Chalcogen Bonded Directly To Sulfur Patents (Class 556/428)
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Patent number: 5210249Abstract: Organosilicon compounds which contain Bunte salt groups and contain units of the general formula ##STR1## wherein R is a hydrogen atom or a monovalent organic radical, R.sup.1 is a hydrogen atom or a monovalent organic radical, R.sup.2 is a radical --QS.sub.2 O.sub.3 M, where Q is a divalent hydrocarbon radical and M is an alkali metal radical or optionally a substituted ammonium radical, a is 0, 1, 2 or 3, b is 0, 1, 2 or 3, and c is 0, 1, 2 or 3, processes for preparing the organosilicon compounds and their use are described.Type: GrantFiled: September 14, 1992Date of Patent: May 11, 1993Assignee: Wacker-Chemie GmbHInventors: Rudolf Hager, Bernward Deubzer
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Patent number: 5196440Abstract: The compounds of formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 have the meanings given in the specification, as described.The compounds of formula I are active as inhibitors of the enzyme HMG-CoA reductase and can be used in therapy as anti-hypercholesterolemics.Type: GrantFiled: May 4, 1990Date of Patent: March 23, 1993Assignee: Zambon Group S.p.A.Inventors: Giorgio Bertolini, Cesare Casagrande, Francesco Santangelo
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Patent number: 5187311Abstract: Novel methylthiophenol derivatives of the formula (I') and of the formula (IV) and processes for producing said derivatives ##STR1## wherein R is a tert-butyloxy group, a tert-amyloxy group, a p-methoxybenzyloxy group, a 2-(trimethylsilyl)ethoxy group, a 1-adamantyloxy group, a bornyloxy group, or an isobornyloxy group.Type: GrantFiled: September 20, 1991Date of Patent: February 16, 1993Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Mutsuhiko Takeda, Isao Hagiwara, Fumiya Zaima, Shuzabu Sakaguchi
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Patent number: 5162559Abstract: A silylation reagent is useful for preparing binders which are soluble in aqueous alkali and contain silanyl groups in the side chain, comprises a compound having the formula I(A-B.sub.n).sub.m C (I)whereinA denotes a silanyl group containing at least 2 silicon atoms in total linked to each other, but not more than 3 silicon atoms linked to each other in an unbranched chain of silicon atoms;B denotes a bridging group;C denotes a functional group which is capable of forming a covalent bond with an aromatic, aliphatic or cycloaliphatic hydroxyl group;n denotes 0 or 1; andm denotes 1 or 2.Binders prepared with the silylation reagents described are soluble in aqueous alkali and exhibit a high resistance to plasma etching and a high storage stability, and are resistant to rediation with a wavelength of greater than 300 nm.Type: GrantFiled: April 3, 1989Date of Patent: November 10, 1992Assignee: Hoechst AktiengesellschaftInventors: Peter Wilharm, Juergen Fuchs
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Patent number: 5154912Abstract: The peroxides which include the O.sup.17 isotope, especially the hydrogen peroxides and peroxides and hydroperoxides prepared therefrom, are well adapted as nonradioactive labeled compounds for use in the medicinal and biological arts.Type: GrantFiled: September 20, 1990Date of Patent: October 13, 1992Assignee: AtochemInventors: Jean-Pierre Schirmann, Jean-Jacques Barieux
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Patent number: 5130462Abstract: Cyclobutane derivatives of the formulas ##STR1## wherein P is a hydroxy protecting group and X is a leaving group are useful intermediates in the preparation of antiviral compounds.Type: GrantFiled: February 19, 1991Date of Patent: July 14, 1992Assignee: E. R. Squibb & Sons, Inc.Inventors: William A. Slusarchyk, Robert Zahler
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Patent number: 5124467Abstract: The instant invention relates to polysiloxane polyoxyalkylene compounds containing at least one perfluoroalkyl terminated polyoxyalkylene group. These compounds are useful as surfactants and improve or impart properties such as wetting, penetration, spreading, levelling, foam stability, flow properties, dispersion properties and oil and water repellency.Type: GrantFiled: July 20, 1990Date of Patent: June 23, 1992Assignee: Ciba-Geigy CorporationInventors: Juliana Rodgers, Athanasios Karydas
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Patent number: 5116869Abstract: 2-Substituted-2-cyclopentenones represented by the formula (I): ##STR1## wherein A is a hydroxyl group or ##STR2## and B is a hydrogen atom or A and B are bonded together to form one bonding arm;R.sup.1 represents a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms;R.sup.2 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms;R.sup.3 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms; wherein,when R.sup.3 is a single bond bonded to the cyclopentene skeleton, X represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; andwhen R.sup.3 is a double bond bonded to the pentene skeleton, X represents a bonding arm constituting a part of said double bond; andm and n independently represent 0, 1 or 2.Type: GrantFiled: September 3, 1991Date of Patent: May 26, 1992Assignee: Teijin LimitedInventors: Satoshi Sugiura, Atsuo Hazato, Toru Minoshima, Yoshinori Kato, Yasuko Koshihara, Seizi Kurozumi
