Alicyclic Acid Moiety Containing Oxy, Aldehyde Or Ketone Group Patents (Class 560/126)
  • Patent number: 4830470
    Abstract: Compounds of the formula ##STR1## wherein m represents is the number 0 or 1; A is a single covalent bond, --CH.sub.2 --CH.sub.2 --, --OCH.sub.2 --, --COO-- or --OOC--; rings B, C and D are 1,4-phenylene optionally substituted with cyano, halogen or lower alkyl; Y.sup.1 and Y.sup.2 are hydrogen or one of them also is cyano; and R.sup.1 and R.sup.2 each represents C.sub.1 -C.sub.18 -alkyl or C.sub.2 -C.sub.18 alkenyl, either of which is optionally halogen-substituted, in which one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are optionally replaced by oxygen; with the provisos that at least one of R.sup.1 and R.sup.2 has a chiral carbon atom or a C--C double bond or both when A is --COO-- and at least one of R.sup.1 and R.sup.2 has a C--C double bond when A is a single covalent bond, their preparation, liquid crystalline mixtures containing these compounds and their use for electro-optical purposes are described.
    Type: Grant
    Filed: May 20, 1987
    Date of Patent: May 16, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Hans-Jurgen Fromm, Stephen Kelly, Martin Schadt
  • Patent number: 4826620
    Abstract: The new esters derived from a chiral compound containing two OH groups and at least one mesogenic carboxylic acid which have the general formula (I) ##STR1## in which X.sup.1 =O--H or O--CO--(C.sub.1 to C.sub.12)alkyl and X.sup.2 =O--MC or X.sup.1 and X.sup.2 denote O-MC independently of each other, where MC is the molecular radical of a mesogenic monocarboxylic acid after splitting off an OH group.The esters or esters substituted in the aromatic part of the phenolic part preferably find application as an admixture intwistable liquid crystal phases in which they produce a temperature compensation and a high degree of twisting.
    Type: Grant
    Filed: January 21, 1988
    Date of Patent: May 2, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerd Heppke, Detlef Lotzsch, Feodor Oestreicher, Gunter Scherowsky
  • Patent number: 4822910
    Abstract: A process for the production of esters of the general formula ##STR1## in which R.sup.1 signifies methyl or ethyl and R.sup.2 and R.sup.3, independently from one another, signify C.sub.1-4 -alkyl, is described.The process is characterized in subjecting a diketo ester of the formula ##STR2## in which R.sup.1 to R.sup.3 have the above significances; and X is chlorine or bromine, preferably chlorine, and to a dehydrohalogenation process.The compounds I are known odorants.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: April 18, 1989
    Assignee: Societe Anonyme Roure Bertrand Dupont
    Inventor: Gerard Pelerin
  • Patent number: 4816179
    Abstract: A novel liquid crystal compound suitable to use as a component of liquid crystal dielectrics and a liquid crystal composition containing the same are provided, which compound is a dihalogeno-aromatic compound expressed by the formula ##STR1## wherein R is alkyl or alkoxy of 1.about.12 C or alkoxymethyl of 2.about.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: March 28, 1989
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Yasuyuki Goto, Tetsuya Ogawa
  • Patent number: 4812592
    Abstract: The invention concerns a process for the preparation of the esters of an alkyltartronic acid by direct oxidation, with O.sub.2 or the like, at 30.degree.-200.degree. C., of the corresponding alkyl-malonic esters, in the presence of a catalytic system, comprising a salt of a transition metal, selected from Mn, Fe, Co and Cu, and an alkali-metal salt of an aliphatic carboxylic acid, optionally in the presence of a polar solvent.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: March 14, 1989
    Assignees: Istituto Guido Donegani, S.p.A., Consiglio Nazionale Delle Ricerche
    Inventors: Roberto Santi, Giuseppe Cometti, Anselmo Pagani
  • Patent number: 4803268
    Abstract: The present invention relates to a novel, optimized process for the preparation of cyclohexanedionecarboxylic acid derivatives of formula I which can be carried out in a single vessel affording a very good yield, which process comprises heating a reactive carboxylic acid derivative of formula III ##STR1## wherein X is a halide, an alkylsulfonic or arylsulfonic acid radical or the molecular radical ##STR2## which is necessary to form an anhydride and R.sub.1 is alkyl or cycloalkyl, with an alkali metal cyanide or copper cyanide, in an inert organic solvent, to give a mixture, then adding in succession to said mixture, at a temperature in the range from 0.degree. C.
