Ring Consisting Of Carbon And Silicon Patents (Class 556/406)
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Patent number: 5567350Abstract: A silacyclohexane compound of formula (I): ##STR1## wherein R denotes a linear-chain alkyl group, a mono- or di-fluoroalkyl group, a branched-chain alkyl group, an alkoxyalkyl group, or an alkenyl group: at least one of ##STR2## denotes a 1-sila-1,4-cyclohexylene or a 4-sila-1,4-cyclohexylene group whose silicon at position 1 or 4 is H, F, Cl or CH.sub.3, and the other denotes a 1,4-cyclohexylene group, a 1-sila-1,4-cyclohexylene or a 4-sila-1,4-cyclohexylene group whose silicon at position 1 or 4 is H F, Cl or CH.sub.3 ; X denotes a substitutional group at an equatorial position, specifically CN, an alkyl group with its end group replaced by a trifluoromethyl group, an alkoxy group, an alkanoyloxy group, an alkoxycarbonyl group, a linear-chain alkyl group, or an alkoxyalkyl group; Y denotes a group at an axial position, specifically H or CN when Y is connected to a carbon atom in said (B) group or H, F, Cl or CH.sub.3 when Y is connected to a silicon atom in said (B) group.Type: GrantFiled: February 3, 1995Date of Patent: October 22, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takaaki Shimizu, Takeshi Kinsho, Tsutomu Ogihara, Tatsushi Kaneko, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5560866Abstract: A process for preparing a silacyclohexane compound of the general formula ##STR1## wherein R and Q are, respectively, defined substituents, which process comprising the steps of converting a compound of the following formula ##STR2## to a halosilacyclohexane of the following formula ##STR3## wherein X is a halogen, reacting the halosilacyclohexane with an alcohol to obtain an alkoxysilacyclohexane of the formula which is equilibrated in steric configuration, and ##STR4## reducing the equilibrated alkoxysilacyclohexane whereby a trans form silacyclohexane compound is predominantly produced.Type: GrantFiled: June 16, 1995Date of Patent: October 1, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Takaaki Shimizu, Takeshi Kinsho, Tatsushi Kaneko, Mutsuo Nakashima
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Patent number: 5547606Abstract: A silacyclohexane compound represented by the following general formula (I). ##STR1## In this formula, R denotes hydrogen, a linear-chain alkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, a fluoroalkyl group with a carbon number of 1-10 in which one or two hydrogen atoms are substituted by florine atom(s), or an alkenyl group with a carbon number of 2-8. For the groups ##STR2## at least one of these is a trans-1-sila-1,4-cyclohexylene or trans-4-sila-1,4-cyclohexylene group whose silicon at position 1 or position 4 has a substitutional group(s) of H, F, Cl or CH.sub.3, and the other denotes a trans-1,4-cyclohexylene group. X denotes a CN, F, Cl, CF.sub.3, CF.sub.2 Cl, CHFCl, OCF.sub.3, OCHF.sub.2, OCF.sub.2 Cl, OCHFCl, R or OR group (R is the same as defined earlier). Y denotes H or F. Z denotes H or F.Type: GrantFiled: October 13, 1994Date of Patent: August 20, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Tatsushi Kaneko, Takaaki Shimizu, Tsutomu Ogihara, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5543539Abstract: There is provided a silacyclohexane compound and method of making same. The silacyclohexane compound has the following formula (1): ##STR1## wherein R denotes a linear-chain alkyl group with a carbon number of 1-10, a mono- or di-fluoroalkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, or an alkenyl group with a carbon number of 2-8, ##STR2## denotes a trans-1-sila-1,4-cyclohexylene or a trans-4-sila-1,4-cyclohexylene group having silicon at positions 1 or 4 with substitutional group(s) of H, F, C1 or CH.sub.3 ; n denotes 0 or 1; L.sub.1 and L.sub.2 independently denote H.F, C1, CN or CH.sub.3 ; L.sub.3 denotes F; m denotes O, 1 or 2; and X denotes H, CN, F, C1, CF.sub.3, CC1F.sub.2, CHFC1, OCC1F.sub.2, OCHFC1, OCHF.sub.2, OCF.sub.3, R or OR group.Type: GrantFiled: February 14, 1995Date of Patent: August 6, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takaaki Shimizu, Takeshi Kinsho, Tsutomu Ogihara, Tatsushi Kaneko, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5527490Abstract: A silacyclohexane carbaldehyde compound of the following formula (I) ##STR1## wherein Ar represents a phenyl group or a tolyl group, and R represents a phenyl group, a tolyl group, a linear alkyl group, a mono or difluoroalkyl group, a branched alkyl group, an alkoxyalkyl group or an alkenyl group. Processes