Specified Rate-affecting Material Is Heterocyclic Patents (Class 522/26)
  • Patent number: 6329442
    Abstract: A curable composite material composition comprising (A) a polymerizable unsaturated compound, (B) a fiber reinforcing material and/or fiber, and (C) a polymerization initiator comprising an organic boron compound represented by the general formula (1)  wherein R1, R2, R3 and R4 each independently represent an alkyl, aryl, allyl, aralkyl, alkenyl, alkynyl, silyl or heterocyclic group, a halogen atom, or a substituted alkyl, substituted aryl, substituted allyl, substituted aralkyl, substituted alkenyl, substituted alkynyl or substituted silyl group, and Z+ represents a cation, and an acidic compound, as well as a curing process for the curable composite material composition which includes irradiating and/or heating the curable composite material composition.
    Type: Grant
    Filed: November 9, 2000
    Date of Patent: December 11, 2001
    Assignees: Showa Denko K.K., Showa Highpolymer Co., Ltd.
    Inventors: Shuichi Sugita, Hirotoshi Kamata, Tomio Yamamoto, Kazuo Ohtani, Hidetake Sendai
  • Patent number: 6326414
    Abstract: An ultraviolet-curable adhesive for bonding optical disks, which comprises (A) a radical-polymerizable vinyl compound, (B) an &agr;-hydroxyalkylphenone compound as a photopolymerization initiator, and (C) 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino-propane-1-one, and which can provide optical disk products which are small in warping of disks, retain sufficient performances even under high temperature and high humidity and have a good appearance.
    Type: Grant
    Filed: February 29, 2000
    Date of Patent: December 4, 2001
    Assignee: Nagase Chemtex Corporation
    Inventor: Takafumi Iida
  • Patent number: 6310115
    Abstract: Radiation curable ink compositions for ink jet contain radiation curable monomers containing vinylether and acrylate functions.
    Type: Grant
    Filed: September 15, 1999
    Date of Patent: October 30, 2001
    Assignee: AGFA-Gevaert
    Inventors: Luc Vanmaele, Emiel Verdonck
  • Publication number: 20010012596
    Abstract: Compounds of the formulae I, II, III, IV and V 1
    Type: Application
    Filed: December 12, 2000
    Publication date: August 9, 2001
    Inventors: Kazuhiko Kunimoto, Hidetaka Oka, Masaki Ohwa, Junichi Tanabe, Hisatoshi Kura, Jean-Luc Birbaum
  • Patent number: 6258870
    Abstract: This invention provides novel methods for the formation of biocompatible membranes around biological materials using photopolymerization of water soluble molecules. The membranes can be used as a covering to encapsulate biological materials or biomedical devices, as a “glue” to cause more than one biological substance to adhere together, or as carriers for biologically active species. Several methods for forming these membranes are provided. Each of these methods utilizes a polymerization system containing water-soluble macromers, species which are at once polymers and macromolecules capable of further polymerization. The macromers are polymerized using a photoinitiator (such as a dye), optionally a cocatalyst, optionally an accelerator, and radiation in the form of visible or long wavelength UV light. The reaction occurs either by suspension polymerization or by interfacial polymerization.
    Type: Grant
    Filed: January 13, 1997
    Date of Patent: July 10, 2001
    Assignee: Board of Regents, The University of Texas Systems
    Inventors: Jeffrey A. Hubbell, Chandrashekhar P. Pathak, Amarpreet S. Sawhney, Neil P. Desai, Syed F. A. Hossainy
  • Patent number: 6248804
    Abstract: Radiation curing of inks on game balls, golf balls and the like is disclosed. The radiation used is ultraviolet and/or visible light. Production inks, logo inks and methods for forming production prints and logos on golf balls, game balls and the like are disclosed. To ensure that the ink is sufficiently through-cured, visible light photoinitiators are added to the ink. In addition, co-initiators and ultraviolet light photoinitiators can also be included in the ink. To form a radiation curable water-insoluble production ink, at least an adhesion promoting component is added to an ink base. The adhesion promoting component is sufficient to maintain adhesion of the production ink of at least about 75% of the inked surface to the topcoat and to the surface of the game ball or the golf ball after radiation curing and after coating the production ink with the topcoat. To form radiation curable water-insoluble logo ink, at least a toughening agent is added to an ink base.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: June 19, 2001
    Assignee: Acushnet Company
    Inventor: Mitchell E. Lutz
  • Patent number: 6242158
    Abstract: To provide a photosensitive resin composition and a photosensitive element using the resin composition with excellent sensitivity and adhesion as well as high resolution and plating resistance. A photosensitive resin composition, comprises (A) a polymer carrying carboxyl groups, (B) a compound carrying at least one ethylene-based unsaturated group in the molecule, and (C) a photopolymerization initiator, characterized by the fact that component (B) contains at least 60 weight % of methacrylate (B1) carrying at least one ethylene-based unsaturated group with respect to the total amount of component (B), that the amount of component (C) is in the range of 0.01-20 weight units with respect to 100 weight units of component (A) and component (B), and that component (C) contains 2-5 weight units of lophine dimer (C1) and 0.1-2.0 weight units of triphenylphosphine (C2) with respect to 100 weight units of component (A) and component (B), as well as a photosensitive element using the resin composition.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: June 5, 2001
    Assignee: Nichigo-Morton Co., Ltd.
