Alicyclic Ring And Polyoxy Containing Patents (Class 568/670)
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Publication number: 20040077728Abstract: Disclosed are retiferol derivatives of formula (I): wherein X is >C═CH2 or —CH2—; Y and Z are independently of each other hydrogen, fluorine or hydroxy; A is —O(CH2)3—, —(CH2)2-(1,2-C6H4)—, —CH═CH—(1,2-C6H4)—, —C═C—(1,2C6H4)—, —(CH2)2—CO—, —CH2—O—CO—, —CH2NHCO—, or —CH2NHCOCH2—; R1 is C1-C5-alkyl; R2 and R3 are independently of each other alkyl or perfluoroalkyl; and R4 is hydrogen, hydroxy, C1-C5-alkyl or C1-C5-alkyl or C1-C5-alkoxy; the use of such compounds to treat or present hyperproliferative skin diseases such as psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; neoplastic diseases; disorders of the sebaceous glands such as acne and seborrhoic dermatitis; the use of these compounds in reversing the conditions associated with photodamage, particularly for the oral or topical treatment of the skin damaged through sun exposurType: ApplicationFiled: December 4, 2003Publication date: April 22, 2004Inventors: Pierre Barbier, Franz W Bauer, Peter Mohr, Marc Muller, Wolfgang Pirson
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Publication number: 20040043916Abstract: The use of various novel oxime ethers are described as fragrance chemicals. These chemicals are suitable for use in creating fragrance, and scents in items such as perfumes, colognes and personal care products is disclosed.Type: ApplicationFiled: August 29, 2002Publication date: March 4, 2004Inventors: Anubhav P.S. Narula, Rajamony Mahesh, Manfred Pawlak, Patrick M. Merritt, Clint Dee Winton Brooks
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Publication number: 20040043917Abstract: The use of various oxime ethers are described as fragrance chemicals, suitable for use in creating fragrance, and scents in items such as perfumes, colognes and personal care products is disclosed. Novel compounds are also disclosed.Type: ApplicationFiled: August 29, 2002Publication date: March 4, 2004Inventors: Anubhav P.S. Narula, Rajamony Mahesh, Manfred Pawlak, Clint Dee Winton Brooks
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Patent number: 6657089Abstract: This invention relates to a palladium catalyst comprising a mesoporous aluminosilicate which has been treated with ammonia or a salt thereof, and palladium supported on said mesoporous aluminosilicate; and also to a process for producing an ether, which comprises reacting a cyclic acetal and hydrogen in the presence of the palladium catalyst.Type: GrantFiled: May 1, 2002Date of Patent: December 2, 2003Assignee: Kao CorporationInventors: Atsushi Nagasawa, Munehisa Okutsu, Tomohito Kitsuki
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Patent number: 6617475Abstract: Optically active &agr;-hydroxyethers are prepared from prochiral &agr;-ketoethers by heterogeneous hydrogenation using platinum catalysts in the presence of a chiral nitrogen base in high chemical and optical yields, since this type of hydrogenation selectively hydrogenates only one diastereomer virtually to completion. The yields may be substantially increased by adding a solid, strong base which has a racemizing effect on the non-hydrogenatable diasteromer.Type: GrantFiled: September 4, 2002Date of Patent: September 9, 2003Assignee: Solvias AGInventors: Martin Studer, Stephan Burkhardt
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Publication number: 20030149293Abstract: A method for producing 1,3-cyclohexanediol compounds, particularly a 1,3-cyclohexanediol compound rich in cis-form. A 1,3-cyclohexanediol compound is reduced with a boron hydride compound such as sodium borohydride. Selectivity of cis-form is improved when an alkali metal compound and/or an alkaline earth metal compound, particularly a halide, is allowed to exist in the reaction system.Type: ApplicationFiled: February 5, 2003Publication date: August 7, 2003Applicant: MITSUBISHI CHEMICAL CORPORATIONInventors: Shuji Ichikawa, Hisao Urata, Shihomi Suzuki
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Publication number: 20030059710Abstract: A monomer containing an electron-withdrawing group of the present invention is represented by following Formula (a), (b) or (c): 1Type: ApplicationFiled: July 23, 2002Publication date: March 27, 2003Inventor: Keizo Inoue
