Specified Rate-affecting Material Contains Onium Group Patents (Class 522/25)
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Patent number: 6805917Abstract: The present invention discloses an ultraviolet light curable decorative metallic composition and method for making such a composition that may be used to produce a decorative metallic coating on a substrate. The composition comprises a novolac epoxy acrylate prepolymer, a photoinitiator and a metallic pigment. The disclosed composition does not contain any significant amount of volatile organic solvents.Type: GrantFiled: June 5, 2002Date of Patent: October 19, 2004Inventor: Roy C. Krohn
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Patent number: 6783918Abstract: A radiation curable resin formulation suitable for planarizing an ink jet heater chip. The resin formulation includes a multifunctional epoxy component, a difunctional epoxy component, a silane coupling agent, an aryl sulfonium salt photoinitiator, and a non-photoreactive solvent. The resin formulation is substantially devoid of acrylate polymer components. Radiation curable resins according to the invention exhibit enhanced adhesion with the nozzle plate adhesive thereby reducing the incidence of delamination between the nozzle plate and a semiconductor chip containing the resin layer. Another advantage is that the resin layer, according to the invention, reduces pigment flocculation on the surface of the resin layer when using pigment-based ink jet inks.Type: GrantFiled: April 14, 2003Date of Patent: August 31, 2004Assignee: Lexmark International, Inc.Inventors: Girish S. Patil, Brian C. Hart
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Patent number: 6783840Abstract: The present invention provides a resist ink composition comprising a compound (a) having at least one oxetanyl group and at least one epoxy group within the same molecule and a compound (b) capable of initiating cationic polymerization under irradiation by an active energy ray and/or under heat. This resist ink composition has high photosensitivity and enables the final curing by a brief heating and the cured film exhibits good physical properties.Type: GrantFiled: October 29, 2001Date of Patent: August 31, 2004Assignee: Showa Denko K.K.Inventors: Takeo Watanabe, Takashi Sato, Hirotaka Tagoshi
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Patent number: 6777460Abstract: Novel catalyst systems in cationically curable compositions provide colorless cationically cured compositions with improved degree of cure and thermal stability. The curable composition comprises at least one cationically curable monomer and a curing agent comprising Photocurative A or Photocurative B. Photocurative A comprises an effective amount of an accelerating photochemically active salt comprising a photochemically active cation and an accelerating anion, and an effective amount of an inhibiting non-photochemically active salt comprising a non-photochemically active cation and an inhibiting anion. Photocurative B comprises an effective amount of an inhibiting photochemically active salt comprising a photochemically active cation and an inhibiting anion, and an effective amount of an accelerating non-photochemically active salt comprising a non-photochemically active cation and an accelerating anion.Type: GrantFiled: December 23, 2002Date of Patent: August 17, 2004Assignee: 3M Innovative Properties CompanyInventors: Michael C. Palazzotto, Stefan H. Gryska
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Patent number: 6765036Abstract: Photopolymerizable compositions comprise a cationically polymerizable resin and a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound having an oxidation potential less than that of 1,4-dimethoxybenzene when measured versus a saturated calomel electrode, wherein the photoinitiator system has a photoinduced potential of less than that of 3-dimethylaminobenzoic acid in a standard solution of 2.9×10−5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5×10−5 moles/g camphorquinone in 2-butanone. The compositions polymerize on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and dental composites.Type: GrantFiled: January 15, 2002Date of Patent: July 20, 2004Assignee: 3M Innovative Properties CompanyInventors: Karsten Dede, Thomas Klettke, Thomas Luchterhandt, Joel D. Oxman
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Publication number: 20040137369Abstract: A polymerizable composition containing: (A) a binder polymer; (B) a compound having a polymerizable unsaturated group; and (C) a compound which has a triarylsulfonium salt structure and in which a sum of Hammett's a constants of all substituents bonded to the aryl skeleton is larger than 0.46.Type: ApplicationFiled: December 18, 2003Publication date: July 15, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventor: Kazuto Shimada