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Patent number: 5113001Abstract: This invention relates to a process for preparing a sulfophenylalkylsiloxane or a sulfonaphthylalkylsiloxane having either of the following formulae: ##STR1## (a) adding an essentially equimolar ratio of chlorosulfonic acid to a phenylalkyltrichlorosilane or a naphthylalkyltrichlorosilane having either of the following formulae: ##STR2## wherein R of formulae I, II, III, and IV is individually hydrogen, halogen, or an alkyl radical having 1 to 4 carbon atoms; R.sub.1 is an alkylene radical having 2 to 5 carbon atoms; R.sub.2 is R or ##STR3## with the proviso that at least one R.sub.2 be ##STR4## R.sub.3 is --H or ##STR5## with the proviso that at least one R.sub.3 be ##STR6## R.sub.4 is R or --R.sub.1 SiCl.sub.3 with the proviso that at least one R.sub.4 be --R.sub.1 SiCl.sub.3 andn is at least 1,m is 1 or 2,in the presence of thionyl chloride at a temperature of from about 0.degree. to about 100.degree. C.Type: GrantFiled: August 8, 1991Date of Patent: May 12, 1992Assignee: BASF CorporationInventors: Michael C. Welch, Rudolph E. Lisa, Joe C. Wilson
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Patent number: 5091548Abstract: This invention relates to a process for preparing a sulfophenethylsiloxane having either of the following formulae: ##STR1## comprising: (a) adding in essentially equimolar ratio chlorosulfonic acid and a chorosilane having either of the following formulae: ##STR2## wherein R of formulae I, II, III, and IV is individually hydrogen, halogen, or an alkyl radical having 1 to 4 carbon atoms; R.sub.1 is an alkylene radical having 2 to 5 carbon atoms; R.sub.2 is R of ##STR3## with the proviso that at least one R.sub.2 be ##STR4## R.sub.3 is R or --R.sub.1 SiCl.sub.3 with the proviso that at least one R.sub.3 be --R.sub.1 SiCl.sub.3 and n is at least 1, m is 1 or 2; continuously through a mixing nozzle in form of small droplets into a continuous stream of air with a temperature of from about 80.degree. C. to about 150.degree. C. in a reaction vessel to form a solid intermediate and(b) hydrolyzing said intermediate with water.Type: GrantFiled: May 29, 1991Date of Patent: February 25, 1992Assignee: BASF CorporationInventors: P. Davis, J. S. Ku, T. M. Schmitt
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Method for preparing intermediates for the synthesis of steroid side chains in optically active form
Patent number: 5089647Abstract: This invention provides a novel method for the preparation of optically active arylalykylsulfone derivatives, having a chiral center in the alkyl moiety in either the (R)- or the (S)-configuration. These optically active sulfones find use in the stereospecific synthesis of steroid or vitamin D compounds having chiral center at either carbon 24 or carbon 25 of the side chain. The method comprises the steps of reacting an optically active sulfinate ester having a chiral center at sulfur with a racemic alkyl Grignard reagent to obtain a mixture of diastereomeric sulfoxides, separating the mixture of diastereomeric sulfoxides, and oxidizing separately each of the diastereomers to obtain the desired optically active sulfone.Type: GrantFiled: April 11, 1990Date of Patent: February 18, 1992Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman -
Patent number: 5086192Abstract: Disclosed are siloxanyl-substituted diaromatic iodonium salts such as 4-[3-1,1,3,3,5,5,5-heptamethyl siloxanyl propoxy]phenyl-phenyliodonium hexafluoroantimonate. These diaryl iodonium salts are useful as photoinitiators for epoxy containing compounds, especially epoxypolysiloxanes. Also disclosed is a process for the preparation of a siloxanyl-substituted diaromatic iodonium salt.Type: GrantFiled: December 14, 1990Date of Patent: February 4, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl R. Kessel, Tracy R. Woodward
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Patent number: 5075476Abstract: Disclosed is process for producing a sulfonium compound of the general formula (III), comprising reacting alkylthiophenol derivative of the general formula (I) and dialkyl sulfate of the general formula (II) in the presence of at least one inorganic compound selected from the group consisting of alkali metal carbonate, alkali metal hydrogencarbonate, alkaline earth metal hydroxide, alkaline earth metal carbonate, and oxides of Group II metals of the Periodic Table. ##STR1## wherein all the symbols are as defined in the appended claims.Type: GrantFiled: May 29, 1990Date of Patent: December 24, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Mutsuhiko Takeda, Isao Hagiwara, Fumiya Zaima, Shuzabu Sakaguchi
