Chalcogen Bonded Directly To Silicon Patents (Class 556/405)
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Patent number: 6528673Abstract: Disclosed herein is a process for the manufacture of a blocked mercaptosilane wherein the process is selected from the group consisting of: (1) reacting a mercaptosilane and a monoacid anhydride corresponding to a thioester group present in the desired product; (2) reacting an alkali salt of a mercaptosilane with the appropriate acid anhydride or acid halide; (3) transesterifying a mercaptosilane and an ester in the presence of an alkali metal of an acid corresponding to the ester; (4) transesterifying a thioester silane and another ester; (5) transesterifying a 1-sila-2-thiacyclopentane or a 1-sila-2-thiacyclohexane and an ester; and (6) reacting an alkali metal salt of a thioacid with a haloalkylsilane.Type: GrantFiled: November 9, 2001Date of Patent: March 4, 2003Assignee: Crompton CorporationInventors: Richard W. Cruse, Robert J. Pickwell, Keith J. Weller, Eric R. Pohl
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Patent number: 6521769Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include chiral C1-C6 TunaPhos ligands. The ruthenium TunaPhos complex reduces ketones to the corresponding alcohols with 95-99.6% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation, hydride transfer, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, isomerization, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.Type: GrantFiled: September 19, 2000Date of Patent: February 18, 2003Assignee: The Penn State Research FoundationInventor: Xumu Zhang
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Patent number: 6465549Abstract: The present invention relates to siloxy compounds of the formulae wherein R1, R2 and R3 are independently selected from the group consisting of alkoxy radicals having from 1 to 8 carbon atoms; R4 is selected from the group consisting of alkylene groups having from 1 to 15 carbon atoms and arylene and alkyl substituted arylene groups having from 6 to 10 carbon atoms; R5 is selected from the group consisting of alkyl groups having from 1 to 15 carbon atoms, aryl and alkyl substituted aryl groups having 6 to 10 carbon atoms; x is 3 when M is Al and x is 4 when M is selected from the group consisting of C, Ti, Si and Zr.Type: GrantFiled: February 12, 2002Date of Patent: October 15, 2002Assignee: The Goodyear Tire & Rubber CompanyInventor: Thierry Florent Edme Materne
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Patent number: 6465649Abstract: Disclosed are methods for the dealkylation of phosphonate esters by use of trimethylchlorosilane as the dealkylating agent. In particular, this invention is directed to the discovery that high yields for the dealkylation of phosphonate esters can be achieved within relatively short reaction times by the use of trimethylchlorosilane provided that the dealkylation procedure occurs in a sealed vessel containing a compatible solvent.Type: GrantFiled: August 17, 2000Date of Patent: October 15, 2002Assignee: Gilead Sciences, Inc.Inventors: Arnold J. Gutierrez, Ernest J. Prisbe, John C. Rohloff
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Publication number: 20020107413Abstract: Compounds of the formula I 1Type: ApplicationFiled: October 22, 2001Publication date: August 8, 2002Inventors: Jean-Pierre Wolf, Beat Michael Aebli, Gebhard Hug
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Patent number: 6417380Abstract: Compounds having the formula: wherein T is a polycycloalkylidene group (e.g., adamant-2-ylidene); R is a C1-20 alkyl, aralkyl or cycloalkyl group; and Y is a fluorescent chromophore (e.g., m-phenylene), produced by reacting a compound having the formula: with an R-ylating agent (e.g., R2 SO4) in the presence of an alkali metal alkoxide in a polar aprotic solvent. Also, compounds having the formula: are produced by reacting a compound having the formula: with wherein X is an electronegative leaving group (e.g., a halogen anion such as chloride ion) in the presence of a Lewis base (e.g., a trialkyl-amine) dissolved in an aprotic organic solvent (e.g., benzene or toluene). Also, compounds having the formula are produced by reacting a compound of the formula with a tetra-O-acylated-O-hexopyranoside halide, then hydrolyzing off the protective acyl groups.Type: GrantFiled: August 2, 2000Date of Patent: July 9, 2002
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Patent number: 6414139Abstract: Novel silicon amphiphilic compounds which comprise a silicon residue. The silicon amphiphilic compounds are particularly suitable for use in compositions for diagnostic imaging, such as ultrasound. Compositions of the silicon amphiphilic compounds comprise a gas or gaseous precursor, and may take the form of vesicle compositions, such as micelles or liposomes.Type: GrantFiled: September 3, 1996Date of Patent: July 2, 2002Assignee: Imarx Therapeutics, Inc.Inventors: Evan C. Unger, Dekang Shen, Guanli Wu
