Carbonyl Compound Containing Patents (Class 430/923)

Cross-Reference Art Collections

Carbonyl in heterocyclic compound (Class 430/924)
  • Patent number: 4970136
    Abstract: Titanocenes with, for example, .pi.-cyclopentadienyl ligands in which one or two carbo- or heterocyclic aromatic rings are bonded to the titanium, the aromatic rings being substituted by fluorine in at least one of the two ortho-positions relative to the matal-carbon bond and being substituted by at least one free or etherified or esterified polyoxaalkylene radical, are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated substrates.
    Type: Grant
    Filed: June 5, 1989
    Date of Patent: November 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Riediker, Eginhard Steiner, Harry Beyeler, Manfred Rembold, Franciszek Sitek
  • Patent number: 4952612
    Abstract: A polymerizable composition comprises a polymeric precursor selected from the group consisting of (1) at least one ethylenically-unsaturated monomer, (2) at least one epoxy monomer, and (3) polyurethane precursors, and a curing agent comprising an organometallic compound and an onium salt.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: August 28, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Katherine A. Brown-Wensley, Robert J. Devoe, Michael C. Palazzotto
  • Patent number: 4950696
    Abstract: An energy polymerizable composition comprises at least one ethylenically-unsaturated monomer, one of polyurethane precursors, and at least one epoxy monomer, and a curing agent comprising an organometallic compound, and an onium salt.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: August 21, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Michael C. Palazotto, Katherine A. Brown-Wensley, Robert J. DeVoe
  • Patent number: 4889791
    Abstract: A positive type photoresist material comprises a polymer having structural units each represented by the following formula (I) of; ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.6 represents a hydrogen atom or a hydrocarbon residue having 1 to 12 carbon atoms, each or R.sup.4 and R.sup.5 represents a hydrogen atom, a hydroxyl group or a hydrocarbon residue having 1 to 12 carbon atoms and Z represents--CH.sub.2 --.sub.n which n indicates an integer of 0 to 4.
    Type: Grant
    Filed: January 31, 1989
    Date of Patent: December 26, 1989
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Shozo Tsuchiya, Nobuo Aoki, Shinichiro Suzuki
  • Patent number: 4868091
    Abstract: Novel photopolymerizable recording materials, in particular for the production of printing plates and relief plates, can be developed with water or an aqueous alkaline solution and predominantly consist of a photoinitiator-containing mixture of (a) one or more low molecular weight compounds having one or more photopolymerizable olefinically unsaturated double bonds and (b) one or more organic polymeric binders and contain a bisacylphosphine oxide as the photoinitiator.These recording materials are useful for the production of printing plates and relief plates.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: September 19, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Boettcher, Bernd Bronstert, Gerhard Hoffmann
  • Patent number: 4824765
    Abstract: Substituted dibenzalketones useful as water-soluble photoinitiators have the formula: ##STR1## wherein R.sup.1 and R.sup.2 are 4, alkyl or, taken together, an aliphatic ring, n=0 or an integer and R.sup.3 and R.sup.4 either are both water-solubilizing groups (a) --X(CH.sub.2).sub.m N.sup.+ R.sup.5.sub.3, (b) --X(CH.sub.2).sub.m COO.sup.- M or (c) --X(CH.sub.2).sub.m SO.sup.-.sub.3 M.sub.5 or one is such a group and the other is (d) a group --NR.sup.5.sub.2, X is --CH.sub.2 --, --O-- or --S--, R.sup.5 is an alkyl group, M is H.sup.+ or a metal cation and m=0. Such a photoinitiator compound is associated with a polymerizable compound in an aqueous photopolymerizable composition.
    Type: Grant
    Filed: October 10, 1986
    Date of Patent: April 25, 1989
    Inventors: John A. Sperry, Ross A. Balfour
  • Patent number: 4766055
    Abstract: Disclosed is a photopolymerizable composition which is very sensitive to visible light. The composition comprises a polymerizable compound and a photopolymerization initiator wherein the photopolymerization initiator comprises (a) a particular xanthene or thioxanthene dyestuff, (b) a photosensitizer selected from the group consisting of N-phenylglycine, 2,4,6-tris(trichloromethyl)-1,3,5-triazine, and a mixture of p-dimethylaminobenzoic acid isopentyl ester and 2,4-diisopropylthioxanthone, and (c) a peroxide.
