Free Radical Patents (Class 430/916)
  • Patent number: 5187045
    Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,3,5-triazine moiety and at least one sensitizer moiety within one molecule. The compounds of this invention are good photoinitiators, and compositions containing them can be used in printing, duplicating, copying, and other imaging systems.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: February 16, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James A. Bonham, Mitchell A. Rossman
  • Patent number: 5153100
    Abstract: Photopolymerizable compositions in which the photoinitiator system contains a hexaarylbisimidazole and/or a p-dialkyaminophenyl carbonyl compound in combination with a borate anion coinitiator are disclosed.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: October 6, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Gregory C. Weed, Dietrich Fabricius
  • Patent number: 5141841
    Abstract: A radiation-sensitive compound has the general formula ##STR1## wherein A represents the ring members required to complete a 5- or 6-membered heterocyclic ring which may optionally be fused to an optionally substituted aromatic nucleus,B represents H, acyl, aroyl, heterocyclyl carbonyl or ##STR2## R represents an optionally substituted alkyl group, E and G, which may be the same or different, each represents H or CH.sub.p X.sub.3-p,J and K, which may be the same or different, each represents an aryl or heterocyclic group, which may optionally include a substituent additional to E or G,X represents Cl or Br, and m,n and p, which may be the same or different, each represents an integer equal to 0, 1 or 2.The compound can be used to form radiation sensitive compositions for the production of radiation sensitive plates in lithographic printing plate manufacture.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: August 25, 1992
    Assignee: Vickers PLC
    Inventor: John R. Wade
  • Patent number: 5114832
    Abstract: A photopolymerizable mixture is described, which contains a polymeric binder; an acrylate or alkacrylate of a polyhydric alcohol possessing at least one photooxidizable group; a compound or a combination of compounds being capable of initiating the polymerization of the ester under the action of light in the spectral region of 450 nm to 650 nm; and at least one compound which absorbs light in the region below 450 nm or which upon exposure forms a compound absorbing light in said region, whereby the optical density of the exposed mixture in this region is at least 2.0 at a layer thickness of 2 .mu.m. The mixture is useful for the production of masters or intermediate masters for reprographic layers being sensitive to light in the UV region, exposure of the mixture itself being performed with visible light.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: May 19, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudolf Zertani, Dieter Mohr, Klaus Rode, Werner Frass, Klaus Joerg
  • Patent number: 5112721
    Abstract: Combinations of selected photosensitizers produce unexpected increases in the both the photospeed of, and the resolution obtainable from, photopolymerizable compositions. The combinations contain one photosensitizer, known as the sensitizer, and a second photosensitizer, known as the co-sensitizer. The co-sensitizer has an absorbance maximum at a longer wavelength than the sensitizer and is generally present a much lower concentration than the sensitizer.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: May 12, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: August D. Kuchta
  • Patent number: 5100928
    Abstract: Described herein are photopolymerizable compositions comprising at least one polymerizable ethylenically unsaturated compound, and an initiating combination of an organic soluble xanthene dye compound and an organic activator compound. These compositions are useful as radiation-curable coatings, photocurable films, and photoactive films.
    Type: Grant
    Filed: April 18, 1990
    Date of Patent: March 31, 1992
    Assignee: Olin Corporation
    Inventors: Paul V. Grosso, Willard F. Burt, Guilford Jones
  • Patent number: 5087550
    Abstract: Radiation-reactive mixtures suitable for producing insulating layers and printed circuits are composed of certain precursors for preparing polyimides, polyisoindoloquinazolinediones, polyoxiazinediones, polyquinazolinediones or polyquinazolones and aryl-containing carbonyl compounds which when excited by UV radiation are capable of hydrogen abstraction, these mixtures undergoing solubility differentiation on irradiation with actinic light.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: February 11, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Blum, Gerd Rehmer, Hans Schupp
  • Patent number: 5057398
    Abstract: A photopolymerizable composition that contains a polymeric binder, a polymerizable compound and photoinitiator combination comprising an N-heterocyclic compound and a halogen compound corresponding to one of the folowing formulas I and II ##STR1## in which X.sup.1 stands for chlorine or bromine,X.sup.2 and X.sup.3 are identical or different and denote X.sup.1, hydrogen or alkyl groups,Y and Z are identical or different and denote X.sup.1, hydrogen, CN or (A).sub.n --(B).sub.n --D,A is a phenylene group,n is 0 or 1,B is CO or SO.sub.2,D is R, OR, NHR, NH.sub.2, NR.sub.2 or CX.sup.1 X.sup.2 X.sup.3,R is an alkyl, cycloalkyl, aryl or heteroyl radical,W is a five or six-membered heterocyclic ring having from 1 to 3 heteroatoms, which optionally carries substituents and optionally a fused aromatic ring, andm is 1 or 2,is distinguished by an improved light sensitivity.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: October 15, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Dieter Frommeld, Hansjoerg Vollmann
  • Patent number: 5055372
    Abstract: A photohardenable composition comprising a free radical addition polymerizable or crosslinkable compound and an aromatic ketone and a borate salt; and photosensitive materials employing the composition where in one embodiment the composition is microencapsulated.
