Heavy Metal Containing Dnrm Patents (Class 522/81)
  • 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: 6159012
    Abstract: In a first aspect, a method for treating hard tissue that includes: (a) applying to hard tissue a composition that includes a cationically active functional group, a free radically active functional group, and a polymerization initiator capable of initiating free radical polymerization, where the number of moles of cationically active functional groups per gram of composition is no greater than about 0.0075; and (b) exposing the composition to polymerization conditions to form an adhesive bonded to the hard tissue.
    Type: Grant
    Filed: September 1, 1999
    Date of Patent: December 12, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Hoa T. Bui, Dwight W. Jacobs
  • Patent number: 6150429
    Abstract: The present invention provides polyester/vinyl dioxolane based coating compositions containing no or essentially no volatile organic components. Oligomers for forming the coating compositions of the present invention are vinyl dioxolane end-capped polyester oligomers.
    Type: Grant
    Filed: November 2, 1999
    Date of Patent: November 21, 2000
    Assignee: Foster-Miller, Inc.
    Inventors: Robert F. Kovar, Nese Orbey, Nelson Landrau, William E. Dorogy, Jr., Paul Osenar
  • Patent number: 6136881
    Abstract: A photocuring resin composition for orthodontics is disclosed, comprising:(a) 5.about.50% by weight of a urethane bond-free (meth)acrylate having an average molecular weight of 100.about.300 and having at least one unsaturated double bond;(b) 10.about.60% by weight of a urethane bond-containing (meth)acrylate having an average molecular weight of 300.about.5,000 and having at least one unsaturated double bond;(c) 5.about.30% by weight of a crosslinked polyurethane powder;(d) 10.about.50% by weight of an inorganic filler; and(e) 0.03.about.3% by weight of a photocuring initiator.
    Type: Grant
    Filed: September 3, 1998
    Date of Patent: October 24, 2000
    Assignee: GC Corporation
    Inventors: Toshihiro Sekiguchi, Shunji Sugano
  • Patent number: 6130980
    Abstract: Provided is a ribbon assembly having the functional capability of providing break-out of ink coated optical glass fibers from said ribbon assembly. The monomers, oligomers and photoinitiator for forming an ink coating on the optical glass fibers contained in the ribbon assembly have been selected to provide an average percentage of reacted acrylate unsaturation which provides a level of adhesion between a matrix material and an ink coating that is less than a level of adhesion between the ink coating and the coated optical glass fiber to provide break-out of the ink coated optical glass fiber from said ribbon assembly. Also provided are ink coating compositions adapted to form ink coatings suitable for use on optical glass fibers contained in the ribbon assembly.
    Type: Grant
    Filed: May 5, 1998
    Date of Patent: October 10, 2000
    Assignee: DSM N.V.
    Inventors: Edward J. Murphy, Edward P. Zahora, David M. Szurn
  • Patent number: 6126731
    Abstract: The present invention provides a polymerizable printing ink. The ink includes a polar suspending medium in which a plurality of polymer microspheres are suspended. At least one surfactant is dissolved in the suspending medium, and a monomer is positioned in the ink such that polymerization of the monomer after the application of the ink to a substrate will hold the microspheres in fixed relations to one another. The microspheres have a chemically associated coloring agent to provide the ink with color. The ink may include a polymerization initiator, such as a photoinitiator, to cause the film to polymerize upon the application of a form of energy, such as ultraviolet light. The invention also provides methods for making and using the ink, and for adding a coloring agent to a plurality of polymer microspheres.
    Type: Grant
    Filed: August 21, 1998
    Date of Patent: October 3, 2000
    Assignee: Idea Development Company
    Inventors: Matthias D. Kemeny, Geoffrey V. F. Seaman
  • Patent number: 6127445
    Abstract: The present invention relates to anionic photoinitiator compounds, compositions containing them, and methods of using them having the structure: ##STR1## wherein X and Y are independently selected from the group consisting of a direct single bond and --C(.dbd.O)--, wherein at least one of X and Y is --C(.dbd.O)--;R.sup.1 and R.sup.2 are independently selected from the group consisting of H and substituted phenyl, wherein both R.sup.1 and R.sup.2 are not H;and wherein neither --X--R.sup.1 nor --Y--R.sup.2 is --C(.dbd.O)H. The anionic photoinitiators have improved storage stability, without loss of photosensitivity, even when stored with polymerizable or crosslinkable monomer, oligomer, or crosslinkable polymer species.
    Type: Grant
    Filed: November 3, 1998
    Date of Patent: October 3, 2000
    Assignee: The University of Georgia Research Foundation, Inc.
    Inventors: Charles R. Kutal, Yoshikazu Yamaguchi
  • Patent number: 6114404
    Abstract: The present invention relates to a radiation curable ink formulation which has a tan .delta. of from about 0.5 to about 1.5. The radiation curable ink formulation includes a pigment, a radiation cross-linkable monomer or oligomer, and a rheology modifier. Flat panel color filters which contain a black radiation curable ink formulation and one or more colored radiation curable ink formulations are also disclosed. At least one of the black and colored radiation curable ink formulations has a tan .delta. of from about 0.5 to about 1.5 and includes a pigment, a radiation cross-linkable monomer or oligomer, and a rheology modifier. Methods for manufacturing these flat panel color filters are also disclosed. The radiation curable ink formulations of the present invention have the advantage of permitting clean doctoring.
    Type: Grant
    Filed: March 22, 1999
    Date of Patent: September 5, 2000
    Assignee: Corning Incorporated
    Inventors: John S. Deeken, Ronald E. Johnson, Lung-Ming Wu, Khalil M. Moussa
  • Patent number: 6107360
    Abstract: This invention provides a resin composition which is cured by active radiation rays, shows less absorption in the visible light region, has solar radiation blocking ability and is excellent in scratch resistance, and a film coated with the resin composition. Said resin composition comprises solar radiation absorbable fine particles of a metal oxide such as zinc antimonate anhydride, tin oxide, ATO (antimony doped tin oxide), ITO (tin doped indium oxide) or the like and an active radiation ray polymerizable (meth)acrylate having a (meth)acryloyl group, and a coating obtained therefrom has excellent paint film hardness and scratch resistance.
    Type: Grant
    Filed: August 18, 1997
    Date of Patent: August 22, 2000
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Shoichi Kaneko, Hiroshi Sakurai, Kaoru Izumi, Kenichiro Yoshioka
  • Patent number: 6099415
    Abstract: Ultraviolet radiation curing of inks on game balls, golf balls and the like is disclosed. Production inks, logo inks and methods for forming production prints and logos on golf balls, game balls and the like are disclosed. To form an ultraviolet radiation curable water-insoluble production ink, at least an adhesion promoting component is added to an ink base.
    Type: Grant
    Filed: March 10, 1998
    Date of Patent: August 8, 2000
    Assignee: Acushnet Company
    Inventor: Mitchell E. Lutz
  • Patent number: 6099783
    Abstract: A novel method for producing thick composite parts based upon photopolymerizable compositions is disclosed. Also disclosed are novel methods for encapsulation of microelectronic devices based upon novel photopolymerizable compositions. The constituents of the photopolymerizable mixture comprise a monomer or monomers capable of polymerizing by free radical or cationic mechanisms, and a photoinitiator system which possesses an absorbance characteristic which is effectively reduced, or self-eliminating, upon initiation of the polymerization reaction. Parts having thicknesses up to 2 cm and thicker for varying end use applications are made by photopolymerizing such compositions. In addition, using such compositions composite parts can be made using a reinforcement material such as a glass fiber mat present in an amount by weight of from about 5 to about 70%.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: August 8, 2000
    Assignee: Board of Trustees Operating Michigan State University
    Inventors: Alec B. Scranton, Bharath Rangarajan, Kiran K. Baikerikar
  • Patent number: 6096796
    Abstract: A photo-curable resin composition capable of providing a three-dimensional object having excellent mechanical strength and high dimensional accuracy when used in a photo-fabrication process. The resin composition is also capable of providing a three-dimensional object with excellent stability in shape and properties in a photo-fabrication process. The photo-curable composition includes:(A) a compound represented by the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom or a methyl group;(B) a compound having a cyclohexene oxide structure;(C) a cationic photo-initiator;(D) an ethylenically unsaturated monomer;(E) a radical photo-initiator; and(F) a polyol having three or more hydroxyl groups.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: August 1, 2000
    Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co., Ltd.