    Inventors: Eiji Kosaka, Shigeru Murakami
  • Patent number: 6239190
    Abstract: There is disclosed a method for effecting a reaction by irradiating a substance which absorbs the radiant energy until the reaction is complete and the absorbency of the material changes so as to reduce or cease absorption of further radiant energy.
    Type: Grant
    Filed: July 28, 1997
    Date of Patent: May 29, 2001
    Assignee: Tissuemed Limited
    Inventors: Francis Wilkinson, David John Mandley
  • Patent number: 6228560
    Abstract: A photosensitive resin composition comprising (A) a binder polymer having carboxyl groups, (B) a photopolymerizable compound having at least one polymerizable ethylenically unsaturated group in the molecule, and (C) a photoinitiator can provide a film excellent in mechanical strength, chemical resistance, flexibility, and suitable for producing a photosensitive element.
    Type: Grant
    Filed: December 15, 1999
    Date of Patent: May 8, 2001
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Tatsuya Ichikawa, Tatsuo Chiba
  • Patent number: 6211260
    Abstract: A photocurable paint composition for road markings is disclosed, comprising (A) a compound having an ethylenically unsaturated group, (B) a filler, (C) a cationic dye represented by formula (1): D+&Circlesolid;A1−  (1) (wherein D+ represents a cation having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm, and A1− represents an optional anion), (D) a quaternary organic borate-type sensitizer represented by formula (2): (wherein R1, R2, R3 and R4 each independently represents an alkyl group, an aryl group, an aralkyl group, an alkenyl group, an alkynyl group, a silyl group, a heterocyclic group or a halogen atom, and Z+ represents an optional cation) and (E) an ultraviolet radical polymerization initiator capable of generating a radical upon absorption of light at a wavelength of 400 nm or less, or additionally comprising (F) glass beads.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: April 3, 2001
    Assignee: Showa Denko K.K.
    Inventors: Kenichi Nakamura, Hirotoshi Kamata, Toshio Koshikawa, Shuichi Sugita
  • Patent number: 6207726
    Abstract: A photocurable prepreg composition which is characterized by easy control of a B stage state of a thermosetting resin such as an unsaturated polyester resin or an epoxy acrylate resin, excellent storage stability, and remarkable curability after being shaped; as well as a production method therefor. A photocurable prepreg composition which contains an unsaturated polyester resin and/or an epoxy acrylate resin; at least two photopolymerization initiators with photosensitivity in different wavelength ranges; and an inorganic or an organic fiber-reinforcing material and/or filler, and which composition is treated with light of a specific wavelength such that at least one photopolymerization initiator and radical-polymerizable unsaturated groups remain partially in said resin; a production method therefor; and formed articles produced therefrom.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: March 27, 2001
    Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer Co., Ltd.
    Inventors: Kazuo Ohtani, Tomio Yamamoto, Hidetake Sendai, Shuichi Sugita, Hirotoshi Kamata, Takeo Watanabe
  • Patent number: 6191191
    Abstract: A polymerizable composition for dental use, containing monomer (a) with a polymerizable olefinic unsaturated group, acylphosphine oxide (b), organic peroxide (c), tertiary amine (d) and aromatic sulfinic acid and/or a salt thereof (e). The polymerizable composition for dental use exerts excellent curability by any of photo-polymerization and chemical polymerization, having a good color for dental use, with less color change between prior to and after polymerization, and excellent light resistance, producing a cured product with a smaller thickness of the unpolymerized layer on the surface, having larger curing depth and excellent adhesion to teeth and metals and the like and great color fastness in hot water and in darkness. By taking advantages of these excellent properties, the polymerizable composition can effectively be used for utilities, for example as a bonding agent, a composite resin, an adhesive agent, a primer and an opaque primer and the like, for dental use.