    Type: Grant
    Filed: January 29, 1987
    Date of Patent: February 7, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Georg Brunner, Urs Muller
  • Patent number: 4795579
    Abstract: The invention relates to novel compounds usable as liquid crystals in liquid crystal display devices utilizing the electrically controlled birefringence effect.These compounds comply with formula: ##STR1## in which R.sup.1 represents an alkoxy or alkyl radical with 1 to 12 carbon atoms and Z represents a single bond or a radical chosen from among: ##STR2## provided that R.sup.1 represents an alkyl radical when Z represents a single bond and R.sup.2 represents an alkyl radical with 1 to 12 carbon atoms.They can be obtained by reacting an acid chloride of formula R.sup.
    Type: Grant
    Filed: February 26, 1987
    Date of Patent: January 3, 1989
    Assignee: Commissariat a l'Energie Atomique
    Inventors: Claude Vauchier, Francoise Vinet
  • Patent number: 4791219
    Abstract: Etherified 3-hydroxyvalerates of the formula I ##STR1## where R.sub.1 and R.sub.2 are identical or different and are each alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 10 carbon atoms or aryl of 6 to 10 carbon atoms, are prepared by a process in which a 3-pentenoate of the formula II ##STR2## where R.sub.1 has the above meanings, is reacted with a compound of the formula IIIR.sub.3 -OH IIIwhere R.sub.3 has the same meanings as R.sub.2, at from 30.degree. to 95.degree. C. in the presence of a basic catalyst.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: December 13, 1988
    Assignee: BASF Aktiengesellschaft
    Inventor: Rolf Fischer
  • Patent number: 4788315
    Abstract: A 2,5-substituted-cyclohexane-1,4-dione of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each is hydrogen or methyl; X is --COOR.sup.3 (R.sup.3 .dbd.H or alkyl), --CONR.sup.4 R.sup.5 (R.sup.4 and R.sup.5 each is hydrogen or alkyl) or --CN and a process for production of the above compound.
    Type: Grant
    Filed: September 1, 1987
    Date of Patent: November 29, 1988
    Assignee: Nippon Gohsei Kagaku Kogyo Kabushiki Kaisha
    Inventor: Takeo Kawabata
  • Patent number: 4785132
    Abstract: A process for preparing cyclohexanonecarboxylic acid compounds by catalytically hydrogenating the corresponding hydroxybenzoic acid compounds in a secondary alcohol or tertiary alcohol solvent.
    Type: Grant
    Filed: March 25, 1987
    Date of Patent: November 15, 1988
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Hideki Mizuta
  • Patent number: 4780129
    Abstract: Cyclohexenone derivatves of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or substituted alkenyl or alkynyl, A is alkoxycarbonyl, carboxyl, cyano or trifluoromethyl, B is hydrogen or methyl, X is straight-chain, branched or cyclic alkylene, Z is hydrogen or alkoxycarbonyl and n is 0 or 1, and salts thereof, and their use for combatting unwanted plant growth.
    Type: Grant
    Filed: February 13, 1987
    Date of Patent: October 25, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4780564
    Abstract: Described is allyl 4-cyclooctenyl glycolate of our invention having the structure: ##STR1## and the perfumery use thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and cosmetic powders.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: October 25, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, William L. Schreiber, Robert P. Belko
  • Patent number: 4778621
    Abstract: A novel ester compound which, when added to a liqud crystal composition, can raise its nematic phase-isotropic liquid phase transition point without raising its viscosity, and a liquid crystal composition containing the same are provided, which ester compound is expressed by the formula ##STR1## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: October 10, 1986
    Date of Patent: October 18, 1988
    Assignee: Chisso Corporation
    Inventors: Toyoshiro Isoyama, Tetsuya Ogawa, Shigeru Sugimori
  • Patent number: 4772432
    Abstract: 7,7,8,8-Tetracyanoquinodimethane-2,5-ylene-(3-propionic acid) and derivatives thereof represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or alkyl. The compounds are useful as materials for preparing polyesters, polyamides and polyurethanes or as intermediates for tetracyanoquinodimethanes for use as organic semiconductors.