    Type: Grant
    Filed: April 23, 1990
    Date of Patent: October 8, 1991
    Assignee: The Mead Corporation
    Inventors: Michael S. Shanklin, Peter Gottschalk, Paul C. Adair
  • Patent number: 5055373
    Abstract: A multicolor recording material is disclosed, which comprises a support having provided thereon a coating layer comprising two or more kinds of microcapsules each containing at least a leuco dye capable of being colored by oxidation and a photo oxidizing agent outside said microcapsules, and a reducing agent as necessary components, with two or more leuco dyes capable of forming different colors from each other being retained in different kinds of said microcapusles respectively composed of walls of high polymers having different glass transition points.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: October 8, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiso Saeki, Fumiaki Shinozaki, Toshiaki Endo
  • Patent number: 5032486
    Abstract: A method for making printing plates wherein free radicals generated in a metallic silver image migrate into an image-receiving layer which comprises a free radical polymerizable polymer, thereby forming a printing image of hardened polymer in the image-receiving layer. Also, plate-making elements which may be used in such method to make lithographic printing plates.
    Type: Grant
    Filed: March 2, 1990
    Date of Patent: July 16, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Charles G. Barlow, Michael G. Weeks
  • Patent number: 5030548
    Abstract: A photo-polymerizable composition is disclosed, which comprisesa thermoplastic polymeric binder;a non-gaseous ethylenically unsaturated compound;a photo-polymerization initiator system composed of 4,4'-bis(dialkylamino)benzophenone, aromatic ketone and lophine dimer;an organic halogen compound; and a leuco dye.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: July 9, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Sadao Fujikura, Masayuki Iwasaki, Minoru Maeda, Minoru Wada
  • Patent number: 5011762
    Abstract: A photosensitive composition which is suitable for free radical polymerization systems initiated by ultraviolet light, particularly useful in UV-curing coating and image transfer systems such as printing plates and photoresists. Among the above mentioned applications, systems in which the photosensitive layer has no protective film to insulate it from the air shows the greatest improvement in photosensitivity.
    Type: Grant
    Filed: August 14, 1990
    Date of Patent: April 30, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Rong-Jer Lee, Chein-Dhau Lee, Wen-Shin Shen
  • Patent number: 5006436
    Abstract: A UV curable, aqueous alkaline developable solder mask composition having tenting capabilities includes a thermal free radical initiator capable of generating free radicals with heat, and a polyunsaturated compound capable of being thermally cross-linked by the free radicals to provide a substantially fully cured solder mask coating.
    Type: Grant
    Filed: September 20, 1988
    Date of Patent: April 9, 1991
    Assignee: Atochem North America, Inc.