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Patent number: 6515188Abstract: A method for safely and efficiently producing high purity 3-l-menthoxypropane-1,2-diol and intermediates to be used in the method. As shown in the following reaction formula, 3-l-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding l-menthol to a 1,2-epoxy-3-halogenopropane represented by the general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid, thereby producing a 1-halogeno-3-l-menthoxypropan-2-ol represented by the general formula (II), allowing the first intermediate to react with an alkali metal salt of an aliphatic carboxylic acid having from 1 to 5 carbon atoms to produce a 1-acyloxy-2-substituted-3-l-menthoxypropane represented by the general formula (III) and then hydrolyzing the second intermediate.Type: GrantFiled: April 4, 2002Date of Patent: February 4, 2003Assignee: Takasago International CorporationInventors: Akira Amano, Teruyoshi Akiyama, Takashi Miura, Toshimitsu Hagiwara
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Publication number: 20030009061Abstract: The invention is a preparation process of alkylcyclohexanol alkylene oxide adduct which contains almost no alkylphenol alkylene oxide adduct 1) in the absence of a solvent, 2) in the presence of a saturated hydrocarbon solvent, or 3) in the presence of water.Type: ApplicationFiled: May 31, 2002Publication date: January 9, 2003Inventors: Yoshihisa Inoue, Hiroyoshi Watanabe, Yasuko Ono, Masumi Okita
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Publication number: 20020198412Abstract: A cooling sensate compound having the general formula (I): 1Type: ApplicationFiled: June 10, 2002Publication date: December 26, 2002Inventors: Carter B. Green, Tetsuo Nakatsu, Takero Ishizaki, Andrew T. Lupo
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Publication number: 20020161150Abstract: An ether compound of formula (1) is provided wherein R1 is H or C1-6 alkyl, R2 is C1-6 alkyl, R3 is H, C1-15 acyl or C1-15 alkoxycarbonyl which may be substituted with halogen atoms, k is 0 or 1, m is from 0 to 3, and n is from 3 to 6. The ether compound is polymerized to form a polymer having improved reactivity, robustness and substrate adhesion. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation, has excellent sensitivity, resolution, and etching resistance, and lends itself to micropatterning with electron beams or deep-UV.Type: ApplicationFiled: January 16, 2002Publication date: October 31, 2002Applicant: Shin-Etsu Chemical Co., Ltd.Inventors: Seiichiro Tachibana, Mutsuo Nakashima, Tsunehiro Nishi
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Publication number: 20020156327Abstract: A method for safely and efficiently producing high purity 3-l-menthoxypropane-1,2-diol and intermediates to be used in the method. As shown in the following reaction formula, 3-l-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding l-menthol to a 1,2-epoxy-3-halogenopropane represented by the general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid, thereby producing a 1-halogeno-3-l-menthoxypropan-2-ol represented by the general formula (II), allowing the first intermediate to react with an alkali metal salt of an aliphatic carboxylic acid having from 1 to 5 carbon atoms to produce a 1-acyloxy-2-substituted-3-l-menthoxypropane represented by the general formula (III) and then hydrolyzing the second intermediate.Type: ApplicationFiled: April 4, 2002Publication date: October 24, 2002Applicant: Takasago International CorporationInventors: Akira Amano, Teruyoshi Akiyama, Takashi Miura, Toshimitsu Hagiwara
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Patent number: 6465059Abstract: The invention relates to a liquid-crystalline medium one or more compounds of the general formula IA and one or more compounds of the formula IB R, R*, R**, z, L and Y are defined herein.Type: GrantFiled: June 19, 2000Date of Patent: October 15, 2002Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Matthias Bremer, Georg Lüssem, Dagmar Klement
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Patent number: 6452060Abstract: The present invention relates to a method to prepare cyclopropenes.Type: GrantFiled: April 4, 2001Date of Patent: September 17, 2002Assignee: Rohm and Haas CompanyInventor: Richard Martin Jacobson