    Inventors: Tsuyoshi Watanabe, Tetsuya Yamamura, Akira Takeuchi, Takashi Ukachi
  • 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: 6071979
    Abstract: A method of generating reactive species which includes exposing a wavelength specific photoreactor to radiation, in which the wavelength specific photoreactor comprises a wavelength-specific sensitizer associated with one or more reactive species-generating photoinitiators. Also described are methods of polymerizing unsaturated monomers and curing an unsaturated oligomer/monomer mixture.
    Type: Grant
    Filed: December 26, 1997
    Date of Patent: June 6, 2000
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: John Gavin MacDonald, Ronald Sinclair Nohr
  • Patent number: 6054501
    Abstract: This invention provides an energy ray curable composition which has excellent curability. The composition contains a cationic polymerizable substance, a photopolymerization initiator comprised of a specified onium salt and a pigment as occasion demands. The curable composition is excellent in curability, and cured paint films obtained therefrom shows excellent glossiness. This composition can be blended in white inks, printing inks, paints, resist inks, wood fillers and the like.
    Type: Grant
    Filed: March 9, 1998
    Date of Patent: April 25, 2000
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Nobuo Taniguchi, Minoru Yokoshima
  • Patent number: 6048910
    Abstract: A coating composition which is comprised of an emulsion of a silicone resin, typically a water-insoluble, silanol group-bearing silicone resin dispersed in water, and contains photocatalyst particles, typically titanium oxide forms a hydrophilic film having a water-drop contact angle of no more than 60.degree. when irradiated with UV-containing light. The composition eliminates the use of organic solvents and has excellent dispersion and storage stability. Films obtained by applying this coating composition to the surface of substrates have excellent weathering resistance and antifouling properties due to a self-cleaning effect arising from the photocatalytic action of the particles.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: April 11, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Masahiro Furuya, Masaaki Yamaya
  • Patent number: 6043295
    Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin and (b) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 0 mV relative to a standard solution of 2.9.times.10.sup.-5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5.times.10.sup.-5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.
    Type: Grant
    Filed: July 28, 1999
    Date of Patent: March 28, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Dwight W. Jacobs
  • Patent number: 6040357
    Abstract: Provided is radiation-curable ink composition containing a radiation-curable carrier system containing at least one radiation-curable monomer or oligomer and at least one pigment dispersed in the radiation-curable carrier system in an amount sufficient to provide a color which is visible without magnification. The pigment is substantially insoluble in the radiation-curable carrier system whereby the particulate shape of the pigment is substantially retained in the radiation-curable carrier system. The pigment having a particle size that substantially avoids pigment induced microbending of an optical glass fiber coated with the ink coating.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: March 21, 2000
    Assignee: DSM N.V.
    Inventors: Edward J. Murphy, Jeffrey Classey, David M. Szum
  • Patent number: 6037385
    Abstract: An acrylic urethane prepolymer composition and an unsaturated polyester resin composition to which the prepolymer has been added. The prepolymer composition includes an acrylic urethane prepolymer prepared by the reaction of diisocyanate, such as MDI, with an hydroxyl-containing acrylate monomer, such as a pentaerythritol triacrylate. The prepolymer composition contains a styrene monomer and an inhibitor, such as benzoquinone, to retard the reaction of the prepolymer and styrene monomer prior to the addition of the prepolymer composition into the polyester resin composition and a photoinitiator to promote the polymerization of the resin by exposure to radiant energy. The employment of the urethane prepolymer composition provides for the reduction in the amount of styrene monomer used in the unsaturated resin composition and also provides for improved chemical and physical properties of the photocured, unsaturated resin composition.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: March 14, 2000
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 6031015
    Abstract: A dental material based on polymerizable monomers is described which contains at least one polymerizable monomer which has liquid crystalline properties. Compared with traditional materials, the dental material displays a lower decrease in volume upon polymerization and, because of its low viscosity, higher filler contents can be achieved.