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Patent number: 5068380Abstract: An anionic silicone surfactant, with excellent surface tension lowering properties in aqueous and solvent systems, of the general formula ##STR1## wherein each R.sup.1 is an unsubstituted or halogen-substituted monovalent hydrocarbon group of 1-20 carbon atoms or a trialkylsiloxy group of 1-20 carbon atoms; R.sup.2 is an unsubstituted, halogen-substituted or hydroxyl-substituted bivalent hydrocarbon group of 1-10 carbon atoms, or a corresponding hydrocarbon group wherein no more than half of the carbon atoms are replaced by an oxygen atom; M is a Group A alkali metal or NR.sup.3 R.sup.4 R.sup.5 wherein R.sup.3, R.sup.4 and R.sup.5 are a hydrogen atom or a monovalent hydrocarbon group of 1-20 carbon atoms; and .sub.a is a number which lies in the range 0.ltoreq.a.ltoreq.Type: GrantFiled: December 14, 1989Date of Patent: November 26, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Noriyuki Meguriya, Syuuichi Azechi, Masaki Tanaka
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Patent number: 5026891Abstract: Surface active silicone compounds which have an improved stability at a pH above 9 or below 4, have the general formula ##STR1## wherein each R independently represents an alkyl or aryl group, each R' represents an alkylene group preferably separating neighbouring silicon atoms by up to 3 carbon atoms, each R" independently denotes R or, only if a is 0, the group R.sub.3 SiR'--, Z represents a hydrophilic sulphur, nitrogen or phosphor containing substituent or a carboxy-functional group or a salt thereof, and a has the value 0, 1 or 2.Type: GrantFiled: July 28, 1989Date of Patent: June 25, 1991Assignee: Dow Corning LimitedInventors: Andre R. L. Colas, Franck A. D. Renauld, George C. Sawicki
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Patent number: 5015717Abstract: This invention relates to sulfur containing organopolysiloxane waxes containing(1) at least three mole percent of siloxane units of the formula ##STR1## (2) at least one mole percent of siloxane units selected from the formulas ##STR2## (3) and from 0 to 96 mole percent of siloxane units have the formula ##EQU1## where R is a monovalent hydrocarbon radical having from 1 to 10 carbon atoms, R.sup.1 is an alkyl radical linked to silicon having an average of at least 25 carbon atoms, R.sup.2 is a multivalent radical selected from a hydrocarbon radical having from 2 to 10 carbon atoms which is free of aliphatic unsaturation, a hydrocarbon ether or a hydrocarbon thioether, a is an integer of from 0 to 2, b is an integer of 1 or 2, c is an integer of 1 or 2, d is an integer of from 0 to 2, e is an integer of from 0 to 3, and the sum of a+b is 1, 2 or 3, and the sum of c+d is 1, 2 or 3.Type: GrantFiled: June 26, 1989Date of Patent: May 14, 1991Assignee: Wacker Silicones CorporationInventors: Eugene R. Martin, Roy M. Griswold
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Patent number: 5013854Abstract: An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.Type: GrantFiled: February 2, 1989Date of Patent: May 7, 1991Assignee: Eli Lilly and CompanyInventor: Charles A. Bunnell
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Patent number: 5011975Abstract: A (trans 1-propenyl)disulfide derivative having a distinguished anti-tumor effect, represented by the following general formula: ##STR1## , wherein R is a lower alkylene group and R' is a hydrogen atom or a carboxyl protective group, is prepared by allowing a carboxylic acid thiol derivative, represented by the following general formula:AS--R--COOR', wherein R and R' have the same meanings as defined above and A is a thiol protective group releasable by a halogenating agent, to react with a trans 1-propenethiol derivative represented by the following general formula: ##STR2## , wherein A has the same meanings as defined above, in the presence of a halogenating agent.Type: GrantFiled: July 17, 1989Date of Patent: April 30, 1991Assignee: Nippon Miktron LimitedInventors: Tokiyuki Hiramitsu, Ken-ichi Sakamoto
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Patent number: 4990633Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.Type: GrantFiled: May 4, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
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Patent number: 4950768Abstract: Cyclic disulfonic ester bifunctional cross-linking compounds effective in treating certain types of cancers are described. Initial nucleophilic reaction with the compound produces a negatively charged sulfonic acid end-group which remains attached to the compound until the second nucleophilic crosslinking reaction occurs.Type: GrantFiled: January 16, 1984Date of Patent: August 21, 1990Inventor: Marshall W. Cronyn
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Patent number: 4933510Abstract: Propanol derivatives of formula (I) wherein X is a leaving group; R.sub.1 is H or a protecting group; and R.sub.2 is H, and R.sub.3 is a group--CH.sub.2 Y wherein Y is a leaving group; or R.sub.2 and R.sub.3 together form .dbd.CH.sub.2. The propanol derivatives of the formula (I) are useful as multifunctional alkylating agents.Type: GrantFiled: March 13, 1989Date of Patent: June 12, 1990Assignee: Symbicom AktiebolagInventors: Hans G. Magnusson, Torbjorn Frejd