    Type: Grant
    Filed: February 9, 1999
    Date of Patent: February 20, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Miho Harada, Kenichi Hino
  • Patent number: 6187509
    Abstract: A positive type electrodeposition photoresist composition characterized by neutralizing by a basic compound and dissolving or dispersing in an aqueous medium a composition comprising (A) a polymer having 0.5-10 equivalents of carboxyl group(s) and optionally having more than 1 equivalent of hydroxyphenyl group(s) per kg polymer, or (A′) a polymer having 0.5-10 equivalents of carboxyl group(s) per kg polymer and (A″) a polymer having more than 1 equivalent of hydroxyphenyl group(s) per kg polymer; (B) a compound having at least two vinyl ether groups per molecule; (C) a compound which generates an acid when irradiated with a visible light; and (D) a sensitizing dye, and a process for pattern formation using such a composition are disclosed. Said composition has excellent thermal stability, high resolution and formability of fine image pattern and is useful to positive type photoresist, printing material etc.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: February 13, 2001
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Genji Imai, Hideo Kogure, Takeya Hasegawa
  • Patent number: 6171759
    Abstract: A photocurable composition containing at least a radical polymerizable unsaturated group-bearing compound, a metal allene compound, a squalilium dye, and N,N-dimethylaniline. The photocurable composition is polymerized and cured by generation of radicals upon receipt of low energy of visible light having long wavelengths or near infrared light.
    Type: Grant
    Filed: February 28, 1995
    Date of Patent: January 9, 2001
    Assignee: Brother Kogyo Kabushiki Kaisha
    Inventor: Kouji Inaishi
  • Patent number: 6171700
    Abstract: A curable composite material composition comprising (A) a polymerizable unsaturated compound, (B) a fiber reinforcing material and/or fiber, and (C) a polymerization initiator comprising an organic boron compound represented by the general formula (1) wherein R1, R2, R3 and R4 each independently represent an alkyl, aryl, allyl, aralkyl, alkenyl, alkynyl, silyl or heterocyclic group, a halogen atom, or a substituted alkyl, substituted aryl, substituted allyl, substituted aralkyl, substituted alkenyl, substituted alkynyl or substituted silyl group, and Z+ represents a cation, and an acidic compound, as well as a curing process for the curable composite material composition which includes irradiating and/or heating the curable composite material composition.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: January 9, 2001
    Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer., Ltd.
    Inventors: Shuichi Sugita, Hirotoshi Kamata, Tomio Yamamoto, Kazuo Ohtani, Hidetake Sendai
  • Patent number: 6162841
    Abstract: New betaketosulfonic derivatives, the process for their preparation, the photopolymerizable systems containing the same and their application as polymerization photoinitiators for inks, and particularly for inks having high content of pigments are described.
    Type: Grant
    Filed: March 3, 1998
    Date of Patent: December 19, 2000
    Assignee: Lamberti S.p.A.
    Inventors: Paola Giaroni, Piero Di Battista, Giuseppe Li Bassi
  • Patent number: 6153660
    Abstract: A photopolymerizable composition is disclosed, comprising at least A) a compound having an addition-polymerizable ethylenically unsaturated bond, B) a metallocene compound photopolymerization initiator and C) a polymer binder having an amido group on the side chain thereof and being substantially soluble in an alkali water.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: November 28, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazuhiro Fujimaki, Yasuo Okamoto, Kazuo Fujita, Tadahiro Sorori
  • Patent number: 6146789
    Abstract: In a battery in which a metallic battery case for accommodating electricity-generating elements also serves as an electrode, a visible-light or near-infrared-light curing resin is used for providing a coating to insulate an end face and a peripheral edge portion of an opening portion of the battery case or a gap between a positive electrode and a negative electrode. The visible-light or near-infrared-light curing resin excels in a depth-curing characteristic as compared with a conventional ultraviolet curing resin, and cures well even up to a portion such as an insulating seal of a battery where a light-receiving port is light and the light is difficult to reach. Hence, the visible-light or near-infrared-light curing resin is prevented from becoming peeled off and provides a reliable insulting characteristic.
    Type: Grant
    Filed: February 16, 2000
    Date of Patent: November 14, 2000
    Assignee: Three Bond Co., Ltd.
    Inventors: Kenichi Horie, Katsuhiko Kishi, Teiji Okayama, Mutsuhiro Maeda
  • Patent number: 6140384
    Abstract: A photopolymerizable composition comprising i) an addition polymerizable compound having an ethylenically unsaturated double bond, ii) a sensitizing dye represented by the following formula (I) and iii) a titanocene compound: ##STR1## wherein A.sup.1 and A.sup.2 each represents a carbon atom or a hetero atom, Q.sup.1 represents a nonmetallic atom group necessary for forming a heterocyclic ring together with A.sup.1, A.sup.2 and the carbon atoms adjacent thereto, R.sup.1 and R.sup.2 each represents a hydrogen atom, an alkyl group or an aryl group and R.sup.1 and R.sup.2 may be combined with each other to form a ring, X.sup.1 and X.sup.2 each represents a cyano group or a substituted carbonyl group and X.sup.2 and X.sup.2 may be combined with each other to form a ring, and n represents 0, 1 or 2.