    Inventors: Paul L. K. Hung, Kenneth K. S. Tseng
  • Patent number: 4994347
    Abstract: Solid storage stable photopolymerizable compositions are provided that are useful in preparing optical elements, and especially holograms. The composition contains a polymeric binder, N-vinyl carbazole and a photoinitiator system that has a hydrogen donor component.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: February 19, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: William K. Smothers
  • Patent number: 4987057
    Abstract: A photoinitiator composition comprising (1) an aminobenzylidene carbonyl compound and (2) an N-aryl-.alpha.-amino acid is suitable for use in a photo-polymerizable composition comprising (a) an addition-polymerizable compound having a boiling point of 100.degree. C. or higher at an atmospheric pressure and (b) said photoinitiator composition.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: January 22, 1991
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Makoto Kaji, Nobuyuki Hayashi
  • Patent number: 4987056
    Abstract: A photopolymeric composition having improved sensitivity to a visible light ray which comprises:(a) at least one ethylenic unsaturated compound which is non-gaseous at a normal temperature;(b) at least one metallic arene compound;(c) a compound selected from the group consisting of p-aminophenyl unsaturated detone compounds, pyridine derivatives or salts thereof, xanthene or thioxanthene compounds and mixtures thereof; and optionally(d) a compound selected from the group consisting of phenylglycine derivatives, cyclic diketone compounds and mixtures thereof.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: January 22, 1991
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Satoshi Imahashi, Atsushi Saito, Katuhiro Yamashita
  • Patent number: 4985340
    Abstract: A polymerizable composition comprises a polymeric precursor selected from the group consisting of (1) at least one ethylenically-unsaturated monomer, optionally in combination with an epoxy monomer or polyurethane precursors, or (2) at least one epoxy monomer, or (3) polyurethane precursors, and a curing agent comprising an organometallic salt and an onium salt.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: January 15, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Michael C. Palazzotto, Robert J. DeVoe
  • Patent number: 4971891
    Abstract: Disclosed is a photopolymerizable composition comprising (i) a monomer having at least one ethylenic unsaturated group which is polymerizable by means of active light, (ii) an organoboron compound, and (iii) a pyrylium or thiopyrylium dye. The composition is useful, for example, as photosensitive layers for photosensitive printing plates which are sensitive and respond to an argon laser light source.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: November 20, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koichi Kawamura, Yasuo Okamoto
  • Patent number: 4966830
    Abstract: A photopolymerizable composition comprising an addition polymerizable compound having at least one ethylenically unsaturated double bond and a photopolymerization initiator system, wherein the photopolymerization initiator system comprises:(a) at least one sensitizer selected from the group consisting of a compound of the formula: ##STR1## wherein ring A is a substituted or unsubstituted benzene or naphthalene ring, X is a bivalent atom or bivalent group, R.sup.1 is an alkyl group, each of R.sup.2 and R.sup.3 is hydrogen, an alkyl group, an alkoxy group or an alkylthio group, or R.sup.1 and R.sup.2 bond to each other, and l is 0, 1 or 2, a compound of the formula: ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, Ar is an aromatic group, and each of n and m is 0 or 1, a compound of the formula: ##STR3## wherein R.sup.1, R.sup.2, R.sup.3, ring A, X and l are as defined above, R.sup.4 is hydrogen, an acetyl group or ##STR4## wherein R.sup.1, R.sup.2, R.sup.3 and l are as defined above, and R.sup.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: October 30, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hideki Nagasaka, Katsuko Ohta
  • Patent number: 4963471
    Abstract: Holographic photopolymer compositions having fluorinated binders are provided that produce excellent reflection holograms when holographically imaged.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: October 16, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Torence J. Trout, Dominic M. Chan, Bruce M. Monroe
  • Patent number: 4962012
    Abstract: Titanocenes containing .pi.-cyclopentadienyl ligands, in which one or two carbocyclic or heterocyclic aromatic rings are attached to the metal atom, said aromatic rings being substituted by fluorine in at least one of the two ortho-positions relative to the metal-carbon bonds, are suitable photoinitiators for the photopolymerization of ethylenically unsaturated substrates. They are distinguished by high sensitivity, stability to air and heat, and are very effective in the range from UV light to visible light.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: October 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Riediker, Martin Roth, Niklaus Buhler, Joseph Berger
  • Patent number: 4959284
    Abstract: Presence of a ring opening monomer in a photopolymerizable composition improves reflection holograms prepared from the composition.
