Two Silicons Bonded Directly To The Same Oxygen Patents (Class 556/425)
  • Patent number: 6531620
    Abstract: The invention relates to cyclic silazanes of the formula II in which R is a divalent, Si—C and C—N-bound, optionally cyano- or halogen-substituted C3-C15-hydrocarbon radical, in which one or more, non-adjacent methylene units may be replaced by —O—, —CO—, —COO—, —OCO—, —OCOO—, —S— or —NRX— groups and in which one or more non-adjacent methine units may be replaced by —N═, —N═N— or —P═ groups, where at least 3 and at most 6 atoms are arranged between the silicon atom and the nitrogen atom of the ring, RX is hydrogen or an optionally halogen-substituted C1-C10-hydrocarbon radical, and R2 is a hydrogen atom or a monovalent, optionally cyano- or halogen-substituted, Si-C- bound C1-C20-hydrocarbon radical or C1-C20-hydrocarbonoxy radical, in each of which one or more non-adjacent methylene units may be replaced by —O—, —CO—, —COO&mda
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: March 11, 2003
    Assignee: Consortium fur Elecktrochemische Industrie GmbH
    Inventors: Leonhard Brader, Oliver Schäfer, Andreas Bauer, Volker Frey, Bernd Pachaly
  • Patent number: 6515095
    Abstract: Novel nitrogen atom-containing polysiloxanes having residual alkoxy groups are provided. Compositions comprising the same are effective for treating fibers or fibrous materials for imparting softness and durability of home laundering and preventing yellowing.
    Type: Grant
    Filed: June 21, 2000
    Date of Patent: February 4, 2003
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Naoki Omura, Kenichi Isobe
  • Patent number: 6506921
    Abstract: Disclosed are compounds produced by a process comprising the step of reacting an amine reactant with an epoxide reactant to form a hydrolytically stable carbon-nitrogen bond therebetween, wherein at least one of the amine or epoxide reactants comprises a terminal alkoxysiyl group. Also disclosed are curable compositions comprising the compounds of the present invention and the cured products derived therefrom.
    Type: Grant
    Filed: June 29, 2001
    Date of Patent: January 14, 2003
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Garth L. Wilkes, Chenghong Li
  • Patent number: 6489498
    Abstract: Silanes of the general formula are prepared, wherein R1, R2 and R3 in the molecule are the same or different and represent aliphatic or aromatic hydrocarbon groups, R4 is a divalent hydrocarbon group with 4 to 12 carbon atoms and a lateral hydroxyl group, wherein the hydrocarbon group can be interrupted by an ether oxygen, R5 is a hydrophilic, ionic group. A method for synthesizing these compounds is described. The silanes greatly lower the surface tension of aqueous solutions, the surface tension being reduced to values of about 23 mN/m. The silanes are biologically degradable and have pronounced surfactant properties.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: December 3, 2002
    Assignee: Th. Goldschmidt AG
    Inventors: Klaus-Dieter Klein, Wilfried Knott, Götz Koerner, Manfred Krakenberg
  • Patent number: 6482912
    Abstract: A method of preparing a aminofunctional alkoxy polysiloxane is disclosed. The method includes reacting a polyhydrosiloxane with an alcohol reactant containing an aminoalcohol to form the aminofunctional alkoxy polysiloxane. Linear and cyclic aminofunctional alkoxy polysiloxane are also disclosed. A coating composition comprising an aminofunctional alkoxy polysiloxane is also provided.
    Type: Grant
    Filed: January 29, 2001
    Date of Patent: November 19, 2002
    Assignee: NDSU Research Foundation
    Inventors: Philip Boudjouk, Thomas E. Ready, Bhanu P. S. Chauhan
  • Patent number: 6482969
    Abstract: There are disclosed novel quaternary ammonium functional silicones and silanes and methods to make quaternary ammonium functional silicones and silanes. Quaternary ammonium functionality may be provided through the use of cationizing agents.
