Esterified Phenolic Hydroxy Patents (Class 560/109)
  • Patent number: 4780242
    Abstract: A novel optically active liquid crystal compound and a liquid crystal composition containing the same are provided, which compound is expressed by the formula ##STR1## wherein R.sub.1 is alkyl or alkoxy of 4-18 C; R.sub.2 is alkyl, alkoxy, acyl or alkoxymethyl of 4-18 C; but either one of R.sub.1 or R.sub.2 is an optically active group; either one of X.sub.1 or X.sub.2 is halogen atom and the other is H; m and n each are 0 or 1 and m+n is 0 or 1.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: October 25, 1988
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Hiromichi Inoue, Shinichi Saito, Takashi Inukai, Kanetsugu Terashima, Mitsuyoshi Inchihashi
  • 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: 4748253
    Abstract: Process for preparing esters of alkanoic acids via rearrangement of alpha-haloketals in the presence of a Lewis acid.The rection is preferably carried out in the presence of catalytic amounts of a Lewis acid and of a diluent at a temperature in the range from about 0.degree. to the reflux temperature of diluent.The esters thus obtained are useful as intermediate products for preparing drugs.The process involves the preparation of new alpha-haloketals.
    Type: Grant
    Filed: December 10, 1981
    Date of Patent: May 31, 1988
    Assignee: Blasinachim S.p.A.
    Inventors: Claudio Giordano, Aldo Belli, Fulvio Uggeri, Giovanni Villa
  • 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: 4733006
    Abstract: The present invention provides for an improved process wherein an olefin, an alcohol, or an ester, halide or ether derivative of said alcohol is reacted with carbon monoxide in a liquid phase in the presence of a catalyst system that contains (a) a rhodium component, and (b) and iodine or bromine component. By passing at least a portion of the liquid reaction mass from the reaction zone to a separation zone of substantially lower CO partial pressure, at least a portion of the carbonylation products, as well as unreacted carbon monoxide, inert gases and unreacted olefin, alcohol or alcohol derivatives are vaporized and can be withdrawn from the separation zone. Precipitation of the rhodium catalyst under carbon monoxide deficient conditions is prevented or retarded by addition to the carbon monoxide deficient zones of the system of a catalyst stabilizer which is a germanium (IV) compound, an alkali metal compound, and mixtures thereof.
    Type: Grant
    Filed: August 18, 1983
    Date of Patent: March 22, 1988
    Assignee: Monsanto Company
    Inventors: Thomas C. Singleton, Frank E. Paulik
  • Patent number: 4721805
    Abstract: A process is provided for making acyloxy benzene sulfonates by the steps of sulfonating with SO.sub.3, digesting the sulfonation adduct, and neutralizing. The sulfonation adduct can spontaneously rearrange. Unless the rearrangement is controlled as taught in the sulfonating and digesting steps, product yields of acyloxy benzene sulfonate drop to unusable levels and the color of the product is poor and the content of by-products is excessive in the product.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: January 26, 1988
    Assignee: Stepan Company
    Inventor: Marvin Nussbaum
  • Patent number: 4710585
    Abstract: A liquid crystal compound represented by the following general formula:R*O--A--R or R*COO--A--Rwherein R* stands for an alkyl group having an asymmetric carbon atom, R stands for a linear alkyl group, and A stands for ##STR1##
    Type: Grant
    Filed: June 10, 1985
    Date of Patent: December 1, 1987
    Assignees: Seiko Instruments & Electronics Ltd., Teikoku Chemical Industry Co., Ltd.
    Inventors: Masaaki Taguchi, Hitoshi Suenaga
  • 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: 4705884
    Abstract: A fluorine-substituted phenyl benzoate of the general formulaAr--CO.sub.2 --Ar' (I)wherein one of either Ar or Ar' is p- or o-fluorophenyl group, while the other is m-fluorophenyl group.This fluorine-substituted phenyl benzoate can be prepared by subjecting to an oxidative decarboxylation reaction a fluorobenzoic acid of the general formulaAr"--CO.sub.2 H (II)wherein Ar" is a fluorophenyl group. This phenyl benzoate is valuable as in intermediate for producing the fluorophenols.
