Submerged Inlet For Subsurface Contact Patents (Class 96/351)
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Patent number: 4046071Abstract: A printing plate comprising a support, reliefs formed thereon as an image area, and from about 20 to about 4,000/cm.sup.2 small projections thereon in non-image areas, the height of the reliefs being at least 0.05 mm larger than that of the small projections, and a method for making a printing plate which comprises:A. superimposing a photosensitive resin layer having a thickness of at least 0.06 mm on a support, which is at least semi-transparent to actinic light, in intimate contact therewith;B. exposing the resulting assembly to actinic light through an image-bearing transparency from the side of the photosensitive resin layer;C. exposing the assembly to actinic light through a dot-image-bearing transparency having a transparent halftone dot area in a proportion of 1 to 40% from the side of the support to thereby form reliefs on the support, as image areas, and a number of small projections having a height of at least 0.Type: GrantFiled: September 26, 1975Date of Patent: September 6, 1977Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Masayoshi Mizuno, Tadashi Kawamoto, Kiichi Iida
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Patent number: 4046577Abstract: A photoreactive composition containing an effective amount of a polymer which includes as a recurring structure: ##STR1## wherein Ar is a bivalent aromatic radical, and M is selected from the class consisting of hydrogen, alkali metal, ammonium, and substituted ammonium. These compositions are useful in a wide variety of photochemical and photomechanical processes and are particularly suited for use as photopolymers, photoinitiators and photosensitizers in light sensitive coatings of presensitized lithographic plates.Type: GrantFiled: July 12, 1976Date of Patent: September 6, 1977Assignee: The Richardson CompanyInventors: Thaddeus M. Muzyczko, Thomas H. Jones
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Patent number: 4045223Abstract: The invention provides a method for the preparation of solvent soluble, highly heat-resistant layered structures, using radiation-sensitive, soluble, preliminary polymers. According to the invention, soluble preliminary polymers are used which are prepared in a hexamethyl phosphoric acid triamide solution and which comprise polycondensation products of primary diamines with bicyclo[2.2.2.]octene-7-tetra carboxylic acid-2,3,5,6-diester-bis-acid chlorides wherein the ester groups are in the orthoposition with respect to the acid chloride groups and contain radiation-reactive radicals. Optionally di-ortho-tetracarboxylic acid-diester-bis-acid chlorides and/or di-ortho-tetracarboxylic acid-bis-anhydrides, carrying radiation-reactive ester radicals, can also be used in addition to the bicyclo[2.2.2.]octene-7-tetra carboxylic acid-2,3,5,6-diester-bis-acid chlorides.Type: GrantFiled: July 24, 1975Date of Patent: August 30, 1977Assignee: Siemens AktiengesellschaftInventors: Roland Rubner, Wolfgang Kleeberg, Eberhard Kuhn
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Patent number: 4045231Abstract: A photosensitive resin composition for flexographic printing plates comprising styrene-butadiene block copolymer containing 35 - 50% by weight of styrene, at least one liquid prepolymer having a molecular weight of 1,000 - 5,000 selected from the group consisting of polybutadiene and butadiene-styrene copolymer, at least one photopolymerizable monomer containing at least one vinyl group, such as tetraethyleneglycol diacrylate, a photopolymerization initiator such as benzophenone, and a thermopolymerization inhibitor optionally added. This photosensitive resin composition affords relief images suitable for use in flexographic printing.Type: GrantFiled: February 18, 1976Date of Patent: August 30, 1977Assignee: Tokyo Ohka Kogyo Kabushiki KaishaInventors: Hiroyuki Toda, Eiichi Otomegawa, Toshimi Aoyama, Hisashi Nakane
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Patent number: 4045317Abstract: The invention disclosed is directed to new curable liquid polyene-polythiol compounds containing particular polar groups, at least one unsaturated carbon-to-carbon bond disposed at a terminal position on a main or pendant chain of the molecule and at least one terminally disposed thiol group, with the sum of the unsaturated bonds and thiol groups per polyene-polythiol molecule being at least 3. Upon curing in the presence of a free radical generator such as actinic radiation, the polar polyene-polythiol compounds form solid elastomeric and rigid products which are useful in a variety of applications including coatings, adhesives, sealants and molded articles.Type: GrantFiled: June 11, 1976Date of Patent: August 30, 1977Assignee: W. R. Grace & Co.Inventor: Donald W. Larsen
