Specified Rate-affecting Material Is A Metal-containing Organic Compound Patents (Class 522/29)
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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: 6635689Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 through Class 4 compounds disclosed herein.Type: GrantFiled: June 26, 2000Date of Patent: October 21, 2003Assignee: 3M Innovative Properties CompanyInventors: Wayne S. Mahoney, Michael C. Palazzotto
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Publication number: 20030171446Abstract: The present invention relates to photocatalytic compositions effective to degrade soils deposited on a surface, to reduce the accumulation of soils on a surface, and to act as an antimicrobial agent. The invention also describes methods employing said compositions, and uses thereof.Type: ApplicationFiled: November 5, 2002Publication date: September 11, 2003Inventors: Barry Anthony Murrer, Robert J Potter, Virginie Ogrodnik
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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: 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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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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Patent number: 6511789Abstract: Reducing inhibition of the photochemical crosslinking by including in the photosensitive polyimide precursor composition a metal inhibitor selected from 1H-tetrazole, 1,2-cyclohexenediamine tetraacetic acid hydrate and 5-mercaptobenzimidazole.Type: GrantFiled: June 20, 2001Date of Patent: January 28, 2003Assignee: Arch Specialty Chemicals, Inc.Inventors: Ahmad Naiini, Donald Racicot, Andrew J. Roza, William D. Weber, Pamela J. Waterson
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Patent number: 6503959Abstract: A photocurable composition comprising (A) an &agr;-cyanoacrylate and (B) a metallocene compound comprising a transition metal of Group VIII of the periodic table and aromatic electron system ligands selected from &pgr;-arenes, indenyl, &eegr;-cyclopentadienyl. The photocurable composition may further comprise (C) a cleavage-type photoinitiator. The photocurability of the photocurable composition can be greatly improved by incorporating a cleavage type photoinitiator into the composition. Even when the composition contains a radical-polymerizable compound such as an acrylic compound, it can be rapidly cured due to the cleavage type photoinitiator contained therein. In the case where the cleavage-type photoinitiator used is a peroxide, heating can also be used to cure the composition. In the case where the cleavage type photoinitiator used is an azo compound, the composition can be foamed by regulating the addition amount of the photoinitiator or the quantity of light with which the composition is irradiated.Type: GrantFiled: October 11, 1996Date of Patent: January 7, 2003Assignee: Three Bond Co., Ltd.Inventors: Yuko Nishiyama, Hiroyuki Mikuni
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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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Patent number: 6482868Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable -compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 and Class 2 compounds disclosed herein.Type: GrantFiled: June 26, 2000Date of Patent: November 19, 2002Assignee: 3M Innovative Properties CompanyInventors: Wayne Scott Mahoney, Peggy Sperl Willett
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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: 6433036Abstract: A radiation-curable composition which includes a cyanoacrylate component or a cyanoacrylate-containing formulation; a metallocene component; and a polymerizingly effective amount of a photoinitiator to accelerate the rate of cure is provided.Type: GrantFiled: October 20, 1999Date of Patent: August 13, 2002Assignee: Loctite CorporationInventors: Stan Wojciak, Shabbir Attarwala
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Patent number: 6376569Abstract: A process for the addition of compounds containing silicon-bonded hydrogen to compounds containing aliphatic unsaturation and compositions suitable for said process. The process is activated by actinic radiation and is conducted in the presence of a platinum complex having one cyclopentadienyl group that is eta-bonded to the platinum atom and three aliphatic groups that are sigma-bonded to the platinum atom and a free-radical photoinitiator that is capable of absorbing actinic radiation such that the hydrosilation reaction is initiated upon exposure to actinic radiation. The invention also provides compositions for use in the aforementioned process.Type: GrantFiled: December 13, 1990Date of Patent: April 23, 2002Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Larry D. Boardman
