Chalcogen Bonded Directly To Silicon Patents (Class 556/405)
  • Patent number: 6528673
    Abstract: 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: Grant
    Filed: November 9, 2001
    Date of Patent: March 4, 2003
    Assignee: Crompton Corporation
    Inventors: Richard W. Cruse, Robert J. Pickwell, Keith J. Weller, Eric R. Pohl
  • Patent number: 6521769
    Abstract: 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: Grant
    Filed: September 19, 2000
    Date of Patent: February 18, 2003
    Assignee: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Patent number: 6465549
    Abstract: 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: Grant
    Filed: February 12, 2002
    Date of Patent: October 15, 2002
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Thierry Florent Edme Materne
  • Patent number: 6465649
    Abstract: 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: Grant
    Filed: August 17, 2000
    Date of Patent: October 15, 2002
    Assignee: Gilead Sciences, Inc.
    Inventors: Arnold J. Gutierrez, Ernest J. Prisbe, John C. Rohloff
  • Publication number: 20020107413
    Abstract: Compounds of the formula I 1
    Type: Application
    Filed: October 22, 2001
    Publication date: August 8, 2002
    Inventors: Jean-Pierre Wolf, Beat Michael Aebli, Gebhard Hug
  • Patent number: 6417380
    Abstract: 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: Grant
    Filed: August 2, 2000
    Date of Patent: July 9, 2002
  • Patent number: 6414139
    Abstract: 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: Grant
    Filed: September 3, 1996
    Date of Patent: July 2, 2002
    Assignee: Imarx Therapeutics, Inc.
    Inventors: Evan C. Unger, Dekang Shen, Guanli Wu
  • Patent number: 6399805
    Abstract: 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 hydrog
    Type: Grant
    Filed: February 5, 2001
    Date of Patent: June 4, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Pierre Wolf, Beat Michael Aebli, Gebhard Hug
  • Patent number: 6350891
    Abstract: 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: Grant
    Filed: December 9, 1999
    Date of Patent: February 26, 2002
    Assignee: Dow Corning Limited
    Inventors: David Eglin, Jean de la Cro Habimana, Sarah Louise O'Hare, Richard Taylor
  • Patent number: 6339166
    Abstract: 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: Grant
    Filed: May 7, 2001
    Date of Patent: January 15, 2002
    Assignee: The Penn State Research Foundation
    Inventors: Harry R. Allcock, Thomas J. Hartle, Michael B. McIntosh, Nicolas J. Sunderland, Robbyn Prange, Jonathan P. Taylor
  • Patent number: 6287767
    Abstract: 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: Grant
    Filed: November 12, 1998
    Date of Patent: September 11, 2001
  • Patent number: 6274753
    Abstract: 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: Grant
    Filed: November 13, 2000
    Date of Patent: August 14, 2001
    Assignee: Degussa AG
    Inventors: Roland Krafczyk, Jörg Münzenberg, Gerd Rainhard Zezulka
  • Patent number: 6245924
    Abstract: 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: Grant
    Filed: October 12, 2000
    Date of Patent: June 12, 2001
    Assignee: Phoenix Research Corp.
    Inventor: John Imperante
  • Patent number: 6235920
    Abstract: 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: Grant
    Filed: July 19, 1999
    Date of Patent: May 22, 2001
    Assignee: Dow Corning Corporation
    Inventors: Michael Kang-Jen Lee, Aroop Kumar Roy
  • Patent number: 6231786
    Abstract: 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: Grant
    Filed: January 18, 2000
    Date of Patent: May 15, 2001
    Assignee: Clariant GmbH
    Inventors: Rainer Wingen, Barbara Hornung, Ayako Ogawa, Wolfgang Schmidt
  • Patent number: 6225489
    Abstract: 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 least
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: May 1, 2001
    Assignee: Mona Industries, Inc.
    Inventors: Dennis L. Fost, Abe Berger
  • Patent number: 6197986
    Abstract: 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: Grant
    Filed: March 24, 1998
    Date of Patent: March 6, 2001
    Assignee: Exsymol S.A.M.