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Patent number: 4045318Abstract: This invention pertains to a method of transferring a surface relief pattern from a poly(olefin sulfone) layer to a metal layer wherein the poly(olefin sulfone) layer is exposed to ultra violet radiation prior to sputter etching the surface relief pattern into the metal layer.Type: GrantFiled: July 30, 1976Date of Patent: August 30, 1977Assignee: RCA CorporationInventors: Richard Joseph Himics, Nitin Vithalbhai Desai, Eugene Samuel Poliniak
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Patent number: 4043819Abstract: Photopolymerizable material for the preparation of stable polymeric images, is provided which is characterized in that it contains, on a carrier, at least one layer composed of1. ethylenically unsaturated monomers which are soluble in water or water-alcohol mixtures and which contain one or more terminal double bonds and at least one polar atom grouping with a lone electron pair,2. a photoinitiator which forms together with an electron donor a photo-redox pair, especially a diazine compound which forms a photo-redox pair with the ethylenically unsaturated monomer (1) or the binder (3a), or with both of them,3. as a matrix for the monomer (1), a swellable reaction product of at least oneA. macromolecular binder which is soluble in water or water-alcohol mixtures and which has at least one polar atom grouping containing a lone electron pair, withB. a hardener, the hardener being different from the monomers of the component (1), and optionally4.Type: GrantFiled: November 18, 1976Date of Patent: August 23, 1977Assignee: Ciba-Geigy AGInventor: Niklaus Baumann
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Patent number: 4042613Abstract: Novel benzophenone derivatives represented by the general formula R.sub.m.sup.1 --C.sub.6 H.sub.5-m --CO--C.sub.6 H.sub.5-n --R.sub.n.sup.2 where R.sup.1 is a halogen atom, a monovalent C.sub.1-10 hydrocarbon, alkoxy, thioalkoxy, amino, or dialkylamino group, R.sup.2 is an unsubstituted or organosiloxy-substituted organosilyl group, and m and n are each integers from 1 to 5. The benzophenone derivatives are useful as photosensitizers for making photo-curable compositions by blending with photo polymerizable resins, especially photopolymerizable organosilicon resins. Such photo-curable organosilicon resin compositions are further useful for making dry-planographic printing plates comprising non-image areas formed from the polymerized and cured layers of the composition.Type: GrantFiled: April 21, 1975Date of Patent: August 16, 1977Assignees: Dai Nippon Printing Co., Ltd., Shin-Etsu Chemical Co., Ltd.Inventors: Minoru Takamizawa, Yasushi Yamamoto, Yoshio Inoue, Atsumi Noshiro, Hitoshi Fujii
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Patent number: 4042386Abstract: A photopolymerizable composition and photosensitive elements produced therefrom are disclosed which include a monomer component, a polymer component and a polymerization initiator activatable by actinic light. The monomer component includes at least one water soluble monofunctional unsaturated ethylenic monomer, and at least one polyfunctional unsaturated ethylenic monomer. The polymer component includes a partially saponified, water-soluble, polyvinyl acetate which is compatible with said monomer components. The ratio, by weight, of polyfunctional monomer to monofunctional monomer is in the range of about 0.2 to about 0.6, and the ratio, by weight, of said monomer component to said polymer component is in the range of about 0.7 to about 1.2.Type: GrantFiled: June 7, 1976Date of Patent: August 16, 1977Assignee: Napp SystemsInventors: Sakuo Okai, Koichi Kimoto
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Patent number: 4040831Abstract: The invention provides a method for the preparation of relief structures of highly heat-resistant polymers, using radiation-sensitive, soluble preliminary polymers in the form of polyaddition or polycondensation products of polyfunctional carbocyclic or heterocyclic compounds containing radiation-sensitive radicals in ester groups bound to said compounds with diamines, diisocyanates, bis-acid chlorides or dicarboxylic acids of cyclic structure. According to the invention, the polyfunctional compounds containing the radiation-sensitive radicals contain, besides carboxyl, carboxylic acid chloride, amino, isocyanate or hydroxyl groups suitable for addition or condensation reactions, partly in ortho or peri-position thereto, radiation-reactive radicals in the ester groups bound to the compounds having an oxyalkylene methacrylate or acrylate structure.Type: GrantFiled: July 24, 1975Date of Patent: August 9, 1977Assignee: Siemens AktiengesellschaftInventors: Roland Rubner, Wolfgang Kleeberg, Eberhard Kuhn
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Patent number: 4041191Abstract: An electron sensitive resin comprising a random polymer of ethylene glycol methacrylate with triethylene glycol dimethacrylate, randomly crosslinked, and having a degree of polymerization of from 10 to 1000, is described.Type: GrantFiled: November 6, 1975Date of Patent: August 9, 1977Inventors: Pierre Leclerc, Jean Claude Dubois
