Two Silicons Bonded Directly To The Same Oxygen Patents (Class 556/425)
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Patent number: 6531620Abstract: 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&mdaType: GrantFiled: September 27, 2001Date of Patent: March 11, 2003Assignee: Consortium fur Elecktrochemische Industrie GmbHInventors: Leonhard Brader, Oliver Schäfer, Andreas Bauer, Volker Frey, Bernd Pachaly
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Patent number: 6515095Abstract: 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: GrantFiled: June 21, 2000Date of Patent: February 4, 2003Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Naoki Omura, Kenichi Isobe
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Patent number: 6506921Abstract: 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: GrantFiled: June 29, 2001Date of Patent: January 14, 2003Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: Garth L. Wilkes, Chenghong Li
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Patent number: 6489498Abstract: 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: GrantFiled: March 27, 2001Date of Patent: December 3, 2002Assignee: Th. Goldschmidt AGInventors: Klaus-Dieter Klein, Wilfried Knott, Götz Koerner, Manfred Krakenberg
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Patent number: 6482912Abstract: 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: GrantFiled: January 29, 2001Date of Patent: November 19, 2002Assignee: NDSU Research FoundationInventors: Philip Boudjouk, Thomas E. Ready, Bhanu P. S. Chauhan
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Patent number: 6482969Abstract: 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: GrantFiled: October 24, 2001Date of Patent: November 19, 2002Assignee: Dow Corning CorporationInventors: Liza Ruth Helmrick, John Joseph Kennan
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Patent number: 6429309Abstract: 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: GrantFiled: August 2, 2001Date of Patent: August 6, 2002Assignee: Quiatech ABInventors: Marek Kwiatkowski, Mats Nilsson, Ulf Landegren
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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: 6403227Abstract: 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: GrantFiled: May 2, 2000Date of Patent: June 11, 2002Assignee: Vision-Ease Lens. Inc.Inventor: Martin L. Hage
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Patent number: 6395858Abstract: 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: GrantFiled: October 27, 1999Date of Patent: May 28, 2002Assignee: Degussa AGInventors: Helmut Mack, Dieter Barfurth, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Jaroslaw Monkiewicz, Burkhard Standke
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Patent number: 6384254Abstract: 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: GrantFiled: November 3, 2000Date of Patent: May 7, 2002Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Naoki Omura
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Patent number: 6379751Abstract: 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: GrantFiled: December 11, 2000Date of Patent: April 30, 2002Assignee: Bayer AktiengesellschaftInventors: Walter Schäfer, Günter Sackmann, Jürgen Reiners, Tillmann Hassel, Manfred Schnee, Fritz Novotny
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Patent number: 6353073Abstract: 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: GrantFiled: March 22, 2000Date of Patent: March 5, 2002Assignee: Archimica (Florida), Inc.Inventors: Timothy N. Biggs, Benigno A. Janeiro
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Patent number: 6339137Abstract: 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: GrantFiled: March 22, 2000Date of Patent: January 15, 2002Assignee: Archimica (Florida) Inc.Inventors: Timothy N. Biggs, Benigno A. Janeiro
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Patent number: 6310169Abstract: 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: GrantFiled: March 6, 2000Date of Patent: October 30, 2001Assignee: Chisso CorporationInventors: Kiichi Kawabata, Youichi Kimae
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Patent number: 6300287Abstract: 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: GrantFiled: April 27, 2000Date of Patent: October 9, 2001Assignee: Dow Corning Toray Silicone Company, Ltd.Inventors: Hiroki Ishikawa, Tsutomu Naganawa, Isao Ona
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Patent number: 6291669Abstract: 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: GrantFiled: July 19, 1999Date of Patent: September 18, 2001Inventors: Marek Kwiatkowski, Mats Nilsson, Ulf Landegren