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Patent number: 6437194Abstract: The invention is a preparation process of alkylcyclohexanol alkylene oxide adduct which contains almost no alkylphenol alkylene oxide adduct 1) in the absence of a solvent, 2) in the presence of a saturated hydrocarbon solvent, or 3) in the presence of water. The invention can prepare alkylcyclohexanol alkylene oxide having a 200 ppm or less content of alkylphenol and alkylphenol alkylene oxide adduct. The alkylcyclohexanol alkylene oxide adduct obtained in the process of the invention has less ultraviolet absorption and fluorescence due to alkylphenol alkylene oxide adduct and is thus useful for spectrometric analysis of protein and further has excellent properties in the field of detergent and other common uses of surface active agents.Type: GrantFiled: March 16, 1999Date of Patent: August 20, 2002Assignee: Mitsui Chemicals, Inc.Inventors: Yoshihisa Inoue, Hiroyoshi Watanabe, Yasuko Ono, Masumi Okita, Daisuke Fukuoka, Yoshio Motoyama, Kenji Shimamoto
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Patent number: 6410802Abstract: The present invention relates to novel ether compounds, compositions comprising ether compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.Type: GrantFiled: March 31, 2000Date of Patent: June 25, 2002Assignee: Esperion Therapeutics, Inc.Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
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Patent number: 6410748Abstract: A monomer represented by the following general formula (m-1): wherein R is a group having an alicyclic skeleton, R2s may be the same or different and are individually hydrogen atom, halogen atom or monovalent organic group, X1 is a bivalent organic group containing a heteroatom, j is an integer of 0 to 3, and R1 is a group selected from the following groups, a monovalent organic group having Si (R1-1), and —(X2)k—R4—(X3)m—C(R6)3 (R1-2), wherein X2 and X3 are a bivalent organic group containing a heteroatom, k and m are an integer of 0 to 3, R4 is a bivalent alkyl group, R6s may be the same or different and are individually hydrogen atom, halogen atom or monovalent organic group.Type: GrantFiled: May 3, 2001Date of Patent: June 25, 2002Assignee: Kabushiki Kaisha ToshibaInventors: Naomi Shida, Toru Ushirogouchi, Koji Asakawa, Takeshi Okino, Shuji Hayase, Yoshihiko Nakano, Makoto Nakase
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Publication number: 20020077367Abstract: A process for producing highly pure 3-l-menthoxypropane-1,2-diol safely and efficiently, and an intermediate to be used in the process. 3-l-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding l-menthol to a 1,2-epoxy-3-halogenopropane represented by the following general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid to produce a novel 1-halogeno-3-l-menthoxypropan-2-ol represented by the following general formula (II), then, epoxidating it with a base in the presence of a phase transfer catalyst to produce a 1,2-epoxy-3-l-menthoxypropane represented by the chemical formula (III), and further hydrolyzing it.Type: ApplicationFiled: September 26, 2001Publication date: June 20, 2002Inventors: Akira Amano, Teruyoshi Akiyama, Takashi Miura, Toshimitsu Hagiwara
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Publication number: 20020045674Abstract: The invention relates to: 4-methylene-1,3-dioxolanes of the general formula (I) 1Type: ApplicationFiled: August 23, 2001Publication date: April 18, 2002Applicant: Dainippon Ink and Chemicals, IncInventors: Helmut Hartl, Rainer B. Frings, Gerwald F. Grahe
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Patent number: 6359153Abstract: The present invention relates to monomers for preparing photoresist polymer resins which can be used in a photolithography process employing a deep ultraviolet light source, and the preparation of the same. Preferred monomers are represented by following Chemical Formula 1: <Chemical Formula 1> wherein, X represents CH2, CH2CH2, or oxygen; R1 represents hydrogen, C1-C5 alkyl, or R′OH; R2 represents hydrogen; —OH, C1-C5 alkoxy, or —OR′—OH; R′ represents: and, m is an integer from 1-5, n is 1 or 2 and p is 0 or 1.Type: GrantFiled: October 27, 1999Date of Patent: March 19, 2002Assignee: Hyundai Electronics Industries Co., Ltd.Inventors: Geun Su Lee, Chang Il Choi, Hyeong Soo Kim, Jin Soo Kim, Jae Chang Jung, Min Ho Jung, Ki Ho Baik