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: September 20, 1988
    Assignee: Nippon Gosei Kagaku Kogyo Kabushiki Kaisha
    Inventor: Masahiko Miyashita
  • Patent number: 4769176
    Abstract: Biphenyl esters of formula (I), wherein formula (II) represents formula (III) or formula (IV), R.sub.1 represents C.sub.3 -C.sub.12 alkyl, alkoxy, alkylcarbonyloxy, alkoxycarbonyl or alkoxycarbonyloxy, j is 0 or 1, R.sub.2 represents C.sub.3 -C.sub.12 alkyl or alkoxy, one of Q.sub.1 or Q.sub.2 is fluorine and the other is hydrogen, provided that when j is 0 and formula (II) is formula (III) and both R.sub.1 and R.sub.2 are n-alkyl, then the total number of carbon atoms in R.sub.1 and R.sub.2 is more than 12. These compounds may be used as constituents of liquid crystal mixtures which show a room temperature ferroelectric smectic phase, and a number of such mixtures are described.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: September 6, 1988
    Assignee: The Secretary of State for Defence In Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Madeline J. Bradshaw, Edward P. Raynes, David I. Bishop, Ian C. Sage, John A. Jenner
  • Patent number: 4766246
    Abstract: Sweeteners of the formula: ##STR1## and food-acceptable salts thereof, where the substituents are disclosed herein.
    Type: Grant
    Filed: August 19, 1986
    Date of Patent: August 23, 1988
    Assignee: General Foods Corporation
    Inventors: Paul R. Zanno, Ronald E. Barnett, Glenn M. Roy
  • Patent number: 4764619
    Abstract: An optically active compound having the formula: ##STR1## wherein each of Z and Z' is a single bond, --COO--, --OCO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 -- or --CH.sub.2 O--, R is an alkyl group having from 1 to 12 carbon atoms, an alkoxyl group having from 1 to 12 carbon atoms, a cyano group or a halogen atom, each of rings A and B is a 1,4-di-substituted phenylene group or a trans-1,4-di-substituted cyclohexylene group, n is 0 or 1, X is ##STR2## wherein * indicates an optical center, and R' is an alkyl group having from 2 to 12 carbon atoms or ##STR3## where R" is a hydrogen atom, an alkyl or alkoxy group having from 1 to 12 carbon atoms, provided that when X is ##STR4## R is the alkyl group or the alkoxy group.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: August 16, 1988
    Assignee: Asahi Glass Company Ltd.
    Inventors: Tomoki Gunjima, Ryutaro Takei, Eriko Aoyama
  • Patent number: 4755502
    Abstract: Described is allyl-4-cyclooctenyl glycolate of our invention having the structure: ##STR1## and the perfumery use thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and cosmetic powders. The genus defined according to the structure: ##STR2## wherein R represents hydrogen, allyl or alkali metal and: represents a covalent bond wherein R represents hydrogen or allyl and an ionic bond where R represents alkali metal defines all of the products of our invention including intermediates useful in the process for preparing the compound having the structure: ##STR3## .
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: July 5, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, William L. Schreiber, Robert P. Belko
  • Patent number: 4744918
    Abstract: Liquid crystal phases containing at least one optically active compound of the formula IR.sup.1 --X.sup.1 --CHR.sup.o (CH.sub.2).sub.p X.sup.2 --R.sup.2 Iwherein X.sup.1 and X.sup.2 independently of one another are each --CO--O-- or --O--CO--, one of X.sup.1 and X.sup.2 may also be --O--, R.sup.1 and R.sup.2 independently of one another are each a group --(A.sup.1 --Z).sub.m --(A.sup.2).sub.n -Y, whereinA.sup.1 and A.sup.2 in each case independently of one another are a 1,4-phenylene, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, pyridine-2,5-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl or 1,4-bicyclo(2,2,2)-octylene group, it also being possible for this to be monosubstituted or polysubstituted by F, Cl, Br, CN and/or alkyl groups with up to 12 C atoms, and it being possible for 1 or 2 non-adjacent CH.sub.2 groups in the alkyl groups to be replaced by O atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --N(O).