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Patent number: 4927950Abstract: A fluorine-containing silane compound of the formula: ##STR1## wherein R.sub.f is a fluorine-containing C.sub.4 --C.sub.18 aliphatic group, R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl group, A is a straight or branched C.sub.1 -C.sub.12 alkylene group or a group of the formula: ##STR2## in which R.sup.2 is hydrogen or a C.sub.1 -C.sub.3 acyl group, R.sup.3 is a C.sub.1 -C.sub.6 acyl group, A' is a C.sub.2 -C.sub.8 alkylene group, A" is a C.sub.1 -C.sub.4 alkylene group, and Q is --CO-- or --SO.sub.2 --, B is a group of the formula: ##STR3## in which R.sup.4 and R.sup.5 are each a straight or branched C.sub.2 or C.sub.3 alkylene group, and p is 2 or 3, X is chlorine or a C.sub.1 -C.sub.3 alkoxy group, X' is chlorine or a C.sub.1 -C.sub.3 alkyl or alkoxy group, a phenyl group or a glycidyl group, m is 0 or 1, and n is an integer of 0 to 40, which modifies surface characteristics of a solid substrate.Type: GrantFiled: March 8, 1985Date of Patent: May 22, 1990Assignee: Daikin Industries, Ltd.Inventors: Iwao Hisamoto, Masaru Hirai, Sueyoshi Ishikawa
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Patent number: 4895917Abstract: Organopolysiloxanes with Bunte salt groups linked over carbon atoms are disclosed, as well as methods for the synthesis of these compounds by the reaction of organopolysiloxanes having epoxy groups with, in relation to the epoxy groups, equimolar amounts of Me.sub.2 S.sub.2 O.sub.3, in which Me is an alkali metal or an optionally substituted ammonium group. The compounds may be used for the permanent finishing of fibers or fiber products or for the treatment of hair.Type: GrantFiled: September 29, 1988Date of Patent: January 23, 1990Assignee: Th. Goldschmidt AGInventor: Burghard Gruning
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Patent number: 4894468Abstract: The invention relates to modified silica, substituted with a variety of substituents. There is provided a product termed primary hydroxyl silica where there are attached to the silica substituents bearing a single hydroxyl group. Furthermore there are provided a wide variety of derivatives of such hydroxy-silica, which are of value in affinity chromatography and for various other uses. The products combine the thermal and mechanical stability of the silica used as carrier with the useful properties of the substituents.Type: GrantFiled: May 1, 1987Date of Patent: January 16, 1990Assignee: Yeda Research and Development Co., Ltd.Inventors: Meir Wilchek, Karin Cabrera
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Patent number: 4849127Abstract: Dimethicone copolyol sulfosuccinate compounds obtained from silicone-based monoesters. The dimethicone copolyol sulfosuccinates are obtained by reacting the ethoxylated polyether side chains of dimethicone copolyol with maleic anhydride to form a monoester and then converting the monoester to a sulfosuccinate by sulfonation of the double bond with a metallic sulfite, an amine or with a combination of a metallic sulfite and an amine. Dimethicone copolyol sulfosuccinates are silicone-based compounds which are useful as surfactants for improving the mildness and foam enhancing and stabilizing properties of shampoos and other personal care products.Type: GrantFiled: September 22, 1987Date of Patent: July 18, 1989Assignee: McIntyre Chemical CompanyInventor: Bartley D. Maxon
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Patent number: 4841083Abstract: There is here disclosed a ladder polysilane represented by the general formula (I): ##STR1## wherein n is a positive integer, and R is a halogen atom, a hydrogen atom, a hydroxyl group, an alkyl group, an alkenyl group, an aryl group or an alkoxy group having 20 or less carbon atoms, and the alkyl, alkenyl, aryl or alkoxy group may contain a functional group such as --COOH, --SO.sub.3 H, --NH.sub.2, --NO.sub.2, --NCO, --F, --Cl, --BR, --I or --OH. In addition, a method for preparing the aforesaid ladder polysilane is also disclosed here.Type: GrantFiled: May 27, 1988Date of Patent: June 20, 1989Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yoichiro Nagai, Hideyuki Matsumoto
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Patent number: 4835297Abstract: The invention is directed to a method of preparing sulfenic acid chlorides and sulfenic acid esters with hydrolyzable silyl groups in which an oligosulfane containing silyl groups is chlorinated, the sulfenic acid chloride produced is separated and converted by reaction with an alkali alcoholate to the corresponding sulfenic acid ester.Type: GrantFiled: December 10, 1986Date of Patent: May 30, 1989Assignee: Degussa AktiengesellschaftInventors: Ulrich Deschler, Rudolf Michel, Peter Kleinschmit, Siegfried Wolff