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Patent number: 6348606Abstract: The claimed invention relates to cyclic dienol ethers of formula (III). wherein R3 is hydrogen and R4 is C1-4 alkoxy or R3 and R4 together form an optionally substituted methylenedioxy group —O—C(R5)(R6)—O—, wherein R5 and R6 are each independently hydrogen, C1-4 alkyl or phenyl.Type: GrantFiled: January 17, 2001Date of Patent: February 19, 2002Assignee: Roche Vitamins Inc.Inventors: Bruno Burdet, August Rüttimann
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Publication number: 20010051752Abstract: The invention is a preparation process of alkylcyclohexanol alkylene oxide adduct which contains almost no alkylphenol alkylene oxide adduct 1) in the absence of a solvent, 2) in the presence of a saturated hydrocarbon solvent, or 3) in the presence of water.Type: ApplicationFiled: March 16, 1999Publication date: December 13, 2001Inventors: YOSHIHISA INOUE, HIROYOSHI WATANABE, YASUKO ONO, MASUMI OKITA, DAISUKE FUKUOKA, YOSHIO MOTOYAMA, KENJI SHIMAMOTO
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Patent number: 6310262Abstract: A new process prepares retiferol derivatives of formula I: wherein A is —C ≡C— or —CH═CH—, and R1 and R2 are independently of each other lower alkyl or lower perfluoroalkyl, one version couples ketones of formula 1I with compounds of formula III A second version couples phosphinoxides of formula IV with aldehydes of formula V. Compounds of formula I are useful in the treatment or prevention of hyperproliferative skin diseases and for reversing the conditions associated with photodamage.Type: GrantFiled: October 3, 2000Date of Patent: October 30, 2001Assignee: Basilea Pharmaceutica AGInventor: Hans Hilpert
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Patent number: 6184422Abstract: Compounds of formula I wherein X is C═CH2 or CH2; Y and Z are independently of each other hydrogen, fluorine or hydroxy; A is —C≡C—, —CH═CH— or —CH2—CH2—, R1 and R2 are independently of each other alkyl or perfluoroalkyl; and R3 is lower alkyl are useful in the treatment or prevention of hyperproliferative skin diseases, particularly psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; or for reversing the conditions associated with photodamage.Type: GrantFiled: February 18, 1999Date of Patent: February 6, 2001Assignee: Hoffman-La Roche Inc.Inventors: Pierre Barbier, Franz Bauer, Peter Mohr, Marc Muller, Wolfgang Pirson
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Patent number: 6133472Abstract: Fluorine containing oxyvinyl compounds characterized by having one or more oxyvinyl groups separated from fluorine containing groups by at least one alkylene group having 2-8 carbon atoms and by at least one oxygen atom in addition to the oxygen on the oxyvinyl. In general the compounds of the invention have the generic formula:Rz(L).sub.a (Ry).sub.b OROCH.dbd.CH.sub.2.Where L is .dbd.CHCOOROCH.dbd.CH.sub.2 ; a is number of 0 to about 1; R.sub.y is --CO--; b is a number of 0 to about 1; R is cycloalkane or (CH.sub.2).sub.x --, where x is a number of about 2 through about 10; R.sub.z is R.sub.f C.sub.n H.sub.m where R.sub.f is a fluorinated alkylene moiety of about 1 to about 12 carbon atoms which may be linear or branch chained and may contain a further --OROCH.dbd.CH.sub.2 group; n is an integer of about 1 through about 6; and m is an integer of n to 2n.Type: GrantFiled: January 20, 1998Date of Patent: October 17, 2000Assignee: AlliedSignal Inc.Inventors: David Nalewajek, David Bradley, John Schabel, Robert Blomquist
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Patent number: 6011071Abstract: To provide a novel ether compound which is useful such as an oil agent and a surfactant having the formula (I): R.sup.1 --O--(AO).sub.n --R.sup.2, wherein R.sup.1 is an alpha-branched alkyl group or an alkyl group having two or more branched chains or a cycloalkyl having 5 to 7 carbon atoms, R.sup.2 is an alkyl or alkenyl each being either branched or straight, each having 10 to 30 carbon atoms, A is an alkylene having 2 to 12 carbon atoms, n is a number from 0 to 30, A's being same as or different from one another.Type: GrantFiled: November 17, 1997Date of Patent: January 4, 2000Assignee: Kao CorporationInventors: Yasuyuki Fujii, Hisakazu Furugaki, Katsumi Kita, Hideharu Morimoto, Mitsuru Uno, Yasushi Kajihara
