Plural Carbocyclic Rings Containing Patents (Class 570/130)
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Patent number: 6551666Abstract: The invention relates to cyclohexane derivatives of the formula I in which n, m, p, R1, X1, X2, Z1, Z2, Z3, A1 A2 and Y are as defined above.Type: GrantFiled: June 28, 2001Date of Patent: April 22, 2003Assignee: Merck Patent Gesellschaft MitInventors: Peer Kirsch, Joachim Krause, Michael Heckmeier
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Publication number: 20030072894Abstract: Compounds of the formula (I) 1Type: ApplicationFiled: August 8, 2002Publication date: April 17, 2003Applicant: Clariant GmbHInventors: Rainer Wingen, Barbara Hornung, Wolfgang Schmidt
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Patent number: 6475595Abstract: Fluorocyclohexene derivatives of formula I R1—(A1—Z1)n—A—(Z2—A2)m—Z3—B—(Z4—A3)p—R2 I, in which n, m, p, R1, R2, Z1, Z2, Z3, Z4, A1, A2, A3, A and B are as defined herein, are suitable for use in liquid crystal mediums. Also, difluorocyclohexanes of formula III R3—A*—(Z6—A7)m—Z7—Qr—R7 III, where R3, A*, Z6, A7, m, Z7, Q, r, and R4 are as defined herein, are suitable for use in liquid crystal mediums.Type: GrantFiled: March 31, 2000Date of Patent: November 5, 2002Assignee: Merck GmbHInventors: Matthias Bremer, Detlef Pauluth, Joachim Krause, Michael Heckmeier, Peer Kirsch
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Patent number: 6468606Abstract: A liquid crystal composition which comprises at least one phenylbenzoate derivative represented by formula (1) wherein R1 is a hydrogen atom or an alkyl group of 1-10 carbons and others; X is a hydrogen atom or a halogen atom; A and B each independently represent a 1,4-phenylene group or a trans-1,4-cyclohexylene group and others; Z1 and Z2 each independently represent —CH2CH2—, —CO—O—, a covalent bond and others; m and n each independently represent 0 or 1.Type: GrantFiled: January 21, 1999Date of Patent: October 22, 2002Assignee: Chisso CorporationInventors: Shuichi Matsui, Tomoyuki Kondo, Kazutoshi Miyazawa, Noriyuki Ohnishi, Yasuyuki Goto, Etsuo Nakagawa, Shinichi Sawada
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Patent number: 6468607Abstract: Disclosed is a novel liquid-crystalline compound which is a naphthalene derivative useful as an electro-optical liquid crystal display material, a liquid crystal composition containing such naphthalene derivatives and a liquid crystal display device comprising the same. The naphthalene derivative provided by the present invention exhibits an excellent liquid-crystallinity and miscibility with currently widely used liquid crystal compositions or compositions. The addition of the naphthalene derivative makes it possible to drastically lower the threshold voltage of the liquid crystal composition while maintaining its high response. The naphthalene derivative of the present invention is characterized by a large birefringence index. Further, most of the naphthalene derivative of the present invention has no strongly polar group in its molecule and thus can also be used for active matrix driving.Type: GrantFiled: April 22, 1999Date of Patent: October 22, 2002Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Sadao Takehara, Masashi Osawa, Haruyoshi Takatsu, Makoto Negishi
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Publication number: 20020038858Abstract: Disclosed are liquid crystalline compounds which (i) are characterized in that the compounds have a wide temperature range in which the compounds exhibit a liquid crystal phase, are low in viscosity, and have a negative and high &Dgr;&egr;, (ii) are readily mixed with other various liquid crystal materials even at low temperatures, and (iii) are useful as component of liquid crystal compositions suitable both for TFT type display mode and IPS mode; and liquid crystal composition comprising the liquid crystalline compound; the compounds are expressed by the general formula (1) 1Type: ApplicationFiled: June 16, 1999Publication date: April 4, 2002Inventors: TAKASHI KATO, SHUICHI MATSUI, KAZUTOSHI MIYAZAWA, FUSAYUKI TAKESHITA, ETSUO NAKAGAWA