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Patent number: 4038084Abstract: A photo-setting composition essentially consisting of:(A) 100 weight parts of a product prepared by esterifying a maleic anhydride adduct of a liquid polybutadiene with a hydroxyl compound;(B) 10 - 150 weight parts of one or more than one kind of unsaturated compound selected from the group consisting of a hydroxyl compound identified above, a di(meth)acrylate compound and a glycidyl monoester compound; and(C) 0.5 - 10 weight parts of a benzoinether compound.Type: GrantFiled: March 24, 1976Date of Patent: July 26, 1977Assignee: UBE Industries, Ltd.Inventors: Tsunetomo Nakano, Kazuaki Nishio, Toshikazu Hayashi, Hiroshi Andou
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Patent number: 4038078Abstract: A process for formation of a relief image which comprises exposing a layer of a photosensitive composition in liquid provided on the surface of a support material to light through a negative to make cured the photosensitive composition at the exposed part and eliminating the non-cured photosensitive composition at the non-exposed part by suctioning for development, the photosensitive composition comprising as the essential components only (1) at least one addition polymerizable unsaturated monomer having at least one acryloyl or methacryloyl group per each molecule and a molecular weight of not more than about 1000 per each acryloyl or methacryloyl group and (2) at least one photopolymerization initiator.Type: GrantFiled: July 28, 1975Date of Patent: July 26, 1977Assignee: Nippon Paint Co., Ltd.Inventors: Kiyomi Sakurai, Yasuyuki Takimoto
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Patent number: 4035189Abstract: A resist image, which is excellent in adhesiveness and high in physicochemical strengths, can be obtained by using as a resist material a resin composition having such properties that when it is exposed to actinic rays, a latent image (cure-precursor) is formed therein, and when it is subjected to subsequent heating, only the latent image portion is selectively cured.An example of the above-mentioned resin composition is a latently curable epoxy resin composition composed essentially of (A) an epoxy resin prepolymer and (B) a compound having in the molecule at least two groups represented by the formulas (I) and/or (II), ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are individually a hydrogen atom, an alkyl group or aryl group.Type: GrantFiled: July 10, 1975Date of Patent: July 12, 1977Assignee: Hitachi Chemical Company, Ltd.Inventors: Nobuyuki Hayashi, Asao Isobe, Katsushige Tsukada, Ken Ogawa, Masahiro Abo
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Patent number: 4031271Abstract: The invention is directed to alkali-resistant, radiation curable compositions comprisingA. a polyeneAndB. a polythiol of the formula ##STR1## WHERE R is an aliphatic hydrocarbon moiety containing 2-6 carbon atoms, R.sub.2 is an alkylene group containing 2-6 carbon atoms, R.sub.1 is hydrogen or --OH, n is 2-6, and m is 1-2.A photosensitizer is added to the composition when curing is by U. V. radiation. The cured composition is operable as an additive plating resist in the manufacture of electronic circuitry.Type: GrantFiled: November 17, 1975Date of Patent: June 21, 1977Assignee: W. R. Grace & Co.Inventor: Richard Wayne Bush
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Patent number: 4029505Abstract: Positive polymer images are produced on substrates having applied thereto a layer of photopolymerizable composition containing (1) a non-gaseous ethylenically unsaturated compound capable of polymerization by free-radical initiated chain propagation, (2) a dinitroso compound which is a noninhibitor of free-radical polymerization and is photochemically converted by ultraviolet radiation to an inhibitor of free-radical polymerization, and (3) a photoactivatable organic free-radical generating system.Type: GrantFiled: May 20, 1976Date of Patent: June 14, 1977Assignee: E. I. Du Pont de Nemours and CompanyInventor: William John Nebe
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Patent number: 4028204Abstract: Compounds containing a benzophenone or a substituted benzophenone moiety are (a) autophotopolymerizable, (b) photopolymerizable in compositions with another photoinitiator, and (c) photoinitiating in compositions with another photopolymerizable material.Type: GrantFiled: May 12, 1975Date of Patent: June 7, 1977Assignee: Sun Chemical CorporationInventors: George Rosen, Daniel J. Carlick, Ralph H. Reiter