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Patent number: 6399805Abstract: Compounds of the formula I R1 and R2 independently of one another are C1-C20alkyl, OR11, CF3 or halogen; R3, R4 and R5 independently of one another are hydrogen, C1-C20alkyl, OR1 or halogen; R6, R7, R8, R9 and R10 independently of one another are hydrogen, C1-C20alkyl; C2-C20alkyl which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted by OH and/or SH; or R6, R7, R8, R9 and R10 are OR11, SR11, N(R12)(R13), phenyl or halogen; R11 is C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl which is interrupted once or more than once by O or S and which is unsubstituted or substituted by OH and/or SH; R12 and R13 independently of one another are hydrogen, C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted by OH and/or SH; or R12 and R13 together are C3-C5alkylene which can be interrupted by O, S or NR14; R14 is hydrogType: GrantFiled: February 5, 2001Date of Patent: June 4, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Jean-Pierre Wolf, Beat Michael Aebli, Gebhard Hug
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Patent number: 6350891Abstract: Phosphonitrile halides are prepared employing the use of disilazanes. The resultant products may be further reacted with cyclosiloxanes to form siloxane containing phosphonitrile halides.Type: GrantFiled: December 9, 1999Date of Patent: February 26, 2002Assignee: Dow Corning LimitedInventors: David Eglin, Jean de la Cro Habimana, Sarah Louise O'Hare, Richard Taylor
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Patent number: 6339166Abstract: Methods have been developed to produce phosphazene modified organic or siloxane polymers. The method includes (a) providing an organic or siloxane polymer comprising phosphine units, and (b) reacting the organic or siloxane polymer with a phosphazene azide compound under conditions wherein the phosphazene azide compound is bound to the phosphine unites in the polymer, thereby producing the phosphazene-modified organic or siloxane polymer. The organic polymer of step (a) is produced by reacting a first monomer comprising phosphine with a second monomer via free radical or anionic polymerization techniques to produce the organic polymer comprising phosphine units. The first and second monomers can be identical. A wide variety of organic polymer backbones can be modified using these techniques.Type: GrantFiled: May 7, 2001Date of Patent: January 15, 2002Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Thomas J. Hartle, Michael B. McIntosh, Nicolas J. Sunderland, Robbyn Prange, Jonathan P. Taylor
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Patent number: 6287767Abstract: A chemiluminescent assays for the determination of the presence or amount of a biopolymer in bound assays using 1,2-dioxetanes in connection with AttoPhos™ as chemiluminescent substrates for enzyme-labeled targets or probes is provided. Further disclosed is a kit for conducting a bioassay for the presence or concentration of a biopolymer comprising a) an enzyme complex; b) a 1,2-dioxetane; and c) AttoPhos™.Type: GrantFiled: November 12, 1998Date of Patent: September 11, 2001
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Patent number: 6274753Abstract: Process for the preparation of sulfur- and phosphorus-containing compounds of the formula: [R1n(R2O)3−n—Si—Alk—S—]3P═S in which halogen-containing silanes of the formula R1n(R2O)3−n—Si—Alk—Hal are reacted with phosphorus pentasulfide (P4S10) and a metal sulfide.Type: GrantFiled: November 13, 2000Date of Patent: August 14, 2001Assignee: Degussa AGInventors: Roland Krafczyk, Jörg Münzenberg, Gerd Rainhard Zezulka
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Patent number: 6245924Abstract: The invention relates to a series of novel quaternized silicone fluorinated dimethicone copolyol phosphates. This class of compounds are outstandingly mild detergents and emulsifiers that provide breathable barriers when applied to hair and skin. These emulsions allow for delivery of barriers to the skin that allow for the passage of water and air through the barrier, but do not allow for the passage of oils. The compounds of the present invention are prepared by reacting a the aqueous salt a fluoro dimethicone copolyol phosphate disclosed in U.S. Pat. No. 6,087,517 with a 3-chloro-2-hydoxypropyl-quaternary compound.Type: GrantFiled: October 12, 2000Date of Patent: June 12, 2001Assignee: Phoenix Research Corp.Inventor: John Imperante
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Patent number: 6235920Abstract: The present invention relates to a method for preparing a functional halosilanes by reacting A) a cyclic silyl ether having the formula wherein each R is independently selected from a hydrocarbyl group or a halogen-substituted hydrocarbyl group having 1 to 20 carbon atoms, each R′ is independently selected from a group consisting of hydrogen and R and b is 3, 4 or 5; and (B) a halogen-functional compound having a formula selected from wherein Q is a monovalent group having 2 to 20 carbon atoms selected from alkenyl groups, aralkenyl groups or a heterocyclic hydrocarbyl group having oxygen, nitrogen or sulfur hetero atoms in its ring, G is an m-valent organic group, m is at least 2, X is halogen, R″ is independently selected from hydrocarbyl groups or halogen-substituted hydrocarbyl groups having 1 to 20 carbon atoms, j is an integer having a value of 1 to 3 and k is an integer having a value of 1 to 3.Type: GrantFiled: July 19, 1999Date of Patent: May 22, 2001Assignee: Dow Corning CorporationInventors: Michael Kang-Jen Lee, Aroop Kumar Roy