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: September 25, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: William K. Smothers, Bruce M. Monroe, Dominic M. T. Chan
  • Patent number: 4954416
    Abstract: Free radical polymerizable compositions contain a sulfonium salt which is tethered to at least one of an electron donor and a sensitizer, and a polymerizable monomer, demonstrate substantially enhanced photosensitivity. This invention also provides layered structures comprising a substrate coated with a free radical polymerizable composition containing a sulfonium salt which is tethered to at least one of an electron donor and a sensitizer, and the polymerized layered structures. A method for the preparation of certain tethered sulfonium salts is described.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: September 4, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Bradford B. Wright, Robert J. DeVoe
  • Patent number: 4950581
    Abstract: A photopolymerizable composition is provided containing a polymerizable compound having an ethylenically unsaturated bond, a photopolymerization initiator, and if necessary, a linear organic high molecular weight polymer. The photopolymerization initiator comprises a combination of (a) an organic compound represented by formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, which may be the same or different, each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted heterocyclic group, and at least two of said R.sup.1, R.sup.2, R.sup.3, and R.sup.4 may combine to form a cyclic structure, with the proviso that at least one of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 is an alkyl group, and wherein Z.sym. represents an alkali metal cation or a quaternary ammonium cation, and (b) an organic dye having no counter anion.
    Type: Grant
    Filed: July 5, 1988
    Date of Patent: August 21, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Mitsuru Koike, Nobuyuki Kita
  • Patent number: 4948694
    Abstract: A recording medium comprising a substrate and a transfer recording layer containing a photo-initiator comprising camphorquinone and a coumarin derivative. Such photo-initiator aids in realizing high sensitivity without lowering storage stability of the recording medium. The transfer recording layer causes a change in transfer characteristic when provided with light energy and heat energy, at least one of which is applied imagewise, to provide a transferable portion therein. The transferable portion is then transferred to a transfer-receiving medium such as plain paper to form a transferred image thereon.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 14, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Norio Ohkuma, Masanori Takenouchi, Masashi Miyagawa, Hiroshi Hayashi, Tooru Minami, Hiroharu Oobayashi
  • Patent number: 4940645
    Abstract: Imaging materials employing photosensitive microcapsules having improved film speed are disclosed wherein the microcapsules contain a photoinitiator system including an absorber, a coinitiator and an autoxidizer; the absorber is a compound such as an aromatic ketone, the coinitiator and the autoxidizer are different but may be compounds such as N,N-dialkylanilines; the coinitiator and autoxidizer are selected such that free radical generation and oxygen consumption occur with optimum efficiency thereby providing an imaging material having high film speed.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: July 10, 1990
    Assignee: The Mead Corporation
    Inventors: Paul D. Davis, Gary F. Hillenbrand, Paul C. Adair
  • Patent number: 4940647
    Abstract: The invention comprises a photopolymerizable mixture comprising as the essential constituents a polymeric binder, a compound capable of forming a polymer by free-radical initiated polymerization, a photoinitiator, a leuco dye and a leuco dye stabilizer having at least one epoxy group. The mixture has a better shelf life in the dark than known compositions and is preferably used in the preparation of dry photoresists.
    Type: Grant
    Filed: October 6, 1988
    Date of Patent: July 10, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Dieter Frommeld, Hartmut Wiezer
  • Patent number: 4940648
    Abstract: A photo polymerization initiator composition is disclosed. The composition is comprised of an organic peroxide or perester in admixture with 9-phenyl acridine, or phenazine initiator compound. The initiator composition is useful in preparing photopolymerizable compositions having increased effective photospeed.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: July 10, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Margaret W. Geiger
  • Patent number: 4939069
    Abstract: Disclosed is a photopolymerizable composition which is very sensitive to light, especially visible light having a wave length of 600 to 700 nm. The photopolymerizable composition comprising a polymerizable compound having an ethylenically unsaturated double bond and a photopolymerization initiator wherein the photopolymerization initiator comprises (a) a specific sensitizer and (b) a radical forming agent.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: July 3, 1990
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Masami Kawabata, Masahiko Harada, Yasuyuki Takimoto
  • Patent number: 4937159
    Abstract: A photohardenable composition comprising a free radical addition polymerizable or crosslinkable compound and an ionic dye-counter ion compound, said compound being capable of absorbing actinic radiation and producing free radicals which initiate free radical polymerization or crosslinking of said compound; and photosensitive materials incorporating the same.