    Type: Grant
    Filed: June 5, 1986
    Date of Patent: November 10, 1987
    Assignees: Sagami Chemical Research Center, Central Glass Company, Limited
    Inventors: Masakatsu Matsumoto, Yasunobu Nishimura
  • Patent number: 4705649
    Abstract: Acyloxybenzenesulfonic acids and their alkali metal and alkaline earth metal salts are prepared by sulfonation of phenol in the presence of a small amount of a complexing agent for the sulfonating agent SO.sub.3 or chlorosulfonic acid, followed by esterification and, if required, neutralization to give the alkali metal or alkaline earth metal salt.
    Type: Grant
    Filed: November 7, 1986
    Date of Patent: November 10, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolf-Dieter Balzer, Hans-Heinrich Bechtolsheimer, Karl-Heinz Beyer, Rolf Fikentscher, Johannes Perner, Rudi Widder, Helmut Wolf
  • Patent number: 4696759
    Abstract: A novel ester compound exhibiting liquid crystal phases within a broad temperature range and having a low viscosity and a high compatibility with liquid crystal compounds, and a liquid crystal composition containing the same are provided, which ester compound is expressed by the formula ##STR1## wherein X represents F or Cl; Y and Z each represent H, F or Cl and when either one of Y or Z is H, the other is F or Cl and further when X is Cl, Y and Z are not both Cl; --A-- represents a member selected from the group consisting of ##STR2## and R represents an alkyl group or an alkoxy group each of 1 to 10 carbon atoms.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: September 29, 1987
    Assignee: Chisso Corporation
    Inventors: Toyoshiro Isoyama, Yasuyuki Goto, Tetsuya Ogawa, Shigeru Sugimori
  • Patent number: 4695658
    Abstract: A process for replacing an aromatic carbon-thallium bond with a carbon-oxygen bond. The process is particularly suitable for producing specific aromatic isomers by thallating an aromatic compound and replacing the thallium with a carboxylate group which can be further hydrolyzed if desired to form an aromatic hydroxyl compound.
    Type: Grant
    Filed: March 12, 1984
    Date of Patent: September 22, 1987
    Assignee: FMC Corporation
    Inventors: Edward C. Taylor, Alan H. Katz, Randy A. Bull, Lance R. Byers, Richard A. Brown
  • Patent number: 4695650
    Abstract: Liquid crystals having the general formula: ##STR1## wherein R is an alkyl group of three to twelve carbon atoms, R' is an alkyl of five to twelve carbon atoms, and X is a chlorine atom or a fluorine atom. Preferred alkyl groups for R' are octyl. The compounds are particularly useful in mixtures with other liquid crystal compounds in which they exhibit synergistic effects.
    Type: Grant
    Filed: September 24, 1986
    Date of Patent: September 22, 1987
    Assignee: University of Colorado Foundation
    Inventors: David M. Walba, Homaune A. Razavi
  • 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: 4659855
    Abstract: Certain novel aryl sulfonyl fluorides, their preparation, and their use in inhibiting serine proteases with chymotrypsin-like and elastase-like specificity.
    Type: Grant
    Filed: May 9, 1983
    Date of Patent: April 21, 1987
    Assignee: Georgia Tech Research Corporation
    Inventor: James C. Powers
  • 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: 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: 4614830
    Abstract: An improvement in the process for esterification of 3,4-dihydroxyphenyl N-alkylaminoalkyl ketones with arylcarboxylic acid chlorides which comprises carrying out the esterification in the presence of a catalytic amount of a 4-di-lower-alkylaminopyridine or 4-(1-pyrrolidinyl)pyridine and an acid-acceptor comprising a tertiary amine or sterically-hindered secondary amine.