    Type: Grant
    Filed: July 17, 1996
    Date of Patent: February 29, 2000
    Assignee: Ivoclar AG
    Inventors: Helmut Ritter, Georg Draheim, Norbert Moszner, Ulrich Salz, Volker Rheinberger
  • Patent number: 6022906
    Abstract: Compounds of the formulae I, II, III and IV ##STR1## wherein Ar for example is a phenyl, biphenyl or benzoylphenyl group, which is unsubstituted or substituted; Ar.sub.1, for example, has the same meanings as Ar; Ar.sub.2 is inter alia phenyl; X may be a direct bond; Y hydrogen, etc.; R.sub.1 and R.sub.2 for example C.sub.1 -C.sub.8 alkyl; R.sub.3 inter alia hydrogen or C.sub.1 -C.sub.12 alkyl; R.sub.4 is inter alia C.sub.1 -C.sub.12 alkyl; or R.sub.3 and R.sub.4 together are C.sub.3 -C.sub.7 alkylene; R.sub.5 is for example C.sub.1 -C.sub.6 alkylene; and Z is a divalent radical; provided that at least one of the radicals Ar, Ar.sub.1, Ar.sub.2, Ar.sub.3, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 or Y is substituted by 1 to 5 SH groups, or provided that Y contains at least one --SS-- group, are photoinitiators for the polymerization of ethylenically unsaturated compounds.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: February 8, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Masaki Ohwa, Hitoshi Yamoto, Jean-Luc Birbaum, Hiroko Nakashima, Akira Matsumoto, Hidetaka Oka
  • 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: 6013339
    Abstract: This invention relates to a liquid crystal display apparatus formed by sealing a liquid crystal between two substrates having electrodes and an alignment film with a seal material, the production process comprising the steps of attaching two substrates in a vacuum, compressing under atmospheric pressure to provide a uniform cell gap, a temporary hardening process of the seal material by ultraviolet ray irradiation and a main hardening process of the seal material by heating, wherein a radically polymerizable curing resin is used in the liquid crystal seal material. The method provides a liquid crystal display panel having a uniform cell gap, without dislocation of the alighnment between substrates, or discharge of uncured component of a seal material to the liquid crystal, capable of having a seal material firmly attached to the substrates even at panel corner portions, and having an excellent straightness and moisture resistance of the seal material.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: January 11, 2000
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Satoshi Yamada, Hideki Matsukawa
  • Patent number: 6005017
    Abstract: Opaquely pigmented or thick filmed powder coatings for heat sensitive substrates, such as wood, wood composites, for example, medium density fiber board, and plastics, that can be fully cured, especially near the substrate, through the incorporation of a dual cure system in the powder comprising a thermal initiator, such as a peroxide, along with a UV initiator. The UV initiator cures the surface, while the thermal initiator cures at the substrate. Surprisingly, virtually no pregelation occurs during the heated melt and flow out step prior to UV curing. Consequently, the hardened film finish formed on the surface exhibits exceptional smoothness which is comparable to that of traditional UV curable powders. The hardened film finish is also fully cured throughout and exhibits exceptional adhesion to the substrate which cannot be achieved with traditional UV curable powders that have been pigmented.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: December 21, 1999
    Assignee: Morton International, Inc.
    Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Joseph J. Kozlowski, Navin B. Shah
  • Patent number: 6001533
    Abstract: A composition for forming a non-conductive light-shielding layer, comprising an alkali-soluble binder, a pigment, a photopolymerizable monomer, a photo-polymerization initiator and a solvent, wherein the pigment comprises fine particles of a double oxide selected from CuMn.sub.2 O.sub.4, and CuMn.sub.2 O.sub.4 in which a part of Mn is substituted with Fe, Co and/or Ni.
    Type: Grant
    Filed: March 25, 1997
    Date of Patent: December 14, 1999
    Assignee: Dai Nippon Printing Co., Ltd.