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Patent number: 6288256Abstract: 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: GrantFiled: January 12, 1999Date of Patent: September 11, 2001Assignee: Degussa-Huels AktiengesellschaftInventors: Burkhard Standke, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Helmut Mack, Jaroslaw Monkiewicz
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Patent number: 6284858Abstract: 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: GrantFiled: September 14, 1999Date of Patent: September 4, 2001Assignees: Nippon Steel Chemical Co., Ltd., Nippon Steel CorporationInventors: Takeshi Fujiyama, Nobuyuki Furukawa, Takero Teramoto
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Patent number: 6268454Abstract: 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: GrantFiled: February 17, 2000Date of Patent: July 31, 2001Assignee: Pacific CorporationInventors: Dong Hyuk Song, Yeong Jin Choi, Kil Joong Kim, Young Chul Lee
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Patent number: 6258968Abstract: 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: GrantFiled: December 10, 1999Date of Patent: July 10, 2001Assignee: GE Bayer Silicones GmbH & Co. KGInventors: Hubertus Eversheim, Ottfried Schlak
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Patent number: 6258969Abstract: 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: GrantFiled: October 2, 1996Date of Patent: July 10, 2001Assignee: Mitsubishi Chemical CorporationInventors: Takeshi Sawai, Hanako Kato, Seiichiro Tanaka, Akihiro Takazawa, Haruo Katsumata, Hozumi Endo
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Patent number: 6255513Abstract: 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: GrantFiled: April 28, 1999Date of Patent: July 3, 2001Assignee: Huels AktiengesellschaftInventors: Burkhard Standke, Jaroslaw Monkiewicz, Albert-Johannes Frings, Ralf Laven, Roland Edelmann, Peter Jenkner, Helmut Mack, Dieter Barfurth, Michael Horn
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Patent number: 6255511Abstract: 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: GrantFiled: September 6, 1994Date of Patent: July 3, 2001Assignee: Th Goldschmidt AGInventors: Klaus-Dieter Klein, Wilfried Knott, Götz Koerner, Manfred Krakenberg
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Patent number: 6251989Abstract: 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: GrantFiled: May 26, 1999Date of Patent: June 26, 2001Assignee: Degussa-Huels AktiengesellschaftInventors: 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
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Patent number: 6240929Abstract: 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, deType: GrantFiled: January 6, 2000Date of Patent: June 5, 2001Assignee: L'Oreal S.A.Inventors: Hervé Richard, Alain LaGrange
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Patent number: 6242554Abstract: 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: GrantFiled: November 11, 1999Date of Patent: June 5, 2001Assignee: TH. Goldschmidt AGInventors: Stephan Busch, Manfred Krakenberg, Peter Lersch, Stephan Stadtmüller
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Patent number: 6218560Abstract: 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: GrantFiled: November 23, 1999Date of Patent: April 17, 2001Assignee: Wacker-Chemie GmbHInventors: Bors Cajus Abele, Thomas Koini
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Patent number: 6207781Abstract: 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: GrantFiled: August 20, 1999Date of Patent: March 27, 2001Assignee: Dow Corning CorporationInventors: Daniel Joseph Halloran, Brett Lee Zimmerman
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Patent number: 6203578Abstract: 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: GrantFiled: September 29, 1999Date of Patent: March 20, 2001Assignee: L'OrealInventors: Madeleine Leduc, Hervé Richard, Alain Lagrange
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Patent number: 6201063Abstract: 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: GrantFiled: July 8, 1999Date of Patent: March 13, 2001Assignee: Dow Corning CorporationInventors: Daniel Joseph Halloran, Judith Mervane Vincent
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Patent number: 6177583Abstract: 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: GrantFiled: August 30, 1999Date of Patent: January 23, 2001Assignee: United Chemical Technologies, Inc.Inventors: Marla Marzinke, John H. MacMillan, Thomas F. August, Michael J. Telepchak
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Patent number: 6176885Abstract: 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: GrantFiled: September 29, 1999Date of Patent: January 23, 2001Assignee: L'OrealInventors: Madeleine Leduc, Herv{acute over (e)} Richard, Alain Lagrange