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Publication number: 20020033472Abstract: Provided are a liquid crystalline compound having a wide liquid crystal phase temperature range, low viscosity, a large elastic constant ratio K33/K11 and excellent solubility at low temperature, a liquid crystal composition using the same and a liquid crystal display.Type: ApplicationFiled: July 6, 2001Publication date: March 21, 2002Applicant: CHISSO CORPORATIONInventors: Takashi Kato, Shuichi Matsui, Hiroyuki Takeuchi, Yasuhiro Kubo, Etsuo Nakagawa
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Patent number: 6333080Abstract: A liquid crystalline alkenyltolan derivative expressed by the general formula CtH2t−1—G—(CH2)m—A1—B1—(A2—B2)n—(A3—B3)p—A4—X wherein A1, A2, A3, and A4 independently represent a 1,4-cyclohexylene, 1,4-phenylene in which one or two hydrogen atoms may be replaced by a fluorine atom(s), dioxane-2,5-diyl, or pyrimidine-2,5-diyl group; B1, B2, and B3 independently represent a covalent bond, an 1,2-ethylene, 1,2-ethenylene, 1,2-ethynylene, oxymethylene, methylenoxy, carbonyloxy, or 1,4-butylene group provided that at least one of B1, B2, and B3 represents an 1,2-ethynylene group; G represents a covalent bond or an oxygen atom; CtH2t−1 represents an alkenyl group having t carbon atoms; n and p are each 0 or 1; and X represents an alkyl group having 1 to 10 carbon atoms.Type: GrantFiled: May 6, 1999Date of Patent: December 25, 2001Assignee: Chisso CorporationInventors: Norio Tamura, Atsuko Fujita, Shuichi Matsui, Kazutoshi Miyazawa, Norihisa Hachiya, Etsuo Nakagawa
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Patent number: 6319570Abstract: The invention is to provide liquid crystalline compounds which have a low viscosity, high negative dielectric anisotropy, high resistivity, and high voltage holding ratio, and are stable against heat and ultraviolet light; to provide liquid crystal compositions comprising the liquid crystalline compound; and to provide liquid crystal display devices using the liquid crystal composition therein; the liquid crystalline compound is expressed by the general formula (1) wherein R1 and Y1 represent an alkyl group having 1 to 20 carbon atoms; X1, X2, and X3 independently represent single bond, 1,2-ethylene group, vinylene group, —COO—, —CF2O—, or —OCF2—; ring A1, ring A2, ring A3, and ring A4 independently represent trans-1,4-cycloliexylene, or 1,4-phenylene hydrogen atom on the ring may be replaced by fluorine atom or chlorine atom provided that at least one of ring A2, ring A3, and ring A4 represents 2,3-difluoro-1,4-phenylene; m and n are 0 or 1, and eaType: GrantFiled: June 19, 2000Date of Patent: November 20, 2001Assignee: Chisso CorporationInventors: Tugumiti Andou, Shuichi Matsui, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Yasuyuki Koizumi, Yasuko Sekiguchi, Etsuo Nakagawa, Fusayuki Takeshita
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Patent number: 6309561Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion comprising (i) at least one chiral center, which can optionally be heteroatom-substituted; (ii) a terminal fluoroalkyl, fluoroether, perfluoroalkyl, or perfluoroether group; and (iii) an alkylene or fluoroalkylene group optionally containing at least one catenary ether oxygen atom; (b) a chiral or achiral terminal portion consisting of a hydrocarbon or hydrocarbon ether group, and, when chiral, comprising at least one chiral center, which can optionally be heteroatom-substituted; and (c) a central core connecting the terminal portions; the alkylene or fluoroalkylene group of the chiral fluorochemical terminal portion having at least 3 in-chain atoms and being located between the chiral center of the chiral fluorochemical terminal portion and the central core. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: December 24, 1997Date of Patent: October 30, 2001Assignee: 3M Innovative Properties CompanyInventors: Masakazu Hasegawa, Michael P. Keyes, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 6251843Abstract: A detergent composition which is suitable for making into bars for personal washing comprises: (a) 10 to 60% wt. of a synthetic, non-soap detergent; (b) 20 to 60% wt. of water soluble material which is neither soap nor a non-soap detergent and which has a melting point in the range 40° C. to 100° C.; and (c) 5 to 50% wt. of water insoluble material which is neither soap nor a non-soap detergent and which has a melting point in the range 40° C. to 100° C. The content of water, if any does not exceed 20% wt. of the composition and better is less than 15% wt. The materials (b) and (c) serve to give structure to the bars. The compositions can be prepared by melting together the above mentioned components at a temperature of 50-100° C., without the conventional energetic working. Desirably the molten mixture contains less than 20% wt. material, other than synthetic, non-soap detergent, which does not enter the liquid phase.Type: GrantFiled: September 28, 1999Date of Patent: June 26, 2001Assignee: Unilever Home & Personal Care USA, division of Conopco, Inc.Inventors: John George Chambers, Bryan Stuart Joy, Melissa Iva Katz, John Gerrard Sheehan