    Type: Grant
    Filed: July 11, 1985
    Date of Patent: May 17, 1988
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Gerd Heppke, Feodor Oestreicher
  • Patent number: 4731425
    Abstract: (Meth)-acrylate compounds having one or two terminal (meth)-acrylic acid groups on an oligomer chain which have low volatility and are liquid to solid at room temperature, wherein the oligomer chain is mainly in the form of a polyester oligomer formed from one or more hydroxycarboxylic acids. The preferred (meth)-acrylate compounds are based on polyester-oligomers with a mean molecular weight in the range of about 200 to 600. The invention also relates to the use of these new reactive (meth)-acrylate compounds in construction adhesives.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: March 15, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Wolfgang Ritter
  • Patent number: 4723038
    Abstract: Processes for preparing compounds which exhibit seed germinating activity are disclosed. An ester of acetoacetic acid is condensed with a ketone to produce a substituted cyclohexenone which is reacted with a thiol to get a dithioketal which is then desulfurized to produce an ester of a substituted cyclohex-2-ene-1-carboxylic acid which exhibits seed germinating activity. The same compound can be produced by a different process which reacts the substituted cyclohexenone with a reducing agent. An exemplary reducing agent would be an organosilane and a Lewis acid.
    Type: Grant
    Filed: December 31, 1985
    Date of Patent: February 2, 1988
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Oliver D. Dailey, Jr.
  • Patent number: 4709048
    Abstract: Substituted 2,3,4,9-tetrahydro-1H-carbazole-1-acetic acid derivatives and methods for their preparation. The compounds are useful analgesic and anti-inflammatory agents.
    Type: Grant
    Filed: March 31, 1987
    Date of Patent: November 24, 1987
    Assignee: American Home Products Corp.
    Inventors: Dominick Mobilio, Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4708441
    Abstract: Compounds of the formula ##STR1## wherein X.sup.2 is a single covalent bond or --COO--; X.sup.1 is a single covalent bond, --COO--, --CH.sub.2 CH.sub.2 -- or when X.sup.2 is --COO--, X.sup.1 also can be p--C.sub.6 H.sub.4 --, p--C.sub.6 H.sub.4 --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --p--C.sub.6 H.sub.4, p--C.sub.6 H.sub.4 --COO-- or --COO--p--C.sub.6 H.sub.4 ; ring A is a benzene ring or trans-1,4-cyclohexylene; ring B is a benzene ring or when X.sup.2 is --COO-- and X.sup.1 is a single covalent bond, --COO-- or --CH.sub.2 CH.sub.2 --, ring B also can be trans-1,4-cyclohexylene; Z.sup.1, Z.sup.2 and Z.sup.3 individually are hydrogen or when positioned on a benzene ring which is not linked directly with a further ring via a single covalent bond, Z.sup.1, Z.sup.2 and Z.sup.3 also can be halogen, cyano or methyl; Y.sup.2 is cyano, nitro, 2,2-dicyanovinyl or when Y.sup.1 is hydrogen Y.sup.2 also can be 2,2-dicyano-1-methylvinyl; Y.sup.1 is halogen, cyano, C.sub.1 -C.sub.3 -alkyl or, when X.sup.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: November 24, 1987
    Assignee: Hoffman-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4701282
    Abstract: This invention provides smoking compositions which contain a .beta.-hydroxy-.gamma.-ketoester compound as a flavorant-release additive.In one of its embodiments, this invention provides tobacco compositions which contain a flavorant-release additive such as dodecyl 3-hydroxy-2,2,3-trimethyl-4-oxopentanoate: ##STR1## Under cigarette smoking conditions the above illustrated .beta.-hydroxy-.gamma.-keto ester pyrolyzes into 2,3-butanedione and other products which enhance the flavor of the mainstream smoke and the aroma of sidestream smoke.