for preparing a silacyclohexane-based liquid crystal compound of the following formula (II) or (III) from the silacyclohexane carbaldehyde are also described ##STR2## wherein X represents CN, F, Cl, CF.sub.3, CClF.sub.2, CHClF, OCF.sub.3, OCClF.sub.2, OCHF.sub.2, OCHClF, (O).sub.m CT=CX.sub.1 X.sub.2, O(CH.sub.2).sub.r (CF.sub.2).sub.s X.sub.3, R or OR wherein m is a value of 0 or 1, T and X.sub.1 independently represent H, F or Cl, X.sub.2 represents F or Cl, r and s are, respectively, a value of 0, 1 or 2 provided that r+s=2, 3 or 4, X.sub.Type: GrantFiled: May 4, 1995Date of Patent: June 18, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Takaaki Shimizu, Tsutomu Ogihara, Tatsushi Kaneko, Mutsuo Nakashima
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Patent number: 5523440Abstract: There is provides a silacyclohexane compound and method of making same. The silacyclohexane compound has the following formula (1): ##STR1## wherein R denotes a linear-chain alkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, a mono- or di-fluoroalkyl group with a carbon number of 1-10, or an alkenyl group with a carbon number of 2-8, and ##STR2## denotes a trans-1-sila-1,4-cyclohexylene or a trans-4-sila-1,4-cyclohexylene group whose silicon at position 1 or position 4 has a substitutional group(s) of H, F, Cl or CH.sub.3, X denotes H, CN, F, Cl, CF.sub.3, OCF.sub.3, CF.sub.2 Cl, CHFCl, OCHF.sub.2, OCF.sub.2 Cl, OCHFCl, R or OR group, Z denotes F, and i denotes 0, 1 or 2.Type: GrantFiled: February 14, 1995Date of Patent: June 4, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Mutsuo Nakashima, Takaaki Shimizu, Tsutomu Ogihara, Takeshi Kinsho, Tatsushi Kaneko, Hideshi Kurihara
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Patent number: 5514824Abstract: A process for preparing silacyclohexane-based liquid crystal compounds of the formula which comprises reacting ketone compounds of the following general formula ##STR1## Ar represents a phenyl or tolyl group, and R represents Ar, a substituted or unsubstituted alkyl group, with an organometal reagent such as a Grignard reagent or an organotitanium, organolithium or organozinc compound, followed by dehydration, oxidation, de-silylation and reduction to obtain silacyclohexane-based liquid crystal compounds of the type mentioned below. ##STR2## wherein Y is halogen and i is a value of 0, 1, 2 or 3, and A represents a substituted phenyl group or tolyl group or a halogen or functional group such as CN, Cl, Br, OCF.sub.3, OCHF.sub.2 etc.Type: GrantFiled: July 12, 1995Date of Patent: May 7, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Takaaki Shimizu, Tsutomu Ogihara, Tatsushi Kaneko, Mutsuo Nakashima
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Patent number: 5502229Abstract: There is disclosed a diphenylsiloxane oligomer functionalized at both terminals, and methods for the preparation thereof, said oligomer having the following general formula G-(OSi(Ph).sub.2).sub.m O--G wherein Ph denotes a phenyl radical, m is 3 to 50 and G is has a formula independently selected from the group consisting of ##STR1## in which R.sup.1 is independently selected from the group consisting of hydrogen and a monovalent hydrocarbon group having 2 to 8 carbon atoms, said monovalent hydrocarbon group excluding phenyl, tolyl, xylyl, and ethylphenyl radicals, R is independently selected from the group consisting of R.sup.1, methyl radical and phenyl radical, Q is a divalent hydrocarbon group and n is an integer having a value of 1 to 3.Type: GrantFiled: March 14, 1995Date of Patent: March 26, 1996Assignee: Dow Corning Asia, Ltd.Inventors: Brian R. Harkness, Mamoru Tachikawa, Kasumi Takeuchi
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Patent number: 5498736Abstract: 2,5-Reactive substituent group-containing siloles of the following general formula are provided ##STR1## wherein R.sup.1 to R.sup.4 may be the same or different and independently represent a monovalent hydrocarbon group having from 1 to 12 carbon atoms or a hydrogen atom, and R.sup.5 and R.sup.6 may be the same or different and independently represent a group selected from monovalent hydrocarbon-substituted sulfur, selenium, silicon, germanium, tin and phosphorus, or a halogen atom. Polycondensates of the siloles and processes for preparing the siloles and polycondensates are described.Type: GrantFiled: December 20, 1994Date of Patent: March 12, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kohei Tamao, Shigehiro Yamaguchi