    Inventors: Syunsuke Sega, Toshio Yoshihara, Kyoko Kogo, Junzo Nagashima
  • Patent number: 6001203
    Abstract: This invention relates to a liquid crystal display apparatus formed by sealing a liquid crystal between two substrates having electrodes and an alignment film with a seal material, the production process comprising the steps of attaching two substrates in a vacuum, compressing under atmospheric pressure to provide a uniform cell gap, a temporary hardening process of the seal material by ultraviolet ray irradiation and a main hardening process of the seal material by heating, wherein a radically polymerizable curing resin is used in the liquid crystal seal material. The method provides a liquid crystal display panel having a uniform cell gap, without dislocation of the alighnment between substrates, or discharge of uncured component of a seal material to the liquid crystal, capable of having a seal material firmly attached to the substrates even at panel corner portions, and having an excellent straightness and moisture resistance of the seal material.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: December 14, 1999
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Satoshi Yamada, Hideki Matsukawa
  • Patent number: 5990190
    Abstract: A photosensitive resin composition for cast molding, which has an ultraviolet transmittance of 0.05-5% as measured at a 1-mm thickness.
    Type: Grant
    Filed: July 15, 1997
    Date of Patent: November 23, 1999
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Shohei Nakamura, Kousi Anai
  • Patent number: 5980253
    Abstract: In a first aspect, a method for treating hard tissue that includes: (a) applying to hard tissue a composition that includes a cationically active functional group, a free radically active functional group, and a polymerization initiator capable of initiating free radical polymerization, where the number of moles of cationically active functional groups per gram of composition is no greater than about 0.0075; and (b) exposing the composition to polymerization conditions to form an adhesive bonded to the hard tissue.
    Type: Grant
    Filed: January 12, 1998
    Date of Patent: November 9, 1999
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Hoa T. Bui, Dwight W. Jacobs
  • Patent number: 5962608
    Abstract: In one embodiment, the present invention relates to a polymer prepared from a mixture containing a polymerization material and a polycondensation product of a partially hydrolyzed chelated metal oxide precursor. In another embodiment, the present invention relates to a process for making a polymer involving contacting a polymerization material with a metal oxide sol comprising a liquid and a polycondensation product of a partially hydrolyzed chelated metal oxide precursor to form a mixture and at least one of polymerizing and curing the mixture of the polymerization material and the polycondensation product.
    Type: Grant
    Filed: February 13, 1998
    Date of Patent: October 5, 1999
    Assignee: Reliance Electric Industrial Co.
    Inventors: Hong-Son Ryang, Young Jin Chung, Joseph T. Snyder, II, An-Min Jason Sung
  • Patent number: 5942290
    Abstract: Molecular complex compounds comprising a mono-, bis- or trisacylphosphine oxide compound with an .alpha.-hydroxy ketone compound are suitable as photoinitiators for the photopolymerization of free-radically polymerizable compounds.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: August 24, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: David George Leppard, Thomas Lloyd James, Nils Hock, Manfred Kohler, Ronald Salathe
  • Patent number: 5929130
    Abstract: Photocurable resin compositions capable of producing plastic molds with improved durability by stereolithography in the presence of a photoinitiator includes unsaturated urethane of a specified kind, vinyl monomer of a specified kind, a filler and salt of phosphoric acid ester of specified kinds at a specified ratio.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: July 27, 1999
    Assignee: Takemoto Yushi Kabushiki Kaisha & Teijin Seiki Co., Ltd.
    Inventors: Toshiharu Suzuki, Tatsuhiko Ozaki, Hirokazu Matsueda, Yorikazu Tamura, Tsuneo Hagiwara
  • Patent number: 5919834
    Abstract: Disclosed are UV-cured heat transfer labels prepared from a mixture containing at least one thermoplastic resin, at least one material for solvating the thermoplastic resin, the solvating material being either a solvent or liquid monomer, and at least one photo-initiable material which initiates curing of the composition.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: July 6, 1999
    Assignee: Illinois Tool Works Inc.