    Type: Grant
    Filed: August 9, 1985
    Date of Patent: September 30, 1986
    Assignee: Sterling Drug Inc.
    Inventor: Richard E. Philion
  • Patent number: 4612386
    Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: September 16, 1986
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4598160
    Abstract: A catalytic synthesis of chromans in racemic or optically active forms, including intermediates thereto; the synthesis employs an asymmetric palladium (II) catalyzed oxidative cyclization of a 2-homoallylphenol and provides intermediates useful in making chromans, especially vitamin E in racemic or optically active forms.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: July 1, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Larry K. Truesdale
  • Patent number: 4596667
    Abstract: Novel ferroelectric liquid crystalline compounds having a superior stability and chiral, smectic liquid crystalline compositions containing at least one kind of the same are provided, which compounds are expressed by the general formula ##STR1## wherein ##STR2## represents 1,4-phenylene group ##STR3## or 1,4-trans-cyclohexane group ##STR4## R*, an optically active alkyl group; m=o, 1 or 2; n=1 or 2; X, a linear chain or branched alkyl group or alkoxy group, each having 1 to 18 carbon atoms; and when ##STR5## represents ##STR6## m=1; and n=1, X represents a linear chain or branched alkyl group having 1 to 18 carbon atoms or a linear chain alkoxy group having 11 to 18 carbon atoms.
    Type: Grant
    Filed: January 4, 1984
    Date of Patent: June 24, 1986
    Assignee: Chisso Corporation
    Inventors: Takashi Inukai, Kenji Furukawa, Kanetsugu Terashima, Shinichi Saito
  • Patent number: 4594460
    Abstract: Substituted phenols of formula ##STR1## in which R.sub.1 is in an ortho or para position relative to the phenol function and denotes ##STR2## R.sub.2 denotes an acyclic radical optionally substituted by alkyl, hydroxy, alkoxycarbonyl, cyano or formyl, or a phenyl or naphthyl radical, and R denotes hydrogen or 1 to 4 substituents chosen from halogen, OH optionally in the form of ether or ester, alkyl, NO.sub.2, CHO optionally in the form of acetal, CH.sub.3 CO--, C.sub.6 H.sub.5 CO--, NH.sub.2, alkylamino, dialkylamino or alkoxycarbonyl, it being understood that 2 symbols R may form with the phenyl nucleus a condensed aromatic ring, which comprises reacting a butadiene of formula ##STR3## with a phenol for formula ##STR4## in water in the presence of a rhodium-based catalyst, a water-soluble phosphine and optionally an inorganic or organic base. The products of formula (I) are intermediates for the synthesis of vitamin E, antioxidants, perfumes or insecticides.
    Type: Grant
    Filed: March 19, 1985
    Date of Patent: June 10, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4588533
    Abstract: Alkali metal salts and alkaline earth metal salts of acyloxybenzenesulfonate are prepared by sulfonating an aryl ester of an organic acid with gaseous sulfur trioxide to produce a sulfonation reaction mixture containing acyloxybenzenesulfonic acid, neutralizing the sulfonation reaction mixture with alkali metal hydroxide or alkaline earth metal hydroxide to produce an alkali metal salt or alkaline earth metal salt of an acyloxybenzenesulfonic acid and thereafter recovering from the reaction mixture the acyloxybenzenesulfonic acid salt product thus formed.
    Type: Grant
    Filed: May 18, 1984
    Date of Patent: May 13, 1986
    Assignee: Ethyl Corporation
    Inventor: C. Bernard Berry, Jr.