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Patent number: 5922903Abstract: An arrangement for a falling film type reactor uses corrugated plates to improve the distribution and dispersion of the gaseous reactant into the liquid. Corrugated plates introduce increased turbulence for promoting better distribution and dispersion of the gas. Corrugation angles can be varied to suit the fluid flow properties of the liquid reactant. The reactor arrangement can also include heat transfer channels defined by the corrugated plates in an alternate arrangement of heat transfer channels and gas liquid contacting channels. The corrugations may also be varied to suit the particular heat transfer requirements of the reactions. The corrugated plates are spaced apart in the contacting channels to prevent localized film contact and placed in contact in the heat exchange portion to stabilize the plate elements defining the corrugations.Type: GrantFiled: November 10, 1997Date of Patent: July 13, 1999Assignee: UOP LLCInventor: Peter R. Pujado
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Patent number: 5859054Abstract: Pharmacologically active leukotriene-B.sub.4 derivatives of general formula I, ##STR1## are described, in whichR.sub.1 represents CH.sub.2 OH, CH.sub.3, CF.sub.3, COOR.sub.4, CONR.sub.5 R.sub.6, orR.sub.2 represents H or an organic acid radical with 1-15 C atoms,R.sub.3 symbolizes H; C.sub.1 -C.sub.14 alkyl, C.sub.3 -C.sub.10 cycloalkyl optionally substituted singly or multiply; C.sub.6 -C.sub.10 aryl radicals, independently of one another, optionally substituted singly or multiply by halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carbonyl, carboxyl or hydroxy; or a 5- to 6-membered aromatic heterocyclic ring with at least 1 heteroatom,R.sub.4 means hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl; C.sub.6 -C.sub.10 aryl radicals optionally substituted by 1-3 halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carboxyl or hydroxy; CH.sub.2 --CO--(C.sub.6 -C.sub.Type: GrantFiled: November 8, 1996Date of Patent: January 12, 1999Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt, Claudia Giesen
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Patent number: 5780687Abstract: A process for preparing 3-oxyalkylpropan-l-ols by catalytic hydrogenation of 1,3-dioxanes with catalysts comprising a hydrogenation-active component on an acid support.Type: GrantFiled: May 27, 1997Date of Patent: July 14, 1998Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Holderich, Marcus Paczkowski, Dieter Heinz, Thomas Kaiser
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Patent number: 5756857Abstract: A cyclohexanol derivative represented by the following general formula (1) and preferably the following general formula (1a): ##STR1## wherein R represents a linear or branched alkyl group having 1 to 5 carbon atoms. The above cyclohexanol derivative imparts satisfactory refrigeration to not only the mouth mucosa but also the skin. Moreover, it is practically odorless. A cool feeling and various cool feeling compositions which are practically odorless can be obtained from the cyclohexanol derivative.Type: GrantFiled: April 25, 1995Date of Patent: May 26, 1998Assignee: Hisamitsu Pharmaceutical Co., Inc.Inventors: Mitsuru Kuribayashi, Mitsuru Tanoue, Akira Nakagawa, Munehiko Hirano, Hideshi Oda
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Patent number: 5728796Abstract: A process reaction between: (1) a compound that contains one or more epoxide moieties per molecule, and (2) a compound that contains one or more primary aliphatic hydroxyl groups per molecule; is catalyzed by: (3) a catalyst compound containing one or more trifluoromethanesulfonate moieties and one or more silyl moieties and run at a temperature of no more than 130.degree. C., such that the catalyst preferably catalyzes reaction at the primary aliphatic hydroxyl group, so that the resulting resin does not gel.Type: GrantFiled: May 31, 1996Date of Patent: March 17, 1998Assignee: The Dow Chemical CompanyInventors: Zeng K. Liao, James L. Bertram