    Type: Grant
    Filed: October 24, 2001
    Date of Patent: November 19, 2002
    Assignee: Dow Corning Corporation
    Inventors: Liza Ruth Helmrick, John Joseph Kennan
  • Patent number: 6429309
    Abstract: The present invention relates to a support system for the solid phase synthesis of oligomers, such as oligonucleotide, wherein the starting compound is bound to the support via a disiloxyl linkage. Furthermore, the invention relates to a method for synthesis of oligonucleotides on a solid support. The support system comprises a stable disiloxyl linkage providing high nucleoside loadings to the support and the method allows convenient non-laborious oligomer synthesis.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: August 6, 2002
    Assignee: Quiatech AB
    Inventors: Marek Kwiatkowski, Mats Nilsson, Ulf Landegren
  • 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: 6403227
    Abstract: An improved coating comprising a coating on a substrate is described. The coating comprises a crosslinked polymeric material derived from an alkine-bridged bis-(aminosilane) or comprising a mixture of the alkine-bridged bis-(amino-silane) and an epoxysilane. The alkine bridged bis-(aminosilane) may have the general formula: wherein R1, R2, and R3 are independently selected from alkyl groups of 1 to 4 carbon atoms or phenyl groups, R4 is selected from hydrogen, phenyl groups, and alkyl of from 1 to 4 carbon atoms, and m is 1, 2, 3 or 4. The alkine bridged bis-(aminosilane) is itself a novel compound. A novel coating composition comprises a coating composition comprising a solution comprising and epoxysilane and an alkine-bridged bis-(amino-silane), especially where the alkine-bridged bis-(amino-silane) has the general formula: wherein R1, R2, and R3 are independently selected from aliphatic groups or aromatic groups which complete a silane, and m is 1, 2, 3 or 4.
    Type: Grant
    Filed: May 2, 2000
    Date of Patent: June 11, 2002
    Assignee: Vision-Ease Lens. Inc.
    Inventor: Martin L. Hage
  • Patent number: 6395858
    Abstract: The present invention relates to mixtures of catenate and cyclic siloxane oligomers of the formulae I and II where the substituents R consist of (i) aminopropyl-functional groups of the formula —(CH2)3—NH2 or —(CH2)3—NHR′ or —(CH2)3—NH(CH2)2—NH2 or —(CH2)3—NH(CH2)2—NH(CH2)2—NH2,in which R′ is a linear, branched or cyclic alkyl group of 1 to 18 carbon atoms or an aryl group of 6 to 12 carbon atoms, and (ii) methoxy, ethoxy, 2-methoxyethoxy and/or propoxy groups, and (iii) if desired, alkyl, alkenyl, isoalkyl or cycloalkyl groups of 1 to 18 carbon atoms and/or aryl groups of 6 to 12 carbon atoms, and where not more than one aminopropyl-functional group is attached to one silicon atom and the degree of oligomerization of compounds of the formula I is within the range 2<m<30 and that of compounds of the formula II is 3≦n≦30 and the quotient of the molar proportion of Si/alkoxy group is ≧0.5.
    Type: Grant
    Filed: October 27, 1999
    Date of Patent: May 28, 2002
    Assignee: Degussa AG
    Inventors: Helmut Mack, Dieter Barfurth, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Jaroslaw Monkiewicz, Burkhard Standke
  • Patent number: 6384254
    Abstract: A quaternary ammonium salt-containing polysiloxane comprising at least one unit of the formula (1) is formulated into a fiber or fabric treating agent composition which can impart anti-microbial properties, softness and home laundry durability to fibers and fibrous materials. R1 is a monovalent organic group of 1-20 carbon atoms, R2 is a monovalent organic group containing at least one quaternary ammonium salt, R3 is an organoxy group: —OR1, and p is a positive number of 2 to 2,000.
    Type: Grant
    Filed: November 3, 2000
    Date of Patent: May 7, 2002
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Naoki Omura
  • Patent number: 6379751
    Abstract: The invention relates to polysiloxanes containing carboxyl groups that are useful for imparting water-repellency to substrates, a process for their preparation, a water-repellent system containing such polysiloxanes, and a process for the production of hydrophobic substrates.
    Type: Grant
    Filed: December 11, 2000
    Date of Patent: April 30, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Günter Sackmann, Jürgen Reiners, Tillmann Hassel, Manfred Schnee, Fritz Novotny
  • Patent number: 6353073
    Abstract: The present invention provides near quantitative yields of greater than about 95% isomeric purity of poly(3-aminopropylmethylsiloxane)-poly(dimethylsiloxane) copolymers of the general formulae: Me3Si(H2NCH2CH2CH2MeSiO)w(Me2SiO)xOSiMe3 (H2NCH2CH2CH2MeSiO)y(Me2SiO)z wherein Me is methyl, w may range from 1 to about 100, x may range from 1 to about 100, y may range from 1 to about 6, z may range from 1 to about 6 and y+z may range from 3 to about 7.
    Type: Grant
    Filed: March 22, 2000
    Date of Patent: March 5, 2002
    Assignee: Archimica (Florida), Inc.