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Patent number: 4025346Abstract: A printing plate is coated with a composition comprising 20 to 50% saturated halogenated polyester, 10 to 45% polyacrylate, 5 to 15% metal acrylate and an effective amount of photoinitiator. The composition is applied in the form of a dispersion of the components in an inert organic solvent.Type: GrantFiled: December 31, 1975Date of Patent: May 24, 1977Assignee: Borden, Inc.Inventors: Frederick Edward Petke, John Nicholas Kirch, Michael Edward Gerkin
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Patent number: 4023973Abstract: A photosensitive composition comprising (1) a maleic anhydride adduct of 1,2-polybutadiene having a molecular weight of 10,000 or higher, (2) at least one photosensitizer and/or at least one photosensitive crosslinking agent, and, if necessary, (3) at least one acrylic monomer. This composition can be developed with water or a polar solvent such as an alcohol, and its layer formed on a support provides a printing plate. When the acrylic monomer is contained, the composition is suitable for use in flexographic printing.Type: GrantFiled: April 17, 1975Date of Patent: May 17, 1977Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Fumitake Imaizumi, Isao Nagaoka, Mitsuo Kurokawa, Koei Komatsu, Yasuyuki Takimoto, Hidefumi Kusuda
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Patent number: 4024293Abstract: High sensitivity resist films for lift-off metallization are formed by coating a substrate with at least two layers of polymeric materials, each layer of which is developed by different developers that are mutual exclusive of one another. The resist can operate for lift-off at electron beam exposure equal to or greater than 5.times.10.sup.-.sup.6 coulombs/cm.sup.2.Type: GrantFiled: December 10, 1975Date of Patent: May 17, 1977Assignee: International Business Machines CorporationInventor: Michael Hatzakis
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Patent number: 4022674Abstract: Compounds containing a benzophenone or a substituted benzophenone moiety are (a) autophotopolymerizable, (b) photopolymerizable in compositions with another photoinitiator, or (c) photoinitiating in compositions with another photopolymerizable material.Type: GrantFiled: May 12, 1975Date of Patent: May 10, 1977Assignee: Sun Chemical CorporationInventor: George Rosen
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Patent number: 4022927Abstract: A method of constructing a relatively thick, self-supporting mask suitable for electron beam projection processes. Thickness is achieved by multiple steps of coating with resist, exposure and development. Either positive or negative resist may be used for second and subsequent coatings. Second and subsequent exposures are directed through the first relatively thin mask formed and through the substrate to eliminate critical alignment of subsequent masks. When desired thickness is achieved an even thicker frame may be fabricated for support purposes and the mask may then be lifted off the substrate on which it had rested during the fabrication steps.When positive resist is employed, the resist remaining after development is baked on to give added structural strength to the mask. This baked resist can be coated with an additional layer of metal by evaporation or sputtering to give greater mechanical strength.Type: GrantFiled: June 30, 1975Date of Patent: May 10, 1977Assignee: International Business Machines CorporationInventors: Aloysius T. Pfeiffer, Lubomyr T. Romankiw
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Patent number: 4019972Abstract: This invention relates to a photopolymerizable copying composition comprising at least one binder, at least one photoinitiator, and at least one polymerizable, acid amide group-containing acrylic acid derivative or alkyl acrylic acid derivative which is not volatile at 100.degree. C and contains at least two polymerizable groups in the molecule, the polymerizable compound containing at least one compound of the following general formulaA(--X--NH--CO--G).sub.pwherein:A stands for Z(--CO--NH--).sub.2 wherein Z is ##STR1## --O--CH.sub.2 --C.sub.q H.sub.2q --O--, or --O--(CH.sub.2 CH.sub.2 --O--).sub.rWhereinq is a whole number from 1 to 11, andr is a whole number from 1 to 5, or forE--C(--CH.sub.2 --O--CO--NH--).sub.3whereinE is CH.sub.3 --, C.sub.2 H.sub.5 -- or --NH--CO--O--CH.sub.2 --,G stands for ##STR2## or ##STR3## whereinn is 0, 1, or 2,m is a whole number from 1 to 11,k is 0 or a whole number from 1 to 4,R.sub.1 is alkyl with 1 to 3 carbon atoms, or --R.sub.4 or --CH.sub.2 --R.sub.4,R.sub.2 and R.sub.Type: GrantFiled: December 2, 1974Date of Patent: April 26, 1977Assignee: Hoechst AktiengesellschaftInventor: Raimund Josef Faust
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Patent number: 4019904Abstract: The planographic printing plate has ink-receptive and ink-repellent areas provided on its base, the ink-repellent areas being covered with a layer formed by polymerizing and curing a composition which comprise a photopolymerizable organopolysiloxane with maleimido groups. The photopolymerizable organopolysiloxane has easily synthesized. The ink-repellency of the cured organopolysiloxane is excellent. The planographic printing plates can be used without dampening water and have a superior press life.Type: GrantFiled: March 30, 1976Date of Patent: April 26, 1977Assignees: Dai Nippon Printing Company Limited, Shin-Etsu Chemical Company LimitedInventors: Atsumi Noshiro, Minoru Takamizawa, Yasushi Yamamoto, Yoshio Inoue, Hitoshi Fujii