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Patent number: 6750266Abstract: A multiphoton-activatable, photoreactive composition comprises: (a) at least one reactive species that is capable of undergoing an acid- or radical-initiated chemical reaction; (b) a photochemically-effective amount of a multiphoton photosensitizer comprising at least one multiphoton up-converting inorganic phosphor; and (c) a photochemically-effective amount of a one-photon photoinitiator system that is capable of being photosensitized by the multiphoton photosensitizer.Type: GrantFiled: December 28, 2001Date of Patent: June 15, 2004Assignee: 3M Innovative Properties CompanyInventors: James G. Bentsen, Robert J. DeVoe, Michael C. Palazzotto
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Patent number: 6713523Abstract: The invention discloses a photopolymerizable composition comprising at least one, ethylenic unsaturated bond-containing compound, a hexaaryl-biimidazole compound, and an organoboron compound represented by a specific general formula; and discloses a photosensitive thermal recording material having a recording layer that contains the photopolymerizable composition. The photopolymerizable composition and the photosensitive thermal recording material of the invention are highly sensitive to UV rays and visible to IR rays falling within a wavelength range that includes wavelengths not longer than 450 nm, and are effective for decoloring a dye component that absorbs the rays falling within the wavelength range.Type: GrantFiled: November 2, 2001Date of Patent: March 30, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Kozo Nagata, Shintaro Washizu
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Patent number: 6706779Abstract: This invention relates to radiation curable compositions comprising an alkenyl ether functional polyisobutylene, a cationic photoinitiator, and a miscible reactive diluent selected from specified organic vinyl ether compounds, epoxy functional compounds, or compounds having the formula R8Xb, wherein R8 is a non-silicon containing organic group, X is an organic group containing at-least one acrylate functional group, and b has a value of 1-3. The radiation curable compositions exhibit a low cure energy, have a high moisture vapor barrier, high damping characteristics, and a high refractive index, and provide a barrier to corrosive vapors and have maintained or enhanced modulus, tensile strength, and toughness.Type: GrantFiled: August 27, 2001Date of Patent: March 16, 2004Assignee: Dow Corning CorporationInventors: Maneesh Bahadur, Susan Victoria Perz, Toshio Suzuki
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Patent number: 6706403Abstract: A process, system, and materials for lamination of anti-reflective glass to the screen of a CRT display, including a polymerizable adhesive and laminated articles are described. The photopolymerizable adhesive composition including, in certain embodiments, an epoxy resin and a photosensitive initiating system are disclosed.Type: GrantFiled: May 12, 2000Date of Patent: March 16, 2004Assignee: 3M Innovative Properties CompanyInventors: Peter M. Olofson, Kent W. Morris, Michael C. Palazzotto
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Patent number: 6703433Abstract: This invention relates to radiation curable compositions comprising an alkenyl ether functional polyisobutylene, a cationic photoinitiator, and a miscible reactive diluent selected from specified organic vinyl ether compounds or compounds having the formula R8Xb, wherein R8 is a non-silicon containing organic group, X is an organic group containing at-least one acrylate functional group, and b has a value of 1-3. The radiation curable compositions exhibit a low cure energy, have a high moisture vapor barrier, high damping characteristics, and a high refractive index, and provide a barrier to corrosive vapors and have maintained or enhanced modulus, tensile strength, and toughness.Type: GrantFiled: May 12, 2000Date of Patent: March 9, 2004Assignee: Dow Corning CorporationInventors: Maneesh Bahadur, Susan Victoria Perz, Toshio Suzuki
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Publication number: 20040013977Abstract: A liquid radiation-curable composition that comprisesType: ApplicationFiled: January 7, 2003Publication date: January 22, 2004Applicant: 3D Systems, Inc.Inventor: Bettina Steinmann
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Patent number: 6677390Abstract: An iodonium salt compound which is colored little, can be easily synthesized in high yield, is highly sensitive to irradiation with actinic energy rays such as light, electronic beams, or X-rays, is highly soluble in monomers, and is lowly toxic; and a photocurable composition which can cure in a short time even when the counter anion is a hexafluorophosphonate, tetrafluoroborate, etc., regardless of whether it is clear or pigmented, and which gives a cured object having excellent properties. The photocurable composition is prepared by compounding an iodonium salt compound represented by the general formula (I) with a cationically polymerizable compound, a sensitizer, etc.Type: GrantFiled: January 31, 2002Date of Patent: January 13, 2004Assignee: Nippon Soda Co., Ltd.Inventors: Eiji Takahashi, Akihiro Shirai, Hiroshi Takahashi, Shinichi Kimizuka