    Type: Grant
    Filed: October 1, 1997
    Date of Patent: October 31, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tadahiro Sorori, Yasuo Okamoto
  • Patent number: 6120973
    Abstract: A radiation sensitive composition comprising (A) a colorant such as carbon black and an organic pigment, (B) an alkali-soluble resin comprising a copolymer of an N-substituted maleimide monomer and other copolymerizable monomer,(C) a polyfunctional monomer, and (D) a photopolymerization initiator.
    Type: Grant
    Filed: April 22, 1998
    Date of Patent: September 19, 2000
    Assignee: JSR Corporation
    Inventors: Kouji Itano, Shigeru Abe, Yasumi Itano
  • Patent number: 6114092
    Abstract: A photosensitive resin composition for photoresist which is highly sensitive and can directly form an image using a laser is disclosed. Said composition comprises (A) an unsaturated resin having carboxyl group(s) which is obtained by firstly reacting 0.8 to 1.3 moles of an ethylenic unsaturated monocarboxylic acid with 1 mole of an epoxy group of a homopolymer or copolymer of ethylenic unsaturated monomer having an epoxy group to obtain an unsaturated resin which is then reacted with a dibasic acid anhydride, (B) ethylenic unsaturated compound without epoxy group, and (C) photopolymerization initiator.
    Type: Grant
    Filed: September 29, 1998
    Date of Patent: September 5, 2000
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Kenji Miyagawa, Kenji Seko
  • Patent number: 6114091
    Abstract: A photopolymerizable composition, which contains a polymeric binder, a compound which can be polymerized by free radicals and has at least one terminal ethylenic double bond and a photoinitiator combination comprising an N-heterocyclic compound, a thioxanthone derivative and a dialkylamino compound, is highly photosensitive and produces photoresist stencils with vertical side walls.
    Type: Grant
    Filed: November 3, 1997
    Date of Patent: September 5, 2000
    Assignee: Morton International, Inc.
    Inventors: Ulrich Geissler, Hans-Dieter Frommeld, Hans Ruckert
  • Patent number: 6096794
    Abstract: Dye compounds of the formula ##STR1## wherein X is for example CH, C--CH.sub.3 or .sup.+ NOR L.sup.- ; R is inter alia C.sub.1 -C.sub.6 alkyl; R.sub.1 is for example C.sub.1 -C.sub.8 alkoxy or C.sub.1 -C.sub.12 alkyl; s is 0 to 4; R.sub.2 is for example hydrogen; Ar is for example a group ##STR2## Y inter alia is C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy; r in the formula (A) is 0 to 5, in the formulae (B) and (E) is 0 to 9 and in the formula (D) is 0 to 7; and L is an anion;in combination with an electron donor compound, especially a borate compound, are suitable as photoinitiators for the photopolymerization of radically polymerizable compositions.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: August 1, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Allan Francis Cunningham, Martin Kunz
  • Patent number: 6090865
    Abstract: Compounds of formula (I), ##STR1## wherein X is CH, C--CH.sub.3, C--Cl, C--O--C.sub.1 -C.sub.8 alkyl or N; R is C.sub.1 -C.sub.6 alkyl, benzyl, CH.sub.2 COOR.sub.3 or a group (a); R.sub.1 is C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen, NO.sub.2, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen or CF.sub.3 ; R.sub.2 is C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.12 alkyl, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen or CF.sub.3 ; R.sub.3 is hydrogen, C.sub.1 -C.sub.12 alkyl or benzyl; Y is unsubstituted or C.sub.1 -C.sub.6 alkoxy-substituted C.sub.1 -C.sub.6 alkyl, or Y is C.sub.1 -C.sub.6 alkoxy, halogen, CF.sub.3, NO.sub.2, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: July 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Christopher Curtis Dudman, Allan Francis Cunningham, Martin Kunz
  • Patent number: 6087066
    Abstract: This invention relates to polyvinyl acetals containing the units A, B, C and D, whereinA is present in an amount of 0.5 to 20 wt.-% and is of the formula ##STR1## B is present in an amount of 15 to 35 wt.-% and is of the formula ##STR2## C is present in an amount of 10 to 50 wt.-% and is of the formula ##STR3## wherein R.sup.1 is an alkyl group with up to 4 carbons, which is optionally substituted by an acid group, or a phenyl group, to which an acid group is attached, wherein the phenyl group optionally comprises 1 to 2 further substituents selected from halos, amino, methoxy, ethoxy, methyl and ethyl groups, or is a group X--NR.sup.6 --CO--Y--COOH, wherein X is an aliphatic, aromatic or araliphatic spacer group, R.sup.6 is hydrogen or an aliphatic, aromatic or araliphatic moiety and Y is a saturated or unsaturated chain- or ring-shaped spacer group, and this unit C may be contained several times with various moieties R.sup.1 independent of one another, and D is present in an amount of 25 to 70 wt.