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Patent number: 5498737Abstract: A silacyclohexane compound represented by the following general formula (1): ##STR1## wherein R denotes a linear-chain alkyl group with a carbon number of 1-10, a mono- or di-fluoroalkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, or an alkenyl group with a carbon number of 2-8, and at least one of ##STR2## denotes a trans-1-sila-1,4-cyclohexylene or a trans-4-sila-1,4-cyclohexylene group whose silicon at position 1 or position 4 has a substitutional group(s) of H, F, Cl or CH.sub.3 and the other is a trans-1,4-cyclohexylene group, X denotes a CN, F, F, Cl, CF.sub.3, OCF.sub.3, OCHF.sub.2, OCHFCl, CF.sub.2 Cl, OCF.sub.2 Cl, R or OR group, Z.sub.1 denotes H, F or Cl, and Z.sub.2 denotes H or F.Type: GrantFiled: January 25, 1995Date of Patent: March 12, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsutomu Ogihara, Takaaki Shimizu, Takeshi Kinsho, Tatsushi Kaneko, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5498734Abstract: The magnesium complexes of cyclic hydrocarbons containing conjugated dienes, such as 1,2-dimethylenecycloalkanes, and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4 diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.Type: GrantFiled: July 30, 1993Date of Patent: March 12, 1996Assignee: University of NebraskaInventor: Reuben D. Rieke
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Patent number: 5496501Abstract: A silacyclohexane compound represented by the following general formula (I). ##STR1## In this formula, R denotes a linear-chain alkyl group with a carbon number of 1-10, a mono- or di-fluoroalkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, or an alkenyl group with a carbon number of 2-8. ##STR2## denotes a trans-1-silacyclohexylene or trans-4-silacyclohexylene group whose silicon at position 1 or position 4 has a substitutional group(s) of H, F, Cl or CH.sub.3. X denotes a CN, F, Cl, CF.sub.3, CF.sub.2 Cl, CHFCl, OCF.sub.3, OCHF.sub.2, OCF.sub.2 Cl, OCHFCl, R or OR group. Y denotes H or F. Z denotes H or F.Type: GrantFiled: December 5, 1994Date of Patent: March 5, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takaaki Shimizu, Tsutomu Ogihara, Takeshi Kinsho, Tatsushi Kaneko, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5454977Abstract: A silacyclohexane compound represented by the following general formula (I). ##STR1## R denotes hydrogen, a linear-chain alkyl group with a carbon number of 1-10, a branched-chain alkyl group with a carbon number of 3-8, an alkoxyalkyl group with a carbon number of 2-7, or an alkenyl group with a carbon number of 2-8. For ##STR2## at least one of these is trans-1-silacyclohexylene or trans-4-silacyclohexylene group whose silicon at position 1 or position 4 has a substitutional group(s) of H, F, Cl or CH.sub.3, and the other denotes trans-1,4-cyclohexylene group. X denotes a CN, F, Cl, CF.sub.3, CF.sub.2 Cl, CHFCl, OCF.sub.3, OCHF.sub.2, OCF.sub.2 Cl, OCHFCl, R or OR group.Type: GrantFiled: June 21, 1994Date of Patent: October 3, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takaaki Shimizu, Tsutomu Ogihara, Takeshi Kinsho, Tatsushi Kaneko, Ryuichi Saito, Hideshi Kurihara
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Patent number: 5449800Abstract: There is disclosed a method for effectively producing a silicon-containing pentacyclic compound, wherein the method comprises reacting (a) a 1,2-bis(hydrosilyl)benzene with (b) a cyclic diyne in the presence of (c) a platinum compound. There is also disclosed a method for effectively producing a silicon-containing ladder polymer having a complete ladder structure, wherein the method comprises reacting (a) a 1,2,4,5-tetrakis(hydrosilyl)benzene with (b) a cyclic diyne in the presence of (c) a platinum compound.Type: GrantFiled: December 27, 1994Date of Patent: September 12, 1995Assignee: Director-General of Agency of Industrial Science and TechnologyInventors: Shigeru Shimada, Yuko Uchimaru, Masato Tanaka
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Patent number: 5412105Abstract: A thiophene-silole copolymer represented by the formula below and its method of manufacture are disclosed; ##STR1## wherein, R is a monofunctional hydrocarbon group having 1 to 20 carbon atoms or hydrogen, A and B are alkyl groups, aromatic groups, alkenyl groups, or represent an aliphatic group forming a ring wherein A is bonded to B, m and p are integers no less than 1, n is a natural number which can be 0, X is a hydrogen or halogen atom, and Y is a hydrogen atom, halogen atom or thiophene.Type: GrantFiled: March 16, 1993Date of Patent: May 2, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yoshihiko Ito, Kohei Tamao, Shigehiro Yamaguchi, Yoshiki Nakagawa
