Halogen Attached Indirectly To Silicon By Nonionic Bonding Patents (Class 556/454)
  • Patent number: 11666680
    Abstract: A dressing includes a drape, a pressure-sensitive acrylic-based adhesive on a skin-facing surface of the drape, an island of absorbent material, a silicone gel backing film, and a silicone gel on the silicone gel backing film. The drape is a thin film capable of maintaining a negative pressure underneath the drape upon application of a vacuum. The island of absorbent material has a smaller area than the drape and is applied onto the skin-facing surface of the drape. The silicone gel backing film has a frame shape and a smaller footprint than the drape and a larger footprint than the island of absorbent material.
    Type: Grant
    Filed: February 22, 2021
    Date of Patent: June 6, 2023
    Assignee: AATRU MEDICAL, LLC
    Inventors: John Buan, Richard L. Middaugh, Timothy Wojciechowski, Thomas E. Lash
  • Patent number: 11634534
    Abstract: A process of: providing a polyfunctional compound selected from polyisocyanate, polyacrylate, and polyepoxy; and reacting the polyfunctional compound with a hydroxyl- or amine-terminated silyl-containing compound. The polyfunctional compound and the silyl-containing compound are at least difunctional. A thermoset made by this process.
    Type: Grant
    Filed: June 30, 2020
    Date of Patent: April 25, 2023
    Assignee: The Government of the United States of America, as represented by the Secretary of the Navy
    Inventors: Erick B. Iezzi, Eugene Camerino, Grant Daniels, James H. Wynne
  • Patent number: 11560316
    Abstract: A process for removal of impurities, in particular of dopants, from chlorosilanes which includes the following steps: (a) heating a deposition surface (3); (b) contacting the heated deposition surface (3) with at least one gaseous chlorosilane mixture, the gaseous chlorosilane mixture including at least one chlorosilane and at least one impurity, in particular at least one dopant; (c) at least partially removing the impurity, in particular the dopant, by forming polycrystalline silicon depositions on the deposition surface (3), the polycrystalline silicon depositions being enriched with the impurity, in particular with the dopant; (d) discharging the purified gaseous chlorosilane mixture; (e) contacting the heated deposition surface (3) with an etching gas to return the polycrystalline silicon depositions and the impurity, in particular the dopant, into the gas phase to form a gaseous etching gas mixture; and (f) discharging the gaseous etching gas mixture.
    Type: Grant
    Filed: October 19, 2018
    Date of Patent: January 24, 2023
    Assignee: NexWafe GmbH
    Inventors: Kai Schillinger, Nena Milenkovic
  • Patent number: 11512013
    Abstract: The presently disclosed subject matter is generally directed to a system and method of reducing, reacting, and/or removing an oxidant or unwanted chemical species from a chemical stream. Particularly, the system and method include the use of one or more reductants that react with the undesired chemical species. The reductant and the chemical stream are added to a reactor and allowed to react for a desired amount of time. The reductant will reduce, react with, and/or remove the chemical species from the stream. The excess reductant and reaction products are then removed from the reactor, as described in more detail herein below.
    Type: Grant
    Filed: September 17, 2020
    Date of Patent: November 29, 2022
    Inventor: Ralph Birchard Lloyd
  • Patent number: 11299593
    Abstract: Provided is a fluorosilicone resin and a preparation method thereof. Using pentafluorostyrene as raw material, pentafluorophenethyldimethylchlorosilane is prepared by a hydrosilylation reaction. By means of a polycondensation reaction of the pentafluorophenethyldimethylchlorosilane, trimethylchlorosilane and tetraethyl orthosilicate, a pentafluorophenyl silicone resin is prepared. The preparation method adopts a two-step polycondensation process, which overcomes the disadvantages of a large difference in hydrolysis reactivity between pentafluorophenyldimethylchlorosilane and a copolymerized trialkyl-chlorosilane, and achieves a high yield. The obtained pentafluorophenyl silicone resin has the advantages of superior heat resistance, simple preparation process, low equipment requirements, high availability of raw material, and suitability for mass production. The heat-resistant fluorosilicone resin can be applied in a polymer material, such as a heat-resistant adhesive.
    Type: Grant
    Filed: September 25, 2020
    Date of Patent: April 12, 2022
    Assignee: SOOCHOW UNIVERSITY
    Inventors: Zhanxiong Li, Yakun Zong, Wulong Li
  • Patent number: 9062246
    Abstract: Novel fluorescent compounds having a specific structure are provided. They have improved solubility in organic solvents and compatibility even with low polar resins, especially silicone resins. Using the compounds, transparency fluorescent resin compositions are formulated. Since the fluorescent compound is a single compound, it can be purified to a high purity and has a high fluorescence efficiency.