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Patent number: 4018938Abstract: A method of constructing masks characterized by a high aspect ratio. The method includes at least a single exposure of a mask by radiation which is transmitted by the substrate before impinging on the resist. In a specific embodiment the mask is partially completed and the already deposited mask modulates the radiation transmitted by the substrate before it exposes the resist.Type: GrantFiled: June 30, 1975Date of Patent: April 19, 1977Assignee: International Business Machines CorporationInventors: Ralph Feder, Eberhard A. Spiller
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Patent number: 4018937Abstract: Recording medium comprising a film of a polymer of 1-methylvinyl methyl ketone on a support is suitable for recording information with electron beams. This recording medium has high resolution and good sensitivity.Type: GrantFiled: August 14, 1975Date of Patent: April 19, 1977Assignee: RCA CorporationInventors: Aaron William Levine, Michael Kaplan
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Patent number: 4017371Abstract: Novel styrene-allyl alcohol copolymer based solid polyene compositions which when mixed with liquid polythiols can form solid curable polyene-polythiol systems. These solid polyenes, containing at least two reactive carbon-to-carbon unsaturated bonds, are urethane or ester derivatives of styrene-allyl alcohol copolymers. The solid polyenes are prepared by treating the hydroxyl groups of a styrene-allyl alcohol copolymer with a reactive unsaturated isocyanate, e.g., allyl isocyanate or a reactive unsaturated carboxylic acid, e.g., acrylic acid. Upon exposure to a free radical generator, e.g., actinic radiation, the solid polyene-polythiol compositions cure to solid, insoluble, chemically resistant, cross-linked polythioether products. Since the solid polyene-liquid polythiol composition can be cured in a solid state, such a curable system finds particular use in preparation of coatings, imaged surfaces such as photoresists, particularly solder-resistant photoresists, printing plates, etc.Type: GrantFiled: November 24, 1975Date of Patent: April 12, 1977Assignee: W. R. Grace & Co.Inventor: Charles R. Morgan
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Patent number: 4017312Abstract: A method of manufacturing an article carrying a relief image intended for printing comprises exposing to an appropriate activating radiation the surface of a receptor material having at least a part of its thickness from the surface thereof formed of a homogeneous mixture of a solid material whose aptitude for softening when heated is modified when it is exposed to said activating radiation, and of at least one substance which releases a gas upon being heated, in such a manner as to transcribe therein a latent image in the form of differences in aptitude for softening and by heating the receptor material to a temperature such that its exposed parts and its non-exposed parts are softened to different degrees, said temperature being at least equal to that at which said substance releases said gas, thereby causing swelling of the exposed parts and the non-exposed parts to different heights thereby forming a relief image based on differential capacity for softening.Type: GrantFiled: December 19, 1975Date of Patent: April 12, 1977Assignees: Mitsubishi Plastics Industries, Limited, Battelle Memorial InstituteInventors: William Erskine, Raymond Gerber, Francis Mentienne
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Patent number: 4012536Abstract: Recording medium comprising a film of a polymer of 1-methylvinyl methyl ketone on a support is suitable for recording information with electron beams. This recording medium has high resolution and good sensitivity.Type: GrantFiled: August 14, 1975Date of Patent: March 15, 1977Assignee: RCA CorporationInventors: Aaron William Levine, Michael Kaplan
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Patent number: 4012256Abstract: A photopolymerizable composition useful in photo-imaging processes comprises an ethylenically unsaturated polymerizable compound and a photo-initiator comprising a combination of a photoreducible dye and an alkanolamine. The composition is substantially insensitive to visible light when in an acidic pH condition, yet may be made highly sensitive to visible light upon adjustment to a condition of alkaline pH. Imaging materials may be repeatedly sensitized and desensitized by pH adjustment and multiple-spaced exposures made prior to final washoff development processing.Type: GrantFiled: September 25, 1972Date of Patent: March 15, 1977Assignee: Keuffel & Esser CompanyInventor: Steven Levinos