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Patent number: 5359104Abstract: A method of treating surfaces in order to eliminate microbial growth by adding an antibacterially effective amount of an organosilicon quaternary ammonium silatrane compound to the surface in order to destroy bacteria and fungi. The preferred organosilicon quaternary ammonium silatrane compound has the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, each represent a hydrogen atom or a methyl, ethyl, propyl, or butyl radical.Type: GrantFiled: April 8, 1991Date of Patent: October 25, 1994Assignee: Dow Corning CorporationInventors: Bruce S. Higgs, William C. White
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Patent number: 5302734Abstract: The present invention relates to a process for preparing 1,3-disilacyclotutanes by pyrolyzing alkoxytrisilaalkaness at a temperature of from 400.degree. C. to 800.degree. C. at the atmospheric pressure or under the vacuum. This is a new synthetic route of 1,3-disilacyclobutanes which employs readily available starting materials without using alkaline metals or magnesium, affords very good yields, produces very clean product mixtures separable by distillation, and tolerates functionality on silicon.Type: GrantFiled: June 11, 1992Date of Patent: April 12, 1994Assignee: Korea Institute of Science and TechnologyInventors: Il Nam Jung, Gyu-Hwan Lee, Jang-Hwan Hong, Seung Ho Yeon
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Patent number: 5281735Abstract: A commercially viable method of making disilacyclohexadiene polymers with surpassed thermal stability is made possible by using the dialkali metal salt of the diol of disilacyclohexadiene as the starting material for polymerization. The structure of the new alkali metal compound and a method of preparing it are disclosed. Uses for the new compound are also described.Type: GrantFiled: July 20, 1993Date of Patent: January 25, 1994Assignee: The United States of America as represented by the Secretary of the NavyInventors: Robert Rhein, James C. Baldwin
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Patent number: 5281734Abstract: The present invention relates to a novel polysilane composition and, more specifically, to a polysilane composition that is soluble in organic solvents, that has a molecular weight in the range of 2,000 to 1,000,000, and that has a short-wavelength (.ltoreq.285 nm) absorption maximum at room temperature.Type: GrantFiled: April 5, 1993Date of Patent: January 25, 1994Assignee: Dow Corning Japan, Ltd.Inventor: Takao Itoh
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Patent number: 5231205Abstract: The magnesium complexes of cyclic hydrocarbons, such as 1,2-dimethylenecycloalkanes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4-diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, or bromoalkylnitriles serve as a convenient method for synthesizing spirocyclic systems. Significantly, spirocarbocycles prepared by thisThe present invention was made with Government support under Contract No. GM35153 awarded by the National Institute of Health. The Government has certain rights in the invention.Type: GrantFiled: September 23, 1991Date of Patent: July 27, 1993Assignee: Board of Regents of the University of NebraskaInventor: Reuben D. Rieke
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Patent number: 5143993Abstract: The stereochemical structure necessary for preparation of perpendicularly arranged cores is provided by a compound of the formula ##STR1## wherein X is a reactive group through which polymeric subunits can be bonded to the compound. In particular, X is advantageously Br. This compound can be synthesized by the reaction of tetrakis(3'-trimethylsilyl-2'-propynyl)silane with zirconocene dichloride and n-butyllithium and adding sulfur monochloride to the reaction product. This produces an adduct in which X is SiMe.sub.3. This adduct may be converted to the bromo compound by reaction with bromine. The tetrakis(3'-trimethylsilyl-2'-propynyl)silane may be prepared by forming a magnesium Grignard reagent from 3-bromo-1-trimethylsilylpropyne and reacting the Grignard reagent with silicon tetrachloride.Type: GrantFiled: August 5, 1991Date of Patent: September 1, 1992Assignee: University of South CarolinaInventors: James M. Tour, Ruilian Wu, Jeffry S. Schumm
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Patent number: 5089646Abstract: Improved methods for producing polysilane compounds using diphosphorous nickel chloride catalysts. Novel bicyclic polysilane compounds, among other compounds, can be produced using these improved methods.Type: GrantFiled: December 5, 1990Date of Patent: February 18, 1992Assignee: Ethyl CorporationInventor: Bruce C. Berris
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Patent number: 5089648Abstract: Improved methods for producing polysilane compounds using tetrakis(triethylphosphine)nickel (O) catalysts.Type: GrantFiled: September 4, 1990Date of Patent: February 18, 1992Assignee: Ethyl CorporationInventor: Bruce C. Berris
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Patent number: 5059695Abstract: The stereochemical structure necessary for preparation of perpendicularly arranged cores is provided by a compound of the formula ##STR1## wherein X is a reactive group through which polymeric subunits can be bonded to the compound. In particular, X is advantageously Br. This compound can be synthesized by the reaction of tetrakis(3'-trimethylsilyl-2'-propynyl)silane with zirconocene dichloride and n-butyllithium and adding sulfur monochloride to the reaction product. This produces an adduct in which X is SiMe.sub.3. This adduct may be converted to the bromo compound by reaction with bromine. The tetrakis(3'-trimethylsilyl-2-propynyl)silane may be prepared by forming a magnesium Grignard reagent from 3-bromo-1-trimethylsilylpropyne and reacting the Grignard reagent with silicon tetrachloride.Type: GrantFiled: March 12, 1990Date of Patent: October 22, 1991Assignee: The University of South CarolinaInventors: James M. Tour, Ruilian Wu, Jeffry S. Schumm
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Patent number: 5047569Abstract: Improved methods for producing polysilane compounds using diphosphorous nickel chloride catalysts.Type: GrantFiled: July 3, 1990Date of Patent: September 10, 1991Assignee: Ethyl CorporationInventor: Bruce C. Berris
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Patent number: 5008421Abstract: Silyl derivatives of 2,6 dimethyl, 4-allyl phenol include compositions of the formula ##STR1## where R.sup.1, R.sup.2, and R.sup.3 are independently selected from alkyl and phenyl groups having up to about eight carbon atoms and/or are connected to form one or more rings. They may be made by silylating the corresponding hydroxyl compound. They are useful as comonomers for olefins to introduce functional sites in high molecular weight copolymers.Type: GrantFiled: October 10, 1989Date of Patent: April 16, 1991Assignee: Aristech Chemical CorporationInventors: George L. Brownell, Mary K. Hays, Andrew J. Sivak
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Patent number: 4996341Abstract: A condensed bicyclic disilanylene-acetylene compound having the following formula: ##STR1## wherein R and R' are independently a univalent hydrocarbon group having 1 to 20 carbon atoms. The compound has a high degree of .sigma.-.pi. electron delocalization.Type: GrantFiled: July 5, 1990Date of Patent: February 26, 1991Assignee: Kanegafuchi Chemical Industry Co., Ltd.Inventors: Takahisa Iwahara, Robert C. West
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Patent number: 4985565Abstract: Novel silacyclobutanes useful as silylating agents and a process for their preparation are provided. The process comprises reacting a halogen substituted silacyclobutane with a silylating reagent to exchange the halogen substituents with groups on the silylating reagent.Type: GrantFiled: June 18, 1990Date of Patent: January 15, 1991Assignee: Dow Corning CorporationInventors: Ronald H. Baney, Carl J. Bilgrien, Lawrence D. Fiedler, Chi-long Lee
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Patent number: 4973723Abstract: The present invention is a process for reducing the content of halogen bound to the silicon atom of halosilacycloalkanes. The process employs an alkylaluminum hydride as a reducing agent. Alkylaluminum hydrides have been found to be highly effective in removing the halogen bound to silicon, with lessor affect on the reactive silacycloalkane ring. In another embodiment of the present invention, the halosilacycloalkane is added beneath the surface of an excess of liquid alkylaluminum hydride. The temperature and the pressure of the reaction are maintained such that the resultant silacycloalkane products are immediately vaporized and removed from the reaction vessel. This minimizes further reaction of products and improves the yield of desired product.Type: GrantFiled: June 1, 1990Date of Patent: November 27, 1990Assignee: Dow Corning CorporationInventors: Garret D. Cawthon, John J. D'Errico, William J. Schulz, Jr.