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Patent number: 5723682Abstract: The invention relates to difluorovinyl ethers of the general formula I ##STR1## in which R, A, X and m are as defined in claim 1, and to the use of these compounds as components of liquid-crystalline media, and to liquid-crystal and electro-optical display elements which contain the novel liquid-crystalline media.Type: GrantFiled: March 5, 1997Date of Patent: March 3, 1998Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Eike Poetsch, Werner Binder, Michael Kompter, Joachim Krause, Kazuaki Tarumi, Ekkehard Bartmann
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Patent number: 5552434Abstract: Compounds of the formula ##STR1## where the dotted line represents a bond or the absence of a bond, the wavy lines represent bonds which are either in cis or trans configuration; R.sub.1 represents H, or CO--R.sub.2 where R.sub.2 is lower alkyl of 1 to 6 carbons, carbocyclic aryl or heterocyclic aryl; or carbocyclic aryl or heteroaryl substituted lower alkyl group; X represents CO--NR.sub.3 R.sub.4, CH.sub.2 OH, CH.sub.2 OR.sub.5, CH.sub.2 O--COR.sub.6, and CH.sub.2 --NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 independently are H or lower alkyl, R.sub.5 is lower alkyl of 1 to 6 carbons, and R.sub.6 is lower alkyl of 1 to 6 carbons, carbocyclic aryl or heterocyclic aryl; or carbocyclic aryl or heteroaryl substituted lower alkyl group, and n is an integer between 0 and 8 are capable of lowering intraocular pressure in the eye of a mammal.Type: GrantFiled: December 14, 1994Date of Patent: September 3, 1996Assignee: AllerganInventors: Michael E. Garst, Robert M. Burk
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Patent number: 5536882Abstract: Disclosed are novel polyether compounds obtained by the reaction or polymerization of 3,4-epoxy-1-butene in the presence of an acidic catalyst and a nucleophilic initiator compound. The polyether compounds comprise n units of residue (1) and m units of residue (2), wherein the total value of n+m is 2 to 70, n/(n+m) is a value in the range of 0.70 to 0.Type: GrantFiled: March 3, 1995Date of Patent: July 16, 1996Assignee: Eastman Chemical CompanyInventors: James C. Matayabas, Jr., Stephen N. Falling
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Patent number: 5488183Abstract: A synthesis of 1.alpha.-hydroxy-19-nor-vitamin D compounds comprises (a) the construction of a 5,8-diol-6-yne intermediate by joining ring-A and ring-C/D portions of the desired end product via the condensation of an acetylenic derivative containing the C/D-ring portion of the desired end product with a cyclic dihydroxy ketone representing the A-ring of the desired end product; (b) the partial reduction of the 6,7 acetylenic triple bond linkage between the A and C/D ring portions to obtain a 5,8-diol-6-ene intermediate; and (c) the reductive removal of the 5,8-oxygen functions to generate the required 5,7-diene end product from which the desired 7-trans(7E)-isomer is purified directly, or after optional double bond isomerization of the 7-cis(7Z)-isomer employing a novel thiophenol-promoted isomerization step.Type: GrantFiled: May 23, 1995Date of Patent: January 30, 1996Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Fariba Aria
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Patent number: 5486636Abstract: New compounds of the formula ##STR1## where Y' represents hydroxy, protected-hydroxy, O-tosyl, O-mesyl, bromine, chlorine, or iodine and X.sup.1 and X.sup.2 may independently represent hydrogen or a hydroxy-protecting group are useful as intermediates for the production of 19-nor vitamin D derivatives, particularly 1.alpha.,25-dihydroxyvitamin D.sub.3, from (-)quinic acid.Type: GrantFiled: October 26, 1994Date of Patent: January 23, 1996Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