    Type: Grant
    Filed: October 14, 1999
    Date of Patent: July 11, 2000
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Harald Baumann, Celin Savariar-Hauck, Hans-Joachim Timpe
  • Patent number: 6087070
    Abstract: The invention relates to organic compounds having a molecular weight of less than 1000 comprising at least one structural unit of the formula (I) ##STR1## in which R.sub.1 is an aromatic or heteroaromatic radical which is capable of absorbing light in the wavelength range from 200 to 650 nm and in doing so brings about cleavage of the adjacent carbon-nitrogen bond.The compounds represent photoinitiators for base-catalyzable reactions. Other subjects of the invention are base-polymerizable or crosslinkable compositions comprising compounds having a structural unit of the formula I, a method of implementing photochemically induced, base-catalyzed reactions, and the use of the compounds as photoinitiators for base-catalyzed reactions.
    Type: Grant
    Filed: March 16, 1998
    Date of Patent: July 11, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Sean Colm Turner, Gisele Baudin
  • Patent number: 6084035
    Abstract: A resin composition for powder coating, comprising(A) a carboxyl group-containing resin having a number average molecular weight of 1000 to 20000, an acid value of 5 to 200 and a glass transition temperature of 30 to 120.degree. C.,(B) bis(.beta.-methylglycidyl)terephthalate of the formula (1): ##STR1## as a curing agent, and (D) at least one compound selected from the group consisting of amines having the linkage of the formula (2): ##STR2## in the molecule, a triarylphosphines and onium salts as a ring-opening polymerization inhibitor, the equivalent ratio of (.beta.-methylglycidyl group of the component (B))/(carboxyl group of the component (A)) being 0.5 to 3.0. The composition can give a product of curing excellent in impact resistance, weathering resistance and so on.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: July 4, 2000
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Satoru Miyake, Hisao Ikeda, Toshinari Koda, Motohiko Hidaka
  • Patent number: 6060216
    Abstract: A photosensitive resin composition comprising (A) a binder polymer having carboxyl groups, (B) a photopolymerizable compound having at least one polymerizable ethylenically unsaturated group in the molecule, and (C) a photoinitiator can provide a film excellent in mechanical strength, chemical resistance, flexibility, and suitable for producing a photosensitive element.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: May 9, 2000
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Tatsuya Ichikawa, Tatsuo Chiba
  • Patent number: 6057078
    Abstract: Compounds of the formula I ##STR1## in which n and o are a number from 0 to 50, m is a number from 1 to 50, u and v are 0 or 1, and at least one of the indices u and v is 1, R.sub.1, R.sub.2, R.sub.2a, R.sub.3 and R.sub.4 independently of one another are, for example, aromatic hydrocarbons, R.sub.5, if n and o are 0, is for example C.sub.1 -C.sub.12 alkyl and, if n and/or o are greater than 0, or if n and o are 0 and at the same time only one index u or v is 1, R.sub.5 may additionally, for example, be an aromatic hydrocarbon, at least one of the radicals R.sub.1, R.sub.2, R.sub.2a, R.sub.3, R.sub.4 and R.sub.5 being an aromatic hydrocarbon radical which is sterically hindered ortho to the boron atom, X is, for example, C.sub.1 -C.sub.20 alkylene, phenylene, biphenylene, etc., and Z is a radical which is able to form positive ions, are suitable as photoinitiators, both the compounds per se and their combination with dyes or other electron acceptors.
    Type: Grant
    Filed: July 23, 1998
    Date of Patent: May 2, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
  • Patent number: 6054251
    Abstract: The present invention provides a visible laser-curable resist composition which contains at least one radical-protecting compound selected from a phosphorous acid ester compound and an aromatic compound having N,N-dimethylamino group bonded to the carbon atom forming the aromatic ring and which is free from the hindrance of curing caused by deactivation of radical by oxygen and has excellent curability, and a process for formation of a resist pattern using the above composition.
    Type: Grant
    Filed: September 25, 1997
    Date of Patent: April 25, 2000
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Genji Imai, Hideo Kogure
  • Patent number: 6025408
    Abstract: Novel thioxanthone derivatives and mixtures thereof and methods of making and using the same are disclosed. The novel thioxanthone derivatives can be liquid at room temperature and display highly active photoinitiation and photopolymerization properties.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: February 15, 2000
    Assignee: First Chemical Corporation
    Inventors: Eric Lee Williams, Ruicheng Ran, Charles Uriah Pittman, Jr., Joseph Stanton Bowers, Jr., August John Muller
  • Patent number: 6025017
    Abstract: A coating formulation suitable for use in preparing thermal transfer ribbons is provided which is curable by UV radiation or visible light. The coating formulation forms thermal transfer layers that produce printed images when used in a thermal transfer printer. The coating formulation comprises a photoreactive monomer or oligomer, a photoinitiator and a sensible material. Also provided are printers which use these ribbons and processes for preparing them.
    Type: Grant
    Filed: May 21, 1997
    Date of Patent: February 15, 2000
    Assignee: NCR Corporation
    Inventor: Joseph D. Roth
  • Patent number: 6017660
    Abstract: Photocurable addition-polymerizable compositions containing a free-radically-polymerizable monomer and a photoinitiator system containing i) an arylidonium salt, ii) a sensitizing compound, and iii) an electron donor having an oxidation potential that is greater than zero and less than or equal to that of p-dimethyoxybenzene (1.32 volts vs. S.C.E.). The compositions cure rapidly and deeply under ultraviolet or visible light.
    Type: Grant
    Filed: June 9, 1998
    Date of Patent: January 25, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Michael C. Palazzotto, F. Andrew Ubel, III, Joel D. Oxman, M. Zaki Ali
  • Patent number: 6010824
    Abstract: A photosensitive resin composition comprising a polymeric binder, an ethylenically unsaturated monomer and a photopolymerization initiator is disclosed. Also, a PS plate using the same is disclosed. The photopolymerization initiator comprises at least one compound selected from specific triazine compounds having a bromine atom on the substituted phenyl nucleus thereof and specific trihalomethyl-containing triazine compounds. The composition has high photosensitivity sufficient for exposure with an argon laser light and satisfactory developability. Additionally disclosed is a photosensitive resin composition comprising a polymeric binder, a monomer having an ethylenically unsaturated double bond and photopolymerization initiators including an acridine compound and a specific triazine compound. This second photosensitive resin composition has high sensitivity, high resolution and a wide development margin.
    Type: Grant
    Filed: July 8, 1997
    Date of Patent: January 4, 2000
    Assignee: Tokyo Ohka Kogyo Co., Ltd.
    Inventors: Hiroshi Komano, Takeshi Iwai, Katsuyuki Ohta, Toshimi Aoyama, Kiyoshi Uchikawa
  • Patent number: 6007965
    Abstract: The present invention relates to photopolymerizable compositions comprising an addition-polymerizable compound which has at least one ethylenically unsaturated double bond; a radical-producing agent and a squarylium compound represented by the formula (I): The compositions are highly sensitive to visible and near infrared lights, particularly He-Ne laser, LED, diode laser, etc. having oscillation wavelengths in a wavelength region of 600 nm or more, and thus are useful as materials for holograms, presensitized plate for laser direct process, dry film resists, digital proofs, photosensitive microcapsules.
    Type: Grant
    Filed: October 7, 1997
    Date of Patent: December 28, 1999
    Inventors: Tsuguo Yamaoka, Kenichi Koseki, Mitsuharu Obara, Ikuo Shimizu, Yukiyoshi Ito, Hitoshi Kawato
  • Patent number: 5976763
    Abstract: In accordance with the present invention, there are provided highly sensitive, water-developable photoreactive resin compositions useful for the preparation of printing plates. Due to the high sensitivity of invention resin compositions, they are particularly useful for preparation of digitally imaged printing plates. Printing plates prepared employing invention compositions are characterized as having excellent exposure sensitivity, the capability of rapidly curing upon exposure, excellent retention of fine details, and excellent colorless performance. Moreover, printing plates prepared employing invention compositions have good clarity and flexibility, excellent washout properties, and retain such properties over extended periods of storage. Once photopolymerized, printing plates of the invention have excellent physical properties, enabling their use in many very demanding flexographic applications.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: November 2, 1999
    Inventors: David H. Roberts, Mitch G. Male
  • Patent number: 5976735
    Abstract: There is described a lithographic plate which comprises a base coated with a photopolymerisable composition which comprises a polymeric binder, at least one free-radically polymerisable ethylenically unsaturated compound and as the photoinitiator combination a metallocene compound, N-phenyl glycine or a substituted N-phenyl glycine or an N-phenyl glycine derivative together with a third component which is a substance which helps in the reaction initiation but also increases the sensitivity of the photopolymerisable composition to a desired region of the spectrum.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: November 2, 1999
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Alan Stanley Victor Monk, Peter Andrew Reath Bennett, Christopher David McCullogh, Geoffrey Horne
  • Patent number: 5973020
    Abstract: The present invention relates to a photoinitiator composition that can be used to initiate polymerization upon exposure to radiation. The said composition includes both a composition which yields cations upon exposure to actinic radiation, such as an iodonium borate initiator and a stabilizing amino agent. The amino agent is a secondary or tertiary amine having the general formula (VIII), a sterically arranged cyclic amine having the general formula (IX), or an amine consisting of groups that have the general formulas (VIII) and (IX) and that are interconnected. ##STR1## The compositions are particularly useful when used in conjunction with polyorganosiloxane monomers and when exposed to ultraviolet radiation.
    Type: Grant
    Filed: January 6, 1998
    Date of Patent: October 26, 1999
    Assignee: Rhodia Inc.
    Inventors: Stuart R. Kerr, III, Reeshemah L. Beaty
  • Patent number: 5972562
    Abstract: A visible radiation-curable solder resist composition which comprises a resin component, a component for promoting photo-polymerization or -crosslinking, and optionally a diluent and any other additives, the resion componebt comprising a novolak resin skeleton and a polyfunctional acrylic monomer and the component for promoting photo-polymerization or -crosslinking comprising a photo-reaction initiator, a sensitizing dye and a heterocyclic compound having at least two endocyclic nitrogen atoms.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: October 26, 1999
    Assignee: Fujitsu Limited
    Inventors: Motoaki Tani, Hiroyuki Machida, Nobuyuki Hayashi
  • Patent number: 5965324
    Abstract: A light sensitive composition and a manufacturing method of a planographic printing plate employing the same are disclosed, the composition comprising a radical generating agent and a dye represented by the following formula (1), (2) or (3): ##STR1##
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: October 12, 1999
    Assignee: Konica Corporation
    Inventors: Kimihiko Okubo, Noritaka Nakayama
  • Patent number: 5962189
    Abstract: A photosensitive composition can be used to prepare negative-working photosensitive elements such as lithographic printing plates. The composition includes a first photocrosslinkable aromatic resin having photocrosslinkable groups and a number average molecular weight of at least about 1500. Also included is a polymerizable monomer, a photocrosslinkable polyester, a photoinitiator, and an aromatic thiazoline photosensitizer. The photosensitive resins are present at a total weight ratio to the monomer of at least 1.5:1.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: October 5, 1999
    Assignee: Kodak Polychrome Graphics LLC
    Inventor: Thap DoMinh
  • Patent number: 5942554
    Abstract: A method for the formation of a colored polymeric body which comprises subjecting a curable composition containing a color precursor and an onium salt to heat or actinic radiation to cure the composition, wherein the color precursor is converted to its colored form, and a curable composition capable of forming a colored polymeric body, are disclosed.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: August 24, 1999
    Assignee: Spectra Group Limited, Inc.
    Inventors: Yuijin Ren, Wolter Jager, Douglas C. Neckers
  • Patent number: 5942372
    Abstract: Improved photopolymerization initiator systems are comprised of a spectral sensitizer that sensitizes in the ultraviolet or visible regions of the spectrum and an N-aryl, O-aryl or S-aryl polycarboxylic acid co-initiator. The improved initiator systems are incorporated in photo-polymerizable compositions containing one or more addition-polymerizable ethylenically-unsaturated compounds to form compositions suitable for the preparation of radiation-sensitive layers in lithographic printing plates adapted to be imagewise-exposed with ultraviolet- or visible-light-emitting lasers such as argon-ion lasers and frequency doubled Nd:YAG lasers. Such plates are able to effectively meet the dual requirements of very high photospeed and very good shelf-life required in computer-to-plate systems.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: August 24, 1999
    Assignee: Kodak Polychrome Graphics, LLC
    Inventors: Paul Richard West, Jeffery Allen Gurney
  • Patent number: 5939148
    Abstract: The present invention provides a visible laser-curable photosensitive composition wherein a photocuring resin having photosensitive group which is crosslinkable or polymerizable upon light exposure, is mixed with a photopolymerization inititor system consisting of a coumarin type pigment of particular structure and a titanocene compound. This composition has an unexpectedly high sensitivity to visible laser.