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Patent number: 6231934Abstract: The liquid crystalline compound is expressed by the general formula (1) Ra-A1-Z1-A2-Z2-A3-Z3-A4-Rb (1) wherein Ra represents an alkenyl group having 2 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms any methylene group (—CH2—) in the alkenylene or alkyl group may be replaced by —O—, —S—, —CO—, —CH═CH—, or —C≡C—, but in no case —O— and/or —S— continues, and any hydrogen atom in Ra may be replaced by a halogen atom; Rb represents Ra, a halogen atom, or cyano group provided that at least one of Ra and Rb represents a group having double bond; A1, A2, A3, and A4 independently represent trans-1,4-cyclohexylene group, 1,4-phenylene group any hydrogen atom on the ring may be replaced by fluorine atom or cyano group, cyclohexenediyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, or 1,3-dioxane-2,5-diyl group; and Z1, Z2, and Z3 independently represent an alkenylene groType: GrantFiled: September 28, 1998Date of Patent: May 15, 2001Assignee: Chisso CorporationInventors: Tomoyuki Kondo, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
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Patent number: 6056895Abstract: The invention relates to fluorocyclohexane derivatives of the formula I ##STR1## in which n, m, R.sup.1, X.sup.1, X.sup.2, Z.sup.1, Z.sup.2, A.sup.1 and Y are as defined above.Type: GrantFiled: April 7, 1998Date of Patent: May 2, 2000Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Peer Kirsch, Kazuaki Tarumi, Joachim Krause, Rolf Sander, Andreas Ruhl
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Patent number: 6030547Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion comprising (i) at least one chiral center, which can optionally be heteroatom-substituted; (ii) a terminal fluoroalkyl, fluoroether, perfluoroalkyl, or perfluoroether group; and (iii) an alkylene or fluoroalkylene group optionally containing at least one caternary ether oxygen atom; (b) a chiral or achiral terminal portion consisting of a hydrocarbon or hydrocarbon ether group, and, when chiral, comprising at least one chiral center, which can optionally be heteroatom-substituted; and (c) a central core connecting the terminal portions; the alkylene or fluoroalkylene group of the chiral fluorochemical terminal portion having at least 3 in-chain atoms and being located between the chiral center of the chiral fluorochemical terminal portion and the central core. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: December 24, 1997Date of Patent: February 29, 2000Assignee: 3M Innovative Properties CompanyInventors: Masakazu Hasegawa, Michael P. Keyes, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 5981422Abstract: Stoichiometric and catalytic chemical transformations may be carried out in solution using novel fluorous multiphase systems (FMS). The term "fluorous" is defined as a carbon-fluorine bond rich organic molecule which is generated by replacing hydrogen atoms bonded to carbon atoms with fluorine. The novel complexes suitable for use as fluorous catalysts and reagents in the present invention contain sufficient number of fluorous moieties to render them preferentially soluble in the appropriate fluorous solvent without impairing the ability of the catalyst or reagent to be effective or participate in the corresponding reaction.Type: GrantFiled: August 26, 1997Date of Patent: November 9, 1999Assignee: Exxon Research and Engineering Co.Inventors: Istvan Tamas Horvath, Jozsef Rabai