    Inventors: Timothy N. Biggs, Benigno A. Janeiro
  • Patent number: 6339137
    Abstract: The present invention provides near quantitative yields of greater than about 95% isomeric purity of poly(3-aminopropylmethylsiloxanes) of the general formulae: Me3Si(H2NCH2CH2CH2MeSiO)xOSiMe3 (H2NCH2CH2CH2MeSiO)y wherein Me is methyl, x may range from 2 to about 100 and y may range from 3 to about 7. The present invention also provides a simple method for rapidly producing poly(3-aminopropylmethylsiloxanes) of the general formulae: Me3Si(H2NCH2CH2CH2MeSiO)xOSiMe3 (H2NCH2CH2CH2MeSiO)y wherein Me is methyl, x may range from 2 to over 100 and y may range from 3 to about 7, the method comprising heating of 3-(3-aminopropyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane, of at least 95% isomeric purity, with a basic catalyst, removing hexamethyldisiloxane, and decomposing the catalyst.
    Type: Grant
    Filed: March 22, 2000
    Date of Patent: January 15, 2002
    Assignee: Archimica (Florida) Inc.
    Inventors: Timothy N. Biggs, Benigno A. Janeiro
  • Patent number: 6310169
    Abstract: The present invention relates to polymerizable terminal group-containing polyorganosiloxane having a number average molecular weight of 500 to 100000 represented by the following Formula (1): wherein R1, R2, R3, R4 and R5 each represent a linear or branched alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 4 to 10 carbon atoms or an aryl-containing group having 6 to 10 carbon atoms; R6 represents a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms or an aryl-containing group having 6 to 10 carbon atoms; n represents 1 or more and m represents 0 or more, in which n+m represents an average polymerization degree and is 4 to 1100; X represents an alkylene group having 2 to 20 carbon atoms; Y represents —OCH2CH2—, —OCH(CH3)CH2— or —OCH2CH(CH3)—; p represents 3 or more; and Z represents an alkylene group having 1 to 20 carbon atoms.
    Type: Grant
    Filed: March 6, 2000
    Date of Patent: October 30, 2001
    Assignee: Chisso Corporation
    Inventors: Kiichi Kawabata, Youichi Kimae
  • Patent number: 6300287
    Abstract: A parting agent for a copier toner is disclosed. The parting agent exhibits no loss of parting properties or generation of gel under high-temperature conditions near 200° C., and causes no problems with paper feed or the like. The parting agent is composed of a diorganopolysiloxane of the average unit formula: RaSiO4−a/2, where the R groups are the same or different and are substituted or unsubstituted monovalent hydrocarbon groups, with at least 50 mol % of the R groups being methyl groups, and 1.95 ≦a≦2.20. The diorganopolysiloxane has a viscosity of 10 to 100,000 centistokes at 25° C., and generates no more than 5 ppm (by weight) of formaldehyde per hour when kept at 200° C. in an air atmosphere.
    Type: Grant
    Filed: April 27, 2000
    Date of Patent: October 9, 2001
    Assignee: Dow Corning Toray Silicone Company, Ltd.
    Inventors: Hiroki Ishikawa, Tsutomu Naganawa, Isao Ona
  • Patent number: 6291669
    Abstract: The present invention relates to a support system for solid phase synthesis of oligomers, such as oligonucleotides, wherein the starting compound is bound to the support via a disiloxyl linkage. Furthermore, the invention relates to a method for synthesis of oligonucleotides on a solid support. The support system comprises a stable disiloxyl linkage providing high nucleoside loadings to the support and the method allows convenient non-laborious oligomer synthesis.
    Type: Grant
    Filed: July 19, 1999
    Date of Patent: September 18, 2001
    Inventors: Marek Kwiatkowski, Mats Nilsson, Ulf Landegren
  • Patent number: 6288256
    Abstract: An aqueous organopolysiloxane-containing composition comprising organopolysiloxanes of formula I: HO [Si(A)(CH3)z(OH)1−zO]a[Si(B)(R2)y(OH)1−yO]b[Si(C)(CH3)O]c[Si(D)(OH)O]dH.
    Type: Grant
    Filed: January 12, 1999
    Date of Patent: September 11, 2001
    Assignee: Degussa-Huels Aktiengesellschaft
    Inventors: Burkhard Standke, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Helmut Mack, Jaroslaw Monkiewicz
  • Patent number: 6284858
    Abstract: This invention relates to silicone compounds in which terminal SiO of cage-type and/or ladder-type polyphenylsilsesquioxanes is wholly or partly linked to a triorganosilyl group containing reactive functional group X and also relates to a process for preparing said silicone compounds by subjecting cage-terminated and silanol-free cage-type and/or ladder-type polyphenylsilsesquioxanes to an equilibrium reaction under heat with disiloxanes containing reactive functional group X of the following structural formula in an organic solvent in the presence of an alkaline rearrangement and condensation catalyst. This invention provides silicone compounds containing terminal reactive functional groups of excellent storage stability and properties of good reproducibility such as heat resistance.