    Type: Grant
    Filed: December 7, 1988
    Date of Patent: June 26, 1990
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Douglas C. Neckers, Gary B. Schuster, Paul C. Adair, S. Peter Pappas
  • Patent number: 4937161
    Abstract: A photopolymerizable composition containing a polymerizable compound having an ethylenically unsaturated bond, a photopolymerization initiator, and if necessary, a linear organic hibh molecular weight polymer. The photopolymerization initiator comprises a combination of (a) at least one organic boron compound anion salt of an organic cationic dye, andd (b) a compound represented by formula (I): ##STR1## wherein x represents a halogen atom; Y represents --CH.sub.3, --NH.sub.2, --NHR', --N(R').sub.2, or --OR' wherein R' represents an alkyl group, a substituted alkyl group, an aryl group, or a substituted aryl group; and wherein R represents --CX.sub.3, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, or a substituted alkenyl group.
    Type: Grant
    Filed: July 5, 1988
    Date of Patent: June 26, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuyuki Kita, Mitsuru Koike
  • Patent number: 4927865
    Abstract: Anthraquinones of formula I ##STR1## wherein X is the group --CR.sup.2 R.sup.3 --, where R.sup.2 is H, --CH or C.sub.1 -C.sub.5 -alkyl and R.sup.3 is H or --CN, R.sup.1 is H or C.sub.1 -C.sub.5 -alkyl and R is a direct bond or linear or branched C.sub.1 -C.sub.18 -alkylene which, alone or together with the --CR.sup.2 R.sup.3 -- group, can be interrupted by one or more --O-- when R.sup.2 and/or R.sup.3 are not --CN, and curable compositions comprising (a) an epoxy resin, (b) a hardener if necessary, (c) an anthraquinone of formula I and (d) an amino alcohol. The cured compositions are photosensitive and are suitable for the preparation of coatings and metallic images by electroless metal deposition.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: May 22, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Duthaler, Jurgen Finter, Walter Fischer, Visvanathan Ramanathan
  • Patent number: 4917977
    Abstract: A photosensitive composition comprising:(a) a compound of the formula ##STR1## (b) an ethylenically unsaturated compound capable of free radical initiated addition polymerization;(c) a polymeric binder; and(d) a free radical generating system activatable by actinic radiation which comprises a hexaarylbiimidazole and a chain transfer agent.A single step process for forming a light-stable hologram using this photosensitive composition is also disclosed.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: April 17, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William K. Smothers
  • Patent number: 4910121
    Abstract: Titanocenes containing .pi.-cyclopentadienyl ligands, in which one or two carbocyclic or heterocyclic aromatic rings are attached to the metal atom, said aromatic rings being substituted by fluorine in at least one of the two ortho-positions relative to the metal-carbon bonds, are suitable photoinitiators for the photopolymerization of ethylenically unsaturated substrates. They are distinguished by high sensitivity, stability to air and heat, and are very effective in the range from UV light to visible light.
    Type: Grant
    Filed: July 28, 1987
    Date of Patent: March 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Riediker, Martin Roth, Niklaus Buhler, Joseph Berger
  • Patent number: 4902604
    Abstract: Photopolymerizable initiator compositions having high photosensitivity to light sources giving visible rays and the other rays in the longer wavelengths. The compositions containing polymerizable compounds having ethylenic unsaturated bonds and salts formed by an organic boron compound anion and an organic cationic azulene dye compound comprising an azulene ring having a nitrogen atom or a chalcogen atom in the 2- or 4- position can be used for making lithographic printing plates, resinous relief printing plates, and resists or photomasks for printed circuit substrates.The polymerizable compounds having ethylenic unsaturated bonds can be encapsulated to obtain microcapsules to be used for the formation of black-and-white or color images.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: February 20, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Jun Yamaguchi, Masaki Okazaki, Takanori Hioki
  • Patent number: 4895880
    Abstract: A process for coating a substrate with an essentially colorless radiation curable composition which comprises coating said substrate with a visible light sensitive composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound capable of absorbing visible light and generating free radicals; exposing said composition to light to harden said composition; and bleaching said composition to an essentially colorless state, and photohardenable compositions containing photobleachable ionic dye-counter ion compounds as photoinitiators useful in the aforesaid process.