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Patent number: 5972243Abstract: A ferrielectric liquid crystal compound of the following general formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms; X is a hydrogen atom or a fluorine atom; m and n are the same or different from each other, each being an integer of 1 to 3; and C* is an asymmetric carbon atom,the ferrielectric liquid crystal compound being remarkably valuable as a raw material for a liquid crystal display device since it shows a ferrielectric phase in a broad temperature range and shows a high-speed response in spite of its small spontaneous polarization.Type: GrantFiled: July 23, 1998Date of Patent: October 26, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takakiyo Mine, Masahiro Johno, Tomoyuki Yui, Yasue Yoshioka
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Patent number: 5972241Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion containing at least one methylene group and optionally containing at least one catenary ether oxygen atom; (b) a saturated, chiral or achiral, hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: November 6, 1997Date of Patent: October 26, 1999Assignee: 3M Innovative Properties CompanyInventors: Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 5968410Abstract: The invention relates to fluorocyclohexane derivatives of the formula I ##STR1## in which R.sup.1, R.sup.2, y.sup.1, y.sup.2, X.sup.1, X.sup.2, A.sup.1, Z.sup.1, Z.sup.2, Z.sup.3, n, m, p and q are as defined above.Type: GrantFiled: July 29, 1998Date of Patent: October 19, 1999Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Peer Kirsch, Joachim Krause, Kazuaki Tarumi
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Patent number: 5858270Abstract: In order to provide novel compounds which are useful as liquid crystal materials for low voltages in several liquid crystal displays, have a large dielectric anisotropy, and are low in viscosity; and to improve characteristics of liquid crystal compositions, difluorooxymethane derivatives expressed by the following general formula (I) and liquid crystal compositions containing the compound are proposed ##STR1## wherein each of l, m, and n is 0 or 1, rings A.sub.1 to A.sub.3 independently represent six-membered rings such as trans-1,4-cyclohexylene and 1,4-phenylene, Z.sub.1 to Z.sub.3 independently represent a bonding group such as covalent bond and --CH.sub.2 CH.sub.2 --, L.sub.1 to L.sub.4 independently represent hydrogen atom or halogen atom, and X represents a group such as halogen atom and OCF3.They are useful as liquid crystal materials for low voltages in several modes such as active matrix mode and STN mode.Type: GrantFiled: January 30, 1997Date of Patent: January 12, 1999Assignee: Chisso CorporationInventors: Shuichi Matsui, Kazutoshi Miyazawa, Noriyuki Ohnishi, Yasuhiro Haseba, Yasuyuki Goto, Etsuo Nakagawa, Shinichi Sawada
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Patent number: 5776367Abstract: A novel liquid crystalline compound having a low viscosity and a high elastic constant ratio and at the same time, a superior compatibility with other known liquid crystalline compounds, and a liquid crystal composition and a liquid crystal display element containing the novel compound, are provided.The compound is an alkenylcyclohexane derivative expressed by the formula (1): ##STR1## wherein R.sup.1 and R.sup.2 represent a linear or branched alkyl group of 1 to 15 carbon atoms or alkenyl group of 2 to 15 carbon atoms; at least one of R.sup.1 and R.sup.2 represents an alkenyl group; in these groups, one or more non-adjacent CH.sub.2 groups may be replaced by oxygen atom, sulfur atom or --C.tbd.C-- group; ring A.sup.1, ring A.sup.2 and ring A.sup.3 each independently represent 1,4-cyclohexylene group wherein one or more CH.sub.2 groups on the ring may be replaced by oxygen atom or sulfur atom, or 1,4-phenylene group wherein one or more CH groups on the ring may be replaced by nitrogen atom; Z.sup.1 and Z.sup.Type: GrantFiled: June 19, 1996Date of Patent: July 7, 1998Assignee: Chisso CorporationInventors: Shuichi Matsui, Yasuyuki Koizumi, Takashi Kato, Kazutoshi Miyazawa, Norihisa Hachiya, Etsuo Nakagawa