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Patent number: 6673457Abstract: The invention discloses a novel radiation-curable silicone-based release coating composition capable of giving a cured release coating film on a substrate such as a plastic resin film exhibiting excellent adhesion to a variety of substrate materials and excellent releasability. The radiation-curable releasing silicone composition of the invention comprises (A) an aromatic compound having, in a molecule, at least two cationically polymerizable organopolysiloxanyl groups such as epoxy-substituted organopolysiloxanyl groups as the silicone ingredient and (B) a photopolymerization initiator which is an onium salt compound such as diaryliodonium salt compounds.Type: GrantFiled: December 12, 2001Date of Patent: January 6, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masatoshi Takahashi, Masahiko Ogawa
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Patent number: 6664025Abstract: A visible radiation sensitive composition is disclosed. The composition comprises at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization; optionally, at least one binder; and a photoinitiator system comprising a coinitiator and a cyanopyridone sensitizer. The coinitiator preferably comprises a metallocene and an onium compound.Type: GrantFiled: February 12, 2002Date of Patent: December 16, 2003Assignee: Kodak Polychrome Graphics LLCInventors: Harald Baumann, Michael Flugel
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Patent number: 6653399Abstract: A water absorbent material, comprising, as a main component, a water absorbent resin which has a structure in which a anhydropolyamino acid having an ethylenically unsaturated double bond is grafted with polysaccharides, wherein at least a portion of the anhydropolyamino acid is hydrolyzed and crosslinked, has high water absorbency and high biodegradability even if the anhydropolyamino acid has a low molecular weight.Type: GrantFiled: February 26, 2002Date of Patent: November 25, 2003Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Hisakazu Tanaka, Shigeki Ideguchi, Yoshiki Hasegawa
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Patent number: 6649668Abstract: The invention concerns the field of polymerization and/or cross-linking reaction catalysis by cationic process of monomers, oligomers and/or polymers. In particular, novel polymerization and/or cross-linking initiator systems comprising at least one onium borate and at least one benzophenone are described to satisfy the ever greater exigencies of productivity and manufacture. The initiators are used in particular for preparing resins and/or composite materials based on an organic and/or silicon matrix or optionally a matrix of acrylic monomers, oligomers, or polymers.Type: GrantFiled: June 15, 2000Date of Patent: November 18, 2003Inventors: Marie-Anne David, Jean-Marc Frances
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Patent number: 6645696Abstract: The use of selected buffering amines in a photoimageable composition prevents process bias which with conventional photoresists causes designed features to be distorted, especially in corners and high resolution features. It is believed that the amines react with the catalysts, e.g., photoacids, generated to create an inert salt. The presence of the amines also increases resolution. Suitable photoimageable compositions includes: (a) a multifunctional polymeric epoxy resin that is dissolved in an organic solvent wherein the epoxy resin comprises oligomers of bisphenol A that is quantitatively protected by glycidyl ether and wherein the oligomers have an average functionality that ranges from about 3 to 12; (b) a photoactive compound; and (c) an amine that is selected from the group consisting of triisobutylamine, 1,8-bis(dimethylamino)naphthalene (also known as PROTON SPONGET™), 2,2′-diazabicyclo[2.2.2] octane and mixtures thereof.Type: GrantFiled: November 30, 2001Date of Patent: November 11, 2003Assignee: Euv LLC.Inventors: Kelby Liv Simison, Paul Dentinger
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Patent number: 6635195Abstract: A process for polymerizing/curing a photopolymerizable monomer composition comprising at least one diepisulfide monomer which comprises the steps of: a) mixing to the monomer composition an effective amount of a cationic photopolymerization initiator, and b) irradiating the mixture of a) with an ultraviolet radiation to at least partially cationically photopolymerize the monomer composition.Type: GrantFiled: February 4, 2000Date of Patent: October 21, 2003Assignee: Essilor International Compagnie Generale d'OptiqueInventors: Sirisoma Wanigatunga, Yassin Turshani