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Patent number: 6231786Abstract: In the fluorinated azoles of the formula (I) R1(—A1)a—T—(A2—)b(M—A3—)cR2 (I) the symbols and indices have -the following meanings: T is undirected and is 4-fluorothiazole-2,5-diyl, 5-fluorothiazole-2,4-diyl, 4-fluorooxazole-2,5-diyl, 5-fluorooxazole-2,4-diyl or 4-fluoroisoxazole-2,5-diyl; R1 and R2 are identical or different and are hydrogen or a straight-chain or branched C1-20-alkyl or C2-20-alkenyl radical (with or without asymmetrical carbon atoms); A1, A2 and A3 are identical or different and are, for example, phenylene-1,4-diyl or cyclohexane-1,4-diyl; M is undirected and is —OC(═O)—, —OCH2—, —CH2CH2—, —OC(═O)CH2CH2—, —OCH2CH2CH2—, —C≡C—, —CH2CH2CH2CH2— or a single bond; a, b and c, independently of one another, are 0 or 1, with the proviso that the sum a+b+c is 1 or 2.Type: GrantFiled: January 18, 2000Date of Patent: May 15, 2001Assignee: Clariant GmbHInventors: Rainer Wingen, Barbara Hornung, Ayako Ogawa, Wolfgang Schmidt
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Patent number: 6225489Abstract: Phospholipid compositions that may be represented by the following general formula: wherein: A is selected from H, M, and R—Y—; A1 is selected from H, OH, OM and R—Y—O—; x is 0 or an integer from 1 to 5; M is a cation; Y is alkylene or substitued alkylene; and R is a mixture of quaternized amidoamine and/or amine moieties selected from the group consisting of: a) a quaternized organosilicone amidoamine moiety of the formula: b) a quaternized organosilicone tertiary amine moiety of the formula: or a mixture of the quaternized organosilicone amidoamine moiety “a” and/or quaternized tertiary amine moiety “b” above and the moieties: c) a quaternized organic amidoamine moiety of the formula: d) an organic quaternized tertiary amine moiety of the formula: with the proviso that wherein R is a mixture of organosilicone amine and organic amine moieties, at leastType: GrantFiled: December 16, 1994Date of Patent: May 1, 2001Assignee: Mona Industries, Inc.Inventors: Dennis L. Fost, Abe Berger
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Patent number: 6197986Abstract: Organo silicon compound having the following general formula (I): R4—Si (OR1) (OR2) (R3) (I) where R1 and R2 each one independently represent an atom of hydrogen or an alkyl group, R3 represents an hydrogen atom, an hydroxyl group, an amine group, an alkyl group, an alkoxy or a carboxylate group, and at least one of the OR1, OR2 or R3 groups represents an hydroxyl group, R4 represents an alkyl group substituted or not by a functional group such as, notably, an alkyl phosphate group or an alkyl phosphonate group, or any other group for which the R4—Si bond is not hydrolyzable, and the compound: is in solid form, and/or is possibly associated with at least one stabilizer, and/or is possibly associated with at least one dispersant.Type: GrantFiled: March 24, 1998Date of Patent: March 6, 2001Assignee: Exsymol S.A.M.Inventors: Marie-Christine Seguin, Jean Gueyne
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Patent number: 6175028Abstract: The present invention relates to a (a) novel silicone phosphate ester, (b) a method for preparation of said phosphate ester and (c) application of said phosphate ester in industrial and personal care applications. The compounds of the present invention are made by reacting certain epoxy containing silicone compounds and a salt of an alkyl phosphate ester under aqueous conditions. The resulting compound is quite stable and offers excellent emulsification properties.Type: GrantFiled: February 28, 2000Date of Patent: January 16, 2001Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 6121253Abstract: This invention relates to prostaglandin-bisphosphonate conjugates. These conjugates are effective for treating or preventing bone diseases such as osteoporosis. These conjugates simultaneously deliver a prostaglandin agent for increasing bone formation and a bisphosphonate agent for inhibiting bone resorption.Type: GrantFiled: November 15, 1999Date of Patent: September 19, 2000Assignee: Merck Frosst Canada & Co.Inventors: Yongxin Han, Robert N. Young, Laurent Gil, Rejean Ruel
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Patent number: 6111002Abstract: The preparation of an aqueous dispersion can be based on at least one water-insoluble organopolymer, on at least one water-dispersible silicon compound and on at least one water-soluble or dispersible phosphorus compound.Type: GrantFiled: July 14, 1999Date of Patent: August 29, 2000Assignee: Wacker-Chemie GmbHInventors: Wolfgang Doring, Jurgen Stohrer, Richard Goetze