    Type: Grant
    Filed: September 14, 1999
    Date of Patent: September 4, 2001
    Assignees: Nippon Steel Chemical Co., Ltd., Nippon Steel Corporation
    Inventors: Takeshi Fujiyama, Nobuyuki Furukawa, Takero Teramoto
  • Patent number: 6268454
    Abstract: The invention relates to a novel amino acid silicon polymer with good adhesion to the keratin layer of the skin, a method of preparing the amino acid silicon polymer, a cosmetic particles surface-treated with the amino acid silicon polymer, and a color cosmetic composition including the cosmetic particles. According to the present invention, the particles surface-treated up to 3% to the maximum with the amino acid silicon polymer prepared by reacting an amino acid and a functional silicon polymer in the manner of organic synthesis have water resistance and usability peculiar to silicon-treated pigments and take positive surface charges, thereby offering good adhesion to the skin and durability. Due to these characteristics, the cosmetic containing the surface-treated particles of the present invention is superior in the cosmetic effect to that containing the conventional surface-treated particles.
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: July 31, 2001
    Assignee: Pacific Corporation
    Inventors: Dong Hyuk Song, Yeong Jin Choi, Kil Joong Kim, Young Chul Lee
  • Patent number: 6258968
    Abstract: Process for the preparation of organofunctional polysiloxanes, which comprises reacting cyclic dialkylsiloxanes with at least one compound of the type HO—R′—X, wherein X═—OH, —COOH, —NR″2—, —CR″═CR″2, and R═alkyl, aryl, alkylene, oxyalkylene or arylene, in the presence of an equilibration catalyst.
    Type: Grant
    Filed: December 10, 1999
    Date of Patent: July 10, 2001
    Assignee: GE Bayer Silicones GmbH & Co. KG
    Inventors: Hubertus Eversheim, Ottfried Schlak
  • Patent number: 6258969
    Abstract: A polyalkoxysiloxane of the following rational formula: SiOa(OR)b(OH)c wherein R is a C1-4 alkyl group, a=0.86 to 1.30, b=2.18 to 1.30, and c≦0.10.
    Type: Grant
    Filed: October 2, 1996
    Date of Patent: July 10, 2001
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Takeshi Sawai, Hanako Kato, Seiichiro Tanaka, Akihiro Takazawa, Haruo Katsumata, Hozumi Endo
  • Patent number: 6255513
    Abstract: The present invention relates to a stable composition of water-soluble organosiloxanes obtained by reacting a) a water-soluble amino-functional alkoxysilane with at least one water-insoluble alkenyl-functional alkoxysilane b) by adding water to form a mixture, and c) removing the alcohol formed during step b) from the mixture, where the amino-functional alkoxysilane and the water are used in the reaction at least in amounts such that substantially all of the alkoxy groups of the water-insoluble silane can react and such that when a resulting composition is diluted with water, essentially no alcohol is liberated by hydrolysis, and the composition, during an/or after the reaction, has a pH of from 2 to 6, the pH being preferably adjusted by adding an organic or inorganic, optionally aqueous, acid. In addition, the present invention discloses a process for the preparation of such a composition and also its use.
    Type: Grant
    Filed: April 28, 1999
    Date of Patent: July 3, 2001
    Assignee: Huels Aktiengesellschaft
    Inventors: Burkhard Standke, Jaroslaw Monkiewicz, Albert-Johannes Frings, Ralf Laven, Roland Edelmann, Peter Jenkner, Helmut Mack, Dieter Barfurth, Michael Horn
  • Patent number: 6255511
    Abstract: Silanes of the general formula are prepared, wherein R1, R2 and R3 in the molecule are the same or different and represent aliphatic or aromatic hydrocarbon groups, R4 is a divalent hydrocarbon group with 4 to 12 carbon atoms and a lateral hydroxyl group, wherein the hydrocarbon group can be interrupted by an ether oxygen, R5 is a hydrophilic, ionic group. A method for synthesizing these compounds is described. The silanes greatly lower the surface tension or aqueous solutions, the surface tension being reduced to values of about 23 mN/m. The silanes are biologically degradable and have pronounced surfactant properties.
    Type: Grant
    Filed: September 6, 1994
    Date of Patent: July 3, 2001
    Assignee: Th Goldschmidt AG
    Inventors: Klaus-Dieter Klein, Wilfried Knott, Götz Koerner, Manfred Krakenberg
  • Patent number: 6251989
    Abstract: An oligomerized polyorganosiloxane cocondensate which may be obtained, in part, by mixing an water-soluble amino-functional organosilane represented with at least one of the followoing: a fluoro-functional organosilane, an organosilane, and an organosilane. The cocondensate may be used, for example, in a method of treating surfaces.