    Inventors: Myron H. Downs, James D. Singelyn, Bruce W. Downs
  • 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: 5908875
    Abstract: A method of preparing a radiant energy cured polyester resin composition which contains a modified acrylic urethane prepolymer, a styrene monomer, and a photoinitiator. The polyester resin composition is cured by exposure to radiant energy alone or with peroxide curing agents.
    Type: Grant
    Filed: April 20, 1998
    Date of Patent: June 1, 1999
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5898041
    Abstract: This invention relates to a liquid crystal display apparatus formed by sealing a liquid crystal between two substrates having electrodes and an alignment film with a seal material, the production process comprising the steps of attaching two substrates in a vacuum, compressing under atmospheric pressure to provide a uniform cell gap, a temporary hardening process of the seal material by ultraviolet ray irradiation and a main hardening process of the seal material by heating, wherein a radically polymerizable curing resin is used in the liquid crystal seal material. The method provides a liquid crystal display panel having a uniform cell gap, without dislocation of the alighnment between substrates, or discharge of uncured component of a seal material to the liquid crystal, capable of having a seal material firmly attached to the substrates even at panel corner portions, and having an excellent straightness and moisture resistance of the seal material.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: April 27, 1999
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Satoshi Yamada, Hideki Matsukawa
  • Patent number: 5886063
    Abstract: The invention relates to compositions of ionization-setting maleic resins and their use for manufacture of composite materials with a fibrous reinforcement. These compositions comprise a maleic resin and a reactive diluent made up of at lest one compound chosen from among dipentaerythritol pentacrylate and hydroxyethyl methacrylate, the total quantity of reactive diluent being between 10 and 70 parts by weight per 100 parts by weight of maleic resin. They may also comprise a plasticizer such as bis-allylic resin. With these compositions it is possible to obtain composite materials set by ionization without additional post heat treatment.
    Type: Grant
    Filed: February 27, 1997
    Date of Patent: March 23, 1999
    Assignee: Aerospatiale Societe Nationale Industrielle
    Inventors: Frederic Alexandre Lionel Boursereau, Patrice Dourthe
  • Patent number: 5876805
    Abstract: Visible light cured polymerizable thiol-ene compositions comprising at least one monomer or oligomer having a plurality of free-radically polymerizable ethylenically unsaturated groups, at least one compound having a plurality of thiol groups, at least one acyl phosphine oxide photoinitiator and optional adjuvants, such as stabilizers, pigments, fillers, and polymerization inhibitors are disclosed. The polymerized compositions are useful, as protective coatings, or anti-chip coatings or as repair putties on exterior coated substrates such as plastics, wood and metal, especially for the automotive and marine industries.
    Type: Grant
    Filed: October 16, 1997
    Date of Patent: March 2, 1999
    Assignee: Minnesota Mining & Manufacturing Co.
    Inventor: Brian W. Ostlie
  • Patent number: 5856373
    Abstract: A visible-light photopolymerizable composition comprising a) a cationically polymerizable epoxy resin, b) a hydroxyl-containing material c) an aryliodonium salt and d) a visible light sensitizer that is an alpha-dicarbonyl compound having an extinction coefficient less than about 1000. Particularly preferred compositions of the present invention are dental materials.
    Type: Grant
    Filed: October 3, 1997
    Date of Patent: January 5, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: David A. Kaisaki, Sumita B. Mitra, William J. Schultz, Robert J. DeVoe
  • 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: 5852067
    Abstract: A near infrared rays-curing putty composition containing (A) a polymerizable ethylenically unsaturated group-containing resin, (B) a polymerizable ethylenically unsaturated compound and (C) a near infrared rays polymerization initiator, said near infrared rays polymerization initiator (C) being a near infrared rays-absorbing cationic dye and a resin powder consisting of gelation polymer fine particles.
    Type: Grant
    Filed: November 15, 1996
    Date of Patent: December 22, 1998
    Assignees: Showa Denko K. K., Kansai Paint Co., Ltd.