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Patent number: 6087517Abstract: The invention relates to a series of novel silicone fluorinated dimethicone copolyol phosphates. This class of compounds provides breathable barriers when applied to textiles and paper and by vityue of the anionic group present forms very stable emulsions. These emulsuions allow for delivery of barriers to the skin that allow for the passage of water and air through the barrier, but do not allow for the passage of oils. The compounds of the present invention are prepared by reacting a fluoro dimethicone copolyol disclosed in U.S. Pat. No. 5,446,144 with a suitable phosphating agent.Type: GrantFiled: December 13, 1999Date of Patent: July 11, 2000Assignee: Phoenix Research Co.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5990334Abstract: Ionic organosilicon compounds comprising siloxane units of the formulaA.sub.a R.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I),in whichR is an identical or different, optionally halogenated hydrocarbon radicals having 1 to 12 carbon atoms or radicals of the formulae--R'--((NHCH.sub.2 CH.sub.2).sub.o --(N.sup.+ H.sub.2 CH.sub.2 CH.sub.2).sub.p --N.sup.(x+q-2)+ H.sub.x R".sub.q).sub.d-1 (II)--R'--(SH).sub.d-1 (III)or--R'--(Z--C (O)--CR'"=CH.sub.2).sub.d-1 (IV)in whichR', R", Z, R'", o, p, q, x, d, X and A have the meaning given in claim 1 anda is 0 or 1,b is 0, 1, 2 or 3,c is 0, 1, 2 or 3and the sum a+b+c is.ltoreq.Type: GrantFiled: December 9, 1997Date of Patent: November 23, 1999Assignee: Wacker-Chemie GmbHInventors: Thomas Hierstetter, Jochen Dauth, Birgit Peschanel, Bernward Deubzer
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Patent number: 5935947Abstract: There are described compounds of the formula I ##STR1## in which R.sup.1 is (C.sub.1 -C.sub.10)-alkyl, (C.sub.1 -C.sub.8)-alkanoyl, (C.sub.6 -C.sub.10)-aryl or Het, each of which can be substituted by halogen, --OH, --NH.sub.2, --NH--CO--R.sup.7, --O--CO--R.sup.7 and --N--(R.sup.8).sub.2 where R.sup.7 =(C.sub.1 -C.sub.6)-alkyl and R.sup.8, independently of one another, is hydrogen or (C.sub.1 -C.sub.2)-alkyl or in which R.sup.1 is the radical of the formula II ##STR2## in which n is an integer from 3 to 10, m is zero to 3, R.sup.6, independently of one another, is (C.sub.1 -C.sub.6)-alkyl which is optionally substituted by halogen or --NH--CO--R.sup.7, where R.sup.7 =(C.sub.1 -C.sub.6)-alkyl, and X is absent or is (C.sub.1 -C.sub.10)-alkyl, and R.sup.2, R.sup.3, R.sup.4 or R.sup.5, independently of one another, are hydrogen, (C.sub.1 -C.sub.5) -alkyl, lithium, sodium, potassium or Si(R), where R=(C.sub.1 -C.sub.Type: GrantFiled: December 12, 1997Date of Patent: August 10, 1999Assignee: Hoechst AktiengesellschaftInventors: Christoph Naumann, Katsuhiro Yoshikawa, Kazuyuki Kitamura, Mizuho Inazu
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Patent number: 5912374Abstract: The present invention relates to asymmetrical siloxy compounds of the formulae ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of alkoxy radicals having from 1 to 8 carbon atoms; R.sup.4 is selected from the group consisting of alkylene groups having from 1 to 15 carbon atoms and arylene and alkyl substituted arylene groups having from 6 to 10 carbon atoms; R.sup.Type: GrantFiled: August 13, 1997Date of Patent: June 15, 1999Assignee: The Goodyear Tire & Rubber CompanyInventors: Giorgio Agostini, Thierry Florent Edme Materne, Marc Junio, Friedrich Visel, Uwe Ernst Frank
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Patent number: 5872272Abstract: The present invention relates to polyvalent metal salts of a phosphoric diester represented by formula (1) and organo(poly)siloxanes modified with a polyvalent metal salt of a phosphoric diester having the structural units represented by formulae (9) and (10): ##STR1## wherein R.sup.1 represents a C1 to C20 linear or branched alkyl group, R.sup.2 and R.sup.4 are the same or different and independently represent a C2 to C3 linear or branched alkylene group, R.sup.3 represents a C3 to C20 linear or C5 to C20 branched alkylene group, A represents a group --COO-- or --O--, x and y are the same or different from each other and independently represent an integer of 0 to 10, L represents a C1 to C40 linear or branched alkyl group or a group, R.sup.1 --(OR.sup.2).sub.x --A--R.sup.3 (OR.sup.4).sub.y -- wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, A, x and y have the same meaning as defined herein before, M represents a divalent or polyvalent metal atom, and m represents the same value as the valence of M.Type: GrantFiled: June 15, 1995Date of Patent: February 16, 1999Assignee: Kao CorporationInventors: Shinji Yano, Junichi Fukasawa, Hironori Kawasaki, Munehisa Okutsu, Takeshi Ihara, Katsumi Kita, Yoshiaki Fujikura, Akira Akaogi
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Patent number: 5849313Abstract: A silicone-containing phospholipid having the general formula: ##STR1## wherein: A is selected from H, M or R.sub.9 --Y--;A.sub.1 is selected from H, OH, OM or R.sub.9 --Y--O--;M is a cation;Y is alkylene;x is 0 or an integer from 1-5; andR.sub.9 is a mixture of a organosilicone carboxyl functional moiety of the formula: ##STR2## wherein: R.sub.10 is the silicone backbone chain to which at least one pyrrolidone containing carboxyl functional group is attached;F is linear or branched alkylene of 1-12 carbon atoms;X.sup.- is an anion;n is 0 or 2;n.sup.1 is 0 or 1;n.sup.2 is 0 or 1;B is --NR.sub.11 sulfur or oxygen, wherein R11 hydrogen or lower alkyl (C.sub.1-6); andd is one or greater;an organic amidoamine moiety and/or an organic tertiary amine moiety.Type: GrantFiled: April 7, 1997Date of Patent: December 15, 1998Assignee: Mona Industries, Inc.Inventors: Dennis L. Fost, Abe Berger