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Patent number: 5702637Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion containing at least one methylene group and optionally containing at least one catenary ether oxygen atom; (b) a saturated, chiral or achiral, hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: April 19, 1995Date of Patent: December 30, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 5651919Abstract: Disclosed are a benzyl ether derivative represented by the following formula (I), useful as a liquid crystal display material, and a liquid crystal composition containing the same and a liquid crystal display device utilizing the composition. ##STR1## [wherein A represents a 4-alkylcyclohexyl group or an alkyl group, B represents a di- or tri-fluorophenyl group, a 4-(di- or tri-fluorophenyl)phenyl group, a 4-alkylphenyl group or a 4-alkoxyphenyl group].The compound (I) of the present invention has good compatibility with other compounds, and can be used in a liquid crystal composition by combining with many liquid crystal materials as a constitutional component of the liquid crystal composition. It has functions of lowering a C-N point of a liquid crystal composition, lowering a threshold voltage by enlarging a dielectric anisotropy, and also lowering a viscosity and increasing a N-I point of the liquid crystal composition.Type: GrantFiled: February 23, 1996Date of Patent: July 29, 1997Assignee: Citizen Watch Co., Ltd.Inventors: Tomijiro Naito, Yumiko Sakamaki, Hisato Sato
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Patent number: 5621147Abstract: A 1,1,2-trifluoro-2-(trans-4-substituted cyclohexyl)ethylene of the formula (1):R--(A).sub.m --Cy--CF=CF.sub.2 (1)wherein R is a C.sub.1-10 alkyl group, a halogen atom or a cyano group, provided that in the case of the alkyl group, an oxygen atom may be interposed in a carbon-carbon bond of the alkyl group or in a carbon-carbon bond between this alkyl group and A, some of carbon-carbon bonds in the alkyl group may be triple bonds or double bonds, one --CH.sub.2 -- group in the alkyl group may be substituted by a carbonyl group, and some or all of hydrogen atoms in the alkyl group may be substituted by fluorine atoms;Cy is an unsubstituted trans-1,4-cyclohexylene group;A is a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a 1,4-cyclohexenylene group, wherein each of such cyclic groups is unsubstituted or substituted by one or more halogen atoms or cyano groups, one or more =CH-- groups constituting rings of such cyclic groups may be substituted by nitrogen atoms, and one or more --CH.sub.Type: GrantFiled: May 4, 1995Date of Patent: April 15, 1997Assignee: Asahi Glass Company Ltd.Inventors: Osamu Yokokoji, Tamaki Simizu, Seisaku Kumai
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Patent number: 5565140Abstract: The invention relates to novel halogenated benzene derivatives of the formula I ##STR1## in which n is 1 to 7 [sic], the rings A and B are each trans-1,4-cyclohexylene, or one of the rings A and B is alternatively 1,4-phenylene or 3-fluoro-l,4-phenylene, X is F, C1, CHF.sub.2, --CF.sub.3, --CN, --OCF.sub.3 or --OCHF.sub.2, Y and Z are each, independently of one another, H or F, r=1 or, in the case where s=1, B=trans-1,4-cyclohexylene and simultaneously X=--CHF.sub.2, --CF.sub.3, --OCF.sub.3 or --OCHF.sub.2, r is alternatively 0, and s=1 or, in the case where B=1,4-phenylene or 3-fluoro-1,4-phenylene, s=0.Type: GrantFiled: June 5, 1995Date of Patent: October 15, 1996Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Reinhard Hittich, Eike Poetsch, Volker Reiffenrath, Bernhard Rieger, Andreas Wachtler, David Coates, Herbert Plach
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Patent number: 5545769Abstract: A process is disclosed for the manufacture of product compounds of the formula HC(R.sup.1).sub.2 C(R.sup.1).sub.2 C(R.sup.2).sub.2 H wherein each R.sup.1 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f, C(O)R.sup.f and OC(O)R.sup.f where R is a hydrocarbyl group and R.sup.f is a C.sub.1 to C.sub.10 polyfluoroalkyl group, provided that at least one R.sup.1 is F, and wherein each R.sup.2 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f, C(O)R.sup.f, OC(O)R.sup.f and difunctional linkages where an R.sup.2 group on each of two adjacent carbon atoms together form a link selected from the group consisting of --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH(CH.sub.3)--, --CH.sub.2 CH(CH.sub.3)CH.sub.2 --, --C(O)OC(O)--, and norborndiyl.Type: GrantFiled: September 29, 1994Date of Patent: August 13, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ralph T. Baker, Richard P. Beatty, William B. Farnham, Robert L. Wallace, Jr.