    Type: Grant
    Filed: August 1, 1986
    Date of Patent: August 23, 1988
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Masami Kawabata, Koichi Kimoto, Yasuyuki Takimoto
  • Patent number: 4764451
    Abstract: An image-forming method which comprises:imagewise exposing a light-sensitive material comprising a light-sensitive layer provided on a support wherein the light-sensitive layer contains silver halide, a reducing agent, a polymerizable compound and a photo-polymerization initiator;simultaneously or thereafter developing the light-sensitive material to polymerize the polymerizable compound within the area where the latent image of the silver halide has been formed;pressing the light-sensitive material on an image-receiving material to transfer unpolymerized polymerizable compound to the image-receiving material; andirradiating the image-receiving material with a light.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: August 16, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Shunichi Ishikawa
  • Patent number: 4721734
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R.sub.2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R.sub.3 and R.sub.4, which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R.sub.5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R.sub.6 is hydrogen or methyl, with the proviso that not all of R.sub.1 to R.sub.6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: January 26, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Juergen Gehlhaus, Manfred Kieser
  • Patent number: 4707432
    Abstract: A free radical polymerizable composition comprising a free radical polymerizable material and a photoinitiator system therefor comprising appropriate amounts of an alpha-cleavage or homolytic bond cleavage, photoinitiator and a ferrocenium salt, said composition being suitable for use in the preparation of protective layers and photographic images.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: November 17, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Leslie R. Gatechair, Gary M. Blumenstein, Peter J. Schirmann
  • Patent number: 4684599
    Abstract: Positive-working imaging compositions comprise a polymeric binder and a quinone sensitizer which provides alkali solubility to the composition when exposed to activating radiation.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: August 4, 1987
    Assignee: Eastman Kodak Company
    Inventors: Thap DoMinh, James C. Fleming, Michael J. Lindstrom
  • Patent number: 4661434
    Abstract: A photopolymerizable composition comprising (A) an addition-polymerizable unsaturated compound having two or more ethylenically unsaturated double bonds and (B) a ternary photopolymerization initiator system, comprising a combination of a 4,4'-bis(dialkylamino)benzophenone represented by the following general formula (I), a carbonyl compound represented by the following general formula (IIa) or (IIb), and a compound having a group represented by the following general formula (III): ##STR1## wherein each R, which may be the same or different, represents an alkyl group, a cycloalkyl group or a hydroxyalkyl group, or may be bonded to another R substituent of the same nitrogen atom to form a tetramethylene group, a pentamethylene group or an oxybisethylene group; ##STR2## wherein X represents a single bond, an oxygen atom, a sulfur atom, a substituted or unsubstituted nitrogen atom or a carbonyl group, R.sup.1 and R.sup.
    Type: Grant
    Filed: August 16, 1984
    Date of Patent: April 28, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Minoru Maeda, Fumiaki Shinozaki
  • Patent number: 4618564
    Abstract: Positive images are produced by (i) exposing to actinic radiation in a predetermined pattern a composition supported on a substrate, which composition comprises a film-forming organic material and a substance which releases a sulphonic acid on exposure to actinic radiation, thereby rendering the composition more soluble in the developer in the exposed areas than the unexposed areas, and (ii) treating the composition with the aqueous base developer to remove the unexposed areas. The image-forming process may be used in the production of printing plates and electrical circuits.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: October 21, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Christopher G. Demmer, Edward Irving
  • Patent number: 4609612
    Abstract: There are obtained by mixing together approximately equal parts of 1-benzoylcyclohexanol and benzophenone or a benzophenone derivative liquid mixtures which possess a high activity as photoinitiators for the polymerization of ethylenically unsaturated compounds. The level of activity is higher than that of the individual components taken separately.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: September 2, 1986
    Assignee: Ciba Geigy Corporation
    Inventors: Godwin Berner, Aloysius H. Manse
  • Patent number: 4584260
    Abstract: A photopolymerizable composition comprising an addition polymerizable unsaturated compound containing at least two ethylenically unsaturated double bonds in the molecule thereof and photopolymerization initiators, wherein a 4,4'-bis(dialkylamino)benzophenone represented by general formula I below, a benzophenone derivative represented by general formula II below and a compound having a group represented by general formula III below are contained as said photopolymerization initiators: ##STR1## wherein R represents an alkyl, cycloalkyl or hydroxyalkyl group having 1 to 6 carbon atoms or is combined with another R substituted on the same nitrogen atom to form tetramethylene, pentamethylene or oxybisethylene; ##STR2## wherein R.sup.1 represents a hydrogen atom ##STR3## X.sub.1 and X.sub.2 each represents an alkyl group, an alkoxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group or a halogen atom; m and n each represents 0, 1 or 2 and when m and n each represents 2, X.sub.1 and X.sub.