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Patent number: 4011351Abstract: A positive resist image is produced by exposure of a layer of non-crosslinked polymeric material to high energy radiation in a predetermined pattern, the polymeric material containing alkyl methacrylate units and polymerized units of certain other ethylenically unsaturated monomers, followed by removal of the electron degraded material from the exposed areas.Type: GrantFiled: January 29, 1975Date of Patent: March 8, 1977Assignee: International Business Machines CorporationInventors: Edward Gipstein, Wayne M. Moreau, Omar U. Need, III
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Patent number: 4011084Abstract: Fluid photo-crosslinkable composition consisting essentially of a photo-initiator and a mixture ofA. a polyurethane obtained by reacting a hydroxyl-containing saturated aliphatic polyester with a polyisocyanate and a monoacrylate or monomethacrylate of a diol, andB. an N-vinyl lactam optionally in admixture with other monomers.These compositions are suitable for the production of high-quality relief printing plates and have a short processing time.Type: GrantFiled: September 10, 1975Date of Patent: March 8, 1977Assignee: BASF AktiengesellschaftInventors: Heinrich Hartmann, Gerhard Hoffmann, Helmut Barzynski, August Lehner, Werner Lenz, Herbert Stutz, Heinz-Ulrich Werther
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Patent number: 4008138Abstract: Compounds containing a benzophenone or a substituted benzophenone moiety are (a) autophotopolymerizable, (b) photopolymerizable in compositions with another photoinitiator, and (c) photoinitiating in compositions with another photopolymerizable material.Type: GrantFiled: May 20, 1975Date of Patent: February 15, 1977Assignee: Sun Chemical CorporationInventors: George Rosen, Daniel J. Carlick, Ralph H. Reiter
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Patent number: 4007209Abstract: The invention relates to special acetals of benzoin compounds which act as photoinitiators, and to a technically simple manufacturing process involving the reaction of an appropriate .alpha.- or .beta.-hydroxyketone with an .alpha.,.beta.-olefinically unsaturated ether in the presence of an acid catalyst. The acetals are particularly suitable for use as photoinitiators in the preparation of photopolymer printing plates.Type: GrantFiled: March 10, 1975Date of Patent: February 8, 1977Assignee: Badische Anilin- & Soda-Fabrik AktiengesellschaftInventors: Eckhard Hickmann, Martin Fischer, Otto Volkert, Mong-Jon Jun
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Patent number: 4006024Abstract: A photopolymerizable composition comprising a polyester-polyether block polymer which is useful for preparing relief images and printing plates.Type: GrantFiled: February 3, 1976Date of Patent: February 1, 1977Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Jyoji Ibata, Hidehiko Kobayashi, Kazuo Toyomoto, Kazuhiro Suzuoki, Yoshio Hayashi, Masakazu Kurihara
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Patent number: 4004998Abstract: Compounds containing a benzophenone or a substituted benzophenone moiety are (a) autophotopolymerizable, (b) photopolymerizable in compositions with another photoinitiator, or (c) photoinitiating in compositions with another photopolymerizable material.Type: GrantFiled: April 25, 1975Date of Patent: January 25, 1977Assignee: Sun Chemical CorporationInventor: George Rosen
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Patent number: 4005437Abstract: Recording media comprising a mixture of 4,4'-bis(3-diazo-3,4-dihydro-4-oxo-1-naphthalenesulfonyloxy)benzil and an alkali soluble resin are suitable for recording information with electron beams. These recording media have high sensitivity, high resolving power and can be reproducibly formulated.Type: GrantFiled: April 18, 1975Date of Patent: January 25, 1977Assignee: RCA CorporationInventors: Daniel Louis Ross, Lucian Anthony Barton
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Patent number: 4003747Abstract: A photosensitive color-forming element comprises a support and a photosensitive color-forming layer carried on the support and containing therein a color-forming coupler, for example, 1-naphthol, 2-naphthol and 2,4-dichloro-1-naphthol, and a photosensitive azido compound of the formula (I) or (II): ##STR1## wherein R.sub.1 represents a hydrogen or halogen atom or an alkyl, alkoxyl, diethylamino or hydroxyl radical R.sub. 2 an alkyl, alkoxyl or hydroxyl radical, and R.sub.3 a hydrogen atom or an alkyl or phenyl radical, and, if necessary, a polymeric material capable of hardening or being insolubilized in solvent when the polymeric material is exposed to radiation rays in the presence of the above azido compound, the above-mentioned azido compound and color-forming coupler being capable of forming a dark color upon exposure to radiation rays, without a color-developing agent.Type: GrantFiled: September 4, 1975Date of Patent: January 18, 1977Assignees: Hodogaya Chemical Co., Ltd., Oji Paper Co., Ltd.Inventors: Takahiro Tsunoda, Minoru Ozutsumi, Shigeo Maeda, Susumu Suzuka, Hidetoshi Komiya