    Type: Grant
    Filed: August 30, 1985
    Date of Patent: October 20, 1987
    Assignee: Philip Morris Incorporated
    Inventors: W. Geoffrey Chan, Yoram Houminer
  • Patent number: 4693745
    Abstract: Novel cyclohexanedionecarboxylic acid derivatives have herbicidal and plant growth regulating properties. The cyclohexanedionecarboxylic acid derivatives have the formula I ##STR1## wherein A is an --OR.sub.2 or --NR.sub.3 R.sub.4 radical,R is C.sub.3 -C.sub.6 cycloalkyl,R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.10 alkoxyalkyl, C.sub.2 -C.sub.10 alkylthioalkyl; C.sub.3 -C.sub.6 alkenyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; C.sub.3 -C.sub.6 alkynyl; phenyl or C.sub.1 -C.sub.6 aralkyl, wherein the phenyl nucleus is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, nitro or cyano; one of R.sub.3 and R.sub.4 is methoxy; orR.sub.3 and R.sub.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: September 15, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Georg Brunner
  • Patent number: 4691048
    Abstract: The invention concerns a process for reducing carbonylation of an aldehyde wherein the aldehyde is used as hemiacetalester, the reaction being conducted in the presence of a catalyst consisting of a cobalt carbonyl complex.The hemiacetal-ester may be formed in situ by reacting an acetal with an anhydride of acid.The process preferentially yields alkylene-glycol mono-esters, free of esterified, for a ratio H.sub.2 /CO ranging from 1:1 to 3:1 and preferentially 2-alkoxy aldehydes, for a ratio H.sub.2 /CO ranging from 0.1:1 to 0.5:1.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: September 1, 1987
    Assignee: Institut Francais du Petrole
    Inventors: Francois Hugues, Dominique Commereuc, Yves Chauvin
  • Patent number: 4686289
    Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein.The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: August 11, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 4684743
    Abstract: .beta.-Dicarbonyl, .beta.-cyanocarbonyl and .beta.-dicyano compounds I ##STR1## where R.sup.1 is an organic radical, X and Y are COOR.sup.2, --CO--R.sup.2 or --CN and R.sup.2 is an organic radical, are prepared from R.sup.1 --CHO (II) and X--CH.sub.2 --Y (III) by reaction in the presence of a condensation catalyst, hydrogen and a hydrogenation catalyst, using an oxide or phosphate of Mg, Al, Ti, Zn or a rare earth metal as the condensation catalyst.
    Type: Grant
    Filed: October 1, 1985
    Date of Patent: August 4, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Gramlich, Klaus Halbritter, Gerd Heilen
  • Patent number: 4683078
    Abstract: A novel liquid crystal compound suitable to use as a component of liquid crystal dielectrics and a liquid crystal composition containing the same are provided, which compound is a dihalogeno-aromatic compound expressed by the formula ##STR1## wherein R represents an alkyl group or an alkoxy group, each of 1 to 12 carbon atoms, or an alkoxymethyl group of 2 to 12 carbon atoms.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: July 28, 1987
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Yasuyuki Goto, Tetsuya Ogawa
  • Patent number: 4681976
    Abstract: Described are para-carboalkoxy cyclohexanones defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl and uses thereof in augmenting or enhancing the aroma of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers. The compounds defined according to the structure: ##STR2## wherein R.sub.1 ' represents C.sub.4 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl are novel compounds.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: July 21, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Wilhelmus J. Wiegers, Robert P. Belko, Richard M. Boden
  • Patent number: 4678496
    Abstract: As new compound is provided a cyclohexane derivative of the formula ##STR1## wherein R represents a hydrogen atom or an alkyl group, an alkylthioalkyl group or an unsubstituted or substituted phenyl group; and R.sup.1 represents an alkyl group, an unsubstituted or substituted benzyl group, a phenethyl group, a phenoxymethyl group, a 2-thienylmethyl group, an alkoxymethyl group or an alkylthiomethyl group, or a salt of said cyclohexane compound.This cyclohexane compound exhibits useful plant-growth regulating effects on crop-plants and also non-crop plants such as lawn and may be prepared by cyclization of an acetonylsuccinic acid dialkyl ester, followed by reaction with an organic acid chloride and by intermolecular rearrangement.
    Type: Grant
    Filed: August 1, 1985
    Date of Patent: July 7, 1987
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kenji Motojima, Takeshige Miyazawa, Yasufumi Toyokawa, Masafumi Matsuzawa, Hiroshi Hokari, Shoji Kusano
  • Patent number: 4676604
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or straight-chain alkyl; R.sup.2 is --CN, --R, --COR, --COOR or when R.sup.2 is positioned on an aromatic ring R.sup.2 also can be --OR, --OOCR or --F; R is alkyl; A is a group with 1 to 4 six-membered rings, these rings being linked directly with one another and with ring B in each case via a single covalent bond or being linked at one or two positions also via --COO--, --OOC-- or --CH.sub.2 CH.sub.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: June 30, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Martin Petrzilka
  • Patent number: 4675435
    Abstract: A method is disclosed for the production of esters by reaction of an alkyl acyclic allylic ether such as 8-methoxy-1,6-octadiene with carbon monoxide in the presence of a halide of nickel, cobalt or iron as a catalyst and especially nickel iodide for the production of esters. Carbonylation of 8-methoxy-1,6-octadiene results in the production of methyl-3,8-nonadienoate; 2-(carbomethoxymethyl)-vinylcyclopentane; 2-(carbomethoxymethyl)-6-vinylcyclohexanone and 2-carbomethoxymethylbicyclo(3.3.0)-octan-3-one.