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Patent number: 4831177Abstract: Compounds of formula X ##STR1## in which R.sub.6 is aryl, R.sub.7 is hydrogen, --OH or alkyl, R.sub.8 is alkyl, R.sub.9 is hydrogen, alkyl, alkenyl, aryl, furyl or --CCl.sub.3, when n is 1, R.sub.10 is alkyl, aryl, camphoryl, --CF.sub.3 or fluoro, or when n is 2, R.sub.10 is alkylene or arylene are latent curing catalysts for acid-curable stoving varnishes. On irradiation, the active curing catalysts which lead to acid-catalysed curing of the resins are formed from the compounds of the formula x.Type: GrantFiled: May 4, 1987Date of Patent: May 16, 1989Assignee: Ciba-Geigy CorporationInventors: Rudolf Kirchmayr, Werner Rutsch
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Patent number: 4814471Abstract: Organosilanes and organosiloxanes characterized by the group .tbd.SiQSO.sub.3.sup.- Na.sup.30 in which Q is alkylene or phenylene are prepared by reacting the corresponding mercaptopropylsubstituted silanes and siloxanes with sodium permanganate.The products have surface active properties and are useful as emulsifying agents and for reducing the surface tension of aqueous media.Type: GrantFiled: March 3, 1988Date of Patent: March 21, 1989Assignee: Dow Corning, Ltd.Inventor: Franck A. D. Renauld
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Patent number: 4788319Abstract: A novel isocarbacyclin which is a compound represented by the following formula ##STR1## wherein R.sup.1 represents a hydrogen atom, or a C.sub.1 -C.sub.4 alkyl or alkenyl group; R.sup.2 and R.sup.3 are identical or different and each represents a hydrogen atom, a tri(C.sub.1 -C.sub.7)hydrocarbon-silyl group or a group forming an acetal linkage together with the oxygen atom of the hydroxyl group; R.sup.4 represents a hydrogen atom, a methyl group or a vinyl group; R.sup.5 represents an unsubstituted linear or branched C.sub.3 -C.sub.8 alkyl group which may be interrupted by an oxygen atom, a substituted linear or branched C.sub.1 -C.sub.5 group in which the substituent is a C.sub.1 -C.sub.6 alkoxy group or a phenyl, phenoxy or C.sub.3 -C.sub.10 cycloalkyl group which may be substituted further, a phenyl group which may be substituted, a phenoxy group which may be substituted, or a C.sub.3 -C.sub.Type: GrantFiled: May 1, 1987Date of Patent: November 29, 1988Assignee: Teijin LimitedInventors: Atsuo Hazato, Toshio Tanaka, Noriaki Okamura, Kiyoshi Bannai, Kurozumi, Seizi, Suzuki, Masaaki, Noyori, Ryoji
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Patent number: 4777277Abstract: Silanes and organosiloxanes having the group ##STR1## wherein Q represents an olefinically-saturated divalent hydrocarbon group and Y represents --O--or --NH--.They can be prepared by the reaction of sodium sulphite or sodium bisulphite on the ester or amide ##STR2## and are useful as surface active agents.Type: GrantFiled: March 3, 1988Date of Patent: October 11, 1988Assignee: Dow Corning, Ltd.Inventors: Andre R. L. Colas, Franck A. D. Renauld
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Patent number: 4775497Abstract: An esterification process particularly for the preparation of rosin esters, polyesters and polymeric esters wherein aliphatic or aromatic carboxylic acids are reacted with appropriate alcohols in the presence of catalytic amounts of a mixture of a calcium hydroxyaryl phosphonate and an organosilicon heterocycle, the presence of said mixture serving to reduce the time necessary for complete esterification and to provide esters with increased oxidation stability and better color.Type: GrantFiled: October 24, 1986Date of Patent: October 4, 1988Assignee: Ciba-Geigy CorporationInventors: Stephen D. Pastor, Richard W. Thomas
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Patent number: 4717498Abstract: Dimethiocone copolyol sulfosuccinate compounds obtained from silicone-based monoesters. The dimethicone copolyol sulfosuccinates are obtained by reacting the ethoxylated polyether side chains of dimethicone copolyol with maleic anhydride to form a monoester and then converting the monoester to a sulfosuccinate by sulfonation of the double bond with a metallic sulfite, an amine or with a combination of a metallic sulfite and an amine. Dimethicone copolyol sulfosuccinates are silicone-based compounds which are useful as surfactants for improving the mildness and foam enhancing and stabilizing properties of shampoos and other personal care products.Type: GrantFiled: January 5, 1987Date of Patent: January 5, 1988Assignee: McIntyre Chemical CompanyInventor: Bartley D. Maxon