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Patent number: 6630242Abstract: A radiation-curable fiber optic coating composition for an inner primary coating includes a coloring agent, preferably a dye or a dye precursor, compatible with the fiber of the fiber optic and capable of imparting a pre-selected color to the inner primary coating, or another coating. The coloring agent can be a reactive dye. Any of the dyes preferably is stabilized by a stabiliser in the colored coating layer, or, preferably, in a more exterior layer.Type: GrantFiled: July 26, 2000Date of Patent: October 7, 2003Assignee: DSM N.V.Inventors: Jibing Lin, Eva I. Montgomery, Paul E. Snowwhite, Jr., James R. Petisce, Anton Kotesky
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Patent number: 6610760Abstract: A radiation curable composition contains an epoxy-functional silicone polymer, an iodonium photocatalyst and a non-fluorescing polycyclic aromatic compound containing at least one hydroxy, alkoxy or glycidyl ether substituent bonded to an aromatic carbon atom of the compound.Type: GrantFiled: July 18, 2001Date of Patent: August 26, 2003Assignee: General Electric CompanyInventors: Richard Paul Eckberg, Kesheng Feng, Douglas Neckers
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Patent number: 6610759Abstract: An adhesive composition that includes a mixture of a cationically polymerizable component, an acidic component, and an initiator is provided. Preferably, the initiator comprises an iodonium salt, a visible light sensitizer, and an electron donor compound, wherein the initiator has a photoinduced potential greater than or equal to that of N,N-dimethylaniline in a standard solution of 2.9×10−5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5×10−5 moles/g camphorquinone in 2-butanone. This adhesive composition is cationically polymerizable and is able to bond to hard tissue and cationic restorative materials upon curing.Type: GrantFiled: March 6, 2000Date of Patent: August 26, 2003Assignees: Curators of the University of Missouri, 3M Innovative Properties CompanyInventors: Cecil C. Chappelow, Charles S. Pinzino, J. David Eick, James Code, Joel D. Oxman, Sharon M. Rozzi
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Patent number: 6599960Abstract: The invention relates to preparations with improved curing behavior, which are characterized in that they contain 0.0005 to 50 wt. % of soluble and/or fine-particle organic and/or inorganic alkaline earth and/or alkali metal compounds. The preparations according to the invention may be used for bonding, sealing, casting and coating substrates, also in medical dental and technical dental preparations, and for making impressions of articles and, more particularly, for making dental impressions.Type: GrantFiled: July 13, 2000Date of Patent: July 29, 2003Assignee: Espe Dental AGInventors: Gunther Eckhardt, Gunther Lechner, Erich Wanek, Ursula Somnitz
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Patent number: 6599954Abstract: An object of the present invention is to completely cure a resin composition highly capable of screening energy radiation, such as a carbon fiber-reinforced composite material (CFRP), simply by exposing the resin composition to UV radiation in the presence of a specific photopolymerization initiator system (reaction catalyst system) comprising at least two components. To this end, the present invention provides a resin curing method wherein, when a resin composition is exposed to energy radiation typified by UV radiation, another kind of first energy than the energy from an energy radiation source is autogenously generated within the resin, and the same kind of second energy is successively generated by the autogenously generated energy, so that the resin composition is cured by means of the first and second energies, or both the first and second energies and the energy from the energy radiation source, whether or not the resin composition contains a substance capable of screening energy radiation.Type: GrantFiled: June 17, 1999Date of Patent: July 29, 2003Assignee: Mitsubishi Heavy Industries, Ltd.Inventors: Noriya Hayashi, Shunichi Hayashi
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Publication number: 20030139484Abstract: A multiphoton-activatable, photoreactive composition comprises: (a) at least one reactive species that is capable of undergoing an acid- or radical-initiated chemical reaction; (b) a photochemically-effective amount of a multiphoton photosensitizer comprising at least one multiphoton up-converting inorganic phosphor; and (c) a photochemically-effective amount of a one-photon photoinitiator system that is capable of being photosensitized by the multiphoton photosensitizer.Type: ApplicationFiled: December 28, 2001Publication date: July 24, 2003Applicant: 3M Innovative Properties CompanyInventors: James G. Bentsen, Robert J. DeVoe, Michael C. Palazzotto