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Patent number: 4002478Abstract: A method for forming a relief pattern on a substrate which comprises the steps of: (I) allowing a photosensitive sheet to adhere on said substrate, said photosensitive sheet containing a photo-impervious ink layer, releasing layer, pattern forming layer and photosensitive resin layer; (II) radiating actinic rays on said photosensitive sheet to cure an irradiated portion of said photosensitive resin layer; (III) peeling off the upper layers of said photosensitive sheet; and (IV) washing away the un-cured portion of said photosensitive resin layer to produce a fine and decorative relief pattern.Type: GrantFiled: January 2, 1976Date of Patent: January 11, 1977Assignee: Kansai Paint Company, Ltd.Inventors: Tomoo Kokawa, Yoshikathu Nakao, Kunio Akiyama
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Patent number: 4001016Abstract: Relief or resist images can be produced by means of a photosensitive material including a photosensitive layer with a polymer as defined hereinafter containing vinyl groups capable of being cross-linked upon exposure to actinic light to yield unsoluble cross-linked products at the exposed areas while the polymer in the unexposed areas remain soluble.Type: GrantFiled: December 9, 1974Date of Patent: January 4, 1977Assignee: AGFA-Gevaert, A.G.Inventors: Hans-Jurgen Rosenkranz, Hans Rudolph, Erich Wolff, Harald VON Rintelen
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Patent number: 4001017Abstract: In photopolymerization, the polymerization process is activated or initiated by radiation, for example in the region of ultraviolet or visible waves. According to the present invention ethylenically unsaturated compounds can now be polymerized advantageously with the aid of a new catalyst system which consists of a diazine compound, preferably a quinoxaline and an electron donor, which together act as a photoredox pair.Type: GrantFiled: November 29, 1973Date of Patent: January 4, 1977Assignee: Ciba-Geigy AGInventors: Niklaus Baumann, Hans-Peter Schlunke
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Patent number: 3998712Abstract: Compositions polymerizable by ultraviolet irradiation which contain photopolymerizable monomers possessing at least one polymerizable carbon-carbon multiple bond and monoketals of the formula ##STR1## as photoinitiators. The compositions have a particularly long shelf life and show very little yellowing after curing by irradiation.Type: GrantFiled: June 29, 1973Date of Patent: December 21, 1976Assignee: Badische Anilin- & Soda-Fabrik AktiengesellschaftInventors: Eckhard Hickmann, Martin Fischer, Milan Velic, Otto Volkert
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Patent number: 3997344Abstract: Copolymers of glycidyl acrylate and allyl glycidyl ether and terpolymers derived from addition of glycidyl methacrylate to the polymerizable mixture, having an inherent viscosity within the range of about 0.09 to 0.28 and an epoxy equivalent of at least about 0.64 per 100 g. of polymer are provided which upon admixture with a catalyst which is a radiation-sensitive aryldiazonium salt of a complex halogenide, provides compositions suitable for use in a dry photopolymer positive imaging process. In the process, the polymer which is non-tacky at room temperature, together with the catalyst is applied to a substrate and exposed to an energy source for example, electromagnetic radiation through a transparency or mask. Following exposure, the coating is heated to the softening point of the unexposed portion of the coating and a powder or toner is applied thereto, the toner being adhered to only the tacky, non-exposed area of the coating, resulting in a pigmented image.Type: GrantFiled: July 5, 1974Date of Patent: December 14, 1976Assignee: American Can CompanyInventors: Sheldon Irwin Schlesinger, Ronald J. Boszak
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Patent number: 3997345Abstract: A process for preparing an image plate with continuous gradation having a continuous unevenness which comprises exposing a photosensitive resin plate comprising a supporting material and a layer of a photopolymerizable resin composition being in a solid or liquid state at room temperatures and comprising an addition polymerizable, ethylenically unsaturated compound, a binding agent of polymer and a photopolymerization initiator provided thereon through a film with continuous gradation and subjecting the exposed resin plate to development, characterized in that the exposure is made in such a condition that oxygen or a gas containing oxygen is present between the photopolymerizable resin layer and the film.Type: GrantFiled: January 10, 1975Date of Patent: December 14, 1976Assignee: Nippon Paint Co., Ltd.Inventors: Kiyomi Sakurai, Yutaka Fukushima, Masami Yamaguchi