  • Patent number: 4587054
    Abstract: A hydrophilic phenol ester derivative, especially a sulphonated or carboxylated phenol ester is prepared by reacting a C.sub.6 -C.sub.18 substituted or unsubstituted aliphatic carboxylic acid with a C.sub.2 -C.sub.3 alkanoic anhydride, and reacting the resultant C.sub.6 -C.sub.18 acid anhydride with a substituted phenol such as an alkali metal phenol sulphonate salt or hydroxybenzene carboxylic acid to give a C.sub.6 -C.sub.18 acyloxy derivative of a substituted benzene. The two stage process may be carried out in the same reaction vessel without the use of solvents. The products are useful as peroxyacid bleach precursors.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: May 6, 1986
    Assignee: The Procter & Gambel Company
    Inventors: Frederick E. Hardy, James E. Thompson
  • Patent number: 4584318
    Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation of a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein Q is hydroxy, carbamoyloxy, or acyloxy, R is alkyl, alkenyl, alkynyl, X is halogen or methyl, n is 1 or 2. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: April 22, 1986
    Assignee: FMC Corporation
    Inventors: Clinton J. Peake, Carmine P. DiSanzo, John F. Engel
  • Patent number: 4576732
    Abstract: The present invention is characterized by a smectic liquid crystal compound represented by the following formula: ##STR1## wherein R is selected from alkyl and alkoxy groups; X from ##STR2## m and n are natural numbers; and R* is an optically active group containing an asymmetric carbon atom, and a liquid crystal composition containing said compound as a component. This compound is excellent in optical stability and high-speed response.
    Type: Grant
    Filed: November 28, 1983
    Date of Patent: March 18, 1986
    Assignee: Hitachi, Ltd.
    Inventors: Masato Isogai, Shintaroo Hattori, Kishiroo Iwasaki, Teruo Kitamura, Akio Mukoh, Takashi Inukai, Kenji Furukawa, Kanetsugu Terashima, Shinichi Saitoh
  • Patent number: 4570006
    Abstract: Amidino compounds represented by the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsine, anti-plasmin, anti-kallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: October 24, 1984
    Date of Patent: February 11, 1986
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
  • Patent number: 4564694
    Abstract: A colorless liquid crystalline compound having at least one 6-membered ring and non-cyclic end groups in the molecular skelton, said 6-membered containing two or more carbon atoms, at least one of which is directly bonded to a methylene group of a non-cyclic group having an alkoxy group at another end has a wide mesomorphic range. When said colorless liquid crystalline compound is mixed with a liquid crystal composition, the resulting mixture also has an enlarge mesomorphic range and in almost all cases has a reduced viscosity.
    Type: Grant
    Filed: February 24, 1982
    Date of Patent: January 14, 1986
    Assignees: Hitachi, Ltd., Kanto Chemical Co., Inc.
    Inventors: Yoichi Hirai, Tsunenori Fujii, Kaoru Koto, Kenji Suzuki, Masahiro Yoshida, Hisashi Okawa, Yoshiaki Okabe, Teruo Kitamura, Hisao Yokokura, Shintaroo Hattori, Akio Mukoh, Mikio Sato
  • Patent number: 4564698
    Abstract: The present invention relates to new tricyclic compounds of the formula: ##STR1## having valuable CNS and cardiovascular properties.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: January 14, 1986
    Assignee: Akzo N.V.
    Inventors: Johannes H. Wieringa, Frans A. van der Vlugt
  • Patent number: 4547584
    Abstract: Novel 3-hydroxy-4-alkyloxyphenyl benzoates compounds particularly well suited as sweeteners in foodstuff.
    Type: Grant
    Filed: December 29, 1983
    Date of Patent: October 15, 1985
    Assignee: General Foods Corporation
    Inventors: Jed A. Riemer, Paul R. Zanno, Ronald E. Barnett
  • Patent number: 4542230
    Abstract: A liquid crystal ester has a structure: ##STR1## where X and Y are fluorine or hydrogen at least one being hydrogen, and Z is either:(a) ##STR2## where R.sub.2 is alkyl, alkoxy, alkylcarbonyloxy or alkoxycarbonyloxy(b) ##STR3## where R.sub.3 is an alkyl group. The ester may be prepared by a conventional esterification from the corresponding phenol ##STR4## and the corresponding acid chloride Z--COCl. The ester may be used in mixtures with other liquid crystal compounds for use in known electro-optic devices.