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Patent number: 5792881Abstract: The invention relates to hydrolyzable and polyadditive silanes, a method of heir production and of their use in the production of (hetero) silicic acid polycondensates and of polyadducts. The silanes in accordance with the invention have the general formula?(HS--R.sup.5).sub.n R.sup.6 --S--E--R.sup.5 !.sub.a SiX.sub.x R.sup.3.sub.4-a-x (I)in which the groups and indices are equal or different and have the following meaning:E=--CO--NH--, CS--NH--, --CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH(OH)--;R.sup.3 =alkyl, alkenyl, aryl, alkylaryl or arylalkyl each with 1 to 15 carbon atoms, whereby these groups may be interrupted by oxygen or sulfur atoms, by ester, carbonyl, amide or amino groups;R.sup.5 =Alkene, arylene, arylenealkene or arylenealkene each with 1 to 15 carbon atoms, whereby these groups may be interrupted by oxygen or sulfur atoms, by ester, carbonyl, amide or amino groups;R.sup.Type: GrantFiled: March 5, 1997Date of Patent: August 11, 1998Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.Inventors: Herbert Wolter, Werner Storch
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Patent number: 5756792Abstract: The subject invention encompasses a method for producing phosphorus acid ester derivatives of silicon-hydroxy groups found on the surface of solid silica gel or zeolites.Type: GrantFiled: August 15, 1994Date of Patent: May 26, 1998Assignee: University of MassachusettsInventors: Ivan Lukes, Louis DuBose Quin
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Patent number: 5703258Abstract: A flame retardant organic silicon and phosphorus containing compound is produced by reacting a silicon halides compound with an organic phosphorus compound to produce an organic silicon and phosphorus halides compound which is then reacted with an organic compound to produce an organic silicon and phosphorus containing compound. This organic silicon and phosphorus containing compound is incorporated in an otherwise more flammable organic material under reaction conditions and in an amount sufficient to reduce the combustibility of the otherwise more flammable organic material. The organic silicon and phosphorus containing compound may also be utilized as coating agents, adhesives, surfactants, insecticides, hydraulic fluid and other uses.Type: GrantFiled: November 20, 1996Date of Patent: December 30, 1997Inventor: David H. Blount
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Patent number: 5693840Abstract: A mixture of silicon and phosphorus are heated and reacted with halide to produce silicon tetrahalides, silicon-phosphorus halide and phosphorus trihalides compositions. These compositions are reacted with any suitable organic, inorganic-organic and/or inorganic compound to produce novel organic silicon-phosphorus containing compositions. These compositions may be utilized as flame retardants, coating agents, adhesives and many other uses.Type: GrantFiled: July 16, 1996Date of Patent: December 2, 1997Inventor: David H. Blount
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Patent number: 5691436Abstract: A mixture of silicon and phosphorus are heated and reacted with halide to produce silicon tetrahalides, silicon-phosphorus halide and phosphorus trihalides compositions. These compositions are reacted with any suitable organic, inorganic-organic and/or inorganic compound to produce novel organic silicon-phosphorus containing compositions. These compositions may be utilized as flame retardants, coating agents, adhesives and many other uses.Type: GrantFiled: December 16, 1996Date of Patent: November 25, 1997Inventor: David H. Blount
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Patent number: 5683992Abstract: The present invention relates to a methanediphosphonate derivative, its manufacturing process, and pharmaceutical applications, that is represented with the following formula: ##STR1## wherein, D is either sulfur, oxygen, NH, alkyl-substituted N, CH.sub.2, or SCH.sub.2, X represents an alkyl group, alkyl group having a hetero atom as a substitution group, an aryl group or an acyl group, m represents an integer of 1 to 5, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen, alkyl groups having 1 to carbon atoms or pharmaceutically allowable cations. .function.The compounds of the present invention have excellent IL-1 inhibitory action, antioxidation action and bone resorption inhibitory action, and are useful as antiinflammatory agents, antirheumatic agents, bone metabolic disease drugs, autoimmune disease drugs, or osteoporosis drugs.Type: GrantFiled: March 15, 1996Date of Patent: November 4, 1997Assignee: Toray Industries, Inc.Inventors: Norio Kawabe, Hiromi Uchiro, Teruo Nakadate, Masahiko Tanahashi, Masatoshi Ito