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Patent number: 6177582Abstract: 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: GrantFiled: December 3, 1997Date of Patent: January 23, 2001Assignee: Huels AktiengesellschaftInventors: Peter Jenkner, Albert-Johannes Frings, Michael Horn, Eckhard Just, Jaroslaw Monkiewicz, Burkhard Standke
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Patent number: 6136938Abstract: 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: GrantFiled: March 5, 1999Date of Patent: October 24, 2000Assignee: Dow Corning CorporationInventor: Daniel Joseph Halloran
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Patent number: 6124490Abstract: 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: GrantFiled: October 26, 1999Date of Patent: September 26, 2000Assignee: Mona Industries, Inc.Inventors: John L. Gormley, Abe Berger, Dennis L. Fost
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Patent number: 6118014Abstract: 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: GrantFiled: July 16, 1999Date of Patent: September 12, 2000Assignee: Dow Corning CorporationInventors: Daniel Joseph Halloran, Brett Lee Zimmerman
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Patent number: 6093841Abstract: 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: GrantFiled: December 30, 1998Date of Patent: July 25, 2000Assignee: Degussa-Huels AktiengesellschaftInventors: Norbert Winkhofer, Holger Rautschek, Maria Beinert, Leonore Jentsch
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Patent number: 6087520Abstract: 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: GrantFiled: January 20, 1999Date of Patent: July 11, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tohru Kubota, Mikio Endo
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Patent number: 6077966Abstract: 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: GrantFiled: September 6, 1996Date of Patent: June 20, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kazuyuki Matsumura, Mitsuo Asai, Shoji Ichinohe
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Patent number: 6054601Abstract: 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: GrantFiled: June 9, 1998Date of Patent: April 25, 2000Assignee: Huels AktiengesellschaftInventors: Burkhard Standke, Roland Edelmann, Albert-Johannes Frings, Michael Horn, Peter Jenkner, Ralf Laven, Helmut Mack, Jaroslaw Monkiewicz
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Patent number: 6051730Abstract: 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: GrantFiled: May 5, 1997Date of Patent: April 18, 2000Assignee: Rhodia Inc.Inventors: Norman R. Pallas, James L. Hazen
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Patent number: 6027537Abstract: 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: GrantFiled: October 30, 1997Date of Patent: February 22, 2000Assignee: L'OrealInventors: Madeleine Leduc, Herve Richard, Alain Lagrange
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Patent number: 6004540Abstract: 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: GrantFiled: June 23, 1997Date of Patent: December 21, 1999Assignee: Societe L'Oreal S.A.Inventors: Herve Richard, Madeleine Leduc, Alain Lagrange
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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: 5990333Abstract: 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: GrantFiled: June 19, 1996Date of Patent: November 23, 1999Assignee: Hercules IncorporatedInventors: Anthony J. Allen, Arjun C. Sau
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Patent number: 5981681Abstract: 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: GrantFiled: June 17, 1998Date of Patent: November 9, 1999Assignee: Witco CorporationInventor: Anna Czech
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Patent number: 5939574Abstract: 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: GrantFiled: July 14, 1998Date of Patent: August 17, 1999Assignee: Witco CorporationInventors: Curtis L. Schilling, Jr., Anna Czech, Robert E. Sheridan, Gerald J. Murphy
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Patent number: 5936703Abstract: 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: GrantFiled: December 1, 1997Date of Patent: August 10, 1999Assignee: NOF CorporationInventors: Tuyoshi Miyazaki, Yasumi Koinuma
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Patent number: 5925779Abstract: 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: GrantFiled: June 22, 1998Date of Patent: July 20, 1999Assignee: Dow Corning, Ltd.Inventors: Stephen E. Cray, Helen L. Gough, Iain A. MacKinnon