Kuhn, Roland Rubner, Erwin Schmidt
  • Patent number: 4293635
    Abstract: A photosensitive composition having reduced cold flow comprising (a) addition polymerizable ethylenically unsaturated monomer, (b) an initiating system activatable by actinic radiation, and (c) an organic polymeric binder containing at least two percent by weight, basis binder, of an amphoteric interpolymer.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: October 6, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: William L. Flint, Yvan P. Pilette
  • Patent number: 4289838
    Abstract: Improved compositions comprising solvent-soluble, negative-acting or positive-acting light-sensitive diazonium compounds and solvent-soluble unsaturated monomers which are the products of about two equivalents of an organic diisocyanate with about one equivalent of an active hydrogen-containing organic compound, e.g., an alcohol or amine, preferably a polyol, which products are subsequently reacted with an unsaturated compound which contains an active-hydrogen, preferably in a hydroxyl group, available to react with the remaining isocyanate groups. The compositions can be coated onto suitable base sheet materials to form presensitized lithographic printing plates, proofs for multi-color printing, visual aids, printed circuits and the like.
    Type: Grant
    Filed: August 13, 1980
    Date of Patent: September 15, 1981
    Assignee: Polychrome Corporation
    Inventors: William Rowe, Eugene Golda
  • Patent number: 4269930
    Abstract: A photopolymerizable composition of matter useful for photopolymeric printing surfaces is disclosed. Printing surfaces prepared from the composition are strong and wear well, resist solvents and abrasives, and are suitable for intaglio or gravure printing.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: May 26, 1981
    Assignee: Matrix Unlimited, Inc.
    Inventor: David R. Kress
  • Patent number: 4262082
    Abstract: A positive electron beam resist lacquer binder which comprises polymerized or copolymerized units of: (A) 0 to 95 mol-% of at least one alkyl ester of methacrylic acid having from 1 to 20 carbon atoms in the alkyl moiety; (B) 5 to 100 mol-% of at least one monomer corresponding to Formula (I) ##STR1## wherein n is zero or one and one of the groups, X and Y is always a hydrogen atom and X or Y denotes a phenyl or naphthyl group substituted by at least one halogen atom, or a phenyl or naphthyl group substituted by at least one alkyl group having from 1 to 8 carbon atoms, alkoxy group having from 1 to 8 carbon atoms, carboxyl group, cyano group, carboxyalkyl group having from 1 to 4 carbon atoms in the alkyl moiety, or alkylcarbonyl group having from 1 to 8 carbon atoms in the alkyl moiety, provided that when n is one, at least one of X or Y is a hydrogen atom and the other of X or Y; if not a hydrogen atom, is as hereinbefore defined or a halogenoalkylcarbonyl group having from 1 to 4 carbon atoms in the alkyl
    Type: Grant
    Filed: September 7, 1979
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans J. Rosenkranz
  • Patent number: 4248958
    Abstract: This invention relates to a photopolymerizable mixture comprising a polymeric binder which is soluble or swellable in aqueous-alkaline solutions, a photoinitiator, a compound with at least two terminal acrylic or methacrylic acid ester groups and a boiling point above 100.degree. C. which is capable of addition polymerization, and a polyurethane corresponding to the following Formula I ##STR1## wherein --X-- is one of the following groups: ##STR2## Y is a saturated aliphatic or cycloaliphatic group with 2 to 12 carbon atoms,Z is ##STR3## R.sub.1 is R.sub.4 or CONH--R.sub.4, R.sub.2 and R.sub.3 are hydrogen atoms or methyl groups,R.sub.4 is a saturated aliphatic group with 1 to 20 carbon atoms,n is zero or a whole number from 1 to 15,m is a whole number from 2 to 4,p is zero or a whole number from 1 to 4,k is a whole number from 2 to 12,r is a whole number from 4 to 12,n+p is a whole number from 1 to 19, and whereinR.sub.1 is R.sub.4 if p=0, and R.sub.1 is CONH--R.sub.4 if n=0.
    Type: Grant
    Filed: May 23, 1979
    Date of Patent: February 3, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Raimund J. Faust
  • Patent number: 4247616
    Abstract: A positive-acting light-sensitive composition having excellent utility as a photoresist, comprising: (a) a crosslinked urethane resin formed by a catalyzed crosslinking of a non-heat reactive novalac phenolic resin and a polyisocyanate compound; (b) an epoxy resin having an epoxide equivalent weight of less than about 400 and a curing agent therefor; and (c) a positive-acting photosensitizer.Upon applying to a substrate and drying, the epoxy resin cures, resulting in a film useful as a photoresist or in the formation of lithographic printing plates.
    Type: Grant
    Filed: July 27, 1979
    Date of Patent: January 27, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: John P. Vikesland, Richard M. Presley
  • Patent number: 4247624
    Abstract: Flexographic printing plates are prepared from photosensitive elastomeric compositions which comprise(1) about 15 to about 89 percent by weight of a carbamated poly(vinyl alcohol) polymeric binder,(2) about 10 to about 70 percent by weight of a compatible monomer, and(3) about 0.1 to about 10 percent by weight of a free-radical generating system.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: January 27, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert P. Foss
  • Patent number: 4243743
    Abstract: This invention relates to a photosensitive composition comprising a precursor of a heat resistant polymer having carboxylic groups and a compound having a photosensitive olefinic double bond and an amino or quaternary ammonium salt. The photosensitive composition can give highly heat resistant relief patterns with good edge sharpness, good mechanical and chemical properties as well as good insulating properties. The heat resistant relief patterns obtained from the composition of this invention are especially useful as insulating, passivation or protective coatings in semiconductor devices.
    Type: Grant
    Filed: April 11, 1979
    Date of Patent: January 6, 1981
    Assignee: Toray Industries, Inc.
    Inventors: Hiroo Hiramoto, Masuichi Eguchi
  • Patent number: 4242437
    Abstract: A photosensitized polyamic acid film comprising polyamic acid and a photoinitiator, which is curable to a polyimide upon exposure to actinic radiation in the absence of externally applied heat.
    Type: Grant
    Filed: May 11, 1979
    Date of Patent: December 30, 1980
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Robert R. Rohloff
  • 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