    Type: Grant
    Filed: September 30, 1980
    Date of Patent: September 17, 1985
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: George W. Gray, David Lacey, Martin G. Pellatt, Bennett Sturgeon
  • Patent number: 4535108
    Abstract: Novel compounds of the metal salts of certain phenol ester sulfonic acids are useful as a flame retardant additive in polycarbonate composition.
    Type: Grant
    Filed: February 25, 1981
    Date of Patent: August 13, 1985
    Assignee: General Electric Company
    Inventors: Niles R. Rosenquist, John A. Tyrell
  • Patent number: 4529810
    Abstract: Optically-active alpha-substituted carboxylic esters are prepared by treating a non-symmetrical ketene with an alcohol in the presence of an optically-active amine catalyst. Hydrolysis of the resulting esters, yields the optically-active acid corresponding to the non-symmetrical ketene.
    Type: Grant
    Filed: January 6, 1984
    Date of Patent: July 16, 1985
    Assignee: Shell Oil Company
    Inventor: Donald W. Stoutamire
  • Patent number: 4526704
    Abstract: Compounds of the formula ##STR1## wherein n is 0 or 1; one of X.sup.1 and X.sup.2 is --COO-- or --OOC-- and the other is a single covalent bond or --CH.sub.2 CH.sub.2 --; X.sup.3 and X.sup.4 individually are a single covalent bond or --CH.sub.2 CH.sub.2 --, with the proviso that at most one of X.sup.1, X.sup.2, X.sup.3 and X.sup.4 is --CH.sub.2 CH.sub.2 --; rings A.sup.1 and A.sup.5 individually are a group of the formula ##STR2## or trans-1,4-cyclohexylene; rings A.sup.2, A.sup.3 and A.sup.4 individually are a group of formula II or, when ring A.sup.2, A.sup.3 or A.sup.4 is not linked with at least one of the other two of these rings by a single covalent bond then such ring also can be trans-1,4-cyclohexylene, with the proviso that at least one of rings A.sup.1 through A.sup.5 is a group of formula II; Y is hydrogen, or when Y is attached to a ring of formula II which is not linked with another ring via a single covalent bond, Y also can be fluorine, chlorine or methyl; and R.sup.1 and R.sup.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: July 2, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4520074
    Abstract: Novel polymerizable 3-aroyloxyphenyl carbamates such as 3-benzoyloxyphenyl 2-methacryloxyethylcarbamate form addition polymers which are useful as surface coatings for resinous (especially polycarbonate) articles. The coatings protect the resinous articles against discoloration as the result of ultraviolet radiation-induced degradation and also may serve as primers for abrasion-resistant coatings such as silicone hardcoats.