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Patent number: 6368994Abstract: A method for rapid polymerization, curing or a combination thereof of a polymerizable or curable composition to yield polymers and composites based on these polymers through the utilization of short wavelength microwave energy is described. The inventive method is generally applicable to the chemical transformation of any organic material that can be processed by heating. This invention also relates to specially prepared particulate polymerization curing materials which, when dispersed and irradiated in a polymerizable or curable composition, will effect rapid polymerization, curing or a combination of polymerization and curing of that composition without exceeding the decomposition temperature of the polymerizable or curable composition when the composition is exposed to microwave radiation. The polymerization agent may also be encapsulated by a material which coats the polymerization agent to prevent its premature release into the polymerizable or curable composition.Type: GrantFiled: December 27, 1999Date of Patent: April 9, 2002Assignee: Gyrorron Technology, Inc.Inventor: Vladislav E. Sklyarevich
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Publication number: 20020010226Abstract: Light cured nail coatings that are applied to natural nails and/or artificial nail-tips for cosmetic purposes. An optional bond-enhancing compound can be used to strengthen the bond between the light curable coatings and the natural nail. Also, finishing compounds may be used to clean the surface of the uv curable coatings resulting in a high-gloss shine. The methods of applying uv-radiation curable nail coatings, bond-enhancing compounds, and finishing compounds to artificial nail-tips and natural nail are also discussed.Type: ApplicationFiled: July 24, 2001Publication date: January 24, 2002Inventor: Pamela H. Lilley
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Patent number: 6335144Abstract: Disclosed is a photopolymerizable composition which comprises (i) a sensitizing dye represented by the following formula (I-1), (ii) a titanocene compound, and (iii) an addition polymerizable compound having at least one ethylenically unsaturated double bond: wherein A and B each represents —S—, NR3, or NR4; R3 and R4 each represents a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group; Y1 and Y2 each represents a non-metallic atomic group to form a basic nucleus of a dye together with the adjacent A or B, and the adjacent carbon atoms; R1 and R2 each represents a monovalent non-metallic atomic group, or they may be bonded to each other to form an aliphatic or aromatic ring.Type: GrantFiled: April 25, 2000Date of Patent: January 1, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasufumi Murota, Tadahiro Sorori
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Patent number: 6331376Abstract: An organic solvent based photocurable resist composition containing a photopolymerizable polyurethane compound having a repeating unit represented by the following formula: B—[X]n[Y]m—B, where X is represented by the formula: and Y is represented by the formula: —OOCHN—A—NHCOO(R2)—, A is a structural unit derived from a polyisocyanate compound, B is same or different and a structural unit derived from a hydroxy compound having at least one photopolymerizable unsaturated group at molecular terminals respectively and optionally containing an ether linkage, R1 is a structural unit derived from a carboxyl group-containing polyol compound, R2 is a structural unit derived from a polyol compound, n is an integer of 1 to 10, m is an integer of 1 to 10, provided that one X and one Y are bonded to each other, or three or more of X and/or Y are bonded to each other.Type: GrantFiled: July 5, 2000Date of Patent: December 18, 2001Assignee: Kansai Paint Co., Ltd.Inventors: Daisuke Kojima, Genji Imai, Jun Akui, Hideo Kogure, Osamu Isozaki
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Patent number: 6323253Abstract: The present invention is directed to silicone formulations which are capable of being rapidly cured to tough elastomeric materials through exposure to UV radiation, and optionally through exposure to moisture as well. The cured products demonstrate high resistance to flammability and combustibility. The flame-retardant components is a combination of hydrated alumina and an organo ligand complex of a transition metal or an organosiloxane ligand complex of a transition metal or a combination thereof.Type: GrantFiled: September 9, 1999Date of Patent: November 27, 2001Assignee: Loctite CorporationInventor: Lester D. Bennington
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Patent number: 6281261Abstract: The present invention is directed to silicone formulations which are capable of being rapidly cured to tough elastomeric materials through exposure to UV radiation. The cured products demonstrate high resistance to flammability and combustibility.Type: GrantFiled: November 20, 2000Date of Patent: August 28, 2001Assignee: Loctite CorporationInventor: Lester D. Bennington
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Patent number: 6265459Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 and Class 2 compounds disclosed herein.Type: GrantFiled: December 31, 1998Date of Patent: July 24, 2001Assignee: 3M Innovative Properties CompanyInventors: Wayne Scott Mahoney, Peggy Sperl Willett
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Patent number: 6248804Abstract: 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: GrantFiled: January 20, 1998Date of Patent: June 19, 2001Assignee: Acushnet CompanyInventor: Mitchell E. Lutz
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Patent number: 6231804Abstract: A high molecular weight polyethylene prepared by preliminary polymerization is added at the time of main polymerization of an olefin, for example, propylene, to prepare an olefin (co)polymer composition comprising the above high molecular weight polyethylene finely dispersed as fine particles in the polyolefin, such as polypropylene, and a cross-linked structure is formed in the olefin (co)polymer composition. This process can provide a modified olefin (co)polymer composition improved in the strength in a molten state in terms of melt tension or the like and in crystallization temperature and excellent in moldability such as high-speed producibility, and a molded modified olefin (co)polymer composition excellent in properties such as heat resistance and rigidity.Type: GrantFiled: October 1, 1999Date of Patent: May 15, 2001Assignee: Chisso CorporationInventors: Akira Yamauchi, Shingo Kikukawa, Jun Saito, Hitoshi Sato
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Patent number: 6232038Abstract: A photosensitive composition comprising (a) an ethylenically unsaturated double bond-containing compound, (b) a sensitizing dye and (c) a photopolymerization initiator, wherein the sensitizing dye is a phthalocyanine compound showing the maximum absorption within a range of from 750 to 1,200 nm.Type: GrantFiled: October 6, 1999Date of Patent: May 15, 2001Assignee: Mitsubishi Chemical CorporationInventors: Ryuichiro Takasaki, Toshiyuki Urano
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Patent number: 6207726Abstract: 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: GrantFiled: February 11, 1999Date of Patent: March 27, 2001Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer Co., Ltd.Inventors: Kazuo Ohtani, Tomio Yamamoto, Hidetake Sendai, Shuichi Sugita, Hirotoshi Kamata, Takeo Watanabe
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Patent number: 6166233Abstract: The present invention relates to novel onium gallates or gallates of organometallic compounds and polymerizable compositions containing the same. The onium gallates include an anionic gallate moiety and a cationic moiety. The anionic gallate moiety has the formulaGaX.sub.a R.sub.b.sup.-in which X is a halogen or a hydroxy group, R is an aryl group, a and b represent integers ranging from 0 to 4 and the sum of a and b is 4. The cationic moiety is selected from the group consisting of iodonium, pyrylium, thiapyrylium, sulphonium, phosphonium, ferrocenium, and diazonium ions. The novel onium gallates are useful as cationic initiators of polymerization.Type: GrantFiled: August 17, 1999Date of Patent: December 26, 2000Assignee: Spectra Group Limited, Inc.Inventors: Douglas C. Neckers, Alexandre Mejiritski, John Malpert
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Patent number: 6159012Abstract: 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: GrantFiled: September 1, 1999Date of Patent: December 12, 2000Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Hoa T. Bui, Dwight W. Jacobs
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Patent number: 6153660Abstract: 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: GrantFiled: December 15, 1998Date of Patent: November 28, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazuhiro Fujimaki, Yasuo Okamoto, Kazuo Fujita, Tadahiro Sorori
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Patent number: 6140384Abstract: 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: GrantFiled: October 1, 1997Date of Patent: October 31, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Tadahiro Sorori, Yasuo Okamoto
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Patent number: 6139770Abstract: An oxygen scavenging composition or system is provided comprising an oxygen scavenging material, a photoinitiator, and at least one catalyst effective in catalyzing an oxygen scavenging reaction, wherein the photoinitiator comprises a benzophenone derivative containing at least two benzophenone moieties. A film, a multi-phase composition, a multi-layer composition, a multi-layer film, an article comprising the oxygen scavenging composition, a method for preparing the oxygen scavenging composition, and a method for scavenging oxygen are also provided. Non-extractable benzophenone derivative photoinitiators and methods for preparing same are also provided.Type: GrantFiled: May 16, 1997Date of Patent: October 31, 2000Assignees: Chevron Chemical Company LLC, Cryovac, Inc.Inventors: Kiyoshi Katsumoto, Ta Yen Ching, Joseph L. Goodrich, Drew Ve Speer
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Patent number: 6133335Abstract: The present invention provides compositions comprising epoxy-containing monomers, where the polymerization of the monomers can be influenced by accelerators. The compositions include at least one photo-polymerizable epoxy monomer and an initiation system. The initiation system comprises at least one organo-iron complex salt and at least one accelerator. The epoxy-containing monomers are energy-polymerized to form useful articles or coated articles.Type: GrantFiled: December 31, 1998Date of Patent: October 17, 2000Assignee: 3M Innovative Properties CompanyInventors: Wayne S. Mahoney, Peggy S. Willett, Michael A. Johnson
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Patent number: 6127446Abstract: Cyclopentadienylplatinum (IV) compounds having a trisubstituted-silyl aliphatic group attached to platinum by carbon-platinum linkages have been found to be photo-active and effective as hydrosilylation catalysts in irradiation-curable silicone mixtures.Type: GrantFiled: May 3, 1999Date of Patent: October 3, 2000Assignee: General Electric CompanyInventor: Matthew David Butts
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Patent number: 6114092Abstract: 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: GrantFiled: September 29, 1998Date of Patent: September 5, 2000Assignee: Kansai Paint Co., Ltd.Inventors: Kenji Miyagawa, Kenji Seko
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Patent number: 6106999Abstract: A visible light curable resin composition containing a photocurable resin, a photoreaction initiator and a photosensitizer having the formula (1). The composition has a very high sensitivity to a general-purpose visible light laser, so that a high-speed scanning exposure is possible by the laser, and an extremely fine high resolution can be obtained. In addition, the composition can be used for coating or printing under safelight irradiating conditions and under bright circumstantial conditions without any thickening of the composition, and hence the composition can exert excellent noticeable effects in points of safe operativity, operational efficiency and the stability of products. Formula (1) is as follows: ##STR1## wherein rings X.sub.1 and X.sub.2 are each an optionally substituted pyrrole ring; Y is H, CN, optionally substituted alkyl, aralkyl, aryl, heteroaryl or alkenyl group; and Z.sub.1 and Z.sub.Type: GrantFiled: August 10, 1998Date of Patent: August 22, 2000Assignees: Mitsui Chemicals, Kansai Paint Co., Ltd.Inventors: Akira Ogiso, Tsutami Misawa, Taizo Nishimoto, Hisashi Tsukahara, Keisuke Takuma, Kenichi Sugimoto, Takeshi Tsuda, Genji Imai, Hideo Kogure
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Patent number: 6096796Abstract: 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: GrantFiled: December 10, 1997Date of Patent: August 1, 2000Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co., Ltd.Inventors: Tsuyoshi Watanabe, Tetsuya Yamamura, Akira Takeuchi, Takashi Ukachi
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Patent number: 6096794Abstract: 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: GrantFiled: October 26, 1998Date of Patent: August 1, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz
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Patent number: 6090736Abstract: A photocatalytic powder for environmental clarification, comprising finely divided titanium dioxide particles having a coating of porous calcium phosphate formed on at least part of the surface of each titanium dioxide particle, wherein an anionic surface active agent is present at least on the interface between said coating of porous calcium phosphate and the titanium dioxide particle. This photocatalytic powder is produced by dispersing finely divided titanium dioxide particles in an aqueous slurry containing an anionic surface active agent, and then forming a coating of porous calcium phosphate on at least part of the surface of each titanium dioxide particle. This photocatalytic powder is used, for example, by supporting it in an organic polymer shaped article.Type: GrantFiled: December 28, 1998Date of Patent: July 18, 2000Assignees: Agency of Industrial Science and Technology, Showa Denko Kabushiki Kaisha, Hiroshi Taoda, Toru NonamiInventors: Hiroshi Taoda, Toru Nonami, Katsura Ito, Hiroyuki Hagihara
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Patent number: 6090865Abstract: 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: GrantFiled: October 26, 1998Date of Patent: July 18, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Christopher Curtis Dudman, Allan Francis Cunningham, Martin Kunz
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Patent number: 6087062Abstract: Compounds of the formula I and II ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are, for example, unsubstituted or substituted phenyl, where none of the radicals R.sub.1 -R.sub.3 is a phenyl radical which is substituted ortho to the bond to the borate atom;R.sub.1 ', R.sub.2 ', R.sub.3 ' have one of the meanings of R.sub.1 -R.sub.3 ;R.sub.4 and R.sub.5 are OH or OR.sub.6 or have one of the meanings of R.sub.1 -R.sub.3 and the radicals R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 and R.sub.5 can also be substituted ortho to the bond to the borate atom;R.sub.6 is, for example, unsubstituted or C.sub.1 -C.sub.12 alkoxy- or halo-substituted C.sub.1 -C.sub.12 alkyl;X is, for example, C.sub.1 -C.sub.20 alkylene which is unsubstituted or substituted or which is interrupted by one or more aromatic hydrocarbons, or X is, for example, C.sub.3 -C.sub.12 cycloalkylene or polycycloalkylene; andZ.sup.Type: GrantFiled: May 19, 1998Date of Patent: July 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz
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Patent number: 6075068Abstract: The invention relates to dental compositions, containing(a) 5 to 70 wt. %, based on (a)+(b)+(d), of polymerizable monomers and/or polymers,(b) 0 to 95 wt. %, based on (a)+(b)+(d), of fillers,(c) 1.0 to 15 wt. %, based on (a), of at least one initiator or one initiator system,(d) 0 to 95 wt. %, based on (a)+(b)+(d), of the usual auxiliaries, including pigments, radiopaque additives and/or thixotropy aids,characterized in that constituent (a) has a chemical structure such that partial or final curing of the dental composition can be effected by ring-opening metathesis polymerization.The dental compositions are characterized by a rapid polymerization process, leading to partially or fully cured materials, which display little volume shrinkage, little abrasion tendency and good mechanical properties.Type: GrantFiled: September 29, 1998Date of Patent: June 13, 2000Assignee: Espe Dental AGInventor: Peter Bissinger
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Patent number: 6071980Abstract: Exposing to visible light atom transfer radical polymerizations of vinyl monomers that use transition metal compounds often results in faster polymerizations and/or the need for less transition metal compound. Disclosed is a process for the polymerization of vinyl monomers by atom transfer radical polymerization using a first compound containing a transition metal and a second compound capable of radically transferring an atom or group to said first compound, wherein the improvement comprises, irradiating with visible light with an intensity of at least about 5 mW/cm.sup.2 a liquid in which said polymerization is taking place. The polymers made are useful for molding resins and coatings.Type: GrantFiled: August 18, 1998Date of Patent: June 6, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Zhibin Guan, Bruce Edmund Smart
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Patent number: 6057078Abstract: 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: GrantFiled: July 23, 1998Date of Patent: May 2, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
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Patent number: 6046250Abstract: A process for the addition of compounds containing silicon-bonded hydrogen to compounds containing aliphatic unsaturation and compositions suitable for said process. The process is activated by actinic radiation and is conducted in the presence of a platinum complex having one diolefin group that is eta-bonded to the platinum atom and two aryl groups that are sigma-bonded to the platinum atom and a free-radical photoinitiator that is capable of absorbing actinic radiation such that the hydrosilation reaction is initiated upon exposure to actinic radiation. The invention also provides compositions for use in the aforementioned process.Type: GrantFiled: December 13, 1990Date of Patent: April 4, 2000Assignee: 3M Innovative Properties CompanyInventors: Larry D. Boardman, Joel D. Oxman
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Patent number: 6045953Abstract: A photosensitive recording material comprising an alicyclic, solvent-soluble, thermosetting epoxy oligomer capable of cationic polymerization, the oligomer being of a specified structure, an aliphatic monomer having at least one ethylenically unsaturated bond, the monomer being liquid at normal temperature and pressure, having a boiling point of 100.degree. C. or above at normal pressure and being capable of radical polymerization, a photoinitiator selected from the group consisting of i) a first photoinitiator capable of simultaneously generating a radical species that activates radical polymerization and a Br.o slashed.nsted acid or Lewis acid that activates cationic polymerization, upon exposure to actinic radiation, and ii) a second photoinitiator comprised of a radical polymerization photoinitiator capable of generating a radical species that activates radical polymerization upon exposure to actinic radiation and a cationic polymerization photoinitiator capable of generating a Br.o slashed.Type: GrantFiled: May 6, 1997Date of Patent: April 4, 2000Assignee: Toppan Printing Co., Ltd.Inventors: Yasushi Ohe, Hiromitsu Ito, Niro Watanabe
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Patent number: 6025407Abstract: Disclosed is a process for polymerizing vinyl chloride monomer in the presence of light. A mixture is formed of liquid vinyl chloride monomer, preferably about 10 to about 250 ppm of a metallocene catalyst, about 1 to about 2000 moles of an aluminum-containing cocatalyst per mole of catalyst, and up to about 500 moles of a Lewis base per mole of aluminum in the cocatalyst. Selected alkyl groups from the aluminum-containing cocatalyst can be placed on the ends of the poly (vinyl chloride) chains.Type: GrantFiled: October 30, 1997Date of Patent: February 15, 2000Assignee: Occidental Chemical CorporationInventors: Sandor M. Nagy, Ramesh Krishnamurti, Mary K. Cocoman, Walter M. Opalinski, Thomas F. Smolka
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Patent number: 6015841Abstract: This invention relates to an initiator system for the polymerization of isoolefins having 4 to 16 carbon atoms, optionally with monomers polymerizable with isoolefins, the system consisting of or one or more aromatic or heteroaromatic, polycyclic hydrocarbons and an aged, organic solution of vanadium tetrachloride, wherein the concentration of the vanadium tetrachloride is 0.01 mmol to 500 mmol per liter of solvent and the molar ratio of aged vanadium tetrachloride to polycyclic hydrocarbons is in the range from 100:1 to 1:100.It is possible by means of the initiator system according to the invention to produce polyisoolefins, in particular butyl rubbers, at relatively high temperatures with only a low gel content and of a sufficiently high molecular weight.Type: GrantFiled: June 30, 1997Date of Patent: January 18, 2000Assignee: Bayer AGInventors: Gerhard Langstein, Martin Bohnenpoll, Uwe Denninger, Werner Obrecht, Peter Plesch
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Patent number: 6008265Abstract: An ionic compound comprising at least one group A.sup.+ X.sup.-, comprising:a cationic group A.sup.+ selected from the group consisting of biaryliodonium, arylsulfonium, arylacylsulfonium, diazonium and organometallic cations comprising a transition metal complexed with at least one unsaturated cyclic compound comprising 4-12 carbon atoms, said cationic group being part of a polymer chain; whereinX.sup.- is an imide anion, [FSO.sub.2 NSO.sub.2 R'.sub.F ].sup.- or [R.sub.F CH.sub.2 OSO.sub.2 NSO.sub.2 R'.sub.F ].sup.- or [(R.sub.F).sub.2 CHOSO.sub.2 NSO.sub.2 R'.sub.F ].sup.-, or a methylide anion [FSO.sub.2 C(Q)SO.sub.2 R'.sub.F ].sup.-, or a [R.sub.F CH.sub.2 OSO.sub.2 C(Q)SO.sub.2 R'.sub.F ].sup.- or [(R.sub.F).sub.2 CHOSO.sub.2 C(Q)SO.sub.2 R'.sub.F ].sup.31 .Type: GrantFiled: October 3, 1997Date of Patent: December 28, 1999Assignees: Hydro-Quebec, Centre National de la Recherche ScientifiqueInventors: Alain Vallee, Michel Armand, Xavier Ollivrin, Christophe Michot
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Patent number: 5980253Abstract: 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: GrantFiled: January 12, 1998Date of Patent: November 9, 1999Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Hoa T. Bui, Dwight W. Jacobs
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Patent number: 5962546Abstract: Compositions containing conductivity enhancers, which are capable of being coated onto a substrate by means of electrostatic assistance. The compositions comprise one or more cationically polymerizable monomer(s), one or more cationic initiator(s), and one or more non-volatile conductivity enhancer(s) having anionic and cationic portions which are soluble in the monomer(s) and which do not interfere with cationic polymerization wherein the anionic portion is a non-coordinating carbon-containing anion. The compositions may further comprise one or more dissociation enhancing agent(s), oligomer(s) or polymer(s), preferably co-reactive, free-radically curable monomer(s), free-radical generating initiator(s), leveling agents, and other additives or adjuvants to impart specific properties to the polymerized composition.Type: GrantFiled: May 1, 1997Date of Patent: October 5, 1999Assignee: 3M Innovative Properties CompanyInventors: Albert I. Everaerts, William M. Lamanna, Albert E. Seaver, George V. D. Tiers
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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