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Patent number: 5631394Abstract: This invention provides a compound having the formula R.sup.1 --Y.sup.1 --CHZ.sup.1 --CH(NY.sup.2 Y.sup.3)--CH.sub.2 --Z.sup.2, wherein: R.sup.1 is a straight-chained alkyl, alkenyl or alkynyl group having from 8 to 19 carbon atoms in the aliphatic chain; Y.sup.1 is --CH.dbd.CH--, --C.tbd.C-- or --CH(OH)CH(OH)--; Z.sup.1 is OH or a conversion-inhibiting group; Z.sup.2 is a conversion-inhibiting group; Y.sup.2 is H, a phenyl group, an alkyl-substituted phenyl group having from 1 to about 6 carbons in the alkyl chain, or an alkyl chain having from 1 to 6 carbons; Y.sup.3 is H or a group having the formula --C(O)R.sup.2 or --S(O).sub.2 R.sup.2 ; R.sup.2 is a straight-chained alkyl, alkenyl or alkynyl group having from 1 to 23 carbon atoms in the chain; and when Z.sup.2 is an amino, R.sup.2 is an aliphatic chain having from 1 to 9 or from 19 to 23 carbon atoms in the aliphatic chain.Type: GrantFiled: February 2, 1995Date of Patent: May 20, 1997Assignee: The Liposome Company, Inc.Inventors: Yong Wei, Eric Mayhew, Imran Ahmad, Andrew S. Janoff
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Patent number: 5627296Abstract: The present invention provides novel phosphorus-containing organosilicon compounds which can be prepared in a simple manner using readily obtainable starting materials, which are hydrophilic to water-soluble and whose hydrophilicity or water-solubility can be specifically controlled by modification of the phosphorus-containing organosilicon compounds.Type: GrantFiled: November 15, 1995Date of Patent: May 6, 1997Assignee: Wacker-Chemie GmbHInventors: Jochen Dauth, Hans Mayer, Bernward Deubzer, Petra Gratzl
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Patent number: 5581006Abstract: A convergent synthesis of 19-nor-vitamin D compounds, specifically 19-nor-1.alpha.,25-dihydroxyvitamin D.sub.3, is disclosed. The synthesis can also readily be utilized for preparing other 1.alpha.-hydroxylated 19-nor-vitamin D compounds. The key step in the synthesis is a suitable application of Lythgoe's procedure i.e. a Horner-Wittig reaction of the lithium anion of a phosphine oxide with a Windaus Grundmann ketone to give, after any necessary deprotection, the desired 19-nor-vitamin D compound.Type: GrantFiled: May 16, 1995Date of Patent: December 3, 1996Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
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Silanes, process for their preparation and their application to prepare polymers and polycondensates
Patent number: 5532398Abstract: Silanes of the general formula (I):{X.sub.a R.sub.b Si(R'(A).sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxy, acyloxy, alkyl carbonyl, alkoxycaryl or --NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a B' compound with at least one C.dbd.C double bond for c.dbd.1 and A.dbd.NHC(O)O or NHC(O)NR") or at least two C.dbd.C double bonds, and 5 to 50 carbon atoms;a: 1, 2 or 3;b: 0, 1 or 2;c: 0 or 1;x: whole number, whose maximum value corresponds to the number of double bonds in compound B' minus 1, or is equal to the number of double bonds in compound B', when c.dbd.Type: GrantFiled: December 29, 1994Date of Patent: July 2, 1996Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.Inventors: Herbert Wolter, Klaus Rose, Christian Egger -
Patent number: 5527940Abstract: The present invention relates to a methanediphosphonate derivative, its manufacturing process and pharmaceutical applications, that is represented with the following formula: ##STR1## (wherein, B is either hydrogen, an alkyl group, hydroxyl group, alkoxy group or amino group, D is either sulfur, oxygen, NH, alkyl-substituted N, CH.sub.2 or SCH.sub.2, X represents an alkyl group, alkyl group having a hetero atom as a substitution group, an aryl group or an acyl group, m represents an integer of 1 to 5, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen, alkyl groups having 1 to 7 carbon atoms or pharmaceutically allowable cations). The compound of the present invention has excellent IL-1 inhibitory action, antioxidation action and bone resorption inhibitory action, and is useful as an antiinflammatory agent, antirheumatic, bone metabolic disease drug, autoimmune disease drug, osteoporosis drug and so forth.Type: GrantFiled: November 17, 1994Date of Patent: June 18, 1996Assignee: Toray Industries, Inc.Inventors: Norio Kawabe, Hiromi Uchiro, Teruo Nakadate, Masahiko Tanahashi, Masatoshi Ito
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Patent number: 5512667Abstract: Oligonucleotides having a low molecular weight tail molecules joined to the 3' terminus of the oligonucleotide via a linking molecule of the structure:Z is ##STR1## wherein ##STR2## m and m' are positive integers less than 11, n is 0 or 1 and Q is a connecting group, are synthesized by selectively reacting three independent functional groups on the linking molecule, i.e., an amine, a primary hydroxyl and a secondary hydroxyl, in a stepwise manner. A tail molecule R is first connected to the amino functionality of the linking molecule. Next the linking molecule-tail molecule combination is attached to a solid state support via the secondary hydroxyl group. The oligonucleotide is systematically stepwise synthesized beginning on the primary hydroxyl group followed by release of the oligonucleotide having the low molecular weight tailed joined to its 3' terminus from the solid state support.Type: GrantFiled: February 3, 1993Date of Patent: April 30, 1996Inventors: Michael W. Reed, Rich B. Meyer, Jr.