    Type: Grant
    Filed: September 18, 1987
    Date of Patent: January 23, 1990
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Douglas C. Neckers, Gary B. Schuster
  • Patent number: 4876175
    Abstract: A photographic imaging system is disclosed comprised of a hardenable organic component containing ethylenic unsaturation sites and coinitiators for ethylenic addition. The coinitiators include an activator and a photosensitizer. The photosensitizer is a 6-tertiary amino-2-(Z--CH.dbd.)benzofuran dye, where Z represents the atoms providing an electron withdrawing carbonyl or sulfonyl group and completing a conjugated methine linkage extending from the electron withdrawing carbonyl group through the benzofuran to the electron donating 6-tertiary amino substituent to form a resonant dye chromophore. The photosensitizers bathochromically extend exposure response of the imaging system.
    Type: Grant
    Filed: May 9, 1988
    Date of Patent: October 24, 1989
    Assignee: Eastman Kodak Company
    Inventors: Chin H. Chen, John L. Fox, Donald P. Specht, Samir Y. Farid
  • Patent number: 4865942
    Abstract: A photohardenable composition comprising a free radical addition polymerizable or crosslinkable compound and a cationic dye-borate anion complex, said complex being capable of absorbing actinic radiation and producing free radicals which initiate free radical polymerization or crosslinking of said compound; and photosensitive materials employing the composition where in one embodiment the composition is microencapsulated.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: September 12, 1989
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Gary B. Schuster
  • Patent number: 4859572
    Abstract: A photographic imaging system is disclosed comprised of a hardenable organic component containing ethylenic unsaturation sites and an initiator system for ethylenic addition. The initiator system is comprised of an electron acceptor activator, an electron donor activator, and, acting as a photosensitizer, a dye capable of absorbing imaging radiation. The dye has a reduction potential related to that of the electron acceptor activator and an oxidation potential related to that of the electron donor activator to permit each to release a free radical upon excitation of the photosensitizer by exposure to actinic radiation.
    Type: Grant
    Filed: May 2, 1988
    Date of Patent: August 22, 1989
    Assignee: Eastman Kodak Company
    Inventors: Samir Y. Farid, Roger E. Moody
  • Patent number: 4855212
    Abstract: Disclosed are improved photopolymerizable compositions which can be developed using aqueous media. The improved compositions contain cellulosic ethers which impart an unexpected improvement in tent strength and optionally contain a plasticizer and a photochemically polymerizable carboxylic acid monomer or both which aid adhesion and stripping.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: August 8, 1989
    Assignee: Hercules Incorporated
    Inventors: Marilyn Tate, Daniel F. Varnell
  • Patent number: 4849314
    Abstract: Photohardenable electrostatic master comprising an electrically conductive substrate, e.g., aluminized polyethylene terephthalate, bearing a layer of a photopolymer comprising an organic polymeric binder, compound having at least one ethylenically unsaturated group, photoinitiator and at least one organic electron acceptor or donor compound, e.g., the acceptor and donor having an oxidation potential of less than +2.5 eV and reduction potential larger than -3.0 eV, respectively. The photohardenable electrostatic master is used for electrostatic proofing, etc.
    Type: Grant
    Filed: November 4, 1987
    Date of Patent: July 18, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Graciela B. Blanchet-Fincher, Curtis R. Fincher, Jr.