    Type: Grant
    Filed: June 6, 1985
    Date of Patent: April 22, 1986
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Minoru Maeda, Fumiaki Shinozaki
  • Patent number: 4565769
    Abstract: Photopolymerizable composition consisting essentially of (A) at least one ethylenically unsaturated monomeric compound, (B) at least one 2,4,5-triarylimidazolyl dimer, (C) sensitizing amount of at least one polymeric sensitizer, weight average molecular weight 10,000 to 300,000, which is the reaction product of (1) a reactive photosensitizer and (2) a reactive polymer as defined herein, and (D) optionally an organic polymeric binder. The compositions are useful in photoresists, chemical milling, toning films and printing plates.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: January 21, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Thomas E. Dueber, Bruce M. Monroe
  • Patent number: 4563438
    Abstract: There are obtained by mixing together approximately equal parts of 1-benzoylcyclohexanol and benzophenone or a benzophenone derivative liquid mixtures which possess a high activity as photoinitiators for the polymerization of ethylenically unsaturated compounds. The level of activity is higher than that of the individual components taken separately.
    Type: Grant
    Filed: April 26, 1984
    Date of Patent: January 7, 1986
    Assignee: Ciba Geigy Corporation
    Inventors: Godwin Berner, Aloysius H. Manser
  • Patent number: 4555474
    Abstract: A photopolymerizable composition is described, comprising a polymerizable compound having an ethylenically unsaturated bond and a photopolymerization initiator represented by formula (I) ##STR1## wherein Z represents a non-metallic atomic group forming a nitrogen-containing heterocyclic ring; and R represents a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic ring. The photopolymerization initiator (I) greatly improves the sensitivity of the composition.
    Type: Grant
    Filed: February 4, 1985
    Date of Patent: November 26, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kouichi Kawamura, Yoshimasa Aotani, Akira Umehara
  • Patent number: 4548892
    Abstract: A photopolymerizable composition is described, containing an addition polymerizable, unsaturated compound having two or more ethylenically unsaturated double bonds within the molecule and a photopolymerization initiator, wherein said photopolymerization initiator is an acylhaloacetic acid amide derivative represented by formula (I) ##STR1## wherein Ar represents a substituted or unsubstituted aryl group, X represents a carbonyl or sulfonyl group, Y represents a chlorine atom or a bromine atom, R represents a hydrogen atom, a chlorine atom or a bromine atom, and R.sup.a and R.sup.b each represents a hydrogen atom, a substituted or unsubstituted alkyl group, an aryl group, or an aralkyl group.
    Type: Grant
    Filed: January 29, 1985
    Date of Patent: October 22, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Minoru Maeda, Fumiaki Shinozaki, Kouichi Kawamura
  • Patent number: 4515886
    Abstract: Photosensitive compositions useful as resists for transistors, ICs, etc. comprising a solution of a photosensitive high polymer of a polymer or a copolymer which contains a unit expressed by the following general formula: ##STR1## (where X.sub.1 is an atom of hydrogen or halogen, a halogenated alkyl group of 1 to 4 carbon atoms or an alkyl group having 1 to 4 carbon atoms, X.sub.2 is a halogen atom or a halogenated alkyl group having 1 to 4 carbon atoms and R is an aromatic ring or a heterocyclic ring), and a photosensitizing agent dissolved in organic solvents. The photosensitive compositions show marked improvement in photosensitivity and gamma value.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: May 7, 1985
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Tsuguo Yamaoka, Mitsutoshi Fukuda
  • Patent number: 4503140
    Abstract: Radiation-sensitive polymeric compositions containing metal-carbonyl complexes and the cured insoluble crosslinked resin produced therefrom are disclosed. When coated as a layer on a substrate, the composition is useful as an element in the graphic arts.