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Patent number: 5446208Abstract: A process for the production of an ether alcohol is disclosed, which comprises subjecting a cyclic ketal to hydrogenolysis in the presence of a catalyst containing palladium in an amount of from 50 to 100% by weight, based on the total active catalytic component present. According to the inventive process, ether alcohols which are useful as perfumes or raw materials for perfumes can be produced easily with low cost and high yield.Type: GrantFiled: March 14, 1994Date of Patent: August 29, 1995Assignee: Kao CorporationInventors: Junji Koshino, Hajime Miyabe, Yoshiaki Fujikura
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Patent number: 5434314Abstract: Disclosed are novel polyether compounds obtained by the reaction or polymerization of 3,4-epoxy-1-butene in the presence of an acidic catalyst and a nucleophilic initiator compound. The polyether compounds comprise n units of residue (1) and m units of residue (2), wherein the total value of n+m is 2 to 70, n/(n+m) is a value in the range of 0.70 to 0.Type: GrantFiled: January 18, 1994Date of Patent: July 18, 1995Assignee: Eastman Chemical CompanyInventors: James C. Matayabas, Jr., Stephen N. Falling
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Patent number: 5414144Abstract: A novel propylene glycol cyclohexyl ether derivative represented by formula I is disclosed. ##STR1## wherein R.sup.1 represents a straight or branched alkyl group having 1 to 6 carbon atoms, or a cycloalkyl group having 3 to 6 carbon atoms; R.sup.2 represents a hydrogen atom or a hydroxyl group; and n represents an integer of from 1 to 3.This propylene glycol cyclohexyl ether derivative is not only extremely safe by virtue of its low toxicity and high flash point, but also has excellent detergency, low viscosity, and can impart a high film-forming ability to a resin emulsion. Further, this propylene glycol cyclohexyl ether derivative also has high hydrophobicity (and hence low water-solubility), so that it can minimize the cost and labor for disposal of waste water. Therefore, this propylene glycol cyclohexyl ether derivative is useful in various applications, for example, as a detergent, as a solvent for a wide variety of applications and as a film-forming agent.Type: GrantFiled: September 21, 1993Date of Patent: May 9, 1995Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Tomonari Watanabe, Izumi Yamashita, Masazumi Chono, Tetsushi Kouno
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Patent number: 5401888Abstract: The present invention provides a method for preparing allylic alcohols by the palladium-catalyzed cross-coupling of vinylic epoxides and aryl halides, vinylic halides or vinylic triflates.Type: GrantFiled: February 9, 1993Date of Patent: March 28, 1995Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 5371299Abstract: Preparation of diethers of the formula ##STR1## wherein R is an alkyl, cycloalkyl, aryl, or aralkyl radical, by formation of an unsaturated aldehyde of the formula ##STR2## wherein R is as defined above, by means of an aldol condensation reaction, reduction of said aldehyde to form the corresponding saturated compound, transformation of the saturated compound into the corresponding diol, and consequent methylation of the diol into diether.Type: GrantFiled: February 9, 1993Date of Patent: December 6, 1994Assignee: Himont IncorporatedInventor: Giampietro Borsotti
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Patent number: 5342903Abstract: A process for the preparation of adducts by reacting an alcohol with an epoxy compound in the presence of a catalyst, which comprises reacting an alcohol of formula I ##STR1## wherein A is an aliphatic, cycloaliphatic or araliphatic radical and r is a number from 1 to 10, with a mono- or diepoxide in the equivalent ratio of 1:20 to 20:1, based on the hydroxyl and epoxy groups, in the presence of a metal complex of formula II as catalyst[M.sup.n+ (L.sub.1).sub.x (L.sub.2).sub.y (L.sub.3.sup.m-).sub.z ][X.sup.k- ].sub.(n-zm)/k (II),whereinM is a metal of the main groups or subgroups of the Periodic Table of the Elements,L.sub.1 and L.sub.2 are weakly bonded, neutral, unidentale or multidentate ligands,L.sub.3 is a strongly bonded, non-replaceable neutral or anionic unidentale or multidentate ligand,X is an anion of the following formulae BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, ClO.sub.4.sup.-, IO.sub.4.sup.-, NO.sub.3.sup.Type: GrantFiled: April 30, 1993Date of Patent: August 30, 1994Assignee: Ciba-Geigy CorporationInventors: Heinz Wolleb, Andreas Hafner, William M. Rolfe