    Type: Grant
    Filed: May 26, 1999
    Date of Patent: June 26, 2001
    Assignee: Degussa-Huels Aktiengesellschaft
    Inventors: Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Eckhard Just, Manfred Kaussen, Ralf Laven, Helmut Lohmann, Helmut Mack, Jaroslaw Monkiewicz, Stephan Ramlow, Burkhard Standke, Tilman Taeger
  • Patent number: 6240929
    Abstract: The invention relates to novel polymers containing at least some units of formula (I): in which: A1⊕ and A2⊕; which may be identical or different, denote: a) a quaternary unsaturated heterocycle; or b) a quaternary ammonium and at least one of the groups A1⊕ and A2⊕ denotes a quaternary unsaturated heterocycle; p denotes an integer or fraction from 0 to 50; B1 denotes an &agr;, &ohgr;-bis(alkyl)polysiloxane group or a linear or branched, saturated or unsaturated hydrocarbon-based chain containing upto 6 consecutive carbon atoms, which can contain one or more hydroxyl groups and can be interrupted by one or more oxygen atoms and/or several aromatic rings; B2 denotes a linear or branched, saturated or unsaturated hydrocarbon-based chain containing upto 6 consecutive carbon atoms, which can contain one or more hydroxyl groups and can be interrupted by one or more oxygen atoms and/or several aromatic rings; R1, R2, R3 and R4, which may be identical or different, de
    Type: Grant
    Filed: January 6, 2000
    Date of Patent: June 5, 2001
    Assignee: L'Oreal S.A.
    Inventors: Hervé Richard, Alain LaGrange
  • Patent number: 6242554
    Abstract: The invention relates to novel polyether-quaternary organosiloxanyl derivatives, to the preparation of these compounds and to their use in formulations for improving the surface properties of fabrics and fibers.
    Type: Grant
    Filed: November 11, 1999
    Date of Patent: June 5, 2001
    Assignee: TH. Goldschmidt AG
    Inventors: Stephan Busch, Manfred Krakenberg, Peter Lersch, Stephan Stadtmüller
  • Patent number: 6218560
    Abstract: The invention relates to organosilicon compounds modified with mono- or polyhydroxylated hydrocarbon radicals or carbohydrate derivatives and containing units of the general formula (I) AaRbSiXcO(4-a-b-c)/2  (I), in which R is a substituted or unsubstituted hydrocarbon radical, X is chlorine, or an alkoxy radical, A is a hydroxylated hydrocarbon, preferably a mono-, oligo-, or polysaccharide, and the sum of a, b, and c≦4. The organosilicon compounds are interface-active.
    Type: Grant
    Filed: November 23, 1999
    Date of Patent: April 17, 2001
    Assignee: Wacker-Chemie GmbH
    Inventors: Bors Cajus Abele, Thomas Koini
  • Patent number: 6207781
    Abstract: An organofunctional cocyclic siloxane, i.e., a dialkyl, alkyl aminoalkyl cocyclic siloxane, is used to prepare copolymeric siloxane fluids, copolymeric siloxane gums, and terpolymeric siloxanes via three polymerization techniques. In one embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using a bulk polymerization technique. In another embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using an emulsion polymerization technique. In an additional embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using a microemulsion polymerization technique. The dialkyl, alkyl aminoalkyl cocyclic siloxane most preferred is a dimethyl, methyl aminoalkyl cocyclic siloxane.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: March 27, 2001
    Assignee: Dow Corning Corporation
    Inventors: Daniel Joseph Halloran, Brett Lee Zimmerman
  • Patent number: 6203578
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: March 20, 2001
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Hervé Richard, Alain Lagrange
  • Patent number: 6201063
    Abstract: Emulsion polymerization techniques can be improved by using in the reaction, a precursor which is a cocyclic silicone which has a structure generally corresponding to the formula: where a and b have a value of 1-10; R3, R4, and R5 are alkyl groups containing 1-6 carbon atoms; and R6 is a C8 or higher alkyl group such as —(CH2)7CH3, —(CH2)11CH3, or —(CH2)15CH3. R3, R4, and R5 are preferably methyl groups. Aminosiloxanes or aminosilanes can also be included in this polymerization process.
    Type: Grant
    Filed: July 8, 1999
    Date of Patent: March 13, 2001
    Assignee: Dow Corning Corporation
    Inventors: Daniel Joseph Halloran, Judith Mervane Vincent
  • Patent number: 6177583
    Abstract: A new method for the preparation of aminopropyl terminated or internal functionalized polyalkyl or aryl siloxanes is described. The method involves readily available commercial starting materials and proceeds under mild conditions in high yield. Purification is facilitated over present commercial procedures and a wider variety of internal functionalized siloxanes may be prepared. The method involves hydrosilation of commercially availably alkyl or aryl functional hydrosilicones with allyl amine or other alkenyl or arenyl amine in the presence of platinum (0) divinyltetramethylsiloxane or platinum (0) cyclovinyl complexes.