    Type: Grant
    Filed: February 7, 2013
    Date of Patent: June 23, 2015
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Yusuke Ito, Ayumu Kiyomori
  • Patent number: 8841473
    Abstract: The subject of invention is the method of synthesis of fluorosilicone co-polymers of arbitrary topology and general formula 1 in which among others if A stands for CH—O(CH2)m(CF2)nCF2H group, then the method is based on hydrosilylation reaction of appropriate fluoroalkyl-allyl ether with polyhydrosiloxanes containing at least one Si—H group, catalyzed by siloxide rhodium complex. If A stands for in which Z stands for divalent group either then the method is based on the reaction of nucleophilic opening of oxirane ring in appropriate epoxyfunctional co-polysiloxanes, in acidic environment.
    Type: Grant
    Filed: August 16, 2010
    Date of Patent: September 23, 2014
    Assignee: Adam Mickiewicz University
    Inventors: Bogdan Marciniec, Hieronim Maciejewski, Izabela Dabek, Joanna Karasiewicz
  • Patent number: 8829221
    Abstract: The present invention relates to method for producing monosilane and tetraalkoxysilane comprising subjecting alkoxysilane represented by formula (1) HnSi(OR) 4-n??(1) wherein R represents alkyl group having 1 to 6 carbon atoms and n represents an integer of from 1 to 3, to dismutation reaction in a gaseous phase in the presence of a catalyst containing an alkali metal fluoride and a catalyst activator. The method can solve problems in a method for producing monosilane and tetraalkoxysilane by dismutation reaction of alkoxysilane in a liquid phase: i.e. problems such that separation from the solvent is difficult and that the reaction is too slow and not suitable for industrial production.
    Type: Grant
    Filed: October 30, 2009
    Date of Patent: September 9, 2014
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi, Haruaki Ito, Fanil Makhmutov
  • Publication number: 20130207041
    Abstract: Novel fluorescent compounds having a specific structure are provided. They have improved solubility in organic solvents and compatibility even with low polar resins, especially silicone resins. Using the compounds, transparency fluorescent resin compositions are formulated. Since the fluorescent compound is a single compound, it can be purified to a high purity and has a high fluorescence efficiency.
    Type: Application
    Filed: February 7, 2013
    Publication date: August 15, 2013
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventor: Shin-Etsu Chemical Co., Ltd.
  • Publication number: 20130126836
    Abstract: Various apparatuses, systems and methods involve high mobility materials. In accordance with one or more example embodiments, a material includes a conjugated molecule and a side chain bonded to the conjugated molecule. The side chain includes at least one of a siloxane-terminated unit and a derivative of a siloxane-terminated unit that enhance solubility of the conjugated molecule. Further, the side chain facilitates a ?-stacking distance between the conjugated molecules when stacked (e.g.
    Type: Application
    Filed: November 19, 2012
    Publication date: May 23, 2013
    Applicant: The Board of Trustees of the Leland Stanford Junior University
    Inventor: The Board of Trustees of the Leland Stanford Junio
  • Publication number: 20130060014
    Abstract: A surface-modified inorganic material and a preparation method thereof. A surface-modified inorganic material is provided which is obtained by allowing an organosilane compound having allyl or an allyl derivative to react with an inorganic material, particularly solid silica or ITO glass, in the presence of an acid and an organic solvent, to introduce an organic group into the inorganic material even at room temperature, as well as a preparation method thereof. The invention can effectively introduce the organic group into the inorganic material even at room temperature, and thus is very effective in introducing compounds having a thermally sensitive functional group, for example, natural compounds or proteins. It is possible to introduce various organic groups into an inorganic material and to separate and purify organic molecule-bonded organosilane compounds using a silica gel column to effectively bond them to inorganic materials.
    Type: Application
    Filed: August 31, 2012
    Publication date: March 7, 2013
    Applicant: Industry-Academic Cooperation Foundation, Yonsei University
    Inventors: Chul-Ho Jun, Ye-Lim Yeon, Ji-Sung Lee, Young-Jun Park
  • Patent number: 8268399
    Abstract: A contact leveling surface for an ink jet imaging member including a coating disposed on a contact leveling substrate, wherein the coating includes a fluoroalkyl-substituted polyhedral oligomeric silsesquioxane. In embodiments, the contact leveling surface is for an ink jet imaging member that jets a phase change ink, a gel ink, a curable phase change ink, or a curable gel ink directly to a final image receiving substrate such as a direct to paper imaging device.
    Type: Grant
    Filed: August 19, 2009
    Date of Patent: September 18, 2012
    Assignee: Xerox Corporation
    Inventors: David J. Gervasi, Bryan J. Roof, Matthew M. Kelly, Santokh Badesha
  • Publication number: 20120157703
    Abstract: The subject of invention is the method of synthesis of fluorosilicone co-polymers of arbitrary topology and general formula 1 in which among others if A stands for CH—O(CH2)m(CF2)nCF2H group, then the method is based on hydrosilylation reaction of appropriate fluoroalkyl-allyl ether with polyhydrosiloxanes containing at least one Si—H group, catalyzed by siloxide rhodium complex. If A stands for in which Z stands for divalent group either then the method is based on the reaction of nucleophilic opening of oxirane ring in appropriate epoxyfunctional co-polysiloxanes, in acidic environment.
