Specified Rate-affecting Material Is A Peroxide Or Azo Compound Patents (Class 522/13)
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Patent number: 5043361Abstract: 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: GrantFiled: June 7, 1990Date of Patent: August 27, 1991Assignee: G-C Dental Industrial CorporationInventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
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Patent number: 5039715Abstract: 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: GrantFiled: September 19, 1990Date of Patent: August 13, 1991Assignee: Dymax CorporationInventors: Andrew G. Bachmann, James M. Hillman
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Patent number: 5017626Abstract: 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: GrantFiled: September 30, 1988Date of Patent: May 21, 1991Assignee: Nippon Oil & Fats Co., Ltd.Inventors: Yoshihiro Tomura, Shigeki Banno
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Patent number: 5008301Abstract: 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: GrantFiled: February 21, 1989Date of Patent: April 16, 1991Assignee: Dow Corning CorporationInventors: William E. Dennis, Bernard VanWert
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Patent number: 4975471Abstract: 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: GrantFiled: August 29, 1988Date of Patent: December 4, 1990Assignee: Kabushiki Kaisha ToshibaInventors: Shuzi Hayase, Shuichi Suzuki, Moriyasu Wada
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Patent number: 4964938Abstract: 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: GrantFiled: April 13, 1987Date of Patent: October 23, 1990Assignee: Dymax CorporationInventors: Andrew G. Bachmann, James M. Hillman
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Patent number: 4923905Abstract: 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: GrantFiled: February 26, 1988Date of Patent: May 8, 1990Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
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Patent number: 4877922Abstract: 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: GrantFiled: March 27, 1989Date of Patent: October 31, 1989Assignee: Mitsubishi Rayon Company, Ltd.Inventors: Isao Sasaki, Kenji Kushi, Nobuyoshi Taguchi
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Patent number: 4874827Abstract: 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: GrantFiled: August 24, 1988Date of Patent: October 17, 1989Assignee: Hart Chemical LimitedInventors: Ratana Kanluen, Brigitte H. Licht
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Patent number: 4865949Abstract: 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: GrantFiled: April 20, 1988Date of Patent: September 12, 1989Assignee: Ricoh Company, Ltd.Inventors: Tetsu Yamamuro, Yutaka Ueda
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Patent number: 4849320Abstract: 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) reType: GrantFiled: April 30, 1987Date of Patent: July 18, 1989Assignee: Ciba-Geigy CorporationInventors: Edward Irving, Christopher P. Banks
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Patent number: 4831063Abstract: 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: GrantFiled: February 24, 1987Date of Patent: May 16, 1989Assignee: Kabushiki Kaisha ToshibaInventors: Shuichi Suzuki, Moriyasu Wada, Shuzi Hayase
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Patent number: 4826888Abstract: 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: GrantFiled: April 2, 1986Date of Patent: May 2, 1989Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Isao Sasaki, Nobuhiro Mukai, Hitoshi Ige
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Patent number: 4824876Abstract: 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: GrantFiled: March 23, 1987Date of Patent: April 25, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Takeo Matsumoto, Eiichi Yamada, Osamu Nakachi, Godo Irukayama, Yoshihiro Minoshima
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Patent number: 4820744Abstract: 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: GrantFiled: April 1, 1987Date of Patent: April 11, 1989Assignee: G-C Dental Industrial Corp.Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
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Patent number: 4762862Abstract: 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: GrantFiled: March 4, 1987Date of Patent: August 9, 1988Assignee: Dai-ichi Kogyo Seiyaku Co. Ltd.Inventors: Akira Yada, Shusaku Matsumoto, Yoshihiro Kawamori, Yoshitugu Adachi, Yoshio Hatakawa
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Patent number: 4746685Abstract: 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: GrantFiled: August 23, 1985Date of Patent: May 24, 1988Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
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Patent number: 4702990Abstract: 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: GrantFiled: May 10, 1985Date of Patent: October 27, 1987Assignee: Nippon Telegraph and Telephone CorporationInventors: Akinobu Tanaka, Masao Morita, Saburo Imamura, Toshiaki Tamamura, Osamu Kogure
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Patent number: 4684670Abstract: 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: GrantFiled: June 19, 1986Date of Patent: August 4, 1987Assignee: General Electric CompanyInventors: Richard P. Eckberg, Richard A. Striker, Frank J. Modic
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Patent number: 4674980Abstract: 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: GrantFiled: September 22, 1983Date of Patent: June 23, 1987Assignee: Den-Mat, Inc.Inventors: Robert L. Ibsen, William R. Glace, Patricia A. Jensen
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Patent number: 4668712Abstract: 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: GrantFiled: January 7, 1985Date of Patent: May 26, 1987Assignee: Kuraray Co., Ltd.Inventors: Kenichi Hino, Junichi Yamauchi, Koji Nishida
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Patent number: 4666951Abstract: 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: GrantFiled: March 19, 1984Date of Patent: May 19, 1987Assignee: Tokyo Shibaura Denki Kabushiki KaishaInventors: Yasunobu Onishi, Shuzi Havase, Shuichi Suzuki, Moriyasu Wada
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Patent number: 4632944Abstract: 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: GrantFiled: October 15, 1982Date of Patent: December 30, 1986Assignee: Loctite CorporationInventor: William H. Thompson
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Patent number: 4620954Abstract: 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: GrantFiled: June 7, 1985Date of Patent: November 4, 1986Assignee: CIBA Vision Care Corp.Inventors: Helmut Singer, Ellen Bellantoni, Albert R. LeBoeuf
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Patent number: 4608312Abstract: 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: GrantFiled: July 19, 1985Date of Patent: August 26, 1986Assignee: General Electric CompanyInventors: Richard P. Eckberg, Richard A. Striker, Frank J. Modic
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Patent number: 4605465Abstract: 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: GrantFiled: October 4, 1984Date of Patent: August 12, 1986Assignee: W. R. Grace & Co.Inventor: Charles R. Morgan
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Patent number: 4602076Abstract: 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: GrantFiled: September 5, 1985Date of Patent: July 22, 1986Assignee: Imperial Chemical Industries PLCInventors: Maurice J. Ratcliffe, Derek J. Shaw, Peter A. Robinson
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Patent number: 4591608Abstract: 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: GrantFiled: November 15, 1984Date of Patent: May 27, 1986Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Hiroshige Okinoshima
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Patent number: 4587137Abstract: 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: GrantFiled: September 19, 1985Date of Patent: May 6, 1986Assignee: General Electric CompanyInventor: Richard P. Eckberg
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Patent number: 4576975Abstract: 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: GrantFiled: December 18, 1984Date of Patent: March 18, 1986Assignee: Minnesota Mining and Manufacturing CompanyInventor: Laurence W. Reilly, Jr.
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Patent number: 4564646Abstract: 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: GrantFiled: February 16, 1984Date of Patent: January 14, 1986Assignee: Hitachi Chemical Company, Ltd.Inventors: Hisashi Nishigaki, Yuji Aimono
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Patent number: 4563514Abstract: 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: GrantFiled: March 26, 1985Date of Patent: January 7, 1986Assignee: General Electric CompanyInventors: Wan-Li Liu, Jonathan D. Rich