    Type: Grant
    Filed: August 30, 1999
    Date of Patent: January 23, 2001
    Assignee: United Chemical Technologies, Inc.
    Inventors: Marla Marzinke, John H. MacMillan, Thomas F. August, Michael J. Telepchak
  • Patent number: 6176885
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibers and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: January 23, 2001
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Herv{acute over (e)} Richard, Alain Lagrange
  • Patent number: 6177582
    Abstract: An alcoholic fluoroalkyl-functional group containing organosiloxane based composition is prepared by the controlled hydrolysis of at least one fluoroalkyl-functional group containing organosilane of formula I: R1—Y—(CH2)2SiHx(R2)y(OR)3−x−y  (I), in which R1 is a mono, oligo- or perfluorinated alkyl group having 1-9 C atoms or a mono-, oligo- or perfluorinated aryl group, Y is a CH2, O or S group, R2 and R are each independently a linear, branched or cyclic alkyl group having 1-8 C atoms or an aryl group and x=0, 1 or 2 and y=0, 1 or 2, where (x+y)≦2, at a temperature in the range of 0-120° C. over a period of 0.5-24 hours and with thorough mixing in an alcoholic medium which contains water and a weak mono- or polybasic acid or a weak base or a weak mono- or polybasic acid and a weak base or an acid or basic salt, the water employed and the alkoxysilane employed being in a molar ratio of 2-500:1.
    Type: Grant
    Filed: December 3, 1997
    Date of Patent: January 23, 2001
    Assignee: Huels Aktiengesellschaft
    Inventors: Peter Jenkner, Albert-Johannes Frings, Michael Horn, Eckhard Just, Jaroslaw Monkiewicz, Burkhard Standke
  • Patent number: 6136938
    Abstract: Silicone terpolymers and a method of making a silicone terpolymer of the formula:R.sub.3 SiO(Me.sub.2 SiO).sub.x (MeR'SiO).sub.y (MeR"SiO).sub.z SiR.sub.3in which R is a C1-C4 alkyl group; Me represents a methyl group: R' is at least a C.sub.8 containing alkyl group; R" is an aminoalkyl group such as ##STR1## x, y, and z are each 1-1000; R'" and R"" are H or methyl; R.sup.v is H or a group such as ##STR2## where a is 2 or 3, Rv' is H or methyl, and Rv" is H.
    Type: Grant
    Filed: March 5, 1999
    Date of Patent: October 24, 2000
    Assignee: Dow Corning Corporation
    Inventor: Daniel Joseph Halloran
  • Patent number: 6124490
    Abstract: Ionically cross-linked silicone polymers of a thickened gel-like consistency are made by reacting a diamino containing polysiloxane with an acid containing reactant selected from itaconic acid or the ester derivative thereof; substituted or unsubstituted cyclic and ankydride; substituted or unsubstituted conjugated olefinic acid or mixtures of the same at an elevated temperature in the presence of a low molecular weight silicone oil or other solvent until an ionically cross-linked zwitterionic siloxane polymer of a gel-like consistency is formed.
    Type: Grant
    Filed: October 26, 1999
    Date of Patent: September 26, 2000
    Assignee: Mona Industries, Inc.
    Inventors: John L. Gormley, Abe Berger, Dennis L. Fost
  • Patent number: 6118014
    Abstract: New compositions of matter are organofunctional cocyclic siloxanes of the formula ##STR1## where R1 to R3 are alkyl groups of 1-6 carbon atoms; a and b have a value of 1-10; and R4 is an aminoalkyl group or a carboxyalkyl group. Some representative R4 groups are --CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2, --CH.sub.2 CH.sub.2 CH.sub.2 NHCH.sub.2 CH.sub.2 NH.sub.2, --CH.sub.2 CH(CH.sub.3)CH.sub.2 NHCH.sub.2 CH.sub.2 NH.sub.2, and --(CH.sub.2).sub.10 COOH.
    Type: Grant
    Filed: July 16, 1999
    Date of Patent: September 12, 2000
    Assignee: Dow Corning Corporation
    Inventors: Daniel Joseph Halloran, Brett Lee Zimmerman
  • Patent number: 6093841
    Abstract: A method for preparing nonreactive aminosilicone oils by base-catalyzed equilibration, which entails reacting at least an organosilicon compound with at least one cyclic organosilicon compound in the presence of a basic catalyst in a first step; and in a second step reacting the reaction mixture produced in the first step, in the presence of water, with at least one organosilicon compound.