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Patent number: 3996393Abstract: It has been discovered that the sensitivity of positive acting polymeric electron beam resists is increased by well over an order of magnitude by using polymers having a molecular weight of at least one million, thereby making it possible to reduce the required radiation to below 3 .times. 10.sup..sup.-6 coulombs/cm.sup.2.Type: GrantFiled: March 25, 1974Date of Patent: December 7, 1976Assignee: International Business Machines CorporationInventors: Charles A. Cortellino, Edward Gipstein, William A. Hewett, Duane E. Johnson, Wayne M. Moreau
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Patent number: 3996052Abstract: Photopolymerizable compositions comprising a polymerizable epoxide, vinyl ether, or other acid-catalyzed monomer and a phototropic, alkyl substituted-ortho-nitrobenzene containing compound are provided, which, when exposed to actinic radiation, are polymerized by the radiation produced acidic initiator.Type: GrantFiled: February 26, 1975Date of Patent: December 7, 1976Assignee: American Can CompanyInventor: Sheldon I. Schlesinger
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Patent number: 3996121Abstract: The products, which are based on polyepoxide, polymerize on exposure to actinic radiation and are useful in the preparation of printing plates for offset printing and of printed circuits, particularly multilayer circuits. They are formed by coupling two molecules of a polyepoxide by means of a dihydric phenol which contains a chalcone or chalcone-like grouping, such as 1,3-bis(p-hydroxyphenyl)prop-1-en-3-one or 1,5-bis(p-hydroxyphenyl) penta-1,4-dien-3-one, so sensitizing the material to the radiation, and then, to achieve polymerizability, ring-opening at least some of the residual epoxide groups so as to incorporate olefinic acyloxy groups (R.sup.6 CH=C(R.sup.5)COO-), such as sorboyl groups.Type: GrantFiled: February 10, 1975Date of Patent: December 7, 1976Assignee: Ciba-Geigy CorporationInventors: George Edward Green, Ewald Losert
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Patent number: 3993549Abstract: This invention relates to a solid curable composition formed by adding finely divided urea in amounts ranging from 10 to 70 weight percent of the composition to liquid polyene/polythiol curable systems wherein the combined polyene and polythiol contain at least 20 percent by weight of oxyethylene units. The thus formed solid compositions are readily cured by radiation, e.g., high energy ionizing radiation or U. V. radiation in the presence of a photocuring rate accelerator.Type: GrantFiled: July 12, 1974Date of Patent: November 23, 1976Assignee: W. R. Grace & Co.Inventors: Richard W. Bush, Louis L. Wood
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Patent number: 3993485Abstract: A photopolymerization process is adapted for the production of various optical devices by means of a modified process which serves to increase the index change obtainable in a variable pattern of index of refraction. The process comprises the steps of flowing into place in a supporting structure a mixture of two components of differing reactivity and polarizability, partially polymerizing the mixture, writing a pattern of varying index of refraction in the partially polymerized mixture by further polymerizing it by suitable optical radiation in a corresponding pattern, and fixing the mixture against subsequent changes in polymerization. Typical components used in the process include a mixture of the monomers cyclohexyl methacrylate and N-vinylcarbazole together with benzoin methyl ether as a photosensitive initiator of polymerization, which proceeds by free radical reactions. In the limit of our technique, one of the components can have zero reactivity.Type: GrantFiled: May 27, 1975Date of Patent: November 23, 1976Assignee: Bell Telephone Laboratories, IncorporatedInventors: Edwin Arthur Chandross, Walter John Tomlinson, III, Heinz Paul Weber
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Patent number: 3991033Abstract: Polyoxymethylene polymers having thermally stable but photochemically sensitive and degradable random linkages ##EQU1## in the chain where n is 0 or 1, R.sup.3 and R.sup.4 are H or lower alkyl and at least one of R.sup.1 and R.sup.2 is a phenyl group with an orthonitro substituent are made by intercalating a polyoxymethylene polymer with the appropriate dioxane or dioxolane. By exposing a film of the polymer to light through a transparency followed by heating or a heated treatment with base, a relief image of the copy on the transparency is obtained.Type: GrantFiled: January 30, 1975Date of Patent: November 9, 1976Assignee: E. I. Du Pont de Nemours & CompanyInventor: Donnie Joe Sam