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Patent number: 5225608Abstract: The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: ##STR1## wherein A is ##STR2## and wherein R.sub.1 is methyl or ethyl, R.sub.2 -R.sub.7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R.sub.2 -R.sub.7 are methyl, and R.sub.8 is hydrogen, lower alkyl (C.sub.1 to C.sub.5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.Type: GrantFiled: August 6, 1991Date of Patent: July 6, 1993Assignee: BASF K & F CorporationInventors: Robert Eilerman, Philip Christenson, John Yurecko, Jr., Thomas Zebovitz
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Patent number: 5210322Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.Type: GrantFiled: September 20, 1990Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Kurt D. Olson
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Patent number: 5196569Abstract: Trifluorovinyl ethers containing selected functional groups, and homo- and copolymers prepared from them, are disclosed, as well as intermediates useful in the preparation of the ethers.Type: GrantFiled: October 10, 1991Date of Patent: March 23, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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Patent number: 5194423Abstract: An .alpha.-(alkylcyclohexyloxy)-.beta.-alkanol of formula (1) ##STR1## wherein at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 is the group ##STR2## wherein R.sup.9 and R.sup.10 are the same or different alkyl groups having 1 to 4 carbon atoms or are coupled with each other to form a cycloalkyl group, and R.sup.11 is a hydrogen atom or an alkyl group having 1 to 4 carbons or is a hydrogen atom when R.sup.9 and R.sup.10 form the cycloalkyl group, and the remaining R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 groups are hydrogen atoms or methyl groups, and wherein R.sup.6, R.sup.7 and R.sup.8 are hydrogen atoms or the same or different alkyl groups having 1 to 6 carbon atoms.Type: GrantFiled: June 28, 1991Date of Patent: March 16, 1993Assignee: Kao CorporationInventors: Junji Koshino, Yoshiaki Fujikura, Nao Toi, Rieko Yuki, Hajime Miyabe
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Patent number: 5187286Type: GrantFiled: March 25, 1991Date of Patent: February 16, 1993Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt
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Patent number: 5183946Abstract: The invention relates to a vinyloxy hydroxyalkyl cycloalkylene having the formulaHO(CH.sub.2).sub.x --A--(CH.sub.2).sub.x, OCH.dbd.CH.sub.2wherein x has a value of from 1 to 10; x' has a value of from 0 to 10 and A is a cycloalkylene group having from 3 to 8 carbon atoms in the ring and is optionally substituted with lower alkyl. The invention also relates to the method for synthesizing the above compounds.Type: GrantFiled: March 16, 1992Date of Patent: February 2, 1993Assignee: ISP Investments Inc.Inventors: Kou-Chang Liu, Paul D. Taylor
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Patent number: 5177245Abstract: Provided is a process for preparing optionally-substituted cyclohexenylhydroquinones starting from cyclohexanone.Type: GrantFiled: November 25, 1991Date of Patent: January 5, 1993Assignee: Eastman Kodak CompanyInventors: Dewey W. Fuller, Jr., Gether Irick, Jr.
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Patent number: 5164525Abstract: A process for the conversion of FK-506 (I,R=allyl;1) to FK-525 (XV) and analogous 23-membered ring macrolides differing in the C.1-N.7 segment of the molecule (e.g. XVI) and is also applicable to the analogs FK-523 (XVII) and FK-520 (XVIII). The overall process consists of three stages: (a) initial degradation of the primary macrolide to an acyclic fragment containing a selectively protected C.10-C.34 framework with a protected aldehyde function at C.10 and a free hydroxyl function at C.26, (b) reacylation of the C.26 hydroxyl function with an appropriately N-protected alpha-amino acid moiety, and (c) reintroduction of the C.8 and C.9 carbons followed by regeneration of the FK-macrolide system.Type: GrantFiled: June 30, 1989Date of Patent: November 17, 1992Assignee: Merck & Co., Inc.Inventors: David Askin, Ralph P. Volante, Daisy Joe, Ichiro Shinkai