    Type: Grant
    Filed: July 20, 1984
    Date of Patent: May 28, 1985
    Assignee: General Electric Company
    Inventors: Timothy W. O'Donnell, Daniel R. Olson
  • Patent number: 4514416
    Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: April 30, 1985
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
  • Patent number: 4507320
    Abstract: N,N-Di-n-propyl-4-hydroxy-3-methanesulfonamidophenethylamine is a potent, selective presynaptic dopaminergic agonist. The compound is prepared by N-sulfonylation of an optionally O-protected derivative of 3-amino-4-hydroxy-N,N-di-n-propylphenethylamine, followed by removal of the protecting group.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: March 26, 1985
    Assignee: Smithkline Beckman Corporation
    Inventors: Robert M. DeMarinis, J. Paul Hieble, Carl Kaiser, James W. Wilson
  • Patent number: 4503256
    Abstract: Novel compounds of general formula I ##STR1## wherein R is a branched or unbranched alkyl, cycloalkyl, or aralkyl group, which group optionally contains or is substituted by a halogen or oxygen function, the oxygen function optionally being in the form of an alcohol or ether moiety;R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, is hydrogen, an alkyl, acyl, or benzoyl group, which group optionally contains or is substituted by a halogen or oxygen function;R.sub.4 is hydrogen, an alkyl, alkenyl preferably being an allyl or prenyl group, or aralkyl group which group optionally contains or is substituted by an alkyl, aryl, halogen or oxygen function;R.sub.5 is hydrogen, an alkyl, aralkyl, acyl, or aryl group, which group optionally contains or is substituted by an alkyl, aryl, halogen, or oxygen function;except that R.sub.4 and R.sub.5 are not both hydrogen;and except for the compounds when R.sub.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: March 5, 1985
    Assignee: Noristan Limited
    Inventors: Theunis G. Fourie, Theodor G. Dekker, Friedrich O. Snyckers, Cornelis J. van der Schyf
  • Patent number: 4499298
    Abstract: A process is described for the preparation of aryl esters such as benzyl acetate by reacting an aryl alkyl compound such as toluene with a carboxylic acid such as acetic acid and oxygen in the presence of a catalytically effective amount of a catalyst comprising palladium metal, gold metal and a metal of Group VA of the Periodic Table of the Elements such as bismuth.
    Type: Grant
    Filed: December 20, 1979
    Date of Patent: February 12, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: John A. Scheben, James A. Hinnenkamp
  • Patent number: 4493533
    Abstract: Immersion oils containing aliphatic thio compounds are described. The oils have optical properties and are useful in immersion optics such as fluorescence microscopy.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: January 15, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Inge Pracht, Urs Ruf
  • Patent number: 4490552
    Abstract: A novel process for the preparation of aryl esters of organic carboxylic acids in high isomer purity by decomposing a compound of the formula ##STR1## wherein Ar is an aryl radical, X is an acyloxy of an organic carboxylic acid and Y is selected from the group consisting of an acyloxy of an organic carboxylic acid and an anion of a strong organic and mineral acid in an aqueous media in the presence of a palladium salt or in the form of a two-phase reaction, wherein the aryl thallium salt is dissolved in water and the catalytic palladium salt is dissolved in a water-immiscible organic solvent and the reaction takes place with mixing.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: December 25, 1984
    Assignee: Rutgerswerke AG
    Inventor: Ulrich Knips
  • Patent number: 4490388
    Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with 4-(.beta.-amidinoethenyl)phenol represented by the formula (III) ##STR2## and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: December 25, 1984
    Assignee: Torii & Co., Ltd.
    Inventors: Setsuro Fujii, Takuo Aoyama, Yojiro Sakurai, Toyoo Nakayama, Shigeki Nunomura, Takashi Yaegashi, Toshiyuki Okutome
  • Patent number: 4482497
    Abstract: A carboxylic acid, such as acetic acid, is prepared by carbonylation of a hydrocarbyl alcohol, such as methanol by the use of a molybdenum-nickel-alkali metal or a tungsten-nickel-alkali metal co-catalyst in the presence of an iodide or bromide.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: November 13, 1984
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4481149
    Abstract: Fluorine-containing phenyl benzoate compounds which have the general formula: ##STR1## wherein R is a C.sub.1 -C.sub.12 perfluoroalkyl group, a C.sub.1 -C.sub.12 alkyl group, a C.sub.1 -C.sub.12 alkoxy group, a C.sub.2 -C.sub.13 alkanoyloxy group, a C.sub.2 -C.sub.13 alkoxycarbonyl group, a C.sub.2 -C.sub.13 alkoxycarbonyloxy group or a C.sub.2 -C.sub.13 alkyldioxycarbonyl group and X is a C.sub.1 -C.sub.12 alkyl group, a C.sub.1 -C.sub.12 alkoxy group, a cyano group, a trifluoromethyl group or a nitro group with the proviso that X is trifluoromethyl when R is other than perfluoroalkyl are useful as components of liquid crystals.
