Specified Rate-affecting Material Is A Peroxide Or Azo Compound Patents (Class 522/13)
  • Patent number: 5043361
    Abstract: A combined chemical-/light-polymerization type composition for dental restoration consists of a formulation A composed main of a. an ethylenically polymerizable unsaturated compound, b. a photo-polymerization initiator and c. a reducing agent, and a formulation B composed mainly of d. a filler and e. an organic peroxide. The formulations A and B are separately packaged and designed to be mixed for use.
    Type: Grant
    Filed: June 7, 1990
    Date of Patent: August 27, 1991
    Assignee: G-C Dental Industrial Corporation
    Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
  • Patent number: 5039715
    Abstract: A reactive acrylic adhesive, activated by actinic radiation, includes, in addition to a photoinitiator, at least about 1.0 percent by weight of a perester compound or cumene hydroperoxide, and 0.5 percent of a tautomeric organic acid, for enhanced bond strength.
    Type: Grant
    Filed: September 19, 1990
    Date of Patent: August 13, 1991
    Assignee: Dymax Corporation
    Inventors: Andrew G. Bachmann, James M. Hillman
  • Patent number: 5017626
    Abstract: A visible light-curing polyester resin composition comprises an unsaturated polyester resin and a photocuring agent composed of an .alpha.-diketone, a benzyidimethyl ketal, and at least one member selected from the group consisting of (1) 2-(dimethylamino)-ethyl benzoate, (2) 2-(dimethylamino)-ethyl benzoate plus a peroxy ketal, and (3) a peroxy ketal plus a tertiaryamine.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: May 21, 1991
    Assignee: Nippon Oil & Fats Co., Ltd.
    Inventors: Yoshihiro Tomura, Shigeki Banno
  • Patent number: 5008301
    Abstract: Compositions containing an acrylamide functional polydiorganosiloxane, a polydiorganosiloxane having methacryloxyalkyl functionality and silicon-bonded alkoxy functionality, a photoinitiator, and an organic titanate can be improved by using organic peroxides. The improvements are observed in shelf life and pot life of the uncurd composition, and the odor of the cured product. The resulting composition has ternary cure mechanisms with two of these mechanisms being available as shadow cure mechanisms, i.e. cures in areas not exposed to ultraviolet radiation by either exposure to atmospheric moisture or by heating.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: April 16, 1991
    Assignee: Dow Corning Corporation
    Inventors: William E. Dennis, Bernard VanWert
  • Patent number: 4975471
    Abstract: A photo-curable epoxy resin type composition which comprises (a) an epoxy resin, (b) at least one compound selected from the group consisting of (i) a compound having a group, other than an imido group, which is represented by the formula --CONH and (ii) an aromatic amine, (c) an organic metal compound, where said metal is selected from the group consisting of titanium, vanadium, chromium, manganese, iron, cobalt, nickel, copper, zinc, aluminum and zirconium; and (d) an organic silicon compound having at least one group selected from the group consisting of a peroxysilyl group and an o-nitrobenzyloxy group capable of forming a silanol group by irradiation with light. The photo-curable epoxy resin type composition according to this invention is capable of readily curing by light (ultraviolet ray in particular) and also capable of heat curing at a temperature of 150.degree. C.
    Type: Grant
    Filed: August 29, 1988
    Date of Patent: December 4, 1990
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuzi Hayase, Shuichi Suzuki, Moriyasu Wada
  • Patent number: 4964938
    Abstract: A reactive acrylic adhesive, activated by actinic radiation includes, in addition to a photoinitiator, at least about 1.0 percent by weight of a perester compound or cumene hydroperoxide, and 0.5 percent of a tautomeric organic acid, for enhanced bond strength.
    Type: Grant
    Filed: April 13, 1987
    Date of Patent: October 23, 1990
    Assignee: Dymax Corporation
    Inventors: Andrew G. Bachmann, James M. Hillman
  • Patent number: 4923905
    Abstract: A light curable dental composition is provided. The composition comprises an ethylenic unsaturated compound and a light polymerization initiator. The light polymerization initiator is a combination of an .alpha.-diketone and a polyperoxy ester containing a benzophenone group and represented by the general formula (I) of: ##STR1## wherein R.sub.1 and R.sub.1 ' represent a tertiary alkyl group or a tertiary aralkyl group and R.sub.2 and R.sub.2 ' represent a hydrogen atom, a tertiary alkoxy group or a tertiary aralkyloxy group.
    Type: Grant
    Filed: February 26, 1988
    Date of Patent: May 8, 1990
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
  • Patent number: 4877922
    Abstract: Disclosed is an easily-dyeable resin composition used in a sublimation type heat-sensitive transfer process. The composition comprises 100 parts by weight of a mixture composed of 40 to 95% by weight of a polyester resin and 5 to 60% of a crosslinking agent curable with active energy rays, and 0.01 to 12 parts by weight of a surface active agent selected from silicon-containing surface active agents and fluorine-containing surface active agents.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: October 31, 1989
    Assignee: Mitsubishi Rayon Company, Ltd.
    Inventors: Isao Sasaki, Kenji Kushi, Nobuyoshi Taguchi
  • Patent number: 4874827
    Abstract: The water dispersibility of water-soluble vinyl polymers, for example, polyacrylamides, is improved by incorporating a suitable surfactant in the monomer mixture from which the polymer is formed. The polymerization is effected by an initial phase of ultraviolet radiation-induced free radical polymerization until the monomer mix achieves the temperature at which chemically-induced free radical polymerization commences and then a terminal phase of chemically-induced free radical polymerization.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: October 17, 1989
    Assignee: Hart Chemical Limited
    Inventors: Ratana Kanluen, Brigitte H. Licht
  • Patent number: 4865949
    Abstract: An optical information recording medium is disclosed, which comprises a pair of disc-shaped substrates, at least one of the substrates having a recording layer comprising an organic dye compound on one side thereof, which are disposed so as to face each other, with the recording layer positioned therebetween, with or without a space between the two substrates, by sealing with an adhesive agent comprising an alicyclic epoxy resin component having general formula ##STR1## where R.sup.1 .about.R.sup.9 each represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or halogen; and R represents (CH.sub.2).sub.n, where n is an integer of 1 to 4, ##STR2## and a composite catalyst comprising a photo-decomposition organic silicon compound and a metal complex.
    Type: Grant
    Filed: April 20, 1988
    Date of Patent: September 12, 1989
    Assignee: Ricoh Company, Ltd.
    Inventors: Tetsu Yamamuro, Yutaka Ueda
  • Patent number: 4849320
    Abstract: The invention provides a process for the production of an image which comprises(i) applying to a substrate a layer of a liquid composition comprising(A) a cationically polymerizable residue(B) a radiation-activated polymerization initator for (A)(C) a radiation-curable residue that is different from (A) and optionally(D) a radiation activated initiator for the cure of (C),(ii) subjecting the composition to actinic radiation having a wavelength at which initiator (B) is activated but at which the residue (C) and/or initiator (D) is not substantially activated, followed by heating, if necessary, so that (A) is polymerized and the layer of liquid composition is solidified, but remains curable,(iii) subjecting the solidified layer in a predetermined pattern to actinic radiation having a wavelength that is different from that of the radiation used in stage (ii) and at which the radiation-curable residue (C) and/or the initiator (D) is activated, such that in the exposed areas (C) is substantially cured, and(iv) re
    Type: Grant
    Filed: April 30, 1987
    Date of Patent: July 18, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Edward Irving, Christopher P. Banks
  • Patent number: 4831063
    Abstract: A photocurable composition comprising (1) an epoxy compound having at least one epoxy group and at least one unsaturated double bond in the same molecule; (2) a metal compound present in an amount ranging from 0.001 to 10 wt. %, based on the epoxy compound; and (3) a silicon compound which is capable of forming a silanol group when irradiated with light and which is present in an amount ranging from 0.1 to 20 wt. %, based on the epoxy compound, is characterized by a particularly rapid curing rate.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: May 16, 1989
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuichi Suzuki, Moriyasu Wada, Shuzi Hayase
  • Patent number: 4826888
    Abstract: A photopolymerizable composition comprising a vinyl monomer, a mercaptocarboxylic acid/.alpha.-diketone photopolymerization initiator and a storage stabilizer. The composition may admit of a filler, and exhibits excellent mechanical strength, storage stability, color and resistance to coloring, and availability.
    Type: Grant
    Filed: April 2, 1986
    Date of Patent: May 2, 1989
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Isao Sasaki, Nobuhiro Mukai, Hitoshi Ige
  • Patent number: 4824876
    Abstract: A light curable dental liquid or paste comprises an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler. The light polymerization initiator is a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group.
    Type: Grant
    Filed: March 23, 1987
    Date of Patent: April 25, 1989
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Takeo Matsumoto, Eiichi Yamada, Osamu Nakachi, Godo Irukayama, Yoshihiro Minoshima
  • Patent number: 4820744
    Abstract: A combined chemical-light-polymerization type composition for dental restoration consists of a formulation A composed mainly of a. an ethylenically polymerizable unsaturated compound, b. a photopolymerization initiator and c. a reducing agent, and a formulation B composed mainly of d. a filler and e. an organic perioxide. The formulations A and B are separately packaged and designed to be mixed for use.
    Type: Grant
    Filed: April 1, 1987
    Date of Patent: April 11, 1989
    Assignee: G-C Dental Industrial Corp.
    Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
  • Patent number: 4762862
    Abstract: A process for preparing particulate water-soluble cationic acrylic polymers having a high molecular weight, an excellent water solubility and a uniform particle size with a good productivity by adding a combined photoinitiator system of an azoguanyl compound and other usual photoinitiator to an aqueous monomer solution containing a cationic vinyl monomer, irradiating the aqueous monomer solution in the form of a thin layer on a moving support with ultraviolet rays in at least two stages, and finely dividing the produced aqueous polymer gel in a wet state by a roller cutter and then by a vertical cutter.
    Type: Grant
    Filed: March 4, 1987
    Date of Patent: August 9, 1988
    Assignee: Dai-ichi Kogyo Seiyaku Co. Ltd.
    Inventors: Akira Yada, Shusaku Matsumoto, Yoshihiro Kawamori, Yoshitugu Adachi, Yoshio Hatakawa
  • Patent number: 4746685
    Abstract: A light curable dental composition is provided. The composition comprises an ethylenic unsaturated compound and a light polymerization initiator. The light polymerization initiator is selected from a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## Wherein R.sub.1, R.sub.2, and R.sub.3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group; a polyperoxy ester containing a benzophenone group; and a combination the polyperoxy ester and an .alpha.-diketone.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: May 24, 1988
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
  • Patent number: 4702990
    Abstract: The present invention provides a photosensitive resin composition used to form a top resist layer of a multilayer resist system, the composition comprising a photosensitive polyphenylsilsesquioxane represented by the following general formula (I) of: ##STR1## wherein X is selected from the group consisting of acryloyloxymethyl, methacryloyloxymethyl, and cinnamoyloxymethyl; and l, m and n are zero or positive integers but l and m do not take the value of zero simultaneously; and a bisazide compound added to act as a cross-linking agent.The photosensitive resin composition has high sensitivity to UV light and excellent resistance to reactive ion etching under oxygen gas (O.sub.2 RIE).
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: October 27, 1987
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Akinobu Tanaka, Masao Morita, Saburo Imamura, Toshiaki Tamamura, Osamu Kogure
  • Patent number: 4684670
    Abstract: Novel UV-curable silicone release coating compositions and photocatalysts therefor are provided which include hydrogen-functional and vinyl-functional photoreactive terpolymers, which are especially compatable with certain perbenzoate ester photocatalysts. The addition of certain polyaromatic photosensitizers to enhance cure is also disclosed.
    Type: Grant
    Filed: June 19, 1986
    Date of Patent: August 4, 1987
    Assignee: General Electric Company
    Inventors: Richard P. Eckberg, Richard A. Striker, Frank J. Modic
  • Patent number: 4674980
    Abstract: A filled-resin composition useful for porcelain repair and as a dental composite and therefore made up of non-toxic materials and a method for repairing porcelain or teeth. The composition comprises a methacrylate functional resin usable in dental composites, powdered filler-colorant therein, at least one photoinitiator for the resin in an amount sufficient to initiate polymerization and complete it in depth within about half a minute when exposed to a visible-light output of at least 5,000 foot candles, the photoinitiator being an exciplex of (1) an carbocyclic ketone or acetal and (2) either ethyl-4-dimethyl amino benzoate or ethyl-2-dimethyl amino benzoate, and at least one accelerator-free peroxide curing agent for the resin in an effective amount for completing polymerization within about one-half hour of any portion of the resin not receiving sufficient light to effectuate complete cure before then.
    Type: Grant
    Filed: September 22, 1983
    Date of Patent: June 23, 1987
    Assignee: Den-Mat, Inc.
    Inventors: Robert L. Ibsen, William R. Glace, Patricia A. Jensen
  • Patent number: 4668712
    Abstract: A photopolymerizable composition composed of a polymerizable monomer and an initiator capable of polymerizing said monomer upon exposure to visible light, characterized in that said initiator consists essentially of (a) at least one kind of photosensitizer selected from an .alpha.-diketone, quinone, and derivatives thereof, and (b) at least one kind of accelerator selected from an aldehyde containing no amino groups and derivatives thereof.
    Type: Grant
    Filed: January 7, 1985
    Date of Patent: May 26, 1987
    Assignee: Kuraray Co., Ltd.
    Inventors: Kenichi Hino, Junichi Yamauchi, Koji Nishida
  • Patent number: 4666951
    Abstract: There is disclosed a photo-curable epoxy resin type composition comprising an epoxy resin, an aluminum compound, a silicon compound having a peroxysilyl group and a photosensitizer.The compositions of the present invention can suitably be used for wide varieties of electrical applications.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: May 19, 1987
    Assignee: Tokyo Shibaura Denki Kabushiki Kaisha
    Inventors: Yasunobu Onishi, Shuzi Havase, Shuichi Suzuki, Moriyasu Wada
  • Patent number: 4632944
    Abstract: A polymerizable fluid for sealing and locking engineering parts contains components which allow 2 mechanisms of polymerization, the first of the mechanisms being initiatable by radiation such as ultraviolet light, and an opacifier such as a powder dispersed in the fluid, the opacifier rendering the fluid opaque to the radiation. A coating of the fluid is applied to one of the engineering parts and the coating is exposed to the radiation which initiates the first of said polymerization mechanisms, so that polymerization occurs only in a surface layer of the coating to form a dry tack free crust thereon. Due to the presence of the opacifier, the radiation is obstructed from passing beyond the surface layer and the subcutaneous fluid is unaffected by the radiation. The second polymerization mechanism, suitably a free radical addition polymerization of known type, is initiatable when two engineering parts are assembled together.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: December 30, 1986
    Assignee: Loctite Corporation
    Inventor: William H. Thompson
  • Patent number: 4620954
    Abstract: In the particular embodiment described in the specification, a contact lens hydrogel is prepared by copolymerizing 75 parts of N-vinyl pyrrolidone and 23 parts of phenyl ethyl methacrylate together with allyl methacrylate as a crosslinker, t-butyl peroctoate as a thermal initiator and 2,2-dimethoxy-2-phenylacetophenone or benzoin methyl ether as a photoinitiator. The mixture is maintained at a temperature of 5.degree. C. and protected from light prior to photopolymerization which is carried out under ultraviolet radiation. The copolymer is then post-cured thermally. Cloudy or hazy hydrogels are avoided by preventing prepolymerization of the mixture.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: November 4, 1986
    Assignee: CIBA Vision Care Corp.
    Inventors: Helmut Singer, Ellen Bellantoni, Albert R. LeBoeuf
  • Patent number: 4608312
    Abstract: Novel UV-curable silicone release coating compositions and photocatalysts therefor are provided which include mercaptoalkoxyalkyl-functional polysiloxanes and vinyl-functional photoreactive terpolymers, both of which are especially compatable with certain perbenzoate ester photocatalysts. The addition of certain polyaromatic photosensitizers to enhance cure is also disclosed.
    Type: Grant
    Filed: July 19, 1985
    Date of Patent: August 26, 1986
    Assignee: General Electric Company
    Inventors: Richard P. Eckberg, Richard A. Striker, Frank J. Modic
  • Patent number: 4605465
    Abstract: A UV and thermally curable composition comprising(1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH.sub.3, R.sub.1 is an organic moiety and n is at least 2,(2) a thermal initiator for (1) selected from the group consisting of substituted or unsubstituted pinacols, azo compounds, thiurams, organic peroxides and mixtures thereof,(3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR2## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone,(4) a thermoplastic material, and(5) a non-polymerizable plasticizer for (4).The exposure of the composition to UV radiation under atmospheric conditions and heat in seriatim results in a cured solid product which can be utilized as adhesives, coatings, gaskets, sealants, resists and the like.
    Type: Grant
    Filed: October 4, 1984
    Date of Patent: August 12, 1986
    Assignee: W. R. Grace & Co.
    Inventor: Charles R. Morgan
  • Patent number: 4602076
    Abstract: A photopolymerizable composition which comprises at least one ethylenically unsaturated polymerizable monomer, at least one selected ketone and at least one organic peroxide. The compositions are useful in the preparation of adhesives, paints and varnishes particularly in dental applications and exhibit reduced air inhibition on being cured by visible radiation in the range 400 m.mu. to 500 m.mu..
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: July 22, 1986
    Assignee: Imperial Chemical Industries PLC
    Inventors: Maurice J. Ratcliffe, Derek J. Shaw, Peter A. Robinson
  • Patent number: 4591608
    Abstract: The organopolysiloxane composition provided by the invention is very efficiently curable into a rubbery elastomer by the irradiation with ultraviolet light in the wave length region of even 300 nm or longer. The composition comprises (a) 100 parts by weight of a linear diorganopolysiloxane terminated at both molecular chain ends each with a di- or trivinylsilyl group, (b) 0.1 to 10 parts by weight of an organic peroxide and (c) 0.1 to 5 parts by weight of an aromatic ketone compound, e.g. benzophenone, which serves as a photosensitizer for the ultraviolet-induced curing.
    Type: Grant
    Filed: November 15, 1984
    Date of Patent: May 27, 1986
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Hiroshige Okinoshima
  • Patent number: 4587137
    Abstract: There is provided a method for making curable compositions containing silicon-bonded hydrogen atoms and silicon-bonded olefinic radicals, the improvement comprising adding at least one free radical type photoinitiator and at least one precious metal or precious metal-containing hydrosilation catalyst so that crosslinking is effected by two separate mechanisms. The curable compositions and articles made therefrom are also provided.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: May 6, 1986
    Assignee: General Electric Company
    Inventor: Richard P. Eckberg
  • Patent number: 4576975
    Abstract: Michler's ketone analogs and salts thereof, which are photosensitizers in water-soluble photoinitiator systems used to induce polymerization in free-radically-curable, ethylenically-unsaturated materials, are disclosed. The Michler's ketone analogs have the formula: ##STR1## wherein each R is an alkyl group of 1 to 8 carbon atoms,R.sup.1 is an alkylene group having 1 to 8 carbon atoms,Z is R.sup.1 COOH or R.sup.1 H, andn is an integer having a value of 1 or 2.The photoinitiator systems are useful in imaging systems, and additionally contain a free radical initiator compound selected from iodonium salts, biimidazoles, trialkylphosphites, alkyl peroxides, benzyl halides, alkyl nitrates, and the benzophenones other than (a).
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: March 18, 1986
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Laurence W. Reilly, Jr.
  • Patent number: 4564646
    Abstract: A light- and thermosetting resin composition comprising (a) an unsaturated epoxy ester having a resin acid value of 5 or less, or a reaction product having a resin acid value of 5 or less obtained by reacting an unsaturated epoxy ester having a resin acid value of more than 5 with a monoepoxide, (b) one or more .alpha.,.beta.-unsaturated ethylenic monomers, and (c) one or more photosensitizers and peroxides can produce insulated electrical machinery and appliances improved in reliance and performance in a short treating time.
    Type: Grant
    Filed: February 16, 1984
    Date of Patent: January 14, 1986
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Hisashi Nishigaki, Yuji Aimono
  • Patent number: 4563514
    Abstract: There is provided polysilarylene-polysiloxane copolymers comprising:(a) at least one unit of the formula ##STR1## (b) at least one unit of the formula ##STR2## and (c) at least one unit of the formula ##STR3## There are also provided curable compositions comprising the instant polymers and a cure initiator, articles having the instant compositions cured to a substrate, and methods for making the aforesaid copolymers, curable compositions and articles.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: January 7, 1986
    Assignee: General Electric Company
    Inventors: Wan-Li Liu, Jonathan D. Rich