    Type: Application
    Filed: August 16, 2010
    Publication date: June 21, 2012
    Applicant: ADAM MICKIEWICZ UNIVERSITY
    Inventors: Bogdan Marciniec, Hieronim Maciejewski, Izabela Dabek, Joanna Karasiewicz
  • Publication number: 20110306694
    Abstract: The invention relates to compositions comprising linear siloxanes, comprising only one further organically modified group in addition to the Si-alkyl substitution in the siloxane chain, wherein said group is bonded to a terminal silicon atom, and to the use thereof for producing polyurethane cold foams.
    Type: Application
    Filed: December 14, 2009
    Publication date: December 15, 2011
    Applicant: Evonik Goldschmidt GmbH
    Inventors: Martin Glos, Frauke Henning, Mladen Vidakovic
  • Publication number: 20110287074
    Abstract: Disclosed herein are a variety of applications for an antimicrobial agent. The antimicrobial agent comprises a silanol containing molecule, the silanol containing molecule comprising silanols (R1R2R3SiOH), siloxanediols HO(R1R2SiO)nH, siloxanols HO(R1R2SiO)nSiR1R2R3 or combinations thereof, where R1, R2 and R3 are selected from alkyl or fluoroalkyl moieties having 1 to 4 carbon atoms, vinyl or aryl groups and n is less than about 6.
    Type: Application
    Filed: May 24, 2011
    Publication date: November 24, 2011
    Applicant: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
    Inventors: Liwen Jin, Ronald Howard Baney
  • Patent number: 7935395
    Abstract: A liquid crystal molecule is disclosed, having a structure represented by the following general formula (1): wherein X1 is a group selected among groups represented by the following formula (2): X2 is represented by the following formula (3): R1 represents a linear or branched hydrocarbon group or an alkoxy group each having from 4 to 16 carbon atoms; R2 represents an optionally branched organosiloxane or organosilane having from 1 to 6 silicon atoms; other variables in formulae are defined therein.
    Type: Grant
    Filed: October 5, 2009
    Date of Patent: May 3, 2011
    Assignee: Sony Corporation
    Inventors: Rika Kotake, Hidehiko Takanashi, Ken Kobayashi
  • Publication number: 20100126380
    Abstract: Disclosed in a mold release composition comprising a fluorosilicone compound of the formula (I): (I) wherein R1, R2, R4, R5, R6, R7, R8 and R9 each is, the same or different, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, R3 and R10 each is; the same or different, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, or Rf-X—, or Z—Y— in which X and Y each is; the same or different, a divalent organic group, Rf is a C1-6 fluoroalkyl group, Z is a silyl group containing a hydrolyzable site, m is 1-100, n is 1-50, and o is 0-200. The mold release composition can give excellent mold releasability and durability of mold releasability (repeated mold releasability).
    Type: Application
    Filed: June 15, 2007
    Publication date: May 27, 2010
    Applicants: DAIKIN INDUSTRIES, LTD., DOW CORNING CORPORATION
    Inventors: Yasuo Itami, Hisashi Mitsuhashi, Tetsuya Masutani, Peter C. Hupfield, Don Lee Kleyer
  • Publication number: 20090270590
    Abstract: A surface-modified inorganic material and a preparation method thereof. A surface-modified inorganic material is provided which is obtained by allowing an organosilane compound having allyl or an allyl derivative to react with an inorganic material, particularly solid silica or ITO glass, in the presence of an acid and an organic solvent, to introduce an organic group into the inorganic material even at room temperature, as well as a preparation method thereof. The invention can effectively introduce the organic group into the inorganic material even at room temperature, and thus is very effective in introducing compounds having a thermally sensitive functional group, for example, natural compounds or proteins. It is possible to introduce various organic groups into an inorganic material and to separate and purify organic molecule-bonded organosilane compounds using a silica gel column to effectively bond them to inorganic materials. Accordingly, the invention is very useful in the chemical industry.
    Type: Application
    Filed: May 16, 2006
    Publication date: October 29, 2009
    Applicant: Industry-Academic Cooperation Foundation Yonsei University
    Inventors: Chul-Ho Jun, Ye-Lim Yeon, Ji-Sung Lee, Young-Jun Park
  • Patent number: 7534901
    Abstract: A process for preparing ?, ?-functional siloxane compounds in a purity of greater than or equal to 90% includes contacting a monohydrosiloxane compound of formula 1 with oxygen in the presence of a platinum group catalyst, without adding water, to form the ?, ?-functional siloxane compound in a purity of greater than or equal to 90%; wherein n is 0, 1, or 2; R1 is fluoroethyl, methyl or phenyl; and R2 is substituted alkyl, epoxyalkyl, oxetanylalkyl, substituted oxaalkyl, epoxyoxaalkyl, oxetanyloxaalkyl, alkenyl, alkylalkoxysilyl, substituted alkylaryl, and substituted arylalkyl.