  • Patent number: 4842987
    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, preferably N-vinylcaprolactam and/or N-vinylpyrrolidone, from 5 to 30% by weight of acrylic acid and/or methacrylic acid, from 30 to 80% by weight of one or more comonomers from the group consisting of the vinyl aromatics and (meth)acrylates of monoalkanols and from 0.2 to 5% by weight of an olefinically unsaturated compound which contains basic nitrogen atoms and has a pK.sub.a >4.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: June 27, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Albert Elzer, Axel Sanner, Hans Schupp, Erich Beck
  • Patent number: 4842980
    Abstract: A photohardenable composition comprising a free radical addition polymerizable or crosslinkable compound and an ionic dye-counter ion compound, said compound being capable of absorbing actinic radiation and producing free radicals which initiate free radical polymerization or crosslinking of said compound; and photosensitive materials incorporating the same.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: June 27, 1989
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Douglas C. Neckers, Gary B. Schuster
  • Patent number: 4840869
    Abstract: Light sensitive compositions are disclosed which comprise 2-halomethyl-1,3,4,-oxadiazole compounds having a heterocyclic radical in the fifth position containing at least one element selected from the group consisting of oxygen, nitrogen, sulphur, and selenium directly or through a vinyl radical.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: June 20, 1989
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Noriyasu Kita, Kiyoshi Goto
  • Patent number: 4840866
    Abstract: A photographic material exhibiting improved photographic characteristics comprising a photographic material comprising a support having a layer of microcapsules thereon, and an image-forming agent being associated with said microcapsules, said microcapsules including a mixture of a first subset of microcapsules and a second subset of microcapsules, said first and second subsets of microcapsules being associated with an image-forming agent for the same color, and said first subset of microcapsules providing a higher film speed than said second subset of microcapsules when said first and second subsets of microcapsules are exposed to a broad band white light source and developed under identical conditions.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: June 20, 1989
    Assignee: The Mead Corporation
    Inventors: Kerry Kovacs, William Simpson, Amy L. Burkholder, Russell K. Messer, Teresa M. Thomas
  • Patent number: 4837128
    Abstract: A light-sensitive composition is herein disclosed, which comprises at least one light-sensitive s-triazine compound represented by the following general formula (I) and at least one compound having at least one ethylenically unsaturated double bond and capable of causing addition polymerization: ##STR1## wherein R.sub.1 and R.sub.2 independently represent hdyrogen atom, a substituted or unsubstituted alkyl or aryl group, or a group represented by the general formula: R.sub.5 --CO-- or N(R.sub.6) (R.sub.7)--CO-- (wherein R.sub.5 stands for a substituted or unsubstituted alkyl or aryl group; and R.sub.6 and R.sub.7 independently represent hydrogen atom or a substituted or unsubstituted alkyl or aryl group), provided that R.sub.1 and R.sub.2 may form a heterocyclic ring consisting of non-metallic atoms together with the nitrogen atom to which they are bonded; R.sub.3 and R.sub.4 represent hydrogen, a halogen, an alkyl or an alkoxyl; X and Y independently represent chlorine or bromine; and m and n are 0, 1 or 2.
    Type: Grant
    Filed: July 29, 1987
    Date of Patent: June 6, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kouichi Kawamma, Yukio Abe, Tatsuji Higashi, Yoshimasa Aotani
  • Patent number: 4816375
    Abstract: A photosolubilizable composition contains both a compound capable of producing an acid by irradiation with actinic rays and a compound which has at least one silyl ether or silyl ester group capable of being decomposed by an acid; optionally, a compound having at least one silyl ether group has at least one hydrophilic group, providing for increased solubility in a developing solution under the action of an acid, thus enhancing the photosensitivity and the development latitude of the composition.
    Type: Grant
    Filed: April 30, 1987
    Date of Patent: March 28, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Toshiaki Aoai
  • Patent number: 4800149
    Abstract: A photohardenable composition comprising a free radical addition polyermizable or crosslinkable compound and a cationic dye-borate anion complex, said complex being capable of absorbing actinic radiation and producing free radicals which initiate free radical polymerization of crosslinking of said compound; and photosensitive materials employing the composition where in one embodiment the composition is microencapsulated.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: January 24, 1989
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Gary B. Schuster
  • Patent number: 4772534
    Abstract: A light-sensitive composition containing a novel light-sensitive s-triazine compound represented by the formula (I) as a free radical-generating agent is disclosed. The s-triazine compound responds radiation in the range of the near ultraviolet to visible light, shows high sensitivity for photolysis and, therefore, the compositon has high light-sensitivity.
    Type: Grant
    Filed: September 5, 1986
    Date of Patent: September 20, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kouichi Kawamura, Hirokazu Kondo, Yoshimasa Aotani