    Type: Grant
    Filed: July 17, 1986
    Date of Patent: June 23, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventors: Ronnie M. Hanes, William D. Baugh
  • Patent number: 4675433
    Abstract: (Meth)-acrylate compounds having one or two terminal (meth)-acrylic acid groups on an oligomer chain which have low volatility and are liquid to solid at room temperature, wherein the oligomer chain is mainly in the form of a polyester oligomer formed from one or more hydroxycarboxylic acids. The preferred (meth)-acrylate compounds are based on polyester-oligomers with a mean molecular weight in the range of about 200 to 600. The invention also relates to the use of these new reactive (meth)-acrylate compounds in construction adhesives.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: June 23, 1987
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Wolfgang Ritter
  • Patent number: 4673529
    Abstract: A novel liquid crystal compound useful as a component of liquid crystal compositions and a liquid crystal composition containing the same are provided, which compound is a phenoxypropanol ester derivative expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 each represent an alkyl group or an alkoxy group each of 1 to 15 carbon atoms, F atom, Cl atom or CN group, but either one of R.sup.1 and R.sup.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: June 16, 1987
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Tetsuya Ogawa, Yasuyuki Goto, Toyoshiro Isoyama, Kazunori Nigorikawa, Kisei Kitano, Naoyuki Yoshida, Yoshito Furukawa
  • Patent number: 4668817
    Abstract: Described are para-carboalkoxy cyclohexanones defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl and uses thereof in augmenting or enhancing the aroma of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers. The compounds defined according to the structure: ##STR2## wherein R.sub.1 ' represents C.sub.4 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl are novel compounds.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: May 26, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Wilhelmus J. Wiegers, Robert P. Belko, Richard M. Boden
  • Patent number: 4668826
    Abstract: The production of 2-hydroxyphenyl lower alkyl ketones, e.g. 2-hydroxyacetophenone, by reaction of phenol and a lower alkanoic acid, e.g. acetic acid, is carried out by contacting the phenol and acid at an elevated temperature with a ZSM-5 zeolite catalyst having the formula:0.9.+-.0.2M.sub.2/n O:w.sub.2 O.sub.3 :5-100yO.sub.2 :zH.sub.2 Owherein M is a cation, n is the valence of said cation, w is selected from the group consisting of aluminum and gallium, Y is selected from the group consisting of silicon and germanium, and z is from 0 to 40, and in which at least about 80% of the cations are replaced with hydrogen ions. Preferably the catalyst has the formula:0.9.+-.0.2M.sub.2/n O:Al.sub.2 O.sub.3 :5-100SiO.sub.2 :zH.sub.2 Oand M is selected from the group consisting of alkali metal cations and tetraalkylammonium cations, the alkyl groups of which preferably contain 2-5 carbon atoms.
    Type: Grant
    Filed: December 2, 1985
    Date of Patent: May 26, 1987
    Assignee: Celanese Corporation
    Inventor: Balaram B. G. Gupta
  • Patent number: 4663474
    Abstract: Racemic endo- and exo-1-methoxybicyclo[2.2.2]oct-5-ene-2-carboxylic acids are starting materials for a novel and efficient synthesis of chiral 3R-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-4R-(3-hydroxypropyl)-1R-cycloh exanol, a compound having valuable central nervous system (CNS) activity, particularly as an analgesic and as an antiemetic.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: May 5, 1987
    Assignee: Pfizer Inc.