    Type: Grant
    Filed: April 16, 2004
    Date of Patent: May 19, 2009
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James V. Crivello
  • Patent number: 7405332
    Abstract: The invention provides a process for preparation of a fluorohaloalkane, preferably an [18F]fluorohaloalkane of formula (I) wherein X is halo and n is an integer of from 1 to 6; which comprises: reaction of the corresponding organosilicon compound of formula (II): wherein n is as defined for the compound of formula (I); and R?, R?, and R?? are independently selected from C1-6 alkyl and C1-6 haloalkyl; and R? may alternatively be the group: with a compound of formula (III): wherein X is as defined for the compound of formula (I) and Y is halo. Intermediates having use in such processes are also claimed.
    Type: Grant
    Filed: September 18, 2003
    Date of Patent: July 29, 2008
    Assignee: Hammersmith Imanet Ltd.
    Inventors: Frank Brady, Sajinder Luthra, Yongjun Zhao
  • Patent number: 7351452
    Abstract: A compound of formula (I) or a dimer thereof; where R1 and R2 are independently selected from optionally substituted alkyl, optionally substitituted alkenyl, optionally substituted alkynyl, a functional group or a group of sub-formula (i) —(O)m—(CH2)p—R7??(i) where m is 0 or 1; p is an integer of from 1 to 12; R7 is a group of formula —CqX2q+1 where q is an integer of from 1 to 12 and X is halogen such as fluoro, or R7 a group of sub-formula (ii) where k is an integer of from 1 to 10, R8, R10, and R12 and each R9 and R11 are independently selected from alkyl, alkenyl or aryl, such as lower alkyl and in particular methyl; provided that at least one of R1 or R2 is a group of sub-formula (i); R3, R4, R5 and R6 are independently selected from hydrogen or halogen, and in particular fluorine, n is 0 or 1, and A is a ring structure as specified. Compounds of formula (I) may have liquid crystal properties and/or be useful in liquid crystal devices.
    Type: Grant
    Filed: November 7, 2002
    Date of Patent: April 1, 2008
    Assignee: Qinetiq Limited
    Inventors: John W Goodby, Michael Hird, Kenneth J Toyne, Chu C Dong, Robert D. C Richards
  • Patent number: 7132294
    Abstract: The invention provides a device for selective molecular recognition, the device comprising a sensing portion, wherein said sensing portion includes a substrate having coated thereon a layer comprising a non-volatile, small molecule compound having at least two pendant and terminal unsaturated groups, each being functionalized with at least one halogen substituted alcohol or phenol functional group. The compound of the invention preferably has one of the following general formulae: wherein A is a core moiety; B is a pendant and terminal unsaturated group; q is at least 1; r is at least 2; X is a linking group; and n is an integer designating the number of repeating units from 1 to 3, with the proviso that, if n is greater than 1, then the B groups differ from each other in at least two of the repeating units. The device is used to detect the molecules of a hydrogen bond accepting vapor such as an organophosphonate or nitroaromatic vapor.
    Type: Grant
    Filed: February 25, 2002
    Date of Patent: November 7, 2006
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Eric J. Houser, Robert Andrew McGill
  • Patent number: 6924384
    Abstract: A compound of the general formula R1R2MR4R5 is disclosed wherein R1 and R2 are independently an aryl, alkyl, alkenyl, epoxy or alkynyl group, wherein at least one of R1 and R2 is fully or partially fluorinated, wherein M is selected from group 14 of the periodic table, wherein R4 and R5 are independently an alkoxy group, OR3, or a halogen group, X, except where M is Si, R4 and R5 are both ethoxy groups or both chlorine groups, and R1 and R2 are perfluorinated groups. This compound formed can be further reacted to attach an additional organic R group, and/or hydrolyzed, alone or with one or more similar compounds, to form a material having a molecular weight of from 500 to 10,000, which material can be deposited on various substrates as a coating or deposited and patterned for a waveguide or other optical device components. Methods for making compounds of the general formula R1MR4R5R6 are also disclosed.
    Type: Grant
    Filed: January 8, 2002
    Date of Patent: August 2, 2005
    Assignee: Silecs Oy
    Inventors: Juha T. Rantala, Arto L. T. Maaninen, Tiina J. Maaninen, Jarkko J. Pietikainen
  • Patent number: 6897331
    Abstract: A method of reacting a first non-fluorous compound to produce a second non-fluorous compound includes the steps of: contacting a first non-fluorous phase including the first non-fluorous compound with a first fluorous phase at a first phase interface, the first non-fluorous compound distributing between the first fluorous phase and the first non-fluorous phase; contacting the first fluorous phase with a second non-fluorous phase at a second phase interface; and including at least a third non-fluorous compound in the second non-fluorous phase that reacts with the first non-fluorous compound to produce the second non-fluorous compound, the second non-fluorous compound having a distribution coefficient less than the first non-fluorous compound. For example, the first non-fluorous compound can be dibromine or diiodine, and the second non-fluorous compound can be an alkene.
    Type: Grant
    Filed: March 8, 2002
    Date of Patent: May 24, 2005
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Hiroyuki Nakamura, Ilhyong Ryu, Hiroshi Matsubara
  • Patent number: 6784306
    Abstract: Fluorinated organosilicon compounds having at least one fluorinated organic group and at least three SiH groups in a molecule are capable of hydrosilylation reaction with such compounds as vinyl group-bearing fluoro-polymers in a stable manner and fully compatible therewith.