    Inventors: Marie-Christine Seguin, Jean Gueyne
  • Patent number: 6175028
    Abstract: 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: Grant
    Filed: February 28, 2000
    Date of Patent: January 16, 2001
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 6121253
    Abstract: 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: Grant
    Filed: November 15, 1999
    Date of Patent: September 19, 2000
    Assignee: Merck Frosst Canada & Co.
    Inventors: Yongxin Han, Robert N. Young, Laurent Gil, Rejean Ruel
  • Patent number: 6111002
    Abstract: 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: Grant
    Filed: July 14, 1999
    Date of Patent: August 29, 2000
    Assignee: Wacker-Chemie GmbH
    Inventors: Wolfgang Doring, Jurgen Stohrer, Richard Goetze
  • Patent number: 6087517
    Abstract: 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: Grant
    Filed: December 13, 1999
    Date of Patent: July 11, 2000
    Assignee: Phoenix Research Co.
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5990334
    Abstract: 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: Grant
    Filed: December 9, 1997
    Date of Patent: November 23, 1999
    Assignee: Wacker-Chemie GmbH
    Inventors: Thomas Hierstetter, Jochen Dauth, Birgit Peschanel, Bernward Deubzer
  • Patent number: 5935947
    Abstract: 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: Grant
    Filed: December 12, 1997
    Date of Patent: August 10, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Christoph Naumann, Katsuhiro Yoshikawa, Kazuyuki Kitamura, Mizuho Inazu
  • Patent number: 5912374
    Abstract: 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: Grant
    Filed: August 13, 1997
    Date of Patent: June 15, 1999
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Giorgio Agostini, Thierry Florent Edme Materne, Marc Junio, Friedrich Visel, Uwe Ernst Frank
  • Patent number: 5872272
    Abstract: 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: Grant
    Filed: June 15, 1995
    Date of Patent: February 16, 1999
    Assignee: Kao Corporation
    Inventors: Shinji Yano, Junichi Fukasawa, Hironori Kawasaki, Munehisa Okutsu, Takeshi Ihara, Katsumi Kita, Yoshiaki Fujikura, Akira Akaogi
  • Patent number: 5849313
    Abstract: 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: Grant
    Filed: April 7, 1997
    Date of Patent: December 15, 1998
    Assignee: Mona Industries, Inc.
    Inventors: Dennis L. Fost, Abe Berger
  • Patent number: 5792881
    Abstract: 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: Grant
    Filed: March 5, 1997
    Date of Patent: August 11, 1998
    Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.
    Inventors: Herbert Wolter, Werner Storch
  • Patent number: 5756792
    Abstract: 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: Grant
    Filed: August 15, 1994
    Date of Patent: May 26, 1998
    Assignee: University of Massachusetts
    Inventors: Ivan Lukes, Louis DuBose Quin
  • Patent number: 5703258
    Abstract: 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: Grant
    Filed: November 20, 1996
    Date of Patent: December 30, 1997
    Inventor: David H. Blount
  • Patent number: 5693840
    Abstract: 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: Grant
    Filed: July 16, 1996
    Date of Patent: December 2, 1997
    Inventor: David H. Blount
  • Patent number: 5691436
    Abstract: 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: Grant
    Filed: December 16, 1996
    Date of Patent: November 25, 1997
    Inventor: David H. Blount
  • Patent number: 5683992
    Abstract: 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: Grant
    Filed: March 15, 1996
    Date of Patent: November 4, 1997
    Assignee: Toray Industries, Inc.
    Inventors: Norio Kawabe, Hiromi Uchiro, Teruo Nakadate, Masahiko Tanahashi, Masatoshi Ito
  • Patent number: 5631394
    Abstract: 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: Grant
    Filed: February 2, 1995
    Date of Patent: May 20, 1997
    Assignee: The Liposome Company, Inc.