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Patent number: 6593388Abstract: Enhancement of the rates of cationic polymerizations initiated by onium salts has been achieved through the use of oligomeric and polymeric electron-transfer photosensitizers derived from a polymerizable compound substituted with a polynuclear aromatic group, including epoxides, oxetanes, and ethylenically unsaturated compounds. The polymerizable compound is substituted with residues derived from anthracene, naphthalene, perylene, pyrene, fluorene, carbazole, indole, benzocarbazole, acridone, phenothiazine, and thianthrene, particularly carbazole.Type: GrantFiled: April 4, 2001Date of Patent: July 15, 2003Assignee: Renssealer Polytechnic InstituteInventor: James V. Crivello
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Patent number: 6592801Abstract: A process for polymerizing episulfide monomers comprising the steps of: (c) mixing to an episulfide monomer or a mixture of episulfide monomers an effective amount of at least one photopolymerization catalyst selected from the group consisting of (cyclopentadienyl) ruthenium and osmium complexes and an effective amount of at least a co-catalyst selected from phosphonium salts, phosphines and amines; and (d) irradiating the mixture of (a) with an ultra-violet radiation to polymerize the mixture.Type: GrantFiled: April 30, 2001Date of Patent: July 15, 2003Assignee: Essilor International Compagnie Generale d'OptiqueInventors: Sirisoma Wanigatunga, Yassin Yusef Turshani, Peiqi Jiang
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Publication number: 20030118939Abstract: The present invention provides an IR-sensitive composition, which includes: a polymeric binder; and a free radical polymerizable system consisting of: at least one component selected from unsaturated free radical polymerizable monomers, oligomers which are free radical polymerizable and polymers containing C═C bonds in the backbone and/or in the side chain groups; and an initiator system, which includes: (a) at least one compound capable of absorbing IR radiation; (b) at least one compound capable of producing radicals; and (c) at least one carboxylic co-initiator, provided that the total acid number of the polymeric binder is 70 mg KOH/g or less. The present invention further provides a printing plate precursor, a process for preparing the printing plate and a method of producing an image.Type: ApplicationFiled: November 9, 2001Publication date: June 26, 2003Applicant: KODAK POLYCHROME GRAPHICS, L.L.C.Inventors: Heidi Munnelly, Paul West
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Patent number: 6579914Abstract: A composition for coating an optical waveguide, more specifically, an optical fiber, and optical fibers coated therewith. The coating composition is a radiation curable composition including an aliphatic epoxide, a urethane acrylate oligomer, a reactive diluent, and cationic and free-radical photoinitiators. The cationic photoinitiator acts upon the aliphatic epoxide while the free-radial photoinitiator acts upon the urethane acrylate oligomer. The resulting cured coating forms an interpenetrated polymer network. The properties of coatings in accordance with the invention including the glass transition temperature thereof, can be tailored to achieve advantageous coatings suitable for use as primary coatings and secondary coatings for an optical fiber.Type: GrantFiled: July 14, 2000Date of Patent: June 17, 2003Assignee: AlcatelInventors: Todd W. Gantt, Michael B Purvis, Igor V. Khudyakov, Bob J. Overton
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Patent number: 6559197Abstract: The invention disclosed includes a coating composition for siliceous surfaces. The coating includes at least one component from the group consisting of poly(alkoxy)silane, poly(halo)silane, alkoxysilane, halosilane, and mixtures thereof and a catalyst compound which generates a proton to hydrolyze the component when exposed to radiation. Preferably, the catalyst is a photo-acid. The invention also includes a method of coating the optical fiber. The aforementioned coating is applied to an exterior surface of the fiber. A proton is generated to promote the hydrolysis of the component. The invention further includes a method of accelerating adhesion between the exterior surface of the article and the coating. The inventive coating is applied to the surface of the fiber and the coating is exposed to a radiation source.Type: GrantFiled: March 28, 2001Date of Patent: May 6, 2003Assignee: Corning IncorporatedInventors: Edward J. Fewkes, Gregory F. Jacobs, Michael J. Winningham
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Publication number: 20030059705Abstract: The present invention provides a photopolymerizable composition comprising a polymerizable compound including an addition-polymerizable unsaturated bond, a photo-radical-generating agent, and an amine compound represented by the following general formula (I) and a recording material comprising a recording layer containing the photopolymerizable composition: 1Type: ApplicationFiled: April 12, 2002Publication date: March 27, 2003Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Hirotaka Matsumoto, Shintaro Washizu