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Patent number: 5434191Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.Type: GrantFiled: August 23, 1993Date of Patent: July 18, 1995Assignee: International Therapeutics Inc.Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
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Patent number: 5405550Abstract: Molecular bulding beams, liquid crystals, and surfactants in the form of compounds based on [1.1.1]propellane, including poly[1.1.1]propellanes. Molecular building beams having a telomeric or polymeric chain staff, and linking groups functionalized on one or both ends of the staff. A system for linking the beams to connecting units to construct molecular structures of various forms, such as whips, combs, scaffoldings, nets, or stars. Other broad aspects of the invention provide liquid crystals and surfactants. The liquid crystals include telomeric or polymeric compounds functionalized with flexible end groups, while the surfactant compounds are functionalized with surface active end groups. Methods of synthesizing the various compounds ar also provided.Type: GrantFiled: August 10, 1992Date of Patent: April 11, 1995Assignee: Josef MichlInventors: Josef Michl, Piotr Kaszynski, Andrienne C. Friedli
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Patent number: 5248498Abstract: Methods and compositions are disclosed for enhancing magnetic resonance imaging and spectroscopy which utilize derivatives of the even-numbered carbon clusters, known as "fullerenes." Perfluorinated carbon clusters of the formula C.sub.n F.sub.m, wherein n is in the range from 30-100 and m.ltoreq.n, may be used for fluorine-19 imaging. Incorporating paramagnetic metal species into the carbon cluster cage improves fluorine and proton imaging.Type: GrantFiled: August 19, 1991Date of Patent: September 28, 1993Assignee: Mallinckrodt Medical, Inc.Inventors: William L. Neumann, William P. Cacheris
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Patent number: 5243044Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.Type: GrantFiled: February 17, 1989Date of Patent: September 7, 1993Assignee: International Therapeutics, Inc.Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
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Patent number: 5149891Abstract: The present invention relates to a method for preparing a pitch fluoride, which comprises reacting pitch with fluorine in a fluorine type inert medium.Type: GrantFiled: April 10, 1991Date of Patent: September 22, 1992Assignee: Osaka Gas Company LimitedInventors: Takeshi Morimoto, Mikio Sasabe, Toshiyuki Maeda, Hiroyuki Fujimoto
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Patent number: 5073643Abstract: Synthesis use of a new class of diaryliodonium salt photo and thermal polymerization initiators in which the aryl groups are substituted with alkoxy group bearing hydroxy groups. Good to excellent yields are obtained of diaryliodonium salts in which the aryl groups are substituted with long chain alkoxy groups, which alkoxy groups also possess at least one hydroxyl moiety attached at the 2-position of an alkoxy group. The resultant salts have enhanced solubility when compared with their lower molecular weight counterparts. The hydroxyl groups serve as chain transfer agents; and, in cross linking UV-induced cationic polymerizations, the hydroxyl groups effect marked accelertion on polymerization rates. The salts also have excellent compatability with nonpolar monomers such as epoxidized oil and poly(1,2-butadience oxide) and provide further benefits when they are used along with copper cocatalysts in thermally curable polymer systems.Type: GrantFiled: August 30, 1990Date of Patent: December 17, 1991Assignee: Polyset CorporationInventor: James V. Crivello
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Patent number: 4950814Abstract: Disclosed is a novel fluorocarbon comprising carbon atoms and fluorine atoms and having no double bond, the atomic ratio of fluorine to carbon atoms being 1.50 to 1.93, which exhibits a liquid state at room temperature. The liquid fluorocarbon has excellent water- and oil-repellent properties and can advantageously be used, for example, not only as a water- and oil-repellent but also as an inert liquid, a heat transfer agent and a vapor phase soldering liquid in various fields, especially in the electronic industry. The liquid fluorocarbon can be obtained directly from a pitch or from a pitch fluoride which can be obtained by direct fluorination of a pitch.Type: GrantFiled: October 26, 1989Date of Patent: August 21, 1990Assignee: Osaka Gas Company LimitedInventors: Toshiyuki Maeda, Akihiro Mabuchi, Hiroyuki Fujimoto