    Inventor: Frank J. Urban
  • Patent number: 4661641
    Abstract: Compounds of the formula ##STR1## wherein n is either 0 or 1; R.sup.1 and R.sup.2 is hydrogen and the other is hydrogen, hydroxy, oxo group, a protected hydroxy or protected oxo group; R.sup.3 is hydroxy oxo group, .dbd.CH--CH.sub.2 --OH, .dbd.CH--CHO or one of the foregoing groups where the hydroxy or oxo functions are protected; R.sup.4 is --CO--OR.sup.6, --CO--R.sup.6, --CO--NR.sup.6 R.sup.7, --CO--Cl or --SO.sub.2 --R.sup.6 ; R.sup.6 is saturated or aromatic hydrocarbon; and R.sup.7 is saturated or aromatic hydrocarbon or hydrogen,are converted by cleavage of R.sup.4 OH into corresponding cycloalkenes and protecting groups, if present, are hydrolyzed.The compounds obtained are valuable intermediates in carotenoid syntheses.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: April 28, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Teodor Lukac, Milan Soukup, Erich Widmer
  • Patent number: 4645305
    Abstract: The present liquid crystal compounds are novel ester-type compounds showing a smectic liquid crystal phase and being capable of increasing a dielectric constant anisotropy, represented by the following general formula: R--X.sub.1 --Y.sub.1 --X.sub.2 --Y.sub.2 --NO.sub.2, wherein R is an alkyl group; X.sub.1 and X.sub.2 are the same or different from each other and are group --COO-- and --OOC--, and when X.sub.1 is group --COO--, ##STR1## The present liquid composition contains the novel compound, and the present liquid crystal display device uses the liquid crystal composition for utilizing the characteristics of the novel compound. Particularly, the present liquid crystal display device is a thermally addressed display device.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: February 24, 1987
    Assignee: Hitachi, Ltd.
    Inventors: Hisao Yokokura, Susumu Era, Hidetoshi Abe, Tadao Nakata, Teruo Kitamura, Akio Mukoh
  • Patent number: 4643903
    Abstract: Described are para-carboalkoxy cyclohexanones defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl and uses thereof in augmenting or enhancing the aroma of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers. The compounds defined according to the structure: ##STR2## wherein R.sub.1 ' represents C.sub.4 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl are novel compounds.
    Type: Grant
    Filed: June 21, 1985
    Date of Patent: February 17, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Wilhelmus J. Wiegers, Robert P. Belko, Richard M. Boden
  • Patent number: 4640801
    Abstract: Graft polyols comprising the liquid reaction product of a vegetable oil or unsaturated fatty carbon compound having at least eight carbon atoms, at least one hydroxyl group, and at least one double bond, a cyclopentadienyl compound and a terminally unsaturated monomer having at least one hydroxyl group. These liquid low viscosity polyols when cured with a polyisocyanate, melamine, or formaldehyde compound yield high solids or solventless polyurenthane compositions useful as coatings, adhesives, potting or molding compounds.
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: February 3, 1987
    Assignee: CasChem, Inc.
    Inventors: Dominic Simone, Melvin Brauer
  • Patent number: 4638071
    Abstract: The following dipeptides possess a high order of sweetness: ##STR1## wherein X=O or S;R is alkyl containing 1-3 carbon atoms;R.sub.1 is cycloalkyl, cycloalkenyl, lower alkyl-substituted cycloalkyl or cycloalkenyl, bicycloalkyl, bicycloalkenyl, tricycloalkyl, cyclic ether, cyclic thioether, cyclic sulfoxides, cyclic sulfones, aryl, benzyl, alkylaryl, aromatic heterocyclic or alkyl substituted aromatic heterocyclic containing up to 10 ring carbon atoms and up to a total of 12 carbon atoms;R.sub.2, R.sub.3, R.sub.4 and R.sub.6 are each H or lower alkyl;R.sub.5 is H, lower alkyl or cycloalkyl containing 3-5 ring carbons;each n=0, 1 or 2;m=0 or 1;Z is an alkylene chain containing 0-2 carbon atoms in the principal chain and up to a total of 6 carbon atoms;and food-acceptable salts.