    Type: Grant
    Filed: September 9, 1997
    Date of Patent: August 17, 1999
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Genji Imai, Hideo Kogure
  • Patent number: 5916713
    Abstract: The present invention provides a polymerizable composition for a color filter, which comprises a (meth)acrylate copolymer containing alicyclic (meth)acryloyl groups in its side chains, a compound having at least one ethylenically unsaturated double bond, a photopolymerization initiator and a colorant, a color filter obtained by coating the composition on a glass substrate, followed by exposure and development; and a method for producing a color filter, which comprises coating the composition on a glass substrate, followed by exposure and development.The polymerizable composition of the present invention is highly sensitive and excellent in chemical resistance. Accordingly, according to the present invention, it is possible to produce a color filter of a high quality without a protective layer such as an oxygen-shielding film.
    Type: Grant
    Filed: September 25, 1996
    Date of Patent: June 29, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tameichi Ochiai, Ryuichiro Takasaki, Noriko Endou, Yuzuru Chika
  • Patent number: 5891931
    Abstract: Foldable, acrylic, high refractive index ophthalmic device materials containing a UV absorbing chromophore are cured by exposure to blue light using a benzoylphosphine oxide photoinitiator.
    Type: Grant
    Filed: August 7, 1997
    Date of Patent: April 6, 1999
    Assignee: Alcon Laboratories, Inc.
    Inventors: Albert R. Leboeuf, Mutlu Karakelle
  • Patent number: 5858617
    Abstract: A photopolymerizable composition and a presensitized planographic printing plate employing the same are disclosed which comprise a compound having an ethylenically unsaturated bond and a dye represented by the following formula (1) or (2): ##STR1##
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: January 12, 1999
    Assignee: Konica Corporation
    Inventors: Noritaka Nakayama, Mitsunori Matsuura, Shinji Matsumoto
  • Patent number: 5854298
    Abstract: The present invention relates to a hybrid cure mechanism developed to polymerize highly filled/loaded, optically opaque, acrylate polymeric material compositions by radiant energy. The hybrid cure mechanism, when incorporated into a resinous composition, can be utilized to repair surface coatings on high performance aircraft where an extended composition pot life or application life and rapid cure capability combined with an acceptable shelf life stability are required. More specifically, the present invention relates to an electrically conductive resinous paint or gap filler for a suitably prepared composite or metallic surface. The composition also has applications on a production line of high performance aircraft.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: December 29, 1998
    Assignee: Lockheed Martin Corporation
    Inventors: Stephanie D. McNay, Dustin B. Martin, Thomas L. Marino, Douglas C. Neckers
  • Patent number: 5837748
    Abstract: A photopolymerizable composition is disclosed, comprising the following components (i), (ii) and (iii):(i) a compound having at least one addition-polymerizable, ethylenically unsaturated bond;(ii) a compound represented by formula (I): ##STR1## wherein A=represents a substituted or unsubstituted 2(3H)-thiazolylidene or 2-thiazolidinylidene group; --X-- represents --O--, --S--, --NR.sup.2 -- or --CONR.sup.3 --, in which R.sub.1, R.sup.2 and R.sup.3 each independently represents a hydrogen atom, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an alkenyl group, a substituted alkenyl group, an alkynyl group or a substituted alkynyl group; and=E represents a substituted or unsubstituted 1,3-dihydro-1-oxo-2H-inden-2-ylidene group; and(iii) a compound which generates an active radical upon light irradiation in the co-presence of component (ii).
    Type: Grant
    Filed: August 8, 1997
    Date of Patent: November 17, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Tadahiro Sorori
  • Patent number: 5837747
    Abstract: The present invention relates to a new form of biocompatible materials (e.g., lipids, polycations, polysaccharides) which are capable of undergoing free radical polymerization, e.g., by using certain sources of light; methods of modifying certain synthetic and naturally occurring biocompatible materials to make polymerizable microcapsules containing biological material coated with said polymerizable materials, composites of said polymerizable materials, methods of making microcapsules and encapsulating biological materials therein, and apparatus for making microcapsules containing biological cells (particularly islets of Langerhans) coated with polymerizable alginate or with a composite thereof (e.g., alginate and PEG). The present invention also relates to drug delivery systems relating to the foregoing, as well as bioadhesives and wound dressings made utilizing the foregoing technology.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: November 17, 1998
    Assignee: VivoRx, Inc.
    Inventors: Patrick Soon-Shiong, Neil P. Desai, Paul A. Sandford, Roswitha A. Heintz, Soebianto Sojomihardjo