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Patent number: 4709065Abstract: The novel organosilicon compound of the invention has two polysulfide linkages in a molecule and is represented by the general formula(R.sup.1 O).sub.3 Si--R.sup.2 --S.sub.x --R.sup.3 --S.sub.x --R.sup.2 --Si(OR.sup.1).sub.3,in which R.sup.1 is an alkyl group having from 1 to 4 carbon atoms, R.sup.2 is a divalent hydrocarbon group having from 1 to 10 carbon atoms, R.sup.3 is a divalent hydrocarbon group having from 2 to 10 carbon atoms or a divalent hydrocarbon group additionally containing one or more of the linking units of the formula --O-- or --CO--O-- in the structure and X is a positive integer of from 2 to 6. The compound is useful as an additive in a rubber composition based on natural rubber or a diene-based synthetic rubber and a non-carbon inorganic filler to greatly improve the mechanical properties of the vulcanizate without increasing the Mooney viscosity of the unvulcanized rubber composition.Type: GrantFiled: September 19, 1986Date of Patent: November 24, 1987Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroshi Yoshioka, Ichiro Ono, Hitoshi Uehara
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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: 4681961Abstract: Novel adhesion promoters having, on the one hand, groups capable of forming a stable chemical bond with the surface of silicic acids and silicates (siloxane bond) and, on the other hand, groups capable of forming, during vulcanization, a stable chemical bond with an elastomer (sulfur bridges) are provided. They are consequently suitable as adhesion promoters for the production of vulcanizates exhibiting a favorable filler/elastomer bond. They are oligosulfanes of the formula(RO).sub.3 Si--Y--S.sub.x --Y--Si(OR).sub.3wherein R, Y and x are defined herein, or a mixture of an oligosulfane of this formula (main product) and of a structurally related, substantially dimeric condensation product, which is characterized by a siloxane bond (by-product).Type: GrantFiled: February 10, 1986Date of Patent: July 21, 1987Assignee: Huels AktiengesellschaftInventors: Dieter Zerpner, Roland Streck, Horst G. Haag
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Patent number: 4658044Abstract: Compounds of formula (C) ##STR1## where either R.sup.D represents a hydroxymethyl group and R.sup.E represents a hydroxyl group or R.sup.D represents a protected hydroxymethyl group and R.sup.E represents a protected hydroxyl group or R.sup.E represents a hydroxyl group and R.sup.D represents an ethenyl group and R.sup.F represents a hydroxyl or protected hydroxyl group or a leaving group with the proviso that either R.sup.D represents a protected hydroxymethyl group and R.sup.E represents a protected hydroxyl group or R.sup.F represents a protected hydroxyl group, which compounds are of use as intermediates in the preparation of compounds having antiviral activity.Type: GrantFiled: October 24, 1985Date of Patent: April 14, 1987Assignee: Glaxo Group LimitedInventor: Paul Ravenscroft
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Patent number: 4647644Abstract: Phenylenesulfonate group-containing organopolysiloxanes are disclosed consisting of units represented by the formula: ##STR1## in which R.sup.1 represents --CH.sub.2 --CH.sub.2 -- or CH.sub.3 --CH<, x is equal to a number from 1 to 4 depending on M, and M represents hydrogen or a 1-4 valent metal ion or NH.sub.4, and the free valences of the oxygen atoms are saturated by silicon atoms of further groups of formula (1) and/or by cross-linking agents and/or by nonsulfonated phenylene units represented by the formula: ##STR2## A method for the preparation of the phenylenesulfonate group containing organopolysiloxanes, as well as the use of said substances as strongly acidic cation exchangers is also disclosed.Type: GrantFiled: May 21, 1986Date of Patent: March 3, 1987Assignee: Degussa AktiengesellschaftInventors: Peter Panster, Peter Kleinschmit
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Patent number: 4645844Abstract: Novel and known functionally substituted phenoxyalkyl-, thiophenoxyalkyl- and pyridyloxyalkylsilanes are prepared by reacting substantially equimolar amounts of an alkali- or alkaline earth metal phenoxide, thiophenoxide or pyridyloxide with a haloalkylsilane under anhydrous conditions using a dipolar, aprotic solvent in combination with a liquid hydrocarbon.Type: GrantFiled: July 20, 1983Date of Patent: February 24, 1987Assignee: M&T Chemicals Inc.Inventors: Abe Berger, Irwin B. Silverstein
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Patent number: 4603208Abstract: Novel polyprenyl compounds have the general formula: ##STR1## represents a cis-isoprene unit, n is an integer of 11-19, Z.sup.1 is --CH.sub.2 OH or a functional precursor thereof, and either one of R.sup.1 and R.sup.2 is a hydrogen atom and the other is --S(O).sub.m R.sup.3 in which m is an integer of 0 (zero), 1 or 2 and R.sup.3 is a phenyl, naphthyl, pyridyl or thiazolinyl group or such group substituted with at least one lower alkyl and/or halogen substituent. The topic novel polyprenyl compounds can be synthesized from derivatives of the polyprenol which is obtainable from leaves of Ginkgo biloba or Cedrus deodara, among others, by extraction, if necessary followed by hydrolytic treatment. The novel polyprenyl compounds can be converted to mammalian dolichols or precursors thereof by reductive elimination of the --S(O).sub.m R.sup.3 group.Type: GrantFiled: February 10, 1983Date of Patent: July 29, 1986Assignee: Kuraray Co., Ltd.Inventors: Takashi Onishi, Shigeaki Suzuki, Fumio Mori, Tetsuo Takigawa, Yoshiji Fujita, Masao Mizuno, Takashi Nishida