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Patent number: 4931163Abstract: A carbon fluoride comprising carbon atoms and fluorine atoms and having a structure in which layers containing fluorinated condensed cyclohexane rings are stacked to form a packing structure, the atomic ratio of fluorine to carbon atoms being 0.5 to 1.8, the carbon fluoride exhibiting a powder X-ray diffraction pattern in which there are peaks respectively at about 13.degree. (2.theta.) and at about 40.degree. (2.theta.) and no peak on the low side of diffraction angle relative to 13.degree. (2.theta.) and exhibiting a spectrum of electron spectroscopy for chemical analysis in which there are peaks respectively due to a monofluorocarbon group and due to a difluorocarbon group, the intensity ratio of the peak due to the difluorocarbon group to the peak due to the monofluorocarbon group being 0.15 to 1.5. The carbon fluoride has a unique property that it is capable of forming a film by vacuum deposition. The carbon fluoride may be produced by the direct fluorination of a pitch or meso-carbon microbeads.Type: GrantFiled: May 25, 1988Date of Patent: June 5, 1990Assignee: Osaka Gas Co, Ltd.Inventors: Nobuatsu Watanabe, Hidekazu Tohara, Yuji Matsumura, Hiroyuki Fujimoto
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Patent number: 4925992Abstract: A novel composition of the formula: ##STR1## wherein the carbon rings are fully fluorinated.Type: GrantFiled: February 21, 1989Date of Patent: May 15, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Frank K. Schweighardt, Webb I. Bailey, John T. Lileck, John K. Graybill, Eugene G. Lutz
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Patent number: 4895990Abstract: A fully-fluorinated and fully saturated fluorocarbon, containing at least two condensed or non-condensed six-membered rings, seventeen carbon atoms and from 28 to 32 (inclusive) fluorine atoms in its molecule, and having a boiling point from 250.degree. to 265.degree. C.; provided that where the rings are non-condensed they are separated by not more than 4 carbon atoms. Such multi-ring C.sub.17 saturated-perfluorocarbons are produced by the saturation fluorination of the corresponding multi-ring hydrocarbons and are suitable for use as high-temperature vapour-soldering fluids, especially for use with solders melting above 200.degree. C.Type: GrantFiled: June 24, 1987Date of Patent: January 23, 1990Assignee: I.S.C. Chemicals LimitedInventors: Colin R. Sargent, David E. Wotton
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Patent number: 4894181Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.Type: GrantFiled: May 16, 1988Date of Patent: January 16, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
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Patent number: 4885414Abstract: Novel compositions include compounds of the formula: ##STR1## wherein the carbon rings are fully fluorinated.Type: GrantFiled: February 21, 1989Date of Patent: December 5, 1989Inventors: Frank K. Schweighardt, Webb I. Bailey, John T. Lileck, John K. Graybill, Eugene G. Lutz
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Patent number: 4881682Abstract: Novel compositions of matter are disclosed having the formula: ##STR1## wherein the carbon rings are fully fluorinated to remove all hydrogens and olefinic character. The compositions have utility as heat transfer agents, hydraulic fluids, vapor phase soldering fluids, gas (O.sub.2, N.sub.2, CO.sub.2, H.sub.2, etc.) transport agents, such as in biological and medical fields, as well as utility as burn-in test fluid.Type: GrantFiled: June 6, 1988Date of Patent: November 21, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Frank K. Schweighardt, Webb I. Bailey
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Patent number: 4877548Abstract: A liquid crystalline compound and a liquid crystal composition containing the compound usable for liquid crystal display devices are provided, which liquid crystalline compound is expressed by the formulaR.sup.1 --A.sup.1 --B.sup.1 --A.sup.2 --B.sup.2 --A.sup.3.sub.n (CH.sub.2).sub.m CH.dbd.CF.sub.2wherein R.sup.1 is H or 1-20C alkyl or alkenyl wherein one --CH.sub.2 --group or two --CH.sub.2 -- groups not adjacent to each other may be substituted by --O--; the position and number of the double bond may be optionally chosen; A.sup.1, A.sup.2 and A.sup.3 each are ##STR1## and the H of the ##STR2## may be substituted by F, Cl or methyl; B.sup.1 and B.sup.2 each are --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond; n is 0 or 1; and m is 0-20.Type: GrantFiled: December 27, 1988Date of Patent: October 31, 1989Assignee: Chisso CorporationInventors: Kisei Kitano, Makoto Ushioda, Manabu Uchida, Toshiharu Suzuki
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Patent number: 4873315Abstract: Novel compositions include compounds of the formula: ##STR1## wherein the carbon rings are fully fluorinated and R is selected from the group consisting of fluorine, --CF.sub.3 or --CF(CF.sub.3).sub.2.Type: GrantFiled: August 25, 1987Date of Patent: October 10, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Frank K. Schweighardt, Webb I. Bailey, John T. Lileck, John K. Graybill, Eugene G. Lutz
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Patent number: 4871470Abstract: Cyclohexane derivatives of formula I ##STR1## wherein R is an alkyl group which has 1-12 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by O, --CO--O-- or --OCO--,A.sup.1 and A.sup.2 each independently of one another are trans-1,4-cyclohexylene or unsubstituted or fluorine-substituted 1,4-phenylene, and one of the groups A.sup.1 and A.sup.2 can also be a single bond,X is --CN, halogen, OH, --COOR.sup.1, --OOCR.sup.1, --COR.sup.1, --OR.sup.1 or R.sup.1 andR.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by O, but excluding direct links between two O atoms,with the proviso that, in the case of X=CN, A.sup.2 is trans-1,4-cyclohexylene or fluorine-substituted, 1,4-phenylene, are suitable as components of liquid-crystalline phases.Type: GrantFiled: October 30, 1987Date of Patent: October 3, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Georg Weber
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4849553Abstract: Novel compositions of matter are disclosed having the formula: ##STR1## wherein the carbon rings are fully fluorinated to remove all hydrogens and olefinic character. The compositions have utility as heat transfer agents, hydraulic fluids, vapor phase soldering fluids, gas (O.sub.2, N.sub.2, CO.sub.2, H.sub.2, etc.) transport agents, such as in biological and medical fields, as well as utility as burn-in test fluid.Type: GrantFiled: August 3, 1988Date of Patent: July 18, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Webb I. Bailey, Frank K. Schweighardt, Varin Ayala
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Patent number: 4846998Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.4 --,A is a trans-1,4-cyclohexylene group which can be substituted in the 2-, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position,A.sup.2, A.sup.3 and A.sup.Type: GrantFiled: November 21, 1986Date of Patent: July 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
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Patent number: 4827053Abstract: Novel compositions include compounds of the formula: ##STR1## wherein the carbon rings are fully fluorinated.Type: GrantFiled: August 3, 1988Date of Patent: May 2, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Webb I. Bailey, Frank K. Schweighardt, Varin Ayala
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Patent number: 4820884Abstract: A method for preparing an unsaturated fluorocarbon by defluorinating a perfluoroalkane employing activated carbon.Type: GrantFiled: November 24, 1987Date of Patent: April 11, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Frank J. Weigert
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Patent number: 4801761Abstract: Novel compositions of matter are disclosed; perfluoro-1,1-di(orthoxylyl) methane, perfluoro-1,1-di(orthoxylyl) ethane and perfluoro-1,1-di(orthoxylyl) propane. The compositions are made by cobalt trifluoride fluorination of 1,1-di(orthoxylyl) methane, 1,1-di(orthoxylyl) ethane and 1,1-di(orthoxylyl) propane. The compositions have utility as vapor phase soldering fluids.Type: GrantFiled: February 20, 1987Date of Patent: January 31, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Webb I. Bailey, John T. Lileck
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Patent number: 4777304Abstract: Novel compositions of matter are disclosed having the formula: ##STR1## wherein the carbon rings are fully fluorinated to remove all hydrogens and olefinic character. The compositions have utility as heat transfer agents, hydraulic fluids, vapor phase soldering fluids, gas (O.sub.2, N.sub.2, CO.sub.2, H.sub.2, etc.) transport agents, such as in biological and medical fields, as well as utility as burn-in test fluid.Type: GrantFiled: August 25, 1987Date of Patent: October 11, 1988Assignee: Air Products & Chemicals, Inc.Inventors: Frank K. Schweighardt, Webb I. Bailey
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Patent number: 4739112Abstract: Perfluoropolycycloalkanes are provided. These perfluoropolycycloalkanes are ring assemblies having (a) at least two perfluorinated cyclohexane rings, (b) at least two perfluorinated fused ring systems, or (c) combinations of at least one perfluorinated cyclohexane ring with at least one perfluorinated fused ring system, each perfluorinated ring or fused ring system being directly joined to another perfluorinated ring or ring system by a single bond and the ring assemblies having a total of at least 13 carbon atoms.Type: GrantFiled: February 1, 1985Date of Patent: April 19, 1988Assignee: Minnesota Mining and Manufacturing CompanyInventor: Patricia M. Savu
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Patent number: 4731450Abstract: A process for the perfluoroalkylation of aromatic derivatives. In a first stage, an aromatic derivative, sulfur dioxide and a metal selected from the group consisting of zinc, aluminum, manganese, cadmium, magnesium, tin, iron, nickel and cobalt, are brought into contact in a solvent, preferably a polar aprotic solvent. In a second stage, a perfluoroalkyl bromide or iodide is added to react with the aromatic derivative.Type: GrantFiled: May 21, 1986Date of Patent: March 15, 1988Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Claude Wakselman, Marc Tordeux