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Patent number: 6515038Abstract: A polymer used in a chemically amplified resist is represented by the following formula: wherein R1, R3 and R5 are each independently selected from the group consisting of —H, and —CH3; R2 is selected from the group consisting of t-butyl, tetrahydropyranyl, and 1-alkoxyethyl; R4 is selected from the group consisting of —H, —CH3, t-butyl, tetrahydropyranyl, and 1-alkoxyethyl; x is an integer ranging from 1 to 4; and wherein l, m, and n are selected such that l/(l+m+n) ranges from 0.1 to 0.5, m/(l+m+n) ranges from 0.01 to 0.5, and (l+m)/(l+m+n) ranges from 0.1 to 0.7.Type: GrantFiled: July 26, 2001Date of Patent: February 4, 2003Assignee: Samsung Electronics Co., Ltd.Inventor: Sang-jun Choi
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Publication number: 20030022956Abstract: A process for polymerizing episulfide monomers comprising the steps of:Type: ApplicationFiled: April 30, 2001Publication date: January 30, 2003Inventors: Sirisoma Wanigatunga, Yassin Yusef Turshani, Peiqi Jiang
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Publication number: 20030008230Abstract: Thiophene-containing photo acid generators having either of the following general formulas: 1Type: ApplicationFiled: June 29, 2001Publication date: January 9, 2003Applicant: INTERNATIONAL BUSINESS MACHINES CORPORATIONInventors: Wenjie Li, Pushkara Rao Varanasi, Kuang-Jung Chen
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Patent number: 6500877Abstract: The present invention discloses an ultraviolet light curable paint composition and method for applying and making such a composition to a substrate. Suitable substrates include glass, metals, and various plastics such as polycarbonates. The disclosed composition does not contain any significant amount of volatile organic solvents that do not become incorporated in the coating or are released to ambient after curing.Type: GrantFiled: September 25, 2000Date of Patent: December 31, 2002Assignee: Krohn Industries, Inc.Inventor: Roy C. Krohn
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Patent number: 6498200Abstract: A cationically polymerizable resin composition which comprises (A) a compound containing at least one ring selected from the group consisting of an oxirane ring and an oxetane ring; (B) an onium salt; (C) an organic peroxide; and (D) an alkaline filler except for a hydroxide.Type: GrantFiled: January 11, 2000Date of Patent: December 24, 2002Assignee: Namics CorporationInventors: Osamu Suzuki, Haruyuki Yoshii, Hisao Kondo, Kenichi Suzuki
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Patent number: 6486225Abstract: A photocurable composition comprising (A) 100 parts by weight of a compound having an ethylenically unsaturated group, (B) from 0.001 to 5 parts by weight of a cationic dye having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm represented by formula (1: D+·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 31 represents an anion, and (C) from 0.Type: GrantFiled: November 17, 1999Date of Patent: November 26, 2002Assignee: Showa Denko Kabushiki KaishaInventors: Hirotoshi Kamata, Takeo Watanabe, Kazuhiko Ooga, Toshio Koshikawa
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Publication number: 20020168494Abstract: The invention discloses a photopolymerizable composition comprising at least one, ethylenic unsaturated bond-containing compound, a hexaaryl-biimidazole compound, and an organoboron compound represented by a specific general formula; and discloses a photosensitive thermal recording material having a recording layer that contains the photopolymerizable composition. The photopolymerizable composition and the photosensitive thermal recording material of the invention are highly sensitive to UV rays and visible to IR rays falling within a wavelength range that includes wavelengths not longer than 450 nm, and are effective for decoloring a dye component that absorbs the rays falling within the wavelength range.Type: ApplicationFiled: November 2, 2001Publication date: November 14, 2002Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Kozo Nagata, Shintaro Washizu
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Publication number: 20020156142Abstract: A thermally-stable cationic photoinitiator capable of flash vaporization under vacuum and temperature conditions of an available flash-evaporation chamber is selected. The photoinitiator is mixed with a cation-polymerizable monomer and/or oligomer of interest and the mixture is flash evaporated and condensed in conventional manner as a film on a cold substrate. The resulting vacuum-deposited, homogeneous layer is cured with a high-energy radiation source that causes the cationic photoinitiator to liberate acidic species that catalyze the crosslinking of the monomer/oligomer compounds in its deposited film form. As a result of the homogeneous, pinhole-free nature of the vacuum deposition process, the thin-film polymer product does not suffer from the disadvantages attendant to prior-art atmospheric processes for cationically-cured polymers.Type: ApplicationFiled: February 13, 2001Publication date: October 24, 2002Inventors: Michael G. Mikhael, Angelo Yializis