    Inventors: Hajime Sukejima, Shinji Tomita, Shuichi Sugita, Kazuhiko Ooga
  • Patent number: 5852129
    Abstract: A method for producing a hydroxyl-terminated (meth) acrylic polymer which comprises converting a halogen atom in a terminal structure of the general formula (1)--CH.sub.2 --C(R.sup.1)(CO.sub.2 R.sup.2)(X) (1)wherein R.sup.1 is hydrogen or methyl, R.sup.2 is alkyl containing 1 to 20 carbon atoms, aryl containing 6 to 20 carbon atoms or aralkyl containing 7 to 20 carbon atoms, and X is chlorine, bromine or iodine, of a (meth)acrylic polymer obtained by polymerizing a (meth)acrylic monomer using an organic halide or a halogenated sulfonyl compound as an initiator and, as a catalyst, a metal complex with a central metal selected from the elements belonging to the groups 8, 9, 10 and 11 in the periodic table, into a hydroxyl-containing substituent.The present invention can provide, in an easy and simple manner, a (meth)acrylic polymer which is hydroxyl-terminated at both ends in a high proportion and which has been difficult to produce in the prior art. It can give a cured product with good curing characteristics.
    Type: Grant
    Filed: November 28, 1997
    Date of Patent: December 22, 1998
    Assignee: Kaneka Corporation
    Inventors: Masato Kusakabe, Kenichi Kitano, Yoshiki Nakagawa
  • Patent number: 5847015
    Abstract: A radiation-sensitive composition which comprises (A) a binder polymer which is a copolymer comprising (A-1) a monomer containing an alcoholic hydroxyl group, (A-2) a macromonomer, and (A-3) other monomer copolymerizable with the above monomers; (B) a pigment, and (C) a radiation-sensitive compound. This radiation-sensitive composition is suited as a color-dispersed composition for a color filter which does not cause surface soiling and which has an excellent adhesion of a formed pixel to a glass substrate.
    Type: Grant
    Filed: January 13, 1997
    Date of Patent: December 8, 1998
    Assignee: JSR Corporation
    Inventors: Yusuke Tajima, Nobuo Bessho, Hiroaki Nemoto, Fumine Shitani
  • Patent number: 5837750
    Abstract: Provided is a radiation-curable, glass optical fiber coating composition which when suitably cured exhibits resistance to attack from hydrocarbon gel cable filing material. The composition containsabout 10 to about 90% by weight of a first radiation-curable oligomer;from 0 to about 40% by weight of a reactive diluent;from 0 to about 40% by weight of a photoinitiator;from 0 to about 10% by weight of a pigment; andabout 10 to about 90% by weight of a second radiation-curable oligomer according to the following formula:R.sup.1 -L.sup.1 -C.sup.1 -L.sup.2 -R.sup.2 (1)where:R.sup.1 and R.sup.2, independently, each represent a radiation-curable functional group;L.sup.1 and L.sup.2, independently, each represent an alkyleneoxy chain having from about 2 to about 40 carbon atoms, wherein L.sup.1 and L.sup.2 are linked to C.sup.1 through an oxygen atomC.sup.1 comprises a hydrocarbon having from about 5 to about 40 carbon atoms and containing at least one cyclic group.
    Type: Grant
    Filed: March 12, 1996
    Date of Patent: November 17, 1998
    Assignee: DSM N.V.
    Inventors: David M. Szum, Timothy E. Bishop, Steven R. Schmid
  • Patent number: 5837746
    Abstract: Compounds of the formulaRG--A--INwherein IN is a photoinitiator basic structure A is a spacer group and RG is a functional reactive group can be employed as coreactive photoinitiators for photo-polymerization of systems containing ethylenically unsaturated compounds.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: November 17, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Manfred Kohler, Jorg Ohngemach, Eike Poetsch, Rudolf Eidenschink, Gerhard Greber, Dieter Dorsch, Jurgen Gehlhaus, Konrad Dorfner, Hans Ludwig Hirsch
  • Patent number: 5830927
    Abstract: Aqueous based printing ink compositions adapted for use in gravure and flexographic printing on hydrophobic substrates are prepared by combining a low-viscosity resin emulsion having an average particle diameter of less than about 0.5 microns and comprised of hydrophobic, moisture resistant, adherent resin forming components with a pigment paste containing a water-soluble polymer. The printing inks are substantially devoid of volatile organic solvent.