    Type: Grant
    Filed: May 18, 1982
    Date of Patent: March 5, 1985
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Robin E. Wright
  • Patent number: 4498963
    Abstract: Peresters of the formula: ##STR1## wherein R is an alkyl group; and ##STR2## is a light-absorbing chromophore group; and use thereof as photoinitiators are provided.
    Type: Grant
    Filed: August 29, 1983
    Date of Patent: February 12, 1985
    Assignee: Bowling Green State University
    Inventor: Douglas C. Neckers
  • Patent number: 4498964
    Abstract: Compounds of the formula I, II, III, IV or V ##STR1## in which Ar, X, Y, Y', R.sup.1 to R.sup.5 and R.sup.1' to R.sup.5' are as defined in claim 1, can be used as photoinitiators for the photopolymerization of unsaturated compounds. They can be prepared by a Diels-Alder reaction and/or a Grignard reaction.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: February 12, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Rinaldo Husler, Werner Rutsch, Kurt Dietliker
  • Patent number: 4447520
    Abstract: Acylphosphine oxides of the general formula ##STR1## where R.sup.1 is methyl or ethyl, R.sup.2 is a branched or straight-chain alkyl radical or chlorine, alkoxy or hydrogen, R.sup.3 and R.sup.4 are identical or different, and are each alkyl, alkoxy, alkylthio or chlorine and R.sup.5 is hydrogen, chlorine, alkoxy, alkylthio or alkyl, may be used as photoinitiators in photopolymerizable materials.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: May 8, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Henne, Anton Hesse, Manfred Jacobi, Gunnar Schornick, Rudolf Vyvial, Klaus Holoch
  • Patent number: 4439515
    Abstract: A light-sensitive composition comprising addition polymerizable ethylenically unsaturated double bond-containing compounds and a photopolymerization initiator comprising (1) at least one compound selected from the group consisting of benzanthrone, substituted benzanthrones (the substituents of which include halogen atoms, alkyl groups having 1 to 5 carbon atoms and alkoxy groups having 1 to 5 carbon atoms), 1,2-benzanthraquinone and substituted benzanthraquinones (substituents of which include halogen atoms, alkyl groups having 1 to 5 carbon atoms and alkoxy groups having 1 to 5 carbon atoms) and (2) at least one compound selected from the group consisting of 4,4'-di-substituted amino-benzophenones represented by the following general formula (a), p-substituted amino-benzaldehyde derivatives represented by the following general formula (b), 2-(p-substituted amino-phenyl)-1,3-dioxolanes represented by the following general formula (c), 4,4'-bis(substituted amino)-N-benzylideneanilines represented by the follow
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: March 27, 1984
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Fumiaki Shinozaki, Yasuo Washizawa, Tomoaki Ikeda, Sho Nakao, Syunichi Kondoh
  • Patent number: 4434035
    Abstract: Mixtures containing at least one hydroxyalkylphenone of the formula ##STR1## wherein R.sup.1 is H, alkyl of 1-4 C atoms or chlorine, R.sup.2 is H or methyl, R.sup.3 is H or methyl, R.sup.4 is alkyl of 1-6 C atoms and R.sup.5 is alkyl of 1-6 C atoms, and at least one 2-alkylthioxanthone of the formula ##STR2## wherein R.sup.6 is alkyl of 1-8 C atoms, have a considerably increased reactivity in initiating the photopolymerization of ethylenically unsaturated compounds. The polymers fully hardened using these initiator mixtures suffer only little yellowing.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: February 28, 1984
    Assignee: Merck Patent Gesellschaft mit beschr/a/ nkter Haftung
    Inventors: J/u/ rgen Eichler, Claus Herz, Karl-Heinz Neisius
  • Patent number: 4419438
    Abstract: An image reproducing material comprising a supporting sheet bearing a metal or metallic compound layer having a thickness of 100 to 1000 .ANG. and a photosensitive resin layer, which is characterized in that said photosensitive resin layer contains (1) an ethylenically unsaturated compound which is polymerizable by the action of free radical and chain propagative, (2) a compound showing photochromism by radical mechanism, (3) a free radical producing agent and (4) an acitinic light absorber. There is also provided an image formed (reproduced) material obtained by patterned exposing the above image reproducing material and then processing the same, a method for obtaining such image formed material and also a method for dot-etching such image formed material. By the use of these materials and methods, dot-etching can be effected easily and there are obtained sharp images without the formation of pin holes.