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Patent number: 5481015Abstract: A method for producing siloxanyl phosphate under moderate conditions and at a fast rate to produce a high viscosity siloxanyl phosphate having a low phosphoric acid content. The siloxanyl phosphate prepared by the present method is particularly useful as an agent for neutralizing basic catalysts used in manufacturing processes for producing high viscosity diorganopolysiloxanes. The method comprises reacting a mixture comprising phosphoric acid and a hydroxyl-ended diorganosiloxane. A preferred method comprises reacting a mixture comprising phosphoric acid, a hydroxyl-ended diorganosiloxane, and a triorganosiloxy-ended diorganosiloxane.Type: GrantFiled: January 5, 1995Date of Patent: January 2, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Toshihiko Nomura
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Patent number: 5449736Abstract: This invention relates to a novel family of phosphorylated polysiloxanes which are non-ionic and water soluble. When these polysiloxanes are dissolved in water, the resulting solutions exhibit low surface tensions. The invention also relates to phosphorylated polysiloxanes which are gels or hydrogels. The invention further contemplates methods of synthesizing the phosphorylated polysiloxanes.Type: GrantFiled: July 16, 1993Date of Patent: September 12, 1995Assignee: Research Foundation of the State of New YorkInventors: Israel Cabasso, Shi Lin
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Patent number: 5440011Abstract: Tetra(alkylene oxide)silicate polymers are obtained by reacting pentacoordinate and hexacoordinate silicon complexes with tetra(alkylene) glycol, generally in accordance with the following reaction, as represented by the hexacoordinate species: ##STR1## The resulting polymers are represented by the following general formula: ##STR2## wherein R.sub.1 through R.sub.5 contain a carbon atom bonded directly to an oxygen atom of the above structure and are independently selected from the group consisting of ##STR3## can be taken together to be --CH.sub.2 CH.sub.2 --, with the proviso that at least three or R.sub.1 through R.sub.5 must be, ##STR4## x is 0 or 1, each R.sub.6 is independently selected from H, OH, C.sub.1-6 alkyl, O--C.sub.1-6 alkyl, C.sub.2-6 alkene, C.sub.6-12 aryl, C.sub.1-6 hydroxyalkyl, C.sub.1-6 thioalkyl, C.sub.2-12 alkoxyalkyl, C.sub.Type: GrantFiled: November 9, 1994Date of Patent: August 8, 1995Assignee: Washington Research FoundationInventor: Richard M. Laine
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Patent number: 5438048Abstract: Novel pharmacologically active methylenebisphosphonates having formula (I) wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently are straight or branched, optionally unsaturated C.sub.1 -C.sub.10 -alkyl, optionally unsaturated C.sub.3 -C.sub.10 -cycloalkyl, aryl, aralkyl, silyl SiR.sub.3 or hydrogen, whereby in formula (I) at least one of the groups R.sup.1, R.sup.2, R.sup.3 or R.sup.4 is hydrogen and at least one of the groups is different from hydrogen, Q.sup.1 is hydrogen, hydroxyl, halogen, amino NH.sub.2, or OR', wherein R' is C.sub.1 -C.sub.4 -lower alkyl or acyl, Q.sup.2 is straight or branched, optionally unsaturated C.sub.1 -C.sub.10 -alkyl, -hydroxyalkyl or -aminoalkyl, whereby the oxygen may, as a substituent, contain one group or the nitrogen as a substituent may contain one or two groups, which are C.sub.1 -C.sub.4 -lower alkyl or acyl, or the two substituents of the nitrogen form together with the nitrogen atom a saturated, partly saturated or an aromatic heterocyclic ring, or Q.sup.Type: GrantFiled: October 20, 1993Date of Patent: August 1, 1995Assignee: Leiras OyInventors: Hannu Nikander, Marjaana Heikkila-Hoikka, Esko Pohjala, Hannu Hanhijarvi, Leena Lauren
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Patent number: 5424385Abstract: The present invention relates to oxygen-containing chlorophosphazenes containing organosilicon radicals, in particular those of the formulaZ-PCl.sub.2 =N(-PCl.sub.2 =N).sub.n -PCl.sub.2 O (I)in whichZ is an organosilicon radical bonded to phosphorus via oxygen andn is from 0 to 6, processes for their preparation and their use in processes for the condensation and/or equilibration of organosilicon compounds.Type: GrantFiled: May 25, 1994Date of Patent: June 13, 1995Assignee: Wacker-Chemie GmbHInventors: Rudolf Hager, Bernward Deubzer, Otto Schneider
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Patent number: 5405983Abstract: Phospholipid compositions of the formula: ##STR1## wherein: A, which may be the same or different or mixtures thereof, are selected from OH, OM, and R--CH.sub.2 -- CHOH--CH.sub.2 --O--;M is a cation; andR is a quaternized organosilicone amidoamine moiety of the formula; ##STR2## wherein: R.sub.1 is a silicone backbone chain to which amine functional group(s) can be attached.Type: GrantFiled: December 28, 1993Date of Patent: April 11, 1995Assignee: Mona Industries, Inc.Inventors: Dennis L. Fost, Abe Berger
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Silanes, process for their preparation and their application to prepare polymers and polycondensates
Patent number: 5399738Abstract: Silanes of the general formula (I):{(X.sub.a R.sub.b Si(R'(A).sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxy, acyloxy, alkyl carbonyl, alkoxycaryl or --NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a B' compound with at least one C.dbd.C double bond for c=1 and A=NHC(O)O or NHC(O)NR") or at least two C.dbd.C double bonds, and 5 to 50 carbon atoms;a: 1, 2 or 3;b: 0, 1 or 2;c: 0 or 1;x: whole number, whose maximum value corresponds to the number of double bonds in compound B' minus 1, or is equal to the number of double bonds in compound B', when c=1 and A stands for NHC(O)O or NHC(O)NR";are suitable to prepare homo and copolycondensates and homo or copolymers according to the sol-gel method or by photochemical or thermal polymerization.Type: GrantFiled: April 5, 1991Date of Patent: March 21, 1995Assignee: Fraunhofer-Gesellschaft zur Forderung der Angewandten Forschung E.V.Inventors: Herbert Wolter, Klaus Rose, Christian Egger -
Patent number: 5359105Abstract: Cyclopentadienyl derivatives are deprotonated by a process whereby the cyclopentadienyl derivatives are reacted with a Grignard reagent in an inert solvent which contains from about 0.5 to 1.5 equivalents per equivalent of cyclopentadienyl derivative of a cyclic ether or an acyclic polyether, so as to form a dianionic salt of said cyclopentadienyl derivative.Type: GrantFiled: November 1, 1993Date of Patent: October 25, 1994Assignee: Albemarle CorporationInventors: Jamie R. Strickler, John M. Power
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Patent number: 5356886Abstract: The present invention provides antiviral compounds of Formula (I), and pharmaceutically acceptable salts thereof: ##STR1## wherein X is --CH.sub.2 O or --CH.sub.2 ;R.sub.1 is hydroxy or amino;R.sub.2 is hydrogen or amino;R.sub.3 is hydrogen, hydroxymethyl or acyloxymethyl, wherein the acyl group of said acyloxymethyl is selected from the group consisting of C.sub.1-7 alkanoyl and benzoyl optionally substituted in the phenyl ring by one, two or three substituents selected from the group consisting of fluoro, chloro, bromo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy, wherein the alkyl moiety of said C.sub.1-4 alkyl and C.sub.1-4 alkoxy substituents is selected from the group consisting of methyl, ethyl, n- and iso-propyl, n-, sec-, iso- and tert-butyl,R.sub.4 is a group of formula: ##STR2## wherein R.sub.5 and R.sub.6 are independent selected from hydrogen, C.sub.1-6 alkyl and phenyl optionally substituted by one, two or three substituents selected from the group consisting of fluoro, chloro, bromo, C.sub.Type: GrantFiled: January 19, 1993Date of Patent: October 18, 1994Assignee: Beecham Group p.l.c.Inventors: Michael R. Harnden, Martin J. Parratt
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Patent number: 5354879Abstract: The present invention relates to a synthetic method of optically active starting materials for various medicaments, which are represented by Formula (I): ##STR1## wherein R.sup.1 is hydrogen or hydroxy protecting group; * is an asymmetric carbon; R.sup.2 ' is hydrogen or an optionally substituted lower alkyl; and Q is --CH.dbd.P(Ph).sub.3, --CH.sub.2 P(O)(OMe).sub.2, or --CH.sub.2 S(O)Me, in high optical purity on a large scale.In more detail, the present invention provides intermediates and a method for the production thereof for synthesizing optically active compounds which are able to inhibit activities of HMG-CoA reductase and are, therefore, useful for inhibition of cholesterol biosynthesis.Type: GrantFiled: February 19, 1993Date of Patent: October 11, 1994Assignee: Shionogi Seiyaku Kabushiki KaishaInventors: Toshiro Konoike, Yoshitaka Araki
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Patent number: 5352817Abstract: A cationic silicone compound which can be employed in a variety of environments, such as a fiber lubricant, textile fabric softener, hair conditioner, and skin conditioner is formed from an aminosilicone compound which has the following Formula (I): ##STR1## wherein a, b, and c are 0-300; d is 0-4, preferably 1 or 2;R.sub.1 comprises hydrogen, an alkyl, aryl, alkynyl, alkenyl, oxyalkylene group which may be unsubstituted or substituted with P,N, or S moieties;R.sub.2 is defined the same as R.sub.1 and can also be a carboxylic acid residue preferably a fatty acid residues, with the proviso that where R.sub.2 is a carboxylic acid residue, the R.sub.1 attached to the terminal N is hydrogen;R.sub.3 is defined the same as R.sub.2 and can also be alkoxy, aryloxy or alkyloxyalkylene groups;R.sub.4 is defined the same as R.sub.3 and can also be an amino-substituted alkyl group;Z.sub.1 and Z.sub.Type: GrantFiled: November 16, 1992Date of Patent: October 4, 1994Assignee: Karlshamns ABInventors: James P. McCarthy, George H. Greene, Anthony G. DeWar
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Patent number: 5349069Abstract: A process for the preparation of compounds of formula ##STR1## or salt thereof where R.sub.1 is --X--Z and X is --C.tbd.C--,R.sub.2 and R.sub.2 ' are independently hydrogen, alkyl or trialkylsilyl;R.sub.3 is hydrogen or alkyl; andZ is a hydrophobic anchor;which includes reacting a compound of formula ##STR2## where R.sub.4 is alkyl, cycloalkyl or aryl; and R.sub.5 is trialkylsilyl or triarylsilyl with a compound of formula ##STR3## where Y is a halogen, to form a compound of formula ##STR4## and hydrolyzing the compound of formula IV to obtain the compounds of formula I. Compounds of formula I or salt thereof where R.sub.1 is --OR.sub.2 ' may be prepared by reacting a compound of formula III with a compound of formulaP(OR.sub.2).sub.3.Type: GrantFiled: December 21, 1993Date of Patent: September 20, 1994Assignee: E. R. Squibb & Sons, Inc.Inventors: John K. Thottathil, Wen S. Li