    Type: Grant
    Filed: August 5, 1997
    Date of Patent: November 3, 1998
    Assignee: Lehigh University
    Inventors: John W. Vanderhoff, Philippe Huwart
  • Patent number: 5824717
    Abstract: The invention relates to peroxide- or radiation-curable copolymer containing compositions and to the resulting radiation- or peroxide- cured compositions. The compositions may optionally contain a reinforcing filler. Copolymers employed in the compositions are acrylate modified copolymers of an isoolefin of 4 to 7 carbon atoms and para-alkylstyrene comonomers. Since the percentage of extractables from the cured composition is negligible, the cured compositions are suitable for use in the manufacture of a variety of high purity rubber goods used in the pharmaceutical and health care industries. In addition, the compositions may be employed as condenser packings and as food contact materials or wire cable insulation materials. Further, the cured composition may be employed in the manufacture of high purity hoses.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 20, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Natalie Ann Merrill, Hsien-Chang Wang, Anthony Jay Dias
  • Patent number: 5821276
    Abstract: A printing ink for radiation curing, e.g. by UV radiation or an electron beam, comprises a mixture of a polymerizable composition, a pigment or a dye and a titanium or zirconium compound which is an alkoxide of an unsaturated alcohol, said polymerizable composition comprising at least one unsaturated monomer and, optionally, at least one prepolymer and being polymerizable by exposure to radiation. The titanium or zirconium compound acts as an adhesion promoter for the ink.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: October 13, 1998
    Assignee: Tioxide Specialties Limited
    Inventor: Robert Hume Duncan
  • Patent number: 5821279
    Abstract: A radiation curable filling material is used for a process of manufacturing a printed circuit board having plated landless through-holes. The material is filled in the through-holes and solidified in the through-holes via a photo polymerization to protect plated through-hole interior from an etching solution. The composition comprises a hydrophthalic acid monoester compound as a component (A); a catalyst for promoting photo polymerization of a vinyl group in the mono ester as a component (B); a highly transparent rosin having a Hazen color tone of 300 or less for the improvement of filling material transmission by radiation as a component (C), a powder of extender as a competent (D). The photo polymerization reaction occurs at the vinyl group of the hydrophthalic mono ester with the presence of the catalyst for promoting the photo polymerization. The rate of the reaction is enhanced by adding a vinyl compound such as an acrylate.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: October 13, 1998
    Assignee: Goo Chemical Co., Ltd.
    Inventors: Katsuo Doi, Satoshi Miyayama, Toshikazu Oda
  • Patent number: 5811505
    Abstract: An energy-polymerizable composition derived from ingredients comprising: a cyanate ester monomer or oligomer comprising an organic radical bonded through aromatic carbon atoms to at least two --OCN groups; a low molecular weight polyalkylene glycol; and an organometallic compound in which at least one carbon atom of an organic group is bonded to a metal atom. The composition can be cured by at least one of thermal energy, radiation, and accelerated particles, to produce a cured, homogeneous composition.
    Type: Grant
    Filed: December 17, 1997
    Date of Patent: September 22, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Fred B. McCormick
  • Patent number: 5798397
    Abstract: Provided is a composition curable by active energy rays, comprising a cationic polyacryloyl compound having two or more acryloyl groups and one or more cation groups in a molecule, represented by any of General Formulae (1) to (6) ##STR1## wherein Z.sub.1 to Z.sub.6 represent independently a residue derived from a polyhydric alcohol or a polyepoxide,K.sub.1 represents independently a radical of the formula ##STR2## K.sub.2 represents a radical of the formula ##STR3## R.sub.1 represents independently a radical of the formula ##STR4## wherein R.sub.3 is independently H-- or CH.sub.3 --, and R.sub.2 represents independently a radical of the formulaCH.sub.2 .dbd.CHCOO--, or CH.sub.2 .dbd.C(CH.sub.3)COO--.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: August 25, 1998
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Makiko Kimura, Masato Katayama, Akio Kashiwazaki, Yoshie Nakata, Yuko Nishioka