    Type: Grant
    Filed: March 9, 1982
    Date of Patent: December 6, 1983
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Kuniomi Etoh, Toshikiyo Tanaka, Yoshio Katoh, Takeo Sugiura, Yoshiyasu Itoh, Takeo Kohira
  • Patent number: 4385109
    Abstract: A photopolymerizable recording composition which comprises a mixture, containing a photoinitiator, of (a) a photopolymerizable olefinically unsaturated monomer and (b) an organic polymeric binder, wherein the photoinitiator is an acylphosphine oxide compound of the formula R.sup.1 R.sup.2 PO--CO--R.sup.3, where R.sup.1 and R.sup.2 are certain organic radicals and R.sup.3 is tert.-alkyl or a cyclic radical with two substituents in the ortho-position to the carbonyl group. The recording compositions have a high reactivity when irradiated with UV light and are used in particular for the preparation of printing plates, relief plates and photo-resists.
    Type: Grant
    Filed: July 9, 1981
    Date of Patent: May 24, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Lechtken, Bernd Bronstert, Gerhard Hoffmann, Rudolf Vyvial, John Lynch
  • Patent number: 4383025
    Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers and prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of an aryl- or aroyl- carbamoylsulfoxonium salt (II) of formula ##STR1## where p is zero or 1,q is 1 to 4,Ar denotes an aromatic group,R.sup.6 denotes --H or group --COR.sup.9 or --CONH(CO).sub.r R.sup.10,R.sup.7 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.8 has the same meaning as R.sup.7 but may alternatively represent a dialkylamino group or, if R.sup.7 denotes alkyl, it may alternatively represent an arylamino group,R.sup.9 and R.sup.10 each denote a saturated or ethylenically unsaturated radical,r is zero or 1,t is 1, 2, or 3, andZ.sup.t- denotes a t-valent anion of a protic acid.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: May 10, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: George E. Green, Edward Irving
  • 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: 4367280
    Abstract: A photopolymerizable composition comprising, as essential components,(1) a polymerizable compound having at least one ethylenically unsaturated double bond and(2) a photopolymerization initiator, the photopolymerization initiator being a combination of (a) an aromatic carbonyl compound and (b) a p-dialkylamino aromatic carbonyl compound.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: January 4, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Syunichi Kondo, Akihiro Matsufuji, Akira Umehara
  • Patent number: 4347111
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R.sub.2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R.sub.3 and R.sub.4, which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R.sub.5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R.sub.6 is hydrogen or methyl, with the proviso that not all of R.sub.1 to R.sub.6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: August 31, 1982
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Jurgen Gehlhaus, Manfred Kieser
  • Patent number: 4341860
    Abstract: Photoimaging compositions comprising (A) a cyclohexadienone compound as defined, and at least one of (B.sub.1) a leuco dye or (B.sub.2) addition polymerizable ethylenically unsaturated monomer. A polymer binder can be present in the compositions. The new imaging compositions are useful in photoimaging products such as proofing papers, printout papers, overlay films and photopolymerizable elements useful for printing and photoresist purposes. The compositions have improved thermal stability.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: July 27, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Peter K. Sysak
  • Patent number: 4297433
    Abstract: The present invention relates to a method for forming ultra fine patterns on films of polymethyl isopropenyl ketone or a mixture of polymethyl isopropenyl ketone and a benzophenone compound by exposing such films to ultra violet rays in the range of from 1,000 to 3,500 A. The present invention is particularly useful for providing semiconductors having ultra fine patterns and ultra LSI's. The electric or electronic circuits for electronic or electric apparatus and equipment have been produced by wiring resistors, condensers, coils, vacuum tubes and the like necessary components. However, because of various disadvantages such as assembly requiring much time, complication of work, necessity of using large equipment, reasons or causes for errors, limitation of productivity, impossibility of reducing price or cost and the like, the present invention has been developed for printed circuit boards.
    Type: Grant
    Filed: November 16, 1978
    Date of Patent: October 27, 1981
    Assignee: Tokyo Ohka Kogyo Kabushiki Kaisha
    Inventors: Minoru Tsuda, Yoichi Nakamura
  • Patent number: 4289843
    Abstract: A photopolymerizable element suitable for use in the production of photorelief printing plates comprises a film or sheet, an adhesive layer and a photopolymerizable layer wherein the adhesive layer comprises a non-photopolymerizable plastics binder and a photopolymerization initiator comprising an admixture of a compound of the formula: ##STR1## preferably 4,4'-bis(dimethylamino)-benzophenone in an amount 0.01 to 2.0% by weight based upon the weight of the binder and another photopolymerization initiator in an amount 0.1 to 7% by weight based upon the weight of the binder.
    Type: Grant
    Filed: November 21, 1978
    Date of Patent: September 15, 1981
    Assignee: Bexford Limited
    Inventors: David L. Boutle, Stuart C. Rennison, Stuart G. Lambert
  • Patent number: 4278751
    Abstract: A co-initiator for use in an improved photopolymerization composition, element and method is disclosed. The photopolymerizaton composition comprises an addition-polymerizable compound containing ethylenic unsaturation and the co-initiator which includes a photopolymerization activator and an amine-substituted ketocoumarin sensitizer having an absorption maximum between about 350 and about 550 nm; said activator having the structure ##STR1## wherein Q.sup.1 and Q.sup.2 are each independently hydrogen; alkyl, thioalkyl or alkoxy containing from 1 to about 5 carbon atoms; aryl or aryloxy or benzoyloxy containing from about 6 to 10 carbon atoms; hydroxy; or halogen; or together Q.sup.1 or Q.sup.2 are the necessary atoms to complete a fused heterocyclic or aromatic ring containing from about 4 to 6 ring atoms; and Q.sup.3 is hydrogen or alkyl containing from 1 to about 5 carbon atoms.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: July 14, 1981
    Assignee: Eastman Kodak Company
    Inventors: Donald P. Specht, Kenneth L. Payne, Samir Y. Farid
  • Patent number: 4268667
    Abstract: Compositions useful as visible sensitizers for photopolymerizable compositions, the sensitizers being .alpha., .beta.-unsaturated ketones formed by condensing the acetyl or diacetyl derivative of 9,10-dihydro-9,10-ethano(or propano)anthracene with a p-dialkylaminobenzaldehyde; and the photopolymerizable compositions comprising monomer, sensitizer, and initiator, with or without a binder.
    Type: Grant
    Filed: April 21, 1980
    Date of Patent: May 19, 1981
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Albert G. Anderson
  • Patent number: 4239848
    Abstract: There is disclosed a composition, element, and process of imaging, wherein a polymeric binder is rendered photocrosslinkable by virtue of a photoresponsive source of amines, and by virtue of one or more carbonyl groups on the binder which react with said amines to form a carbinolamine.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: December 16, 1980
    Assignee: Eastman Kodak Company
    Inventors: Anthony Adin, John C. Wilson
  • Patent number: 4235686
    Abstract: A polymeric composition which is capable of being shaped and which preferably is in the form of a sheet, the composition being formed by partially reacting a mixture of(a) the precursors of a polyurethane comprising at least one polyfunctional compound capable of reacting with isocyanate groups and at least one polyisocyanate, and,(b) the precursors of a cured polyester resin comprising at least one ethylenically unsaturated polyester and at least one ethylenically unsaturated monomer copolymerizable therewith,and the composition containing at least one alpha, alpha diketone as a photosensitive catalyst.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: November 25, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Edward C. Dart, Roger C. Roberts, Antony R. Perry, Jozef Nemcek, Neil B. Graham
  • Patent number: 4221859
    Abstract: The subject invention relates to photopolymerizable compositions useful for making plastic printing elements for use in photolithography and other photomechanical processes. The photopolymerizable compositions comprise an aqueous mixture of a water-insoluble resin, a water-soluble binder, a crosslinking agent, and a photopolymerization initiator having an alpha-keto ester linkage. In particular, photopolymerization initiators include oxalic acid, sodium oxalate, potassium oxalate, lithium oxalate and urea oxalate. The printing plates prepared from the compositions herein disclosed have improved ink receptivity, good retention of such ink, receptivity even after long continued use, greater durability and excellent binding qualities.