    Type: Grant
    Filed: February 20, 2002
    Date of Patent: August 31, 2004
    Assignee: Shin-etsu Chemical Co., Ltd.
    Inventors: Kenichi Fukuda, Koichi Yamaguchi
  • Patent number: 6734318
    Abstract: A method of reacting a first compound to produce a second compound includes the step of contacting a first non-fluorous phase including the first compound with a first fluorous phase at a first phase interface. The first compound distributes between the first fluorous phase and the first non-fluorous phase. The method further includes the steps of contacting the first fluorous phase with a second non-fluorous phase at a second phase interface and including at least a third compound in the second non-fluorous phase that reacts with the first compound to produce the second compound. The second compound has a distribution coefficient less than the first compound. This method can, for example be used to separate the second compound from unreacted first compound wherein, for example, the first compound is of a fluorous nature and distributes more readily into (or transports more quickly through) the fluorous phase than does the second compound.
    Type: Grant
    Filed: June 8, 2001
    Date of Patent: May 11, 2004
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Stephen G. Weber, Hiroyuki Nakamura, Bruno Linclau, Lifang Sun
  • Patent number: 6642403
    Abstract: This invention relates to a series of fluoroalkylsilane compounds of formula I. These compounds are silylation reagents which enhance the solubility of the silylated products in fluorocarbon solvents for preferred use in fluorous phase synthesis. Use of these compounds protects fragile hydrogen groups and also provides for the straightforward separation of the ultimate reaction products though fluorous phase extraction. This invention also relates to a two-step process for making compounds of formula I. The process comprises reacting an alkyldialkoxysilane with a perfluoroalkyl-substituted silane to produce a perfluoroalkyl-substituted dialkylsiloxyalkylsilane intermediate; and reacting the intermediate with halogen.
    Type: Grant
    Filed: November 6, 2002
    Date of Patent: November 4, 2003
    Assignee: Gelest, Inc.
    Inventors: Barry C. Arkles, Youlin Pan, Gerald L. Larson
  • Patent number: 6599634
    Abstract: A fluorine-containing organic silicon compound of the following formula (1): wherein Rf is a fluorine-containing C1-20 monovalent organic group, X1 is an alkylene group, n is an integer of from 0 to 100, R is a C1-5 monovalent hydrocarbon group, X is a hydrolyzable group, and p is 0, 1 or 2.
    Type: Grant
    Filed: October 11, 2001
    Date of Patent: July 29, 2003
    Assignee: Asahi Glass Company, Limited
    Inventors: Takashige Yoneda, Tadashi Hamano, Fumiaki Gunji
  • Publication number: 20030120100
    Abstract: Fluorinated organosilicon compounds having perfluoroalkyl or perfluorooxyalkyl radicals and at least four SiH radicals are highly compatible with base polymers having high fluorine contents and useful as a crosslinking agent therefor to produce addition cured rubber having desired hardness and modulus.
    Type: Application
    Filed: November 5, 2002
    Publication date: June 26, 2003
    Inventors: Noriyuki Koike, Hiromasa Yamaguchi
  • Publication number: 20030092927
    Abstract: This invention relates to a series of fluoroalkylsilane compounds of formula I.
    Type: Application
    Filed: November 6, 2002
    Publication date: May 15, 2003
    Applicant: Gelest, Inc.
    Inventors: Barry C. Arkles, Youlin Pan, Gerald L. Larson
  • Publication number: 20020087019
    Abstract: Organosilicon compounds each having in a molecule (A) a perfluoroalkyl group of at least 3 carbon atoms which may be separated by an etheric oxygen atom, (B) a monovalent hydrocarbon group containing a carboxylic acid anhydride structure, and (C) a hydrosilyl (SiH) group are novel and added to thermosetting elastomer compositions as adhesion aids whereby the compositions are improved in adhesion to various materials including metals, alloys, plastics, and ceramics.
    Type: Application
    Filed: October 5, 2001
    Publication date: July 4, 2002
    Inventors: Takashi Matsuda, Mikio Shiono, Kenichi Fukuda
  • Patent number: 6359097
    Abstract: The present invention relates to multifunctionalized polyorganosiloxanes comprising, per molecule at least one functional siloxy unit Y having C1-C5 alkoxy radical and at least one other functional siloxy unit W having an halogenated or polyhalogenated alkyl, aralkyl or aryl; polyether ether; epoxidized alkyl; alkoxyalkyl; hydroxylated, carbonylated or esterified alkyl; phenol; and alkoxysilyl; and optionally at least one siloxy unit having a SiH group. The alkoxy functionality Y is introduced onto a suitable polyhydroorganosiloxane by a dehydrogenation/condensation reaction from the alcohol from which Y derives and then the non-hydrogen functionality W by a hydrosilylation reaction from the olefinic compound from which W derives. The multifunctionalized polyorganosiloxanes can be used as antiadhesion modulators in silicone compositions.
    Type: Grant
    Filed: February 23, 2000
    Date of Patent: March 19, 2002
    Assignee: Rhodia Chimie
    Inventors: Philippe Jost, Michel Peignier, Christian Priou
  • Patent number: 6297303
    Abstract: The invention pertains to a polydiorganosiloxane dispersibility improver for fluororesin powders that contains in the pendant position (A) an organic group selected from the set consisting of polyoxyalkylene-functional organic groups, alkyl groups having at least 12 carbon atoms, and polydialkylsiloxane chain-containing organic groups, and contains in the pendant position or the molecular chain terminal position, (B) a perfluoroalkyl-functional organic group with the general formula F(CF2)a—R1— in which R1 is alkylene or alkyleneoxyalkylene and a is an integer with a value of at least 3. The polydiorganosiloxane dispersibility improver for fluororesin powders has the ability to induce the uniform dispersion of fluororesin powders in organic resins. As a consequence the organic resin compositions have the ability to form uniform and transparent coatings that have an excellent surface lubricity.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: October 2, 2001
    Assignee: Dow Corning Toray Silicone Company, Ltd.
    Inventors: Hideki Kobayashi, Toru Masatomi
  • Patent number: 6291623
    Abstract: This invention relates to new fluoroalkyl substituted cyclotrisiloxanes, their use in the preparation of new homopolymers, block copolymers and random copolymers, and to such new homopolymers, block copolymers and random copolymers.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: September 18, 2001
    Assignee: University of Southern California
    Inventors: Jyri Kalevi Paulasaari, William P. Weber
  • Patent number: 6255516
    Abstract: Fluoroalkyl organosilicon compounds are prepared by reacting fluoroolefins with organosilicon compounds that contain at least one H-Si group, in the presence of a Pt(0) complex catalyst. Further, fluoroalkylalkoxy organosilicon compounds are prepared by esterifying fluoroalkyl organosilicon compounds. The process proceeds uniformly under mild conditions with high yields and selectivities.
    Type: Grant
    Filed: December 9, 1998
    Date of Patent: July 3, 2001
    Assignee: Huels Aktiengesellschaft
    Inventors: Peter Jenkner, Albert-Johannes Frings, Michael Horn, Jaroslaw Monkiewicz, Burkhard Standke
  • Patent number: 5869728
    Abstract: Fluoroalkyl organosilicon compounds are prepared by reacting fluoroolefins with organosilicon compounds that contain at least one H--Si group, in the presence of a Pt(0) complex catalyst. Further, fluoroalkylalkoxy organosilicon compounds are prepared by esterifying fluoroalkyl organosilicon compounds. The process proceeds uniformly under mild conditions with high yields and selectivities.
    Type: Grant
    Filed: October 21, 1997
    Date of Patent: February 9, 1999
    Assignee: Huels Aktiengesellschaft
    Inventors: Peter Jenker, Albert-Johannes Frings, Michael Horn, Jaroslaw Monkiewicz, Burkhard Standke
  • Patent number: 5861524
    Abstract: Oligomeric fluoroalkylsiloxanes corresponding to the formula: ##STR1## wherein x is 0 to 3, y is 0, 1, or 2; z is 0 or 1; x+y>0, and R has the formula --C.sub.a H.sub.2a --O.sub.b --C.sub.d H.sub.2c --C.sub.d F.sub.2d+1 in which a is 2-4, b is 0 or 1, c is 0-8 and d is 4-12, and compositions thereof with an oil, are useful as spreading agents and in agricultural applications.
    Type: Grant
    Filed: April 22, 1997
    Date of Patent: January 19, 1999
    Assignee: OSi Specialties, Inc.
    Inventors: Gerald J. Murphy, Seisaku Kumai, Jeffrey A. Cooke, Yutaka Furukawa, George A. Policello
  • Patent number: 5690858
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently denote methyl group or a mesomorphic residual group, at least one of R.sub.1, R.sub.2 and R.sub.3 being a mesomorphic residual group having an optically active group of the formula below as a terminal flexible group: ##STR2## wherein R.sub.4 is an alkyl group having 1-12 carbon atoms; n is an integer of 0-10; m is an integer of 1-10; and L is an integer of 1-100. The mesomorphic compound is usable for constituting a liquid crystal composition and a liquid crystal device having a large picture area and capable of showing an improved switching characteristic and a good impact resistance.
    Type: Grant
    Filed: September 16, 1996
    Date of Patent: November 25, 1997
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Michihiro Yamada, Kazuo Yoshinaga
  • Patent number: 5639845
    Abstract: A novel and very efficient method is disclosed for the introduction of perfluoroalkyl groups into an organopolysiloxane by utilizing the hydrosilation reaction with an organohydrogenpolysiloxane. Different from the conventional but inefficient hydrosilation reaction using a perfluoroalkyl-substituted ethylene as the olefin compound, the inventive method utilizes a propene-1 3-substituted by a perfluoroalkyl group compound as the olefin compound to react with an organohydrogenpolysiloxane by which a very high efficiency in the hydrosilation reaction can be obtained without side reactions which otherwise greatly decrease the yield of the desired perfluoroalkyl-containing organopolysiloxane product.
    Type: Grant
    Filed: November 1, 1995
    Date of Patent: June 17, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshi Inomata, Yasushi Yamamoto, Yasuo Tarumi, Noriyuki Koike, Kouichi Ishida
  • Patent number: 5547604
    Abstract: Siloxane compounds having a smectic liquid crystal phase and the general formula ##STR1## wherein each R=alkyl, alkenyl or aryl, Q represents a monovalent group, for example alkyl, --(CH.sub.2).sub.n OM', a chiral organic group, a dye group, a non-linear optic group or the group --(CH.sub.2).sub.n L, in which L represents a siloxane group, M and M' each represent ##STR2## wherein A is carboxyl, T is CN, F or Cl and p=0 or 1, provided that when T is F or Cl x has a value of at least 2.
    Type: Grant
    Filed: February 10, 1995
    Date of Patent: August 20, 1996
    Assignee: Dow Corning Limited
    Inventors: Harry J. Coles, Jonathon P. Hannington, David R. Thomas
  • Patent number: 5508369
    Abstract: Novel organopolysiloxanes having one silanol group within a molecule and the method for manufacturing them at high purity and high yield. The organopolysiloxanes having a silanol group are expressed by the formula (1) below: ##STR1## wherein R.sup.1 is a monovalent hydrocarbon group with 1 to 8 carbon atoms, each of R.sup.2, R.sup.3 and R.sup.4 is a monovalent hydrocarbon group with 1 to 8 carbon atoms or a siloxyl group expressed by --OSiR.sup.5 R.sup.7, wherein R.sup.5, R.sup.6 and R.sup.7 are monovalent hydrocarbon groups with 1 to 8 carbon atoms, Y is either a hydrogen atom, a halogen atom, or a monovalent hydrocarbon group with 1 to 12 carbon atoms, n is an integer of from 0 to 12, and a is either 0 or 1, with the proviso that the grouping Y--(CH.sub.2).sub.n --Si does not includes H--Si, CH.sub.3 --Si or a hydrolyzable silyl group.
    Type: Grant
    Filed: August 17, 1994
    Date of Patent: April 16, 1996
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Yamazaki, Nobuyuki Suzuki, Shinichi Morioka, Shoji Ichinohe
  • Patent number: 5473038
    Abstract: The invention relates to a series of novel silicone polymers containing both fluorinated and alkyl side chains. This class of compounds provides very thin breathable barriers which are very durable when applied to textiles and paper. The compounds of the present invention are prepared by reacting a silanic hydrogen containing silicone polymer with a vinyl containing fluoro compound and an alpha olefin.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: December 5, 1995
    Assignee: Siltech Inc.
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5464917
    Abstract: A straight-chain organopolysiloxane represented by the general formula: ##STR1## wherein R.sup.1 represents a monovalent hydrocarbon group, R.sup.2 represents a bivalent organic group, Rf represents a perfluoroalkyl ether group or a perfluoroalkyl group, X represents a hydrogen atom or an organosilyl group, and n is an integer of 15 to 4,000 and having a content of cyclic polysiloxanes with a molecular weight of 3,000 or below of 50 ppm or below. This organopolysiloxane is novel in that the content of cyclic siloxanes with a molecular weight of 3,000 or below is only 50 ppm or below and the organopolysiloxane can obviate contact failure due to volatilization of components or surrounding contamination due to bleeding when used as materials in the field of electricity and electronics or as building materials.
    Type: Grant
    Filed: August 1, 1994
    Date of Patent: November 7, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hirofumi Kishita, Kouichi Yamaguchi, Nobuyuki Kobayashi, Kouichi Ishida
  • Patent number: 5437817
    Abstract: Liquid crystalline organopolysiloxane is provided having the general formula:R.sub.a (A).sub.b (B).sub.c SiO.sub.(4-a-b-c)/2wherein R is independently selected from the group consisting of a hydrogen atom, hydrocarbon group having i to 4 carbon atoms, and phenyl group, A is a group of the formula: ##STR1## wherein m, n, and x are integers in the range: m.gtoreq.3, n.gtoreq.2, 5.ltoreq.m+nx.ltoreq.15, x=1 or 2, B is an organic chromophore group having an absorption peak in the visible spectrum, a, b, and c are numbers in the range: 1.ltoreq.a<2, 0<b+c.ltoreq.1, 0.45.ltoreq.b(b+c).ltoreq.0.95, and 1<a+b+c.ltoreq.3. This organopolysiloxane as a high molecular weight liquid crystal is combined with a low molecular weight liquid crystal to form a liquid crystal composition.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: August 1, 1995
    Assignees: Shin-Etsu Chemical Company, Limited, Toyota Jidosha Kabushiki Kaisha
    Inventors: Takashi Kondou, Masaaki Yamaya, Hiroshi Yoshioka, Yasuhiro Ohtsuka, Kazuo Tojima, Yasufumi Shibata, Naomi Ohkuwa, Shinobu Okayama
  • Patent number: 5436360