    Type: Grant
    Filed: December 30, 1998
    Date of Patent: July 25, 2000
    Assignee: Degussa-Huels Aktiengesellschaft
    Inventors: Norbert Winkhofer, Holger Rautschek, Maria Beinert, Leonore Jentsch
  • Patent number: 6087520
    Abstract: By subjecting to hydrosilylation a hydrogendimethylalkoxysilane compound and an N-silylated allylamine compound in the presence of a platinum catalyst, adding an alcohol to the reaction product to effect desilylation reaction, and hydrolyzing the resulting 3-aminopropyldimethylalkoxysilane compound, 1,3-bis(3-aminopropyl)tetramethyldisiloxane is prepared. The end product free of isomers and of quality can be prepared through simple steps, at a low cost and in high yields.
    Type: Grant
    Filed: January 20, 1999
    Date of Patent: July 11, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tohru Kubota, Mikio Endo
  • Patent number: 6077966
    Abstract: Water-soluble organic silicon compounds are prepared by effecting co-hydrolysis of (A) 1-30 parts of an alkyltrialkoxysilane of R.sup.1 Si(OR.sup.2).sub.3 or a partial hydrolyzate thereof, (B) 70-90 parts of an alkoxy-containing siloxane of R.sup.3.sub.a (OR.sup.2).sub.b SiO.sub.(4-a-b)/2, and (C) 1-20 parts of an amino-containing alkoxysilane of R.sup.4 R.sup.5 NR.sup.6 --SiR.sup.7.sub.n (OR.sup.2).sub.3-n or a partial hydrolyzate thereof in the presence of an organic or inorganic acid. R.sup.1 is a C.sub.7 -C.sub.18 alkyl group, R.sup.2 is a C.sub.1 -C.sub.4 alkyl group, R.sup.3 is a C.sub.1 -C.sub.6 alkyl group, R.sup.4 and R.sup.5 are a hydrogen atom, C.sub.1 -C.sub.15 alkyl or aminoalkyl group, R.sup.6 is a divalent C.sub.1 -C.sub.18 hydrocarbon group, and R.sup.7 is a C.sub.1 -C.sub.4 alkyl group. Letters a and b are 0.75.ltoreq.a.ltoreq.1.5, 0.2.ltoreq.b.ltoreq.2, and 0.95<a+b<3.4.
    Type: Grant
    Filed: September 6, 1996
    Date of Patent: June 20, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kazuyuki Matsumura, Mitsuo Asai, Shoji Ichinohe
  • Patent number: 6054601
    Abstract: Organopolysiloxane containing compositions are prepared by mixing an organopolysiloxane containing an aminoalkyl group, an organopolysiloxane containing a fluoroalkyl group, and optionally, organopolysiloxanes containing alkyl groups, together with water, or a water/acid mixture, or a water/acid/alcohol mixture, where the mixture is adjusted to have a pH in the range of 1-8, then removing the alcohol already present or formed during reaction.
    Type: Grant
    Filed: June 9, 1998
    Date of Patent: April 25, 2000
    Assignee: Huels Aktiengesellschaft
    Inventors: Burkhard Standke, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Helmut Mack, Jaroslaw Monkiewicz
  • Patent number: 6051730
    Abstract: A solid, water-soluble complex comprising:a) a water-miscible polysiloxane of the formula: ##STR1## wherein n is from 2 to 6; a is from 8 to 25; and b is from 0 to 25; and the oxyalkylene groups may be random or block mixtures; y is from 0 to 5; x is from 1 to 5; and R is selected from the group consisting of hydrogen, C.sub.1- C.sub.4 alkyl, and a C.sub.1- C.sub.4, alkyl ester; or ##STR2## wherein A is a linear or branched alkyl having 6 to 30 carbon atoms; G is a glycol moiety of the formula --R' (OCH.sub.2 CH.sub.2) .sub.m OR" wherein R' is a divalent alkylene group having 2 to 6 carbon atoms; R" is selected from the group consisting of hydrogen, C.sub.1- C.sub.4 alkyl, and a C.sub.1- C.sub.4 alkyl ester; m is 8 to 100; y is 0 to 5; X is 0.1 to 2.5; and z is 0.1 to 5.0; andb) a complex-forming agent of the formula: ##STR3## wherein X is O, S, Sc, or Te. These complexes are useful useful as adjuvants for dry agricultural chemicals such as pesticides and/or fertilizers.
    Type: Grant
    Filed: May 5, 1997
    Date of Patent: April 18, 2000
    Assignee: Rhodia Inc.
    Inventors: Norman R. Pallas, James L. Hazen
  • Patent number: 6027537
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: February 22, 2000
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Herve Richard, Alain Lagrange
  • Patent number: 6004540
    Abstract: Topically applicable sunscreen/cosmetic compositions well suited for enhanced photoprotection of human skin and/or hair against the damaging effects of UV-A and UV-B irradiation, particularly solar radiation, comprise a photoprotecting effective amount of a novel sulfonamido-functional polyorganosiloxane/polyorganosilane having one of the formulae (1) to (3): ##STR1## wherein A is a monovalent benzylidenecamphor radical which comprises a sulfonamido-functional bridging group, which is bonded directly to a silicon atom, and which has the formula. (4.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: December 21, 1999
    Assignee: Societe L'Oreal S.A.