    Type: Grant
    Filed: May 4, 1976
    Date of Patent: September 9, 1980
    Assignee: Ball Corporation
    Inventors: Gene O. Fanger, George W. Brutchen
  • Patent number: 4199420
    Abstract: Alkoxymethylbenzophenones having the formula: ##STR1## wherein R is hydrocarbon of 1 to 20 carbon atoms, alkoxy-substituted alkylene where the alkylene moiety has 2 to 12 carbon atoms and the alkoxy 1 to 12 carbon atoms or --(CH.sub.2 CH.sub.2 O).sub.n --R" wherein R" is alkyl of 1 to 12 carbon atoms and n is an integer from 2 to 5; R' is hydrogen, halogen or --CH.sub.2 OR; and x and y are independently selected integers from 1 to 5. The alkoxymethylbenzophenones are useful photoinitiators for compositions comprising photopolymerizable ethylenically unsaturated compounds.
    Type: Grant
    Filed: February 9, 1979
    Date of Patent: April 22, 1980
    Assignee: Stauffer Chemical Company
    Inventor: James M. Photis
  • Patent number: 4189322
    Abstract: Photopolymerizable compositions for the production of printing plates and relief plates, consisting essentially of a photoinitiator-containing mixture of olefinically unsaturated photopolymerizable compounds with polymeric binders, contain up to 1% by weight of a compound having the structural element of anthrone, e.g. bianthrone and 9,9'-bianthryl, which results in an improved relief image in the production of relief plates.
    Type: Grant
    Filed: May 3, 1978
    Date of Patent: February 19, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hoffmann, Dieter Kleuser, Bernd Bronstert
  • Patent number: 4188224
    Abstract: Anthrone derivatives having hydroxy, ether or hydrocarbyl groups in 10-position, for example 10,10-dimethoxyanthrone, are excellent photoinitiators for the UV-curing of unsaturated systems. Preferable systems are monomeric or oligomeric acrylates and their mixtures.The systems may be used in thin layers as for instance for coatings or printing inks.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: February 12, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Louis Felder, Rudolf Kirchmayr
  • Patent number: 4175971
    Abstract: A light-sensitive composition comprising addition polymerizable ethylenically unsaturated double bond-containing compounds and a photopolymerization initiator comprising (1) at least one compound selected from the group consisting of benzanthrone, substituted benzanthrones (the substituents of which include halogen atoms, alkyl groups having 1 to 5 carbon atoms and alkoxy groups having 1 to 5 carbon atoms), 1,2-benzanthraquinone and substituted benzanthraquinones (substituents of which include halogen atoms, alkyl groups having 1 to 5 carbon atoms and alkoxy groups having 1 to 5 carbon atoms) and (2) at least one compound selected from the group consisting of 4,4'-di-substituted amino-benzophenones represented by the following general formula (a), p-substituted amino-benzaldehyde derivatives represented by the following general formula (b), 2-(p-substituted amino-phenyl)-1,3-dioxolanes represented by the following general formula (c), 4,4'-bis(substituted amino)-N-benzylideneanilines represented by the follow
    Type: Grant
    Filed: September 13, 1977
    Date of Patent: November 27, 1979
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Fumiaki Shinozaki, Yasuo Washigawa, Tomoaki Ikeda, Sho Nakao, Syunichi Kondoh