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Patent number: 6468595Abstract: A thermally-stable cationic photoinitiator capable of flash vaporization under vacuum and temperature conditions of an available flash-evaporation chamber is selected. The photoinitiator is mixed with a cation-polymerizable monomer and/or oligomer of interest and the mixture is flash evaporated and condensed in conventional manner as a film on a cold substrate. The resulting vacuum-deposited, homogeneous layer is cured with a high-energy radiation source that causes the cationic photoinitiator to liberate acidic species that catalyze the crosslinking of the monomer/oligomer compounds in its deposited film form. As a result of the homogeneous, pinhole-free nature of the vacuum deposition process, the thin-film polymer product does not suffer from the disadvantages attendant to prior-art atmospheric processes for cationically-cured polymers.Type: GrantFiled: February 13, 2001Date of Patent: October 22, 2002Assignee: Sigma Technologies International, Inc.Inventors: Michael G. Mikhael, Angelo Yializis
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Patent number: 6465537Abstract: A photocurable composition is provided which can be produced and cured by both free-radical and cationic polymerization modes, which provides a sufficient length of open time to be bonded to an adherend, and which exhibts a good adhesive property. A photocurable composition containing a compound (A) having at least one free-radically polymerizable unsaturated bond in a molecule, a compound (B) having at least one epoxy group in a molecule, a free-radical polymerization catalyst (C), a cationic polymerization catalyst (D) and a compound (E) represented by the following formula (1).Type: GrantFiled: December 22, 2000Date of Patent: October 15, 2002Assignee: Sekisui Chemical Co., Ltd.Inventor: Hiroji Fukui
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Patent number: 6465541Abstract: Polymerizable composition that include: (a) a cationically active functional group; (b) an initiation system capable of initiating cationic polymerization of the cationically active functional group; and (c) a filler composition that includes various radiopacifying fillers in an amount sufficient to render the polymerizable composition radiopaque. Components (a), (b), and (c) are selected such that the polymerizable composition polymerizes to form a polymerized composition having a Barcol hardness, measured using a GYZJ-935 meter, of at least 10 within 30 minutes following initiation of the cationically active functional group are a reaction temperature of 25° C.Type: GrantFiled: July 3, 2001Date of Patent: October 15, 2002Assignee: 3M Innovative Properties CompanyInventors: Kathyrn R. Bretscher, Richard P. Rusin, Sumita B. Mitra, Janis R. Gust, Cheryl A. Hayne, Dwight W. Jacobs, David A. Kaisaki
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Patent number: 6466730Abstract: Vinyl ether compounds having the formula: R—O—X—O—CH═CH2 wherein R is a radical having the formula: R1—CFH—CF2— or R1—CF═CF2—, wherein R1 is an unsubstituted or substituted aliphatic radical, an unsubstituted or substituted cyclic aliphatic radical, an unsubstituted or substituted aromatic radical, an unsubstituted or substituted araliphatic radical, or an unsubstituted or substituted heterocyclic radical, and X is an unsubstituted or substituted aliphatic radical, an un-substituted or substituted cyclic aliphatic radical, an unsubstituted or substituted aromatic radical, an unsubstituted or substituted araliphatic radical, or an unsubstituted or substituted heterocyclic radical. Curable compositions containing the vinyl ether compounds and methods in which substrate coating layers of the vinyl ether compositions are cured, particularly on optical devices, are also disclosed, as well as polymers polymerized from the vinyl ether compounds.Type: GrantFiled: July 31, 2001Date of Patent: October 15, 2002Assignee: Honeywell International Inc.Inventors: Haridasan K. Nair, David Nalewajek, David E. Bradley