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Patent number: 4578504Abstract: Polymerizable monomer compounds selected from the group having the formulae: ##STR1## wherein R is hydrogen or methyl;X is fluoro, chloro, bromo, iodo, hydroxyl, perfluoroalkylsulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, benzoyloxy, or trichloroacetoxy;Y is trichloroacetyl, perfluoroacyl of the formula ##STR2## trialkylsilyl of the formula [CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si-- or hydrogen,wherein n is zero to six; and m is zero to three, with the proviso that when Y in Formula I or II is hydrogen, X is selected from fluoro, chloro, bromo, iodo in Formulas I and II, and additionally from hydroxyl in Formula I, are disclosed. Polymers and copolymers of the invention are useful for preparing hydrogel processed articles such as contact lenses, and when dissolved in solvents they can be coated onto articles and then hydrolyzed to provide hydrogel coatings.Type: GrantFiled: June 3, 1983Date of Patent: March 25, 1986Assignee: Minnesota Mining and Manufacturing CompanyInventor: W. James Hammar
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Patent number: 4575559Abstract: This invention relates to a process for preparing certain sulfophenethylsiloxanes by reacting nearly equimolar amounts of chlorosulfonic acid with certain phenethyltrichlorosilanes in the presence or absence of a solvent according to the specified reaction conditions.Type: GrantFiled: February 12, 1985Date of Patent: March 11, 1986Assignee: BASF Wyandotte CorporationInventors: Edward J. Panek, Thomas M. Schmitt, Pauls Davis, Jen-Sheng Ku
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Patent number: 4558147Abstract: 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: August 26, 1983Date of Patent: December 10, 1985Assignee: General Electric CompanyInventors: Richard P. Eckberg, Richard A. Striker, Frank J. Modic
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Patent number: 4552700Abstract: Organopolysiloxanes are described with the same or different units of the formula:(O.sub.3/2 Si-R.sup.1 -SO.sub.3.sup.-).sub.x M.sup.x+ (1)in which R.sup.1 is alkyl, x is dependent on M and signifies a number from 1 to 4 and M represents hydrogen or a mono- to tetravalent metal ion and the valences of the oxygen atoms are saturated by silicon atoms of other groups of the formula (1), optionally by inserting cross-linking silicon, titanium or aluminum compounds and/or by di-, tri- and tetrasulfide units of the formula: ##STR1## in which the substituents R.sup.1 have the same meaning as in (1) and can be the same or different, wherein the ratio of the sum of silicon atoms in (1) and (2) to the silicon, titanium and aluminum atoms of the cross-linking agent ranges from 1:0 to 1:10. Furthermore, the method of obtaining the organopolysiloxanes containing sulphonate groups and the use thereof as strongly acidic cation exchangers are described.Type: GrantFiled: June 23, 1983Date of Patent: November 12, 1985Assignee: Degussa AktiengesellschaftInventors: Peter Panster, Horst Grethe, Peter K. Kleinschmit
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Patent number: 4537595Abstract: Organopolysiloxanes with Bunte salt groups having the formula ##EQU1## the Bunte salt groups being linked to a silicon atom by way of a carbon atom and in whichR.sup.1 is methyl with the proviso that up to 10% of the R.sup.1 groups may be alkyl with up to 18 carbon atoms or vinyl phenyl, hydrogen or hydroxyl,R.sup.2 is the ##STR1## group or the ##STR2## group, in which one of the R.sup.3, R.sup.4 groups represents an OH group and the other an --S.sub.2 O.sub.3 Me group (Me=alkali or the optionally substituted ammonium group), whereby the R.sup.3 and R.sup.4 radicals can be hydroxyl or together the oxygen of an oxirane ring in an amount up to 50% of the R.sup.2 group,a has any value from 1 to 2.33 andb has any value from 0.02 to 1.The compounds can be synthesized from the corresponding organopolysiloxanes having epoxy groups by reaction with alkali or ammonium thiosulfate and used for the surface treatment of inorganic or organic materials, for example, textiles, paper or rock wool.Type: GrantFiled: June 28, 1984Date of Patent: August 27, 1985Assignee: TH. Goldschmidt AGInventors: Burghard Gruning, Ulrich Holtschmidt, Gotz Koerner