    Inventors: Yong Wei, Eric Mayhew, Imran Ahmad, Andrew S. Janoff
  • Patent number: 5627296
    Abstract: 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: Grant
    Filed: November 15, 1995
    Date of Patent: May 6, 1997
    Assignee: Wacker-Chemie GmbH
    Inventors: Jochen Dauth, Hans Mayer, Bernward Deubzer, Petra Gratzl
  • Patent number: 5581006
    Abstract: 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: Grant
    Filed: May 16, 1995
    Date of Patent: December 3, 1996
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
  • Patent number: 5532398
    Abstract: 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: Grant
    Filed: December 29, 1994
    Date of Patent: July 2, 1996
    Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.
    Inventors: Herbert Wolter, Klaus Rose, Christian Egger
  • Patent number: 5527940
    Abstract: 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: Grant
    Filed: November 17, 1994
    Date of Patent: June 18, 1996
    Assignee: Toray Industries, Inc.
    Inventors: Norio Kawabe, Hiromi Uchiro, Teruo Nakadate, Masahiko Tanahashi, Masatoshi Ito
  • Patent number: 5512667
    Abstract: 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: Grant
    Filed: February 3, 1993
    Date of Patent: April 30, 1996
    Inventors: Michael W. Reed, Rich B. Meyer, Jr.
  • Patent number: 5481015
    Abstract: 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: Grant
    Filed: January 5, 1995
    Date of Patent: January 2, 1996
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Toshihiko Nomura
  • Patent number: 5449736
    Abstract: 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: Grant
    Filed: July 16, 1993
    Date of Patent: September 12, 1995
    Assignee: Research Foundation of the State of New York
    Inventors: Israel Cabasso, Shi Lin
  • Patent number: 5440011
    Abstract: 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: Grant
    Filed: November 9, 1994
    Date of Patent: August 8, 1995
    Assignee: Washington Research Foundation
    Inventor: Richard M. Laine
  • Patent number: 5438048
    Abstract: 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: Grant
    Filed: October 20, 1993
    Date of Patent: August 1, 1995
    Assignee: Leiras Oy
    Inventors: Hannu Nikander, Marjaana Heikkila-Hoikka, Esko Pohjala, Hannu Hanhijarvi, Leena Lauren
  • Patent number: 5424385
    Abstract: 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: Grant
    Filed: May 25, 1994
    Date of Patent: June 13, 1995
    Assignee: Wacker-Chemie GmbH
    Inventors: Rudolf Hager, Bernward Deubzer, Otto Schneider
  • Patent number: 5405983
    Abstract: 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: Grant
    Filed: December 28, 1993
    Date of Patent: April 11, 1995
    Assignee: Mona Industries, Inc.
    Inventors: Dennis L. Fost, Abe Berger
  • Patent number: 5399738
    Abstract: 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: Grant
    Filed: April 5, 1991
    Date of Patent: March 21, 1995
    Assignee: Fraunhofer-Gesellschaft zur Forderung der Angewandten Forschung E.V.
    Inventors: Herbert Wolter, Klaus Rose, Christian Egger
  • Patent number: 5359105
    Abstract: 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: Grant
    Filed: November 1, 1993
    Date of Patent: October 25, 1994
    Assignee: Albemarle Corporation
    Inventors: Jamie R. Strickler, John M. Power
  • Patent number: 5356886
    Abstract: 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: Grant
    Filed: January 19, 1993
    Date of Patent: October 18, 1994
    Assignee: Beecham Group p.l.c.
    Inventors: Michael R. Harnden, Martin J. Parratt
  • Patent number: 5354879
    Abstract: 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: Grant
    Filed: February 19, 1993
    Date of Patent: October 11, 1994
    Assignee: Shionogi Seiyaku Kabushiki Kaisha
    Inventors: Toshiro Konoike, Yoshitaka Araki
  • Patent number: 5352817
    Abstract: 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: Grant
    Filed: November 16, 1992
    Date of Patent: October 4, 1994
    Assignee: Karlshamns AB
    Inventors: James P. McCarthy, George H. Greene, Anthony G. DeWar
  • Patent number: 5349069
    Abstract: 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: Grant
    Filed: December 21, 1993
    Date of Patent: September 20, 1994
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: John K. Thottathil, Wen S. Li