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Patent number: 4965367Abstract: Novel silacyclobutanes useful as silylating agents and a process for their preparation are provided. The process comprises reacting a halogen substituted silacyclobutane with a silylating reagent to exchange the halogen substituents with groups on the silylating reagent.Type: GrantFiled: October 16, 1989Date of Patent: October 23, 1990Assignee: Dow Corning CorporationInventors: Ronald H. Baney, Carl J. Bilgrien, Lawrence D. Fiedler, Chi-long Lee
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Patent number: 4937364Abstract: A disilacyclohexane compound represented by the following general formula (I): ##STR1## wherein R's may be the same or different and each represent an alkyl group having from 1 to 5 carbon atoms,and the process for preparing the same. This compound is useful as a crosslinking agent in the polymer chemistry and as an intermediate for synthesis of various compounds.Type: GrantFiled: November 24, 1989Date of Patent: June 26, 1990Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Hiroshige Okinoshima
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Patent number: 4929742Abstract: Polysilacyclobutasilazanes are reacted with chlorosilanes and/or chlorodisilanes and ammonia to provide silane-modified polysilacyclobutasilazanes having silacycles incorporated in the polymer, which silacycles are subsequently used to cross-link the silazanes.Type: GrantFiled: November 28, 1988Date of Patent: May 29, 1990Assignee: Dow Corning CorporationInventor: Gary T. Burns
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Patent number: 4866153Abstract: Cyclic silethynyl polymers, having at least 4 silicon atoms per polymer, have the average formula ##STR1## Preferably x has a value of 5 or 6, and each R is independently methyl or phenyl. They are prepared by reacting a lithium salt of one or more diehtynylsilanes with one or more dihalosilanes. These polymers are useful for example in semi- or photoconductive applications.Type: GrantFiled: January 9, 1989Date of Patent: September 12, 1989Assignee: Dow Corning, Ltd.Inventors: Roberto Bortolin, Bhukandas Parbhoo
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Patent number: 4864027Abstract: The compounds of the formula (I) ##STR1## in which X denotes CH.sub.2, O, S or NR.sup.6,R.sup.1 denotes alkyl, cycloalkyl, alkenyl, (substituted) phenyl, or (substituted) naphthyl,R.sup.2 and R.sup.3 denote alkyl, alkenyl or phenyl, or R.sup.2 and R.sup.3 together denote an alkylene chain,R.sup.4 denotes --H, --CN, --CCl.sub.3, --C.tbd.CH, alkyl, F, or --C(S)--NH.sub.2,R.sup.5 denotes pyridyl, furyl, thienyl, phthalimidyl, di(C.sub.1 -C.sub.4)alkylmaleinimidyl, thiophthalimidyl, dihydrophthalimidyl or tetrahydrophthalimidyl, which may all be substituted, or substituted phenyl, orR.sup.4 and R.sup.5 --together with the carbon atom bridging them--denote an optionally substituted indanyl, cyclopentenoyl or cyclopentenyl radical,with the proviso that compounds of the formula I in whichR.sup.1 denotes phenyl which is substituted in the para-position by (C.sub.1 -C.sub.4)alkoxy, halogen or (C.sub.1 -C.sub.4)alkyl;R.sup.2 and R.sup.3 denote CH.sub.3 ;X denotes O;R.sup.4 denotes H andR.sup.Type: GrantFiled: June 22, 1988Date of Patent: September 5, 1989Assignee: Hoechst AktiengesellschaftInventors: Hans H. Shubert, Gerhard Salbeck, Walter Luders, Werner Knauf
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Patent number: 4845255Abstract: 1,2-dichlorodisilanes are reacted with the diGrignard reagents of 1,2-diethynyldisilane to yield the eight-membered ring disilanylene acetylenes of the formula: ##STR1## where R=an alkyl group, and R'=an alkyl group or an aromatic group.Type: GrantFiled: August 3, 1988Date of Patent: July 4, 1989Assignee: Kanegafuchi Chemical Industry Co., Ltd.Inventors: Takahisa Iwahara, Robert C. West
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Patent number: 4841084Abstract: The present invention relates to new hexacoordinate silicon complexes, the process for their preparation and their application.These new complexes correspond to the general formula I: ##STR1## in which: A represents an alkali metal or alkaline earth metal except for magnesium, andn=0 or 1.Type: GrantFiled: December 24, 1985Date of Patent: June 20, 1989Assignee: Centre National de la Recherche ScientifiqueInventors: Robert J. Corriu, Genevieve E. Cerveau, Claude G. Chuit, Catherine Reye
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Patent number: 4826984Abstract: Novel heteroarotinoid compositions characterized by the formulae: ##STR1## where R is H, CH.sub.3 or C.sub.2 H.sub.5 and X is S, S O, O, NCH.sub.3, Si(CH.sub.3).sub.2, N.sup.+ (H)CH.sub.3 [Cl.sup.- ], N.sup.+ (H)CH.sub.3 [Br.sup.- ] or N.sup.+ (alkyl) CH.sub.3 [Cl.sup.- or Br.sup.-) where alkyl is CH.sub.3, C.sub.2 H.sub.5, CH.sub.2 .dbd.CHCH.sub.2 or C.sub.6 H.sub.5 CH.sub.2. Such compositions exhibit activity as anticancer agents.Type: GrantFiled: January 27, 1987Date of Patent: May 2, 1989Assignee: The Board of Regents for the Oklahoma Agricultural and Mechanical College acting for and on behalf of Oklahoma State UniversityInventors: Kenneth D. Berlin, Elizabeth M. Holt, Warren T. Ford, Mark D. Thompson
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Patent number: 4775664Abstract: The compounds of the formula (I) ##STR1## in which X denotes CH.sub.2 or O,R.sup.1 denotes (subst.) pyridyl or (subst.) pyrimidyl,R.sup.2 and R.sup.3 denote alkyl or alkenyl or R.sup.2 and R.sup.3 denote an alkylene chain,R.sup.4 denotes --H, --CN, --CCl.sub.3, --C.tbd.CH, alkyl, F, or --C(S)--NH.sub.2,R.sup.5 denotes pyridyl, furyl, thienyl, phthalimidyl, di(C.sub.1 -C.sub.4)alkylmaleimidyl, thiophthalimidyl, dihydrophthalimidyl or tetrahydrophthalimidyl, which may all be substituted, or substituted phenyl, orR.sup.4 and R.sup.5 --together with the carbon atom bridging them--denote an optionally substituted indanyl, cyclopentenoyl or cyclopentenyl radical,have advantageous insecticidal, acaricidal and nematocidal properties.Type: GrantFiled: April 10, 1987Date of Patent: October 4, 1988Assignee: Hoechst AktiengesellschaftInventors: Hans H. Schubert, Gerhard Salbeck, Walter Luders, Werner Knauf, Anna Waltersdorfer
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Patent number: 4764630Abstract: A process for the preparation of N,N'-bis-trialkylsilyl carbodiimide, according to the following schematic diagram: ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.15 aralkyl, unsubstituted or substituted aryl or heteroaryl or alternatively, R.sub.1 and R.sub.2 together with the silicon atom form a 3 to 12 member heterocyclic group, optionally including oxygen, sulfur, or phosphorus as a second heteroatom, the process comprising: reacting a trialkylsilyl cyanide with cyanamide as a neat mixture to prepare the desired N,N'-bis-trialkylsilyl carbodiimide. The reaction is practically complete in one minute. The compounds so prepared are intermediates in the preparation of polymers and precursors of carbodiimide.Type: GrantFiled: December 2, 1987Date of Patent: August 16, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Khuong H. X. Mai, Ghanshyam Patil
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Patent number: 4695643Abstract: Compounds of the formula Ia ##STR1## in which X and R.sup.1 to R.sup.6 are as defined in the claims, are obtainable by reacting monochlorosilanes of the formula II ##STR2## with tetrasubstituted ethylenes of the formula III ##STR3## X as Cl and Br can be replaced by ester groups of inorganic and organic acids. The compounds of the formula I and those with other ester groups are suitable especially as a protective-group reagent for hydroxyl, mercapto, carboxyl, amino and amide groups.Type: GrantFiled: October 1, 1985Date of Patent: September 22, 1987Assignee: Ciba-Geigy CorporationInventors: Konrad Oertle, Hansjurg Wetter
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Patent number: 4617413Abstract: The present invention relates to new pentacoordinate silicon complexes, the process for their preparation and their application to the preparation of organosilanes.The pentacoordinate silicon complexes according to the invention correspond to the general formula I: ##STR1## in which: R denotes an alkyl, alkenyl, alkynyl, aryl, aralkyl, aralkenyl, aralkynyl or alkylaryl radical in which the aliphatic fragments are linear, branched or cyclic and contain from 1 to 20 carbon atoms,A represents an alkali metal or alkaline earth metal, with the proviso however that A represents neither sodium nor potassium when R is a phenyl radical, andn=1 or 2.Type: GrantFiled: December 24, 1985Date of Patent: October 14, 1986Assignee: Centre National de la Recherche ScientifiqueInventors: Robert J. Corriu, Genevieve E. Cerveau, Claude G. Chuit, Catherine Reye
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Patent number: 4614812Abstract: In the process of preparing compounds containing silicon-carbon bonds by the hydrosilation reaction of a hydrosilyl reactant with an olefinic reactant in the presence of a soluble platinum catalyst, the improvement which comprises operating the process at a temperature below 150.degree. C. and employing, as a reaction promoter, a hydrosilyl compound whereby said hydrosilyl reactant has a composition different from the composition of said promoter and whereby said promoter provides (i) a 20% increase in the amount of silicon-carbon compounds, or (ii) a 20% increase in reaction rate relative to an unpromoted reaction.Type: GrantFiled: December 31, 1985Date of Patent: September 30, 1986Assignee: Union Carbide CorporationInventor: Curtis L. Schilling, Jr.