    Inventors: Herve Richard, Madeleine Leduc, Alain Lagrange
  • 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: 5990333
    Abstract: Silyl-linked polyamidoamines, and aqueous compositions including these resins, which have utility in wet strength, dry strength, creping, and glass fiber forming size applications.
    Type: Grant
    Filed: June 19, 1996
    Date of Patent: November 23, 1999
    Assignee: Hercules Incorporated
    Inventors: Anthony J. Allen, Arjun C. Sau
  • Patent number: 5981681
    Abstract: The present invention discloses non-hydrolyzable, block, (AB).sub.n A type, copolymers comprising alternating units of polysiloxane and amino-polyalkyleneoxide and provides a method for the preparation of these copolymers. Also provided is the use of these copolymers as softeners, in particular durable, hydrophilic textile softeners, which improve tactile properties of the textiles substrates treated with the commercial soil release finishes, without substantially detracting from their properties. The copolymers of the present invention have alternating units of polysiloxane [X(C.sub.a H.sub.2a O).sub.b R.sup.2 [(SiO(R.sup.1).sub.2 ].sub.c Si(R.sup.1).sub.2 R.sup.2 (C.sub.a H.sub.2a O).sub.b X] and polyalkyleneoxides [YO(C.sub.a H.sub.2a O).sub.d Y] wherein R.sup.1 is a C.sub.1 to C.sub.4 alkyl, preferably methyl, R.sup.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: November 9, 1999
    Assignee: Witco Corporation
    Inventor: Anna Czech
  • Patent number: 5939574
    Abstract: Aminosiloxanes bearing 4-amino-3,3-dialkylbutyl substituents are prepared by a multistep process including addition of 2,2-dialkylacetonitrile to vinylic siloxanes, hydrogenation of the nitrile adducts so formed to yield 4-amino-3,3-dialkylbutyl siloxanes, and optional equilibration of the latter with other siloxane sources, to form aminosiloxanes, which are useful for the treatment of textiles and fabrics and for the preparation of siloxane-containing block copolymers.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: August 17, 1999
    Assignee: Witco Corporation
    Inventors: Curtis L. Schilling, Jr., Anna Czech, Robert E. Sheridan, Gerald J. Murphy
  • Patent number: 5936703
    Abstract: An alkoxysilane compound represented by the formula (I) ##STR1## wherein R.sup.1, and R.sup.2 denote --CH.sub.3 or --C.sub.2 H.sub.5 and X denotes --COO.sup.- or --SO.sub.3.sup.-, p and n denote an integer of 1 to 3 and q denotes 0 or 1, where p+q=3, a surface processing solution containing the alkoxysilane compound or its acid-processed reaction product and a contact lens surface-processed with the surface processing solution. The alkoxysilane compound is capable of affording hydrophilicity to the surfaces of various substrates and may be utilized in the field of fibers, optical components, medical materials or in inspection and diagnostic drugs, particularly as a surface bound coating composition for contact lenses.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: August 10, 1999
    Assignee: NOF Corporation
    Inventors: Tuyoshi Miyazaki, Yasumi Koinuma
  • Patent number: 5925779
    Abstract: A method for preparing an aminoalkoxysiloxane comprises reacting a siloxane having at least one Si--X bond with an aminoalcohol of the general formula HO--R--NR.sup.1.sub.2 and removing HX from the reaction mixture, wherein X is a hydrogen atom, an --OH group or an --OC(O)NR.sup.1.sub.2 group, R is a divalent substituted or unsubstituted alkylene or arylene group, and R.sup.1 is a hydrogen atom or an alkyl group having from one to eighteen carbon atoms. The siloxane and aminoalcohol are preferably HO(Me.sub.2 SiO).sub.4.5 H and ethanolamine, (Me.sub.3 SiO).sub.2 MeSiH and ethanolamine, isopropanolamine or 3-aminopropan-1-ol, or Me.sub.3 SiO(Me.sub.2 SiO).sub.3 (MeHSiO).sub.5 SiMe.sub.3 and isopropanolamine respectively. The aminoalkoxysiloxanes thus prepared are useful for treating textile fabrics.
    Type: Grant
    Filed: June 22, 1998
    Date of Patent: July 20, 1999
    Assignee: Dow Corning, Ltd.
    Inventors: Stephen E. Cray, Helen L. Gough, Iain A. MacKinnon