    Abstract: The present invention relates to novel cyclic or linear allylpolysiloxane type silicone fluids having allylalkylsiloxy and diorganosiloxy groups as represented by the formula I and their preparation methods by hydrolyzing mixtures of allyldichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein R is selected from the group consisting of hydrogen alkyl(C.sub.3 -C.sub.20), chloroalkyl, cyanoalkyl, fluoroalkyl, and phenylalkyl group; R.sup.x and R.sup.2 represent independentlhydrogen, methyl or phenyl group; M represents H or SiMe.sub.3 group wherein Me is methyl group and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration and cyclize to form the cyclic silicone fluids as represented by the following formula I'; the mixing ratio (x/y) of the compounds as represented in formula I and formula HI respectively can be 1:0.01-1:100; CH.sub.2 CH.sub.2 R.sup.3 of formula II equals to R of formula I or I'.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: July 25, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Seung H. Yeon
  • Patent number: 5348684
    Abstract: The novel silylalkyl or silylalkenyl compounds correspond to the general formula (I) ##STR1## Here the symbols A.sup.1, A.sup.2, A.sup.3 denote aromatic or heteroaromatic molecular units such as 1,4-phenylene or pyrimidine-2,5-diyl which are combined via a single bond (for k, m=0) or via functional groups M.sup.1,M.sup.2 such as CO--O or CH.sub.2 --O; j, k, l, m, n are zero or 1 (j+l+n=2 or 3). The radicals R.sup.2, R.sup.3, R.sup.4, R.sup.5 are hydrogen or alkyl/alkenyl, cycloalkyl, and the radicals R.sup.6, R.sup.7, R.sup.8 have a comparable meaning (hydrogen); R.sup.1 is alkyl/alkenyl or one of the substituents known from LC chemistry such as an .alpha.-haloalkanoic radical. In some cases compounds have wide and polymorphous liquid crystalline phases.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: September 20, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hemmerling, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Yoshio Inoguchi, Ingrid Muller, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 5300670
    Abstract: A fluorosilicone polymer, and a curable composition having utility as a release coating which contains the polymer, are disclosed, said polymer having the structureT(F(CF.sub.2).sub.a C.sub.2 H.sub.4 CH.sub.3 SiO).sub.x (RCH.sub.3 SiO).sub.y (QCH.sub.3 SiO).sub.z Twherein T is a monovalent group selected from triorganosiloxy radicals or hydroxyl radical, R is a monovalent group selected from hydrocarbon radicals or substituted hydrocarbon radicals, Q is an alkenyl radical having 4 to 8 carbon atoms, a is an integer having a value of at least 4, x, and z are integers, each having a value of at least 1, y is an interger having a value of 0 or at least 1, with the proviso that (x+y+z).gtoreq.50, x/(x+y+z).gtoreq.0.25 and z/(x+y+z) .ltoreq.0.1.
    Type: Grant
    Filed: March 22, 1993
    Date of Patent: April 5, 1994
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Hideki Kobayashi
  • Patent number: 5288891
    Abstract: A fluoroalkyl group-containing organosilicon oligomer is represented by the following formula (I) or (IV) of: ##STR1## wherein R, R.sub.1, R.sub.2, X and Y each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, n represents an integer of 1 to 3, m.sub.1 and m.sub.3 represent an integer of 1 to 10, m.sub.2 represents an integer of 0 to 10, m.sub.4 represents an integer of 1 to 5 and R.sub.F represents --CF.sub.2).sub.n.sbsb.1 A or ##STR2## where A stands for a hydrogen atom, a fluorine atom or a chlorine atom, n.sub.1 represents an integer of 1 to 10 and n.sub.2 represents an integer of 0 to 8. A surface treating agent contains the oligomer defined by the formula (I) or (IV).
    Type: Grant
    Filed: November 14, 1991
    Date of Patent: February 22, 1994
    Assignee: Nippon Oil and Fats Co. Ltd.
    Inventors: Hideo Sawada, Motohiro Mitani, Masaharu Nakayama, Takeo Matsumoto
  • Patent number: RE35462
    Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R' is a radical of the formulaR"'--[Si(R*).sub.2 ].sub.x (CH.sub.2).sub.y R""-- (9),in whichx is the number 0 or 1,y is an integer from 1 to 18,R"'is a defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a phenylene or biphenylene radical or a radical of the formula --E--, whereE is a divalent radical of the formula --O-- or --[Si(R*).sub.2 ].sub.z --, andz is the number 0 or 1,and the compounds contain at least one group of the formula --Si(R*).sub.2 -- per molecule, and the radicalR" is a cholesteryl radical, a radical as defined for R* or a radical of the formula --C.sub.6 H.sub.4 --R*,and the preparation and use thereof.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: February 25, 1997
    Assignee: Consortium fur elekochemische Ind. GmbH
    Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
  • Patent number: D932918
    Type: Grant
    Filed: January 30, 2020
    Date of Patent: October 12, 2021
    Inventors: Pierre Dinand, Jules Dinand