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Patent number: 4554363Abstract: Process for the preparation of bicyclic ketones containing blocked hydroxy groups, of general Formula I ##STR1## wherein R.sub.1 is the residues --CH.sub.2 OR.sub.2 wherein R.sub.2 means benzyl, dimethyl-tert-butylsilyl, diphenyl-tert-butylsilyl, dimethylphenylsilyl, tribenzylsilyl, or tetrahydropyranyl, ##STR2## with R.sub.2 having the meanings given above, R.sub.4 meaning hydrogen or methyl, and R.sub.5 meaning a straight-chain or branched-chain, saturated or unsaturated alkyl residue which can contain fluorine, chlorine, 1,2-methylene, 1,1-trimethylene, or methoxy substitutents, or a CH.sub.2 --X-Aryl residue with X meaning CH.sub.2 or O and Aryl meaning phenyl or a heterocyclic residue, which residues can be substituted by methyl, methoxy, fluorine, chlorine, bromine, or trifluoromethyl, or ##STR3## with the meanings for R.sub.2, R.sub.4, and R.sub.5 as indicated above, and R.sub.3 having the meanings set forth for R.sub.2, it being possible for R.sub.3 to be identical to R.sub.2 or different from R.sub.Type: GrantFiled: June 23, 1983Date of Patent: November 19, 1985Assignee: Schering AktiengesellschaftInventor: Helmut Vorbrueggen
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Patent number: 4328350Abstract: A novel chemical compound, viz. 1,1,2,2-tetramethyl-1,2-disilacyclobutane has the formula: ##STR1## A method for preparing 1,1,2,2-tetramethyl-1,2-disilacyclobutane comprises reacting vapors of 1,2-bis(dimethylchlorosilyl)ethane with vapors of metallic sodium and/or potassium at a temperature within the range of from 250.degree. to 380.degree. C. under a pressure of vapors of 1,2-bis(dimethylchlorosilyl)ethane of from 0.1 to 10 mm Hg, followed by condensation of vapors of the resultant desired product.Type: GrantFiled: April 30, 1980Date of Patent: May 4, 1982Inventors: Leonid E. Guselnikov, Jury P. Polyakov, Elvira A. Volnina, Nikolai S. Nametkin
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Patent number: 4310680Abstract: A process for the preparation of a halogen silane and an aromatic compound having at least one --C.dbd.O-- of ##STR1## group, while simultaneously effecting cleavage of a siloxane by contacting a compound having at least one aromatically bound mono and/or dihalogen methylene group or an aromatic compound having a mono-, di and or trihalogen methyl group of the formula ##STR2## wherein the aromatic moiety can be optionally otherwise substituted, with a siloxane of the formula ##STR3## wherein each R moiety is independently selected from the group consisting of halogen, alkyl, alkenyl and O-SiR.sub.Type: GrantFiled: December 11, 1980Date of Patent: January 12, 1982Assignee: Dynamit Nobel AGInventors: Hans-Joachim Kotzsch, Jurgen Amort, Hans-Joachim Vahlensieck
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Patent number: 4296240Abstract: Anti-atherosclerotic agents of the formula: ##STR1## wherein R.sup.1 is (a) alkyl having from 1 to 22 carbon atoms; or(b) of the formula ##STR2## in which m is 0, 1 or 2, and each of R' and R" is, independently, hydrogen, halo or lower alkyl or alkoxy; R.sup.2 and R.sup.3 are joined to form with the silicon atom a heterocyclic ring having from 3 to 20 ring members; and R is an aralkyl-, phenyl- tryptophanyl- or benzocycloalkyl-type radical, eg 1-butyl-N-[(2-(4'-methyl-phenyl)-1-phenylethyl]-1-silacyclohexane propanamide, are obtained by reducing corresponding .alpha.,.beta.-unsaturated analogs.Type: GrantFiled: April 24, 1980Date of Patent: October 20, 1981Assignee: Sandoz, Inc.Inventor: Robert E. Damon, II
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Patent number: 4292234Abstract: At least one of an alkoxy alkyl substituted silylazide, an alkoxy alkyl substituted silyl thiosulfenamide, a silacycloalkyl mercaptan and/or a bis(silacycloalkyl) disulfide is employed as a coupling agent or promoter in a silica-filled rubber.The mentioned compounds are novel.Type: GrantFiled: March 30, 1979Date of Patent: September 29, 1981Assignee: Phillips Petroleum Co.Inventor: Albert W. Borel
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Patent number: 4198337Abstract: A silicon peroxide selected from the formulas:(R').sub.4-n --Si--(OOR).sub.n (a) ##STR1## wherein n is an integer of 1-3; R is a t-octyl group in which a tertiary carbon atom is directly bonded to the peroxy group; and R' is selected from alkyl, phenyl, and alkenyl (provided n is not more than 2), and a carbon chain which forms a saturated heterocyclic ring with the silicon atom, each R' group having up to about 10 carbon atoms. Typical is trimethyl (2,4,4-trimethyl-2-pentylperoxy) silane. These molecules are useful as catalysts for curing polyester resins and are particularly advantageous as crosslinking agents for high density polyethylene in that crosslinking is effected at lower temperatures than required by the prior art.Type: GrantFiled: September 25, 1978Date of Patent: April 15, 1980Assignee: Argus Chemical CorporationInventors: Lawrence A. Bock, Reidar Halle