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Patent number: 4529710Abstract: (CH.sub.3).sub.3 SiNSO is produced by the reaction of ((CH.sub.3).sub.3 Si).sub.2 NH with SO.sub.2. Also produced in the reaction are ((CH.sub.3).sub.3 Si).sub.2 O and a new solid compound [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ]. Both (CH.sub.3).sub.3 SiNSO and [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ] have fluorescent properties. The reaction of the subject invention is used in a method of measuring the concentration of SO.sub.2 pollutants in gases. By the method, a sample of gas is bubbled through a solution of ((CH.sub.3).sub.3 Si).sub.2 NH, whereby any SO.sub.2 present in the gas will react to produce the two fluorescent products. The measured fluorescence of these products can then be used to calculate the concentration of SO.sub.2 in the original gas sample. The solid product [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ] may be used as a standard in solid state NMR spectroscopy, wherein the resonance peaks of either .sup.1 H, .sup.13 C, .sup.15 N, or .sup.29 Si may be used as a reference.Type: GrantFiled: May 9, 1983Date of Patent: July 16, 1985Assignee: The United States of America as represented by the United States Department of EnergyInventors: Leonard D. Spicer, Dennis W. Bennett, Jon F. Davis
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Patent number: 4503243Abstract: Hindered silane compounds of the formula ##STR1## are prepared by the reaction of the appropriate silane and phenol compounds, said hindered silanes being useful as stabilizers of organic polymers such as polyolefins, vinyl halide polymers, elastomers, polyesters and polycarbonates.Type: GrantFiled: January 12, 1983Date of Patent: March 5, 1985Assignee: Eisai Co., Ltd.Inventors: John D. Spivack, Stephen D. Pastor
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Patent number: 4499190Abstract: (CH.sub.3).sub.3 SiNSO is produced by the reaction of ((CH.sub.3).sub.3 Si).sub.2 NH with SO.sub.2. Also produced in the reaction are ((CH.sub.3).sub.3 Si).sub.2 O and a new solid compound [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ]. Both (CH.sub.3).sub.3 SiNSO and [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ] have fluorescent properties. The reaction of the subject invention is used in a method of measuring the concentration of SO.sub.2 pollutants in gases. By the method, a sample of gas is bubbled through a solution of ((CH.sub.3).sub.3 Si).sub.2 NH, whereby any SO.sub.2 present in the gas will react to produce the two fluorescent products. The measured fluorescence of these products can then be used to calculate the concentration of SO.sub.2 in the original gas sample. The solid product [NH.sub.4][(CH.sub.3).sub.3 SiOSO.sub.2 ] may be used as a standard in solid state NMR spectroscopy.Type: GrantFiled: May 9, 1983Date of Patent: February 12, 1985Assignee: The United States of America as represented by the United States Department of EnergyInventors: Leonard D. Spicer, Dennis W. Bennett, Jon F. Davis
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Patent number: 4459421Abstract: (CH.sub.3).sub.3 SiNSO is produced by the reaction of ((CH.sub.3).sub.3 Si).sub.2 NH with SO.sub.2. Also produced in the reaction are ((CH.sub.3).sub.3 Si).sub.2 O and a new solid compound [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ]. Both (CH.sub.3).sub.3 SiNSO and [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ] have fluorescent properties. The reaction of the subject invention is used in a method of measuring the concentration of SO.sub.2 pollutants in gases. By the method, a sample of gas is bubbled through a solution of ((CH.sub.3).sub.3 Si).sub.2 NH, whereby any SO.sub.2 present in the gas will react to produce the two fluorescent products. The measured fluorescence of these products can then be used to calculate the concentration of SO.sub.2 in the original gas sample. The solid product [NH.sub.4 ][(CH.sub.3).sub.3 SiOSO.sub.2 ] may be used as a standard in solid state NMR spectroscopy.Type: GrantFiled: August 10, 1982Date of Patent: July 10, 1984Assignee: The United States of America as represented by the United States Department of EnergyInventors: Leonard D. Spicer, Dennis W. Bennett, Jon F. Davis
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Patent number: 4431832Abstract: This invention relates to polymeric organosilicon compounds containing aryl radicals and to a method for improving the gliding or slipping properties of organic fibers treated therewith. The polymeric organosilicon compounds are represented by the formulaM.sub.a R.sub.b Si{[(OSiR.sub.2).sub.n D].sub.m (OSiR.sub.2).sub.n OSiR.sub.3-d M.sub.d }.sub.4-a-bin which R is hydrocarbon or substituted hydrocarbon radical, D represents radicals of the formula--X.sub.a A--X.sub.a (A--X.sub.a).sub.c --,X represents the groups: ##STR1## --NR'--, --O--, --S--, --SO.sub.2 --, --R"--, --NR'R", ##STR2## --OR"--, --SR"--, --SO.sub.2 R", where R' is hydrogen or R, R" is a bivalent aliphatic hydrocarbon radical, A is a bivalent or substituted bivalent aromatic hydrocarbon radical, M represents radicals of the formula--X.sub.a --A--X.sub.a (A--X.sub.a).sub.c H,a is 0 or 1, b is 0, 1 or 2, c is 0 or a number of from 1 to 5, m is 0 or a number of from 1 to 20, n is a number of from 1 to 1,000 with the proviso that at least one OSiP.Type: GrantFiled: August 24, 1982Date of Patent: February 14, 1984Assignee: Wacker-Chemie GmbHInventors: Peter Huber, Peter August, Helga Lampelzammer, Willi Primas