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Patent number: 6458865Abstract: Photopolymerizable compositions are provided which are the reaction products of a vinyl ether, a photoinitiator system comprising an iodonium salt, a visible light sensitizer, and an electron donor compound. These monomeric/oligomeric compositions may also include epoxides, polyols, spiroorthocarbonates. One embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, a spiroorthocarbonate, and a photoinitiator system. Another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, and a photoinitiator system. Still another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, a spiroorthocarbonate, and a photoinitiator system. Still further, another embodiment of the present invention is certain novel spiroorthocarbonate compounds. Each of these novel spiroorthocarbonate compounds include at least one epoxy group as a substituent.Type: GrantFiled: January 15, 1999Date of Patent: October 1, 2002Assignees: Curators of the University of Missouri, 3M Innovative Properties CompanyInventors: Cecil C. Chappelow, Charles S. Pinzino, J. David Eick, Joel D. Oxman
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Method of manufacturing ink jet recording head and ink jet recording head manufactured by the method
Patent number: 6455112Abstract: A highly reliable ink jet recording head excellent in mechanical strength, weatherability, ink resistance, and adhesion to the substrate is provided. For its production, a cationically polymerized curing product of an epoxy resin having a structural unit expressed by the following formula (I) or (II), is used as a resin material which coats an ink flow path pattern formed from a dissoluble resin on the substrate.Type: GrantFiled: May 15, 2000Date of Patent: September 24, 2002Assignee: Canon Kabushiki KaishaInventors: Norio Ohkuma, Masashi Miyagawa, Hiroaki Toshima -
Publication number: 20020132872Abstract: Photocurable resin composition for photofabrication of three-dimensional objects comprisingType: ApplicationFiled: October 18, 2001Publication date: September 19, 2002Inventors: Tetsuya Yamamura, Yukitoshi Kato, Takayoshi Tanabe, Takashi Ukachi
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Patent number: 6444725Abstract: An aesthetic dental sealant comprising a hardenable resin, a hardener, and a colorant, the composition has an initial color prior to exposure to actinic radiation and a final color that is different from the initial color subsequent to the composition being exposed to actinic radiation.Type: GrantFiled: January 21, 2000Date of Patent: September 3, 2002Assignee: 3M Innovative Properties CompanyInventors: Matthew C. Trom, Joel D. Oxman
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Patent number: 6433035Abstract: Selectively colorable compositions and a method for forming selectively colored polymeric bodies using such compositions are disclosed. In accordance with the invention, a selectively colorable polymerizable composition comprising a leucobase color former is irradiated with light of a particular wavelength and specific intensity for a specified duration. Exposure to actinic radiation cures the composition and activates the color former. Exposure to higher dosages of actinic radiation can bleach the composition. The irradiation dosage can be varied to selectively color the polymeric body whereby the resultant color of any particular area depends on the exposure dose received at that location. By varying the dose, a polymeric body can be prepared having distinctly colored elements at specific locations.Type: GrantFiled: August 14, 2000Date of Patent: August 13, 2002Assignee: Spectra Group Limited, Inc.Inventors: Oleg V. Grinevich, Douglas C. Neckers
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Patent number: 6423378Abstract: The invention concerns the use of cross-linkable silicone compositions for fast, economical and simple impregnation and/or varnishing of flat joints (e.g. cylinder head gaskets). More precisely it concerns the use of silicone compositions cross-linkable under UV radiation, by cationic process and in the presence of specific phoinitiators selected among onium borates or organometallic complexes, of which the borate counter-anions contain at least a boron bound to at least a substituted phenyl (Me, F). The silicone liquid precursor is a polydimethylsiloxane (PDMS) substituted by cross-linking functional groups, by cationic process (Gfp) under UV of the epoxy of vinyloxy type. These Gfp are present at the rate of 0.15 to 2.0 pr kg of PDMS. The invention also relates to the method for impregnating/varnishing flat joints (e.g. cylinder head gaskets) using the specific PDMS composition+photoinitiator of borate type as well as the treated joints and the composition themselves.Type: GrantFiled: August 30, 1999Date of Patent: July 23, 2002Assignee: Rhodia ChimieInventors: Marie-Christine Cotting, GĂ©rard Joubert, Olivier Loubet
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Patent number: RE37962Abstract: A photopolymerizable composition is disclosed, which comprises an addition-polymerizable compound having at least one ethylenically unsaturated double bond, a sensitizing dye represented by the following formula (I): wherein the all symbols are defined in the disclosure, and a titanocene compound.Type: GrantFiled: July 21, 2000Date of Patent: January 7, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Syunichi Kondo, Kazuo Fujita