    Type: Grant
    Filed: December 27, 1984
    Date of Patent: January 20, 1987
    Assignee: General Foods Corporation
    Inventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
  • Patent number: 4637897
    Abstract: Nematic compounds with a negative DC antisotropy, characterized by the formula I ##STR1## in which m=1 or 2, r is zero or 1 and m+r=1 or 2, and R.sup.1 and R.sup.2 are identical or different and are selected from alkyl and alkoxy groups each having 1-12 carbon atoms in a straight or branched chain, which may be chiral, Z is a bridge member selected from a single bond and the groups of the formulae --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --O--CO-- or --CO--O--, one of the groups X and Y is selected from fluorine, chlorine, bromine and cyano and the other of the groups X and Y is selected from hydrogen, fluorine, chlorine, bromine and cyano, with the proviso that m=r=1 if X and Y are both cyano, are suitable as components for liquid crystal mixtures having an overall negative DC anisotropy, such as are required in particular for electro-optical displays of the type of guest/host displays or homotropic-nematic displays.
    Type: Grant
    Filed: August 6, 1984
    Date of Patent: January 20, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventor: Stephen M. Kelly
  • Patent number: 4629805
    Abstract: Described are para-carboalkoxy cyclohexanones defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl and uses thereof in augmenting or enhancing the aroma of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers. The compounds defined according to the structure: ##STR2## wherein R.sub.1 ' represents C.sub.4 -C.sub.7 alkyl and R.sub.2 represents methyl or ethyl are novel compounds.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: December 16, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Wilhelmus J. Wiegers, Robert P. Belko, Richard M. Boden
  • Patent number: 4622163
    Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein. The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
    Type: Grant
    Filed: September 10, 1984
    Date of Patent: November 11, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 4621901
    Abstract: Liquid crystalline mixtures containing compounds of the formula ##STR1## wherein n stands for the number 0 or 1; X.sup.1 and X.sup.2 denote single covalent bonds or one of the symbols X.sup.1 and X.sup.2 also denotes --COO--, --OOC-- or --CH.sub.2 CH.sub.2 --; the rings A.sup.1, A.sup.2, and A.sup.3 represent 1,4-phenylene, 2-fluoro-1,4-phenylene or trans-1,4-cyclohexylene or one of these rings also represents a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; R.sup.1 signifies 4-alkenyl or on a cyclohexyl ring also 2Z-alkenyl; and R.sup.2 denotes alkyl, alkoxy, --CN or --NCS,as well as the manufacture of these compounds and the use for electro-optical purposes are described.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: November 11, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt
  • Patent number: 4622417
    Abstract: Dipeptides of certain .alpha.-amino dicarboxylic acids and etherified hydroxy .alpha.-amino-mono-carboxylic acid esters possess a high order of sweetness. These dipeptides have the following formula: ##STR1## wherein R is alkyl containing 1-3 carbon atoms;R.sub.1 is cycloalkyl, cycloalkenyl, lower alkyl substituted cycloalkyl or cycloalkenyl, bicycloalkyl, bicycloalkenyl or tricycloalkyl containing up to 10 ring carbon atoms and up to a total of 12 carbon atoms;R.sub.2 and R.sub.4 are each H or alkyl containing 1-3 carbon atoms;R.sub.3 is H, alkyl containing 1-6 carbon atoms or cycloalkyl containing 3-5 ring carbons;n=0, 1 or 2; andm=0 or 1;and food acceptable salts thereof.
    Type: Grant
    Filed: December 27, 1984
    Date of Patent: November 11, 1986
    Assignee: General Foods Corporation
    Inventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
  • Patent number: 4622418
    Abstract: Amides of .alpha.-aminodicarboxylic acids and .beta.-aminoethers are low calorie sweetners.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: November 11, 1986
    Assignee: General Foods Corporation
    Inventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
  • Patent number: 4621165
    Abstract: A process for removing from a mixture of isoprene trimers compounds of the formula ##STR1## by reacting a mixture of cyclic and linear trimers with a compound having an activated carbon atom, of the formula:X--CH.sub.2 --Yin which one of X or Y is an electron-withdrawing group and the other is an electron-withdrawing or electron-donating group, in the presence of a catalyst consisting of a water-soluble phosphine and a rhodium compound, the reaction being carried out in water or in a water-alcohol medium, and separating the cyclic trimers and linear trimers containing the chain ##STR2## from the mixture of products of the formulae: ##STR3## which can be used, in particular, in the synthesis of vitamin E.
    Type: Grant
    Filed: February 23, 1984
    Date of Patent: November 4, 1986
    Assignee: Rhone-Poulenc Sante
    Inventor: Didier Morel