    Type: Grant
    Filed: March 23, 1983
    Date of Patent: November 6, 1984
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Susumu Misaki, Masahiro Suefuji, Tamio Mitote, Naotake Matsumura
  • Patent number: 4477556
    Abstract: A photopolymerizable coating composition comprising(1) a nongaseous, ethylenically unsaturated, polymerizable compound,(2) a specified acidic o-nitroaromatic compound, and(3) an organic, radiation-sensitive, free-radical generating system which is useful for making a positive or negative polymeric image on a substrate.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: October 16, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Thomas E. Dueber, William J. Nebe
  • Patent number: 4433166
    Abstract: The present invention provides for an improved process wherein an olefin, an alcohol, or an ester, halide or ether derivative of said alcohol is reacted with carbon monoxide in a liquid phase in the presence of a catalyst system containing a rhodium component and an iodine or bromine component. By passing at least a portion of the liquid reaction mass from the reaction zone to a separation zone of substantially lower CO partial pressure, at least a portion of the carbonylation products, as well as unreacted carbon monoxide, inert gases, and unreacted olefin, alcohol, or alcohol derivatives are vaporized and can be withdrawn from the separation zone. Precipitation of the rhodium catalyst under carbon monoxide deficient conditions is prevented or retarded by addition to the system of a stabilizer which is a tin component which may be tin or a tin compound.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: February 21, 1984
    Assignee: Monsanto Company
    Inventors: Thomas C. Singleton, Frank E. Paulik
  • Patent number: 4433165
    Abstract: The present invention provides for an improved process wherein an olefin, an alcohol, or an ester, halide or ether derivative of said alcohol is reacted with carbon monoxide in a liquid phase in the presence of a catalyst system that contains (a) a rhodium component, and (b) an iodine or bromine component. By passing at least a portion of the liquid reaction mass from the reaction zone to a separation zone of substantially lower CO partial pressure, at least a portion of the carbonylation products, as well as unreacted carbon monoxide, inert gases, and unreacted olefin, alcohol, or alcohol derivatives are vaporized and can be withdrawn from the separation zone. Precipitation of the rhodium catalyst under carbon monoxide deficient conditions is prevented or retarded by addition to the system of a stabilizer component selected from N,N,N',N'-tetramethyl-o-phenylenediamine and 2,3'-dipyridyl.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: February 21, 1984
    Assignee: Monsanto Company
    Inventor: Thomas C. Singleton
  • Patent number: 4420630
    Abstract: Disclosed herein are monomeric compounds and methods of preparing these compounds which have the formula: ##STR1## wherein: R and R' are independently selected from the group consisting of H, halide and alkyl;Ar and Ar' are independently arylene;X is selected from the group consisting of NHSO.sub.2 R.sup.2, CH.sub.2 NHSO.sub.2 R.sup.2 and SO.sub.2 NHR.sup.2 andR.sup.2 is selected from the group consisting of alkyl, aryl and aralkyl.These monomers are homopolymerized or copolymerized with one or more other monomers to yield polymers having desirable solubility characteristics. A particular use for the polymers is in relief image materials or as binders in photographic layers.
    Type: Grant
    Filed: December 10, 1981
    Date of Patent: December 13, 1983
    Assignee: Eastman Kodak Company
    Inventors: Paul D. Yacobucci, John C. Wilson
  • Patent number: 4414406
    Abstract: Molybdenum compounds, particularly molybdenum sulfide, molybdenum silicide, molybdenum selenide and molybdenum telluride are useful Friedel-Crafts catalysts for the aralkylation of aromatics to produce polybenzyls, the manufacture of aromatic ketones, aromatic sulfones and aromatic esters.The foregoing processes are carried out at a temperature of about 60.degree. to 250.degree. C. and at a catalyst concentration of about 0.1 to 15% by weight of reactants. The reaction products are useful as laminates, herbicides and bactericides.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: November 8, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields